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2850 59th Street S Unit 112, South Pasadena

Welcome to Bright and Cherry, a beautifully maintained first-floor condo that offers the perfect blend of comfort and convenience. This residence features a thoughtfully upgraded kitchen complete with elegant stone countertops and modern, updated appliances. The unit showcases the desirable Deluxe floor plan, which includes a convenient private back door providing seamless, direct access to the recently renovated community pool and patio area. You can enjoy total peace of mind knowing that this first-floor residence at The Kenmore remained completely unaffected by the hurricanes and flooding events of 2024. Because The Kenmore building is elevated, it has a proven history of being free from low-grade drainage or flooding issues. For your ease of access, this unit comes with dedicated, convenient curb parking located right along the walkway at space #14. This is a fantastic opportunity to own a turnkey home in a prime location!

1 Beds ⋅ 1 Baths ⋅ TB8559611 MLS ⋅ Kenmore/91606 BLDG.

Welcome to Bright and Cherry, a beautifully maintained first-floor condo that offers the perfect blend of comfort and convenience. This residence features a thoughtfully upgraded kitchen complete with elegant stone countertops and modern, updated appliances. The unit showcases the desirable Deluxe floor plan, which includes a convenient private back door providing seamless, direct access to the recently renovated community pool and patio area. You can enjoy total peace of mind knowing that this first-floor residence at The Kenmore remained completely unaffected by the hurricanes and flooding events of 2024. Because The Kenmore building is elevated, it has a proven history of being free from low-grade drainage or flooding issues. For your ease of access, this unit comes with dedicated, convenient curb parking located right along the walkway at space #14. This is a fantastic opportunity to own a turnkey home in a prime location!

2850 59th Street S Unit 112, South Pasadena

5960 30th Avenue S Unit 114, South Pasadena

$324,000

Looking for that diamond in amongst all the pearls? You have found it! The only one of it's kind in the entire complex. This is a spectacular view to the West and the Southwest. Water on two sides and one of the 4 heated pools on the third side. Oh yes, we left space for the front door on the 4th/front side. Eat in kitchen, washer/dryer closet, new appliances, floors, lighting, doors, hardware. And remember there are two nicely appointed bathrooms with ceramic surrounds and floors. And a new AC/Heating system. A side entry door into the kitchen for taking packages from the carport into the house. And speaking of kitchen, it is a true eat-in kitchen with a wine/coffee bar and a table for four. Then you add in the Gulfport vibe as you can walk downtown for market, restaurants, live music, or hang out at the ice cream store. There are also professional volley ball courts down on the beach and the occasional tournament. Speaking of courts, there are tennis, pickleball, bocce and shuffleboard courts over by the clubhouse and across from the marina. Do you know that the Gulf Beaches are just across the small bridge for walks on the beach anytime you want or sunsets upstairs at the Brass Monkey on Pass A Grill. Or breakfast on the beach on another day. So much to do or never leave this extraordinary condo and complex. Remember Tampa airport is just across the bridge and Busch Gardens for a great day trip. Or a little further up the highway you can go visit Mickey !

2 Beds ⋅ 2 Baths ⋅ TB8559593 MLS ⋅ Hampton BLDG.

Looking for that diamond in amongst all the pearls? You have found it! The only one of it's kind in the entire complex. This is a spectacular view to the West and the Southwest. Water on two sides and one of the 4 heated pools on the third side. Oh yes, we left space for the front door on the 4th/front side. Eat in kitchen, washer/dryer closet, new appliances, floors, lighting, doors, hardware. And remember there are two nicely appointed bathrooms with ceramic surrounds and floors. And a new AC/Heating system. A side entry door into the kitchen for taking packages from the carport into the house. And speaking of kitchen, it is a true eat-in kitchen with a wine/coffee bar and a table for four. Then you add in the Gulfport vibe as you can walk downtown for market, restaurants, live music, or hang out at the ice cream store. There are also professional volley ball courts down on the beach and the occasional tournament. Speaking of courts, there are tennis, pickleball, bocce and shuffleboard courts over by the clubhouse and across from the marina. Do you know that the Gulf Beaches are just across the small bridge for walks on the beach anytime you want or sunsets upstairs at the Brass Monkey on Pass A Grill. Or breakfast on the beach on another day. So much to do or never leave this extraordinary condo and complex. Remember Tampa airport is just across the bridge and Busch Gardens for a great day trip. Or a little further up the highway you can go visit Mickey !

5960 30th Avenue S Unit 114, South Pasadena

5955 30th Avenue S Unit 111, South Pasadena

$199,900

Virtually Staged. Waterfront ! check. Beautiful view! check. Steps to the pool! check. Walk to downtown Gulfport with live music, good food and great people! check. Beautiful waterfront community of Town Shores, surrounded by water that sparkles likes it's been sprinkled with diamonds. You may not believe what a great find. This oversized (almost 1100) sq ft condo is completely remodeled with new kitchen, bath, paint, floors and most anything you can think of, like AC. Move in ready. Gulfport is surrounded by St Pete which is the mecca of museums , restaurants, executive airport downtown, and activities. You also have easy access to the beaches - take your choice, we have miles of them just to our West. With more activities for young and old. When the kids and grandkids come to visit there are more activities that they will love as well. Busch Gardens is just across the bridge in Tampa and Disney just "up the road" in Orlando. Great central location for family and you. Come join us in Gulfport!

1 Beds ⋅ 1 Baths ⋅ TB8559467 MLS ⋅ Ivanhoe BLDG.

Virtually Staged. Waterfront ! check. Beautiful view! check. Steps to the pool! check. Walk to downtown Gulfport with live music, good food and great people! check. Beautiful waterfront community of Town Shores, surrounded by water that sparkles likes it's been sprinkled with diamonds. You may not believe what a great find. This oversized (almost 1100) sq ft condo is completely remodeled with new kitchen, bath, paint, floors and most anything you can think of, like AC. Move in ready. Gulfport is surrounded by St Pete which is the mecca of museums , restaurants, executive airport downtown, and activities. You also have easy access to the beaches - take your choice, we have miles of them just to our West. With more activities for young and old. When the kids and grandkids come to visit there are more activities that they will love as well. Busch Gardens is just across the bridge in Tampa and Disney just "up the road" in Orlando. Great central location for family and you. Come join us in Gulfport!

5955 30th Avenue S Unit 111, South Pasadena

3114 59th Street S Unit 401, South Pasadena

$237,000

SUNSHINE, STYLE & THE FLORIDA LIFESTYLE YOU'VE BEEN WAITING FOR! Welcome to the highly desirable 55+ waterfront community of Town Shores, where resort-style amenities meet an unbeatable walkable location! Situated in the pet-friendly Dover Building, this beautifully maintained END UNIT is filled with natural Florida light thanks to an entire additional wall of windows, creating a bright and welcoming retreat. Thoughtfully updated and move-in ready, this home features TWO renovated bathrooms (2021 & 2025), a newer HVAC system (2020), dishwasher and gas range (2024), luxury vinyl plank flooring in the Florida room (2025), fresh interior paint, and custom blinds throughout. Hurricane-rated windows throughout and hurricane-rated front and storm doors (2023) provide added peace of mind, along with a recent home inspection and 4-point inspection available from the seller. ENJOY THE VALUE OF AN ALL-INCLUSIVE LIFESTYLE! The HOA fee covers gas for heating, hot water and cooking, upgraded cable with streaming, high-speed internet, two cable boxes, deeded assigned covered parking, trash pickup three times weekly, fire alarm system, on-site security, quarterly pest control, and grounds maintenance. Enjoy FOUR swimming pools, boat docks, kayak storage, bocce ball, and a vibrant clubhouse with a library, billiards room, and planned social events. The Dover Building also offers a patio grilling area, on-site laundry, and janitorial services, while an on-site community office adds convenience. AND THE LOCATION? SIMPLY EXCEPTIONAL! Leave the car behind and stroll to the charming downtown arts district, beautiful beach, restaurants, shops, entertainment, and nearby bus line. Whether you're seeking an active social calendar or a peaceful Florida retreat, Town Shores offers the best of both worlds. Beautifully updated, wonderfully located, and ready to enjoy—your Florida lifestyle starts here! Call today for your private tour as this unit won't last!

