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$1,049,900
4 Beds ⋅ 3 Baths ⋅ Highwood Estates Ph 2 SubDv. ⋅ 34698 Zip Code
Exclusive, gated Highwood Estates of fabulous Dunedin! Welcome to 2246 Highwood Court, where luxury, comfort and thoughtful design blend perfectly. This beautifully appointed home features a desirable three-way split floor plan that offers privacy for daily living and also boasts open spaces ideal for entertaining. Tile flooring flows throughout the main living areas, leading to an expansive great room highlighted by a custom entertainment wall with furniture-grade built-in cabinetry, an electric fireplace and endless designer finishes. The gourmet kitchen overlooks the living area and is equipped with a large center island/breakfast bar, quartz countertops, a gas cooktop and abundant cabinet space. Absolute ease for everyday living and grand entertaining. The spacious primary suite overlooks the backyard oasis and offers wood-look tile flooring, a luxurious en-suite bath with a soaking tub, water closet, walk-in shower, and an oversized walk-in closet with direct access to the laundry room for added convenience. Secondary bedrooms are sizable with abundant closet space and all bathrooms are fashionably finished with designer tilework, lighting and hardware. Step outside to your private backyard retreat featuring a resort-style, 2025 built pool with a fully raised infinity-edge spa surrounded by elegant marble pavers. The yard is fenced for ultimate privacy! A true sanctuary—the essence of the Florida lifestyle! Additional features include raised ceilings, a whole-house generator, natural gas service and a climate-controlled garage with a mini-split A/C system. The owner also had the garage ceilings raised during construction to accommodate a vehicle lift, providing brilliant additional storage or space for the automotive enthusiast. This exceptional home offers the perfect blend of luxury finishes, functional design and resort-style outdoor living. Quality built in 2018. Low HOA. No flood insurance needed. The well-groomed community of Highwood Estates is a Natural Gas Community AND LOCATION, LOCATION! Minutes to Honeymoon Island…shopping…restaurants…entertainment…delightful downtown Dunedin…charming old town Palm Harbor…airports! This home is a rare find. Immaculate and truly move-in ready for the even most selective buyer.

2246 Highwood Court, Dunedin

$1,040,000
3 Beds ⋅ 3 Baths ⋅ Edgewater Arms 4th Condo SubDv. ⋅ 34698 Zip Code
Rarely Available Top Floor Corner Penthouse with Wraparound St. Joseph Sound water views – Dunedin! Welcome to 634 Edgewater Drive, Unit 844 a stunning 8th-floor corner penthouse offering some of the best unobstructed views of St. Joseph Sound in Dunedin. This rarely available 3-bedroom, 3-bathroom residence spans 2,565 SQFT of open concept living, wrapped in floor to ceiling windows that flood every room with natural light and panoramic water views from nearly every angle. Buy with confidence the association is fully funded with the milestone inspection already completed, no deferred maintenance headaches. Association fees cover virtually everything the buyer is only responsible for electric, making ownership refreshingly simple. The fully updated kitchen is a showstopper, featuring solid wood cabinetry, gleaming granite countertops, stainless steel appliances, and an oversized island with bar seating perfect for entertaining while soaking in the view. Both bathrooms have been beautifully updated as well, and the unit includes an in unit washer and dryer plus a 2 year young AC system for total move in ready convenience. Enjoy your morning coffee or evening sunset over St. Joseph Sound from your private balcony, then head downstairs to launch a kayak right from the community, or take advantage of two dedicated car wash stations and private storage rare amenities you won't find elsewhere. This waterfront community offers resort style living with a sparkling pool, fitness center, clubhouse, and elevator access, all just minutes from downtown Dunedin's shops, restaurants, and the Pinellas Trail. Corner penthouse units on this floor with these views, a fully funded association, and a completed milestone inspection almost never hit the market together. Schedule your private showing today — units like this don't last.

634 Edgewater Drive Unit 844, Dunedin

$1,037,500
3 Beds ⋅ 2 Baths ⋅ Virginia Park SubDv. ⋅ 34698 Zip Code
Brand New Construction Home Completed...with room for a pool. Located in the heart of Dunedin and ready for its first owner. Nestled along one of Dunedin’s charming brick-lined streets, this stunning brand-new residence offers the perfect blend of refined design and coastal lifestyle. Located in a Golf Cart friendly area, non-flood zone with no HOA. Property comes with a builder warranty on workmanship and systems, along with manufacturer warranties on all appliances. Perfection meets Pretty…This thoughtfully designed residence offers 3 bedrooms, 2 bathrooms and a 2-car garage. A welcoming foyer opens into a sophisticated open-concept layout filled with natural light and elevated finishes throughout. The gourmet kitchen showcases stylish cabinetry, stunning quartz countertops and a spacious walk-in pantry, perfectly designed for both everyday living and entertaining. The great room impresses with a soaring 10-foot tray ceiling and seamless access to your covered patio, creating a natural indoor-outdoor tranquil area. The primary suite features a luxurious en-suite bath with exquisite walk-in shower, dual sink vanity and custom walk-in closet system. A flexible 3-way split floor plan provides both privacy and versatility. Highlights include: Block construction with hurricane impact windows & doors, 10-foot ceilings, upgraded fixtures, inside laundry room, brick-paver driveway, backyard patio and firepit. Fully fenced backyard with PVC privacy fencing, lush landscaping, irrigation system (front & back). Plenty of room to add a pool. Ideally located just a short stroll from vibrant Main Street, you’ll enjoy effortless access to boutique shopping, local breweries, waterfront dining, the marina and the Pinellas Bike Trail. Be the first to call this stunning Brand-New Home yours and experience the best of the Dunedin lifestyle!

