Dunedin Homes with Sailboat Water Water Frontage

Welcome to Dunedin, a charming coastal city located in Pinellas County, Florida. Known for its vibrant arts community, stunning beaches, and rich history, Dunedin offers a unique blend of small-town charm and modern amenities.

One of the most sought-after features of homes in Dunedin is their sailboat water frontage. Imagine waking up to the gentle sounds of the water and being able to set sail right from your backyard. Homes with sailboat water frontage in Dunedin provide not just a place to live, but a lifestyle where you can fully embrace the beauty of waterfront living.

Whether you're looking for a quaint cottage by the sea or a luxurious waterfront estate, Dunedin has a variety of options to suit every taste and budget. From historic homes with character to modern residences with state-of-the-art amenities, there's something for everyone in this picturesque city.

Explore the local shops and restaurants in downtown Dunedin, take a stroll along the waterfront, or enjoy a sunset cruise on the Gulf of Mexico. With its laid-back atmosphere and friendly community, Dunedin is the perfect place to call home for those who appreciate the beauty of living by the water.

Discover the magic of Dunedin and find your dream home with sailboat water frontage in this enchanting city on Florida's Gulf Coast.

Newest Dunedin Homes with Sailboat Water Water Frontage

$7,150,000

5 Beds ⋅ 7 Baths ⋅ Malones L H Sub SubDv. ⋅ 34698 Zip Code ⋅ TB8519415 MLS ⋅ Active Status

MASTERFULLY REIMAGINED, THIS EXTRAORDINARY WATERFRONT ESTATE IS SET ON A SPECTACULAR 1.1-ACRE LOT OVERLOOKING THE INTRACOASTAL WATERWAY AND THE PRISTINE SHORES OF CALADESI ISLAND. Originally built in 2002 and extensively upgraded in 2026. Constructed with enduring quality and resilience, the residence features insulated concrete form (ICF) walls, rebar-reinforced hurricane-impact windows/doors, and a roof fortified by metal trusses—delivering exceptional structural integrity and peace of mind. Beyond the impressive gated entrance, a sweeping shellstone driveway and meticulously curated landscaping introduce a home of remarkable elegance and distinction. Inspired by Coastal Tuscan architecture, stately pillars frame a grand foyer with soaring 24-foot ceilings, creating a dramatic first impression. Exquisite porcelain flooring, artisan-crafted millwork, graceful archways, fluted columns, contemporary designer lighting, and smooth Level 5 walls combine to create a sophisticated and timeless aesthetic. The expansive waterfront living room flows seamlessly into a refined formal dining area, offering an ideal setting for entertaining. At the heart of the home, the chef’s kitchen is truly exceptional, showcasing dramatic double-slab translucent quartzite countertops with ogee-edge detailing, matching quartzite backsplash, custom raised-panel cabinetry with under-cabinet lighting, premium appliances, gas cooking, built-in refrigeration, and dual islands with bar seating—all opening effortlessly to the pool deck and waterfront beyond. The spacious family room enjoys sweeping water views and features a custom multi-level entertainment bar and serving center with Sub-Zero refrigeration and a dedicated ice maker. The executive office, also positioned to capture the stunning waterfront setting, is appointed with extensive custom built-ins and offers generous space for workstations and conference-style seating. The luxurious owner’s suite is a private waterfront sanctuary, featuring a spacious sitting area and two beautifully designed custom closet systems. The spa-inspired owner's bath is a showpiece of craftsmanship and luxury, finished in marble, quartzite, and translucent quartzite. Highlights include dual vanities, a dedicated cosmetics center, sauna, private rest room, freestanding microjet soaking tub, and a spectacular dual-entry walk-in rain shower with five additional body sprays, all enveloped in rich marble finishes. Each of the four guest suites offers exceptional scale and comfort, complete with walk-in closet systems and beautifully appointed en-suite baths finished extensively in marble. Outdoors, the estate evokes the glamour and grandeur of a private waterfront resort. A dazzling 5,000-square-foot elevated shellstone deck with elegant diamond-pattern design surrounds the pool/spa and is enclosed by custom cast-stone balustrades. Your terraced lounging areas descend to a beautifully landscaped waterfront lawn reminiscent of an Italian villa. Enjoy the rare luxury of a private white-sand beach and a composite dock equipped with a 16,000-pound boat lift. Setup provides quick and convenient access to Clearwater Beach, Caladesi Island, and Honeymoon Island, offering an unparalleled combination of waterfront recreation and beachside enjoyment. Brilliant sunsets, refreshing coastal breezes, and an unmatched setting complete this truly one-of-a-kind coastal offering—conveniently located within easy reach of downtown Clearwater.

