Highland Lakes Homes under $500,000

Highland Lakes Homes under $500,000

Welcome to Highland Lakes, a picturesque subdivision nestled in the heart of sunny Florida! This charming community offers an inviting blend of natural beauty and modern living, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes, serene lakes, and vibrant community spirit, Highland Lakes is more than just a neighborhood; it’s a lifestyle.

One of the standout features of Highland Lakes is its affordability. For those seeking a dream home without breaking the bank, this subdivision offers a variety of homes priced under $500,000. Whether you’re in the market for a cozy single-family home or a spacious abode perfect for entertaining, you’ll find a diverse selection of properties that cater to different tastes and needs. Many homes boast open floor plans, updated kitchens, and beautiful outdoor spaces, perfect for enjoying Florida’s year-round sunshine.

Living in Highland Lakes means embracing a community filled with amenities. Residents can enjoy access to parks, walking trails, and recreational facilities, making it easy to stay active and socialize with neighbors. The area is also conveniently located near shopping, dining, and top-rated schools, ensuring that all your daily needs are just a stone’s throw away.

If you’re looking for a vibrant community that offers affordable housing options in the beautiful state of Florida, Highland Lakes is the perfect place to call home. Come explore the charm and warmth of this delightful subdivision, where your dream home awaits!

Newest Highland Lakes Homes under $500,000

1743 Macdonnell Drive, Palm Harbor
$449,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Welcome to this beautifully updated and meticulously maintained home in Highland Lakes, Palm Harbor’s sought-after 55+ golf community! Offering nearly 1,700 heated square feet, this inviting residence features a desirable split-bedroom, open floor plan with an abundance of natural light, gorgeous bamboo flooring, elegant crown molding, and stylish fixtures. With a living room, family room, AND oversized Florida room, there is no shortage of space to entertain guests or simply relax and enjoy the Florida lifestyle. The well-appointed kitchen is truly the heart of the home and features granite countertops, newer appliances, updated solid wood cabinetry, a generous pantry, and a convenient pass-through window to the Florida room, making entertaining effortless. Retreat to the spacious primary suite, complete with wood-look porcelain tile flooring, a beautifully updated en-suite bathroom with a walk-in shower, a separate vanity and makeup area, TWO walk-in closets, and a flexible bonus room ideal for a home OFFICE, craft room, or private sitting room. The 2nd bedroom is perfectly located split on the opposite side of the home with a walk-in closet and perfectly located adjacent to the updated hall bath with tub/shower combo. The expansive Florida room offers endless possibilities, with peaceful green views and direct access to a lovely paver patio surrounded by lush landscaping, providing privacy and ample space for outdoor furniture and grilling to enjoy year-round! Additional improvements include a BRAND-NEW ROOF to be installed prior to closing with an acceptable strong offer, updated windows, and 2015 HVAC! Enjoy added peace of mind with this property’s high-and-dry location outside designated flood and evacuation zones. Nearly all the furniture is negotiable to be included in the purchase, making this home truly TURN-KEY! Highland Lakes offers an incredible array of amenities, including unlimited golf on three private executive courses, tennis, pickleball, bocce, shuffleboard, an active clubhouse with social activities and fitness classes, and the Lake Tarpon Lodge, featuring a private boat ramp, fishing pier, and community pontoon boats. Residents also enjoy complimentary RV and boat storage and golf cart-friendly streets, all for a low HOA fee. Ideally situated near beautiful Gulf beaches, shopping, restaurants, medical facilities, major airports, and a cruise port, this home combines generous living space, thoughtful updates, and an outstanding active-adult lifestyle. Don’t miss your opportunity to enjoy all that Highland Lakes has to offer! Schedule your private showing today!