2 Beds ⋅ 2 Baths ⋅ TB8558283 MLS ⋅ Dover BLDG.

SUNSHINE, STYLE & THE FLORIDA LIFESTYLE YOU'VE BEEN WAITING FOR! Welcome to the highly desirable 55+ waterfront community of Town Shores, where resort-style amenities meet an unbeatable walkable location! Situated in the pet-friendly Dover Building, this beautifully maintained END UNIT is filled with natural Florida light thanks to an entire additional wall of windows, creating a bright and welcoming retreat. Thoughtfully updated and move-in ready, this home features TWO renovated bathrooms (2021 & 2025), a newer HVAC system (2020), dishwasher and gas range (2024), luxury vinyl plank flooring in the Florida room (2025), fresh interior paint, and custom blinds throughout. Hurricane-rated windows throughout and hurricane-rated front and storm doors (2023) provide added peace of mind, along with a recent home inspection and 4-point inspection available from the seller. ENJOY THE VALUE OF AN ALL-INCLUSIVE LIFESTYLE! The HOA fee covers gas for heating, hot water and cooking, upgraded cable with streaming, high-speed internet, two cable boxes, deeded assigned covered parking, trash pickup three times weekly, fire alarm system, on-site security, quarterly pest control, and grounds maintenance. Enjoy FOUR swimming pools, boat docks, kayak storage, bocce ball, and a vibrant clubhouse with a library, billiards room, and planned social events. The Dover Building also offers a patio grilling area, on-site laundry, and janitorial services, while an on-site community office adds convenience. AND THE LOCATION? SIMPLY EXCEPTIONAL! Leave the car behind and stroll to the charming downtown arts district, beautiful beach, restaurants, shops, entertainment, and nearby bus line. Whether you're seeking an active social calendar or a peaceful Florida retreat, Town Shores offers the best of both worlds. Beautifully updated, wonderfully located, and ready to enjoy—your Florida lifestyle starts here! Call today for your private tour as this unit won't last!

3114 59th Street S Unit 401, South Pasadena

3114 59th Street S Unit 208, South Pasadena

$190,000

Virtually Staged. Welcome to the Dover Building in Town Shores of Gulfport, a highly desirable 55+ waterfront community offering resort-style living along beautiful Boca Ciega Bay. This nicely updated 2-bed, 2-bath condo features thoughtful upgrades throughout, including hardwood floors, fresh interior paint, and a remodeled kitchen with designer touches such as lower-drawer cabinetry, built-in shelving, quartz countertops, ceramic tile backsplash, stainless steel appliances, gas stove, and newer HVAC system installed in 2020. The spacious layout offers comfortable living and dining areas, generous storage, and a bright, welcoming feel. Both bedrooms are well-sized, and the split floor plan provides privacy for guests. This home is truly move-in ready with stylish updates already completed. Town Shores residents enjoy an impressive array of amenities, including four heated pools, pickleball, tennis, bocce ball, shuffleboard, a fitness center, a marina, and beautifully maintained waterfront walking paths. With direct access to the bay, the community is perfect for kayaking and enjoying Gulfport’s coastal lifestyle. The Dover Building is ideally located within the community and offers easy access to all amenities. The Dover House pet policy allows for cats and dogs. Just minutes from the vibrant Gulfport Waterfront District, you’ll enjoy restaurants, shops, art galleries, weekly markets, and the sandy shoreline of Gulfport Beach. Experience the best of Florida’s waterfront living in a welcoming, amenity-rich community.

2 Beds ⋅ 2 Baths ⋅ TB8552693 MLS ⋅ Dover BLDG.

Virtually Staged. Welcome to the Dover Building in Town Shores of Gulfport, a highly desirable 55+ waterfront community offering resort-style living along beautiful Boca Ciega Bay. This nicely updated 2-bed, 2-bath condo features thoughtful upgrades throughout, including hardwood floors, fresh interior paint, and a remodeled kitchen with designer touches such as lower-drawer cabinetry, built-in shelving, quartz countertops, ceramic tile backsplash, stainless steel appliances, gas stove, and newer HVAC system installed in 2020. The spacious layout offers comfortable living and dining areas, generous storage, and a bright, welcoming feel. Both bedrooms are well-sized, and the split floor plan provides privacy for guests. This home is truly move-in ready with stylish updates already completed. Town Shores residents enjoy an impressive array of amenities, including four heated pools, pickleball, tennis, bocce ball, shuffleboard, a fitness center, a marina, and beautifully maintained waterfront walking paths. With direct access to the bay, the community is perfect for kayaking and enjoying Gulfport’s coastal lifestyle. The Dover Building is ideally located within the community and offers easy access to all amenities. The Dover House pet policy allows for cats and dogs. Just minutes from the vibrant Gulfport Waterfront District, you’ll enjoy restaurants, shops, art galleries, weekly markets, and the sandy shoreline of Gulfport Beach. Experience the best of Florida’s waterfront living in a welcoming, amenity-rich community.

3114 59th Street S Unit 208, South Pasadena

3128 59th Street S Unit 203, South Pasadena

$120,000

Freshly cleaned and painted condo. Well priced move in ready, partially furnished. New A/C System installed 3 years ago. Convenient curb parking. Town Shores features 4 heated pools. Updated Clubhouse, meeting rooms, pool tables, library, puzzle room, poker room and club room and kitchen for parties etc. Stroll to down town Gulfport daily for the Open Air Market on Tuesdays for fresh produce. Restaurants Vendors and Social Affairs. Live Theater, Library, Community and Senior Center for many activities.

1 Beds ⋅ 1 Baths ⋅ TB8554155 MLS ⋅ Eton/91598 BLDG.

Freshly cleaned and painted condo. Well priced move in ready, partially furnished. New A/C System installed 3 years ago. Convenient curb parking. Town Shores features 4 heated pools. Updated Clubhouse, meeting rooms, pool tables, library, puzzle room, poker room and club room and kitchen for parties etc. Stroll to down town Gulfport daily for the Open Air Market on Tuesdays for fresh produce. Restaurants Vendors and Social Affairs. Live Theater, Library, Community and Senior Center for many activities.

3128 59th Street S Unit 203, South Pasadena

5980 Shore Drive S Unit 901, South Pasadena

$375,000

Diplomat building, newly painted, newer flake & Epoxy flooring on walkways and laundry rooms, carport roofing recently cleaned (power washed), lush maintained landscaping, breathtaking views of Boca Ciega Bay and glorious sunsets. Enjoy living in this beautiful east end unit at Town Shores of Gulfport. You have your own oasis at the end of the hallway with full water views, loads of shade and privacy. The condo is protected with hurricane shutters for those yearly storms we may get in the summers. Stone countertops speak of an updated kitchen, upgraded maple cabinets, dishwasher, microwave, refrigerator featuring all the comforts of home. Enjoy the bonus of a full size Washer and Dryer. What a benefit for a new owner. A must see for anyone thinking of buying a waterfront condo.

3 Beds ⋅ 3 Baths ⋅ TB8552578 MLS ⋅ Diplomat/91603 BLDG.

Diplomat building, newly painted, newer flake & Epoxy flooring on walkways and laundry rooms, carport roofing recently cleaned (power washed), lush maintained landscaping, breathtaking views of Boca Ciega Bay and glorious sunsets. Enjoy living in this beautiful east end unit at Town Shores of Gulfport. You have your own oasis at the end of the hallway with full water views, loads of shade and privacy. The condo is protected with hurricane shutters for those yearly storms we may get in the summers. Stone countertops speak of an updated kitchen, upgraded maple cabinets, dishwasher, microwave, refrigerator featuring all the comforts of home. Enjoy the bonus of a full size Washer and Dryer. What a benefit for a new owner. A must see for anyone thinking of buying a waterfront condo.

5980 Shore Drive S Unit 901, South Pasadena

6060 Shore Boulevard S Unit 200, South Pasadena

$560,000

Unique East-Side Corner Condo with Amazing Water Views. Welcome to this immaculate, updated, 2-bedroom, 2-bathroom corner condo in the highly sought-after Buckingham Building at Town Shores of Gulfport. Conveniently provided as Turn-Key, including all the furniture, furnishings and fully equipped kitchen. Unique to the Buckingham building is a Balcony, and this east-side corner unit features a spacious wrap-around balcony with spectacular water views of Boca Ciega Bay, where you may spot dolphins, rays, and even manatees. Inside, you'll find tile flooring throughout, an updated kitchen featuring stone countertops, stainless-steel appliances, a gas range and a breakfast bar. Your very own in-unit washer and dryer, unique to the Buckingham, and kitchen water purification system add an extra touch of convenience. The home is equipped with a new 2-ton A/C installed in May 2025, complete with an extended warranty. Another highly desirable feature is the coveted covered parking space directly under the building. Storm protection is exceptional, with hurricane roll-down shutters on all the balconies, windows, as well as heavy-duty aluminum accordion shutters protecting the main living room and primary bedroom glass sliders. Town Shores is a vibrant 55+ community offering an incredible variety of amenities and activities, including tennis and pickleball courts, Bocce and shuffleboard courts, four heated swimming pools, Kayak storage and launch area, and Boat slips available for rent when available. The Clubhouse houses numerous amenities such as the Fitness center, billiards room, Library and more. Outside the community, the City of Gulfport provides a world of entertainment, shopping, and relaxation. The Gulfport Library, the Hickman Theater, public Tennis courts, Baseball field, the Casino with yearly events and let's not forget the Gulfport Beach! The Beaches and downtown St. Petersburg are all nearby adding opportunities to your active calendar. No pets allowed. Come see this Gem!

2 Beds ⋅ 2 Baths ⋅ TB8551650 MLS ⋅ Buckingham BLDG.

Unique East-Side Corner Condo with Amazing Water Views. Welcome to this immaculate, updated, 2-bedroom, 2-bathroom corner condo in the highly sought-after Buckingham Building at Town Shores of Gulfport. Conveniently provided as Turn-Key, including all the furniture, furnishings and fully equipped kitchen. Unique to the Buckingham building is a Balcony, and this east-side corner unit features a spacious wrap-around balcony with spectacular water views of Boca Ciega Bay, where you may spot dolphins, rays, and even manatees. Inside, you'll find tile flooring throughout, an updated kitchen featuring stone countertops, stainless-steel appliances, a gas range and a breakfast bar. Your very own in-unit washer and dryer, unique to the Buckingham, and kitchen water purification system add an extra touch of convenience. The home is equipped with a new 2-ton A/C installed in May 2025, complete with an extended warranty. Another highly desirable feature is the coveted covered parking space directly under the building. Storm protection is exceptional, with hurricane roll-down shutters on all the balconies, windows, as well as heavy-duty aluminum accordion shutters protecting the main living room and primary bedroom glass sliders. Town Shores is a vibrant 55+ community offering an incredible variety of amenities and activities, including tennis and pickleball courts, Bocce and shuffleboard courts, four heated swimming pools, Kayak storage and launch area, and Boat slips available for rent when available. The Clubhouse houses numerous amenities such as the Fitness center, billiards room, Library and more. Outside the community, the City of Gulfport provides a world of entertainment, shopping, and relaxation. The Gulfport Library, the Hickman Theater, public Tennis courts, Baseball field, the Casino with yearly events and let's not forget the Gulfport Beach! The Beaches and downtown St. Petersburg are all nearby adding opportunities to your active calendar. No pets allowed. Come see this Gem!

6060 Shore Boulevard S Unit 200, South Pasadena

7300 Sun Island Drive S Unit 1104, South Pasadena

$430,000

Water Views from Every Room – Updated 11th-Floor Condo at Gated 55+ Bay Island Every room looks out on the water. From the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo takes in Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico, and the downtown St. Petersburg skyline, all from 1,310 sq ft of updated living space. The kitchen was remodeled under a 2023 permit, with granite countertops, wood shaker cabinets, Italian marble accents, and Samsung appliances. Other updates include an LG washer and dryer, new light fixtures, and fresh interior paint. Ceramic tile and wood-look laminate run throughout, and the HVAC was updated in 2017. Hurricane shutters add peace of mind. The split floor plan puts the bedrooms on opposite sides of the home for privacy. Both have walk-in closets, the primary suite has its own bath, and three storage rooms give you more space than most condos offer. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance, and 24-hour security. Life at Bay Island includes: Six heated pools and spas Fitness center with sauna Tennis, pickleball, and shuffleboard courts Clubhouse and library Fishing pier and boat slips 1.5-mile waterfront walking trail A reserved covered parking space is included, plus guest parking. You're about 2 miles from St. Pete Beach, close to Gulfport's restaurants and art festivals, and roughly 20 minutes from downtown St. Petersburg. Optional turnkey furnishings are available under a separate bill of sale. Schedule your private tour of Bay Island today.

2 Beds ⋅ 2 Baths ⋅ TB8550620 MLS ⋅ Admiral BLDG.

Water Views from Every Room – Updated 11th-Floor Condo at Gated 55+ Bay Island Every room looks out on the water. From the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo takes in Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico, and the downtown St. Petersburg skyline, all from 1,310 sq ft of updated living space. The kitchen was remodeled under a 2023 permit, with granite countertops, wood shaker cabinets, Italian marble accents, and Samsung appliances. Other updates include an LG washer and dryer, new light fixtures, and fresh interior paint. Ceramic tile and wood-look laminate run throughout, and the HVAC was updated in 2017. Hurricane shutters add peace of mind. The split floor plan puts the bedrooms on opposite sides of the home for privacy. Both have walk-in closets, the primary suite has its own bath, and three storage rooms give you more space than most condos offer. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance, and 24-hour security. Life at Bay Island includes: Six heated pools and spas Fitness center with sauna Tennis, pickleball, and shuffleboard courts Clubhouse and library Fishing pier and boat slips 1.5-mile waterfront walking trail A reserved covered parking space is included, plus guest parking. You're about 2 miles from St. Pete Beach, close to Gulfport's restaurants and art festivals, and roughly 20 minutes from downtown St. Petersburg. Optional turnkey furnishings are available under a separate bill of sale. Schedule your private tour of Bay Island today.

7300 Sun Island Drive S Unit 1104, South Pasadena

$1,200,000

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 4 bedrooms, 2.5 bathrooms, and 3,804 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5433 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

4 Beds ⋅ 3 Baths ⋅ TB8548763 MLS

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 4 bedrooms, 2.5 bathrooms, and 3,804 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5433 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5433 Essex Avenue S, South Pasadena

5840 30th Avenue S Unit 201, South Pasadena

$189,900

Bring your personal style and discover the possibilities in this 2-bedroom, 2-bath condo in the Avalon Building at Town Shores of Gulfport. With a solid foundation and plenty of potential, just a few thoughtful updates could transform this home into a fresh, inviting Florida retreat tailored to your taste. Some of the work is already done. The shared bath has been refreshed with newer tile, a walk-in shower, and an updated vanity, and French doors open from the primary bedroom into an enclosed Florida room, a bright bonus space ready to become a home office, reading nook, hobby room, or guest retreat. An assigned carport space keeps your car covered and close to home. Located in a beautifully maintained 55+ waterfront community along Boca Ciega Bay, the Avalon Building offers a friendly atmosphere and convenient access to everything that makes Town Shores such a desirable place to call home. Whether you're looking for a full-time residence or a sunny Florida getaway, this condo presents an opportunity to update at your own pace while enjoying the community and lifestyle from day one. Town Shores is known for its impressive collection of resort-style amenities, including four heated swimming pools, tennis and pickleball courts, a fitness center, shuffleboard, billiards, a library, marina, and scenic waterfront walking paths. Spend your mornings strolling along Boca Ciega Bay, your afternoons by the pool, and your evenings enjoying everything nearby Gulfport has to offer. Just minutes away is Gulfport's colorful waterfront district, filled with locally owned restaurants, boutiques, art galleries, entertainment, and popular markets and community events. Browse the Tuesday Fresh Market on the bay, catch a dance or concert at the historic Gulfport Casino Ballroom, or paddle the mangroves at Clam Bayou Nature Preserve. Stetson University College of Law is right around the corner, the Gulf beaches of St. Pete Beach are about 10 minutes away, and downtown St. Petersburg is roughly 20 minutes by car, making this Gulfport FL condo an easy home base for 55+ living in Pinellas County.

2 Beds ⋅ 2 Baths ⋅ TB8549169 MLS ⋅ Avalon BLDG.

Bring your personal style and discover the possibilities in this 2-bedroom, 2-bath condo in the Avalon Building at Town Shores of Gulfport. With a solid foundation and plenty of potential, just a few thoughtful updates could transform this home into a fresh, inviting Florida retreat tailored to your taste. Some of the work is already done. The shared bath has been refreshed with newer tile, a walk-in shower, and an updated vanity, and French doors open from the primary bedroom into an enclosed Florida room, a bright bonus space ready to become a home office, reading nook, hobby room, or guest retreat. An assigned carport space keeps your car covered and close to home. Located in a beautifully maintained 55+ waterfront community along Boca Ciega Bay, the Avalon Building offers a friendly atmosphere and convenient access to everything that makes Town Shores such a desirable place to call home. Whether you're looking for a full-time residence or a sunny Florida getaway, this condo presents an opportunity to update at your own pace while enjoying the community and lifestyle from day one. Town Shores is known for its impressive collection of resort-style amenities, including four heated swimming pools, tennis and pickleball courts, a fitness center, shuffleboard, billiards, a library, marina, and scenic waterfront walking paths. Spend your mornings strolling along Boca Ciega Bay, your afternoons by the pool, and your evenings enjoying everything nearby Gulfport has to offer. Just minutes away is Gulfport's colorful waterfront district, filled with locally owned restaurants, boutiques, art galleries, entertainment, and popular markets and community events. Browse the Tuesday Fresh Market on the bay, catch a dance or concert at the historic Gulfport Casino Ballroom, or paddle the mangroves at Clam Bayou Nature Preserve. Stetson University College of Law is right around the corner, the Gulf beaches of St. Pete Beach are about 10 minutes away, and downtown St. Petersburg is roughly 20 minutes by car, making this Gulfport FL condo an easy home base for 55+ living in Pinellas County.

5840 30th Avenue S Unit 201, South Pasadena

7050 Sunset Drive S Unit 211, South Pasadena

$345,000

Welcome to Paradise Living at Chateau Towers! This beautifully furnished, renovated, second-floor condo offers 2 spacious bedrooms and 2 bathrooms and boasts beautiful waterfront views of Boca Ciega Bay. This unit comes completely furnished. Relax on your private balcony, watching beautiful sunset skies over the Gulf of Mexico. Step inside to find an open floor plan, perfect for entertaining. The kitchen features new white shaker cabinets with quartz counters, and stainless steel appliances. All new easy care luxury vinyl plank flooring and 5 inch baseboards. The laundry closet is conveniently located next to the kitchen. The primary ensuite is tucked at the back of the condo featuring a tranquil water view, along with a large walk-in closet and renovated bath. The second bedroom and bathroom are at the front of the unit, for added privacy. The water heater is brand new, and the AC is only 3-4 years old. Resort-style amenities include a waterfront heated pool, hot tub, and a fitness center. The community also features a sauna, steam room, outdoor grills, a bike rack, a party room with a kitchen, a library, and a recreation room with a billiard table, ping pong table, and shuffleboard. Store your kayak on the property and launch it into the Bay, where you can paddle alongside dolphins and manatees. Prime Pasadena location...just 5 minutes from the award-winning St Pete Beach and Treasure Island, with easy access to Publix, Walmart, a variety of dining options, and a quick 20-minute drive to exciting downtown St Pete. This is coastal living at its finest!

2 Beds ⋅ 2 Baths ⋅ TB8549937 MLS ⋅ Chateau Tower Condo BLDG.

Welcome to Paradise Living at Chateau Towers! This beautifully furnished, renovated, second-floor condo offers 2 spacious bedrooms and 2 bathrooms and boasts beautiful waterfront views of Boca Ciega Bay. This unit comes completely furnished. Relax on your private balcony, watching beautiful sunset skies over the Gulf of Mexico. Step inside to find an open floor plan, perfect for entertaining. The kitchen features new white shaker cabinets with quartz counters, and stainless steel appliances. All new easy care luxury vinyl plank flooring and 5 inch baseboards. The laundry closet is conveniently located next to the kitchen. The primary ensuite is tucked at the back of the condo featuring a tranquil water view, along with a large walk-in closet and renovated bath. The second bedroom and bathroom are at the front of the unit, for added privacy. The water heater is brand new, and the AC is only 3-4 years old. Resort-style amenities include a waterfront heated pool, hot tub, and a fitness center. The community also features a sauna, steam room, outdoor grills, a bike rack, a party room with a kitchen, a library, and a recreation room with a billiard table, ping pong table, and shuffleboard. Store your kayak on the property and launch it into the Bay, where you can paddle alongside dolphins and manatees. Prime Pasadena location...just 5 minutes from the award-winning St Pete Beach and Treasure Island, with easy access to Publix, Walmart, a variety of dining options, and a quick 20-minute drive to exciting downtown St Pete. This is coastal living at its finest!

7050 Sunset Drive S Unit 211, South Pasadena

$1,300,000

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

3 Beds ⋅ 3 Baths ⋅ TB8548759 MLS

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5417 Essex Avenue S, South Pasadena

3018 59th Street S Unit 111, South Pasadena

$139,900

COMPLETELY UPDATED, FURNISHED, PET FRIENDLY, CARPORT, MARINA VIEW! Must see this gorgeous condo with 1060 square feet ...featurimg continuous luxury vinyl plank (LVP) flooring throughout, creating a stylish seamless look. Enjoy peace of mind with a walk-in shower, a beautifully updated kitchen featuring all new stainless-steel appliances. Move right in and enjoy the comfort and convenience of a truly turnkey home. The deeded carport is just steps away ..with two guest spots right in front of your front door! Enjoy worry-free living with cable TV, internet, gas (for cooking and heating), and more... included in your monthly HOA fee... you only pay for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards, room with a dozen pool tables, indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard, bocce ball, tennis and pickleball courts. The community also offers four heated pools (two right on Boca Ciega Bay) and a vibrant social clubhouse! Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. And don't forget the very active Senior Center located just a few blocks away, with many activities to enjoy daily! Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf beaches, and 30 minutes to St Petersburg and Tampa International Airports. Call today to see this beauty in person!

1 Beds ⋅ 1 Baths ⋅ TB8546043 MLS ⋅ Chatham BLDG.

COMPLETELY UPDATED, FURNISHED, PET FRIENDLY, CARPORT, MARINA VIEW! Must see this gorgeous condo with 1060 square feet ...featurimg continuous luxury vinyl plank (LVP) flooring throughout, creating a stylish seamless look. Enjoy peace of mind with a walk-in shower, a beautifully updated kitchen featuring all new stainless-steel appliances. Move right in and enjoy the comfort and convenience of a truly turnkey home. The deeded carport is just steps away ..with two guest spots right in front of your front door! Enjoy worry-free living with cable TV, internet, gas (for cooking and heating), and more... included in your monthly HOA fee... you only pay for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards, room with a dozen pool tables, indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard, bocce ball, tennis and pickleball courts. The community also offers four heated pools (two right on Boca Ciega Bay) and a vibrant social clubhouse! Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. And don't forget the very active Senior Center located just a few blocks away, with many activities to enjoy daily! Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf beaches, and 30 minutes to St Petersburg and Tampa International Airports. Call today to see this beauty in person!

3018 59th Street S Unit 111, South Pasadena

5840 30th Avenue S Unit 202, South Pasadena

$239,000

Welcome to the amazing waterfront community of Town Shores of Gulfport. This completely renovated 2-bedroom, 2-bath condo located on the second floor is waiting for you. The kitchen was beautifully renovated in 2022, windows were replaced in 2023, and new flooring was completed in 2024.The primary bedroom offers a spacious walk-in closet with a custom closet system for exceptional storage and organization and a bathroom renovated in 2024. The community has several pools, Tennis courts and many fun activities. You will spend your evenings watching the spectacular sunset. Enjoy easy Florida living in a beautifully updated home close to Gulfport’s charming waterfront, shops, restaurants, and beaches. Just a short drive to downtown St. Pete and Tampa. Don't miss out on the opportunity to own this wonderful updated condo today.

2 Beds ⋅ 2 Baths ⋅ TB8542680 MLS ⋅ Avalon BLDG.

Welcome to the amazing waterfront community of Town Shores of Gulfport. This completely renovated 2-bedroom, 2-bath condo located on the second floor is waiting for you. The kitchen was beautifully renovated in 2022, windows were replaced in 2023, and new flooring was completed in 2024.The primary bedroom offers a spacious walk-in closet with a custom closet system for exceptional storage and organization and a bathroom renovated in 2024. The community has several pools, Tennis courts and many fun activities. You will spend your evenings watching the spectacular sunset. Enjoy easy Florida living in a beautifully updated home close to Gulfport’s charming waterfront, shops, restaurants, and beaches. Just a short drive to downtown St. Pete and Tampa. Don't miss out on the opportunity to own this wonderful updated condo today.

5840 30th Avenue S Unit 202, South Pasadena

5925 Shore Boulevard S Unit 302, South Pasadena

$215,000

Wake up to beautiful waterfront views from highly desirable Lancaster building in Town Shores. Watch the dolphins and manatees from your window in this 2 bedroom, 2 bath DELUXE unit. The kitchen offers newer stainless appliances (including a gas range!). Through the spacious living/dining room enter into into a light filled Florida room that overlooks Boca Ciega Bay. The large primary bedroom offers a walk in closet and ensuite bath. Town Shores offers a true resort-style lifestyle with exceptional amenities, including four heated pools, a fitness center, his-and-hers saunas, tennis and pickleball courts, shuffleboard courts, marina access, and beautifully maintained waterfront grounds. Ideally located just minutes from world renowned Gulf beaches, and of course shopping, restaurants and weekly markets in bustling downtown Gulfport. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this is your chance to own a slice of paradise. All information is deemed correct and should be verified by interested parties.

2 Beds ⋅ 2 Baths ⋅ TB8535845 MLS ⋅ Lancaster BLDG.

Wake up to beautiful waterfront views from highly desirable Lancaster building in Town Shores. Watch the dolphins and manatees from your window in this 2 bedroom, 2 bath DELUXE unit. The kitchen offers newer stainless appliances (including a gas range!). Through the spacious living/dining room enter into into a light filled Florida room that overlooks Boca Ciega Bay. The large primary bedroom offers a walk in closet and ensuite bath. Town Shores offers a true resort-style lifestyle with exceptional amenities, including four heated pools, a fitness center, his-and-hers saunas, tennis and pickleball courts, shuffleboard courts, marina access, and beautifully maintained waterfront grounds. Ideally located just minutes from world renowned Gulf beaches, and of course shopping, restaurants and weekly markets in bustling downtown Gulfport. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this is your chance to own a slice of paradise. All information is deemed correct and should be verified by interested parties.

5925 Shore Boulevard S Unit 302, South Pasadena

6020 Shore Boulevard S Unit 1002, South Pasadena

$294,000

Unmatched Views & Value: Make This 10th-Floor Windsor Condo Your Own. Experience sweeping water views and incredible value in this 10th-floor, 2-bedroom, 2-bath residence located in the highly desirable Windsor House 55+ community at Town Shores of Gulfport. Unit 1002 is a fantastic opportunity for buyers looking to build equity and customize their waterfront living experience. This is the perfect blank slate for your modern upgrades and coastal vision. Step inside to an open-concept floor plan filled with natural light, offering commanding views of Boca Ciega Bay from nearly every room. The spacious living and dining areas open to large picture windows where you can watch daily dolphin shows and take in the vibrant sunsets over the iconic Don CeSar Hotel. The kitchen layout is ideally situated for entertaining and features generous storage, reverse osmosis water filtration, and a gas stove. Town Shores offers an active, maintenance-free coastal lifestyle with a full calendar of social events. Just outside your elevator-equipped building, you have access to resort-style amenities including four pools, a marina, a fitness center, a dog run, and courts for tennis, pickleball, shuffleboard, and bocce ball, plus a vibrant clubhouse featuring a library, billiards, card rooms, and a ballroom. This residence includes a covered carport to keep your vehicle shaded and offers ample guest parking. Best of all, you are just a short stroll from the charming downtown Gulfport waterfront district, brimming with award-winning dining, entertainment, and art. Secure premium views with the freedom to upgrade on your terms and create your coastal paradise.

2 Beds ⋅ 2 Baths ⋅ O6424366 MLS ⋅ Windsor BLDG.

Unmatched Views & Value: Make This 10th-Floor Windsor Condo Your Own. Experience sweeping water views and incredible value in this 10th-floor, 2-bedroom, 2-bath residence located in the highly desirable Windsor House 55+ community at Town Shores of Gulfport. Unit 1002 is a fantastic opportunity for buyers looking to build equity and customize their waterfront living experience. This is the perfect blank slate for your modern upgrades and coastal vision. Step inside to an open-concept floor plan filled with natural light, offering commanding views of Boca Ciega Bay from nearly every room. The spacious living and dining areas open to large picture windows where you can watch daily dolphin shows and take in the vibrant sunsets over the iconic Don CeSar Hotel. The kitchen layout is ideally situated for entertaining and features generous storage, reverse osmosis water filtration, and a gas stove. Town Shores offers an active, maintenance-free coastal lifestyle with a full calendar of social events. Just outside your elevator-equipped building, you have access to resort-style amenities including four pools, a marina, a fitness center, a dog run, and courts for tennis, pickleball, shuffleboard, and bocce ball, plus a vibrant clubhouse featuring a library, billiards, card rooms, and a ballroom. This residence includes a covered carport to keep your vehicle shaded and offers ample guest parking. Best of all, you are just a short stroll from the charming downtown Gulfport waterfront district, brimming with award-winning dining, entertainment, and art. Secure premium views with the freedom to upgrade on your terms and create your coastal paradise.

6020 Shore Boulevard S Unit 1002, South Pasadena

5925 Shore Boulevard S Unit 405, South Pasadena

$178,000

Welcome to your FURNISHED WATERFRONT RETREAT in the highly sought-after Lancaster Building at TOWN SHORES OF GULFPORT – an active and vibrant 55+ community, where comfort meets coastal charm. This UPDATED, BRIGHT AND SPACIOUS 1 bedroom, 1 bath condo offers an AIRY OPEN LAYOUT FLOODED WITH NATURAL LIGHT, creating a gorgeous, welcoming atmosphere from the moment you step inside. A QUEEN SIZE MURPHY BED IN THE FLORIDA ROOM provides flexible guest space along with A BEAUTIFUL WATER VIEW OF THE BAY to wake up to! Enjoy morning coffee or evening cocktails greeting dolphins, manatees and pelicans with sparkling Boca Ciega Bay and private marina views right outside your window — a daily reminder that you’re living in one of Gulfport’s most desirable waterfront communities. The expansive living and dining areas provide plenty of room for entertaining, relaxing, or simply soaking in the peaceful ambiance. Plus, the entire unit was recently upgraded with beachy driftwood tone vinyl plank flooring throughout ... practical, beautiful and easy to maintain. The spacious primary bedroom delivers comfort and privacy with a peaceful, laid-back boho/shabby-chic vibe, a large walk-in closet and a hall double closet for extra storage. The updated full bath with tub and rainhead shower features a beautiful new dove gray vanity, white quartz countertop, and gorgeous champagne gold vanity lighting, faucet hardware and modern cabinet pulls. The kitchen was also recently updated with white cabinetry, granite countertops and glass and champagne bronze hardware. This condo’s open design, gorgeous upgrades and extra-large footprint set it apart from typical 1-bedroom units, giving you space to breathe, move, and truly enjoy your home. Plus, this unit comes with the extra bonus of a deeded carport. Residents of Town Shores enjoy resort-style amenities including four heated pools, a private marina, tennis and pickleball courts, kayak storage, an active clubhouse with weekly social events, fitness areas, and walkable access to Gulfport’s vibrant shops, dining, and waterfront activities. With its unbeatable location, spacious interior, and bright coastal feel, this condo is the perfect place to embrace relaxed and vibrant Florida living!

1 Beds ⋅ 1 Baths ⋅ TB8530691 MLS ⋅ Lancaster BLDG.

Welcome to your FURNISHED WATERFRONT RETREAT in the highly sought-after Lancaster Building at TOWN SHORES OF GULFPORT – an active and vibrant 55+ community, where comfort meets coastal charm. This UPDATED, BRIGHT AND SPACIOUS 1 bedroom, 1 bath condo offers an AIRY OPEN LAYOUT FLOODED WITH NATURAL LIGHT, creating a gorgeous, welcoming atmosphere from the moment you step inside. A QUEEN SIZE MURPHY BED IN THE FLORIDA ROOM provides flexible guest space along with A BEAUTIFUL WATER VIEW OF THE BAY to wake up to! Enjoy morning coffee or evening cocktails greeting dolphins, manatees and pelicans with sparkling Boca Ciega Bay and private marina views right outside your window — a daily reminder that you’re living in one of Gulfport’s most desirable waterfront communities. The expansive living and dining areas provide plenty of room for entertaining, relaxing, or simply soaking in the peaceful ambiance. Plus, the entire unit was recently upgraded with beachy driftwood tone vinyl plank flooring throughout ... practical, beautiful and easy to maintain. The spacious primary bedroom delivers comfort and privacy with a peaceful, laid-back boho/shabby-chic vibe, a large walk-in closet and a hall double closet for extra storage. The updated full bath with tub and rainhead shower features a beautiful new dove gray vanity, white quartz countertop, and gorgeous champagne gold vanity lighting, faucet hardware and modern cabinet pulls. The kitchen was also recently updated with white cabinetry, granite countertops and glass and champagne bronze hardware. This condo’s open design, gorgeous upgrades and extra-large footprint set it apart from typical 1-bedroom units, giving you space to breathe, move, and truly enjoy your home. Plus, this unit comes with the extra bonus of a deeded carport. Residents of Town Shores enjoy resort-style amenities including four heated pools, a private marina, tennis and pickleball courts, kayak storage, an active clubhouse with weekly social events, fitness areas, and walkable access to Gulfport’s vibrant shops, dining, and waterfront activities. With its unbeatable location, spacious interior, and bright coastal feel, this condo is the perfect place to embrace relaxed and vibrant Florida living!

5925 Shore Boulevard S Unit 405, South Pasadena

5980 Shore Boulevard S Unit 909, South Pasadena

$233,500

A million dollar view out the windows of this special condo, with the Don ce Sar Hotel (the pink one) right in the center. And look down to see dolphin, manatee, rays and other sea creatures right in front of your home. It's amazing! You also have the "old fishing village" of Gulfport with tons of nice shops and restaurants , live music everywhere, and a Tuesday fresh market year round. This could be your winter "get away" or your full time residence with all the space in this oversized one bedroom home. And an extra half bath is a real plus. The front windows have been replaced with impact resistant windows, Another plus. The monthly maintenance includes everything except your electric which makes budgeting easy. Town Shores has all the amenities and includes four heated pools, clubhouse with billiards, small gym, lounge and meeting/party space and adjacent are the tennis, pickleball, bocce and shuffleboard courts. The marina is quite nice and first come, first served. Your front walkway has the most magnificent view of downtown St. Pete. And a mere 12 minutes or so gets you to all the great museums Downtown and about 12 min. in the other direction you have your choice of sandy beaches. Museums and restaurants or sand in your toes and a good book - either way is fun , interesting and so easy to get to. And also easy to get to are the Pinellas/Clearwater Airport or Tampa Airport at about 25 min. from our special little town of Gulfport. Come check us out and stay and play.

1 Beds ⋅ 2 Baths ⋅ TB8520909 MLS ⋅ Diplomat BLDG.

A million dollar view out the windows of this special condo, with the Don ce Sar Hotel (the pink one) right in the center. And look down to see dolphin, manatee, rays and other sea creatures right in front of your home. It's amazing! You also have the "old fishing village" of Gulfport with tons of nice shops and restaurants , live music everywhere, and a Tuesday fresh market year round. This could be your winter "get away" or your full time residence with all the space in this oversized one bedroom home. And an extra half bath is a real plus. The front windows have been replaced with impact resistant windows, Another plus. The monthly maintenance includes everything except your electric which makes budgeting easy. Town Shores has all the amenities and includes four heated pools, clubhouse with billiards, small gym, lounge and meeting/party space and adjacent are the tennis, pickleball, bocce and shuffleboard courts. The marina is quite nice and first come, first served. Your front walkway has the most magnificent view of downtown St. Pete. And a mere 12 minutes or so gets you to all the great museums Downtown and about 12 min. in the other direction you have your choice of sandy beaches. Museums and restaurants or sand in your toes and a good book - either way is fun , interesting and so easy to get to. And also easy to get to are the Pinellas/Clearwater Airport or Tampa Airport at about 25 min. from our special little town of Gulfport. Come check us out and stay and play.

5980 Shore Boulevard S Unit 909, South Pasadena

$675,000

In the heart of Gulfport, with its vibrant arts scene, waterfront marina, locally loved restaurants, and independent shops, this home offers a rare blend of character, functionality, and resort-inspired living. Check out the curb appeal — a fresh exterior framed by lush tropical landscaping and a low-maintenance xeriscape front yard. A brick walkway leads you through the covered entry to immediate sightlines of the bright living room offering soaring ceilings and beams, engineered hardwood floors, and a fireplace layered in natural textures. Light pours throughout the open-concept layout, flowing into the dining area. The adjacent kitchen balances functionality with style, featuring linen-toned cabinetry with dovetail drawers, double convection ovens, and a Samsung stainless steel refrigerator. Windows overlooking the patio continue the home’s connected indoor-outdoor feel. Off the main living spaces, a step-down flex room with patio access and built-ins lends itself to a relaxed family room, media lounge, or home office. Three bedrooms include two spacious primary suites. The first primary retreat features a lounge with custom closets that opens into the bedroom where original terracotta tile flooring adds warmth and timeless character. Its ensuite bath features textured stone tilework and earthy organic finishes. The second primary suite offers private access to the carport and an ensuite bathroom with a gorgeous custom door and a stunning clawfoot tub. A third bedroom continues the home’s design language with Art Deco-inspired glass wall accents and double glass sliders opening directly to the patio. The outdoor space is centered around an expansive screened patio. Paver flooring, a covered lanai with large spa, multiple lounging and dining areas, and a shade sail overhead create an atmosphere that feels resort-inspired. The home interior offers a laundry closet with a full-size stackable washer and dryer, and the nearby oversized garage offers more versatility, including additional storage, a full pool bath, kitchenette, and second laundry area — ideal for entertaining, extended guest stays, or multigenerational living. The pool bath itself showcases vibrant tilework by noted tropical artist Monica Watson. This property has been thoughtfully designed for both functionality and sustainability including kayak, canoe, and bike racks, raised garden beds, rain barrels, and mature landscaping that includes various tropical fruits. It offers underground power and utilities, and abundant parking, including space for large trailers or RVs with a 30-amp hookup. Extensive upgrades include whole-home solar power with a Tesla backup battery system, impact-rated windows and doors, whole-house surge protection, new ductwork, UV air purification system, reverse osmosis water filtration, and irrigation on well and tap. The property also boasts extensive integrated security system with cameras, control keypads, infrared monitoring, and integrated smoke detectors, all hardwired into the home’s solar infrastructure. Distinctive, flexible, and deeply connected to the creative coastal spirit of Gulfport, this is far more than a traditional three-bedroom home — it is a private retreat designed for gathering, creating, hosting, and living exceptionally well. Just minutes from downtown St. Petersburg and Gulf beaches, Gulfport offers a uniquely creative and laid-back lifestyle that feels worlds away from typical suburban Florida living.

3 Beds ⋅ 3 Baths ⋅ TB8512314 MLS

In the heart of Gulfport, with its vibrant arts scene, waterfront marina, locally loved restaurants, and independent shops, this home offers a rare blend of character, functionality, and resort-inspired living. Check out the curb appeal — a fresh exterior framed by lush tropical landscaping and a low-maintenance xeriscape front yard. A brick walkway leads you through the covered entry to immediate sightlines of the bright living room offering soaring ceilings and beams, engineered hardwood floors, and a fireplace layered in natural textures. Light pours throughout the open-concept layout, flowing into the dining area. The adjacent kitchen balances functionality with style, featuring linen-toned cabinetry with dovetail drawers, double convection ovens, and a Samsung stainless steel refrigerator. Windows overlooking the patio continue the home’s connected indoor-outdoor feel. Off the main living spaces, a step-down flex room with patio access and built-ins lends itself to a relaxed family room, media lounge, or home office. Three bedrooms include two spacious primary suites. The first primary retreat features a lounge with custom closets that opens into the bedroom where original terracotta tile flooring adds warmth and timeless character. Its ensuite bath features textured stone tilework and earthy organic finishes. The second primary suite offers private access to the carport and an ensuite bathroom with a gorgeous custom door and a stunning clawfoot tub. A third bedroom continues the home’s design language with Art Deco-inspired glass wall accents and double glass sliders opening directly to the patio. The outdoor space is centered around an expansive screened patio. Paver flooring, a covered lanai with large spa, multiple lounging and dining areas, and a shade sail overhead create an atmosphere that feels resort-inspired. The home interior offers a laundry closet with a full-size stackable washer and dryer, and the nearby oversized garage offers more versatility, including additional storage, a full pool bath, kitchenette, and second laundry area — ideal for entertaining, extended guest stays, or multigenerational living. The pool bath itself showcases vibrant tilework by noted tropical artist Monica Watson. This property has been thoughtfully designed for both functionality and sustainability including kayak, canoe, and bike racks, raised garden beds, rain barrels, and mature landscaping that includes various tropical fruits. It offers underground power and utilities, and abundant parking, including space for large trailers or RVs with a 30-amp hookup. Extensive upgrades include whole-home solar power with a Tesla backup battery system, impact-rated windows and doors, whole-house surge protection, new ductwork, UV air purification system, reverse osmosis water filtration, and irrigation on well and tap. The property also boasts extensive integrated security system with cameras, control keypads, infrared monitoring, and integrated smoke detectors, all hardwired into the home’s solar infrastructure. Distinctive, flexible, and deeply connected to the creative coastal spirit of Gulfport, this is far more than a traditional three-bedroom home — it is a private retreat designed for gathering, creating, hosting, and living exceptionally well. Just minutes from downtown St. Petersburg and Gulf beaches, Gulfport offers a uniquely creative and laid-back lifestyle that feels worlds away from typical suburban Florida living.

5005 24th Avenue S, South Pasadena

6025 Shore Boulevard S Unit 303, South Pasadena

$185,000

Welcome to the Manchester Building in Town Shores of Gulfport — a highly desirable 55+ resort-style, waterfront community on beautiful Boca Ciega Bay. This spacious 2-bedroom, 2-bathroom condo offers approximately 1,250 sq ft of comfortable living space with an open, airy layout and an incredible water view from the third floor. The property has recently undergone a complete clean-out of all furniture, and professional deep-cleaning so that it's fresh & move-in ready. With solid bones and generous room sizes, it’s easy to live here comfortably while updating at your own pace. The bright living and dining areas provide plenty of space to relax or entertain, and the split bedroom layout offers privacy for guests. Included with this condo is assigned, covered parking space 54 as well as a small storage space located on the same floor. Town Shores residents enjoy resort-style amenities, including four heated pools, a large clubhouse, fitness room, tennis and pickleball courts, shuffleboard, a marina, and scenic waterfront walking paths. The Manchester Building is especially appealing because it does not require a one-year ownership period prior to leasing — owners may lease their unit with HOA approval and within the community’s rental cap. Located just minutes from the vibrant Gulfport Waterfront District, you’ll have easy access to restaurants, shops, art galleries, weekly markets, and the Gulf Beaches. This is a wonderful opportunity to own a spacious waterfront condo in a well-managed, amenity-rich community.

2 Beds ⋅ 2 Baths ⋅ TB8499850 MLS ⋅ Manchester BLDG.

Welcome to the Manchester Building in Town Shores of Gulfport — a highly desirable 55+ resort-style, waterfront community on beautiful Boca Ciega Bay. This spacious 2-bedroom, 2-bathroom condo offers approximately 1,250 sq ft of comfortable living space with an open, airy layout and an incredible water view from the third floor. The property has recently undergone a complete clean-out of all furniture, and professional deep-cleaning so that it's fresh & move-in ready. With solid bones and generous room sizes, it’s easy to live here comfortably while updating at your own pace. The bright living and dining areas provide plenty of space to relax or entertain, and the split bedroom layout offers privacy for guests. Included with this condo is assigned, covered parking space 54 as well as a small storage space located on the same floor. Town Shores residents enjoy resort-style amenities, including four heated pools, a large clubhouse, fitness room, tennis and pickleball courts, shuffleboard, a marina, and scenic waterfront walking paths. The Manchester Building is especially appealing because it does not require a one-year ownership period prior to leasing — owners may lease their unit with HOA approval and within the community’s rental cap. Located just minutes from the vibrant Gulfport Waterfront District, you’ll have easy access to restaurants, shops, art galleries, weekly markets, and the Gulf Beaches. This is a wonderful opportunity to own a spacious waterfront condo in a well-managed, amenity-rich community.