448 Orangewood Drive, Dunedin

$1,025,000
3 Beds ⋅ 3 Baths ⋅ Shore Crest SubDv. ⋅ 34698 Zip Code
Key West Style...Custom with Character…Immaculate Renovated Pool Home that truly has it all, with resort-style outdoor living in one of Dunedin’s most desirable locations, beautifully situated on a .23 acre lot. Located in a non-flood zone with no HOA. Offering 2 bedrooms plus office/den/flex room, 3 full baths and an oversized garage with additional covered parking, the layout is flexible and functional. Completely renovated and impeccably maintained, this exceptional Dunedin residence blends comfort, style and effortless indoor-outdoor living. From the moment you step onto the charming covered front porch, you feel it, warmth, quality and intention in every detail. Inside, vaulted ceilings, oak floors, hurricane-impact windows, new interior doors, white faux blinds, and custom closet systems reflect the thoughtful updates completed with care. The living room is cozy and elegant, centered around a natural gas fireplace, perfect for relaxing evenings. The stunning primary suite opens privately to the pool and features a beautifully updated en suite bath with mosaic tile flooring, dual sinks, an oversized walk-in shower and three closets for exceptional storage. The 2023 kitchen is a true showpiece with Harbour Blue KraftMaid cabinetry, black matte hardware, quartz countertops, farmhouse sink, mosaic backsplash, wine rack and a sleek black stainless appliance package all designed for both everyday living and entertaining. A full-size LG washer and dryer are conveniently located in the interior laundry room. Step outside and you’ll discover your own private retreat, truly an extension of the home. A newer heated saltwater pool with spillover 6-person spa (2022) that's fully automated and sits within a screened enclosure. The covered outdoor living space flows seamlessly into a custom outdoor kitchen complete with gas grill, pizza oven, refrigerator, freezer and remote sunshade, perfect for evenings under the Florida sky. A durable metal roof, brick paver driveway, walkway and front porch provide timeless curb appeal and ample parking. Fully fenced with white vinyl fencing and dual gates, low-maintenance turf backyard, drip irrigation on well, natural gas features throughout and two sheds both equipped with electricity. A short stroll or golf cart ride to the Dunedin Marina, downtown main street where you'll find boutique shopping, dining, breweries, waterfront parks and the Pinellas Bike Trail. Natural gas services the interior fireplace, range, tankless water heater, outdoor firepit, grill, pizza oven, and pool heater, a rare and valuable feature. This property offers the perfect balance of lifestyle, luxury, and location.***BONUS: The property is zoned R-60 which means that an ADU/In-Law Suite is permitted provided that it meets the code guidelines per the City of Dunedin.

216 Grove Circle S, Dunedin

$1,005,000
5 Beds ⋅ 3 Baths ⋅ Dunedin Isles Country Club SubDv. ⋅ 34698 Zip Code
Virtually Staged. Welcome to 1008 Michigan Blvd, where modern luxury meets the heart of Dunedin’s most coveted location. Nestled directly across from Highlander Park, this fully renovated 5-bedroom, 3-bath masterpiece sits on just under a private fenced half-acre—a rare find in Dunedin and an absolute dream for anyone looking to live steps from Dunedin’s best amenities. From your front door, enjoy a short walk to the Dunedin golf course, Dunedin Fine Arts Center, the Pinellas Trail, the splash pad, tennis courts, and ball fields. Hop on your golf cart and be in Downtown Dunedin within minutes for dining, festivals, breweries, and waterfront sunsets. This is the lifestyle everyone wants—and at Michigan Blvd, it’s yours. Inside, the home has been reimagined with a new modern architectural style, soaring 14-foot ceilings (an impressive 18 feet in the foyer) and high-end finishes throughout. Every major system has been thoughtfully updated for long-term peace of mind, including: • 2024 new roof with hurricane straps • 2024 EAS custom impact-rated windows and sliders, including automated roller shades. • Three new A/C systems with ductwork • Updated electrical with generator transfer switch • Energy-conscious construction, and spray foam insulation with verified air sealing. The upstairs features separate zoning, making it ideal for guests, extended family, or a private second master suite. Outside, the property continues to impress with new James Hardie Architectural Panels, gutters, PVC wood-slat fencing, and all-new exterior lighting. The oversized double lot includes: • RV parking + plenty of room for your backyard pool oasis or an ADU • New textured concrete, turf, and irrigation • Front and back yard fencing • Low-Maintenance Landscaping for added privacy • An 8-car private driveway + 2-car oversized garage with custom cabinetry • Attic with decking for storage This home truly blends location, luxury, and long-term durability—offering every modern upgrade a buyer could want while being surrounded by Dunedin’s most beloved parks, recreation, and community amenities. Oh wow awesome! THIS HOME WAS NOT AFFECTED BY RECENT/PAST HURRICANES AND HAS NEVER FLOODED. 1008 Michigan Blvd isn’t just a home, it’s a lifestyle, a retreat, and a rare Dunedin opportunity. Come experience it for yourself. Note pool photos are to show what the back yard could look like. The pool is not there a those photos are just renderings.

1008 Michigan Boulevard, Dunedin

$999,999
4 Beds ⋅ 3 Baths ⋅ Dunedin Ridge Sub SubDv. ⋅ 34698 Zip Code
Virtually Staged. Welcome to your private slice of paradise in the heart of Dunedin—where luxury living meets an unbeatable coastal lifestyle, just minutes from the Dunedin Causeway, Honeymoon Island, and the Pinellas Trail. This stunning custom-built pool home is a true showstopper, offering 4 bedrooms, 3 bathrooms, a dedicated bonus room, and over 3,460 square feet of thoughtfully designed living space. From the moment you step inside, you’re greeted by an impressive open two story foyer with formal dining area & living room, highlighted by a custom wrought-iron staircase and sliders that invite natural light and seamlessly connect to the outdoor oasis. At the heart of the home, the gourmet chef’s kitchen is designed to impress—featuring stainless steel appliances, a 5 burner gas cooktop, built-in double convection ovens, granite countertops, bread cabinet, lazy susan, a spacious island, breakfast bar seating, and a charming dinette perfect for casual dining. The adjoining family room is both warm and inviting, complete with custom built-ins, a gas fireplace, and direct access to the lanai—ideal for effortless indoor-outdoor entertaining. The first-floor primary suite is a luxurious retreat, offering a generous walk-in closet, storage closet and a spa-inspired en-suite bath with dual vanities, a walk-in shower, and a relaxing soaking tub. A second downstairs bedroom is perfect for guests, while a separate office/workstation provides a quiet and functional space for remote work or study. A full pool bath adds convenience and accessibility. Upstairs, a spacious bonus room creates endless possibilities—whether it’s a media room, game room, or lounge. Two additional bedrooms, each with large walk-in closets, share a well-appointed Jack-and-Jill bathroom. Step outside and escape to your own tropical sanctuary. The covered pavered lanai overlooks a sparkling heated saltwater pool with a spillover spa, all surrounded by lush, private landscaping. A separate pavered fire pit area sets the scene for cozy evenings under the stars. Additional highlights include a large first-floor laundry room, a 756 sq ft garage with custom built-in cabinetry, a tankless water heater, security system, and an extended paver driveway. With no HOA and a prime location near top-rated beaches, parks, dining, and shopping—plus easy access to Tampa International and St. Pete airports—this exceptional home truly has it all. This is more than a home—it’s a lifestyle.

