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1768 Santa Barbara Drive, Dunedin
$3,300,000
Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
Under contract-accepting backup offers. Virtually Staged. A rare opportunity to create a legacy waterfront estate on one of Dunedin's most prestigious brick-paved streets. Spanning more than one-half acre overlooking the Intracoastal Waterway and Caladesi Island, this exceptional home site offers breathtaking open-water views, spectacular sunsets, and a setting unlike anything else currently available in Dunedin. Framed by iconic Washingtonian Palms and surrounded by luxury waterfront residences, the property combines privacy, scale, and an enviable location just moments from Downtown Dunedin's vibrant dining, shopping, breweries, marinas, and waterfront parks. Enjoy the convenience of golf-cart access to downtown and the Pinellas Trail just a few blocks away. Whether you envision a contemporary coastal masterpiece, a timeless waterfront estate, or a resort-inspired retreat designed for entertaining on a grand scale, this remarkable property provides the canvas to bring that vision to life. The generous home site offers the opportunity to create a truly custom residence tailored to your lifestyle while maximizing panoramic water views and year-round sunset vistas. To help illustrate the extraordinary potential of the property, conceptual renderings are available showcasing a custom waterfront residence specifically designed for this unique homesite by award winning Sarasota-based CMSA Architects. The featured concept includes approximately 8,000 square feet of thoughtfully designed luxury living space with a fitness room, pool cabana, detached golf simulator pavilion, expansive motor court, and resort-style outdoor living areas. For buyers seeking to accelerate the design and planning process, the custom plans created by architect Rick Oswald of CMSA Architects are available separately and may provide a significant head start toward construction of a world-class waterfront residence. Survey and geotechnical reports have both been done. The seawall was upgraded in 2022. Come see an extraordinary setting and an irreplaceable homesite and seize this rare opportunity to create one of Dunedin's finest waterfront residences.

1768 Santa Barbara Drive, Dunedin
1700 Santa Barbara Drive, Dunedin
$3,000,000
Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
One of the few double lots on Santa Barbara Dr. Design and build your dream home with magical sunsets to the rear and swaying Washingtonia Palms to the front.

1700 Santa Barbara Drive, Dunedin
439 Causeway Boulevard, Dunedin
$3,490,000
Dunedin Causeway Center SubDv. ⋅ 34698 Zip Code
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
439 Causeway Boulevard, Dunedin
$3,490,000
9 Beds ⋅ 9 Baths ⋅ Dunedin Causeway Center SubDv. ⋅ 34698 Zip Code
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
220 Scotland Street, Dunedin
$3,625,000
Whitmires W S SubDv. ⋅ 34698 Zip Code
Amazing and rare opportunity in downtown Dunedin. Located in the “Downtown Core”, the possibilities here are endless! The last use was an assisted living facility, but it would make a great short-term rental, professional office, or retail store. Located right near Edgewater Drive and Main Street…be part of the vibrancy of downtown Dunedin and all the shops and restaurants that come with it. The free-standing, two-story building features a gas fireplace with 10 offices and rooms—many with their own bathroom. Featuring 3 central heat/air units and two mini-splits, a generator, gas store, fire suppression system, security, and fire alarm. Charming front porch and rear upper back deck with new stairwell. Views to the intracoastal from this property, as it is just steps to Edgewater Park, Marina, and Main Street. This property is a must see!

220 Scotland Street, Dunedin
2484 Baywood Drive W, Dunedin
$3,250,000
3 Beds ⋅ 3 Baths ⋅ Baywood Shores SubDv. ⋅ 34698 Zip Code
Virtually Staged. Perched over open water with sweeping Gulf of Mexico views, this newer elevated coastal residence offers a rare blend of luxury, privacy, and prime location, complete with impact glass, an elevator, and a whole-house generator. Ideally positioned with quick access to Honeymoon Island, Caladesi Island, and Hurricane Pass, the home is perfectly suited for boating and fishing enthusiasts seeking immediate access to world-class waters. A boater’s paradise featuring two boat lifts (25,000 lb and 10,000 lb), immediate deep-water channel access, and close proximity to a marina/fuel—making every day on the water effortless and enjoyable. The thoughtfully designed floor plan features three bedrooms plus a bonus room/office, finished with elegant travertine marble and refined coastal details throughout. The chef’s kitchen is outfitted with premium Thermador Pro Series appliances and opens to light-filled living spaces that frame the ever-changing Gulf vistas. The primary suite occupies the entire third floor, creating a private retreat with truly spectacular water views. This serene space includes an adjacent sitting area/office warmed by a striking double-sided fireplace, ideal for quiet mornings or evenings overlooking the Gulf. The luxurious primary bath is beautifully designed with custom built-in features and panoramic water views, while the exceptionally large, well-organized closet offers abundant space for everything imaginable. Built for both comfort and peace of mind, the home is exceptionally well maintained and elevated, providing ample garage space for vehicles, storage, and watercraft. An elevator services all three floors, ensuring effortless access throughout the home. Boaters will love the oversized dock with water, electricity, and plenty of room for family and friends to hang out and enjoy the sunsets. From sunrise to sunset, this remarkable residence delivers a refined coastal lifestyle defined by breathtaking views and unmatched privacy.

