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$799,900
4 Beds ⋅ 2 Baths ⋅ Winding Oaks - Ph I SubDv. ⋅ 34695 Zip Code
Welcome home where modern updates, exceptional living space, and an unbeatable Safety Harbor location come together in one remarkable home. Nestled on an oversized 0.28-acre lot in the desirable Winding Oaks community, this beautifully updated 4-bedroom, 2-bath residence offers a true 2,782 square feet of living space, including a fully finished, air-conditioned walkout basement connected to the main level by a striking spiral staircase. Step inside to discover a spacious, open-concept floor plan filled with natural light and designed for both everyday living and entertaining. The heart of the home is the stunning, updated kitchen featuring an oversized granite island, abundant cabinetry, granite countertops, stainless steel appliances, and an expansive breakfast bar overlooking the inviting family room with its impressive stone wood-burning fireplace. Luxury vinyl plank flooring installed throughout the home in 2023 creates a seamless, contemporary look while adding durability and warmth. The thoughtfully updated kitchen includes new granite countertops, refrigerator, range, microwave, dishwasher, garbage disposal, and additional upgrades completed in 2023, making it truly move-in ready. Both bathrooms also feature matching granite countertops, providing a cohesive and upscale finish throughout the home. One of the home's most unique features is the 740-square-foot finished walkout basement, offering incredible flexibility as a fourth bedroom, guest suite, home office, media room, fitness area, playroom, or multigenerational living space. An additional oversized storage room serves as the closet for the fourth bedroom and provides abundant space rarely found in homes throughout the area. The spacious primary suite offers privacy and comfort, while the secondary bedrooms are generously sized with excellent natural light. Every room reflects the pride of ownership and extensive updates completed over the past several years. Outdoor living is equally impressive. Step outside to the expansive screened-in covered deck, creating an incredible extension of the living space and the perfect setting for morning coffee, outdoor dining, or relaxing while overlooking the very large fenced backyard. The irrigation system is supplied by a private well featuring a brand-new deep well pump installed in July 2026, helping maintain the lush landscaping while reducing water costs. Additional recent improvements include: • New downstairs AC (2026) • New upstairs AC (2023) • New roof (2015) • Luxury vinyl plank flooring (2023) • Granite countertops throughout (2023) • New refrigerator, range, microwave, dishwasher, and garbage disposal (2023) Location is everything, and this home delivers. Enjoy the convenience of being walking or golf-cart distance to charming downtown Safety Harbor, with its award-winning restaurants, boutiques, festivals, marina, and waterfront parks. You're also just one mile from the iconic Safety Harbor Pier and only moments from the Safety Harbor Community Center, waterfront parks, top-rated schools, Philippe Park, Tampa International Airport, beautiful Gulf beaches, and major commuter routes. With extensive updates, an exceptionally rare finished basement, an oversized lot, an incredible outdoor living space, and one of the most desirable locations in Pinellas County, this home offers a lifestyle that is truly difficult to duplicate. This is your opportunity to own one of Safety Harbor's most distinctive homes.

859 Harbor Hill Drive, Safety Harbor
$724,900
3 Beds ⋅ 2 Baths ⋅ Harbor Hill Park SubDv. ⋅ 34695 Zip Code
Beautiful Safety Harbor 3 Bedroom, 2 Bath, 4 car garage, pool home situated on a double lot! Large open, updated eat-in kitchen, with convenient adjoining office area. Screened porch leading to the pool, spa and covered deck. Included is a large, stand-alone 35 x 25 back yard garage/workshop. The World-Renowned Safety Harbor Spa & Resort is just a quick drive, walk, or bike ride away, along with bustling Main Street offering quality restaurants, unique shops & vibrant pubs. Walk & bike along beautiful Bayshore Blvd, on your way to top-rated Philippe Park. Meet your neighbors & local business owners each Third Friday Main Street party and various festivals throughout the year. Safety Harbor has several dog parks and recreation centers with activities for all ages. For the boating enthusiast, Safety Harbor Marina, Cooper's Bayou & Philippe Park are your quick access to beautiful Tampa Bay, as well as entrance to the bay for your kayak or canoe! A quick drive and you are at world class Clearwater Beach or across the Courtney Campbell takes you to Tampa Airport & Tampa! Golf cart friendly area!

915 Harbor Hill Drive, Safety Harbor
$774,900
3 Beds ⋅ 2 Baths ⋅ Los Arcos Sub SubDv. ⋅ 34695 Zip Code
Welcome to your private Florida retreat. Beyond the entry, a well-appointed formal living and dining area offers an inviting setting for gatherings, enhanced by an open layout ideal for entertaining. The newly renovated kitchen features updated appliances, granite countertops, and generous workspace flowing seamlessly into the family room. The private primary suite is a serene escape with an updated en-suite bath and dual closets, plus direct access to the enclosed pool and lanai. Two additional spacious bedrooms are situated on the opposite side of the home and share an updated bathroom, creating a convenient split floor plan—perfect for guests or a dedicated home office. With 3 bedrooms, 2 bathrooms, and a screened-in private pool, this home delivers the ultimate staycation lifestyle. Enjoy a premier location walking distance to Philippe Park and just a short drive to charming downtown Safety Harbor.

