Oldsmar Real Estate

Oldsmar Real Estate

Welcome to Oldsmar, Florida – a hidden gem nestled in the heart of Pinellas County! This vibrant city, strategically located between Tampa and Clearwater, offers a unique blend of suburban charm and urban convenience, making it an ideal place to call home.

Oldsmar is renowned for its picturesque parks, scenic waterfront views along the beautiful Old Tampa Bay, and a strong sense of community. The city boasts an impressive array of recreational opportunities, including the expansive Mobbly Bayou Wilderness Preserve, where residents and visitors can explore lush trails, engage in birdwatching, or simply enjoy a peaceful day by the water. For those who love outdoor activities, the nearby Oldsmar Sports Complex features fields for soccer, baseball, and more, ensuring there’s always something to do.

The downtown area is a delightful mix of quaint shops, delicious dining options, and local events that foster a tight-knit community spirit. With a calendar full of festivals and farmers’ markets, Oldsmar is a place where neighbors become friends and memories are made.

Families will appreciate the excellent schools and safe neighborhoods, while professionals benefit from the city’s close proximity to major employment hubs. The convenient access to major highways and the Tampa Bay Area means that you can enjoy the tranquility of Oldsmar while still being just a short drive away from the bustling city life.

Whether you’re seeking a serene retreat or an active lifestyle, Oldsmar has something for everyone. Come discover the charm of Oldsmar, where community, nature, and convenience come together to create the perfect place to live!

Newest Listings in Oldsmar

$332,000
2 Beds ⋅ 2 Baths ⋅ TB8551499 MLS
Oldsmar – This comfortable 2-bedroom, 2-bath single-family home with a 2-car garage built in 2004 is located in the popular 55+ community of Gull Aire Village in Oldsmar. With a recently installed Roof - 2026, high ceilings, easy-care LVP and tile flooring, a spacious screened patio, and a thoughtfully designed floor plan, this home offers the relaxed Florida lifestyle you’ve been looking for. Step inside to a bright, inviting interior where the high ceilings and open feel create a wonderful sense of space. The light and bright kitchen features a convenient breakfast bar overlooking the living room, making it easy to visit with family and friends while preparing meals. A dedicated dining area just off the kitchen provides the perfect spot for everyday dining or entertaining. The spacious living room is filled with natural light and features triple sliding glass doors leading to the large screened rear patio. The screened patio expands to the open-air paver patio and rear green space beyond. This wonderful outdoor living space is ideal for morning coffee, afternoon relaxation, or gathering with friends. The primary suite also has sliding glass doors opening directly to the patio, creating a private connection to the outdoors. The primary bedroom offers dual walk-in closets and an en-suite bath with dual sinks and a walk-in shower. The generously sized guest bedroom features a large closet and convenient access to the second full bath. But the lifestyle extends well beyond your front door. Gull Aire Village is a remarkably affordable retirement choice, with HOA fees of just $70 per month, giving you access to an impressive array of amenities. Enjoy the heated pool and hot tub/spa, challenge your neighbors to a game of shuffleboard or bocce ball, or spend time at the clubhouse gathering with friends, playing pool or cards, getting in a little workout, or relaxing with a good book in the library. And then there’s the fun of having a golf cart-friendly community, making it easy to hop over to a friend's house, participate in the community Christmas parade, or simply cruise around the neighborhood and enjoy the surroundings. For those who enjoy walking, a paved path follows the Tarpon outflow canal and connects with the Oldsmar Trail for longer walks and outdoor adventures. A dedicated RV storage lot with spaces for lease for only $30 per month. Location is another highlight. Shopping, restaurants, and entertainment are nearby and conveniently walkable, while medical facilities and airports are just a short drive away. And when it’s time for some sun, sand, and Gulf breezes, the beautiful Gulf beaches are not far away. Affordable Florida retirement living with an active, welcoming community and a location that puts everyday conveniences close at hand! Come take a look…You’ll like what you see!

