Location: Dunedin
Do Not Show Listings
1248 LAZY LAKE RD W, DUNEDIN, FL 34698
$399,00045 Days on yellowkey MLS ID: TB8502858
REDUCED by $26,000 (6.1%) on 05/27/2026
Bed: 2 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 928 Built: 1969 Tax: $5,552 (2025)Community: Lazy Lake VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,552
Elementary School: Garrison-Jones Elementary-PN
High School: Dunedin High-PN
Tax Year: 2025
Middle School: Dunedin Highland Middle-PN
Remarks: Central Dunedin 2-bedroom, 1¾-bath home with a 2-car garage, situated on a large fenced lot in a highly desirable location. This move-in-ready property features all-new interior paint and tile flooring throughout for a clean, modern feel. The spacious layout includes a cooled Florida room, open layout and full washer and dryer for added convenience. Enjoy peace of mind in a non-evacuation, non-flood zone. Ideally located just minutes from vibrant downtown Dunedin, local shops, dining, parks, and the area’s stunning Gulf beaches. A perfect opportunity to enjoy the best of Florida living!
Listing is courtesy of: ENGEL & VOLKERS BELLEAIR (727-461-1000)
Listing Agent: Kristin Hallamek (727-642-7985)
2029 SPANISH PINES DR, DUNEDIN, FL 34698
$719,000108 Days on yellowkey MLS ID: TB8480499
REDUCED by $26,000 (3.5%) on 06/04/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1924 Built: 1978Monthly Fee: $8 Tax: $10,240 (2025)Community: Spanish PinesSpa: NoSingle Family
Taxes:$10,240
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to your beautifully updated private oasis in the heart of Dunedin! Located on a spacious ¼-acre corner lot in the highly desirable Spanish Pines neighborhood, this move-in ready 4-bedroom, 2-bath pool home blends comfort, style, and true Florida living. An oversized paved driveway, fresh exterior paint, and lush landscaping create strong curb appeal. Inside, you’ll find an open, light-filled layout with luxury vinyl plank flooring and fresh interior paint throughout. The updated chef’s kitchen features custom wood cabinetry, Calacatta quartz countertops, new stainless steel appliances, ceramic tile backsplash, and a convenient coffee/dry bar—perfect for everyday living and entertaining. The spacious owner’s suite overlooks the pool and offers a spa-like en suite with floor-to-ceiling tile, frameless glass, dual quartz vanities, LED mirror, walk-in shower, and soaking tub. Three additional bedrooms are thoughtfully separated and share a fully renovated bath with double vanity and walk-in tiled shower. The second bathroom also provides direct pool access for seamless indoor-outdoor living. Step outside to your private backyard retreat featuring a screened pool, covered lanai, generous yard space, and a large storage shed. An oversized two-car garage and dedicated indoor laundry room add everyday convenience. Major updates: Roof (2017), impact windows (2019), HVAC (2019), water heater (2023), plus numerous permitted upgrades completed in 2025 (see photos for full list). Ideally located minutes from Downtown Dunedin, Honeymoon Island, Pinellas Trail, top-rated schools, breweries, dining, golf, and major highways. Situated in a non-flood zone with 60+ feet of elevation and a low $100/year HOA. Don’t miss this Spanish Pines gem—schedule your private showing today!
Listing is courtesy of: REAL ESTATE FIRM OF FLORIDA, LLC (727-584-8480)
Listing Agent: Craig Coghlan (727-743-7766)
2234 HIGHWOOD CT, DUNEDIN, FL 34698
$946,0009 Days on yellowkey MLS ID: TB8514755
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3056 Built: 2017Monthly Fee: $158 Tax: $9,680 (2025)Community: Highwood EstatesSingle Family
Taxes:$9,680
Elementary School: Curlew Creek Elementary-PN
Middle School: Palm Harbor Middle-PN
Remarks: Virtually Staged. LUXURY DUNEDIN RETREAT WITH TWO PRIMARY SUITES AND A THOUGHTFUL MULTI-GENERATIONAL DESIGN! Welcome to this beautifully appointed 5-bedroom, 4.5-bathroom residence offering 3,056 square feet of living space, a highly desirable split floor plan, and exceptional flexibility for today's lifestyle. Situated on a spacious homesite in Dunedin, this two-story home combines elegant finishes, generous living areas, and an abundance of indoor and outdoor entertaining space. Step inside to discover rich wood flooring, soaring ceilings, and an open-concept layout designed for both everyday comfort and effortless entertaining. The chef-inspired kitchen serves as the heart of the home, featuring granite countertops, stainless steel appliances, custom wood cabinetry, a large center island with seating, built-in wall oven and microwave, decorative tile backsplash, and extensive storage and prep