2484 Baywood Drive W, Dunedin
1516 Bayshore Boulevard, Dunedin
$2,700,000
4 Beds ⋅ 6 Baths ⋅ Malones L H Sub SubDv. ⋅ 34698 Zip Code
Back on the Market! Diamond in the rough, one of a kind - this is a very rare find! Traditional, stately mansion, quality built with superior ICF construction. In need of restoration to return it to it original condition or knock it down and build on a spectacular location directly on the open intercoastal waterway in Dunedin. It features 134 feet of direct open water frontage that's 350 ft deep for over an acre of buildable property. It offers sweeping panoramic open water views of the intercoastal waterway and Caladesi Island. For the boating enthusiast there is an expansive dock that was damaged in the 2024 hurricane on 600 feet mol of submerged land that allows for replacement. For the home renovator this home offers dramatic living space with large rooms and soaring ceilings, this is a custom built 4 bedroom/5.1 bath home with a floor plan that includes a library/den with floor to ceiling bookcases, 2 extra rooms designed to be used as a playroom and gym, large formal dining room, dramatic entry with stately wood staircase, custom wood doors and trim, elevator, open kitchen and family room. Outside is a large open pool, spillover spa and expansive patio deck. Walled front gated entryway with a large driveway and roundabout fountain, as well as a 4 car garage makes for a private yet welcoming impressive entry. Located on a spectacular stretch of open intercoastal and in close proximity to the walkable charming coastal town of Dunedin with its shops, restaurants, breweries, and festival events, and the Pinellas Trail. It offers a small town coastal lifestyle that combines privacy with waterfront living that dreams are made of. The possibilities are endless. FULL DISCLOSURE: This is a fixer upper that needs extensive renovation or build new on this fantastic waterfront lot totaling 3.04 acres including submerged land. It's your choice! Please see full disclosures including summary of home inspection and mold reports attached to listing.

1516 Bayshore Boulevard, Dunedin
2402 Baywood Drive W, Dunedin
$3,525,000
4 Beds ⋅ 4 Baths ⋅ Baywood Shores SubDv. ⋅ 34698 Zip Code
Boasting almost 200 feet of direct, panoramic Gulf frontage, this elegant home has sprawling views that include the Dunedin Causeway bridge! Balmy Gulf breezes and sparkling turquoise waters provide the backdrop for this stunning custom residence, designed by Shoreline Design Group and built in 2000 by Arthur Maxwell & Associates. Spend your days lounging by the elegant oceanfront pool or hop on your boat and enjoy the open water access; this home offers the best of Florida’s lifestyle. You’ll love the elegant, spacious interiors and well-designed floor plan, with both formal and casual living spaces. The main floor is elevated well above the floodplain and features a grand balcony overlooking the water, the perfect spot to grill out and enjoy the spectacular sunsets! The interiors are well appointed with luxurious finishes and modern conveniences, including an elevator. Entertaining is a joy, with spectacular views from almost every angle, and a custom dry bar appointed in gorgeous marble. The casual spaces are open and inviting, well appointed, and generously sized. The kitchen is a chef’s dream and features granite countertops, solid wood cabinetry, and a thoughtful, well- designed layout including a large walk-in pantry with a dumb waiter. The bedrooms are located on the top floor, and the primary suite has exceptional views – imagine waking up every morning to never ending vistas! The primary bathroom was recently remodeled and features luxurious marble finishes, with a soaking tub and spa- like atmosphere. Rest easy knowing that this home is very well maintained and also qualifies for insurance deductions/ wind mitigation with impact rated windows, doors, garage doors, a tile roof, and high and dry living areas. Other thoughtful features include a 13,000 lb boat lift, whole house generator, a water softener with filter, jandy pool system, and Sentricon system. Conveniently located just south of the Dunedin Causeway and Honeymoon Island with easy access to the Pinellas Trail, downtown Dunedin, and fabulous amenities, such as golf courses, dining, and recreation, this home offers everything you could dream of!