572 Salmon Court, Oldsmar

$179,000
2 Beds ⋅ 2 Baths ⋅ TB8551783 MLS
Welcome to Gull-Aire Village 55+, where this well-maintained 1993 Jacobsen home is ready for its new owner. Ideally located within walking distance of restaurants, shopping, and everyday conveniences, this home offers both comfort and convenience. Recent updates include a TPO roof installed by All Weather Roofing in August 2020, a new dishwasher installed in December 2024, and a new exterior 150-amp electrical panel with updated grounding installed in September 2018.The kitchen includes a convenient breakfast bar, perfect for enjoying morning coffee or entertaining guests. Both bathrooms have updated cabinetry, and the hall bathroom features a tiled shower. This home has an interior laundry with washer and dryer. Enjoy the desirable front screened porch, conveniently located at the same level as the home with no steps. The vibrant clubhouse serves as the heart of the community offering monthly events and amenities including a pool table, shuffleboard, bocce ball court, heated pool and spa. Residents can also participate in regular activities such as bingo, card games, and line dancing. Golf-cart-friendly streets make navigating the neighborhood easy and enjoyable. With HOA fees of just $70 per month, Gull-Aire Village offers affordable living in a well-maintained, pet-friendly community. One pet of any size is permitted, and a second pet is allowed with an emotional support letter from a doctor. Best of all, ownership includes the land, so there is no lot rent. Convenience is right across the street with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store nearby. Dining options include Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Super Walmart, Publix, and Countryside Hospital are approximately 10 minutes away. Outdoor enthusiasts will appreciate being just ten miles from the beautiful beaches of Honeymoon Island and Caladesi State Park, as well as having easy access to a scenic canal-side biking and walking trail from within the community. Room sizes are approximate.

82 Pelican Drive N, Oldsmar

$239,000
2 Beds ⋅ 2 Baths ⋅ TB8550922 MLS
Virtually Staged. Welcome to this well-cared for 2-bedroom, 2-bath villa in desirable Quail Forest, an attached villa neighborhood within East Lake Woodlands, a private country club community. The current owner has lovingly maintained the home for approximately 20 years & made many improvements. Wood -look laminate flooring extends through the main living areas & bedrooms, while tile finishes the kitchen & bathrooms. Ceiling fans in every room provide breezy comfort, & vertical blinds offer privacy. From the parking area & deeded carport, mature trees create a naturally green setting. Near the front door, a covered patio provides an ideal spot for grilling and outdoor relaxation. It is accessible from the front gate as well as sliding patio doors in both the dining room & kitchen. To the left of the entry foyer is the primary bedroom with an ensuite bath. The updated shower & toilet are separate from the ink area, allowing more than one person to use the space at a time. Storage includes a double closet that runs the length of the hall, plus a linen closet. A convenient pocket door provides privacy between the bedroom & bath. Sliding doors overlook the rear yard & lake, offering serene morning views. The beautiful lake view is one of the home's standout features, creating a peaceful setting for reading or entertaining. The second bedroom features a walk-in closet & an ensuite bath with a high-end walk -in tub/shower combination-perfect for a relaxing soak. The living room & dining rooms flow together comfortably. Between the dining room & the laundry closet is a storage island with cabinetry & sink, creating a convenient wet-bar area plus folding space for your laundry. The kitchen is in great condition & ready for your personal updates. The washer & dryer are newer (2023), the electrical panel is updated, roof 2022 & the HVAC system is new in 2024. No 4-point inspection worries here! Your HOA fees include at lot; cable & internet, pool, roads, roofs, lawn care, trash, exterior paint & maintenance & more. Check with the property manager with any questions. Quail Forest has a beautifully maintained community pool that is tucked away & just a short drive from your front door. Competitively priced & filled with potential, this welcoming villa will not last long. Don't wait to make it yours. Country club membership is an option: Please contact Ardea Country Club for more information.