space. The kitchen overlooks the spacious family room, creating a seamless flow for gatherings of any size. One of the home's standout features is its dual primary suite design, offering a luxurious primary retreat on both the first and second floors. The downstairs primary suite provides privacy and convenience while featuring direct access to the covered rear patio, creating the perfect spot to enjoy morning coffee or unwind in the evening. The ensuite bath includes dual vanities, granite countertops, a spacious walk-in shower, and generous storage. Upstairs, the second primary suite offers its own private sanctuary complete with an ensuite bath and access to a covered balcony overlooking the property. The second floor also features a large loft area at the top of the stairs, ideal for a media room, playroom, home office, or additional living space. Two secondary bedrooms are connected by a convenient Jack-and-Jill bathroom, while an additional bedroom and full bath provide comfortable accommodations for family and guests. Outdoor living is equally impressive with a large covered rear patio overlooking the partially fenced backyard. The expansive yard provides plenty of room for pets, play, gardening, or the future addition of a pool, while still leaving ample space for entertaining and outdoor activities. Designed with both comfort and peace of mind in mind, the home features impact-resistant windows across the front elevation and storm shutters for the remaining windows and exterior doors, providing valuable hurricane protection and enhanced security. Additional highlights include a 2-car garage, spacious laundry room, abundant storage throughout, multiple living and gathering areas, and a versatile floor plan that easily accommodates multi-generational living, long-term guests, or work-from-home needs. Ideally located near Dunedin's vibrant downtown district, waterfront parks, beaches, dining, shopping, and recreational amenities, this exceptional property offers the perfect combination of space, flexibility, and Florida lifestyle living. Schedule your private showing today and experience everything this remarkable home has to offer.
Listing is courtesy of: 54 REALTY LLC (813-435-5411)
Listing Agent: Michael Flores (813-368-1656)
1613 ST CATHERINE DR E, DUNEDIN, FL 34698
$550,0003 Days on yellowkey MLS ID: TB8517807
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1101 Built: 1979 Tax: $6,932 (2025)Community: Cardinal Manor 3Rd AddSpa: NoSingle Family
Taxes:$6,932
Elementary School: San Jose Elementary-PN
Remarks: Discover the Dunedin lifestyle and fall in love with this beautifully updated 2 bedroom 2 bath pool home tucked inside the quiet and highly desirable active beach community. This move in ready home has been thoughtfully upgraded throughout and offers peace of mind with a new roof (2024), hurricane impact windows, hurricane rated garage door, 220amp electrical panel wired for generator hookup, solar panels installed (2025), fresh exterior paint (2024), HVAC (2019), and gas water heater. Inside, you’ll find an inviting open layout featuring a beautifully updated kitchen with quartz countertops and shaker cabinetry, freshly pained interior, and the guest bath has been enhanced with a stunning new stone shower (2026). The whole-house reverse osmosis water filtration system delivers high quality water throughout the home. Step outside through your hurricane proof French doors to exotic landscaping, a sparkling salt water pool, freshly sealed pavers, new vinyl fencing, and an awning stretching the entire length of the patio. This home is an absolute MUST SEE. The saltwater pool features a new pool pump and is surrounded by an expansive outdoor living area, perfect for entertaining, relaxing, or enjoying year-round Florida living. The oversized backyard is fully enclosed with a new vinyl privacy fence, creating a secluded retreat for family, friends, and pets. The location is second to none. Start your mornings with a golf-cart ride to Downtown Dunedin, head just two blocks to the entrance of the 90 acre Hammock Park for a peaceful walk beneath majestic oak trees, or enjoy an afternoon at the beautifully restored Donald Ross Golf Course & Club just minutes away. You’re also less than a mile from the Dunedin Causeway and the gateway to Honeymoon Island State Park, renowned for its pristine beaches, kayaking, biking trails, and breathtaking Gulf Coast sunsets. Schools, parks, marinas, vibrant Downtown Dunedin, and the Pinellas Trail are all nearby, making this one of the most convenient and sought-after locations in the city. No HOA and flood insurance is not required by your lender.
