Tarpon Springs Homes with Sailboat Water Water Frontage

Tarpon Springs Homes with Sailboat Water Water Frontage

Welcome to Tarpon Springs, Florida—a picturesque gem nestled in Pinellas County that perfectly blends rich history, vibrant culture, and stunning natural beauty. Known for its charming Greek heritage, Tarpon Springs boasts a unique character that sets it apart from other coastal towns. With its bustling sponge docks, delightful eateries, and eclectic shops, the city is a haven for those seeking a taste of the Mediterranean right here in Florida.

One of the most alluring features of Tarpon Springs is its access to sailboat water frontage. Imagine waking up each morning to the tranquil sounds of the water and the sight of sailboats gliding gracefully across the shimmering waves. Homes with sailboat water frontage in this enchanting city offer not just a place to live, but a lifestyle filled with adventure and relaxation. Whether you're an avid sailor or simply enjoy the serene beauty of waterfront living, these properties provide direct access to some of the most beautiful waterways in the region.

The real estate market in Tarpon Springs is diverse, featuring everything from cozy bungalows to luxurious waterfront estates. With a strong sense of community and an array of recreational activities, including fishing, kayaking, and beachcombing, residents can enjoy the best of both worlds—an active outdoor lifestyle and a close-knit neighborhood atmosphere.

If you’re seeking a home that offers both charm and adventure, Tarpon Springs is the perfect destination. Explore the stunning properties with sailboat water frontage and discover your dream home in this enchanting coastal paradise!

Newest Tarpon Springs Homes with Sailboat Water Water Frontage

$425,000
Meyers Cove SubDv. ⋅ 34689 Zip Code
AMAZING WATERFONT COMMUNITY of Meyers Cove!! DOCK WITH 16000 POUND LIFT ALREADY IN PLACE - FITS 30' BOAT Build your dream custom home with Water Views in this Gated Executive Tarpon Springs Community. This nearly half acre lot is hard to find yet the perfect canvas for what you can dream up as your future home. Its a VERY SHORT boat ride down the Anclote River out to open water. Plus you can take advantage of restaurants on the World Famous Sponge Dock like great restaurants and shopping...All by boat!! Come tour this private GATED community and plan your next steps. Happy to refer local Builder as well!

Lot 6 Meyers Cove Drive, Tarpon Springs
$99,900
2 Beds ⋅ 1 Baths ⋅ Chesapeake Point Co-Op Inc Unrec SubDv. ⋅ 34689 Zip Code
Welcome to your affordable slice of paradise in the waterfront 55+ community of Chesapeake Pointe in beautiful Tarpon Springs! This move-in ready 2-bedroom home is priced UNDER $100K and offers the perfect blend of comfort, convenience, and the laid-back Florida lifestyle. Even better, the property can be rented right away, 1 month minimum, with HOA approval, making it an excellent opportunity for seasonal or long-term investment income. Enjoy an open kitchen and living area filled with natural light, plus all furniture and appliances are included—making your move effortless. Stay comfortable year-round with 3 NEW mini split AC units, and appreciate the convenience of a full-size washer and dryer, covered carport, and relaxing covered outdoor sitting area. Love the water? BRING YOUR BOAT! Gulf-access boat slips are currently available, making this an incredible opportunity for boating enthusiasts. Spend peaceful mornings launching a kayak from the community dock, paddling toward the famous Tarpon Springs Sponge Docks while watching dolphins and manatees glide by. Enjoy shuffleboard with neighbors or simply unwind in the coastal breeze. Ownership includes a share in Chesapeake Pointe Co-Op, Inc., creating a true sense of community and belonging. Beyond the neighborhood, discover why so many love calling Tarpon Springs home. Explore the historic Sponge Docks filled with authentic Greek restaurants, bakeries, and unique shops, enjoy lively First Friday events, concerts, art shows, and festivals downtown, or bike and walk for miles along the scenic Pinellas Trail. With nearby Gulf beaches, boating, fishing, and endless water activities, every day feels like a vacation. Don’t miss your chance to own this charming coastal retreat or investment property—schedule your private showing today before it’s gone!

