Homes for Sale with a Pool in Dunedin, FL

3 Beds ⋅ 3 Baths ⋅ San Ruffino Ii Condo SubDv.

2023-BUILT HOME in LIKE-NEW CONDITION without new construction prices! Welcome to San Ruffino, one of Dunedin's premier gated waterfront communities, where luxury and the Florida lifestyle come together. END UNIT with only one owner, this BEAUTIFULLY MAINTAINED THREE-STORY condominium lives like a TOWNHOME and offers 3 bedrooms, 3 full bathrooms, and TRANQUIL WATER VIEWS of ST JOSEPH SOUND and the INTRACOASTAL WATERWAY. Constructed with solid BLOCK construction and BUILT TO MIAMI-DADE HURRICANE STANDARDS, this exceptional residence combines quality craftsmanship with elegant coastal design. Designed with both elegance and functionality in mind, the impressive chef's kitchen features premium stainless steel FULGOR MILANO appliances, including a convection oven, quartz countertops, a stunning coastal-inspired tile backsplash, soft-close cabinetry, abundant storage, and a touch-activated kitchen faucet. The open-concept second floor also features a spacious dining area, inviting living room, corner balcony with beautiful WATER VIEWS, a guest bedroom, and a full bathroom with a walk-in shower. Thoughtful architectural details include soaring 10-FOOT CEILINGS, impressive 8-foot interior doors, 5¼-inch baseboards, ENGINEERED WOOD FLOORING throughout the main living areas, and wide staircases that enhance the home's spacious feel. A PRIVATE ELEVATOR provides effortless access to every floor, while HURRICANE IMPACT WINDOWS and DOORS provide added peace of mind. Plantation shutters and Hunter Douglas top-down blinds provide style and privacy throughout. The luxurious THIRD-FLOOR PRIMARY SUITE serves as a private retreat, featuring its own CORNER BALCONY OVERLOOKING ST JOSEPH SOUND, a generously sized walk-in closet with a custom organization system. The spa-inspired ENSUITE BATHROOM offers quartz countertops, an oversized walk-in shower, and a freestanding soaking tub. An additional bedroom on the third floor and a LAUNDRY ROOM with a utility sink add everyday functionality. The first floor features an oversized TWO-CAR GARAGE with generous storage for vehicles, bikes, and beach gear, along with a LARGE PATIO perfect for relaxing or entertaining. San Ruffino offers an exceptional WATERFRONT LIFESTYLE with a GATED ENTRANCE, landscaped grounds, guest parking, a resort-style community POOL overlooking St Joseph Sound and the Intracoastal Waterway, a FISHING PIER, kayak launch, and private waterfront seating areas perfect for watching dolphins, boats, and spectacular sunsets. This PET-FRIENDLY condominium association provides MAINTENANCE-FREE living with roof maintenance, water, sewer, trash, and exterior grounds maintenance included. Outdoor enthusiasts will appreciate direct access to the PINELLAS TRAIL just across from the community via Wilson Street Park, connecting to over 45 miles of scenic biking, walking, and running trails. Located just one mile from vibrant DOWNTOWN DUNEDIN, you'll enjoy award-winning restaurants, charming boutiques, breweries, waterfront parks, farmers markets, festivals, and a golf cart-friendly lifestyle. The property is also located within the highly regarded Pinellas County School District. Ideally situated only 6 miles from Honeymoon Island State Park, 7 miles from Clearwater Beach, and approximately 22 miles from Tampa International Airport, this exceptional residence offers the perfect blend of luxury, location, and the relaxed Florida waterfront lifestyle.

