Palm Harbor Homes with Sailboat Water Water Frontage

Palm Harbor Homes with Sailboat Water Water Frontage

Welcome to Palm Harbor, Florida, a hidden gem nestled in the heart of Pinellas County, where the sun-kissed shores and vibrant community create an idyllic coastal lifestyle. Known for its stunning natural beauty, Palm Harbor boasts an array of outdoor activities, from picturesque parks to scenic waterfronts. With its charming blend of quaint shops, delectable dining options, and a strong sense of community, it’s no wonder that residents take pride in calling this enchanting town home.

One of the most alluring features of Palm Harbor is its access to sailboat water frontage. Imagine stepping out of your back door and onto your boat, ready to explore the sparkling waters of the Gulf of Mexico. Homes with sailboat water frontage offer the perfect opportunity for boating enthusiasts and water lovers alike. Whether you’re an avid sailor or simply enjoy the tranquility of living by the water, these properties provide unparalleled access to some of the most beautiful waterways in Florida.

The real estate market in Palm Harbor is diverse, catering to a variety of tastes and lifestyles. From charming single-family homes to luxurious waterfront estates, there’s something for everyone. Many of these homes come equipped with private docks, making it easy to set sail at a moment’s notice. With the gentle sea breeze and breathtaking sunsets as your backdrop, life in Palm Harbor is not just about living; it’s about embracing a lifestyle filled with adventure and relaxation.

Discover your dream home in Palm Harbor, where sailboat water frontage and the beauty of Florida living await you!

Newest Palm Harbor Homes with Sailboat Water Water Frontage

104 Klosterman Road W, Palm Harbor
$1,850,000
4 Beds ⋅ 3 Baths ⋅ Baywood Village SubDv. ⋅ 34683 Zip Code
Discover the ultimate Florida waterfront lifestyle in this stunning coastal retreat, perfectly suited as a private residence, vacation getaway, or high-performing rental investment. With spectacular St Joseph Sound and Gulf views from nearly every room, this exceptional home captures the beauty of its surroundings while offering the comfort, privacy, and amenities you’ve been looking for. Nestled at the end of a quiet cul-de-sac, this property offers direct deep-water Gulf access from your private dock, making it ideal for boating, sailing, fishing, and exploring the pristine islands and waterways nearby. The waterfront has been thoughtfully enhanced with a new dock in 2024 and boat lift in 2025, creating an exceptional setup for enjoying life on the water. The home has also been thoughtfully updated with numerous recent improvements, including: New kitchen and appliances — 2024 New water heater — 2024 New pool pump — 2024 New dock — 2024 New boat 10,000 lb lift — 2025 New washer and dryer — 2025 Roof — 2018 (upper roof) / 2005 (lower roof) Outside, low-maintenance landscaping allows you to spend more time enjoying the spectacular Florida setting. A serene private pool creates your own secluded oasis, tucked away from neighboring views and perfect for relaxing in the sunshine or unwinding after a day on the water. Inside, the main living level showcases an inviting open-concept design created to maximize the incredible water views. Elegant finishes and designer touches complement the space, including solid wood cabinetry, quartz countertops, and a beautiful bar area—perfect for entertaining family and friends. The spacious main level also features ample storage, a stylish powder room, a laundry/utility room, and a garage, providing both functionality and convenience. Upstairs, you'll find four generously sized bedrooms and two beautifully appointed bathrooms, each featuring double vanities. Step outside onto the expansive upper deck and enjoy refreshing Gulf breezes, breathtaking sunsets, and uninterrupted waterfront vistas. Whether you're looking for a private coastal sanctuary, a second home, or an investment property with strong vacation-rental appeal, this exceptional Gulf-access residence offers an opportunity to embrace the best of Florida waterfront living. Properties offering this combination of deep-water access, Gulf views, private dockage, pool, and recent updates are highly sought after. Don't miss your opportunity to make this extraordinary coastal retreat your own.