800 Chesapeake Drive Unit 42, Tarpon Springs
$1,295,000
3 Beds ⋅ 3 Baths ⋅ Sea Breeze Island SubDv. ⋅ 34689 Zip Code
Virtually Staged. A Rare Gulf-Front Estate Defined by Elegance, Privacy, and Coastal Artistry Set along the pristine shoreline with direct access to the open Gulf, this exceptional three-story custom residence offers a level of refinement and tranquility rarely found. Designed to capture both the grandeur of the water and the intimacy of coastal living, every element of this home has been thoughtfully curated. Spanning over 3,100 square feet, the interior reveals a seamless blend of sophistication and comfort. A bespoke chef’s kitchen anchors the home, featuring quartz surfaces, custom cabinetry, Café designer appliances, and a statement copper hood. Expansive living spaces transition effortlessly into a fully enclosed, heated indoor pool—where walls of hurricane-rated glass dissolve into breathtaking Gulf views. Above, the third-floor lookout bar and private balcony create an elevated retreat—ideal for sunset entertaining or quiet reflection above the water. Outdoors, the property transforms into a private waterfront sanctuary. A 2021 custom dock with maintenance-free wear decking and an 8,000 lb lift provides immediate access to the Gulf. Surrounding it, expansive entertaining spaces include a fire-pit lounge, outdoor shower, and thoughtfully preserved Australian pines that frame the property with natural beauty. Suspended between two of these majestic pines, a custom swing overlooks the water—offering a rare, almost cinematic vantage point for experiencing the Gulf’s most spectacular sunsets. Additional features include a hurricane-rated smart garage door, two-car garage, central air with supplemental mini-split systems, and premium finishes throughout. Moments by boat from renowned waterfront destinations, yet privately positioned to feel worlds away—this is more than a residence. It is a statement of lifestyle, design, and location that cannot be replicated.

1626 Sea Breeze Drive, Tarpon Springs
$2,575,000
4 Beds ⋅ 5 Baths ⋅ Rush Fergusons Sub SubDv. ⋅ 34689 Zip Code
AMAZING WATERFRONT RETREAT – LIVE THE PARADISE LIFE STYLE!! If you’ve been searching for PARADISE, you’ve just found it. Experience the pinnacle of WATERFRONT LIVING in this Meticulously Reimagined, CUSTOM-REMODELED estate offering 4 bedrooms, 4.5 bathrooms, the west wing of the home has two full completely remodeled bathrooms (2026), three Large bedrooms; one bedroom with Water Views, FLOOR TO CEILING WINDOWS making it the perfect second Owners ENSUITE. The main home elevation, HIGH AND DRY. This home also boast Sparkling POOL & SPA, TWO DOCKS, BOATHOUSE, SEPARATE GUEST COTTAGE, and an expansive AL FRESCO KITCHEN & CABANA—all set along almost a HALF ACRE of Pristine Shoreline. From the moment you enter, you’re greeted by BREATHTAKING PANORAMIC WATER VIEWS, showcased through a dramatic wall of hurricane-rated glass sliders that seamlessly blend indoor and outdoor living. The CHEF'S KITCHEN is a true showpiece, featuring WOLF COOKTOP AND OVENS, a SUB-ZERO REFRIGERATOR, gleaming quartz countertops, Custom Cabinetry, a prep sink, and and a walk in BUTLER'S PANTRY complete with an additional refrigerator, and abundant storage. The adjacent breakfast room offers the perfect setting for casual dining or relaxed family evenings. Designed for ENTERTAINING, the Expansive LIVING AND DINING ROOM AREAS easily accommodate Large Gatherings—or even a pool table—while maintaining an inviting, Elegant Atmosphere. The PRIVATE SANCTUARY PRIMARY SUITE is over 1200 sq ft, complete with its own PRIVATE DECK with MAGNIFICIANT VIEWS. The SPA-INSPIRED BATHROOM features a Multi-Head walk-in Shower, Soaking Tub, Sauna, MASSIVE CUSTOM CLOSET/DRESSING ROOM, and a Dedicated Workout Studio. The Second WATERFRONT HOME (ADU) Boast almost 700 sq ft 1-bedroom, 1-bath with a living room and kitchen perfect for a GUEST COTTAGE, MOTHER IN LAW SUITE, or an AU PAIR. The perfect PRIVATE RETREAT. BOATING ENTHUSIASTS will Appreciate the TWO PRIVATE DOCKS, BOATHOUSE, LIFT, and DAVITS, making this property a True WATERFRONT HAVEN. Step outside to your RESORT-STYLE OUTDOOR LIVING SPACE, where a Stunning Cabana and FULLY EQUIPPED OUTDOOR KITCHEN featuring TWIN EAGLE APPLIANCES creating the ultimate setting for OUTDOOR ENTERTAINING. The pool and spa complete the experience—perfect for relaxing, entertaining, or enjoying the Florida sunshine. Additional highlights include SMART HOME FEATURES, Tankless Water Heaters, Water Treatment System, NEST controls, updated lighting, and lush professional landscaping—no detail has been overlooked. Ideally located just minutes from Tarpon Springs, you’ll enjoy easy access to the historic downtown, famous sponge docks, waterfront dining, shopping, and more.

