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8 Winters Landing Dr, Oakland, FL

House

Pending

Listed price in listed location currency (USD).
$875,000

433

MLS® O6385221

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 2850 sqft
Garage Yes
Taxes $3,979
Lot Size 
Approx. Age 2005
Avg. Price Per Sqft $307
MLS® Number O6385221

Property Address: 8 Winters Landing Dr, Oakland, FL, 34787-3056

Average square foot calculated using Size range provided by listing agent.

Description

One or more photo(s) has been virtually staged. Welcome to your own private retreat in one of West Orange County’s most sought-after areas. This completely renovated 4-bedroom, 3-bathroom home offering 2, 850 square feet of beautifully updated living space, with a new roof (2025), and drain field (2024), located in the heart of Oakland is just minutes from downtown Winter Garden. From the moment you step inside, you’ll appreciate the thoughtful design and elevated finishes throughout. This spacious home features a dedicated office, formal dining room, and formal living room—perfect for entertaining or creating flexible living spaces to fit your lifestyle. The open-concept layout seamlessly connects the kitchen and family room, complete with a cozy breakfast nook ideal for casual dining. The fully renovated interior showcases wood-look tile throughout the main living areas and plush carpet in all bedrooms. Shiplap accent walls and plantation shutters add warmth, character, and timeless charm. Each of the three bathrooms has been uniquely designed, offering its own distinct style and personality. Step outside to your private, fully fenced backyard that backs to a conservation area—ensuring no rear neighbors, ever. Enjoy peaceful views and added privacy in a serene natural setting. This home is less than a 2-minute walk to Oakland Avenue Charter School and sits within the highly desirable golf cart district of downtown Winter Garden—making it easy to enjoy local shops, dining, and community events. **Some of these photos have been virtually staged**
MLS® NumberO6385221
Laundry LevelEnsuite
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age2005
Basement
DrivewayDriveway, Garage Door Opener
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Laundry:First FloorNot available
Dining Room:First Floor10.5 × 20.5 ft
Office:First Floor12 × 14 ft
Bedroom 2:First Floor10.5 × 10.5 ft
Bedroom 1:First Floor10 × 11.5 ft
Bathroom 2:First FloorNot available
Bathroom 1:First FloorNot available
Family Room:First Floor13.5 × 21.5 ft
Kitchen:First FloorNot available
Living Room:First Floor10 × 13 ft
Other:First FloorNot available
Bedroom 3:First FloorNot available
Other:First Floor12.5 × 24 ft

Price History

-End Date
-Sold Price

Pending

Mar 25, 2026List Date
$875,000List Price
  • Commute

Commute

Starting Address
Destination Address
8 Winters Landing Dr, Oakland, FL

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