Highland Lakes Homes under $500,000

Virtually Staged. Welcome to 913 Sutton Place! Impeccably clean, beautifully updated, and truly move-in ready, this 2-bedroom, 2-bathroom villa in the highly desirable 55+ community of Highland Lakes offers comfortable Florida living with access to an incredible array of amenities. The beautifully remodeled kitchen features quartz countertops, white shaker cabinetry, and tile flooring, creating a bright and inviting space that opens effortlessly to the main living areas. Plantation shutters and engineered hardwood flooring add warmth and character throughout the living room, while tile flooring in the bedrooms provides easy maintenance and durability. Additional improvements include a newer front entry door, two newer front windows, updated screening on both the front porch and screened-in back lanai, and beautiful landscaping with multiple palm trees. Major updates include a 2020 roof and 2016 A/C, providing added peace of mind. The home also features a one car garage and has a golf cart pad! Highland Lakes is one of Palm Harbor’s most sought-after 55+ communities, offering resort-style amenities including three professionally maintained private executive golf courses, heated pools and spa, shuffleboard, bocce ball, RV and boat storage, a vibrant clubhouse, and an extensive lineup of clubs and activities. Residents also enjoy exclusive access to Lake Tarpon with a private boat ramp and fishing pier, an incredible amenity that truly sets this community apart. Beautifully maintained, thoughtfully updated, and ready for its next owner, 913 Sutton Place is the perfect place to enjoy the Florida lifestyle. Schedule your private showing today!

913 Sutton Place, Palm Harbor

$249,999

3 Beds ⋅ 2 Baths ⋅ TB8553918 MLS

Welcome home to this charming beautifully renovated 3 BEDROOM, 2 BATH manufactured home sits on a generous 0.7-acre FENCED CORNER LOT offering the perfect blend of comfort, functionality, and Florida charm with a beautiful CIRCULAR DRIVEWAY. NO HOA, No CDD, No Flood Zone. Step inside to find a thoughtfully updated interior featuring a stunning UPDATED KITCHEN ISLAND deal for entertaining or casual family meals and holiday gatherings with an Open Concept and Vaulted ceiling. Outside, the expansive corner lot provides plenty of room to enjoy Florida's beautiful year-round weather, whether you're relaxing in your own backyard oasis or hosting friends and family. Includes a 10'x16' Loft/Barn style shed for workshop/storage. for extra space for tools, toys, or hobby gear, keeping your home organized. There's plenty of space for your RV/Boat or both! Less than an hour to Tampa! The home is fenced and is move-in ready, be sure to bring your pet(s). LOCATION is everything, and this property delivers, you're just minutes from schools, shopping, and everyday conveniences, and only 2 miles from the world-famous Weeki Wachee Springs State Park, home of the legendary mermaid shows. Roof (2022) AC (2026) updated Septic system. Homes like this combining a prime location, a huge lot, and move-in-ready updates don't last long. Schedule your private showing today!

9918 Osceola Drive, Brooksville

$365,000

2 Beds ⋅ 2 Baths ⋅ TB8552337 MLS

Rosewood model villa overlooking tranquil and serene pond in back. This model home features split bedrooms, open flow, bonus room or office or den flex area. No rear neighbors. Home features include formal dining room, formal living room, eat in kitchen with granite countertops, a screened in front porch, and an attached garage. Recent upgrades include 2021 roof, windows, hot water tank, newer flooring throughout, and newer interior paint. Sutton place maintenance fee includes sprinklers for lawn, lawn spraying, trash pick up twice weekly, basic cable, and painting of exterior. Highland Lakes has a main clubhouse with heated pool & spa, activities, free community boat, RV storage, (3) 9 hole golf course, all included in low monthly fee.