915 Bayshore Drive, Tarpon Springs
$699,000
3 Beds ⋅ 3 Baths ⋅ Pointe Tarpon Twnhms SubDv. ⋅ 34689 Zip Code
Welcome to the desired neighborhood of Pointe Tarpon. This Tarpon Springs gem, on the Gulf of Mexico with private marina, is the optimum Florida lifestyle experience. The property sits on the corner unit and boasts a spacious three-story townhome with elevator. This three-bedroom, 2 ½-bath residence features a large flex/entertainment space on the first level. The second level offers a substantial balcony and the third level hosts a quaint patio for your viewing pleasure. Living space on the second floor includes living room/dining room combo with balcony access. A ½-bath is off the dinette and kitchen area making the second level ideal for hosting/entertaining family and friends. Going up the grand staircase leads to the third level where bedrooms, laundry room and full bath are located. The primary bedroom offers a large floor plan, a beautiful bath with dual sinks, garden tub, separate shower stall, walk-in closet and private patio. Bedrooms 2 and 3 hold built-in closets and front-facing windows. Laundry has workstation with sink and is conveniently placed in hall around the corner from second full bath. Additionally, a deeded boat slip conveys with property. Hosted in the community's private, dredged marina with deepwater access. Newly renovated docks with storage containers, electricity and fresh water make this a boater's dream. Bring your motorized or sailboats to enjoy sunsets nightly.

1501 Wharfside Drive, Tarpon Springs
$1,197,000
4 Beds ⋅ 4 Baths ⋅ Sunset Hills Country Club SubDv. ⋅ 34689 Zip Code
Custom Coastal Retreat with Solar, Saltwater Pool & Direct Gulf Access | Tarpon Springs! Discover this custom-built, elevated coastal retreat in the highly sought-after north end of Tarpon Springs. Built in 2005 and thoughtfully designed for waterfront living, this eco-friendly residence features solar panels, 3,503 square feet of living space, 4 bedrooms, 4 full baths, and a versatile bonus loft, all situated on a private .55-acre homesite just minutes from the Gulf of Mexico and Fred Howard Park. Enjoy tranquil conservation and water views from your backyard paradise, complete with a multi-level Trex deck, saltwater Pebble Tec pool, and a brand-new Trex dock offering direct Gulf access. Spend your days boating, fishing, kayaking, paddleboarding, or exploring nearby island beaches and waterfront restaurants. With NO HOA restrictions, this property offers exceptional flexibility for large families, multigenerational living, or potential short-term and vacation rental opportunities. The elevated main living level welcomes you with soaring ceilings, hurricane-impact windows, and abundant natural light throughout the open-concept design. The chef's kitchen is beautifully appointed with new quartz countertops, a walk-in pantry, and an impressive 10-foot bar-top island perfect for entertaining and casual dining. The expansive primary suite serves as a private retreat featuring a luxurious bath with dual vanities, a soaking tub, walk-in shower, and oversized walk-in closet. A private guest suite includes its own en-suite bath, while two additional generously sized bedrooms share a full bath. The bonus loft provides flexible space for a home office, playroom, craft room, fitness area, or creative studio. Adding tremendous value is the 2,341-square-foot lower level (not included in the living square footage), offering endless possibilities for storage, a workshop, game room, home gym, or additional entertainment space, along with an oversized two-car garage. Constructed on a concrete foundation with pilings and elevated for coastal resilience, this home is engineered to thrive in Florida's waterfront environment. Ideally located near top-rated Tarpon Springs schools, Gulf beaches, parks, boat launches, Downtown Tarpon Springs, and the world-famous Sponge Docks, this exceptional property delivers the perfect combination of waterfront recreation, privacy, and convenience in a golf-cart-friendly community.

