Highland Lakes Single Family Homes For Sale in Palm Harbor - 26 homes

Remarks: Under contract-accepting backup offers. IT'S ALL ABOUT THE VIEW! This charming 2-bedroom, 2-bath home offers a rare backyard setting that feels like your own private park—lush, peaceful, and beautifully open. The Florida room has expansive windows stretching across the back of the home allowing you to enjoy panoramic views and natural light all day long. It’s the perfect place to relax, entertain, or simply take in the scenery. Step outside to your back patio and unwind as the sky transforms each evening—this is sunset-watching at its finest. Whether you're hosting friends or enjoying a quiet moment, this space delivers. Inside, the layout is comfortable and inviting, designed for easy Florida living with just the right amount of space. And here’s peace of mind you’ll love: this home is high and dry—no flood insurance required. But it doesn’t stop there…You’re not just buying a home—you’re stepping into the active, vibrant 55+ Highland Lakes community packed with amenities and activities: * Three golf courses with no green fees * Two swimming pools plus a hot tub * Tennis, pickleball, bocce ball & shuffleboard * Lake access with pontoon boat rides * Boat & RV storage * Dances & live concerts * Arts & crafts * Lending Library * Cards & bingo …and a full calendar of ways to stay social, active, and engaged! This is the kind of community where neighbors become friends and every day feels like a getaway. Come see it for yourself—your Florida lifestyle upgrade is waiting! Schedule your private showing today.

Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)

Listing Agent: Holly Davis (727-430-6393)

Remarks: * * BEAUTIFUL UPDATED – MOVE IN READY HOME * * Located in the MUCH SOUGHT after HIGHLAND LAKES Community * * Be as active or as private as you want. This property has the membership to “THE CLUB” (at an unbelievable low cost of $164/month). You get UNLIMITED GOLF on 27 holes. Access to tennis courts, pickleball courts (indoor and outdoor), shuffleboard, bocci ball courts. Spectacular heated pool with umbrellas and covered seating. The expansive clubhouse offers a large auditorium for activities, shows and parties. Fully equipped woodworking shop, ceramics shop, card room, billiards and more. This home is a great location as it one home away from the community sidewalk that makes it just steps away from the “THE LODGE ON LAKE TARPON” which is also part of “THE CLUB” and is a secondary clubhouse with pool, picnic area, horse shoes and is finally highlighted by the dock and community pontoon boats on Lake Tarpon. Step inside to discover a bright, open floor plan with modern finishes and thoughtful upgrades throughout. The spacious living and dining areas flow seamlessly, creating the perfect setting for entertaining friends or enjoying a quiet evening at home. The updated kitchen features granite countertops, offering both function and flair. The primary suite provides a peaceful retreat with a generously sized bedroom, ample closet space, and a refreshed en-suite bath. Two additional bedrooms offer flexibility for guests, a home office, or hobby space. A second full bath has also been tastefully updated. Outside, enjoy your morning coffee or evening cocktails on the private patio, surrounded by low-maintenance landscaping—so you can spend more time enjoying the lifestyle you deserve. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing information is not guaranteed.

Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)

Listing Agent: Matthew Brashear (727-403-3900)

Remarks: Under contract-accepting backup offers. Welcome to your slice of paradise in Highland Lakes - widely regarded as the best-kept secret in Pinellas County! This beautifully maintained 2-Bedroom, 2-Bath home offers 1420 sq ft of comfortable living space and a spacious 2-car garage, all ideally situated on a premium pie-shaped lot at the end of a quiet cul-de-sac. Step inside and be greeted by VAULTED CATHEDRAL CEILINGS that create an inviting open layout. A wall between the kitchen and living room has been removed, creating a seamless flow and enhancing the home's spacious, airy feel. The UPDATED Kitchen features Stainless Steel Appliances, GRANITE COUNTERTOPS, Shaker Cabinets with an additional cabinet added for storage and "working counter space". The Kitchen opens to Dining Room/Living Room AND the Family/FLEX Room, perfect for an office or den. Both Bathrooms have also been tastefully updated, offering a fresh, contemporary feel. Relax and unwind in the SCREENED-IN Florida Room, an ideal space to enjoy your favorite beverage and watch the Florida Wildlife. Enjoy peace of mind with NO FLOOD INSURANCE Required and a NON EVACUATION ZONE, along with valuable updates including HURRICANE IMPACT WINDOWS and SLIDING GLASS DOOR, the Roof was replaced in 2018, and the AC System in 2014. The expansive Pie-Shaped lot enhances privacy and offers ample room to add a pool, plant a garden, or expand the home, giving you endless possibilities to create your dream outdoor oasis. Located in the highly desirable 55+ community of Highland Lakes, where residents enjoy FREE GOLF, FREE BOAT/RV STORAGE/, PICKLEBALL, TENNIS, HEATED POOLS, PONTOON BOATS FOR LAKE CRUISES, with OVER 50 CLUBS AND ACTIVITIES INCLUDING: A FULL WOOD WORKING WORKSHOP, CERAMICS, STAINED GLASS STUDIOS, CARDS, CLUBS, and DANCES. All of this and just 3 miles to Dunedin Causeway, World Famous Honeymoon Island, Walls Springs, Fred Howard Park with Sunset Beach, 2 International Airports with 30 minutes - all this and so much more!

