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 vibrant community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and beautiful lakes, Highland Lakes is designed for those who appreciate nature and enjoy an active lifestyle.

One of the standout features of Highland Lakes is its affordability. With homes available under $500,000, this community provides an exceptional opportunity for homebuyers seeking quality living without breaking the bank. These homes boast charming designs, modern amenities, and spacious layouts that cater to a variety of lifestyles. Whether you're looking for a cozy single-family home or a stylish townhouse, you'll find options that suit your needs and budget.

Residents of Highland Lakes enjoy a host of amenities, including serene parks, walking trails, and community events that foster a strong sense of belonging. The community's prime location allows easy access to nearby shopping centers, dining options, and entertainment venues, ensuring that everything you need is just a short drive away. Plus, with Florida's stunning beaches and recreational activities nearby, outdoor enthusiasts will find endless opportunities for adventure.

Explore the inviting charm of Highland Lakes, where affordable living meets a vibrant community lifestyle. Your dream home awaits in this beautiful Florida subdivision!

Newest Highland Lakes Homes under $500,000

26118 Newcombe Circle, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34748 Zip Code
Virtually Staged. — Welcome to 26118 NEWCOMBE CIRCLE! Discover the comfort, charm, and lifestyle waiting for you in HIGHLAND LAKES, a GATED 55+ ACTIVE-ADULT COMMUNITY in Leesburg! This inviting SINGLE-STORY HOME offers 2 BEDROOMS, 2 FULL BATHROOMS, 1,446 SQ. FT. OF HEATED LIVING SPACE, a 2-CAR GARAGE, and a generous 0.26-ACRE LOT. Enjoy the ease of single-level living with room to relax, entertain, and truly make this home your own. Major improvements include a ROOF REPLACED IN 2020 and HVAC REPLACED IN 2015, providing valuable updates for the next homeowner. But what makes this property truly special is the LIFESTYLE! Highland Lakes offers an incredible selection of amenities, including INDOOR AND OUTDOOR POOLS, a CLUBHOUSE, FITNESS CENTER, TENNIS AND PICKLEBALL COURTS, bocce, shuffleboard, softball, scenic WALKING AND NATURE TRAILS, fishing lakes, a DRIVING RANGE, and RV/BOAT STORAGE. Whether you enjoy staying active, connecting with neighbors, or simply relaxing in the Florida sunshine, there’s something here for everyone! Conveniently located near SHOPPING, DINING, MEDICAL FACILITIES, and major roadways, this home brings together comfort, convenience, and the opportunity to enjoy the Florida lifestyle. Your next chapter could begin right here at 26118 NEWCOMBE CIRCLE in the GATED 55+ HIGHLAND LAKES COMMUNITY. SCHEDULE YOUR PRIVATE SHOWING TODAY and explore the possibilities! SOME PHOTOS HAVE BEEN VIRTUALLY STAGED to help showcase the home’s potential.

26118 Newcombe Circle, Leesburg
5546 Rosewall, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34748 Zip Code
*EASY LIFESTYLE*YARD MAINTENANCE INCLUDED*FURNISHED-MOVE RIGHT IN* This home is the lifestyle you need now for easy full-time living or for seasonal living. You can lock the door and walk away with no worries. Enter the cute little courtyard where you can sit out and visit with neighbors. Once inside, you'll find the kitchen on the left. There is a pantry, small eating area and plenty of good cabinet and counter top space. Large, modern rectangular stainless steel sink is wonderful. The living/ding room is a great size, with high ceilings, storage for dishes, tablecloths, games and a solar tube. This room continues to the Florida room. What at great place to relax, read a book and see pretty green space. This room contains a sleeper sofa. The split floor plan offers a large bedroom, a good-sized closet and bath at each end of the home. Primary bath features a vanity area, 2 separate sinks, step-in shower. 2nd bath has a tub/shower combo. What a great plan for guests! This home offers lots of good closet/storage space--look up in bedroom 2. There is an attached garage for your convenience. Roof was replaced in 2020. New water heater in 2024. Updated electric panel box. Your monthly fee includes lawn maintenance, water for irrigation, termite bond, exterior washing and escrow account for siding and roof replacement. Highland Lakes is a wonderful, friendly, active, 55+, gated community. This home is in near proximity to the clubhouse. The beautiful clubhouse contains a large arena with a walking track, indoor pickleball and tennis courts, stage for shows and concerts, room for dinners, bingo and more. Also in the clubhouse you'll find a fitness room, library, billiard room, craft room, rooms for card playing etc. You can stay active with indoor and outdoor swimming pools, bocce, shuffleboard, horseshoes, and softball. There's a wonderful craftsman shop and free boat and RV parking in the community. Location is convenient to shopping, restaurants, banks and major highways and attractions. Come and see this home today!!!

5546 Rosewall, Leesburg
2297 E Lark Circle E Unit D, Palm Harbor
$235,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Discover the perfect blend of privacy, comfort, and an active lifestyle in this lovely villa tucked away on a private cul-de-sac. The home features a desirable floor plan, an updated kitchen and beautiful laminate flooring in the living room. Enjoy peace of mind with a brand new A/C system (26), a new H/W heater (26) and new ductwork. The scenic yard offers a beautiful tree lined lawn and the back has mature shrubbery for added privacy.. Additional conveniences include covered paring, extra storage and an electrical hookup for your golf cart. Located in a vibrant 55+ community, this is retirement living at its best! Enjoy access to three golf courses at no additional charge, two large swimming pools, a spa and a boat ramp. Take advantage of 2 pontoon boats and go for outings on Lake Tarpon along with tennis, pickleball, bocce and shuffleboard courts. The community also offers spacious game rooms, a great room for entertainment and dances, chef prepared dinners and numerous clubs including trave land entertainment groups. Explore your creative side in the dedicated woodworking and ceramics building, complete with its own kin. With so many amenities, activities and opportunities to make new friends this wonderful community offers something for everyone

2297 E Lark Circle E Unit D, Palm Harbor
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
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