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1881 San Mateo Drive, Dunedin
$774,900
4 Beds ⋅ 3 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
TWO DISTINCT LIVING SPACES. ONE EXTRAORDINARY DUNEDIN LIFESTYLE! Welcome to a rare opportunity in sought-after Dunedin Isles, where beautifully updated interiors, a charming permitted detached guest cottage (ADU), a private saltwater pool, and direct backyard access to Hammock Park come together in one exceptional property! Nestled in this beloved golf-cart-friendly community, you're just 1.5 miles from vibrant Downtown Dunedin, 1.2 miles from the Dunedin Causeway entrance, and less than a block from the Pinellas Trail. The beautifully reimagined 3-bedroom, 2-bath main residence offers 1,292 square feet of thoughtfully designed living space, including more than 500 square feet added during its 2024 transformation. At the heart of the home, a spectacular vaulted great room brings together the kitchen, dining, and living areas in a bright, airy setting, framed by expansive hurricane-rated windows overlooking the pool, lush backyard, and natural beauty of Hammock Park. The show-stopping kitchen was designed for both everyday living and effortless entertaining, featuring shaker-style cabinetry, quartzite countertops, a stylish backsplash, double-oven range, microwave drawer, recessed lighting, and an impressive 11-foot island with seating for six. A charming banquette dining area with concealed storage adds another thoughtful touch. The inviting primary suite offers custom closet organizers and a spa-inspired bathroom featuring a quartzite-topped vanity and glass-enclosed shower with a built-in bench and dual showerheads. Two additional bedrooms feature organized closets, while the beautifully updated guest bathroom showcases designer tile, elegant gold accents, a quartzite vanity, and glass-enclosed shower. A thoughtfully designed flex area connects the laundry room and one-car garage, offering a practical and stylish drop zone with built-in white cabinetry, butcher-block countertop and heavy-duty wall hooks! AND THEN THERE'S THE COTTAGE! Separate from the main residence, the permitted 357-square-foot detached ADU offers exceptional flexibility for extended family, visiting guests, a private retreat, or potential rental income. This charming space includes a kitchenette with granite countertops, sink, refrigerator, apartment-sized range, and microwave, along with a comfortable sitting area, spacious walk-in closet, and full bathroom. BUT THERE'S MORE! The fully fenced backyard features a sparkling saltwater pool, an 8-by-12-foot storage shed, and a private gate opening directly to Hammock Park, a treasured approximately 90-acre natural preserve with scenic trails, wildlife, butterfly garden, kayak launch, and shaded paths for walking, hiking, and biking. You'll love the oversized driveway with parking for three additional vehicles, plus an approximately 50-foot gated parking area accommodating an RV, boat, or golf cart, complete with a 30-amp electrical hookup. Extensive improvements completed in 2024 include a new roof, hurricane-rated windows, appliances, HVAC system, water heater, and fresh paint. Enjoy easy access to Downtown Dunedin's waterfront restaurants, boutiques, breweries, and year-round events, along with the Dunedin Causeway, Pinellas Trail, Dunedin Fine Art Center, historic Dunedin Golf Club, and nearby community recreation amenities, including fitness facilities, pickleball and tennis courts, and Highlander Park Aquatic Complex. This is what you've been waiting for! *Washer & Dryer don't convey

1881 San Mateo Drive, Dunedin
2425 Baywood Drive E, Dunedin
$499,000
2 Beds ⋅ 2 Baths ⋅ Baywood Shores SubDv. ⋅ 34698 Zip Code
Virtually Staged. Motivated Seller! Bring all Offers! Welcome to 2425 Baywood Drive, a beautifully renovated 2-bedroom, 2-bath home in one of Dunedin’s most desirable neighborhoods. Perfectly positioned just minutes from Honeymoon Island State Park in Dunedin’s golf cart district, this move-in-ready home offers the ideal blend of quality craftsmanship, thoughtful upgrades, and an unbeatable location. The current owners have invested in the updates that truly matter, including: Hurricane impact windows (2026), updated electrical panel & home rewire, New soffits and gutters, Beautifully remodeled bathrooms, Updated kitchen with granite countertops, new cabinetry, and brand-new appliances; new AC system (2026); tankless water heater; updated plumbing with all new drain lines so there is no cast iron under the house; and tile flooring throughout. Brand new wall drywall & fresh interior paint and updated lighting throughout. Outdoors is a fully fenced backyard with plenty of room to create your own private oasis, with space for a pool and a conveniently located bathroom for easy access; fresh front & backyard sod with a sprinkler system; and a newly paved driveway with additional space to park your boat or RV. Whether you’re looking for a full-time residence, seasonal getaway, or investment property, this home is truly move-in ready. Step outside and enjoy everything that makes Dunedin one of Florida’s most sought-after communities. Walk or bike the Pinellas Trail, take your golf cart downtown for restaurants, breweries, festivals, and waterfront sunsets, or spend the day at Honeymoon Island and Caladesi Island beaches—all just minutes away.