1575 Quail Drive, Dunedin

$980,000
4 Beds ⋅ 3 Baths ⋅ Harbor View Villas SubDv. ⋅ 34698 Zip Code
* * * GREAT OPPORTUNITY TO OWN A DUNEDIN BOATABLE WATERFRONT HOME* * * Located in one of only three subdivisions that you can keep a boat behind your home! A recently refreshed home that is in MOVE IN CONDITION * * *This Large 4-bedroom home includes a split bedroom floor plan, Formal living room and dining room, TWO family rooms, and Inside utility room. The fully remodeled Kitchen includes brand new beautiful modern cabinets with state-of-the-art stainless appliance package. Rear yard comes complete with inground pool, Boatlift ($15,00lbs) and dock, and lots of decking that provides endless design opportunities. Just a few houses from OPEN WATER. * * * Subdivision is 5 minutes from DUNEDIN CAUSEWAY which gives you access to beautiful Honeymoon Island/Beaches and Caladesi Island. Both voted the #1 Beach in America over the last few years. Just 10 minutes further south and you can enjoy the Small and Quaint community of Historic Dunedin. Perfect location to enjoy all the amenities that Dunedin has to offer. Subdivision is minutes from the Pinellas Trail. Downtown Dunedin offers wonderful restaurants, marina, central park with stage for concerts and movies and much more! Just a few blocks away is DUNEDIN HIGHLANDER PARK – This is Dunedin’s flagship park that is home to Dunedin Fine Arts Center, swimming center, water park, tennis courts, baseball fields, volleyball courts, playgrounds and playing fields. LIKE BASEBALL? Dunedin is the home of Toronto Blue Jays spring training and triple AAA baseball facilities. Clearwater homes the Philadelphia Phillies and just 45 minutes away is the New York Yankees facilities.

2250 Lagoon Drive, Dunedin

$975,000
4 Beds ⋅ 5 Baths ⋅ Fairway Estates 4th Add SubDv. ⋅ 34698 Zip Code
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!

2347 Watrous Drive, Dunedin

$960,000
4 Beds ⋅ 2 Baths ⋅ Dunedin Isles Country Club SubDv. ⋅ 34698 Zip Code
Price IMPROVEMENT! Live the Ultimate Dunedin Lifestyle! Experience the true essence of Dunedin living at 2012 Culberson Ave—where modern design, smart technology, and tropical tranquility meet. Perfectly positioned with views of the Dunedin Golf Club and Highlander Park, this 4-bedroom, 2-bath, 1-car garage home offers 2,432 heated square feet of high-end craftsmanship and effortless Florida charm. Just a short golf cart ride to Downtown Dunedin’s waterfront, restaurants, and boutiques, this location delivers the ultimate blend of serenity and convenience. This property combines the best of new construction that has an addition made with block construction and designer renovations, featuring all-new electrical and plumbing, a high-efficiency Daikin A/C system with all-new ducts and registers, impact windows and doors, and a Level 5 drywall finish throughout. Inside, the open-concept layout showcases solid cherry cabinetry, custom white cement countertops, smart appliances, and an oversized kitchen island that seats six, creating a warm and stylish heart of the home. The interior also boasts original hardwood and hypoallergenic concrete flooring, a smart LED fireplace, Lutron lighting and dimmers, and European-inspired bathrooms with curbless showers and wall-hung toilets. Convenient indoor laundry adds everyday functionality, while thoughtful design details make every space feel elevated and intentional. The addition features over 9 foot ceilings, which includes the primary suite, primary bath and additional bedroom or office. From the primary suite, guest quarters, and kitchen, pocket sliders open directly to your private backyard oasis—a resort-style retreat where it feels like vacation 365 days a year. The smart pool and spa feature color-changing lights, deck jets, and high-end pavers, surrounded by lush zero-scape tropical landscaping in both the front and back yards. The cabana off the addition serves as the ultimate recreation lounge, perfect for a poolside game room, home office, or guest retreat. A unique flex space by the pool adds incredible versatility—it can serve as a recreation room, additional bedroom, home office, den, or cabana suite. Other premium features include a new high-level metal roof with rafter tie-downs, foam-insulated attic, custom stained wood soffits, smart garage door opener, and freshly sealed driveway, sidewalk, and porch. With all possible insurance credits, no flood zone, and every modern upgrade imaginable, this home truly defines luxury coastal living in Dunedin—where every day feels like a getaway.

2012 Culberson Avenue, Dunedin

$950,000
3 Beds ⋅ 3 Baths ⋅ Edgewater Arms 4th Condo SubDv. ⋅ 34698 Zip Code
Stunning corner-unit luxury condo with breathtaking views in the heart of delightful Dunedin! This beautifully updated 3-bedroom, 2.5-bath residence offers natural light-filled living spaces and spectacular vistas from every angle. Thoughtfully renovated throughout, the home features all-new double-paned, hurricane-resistant windows with UV-reflective coating, along with three hurricane-rated sliding glass doors—providing both peace of mind and energy efficiency. In 2025, the condo was enhanced with a brand-new HVAC system and recent upgrades also include luxury vinyl flooring throughout, custom remote-controlled shades in the living room and bedrooms, and elegant custom drapery across the home. The updated kitchen shines with quartz countertops, upgraded appliances, and custom automatic cabinet lighting that illuminates upon opening. Each bedroom offers custom-designed closets, highlighted by an exceptional, show-stopping custom closet in the primary suite. Enjoy resort-style waterfront living with amenities that include a private dock, clubhouse with fitness center, sparkling pool, and outdoor grilling area—all set against a scenic waterfront backdrop. Additional building improvements include a new roof (2025) and drainage pipes relined with PVC in 2023. Ideally located just minutes from downtown Dunedin’s charming shops, restaurants, baseball parks, and its sought-after coastal golf-cart lifestyle. This exceptional condo truly has it all!

634 Edgewater Drive Unit 444, Dunedin

$930,000
4 Beds ⋅ 3 Baths ⋅ Weathersfield Sub SubDv. ⋅ 34698 Zip Code
Virtually Staged. 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 (2019), 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 Front door, offering superior storm protection, 2026 springle system around the property, 2026 Electric pool Panel 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.

791 Weathersfield Drive, Dunedin

$904,500
4 Beds ⋅ 3 Baths ⋅ Highland Woods 2 SubDv. ⋅ 34698 Zip Code
Welcome to this highly sought after, gated community of Highland Woods in the charming town of Dunedin! Amazing location with downtown Dunedin being 5 minutes away for some of the best restaurants, shopping, and breweries that Pinellas County has to offer, while also being only 5 minutes from Countryside mall and 15 minutes to Honeymoon Island. With a BRAND NEW Roof, NEW A/C system, NEWER pool equipment, NEW luxury vinyl flooring, and NEWLY renovated bathrooms. This home offers 4 bedrooms, 3 baths, an office, bonus room and a one of a kind fully fenced backyard with pool and hot tub as well as a rubberized sports court, this home was built for fun and entertaining! The outdoor space really offers a multitude of possibilities as it is larger than most and the sports court will be a great addition for many but also can be removed for a ton of extra yard space if one desires. Pool can also be caged if needed as it was in the past but owners enjoyed the more open feel for all of the entertaining they did. Homes go quickly in this area so schedule your private viewing today! **Master Shower Class door will be installed by Friday.

2300 Hannah Way S, Dunedin

$901,000
4 Beds ⋅ 3 Baths ⋅ Pinehurst Highlands SubDv. ⋅ 34698 Zip Code
YES this is the one! Perfect blend of style, comfort, and location in this beautifully renovated Dunedin home, where every detail has been designed for modern Florida living. This 4 bedroom, 3 bathroom home has a stunning open concept kitchen featuring a large island, ideal for gathering and entertaining, along with a walk-in pantry, dedicated office space, and a convenient indoor laundry room. Every detail has been carefully updated to create a move-in-ready experience. Step outside and enjoy your private backyard oasis. The heated pool has been newly renovated and is surrounded by elegant pavers, a spacious covered lanai for year round entertaining, and a cozy fire pit area. The outdoor lighting creates a warm, inviting ambiance in the evenings, while the vinyl fencing offers privacy and peace of mind. A widened driveway, durable tile roof, and additional storage shed add both function and value. Even the garage has been touched with coated floor. All this is amazing and rare but the location is where this home truly shines. You’re steps from Hammock Park, close to nearby sports fields, and the Pinellas Trail, perfect for biking, jogging, or enjoying the outdoors. Situated in a golf cart-friendly zone, you can easily cruise to vibrant downtown Dunedin, known for its charming shops, top rated restaurants, breweries, waterfront parks, and year round events.

1049 Mccarty Street, Dunedin

$900,000
5 Beds ⋅ 3 Baths ⋅ Highland Woods 2 SubDv. ⋅ 34698 Zip Code
Nestled in the highly sought-after Highland Woods community, this beautifully maintained 5-bedroom, 3-bathroom home offers the perfect blend of luxury, comfort, and Florida living just minutes from Honeymoon Island State Park, shopping, dining, and entertainment. Designed for both relaxing and entertaining, the home features spacious living areas filled with natural light, a bonus living room upstairs, and a built-in speaker system throughout multiple rooms. The open layout flows seamlessly to the private outdoor lanai with a fully equipped outdoor kitchen and grill overlooking a stunning screened-in tropical-style pool, complete with a jacuzzi, mini waterfall, and a brand-new pool heater and pool robot vacuum cleaner to be replaced before closing. The fully fenced backyard provides plenty of room for family and pets, while additional upgrades include a spacious 3-car garage, hurricane film installed on all windows, and a brand-new roof and gutters installed in January 2026. Located in a gated community with low HOA fees, this exceptional home is move-in ready and waiting for its next owner!

3356 Zack Drive, Dunedin

$900,000
4 Beds ⋅ 4 Baths ⋅ Highland Woods 2 SubDv. ⋅ 34698 Zip Code
One or more photo(s) has been virtually staged. Welcome home to Highland Woods. One of the best places to live in Pinellas County, minutes to to Honeymoon Island, shopping and entertainment. This 4 bedroom, 3.5 bath home with your own tropical oasis is waiting for you! As you enter the home you will notice the gorgeous hand scraped hardwood flooring in the living room, dining room, family room, office & master bedroom. The well-appointed kitchen features granite counter tops and tons of storage in the cabinets plus a temperature controlled wine cellar. Large bedrooms throughout with the primary bedroom on the first floor with a great en-suite bath and walk in closet. The great room overlooks the lanai and has a real wood burning fireplace. The refreshing oasis style pool with spa and waterfall will be terrific for holding your summer bbq's and the home has a pool bath located right off the lanai. Upstairs features a huge bonus room 3 bedrooms, a loft & 2 full bathrooms. There is plenty of storage & the tandem garage has room for 2 cars plus all your sports equipment. One of the largest fenced in backyards in the community allows the family & pets to play safely. This terrific gated community has low hoa fees & does not need flood insurance. This immaculate home is priced to sell quickly so don't delay schedule an appointment to see this beauty today.

2292 Hannah Way S, Dunedin

$895,000
3 Beds ⋅ 3 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
Set along the historic brick streets of Dunedin Isles, this property offers a rare combination of charm, space, and coastal proximity that is seldom found in one place. Positioned on a double lot, the setting immediately feels different... more private, more expansive, with mature palms framing the home and a welcoming front lanai that captures the character of the neighborhood. Inside, the layout is both refined and functional, with a split floor plan and a true guest suite that allows for comfort and privacy. The main living area is anchored by a wood-burning fireplace, adding warmth and a sense of permanence, while natural light filters through plantation shutters on every window, offering both style and timeless coastal elegance. The kitchen is thoughtfully designed with a gas stove, breakfast bar, and seamless connection to the living areas... ideal for both quiet mornings and effortless entertaining. The primary suite is designed as a true retreat... featuring a spacious walk-in closet and a well-appointed bath with a double vanity and a walk-in, wraparound Roman-style shower, offering both scale and a spa-like feel. Sliding glass doors open directly to the pool, creating a seamless transition between indoor comfort and outdoor living. With a true split floor plan designed for privacy and ease of living. A dedicated guest suite offers comfort and separation for visitors or extended stays, while still maintaining a natural flow throughout the home. The backyard unfolds into a private setting that feels intentionally tucked away. Palm trees surround the backyard in abundance, creating natural privacy and a true retreat-like atmosphere. The heated saltwater pool sits at the center, offering space to relax, unwind, or entertain without ever feeling confined... an advantage of the oversized lot. For those who value both lifestyle and practicality, the property delivers... double gates with a dedicated pad for boat or RV parking, an oversized pull-through garage, and abundant storage space designed for real everyday living. Homes in this location, with this level of land, access, and livability, are increasingly rare. Steps from St. Joseph Sound, where evenings are defined by open water sunsets and dolphins playing just offshore. The Pinellas Trail is only a block away, and within minutes you’ll find yourself on the Dunedin Causeway, with direct access to Honeymoon Island, renowned for its pristine beaches, nature trails, kayaking, birdwatching, and family-friendly amenities like picnic areas, playgrounds, and a dog beach. The park also offers ferry access to Caladesi Island, another top-rated destination for outdoor enthusiasts. With nearby amenities including the Dunedin Marina, Hammock Park, and the Dunedin Fine Art Center, you’ll enjoy endless opportunities for recreation, relaxation, and cultural enrichment. A home this well-positioned becomes even more compelling when you see the level of investment already completed: Tile Roof (2015) Fence (2017) Plumbing (2019) Pool & Deck (2019) Tankless Water Heater (2019) Water Softener System (2019) Windows & Doors (2023) HVAC (2024) Electrical (2025) Kitchen Renovation (2025) Countertops & Backsplash (2026) See… Fall in Love… Make it your own!!