6025 Shore Boulevard S Unit 303, South Pasadena

5980 Shore Boulevard S Unit 405, South Pasadena

$295,000

I am excited to share a new featured listing that you won’t want to miss. We currently have a lovely two-bedroom, two-bathroom waterfront condo available in historic Gulfport, FL. This unit features a unique split floor plan that situates the primary bedroom opposite the second bedroom and directly on the water. Residents can wake up to endless bay views and unwind to breathtaking sunsets every evening. The property has also been significantly updated to include brand-new hurricane impact thermal windows, new luxury vinyl flooring throughout, and brand-new vanities in both bathrooms. Additionally, the open-concept floor plan provides ample space for entertaining guests while enjoying the Florida lifestyle. This Condo is Located in the much sought after Town Shores water front Community located just steps from Historic Downtown Gulfport & Gulfport Beach! Town Shores has plenty of amenities to choose from including four heated pools, two located on the waterfront! A full two story clubhouse with complete fitness room with saunas, eight table billard hall, card rooms and a second story ball room for special events! There also a community dog park and picnic park complete with barbecue grill! There are also pickleball/tennis, bocce, shuffle board courts! Kayak storage area as well! Don't delay, this unit will not last long! Call today!

2 Beds ⋅ 2 Baths ⋅ TB8497860 MLS ⋅ Diplomat/#212 BLDG.

I am excited to share a new featured listing that you won’t want to miss. We currently have a lovely two-bedroom, two-bathroom waterfront condo available in historic Gulfport, FL. This unit features a unique split floor plan that situates the primary bedroom opposite the second bedroom and directly on the water. Residents can wake up to endless bay views and unwind to breathtaking sunsets every evening. The property has also been significantly updated to include brand-new hurricane impact thermal windows, new luxury vinyl flooring throughout, and brand-new vanities in both bathrooms. Additionally, the open-concept floor plan provides ample space for entertaining guests while enjoying the Florida lifestyle. This Condo is Located in the much sought after Town Shores water front Community located just steps from Historic Downtown Gulfport & Gulfport Beach! Town Shores has plenty of amenities to choose from including four heated pools, two located on the waterfront! A full two story clubhouse with complete fitness room with saunas, eight table billard hall, card rooms and a second story ball room for special events! There also a community dog park and picnic park complete with barbecue grill! There are also pickleball/tennis, bocce, shuffle board courts! Kayak storage area as well! Don't delay, this unit will not last long! Call today!

5980 Shore Boulevard S Unit 405, South Pasadena

$625,000

Nestled within one of Pasadena’s rare gated communities, this stunning townhome, built in 2016, offers the perfect blend of modern comfort and thoughtful upgrades. Spanning 2,300 sq ft, this impeccably maintained residence is part of an exclusive 30-home enclave designed for easy, luxurious living. Step inside, and you'll find a home customized to perfection. A high-end elevator ensures effortless access to all levels, while the chef’s kitchen boasts added cabinetry, a new stainless steel refrigerator, and a beverage bar—ready to inspire your culinary adventures. Plantation shutters grace the first floor, and the primary bedroom is a true retreat, complete with custom shades, two walk-in closets, and a private balcony. The en suite bath is nothing short of spa-like, featuring a soaking tub, separate shower, and private water closet. A spacious laundry room with additional cabinetry and a new HVAC system (2025) add to the home’s functionality and ease. Built with solid block construction, this property is equipped with hurricane impact windows and doors, offering peace of mind year-round. The financially sound HOA ensures the community remains pristine, with monthly dues covering nearly everything except electricity. Outside your door, the gated community feels like a private retreat. Enjoy the sparkling pool, clubhouse for gatherings, and a dedicated dog park for your four-legged friends (up to two dogs, large breeds are welcome). A spacious two-car garage makes daily life effortless. Located in Gulfport, one of Pinellas County’s most vibrant communities, you’ll be immersed in a town known for its creative spirit, thriving local businesses, and a packed calendar of community events. This is more than a home—it’s a lifestyle. Don’t miss your chance to make it yours!

3 Beds ⋅ 3 Baths ⋅ TB8491037 MLS

Nestled within one of Pasadena’s rare gated communities, this stunning townhome, built in 2016, offers the perfect blend of modern comfort and thoughtful upgrades. Spanning 2,300 sq ft, this impeccably maintained residence is part of an exclusive 30-home enclave designed for easy, luxurious living. Step inside, and you'll find a home customized to perfection. A high-end elevator ensures effortless access to all levels, while the chef’s kitchen boasts added cabinetry, a new stainless steel refrigerator, and a beverage bar—ready to inspire your culinary adventures. Plantation shutters grace the first floor, and the primary bedroom is a true retreat, complete with custom shades, two walk-in closets, and a private balcony. The en suite bath is nothing short of spa-like, featuring a soaking tub, separate shower, and private water closet. A spacious laundry room with additional cabinetry and a new HVAC system (2025) add to the home’s functionality and ease. Built with solid block construction, this property is equipped with hurricane impact windows and doors, offering peace of mind year-round. The financially sound HOA ensures the community remains pristine, with monthly dues covering nearly everything except electricity. Outside your door, the gated community feels like a private retreat. Enjoy the sparkling pool, clubhouse for gatherings, and a dedicated dog park for your four-legged friends (up to two dogs, large breeds are welcome). A spacious two-car garage makes daily life effortless. Located in Gulfport, one of Pinellas County’s most vibrant communities, you’ll be immersed in a town known for its creative spirit, thriving local businesses, and a packed calendar of community events. This is more than a home—it’s a lifestyle. Don’t miss your chance to make it yours!

771 Date Palm Lane, South Pasadena

3128 59th Street S Unit 303, South Pasadena

$159,000

NEW PRICE... This UPDATED 3rd floor condo the Eton Building offers waterfront living at its best! This one bedroom one bath deluxe condo has 1060 square feet of living space with an open floor plan. Enjoy worry-free living with a monthly HOA fee of only $743. The HOA fee includes cable TV, internet, water, gas (for cooking. and heating), trash and more, leaving you only responsible for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards room with a dozen pool tables and indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard courts, bocce ball, tennis and pickleball. The community also offers four heated pools, a recreation center and vibrant social clubhouse. The boat slips can be rented at the Marina, just steps away from this condo. Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf Beaches, 30 minutes to St Petersburg and Tampa International airports. Schedule your private showing TODAY and experience the beautiful views and relaxed coastal lifestyle this updated condo has to offer.

1 Beds ⋅ 1 Baths ⋅ TB8491595 MLS ⋅ Eton BLDG.

NEW PRICE... This UPDATED 3rd floor condo the Eton Building offers waterfront living at its best! This one bedroom one bath deluxe condo has 1060 square feet of living space with an open floor plan. Enjoy worry-free living with a monthly HOA fee of only $743. The HOA fee includes cable TV, internet, water, gas (for cooking. and heating), trash and more, leaving you only responsible for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards room with a dozen pool tables and indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard courts, bocce ball, tennis and pickleball. The community also offers four heated pools, a recreation center and vibrant social clubhouse. The boat slips can be rented at the Marina, just steps away from this condo. Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf Beaches, 30 minutes to St Petersburg and Tampa International airports. Schedule your private showing TODAY and experience the beautiful views and relaxed coastal lifestyle this updated condo has to offer.

3128 59th Street S Unit 303, South Pasadena

5900 Shore Boulevard S Unit 504, South Pasadena

$295,000

This is the home for you! Unobstructed breathtaking water views! This property in the Embassy is a rare find in one of the most exclusive and coveted waterfront buildings in Town Shores. It is the closest and most convenient location to the pool and clubhouse. It is just steps from shuffleboard, bocce, Pickle ball, tennis courts, Kayak, Storage, and the marinas. It has a conveniently located covered carport parking space #88 with easy access to the building as well as abundant storage throughout the property. This beautiful home is turnkey ready! It has lovely furnishings and an outstanding views! Everything in Gulfport is minutes from your door stop with restaurants, shopping, farmers markets, beach access, recreation center, art walks, live music, and more! It is a pet friendly building with a dog allowed up to 30 pounds and one cat. Come see this beautiful and unique property for yourself. Wake to beautiful sunrises over the Gulfport Marina from the front walkway and unobstructed, stunning, ever changing Sunsets from your Florida room nightly! Minutes to vibrant downtown St. Petersburg and world-renowned beaches. Make this beautiful property your home today!

2 Beds ⋅ 2 Baths ⋅ TB8479048 MLS ⋅ Embassy BLDG.

This is the home for you! Unobstructed breathtaking water views! This property in the Embassy is a rare find in one of the most exclusive and coveted waterfront buildings in Town Shores. It is the closest and most convenient location to the pool and clubhouse. It is just steps from shuffleboard, bocce, Pickle ball, tennis courts, Kayak, Storage, and the marinas. It has a conveniently located covered carport parking space #88 with easy access to the building as well as abundant storage throughout the property. This beautiful home is turnkey ready! It has lovely furnishings and an outstanding views! Everything in Gulfport is minutes from your door stop with restaurants, shopping, farmers markets, beach access, recreation center, art walks, live music, and more! It is a pet friendly building with a dog allowed up to 30 pounds and one cat. Come see this beautiful and unique property for yourself. Wake to beautiful sunrises over the Gulfport Marina from the front walkway and unobstructed, stunning, ever changing Sunsets from your Florida room nightly! Minutes to vibrant downtown St. Petersburg and world-renowned beaches. Make this beautiful property your home today!

