Oakland Hills Homes with Sidewalk Exterior Features

Oakland Hills Homes with Sidewalk Exterior Features

Welcome to Oakland Hills, a charming subdivision nestled in the heart of Tampa, Florida, within Hillsborough County. This vibrant community is a hidden gem, offering a perfect blend of suburban tranquility and urban convenience. With its picturesque tree-lined streets and friendly neighbors, Oakland Hills is more than just a place to live; it’s a place to call home.

One of the standout features of Oakland Hills is its beautifully designed homes, each boasting charming architectural styles that reflect the warmth and character of the community. The homes in this subdivision are equipped with delightful sidewalk exterior features, encouraging residents to embrace the outdoor lifestyle. Whether it's a leisurely evening stroll or a morning jog, the sidewalks create a welcoming environment for families and individuals alike to enjoy the beautiful Florida weather.

The community is conveniently located near top-rated schools, parks, and recreational facilities, making it an ideal choice for families. With easy access to major highways, residents can quickly reach downtown Tampa, where a plethora of dining, shopping, and entertainment options await.

In Oakland Hills, you’ll find a close-knit community where neighbors become friends, and every day feels like a getaway. Whether you’re looking for your first home or a place to settle down, Oakland Hills offers a unique lifestyle that combines comfort, convenience, and a sense of belonging. Come discover the charm of Oakland Hills and see why so many choose to make this lovely subdivision their home!

Newest Oakland Hills Homes with Sidewalk Exterior Features

$295,000
3 Beds ⋅ 2 Baths ⋅ O6439249 MLS
Excellent opportunity in Altamonte Springs! This 3-bedroom, 2-bath home is ideal for investors seeking income potential as well as future homeowners planning ahead for their next move. The home features a comfortable open floor plan, an updated kitchen with modern appliances, a new roof, and plenty of natural light throughout. The primary suite provides privacy with its own en-suite bath, while the additional bedrooms create flexibility for family, guests, or a home office. Step outside and enjoy the spacious fenced backyard surrounded by greenery, creating an inviting space for outdoor living, entertaining, gardening, or future enhancement. Located in a quiet, established neighborhood, this property places residents close to schools, shopping, dining, parks, and everyday conveniences. With easy access to major highways, commuting throughout Altamonte Springs, Orlando, and the surrounding Central Florida area is simple and convenient. 661 Encino Way brings together location, functionality, outdoor space, and long-term value.

661 Encino Way, Altamonte Springs
$2,325,000
4 Beds ⋅ 5 Baths ⋅ O6422464 MLS
Perfectly positioned on a quiet cul-de-sac in the sought-after Oakland Hills community near historic downtown Winter Garden. This FULLY FURNISHED and thoughtfully designed custom home on a single level, combines timeless modern farmhouse architecture with today's finest technology and craftsmanship. Curb appeal abounds with a classic mix of Hardie board siding and brick, anchored by a large, shaded front porch glowing with authentic gas lanterns from New Orleans — a true farmhouse welcome. When evening arrives, intentional landscape lighting accentuates the lush grounds and craftsmanship evident in every corner. Inside, the statement grand great room makes an unforgettable first impression with soaring 22+ foot ceilings, exposed beams, and dormer windows that fill the room with natural sunlight from morning to evening. Throughout the home, ten-foot ceilings, custom moldings and baseboards, LBU lighting with LED bulbs, and natural hardwood floors (in all but the media room) keep the ambiance light and welcoming. The heart of this custom residence is a true chef's kitchen: Monogram appliances, two oversized islands, a 36" gas range, paired with Moen and Kohler fixtures, all wrapped in custom Wellborn cabinetry with soft-close doors and drawers. A back second kitchen — the ultimate working pantry — adds double ovens, a microwave, a commercial Keurig, and abundant storage for effortless entertaining. Just off the main living space, a warm and welcoming library/office with custom-built bookcases and Zoom room offers a quiet retreat. The generous primary suite is a luxurious escape, complete with a spa-inspired bathroom centered around an oversized Kohler clawfoot tub. Two additional guest suites offer king beds and ensuite baths with double vanities, while a thoughfully designed bunk room with its own private bath means every guest feels right at home. Movie nights reach a new level in the dedicated media room with a 4K projector and Atmos surround sound. Outdoor living takes center stage on the expansive covered lanai, where a fully equipped summer kitchen with 36" Coyote natural gas grill, exhaust vent, steel doors, and retractable screen — makes alfresco entertaining effortless. Beyond, a private backyard with a heated pool and natural gas fire pit invites year-round gatherings that won't be forgotten. Enjoy smart home living at it's best with a Crestron home automation system, WattBox® UPS battery, Uniview Turret security cameras monitored by Future Home Integration, plus whole-home Wi-Fi with service options from Spectrum or Quantum. Custom closets, two laundry rooms, and an oversized three-car garage with an incredible amount of extra storage. Oakland Hills is an exclusive enclave of just 17 custom homes, minutes from the West Orange Trail, downtown Winter Garden, and Winter Garden Village. Perfectly positioned with easy access to the Turnpike, SR 429, and SR 408, it makes commuting, theme park visits, and airport runs a breeze. Schedule your private tour today and experience everything this meticulous one-of-a-kind home has to offer!

15217 Farm Stand Court, Winter Garden
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