Homes for Sale in Palm Harbor, FL | Joseph Sullivan Real Estate

3370 Stonehaven Court W Unit B, Palm Harbor

2 Beds ⋅ 2 Baths ⋅ Highland Lakes Villas On The Green SubDv.

Virtually Staged. This beautiful and spacious 2-bedroom, 2-bath villa, complete with an attached oversized garage and indoor laundry, offers nearly 1,300 heated square feet in Palm Harbor’s premier high-and-dry 55+ golf and lakefront community of Highland Lakes. Move-in ready and filled with natural light, this desirable split-bedroom floor plan features BRAND-NEW luxury vinyl plank flooring, fresh interior paint, and new ceiling fans in both the main living area and primary bedroom. Large windows and an oversized skylight fill the main living space with an abundance of natural light, creating a bright and welcoming atmosphere. The spacious primary suite features a large walk-in closet plus an additional built-in closet, dual-sink vanity, skylight, and convenient step-in shower. The well-appointed eat-in kitchen offers updated soft-close cabinets, a generous closet pantry and a convenient pass-through window to the dining room. An inviting bonus room with sliding doors opens to the rear patio, providing the perfect space for outdoor furniture and grilling, while the lush green privacy hedge creates a peaceful and private setting. The oversized attached garage provides plenty of room for both your car and golf cart, while the indoor laundry and utility room add everyday convenience. MAJOR UPDATES provide peace of mind, including a BRAND-NEW (2026) electrical panel, (2021) ROOF, (2019) electric water heater, and hurricane-impact windows in both bedrooms, and the glass slider hurricane shutter offers additional hurricane protection! Even better, this villa is situated safely above the flood plain and in a non-evacuation zone. Enjoy MAINTENANCE-FREE LIVING for a very reasonable monthly fee that includes cable, internet, lawn, trash, sewer/water, building insurance, and exterior pest control while taking advantage of the exceptional amenities Highland Lakes has to offer. Residents enjoy free green fees on three private executive golf courses, as well as tennis, pickleball, bocce, and shuffleboard leagues and clinics. Stay active with health and fitness classes, including yoga and aerobics, or enjoy the scenic golf cart paths as walking and jogging trails. The main clubhouse hosts a variety of entertainment and social events, while the Arts & Crafts Annex offers classes, studios, and a full woodshop. Numerous clubs and groups provide opportunities to connect with neighbors and enjoy a wide variety of hobbies, games, and interests. At Lake Tarpon Lodge, residents can enjoy a second heated pool, picnic and party facilities, a fishing pier, community pontoon boats, and secure complimentary RV or boat storage. Come discover the carefree lifestyle, outstanding amenities, and welcoming community of Highland Lakes—where it's time to enjoy the best of your life!

3370 Stonehaven Court W Unit B, Palm Harbor

$969,500

6 Beds ⋅ 6 Baths ⋅ Sutherland Town Of SubDv.

Virtually Staged. Incredible opportunity awaits in Palm Harbor with this fully turnkey, six-bedroom, five-bath multi-residence estate. Complete with a NEW roof, sparkling pool, relaxing spa, and your own private putt-putt green right in the backyard! Perfectly suited for a short-term rental, multigenerational retreat, or a rare income-producing compound, this property offers flexibility that is hard to find. Situated on an oversized lot, there is parking and access both from Omaha Steet and Ohio Ave (10+ parking spaces!) as well as zoning for future redevelopment for two dwellings. Step inside the main home to discover a welcoming eat-in kitchen, expansive double living room, and a charming staircase leading to the second floor. Upstairs, you will find enough beds to sleep eight, and two full bathrooms providing comfort and privacy for family or guests. The main home offers beautiful pool views with patio/spa access through the living area French doors. The additional detached structure offers exceptional versatility. Downstairs includes a large theater/media room, a pool bathroom and a private bedroom/bathroom—ideal for entertainment or guest quarters. Upstairs, there is a full-size kitchen, comfortable living area and two additional bedrooms making this self-contained space ideal for rentals or extended family. The resort-style backyard is designed for relaxation and fun, offering a shady hammock retreat, a space for practicing your swing, and an expansive paver deck perfect for soaking up the sun! Located in a golf-cart-friendly community, just minutes from vibrant downtown Palm Harbor and the award-winning shores of Honeymoon Island Beach, this property combines old world charm, coastal convenience and exceptional income potential. Opportunities like this rarely come to market—a true retreat in one of Tampa Bay’s most desirable areas, with NO FLOOD insurance required. ALL furnishings included with a full price offer. Buyer to verify all measurements.

