Highland Estates Real Estate

Highland Estates Real Estate

Welcome to Highland Estates, a hidden gem nestled in the heart of sunny Florida! This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between. With its picturesque streets lined with lush greenery and vibrant flowers, Highland Estates is a community that truly feels like home.

Highland Estates boasts a variety of beautifully designed single-family homes, each with unique architectural styles and spacious layouts. Whether you’re looking for a cozy bungalow or a sprawling estate, you’ll find it here. Many homes feature modern amenities, private backyards, and inviting outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars.

The community is not just about beautiful homes; it’s about a lifestyle. Residents enjoy access to a range of amenities, including well-maintained parks, walking trails, and recreational facilities. Families will appreciate the top-rated schools nearby, ensuring that children receive a quality education in a nurturing environment.

Living in Highland Estates means embracing the Florida lifestyle. With the stunning beaches just a short drive away, you can enjoy sun-soaked days by the ocean or partake in thrilling water sports. The vibrant local culture, complete with shopping, dining, and entertainment options, is at your fingertips, ensuring you’ll never run out of things to do.

Experience the charm and warmth of Highland Estates, where community spirit thrives and every day feels like a vacation. Come discover your perfect slice of Florida paradise today!

Newest Listings in Highland Estates

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv.

Welcome to 57 Ventura Dr, where thoughtful updates, inviting outdoor living, and the laid-back Dunedin lifestyle come together. This well-maintained home features several valuable improvements, including a **new roof, newer air-conditioning system and new pool pump**, offering added comfort and peace of mind for years to come. Step outside and enjoy your own private backyard retreat. The swimming pool provides the perfect setting for cooling off on warm Florida afternoons, entertaining friends and family, or simply relaxing at home. New landscaping adds fresh curb appeal and creates an attractive first impression. Ideally located near charming Downtown Dunedin, residents can enjoy local restaurants, breweries, boutiques, waterfront parks, the Pinellas Trail, and nearby Gulf beaches. Whether you are searching for a primary residence, seasonal getaway, or investment opportunity, this updated Dunedin home delivers the location, lifestyle, and major improvements today’s buyers are looking for. Schedule your private showing and discover everything 57 Ventura Dr has available to you.

57 Ventura Drive, Dunedin

4 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv.

Virtually Staged. Welcome to this beautifully renovated 4-bedroom, 2-bathroom home in desirable Dunedin! This move-in-ready property has been thoughtfully updated with new roof (2025), new windows (2025), fresh exterior paint (2026), and a completely updated interior featuring new flooring, modern finishes throughout, updated kitchen and bathrooms, and convenient interior laundry. The spacious fenced backyard is easily accessible through the new French doors leading from the living room, creating the perfect indoor-outdoor Florida living space. Located within the Dunedin golf cart zone and just minutes from downtown Dunedin, TD Ballpark, shopping, dining, and the Gulf beaches, this home offers the perfect combination of timeless updates, comfort, and an unbeatable location. Owner/agent. One or more photos was virtually staged.

19 Ventura Drive, Dunedin

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv.

MOTIVATED SELLERS! BRING YOUR 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

5 Beds ⋅ 5 Baths ⋅ Highland Estates SubDv.

Welcome to 814 Miami Springs Drive, an exceptional private estate nestled in one of Longwood’s most desirable locations near the Wekiva River and Wekiva Island. Positioned on a beautifully landscaped homesite backing to a tranquil natural preserve, this residence offers a rare blend of elegance, privacy, and resort-style living with no HOA restrictions. This impressive five-bedroom, five-bathroom residence with a loft was thoughtfully designed with both comfort and sophistication in mind. From the moment you enter, the home showcases soaring ceilings, expansive living spaces, and refined architectural details that create an inviting yet grand atmosphere. The main living areas flow effortlessly, providing an ideal setting for both everyday living and entertaining. The spacious chef’s kitchen features a large center island, generous cabinetry, and seamless connection to the surrounding living and dining areas, allowing gatherings to feel both open and intimate. The primary suite serves as a private retreat, offering a luxurious bathroom complete with dual vanities, a soaking tub, walk-in shower, and generous closet space designed for comfort and functionality. Upstairs, a versatile loft space provides endless possibilities and could function beautifully as a media room, executive home office, or additional lounge area. Outside, the home transforms into a private outdoor sanctuary. A screen-enclosed resort-style pool and spa are framed by an expansive covered lanai, creating a perfect setting for relaxation and entertaining while overlooking the lush preserve beyond. With no rear neighbors, the backyard delivers a level of privacy that is increasingly rare while still being moments from everyday conveniences. The home offers five spacious bedrooms, five bathrooms, and a flexible loft layout, all complemented by grand ceiling heights, elegant architectural detailing, and thoughtfully designed living areas. The preserve backdrop enhances the sense of tranquility, while the screened pool and outdoor living space allow you to fully embrace the Florida lifestyle. Located just minutes from Wekiva Island, Wekiva Springs State Park, scenic trails, dining, and shopping, this property offers a lifestyle centered around nature, privacy, and refined living. A rare opportunity to own a luxury estate near the Wekiva River where space, tranquility, and convenience come together seamlessly.