1797 Santa Barbara Drive, Dunedin

$875,000
4 Beds ⋅ 3 Baths ⋅ Waterford West SubDv. ⋅ 34698 Zip Code
BACK ON THE MARKET DUE TO BUYER DEFAULT. PRICE IMPROVEMENT ALSO!! Your tropical oasis on one of the most prestigious city streets and rarely available in beautiful Dunedin awaits!!! Stunning and unparalleled curb appeal with thousands in tropical landscaping investment is just the beginning! Welcome to 1680 Sparkling Court, a four bedroom three bath, three car garage, pool home featuring the ever popular three-way split plan allowing for a great in-laws suite or home office set up! Privacy prevails at this wooded conservation backdrop!!! Step into a grand foyer, towering ceilings off the elegant living room and dining room with gorgeous ceramic tile flooring and expansive views of the sunken pool. The chef‘s dream kitchen comes with endless cabinetry, a desk area, white appliances, granite countertops and backsplash, a massive island ideal for entertaining your guests and family gatherings and it overlooks an extremely spacious family room and breakfast nook area with a wall of custom glass insert doors showcasing the outdoors and adding tons of filtered lighting to the interior. The family room has a cozy, wood-burning fireplace, recessed and track lighting, built-in bookcases, a plant shelf, newer wide plank porcelain tile floorings and three skylights! All bedrooms have 10 foot ceilings, ample closet space as well. The owners sprawling suite includes wide views of the luscious exterior, a massive walk-in, a built-In and a master bath retreat that has it all to include two vanities, a garden tub, a separate shower stall, and a private commode area! Enjoy multi-zone, air-conditioning, two water heaters that are 1-2 years old, a spacious laundry room with a 2-year old washing Machine, a huge walk-in pantry, wider baseboards, and much more! The sunken pool has a brand new multi-color pool light, and an upper and a lower deck featuring two lounging areas, and above ground jacuzzi with a new Jacuzzi cover and pump for the ultimate relaxing and it truly feels like you are in your own oasis with all the foliage and exotic flowering and palm trees! Centrally located within minutes to eclectic downtown Dunedin with all its cafés and shops, Honeymoon Island, the Pinellas Trail, the beach, shopping, dining, the arts and TPA!

1680 Sparkling Court, Dunedin

$850,000
3 Beds ⋅ 2 Baths ⋅ Virginia Park SubDv. ⋅ 34698 Zip Code
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 3 bedrooms/2 baths, 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.

140 Highland Avenue, Dunedin

$849,000
4 Beds ⋅ 3 Baths ⋅ Weybridge Woods SubDv. ⋅ 34698 Zip Code
One or more photo(s) has been virtually staged. Welcome to this spacious single-story home in the established community of Weybridge Woods, ideally positioned to enjoy everything that makes Dunedin one of the most sought-after areas in Pinellas County. Offering 4 bedrooms, 3 full bathrooms, and approximately 2,298 square feet of living space, this home features a flexible layout designed for both everyday comfort and entertaining. Inside, you’ll find multiple living areas, including a formal living and dining space, along with a separate family room anchored by a wood-burning fireplace—creating a natural gathering space. The kitchen sits at the heart of the home, providing easy access to the main living areas and a functional flow for daily living. The primary suite offers dual sinks and a walk-in shower, while the additional bedrooms allow for a variety of uses including guest space, home office, or hobby rooms. A private in-law suite adds even more versatility, complete with direct access to the pool area—ideal for guests or extended living arrangements. Step outside to a screened-in lanai with a private pool and patio area, offering a comfortable outdoor setting to relax or entertain. The fenced yard and mature landscaping add both privacy and character to the property. This home also includes thoughtful updates designed for efficiency and peace of mind, including hurricane-rated windows and doors, as well as solar panels that are fully paid for and will transfer with the property—helping to reduce ongoing energy costs. Beyond the home itself, the location is a standout feature. Situated just moments from the Dunedin Golf Club, residents can enjoy convenient access to one of the area’s well-known public courses. The surrounding area offers a golf cart-friendly environment, adding to the ease of getting around and enjoying nearby amenities. The nearby Dunedin Causeway and Honeymoon Island State Park provide access to waterfront views, beaches, walking and biking paths, and a variety of outdoor activities. This property also offers convenient access to downtown Dunedin, known for its local shops, restaurants, and year-round events, as well as the Pinellas Trail for biking and recreation. With its combination of interior space, functional features, and proximity to some of Dunedin’s most popular destinations, this home presents an opportunity to enjoy both comfort and location in a well-established community.

2334 Burnley Court, Dunedin

$838,000
4 Beds ⋅ 3 Baths ⋅ Weathersfield Sub SubDv. ⋅ 34698 Zip Code
Take advantage of this rare opportunity to own a home in Dunedin's desirable Weathersfield community! This 4 bedroom, 3 bath, 3-car garage, POOL home with SPLIT FLOOR PLAN is perfect for families, and/or those who work from home and love to entertain! As you approach the home, you'll be impressed by the meticulously maintained landscaping and as you step through the beautiful wood double doors, you’ll immediately notice this home's natural light and be greeted with a beautiful view of the covered/screened patio and pool. The generous formal living room and separate dining area have stunning wood floors which is carried throughout much of the home, including the Primary Bedroom. The spacious Primary Suite has two walk-in closets and is separate from the main living space and other bedrooms. It's open view and access to the pool make it a peaceful retreat to begin and end each day. The ensuite bath has an updated vanity with dual sinks, a storage tower and recessed mirrored medicine cabinets above each sink. It also features a handy niche, window seat with storage, garden soaking tub, walk in shower and private water closet. The large kitchen offers tons of storage and counter space as it overlooks the pool and opens up to the dinette area and family room with a wood burning fireplace. There’s barstool seating, allowing you to connect with family and guests while hosting. Bedrooms 2 & 3 share the 2nd full bath and Bedroom 4 has the 3rd full bath, which also opens to the pool, is just steps away. Sliding glass doors make up most of the rear of this home, so you can enjoy beautiful pool views from almost every room! Once outside you’ll appreciate the large back yard, in addition to the screened pool lanai with covered space to give shade during the warm summer months. The vast majority of the windows feature 3M Ultra Scotchshield window film which is glass shatter resistant and features forced entry delay, impact resistance (although not Miami-Dade standard). Several recent updates such as A/C (2025), A/C ULTRAVIOLET LIGHT (2024), WATER HEATER (2026), POOL PUMP and CHLORINATOR (both less than a year old), and POOL CAGE PAINTED and RESCREENED (2024). The home offers peace of mind, NOT located in a flood zone, it's high and dry and experienced NO water intrusion from the storms in 2024. The Weathersfield community is warm and inviting with established, mature trees and meticulously manicured lawns. Situated around Jerry Lake, this neighborhood is upscale and quaint, with just 109 custom-built homes. Great location, the community is about a 5-minute bike ride to several local restaurants, boutique shopping, breweries, marina and waterfront that downtown Dunedin has to offer. Not to mention, just a short drive to world-famous, Honeymoon Island and Clearwater Beach. Call today to schedule your private showing!

