Dunedin Homes with Sidewalks Community Features

Dunedin Homes with Sidewalks Community Features

Welcome to Dunedin, Florida, a charming coastal city nestled in Pinellas County that beautifully blends small-town charm with vibrant city life. Known for its stunning waterfront parks, rich history, and a lively arts scene, Dunedin offers residents a unique lifestyle that is both relaxed and engaging. The city's picturesque downtown area is lined with boutique shops, delightful cafes, and an array of dining options, making it the perfect spot for leisurely strolls and community gatherings.

One of the standout features of Dunedin is its commitment to walkability. The Homes with Sidewalks community is designed with the pedestrian in mind, ensuring that residents can enjoy safe and easy access to all that this delightful city has to offer. Picture yourself taking morning walks along tree-lined sidewalks, connecting with neighbors, and enjoying the warm Florida sunshine. The community is not just a place to live; it’s a place to thrive.

Dunedin is also home to some of the most beautiful parks and waterfront areas in the region, including the famous Honeymoon Island State Park and the scenic Pinellas Trail, perfect for biking, jogging, or leisurely walks. With a calendar full of local festivals, farmers' markets, and outdoor events, there’s always something happening in Dunedin.

Whether you're looking for a charming bungalow, a modern family home, or a cozy condo, the Homes with Sidewalks community in Dunedin offers a welcoming atmosphere that invites you to become part of this vibrant coastal lifestyle. Come discover your new home in Dunedin, where community spirit and beautiful surroundings await!

Newest Dunedin Homes with Sidewalks Community Features

1420 Bayshore Boulevard Unit 309, Dunedin
$177,900
1 Baths ⋅ O6449678 MLS ⋅ North BLDG.
Enjoy the Florida coastal lifestyle in the beautiful waterfront town of Dunedin! This fully furnished, truly turnkey studio is ready for immediate personal use or rental. Community amenities include two heated waterfront pools, a hot tub, a waterfront Tiki Bar and restaurant, BBQ grills, and a waterfront dock with boat slips available for rent. Relax by the water, take in beautiful Florida sunsets, or explore everything Dunedin and the Gulf Coast have to enjoy. The unit is conveniently located on the third floor of the North Building with elevator access and is on the same floor as the complimentary laundry room. The private balcony provides additional outdoor space and a partial water view. An electronic keyless door lock provides convenient entry, and major updates were completed in 2024. The unit is being sold fully furnished and truly turnkey—ready to enjoy from day one. This condo-hotel/motel property allows rentals with a minimum stay of just one day, subject to condominium rules and regulations, providing the flexibility to use it as your own Gulf Coast getaway, a rental property, or both. When not in personal use, the unit may be placed with the on-site management company for rental management, or owners may manage their own rentals. Conveniently located near Downtown Dunedin, the Pinellas Trail, Dunedin Marina, Honeymoon Island, Caladesi Island, and Clearwater Beach, with dining, shopping, boating, fishing, beaches, and outdoor recreation nearby. Whether you’re looking for your own Florida getaway or a furnished rental opportunity, this property combines flexibility, resort amenities, and the Dunedin coastal lifestyle in one waterfront location.

