Homes for Sale Between $450,000 to $500,000 in Dunedin, FL

2700 Bayshore Boulevard Unit 9405, Dunedin

2 Beds ⋅ 2 Baths ⋅ Mediterranean Manors SubDv.

RARE TOP-FLOOR - PENTHOUSE WATERFRONT OPPORTUNITY IN DUNEDIN! Experience exceptional coastal living in this beautifully updated residence featuring breathtaking views of the Gulf and Intracoastal Waterway. With approximately 240 square feet of wraparound balcony space, this unique home offers a front-row seat to spectacular sunsets, dolphins, native water birds, and refreshing coastal breezes. Enjoy morning coffee, sunset cocktails, and year-round waterfront entertaining against an unforgettable natural backdrop. The open-concept interior features a quartz kitchen with abundant counter space, wood cabinetry, and stainless-steel appliances. Luxury vinyl plank flooring and recessed lighting create a cohesive, contemporary feel throughout. The spacious king-size primary suite offers direct balcony access, a walk-in closet, and a private ensuite bath. The second bedroom also enjoys water views and balcony access, making it ideal for guests, a home office, or additional living space. Located in an elevated, secure stilt building, this residence offers exceptional storage, including a bike room, and additional communal storage on the residential floor. Enjoy an outstanding array of waterfront community amenities, including a private beach, waterfront park with barbecue areas, heated swimming pool with shower, kayak storage, tennis and pickleball courts, and a clubhouse featuring a fitness center, library, and billiards. Ideally located across from the Pinellas Trail and near the Dunedin Causeway, you are minutes from Honeymoon Island State Park, Caladesi Island, and the charming shops, acclaimed restaurants, breweries, and golf courses of downtown Dunedin. Discover a rare combination of water views, updated interior, resort-style amenities, and the relaxed elegance of Dunedin waterfront living. Your coastal lifestyle awaits!

2700 Bayshore Boulevard Unit 9405, Dunedin

$489,000

3 Beds ⋅ 2 Baths ⋅ Pleasant Grove Park 1st Add SubDv.

Virtually Staged. Charming Dunedin Home – Spacious Living, Beautiful Outdoor Space & Prime Location! Welcome to this inviting 3-bedroom, 2-bathroom home with a 2-car garage, ideally located in the highly desirable Dunedin area! Step inside and discover a spacious, open layout designed for comfortable everyday living. The updated solid wood kitchen cabinet with marble countertops opens to a generous family room, creating a warm and welcoming gathering space. Enjoy the seamless connection between the kitchen, living area, and the huge screened-in lanai, perfect for relaxing, entertaining guests, or simply enjoying Florida's wonderful weather year-round. Step outside to the backyard surrounded by mature trees, offering a peaceful, natural setting with plenty of room to enjoy the outdoors. Location is everything! Just approximately 5 minutes from charming Downtown Dunedin, where you'll find wonderful restaurants, boutique shops, breweries, and local festivities. And with the beautiful sandy shores of Clearwater Beach approximately 10 minutes away, you'll have easy access to some of Florida's most spectacular coastal attractions. Don't miss this wonderful opportunity to enjoy the Dunedin lifestyle! House was repaired for settlement issues. Fully remediated

