Palm Harbor Homes with Sailboat Water Water Frontage

Welcome to Palm Harbor, a charming city located in Pinellas County, Florida. Known for its picturesque waterfront views and vibrant community, Palm Harbor is a sought-after destination for those looking to enjoy the best of coastal living.

One of the standout features of Palm Harbor is its abundance of homes with sailboat water frontage. Imagine waking up to the gentle sound of waves lapping against the shore and stepping out into your backyard to set sail on your boat whenever the mood strikes. With easy access to the open waters, these homes offer a unique opportunity for waterfront living at its finest.

Whether you're a boating enthusiast or simply appreciate the tranquility and beauty of waterfront living, Palm Harbor has something to offer for everyone. From stunning sunsets over the Gulf of Mexico to a variety of outdoor recreational activities, this city truly embodies the Florida lifestyle.

If you're looking to make Palm Harbor your home, explore the real estate options available and find your perfect waterfront oasis. With its ideal location, beautiful homes, and welcoming community, Palm Harbor is more than just a city – it's a place where you can live the life you've always dreamed of.

Newest Palm Harbor Homes with Sailboat Water Water Frontage

$889,000

5 Beds ⋅ 3 Baths ⋅ Grand Cypress On Lake Tarpon SubDv. ⋅ 34684 Zip Code ⋅ W7887963 MLS ⋅ Active Status

Masterclass in Florida luxury living. This luxury home is nestled on an oversized lot and located in a prime area of Grand Cypress on Lake Tarpon, this upgraded residence delivers effortless resort-style entertaining. Boasting 5 bedrooms, 3 bathrooms, and an oversized 3-car garage, the home shines brighter than a model and is positioned completely out of the flood zone. Boat docks, boat ramp and a private park are just across the street right on the Lake. Key Property Features & Recent Upgrades Outdoor Paradise: Step into your private backyard oasis featuring a saltwater pool, new pool heater, and a new screened pool enclosure framed by expansive, newly laid pavers. Curb Appeal: A new driveway, lawn, and lush landscaping accent the classic tile roof and mature, manicured greenery on this oversized lot. Gourmet Kitchen: The heart of the home features rich granite countertops, premium finishes, and seamless flow into the main living areas—ideal for hosting family and guests.. Immaculate Interiors: Freshly painted, this residence reflects absolute pride of ownership!

4586 Grand Lakeside Drive, Palm Harbor

$739,000

4 Beds ⋅ 3 Baths ⋅ Baywood Village Sec 5 SubDv. ⋅ 34683 Zip Code ⋅ TB8529883 MLS ⋅ Active Status

PRIVATE GULF ACCESS boat ramp with no bridges to navigate and an optional HOA of just $180 PER YEAR make this Baywood Village gem a rare opportunity for boating enthusiasts. Nestled near the end of a quiet cul-de-sac in the highly desirable Baywood 5 section of Baywood Village, this beautifully updated home offers the perfect blend of PRIVACY, CRAFTMANSHIP, and FLORIDA COASTAL LIVING. Reserved exclusively for Baywood 5 residents, the private neighborhood boat ramp provides direct access to the Gulf, while the spacious property offers the convenience of storing your boat right at home. Located within a golf cart-friendly community, you'll enjoy easy access to nearby parks, restaurants, waterfront destinations, and local events. Thoughtfully curated and improved over nearly FOUR DECADES, this is a home that reveals something special around every corner! Timeless finishes, custom cabinetry, built-ins, hardwood flooring, plantation shutters, and a beautifully updated kitchen create a warm and inviting atmosphere, while the SPA-INSPIRED PRIMARY SUITE offers a private retreat. A BILLIARDS ROOM, EXERCISE SPACE, and exceptional INDOOR-OUTDOOR LIVING AREAS provide the flexibility to work, play, entertain, and relax—all under one roof. The covered lanai, POOL AREA, upper deck, and welcoming front porch create multiple spaces to gather and unwind. Outdoor enthusiasts will appreciate being just minutes from Wall Springs Park and the Pinellas Trail, offering miles of scenic trails for biking, walking, and running. Ideally located just minutes from historic Tarpon Springs, charming downtown Dunedin, Honeymoon Island, Caladesi Island, world-famous Gulf beaches, waterfront dining, and OUTSTANDING FISHING, this exceptional Palm Harbor home delivers the ultimate boating lifestyle without the waterfront price tag.