1420 Bayshore Boulevard Unit 309, Dunedin
1701 Pinehurst Road Unit 29E, Dunedin
$198,500
2 Beds ⋅ 2 Baths ⋅ TB8555875 MLS ⋅ 29 BLDG.
Virtually Staged. Single story villa in Pinehurst Village, a highly desirable 55+ community in the heart of Dunedin, where this beautifully updated 2-bedroom, 2-bath residence is completely move-in ready. This 2 Bed/2 Full Bath has an updated kitchen featuring newer cabinets with upper glass doors, bottom drawers with corner turntable, white Quartz countertop, stainless steel dishwasher, GE microwave/convection oven combo (to include air-fryer feature), newer cooktop, refrigerator with 3 draw freezer, stainless steel sink/faucet, and pass through to dining room area. The spacious primary bedroom includes 2 closets and a private en suite bath. Both bathrooms have updated vanities and toilets. The open floor plan offers generous living and dining space, creating a bright and inviting atmosphere. Living room has recessed LED ceiling lights, fan, sliding door to screened patio with access to grass area. Relax and unwind in the private sunroom overlooking peaceful, landscaped grounds. The convenience of inside laundry (newer washer/dryer) and an assigned covered carport just steps from your front door make daily living effortless. Ideally located within the community near the clubhouse, pool, grill, and picnic areas, this property also offers exceptional proximity to everything Dunedin is known for. The Dunedin Community and Fine Arts Center is within walking distance, offering recreational programs and classes for all ages. Vibrant Downtown Dunedin with its dining, boutique shopping, breweries, and waterfront is less than one mile away. The Dunedin Causeway, Pinellas Trail, Highlander and Hammock Parks, beaches, and grocery stores are all conveniently close. 2023 Roof, 2024 A/C giving you confidence and comfort for years to come. HOA monthly dues include: roof, building insurance, water, sewer, trash, lawn and exterior maintenance (including paint), grounds maintenance, pool maintenance, Spectrum internet package to include Hulu, Paramount Plus, Disney Plus, basic cable and more. True low-maintenance Florida living. This exceptional property offers comfort, quality, and location; all in one of Dunedin’s most sought-after communities.

1701 Pinehurst Road Unit 29E, Dunedin
938 Virginia Street Unit 204, Dunedin
$199,900
2 Beds ⋅ 2 Baths ⋅ TB8555569 MLS ⋅ 10 BLDG.
There is so much to love about how this second-floor home in Heather Lakes brings a completely fresh, modern feel to a solid 1979 build. The kitchen wall was carefully removed to create a highly sought-after open layout that flows effortlessly into the living area, where a unique 1930s Brewmaster-style pulley ceiling fan adds a fantastic touch of character. The kitchen is nicely equipped with great cabinet space, granite countertops, and a suite of LG stainless appliances. Neutral, calm paint colors and easy-care plank floors run throughout the home, beautifully accented by brand new 2026 window and crown moldings. Every detail has been thoughtfully addressed, right down to the modern black door hinges and knobs, a convenient keypad lock on the front door, updated shower valves replacing the old two-handle styles, and tasteful porcelain tile in both the en-suite primary and hall baths. Major mechanicals offer great peace of mind, including a 2024 A/C unit, a 2023 water heater, and vinyl windows. This two-bedroom, two-bathroom split-floorplan is incredibly versatile for a year-round or seasonal lifestyle, leaving plenty of room for guests. The peaceful community features a remarkably low $25 land lease that is locked in and can never increase. Right outside your front door, you have easy access to the elevator, your assigned covered parking space, laundry, a community pool, BBQ grills, a shuffleboard court, picnic tables, and the clubhouse. Living in charming Dunedin puts you just a short drive from award-winning downtown restaurants, craft breweries, the municipal marina, the community garden, entertainment, and local tennis courts. It is a quick five-minute bike or car ride to the new Toronto Blue Jays spring training stadium, and you are incredibly close to the Dunedin Golf Club, Dunedin Causeway, Clearwater Beach, Honeymoon Island State Park, and Caladesi Island State Park. If you love cycling, hop on the nearby off-road Pinellas Trail to ride all the way down to Tropicana Field and downtown St. Petersburg. Come tour today!

938 Virginia Street Unit 204, Dunedin
2700 Bayshore Boulevard Unit 4102, Dunedin
$145,000
1 Beds ⋅ 1 Baths ⋅ TB8555543 MLS ⋅ 4 BLDG.
Live the Florida lifestyle in this remodeled first-floor condo. You will love the thoughtful updates such as the wood-look tile flooring, impact windows and low-entry shower. There is a large walk-in closet in the bedroom and also closets in the hall to store your beach gear. Installation ages are as follows: 2025 roof, 2026 shower, 2019 windows and 2017 electrical panel. Located in Dunedin’s Mediterranean Manors, unit 4102 is on the first floor and does not require stairs or elevator to access. One of the highlights of the community is a waterfront park with kayak access to the Gulf and a view of the Dunedin Causeway and Honeymoon Island State Park. The community offers a large pool, tennis/pickleball courts, shuffleboard, bocce ball, gym, clubhouse, kayak storage and grilling/picnic areas. All ages are welcome! The condo dues include all of the community amenities plus trash service, water, sewer, cable TV, Internet and landscaping. There is a laundry room down the hall from unit 4102. Several restaurants and shopping areas are less than one mile from Mediterranean Manors so you can spend more time enjoying yourself and less time on the road. The Pinellas Trail is located across the street for a fun way to access downtown Dunedin, historic Tarpon Springs and vibrant Clearwater. Book your showing now to start enjoying Florida this winter!