690 Weathersfield Drive, Dunedin

$831,600
3 Beds ⋅ 3 Baths ⋅ San Ruffino Ii Condo SubDv. ⋅ 34698 Zip Code
Welcome to San Ruffino Phase II, an elegant three-story luxury townhome offering 3 bedrooms, 2.5 bathrooms, an in-home elevator, and just under 2,400 square feet of beautifully designed living space, located within one of Downtown Dunedin’s most exclusive waterfront gated communities. With only 28 residences in the entire neighborhood, opportunities to own here are exceptionally rare. Completed in 2023 and built to Miami-Dade hurricane standards, this exceptional home blends quality construction, refined finishes, and effortless coastal living. From the moment you arrive, the home makes a lasting impression. Concrete block construction, hurricane-impact windows and doors, and a timeless clay tile roof provide both durability and peace of mind, while the private walk-up entrance and spacious two-car garage offer the feel of a single-family home. The convenience of an in-home elevator connecting all three levels ensures comfortable and accessible living. Step inside and discover a home where every detail has been thoughtfully elevated. French oak wood flooring, custom plantation shutters, elegant metal banisters, and a striking stone accent wall create a sophisticated yet inviting atmosphere. The entry patio has been beautifully tiled to match the foyer, and the home features custom built-ins, finished bedroom closets, and a fully upgraded pantry complete with built-in storage and a handmade pot rack. Phantom retractable screens on both verandas allow you to enjoy the fresh coastal breeze while maintaining privacy and comfort. At the center of the home is a gourmet chef’s kitchen designed for both entertaining and everyday living. Featuring quartz countertops, solid wood cabinetry, and premium Fulgor Milano appliances, including a state-of-the-art induction cooktop, refrigerator, dishwasher, and microwave, the space delivers both beauty and top-tier performance. Quartz finishes continue throughout the bathrooms, while low-energy lighting enhances the home’s modern efficiency. Beyond the walls of the home lies a lifestyle few communities can offer. San Ruffino residents enjoy resort-style waterfront amenities, including a sparkling pool, hot tub, fishing dock, and kayak and paddleboard launch. Just steps away, the Pinellas Trail provides access to more than 75 miles of scenic biking and walking paths, while the shops, restaurants, breweries, marina, and year-round festivals of Downtown Dunedin are only an eight-minute walk away. With both eastern and western exposures, the home is filled with natural light throughout the day. Adjacent to the property is the peaceful Wilson Street waterfront park, shaded by majestic oak trees and offering tranquil green space along the water. Offering more space and privacy than a traditional condominium with far less maintenance than a single-family home, this residence is ideal as a full-time home, seasonal retreat, or lock-and-leave coastal getaway. The HOA includes waterfront living insurance, providing additional value and peace of mind! San Ruffino Phase II represents the perfect blend of luxury, lifestyle, and location—an exceptional opportunity to experience waterfront living in one of Dunedin’s most coveted communities. Furniture may be included. Schedule your showing today!

1340 Bayshore Boulevard Unit 502, Dunedin

$830,000
4 Beds ⋅ 3 Baths ⋅ Fairway Manor SubDv. ⋅ 34698 Zip Code
Perfectly positioned along one of the fairways of the historic Dunedin Golf Club, this spacious 4-bedroom, 3-bath pool home offers an exceptional opportunity to enjoy one of Dunedin's most desirable golf course settings. Overlooking the beautifully restored Donald Ross-designed course, once home to the PGA of America, this home combines generous living spaces with an unbeatable location. Designed with a functional three-way split bedroom floor plan, the interior is filled with natural light and offers flexibility for families and guests alike. A charming courtyard entry welcomes you inside, where separate living and family rooms provide multiple gathering spaces. The chef's kitchen features a gas range, double ovens, abundant workspace, and a convenient pass-through window to the screened lanai, making entertaining effortless. The expansive screened pool area offers plenty of covered outdoor living space to relax, dine, and enjoy Florida living year-round. A large laundry room includes extensive built-in cabinetry and a dedicated office or hobby workspace. Major updates include a new roof installed in 2025. Beyond the home, you'll enjoy one of Dunedin's most active and walkable neighborhoods. Stroll to the Dunedin Community Center for its fitness center, gymnasium, group exercise classes, camps, and year-round community programming. Adjacent to the community center, the Dunedin Fine Art Center offers galleries, art classes, exhibit halls, a children's museum, café, gift shop, and hosts numerous festivals and cultural events throughout the year. Nearby you'll also find the Highlander Park Aquatic Complex and Splash Pad, Hammock Park, the Dunedin Nature Center, pickleball and tennis courts, and the renowned Pinellas Trail. A quick golf cart ride takes you to vibrant Downtown Dunedin, home to award-winning restaurants, breweries, boutiques, the marina, and countless community events and festivals. Best of all, you're less than 10 minutes from the pristine Gulf beaches of Honeymoon Island State Park and approximately 30 minutes from Tampa International Airport. This is a rare opportunity to enjoy golf course living while being surrounded by the very best of Dunedin's recreation, culture, and coastal lifestyle.

1218 St Andrews Drive, Dunedin

$815,000
5 Beds ⋅ 5 Baths ⋅ Spanish Trails SubDv. ⋅ 34698 Zip Code
Coming Soon | Rare Spanish Trails Opportunity on Nearly One Acre First time offered in decades and owned by the same family for more than 50 years, this extraordinary Spanish Trails property presents a rare opportunity to create a truly exceptional estate in one of Dunedin's most desirable neighborhoods. Situated on approximately 0.88 acres and offering nearly 5,000 square feet of living space, 2125 Hickory Gate Drive East is one of the larger homes in the community. The expansive floor plan includes multiple living areas, five bathrooms, a private pool, and the kind of square footage and lot size that are increasingly difficult to find in today's market. The home experienced wind-related roof damage during Hurricane Milton in 2024, which led to interior water intrusion. In addition, a separate plumbing issue in 2024 resulted in further interior damage. Portions of the drywall throughout the home have been removed as part of the remediation process, and many areas remain unfinished. The property will require substantial renovation and restoration and is being offered as a unique opportunity for investors, builders, contractors, or buyers looking to create a custom residence tailored to their vision. This is not a move-in-ready property. It is a blank canvas with tremendous upside potential. The combination of location, lot size, pool, square footage, and neighborhood prestige creates an opportunity that rarely becomes available in Spanish Trails. Whether your goal is a luxury renovation, multi-generational estate, or long-term investment, the fundamentals are already here: an established neighborhood, mature landscaping, oversized homesites, and one of Dunedin's most sought-after addresses. Opportunities to acquire a property of this size and scale in Spanish Trails are exceptionally uncommon. Bring your contractor, your imagination, and your vision.