998 Dumont Drive, Dunedin

$460,000

3 Beds ⋅ 2 Baths ⋅ Wilshire Estates Ii Second Sec SubDv.

Virtually Staged. Welcome to 2200 Stacey Court in Dunedin! Tucked away on a quiet cul-de-sac, this spacious 3-bedroom, 2-bath home offers nearly 1,800 square feet of comfortable living space with a fantastic layout designed for everyday living and entertaining. New a/c 2026! Step inside to find generous living spaces and an updated kitchen that serves as the heart of the home, offering plenty of room to cook, gather, and entertain. The primary bedroom features its own private en-suite bathroom, creating a comfortable retreat, while two additional bedrooms offer flexibility for family, guests, or a home office. Outside, you’ll love the large, fully fenced backyard surrounded by a white PVC vinyl privacy fence—perfect for pets, play, entertaining, or creating your own backyard oasis. A long driveway and two-car garage provide plenty of parking and storage, while the newer washer and dryer add another convenient upgrade. Located in Dunedin, you’re just minutes from charming Downtown Dunedin, the Pinellas Trail, waterfront parks, Honeymoon Island, restaurants, breweries, shopping, and everything that makes this Gulf Coast community such a special place to call home. Great space, an updated kitchen, a large private backyard, and a cul-de-sac location—2200 Stacey Court has so much to offer! Schedule your showing today!

2200 Stacy Court, Dunedin

$499,000

3 Beds ⋅ 2 Baths ⋅ Amberlea Unit 2 SubDv.

Located in the desirable deed-restricted community of Amberlea in the heart of Dunedin, this spacious 3-bedroom, 2-bath home offers room for everyone while being perfectly situated near shopping, dining, schools, entertainment and some of Florida's most award-winning beaches. Space and flexibility in mind, this home features a split-bedroom floor plan, multiple living areas, and versatile bonus spaces to accommodate a variety of lifestyles. Luxury vinyl flooring runs throughout the main living spaces, while the two guest bedrooms feature beautifully maintained, plush carpeting. The spacious primary suite includes additional square footage that can easily serve as a home office, reading area, workout space, or sitting room. The recently renovated kitchen features stunning quartz countertops, a pantry, and updated stainless steel appliances. Off the kitchen and family room French doors open to an air-conditioned multi-use room that adds even more flexibility for entertaining, hobbies, game room space, or additional storage. Step outside to the covered back patio, an ideal place for morning coffee or to unwind and enjoy the family in the fenced in back yard.The yard offers plenty of space to add a shed and the double-wide gate offers convenient access for a boat, golf cart or any of your outdoor toys. Additional highlights include a two-car garage and the potential for a fourth bedroom conversion if desired. This home truly offers plenty of room for everyone while enjoying the best of the Dunedin lifestyle.

1634 Dale Circle N, Dunedin

$480,000

2 Beds ⋅ 3 Baths ⋅ Dunedin Isles 1 SubDv.

Welcome to 1725 San Mateo Drive, where timeless character, extensive updates, incredible outdoor living, and one of Dunedin’s most desirable locations come together! This charming 2-bedroom, 3-full-bath home with a one car garage is filled with personality and is perfectly positioned near Hammock Park, the Pinellas Trail, waterfront parks, Downtown Dunedin, and Honeymoon Island. From the moment you arrive, you’ll fall in love with the beautiful landscaping, adorable covered front porch, and inviting curb appeal. Step inside to discover original hardwood floors, charming arched openings, and a beautiful bay window that fills the home with natural light. These special architectural details give the home a warmth and character that simply can’t be recreated. Even better, this home combines its original charm with significant improvements throughout. Major updates include a 2022 roof, 2022 electrical updates, 2024 plumbing updates, 2021 HVAC system, 2017 water heater, 2026 insulation, and air ducts and vents updated in 2025—giving you the character of an established Dunedin home with many important improvements already completed. The kitchen opens directly to the large screened-in lanai, creating a seamless connection between the indoor and outdoor living spaces. Whether you’re enjoying morning coffee, hosting friends and family, or relaxing after a day at the beach, this expansive covered space is perfect for enjoying Florida living year-round. The primary bedroom features its own private bathroom as well as sliding glass doors leading directly to the beautiful deck and backyard. And what a backyard it is! Spacious, lush, and surrounded by mature landscaping, this outdoor retreat offers an incredible amount of room for entertaining, gardening, pets, outdoor dining, or simply relaxing beneath the Florida sunshine. Between the screened lanai, deck, front porch, and expansive yard, there are so many places to enjoy the outdoors. There is also an irrigation system! With two bedrooms and three full bathrooms, the floor plan offers flexibility and convenience rarely found in a home of this size. The location is truly exceptional. Hammock Park is just steps away, offering beautiful trails and natural surroundings, while the Pinellas Trail and waterfront parks are also nearby. Grab your bike or golf cart and head to Downtown Dunedin for locally owned restaurants, breweries, boutiques, festivals, farmers markets, and waterfront sunsets. When it’s time for the beach, Honeymoon Island is only about five minutes away! Adding even more peace of mind, the home experienced no water intrusion or storm damage during the recent hurricanes. With original hardwood floors, architectural charm, extensive updates, gorgeous outdoor living spaces, a spectacular backyard, and an unbeatable Dunedin location, 1725 San Mateo Drive offers the perfect combination of Old Florida character and the Dunedin lifestyle everyone loves.