2700 Bayshore Boulevard Unit 4102, Dunedin
852 Oxford Court, Dunedin
$199,900
2 Beds ⋅ 2 Baths ⋅ TB8553857 MLS
Virtually Staged. Check out your new place to call HOME in Heather Hill's adorable 55+ community! Ideally located just minutes from everything that makes Dunedin such a sought-after Florida destination, this charming END-UNIT villa offers the perfect blend of comfort, convenience, and low-maintenance living. There are VERY FEW units in Dunedin with a PRIVATE GARAGE! Located approximately one mile from vibrant Downtown Dunedin, you’ll be close to local restaurants, shops, scenic biking trails along the Pinellas Trail, beautiful coastal waters, and everything this charming community has to offer. Golf enthusiasts will also appreciate the abundance of private and public courses throughout the surrounding area as well as public pickleball courts nearby. As an end unit, this villa enjoys plenty of natural light and features a screened-in lanai overlooking a spacious, beautifully maintained lawn. Located within the Heather Hill Villas condominium association, the monthly association fee includes a HEATED POOL overlooking a serene LAKE, shuffleboard courts and a clubhouse with an activities/meeting room, a library sitting area, small kitchen and game room. There is also wifi and Cable TV for residents! Exterior maintenance and other community services and infrastructure are also included, helping make everyday living that much easier. Inside, you'll find several updates already completed, including two REMODLED bathrooms with zero entry showers, an updated living room, newer lanai windows, door and screens, UPDATED electrical receptacles, and an electrical panel replaced with permit approximately six years ago. The kitchen features laminate countertops, while the bathrooms offer granite countertops, with tile and carpet flooring throughout. With its desirable end-unit location, low-maintenance lifestyle, thoughtful updates, and plenty of opportunity to add your own personal touches, this villa is a wonderful place to enjoy all that Dunedin has to offer.

852 Oxford Court, Dunedin
2700 Bayshore Boulevard Unit 3111, Dunedin
$160,000
1 Beds ⋅ 1 Baths ⋅ O6447779 MLS ⋅ 3 BLDG.
Dunedin plus water = Paradise! Affordable waterfront living in Dunedin! Clean, quiet ground-floor END UNIT overlooking a peaceful park-like setting, with mostly tile flooring and NEW bedroom flooring. Assigned parking is right next to the entrance. Enjoy your PRIVATE COMMUNITY BEACH and waterfront parks - watch beautiful sunsets over the water, launch a kayak, use the boat mooring, BBQ grills and showers, or relax by the HEATED POOL. The community also has a waterfront clubhouse, fitness center, tennis, and more. Live by the water without giving up convenience - easy access to Publix, Walgreens, restaurants and coffee shops, with the Pinellas Trail directly across the street leading to downtown Dunedin. Waterfront lifestyle without crossing bridges for everyday shopping and dining. HOA $636/month includes water, sewer, trash, internet, cable, building/common-area insurance and exterior/grounds maintenance - making ownership simple and predictable. Low electric bills. Small pet allowed. No leasing during the first year of ownership; 4-month minimum lease thereafter. Some photos virtually staged. Room sizes approximate.

