8 WINTERS LANDING DRIVE, Oakland, FL 34787

• 4 beds |
• 3 baths |
• 2,850 sqft

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 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**

Listing Status:

Active

Date Added:

March 25, 2026

Data Last Updated:

March 27, 2026 at 1:23PM

Listing Office:

REGENCY REAL ESTATE LLC : 407-469-5021

Listing Agent:

Danielle Norvell : 512-797-6124

MLS ID:

O6385221

Interior

• General: Ceiling Fans(s)Crown MoldingDry BarEat-in KitchenHigh CeilingsKitchen/Family Room ComboOpen FloorplanPrimary Bedroom Main FloorStone CountersThermostatWalk-In Closet(s)Window Treatments
• Rooms: AtticDen/Library/OfficeFamily RoomFormal Dining Room SeparateFormal Living Room Separate
• Appliances: Bar FridgeDishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerMicrowaveRangeRange HoodRefrigeratorWasher
• Laundry: Electric Dryer HookupInsideLaundry RoomWasher Hookup
• Flooring: BrickCarpetCeramic Tile
• A/C: Central Air
• Heating: Central
• Disability Feature: Accessible Entrance

Exterior

• General: Sidewalk
• Style: Florida
• Other Structures: Front PorchRear PorchPatio
• Parking: DrivewayGarage Door Opener

Construction

• Roofing: Shingle
• Windows: Shutters
• General: BlockStuccoOneSlab

Location

• Road/Access: Asphalt
• HOA Amenities: 220.0Quarterly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1AWINTERS LANDING PHASE 1 60/17 LOT 5321-22-27-9401-00-530
• Fencing: FencedOther

Utilities

• Utilities: Cable AvailableElectricity AvailableFire HydrantNatural Gas AvailableSprinkler Recycled
• Water: Public
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple