Highland Estates Homes with Sidewalk Exterior Features

Welcome to Highland Estates, a charming subdivision nestled in the heart of Dunedin, Florida, within the scenic Pinellas County. This delightful community is renowned for its picturesque streets, friendly neighbors, and an inviting atmosphere that feels like home the moment you arrive.

Highland Estates boasts an array of beautiful homes, each designed with the utmost attention to detail and comfort. One of the standout features of this community is its well-maintained sidewalks that line the exterior of the properties, encouraging leisurely strolls and fostering a sense of community. Whether you're taking a morning walk, enjoying an evening jog, or simply catching up with neighbors, the sidewalks provide a safe and pleasant environment for all.

The homes in Highland Estates range from cozy single-family residences to more spacious options, catering to families of all sizes. Many properties feature lush landscaping and outdoor spaces, perfect for gatherings, barbecues, or simply soaking up the Florida sun. With the stunning Gulf Coast just a short drive away, residents can easily enjoy the pristine beaches, local parks, and vibrant downtown Dunedin, which is known for its eclectic shops, delicious dining options, and lively cultural scene.

Living in Highland Estates means embracing a lifestyle filled with community spirit, outdoor activities, and the natural beauty that Dunedin has to offer. If you’re looking for a place where charm meets convenience, look no further than Highland Estates—a true gem in the heart of Florida!

Newest Highland Estates Homes with Sidewalk Exterior Features

$545,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

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

$444,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code

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

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