2700 Bayshore Boulevard Unit 3111, Dunedin
1408 Millstream Lane Unit 206, Dunedin
$197,500
2 Beds ⋅ 2 Baths ⋅ TB8551219 MLS ⋅ 17 BLDG.
Virtually Staged. Welcome to 1408 Millstream Lane, Unit 206, a beautifully updated, move-in-ready 2-bedroom, 2-bathroom second-story end-unit condo in Dunedin, offering serene pond and fountain views. The bright, light-filled interior features high vaulted ceilings, rich wood flooring, a custom stone accent wall, updated lighting, and a functional kitchen complete with granite countertops, generous cabinet space, updated appliances, and a beautiful breakfast bar that flows seamlessly into the spacious great room, creating an inviting setting for both everyday living and entertaining. The primary suite offers a peaceful retreat with scenic pond views, a large walk-in closet, and an en-suite bath featuring modern cabinetry, dual sinks, and sleek tilework. The generously sized second bedroom provides flexibility for guests, a home office, or additional living space and offers convenient access to the full bath. A standout feature is the versatile tiled bonus room, a sunlit space perfectly suited for a quiet reading nook, morning coffee, or simply relaxing while enjoying views of Florida’s beautiful wildlife right outside your window. Additional features include hurricane shutters, an in-unit laundry closet with a newer washer and dryer, and assigned covered parking with dedicated storage. The HOA provides exceptional value by covering exterior and grounds maintenance, community amenities, cable TV, internet, water, sewer, and trash, offering a truly low-maintenance lifestyle while embracing the relaxed charm of Florida living.

1408 Millstream Lane Unit 206, Dunedin
2219 Elizabeth Way, Dunedin
$799,900
4 Beds ⋅ 3 Baths ⋅ TB8553532 MLS ⋅ Rottlund Homes BLDG.
Welcome to sunny Dunedin! This pristine Block home with a new tile roof, is one of a few single story homes in the highly desirable gated neighborhood of Highland Woods. This exceptionally well laid out floor plan is the biggest version with 4 beds and 3 full bathrooms + an living/game room. These single story homes rarely come on the market and the sellers of this delightful home are the original owners. This bright and beautiful home features a large family room, a separate dining room and a large kitchen with newer stainless steel appliances, blonde wood cabinetry and a spacious counter that circumvents the oversized kitchen. The primary bedroom is split from the other 3 bedrooms for privacy. The spacious primary suite boasts; a sitting area, trey ceilings, 3 sliders that open up to the backyard + a luxurious oversized ensuite with 2 separate sinks, a jacuzzi tub, a glass surround shower and 2 walk-in closets. The sliders from the family room and primary bedroom lead to the back patio featuring a manicured backyard with room for a pool ~ creating a seamless blend of indoor/outdoor entertainment living. This home's well thought out floor plan also includes a pool bath that opens up onto the back patio. This home is move in ready with tasteful touches such as; neutral color tones, trey ceilings, high ceilings, and a picture perfect manicured yard. There is plenty of natural light and room to grow in this well laid out open floor plan. The Catalina V Floor plan is attached. Be prepared for Hurricane season as this home is high and dry and located in one of the highest points in Pinellas County; has hurricane shutters and a Generac GENERATOR. The Roof is 2022, A/C 2016 and gas hot water heater is 2020. The location is also amazing; close to Countryside Mall, US19, excellent schools, beaches, shopping, restaurants, festivals and all that fabulous Downtown Dunedin has to offer ~ making this the quintessential Florida Lifestyle home.

2219 Elizabeth Way, Dunedin
404 Finn Way, Dunedin
$749,900
3 Beds ⋅ 3 Baths ⋅ TB8553242 MLS ⋅ 1 BLDG.
Welcome to the ultimate luxury living in the heart of charming Dunedin! Built in 2022, the community of ‘Townhomes of Highland Crossing’ welcomes you to experience the vibe of living in downtown Dunedin! This beautiful townhome is the 2,248 sq.ft. “WINSTON” model… the largest floorplan in the community! The home boasts 3 bedrooms, 2.5 baths and a sought-after 2-car garage. Loaded with upgrades including volume ceilings, impact windows, gorgeous flooring, craftsman style wood baseboards, fabulous wood cabinetry, quartz counters and Whirlpool stainless appliances! Open concept living on main floor boasting a large great room and fabulous open kitchen as well as a well-place half bath and laundry room. The layout includes a highly desirable main floor primary bedroom with double walk-in closets and a spa-like ensuite. The secondary bedrooms and bath are found on the second floor along with a large loft/bonus area with endless possibilities! Designer selected styles, modern color scheme and quality finishes throughout. Location! Location! Delightful Dunedin at your doorstep... boutiques, festivals, farmer's market, art shows, shopping, medical, Pinellas Trail and amazing dining options as well as the nearby, famed Gulf beaches! Low HOA fees! Pet friendly! Golf cart friendly! A true find for luxury living in the center of vibrant Dunedin!