1340 Bayshore Boulevard Unit 304, Dunedin

$217,500

2 Beds ⋅ 2 Baths ⋅ San Christopher Villas SubDv.

Welcome to this beautifully renovated, move-in-ready 2-bedroom, 2-bath villa nestled in one of Dunedin's most desirable locations! This stunning villa is in a non-flood zone, and it is the one you've been waiting for! From the moment you walk in, you'll appreciate the bright, open feel and modern updates throughout. The fully renovated kitchen is the heart of the home, complemented by new flooring completed in 2025, new baseboards, new closet doors, updated lighting, fresh interior finishes, and an A/C replaced in 2019, and roof is insured through the HOA for added peace of mind. All kitchen appliances are included, making this home truly turnkey. Located just minutes from Downtown Dunedin, Honeymoon Island, Clearwater Beach, the Pinellas Trail, shopping, dining, parks, and everyday conveniences. You'll enjoy everything this sought-after area has to give. Whether you're looking for a full-time residence, seasonal getaway, or a low-maintenance Florida lifestyle, this beautiful villa is ready to welcome you home. Schedule your private showing today!

1311 Powderpuff Drive Unit 1009, Dunedin

$849,000

4 Beds ⋅ 2 Baths ⋅ Spanish Pines 3rd Add SubDv.

Completely Renovated Dunedin Pool Home! Welcome to 1981 Castille Drive, where luxury, style, and the coveted Florida lifestyle come together in one extraordinary home. Offering 4 spacious bedrooms, 2 beautifully redesigned bathrooms, and 2,085 square feet of impeccably updated living space, this exceptional residence has been thoughtfully renovated from top to bottom with high-end finishes, timeless design, and meticulous attention to detail. Every inch of this home has been transformed, creating a truly turnkey property that feels brand new. From the moment you arrive, you’ll appreciate the extensive upgrades, including a new roof, impact-rated windows and doors, updated A/C, fresh trim, and quality craftsmanship throughout. At the heart of the home is a stunning designer kitchen featuring custom cabinetry, gorgeous quartz countertops, premium stainless-steel appliances, and an oversized island that seamlessly connects the living and dining spaces, creating the perfect setting for both everyday living and effortless entertaining. The luxurious primary suite offers a peaceful retreat, while the beautifully renovated bathrooms showcase designer finishes, elegant tilework, modern fixtures, and spa-inspired touches. Rich new flooring flows throughout the home, complementing the bright, open floor plan filled with natural light and sophisticated coastal style. Step outside and discover your own private backyard paradise. The sparkling in-ground pool is surrounded by an expansive screened lanai, creating the ultimate outdoor living space for relaxing, entertaining, or enjoying Florida’s beautiful weather year-round. Whether you’re hosting family and friends, dining under the stars, or spending a quiet afternoon poolside, this home delivers the resort-style lifestyle you’ve been dreaming of. Perfectly situated in one of Dunedin’s most desirable locations and within a highly regarded school district, you’ll enjoy being just minutes from the breathtaking Dunedin Causeway, Honeymoon Island State Park, world-famous Gulf beaches, the Pinellas Trail, championship golf courses, marinas, waterfront parks, and the vibrant charm of Downtown Dunedin. Explore award-winning restaurants, breweries, boutique shopping, year-round festivals, farmers markets, and the hometown atmosphere that has made Dunedin one of Florida’s most beloved coastal communities. Sports enthusiasts will also appreciate being close to the Toronto Blue Jays Spring Training facilities, while Tampa International Airport and St. Pete-Clearwater International Airport are both conveniently accessible. With virtually every major component already updated, luxurious finishes throughout, and an unbeatable location, this remarkable home offers the perfect combination of elegance, comfort, and peace of mind. Whether you’re searching for your forever home, a seasonal retreat, or simply want to enjoy the very best of Florida living, 1981 Castille Drive is a rare opportunity to own a home where every detail has already been perfected.

1981 Castille Drive, Dunedin

$545,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv.

Welcome to 57 Ventura Dr, where thoughtful updates, inviting outdoor living, and the laid-back Dunedin lifestyle come together. This well-maintained home features several valuable improvements, including a **new roof, newer air-conditioning system and new pool pump**, offering added comfort and peace of mind for years to come. Step outside and enjoy your own private backyard retreat. The swimming pool provides the perfect setting for cooling off on warm Florida afternoons, entertaining friends and family, or simply relaxing at home. New landscaping adds fresh curb appeal and creates an attractive first impression. Ideally located near charming Downtown Dunedin, residents can enjoy local restaurants, breweries, boutiques, waterfront parks, the Pinellas Trail, and nearby Gulf beaches. Whether you are searching for a primary residence, seasonal getaway, or investment opportunity, this updated Dunedin home delivers the location, lifestyle, and major improvements today’s buyers are looking for. Schedule your private showing and discover everything 57 Ventura Dr has available to you.