5900 Shore Boulevard S Unit 504, South Pasadena

6020 Shore Boulevard S Unit 712, South Pasadena

$743,000

An exceptional opportunity has just become available in one of Gulfport’s most sought-after waterfront buildings as the seller secured the rare chance to purchase the penthouse in the same building — creating a unique window for the next owner to acquire one of Town Shores’ most beautifully renovated residences. Stunning. Breathtaking. Elegant. This completely reimagined waterfront home showcases commanding views of the iconic Don CeSar Hotel and the sparkling waters of Boca Ciega Bay, delivering the ultimate in luxury Florida waterfront living. Designed for the buyer who values quality craftsmanship, architectural detail, and modern coastal sophistication, the level of upgrades and design throughout this residence is immediately apparent. The gourmet chef’s kitchen is a true centerpiece featuring Monogram and Wolf appliances, a premium Franke sink with touch faucet, a separate bar/prep sink, two dishwashers, and a fully appointed butler’s pantry. The expansive breakfast bar invites conversation and connection, making it ideal for entertaining or everyday enjoyment. The main living area is framed by a dramatic wall of glass capturing panoramic water views, vibrant sunsets, the Don CeSar’s evening glow, and the sparkling lights of the Tierra Verde Bridge. A custom stone accent wall and sleek electric fireplace create a warm yet sophisticated focal point. The flexible layout offers a 2-bedroom, 2.5-bath configuration with a dedicated office that can easily function as a guest room or additional sleeping space, providing versatility for seasonal owners or those working remotely. The primary suite is designed as a true retreat featuring custom California Closets with illuminated shelving, built-in cabinetry, integrated ironing center, and Hunter Douglas electric shades. The spa-inspired bath offers a private water closet and marble walk-in shower with multiple shower heads for a true resort-style experience at home. Town Shores of Gulfport is a premier 55+ waterfront community known for its active yet relaxed coastal lifestyle, offering a private marina, multiple heated pools, fitness center, tennis and pickleball courts, and a vibrant social calendar. Located just minutes from Gulfport’s charming waterfront district with dining, art walks, entertainment, and Gulf beaches nearby. Opportunities like this rarely come available combining premium views, extensive renovations, and immediate availability. This is maintenance-free coastal living at its finest and a residence that truly must be experienced in person to fully appreciate.

2 Beds ⋅ 3 Baths ⋅ TB8469595 MLS ⋅ Windsor Buliding BLDG.

An exceptional opportunity has just become available in one of Gulfport’s most sought-after waterfront buildings as the seller secured the rare chance to purchase the penthouse in the same building — creating a unique window for the next owner to acquire one of Town Shores’ most beautifully renovated residences. Stunning. Breathtaking. Elegant. This completely reimagined waterfront home showcases commanding views of the iconic Don CeSar Hotel and the sparkling waters of Boca Ciega Bay, delivering the ultimate in luxury Florida waterfront living. Designed for the buyer who values quality craftsmanship, architectural detail, and modern coastal sophistication, the level of upgrades and design throughout this residence is immediately apparent. The gourmet chef’s kitchen is a true centerpiece featuring Monogram and Wolf appliances, a premium Franke sink with touch faucet, a separate bar/prep sink, two dishwashers, and a fully appointed butler’s pantry. The expansive breakfast bar invites conversation and connection, making it ideal for entertaining or everyday enjoyment. The main living area is framed by a dramatic wall of glass capturing panoramic water views, vibrant sunsets, the Don CeSar’s evening glow, and the sparkling lights of the Tierra Verde Bridge. A custom stone accent wall and sleek electric fireplace create a warm yet sophisticated focal point. The flexible layout offers a 2-bedroom, 2.5-bath configuration with a dedicated office that can easily function as a guest room or additional sleeping space, providing versatility for seasonal owners or those working remotely. The primary suite is designed as a true retreat featuring custom California Closets with illuminated shelving, built-in cabinetry, integrated ironing center, and Hunter Douglas electric shades. The spa-inspired bath offers a private water closet and marble walk-in shower with multiple shower heads for a true resort-style experience at home. Town Shores of Gulfport is a premier 55+ waterfront community known for its active yet relaxed coastal lifestyle, offering a private marina, multiple heated pools, fitness center, tennis and pickleball courts, and a vibrant social calendar. Located just minutes from Gulfport’s charming waterfront district with dining, art walks, entertainment, and Gulf beaches nearby. Opportunities like this rarely come available combining premium views, extensive renovations, and immediate availability. This is maintenance-free coastal living at its finest and a residence that truly must be experienced in person to fully appreciate.

6020 Shore Boulevard S Unit 712, South Pasadena

$575,000

Some homes you walk into and immediately exhale. This is one of them. Tucked inside Villas at Date Palm, a gated community of just thirty residences in St. Petersburg, this 2016 block-constructed townhome was built for the kind of life where the hard parts are already handled. The monthly association fee covers nearly everything but electricity, which means your weekends belong to you, not to a yard, a roof, or a punch list. For anyone relocating to Florida or trading a high-maintenance house for something easier, this is the low-maintenance, lock-and-leave living you have been searching for. Step through the door and the home opens up. The kitchen and family room flow together as one bright, connected space, finished with solid wood cabinetry, granite counters, stainless appliances, a center island, and a glass tile backsplash. High ceilings and crown molding lift the rooms, tile flooring runs throughout the main level, and walk-in closets give you room for everything. Hurricane impact windows and doors rated to 150 mph mean you can leave for the season and sleep easy wherever you are. The home is even elevator-ready, with a dedicated shaft framed in and waiting, so this is a place you can grow into for years to come. A two-car garage and retractable awnings round out the everyday comfort. Beyond your door, the gated community offers a pool, a clubhouse, and a dog park where your two dogs are welcome. And then there is the location. A short bike ride or golf cart trip carries you toward the water and into Gulfport, with its locally owned restaurants, year-round events, and the Historic Waterfront District. The 75-mile Pinellas Trail connects you straight to downtown St. Petersburg and its nationally recognized arts and dining scene. Proximity to S Pasadena shopping, St Pete Beach and the Sun Runner Beach to the Burg free transport system are added bonuses! This is more than a townhome. It is a quieter, easier way to live in one of Florida's most spirited coastal cities.

3 Beds ⋅ 3 Baths ⋅ TB8421610 MLS ⋅ 763 BLDG.

Some homes you walk into and immediately exhale. This is one of them. Tucked inside Villas at Date Palm, a gated community of just thirty residences in St. Petersburg, this 2016 block-constructed townhome was built for the kind of life where the hard parts are already handled. The monthly association fee covers nearly everything but electricity, which means your weekends belong to you, not to a yard, a roof, or a punch list. For anyone relocating to Florida or trading a high-maintenance house for something easier, this is the low-maintenance, lock-and-leave living you have been searching for. Step through the door and the home opens up. The kitchen and family room flow together as one bright, connected space, finished with solid wood cabinetry, granite counters, stainless appliances, a center island, and a glass tile backsplash. High ceilings and crown molding lift the rooms, tile flooring runs throughout the main level, and walk-in closets give you room for everything. Hurricane impact windows and doors rated to 150 mph mean you can leave for the season and sleep easy wherever you are. The home is even elevator-ready, with a dedicated shaft framed in and waiting, so this is a place you can grow into for years to come. A two-car garage and retractable awnings round out the everyday comfort. Beyond your door, the gated community offers a pool, a clubhouse, and a dog park where your two dogs are welcome. And then there is the location. A short bike ride or golf cart trip carries you toward the water and into Gulfport, with its locally owned restaurants, year-round events, and the Historic Waterfront District. The 75-mile Pinellas Trail connects you straight to downtown St. Petersburg and its nationally recognized arts and dining scene. Proximity to S Pasadena shopping, St Pete Beach and the Sun Runner Beach to the Burg free transport system are added bonuses! This is more than a townhome. It is a quieter, easier way to live in one of Florida's most spirited coastal cities.

763 Date Palm Lane, South Pasadena

3018 59th Street S Unit 309, South Pasadena

$150,000

Comfortable 2 bed 2 bath Condo located directly in front of the Waterfront Town Shores Marina. Town Shores of Gulfport has 18 buildings, 4 pools, clubhouse, fitness center, game rooms, shuffleboard, bocce, Kayak Storage, Town Shores Marina with fishing dock and kayak launch. Steps to Gulfport Beach, Shops, Restaurants, Library, Live Theater at the Catherine Hickman Center. Gulfport Senior Center is a very active site for all Senior activities, fitness center and classes for Seniors to take advantage of. Come and enjoy the wonderful community living in Town Shores.

2 Beds ⋅ 2 Baths ⋅ TB8417261 MLS ⋅ Chatham House/91593 BLDG.

Comfortable 2 bed 2 bath Condo located directly in front of the Waterfront Town Shores Marina. Town Shores of Gulfport has 18 buildings, 4 pools, clubhouse, fitness center, game rooms, shuffleboard, bocce, Kayak Storage, Town Shores Marina with fishing dock and kayak launch. Steps to Gulfport Beach, Shops, Restaurants, Library, Live Theater at the Catherine Hickman Center. Gulfport Senior Center is a very active site for all Senior activities, fitness center and classes for Seniors to take advantage of. Come and enjoy the wonderful community living in Town Shores.

3018 59th Street S Unit 309, South Pasadena

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