Highland Lakes Real Estate

Welcome to Highland Lakes, a picturesque subdivision nestled in the heart of sunny Florida! Known for its serene landscapes and vibrant community spirit, Highland Lakes offers a perfect blend of comfort and convenience, making it an ideal place to call home.

Highland Lakes is renowned for its stunning natural beauty, featuring lush greenery, tranquil lakes, and scenic walking trails that invite residents to enjoy the great outdoors. The community is designed with family-friendly amenities, including parks, playgrounds, and recreational facilities that cater to all ages. Whether you’re looking to take a leisurely stroll, enjoy a picnic, or engage in outdoor sports, Highland Lakes has something for everyone.

Convenience is key in Highland Lakes, with easy access to major highways, making commutes to nearby cities a breeze. Shopping, dining, and entertainment options are just a short drive away, allowing residents to enjoy the best of Florida living without sacrificing comfort. The area boasts top-rated schools and a welcoming atmosphere, making it an excellent choice for families seeking a nurturing environment.

Highland Lakes is more than just a neighborhood; it’s a vibrant community where neighbors become friends. Regular events and gatherings foster a sense of belonging and camaraderie among residents, ensuring that everyone feels at home.

In Highland Lakes, you’ll find a perfect blend of tranquility and accessibility, making it an exceptional choice for those looking to enjoy the beauty of Florida living. Come explore the charm of Highland Lakes and discover your dream home in this inviting community!

Newest Listings in Highland Lakes

$269,900

2 Beds ⋅ 2 Baths ⋅ 2164538 MLS

Charming Waterfront Opportunity! This beautifully updated 2-bedroom, 2-full-bath home offers comfort, style, and low-maintenance living in a convenient Jacksonville location. Freshly painted inside with modern colors, the home features a completely renovated primary shower with contemporary finishes, new stainless-steel appliances, and luxury LVP flooring throughout--no carpet to replace! The spacious living room boasts vaulted ceilings and a cozy fireplace, creating a warm and inviting atmosphere. Enjoy added peace of mind with a 2023 roof and 2019 HVAC system. Step outside to the spacious, beautifully crafted concrete screened patio, perfect for entertaining, relaxing, or enjoying peaceful waterfront evenings. Conveniently located near Oakleaf Town Center with shopping, dining, entertainment, and everyday conveniences nearby. Don't miss this wonderful waterfront opportunity!

8047 Mactavish Way E, Jacksonville

Courtesy of SUPREME PATH BROKERAGE LLC

Listing courtesy of SUPREME PATH BROKERAGE LLC.

Listing courtesy of CHETAN PATEL from SUPREME PATH BROKERAGE LLC.

$111,000

W7889375 MLS

Imagine the possibilities on this beautiful 1.75-acre buildable corner lot in Weeki Wachee! Surrounded by mature trees with peaceful pond views and access, this oversized property offers the perfect setting to create your dream home with plenty of space and privacy. Enjoy paved-road access, electricity nearby, and the freedom of having no HOA or CDD. The area utilizes private well and septic systems, allowing you to design the property around your vision. Your piece of Florida is waiting!

Indian Trail Road, Brooksville

Listing courtesy of FLORIDAS A TEAM REALTY. 352-556-2865

$425,000

2 Beds ⋅ 2 Baths ⋅ TB8547051 MLS

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

Listing courtesy of COLDWELL BANKER REALTY. 727-781-3700

$300,000

2 Beds ⋅ 2 Baths ⋅ TB8545380 MLS

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

Listing courtesy of RE/MAX ALLIANCE GROUP. 813-259-0000

$395,000

2 Beds ⋅ 2 Baths ⋅ TB8543762 MLS

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

Listing courtesy of COLDWELL BANKER REALTY. 727-781-3700

$265,000

2 Beds ⋅ 2 Baths ⋅ W7889207 MLS

This charming single-story, block-built villa located in the desirable Highland Lakes 55+ community features 2 bedrooms, 2 bathrooms, an attached one-car garage, a full-size washer and dryer, and an easy-to-maintain homesite. Per the County, this property is located in a non-flood zone, and there is no CDD in this neighborhood. A standout 2026 upgrade is the replacement of all 8 windows with PGT impact-resistant, ENERGY STAR® windows, offering added storm protection, energy efficiency, and everyday peace of mind. This significant improvement combines durability and efficiency while providing a valuable upgrade for Florida living. Enjoy an exceptional sense of privacy with no neighbor on the right and no neighbor directly behind the property. The villa is surrounded by a huge yard, creating an expansive, open feel with plenty of green space all around. Enjoy the convenience of a thoughtfully sized floor plan that's ideal for year-round Florida living or a seasonal retreat. Nestled within the established Highland Lakes 55+ community in Palm Harbor, this home provides access to the active Florida lifestyle Highland Lakes is known for, with recreational and golf amenities nearby. The location puts you close to shopping, dining, medical facilities, recreation, and everything the Palm Harbor area has to offer, while the Gulf Coast's beautiful beaches and attractions are within easy reach. Whether you're looking to simplify your lifestyle, enjoy the Florida sunshine, or make Palm Harbor your home, 945 Madrid Drive offers an excellent opportunity to enjoy one of northern Pinellas County's established 55+ communities. Less than 30 minutes to St. Pete Beach, which was named the #1 Beach in America and the Fifth Best Beach in the World. Please view two videos: Tour 1 & Tour 2.