404 Finn Way, Dunedin
622 Edgewater Drive Unit 721, Dunedin
$899,000
3 Beds ⋅ 2 Baths ⋅ TB8552658 MLS ⋅ 622 BLDG.
Sweeping Intracoastal views, spectacular sunsets, and completely renovated turnkey living within walking distance of downtown Dunedin! This exceptional 2,060-square-foot end-unit condo was completely remodeled in 2024, combining beautiful finishes, smart-home technology, and expansive Intracoastal views stretching toward the Dunedin Causeway and Clearwater Beach. Step inside to a bright, spacious living area filled with natural light from impact-rated windows installed in 2024. The open living, dining, and kitchen areas flow seamlessly together with luxury vinyl plank flooring, recessed lighting, and custom built-ins, creating an inviting space for everyday living and entertaining. Smart-home features include smart locks, thermostat, and power-retractable shades. The remodeled kitchen features quartzite countertops, two-tone cabinetry, a Bosch induction range, GE and ZLINE appliances, wine refrigerator, and abundant storage. The adjoining dining area adds built-in shelving, additional storage, and integrated wine racks. A separate reading nook overlooking the community and Intracoastal offers a peaceful place to unwind. The split-bedroom floor plan provides privacy, with two spacious guest bedrooms and a renovated guest bath with walk-in shower on one side. On the opposite side, the primary suite showcases beautiful Intracoastal and sunset views and features a separate study or den, custom closet organization, and renovated ensuite bath with dual vanity and walk-in shower. Major improvements include a 2021 roof, Trane HVAC (2020), impact-rated windows (2024), tankless water heater (2024), and whole-home water softener system. Everything has been done—this home is truly turnkey and move-in ready. Enjoy a heated community pool and tiki hut with gas grills updated in 2025, two fishing piers, kayak launch and storage, clubhouse, fitness room, game room, car wash area, and community bike storage shed available first come, first served. The clubhouse, fitness room, and additional community spaces were updated in 2025. The milestone inspection is complete and the association is fully funded. Exterior painting is included in reserves and scheduled for 2027. Community fees include cable TV, internet, water, sewer, trash, grounds maintenance, and building maintenance. Watch spectacular sunsets over the Intracoastal from your home and primary suite, the fishing piers, clubhouse, or waterfront benches throughout the community. Walk to downtown Dunedin for restaurants, breweries, boutiques, festivals, and waterfront parks. The Pinellas Trail is nearby, with Honeymoon Island and Caladesi Island just a short trip away. Completely remodeled. Turnkey end unit. Intracoastal and sunset views. Impact windows. Smart-home features. Heated pool. Fishing piers. Walkable to downtown Dunedin.

622 Edgewater Drive Unit 721, Dunedin
936 Virginia Street Unit 306, Dunedin
$169,000
2 Beds ⋅ 2 Baths ⋅ TB8552320 MLS ⋅ F BLDG.
Welcome to carefree Florida living in the heart of Delightful Dunedin! This move-in-ready, third-floor condo offers the perfect blend of comfort, convenience, and lifestyle in a highly sought-after 55+ community. Enjoy your own covered parking space and beautiful water views overlooking the lakes from your air-conditioned Florida room—the perfect spot for morning coffee, afternoon relaxation, or an evening glass of wine. Inside, you’ll find a bright and inviting floor plan featuring a spacious chef’s kitchen with quartz countertops, shaker-style cabinetry, a new backsplash, and plenty of room to cook and entertain. Vinyl plank flooring flows throughout the kitchen, living room, dining area, and both bedrooms, creating a clean and cohesive look. The primary suite features peaceful water views and a private en-suite bathroom with a walk-in shower. On the opposite side of the condo, the generously sized guest bedroom offers a huge walk-in closet, brand-new bunk beds, and convenient access to the guest bathroom with a soaking tub. Additional highlights include updated windows, a new roof, an updated Eaton electrical panel, new blinds and newly retextured ceilings. Best of all, this condo comes FULLY FURNISHED—even the pots and pans stay! Just bring your toothbrush and start enjoying the Florida lifestyle from day one. The community’s heated pool and spa are just a short stroll away through the beautifully maintained, park-like grounds. Residents also enjoy a private clubhouse, fitness area, heated pool and spa, and an active social calendar. The affordable monthly fee includes cable, internet, water, sewer, trash, and more. Located within walking distance of Downtown Dunedin, TD Ballpark, Dunedin Marina, and the Pinellas Trail, this home puts some of the best that Dunedin has to offer right at your doorstep. Don’t miss this opportunity to own a beautifully updated, fully furnished condo with tranquil water views in one of Dunedin’s desirable 55+ communities!

936 Virginia Street Unit 306, Dunedin
200 Main Street Unit 202, Dunedin
$780,000
2 Beds ⋅ 2 Baths ⋅ TB8551818 MLS ⋅ Victoria Place BLDG.
Luxury living meets the heart and soul of Downtown Dunedin at Victoria Place! Welcome to 200 Main Street, Unit 202, an exceptional 2-bedroom, 2-bath end-unit residence offering 1,426 square feet of beautifully designed living space in one of Dunedin's most desirable downtown locations. From the moment you step inside, you’ll appreciate the abundance of natural light, impressive 9'6" ceilings and open-concept design that creates an inviting yet sophisticated atmosphere. The spacious living and dining areas flow seamlessly into the kitchen, making this home equally suited for entertaining friends or enjoying a quiet evening at home. The kitchen is designed to impress with beautiful wood cabinetry, stone countertops, Jenn-Air stainless steel appliances, an oversized island offering generous prep and gathering space, and an incredible walk-in pantry. The thoughtfully designed split-bedroom floor plan provides privacy for owners and guests alike. The generous primary suite offers dual closets and an ensuite bath with dual sinks and a walk-in shower. The second bedroom and full guest bath create a comfortable retreat for visiting family and friends, while a separate laundry room adds everyday convenience. One of the highlights of this residence is the 18' x 6' covered terrace—an extension of your living space where you can relax, grill, enjoy your morning coffee or unwind after spending the day exploring Dunedin. As an end unit, the home benefits from additional windows that fill the residence with natural light. The windows and sliding glass doors are hurricane-impact rated, and the seller has further enhanced them with SunTek 25% CRB window film—an added upgrade designed to help reduce heat and glare while maintaining the beautiful natural light throughout the home. Victoria Place is an intimate community of just 30 residences, blending Old Florida coastal architecture with the convenience of downtown living. This residence includes two assigned covered garage parking spaces and its own private temperature-controlled storage locker—valuable features in a downtown setting. Secure gated vehicular entry, keyless building access, elevator service, a dog-walk area and beautifully designed common spaces add to the experience. And then there is the LOCATION! Step outside and Downtown Dunedin becomes your backyard. Walk or take your golf cart to restaurants, breweries, boutiques, art galleries, live music, the Dunedin Marina, Pinellas Trail and the many festivals, parades and special events that make this waterfront community so special. Whether you're heading out for dinner, meeting friends for a drink, taking a bike ride along the trail or enjoying an evening by the water, you can leave the car behind and simply enjoy the lifestyle. This isn't simply a place to live—it's an opportunity to experience Downtown Dunedin from the center of it all. Welcome home to Victoria Place.

200 Main Street Unit 202, Dunedin
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