2402 Baywood Drive W, Dunedin
1268 Bayshore Boulevard, Dunedin
$4,100,000
6 Beds ⋅ 4 Baths ⋅ Malones L H Sub SubDv. ⋅ 34698 Zip Code
Welcome to Heron House, a century-old 4BR/3BA, 3,604 Sq. Ft. masterpiece with a newly constructed 2 BR/1BA, 1,135 Sq. Ft. carriage house, nestled in the heart of sought-after Dunedin, where history and modern luxury converge. Meticulously renovated to preserve its timeless charm in 2015, this historic home offers unmatched tranquil water views across St. Joseph’s Sound, stretching westward toward the untouched beauty of Caladesi Island, a gem on the Gulf Coast accessible only by boat. With 100 feet of pristine water frontage, the vistas remain as serene as they were 100 years ago when the home served as a luxurious winter retreat for its northern owners. Inside, the versatile floor plan unfolds with a white dine-in kitchen featuring custom shaker-style cabinetry with matching refrigerator and freezer, Cambria countertops and top-of-the-line stainless steel Wolf appliances with natural gas. The spacious family room, bathed in natural light, boasts a cozy fireplace and French doors that open to an expansive screened porch, pool and heated spa, as well as a natural gas firepit—perfect for year-round enjoyment and endless sunset views. Upstairs, period moldings and heart pine floors lead to the primary suite, where French doors open to a sprawling 1,100 sq. ft. balcony overlooking the tranquil park-like setting. The main suite includes a cozy fireplace, a spacious ensuite bath with a double sink vanity, a walk-in shower, a convenient washer/dryer, and a generous walk-in closet with custom built-ins. Additional bedrooms and bathrooms are equally well-appointed and beautifully renovated. Beyond the main house, a recently constructed carriage house adds to the property’s allure, offering a three-car garage (plenty of room for your golf cart) and an elevator leading to a second-floor water-view apartment, engineered to the most stringent waterfront building codes, yet to a design that harmonizes with the older main home. The property is a haven for boating and fishing enthusiasts, featuring a TREX dock complete with two jet-ski lifts and a 9,000-pound boat lift, providing direct access to the Intracoastal Waterway and the Gulf of Mexico.Ideally located across the street from the Pinellas Trail and just north of waterfront Weaver Park, Heron House is a short golf cart ride from downtown Dunedin, where local breweries, charming restaurants, and hand-painted storefronts await. As Southern Living magazine noted in 2023, Dunedin remains delightfully “uncharted,” where first-name greetings are the norm, and a sense of history is woven into the fabric of everyday life. With proximity to Tampa International and St. Petersburg Airports, Heron House is not just a home but a gateway to creating your own cherished memories in a town that celebrates the past while embracing the future.

1268 Bayshore Boulevard, Dunedin
969 Victoria Drive, Dunedin
$2,500,000
5 Beds ⋅ 3 Baths ⋅ Dunedin Town Of SubDv. ⋅ 34698 Zip Code
This spectacular house is located on beautiful, waterfront Victoria Drive in Dunedin, Florida! A street where houses rarely become available to the market, this majestic turn of the century Victorian home overlooks the panoramic intercoastal waterway known as St. Joseph Sound. This is truly an idyllic setting situated on over an acre of prime waterfront property. Majestic oak trees, a huge lushly landscaped front yard, and a private dock and boat lift are ready for your recreational pleasure. This stately home was built around 1900 and has been lovingly maintained by its owner for over 36 years. It welcomes you with its inviting wrap-around porch, perfect for evening cocktails and sunset watching or reading a book and sipping lemonade on hot summer days. Step back in time, and inside you will find original gleaming heart of pine wood floors and beautiful crown moldings. Entertain in the large dining area and relax in the adjoining parlor with its gas fireplace and original wood case windows that let in plenty of natural light. Off the dining area is a large island retro kitchen with a gas stove and Corian countertops. Downstairs feature a bedroom and a bedroom/office with a bathroom, and French doors that lead out to the wraparound porch. Leading upstairs is an oak banister stairway where you will find four more spacious bedrooms - all with carved door moldings, original crystal door knobs and classic baseboards. The second floor includes the master bedroom with whirlpool tub and lots of closet space, as well as 2 bedrooms that share a Jack-and-Jill bath. A laundry area with washer and dryer is also provided on this floor. The 3rd floor is currently an attic area that can easily be converted to another bedroom or additional living space. The backyard is completely fenced and offers room for a pool. The spacious 2 car garage is detached. As an added bonus this home is withing walking or golf cart distance to Downtown Dunedin, awarded as one of the most walkable towns in America with its eclectic shops and restaurants, micro-breweries and many downtown activities. These activities include the Mardi Gras Celebration and Parade, Cinco de Mayo, Dunedin Wines the Blues, the Downtown Christmas Celebration and Boat Parade and many more. The 28 mile bike trail is also accessible for walking, running, biking and skating. This is a fabulous opportunity to live in this one-of-a-kind waterfront location that has spectacular open water views and boating access to all of the area's best beach areas. It's a stone's throw to the pristine beaches of Caledesi Island, Honeymoon Island State Park, Sand Key and Clearwater Beach. Plus there are numerous islands that dot the inter coastal waterway as well as 3 Rooker Bar and Anclote Key. This is a fisherman's and beach lovers paradise! This home is a piece of Dunedin history located on historic, tree-lined Victoria Drive! This gem is truly a rare find!