1725 San Mateo Drive, Dunedin

$450,000

3 Beds ⋅ 2 Baths ⋅ Ranchwood Estates SubDv.

WELCOME TO YOUR DUNEDIN FLORIDA OASIS! Located in desirable Ranchwood Estates, this nicely remodeled property offers a unique combination of comfortable Florida living, flexibility, and income potential. Originally a 3-bedroom, 2-bath home, the property is currently configured as a 2-bedroom, 1-bath main residence plus an attached 1-bedroom, 1-bath apartment. The apartment is currently rented on a month-to-month basis for $1,350.00/month, and the tenant is willing to stay—providing an excellent opportunity to help offset monthly housing expenses. The space can also be reconnected to the main residence to create a traditional 3-bedroom, 2-bath home. The updated interior offers a bright and comfortable atmosphere with vinyl and tile flooring throughout. The remodeled kitchen features luxury cabinetry, sleek hardware, GRANITE COUNTERTOPS, and newer appliances. The home has been thoughtfully updated and is ready for its next owner to enjoy. Outside, the fenced backyard provides plenty of privacy and space to relax, entertain, or enjoy the Florida sunshine. Recent improvements include a NEW HVAC SYSTEM installed in 2026 and a water heater approximately five years old. The roof is approximately 12 years old. Solar panels are currently installed but are not included in the sale and will be removed in connection with the sale. Conveniently located near vibrant DOWNTOWN DUNEDIN, restaurants, shopping, parks, the marina, Dunedin Fine Art Center, TD Ballpark, Countryside Mall, the Pinellas Trail, Honeymoon Island State Park, and beautiful Gulf beaches. Offering flexibility for multi-generational living, guests, or potential rental income, this unique neighborhood at Ranchwood Estates is a wonderful opportunity to enjoy the Dunedin lifestyle!

1158 Overcash Drive, Dunedin

$450,000

2 Beds ⋅ 2 Baths ⋅ Patricia Estates SubDv.

Welcome to 936 Lyndhurst Street, where Florida charm meets beautifully updated living in the heart of desirable Dunedin! This move-in-ready 2-bedroom, 2-bath home offers a bright, open floor plan designed for both everyday living and entertaining. The beautifully updated kitchen is the heart of the home, featuring stylish cabinetry, stainless steel appliances, generous counter space and a large center island that opens seamlessly to the living and dining areas. Luxury vinyl plank flooring flows throughout, creating a fresh and cohesive feel. Both bathrooms have been tastefully updated with modern finishes, while the spacious bedrooms offer plenty of natural light and comfortable living space. Need a little extra room? The light-filled Florida room offers wonderful flexibility for a home office, reading room, hobby space or additional sitting area overlooking the backyard. Major improvements add even more value, including an updated electrical system, HVAC and ductwork, and a new roof as well as new windows. The attached one-car garage provides additional storage and convenience. Step outside to a spacious backyard with a new white vinyl fence with plenty of room to create your own Florida oasis and a brand new shed—whether you envision a garden, outdoor entertaining area or future pool. And the location is hard to beat! Enjoy everything Dunedin is known for, including its vibrant downtown, locally owned restaurants and shops, breweries, parks, the Pinellas Trail and beautiful Gulf Coast beaches. This is your opportunity to enjoy the Dunedin lifestyle in a beautifully updated home that's ready for its next owner!

936 Lyndhurst Street, Dunedin

$460,000

3 Beds ⋅ 2 Baths ⋅ Dunedin Isles 1 SubDv.

Charming 3BR/2BA bungalow in a great Dunedin location with NO HOA and NO FLOOD INSURANCE REQUIRED! Located in Dunedin's popular golf cart zone, you are just minutes from downtown restaurants, breweries, shopping, festivals, the farmers market, and TD Ballpark. Hammock Park is approximately half a mile away, and the Pinellas Trail is just a few blocks from home, providing easy access to biking or walking. Hop on the trail and ride your bike to the Dunedin Causeway and Honeymoon Island! Inside, you'll find a renovated kitchen with stainless steel appliances and quartz countertops, updated bathrooms, and luxury vinyl plank flooring throughout—no carpet! The split-bedroom floor plan offers three bedrooms plus a bright bonus room overlooking the fenced backyard, perfect for a home office, exercise room, or additional living space. The spacious backyard offers plenty of room for entertaining, pets, a future pool or addition, or simply enjoying the outdoors. A storage shed provides additional space for tools and equipment. Major updates include a 2021 roof, 2022 central AC, newly serviced mini-split systems, and a 2021 water heater. This move-in ready home offers a great opportunity to enjoy a desirable location just minutes from downtown Dunedin, Honeymoon Island, and the Dunedin Causeway. With its many updates, convenient location, and attractive price point, this is one you won't want to miss!

1623 San Mateo Drive, Dunedin

$499,000

2 Beds ⋅ 2 Baths ⋅ Baywood Shores SubDv.

Virtually Staged. Motivated Seller! Bring all Offers! Welcome to 2425 Baywood Drive, a beautifully renovated 2-bedroom, 2-bath home in one of Dunedin’s most desirable neighborhoods. Perfectly positioned just minutes from Honeymoon Island State Park in Dunedin’s golf cart district, this move-in-ready home offers the ideal blend of quality craftsmanship, thoughtful upgrades, and an unbeatable location. The current owners have invested in the updates that truly matter, including: Hurricane impact windows (2026), updated electrical panel & home rewire, New soffits and gutters, Beautifully remodeled bathrooms, Updated kitchen with granite countertops, new cabinetry, and brand-new appliances; new AC system (2026); tankless water heater; updated plumbing with all new drain lines so there is no cast iron under the house; and tile flooring throughout. Brand new wall drywall & fresh interior paint and updated lighting throughout. Outdoors is a fully fenced backyard with plenty of room to create your own private oasis, with space for a pool and a conveniently located bathroom for easy access; fresh front & backyard sod with a sprinkler system; and a newly paved driveway with additional space to park your boat or RV. Whether you’re looking for a full-time residence, seasonal getaway, or investment property, this home is truly move-in ready. Step outside and enjoy everything that makes Dunedin one of Florida’s most sought-after communities. Walk or bike the Pinellas Trail, take your golf cart downtown for restaurants, breweries, festivals, and waterfront sunsets, or spend the day at Honeymoon Island and Caladesi Island beaches—all just minutes away.

2425 Baywood Drive E, Dunedin

$495,000

4 Beds ⋅ 2 Baths ⋅ Winchester Park North SubDv.

Beautifully renovated and move-in ready, this 4-bedroom, 2-bath home offers a fresh, modern feel in a desirable Dunedin location. Thoughtfully updated from top to bottom, the home features new luxury vinyl plank flooring, new Low-E windows, a new roof, new A/C, a tankless water heater, fresh interior and exterior paint, and updated finishes throughout. The fully remodeled kitchen showcases stainless steel appliances, granite countertops, modern cabinetry, and plenty of space for everyday living and entertaining. Both bathrooms have been beautifully renovated with clean, contemporary finishes. The bright and inviting floor plan offers comfortable living spaces and four bedrooms, providing flexibility for family, guests, a home office, or additional living space. Updated baseboards and thoughtful details throughout give the home a clean, cohesive look. Enjoy the convenience of being close to Downtown Dunedin, where you’ll find local restaurants, breweries, boutiques, festivals, and entertainment, while also being just a short drive from the Gulf Coast beaches, Honeymoon Island, parks, shopping, and everyday essentials. With the major updates already completed, this home offers the opportunity to simply move in and enjoy the Dunedin lifestyle.