764 Lakewood Drive, Palm Harbor

$400,000

2 Beds ⋅ 2 Baths ⋅ TB8551583 MLS

Welcome to Highland Lakes, a 55+ community on Lake Tarpon, where comfortable Florida living meets an incredible active-adult lifestyle. This 2-bedroom, 2-bath home offers 1,376 square feet of living space, plus a BONUS ENCLOSED FLORIDA ROOM (not included in square footage). Enjoy your morning coffee, entertain guests, pursue a hobby or simply relax while taking in the surrounding Florida nature and wildlife. The home is located in FLOOD ZONE X and features IMPACT WINDOWS, NEW WATERPROOF VINYL FLOORING, A 3-YEAR-OLD ROOF and a GENERATOR SUBPANEL for added peace of mind. Highland Lakes offers an exceptional array of amenities all included in the low HOA fee. Enjoy unlimited resident golf on three private executive courses or try your hand at tennis, pickleball, bocce and shuffleboard. Take a dip in the olympic-size geothermal-heated pool or spa and mingle with new friends. The clubhouse offers billiards, arts and crafts, woodworking, a lending library and access to the community's lakeside Lodge. Take a tour of Lake Tarpon on the community pontoon boat, and enjoy RV AND BOAT PARKING available to residents, making it easy to enjoy the best of the Florida lifestyle both on and off the water. And then there's the LOCATION, LOCATION, LOCATION. You're approximately 15 minutes from award-winning Gulf Coast beaches, perfect for sunset watching. Head north to the famous Sponge Docks of Tarpon Springs for restaurants and shopping, or south to charming Dunedin for boutique shops, restaurants and entertainment. Innisbrook Golf & Spa Resort is just minutes away, so grab your tickets for the Valspar Championship. Pinellas County parks, Lake Tarpon, cultural attractions, museums, galleries and Tampa Bay's many dining and entertainment destinations are all within easy reach. Tampa International and St. Pete-Clearwater airport are just a short drive away. With the important upgrades already taken care of, all that's left is to pack your bags, clear your calendar and start enjoying the golf, beaches, boating and everything else this incredible Florida lifestyle has to offer.

1382 Glengarry Drive, Palm Harbor

$469,900

3 Beds ⋅ 2 Baths ⋅ TB8549067 MLS

Under contract-accepting backup offers. 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

$459,900

2 Beds ⋅ 2 Baths ⋅ TB8549269 MLS

Attention Investors currently rented! Discover the perfect blend of comfort, style, and community in this beautifully renovated home, nestled in Palm Harbor’s premier 55+ golf community. From the moment you step inside, you’ll notice the thoughtful upgrades: fresh paint, new interior doors, elegant crown molding, and brand-new bathrooms. Luxury vinyl floors flow throughout, while abundant natural light and a rare wood-burning fireplace add warmth and charm. The updated kitchen is a true highlight, featuring granite countertops, self-closing cabinets, and new stainless steel appliances. It opens seamlessly to a cozy sitting area and the oversized Florida Room—perfect for hosting friends or simply enjoying a quiet morning coffee. Your spacious master suite is a private retreat with a den/office, walk-in closet, and spa-style bath with a step-in shower. Say goodbye to popcorn ceilings—this home has been fully modernized with today’s finishes. Major systems have been taken care of so you can move in with confidence: a newer electrical panel, on-demand water heater (2025), HVAC (2020), and a whole-house water filtration system. The roof is protected with Roof Max coating, extending its life and providing peace of mind. Add in a cost-saving deep-water well, and this home is truly turn-key. Highland Lakes is known as Tampa Bay’s best value in 55+ living. Residents enjoy free green fees on three private executive golf courses, plus pickleball, tennis, bocce, shuffleboard, 3 pools and beginner clinics to try something new. The clubhouse buzzes with fitness classes, entertainment, and social events, while the Arts & Crafts Annex features woodworking and creative studios. At Lake Tarpon Lodge, you’ll find a heated pool, fishing pier, picnic areas, and community pontoon boats. Free RV and boat storage, a secure lot, and a private boat ramp make life here even more convenient. This isn’t just a house—it’s a gateway to the lifestyle you’ve earned.

2866 Thistle Court N, Palm Harbor

$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

$300,000

2 Beds ⋅ 2 Baths ⋅ TB8545380 MLS

Under contract-accepting backup offers. 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 ⋅ 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

$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

$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

$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

Highland Lakes Homes under $500,000

Newest Highland Lakes Homes under $500,000