2425 Baywood Drive E, Dunedin
1663 San Mateo Drive, Dunedin
$544,000
3 Beds ⋅ 2 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
One home. Two living spaces. Endless possibilities. Welcome to 1663 San Mateo Drive — a truly unique Dunedin property offering the perfect blend of togetherness and independence, whether you’re looking for multi-generational living, a private space for guests, or additional income potential. DROPPED TO under apprised VALUE OF $587,000! Priced to match the recently completed appraisal, which is available for buyers to review! BUYERS FINANCING FELL THROUGH LAST MINUTE. LOCATION, LIFESTYLE, AND VERSATILITY — THIS IS DUNEDIN LIVING AT ITS BEST! Home with in-law suite! Welcome to this beautifully updated Dunedin home offering the perfect blend of modern updates, flexible living space, and an unbeatable location. Whether you’re looking for a primary residence with room for extended family, a private guest retreat, or an income-producing opportunity, this property checks every box. The main home features 2 spacious bedrooms and 1 beautifully updated bathroom, showcasing stylish wood-look tile flooring throughout, an updated kitchen with modern cabinetry, gorgeous countertops, designer tile backsplash, and contemporary lighting that creates a bright, inviting atmosphere. A standout feature is the private in-law suite with its own separate entrance, offering endless possibilities. Perfect for multigenerational living, visiting guests, a home office, or a studio apartment to generate additional rental income. The suite features matching wood-look tile flooring, a full bathroom with a walk-in shower, a kitchenette complete with new cabinetry, countertops, sink, and refrigerator—making it completely self-sufficient. This home has been thoughtfully improved with major updates for peace of mind, including a new roof (2021), new HVAC system with air purifier and ductwork (2022), new appliances (2021), new water heater (2021), upgraded electrical panel and updated electrical in 2024, new gutters, and a beautifully covered patio (2022) enclosed with premium no-see-um screening, creating the perfect outdoor living space to enjoy Florida year-round. The washer, dryer, and kitchen island are also included. Step outside into the large, fully fenced backyard, offering plenty of room for entertaining, pets, gardening, or simply relaxing in your own private oasis. The location is simply exceptional. Hop on your golf cart or bike and be in the heart of Downtown Dunedin in just minutes, where you’ll enjoy award-winning restaurants, breweries, boutique shopping, waterfront parks, year-round festivals, and one of Florida’s most vibrant downtown districts. You’re also within walking distance of the Pinellas Trail and scenic Hammock Park, while the Dunedin Causeway and world-famous Honeymoon Island State Park are only minutes away for kayaking, boating, fishing, and breathtaking Gulf sunsets. Best of all, there’s NO HOA, NO CDD fees, and NO flood insurance required, giving you the freedom to truly enjoy your home without unnecessary expenses. There is also hook up for Hot tub! Also sewer pipes have been lined and have a limited lifetime warranty! Opportunities like this, offering an updated home, a private in-law suite, incredible flexibility, and one of Dunedin’s most desirable locations—are incredibly rare. Schedule your private showing today and experience everything this exceptional property has to offer.