2264 Winchester Drive, Dunedin

$480,000

2 Beds ⋅ 2 Baths ⋅ Sunny Ridge 2nd Add SubDv.

Virtually Staged. Welcome to 1421 Heather Dr, Dunedin! Beautifully renovated and move-in ready, this inviting Dunedin residence combines contemporary style, versatile living space, and a peaceful Florida setting. Positioned across from a tranquil freshwater canal, the home offers thoughtful updates and everyday comfort in a desirable location. Inside, natural light fills the open living areas, complemented by new flooring and a seamless flow throughout the main spaces. The remodeled kitchen is a standout feature, offering elegant quartz countertops and a dramatic waterfall edge island that creates the perfect setting for entertaining, dining, or casual gatherings. A spacious bonus room adds valuable flexibility and can be used as a home office, guest area, media room, hobby space, or additional living area. Both bathrooms have been tastefully updated with modern fixtures and finishes. Large windows bring in abundant sunshine while providing pleasant views of the canal and surrounding greenery. The generous lot offers ample space for outdoor entertaining, gardening, relaxing, or enjoying the Florida sunshine. A two car garage provides convenient parking and additional storage. Located in desirable Dunedin, the property is close to restaurants, shopping, parks, recreational activities, downtown, and the area's beautiful Gulf beaches. Whether you're seeking a full time residence, seasonal retreat, or Florida getaway, this home delivers comfort, convenience, and versatility. With extensive renovations, an impressive kitchen, updated bathrooms, new flooring, abundant natural light, a flexible bonus room, two car garage, generous lot, and serene canal views, 1421 Heather Dr is ready to welcome you home.

1421 Heather Drive, Dunedin

$479,000

3 Beds ⋅ 2 Baths ⋅ Hillside Park Sub SubDv.

Welcome to the heart of charming Dunedin, where comfort, character, and the ultimate Florida lifestyle come together! Perfectly situated on a spacious corner lot, this beautifully maintained 3 bedroom, 2 bath home with a 2 car garage is just a golf cart ride to vibrant Downtown Dunedin, offering the perfect blend of privacy, convenience, and timeless appeal. Inside, you’ll find a desirable split bedroom floor plan designed for both comfort and functionality, along with a versatile office/bonus room that’s ideal for working from home, a playroom or fitness space. The updated kitchen serves as the heart of the home, while stunning exposed brick wall accents throughout add warmth, character, and a unique touch that sets this home apart. Step outside and discover your own private oasis. The expansive, fully fenced backyard provides plenty of room for pets, play, gardening, or even a future pool. The show stopping outdoor fireplace creates the perfect gathering space for entertaining family and friends or simply relaxing under the stars on cool Florida evenings. Located just minutes from Downtown Dunedin’s award winning restaurants, breweries, boutique shopping, waterfront parks, marinas, festivals, the Pinellas Trail, and world famous Gulf beaches, this home offers an unmatched lifestyle in one of Tampa Bay’s most sought after communities. Whether you’re searching for your forever home, a seasonal retreat, or simply a place to enjoy everything Dunedin has to offer, this exceptional property combines charm, modern updates, generous outdoor living, and an unbeatable location. Don’t miss this rare opportunity to make it yours!

1564 Santa Monica Drive, Dunedin

Homes for Sale in Dunedin, FL Between $450,000 to $500,000

All Dunedin, FL Homes for Sale Between $450,000 to $500,000

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