57 Ventura Drive, Dunedin

$299,900

2 Beds ⋅ 2 Baths ⋅ Heather Ridge SubDv.

Come inside—it’s gorgeous in here! Step into this beautiful 2-bedroom, 2-bath ground-level villa, and you’ll immediately notice the fresh finishes and thoughtful details throughout this magazine-worthy home. Located in the sought-after Heather Ridge community of Dunedin, you’re just a short ride from vibrant Downtown Dunedin. The covered front porch is the first impressive feature you’ll notice as you approach the villa, making it the perfect spot to enjoy your morning coffee. Inside, you’ll appreciate the new Pergo Rustic Oak wood laminate flooring throughout and the completely updated kitchen featuring solid Admiral Blue cabinetry with soft-close drawers. This stylish kitchen also boasts quartz countertops, a tile backsplash, additional storage, plantation shutters, and a spacious eat-in area. The villa has been thoughtfully renovated to create an open-concept layout connecting the kitchen, living room, and enclosed Florida room, offering a bright, airy feel throughout with vaulted ceilings, recessed lighting, fresh paint, and updated ceiling fans. It’s the perfect place to relax and unwind after a day exploring everything Dunedin has to offer. Large windows in the Florida room fill the space with natural Florida sunshine while showcasing expansive green-space views and spectacular sunsets. Enjoy a quiet afternoon reading with the privacy of no rear neighbors, or use this versatile space as a home office, dining area, hobby room, or additional living space. Retreat to the spacious primary suite, conveniently located off the living room, featuring sliding glass doors to the Florida room, a walk-in closet, and a beautifully updated en-suite bathroom with a walk-in shower, quartz-top vanity, new toilet, updated mirror, recessed lighting, and a new exhaust fan. The guest bedroom and bathroom feel like they belong in a boutique hotel, with designer finishes including a walk in closet, custom quartz vanity, new mirror, new toilet, soaking tub with a built-in shower bench, and a new exhaust fan—creating a space your family and guests will truly enjoy. You’ll even enjoy doing laundry in the spacious indoor laundry closet, complete with extra storage, folding space, and a washer and dryer 2025. Additional updates include a new solar attic fan 2026, water heater 2025, and a newer roof and A/C. This home offers all the modern updates without the hassle and can even be purchased semi-furnished. It’s like having your own Florida Living designer create the perfect move-in-ready home. Enjoy a truly low-maintenance lifestyle with internet, cable, water, sewer, trash, pest control, building insurance, and grounds maintenance all included in the monthly HOA fee. Just steps from your back door, you’ll find the beautiful community pool complete with an outdoor kitchen, gas grills, and covered cabanas—perfect for relaxing with neighbors or entertaining family and friends. You even have your own covered carport. All that’s left to do is pick up your keys and discover what Sweet Florida Living is all about in this welcoming 55+ community!