551 Omaha Street, Palm Harbor

2866 Countrybrook Drive Unit 12, Palm Harbor

$159,999

1 Beds ⋅ 2 Baths ⋅ Countrybrook Condo SubDv.

Beautiful updated, ground floor condo in the highly sought after Countryside area. Very spacious open floor plan, 1 bedroom, 1 1/2 bath floorplan with an inside utility room and screened in lanai with a peaceful view of the wooded conservation area. Your covered parking space is in front of the unit for your convenience. Excellent location for schools, hospitals, airport and quick access to Tampa. Sold as is, all room sizes are approximate and should be verified by buyers, Leasing and pet restrictions to be verified by buyers.

2866 Countrybrook Drive Unit 12, Palm Harbor

$2,195,000

4 Beds ⋅ 7 Baths ⋅ Golf View Estates SubDv.

A rare estate where luxury meets coastal living. Perfectly positioned just moments from the Dunedin Causeway and the Gulf of Mexico, this extraordinary, gated estate presents a rare opportunity to own over an acre of beautifully landscaped grounds in one of Pinellas County's most desirable locations. Situated in a non-flood zone with no flood insurance required, the property offers the peace of mind that is increasingly difficult to find along Florida's coast. Designed for those who value exceptional craftsmanship, privacy, and effortless entertaining, the custom residence showcases soaring ceilings, exquisite millwork, custom cabinetry, granite surfaces, and thoughtfully curated finishes throughout. Every space has been carefully designed to balance timeless elegance with everyday comfort. The estate encompasses a luxurious main residence featuring four spacious bedrooms and six-and-a-half baths, complemented by both a private guest house and a separate guest cottage—creating an exceptional setting for multigenerational living, extended family, or distinguished guests. The owner's suite is a true sanctuary, complete with a spacious walk-in wardrobe with private laundry, a beautifully renovated spa-inspired bath, and direct access to a secluded covered terrace with a private Jacuzzi. The chef's kitchen serves as the heart of the home, featuring a gas cooktop, premium stainless-steel appliances, custom cabinetry, granite countertops, an oversized pantry, and generous gathering spaces designed for both intimate dinners and grand-scale entertaining. Additional spaces include an inviting media room, a game room, and a guest suite with an ensuite bath, creating remarkable flexibility for today's lifestyle. Beyond the interiors, the estate transforms into a private resort. A spectacular pool and spa anchor the outdoor living experience, surrounded by expansive wraparound terraces, lush tropical landscaping, and multiple areas designed for relaxation and entertaining. The fully equipped outdoor kitchen and pool house create an exceptional backdrop for everything from elegant evening gatherings to casual afternoons under the Florida sun. The detached guest residence offers soaring 20-foot ceilings, its own living room, full kitchen, private yard, and exceptional privacy—ideal for long-term guests, an executive retreat, or independent multigenerational living. Designed with recreation in mind, the grounds also feature a professionally designed pickleball court, dedicated dog run, and generous accommodations for both boat and RV parking. Mature landscaping and expansive green space create an atmosphere of serenity rarely found so close to the area's vibrant coastal lifestyle. Located just minutes from the Pinellas Trail, award-winning beaches, waterfront dining, boutique shopping, marinas, and the charm of downtown Dunedin, this exceptional estate offers a lifestyle that is both refined and remarkably convenient. Private. Timeless. Irreplaceable. This is more than a residence—it is a legacy property that embodies the very best of Florida luxury living. Buyer to verify all measurements, zoning, and rental restrictions with the appropriate city and county authorities. Be sure to watch the virtual tours for the full experience