2125 Hickory Gate Drive E, Dunedin

$815,000
4 Beds ⋅ 3 Baths ⋅ Braemoor Grove SubDv. ⋅ 34698 Zip Code
One or more photo(s) has been virtually staged. Buyers financing fell through last minute! Tucked away on a quiet cul-de-sac in the desirable Braemoore community of Dunedin, this beautifully updated 4-bedroom, 2.5-bath heated salt water pool home is the one you’ve been waiting for. From the moment you arrive, you’ll notice the pride of ownership and spacious two-story design that offers both comfort and functionality. Inside, you’re welcomed by a large living room with soaring ceilings, creating a bright and airy first impression. The formal dining area is perfect for hosting gatherings, while the expansive family room features a cozy fireplace and overlooks the screened-in lanai and pool through oversized double sliders—perfect for seamless indoor-outdoor Florida living. The heart of the home is the stunning kitchen with quartz countertops, white shaker cabinetry, stainless steel appliances, a breakfast bar, and a stylish built-in bar area complete with mini fridge and custom cabinetry—ideal for entertaining. The first-floor primary suite offers a private retreat, and an additional bedroom on the main level makes an ideal home office, nursery, or guest room. Upstairs, you’ll find a versatile loft area, generously sized secondary bedrooms, and a large storage closet. Recent upgrades include a new roof installed in 2022, hurricane impact garage doors and skylights installed in 2024, and additional hurricane impact sliders and select windows added in 2025—providing added storm protection and peace of mind. The home has also been refreshed with fresh interior paint, newer flooring, and modern light fixtures throughout. Step outside to your private backyard oasis featuring a breathtaking screened-in pool lanai and a spacious backyard—perfect for relaxing or entertaining year-round. An oversized three-car garage completes this exceptional home. Located in Dunedin’s sought-after golf cart zone, this home offers easy access by golf cart or bike to the Dunedin Golf Club, community recreation center and pool, local parks, top-rated schools, and vibrant Downtown Dunedin—making everyday living both convenient and fun. Homes like this rarely become available—also not in a flood zone! Schedule your private showing today!

1869 Marla Court, Dunedin

$812,500
3 Beds ⋅ 2 Baths ⋅ Highland Court Sub SubDv. ⋅ 34698 Zip Code
Rare find...Downtown Dunedin...1-story single family residence located on a corner lot; zoned for Short-Term Rentals (daily, weekly, monthly or annual), or you can live the downtown lifestyle. Introducing “The Coconut Cottage,” an exceptional Downtown Dunedin Bungalow where timeless coastal charm meets modern luxury in one of the area’s most sought-after locations. Perfectly positioned within the coveted Downtown Core (DC), this rare offering is just two blocks from Main Street, moments from the Gulf of Mexico and located in a non-flood zone with NO HOA. Thoughtfully renovated with an effortless blend of finishes and authentic bungalow character, this 3-bedroom, 2-bath residence welcomes you with soaring vaulted ceilings, abundant natural light and an open-concept design that lives far larger than expected. Every detail has been carefully curated, from the wide-plank bamboo luxury waterproof flooring and coastal farmhouse trim to the matte black hardware, designer lighting, LED recessed lighting, hurricane-impact windows, and French doors that seamlessly connect indoor and outdoor living. At the heart of the home, the beautifully appointed kitchen combines style and functionality with soft-close white shaker cabinetry, butcher block countertops, a classic white beveled subway tile backsplash, Frigidaire Gallery Series appliances, a movable center island, and a dedicated interior laundry area complete with premium LG washer and dryer. Designed with privacy in mind, the desirable two-way split floor plan features a tranquil primary suite tucked away from the guest bedrooms. The en suite bath evokes a boutique coastal retreat with its striking blue subway-tiled walk-in shower, penny tile flooring, updated vanity, and refined finishes. Two additional bedrooms are thoughtfully positioned on the opposite side of the home and share a spacious, beautifully updated guest bath. Significant improvements provide exceptional peace of mind, including a 2023 Roof, 2019 A/C, updated electrical and plumbing, hurricane-impact windows and a craftsman-style front entry door. Outside, the inviting yard offers a private coastal setting complete with crushed shell walkways, a fenced yard, a charming fire pit gathering area, additional storage and ample rear parking on the spacious corner lot. The lifestyle is simply unmatched. Walk to Main Street’s award-winning restaurants, boutique shopping, breweries, the Pinellas Bike Trail, Dunedin Marina and spectacular waterfront sunsets at Edgewater Park. Leave the car behind or hop in your golf cart and experience one of Florida’s most beloved coastal communities exactly as it was meant to be enjoyed. Whether you’re seeking a distinctive primary residence, an elegant seasonal escape, an income-producing Short-Term Rental, The Coconut Cottage delivers a rare combination of location, versatility and enduring appeal. Extraordinary opportunities like this seldom become available in the heart of Downtown Dunedin. This is more than a home—it’s an invitation to embrace the quintessential Florida coastal lifestyle while owning one of Dunedin’s most unique and desirable properties.

932 Highland Avenue, Dunedin

$805,000
4 Beds ⋅ 3 Baths ⋅ Highland Woods Sub SubDv. ⋅ 34698 Zip Code
Welcome to sunny Dunedin! This pristine Block pool home 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 office. 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 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, 2 sliders that open up to the pool deck + a luxurious oversized ensuite with 2 separate sinks, a garden tub, seamless glass shower surround and 2 walk-in closets. The sliders from the family room and primary bedroom lead to a screened patio featuring an oversize swimming pool, creating a seamless blend of indoor/outdoor entertainment living. This home's well thought out floorplan also includes a pool bath that opens up onto the pool deck. This home is move in ready with tasteful touches such as; neutral color tones, trey ceilings, high ceilings, gas fireplace, and a country garden style front patio. There is plenty of natural light and room to grow in this well laid out open floor plan. 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.