2409 Dana Drive, Safety Harbor
$747,000
5 Beds ⋅ 3 Baths ⋅ North Bay Hills First Add Unit Two SubDv. ⋅ 34695 Zip Code
Virtually Staged. 37 Osprey St is a 2-story Safety Harbor single-family home built in 1983, laid out across five bedrooms and three bathrooms for everyday use. The kitchen centers on an island with a built-in sink that adds prep space and seating, paired with white cabinetry, dark stone countertops, a tile backsplash, stainless steel appliances, and recessed lighting for clear task visibility. A stone fireplace anchors the main living area beneath exposed wood ceiling beams, adding warmth and ambiance to the wood-look flooring. A bathroom provides double sinks to ease busy mornings, along with a separate soaking tub and a walk-in shower. A screened in-ground pool and fenced backyard extend the living space outdoors, and a 2-car attached garage completes this well-maintained residence with practical amenities throughout.. Included 100-Day Home Warranty with buyer activation

37 Osprey Street, Safety Harbor
$749,990
3 Beds ⋅ 3 Baths ⋅ Lincoln Heights SubDv. ⋅ 34695 Zip Code
Welcome to luxury living in the heart of charming downtown Safety Harbor! Built in 2023 with exceptional craftsmanship and no expense spared, this stunning custom residence perfectly blends modern elegance with timeless Florida charm. Featuring 3 bedrooms, 2.5 bathrooms, and a spacious two-story design, this professionally constructed home offers the ideal combination of comfort, style, and privacy. Step inside to discover an open and inviting floor plan highlighted by designer finishes, modern features, stainless steel appliances, and beautiful tile and luxury water-resistant vinyl flooring throughout. The thoughtfully designed split floor plan provides enhanced privacy, while each bathroom showcases custom tile work and upscale finishes. Additional upgrades include double-pane windows for energy efficiency, private garage, vinyl fencing, and professionally designed custom landscaping that enhances the home’s curb appeal. With a covered front porch, a covered back porch, and a bonus outdoor porch on the second story covered with ceiling fan, never miss a Florida sunset, or reading a book for a beautiful sunrise. The oversized fenced in backyard allows for privacy, pets, with plenty of space for outdoor activities, like a summer BBQ, and entertaining family, friends, and guests. Add a pool if you desire! The spacious two-story layout creates flexible living spaces perfect for both entertaining and everyday living. Located in NO FLOOD ZONE, nestled beneath the grand oak trees that make downtown Safety Harbor so desirable, enjoy peaceful shaded walks just minutes from the world-renowned Safety Harbor Resort and Spa, waterfront parks, the bay, boutique shopping, dining, and top-rated schools. This is a rare opportunity to own a nearly new luxury custom home in one of Tampa Bay’s most sought-after communities. Call today for your private showing!

525 Elm Street, Safety Harbor
$724,995
34695 Zip Code
Imagine the possibilities with this 1.24-acre buildable homesite offering over 54,000 square feet of opportunity to create your dream property. Tucked away on a peaceful cul-de-sac and framed by natural tree views, the lot delivers a sense of privacy while still being connected to the beautiful city of Safety Harbor and all it has to offer! With public water, sewer, electricity, cable, and high-speed internet available, the foundation is already in place to bring your vision to life. A rare chance to design something truly special—spacious, private, and ready for what comes next.

1st Avenue N, Safety Harbor
$749,900
5 Beds ⋅ 3 Baths ⋅ De Soto Estates SubDv. ⋅ 34695 Zip Code
This gorgeous pool home is truly captivating! Fully updated, it offers 5 bedrooms and 3 bathrooms, including two master suites on opposite sides of the house, each with private en-suites. The split-bedroom layout provides ample space for family or guests. The front door opens to a spacious Great Room that encompasses the living, dining, and kitchen areas. The updated kitchen features stainless steel appliances, granite countertops, and a charming coffee nook. Sliding glass doors lead to the pool deck, ideal for relaxing by the water. The fully fenced backyard includes a storage shed for extra convenience. Both master bedrooms have direct access to the pool deck and yard. The sparkling pool is oversized and always inviting. Currently listed on Airbnb, this property generates impressive returns. A circular driveway provides plenty of parking, and nearby Downtown Safety Harbor offers shopping, spas, restaurants, and breweries. Whether you keep it as a rental or make it your own, this Tampa Bay gem is a must-see. Philippe Park and Tampa Bay are just steps away with beautiful grounds and a boat launch, and flood insurance is NOT required. Don’t miss out—schedule a showing today!

2180 Philippe Parkway, Safety Harbor