Listing is courtesy of: HOMEGROWN REALTY LLC (813-777-2975)
Listing Agent: Anthony Caracappa (813-484-2501)
3495 OAK ST, DUNEDIN, FL 34698
$460,00011 Days on yellowkey MLS ID: TB8514763
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1948 Built: 1971 Tax: $1,774 (2025)Community: Oak Lake HeightsSingle Family
Taxes:$1,774
Remarks: Discover comfort, flexibility, and the freedom of no HOA in this inviting 4-bedroom, 2-bath home. The bright and open great room creates a welcoming space for everyday living and entertaining. The kitchen offers stainless steel appliances, ample counter space, and multiple dining options to suit your lifestyle, while the living room fireplace serves as a warm and stylish focal point. The spacious primary suite features an ensuite bathroom and a walk-in closet, providing a private retreat at the end of the day. Three additional bedrooms share a full bath, with one bedroom offering its own exterior entrance, ideal for a variety of living arrangements, workspace needs, or guest privacy. Outside, enjoy a fenced backyard complete with an above-ground pool, creating the perfect setting for relaxing, entertaining, or enjoying the outdoors. A shed/carport provide added convenience for equipment, and storage needs. Conveniently located near shopping, dining, parks, and major roadways, this home offers easy access to everything the area has to offer. Located in unincorporated Dunedin in a non-flood zone, with direct access to the Dunedin Causeway, Honeymoon Island and Caladesi Island just 4 miles away, and a quick drive to downtown Dunedin, this home is perfectly positioned for seasonal use or short-term rentals. With no HOA, versatile living spaces, and a prime location near some of Florida's most sought-after coastal destinations, this property is ready for its next chapter!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Christine Tatum (727-504-7014)
755 SAN CHRISTOPHER DR, DUNEDIN, FL 34698
$725,0002 Days on yellowkey MLS ID: TB8511556
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2016 Built: 2002 Tax: $1,793 (2025)Community: Skinners Lee B Sub Lts 3 & 4 ResubSingle Family
Taxes:$1,793
Remarks: Virtually Staged. Rare opportunity to own a truly one-of-a-kind, character-filled home in the heart of Dunedin. Situated on a meticulously maintained corner lot, located outside of designated flood zones, and just half a mile from both Downtown Dunedin and the Pinellas Trail, this charming two-story residence, built in 2002, offers 2,016 square feet of thoughtfully designed living space with 3 bedrooms, 2 bathrooms, plus a dedicated office. The third bedroom is currently being utilized as a creative studio/workshop, offering flexibility to suit a variety of lifestyles. From the moment you arrive, you'll be captivated by the mature trees and lush landscaping that frame this exceptional property. Inside, timeless craftsmanship and artistic detail are woven throughout, including custom stained-glass windows, soaring ceilings with skylights, handcrafted tile work, historic art installations, and stunning entrance doors sourced from the early 1930s. Every space tells a story, creating a home that feels both warm and inspiring. Designed to embrace Florida's coveted indoor-outdoor lifestyle, the home features multiple huricane rated sliding glass doors that lead to an expansive 300-square-foot Trex patio deck perfect for entertaining, relaxing, or enjoying the coastal breeze. Major updates provide peace of mind, including a 2022 roof, central HVAC system with ducted heating and cooling installed in 2016, and a 2026 water heater equipped with a timer for added efficiency. Location is everything, and this home delivers. Enjoy easy access to award-winning restaurants, breweries, boutiques, festivals, waterfront parks, and all the charm that makes Dunedin one of Florida's most beloved coastal communities. World-renowned Honeymoon Island State Park is just minutes away, offering pristine beaches, nature trails, and breathtaking Gulf Coast sunsets. Combining historic charm, artistic character, modern outdoor living, thoughtful updates, and an unbeatable location, 755 San Christopher Drive presents a rare opportunity to own a piece of Dunedin's unique spirit.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Brittani Mica (305-879-0053)
758 WOOD ST, DUNEDIN, FL 34698
$850,00072 Days on yellowkey MLS ID: TB8493922
REDUCED by $45,000 (5.0%) on 05/28/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1546 Built: 1925 Tax: $10,772 (2025)Community: Grove TerraceSpa: NoSingle Family
Taxes:$10,772
Elementary School: Dunedin Elementary-PN
Remarks: New Price for this is a beautiful historic home 758 Wood Str. in Downtown Dunedin. Features new metal roof, appliances, new ac duct work, fresh paint, fans, refinished wood floors, down stairs, vinyl floors up stairs, updated bathrooms, bidets in all bathrooms, granite counter tops, wood fireplace as is , big deck, fully fenced yard with mature landscaping, almost a quarter acre of buildable lot. You can add on as well as 2 car garage with garage apt, or build a duplex or 2 separate dwellings. Many options available to the next buyer. Location is prime close to Downtown, Hospital, Restaurants, Shops, Schools, Blue Jays Stadium, Pinellas Trail, Water and much more. Agent is related to Owner, This is an AS IS purchase. Beauty Prime Location! High and Dry for past Storms.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Alexis Elie (727-510-5787)