210 Gretchen Court, Oldsmar

$439,900
3 Beds ⋅ 2 Baths ⋅ TB8551259 MLS
Prepare to be impressed by this beautifully renovated 3-bedroom, 2-bath pool home in the heart of Oldsmar, where custom finishes and thoughtful upgrades create a truly exceptional living experience. The interior showcases ultra-high-quality luxury vinyl plank flooring, custom quartz countertops, a brand-new stainless steel appliance package, and a beautifully redesigned kitchen that blends style and function. The primary suite is a standout, featuring a stunning spa-inspired bathroom with a refined, high-end feel. Bright, open living spaces provide an inviting atmosphere for both everyday living and entertaining. Step outside to your private Florida retreat featuring a newly renovated pool with a fresh interior finish and beautiful new tile surrounding the pool area. The Oldsmar lifestyle is equally impressive, with Harbor Palms Nature Park nearby offering boardwalks, walking trails, and waterfront recreation, while Sheffield Park provides basketball and tennis courts, baseball and softball fields, and a dog park. Ideally positioned between Clearwater and Palm Harbor, the home also offers convenient access to Safety Harbor, Dunedin, Tampa International Airport, award-winning Gulf beaches, shopping, dining, Mease Countryside Hospital, Tampa Bay Downs, and the Oldsmar BMX Supercross Track. This beautifully updated home delivers an exceptional combination of quality, style, convenience, and Florida lifestyle.

403 Evergreen Drive, Oldsmar

$169,900
2 Beds ⋅ 2 Baths ⋅ TB8551252 MLS
Welcome home to your cozy, yet spacious retreat nestled on a corner lot across the side street from a peaceful wooded area in the heart of Oldsmar, Florida! This beautiful 2-bedroom, 2-bathroom, move-in ready home features a relaxed coastal vibe, updated combination fan/lights throughout, built-in cabinets in the kitchen seating area, walk-in closets in both bedrooms and an open-concept layout. The spacious living room and dining area provide the perfect setting for entertaining guests or simply relaxing in comfort. The spacious primary suite offers a walk-in closet and a private en-suite bathroom, complete with a separate walk-in shower and toilet area for added privacy.Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers resort-style amenities including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities.Enjoy the rare benefit of owning the land with a low monthly HOA fee of just $70 and one pet of any size is welcomed.You’ll love the unbeatable location—less than a mile from Woodlands Square and just minutes to everyday conveniences. Honeymoon Island Beach is approximately 9 miles away, Mease Countryside Hospital among other health facilities are approximately 2 miles away, St.Pete/Clearwater Int'l Airport is a quick 11-miles away and Tampa Int'l Airport is only a 15-mile drive.An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, the perfect spot to enjoy Florida’s outdoor lifestyle.Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply soaking in the tranquil pond views, you’ll fall in love with the welcoming charm and vibrant lifestyle of Gull-Aire Village.Schedule your private tour today!(Room dimensions are approximate and should be verified by Buyer.)

225 Tarpon Lane, Oldsmar

$1,400,000
TB8550518 MLS
Virtually Staged. RARE OPEN TAMPA BAY WATERFRONT OPPORTUNITY — 1.2 ACRES WITH 302 FEET OF WATERFRONT! Opportunities like this are exceptionally hard to find. Situated directly on the wide-open waters of Tampa Bay, this remarkable 1.2-acre waterfront property offers an impressive 302 feet of waterfront frontage and endless possibilities for a homeowner, builder, or investor. This property provides the flexibility to create one spectacular waterfront estate or subdivide into three separate residential lots, presenting an outstanding opportunity to build three custom or spec homes. The sellers are also willing to sell the lots individually, creating additional flexibility for buyers and builders. Imagine designing your dream home on an expansive waterfront homesite with panoramic Tampa Bay views, generous outdoor living areas, a resort-style pool, and plenty of room to create your own private waterfront retreat. For builders and investors, the ability to potentially develop three separate waterfront residences creates a unique opportunity in a market where large waterfront parcels are increasingly difficult to find. Whether your vision is one extraordinary waterfront estate, multiple luxury residences, or an investment development, this property offers the size, frontage, views, and flexibility to make it happen. 1.2 Acres | 302' of Tampa Bay Waterfront | Potential for 3 Lots A truly rare opportunity to secure a substantial piece of Tampa Bay waterfront and bring your vision to life.