14 Baywood Drive, Palm Harbor

$349,900

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code ⋅ TB8527579 MLS ⋅ Active Status

Welcome home to this beautifully maintained 2-bedroom, 2-bath home with a bonus screened lanai, nestled on nearly a quarter-acre lot in Palm Harbor's premier 55+ golf community, Highland Lakes! From the moment you arrive, you'll appreciate the inviting curb appeal featuring an updated paver driveway, a durable concrete tile roof, oversized one-car garage with a new (2021) garage door, mature tropical landscaping, and a peaceful cul-de-sac setting. Upon entry you're immediately greeted by an inviting light and bright, open floor plan that is enhanced by wood-like laminate plank flooring, fresh neutral finishes, recessed lighting, and smooth ceilings with no popcorn texture! Designed with both comfort and entertaining in mind, the centrally located kitchen seamlessly connects the living/dining room combo with the spacious family room, creating an ideal gathering space for family and friends. A large glass hurricane-impact sliding door leads to the screened lanai, offering the perfect spot to enjoy your morning coffee, unwind in the evening, or simply take in the lush backyard views. The spacious primary suite provides dual built-in closets and a private en-suite bath with a walk-in shower, while the guest bedroom and second full bath offer comfort and privacy for visitors. Major updates include a (2019) 2.5-ton HVAC, all new hurricane-impact windows throughout, newer hot water heater, and new (2021) garage door! Safely located high and dry in a NON-FLOOD ZONE and NON-EVACUATION ZONE! Life in Highland Lakes is unlike any other, with a low HOA fee granting unlimited FREE GOLF on three private executive courses, tennis, pickleball, bocce, shuffleboard, an active clubhouse filled with clubs, activities, and fitness classes, plus exclusive access to the community's Lake Tarpon lodge with a private boat ramp, fishing pier, and pontoon boats. Residents also enjoy complimentary RV and boat storage and the convenience of golf cart-friendly streets. Just minutes from award-winning Gulf beaches, restaurants, shopping, healthcare, major airports, and the Port of Tampa, this home offers the perfect location, outstanding amenities, and the Floria lifestyle you've been dreaming of!

1520 Kenmore Court, Palm Harbor

$474,900

3 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code ⋅ TB8523574 MLS ⋅ Active Status

Perfectly positioned in one of the most desirable locations within Highland Lakes, Palm Harbor's premier 55+ golf community, this beautiful 3-bedroom, 2-bath home plus a bonus fully enclosed lanai offers an exceptional combination of modern upgrades, spacious living, and an unbeatable lifestyle. Just steps from the community's Lake Tarpon Lodge, this inviting residence features a sought-after split-bedroom floor plan with soaring vaulted ceilings in both the living and family rooms, creating a bright, open atmosphere filled with natural light. Luxury vinyl plank flooring extends throughout the home, complemented by updated hurricane-impact windows, a spacious indoor laundry room, and an attached two-car garage. At the center of the home, the beautifully renovated kitchen has been thoughtfully redesigned for both everyday living and entertaining. Featuring granite countertops, updated soft-close cabinetry, a charming breakfast nook, and a newly opened kitchen to the living room with bar-top seating, it seamlessly connects the home's main living spaces. Three sliders out to the fully enclosed lanai with new windows provides a comfortable year-round retreat, offering valuable additional living space that's not included in the heated square footage of the home! MAJOR UPDATES include a NEW 2024 HVAC, NEW 2024 hot water heater, NEW 2020 ROOF, updated hurricane-impact windows, and a cost-saving deep well for irrigation! No insurance worries here with a recently passed 4-point inspection and located safely high and dry in a non-flood zone. Highland Lakes offers one of the finest active adult lifestyles in the Tampa Bay area with an incredibly affordable HOA fee of only $164 per month. Residents enjoy unlimited FREE golf on three private executive golf courses, tennis, pickleball, bocce, shuffleboard, and a vibrant clubhouse featuring fitness classes, entertainment, clubs, and year-round social activities. The private Lake Tarpon Lodge offers a boat ramp, fishing pier, and community pontoon boats, while complimentary RV and boat storage and golf cart-friendly streets make everyday living even more convenient. Located just minutes from award-winning Gulf beaches, premier shopping and dining, top-rated healthcare, professional sports venues, two international airports, and a cruise port, this move-in-ready home offers the perfect opportunity to enjoy the very best of Florida living. Call today and experience everything this exceptional home and community have to offer!

