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SoldSingle Family ResidenceSold

8 Winters Landing Drive

Oakland, FL 34787

$850,000

  • 4Beds
  • 3Baths3 full
  • 2,850Sq Ft
  • $298Per Sq Ft
  • 0.32Acres
  • 2005Built
Subdivision
Winters Lndg Ph 01 A D F & G
County
Orange
MLS®
O6385221

Overview

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

Listing Snapshot

Price
$850,000
Days On Site
N/A
Bedrooms
4
Inside Area (SqFt)
2,850 sqft
Total Baths
3
Full Baths
3
Partial Baths
0
Lot Size
0.32 Acres
Year Built
2005
MLS® Number
O6385221
Status
Sold
Property Tax
$3,979 (2024)
HOA/Condo/Coop Fees
$73.33 monthly
Sq Ft Source
Public Records

Property Details

General Features

17 items
Acres
0.32
Attached Garage
Yes
Direction Faces
West
Foundation
Slab
Garage
Yes
Garage Spaces
3
Levels
One
Parking
Driveway, Garage Door Opener, Attached
Pets
Yes
Property Sub Type
Single Family Residence
Security
Fire Alarm
Sewer
Septic Tank
SqFt Total
3,679
Style
Florida
Utilities
Cable Available, Electricity Available, Natural Gas Available
Water Source
Public
Zoning
R-1A

Interior Features

21 items
Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer
Cooling
Central Air
Flooring
Brick, Carpet, Ceramic Tile
Furnished
Unfurnished
Heating
Central
Interior
Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Open Floorplan, Stone Counters, Walk-In Closet(s)
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Window Features
Shutters

Rooms

RoomDimensionsLevelFeatures
Bathroom 1FirstStone Counters
Bathroom 2First
Bedroom 110x11.5First
Bedroom 210.5x10.5First
Bedroom 3FirstCeiling Fan(s)
Dining Room10.5x20.5FirstBar
Family Room13.5x21.5First
KitchenFirstKitchen Island, Pantry
LaundryFirst
Living Room10x13First
Master BathroomFirst
Master Bedroom12.5x24FirstCeiling Fan(s), Wet Bar
Office12x14First

Exterior Features

6 items
Construction Details
Block, Stucco
Fencing
Fenced, Other
Lot Features
Paved
Patio And Porch
Front Porch, Patio, Rear Porch
Roof
Shingle
Windows/Doors
Shutters

Community Features

8 items
Accessibility Features
Accessible Entrance
Association Fee
$220.0
Association Fee Frequency
Quarterly
Community Features
Street Lights
MLS Area
34787 - Winter Garden/Oakland
Township
22
Financing Terms Available
Cash, Conventional, FHA, VA Loan
Roads
Asphalt

Location

8 Winters Landing Drive, Oakland, FL 34787 · 34787 - Winter Garden/Oakland

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Neighborhood & Commute

ZIP Code 34787

Median household income
$107,074
Income per person
$45,946
Households
30,341
Average household size
2.80
Median age
39.5

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

Elementary School
Tildenville Elem
Middle School
Lakeview Middle
High School
West Orange High

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Closed
  3. Price changed to $875,000

Friends & Family

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Listing courtesy of REGENCY REAL ESTATE LLC (512) 797-6124

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-15 12:57 AM EST

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