20 Bogie Lane, Palm Harbor

$1,147,500

4 Beds ⋅ 4 Baths ⋅ Autumn Woods-Unit Iii SubDv.

Virtually Staged. Architectural Masterpiece: Originally commissioned and custom-built as the private personal estate for renowned luxury builder Marc Rutenberg and his family. Set on nearly half an acre in highly sought-after Autumn Woods, this one-of-a-kind 4-bedroom, 3.5-bath custom pool home offers exceptional privacy, quality craftsmanship and an outdoor living space that is increasingly difficult to find in Palm Harbor. The home is move-in ready and in great condition, while still offering the next owner the opportunity to personalize select spaces and make it their own. Inside, you'll find solid white oak hardwood flooring, cedar beams, solid-core wood doors, tongue-and-groove ceilings, skylights, and Marvin double-insulated windows and patio doors. Expansive living spaces are filled with natural light and open seamlessly to the pool and backyard. The chef's kitchen features Calacatta marble countertops, custom wood cabinetry, Miele built-in ovens, a Wolf cooktop, and multiple integrated Sub-Zero refrigerator/freezer units, including drawer refrigeration. A first-floor en-suite bedroom overlooking the pool provides excellent flexibility for guests, multigenerational living or a home office. Upstairs are three additional bedrooms, including the private primary suite. The outdoor living space is truly a standout. Enjoy a private pool, expansive paver patio, fully fenced backyard, mature tropical landscaping and privacy hedges on nearly half an acre. Mango, lemon, fig and acerola cherry trees, an herb garden and landscape lighting complete the setting. Even the magnificent oak anchoring the property has a history—it was hand-selected after an extensive search throughout the Southeast, transported by flatbed and installed by crane approximately 30 years ago. Major improvements include a 2021 roof, three newer high-efficiency HVAC systems, hardwood floors refinished in 2025, remodeled half bath and laundry room, siding upgrades, whole-home water filtration and softener, and under-sink reverse osmosis. A natural gas main is available through the local gas utility, providing the option for a future owner to add natural gas service. Located in Autumn Woods, a golf-cart-friendly community known for custom homes, mature trees and peaceful streets. Residents enjoy four community ponds, tennis courts and a private park, with A-rated area schools and convenient access to the Pinellas Trail, Gulf beaches, shopping, dining and major commuter routes. The property also offers private access to quiet, dead-end Bee Pond Road. Sellers are ready to make a move. If you've been searching for a Palm Harbor home with privacy, a pool, nearly half an acre and a level of custom character that cannot easily be replicated, 1351 Willow Brook Drive deserves to be experienced in person.

1351 Willow Brook Dr, Palm Harbor

$185,000

2 Beds ⋅ 2 Baths ⋅ Villa Condo I SubDv.

Welcome to easy, maintenance-free living in the highly sought-after 55+ community of Highland Lakes! This charming 2-bedroom, 2-bathroom home offers a comfortable layout and endless potential, perfect for year-round living or a seasonal retreat. Step inside to a bright and inviting living and dining space, where natural light flows effortlessly and creates a warm, welcoming atmosphere. The kitchen features newer appliances, making meal prep both simple and efficient. The spacious primary suite provides a peaceful retreat, complete with an en-suite bathroom and ample closet space. A well-sized second bedroom offers flexibility for visitors, a home office, or hobby space. Enjoy Florida living at its best with sliding glass doors leading to a relaxing enclosed patio—perfect for morning coffee or unwinding in the evening while taking in the lush surroundings. Additional highlights include a newer A/C system, and a 2025 roof ensuring comfort and peace of mind year-round. The community itself offers a vibrant lifestyle with amenities, activities, and social opportunities just moments away. 3 9 hole golf courses, Lake Tarpon pontoon boat tours, swimming pool and a number of popular sports. Don’t miss your chance to own in one of the area’s most desirable active adult communities—schedule your private showing today!

