Oakland Hills Homes for Sale

Oakland Hills Homes for Sale

Welcome to Oakland Hills, a charming subdivision nestled in the heart of Florida, where suburban tranquility meets vibrant community living. This picturesque neighborhood is renowned for its lush landscapes, friendly atmosphere, and well-maintained homes that exude both character and comfort. Oakland Hills offers an ideal setting for families, retirees, and anyone seeking a serene escape without straying too far from the excitement of city life.

As you explore the homes for sale in Oakland Hills, you’ll discover a diverse array of architectural styles, from classic ranch-style houses to modern two-story designs. Each home is thoughtfully designed, featuring spacious layouts, inviting interiors, and beautiful outdoor spaces perfect for entertaining or enjoying peaceful evenings. Many properties boast private backyards, ideal for barbecues, gardening, or simply soaking up the Florida sun.

The community itself is a gem, with tree-lined streets and a strong sense of neighborliness. Residents enjoy easy access to local parks, walking trails, and recreational facilities, making it a perfect place for outdoor enthusiasts. Families will appreciate the proximity to highly-rated schools and family-friendly amenities, while those seeking a vibrant lifestyle will find shopping, dining, and entertainment options just a short drive away.

With homes for sale in Oakland Hills, you have the opportunity to join a thriving community that truly feels like home. Whether you’re looking to buy your first house or seeking a new place to settle down, Oakland Hills offers the perfect blend of comfort and convenience. Don’t miss your chance to be part of this wonderful neighborhood!

Newest Oakland Hills Homes for Sale

$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

Listing courtesy of STOCKWORTH REALTY GROUP. 407-909-5900
$595,000
4 Beds ⋅ 3 Baths ⋅ TB8521643 MLS
PRICE REDUCTION. MAIN HOME + PERMITTED GUEST HOUSE. Two full residences on one lot. NEW PRICE. 4 bedrooms, 3 baths, and approx. 2,271 total sq ft of 2024 construction on 0.30 acres. The main home offers 3 bedrooms, 2 baths, and 1,679 sq ft of concrete block and stucco construction with high ceilings, granite countertops, and tile flooring throughout; the garage is currently finished as a game room. Steps away, the permitted, detached 500 sq ft guest house includes its own full kitchen, bedroom, and bath flexible as guest quarters, home office, studio, or income opportunity (buyer to verify rental terms). No HOA, no CDD, no rental restrictions. Parking for up to 4 vehicles. Furnishings available under separate contract for a true turnkey option. Minutes to Historic Ybor City, Amalie Arena, Seminole Hard Rock, and Busch Gardens, with quick interstate access throughout Tampa Bay.

6510 E 25th Avenue, Tampa

Listing courtesy of EXP REALTY LLC. 888-883-8509
$299,000
3 Beds ⋅ 1 Baths ⋅ O6404199 MLS
Virtually Staged. Step into this beautifully refreshed single-family home in the heart of Altamonte Springs. The home was completely remodeled in 2023 and offers ultimate peace of mind with a new roof and HVAC installed in 2024. Enjoy a beautiful bright interior with luxury vinyl flooring and a stunningly upgraded kitchen complete with crisp white shaker cabinetry, stainless steel appliances, and contemporary black hardware. Situated on an expansive 8,951 sq. ft. lot within the desirable Oakland Hills subdivision, the property provides a fenced backyard oasis and the convenience of a covered carport. Located just minutes from the vibrant shopping at Altamonte Mall, the scenic trails of Cranes Roost Park, and major commuter routes, this home offers the perfect balance of quiet suburban living and urban accessibility.

668 Barbuda Way, Altamonte Springs

Listing courtesy of REDFIN CORPORATION. 407-708-9747
$400,000
3 Beds ⋅ 2 Baths ⋅ TB8498865 MLS
Experience modern luxury and coastal elegance in this brand-new, steel-frame construction masterpiece. This stunning three-bedroom, two-bathroom home combines structural integrity with high-end designer finishes, offering a low-maintenance lifestyle perfectly situated for a quick commute to MacDill AFB and Downtown Tampa. The interior is defined by a wide-open floor plan with soaring vaulted ceilings accented by a rustic wood beam, creating an airy and sophisticated atmosphere. Durable flooring flows seamlessly throughout the entire home with absolutely no carpet to be found. The kitchen serves as a gourmet centerpiece, featuring a spacious layout with all-new cabinetry, sleek quartz countertops, and a full suite of new stainless steel appliances. While the living area is impressive, the bathrooms are the undisputed star of the show, both featuring exquisite floor-to-ceiling porcelain tile and designer gold-tone fixtures plus back lit, fog-less mirrors. The primary suite is a true retreat, boasting a large walk-in closet and an ensuite bathroom with a massive walk-in shower equipped with a luxury rain shower head. The guest bathroom is equally impressive, featuring a deep-soaking freestanding tub with shower wand, that adds a spa-like feel for family or visitors. Practicality meets comfort with the inclusion of an energy-efficient tankless water heater and a brand-new septic system. The exterior living spaces are just as inviting, highlighted by a large covered front porch and a fully fenced-in backyard. This home is a rare blend of modern industrial strength and sophisticated interior design, offering a turnkey opportunity in a prime location.

6510 E 23rd Avenue, Tampa

Listing courtesy of KELLER WILLIAMS REALTY- PALM H. 727-772-0772
Start Your Search