3825 Shore Boulevard, Oldsmar

$399,000
2 Beds ⋅ 3 Baths ⋅ TB8551175 MLS ⋅ 3010 BLDG.
Welcome to waterfront living at its best! Located on beautiful Old Tampa Bay, this exceptional community offers a relaxed Florida lifestyle with amenities designed for everyday enjoyment and entertaining. Gather with friends around the gas firepit, share a meal beneath the pavilion with two grills, or relax in the large heated infinity pool while taking in beautiful water views. Stay active in the fully equipped gymnasium, fish from the pier extending into the bay, or launch a kayak for an afternoon on the water. The electronically gated entrance provides added security. Ideally situated directly across from the pool, this residence truly stands out. Beautiful landscaping and lush greenery welcome you at the entrance, while thoughtful enhancements continue throughout, including a gleaming epoxy-finished garage floor and garden-like screened porch. The porch creates a wonderful outdoor retreat for morning coffee, relaxing evenings, or entertaining guests. Inside, beauty and functionality continue. The entire first floor features beautiful tile flooring for a polished appearance and easy maintenance. In 2024, all recessed lighting was upgraded to LED bulbs, with downstairs lights featuring dimmers and amber-light options for the perfect ambiance. Even the spacious walk-in pantry has automatic lighting that illuminates the generous storage space when the door opens. The open-concept main living area is perfect for entertaining and everyday life, offering space for a full dining table and casual dining at the granite breakfast bar. Numerous light-gray cabinets provide abundant storage, complemented by a convenient coffee bar and mini-mudroom near the garage entrance. The living area flows effortlessly through pocket sliders to the screened porch, creating a wonderful indoor-outdoor living experience. A conveniently located half bath completes the first floor, while Custom Nantucket remote-control shades provide privacy and light control. Upstairs, a generous flex room offers incredible versatility as a den, second family room, playroom, home office, or temporary third bedroom. The nearby laundry room adds convenience. The primary suite offers a peaceful retreat with an expansive granite double-sink vanity, abundant storage, glass-enclosed shower, beautiful natural light, decorative tray ceiling, and custom walk-in closet with built-in shelving. Custom Nantucket remote shades complete the space. The spacious second bedroom is equally inviting, with natural light, decorative tray ceiling, and exceptional storage. Two closets, including a very large walk-in, provide plenty of room. The second full bath features wood cabinetry, pull-out drawers, granite countertop, and glass-enclosed shower. Additional upgrades include a new electrical panel installed in 2024 and gutters added in 2021 along with the undercounter lighting and downstairs crown molding. The location offers convenient access to Tampa, area airports, major shopping, restaurants, beautiful beaches, and more. With its waterfront setting, resort-style amenities, thoughtful upgrades, flexible living spaces, and outstanding location, this home offers an exceptional opportunity to enjoy the Florida lifestyle.

3010 Palm Key Avenue, Oldsmar

$450,000
3 Beds ⋅ 3 Baths ⋅ TB8549851 MLS
Tucked along a quiet street in the established Manors of Forest Lakes community, this 3-bedroom, 2.5-bath home combines a peaceful preserve setting with thoughtful updates designed for both comfort and peace of mind. Step inside and you are immediately greeted by soaring ceilings and an abundance of natural light, with views drawing your eye toward the lush conservation area beyond the backyard. The heart of this home is its connection to the outdoors. Rather than closing off the view, a low garden fence along the rear of the property allows the natural landscape to remain part of the experience. Deer, wild turkey, birds and other Florida wildlife are frequent visitors, creating a setting that feels remarkably private and peaceful. Out front, a beautiful butterfly garden adds another layer of charm, welcoming both colorful blooms and butterflies throughout the seasons. Inside, the spacious great room features dramatic vaulted ceilings, while the first-floor primary suite offers convenience and privacy with a generous walk-in closet and en-suite bath. The kitchen overlooks the dining area and backyard, keeping the preserve views close at hand, while two additional bedrooms and a full bath are located upstairs. An enclosed rear porch provides another inviting space to relax, entertain or simply enjoy the natural surroundings. Recent improvements add significant value, including newly installed double-hung hurricane-impact windows, a new HVAC system installed in 2026, and a roof replaced in 2022, allowing the next owner to enjoy some of the home's most important updates already completed. Beyond the property itself, residents of Forest Lakes enjoy access to community amenities including a pool, tennis courts, playground, recreation facilities and a community boat ramp. Conveniently located in Oldsmar with easy access to Tampa, Clearwater, shopping, dining, recreation and Tampa International Airport, the location makes it easy to enjoy everything Tampa Bay has to offer while coming home to a setting that feels worlds away. 709 Jacaranda Drive isn't simply a home surrounded by nature. It's a home designed to let you experience it every day.