1591 COTTONWOOD TER, DUNEDIN, FL 34698
$649,9004 Days on yellowkey MLS ID: TB8517707
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1488 Built: 1977 Tax: $1,447 (2025)Community: Ravenwood ManorSpa: NoSingle Family
Taxes:$1,447
Remarks: Virtually Staged. Nestled in one of Dunedin’s most sought-after neighborhoods, beautifully renovated, completely move-in-ready pool home offering an exceptional combination of location, quality, and lifestyle. Situated within golf-cart distance of vibrant Downtown Dunedin and just steps from the world-famous Toronto Blue Jays Spring Training facility, this home places you in the heart of one of Florida’s most charming coastal communities. Enjoy easy access to the Pinellas Trail, waterfront parks, marinas, local breweries, award-winning restaurants, boutique shopping, and year-round events that make Dunedin such a special place to call home. Meticulously improved from top to bottom, this home has undergone an extensive transformation, with all improvements having been properly permitted. The centerpiece of the renovation is the stunning 2026 interior remodel, which completely reimagined the home with today’s buyer in mind. New flooring extends throughout the entire residence and is complemented by custom baseboards, updated door frames, new hardware, decorative lighting, fresh interior and exterior paint using premium Sherwin-Williams products, and thoughtfully selected finishes that create a cohesive and elegant feel throughout.The beautifully remodeled kitchen serves as the heart of the home, featuring high-end cabinetry accented with crown molding, dark stainless-steel appliances, a built-in wine refrigerator, and a dedicated coffee bar designed for both everyday living and entertaining. The bathrooms have also been transformed, including a luxurious primary suite bath and a beautifully renovated family bathroom. Custom closets and new closet doors throughout the home provide both style and functionality. Significant investments have been made in the home’s major systems. A new air conditioning system was installed in 2026, providing energy-efficient comfort and peace of mind. The home is also equipped with a Generac whole-house generator installed in 2021. Additional upgrades include new whole-house insulation featuring advanced pest-resistant technology, a new sprinkler irrigation system, updated decorative electrical outlets and switches throughout, and numerous improvements that enhance both comfort and efficiency.The outdoor living spaces are equally impressive. The backyard has been upgraded with premium turf, creating a lush, low-maintenance environment perfect for relaxing, entertaining, or enjoying Florida’s beautiful weather year-round. New pavers create an inviting front entry, while professional landscaping in both the front and rear yards enhances the property’s curb appeal. A new vinyl privacy fence installed in 2025 surrounds the pool area and backyard, offering security, privacy, and a polished finish to the outdoor space. Adding even more versatility is the customized garage retreat, complete with a workbench, refrigerator, cabinetry, drawers, and dedicated workspace. Whether used as a man cave, workshop, hobby room, fitness area, or additional entertaining space, this unique feature adds tremendous value and functionality. Every detail of this home has been thoughtfully upgraded with quality materials and professional craftsmanship. From the 2026 interior renovation and new 2023 A/C system to the 2025 fencing, 2021 whole-house generator, modern kitchen, beautifully updated bathrooms, and low-maintenance outdoor spaces, 1591 Cottonwood Terrace offers the perfect blend of luxury, comfort, and peace of mind.
Listing is courtesy of: KATIE DUCHARME REALTY, LLC (727-492-8490)
Listing Agent: Katie Ducharme Procissi (727-492-8490)
502 LEXINGTON ST, DUNEDIN, FL 34698
$579,0009 Days on yellowkey MLS ID: TB8509916
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1395 Built: 1951 Tax: $5,938 (2025)Community: Virginia ParkSingle Family
Taxes:$5,938
Remarks: Four Bedroom, 2 full bathrooms, custom high- impact storm windows, new A/C, new stove, new microwave, new dishwasher, new washer and dryer, newer vinyl privacy fencing. This 4 bedroom split plan designed home is conveniently located minutes from downtown, the Pinellas Trail, Dunedin Marina, several parks, and much more. In addition, you will discover this house offers tons of closets, a laundry room, a bathroom ensuite off the master bedroom, tile floors, ceiling fans, freshly painted rooms, and has been modestly staged for your convenience only. The large lot includes a shed, a deck, and plenty of space for a pool, and or recreational vehicles. This home has good energy flow, and is move-in ready.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Luke Palmer (727-871-5853)
2347 WATROUS DR, DUNEDIN, FL 34698
$999,90095 Days on yellowkey MLS ID: TB8485221
REDUCED by $198,100 (16.5%) on 05/07/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3367 Built: 1960 Tax: $8,084 (2025)Community: Fairway Estates 4Th AddSingle Family
Taxes:$8,084
Remarks: MAJOR PRICE REPOSITIONING — NOW OFFERED AT $999,900! ONE OF FAIRWAY ESTATES’ LARGEST HOMES - FULL REMODEL, PRICED UNDER $1M AND UNDER $300/SQ FT. MID-CENTURY CHARACTER MEETS MODERN COASTAL DESIGN This fully re-imagined Fairway Estates residence is nearly 3,500 sq ft of move-in-ready living space. This is not a typical-sized home for Fairway Estates. Based on recent neighborhood sales, this home is nearly double the size of the average home sold — an outstanding value opportunity in one of Dunedin’s most desirable golf-cart-friendly neighborhoods. Completely renovated and thoughtfully redesigned, with a modern open floorplan, This is not a small cosmetic refresh. The home has been rebuilt from the inside out with all-new electrical, a complete rewire, new HVAC system, new roof, impact-rated double-pane windows, and a freshly painted exterior, delivering the comfort, efficiency, and long-term peace of mind buyers expect in a fully renovated home. This 4-bedroom, 4.5-bath home blends classic Florida architecture with a fresh modern flow, just minutes from Downtown Dunedin, the beaches, the Pinellas Trail, Dunedin Causeway, Honeymoon Island, and the historic Dunedin Golf Club. From here, you are golf-cart distance to Downtown Dunedin, walking distance to the Pinellas Trail, and just a short drive to the beaches. Beautifully restored stunning polished terrazzo floors run throughout the first floor, adding warmth, texture, and authentic mid-century appeal. The heart of the home is the open chef’s kitchen, featuring quartz countertops, solid wood cabinetry, and a layout designed for everyday living, entertaining, and gathering. Each bedroom features its own private ensuite bathroom, creating a functional layout for family, guests. One of the home’s most valuable features is the expansive secondary living area, currently configured as a private guest or in-law suite with its own full kitchen, laundry, living space, and separate entrance potential. This flexible space could also serve beautifully as a game room, media lounge, private retreat, art studio, or extended family quarters. An additional 360-square-foot bonus living area adds even more usable lifestyle space, finished with new luxury vinyl plank flooring and filled with natural light. From the oversized two-car garage to the large covered front porch finished with elegant linen tile, the home offers space, function, and presence rarely found in this neighborhood at this price point. The fully fenced backyard with new vinyl privacy fencing offers excellent potential for a future private outdoor retreat. Renderings help show the potential for a resort-style screened lanai, pool, travertine deck, and outdoor kitchen. Located in Zone X and a non-evacuation zone, this home offers added peace of mind while keeping buyers close to the best of coastal Dunedin living. Fairway Estates is one of Dunedin’s most loved neighborhoods, ideally positioned near the restored Dunedin Golf Club, Highland House, the Pinellas Trail, Dunedin Causeway, Honeymoon Island State Park, waterfront restaurants, breweries, festivals, boutiques, farmers markets, and Downtown Dunedin. At $999,900, this is a rare opportunity to own one of Fairway Estates’ largest fully renovated homes!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Scott Turner (727-469-7007)
231 LIME CIR S, DUNEDIN, FL 34698
$1,695,00045 Days on yellowkey MLS ID: TB8503742
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3339 Built: 1950 Tax: $12,011 (2025)Community: Shore CrestSingle Family
Taxes:$12,011
Elementary School: Eisenhower Elementary-PN
Remarks: Welcome to a thoughtfully reimagined residence in Dunedin, where design meets intention and everyday living is redefined. Set on an approximately 0.25-acre pie-shaped lot in the Shore Crest neighborhood, this 6-bedroom, 3-bath home offers 3,339 heated sq ft shaped around a concept rarely found—three distinct living wings unified by a central gathering space. Each wing offers its own sense of privacy and purpose, creating a flexible environment suited for multigenerational living, extended stays, or dedicated work-from-home spaces. Natural light fills the open interiors, complemented by modern lighting and curated finishes that bring a refined, cohesive feel throughout. A renovated kitchen and updated bathrooms provide a clean, contemporary foundation, enhanced by a whole-house water filtration system. Outdoors, expansive landscaped areas offer space to gather, relax, and entertain, all just moments from the charm of Downtown Dunedin, the Pinellas Trail, and a vibrant mix of local dining, shops, and waterfront settings. ***Owner is a licensed Florida real estate professional***
Listing is courtesy of: HOMESCENE REALTY (727-877-5020)
Listing Agent: Claudia Hall (818-497-3402)
548 BAY ST, DUNEDIN, FL 34698
$489,00052 Days on yellowkey MLS ID: TB8500731
0 Days Off yellowkey (back on 6/13/2026)
REDUCED by $26,000 (5.0%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 1957 Tax: $7,719 (2025)Community: Foree SubSingle Family
Taxes:$7,719
Remarks: Under contract-accepting backup offers. 548 Bay St isn't your typical Dunedin, FL listing. It's two complete homes on one lot, not in a flood zone, and an 8-minute walk to Downtown Dunedin's restaurants, breweries, Friday night live music and the Gulf. The main house is a 2-bed, 1-bath bungalow in one of Pinellas County's most walkable neighborhoods. The detached accessory dwelling unit (ADU), built in 2022, functions as a private guest house or in-law suite with its own bedroom, full bath, living area, and kitchenette, and rents between $1,400-$2,000/month depending on the season, making it a turn-key income producer from day one. Both units allow 90-day minimum rentals, and owner-occupants of the main house can apply for a conditional use permit to unlock short-term rental income from the ADU, a rare setup in one of Florida's top vacation destinations. Six minutes to the Pinellas Trail, minutes to Honeymoon Island and the Gulf, and close to Blue Jays Spring Training, the Fenway Hotel, and Dunedin Golf Club. Two storage sheds handle the bikes, kayaks, and beach gear, and the spacious backyard is a blank canvas for whatever outdoor life you're envisioning. The front yard boasts a low maintenance native Florida garden. Two-home properties this close to downtown, outside the flood zone, almost never come to market in Dunedin, FL. Whether you're looking for your forever home, an investment property, multi-generational family living, or simply a home with built-in income, 548 Bay St delivers something genuinely hard to find. Recent improvements include A/C in 2025, hot water heater in 2022, kitchen appliances in 2024. Schedule your private showing today. Opportunities like this in Dunedin don't last.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Donald Hathaway, Iii (813-391-6303)
567 BAYWOOD DR N, DUNEDIN, FL 34698
$475,00010 Days on yellowkey MLS ID: O6414063
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1640 Built: 1955 Tax: $4,185 (2025)Community: Baywood Shores 1St AddSpa: NoSingle Family
Taxes:$4,185
Remarks: Picture yourself at 567 Baywood Dr N, a well-appointed residence with a straightforward layout. The kitchen includes stainless steel appliances, enhancing daily culinary tasks. An exterior patio leads to a fully fenced in backyard, providing an enclosed outdoor area. This home combines modern functionality with practical outdoor living. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1438 SANTA ANNA DR, DUNEDIN, FL 34698
$475,00062 Days on yellowkey MLS ID: TB8495579
REDUCED by $21,700 (4.4%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1536 Built: 1948 Tax: $3,816 (2025)Community: Dunedin Isles 1Single Family
Taxes:$3,816
Remarks: Virtually Staged. Situated in a premier Golf Cart Zone and steps from the Pinellas Trail, this 3-bedroom, 2-bathroom home offers the walkable, vibrant lifestyle today’s buyers crave, with NO flood insurance. Welcome to the charming Dunedin Isles neighborhood. Minutes from Downtown Dunedin, your new home awaits! This beautifully updated single-story split floor is 1,536 square feet of thoughtfully designed living space in one of Dunedin’s most desirable and walkable neighborhoods. The home features a warm, cozy interior with a flexible floor plan, including two separate living areas ideal for everyday living, entertaining, or working from home. The kitchen showcases granite countertops, stainless steel appliances, and updated cabinetry, while both bathrooms have been tastefully modernized. Significant improvements provide confidence and long-term value, including LVP flooring (2021/2026), interior paint (2026), an electrical panel replacement (2024), A/C (2019), roof (2018), and water heater (2023). The expansive fenced backyard offers space for a future pool, a pavered patio and room to build an oasis of your own. A one-car detached garage adds convenience and storage. Located near the Pinellas Trail you can easily walk, ride your bike or golf-cart to Downtown Dunedin, and the entertainment of breweries, shopping, and dining. Minutes from renowned beaches yet no flood insurance is required here. This property was not affected by 2024 storms. This move-in-ready home offers modern comfort paired with an exceptional lifestyle. Set up your private appointment to tour and make this home yours!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Kaitlin Brennan (727-269-1236)
1540 SAN HELEN DR, DUNEDIN, FL 34698
$465,0003 Days on yellowkey MLS ID: TB8515244
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1318 Built: 1958 Tax: $5,648 (2025)Community: Dunedin Isles Estates 1St AddSingle Family
Taxes:$5,648
Remarks: A large circular driveway greets you as you arrive at this adorable, solid block, Two Bedroom, One and Half Bath home on a quiet street in Delightful Dunedin. This perfectly located charmer is in the heart of the Golf Cart Zone and the coveted No Flood Zone. Featuring updated windows, Crown Molding, Luxury Vinyl Plank, Porcelain Tile, Updated Bathrooms, Quality Window Shades, fresh fencing and an enclosed Florida Room. The second bathroom could easily reconfigure to a full bath and an indoor laundry. Pricing is reflective of needed kitchen updates. An enclosed Florida Room is being used as an Office currently but it's definitely a flexible bonus space. So many options!! Step out your backdoor to find your muscle soothing hot tub for a relaxing soak and then hop in the "kiddie/dog/big kid" temporary pool for a refreshing dip without all the expense. BUT, the backyard has plenty of room if you want to put a pool in permanently and there are even inspiration images for an in ground pool and patio. Roof is 10 yo and AC is 12yo. Just blocks to the beautiful Gulf, Hammock Park, The Dunedin Fine Art Center and the incredible Highlander Park. Only a quick Golf Cart ride to fabulous Downtown Dunedin, the beautiful Marina ALL of the fabulous restaurants, wine bars, coffee houses and fantastic shopping. Don't forget, you're only approx 3 miles to World Renowned Honeymoon Island State Park. There is not a more vibrant waterfront town than Dunedin.