104 Klosterman Road W, Palm Harbor
4805 Alt 19 Unit 713, Palm Harbor
$195,000
2 Beds ⋅ 2 Baths ⋅ Cove Spgs Condo SubDv. ⋅ 34683 Zip Code
WELCOME TO WATERFRONT FLORIDA LIVING AT COVE SPRINGS! This beautifully renovated FIRST-FLOOR 2-bedroom, 2-bath condo offers the perfect combination of modern upgrades, low-maintenance living, and a waterfront lifestyle in the heart of Palm Harbor. Step inside to a completely redone interior featuring luxury vinyl plank flooring throughout, beautiful custom tile in both bathrooms, and a stunning updated kitchen anchored by an oversized 1¼-inch quartz countertop. All-new GE stainless steel appliances and a new water heater were added in April 2026. Two spacious walk-in closets provide exceptional storage, while all-new HURRICANE-IMPACT WINDOWS AND DOORS add comfort and peace of mind. Enjoy one of the best features of first-floor living—a private SCREENED-IN LANAI with direct access to the backyard, creating an easy indoor-outdoor Florida lifestyle. But what truly sets Cove Springs apart is the WATERFRONT LIFESTYLE! Launch your kayak and explore the water, spend an afternoon fishing from the community dock, or simply relax by the cove and watch for dolphins and manatees passing through. Enjoy the COMMUNITY POOL, challenge friends to a game of SHUFFLEBOARD, or unwind at the beautifully redesigned clubhouse featuring separate men’s and women’s saunas. Conveniently located near Downtown Palm Harbor, Tarpon Springs, the Pinellas Trail, Honeymoon Island, shopping, restaurants, beaches, and the Gulf Coast, this MOVE-IN-READY condo lets you enjoy everything the area without sacrificing style or comfort. Whether you’re looking for a full-time residence or your own Florida retreat, this is an opportunity to start enjoying the Palm Harbor waterfront lifestyle from day one!

4805 Alt 19 Unit 713, Palm Harbor
3280 Skene Terrace, Palm Harbor
$499,900
3 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Virtually Staged. Experience the best of Florida living in this beautifully renovated and rarely available 3-bedroom, 2-bath, 2-car garage home with nearly 1,900 heated square feet, a large interior laundry room, and an oversized nearly quarter-acre lot perfectly situated on a quiet cul-de-sac just steps from the main clubhouse in Palm Harbor’s premier 55+ golf community, Highland Lakes! Everything is NEW, NEW, NEW! From the moment you step inside, you’ll be greeted by stunning new flooring flowing seamlessly throughout the home, fresh paint and baseboards, all-new fans, fixtures and hardware, new recessed lighting, zero popcorn ceilings, a skylight in the main living area, large updated windows, and beautiful views throughout the newly opened floor plan. The remodeled and opened kitchen is a true showstopper, featuring floor-to-ceiling solid wood cabinetry, gorgeous quartz countertops, a cozy breakfast nook for casual dining, and all-new sleek stainless-steel appliances. The oversized primary suite offers plenty of room for a king-size bedroom set plus additional space perfect for a home office or cozy sitting area, along with a massive walk-in closet and fully renovated en-suite bath featuring a new stone-top vanity, mirror, lighting, and glass-enclosed walk-in shower. Two additional spacious bedrooms provide comfortable accommodations for guests and endless flexibility for an office, craft room, or additional living space. The large Florida room provides even more space for relaxing or entertaining and opens to an additional fully enclosed bonus lanai that is not included in the home’s heated/cooled square footage. Major improvements include a new A/C system (2026), updated electrical panel (2023), new roof (2022), and new water heater (2025). The home is also ideally situated high and dry in a NON-FLOOD ZONE and NON-EVACUATION ZONE! Highland Lakes offers an incredible lifestyle with a low HOA fee that includes unlimited FREE GOLF on three private executive courses, tennis, pickleball, bocce, shuffleboard, an active clubhouse with countless clubs, activities and fitness classes, plus exclusive access to the Lake Tarpon Lodge featuring a private boat ramp, fishing pier and pontoon boats. Residents also enjoy complimentary RV and boat storage and golf-cart-friendly streets. Just minutes from award-winning Gulf beaches, restaurants, shopping, healthcare, major airports and the Port of Tampa, this exceptional home offers the perfect combination of location, amenities and the Florida lifestyle you’ve been dreaming of. Better than new construction and completely turnkey—just bring your belongings and enjoy! Schedule your private showing today!

3280 Skene Terrace, Palm Harbor
4840 Hummingbird Trail, Palm Harbor
$675,000
3 Beds ⋅ 4 Baths ⋅ Blue Jay Woodlands - Ph 3 SubDv. ⋅ 34683 Zip Code
Waterfront living with Gulf access from your own backyard! Situated on a deep canal in Palm Harbor, this updated, elevated 3 bedroom, 4 bath home offers 1,728 square feet of living space, plus an 864-square-foot garage, accessed through two single-car garage doors. The garage has a full bath as well. Step outside to a dock with a 10,000-pound boat lift, a waterside tiki bar, and a swimming pool. Open Gulf waters are approximately 10 minutes away by boat. A bridge is located along the route; clearance varies by vessel height and tide, and buyers should verify suitability for their boat. Offered at $675,000.

4840 Hummingbird Trail, Palm Harbor
1745 Dugall Court, Palm Harbor
$425,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Welcome to this spacious and well-maintained 2-bedroom, 2-bath home in the highly sought-after 55+ community of Highland Lakes! This home offers over 1,700 heated square feet of living space, a flexible office that could also serve as a third bedroom, and plenty of room to make it your own. Nestled on a quiet cul-de-sac with no through traffic, the property features an oversized, nearly quarter-acre lot. Inside, you'll find a versatile floor plan with both a formal living room and a comfortable family room, along with a large Florida room overlooking the spacious backyard. The generously sized primary suite offers plenty of room for a king-size bedroom set, a walk-in closet, an additional built-in closet, and a private en-suite bath with a walk-in shower. The split-bedroom layout provides privacy for guests, with the second bedroom located on the opposite side of the home and conveniently positioned near the hall bath with a tub/shower combination. A 2021 ROOF and location in a non-flood and non-evacuation zone provide added peace of mind. And then there's the Highland Lakes lifestyle! With an incredibly affordable HOA fee of only $164 per month, residents enjoy unlimited FREE golf on three private executive courses, plus tennis, pickleball, bocce, shuffleboard, fitness classes, entertainment, clubs, and countless social activities at the vibrant clubhouse. 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 enjoying the community even easier. Ideally located just minutes from beautiful Gulf beaches, shopping, dining, healthcare, professional sporting venues, two international airports, and a cruise port, this home offers an incredible opportunity to enjoy the best of the Florida lifestyle. This home is ready for your personal touch - come see all this wonderful home and exceptional community have to offer!

1745 Dugall Court, Palm Harbor
2950 Curling Court, Palm Harbor
$300,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Exceptional value in highly sought after Highland Lakes! This beautifully remodeled 2-bedroom, 1.5-bath, 1 car garage single family home is ideally situated on a desirable oversized corner lot in one of Florida’s premier 55+ communities. The home offers a fresh, modern feel with new windows, new interior and exterior paint, Completely remodeled kitchen with brand new cabinetry, quartz countertops, stainless steel appliances, updated lighting, and laminate wood flooring throughout. The beautiful fully remodeled bathrooms feature new tile, faucets, finishes, and fixtures. A spacious enclosed Florida room with air conditioning provides additional living space and the perfect spot to relax or entertain. Major updates include a newer A/C system installed in 2024 and a new electrical panel installed in 2023. Highland Lakes offers an exceptional resort-style lifestyle. Residents enjoy an impressive array of amenities, including lighted tennis and pickleball courts, two sparkling pools, shuffleboard courts, a clubhouse with fitness center and auditorium, and exclusive access to the Lake Tarpon Lodge featuring a boat ramp, dock, and community pontoon boats for enjoying beautiful Lake Tarpon. With its extensive amenities, active social atmosphere, and Florida lifestyle, Highland Lakes is a wonderful place to call home. Move-in ready, beautifully updated, and packed with desirable upgrades, this is one you won’t want to miss!

2950 Curling Court, Palm Harbor
2336 Malcolm Drive, Palm Harbor
$389,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Virtually Staged. A MUST SEE! Beautifully updated and move-in ready with a charming cottage feel, this 2-bedroom, 2-bath home is nestled in Palm Harbor’s premier 55+ golf community of Highland Lakes. Freshly landscaped and thoughtfully updated, the home welcomes you through an elegant glass front door into a bright, open-concept living space filled with natural light. Fresh modern interior paint, chair rail accents, new fans and fixtures, updated door hardware, and smooth ceilings (no popcorn!) add to the home’s timeless appeal! The spacious Florida room offers peaceful, private green views through hurricane-impact windows and opens through double glass doors to a fully enclosed lanai, not included in the living square footage, providing additional space for relaxing or entertaining. The oversized 1-car garage is truly exceptional, featuring BRAND-NEW epoxy flooring, freshly painted walls, a BRAND-NEW exterior garage door, and a BRAND-NEW mini-split AC system that keeps the space ice cold year-round—perfect for a workshop, hobby space, or additional storage! The beautifully updated kitchen features quartz countertops, solid wood cabinetry, a large pantry, tray ceiling, and a bright eat-in dining nook. The generous primary suite offers a BRAND-NEW renovated walk-in shower, BRAND-NEW vanity with stone countertop, spacious walk-in closet, and an additional built-in closet for plenty of storage. MAJOR updates include a 2019 HVAC system, 2018 electrical panel, hurricane-impact windows, and a cost-saving deep well. Situated in a non-evacuation, high-and-dry zone, this home offers added peace of mind. Highland Lakes offers an exceptional active 55+ lifestyle with a remarkably low HOA fee of just $164/month, including unlimited FREE golf on three private executive courses, tennis, pickleball, bocce, shuffleboard, fitness classes, entertainment, and an array of social activities. Residents also enjoy the lakeside lodge on Lake Tarpon, complete with a private boat ramp, fishing pier, and community pontoon boats, plus FREE RV and boat storage. The community is fully golf cart-friendly, making it easy to enjoy all the amenities and connect with neighbors. Ideally located near Gulf beaches, excellent dining and shopping, top-rated healthcare, major sports venues, two international airports, and a cruise port, this exceptional home offers the perfect combination of comfort, style, amenities, and the active Florida lifestyle. Don’t miss this rare opportunity in Highland Lakes—schedule your private showing today!

2336 Malcolm Drive, Palm Harbor
2700 Nebraska Avenue Unit 5-205, Palm Harbor
$199,900
2 Beds ⋅ 2 Baths ⋅ The Landings Condo SubDv. ⋅ 34684 Zip Code
Beautiful 2-bedroom, 2-bath condo in the highly desirable Landings community with serene pond and pool views, offering Highland Lakes amenities and privileges with purchase! Pride of ownership is evident throughout, featuring seamless tile flooring, crown molding, chair rail accents, indoor laundry, and new hurricane-impact slider that opens to a screened lanai for year-round enjoyment. The updated kitchen boasts stunning granite countertops, solid wood cabinetry, an eat-in nook for casual dining, and a convenient pass-through to the dining area for easy entertaining. The spacious primary suite offers tranquil water views, TWO closets with custom shelving, and an updated en-suite bath with a newer vanity and walk-in shower. The second bedroom provides flexible space for guests, a home office, or makes for the perfect craft room. Additional highlights include an updated electrical panel (2020), newer HVAC, association-maintained roof, no upstairs neighbors, and a covered carport with the community pool just steps away! Located as part of Highland Lakes, Palm Harbor’s premier golf and lakefront community, residents enjoy exceptional amenities including FREE UNLIMITED GOLF on three private executive courses, free RV or boat storage, and a vibrant clubhouse with an Olympic-size heated/cooled pool, whirlpool spa, fitness center, pickleball, tennis, shuffleboard, bocce, and a full calendar of social activities. The Lake Tarpon Lodge offers a second heated pool, fishing pier, picnic facilities, and pontoon boat access with rides to a local waterfront restaurant. Situated in a high-and-dry in a NON-FLOOD ZONE and conveniently close to Gulf beaches, airports, shopping, dining, medical facilities, entertainment, and just a few short steps to Trader Joes - this move-in-ready condo offers carefree Florida living at its finest. Don't wait and make this piece of paradise yours today!

2700 Nebraska Avenue Unit 5-205, Palm Harbor
55 Lexington Court Unit 12, Palm Harbor
$172,700
2 Beds ⋅ 2 Baths ⋅ Lake Tarpon Mobile Home Village SubDv. ⋅ 34684 Zip Code
Virtually Staged. Lake Tarpon Village is an excellent over 55 community located on Lake Tarpon, with a full dock, resident boat slips, private boat ramp, boat and trailer storage, and a nice waterfront park. The clubhouse has a huge heated pool, hot tub, bocce ball, shuffleboard, and a very nice clubhouse and community center. It’s very golf cart friendly, and has many nice restaurants within walking distance, or you can ride your golf cart. This home has 1200 ft.², two bedrooms, two full bathrooms, and a large extra room connected to the living room, that could be used as an office, sewing room, or even converted to a third bedroom for guests. Recently all the flooring has been replaced with luxury vinyl plank, and any sub flooring has been updated to feel solid and not creek when you walk on it. Followed by baseboards, two completely renovated bathrooms, and a full interior painting. The home faces south, which keeps the living room and family room light and bright. Especially at sunrise, when you can sit in your screened porch area and enjoy the cool morning breeze.

