Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$1,899,999.00
15210 E OAKLAND AVENUE, WINTER GARDEN, FL - 34787
4 beds
3.0 baths
3,789 sqft
$1,899,999.00
15210 E OAKLAND AVENUE, WINTER GARDEN, FL - 34787
Gabriella Massaro
$1,899,999.00
4 beds
3.0 baths
3,789 sqft
15210 E OAKLAND AVENUE, WINTER GARDEN, FL - 34787
For Sale
Photo 1
  • Built in 2020
  • 3 garage spaces
  • $501.45/sqft
  • Lot size: 20,398 sqft
  • 30 days on market

Custom-built by Justice & Wood Builders, this 4-bedroom, 3-bathroom Modern Farmhouse sits on a rare 0.47-acre lot in Oakland Hills, an intimate community of just 17 homesites minutes from Historic Downtown Winter Garden. Towering, moss-draped oaks frame the property and set a peaceful tone from the moment you arrive. Inside, wide-plank wood floors and abundant natural light flow through an open-concept living space crowned by cathedral ceilings and exposed timber beams. The kitchen goes well beyond standard gourmet, with shaker cabinetry, quartz countertops, a massive blue-gray center island, a deep farmhouse sink, professional stainless steel appliances, and a natural gas range built for serious cooking. The bedrooms are generously sized and well separated. The upstairs bedroom is flexible enough to serve as a home office, gym, media room, or guest suite, and it has air-conditioned storage and a large walk-in attic. The bathrooms feature clean lines, modern fixtures, and custom tilework. The laundry room has extensive cabinetry, quartz counters, and a patterned tile backsplash. The three-car garage includes an EV adapter in the third bay. Out back, the fully fenced yard feels like your own resort, with a pool and spa surrounded by a spacious paver patio and a fire pit area for evenings outside. Downtown Winter Garden's Farmers Market, Plant Street Market, boutiques, and restaurants are minutes away by car or golf cart.

  • Directions: From Florida's Turnpike, take Exit 272 for FL-50 East toward Winter Garden. Keep right and follow signs for FL 50 East/Winter Garden. Merge onto W Colonial Drive. Turn Left onto South Tubb Street. Turn Right onto E Oakland Ave. Property will be on Right
  • County: Orange
  • Geo subdivision: OAKLAND HILLS

Nearby Schools

Tildenville Elem

Lakeview Middle

West Orange High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
728 GARDEN WEST TERRACE, WINTER GARDEN, FL - 34787
$1,749,000.00
5 bds
4.5 ba
3,555 sqft
728 GARDEN WEST TERRACE, WINTER GARDEN, FL - 34787
For Sale
900 ALLENDALE LANE, OAKLAND, FL - 34787
$1,799,000.00
4 bds
4.5 ba
3,615 sqft
900 ALLENDALE LANE, OAKLAND, FL - 34787
For Sale
1106 SARAH MATHEWS DRIVE, OAKLAND, FL - 34787
$1,975,000.00
5 bds
5.5 ba
3,596 sqft
1106 SARAH MATHEWS DRIVE, OAKLAND, FL - 34787
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6442327
Listing updated: October 19, 2026 at 6:16PM
Listing provided by: Drew Kousaie, EXP REALTY LLC
Last checked 3 days ago
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