1500 Heather Ridge Boulevard Unit 106, Dunedin

$221,900

1 Beds ⋅ 2 Baths ⋅ Skye Loch Villas Unrec SubDv.

Come inside—it’s gorgeous in here! Welcome to this beautifully renovated waterfront 1-bedroom, 1.5-bath, ground-level villa where every detail has been thoughtfully designed to create a stylish, move-in-ready retreat. Located just a short golf cart ride from the waterfront and vibrant Downtown Dunedin, this home offers the perfect blend of comfort, convenience, and coastal charm. From the moment you step inside, breathtaking water views steal the show. The open-concept floor plan is enhanced by luxury wood-look vinyl plank flooring, fresh paint, new baseboards, new doors and abundant natural light. The completely remodeled kitchen is a true centerpiece, featuring 42-inch solid wood soft-close cabinetry, quartz countertops, under-cabinet lighting, additional storage, and stainless steel appliances, all opening seamlessly into the spacious living area—perfect for entertaining or simply relaxing while enjoying the view. The enclosed sunroom extends your living space and showcases panoramic waterfront views through new PGT hurricane-impact windows throughout and hurricane sliding glass patio doors. Whether you use it as a dining area, home office, reading nook, or hobby room, it’s the perfect place to enjoy spectacular sunsets and peaceful mornings with no rear neighbors directly behind you. The oversized primary suite offers a luxurious escape with two large walk-in closets and a beautifully updated en-suite bathroom featuring floor-to-ceiling tile, a frameless glass walk-in shower with a rainfall showerhead, an LED-lighted mirror, and a quartz vanity. Guests will appreciate the elegant half bath, complete with designer finishes, an LED-lighted round mirror, and a modern quartz vanity. This home has been extensively updated, including a new air conditioning system (2024), water heater (2026), and a roof replaced in 2020. Everything has already been done, allowing you to move in and immediately enjoy the Florida lifestyle. The property has never flooded and is not located in a flood zone. It may also be purchased fully furnished, making your transition effortless. Residents enjoy a low-maintenance, resort-style lifestyle with amenities that include a heated pool, shuffleboard courts, cable, internet, water, sewer, trash service, exterior building maintenance, and grounds maintenance—all included in the monthly HOA fee. Located in a desirable golf cart-friendly 55+ community, this exceptional waterfront villa is just minutes from Downtown Dunedin’s award-winning restaurants, breweries, boutiques, waterfront parks, and the Pinellas Trail. All that’s left to do is pick up your keys, settle in, and experience the very best of Sweet Florida Living.

845 Sky Loch Drive S, Dunedin

$1,049,900

4 Beds ⋅ 3 Baths ⋅ Highwood Estates Ph 2 SubDv.

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

$715,000

4 Beds ⋅ 2 Baths ⋅ Pinehurst Highlands SubDv.

Virtually Staged. Opportunity knocks in one of Dunedin's most desirable golf cart friendly neighborhoods! This 4 bedroom, 2 bathroom home has some amazing potential!! The bright living room greets you with warm natural light, separate family room and dining area. Kitchen over looks the pool and yard! Added Bonus/FL room. The split floor plan gives the primary suite its own privacy complete with generous closet & walk in shower. 3 spacious bedrooms on the opposite side ensure comfort and privacy for family or guests. If you've been looking for a home with incredible potential at an attractive entry price, this is it. While the home could benefit from some cosmetic updates, it offers outstanding bones, a functional floor plan, and a spacious backyard complete with a sparkling pool, large deck and covered area to entertain. This home provides the perfect canvas to make it your own. Major improvements have already been taken care of, including a new roof (2020), 6 yr HVAC system and an irrigation system supplied by reclaimed water to help keep landscaping costs down. Built with quality construction that's stood the test of time, these homes are known for their solid craftsmanship and durability. Bring your vision and unlock the potential to create your dream home while building equity in a sought-after location close to everything Dunedin has to offer. This location....simply unbeatable! Less than a block from Hammock Park’s acres of shaded walking trails, and minutes from downtown Dunedin’s vibrant restaurants, breweries, shops, festivals, and waterfront sunsets. Enjoy easy access to Caladesi Island and Honeymoon Island, the Dunedin Golf Club, Pinellas Trail and the Dunedin Blue Jays Stadium. This is more than a home, it’s a lifestyle and every day feels a little like vacation!

1081 Mcfarland Street, Dunedin

$155,000

2 Beds ⋅ 2 Baths ⋅ Mediterranean Manors SubDv.

Virtually Staged. Don't miss out on the chance to own this 2 bedroom condo in the Mediterranean Manors waterfront community! Located perfectly between downtown Dunedin and downtown Palm Harbor, this community sits right on the water looking out over Honeymoon Island. This 2 bedroom/1.5 bath condo features updated flooring, kitchen, and bathrooms. Plenty of extra storage and great floor plan. Features a large great living area and separate formal dining area. The kitchen has been upgraded with gorgeous cabinets that reach the ceiling and an added bar area for extra counter space. Bathroom has updated shower and vanity. Primary bedroom features its own half bath. Located in Mediterranean Manors, this active complex boasts a waterfront clubhouse, heated pool, tennis, shuffleboard, and most importantly, a waterfront park with picnic tables, swings, and bbq grills. So don't miss your opportunity to own this fabulous condo and have access to very own sunset views just steps out your door!!! Across from Pinellas Trail, walk to shopping and restaurants. plus semi-private laundry only steps away at end of bldg. entry hall.