3960 Tarpon Pointe Circle, Palm Harbor

$319,900

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code ⋅ TB8513775 MLS ⋅ Active Status

Fully updated 2-bedroom, 2-bath villa with attached garage located in pet-friendly Duplex Village I within Palm Harbor’s premier 55+ golf community, Highland Lakes! Natural light floods the home upon entry, highlighting the freshly painted interior, neutral color palette, tile flooring throughout the main living areas, and new waterproof laminate plank flooring in the bedrooms. Situated on a large lot with peaceful green preserve views and no rear neighbors, this home offers exceptional privacy along with plenty of room to add a patio or additional lanai with HOA approval. The showstopping kitchen renovation features gorgeous quartz countertops, soft-close cabinetry, NEW sleek stainless appliances, recessed lighting, and bar-top seating overlooking the open dining and living room combination—perfectly designed for both everyday living and entertaining. The seamless floor plan flows effortlessly into the screened lanai, added in 2025, creating additional outdoor living space to enjoy year-round! The heated and cooled bonus room offers endless flexibility as an office, den, additional living area, or potential third bedroom with its built-in Murphy bed and spacious closet. The spacious primary suite is a true retreat with tranquil preserve views, two built-in closets, and a beautifully renovated en-suite bathroom featuring a walk-in glass shower, NEW flooring, NEW vanity, and NEW modern lighting. MAJOR UPDATES include a BRAND-NEW 2026 electrical panel, NEW 2021 HVAC system, freshly painted interior, and RECENTLY widened 2-car driveway. Duplex Village I is uniquely positioned as the only attached-home enclave within Highland Lakes that welcomes pets of all sizes, including large dogs. The low HOA fee covers lawn maintenance, irrigation, cable TV and internet, exterior pest control, and trash service for easy maintenance-free living. Residents of Highland Lakes enjoy complimentary green fees on three private executive golf courses, an active clubhouse with social events and clubs, fitness and hobby programs, and a welcoming country club atmosphere. The Lake Tarpon Lodge offers additional amenities including a second heated pool, picnic areas, fishing pier, community pontoon boats, and secure RV and boat storage—all included in your membership. With stylish upgrades, flexible living spaces, and unmatched resort-style amenities, this exceptional villa offers the perfect opportunity to embrace the vibrant Florida 55+ lifestyle. Schedule your private showing today!

3472 Maclaren Drive, Palm Harbor

$1,874,000

4 Beds ⋅ 4 Baths ⋅ Kramer F A Sub SubDv. ⋅ 34683 Zip Code ⋅ TB8500780 MLS ⋅ Active Status

Nestled on a lot and a half along the serene waters of Southerland Bayou, this stunning waterfront home offers a private, nature-rich retreat in the heart of the quaint fishing village of Ozona. With 105 feet of water frontage, a new dock with a covered boat lift, and sweeping views of the bayou, this is truly a nature lover’s dream. Watch dolphins play, birds soar, and fish jump—all from the comfort of your own backyard. Step outside and enjoy a thoughtfully designed outdoor oasis, featuring a gas fire pit, grill, and arbor on the waterside—perfect for sunset gatherings. On the opposite side of the home, indulge in a self-cleaning, heated saltwater pool and spa set within an illuminated screened enclosure. Looking for a fenced yard ideal for both two-legged and four-legged family members, this home has that too. Inside, the home has been tastefully updated and is truly move-in ready. Upon entering, you’re immediately greeted by panoramic water views that bring the outside in. The living room with a cozy fireplace flows effortlessly into the kitchen and family room, making it easy to stay connected while entertaining or relaxing. The main floor includes three bedrooms, one of which features an ensuite bath—perfect for guests or multi-generational living. Ascend to the upper level to discover the expansive master suite, a true sanctuary with its own Juliet balcony, offering peaceful water views and a private escape from the world below. Whether you're hosting friends in the screened-in sunroom by the kitchen or enjoying quiet mornings with a coffee by the bayou, this home is designed for both entertaining and tranquil living.Boaters will appreciate direct access from Southerland Bayou to St. Joseph Sound, Three Rooker Island, HoneymoonIsland, Caladesi Island, and even Clearwater Beach. Located in golf cart-friendly Ozona, you’re just a short ride away from the Pinellas Trail, charming local eateries, and all the coastal character this beloved community offers.

