Highland Lakes Homes under $500,000

Highland Lakes Homes under $500,000

Welcome to Highland Lakes, a picturesque subdivision nestled in the heart of Florida, where the charm of suburban living meets the allure of natural beauty. This vibrant community is renowned for its serene landscapes, friendly neighbors, and a lifestyle that perfectly balances relaxation and recreation.

Highland Lakes boasts a diverse selection of homes, many of which are available for under $500,000, making it an ideal destination for first-time homebuyers, families, and retirees alike. These well-designed residences feature modern amenities, spacious layouts, and inviting outdoor spaces that encourage a seamless indoor-outdoor lifestyle. Imagine sipping your morning coffee on a sun-drenched patio or hosting weekend barbecues in your backyard oasis—this is the essence of life in Highland Lakes.

The subdivision is conveniently located near essential amenities, including shopping centers, schools, and healthcare facilities, ensuring that everything you need is just a stone's throw away. For those who enjoy the great outdoors, Highland Lakes offers easy access to beautiful parks, scenic trails, and shimmering lakes, perfect for leisurely strolls, picnics, or a day of fishing.

Community spirit thrives here, with numerous social events and activities designed to foster connections among residents. Whether you’re enjoying a day at the local pool, participating in community events, or simply taking a leisurely walk through the tree-lined streets, Highland Lakes invites you to embrace a welcoming and vibrant lifestyle.

Discover your dream home in Highland Lakes today, where affordability meets charm in one of Florida’s most delightful communities!

Newest Highland Lakes Homes under $500,000

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
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
913 Sutton Place, Palm Harbor
$365,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
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 BEAUTIFUL BRAND NEW VINYL PLANK FLOORS that 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. 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. 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
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
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