Listing Agent: Lisa Devereaux (727-420-8918)
140 HIGHLAND AVE, DUNEDIN, FL 34698
$875,00080 Days on yellowkey MLS ID: TB8490756
REDUCED by $14,000 (1.6%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1463 Built: 1966 Tax: $8,462 (2025)Community: Virginia ParkSingle Family
Taxes:$8,462
Remarks: Immaculate...Dunedin Pool Home located in the heart of Dunedin in the Golf-Cart Zone and walkable to all that Dunedin offers. Located in a non-flood zone, this exceptional pool residence captures the essence of refined Florida living with QUALITY custom improvements throughout and a low maintenance yard. Offering 2 bedrooms plus office/flex room/3rd bedroom this property is situated on one of Dunedin’s charming brick-lined streets and approximately one mile from vibrant downtown, this home offers an unmatched blend of tranquility, walkability and coastal energy. Inside, a light-filled open-concept design is elevated by plantation shutters, wide-plank luxury vinyl flooring, complemented by newer interior doors and a curated selection of updated fixtures and finishes. Every detail has been thoughtfully enhanced to create a space that feels both sophisticated and inviting. The kitchen is beautifully appointed with custom cabinetry, quartz countertops and backsplash, breakfast bar and a sunlit dining area, perfectly designed for both everyday living and effortless entertaining. The primary suite is a serene retreat, featuring a remodeled spa-inspired bath and walk-in closet. A versatile third bedroom, currently styled as an office opens through elegant French doors, seamlessly connecting to the outdoor living space and enhancing the home’s indoor-outdoor flow. Step outside into your private resort-style oasis. A stunning saltwater pool (2021) with a sparkling PebbleTec finish with a screened enclosure, covered patio and expansive brick paver entertaining areas, creating the perfect setting for relaxed coastal living or hosting. With multiple access points to the outdoors, you can effortlessly embrace the Florida lifestyle from the comfort of your new home. The meticulously maintained yard is fully fenced with white vinyl and enhanced by LED landscape lighting, newer Hunter irrigation system, while a convenient double gate provides ideal access for boat or golf cart storage. Benefit from the close proximity to the Gulf of Mexico, the Pinellas Bike Trail, and Dunedin Blue Jays stadium, all within walking distance. This golf-cart-friendly community allows for a quick, scenic ride to the heart of downtown, where waterfront dining, boutique shopping, and coastal charm await. Rest easy knowing that flood insurance is not required. Additional peace of mind includes: New A/C (2025), Electrical Panel (2023), Rheem Water Heater (2023) and Water Softener (2024). And as a true nod to its location, the property features Dunedin’s signature orange, an iconic symbol of this beloved coastal town. This residence is pristine and ready for it’s new owner.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Katie Gawel (813-966-7397)
1429 SAN CHARLES DR, DUNEDIN, FL 34698
$510,00025 Days on yellowkey MLS ID: TB8509463
REDUCED by $15,000 (2.9%) on 06/11/2026
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1364 Built: 1958 Tax: $1,537 (2025)Community: Dunedin Isles EstatesSingle Family
Taxes:$1,537
Remarks: SELLER IS VERY MOTIVATED.....Located in the heart of highly sought-after Dunedin, this beautifully updated pool home offers the perfect blend of style, comfort, and convenience in one of Tampa Bay’s most desirable golf cart communities. Just minutes from the Gulf waters—yet situated in a non-flood Zone X and non-HOA neighborhood—this move-in ready 2-bedroom, 1.5-bathroom home delivers the Florida lifestyle buyers are searching for. Ideally located approximately one mile from vibrant downtown Dunedin, half a mile from the Pinellas Trail, and just moments from waterfront parks, shopping, dining, breweries, and award-winning Gulf beaches, the location truly speaks for itself. Offering 1,364 square feet of thoughtfully designed living space, the home features an inviting open layout enhanced by crown molding in the living and dining areas, updated wood-look tile flooring throughout, and an abundance of natural light. The beautifully remodeled kitchen is a standout feature, showcasing white shaker cabinetry with crown molding, granite countertops, subway tile backsplash, matching stainless steel appliances, ample storage, and a convenient bar-top seating area overlooking the versatile bonus room. Perfect as a home office, fitness space, playroom, or additional lounge area, the bonus room adds flexibility to fit a variety of lifestyles. The dining area flows seamlessly from the kitchen and opens directly to the covered, fully screened lanai, creating an effortless indoor-outdoor living experience ideal for entertaining. Step outside to your own private backyard oasis featuring a sparkling pool, lush tropical landscaping, professional landscape lighting, a fully fenced vinyl backyard, and a brand-new storage shed. Whether hosting family and friends or enjoying a peaceful evening at home, this outdoor space is designed to impress. The updated bathroom, conveniently positioned between the two bedrooms, features a beautiful stone shower, stylish vanity, upgraded lighting, and