969 Victoria Drive, Dunedin
600 Edgewater Drive Unit 601, Dunedin
$3,000,000
4 Beds ⋅ 5 Baths ⋅ Dunedin Grand The Condo SubDv. ⋅ 34698 Zip Code
The grand diamond of Dunedin! Magnificent penthouse with the best views in Dunedin! Over 4,000 square feet of absolutely fabulous! Renovated and updated with no expense spared. Plus, nearly 2,000 square feet of terrace overlooking the intracoastal and Gulf of Mexico! Breathtaking! Four bedrooms, 4.5 baths, a deeded boat slip and an oversized private 2 car garage! This rare gem is only steps away from delightful downtown Dunedin and its sought-after Florida vibe! A rare gem indeed! The building offers secure, coded entry and elevator access to the penthouse. Enter through the double door entry and be swept away! Panoramic water views and luxury living! Totally renovated and reimagined with a desirable great room layout and split bedroom plan. The kitchen is an entertainer’s delight and chef’s dream. The best of the best within the gorgeous cabinetry and designer quartz counters… top of the line wine fridge, ice maker, Ilve gas range, Miele cappuccino machine, Thermador steam oven and double Bosch dishwashers! As you enjoy your culinary prep, take in the water views and the glory of picturesque sunsets EVERY DAY! The great room is positioned for entertaining and ultimate views with 10-foot impact sliders overlooking paradise! A separate theater room invites movie nights, football Sundays and gaming. The primary suite is another jewel in this spectacular home… generously sized and boasting a spa like ensuite. Natural wood tones, free standing, raised tub, huge walk-in shower, water closet, designer tile work with a clever tile runner and extraordinary his and her closets. The larger (hers!) offers the security of a coded door and a custom closet system fit for royalty! Two of the secondary bedrooms are near the front of the home. Both feature nicely appointed, updated ensuite baths and generous closet space. The 4th bedroom is currently used as a gym and includes an infrared sauna. The exercise area’s ambiance is enhanced with a brick accent wall and the room boasts its own convenient ensuite bath. No detail overlooked! But the most exceptional attribute of this extraordinary home is the extension of living space onto a huge private terrace. A direct Gulf view and the serenity of the waterfront. Tremendous entertaining space, your own putting green, natural gas grill and covered seating. This is the gold standard in Florida luxury living! A shining example of lavish opulence! Schedule your private showing and experience the diamond of Dunedin!

600 Edgewater Drive Unit 601, Dunedin
1748 Santa Barbara Drive, Dunedin
$3,600,000
5 Beds ⋅ 4 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
The Dunedin waterfront lot you dream about! Panoramic views of St. Joseph Sound and the Intracoastal. Amazing double lot with 120 feet of new seawall. Situated on the famous brick streets of Dunedin, lined with tall palms. Good boating water, dazzling sunsets and visiting water birds. The oversized lot is 119x199, which would generously accommodate a new build. The current home is an example of iconic modern design found in the period from 1930-1960. This school of architecture was meant for modern man and showcased simple lines and new materials like gleaming terrazzo, steel, reinforced concrete and glass. Built-in's and storage were a big part of the design to keep the inside clean and simple. This well-built home, with new hurricane windows, offers a primary suite on the first floor and 4 additional bedrooms (or 2 large suites with sitting areas) on the second level. The house is exceptionally bright with large windows in every room. A sun porch connects the house to an inviting screened-in pool. The detached 2-car-garage has an adjoining laundry and hobby room/storage. The observation dock is perfect for launching your kayak and the large lot is extremely private with mature landscaping on both sides. All of Dunedin's amenities are at your doorstep! Walk the Pinellas Trail, bike to the beach at Honeymoon Island, take a class at the Dunedin Fine Art Center or drive your golf cart downtown to shop and dine! This one is very special! Hurry!

1748 Santa Barbara Drive, Dunedin

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