709 Jacaranda Drive, Oldsmar

$584,900
3 Beds ⋅ 3 Baths ⋅ TB8550397 MLS
Virtually Staged. Welcome to 4951 Augusta Avenue, a spacious two-story pool home situated on a desirable corner lot in the gated East Lake Woodlands community. Offering approximately 2,316 square feet, this well-maintained residence features 3 bedrooms, 2.5 bathrooms, a versatile upstairs loft, a formal living room, and a 2-car garage. A grand two-story entrance welcomes you into a bright interior with soaring vaulted ceilings and abundant natural light. The formal living and dining areas provide an elegant setting for entertaining, while the comfortable main living space offers plenty of room for everyday relaxation. Upstairs, the open loft can serve as a home office, media area, game room, or additional lounge space. Step outside to your private screened swimming pool and covered patio—an ideal setting for entertaining, outdoor dining, or relaxing while enjoying Florida’s year-round sunshine. The screened enclosure provides additional comfort, while the corner lot offers extra outdoor space and privacy. Ideally located near Tampa Road, East Lake Road, and McMullen Booth Road, the property offers convenient access to Oldsmar, Palm Harbor, Safety Harbor, Clearwater, Westchase, and Tampa. Shopping, restaurants, medical facilities, Tampa Bay Downs, Countryside Mall, parks, nature preserves, and recreational trails are all nearby. Gulf beaches, Honeymoon Island, Tarpon Springs, and Tampa International Airport are also within easy reach. East Lake Woodlands Country Club offers golf, tennis, pickleball, fitness, swimming, dining, and social activities through optional membership. Enjoy private pool living, flexible interior space, and a central Tampa Bay location within an established gated community.

4951 Augusta Avenue, Oldsmar

$209,900
2 Beds ⋅ 2 Baths ⋅ TB8548980 MLS
This well-maintained 1989 Jacobsen home is ready to welcome its new owner! The inviting open floor plan features cathedral ceilings and an abundance of windows in the living room, creating a bright, airy atmosphere. Recent updates include new kitchen cabinets and countertops, three new skylights, and updated vanities in both bathrooms. The convenient indoor laundry area adds everyday functionality. Enjoy your morning coffee or unwind on the screened porch, which is conveniently located at the same level as the home—no steps required. The sale includes the land, so there is no lot rent. With HOA fees of just $70 per month, this property offers affordable living in a beautifully maintained, pet-friendly community. One pet of any size is permitted, and a second pet will be allowed with a letter from the Buyer's doctor to be submitted with the application for approval. Residents enjoy an active, welcoming lifestyle centered around a vibrant clubhouse that hosts monthly events and offers a pool table, shuffleboard, bocce ball court, heated pool, and spa. Regular activities include bingo, card games, and line dancing. Golf-cart-friendly streets make it easy to get around and connect with neighbors. Convenience is just across the street, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store nearby. Dining options include Shaker & Peel, Craft Street Kitchen, Mandola’s, Country Pizza Italian Grill, and Eve’s Family Restaurant. Super Walmart, Publix, and Countryside Hospital are approximately 10 minutes away. Outdoor enthusiasts will appreciate the home’s proximity to the beautiful beaches of Honeymoon Island and Caladesi State Park, located just ten miles away. A scenic biking and walking trail along the canal are also easily accessible from within the community. Room sizes are approximate.

34 Pelican Drive E, Oldsmar

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