1516 Bayshore Boulevard, Dunedin

$3,750,000

Dunedin Causeway Center SubDv. ⋅ 34698 Zip Code ⋅ TB8500346 MLS ⋅ Active Status

WATERFRONT INCOME. DEVELOPMENT POTENTIAL. ICONIC DUNEDIN LOCATION. Investor and developer opportunity positioned along the highly sought-after Dunedin Causeway. This rare, income-producing waterfront assemblage includes 2 parcels being sold together, currently configured as a waterfront main residence plus an adjacent income-producing multi-unit property with exceptional upside and long-term redevelopment potential. DEVELOPMENT & ZONING POTENTIAL: Zoned FX-M with short-term rentals approved, the property offers multifamily development potential for up to 10 units, making this a strategic acquisition for investors, developers, boutique hospitality operators, or buyers seeking scale in one of Tampa Bay’s most supply-constrained coastal corridors. PROPERTY CONFIGURATION: The income-producing building currently consists of 3 separate units, including 2 renovated 2-bedroom, 2-bath units that each accommodate up to 6 guests. *One unit features a modernized kitchen (2020), in-unit washer and dryer, new baseboards, and updated tile flooring. *The second includes a 2023 kitchen remodel, epoxy flooring, and in-unit laundry, making it ideal for short- or long-term leasing. *The third flexible unit functions as a versatile 1-bedroom, 1-bath space ideal for office, gym, or ancillary rental use, with plumbing already in place for washer/dryer installation. *The adjacent waterfront residence currently offers 3 bedrooms with the potential to add 3 additional bedrooms and can accommodate up to 10 guests, creating additional flexibility for expanded living, luxury rental use, or boutique hospitality potential. PROPERTY IMPROVEMENTS & FEATURES: Constructed with durable concrete block construction on slab, the property has been extensively improved with refreshed stucco and exterior paint (2022), impact-rated windows and doors (2015), 3 HVAC systems (2015), and separate electric meters for operational flexibility. Additional features include 6 dedicated parking spaces and a fully equipped RV hookup with 50-amp service, sewer, and water connections, expanding rental versatility. WATERFRONT LIFESTYLE: A heated saltwater pool and spa overlook the Intracoastal Waterway, while direct water access, a private dock, deep-water slips, boat lift, and jet ski lifts create exceptional boating appeal, recreational value, and strong lifestyle-driven rental demand. LOCATION & CONVENIENCE: Located just minutes from Downtown Dunedin, the property is within walking distance to waterfront dining, retail, marinas, entertainment, and the Pinellas Trail. Positioned adjacent to the Toronto Blue Jays Spring Training facilities and within a golf-cart-friendly community, the location continues to drive strong seasonal demand and premium rental rates. With flexible zoning, strong in-place income, irreplaceable waterfront positioning, and future redevelopment opportunity, this is a truly rare coastal investment opportunity along the iconic Dunedin Causeway. Property consists of 2 parcels being sold together, including 1 income-producing triplex property and 1 adjacent waterfront residence. The triplex includes 3 units: 2 renovated 2-bedroom, 2-bath units that each sleep up to 6 guests, plus 1 flexible unit with future 1-bedroom potential. The waterfront residence currently offers 3 bedrooms with the potential to add 3 additional bedrooms and can accommodate up to 10 guests.

