Highland Estates Homes for Sale

Highland Estates Homes for Sale

Welcome to Highland Estates, a serene and inviting subdivision nestled in the heart of Wimauma, Florida, within the picturesque Hillsborough County. This charming community offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking a peaceful lifestyle close to nature.

Highland Estates is characterized by its lush landscapes and beautifully designed homes that cater to a variety of tastes and preferences. The neighborhood features a range of properties, from spacious single-family homes to cozy retreats, all designed with modern amenities and thoughtful layouts. With homes for sale in this delightful subdivision, prospective buyers can discover the perfect residence to call their own.

Living in Highland Estates means enjoying a close-knit community atmosphere while still having access to the vibrant culture and recreational opportunities that Wimauma has to offer. Residents can take advantage of nearby parks, nature trails, and outdoor activities, all set against the stunning backdrop of Florida's natural beauty. The community is also conveniently located near major highways, making it easy to explore nearby cities, shopping centers, and dining options.

In Highland Estates, you'll find more than just a house; you'll discover a place where memories are made and community bonds are cherished. If you're looking for a home that combines comfort, charm, and a welcoming environment, Highland Estates in Wimauma, FL, is the perfect destination. Explore our listings today and take the first step toward your dream home in this enchanting neighborhood!

Newest Highland Estates Homes for Sale

714 Avenue O Se, Winter Haven
$329,900
5 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv.
Welcome to 714 Avenue O SE! Situated in a prime SE Winter Haven neighborhood (Polk County), this fully modernized, single-story Mid-Century Ranch features 5 bedrooms, 2 bathrooms, and 2,104 sq ft of open living space. Constructed in 1964 on a 0.32-acre lot, shaded by mature Florida oak trees, the interior includes tile flooring, central air conditioning, a wood-burning fireplace, and an updated kitchen with stainless steel appliances and solid wood cabinetry. Highlights feature an attached car garage, tankless gas water heater, impact/double-pane windows, and an indoor laundry room. Step outside to your private oasis featuring a fully renovated in-ground pool, screened lanai, open patio, and brand-new privacy-fenced backyard. Conveniently zoned for Chain of Lakes Elementary and Winter Haven Senior High!

714 Avenue O Se, Winter Haven
14441 Alistar Manor Drive, Wimauma
$250,000
3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv.
SELLER IS OFFERING UP TO $10,000 IN SELLER CONCESSIONS! Welcome to 14441 Alistar Manor Dr, a charming 3-bedroom, 2-bathroom home located in the desirable Ayersworth community of Wimauma! This inviting home features a comfortable and functional layout with plenty of space to make your own. Step outside to a large backyard offering plenty of room for entertaining, outdoor activities, gardening, or simply enjoying the Florida sunshine. Ayersworth offers an impressive selection of community amenities, including a resort-style swimming pool, fitness center, basketball courts, tennis court, and playground. Conveniently located near restaurants, shopping, and everyday essentials, the community also offers easy access to I-75 for travel north toward Tampa or south toward Bradenton and Sarasota. Whether you're purchasing your first home, looking for more space, or simply want to enjoy a community filled with amenities, 14441 Alistar Manor Dr is ready to welcome you home. Schedule your private showing today!

14441 Alistar Manor Drive, Wimauma
986 Lexington Drive, Dunedin
$435,000
3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv.
Freshly painted throughout and featuring new flooring, this Dunedin gem is move-in ready and full of potential! This 3-bedroom, 2-bathroom home is ideally situated on a homesite backing directly to protected conservation, offering peaceful views and the rare privacy of no rear neighbors. Located within the Dunedin Golf Cart Zone, with no HOA and no deed restrictions, you’ll have the flexibility to truly make this property your own. Inside, the open-concept floor plan seamlessly connects the kitchen and living room, creating a comfortable and functional space for everyday living and entertaining. The kitchen features stainless steel appliances, plantation shutters, and modern light fixtures, while one bedroom offers brand-new vinyl flooring and a new ceiling fan. Step outside to the covered lanai and expansive concrete patio, which was extended across the full width of the home in 2022, providing plenty of space for outdoor entertaining. Approximately half of the backyard features low-maintenance ProTurf, installed just two years ago, while the fully fenced yard offers plenty of room for pets, play, and enjoying the Florida outdoors. A 6' x 16' x 8' storage shed with electricity, added in 2023, provides excellent additional storage or workspace. Additional updates include a 2020 HVAC system and updated windows and doors completed in 2014. The attached two-car garage adds everyday convenience and storage. This home is perfectly positioned near zoned schools, parks, shopping, and everyday conveniences. Downtown Dunedin is just a five-minute drive away, offering an array of restaurants, breweries, waterfront parks, and boutique shops, while Clearwater Beach is less than 20 minutes away. Whether you’re searching for a primary residence, investment property, or a home in an unbeatable location, this Dunedin property offers the perfect combination of privacy, flexibility, and convenience.

