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. This charming coastal town is renowned for its picturesque landscapes, vibrant community, and, most notably, its stunning sailboat water frontage. With crystal-clear waters and breathtaking sunsets, Palm Harbor offers an idyllic setting for those who appreciate the beauty of nature and the allure of waterfront living.

Imagine waking up each morning to the gentle sounds of lapping waves and the sight of sailboats gliding gracefully across the water. Homes with sailboat water frontage in Palm Harbor provide more than just a residence; they offer a lifestyle defined by tranquility and adventure. Whether you're an avid sailor or simply enjoy the serene ambiance of waterfront living, these properties are perfect for anyone looking to embrace the coastal lifestyle.

Palm Harbor is not just about beautiful homes; it’s a community rich in amenities. Enjoy outdoor activities at nearby parks, take leisurely strolls along the scenic waterfront, or indulge in the local dining scene that boasts delicious seafood and charming cafes. With top-rated schools, vibrant neighborhoods, and easy access to the stunning beaches of the Gulf Coast, Palm Harbor is an ideal place to call home.

Explore the possibilities of waterfront living in this enchanting town. With its blend of natural beauty, community spirit, and luxurious homes, Palm Harbor is the perfect place to anchor your dreams. Your sailboat paradise awaits!

Newest Palm Harbor Homes with Sailboat Water Water Frontage

$469,900
3 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Virtually Staged. Florida living at its finest awaits in this beautiful 3-bedroom, 2-bathroom Highland Lakes home, offering over 2,000 square feet of living space in Palm Harbor’s premier 55+ golf community, just steps from Lake Tarpon! A welcoming double-door entry opens to a bright and spacious interior where thoughtful updates and desirable features come together to create an easy, move-in-ready home. Inside, BRAND-NEW 2026 luxury vinyl plank flooring flows seamlessly throughout the home, complemented by fresh interior paint, new baseboards, multiple skylights, and hurricane-impact windows that fill the living spaces with natural light. The eat-in kitchen provides plenty of room to gather and features granite countertops, abundant cabinetry, a convenient built-in desk, and a breakfast nook for casual dining. The oversized indoor laundry room offers exceptional functionality with a spacious storage closet, utility sink, additional cabinetry, and a second refrigerator, along with direct access to the 2-car garage. The private primary suite is located at the rear of the home and features a large walk-in closet, an additional built-in closet, and an en-suite bathroom with a walk-in shower. Two additional spacious bedrooms offer walk-in closet space, providing plenty of room for guests, an office, hobbies, or additional storage. The major improvements have already been taken care of, including a BRAND-NEW 2026 ROOF, NEW 2025 HVAC, NEW 2025 HOT WATER HEATER, hurricane-impact windows, and brand-new rain gutters being installed prior to closing! The home has also recently passed a 4-point inspection and is situated high and dry in a non-flood zone, offering added peace of mind. Beyond the home, enjoy everything Highland Lakes has to offer for an incredibly affordable HOA fee of just $164 per month. Residents enjoy unlimited FREE golf on three private executive golf courses, plus tennis, pickleball, bocce, shuffleboard, fitness classes, clubs, entertainment, and a full calendar of 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 add even more convenience to everyday life. Located just minutes from the Gulf beaches, outstanding shopping and dining, top-rated healthcare, professional sports, two international airports, and a cruise port, this exceptional home offers the perfect combination of modern updates, spacious living, and an active Florida lifestyle. Come discover all that this wonderful home and Highland Lakes have to offer!

3972 Tarpon Pointe Circle, 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
$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
$395,000
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
$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
$172,700
2 Beds ⋅ 2 Baths ⋅ Lake Tarpon Mobile Home Village SubDv. ⋅ 34684 Zip Code
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
$170,000
2 Beds ⋅ 2 Baths ⋅ Lake Tarpon Mobile Home Village SubDv. ⋅ 34684 Zip Code
Health Issues. Must sell! Private Financing Available. $170k – 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 standalone functional guest house, 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! Financing available. Contact agent for lender terms and requirements. View all photos to appreciate this prime lakeside retirement retreat featuring a Key West vibe!

183 Philadelphia Boulevard Unit 22, 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
$239,900
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
$887,000
5 Beds ⋅ 3 Baths ⋅ Grand Cypress On Lake Tarpon SubDv. ⋅ 34684 Zip Code
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
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
$319,800
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
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
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