custom barn door wall storage. Major improvements throughout the home provide peace of mind, including a brand-new air conditioning system (2026), whole-house repipe, brand-new hurricane-impact sliding glass door (2026), newer front door, deep-well irrigation system for reduced water costs, and a roof installed in September 2021. The front exterior also features customizable Govee app-controlled lighting, adding a modern touch of curb appeal day or night. Complete with a single-car garage and an oversized driveway with parking for up to four vehicles, this exceptional home combines modern upgrades, functional living space, and an unbeatable location in one of Dunedin’s most sought-after neighborhoods. Schedule your private showing today and experience everything this remarkable home has to offer. **SELLER MOTIVATION UPDATE: The sellers have identified their next home and are highly motivated to make a move. They are open to considering reasonable offers and are willing to negotiate with qualified buyers. This is an excellent opportunity to secure a wonderful home with flexible sellers ready to work towards a successful transaction. Second bathroom and shower located in garage**
Listing is courtesy of: SELECT PROPERTIES INC (727-934-4099)
Listing Agent: Shannon Howard (727-487-1770)
791 WEATHERSFIELD DR, DUNEDIN, FL 34698
$1,148,00058 Days on yellowkey MLS ID: TB8498180
REDUCED by $110,000 (8.7%) on 05/09/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2707 Built: 1989Monthly Fee: $63 Tax: $5,193 (2025)Community: Weathersfield SubSingle Family
Taxes:$5,193
Remarks: Live the Dunedin lifestyle—just a golf cart ride to the heart of Downtown Dunedin. This light and bright turnkey home. offers generous living spaces and a comfortable, stylish layout. With 4 bedrooms, 3 bathrooms, and a 3-car garage, this home is designed for everyday living and easy entertaining.Step outside to enjoy the screened pool and jacuzzi overlooking the lake and grassy backyard, creating a peaceful setting to relax or host family and friends.Recent updates include vinyl flooring (2025), new carpet in two bedrooms (2026), stainless steel appliances, A/C (2021), water heater(2022) ROOF (2025), and fresh interior and exterior paint (2026). The home also features a beautifully updated kitchen and bathrooms, plus low HOA fees.This home is equipped with all hurricane-rated impact windows and doors, offering superior storm protection, Located just 1.6 miles from Downtown Dunedin, you’ll have quick access to award-winning dining, craft breweries, waterfront parks, marinas, festivals, and all the charm that makes this area so desirable. Come enjoy the lifestyle at Weathersfield.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Mayra Roland (727-742-8588)
2020 YALE AVE, DUNEDIN, FL 34698
$529,900122 Days on yellowkey MLS ID: TB8475376
REDUCED by $5,000 (0.9%) on 06/04/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1873 Built: 1968 Tax: $7,695 (2024)Community: Dunedin Isles Country ClubSingle Family
Taxes:$7,695
Tax Year: 2024
Remarks: Welcome home to this stylishly updated 3-bedroom, 2.5-bath residence perfectly situated in one of Dunedin’s most sought-after neighborhoods just minutes from Downtown Dunedin’s shops, restaurants, the Pinellas Trail, Honeymoon Island and the Gulf beaches. Featuring modern finishes, an open-concept layout, and a spacious backyard, this home offers the ideal blend of comfort and Florida lifestyle charm. Step inside to discover a bright and inviting living area accented by laminate flooring and abundant natural light. The updated kitchen boasts granite countertops, stainless steel appliances, white cabinets, and a convenient kitchen island—ideal for cooking and entertaining. The primary suite includes a walk-in closet and spa-inspired ensuite bath, complete with a double vanity, garden tub and a beautifully tiled shower. Two additional bedrooms provide plenty of space for family, guests, or home office use. This home boasts a living room, dining, and family room, offering multiple options for usage. Enjoy Florida living at its finest in the fenced backyard, perfect for relaxing or hosting gatherings. There is plenty of storage with 2 outside storage sheds and an additional parking pad for all your toys. Additional features include impact windows (2015), tankless water heater, and updated electrical. The one car garage houses the washer and dryer, as well as a shower for a quick rinse when returning from the beach. Roof 2014, HVAC 2009. The property is move-in ready and waiting for you to start your next chapter in this exceptional Dunedin home! Some pictures have been virtually staged to expand your vision.
Listing is courtesy of: FLORIDA PREMIERE REALTY (727-437-0261)
Listing Agent: Millie Jackson (828-337-9468)
1158 OVERCASH DR, DUNEDIN, FL 34698
$455,00076 Days on yellowkey MLS ID: TB8491799
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1536 Built: 1973 Tax: $1,606 (2025)Community: Ranchwood EstateSpa: NoSingle Family
Taxes:$1,606
Remarks: THIS IS A 2 BED AND ONE BATH HOME WITH CLOSED IN PORCH. ATTACHED IS STUDIO APARTMENT. THIS HOME IS PERFECT FOR AN INVESTOR WITH TWO RENTAL INCOME, OR A HOME BUYER TO HELP PAY MORTGAGE
Listing Agent: Julio Fonseca, Jr. (727-999-1752)
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