439 Causeway Boulevard, Dunedin

$3,750,000

9 Beds ⋅ 9 Baths ⋅ Dunedin Causeway Center SubDv. ⋅ 34698 Zip Code ⋅ TB8498731 MLS ⋅ Active Status

Poised along the iconic Dunedin Causeway, this irreplaceable waterfront estate represents a level of exclusivity rarely seen—standing as the only single-family residence on this world-renowned stretch. Uninterrupted Intracoastal panoramas, refined architectural character, and extraordinary mixed-use potential converge in a setting that is both prestigious and enduring. Zoned FX-M/Short Terms Rentals Approved, the property offers remarkable versatility, allowing for private residential living, boutique hospitality, or future redevelopment. The estate thoughtfully comprises a meticulously renovated main residence paired with an adjacent, income-producing triplex—creating an exceptional opportunity to generate immediate revenue while preserving long-term upside for a boutique hotel concept or curated commercial venture. This is a truly singular offering on the causeway. Beyond a galvanized gate and private pavered drive, the estate reveals itself with a commanding presence overlooking the Intracoastal Waterway. Across the water lies Marker 1 Marina, one of Tampa Bay’s premier marinas, neighboring restaurants and shops are within walking distance and the Pinellas Trail is only a block away, enhancing both the lifestyle appeal and long-term value of this location. The West Indies–inspired main residence has been masterfully reimagined with a focus on coastal sophistication and structural integrity, featuring high-impact windows and doors throughout. Interiors are curated with elevated design elements and bespoke finishes, beginning with an inviting entry level accented by exposed brick and a custom tempered-glass under-stair pet retreat. The GORGEOUSLY RENOVATED lower level unfolds into a private guest suite, complemented by a spa-caliber bath with a walk-in rain shower. A statement media and lounge space anchors the level, complete with custom wall treatments, a dramatic waterfall island, wet bar, and a specialty refrigeration system designed to craft perfectly formed bourbon ice spheres—an entertainer’s indulgence. An architectural staircase ascends to the primary living level, elevated at 16.35 feet, where natural light pours into an open-concept living and dining space framed by sweeping water views. The striking designer kitchen, featuring a custom pantry and seamless visual connection to the Intracoastal. The primary suite is a serene retreat, offering abundant light and a spa-inspired bath highlighted by a custom poured concrete vanity and generous wardrobe space. An expansive secondary suite provides flexibility for lounging or guest accommodations, complete with a renovated en-suite bath and walk-in closet. Outdoors, the estate transforms into a private coastal sanctuary. A HEATED SALTWATER pool and spa, complete with sun shelf and bubbler, overlook the Intracoastal, evoking a true resort. The expansive pavered entertaining terrace, enhanced by a cabana, offers ample space for curated outdoor living, while an upper-level balcony captures breathtaking western sunsets over the water. The NEW PRIVATE DOCK is equally impressive, featuring three deep-water slips accommodating vessels exceeding 40 feet, a BRAND NEW 10,000 lb boat lift, and dual jet ski lifts—delivering seamless access. This is more than a residence—it is a landmark waterfront estate on one of Dunedin’s most coveted stretches, where refined living, income-producing potential, and an elite boating lifestyle are brought together in one extraordinary offering.

439 Causeway Boulevard, Dunedin

$399,000

2 Beds ⋅ 2 Baths ⋅ Edgewater Arms 3rd Condo SubDv. ⋅ 34698 Zip Code ⋅ TB8466464 MLS ⋅ Active Status ⋅ 632 BLDG.

Discover the perfect coastal retreat at 632 Edgewater Drive #135. This stunning residence offers a rare advantage: it is one of the very few units in the entire complex located on the ground level with its own private porch. Forget the elevators and stairs—step directly from your personal outdoor oasis into a lifestyle of effortless accessibility and charm. The interior has been beautifully transformed into a true turn-key home. The open floor plan flows over brand-new, high-quality flooring into a designer kitchen complete with granite countertops and new stainless steel appliances. Both bathrooms have been refreshed with stylish new vanities, ensuring every inch of this home feels modern and bright. Located in one of Dunedin’s premier waterfront communities, you are just steps from the heated community pool and the scenic shores of St. Joseph Sound. Enjoy the best of Dunedin living with a short stroll to the Pinellas Trail and the award-winning restaurants, breweries, and boutiques of Downtown Dunedin. You won’t find another ground-floor unit in this complex with this level of finish and a private porch at this price. Schedule your showing today!

632 Edgewater Drive Unit 135, Dunedin

$950,000

3 Beds ⋅ 2 Baths ⋅ Harbor View Villas 4th Add SubDv. ⋅ 34698 Zip Code ⋅ TB8402530 MLS ⋅ Active Status

Waterfront home in Dunedin! This home features 3 bedrooms, 2 full bathrooms, a 2-car garage, a composite wood deck/dock, and a boat lift. For boaters, the home sits on a deep water canal with direct Gulf access. The home is light & bright, has an open floorplan, vaulted ceiligs, split bedrooms, and water views! The kitchen is newly renovated and features wood cabinets, granite countertops and stainless-steel appliances. There is eat-in space in the kitchen as well as a separate dining room. The master suite features a large walk-in closet, a fireplace, private bath & sliders overlooking the water. The master bathroom has dual vanities, a Jacuzzi tub, walk-in shower & private toilet. The guest bedroom also has a walk-in closet & sliders with a canal view. The open indoor plan & outdoor deck areas make this home great for entertaining! This property is a boater's dream. Take a short boat ride to Caladesi State Park for lunch or go fishing in the Gulf of Mexico. On land, stroll along the causeway, ride your bike on the Pinellas Trail, play golf at the local club, or enjoy the unique shops, top rated restaurants & countless downtown activities... there's plenty to do in Dunedin! Centrally located to major thoroughfares, downtown Dunedin, the Dunedin Causeway and more! This is a MUST SEE for boating enthusiasts or buyers seeking a waterfront home!

2127 Lagoon Drive, Dunedin

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