945 Madrid Drive, Palm Harbor

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR. 727-772-0772

$215,000

1 Beds ⋅ 2 Baths ⋅ TB8545125 MLS

LOW HOA • 1-CAR GARAGE • 27 HOLES OF GOLF • LAKE TARPON ACCESS • PET-FRIENDLY • 55+ ACTIVE COMMUNITY INCREDIBLE VALUE IN HIGHLAND LAKES! Enjoy the Florida lifestyle in this charming 1-bedroom, 1.5-bath Palm Harbor villa with an attached 1-car garage. Featuring updates throughout, a bright breakfast nook, enclosed lanai, and convenient laundry area, this home offers comfortable, low-maintenance living with plenty of opportunity to add your own personal style. Pet-friendly—bring your furry friend! The real standout is the Highland Lakes lifestyle! This highly desirable 55+ active adult golf community offers an impressive array of amenities, including 27 holes of golf with no greens fees, heated Olympic-size pool and spa, Lake Lodge pool, pickleball and tennis courts, shuffleboard, clubhouse, fitness activities, social clubs, RV/boat storage, Lake Tarpon access, and community pontoon boats. Whether you enjoy golf, boating, fishing, staying active, entertaining, or meeting new friends, there is always something to do. LOCATION + LIFESTYLE + VALUE! Ideally located in Palm Harbor near Tarpon Springs, Dunedin, Clearwater, St. Petersburg, Gulf beaches, parks, shopping, dining, boating, fishing, and golf. Whether you're searching for a Florida retirement home, seasonal getaway, golf community, or low-maintenance villa, this property checks the boxes. Bring your personal touches and make this your Florida dream home—schedule your showing today!

1652 Highland Club Lane, Palm Harbor

Listing courtesy of MARK SPAIN REAL ESTATE. 855-299-7653

$429,000

2 Beds ⋅ 2 Baths ⋅ W7889125 MLS

Boasting exceptional curb appeal and a freshly painted exterior, this beautifully updated 2-bedroom, 2-bathroom, 2-car garage home makes a stunning first impression. Nestled quietly at the end of a peaceful cul-de-sac within the highly sought-after Highland Lakes area, this property offers a rare and incredibly unique opportunity: enjoy neighborhood living without the restrictions or mandatory fees of an HOA, while retaining the exclusive, voluntary option for buyers to buy into the community amenities if desired. Step inside to a bright, turn-key interior featuring fresh professional paint and brand-new flooring throughout. The immaculate kitchen comes fully equipped with brand-new, never-used appliances, making the entire home completely move-in ready. The outdoor presentation is just as impressive as the interior, highlighted by its freshly painted facade and immaculate curb appeal that welcomes you home every day. Perfectly situated for the ultimate Florida lifestyle, you are just minutes away from premier local shopping, dining, and pristine area beaches, with Tampa International Airport located approximately 90 minutes away for effortless travel. Call today for your private viewing of this stunning home.

1630 Byrnedale Court, Palm Harbor

Listing courtesy of VERANDA REALTY GROUP. 727-372-8053

$280,000

2 Beds ⋅ 2 Baths ⋅ O6437472 MLS

8165 Ridge Rd is a fully updated single-story Weeki Wachee home with plank flooring throughout. The kitchen has crisp white cabinetry, a large waterfall-edge island with stone-look countertops, and stainless steel appliances that include a refrigerator, range, microwave, and dishwasher, and it opens to a bright great room. The bedrooms feature the same plank flooring, and the full bathrooms include updated vanities and tub-and-shower combinations. A sliding glass door leads to a screened lanai that overlooks a large backyard shaded by mature trees. A two-car attached garage and a long driveway complete the property, set on a spacious lot with room to spread out. Included 100-Day Home Warranty with buyer activation

8165 Ridge Road, Brooksville

Listing courtesy of OPENDOOR BROKERAGE LLC. Homes@opendoor.com

$309,900

2 Beds ⋅ 2 Baths ⋅ TB8543424 MLS

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

Listing courtesy of COLDWELL BANKER REALTY. 727-781-3700

$334,000

3 Beds ⋅ 2 Baths ⋅ 2162267 MLS

Charm and curb appeal abound for this Jacksonville home! Step inside the inviting foyer and into the well-appointed living room, which features a fireplace. Through the dining room you'll find the kitchen, which boasts a 4-piece appliance package, hard surface countertops, and ample storage. This ranch style floorplan is rounded out by the primary suite and two secondary bedrooms. Come and see for yourself the possibilities that this home has to offer!

8167 Loch Lomond Lane, Jacksonville

Courtesy of EVERYSTATE INC

Listing courtesy of EVERYSTATE INC.

Listing courtesy of BLAKE ALAN KEATHLEY from EVERYSTATE INC.

$240,000

3 Beds ⋅ 2 Baths ⋅ 2161784 MLS

Welcome to 8048 Kilwinning Ln. Recent updates include a new roof, new flooring throughout, and fresh interior paint. A fireplace anchors the main living space, adding warmth on cooler evenings. The kitchen is equipped with stainless steel appliances for everyday cooking or entertaining. The primary bedroom includes a walk-in closet, and out back a fully fenced yard extends the outdoor space. Included 100-Day Home Warranty with buyer activation

8048 Kilwinning Lane, Jacksonville

Courtesy of OPENDOOR BROKERAGE, LLC.

Listing courtesy of OPENDOOR BROKERAGE, LLC.. homes@opendoor.com

Listing courtesy of KAREN ALBRIGHT from OPENDOOR BROKERAGE, LLC.. homes@opendoor.com

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