1580 Macchesney Drive, Tarpon Springs
$369,000
2 Beds ⋅ 2 Baths ⋅ Tarpon Cove Condo SubDv. ⋅ 34689 Zip Code
*NEW PRICE* Coastal Luxury Awaits at Tarpon Cove & Mariner Village! Experience the ultimate Florida lifestyle in this gorgeous, fully furnished 2-bedroom, 2-bathroom condo nestled within the highly desirable communities of Tarpon Cove and Mariner Village in Tarpon Springs. Offering captivating views of the sparkling Gulf of Mexico, this residence is a true haven for those seeking both relaxation and adventure by the water. Step inside and discover a bright, open-concept floor plan designed for comfortable living and easy entertaining. The beautifully appointed kitchen features sleek stainless steel appliances, elegant granite countertops, and ample cabinetry, perfect for preparing delicious meals while enjoying the scenic views. The spacious living and dining areas flow seamlessly to a private balcony where you can savor gentle Gulf breezes and watch stunning sunsets paint the sky. Retreat to the inviting primary suite, complete with generous closet space and a well-appointed ensuite bath. A second bedroom and full guest bathroom provide plenty of space for family and visitors. Every detail has been thoughtfully curated to create a welcoming, turnkey home ideal as a primary residence, vacation retreat, or investment opportunity. The amenities in Tarpon Cove and Mariner Village elevate coastal living to resort status. Residents enjoy access to a sparkling community pool and stylish clubhouse, a well-equipped fitness center, tennis and pickleball courts, and even a putting green for golf enthusiasts. Boaters will appreciate the community marina with boat slips available on a first-come, first-served basis, offering easy access to the Gulf and endless days on the water. Located just minutes from some of Florida’s most pristine beaches, charming downtown Tarpon Springs with its famous sponge docks and Greek eateries, as well as shopping centers, restaurants, and numerous top-rated golf courses, this condo places you in the heart of everything you love about coastal living. Don’t miss this incredible opportunity to own a slice of paradise and start living the waterfront dream in beautiful Tarpon Springs!

1813 Mariner Drive Unit 146, Tarpon Springs
$410,000
3 Beds ⋅ 3 Baths ⋅ Callista Cay SubDv. ⋅ 34689 Zip Code
One or more photo(s) has been virtually staged. BEST BUY IN CALLISTA CAY!! WITH A BOAT DOCK OUT YOUR BACK DOOR!! Experience Waterfront Living at Its Finest in Tarpon Springs! Nestled within the gated enclave of Callista Cay, this exquisite three-story end-unit townhome offers the ultimate Florida lifestyle. Boasting a deeded boat slip just steps from your patio, you’ll enjoy effortless access to the Anclote River and Gulf of Mexico—perfect for fishing, scalloping, or exploring secluded islands Built in 2014, this 3-bedroom, 2.5-bathroom residence spans 1,828 sq ft and features an oversized two-car garage with ample storage for kayaks, golf carts, and more. The open-concept main level is ideal for entertaining, showcasing a gourmet kitchen with 42” soft-close cabinets, granite countertops, stainless steel appliances, a spacious island with breakfast bar, and a built-in desk. The living area extends to a screened-in balcony overlooking the tranquil canal—an idyllic spot for morning coffee or evening relaxation. Upstairs, the primary suite offers serene water views, a walk-in closet, and an en-suite bathroom featuring dual vanities with granite counters, a soaking tub, and a step-in shower. Two additional bedrooms share a Jack-and-Jill bathroom, and the conveniently located laundry room includes extra storage and shelving. Outdoor living is an integral part of the property. Covered patios, multiple balconies, and direct access to the rear outdoor area connect the residence to its waterfront position. The canal setting provides opportunities for paddle craft, boating access, and enjoyment of the natural coastal surroundings. Callista Cay is a secure, well-managed community offering included services, select amenities including a low-maintenance lifestyle. Its location places you minutes from Tarpon Springs’ historic sponge docks, local marinas, acclaimed Gulf beaches, the Pinellas Trail, and the area’s dining and cultural destinations. Highly rated schools further support the property’s strong appeal Don't miss this opportunity to live the waterfront dream in Tarpon Springs! NEW HVAC SYSTEM! CONSIDERING ALL OFFERS!!!

800 Callista Cay Loop, Tarpon Springs
$224,000
2 Beds ⋅ 2 Baths ⋅ Island Club Of Tarpon SubDv. ⋅ 34689 Zip Code
More than a condo, it's a waterfront lifestyle. Located in the desirable Island Club community, this beautifully maintained 2-bedroom, 1.5-bath townhome features Gulf views, a private balcony, and direct waterfront access where you can launch your kayak and paddle to Sunset Beach for live music and spectacular sunsets. Residents enjoy resort-style amenities including a waterfront pool and hot tub, tennis courts, fitness center, clubhouse, kayak storage, and a private nature trail leading to the Gulf. Just minutes from Fred Howard Park, the Tarpon Springs Sponge Docks, downtown Tarpon Springs, local shops and restaurants, and the Pinellas Trail, this home is ideal as a full-time residence, vacation home, or seasonal retreat. Complete with a two-car tandem carport and a private storage room, this property offers the perfect combination of comfort, recreation, and coastal living.

1500 Sunset Rd Bldg C Unit C7, Tarpon Springs
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