55 Lexington Court Unit 12, Palm Harbor
183 Philadelphia Boulevard Unit 22, Palm Harbor
$165,555
2 Beds ⋅ 2 Baths ⋅ Lake Tarpon Mobile Home Village SubDv. ⋅ 34684 Zip Code
Buyer didn't qualify. Must sell! $165,555 - YOU OWN THE LAND— No Lot Rent! NEW ROOF 9/25 and a rare FENCED YARD. Only 10 homes out of 500 here have an HOA-Approved fenced backyard. Rare 2% find for pet owners... This land-owned, 6,300 sqft lot is the only property available where you can build an addition to expand or add a detached boat garage, studio, or workshop... Enjoy a private community boat ramp for Lake Tarpon access and a HEATED pool. 55+ LIFESTYLE! Located in the desirable Village of Lake Tarpon golf cart community, only 10 miles to Honeymoon Island Beach. Sold TURNKEY, fully furnished. This well-cared-for, non-smoker, 2BR/2BA home includes a 180 sqft versatile flex room, totaling 1,044 sqft of living space. View virtually staged 3rd bedroom... Lowest HOA around ($110/m) in a preferred Zone X. No Flood Insurance Required... Newer updates include a 2018 A/C, updated plumbing and electrical plus a practical golf cart charging station. THE DEAL: Title to the mobile home is retired and classified as real property (Land Owned). NO LOT RENT! View all photos to appreciate this prime lakeside retirement retreat featuring a Key West vibe!

183 Philadelphia Boulevard Unit 22, Palm Harbor
3300 Mcmath Drive, Palm Harbor
$299,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Virtually Staged. Welcome to effortless Florida living in this lovely 2-bedroom, 2-bath villa with over 1,300 square feet of living space, plus a fully enclosed bonus lanai and an additional screened patio, located in Palm Harbor’s premier 55+ golf community of Highland Lakes! With soaring vaulted ceilings, an attached 2-car garage, and an impressive list of major updates, this home offers the perfect combination of comfort, style, and peace of mind. Updates include a BRAND-NEW 2026 HVAC, NEW 2025 ROOF, BRAND-NEW 2026 electrical panel to be installed prior to closing, updated windows, and a hurricane-impact glass sliding door! The interior has been freshly painted, with brand-new ceiling fans and fixtures in the main living areas. Inside, the thoughtfully designed split-bedroom floor plan centers around a spacious kitchen featuring abundant counter space, recessed lighting, a built-in pantry, convenient pass-through to the dining/living room combination, and a cozy eat-in nook. The guest bedroom is generously sized and located near the hall bath, which features a tub/shower combination. The expansive primary suite offers a true private retreat with plenty of closet space and an en-suite bathroom complete with a walk-in shower. One of the home’s standout features is the fully enclosed bonus lanai, providing versatile year-round living space that is not included in the home’s heated square footage. Step outside to the additional screened patio and enjoy your morning coffee or beautiful Florida evenings while taking in the peaceful surroundings. Located in pet-friendly Duplex Village II, this villa enjoys the lowest monthly fee in Highland Lakes at just $172/month, which includes cable, internet, lawn service, irrigation, trash, recycling, and pest control. The home is also situated in a non-evacuation zone and safely above the flood plain, providing additional peace of mind. Highland Lakes residents enjoy an active country-club lifestyle for only $164/month, with unlimited golf on three private executive courses, tennis, pickleball, bocce, shuffleboard, fitness classes, entertainment, and a vibrant clubhouse. Residents also have access to the lakeside lodge on Lake Tarpon, featuring a private boat ramp, fishing pier, community pontoon boats, and free RV and boat storage. With a golf-cart-friendly neighborhood and an abundance of activities, there is always something to enjoy. Conveniently located near award-winning Gulf beaches, shopping, dining, top medical facilities, sports venues, and international airports, this rare Highland Lakes villa is truly move-in ready and offers the best of easy Florida living. Don't miss your opportunity to make this beautiful home your own—call today!

3300 Mcmath Drive, Palm Harbor
3370 Stonehaven Court W Unit B, Palm Harbor
$229,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Villas On The Green SubDv. ⋅ 34684 Zip Code
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
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