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8 WINTERS LANDING DRIVE, Oakland, FL 34787 (Sold on )

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 $885,000

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  • 4 BedBeds
  • 3 BathBaths
  • 2,850 SqFtSqFt
  • TypeResidential
  • Active
  • MLS# O6385221

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Property 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), 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**

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Property Details 8 WINTERS LANDING DRIVE, OAKLAND, FL 34787

Facts & Features

  • MLS #: O6385221
  • Status: Active
  • Type: Residential
  • SubType: Single Family Residence
  • Year Built: 2005
  • Price: $885,000
  • Acres: 0.32
  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Bedrooms: 4
  • Bathrooms: 3
  • Full Baths: 3
  • Total SqFt: 2,850

Amenities

  • Parking: Driveway, Garage Door Opener
  • Garage Spaces: 3
  • Waterfront: No
  • Pets: Yes

Interior Features

  • Interior Features: Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Flooring: Brick, Carpet, Ceramic Tile
  • Utilities: Cable Available, Electricity Available, Fire Hydrant, Natural Gas Available, Sprinkler Recycled
  • Heating: Central
  • Cooling: Central Air

Exterior Features

  • Style: Florida
  • Exterior Features: Sidewalk
  • Lot Description: Conservation Area, Sidewalk, Paved
  • Windows: Shutters
  • Roof: Shingle
  • Construction: Block, Stucco

Schools

  • Elementary: Tildenville Elem
  • Middle: Lakeview Middle
  • High: West Orange High

Additional Information

  • List Date: 03/25/2026
  • Zoning: R-1A

Tax Information

  • Tax Amount: $3,979
  • Tax Year: 2024

Estimated Monthly Mortgage Calculator

This calculator is provided for informational purposes. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.

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