2700 Bayshore Boulevard Unit 2108, Dunedin

$560,000

4 Beds ⋅ 2 Baths ⋅ Ravenwood Manor SubDv.

Enjoy the best of Florida living in this 4 bedroom/ 2 bath split plan pool home with no HOA, ideally located just minutes from vibrant Downtown Dunedin, Honeymoon Island State Park, and TD Ballpark, home of the Toronto Blue Jays Spring Training. The open-concept floor plan is perfect for everyday living and entertaining, featuring a beautifully remodeled kitchen with white cabinetry, stone countertops, stainless steel appliances, a large island, and a convenient built-in under-counter microwave. Updated luxury vinyl flooring runs throughout the main living areas, with carpet in the bedrooms for added comfort. Step outside to your private pool and enjoy a low-maintenance backyard designed for relaxing weekends in the Florida sunshine. One secondary bedroom features a fun clubhouse-style loft bed that can stay for the next adventure or be removed to create a traditional bedroom. A new water heater adds extra peace of mind. Move-in ready and close to shopping, dining, parks, and everything that makes Dunedin such a sought-after place to call home!

1901 Briarwood Street, Dunedin

$159,900

2 Beds ⋅ 2 Baths ⋅ Dunedin Palms Unrec SubDv.

Manufactured home in 55+ community, it is a fee simple community! This home features 2 bedroom, 2 bath manufactured home and located in Dunedin, Florida. This home also features an enclosed front porch. Close to the Blue Jays Field, bowling alley and bike trails. HOA fee of $220 per month, covers your water, sewer, garbage and pool maintenance. There is a washer/dryer hookup in the carport outside for your convenience. You can enjoy the community pool, clubhouse and other amenities!

130 Patricia Avenue Unit 119, Dunedin

$1,650,000

4 Beds ⋅ 3 Baths ⋅ Dunedin Shores Sub SubDv.

A rare opportunity has arrived to own an oversized premier waterfront homesite in Dunedin. This prime 100-foot lot offers sweeping panoramic views of St. Joseph Sound, Caladesi Island, Honeymoon Island, the Intracoastal Waterway, and Hurricane Pass to the Gulf. With exceptional frontage, breathtaking scenery, and a sought-after coastal setting, this property presents an ideal canvas for building the dream waterfront residence you have envisioned. Located in the iconic town of Dunedin, the homesite combines tranquil waterfront living with outstanding convenience. Enjoy being just two blocks from the Pinellas Trail, then take your golf cart to vibrant Downtown Dunedin for exceptional dining, craft cocktails, boutique shopping, and lively festivals. From your own property, take in stunning sunsets, abundant seabirds, and marine life, or launch into the coastal lifestyle with easy boating and kayaking access to Caladesi and Honeymoon Islands, known for their miles of pristine white sandy beaches. Homesites of this size and setting are rarely available in Dunedin. Whether you envision a custom coastal retreat, a private waterfront sanctuary, or a new construction residence designed around the views, this property offers a remarkable opportunity in a community celebrated for its history, warmth, and seaside charm. Please note: The existing home was impacted by Hurricane Helene and the property is being offered for land value only. For buyers interested in a storm-damaged rehabilitation project, there may be a limited window to purchase the property with the existing concrete block home and pool still in place. If this possibility is of interest, act quickly, as demolition plans are already in motion and the seller intends to have the home and pool removed.

111 Shore Drive, Dunedin

Homes for Sale with a Pool in Dunedin, FL

All Homes for Sale with a Pool in Dunedin, FL

Joseph Sullivan Real Estate

Search

Resources

About