986 Lexington Drive, Dunedin
961 Lexington Drive, Dunedin
$425,000
3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv.
Back on the market! No fault of the sellers. Buyer's financing fell through. All 4-point repairs have been made! Clean house! Bring all offers!! Must see to truly appreciate! Step into this 3-bed, 2-bathroom slice of paradise nestled underneath grand oak trees in delightful Dunedin. This home has old Florida charm without sacrificing modern amenities. Located in the coveted GOLF CART ZONE in one of the most sought-after areas in the Tampa Bay region. Conveniently situated with a short golf cart ride or walk to everything that Dunedin has to offer but far enough away to have the peace and quiet when wanted. Open floor plan with tons of natural light. The cozy kitchen boasts granite countertops with stainless steel appliances, under-cabinet recessed lighting and a tavern-height breakfast bar. Through one of the two living areas, you’ll pass through double French doors to your roughly 19x35 enormous patio with a metal gazebo already included. That’s over 650 square feet of endless options. Plenty of space to put in an outdoor kitchen, hot tub, or both. You will also be able to cool off in the sparkling pool! The backyard is completely fenced in with 6ft vinyl privacy fence that keeps you totally secluded from neighbors and passersby. This home has been meticulously maintained and is turnkey ready! Major updates include a new roof and PGT hurricane-impact-resistant windows and doors in 2019. A new Carrier Infinity HVAC system in 2021, and a new Rheem hot water heater in 2023. The garbage disposal and dishwasher were also replaced in 2026. This gem also sits high and dry in an X non-evacuation flood zone. Located just .08 miles to TD Ballpark, where the Toronto Blue Jays play spring training games, 1 mile to downtown, where you can enjoy breweries, multiple restaurants and bars, shopping, and the beautiful Dunedin Marina. Along with multiple parks and the Pinellas Trail, you’ll never run out of things to do. Just a 15-minute drive to both Clearwater Beach and Honeymoon Island and everything else that Pinellas County has to offer. Don’t miss out on this one!

961 Lexington Drive, Dunedin
10657 Standing Stone Dr, Wimauma
$399,999
6 Beds ⋅ 3 Baths ⋅ Highland Estates SubDv.
Motivated Sellers!! Come look at this freshly painted, well-maintained 6-bedroom, 3-bath single-family home located in the peaceful community of Wimauma, where space, comfort, and convenience come together. With a generous layout, this home is ideal for large families, multi-generational living, or anyone needing extra rooms for a home office, gym, or guest space. The kitchen features granite countertops and a full appliance package, offering a functional and stylish hub for everyday living and entertaining. Spacious living areas flow seamlessly throughout the home, while six versatile bedrooms provide flexibility to suit your lifestyle. Three full bathrooms add comfort and ease for busy households. Step outside and enjoy a location surrounded by natural beauty and outdoor recreation, including nearby Little Manatee River State Park, scenic walking trails, and easy access to kayaking, hiking, and wildlife viewing. Just a short drive away, you’ll find Apollo Beach, Ruskin waterfront dining, and Gulf Coast beaches, along with shopping and dining options in Riverview and Brandon. Downtown Tampa, sporting events, and cultural attractions are also within easy reach. Move-in ready, freshly updated, and ideally located, this home offers the perfect blend of quiet Florida living with access to everything in the Tampa Bay area . *Paid Solar Panels *

10657 Standing Stone Dr, Wimauma
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