2206 Highland Woods Drive, Dunedin

$804,000
4 Beds ⋅ 3 Baths ⋅ Fairway Estates SubDv. ⋅ 34698 Zip Code
One or more photo(s) has been virtually staged. Perched on a picturesque hill and set behind lush landscaping, this beautifully maintained four-bedroom residence is approached by a circular driveway and immediately conveys pride of ownership. The thoughtfully designed split floor plan offers both functionality and timeless appeal, with formal living and dining rooms that add classic character. The open kitchen is ideal for everyday living and entertaining, featuring an island with seating and excellent potential for a future butler’s pantry to enhance storage and prep space. Anchored by a cozy wood-burning fireplace, the main living area opens to serene views of the private pool and outdoor entertaining space, with a three*-panel sliding patio door that stacks neatly away, creating an expansive indoor–outdoor flow. The four-bedroom configuration provides exceptional flexibility and privacy. The expansive primary suite serves as a true retreat, complete with a generous walk-in closet and two separate dressing areas. On the opposite side of the home, secondary bedrooms share a fully remodeled bathroom, while a separate rear bedroom and bath combination offers an ideal guest suite or mother-in-law arrangement. Outdoor living is further enhanced by pavers surrounding the pool and a covered back porch with tongue-and-groove ceilings, offering an inviting setting for year-round relaxation or entertaining. Meticulously cared for, the home has seen significant upgrades recently, including a fully remodeled secondary bathroom, electric tankless water heater, interior and exterior paint, whole-house HVAC filtration system, water softener, and water filtration system among more. The property also includes a designated electric panel for a portable generator, which may convey, providing added peace of mind. A detailed brochure will be available on site during your visit including all of the home's updates and improvements. Set within the highly desirable Fairway Estates of Dunedin, this home enjoys charming streets, an elevated setting, and the rare advantage of a NO FLOOD INSURANCE REQUIREMENT. Moments from the Dunedin Causeway, Honeymoon Island State Park and beaches, waterfront dining, marinas. Enjoy the close proximity of the Dunedin Golf Club, designed by world-renowned architect Donald Ross and completely restored in 2024; also the former home of the PGA of America. This area offers an effortless blend of recreation, coastal living, and everyday convenience. Whether heading out by golf cart to the course, clubhouse, or downtown Dunedin’s acclaimed restaurants and nightlife, this property delivers the lifestyle that continues to make Dunedin one of Pinellas County’s most coveted communities.

2214 Davies Avenue, Dunedin

$795,000
3 Beds ⋅ 3 Baths ⋅ Glynwood Highlands SubDv. ⋅ 34698 Zip Code
Charming 3-bedroom plus office home tucked within a well-maintained boutique subdivision, offering the perfect blend of character, comfort, and location. Homes in Glynwood Highlands rarely come available and offer sidewalks, mature trees and a quick golf cart commute to the vibrant shops, dining, and waterfront of Downtown Dunedin. Ideally situated within walking distance to Hammock Park, the Dunedin Community Center, Dunedin Fine Art Center, tennis and pickleball courts, and local Little League fields, this location delivers both convenience and connection to the outdoors and local recreation. The home features a beautifully manicured yard with a private, park-like setting with no immediate rear neighbors. The backyard is designed for both relaxation and entertaining, complete with a sparkling pool, patio, landscape lighting, and integrated outdoor Bluetooth speakers for the perfect ambiance. Inside, the newly updated kitchen offers solid wood cabinetry, quartz countertops, under-cabinet lighting, and a natural gas range. Hurricane-rated windows throughout are complemented by remote-controlled shades, providing both peace of mind and ease of living. The spacious 3-car garage is climate-controlled with a brand-new heat pump, making it ideal for car enthusiasts, hobbyists, or folks who need additional flex space. The primary suite is filled with natural light and overlooks the serene backyard and pool. The fully renovated secondary bathroom showcases a custom vanity, designer shower, and backlit mirror. This classic two-story home features timeless vinyl siding and a distinctive artistic touch of Dunedin’s famous “oranges”, creating a warm and inviting curb appeal.

1633 Haywick Terrace, Dunedin

$780,000
3 Beds ⋅ 4 Baths ⋅ Oak Bend Twnhms SubDv. ⋅ 34698 Zip Code
NEWER CONSTRUCTION - Step inside this STUNNING and truly EXCEPTIONAL custom-built residence where LUXURY meets coastal elegance! Constructed entirely in 2023, this modern 3-bedroom, 4-bathroom townhome spans 2,390 square feet and features an OPEN-CONCEPT design with soaring VOLUME CEILINGS and beautiful CUSTOM BLINDS. Constructed with Insulated Concrete Form (ICF) technology, this home is a rare hurricane fortress engineered to withstand extreme winds. The home offers effortless living across all levels with a PRIVATE ELEVATOR, a CRITICAL feature for comfort and accessibility. The heart of the home is the GOURMET KITCHEN, boasting gleaming QUARTZ COUNTERTOPS, a top-of-the-line GAS RANGE, and CUSTOM SOFT-CLOSE CABINETRY throughout, extending to the laundry room and the bathroom off the garage. Unwind in the luxurious PRIVATE PRIMARY SUITE, which offers a spa-like ensuite bathroom complete with a large WALK-IN SHOWER. For peace of mind, the home includes HURRICANE-RATED WINDOWS and an OVERSIZED THREE-CAR + GOLF CART (Tandem) GARAGE . Enjoy the EXCLUSIVE community updates currently underway, including a CUSTOM POOL and ADDITIONAL PARKING spaces. This is the quintessential Florida lifestyle in DOWNTOWN DUNEDIN, where you can WALK TO ALL YOUR FAVORITE RESTAURANTS, SHOPS, PUBS, AND BREWERIES and enjoy all the SPECIAL EVENTS that Dunedin is FAMOUS for, placing you just minutes from HONEYMOON ISLAND and the PINELLAS TRAIL, making this METICULOUSLY MAINTAINED property a MUST-SEE opportunity.

833 Oak Bend Lane, Dunedin

$775,000
4 Beds ⋅ 2 Baths ⋅ Broadway Add Resub SubDv. ⋅ 34698 Zip Code
Investor’s Dream with Stunning Waterfront Park Views in the Heart of Dunedin! Welcome to 328 Pershing Street, a rare opportunity to own a beautifully renovated, fully furnished, turnkey duplex in one of Dunedin’s most sought-after locations. Perfectly positioned directly along the Pinellas Trail and overlooking Weaver Park with picturesque Intracoastal Waterway views, this exceptional property offers the ideal combination of lifestyle, flexibility, and outstanding investment potential. Short-term rentals are allowed, and this high-performing property generated an impressive $101,000 in gross rental income in 2024, making it an outstanding addition to any investment portfolio. From Jan 1st 2026 to June 30th 2026 the seller’s gross rental income was $56,032.39. Each side of the duplex features a stylish 2-bedroom, 1-bath open-concept floor plan with modern updates, tasteful furnishings, and move-in-ready finishes throughout. Whether you’re looking for a proven income-producing property, a vacation home, or a primary residence, you’ll appreciate the flexibility to live in one unit while renting the other to offset expenses or create passive income. The home has been thoughtfully upgraded with a brand-new dual-zone air conditioning system, providing independent climate control for each unit while maximizing comfort and efficiency. Outside, enjoy generous parking, inviting outdoor living spaces, and beautiful park and Intracoastal views just outside your door. Walk, bike, or jog the Pinellas Trail, stroll through Weaver Park, launch a kayak nearby, or take a quick golf cart ride to vibrant Downtown Dunedin with its award-winning restaurants, breweries, boutiques, marina, and year-round festivals. For additional peace of mind, this property sustained no damage from the recent hurricanes, making it an even more attractive investment. Whether you’re expanding your investment portfolio or searching for a unique coastal property with built-in income potential, 328 Pershing Street delivers the best of Dunedin living with exceptional returns, an unbeatable location, and endless possibilities.

328 Pershing Street, Dunedin