Oakland Town Homes with False Waterfront Description

Oakland Town Homes with False Waterfront Description

Welcome to Oakland Town, a picturesque subdivision nestled in the heart of Orange County, Florida. This charming community offers a unique blend of serene living and modern convenience, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat just minutes from the vibrant city life of Orlando.

Oakland Town is characterized by its stunning landscapes, with lush greenery and beautifully designed homes that create an inviting atmosphere. One of the standout features of this subdivision is its enchanting false waterfront properties. These homes are strategically situated to provide residents with breathtaking views of tranquil water features that mimic the beauty of lakeside living without the maintenance hassles that often accompany true waterfront properties.

Imagine waking up each morning to the gentle sounds of water, surrounded by the beauty of nature, while enjoying all the comforts of a well-appointed home. The false waterfront homes in Oakland Town boast spacious layouts, modern amenities, and outdoor living spaces perfect for entertaining or simply enjoying Florida’s year-round sunshine.

In addition to its stunning residences, Oakland Town is conveniently located near local parks, shopping centers, and top-rated schools, making it an ideal place to raise a family. With easy access to major highways, residents can enjoy the best of both worlds—peaceful suburban living combined with the excitement of nearby urban attractions.

Discover the charm of Oakland Town, where your dream home awaits amidst picturesque surroundings and a vibrant community. Come explore the possibilities and make this enchanting subdivision your new home!

Newest Oakland Town Homes with False Waterfront Description

$199,000
2 Beds ⋅ 1 Baths ⋅ O6436879 MLS
Hot Oakland opportunity. Motivated seller, bring all offers. This two-bed, one-bath on a no HOA lot puts you minutes to John’s Lake boat access and the West Orange Trail, plus a short hop to downtown Winter Garden dining and shops. Fix and flip, hold as a rental, or tear down and build new. The upside is real and the seller is ready. Quiet small-town setting with outdoor perks and growth around you. Don’t wait. Opportunities at this price and location move fast.

320 W Sadler Avenue, Oakland
$435,000
3 Beds ⋅ 2 Baths ⋅ O6430972 MLS
Virtually Staged. UPDATED 9/6/26 - Motivated Seller - Accepting Reasonable Offers! The home has recently been entirely staged in the property - come tour this beauty! NOTE: to add extra space, in replacement of a garage/storage - a (large shed) can be added onto the property within the sale of the home. Welcome to this brand-new construction home in the heart of Oakland! This thoughtfully designed 3-bedroom, 2-bathroom residence offers 1,170 square feet of modern living space on a 0.09-acre homesite. The open-concept floor plan features luxury vinyl plank flooring throughout the main living areas and bedrooms, with porcelain tile flooring in both bathrooms for added durability and style. The kitchen is equipped with quartz countertops, modern cabinetry, stainless steel appliances, and a functional layout that flows seamlessly into the living and dining areas, making it ideal for everyday living and entertaining. Contemporary lighting, designer fixtures, and quality finishes can be found throughout the home. The primary suite includes a walk-in closet and an ensuite bathroom with a quartz vanity and a porcelain tile shower. Two additional bedrooms offer flexibility for family, guests, or a home office. Additional features include an indoor laundry area, energy-efficient windows, modern exterior finishes, and a paver driveway. Conveniently located near downtown Winter Garden, the West Orange Trail, shopping, dining, parks, major highways, and local attractions, this move-in-ready home offers the opportunity to enjoy low-maintenance living in the desirable Town of Oakland. Don't miss your chance to own this newly built home in one of Central Florida's most sought-after communities.

521 W Herriott Avenue, Oakland
$1,049,000
4 Beds ⋅ 3 Baths ⋅ G5110973 MLS
Nestled in the heart of downtown Oakland, FL, this newly renovated two-story home features 4 bedrooms and 2.5 bathrooms. Situated on an oversized lot of nearly 1/2 acre, the property includes a resort-style pool, screened patio, shed, and a 3-car garage. Perfectly positioned between Clermont and Winter Garden, this rare property sits on quiet, charming dirt roads, surrounded by mature LIVE oak trees with NO HOA and direct access to the Winter Garden Trail right from your backyard. Bring your boat, bring your toys—this one has room for it all! From the moment you arrive, the mature landscaping and inviting front porch set the tone for the peaceful retreat that awaits. Step inside to a fully renovated 2026 kitchen featuring upgraded quartz countertops, LVP flooring, subway tile backsplash, refaced cabinets with modern hardware, and a brand-new refrigerator—truly a chef’s dream. Just off the kitchen, new french doors lead to your private patio and show-stopping 2019 salt water pool complete with spa and slide, perfect for entertaining or unwinding after a long day. The first floor includes a large guest bedroom and a spacious primary suite with an oversized walk-in closet and a relaxing ensuite offering a soaking tub and separate shower. Upstairs, you’ll find two generously sized guest bedrooms and a beautifully appointed guest bath. This home is loaded with upgrades for peace of mind and comfort, including 2021 AC units, 2021 roof, 2026 LVP flooring, fresh interior paint and baseboards, newer windows, new fixtures, new landscaping, a new water heater, and a newly painted shed/workshop. Located in the heart of Oakland, you can golf cart to Downtown Winter Garden, Plant Street Market, the Lake Apopka boat ramp, shops, dining, and weekly events. Homes with this level of privacy, upgrades, and location rarely become available—and this one checks every box. Bring your golf cart and don’t miss your chance to own a truly unique custom home in the heart of Oakland. This property will not last! Let’s make it yours.

250 N Walker Street, Oakland
$619,999
4 Beds ⋅ 3 Baths ⋅ O6394442 MLS
NEW PRICE IMPROVEMENT! Seller incentive available! Welcome home to this beautiful 2026 newly built residence in the desirable town of Oakland! This 4-bedroom, 2.5-bath home features modern finishes, an open-concept layout, and a spacious design perfect for today’s lifestyle. Enjoy the benefits of owning a newer construction home with peace of mind, energy-efficient features, and low-maintenance living. Don’t miss the opportunity to own a move-in-ready home in Oakland, conveniently located near parks, trails, and local amenities. Schedule your private showing today!

38 S Pollard Street, Oakland
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