412 Orchid Lane, Palm Harbor

$509,900

Ozona Shores 3rd Add SubDv. ⋅ 34683 Zip Code ⋅ TB8490521 MLS ⋅ Active Status

Don’t just build a home, build your future in the heart of Ozona, one of Pinellas County’s most sought-after coastal communities. This exceptional homesite is cleared and leveled, offering a rare opportunity to fast-track your build in a location where waterfront and water-access properties are increasingly hard to find. With access to Brooker Creek and the Gulf of America, this property delivers the best of Florida coastal living, whether you’re heading out by boat or simply soaking up the water views and natural surroundings. An added advantage: Pinellas County has future plans to increase the clearance of the Shore Drive bridge, which is expected to allow for larger vessels to pass, further enhancing the long-term boating appeal of this location. The main lot offers approximately 116 feet of depth by 82 feet of width (9,512 sq ft), with an additional 1,848 sq ft parcel located along the water on the east side of Lagoon Dr, bringing the total to approximately 11,360 sq ft. This unique configuration provides flexibility for design, outdoor living, and maximizing your waterfront experience. Location is everything, and Ozona delivers. Known for its golf cart-friendly lifestyle and tight-knit coastal charm, this community offers easy access to local marinas, waterfront dining, and some of the area’s most beloved restaurants and gathering spots. Spend your days on the water, your evenings catching sunsets on a golf cart ride, and your weekends enjoying nearby amenities like the Sunderman Sports Complex and the scenic Pinellas Trail. The property is also conveniently located near Ozona Elementary and Palm Harbor University High School, making it an easy everyday lifestyle choice. Opportunities like this, cleared, build-ready land with water access, Gulf connectivity, and future upside are incredibly rare in Ozona. Don’t just live… live coastal. Survey and soil test available.

231 Lagoon Drive, Palm Harbor

$379,900

2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code ⋅ TB8478206 MLS ⋅ Active Status

Welcome to your beautifully updated 2-bedroom, 2-bath, 2-car garage home with a sunny Florida room, perfectly positioned on a large corner lot in Palm Harbor’s premier 55+ golf community, Highland Lakes! From the moment you arrive, you’re greeted by a screened-in front lanai—ideal for enjoying Florida’s year-round sunshine—and a stunning leaded glass front door set against a freshly painted exterior. Inside, the home is light, bright, and open with updated windows that fill the space with natural light. The heart of the home is the beautifully renovated kitchen, showcasing granite countertops, solid wood soft-close cabinetry with pull-out drawers, a stylish glass tile backsplash, newer sleek stainless appliances, recessed lighting, and a convenient pass-through to the Florida room for effortless entertaining. Wood-look tile flooring flows seamlessly into the dining nook, creating the perfect space for everyday gatherings. Just beyond, the spacious Florida room is drenched in sunshine through wall-to-wall windows and features modern tile flooring, making it an inviting retreat for relaxing or hosting guests. The thoughtfully designed layout offers privacy and convenience, with a tastefully updated guest bathroom featuring a walk-in shower with glass door, granite-topped vanity, and updated lighting. The second updated hall bath with a tub/shower combo is ideally situated between both bedrooms and the main living area. Step outside to your private back patio—perfectly sized for outdoor furniture and a grill—surrounded by lush landscaping for added tranquility. Furniture is negotiable, making this home truly turn-key and move-in ready! Rest easy knowing this property sits high and dry above the flood plain in a non-evacuation zone. Major updates include an electrical panel (2019), 3-ton HVAC (2017), dual-pane windows with hurricane shutters, and more. Residents of Highland Lakes enjoy an exceptional country club lifestyle with a remarkably low HOA fee of just $164/month, including unlimited and FREE golf on three private executive courses, tennis, pickleball, bocce, and shuffleboard courts, plus a vibrant clubhouse offering entertainment, fitness classes, and social events. The lakeside lodge on Lake Tarpon features a private boat ramp, fishing pier, and community pontoon boats. Additional amenities include free RV and boat storage and a golf cart-friendly community design. Ideally located near world-class Gulf beaches, upscale dining and shopping, top-rated healthcare, major sports venues, two international airports, and a cruise port, this exceptional property offers the perfect blend of elegance, comfort, and active Florida living. Don’t miss this rare opportunity—schedule your private showing today!

102 Stafford Drive, Palm Harbor

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