Listing is courtesy of: RAGSDALE RESIDENTIAL REALTY (727-742-3789)

Listing Agent: Sheri Ragsdale (727-742-3789)

Remarks: Under contract-accepting backup offers. **Price Improvement - BRING OFFERS** Brand NEW ROOF and Peaceful Greenbelt Views in Highland Lakes! Opportunity knocks in our area's most sought-after active 55+ community! Mortgage savings may be available for buyers of this listing. This beautifully updated Concord model offers over 1,500 square feet of brilliantly designed living space and fantastic modern upgrades. From the moment you arrive, you are greeted by lovely curb appeal, a freshly painted driveway, and a welcoming front patio—the absolute perfect spot to sip your morning coffee and wave to your friendly new neighbors. Best of all? The roof is brand new (just one week old!), and the HVAC Is from 2020, electric panel updated in 2021 giving you total peace of mind for years to come! As you open the front door, gorgeous luxury vinyl floors lead you into a generous living room that easily accommodates both seating and dining areas. At the heart of the home is a beautifully remodeled kitchen featuring gleaming granite countertops. It perfectly opens up to a versatile dining or sitting area that flows seamlessly into the back lanai. A newer sliding glass door invites you out to your rear patio, where you can relax and look out over a large, peaceful greenbelt. Tucked quietly on one side of the home are two generous-sized bedrooms. The primary suite serves as a true retreat, boasting a beautifully remodeled en-suite bathroom with stunning contemporary tile in the walk-in shower. Add in the convenience of a large inside laundry room complete with a utility sink, and this home truly checks every box! Where else can you find this much value? Your Highland Lakes HOA membership remains low and unlocks a premier lifestyle that feels like a year-round vacation. Your GOLF CART community amenities include Free Golf for Two: No greens fees on the private 27-hole executive golf course, Two community pools, tennis courts, and shuffleboard, Lake Tarpon Access: Enjoy private boat access to the lake, plus RV and boat storage, an active clubhouse and lodge featuring performing arts, bowling leagues, fitness facilities, arts & crafts, and so much more! TURNKEY negotiable. Schedule your showing today and start living the Highland Lakes lifestyle!

Listing is courtesy of: REDFIN CORPORATION (617-458-2883)

Listing Agent: Katrina Jauregui (949-633-3204)

Remarks: One or more photo(s) has been virtually staged. UPDATED in 2026!!! NEW KITCHEN including quartz countertops, stainless steel appliances, cabinets with soft close doors and drawers! NEW BATHROOMS! NEW CARPET in bedrooms. Welcome to 3569 Oak Lake Drive, a delightful single-family home nestled in the heart of Palm Harbor's esteemed Highland Lakes community. This residence offers a harmonious blend of comfort, style, and active living in one of Florida's most sought-after 55+ neighborhoods. Step inside to discover a spacious split-bedroom floor plan designed for both privacy and comfort. This is basically a 2-bedroom home built within a 3-bedroom floorplan so all the rooms are large. The open-concept living and dining areas are bathed in natural light, creating a warm and inviting atmosphere. The kitchen boasts ample cabinetry and a cozy breakfast nook, perfect for morning coffee. The primary suite features a walk-in closet and an en-suite bathroom, while the second bedroom offers flexibility for guests or a home office. The Florida room provides additional living space, ideal for relaxing or entertaining guests. The landscaped yard offers a serene setting with mature trees and lush greenery. Highland Lakes is renowned for its resort-style amenities… Enjoy free access to three private nine-hole executive golf courses, along with a community pool, tennis, pickleball, bocce ball, and shuffleboard courts. For those who love the water, community pontoon boats offer a relaxing way to explore Lake Tarpon. Feeling creative? Dive into hands-on fun with ceramics, stained glass, and woodworking studios. With over 40 active clubs and complimentary RV and boat storage, there’s something here for everyone to enjoy year-round. Located just minutes from Gulf beaches, shopping, dining, and top-rated medical facilities, 3569 Oak Lake Drive offers the perfect blend of tranquility and convenience. Don't miss this opportunity to enjoy the Florida lifestyle in a vibrant, active community. Close to all the Tampa Bay Area has to offer; Championship golf courses, Tampa International Airport, NHL, NFL, MLB events, Grand Prix, PGA events, fine dining, concerts, parks, biking trails, BMX events, and more. Begin Your Paradise Life Today.

Listing is courtesy of: PARADISE LIFE REALTY (727-698-2996)

Listing Agent: Lou Tutko (727-698-2996)

Remarks: Under contract-accepting backup offers. Welcome to this waterfront well-maintained two-bedroom, two-bath residence with a two-car garage in Highland Lakes, ideally situated in a non-evacuation and non-flood zone. Inside, you’ll find an inviting space ideal for both everyday living and entertaining. The thoughtfully designed layout positions the primary and guest bedrooms on opposite sides of the home, ensuring privacy for residents and visitors alike. An air-conditioned Florida room provides additional versatile living space, perfect for use as a family room, office, or relaxation area. This home reflects true pride of ownership, with numerous recent updates including A/C (April 2022), Water Heater (April 2022), newer Square D Electrical Panel, newer Clopay Garage Door and Motor. The exterior has been also freshly painted. Residents benefit from a low homeowners association fee while enjoying exceptional amenities. The lawn irrigation system is supplied by a private well. The Highland Lakes Community Homeowners Association provides unlimited access to three executive golf courses with no green fees. The community also features a vibrant recreational center offering live events, social clubs, heated pools, lighted tennis courts, shuffleboard, and pickleball courts. For boating enthusiasts, the Lake Tarpon Lodge clubhouse offers access to pontoon boats, a private boat ramp, a fishing dock, and boat/RV storage. Centrally located in Palm Harbor, the home is just minutes from Gulf beaches, shopping, dining, cultural attractions, professional sports venues, and quality medical facilities. Highland Lakes offers more than just a home—it offers a lifestyle. Whether you prefer an active social calendar or a peaceful retreat, this community provides the perfect balance. Welcome to a residence where comfort, convenience, and resort-style living come together.

Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)

Listing Agent: Michael Morton (727-580-0073)