2150 Shelly Drive Unit B, Palm Harbor

$1,890,000

Escape to your own private, park-like sanctuary in the heart of Palm Harbor. This rare and exclusive 4.2-acre residential parcel offers an unparalleled opportunity to design and build a premier Florida generational estate. Surrounded by mature trees and lush, manicured landscaping, this highly secluded homesite ensures absolute privacy with minimal neighboring visibility, creating the perfect, tranquil canvas for luxury dream home site. The expansive acreage provides limitless potential to design an exquisite, high-end dream lifestyle. Imagine creating your own personal oasis, complete with a custom resort-style jr. Olympic pool, tennis and pickleball courts, manicured botanical gardens, and private multi-car garages to house your prized automotives and toy collections. County-friendly zoning comfortably supports an off-the-grid lifestyle with ample space to keep a large farm animal and poultry, allowing you to enjoy a peaceful pastoral retreat without sacrificing modern, upscale conveniences. While tucked away in absolute serenity, you are situated just blocks from the vibrant heart of historic Downtown Palm Harbor. Known for its coastal charm, golf-cart-friendly streets, craft breweries, boutique shopping, and highly acclaimed local dining, downtown also plays host to lively community festivals and seasonal markets. Outdoor enthusiasts will cherish the proximity to the famous Pinellas Trail for cycling and walking, the pristine shores of Honeymoon Island State Park, and nearby tranquil spots like Wall Springs Park. For boating aficionados, local marinas offer quick access to the glittering waters of the Gulf of Mexico. An ideal setting for a growing or generational family compound, this premier location is served by Palm Harbor’s top-rated, A-graded public and private schools, including the highly prestigious Palm Harbor University High School. Living here ensures your family has access to some of the finest educational opportunities in Pinellas County. Extensive, high-quality demo and preparation have already been completed to make this homesite immediately ready for your architect's vision. Premium upgrades include Full removal of previous structures (2 demolitions completed) Selective, professional land clearing to preserve the most beautiful, mature trees and natural landscape lot lines. Newly installed quality fencing securing the boundaries. A fully refurbished asphalt easement driveway (with deed ingress/egress recording in process) An elegant, newly constructed private "Y" entrance layout from Hermosa Drive, featuring an asphalt county easement driveway entry and a beautiful layout. Two neighbors share their new gate; you're additional neighboring gate could be placed on your property. A True Legacy Estate Nestled among established executive neighborhoods featuring substantial custom luxury home neighborhoods. This vacant land stands as a highly prestigious, secure generational asset that will anchor your family’s legacy for decades to come. Commuting is effortless, with seamless access to major thoroughfares like Alt. 19, Belcher Road, and Tampa Road, offering a direct, easy route to Tampa International Airport, downtown Tampa, and St. Petersburg. Private tours are available upon request to experience the sheer scale, beauty, and magnificent potential of this landmark Palm Harbor property.

1676 Hermosa Drive, Palm Harbor

$485,000

4 Beds ⋅ 2 Baths ⋅ Crossings At Lake Tarpon SubDv.

Welcome to 3363 Marion Drive in Palm Harbor, where updated living, outdoor space, and location come together. This 4-bedroom, 2-bath home offers 1,778 square feet of comfortable living space with a brand-new roof, new A/C system, vaulted ceilings, stone counters, and a warm, inviting layout that is ready to enjoy from day one. The backyard is a standout feature, with a spacious deck, built-in grill, fire pit, fully fenced yard, and screened patio that create an ideal setting for weekend gatherings, quiet evenings, or enjoying Florida weather year-round. Inside, thoughtful updates, a main-floor primary bedroom, and flexible living spaces make the home equally well suited for everyday living and entertaining. Location is another major draw. You are just minutes from Lake Tarpon (you can see it peeking through the backyard space!), with easy access to boating, fishing, kayaking, and waterfront recreation, while historic downtown Tarpon Springs and the famous Sponge Docks are approximately a 10-minute drive away. Spend the afternoon exploring locally owned shops, enjoying fresh seafood and Greek dining, or taking in the waterfront atmosphere that makes Tarpon Springs such a unique destination. With a 2-car garage, low monthly HOA, no CDD, and a location that puts Palm Harbor, Lake Tarpon, and Tarpon Springs all within easy reach, 3363 Marion Drive offers the kind of Florida lifestyle buyers are looking for. Come see what makes this home worth a closer look.

