Highland Estates Homes with Private Mailbox Exterior Features

Welcome to Highland Estates, a hidden gem nestled in the heart of Longwood, Florida, within the charming Seminole County. This picturesque subdivision offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle in Central Florida.

Highland Estates boasts a variety of beautifully designed homes that cater to diverse tastes and preferences. Each residence is thoughtfully crafted with attention to detail, featuring spacious layouts, contemporary finishes, and ample outdoor space for relaxation and entertainment. One standout feature of these homes is the private mailbox, adding a touch of personal charm and convenience to your daily routine.

As you stroll through the tree-lined streets of Highland Estates, you'll be captivated by the lush landscaping and the sense of community that permeates the neighborhood. With friendly neighbors and a welcoming atmosphere, it's easy to feel right at home. The subdivision is also conveniently located near a variety of shopping, dining, and recreational options, ensuring that everything you need is just a stone's throw away.

For those who enjoy outdoor activities, Highland Estates is in close proximity to beautiful parks, nature trails, and scenic lakes, perfect for hiking, biking, or simply enjoying a leisurely day in the sun. With its prime location and family-friendly environment, Highland Estates is not just a place to live; it’s a place to thrive. Come discover the charm of Highland Estates and find your dream home in this delightful community today!

Newest Highland Estates Homes with Private Mailbox Exterior Features

$459,000

4 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code ⋅ TB8531611 MLS ⋅ Active Status

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

$444,000

3 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34698 Zip Code ⋅ TB8512558 MLS ⋅ Active Status

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

$155,000

2 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 34667 Zip Code ⋅ W7876582 MLS ⋅ Active Status

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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