814 Miami Springs Drive, Longwood

Highland Estates SubDv.

Build your dream home on this 1.03-acre lot offering plenty of space for a custom home, workshop, garden, or outdoor living area. This spacious property provides privacy and room to spread out while still being within driving distance to shopping, dining, and everyday conveniences. A great opportunity to own over an acre of land and create your own private retreat with endless possibilities.

557 Andretti Road, Venus

Highland Estates SubDv.

Discover the perfect opportunity to build your dream home on this beautiful quarter-acre lot in the serene and picturesque community of Lake Placid, FL. Nestled in a tranquil setting, this lot offers ample space to create your own private oasis. Surrounded by lush greenery and natural beauty, it provides a peaceful retreat from the hustle and bustle of city life. Enjoy the convenience of nearby amenities, including shopping, dining, and recreational activities. Lake Placid is known for its charming small-town atmosphere and numerous lakes, making it ideal for outdoor enthusiasts who enjoy fishing, boating, and nature walks. This lot is a blank canvas, ready for you to bring your vision to life. Whether you're looking to build a cozy cottage, a spacious family home, or an investment property, this prime location offers endless possibilities. Don’t miss out on the chance to own a piece of paradise in one of Florida’s most charming towns.

1026 Flax Street, Lake Placid

Highland Estates SubDv.

Discover the perfect opportunity to build your dream home on this beautiful quarter-acre lot in the serene and picturesque community of Lake Placid, FL. Nestled in a tranquil setting, this lot offers ample space to create your own private oasis. Surrounded by lush greenery and natural beauty, it provides a peaceful retreat from the hustle and bustle of city life. Enjoy the convenience of nearby amenities, including shopping, dining, and recreational activities. Lake Placid is known for its charming small-town atmosphere and numerous lakes, making it ideal for outdoor enthusiasts who enjoy fishing, boating, and nature walks. This lot is a blank canvas, ready for you to bring your vision to life. Whether you're looking to build a cozy cottage, a spacious family home, or an investment property, this prime location offers endless possibilities. Don’t miss out on the chance to own a piece of paradise in one of Florida’s most charming towns.

1020 Rebel Avenue, Lake Placid

Highland Estates SubDv.

Your 1 acre property has just arrived right on time! Discover the perfect blend of tranquility and convenience with this beautiful vacant lot located in the heart of Lake Placid, one of Florida’s most charming and relaxed small towns. Whether you're dreaming of building a weekend retreat, a full-time residence, or an investment property, this parcel offers the ideal setting to bring your vision to life. ?? Property Highlights Peaceful, natural surroundings with a calm, laid-back atmosphere Level, buildable lot suitable for a variety of home styles Quiet street with minimal traffic—perfect for privacy and relaxation Lush Florida greenery and open skies all around No existing structures, giving you full creative freedom ?? Why You’ll Love This Location Living near Island Parkway means embracing a lifestyle centered around nature, comfort, and convenience. Relaxed Environment Nestled in a serene area known for its quiet neighborhoods and scenic landscapes Close to multiple lakes, offering opportunities for fishing, boating, kayaking, and sunset views Ideal for those seeking a slower pace without sacrificing modern comforts Close to Amenities Even with its peaceful setting, you’re never far from what you need: Local shops, grocery stores, and restaurants just minutes away Quick access to downtown Lake Placid, known for its murals, small-town charm, and community events Nearby parks, walking trails, and recreational areas Convenient drive to US-27, connecting you to Sebring, Avon Park, and other regional hubs ? A Great Opportunity This lot offers the rare combination of privacy, natural beauty, and proximity to everyday essentials. Whether you're planning to build now or hold for the future, 1233 Island Parkway is a smart and inviting choice. Make this land yours today!

1233 Island Parkway NE, Lake Placid

6 Beds ⋅ 3 Baths ⋅ Highland Estates SubDv.

Massive Price Drop!! Welcome to 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 the Tampa Bay area has to offer. * Solar Panels to be paid off at closing**

10657 Standing Stone Dr, Wimauma

2 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv.

Cash buyers, take a look at this one!! MOVE IN READY!! High and dry, no flood insurance required, yet under 5 miles to Hudson Beach and Marina or Sun West for kayaking, ski jumping and more!! No HOA! No lot rent! New roof (2024). Motivated seller!! Quiet corner lot, fully chain-linked and privacy-fenced with a huge double gate to pull in and park your toys! This home has beautiful tile floors and lifetime waterproof flooring throughout!! A gorgeous three-season lanai with the windows tinted or open them to enjoy the breeze. This home has been very well-maintained. The yard is ample for your animals to roam, for you to entertain, or for whatever your future visions happen to be!! Plenty of storage with three large sheds on the property! Schedule your private showing today!

9507 Passaic Drive, Hudson

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