3363 Marion Drive, Palm Harbor

$485,000

4 Beds ⋅ 2 Baths ⋅ Crossings At Lake Tarpon SubDv.

Welcome to 3363 Marion Drive, Palm Harbor-a beautifully maintained home that perfectly blends comfort, style, and an unbeatable location. Major updates provide peace of mind, including a brand-new roof and new A/C system, allowing you to move in with confidence. Inside, you'll find tasteful modern updates throughout, showcasing the care and pride of ownership this home has received over the years. Step outside to your own private backyard retreat featuring a built-in grill, spacious deck, fully fenced yard, and a screened-in patio ideal for entertaining, relaxing, or enjoying Florida's year-round sunshine. Located just a short walk from beautiful Lake Tarpon, you'll enjoy easy access to one of Pinellas County's most beloved freshwater lakes Welcome to 3363 Marion Drive, Palm Harbor—a beautifully maintained home that perfectly blends comfort, style, and an unbeatable location. Major updates provide peace of mind, including a brand-new roof and new A/C system, allowing you to move in with confidence. Inside, you'll find tasteful modern updates throughout, showcasing the care and pride of ownership this home has received over the years. Step outside to your own private backyard retreat featuring a built-in grill, spacious deck, fully fenced yard, and a screened-in patio—ideal for entertaining, relaxing, or enjoying Florida's year-round sunshine. Located just a short walk from beautiful Lake Tarpon, you'll enjoy easy access to one of Pinellas County's most beloved freshwater lakes, known for boating, fishing, kayaking, and picturesque views. Whether you're spending the day on the water or taking in the peaceful surroundings, this prime location offers the very best of the Florida lifestyle. Don't miss your opportunity to own this move-in-ready gem in one of Palm Harbor's most desirable locations!

3363 Marion Drive, Palm Harbor

$449,000

3 Beds ⋅ 3 Baths ⋅ Lake St George-Unit Iii SubDv.

MAJOR BUYER INCENTIVES — Seller is offering a substantial credit toward future solar payments and our preferred lender is offering up to 1% lender credit! A 3-bedroom, 2.5-bath POOL HOME in prime Palm Harbor for UNDER $500K! Welcome to Lake St. George, where location, lifestyle, and value come together. This beautifully updated home features a desirable split floor plan, renovated kitchen, new flooring, new roof, new solar panels, bright open living spaces, and a private screened-in saltwater pool and spa. Located in a sought-after community with highly rated schools, tennis courts, community pool, playground, and more, plus high and dry Flood Zone X and a 2-car garage. With this much to offer at this price point in Palm Harbor, you don’t want to miss it!

3916 Blooming Hill Lane, Palm Harbor

$361,990

3 Beds ⋅ 3 Baths ⋅ Harbor Landing SubDv.

Under Construction. $30K Your Way! Receive up to $30k towards options, closing costs & special interest rates with the use of our preferred lender - Now through Monday, 11/30. Harbor Landing, a premier townhome community located in the sunny city of Palm Harbor, Florida. This thoughtfully designed community combines modern living with the natural beauty of the area, offering residents the perfect balance of comfort and convenience. With open-concept floorplans, energy-efficient features, and stylish finishes. This community features the Pearson floorplan, providing 1,464 square feet of spacious living with 3 bedrooms and 2.5 baths. Designed to meet the needs of families and individuals alike, each townhome offers a spacious driveway with enough space for up to two additional cars, ensuring ample parking for residents and guests. Active lifestyles will thrive in this location, with recreational sports facilities, golf courses and outdoor multi-use parks nearby, perfect for the entire family. Harbor Landing is situated along the Fred Marquis Pinellas Trail. The trail stretches form Tarpon Springs to north St. Petersburg and is utilized for walking, jogging, and cycling. Harbor Landing is an ideal place to call home.

4697 Pleasant Avenue, Palm Harbor

$361,990

3 Beds ⋅ 3 Baths ⋅ Harbor Landing SubDv.

Under Construction. $30K Your Way! Receive up to $30k towards options, closing costs & special interest rates with the use of our preferred lender - Now through Monday, 11/30. Harbor Landing, a premier townhome community located in the sunny city of Palm Harbor, Florida. This thoughtfully designed community combines modern living with the natural beauty of the area, offering residents the perfect balance of comfort and convenience. With open-concept floorplans, energy-efficient features, and stylish finishes. This community features the Pearson floorplan, providing 1,464 square feet of spacious living with 3 bedrooms and 2.5 baths. Designed to meet the needs of families and individuals alike, each townhome offers a spacious driveway with enough space for up to two additional cars, ensuring ample parking for residents and guests. Active lifestyles will thrive in this location, with recreational sports facilities, golf courses and outdoor multi-use parks nearby, perfect for the entire family. Harbor Landing is situated along the Fred Marquis Pinellas Trail. The trail stretches form Tarpon Springs to north St. Petersburg and is utilized for walking, jogging, and cycling. Harbor Landing is an ideal place to call home.

4701 Pleasant Avenue, Palm Harbor

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