1743 Macdonnell Drive, Palm Harbor
1622 Highland Club Lane, Palm Harbor
$319,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
RARE SUTTON PLACE MODEL—JUST 0.2 MILES FROM THE CLUBHOUSE! Skip the busy-road golf cart ride and enjoy being just steps from Highland Lakes’ clubhouse. JUST $164/MONTH HOA—YES, REALLY! This pet-friendly villa offers incredible value in one of Palm Harbor’s most sought-after 55+ communities. This beautifully maintained 2-bedroom, 2-bath villa features 1,100+ square feet, a screened-in front porch, an oversized garage with room for your car AND golf cart, and a tucked-away stone patio perfect for morning coffee or relaxing outdoors. Step inside to a welcoming foyer that opens to a spacious living room with a clear sightline to the rear sliding glass doors and peaceful, landscaped patio. The practical layout places both bedrooms and bathrooms on one side, with the kitchen, dining area, and garage access on the other. VALUABLE UPDATES & EVERYDAY SAVINGS: Roof and A/C approximately 6 years old; water heater approximately 3 years old; newer carpet; microwave and stove updated in 2023; and newer garage door opener. Owners report average summer electric bills of approximately $75. ONLY $164/MONTH HOA—AND PET-FRIENDLY! Enjoy Highland Lakes’ active lifestyle, including an executive 27-hole golf course, two pools, tennis, pickleball, fitness activities, clubs, arts and crafts, a lakeside lodge, captained pontoon outings on Lake Tarpon, a fishing dock, boat access, and RV/boat storage. HIGHER GROUND, ADDED PEACE OF MIND. Located on some of Pinellas County’s higher ground, this villa is outside a designated flood zone and hurricane evacuation zone—important considerations when choosing a Florida home near the coast. PALM HARBOR LIVING, WITH TAMPA BAY WITHIN REACH. Nearby shopping includes Publix, Walmart, Trader Joe’s, and Sprouts. Explore the restaurants, local boutiques, and live music of downtown Palm Harbor, Dunedin, and Tarpon Springs. Enjoy the Gulf beaches of Honeymoon Island, nature trails, wildlife, and spectacular sunsets. Tampa International Airport, downtown Tampa, and downtown St. Petersburg are generally about 30–40 minutes away, depending on traffic and destination. DON’T MISS THIS RARE HIGHLAND LAKES FIND! A desirable Sutton Place model, close to the clubhouse, pet-friendly, and just $164/month HOA—an exceptional combination of location, lifestyle, and value. SCHEDULE YOUR PRIVATE SHOWING TODAY!

1622 Highland Club Lane, Palm Harbor
8221 Normandy Drive, Weeki Wachee
$299,990
3 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34613 Zip Code
Virtually Staged. Completely renovated and packed with upgrades, this 3-bedroom, 2-bathroom Weeki Wachee home delivers the perfect blend of modern style and outdoor living! Featuring a brand-new roof and HVAC, an open layout, soaring vaulted ceilings, a split-bedroom floorplan, and a 2-car garage, this home is ready for its next owner. The beautifully updated interior features fresh paint inside and out, new flooring, lighting, and ceiling fans throughout. The showstopping kitchen boasts sleek new cabinetry, gorgeous quartz countertops, stainless steel appliances, a breakfast bar, and a spacious island with additional seating and storage. Both bathrooms have also been tastefully remodeled with tiled showers, stylish new vanities, and modern finishes. Step outside to the large covered and screened wooden deck, where you can unwind, entertain, or fire up the grill while enjoying peaceful lake views. Need extra room for your toys? The detached carport is perfect for storing an additional vehicle, boat, or other recreational gear. Love the outdoors? You're in the right place! Enjoy kayaking, swimming, and the famous mermaid shows at Weeki Wachee Springs State Park, spend a day at Pine Island Park, or head to nearby Gulf beaches and public boat ramps just 10–15 minutes away. Fishing, boating, and spectacular sunsets are all within easy reach! Shopping, dining, medical facilities, and major roadways are close by, with Spring Hill just a short drive away. Fresh renovations, a lake-view backyard, and peaceful Florida living await!

8221 Normandy Drive, Weeki Wachee
1529 E Dorchester Drive, Palm Harbor
$414,900
3 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Amazing 3/2/2 Home in 55+ desirable community with no flood and many activities, including 3 nine hole executive golf courses for only $164 per month. The home has had many updates including both baths and kitchen remodeled in 2024.Mostly newer windows 2026 and many other updates. Enter the home at the foyer and see luxury vinyl floors, track lighting and lots of closet space. The Master Bedroom has a Walk-in Closet with shelves and Walk-in Shower. Relax and enjoy the private Screened Lanai Flat Roof 2024, A/C approx 3 years, sprinklers on reclaimed water. Freshly painted and ready to move in. Amenities include Community Pool, Hot Tub and Activities such as bingo, cornhole, concerts, dances, breakfast events & over 40 activities! Walk, bike or drive to the lodge on Lake Tarpon where they have a Clubhouse, Pontoon boats, boat & RV storage, dock, grills & more!

1529 E Dorchester Drive, Palm Harbor
9918 Osceola Drive, Weeki Wachee
$249,999
3 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34613 Zip Code
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, Weeki Wachee
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
1382 Glengarry Drive, Palm Harbor
$400,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
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
2866 Thistle Court N, Palm Harbor
$459,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
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
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
945 Madrid Drive, Palm Harbor
$255,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
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
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