1663 San Mateo Drive, Dunedin
1956 Cedar Drive, Dunedin
$1,240,000
3 Beds ⋅ 3 Baths ⋅ Dunedin Shores Sub SubDv. ⋅ 34698 Zip Code
Virtually Staged. One or more photo(s)is Virtually staged .Experience the Waterview Luxury Coastal Living in this exceptional brand-new custom-built elevated home in the heart of Dunedin! Designed with outstanding craftsmanship and modern elegance, this 3-bedroom, 2.5-bath luxury estates corner lot, offers peace of mind with elevated construction, impact-rated energy-efficient, Hurricane Windows & Doors with self-cleaning technology and a durable lifetime-warranty Metal roof. The home has never experienced any flooding or damages during recent hurricanes .The spacious open-concept floor plan features 10-foot ceilings, abundant natural light, luxury finishes, and seamless indoor-outdoor living. You will love the open floor plan surrounded by the multiple windows, California style that led through the sliding door to the paradise balcony with Waterview from the Gulf. The gourmet chef's kitchen is beautifully appointed with premium cabinets, granite countertops, a large center island wrapped in natural stone, a walk-in pantry, high-end SS appliances, sparkling backsplash, glass range hood and double convection oven and spacious area for gathering. The oversized garage accommodates up to four vehicles and offers additional flex space perfect for a home gym, workshop, or man cave. Two separate driveways provide PARKING for up to 10 (TEN)CARS, with space for an RV or Boat. The expansive backyard has already been designed and approved for swimming pool and outdoor shower, allowing the next owner to easily create a private backyard retreat. Relax on the first floor, second-floor balcony with beautiful water views or enjoy even more spectacular panoramic water views from the third floor. The luxurious primary suite features a spacious walk-in closet and a spa-inspired bathroom with dual vanities, a large walk-in shower, and a premium smart bidet toilet with a heated seat (value of $2800), custom designer windows shades are installed throughout the home, enhancing both style and energy efficiency. THE HOUSE IS BUILT TO ADD THE ELEVATOR, laundry room includes New SS Washer / Dryer, and additional cabinets for extra storage and convenience. Built with exceptional quality from top to bottom, this luxury residence showcases elegant GLASS RAILING along the balconies and stairways, premium materials, and energy-efficient construction throughout. The elevated architectural design offers peace of mind, while the backyard has already been planned for a future pool (POOL PLAN AND DESIGN HAS BEEN APPROVED FROM THE CITY THE PURCHASE, PRICE INCLUDES A POOL ALLOWANCE UP TO $50,000 and IS DESIGNED TO ADD ELEVATOR, AND IS PROJECTED TO ADD ONE, see MLS attachment) with a designated outdoor shower area, every detail has been thoughtfully designed to deliver luxury, and comfortable Florida living. Floor plans, Survey, and construction documents are available, and all the permits are closed successfully. Ideally located just minutes from vibrant Downtown Dunedin, the Marina, Pinellas Trail, Honeymoon & Caladesi Island, Golf Courses, Waterfront Parks, Restaurants, Breweries, shopping, and the Gulf beaches, this property offers the perfect combination of luxury, privacy, and the Florida coastal lifestyle. Green energy efficient estate, with every perfection-built detail has low homeowner insurance and utilities. NO HOA, NO CDD, FLOOR PLAN AVAILABLE & SURVEY. IT FEATURES a BIG LOT of 11,600 sf, enough to add the second addition, either a separate apartment or income producing property.

1956 Cedar 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
236 San Salvador Drive, Dunedin
$1,579,000
5 Beds ⋅ 5 Baths ⋅ Dunedin Isles 1 SubDv. ⋅ 34698 Zip Code
Welcome to 236 San Salvador Drive, a truly exceptional Spanish-style estate located in the highly sought after Dunedin Isles community. Experience captivating views overlooking St. Joseph Sound. This fully remodeled property sits on an expansive 2¼ lots and offers a rare combination of luxury living, privacy, and outstanding income-producing potential. The stunning main residence features 3 bedrooms and 2 bathrooms, beautifully updated with high-end finishes throughout. The entire property has undergone an extensive renovation, including brand-new appliances, three new A/C units, and a newly constructed pool, creating a move-in-ready coastal retreat. Feel free to request sellers property disclosure regarding previous flood damage. Adding incredible versatility, the estate includes two separate private apartments, each with access to a dedicated laundry room, making them ideal for guest accommodations, multigenerational living, long-term rental income, or short-term vacation opportunities. Step outside to your own private oasis where a newly added pool and pool bath create the perfect setting for relaxing or entertaining. A charming brick-paved walkway winds through lush, mature landscaping, leading to multiple secluded sitting areas—perfect for enjoying Dunedin’s spectacular sunset views over the water. Privacy and curb appeal abound with a four-foot privacy wall surrounding the front and side of the property, while the oversized corner lot provides ample space for RV and boat parking—a rare find this close to the water. Whether you are seeking a luxury primary residence, a coastal compound, or an exceptional income-producing investment, this one-of-a-kind Dunedin Isles property offers endless possibilities in one of Florida’s most desirable waterfront communities. Buyer or Buyer's agent to confirm all leasing restrictions and rules with the City of Dunedin Room sizes are deemed reliable, but to be confirmed by Buyer(s).

236 San Salvador Drive, 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

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