8 Winters Landing Drive, Oakland, FL 34787

$850,000
4
BD
3
BA
2,850
SqFt

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Sold Price
$850,000
List Price
$875,000
Status
Sold
Days on Market
44
Closing Date
May 27, 2026
MLS#
O6385221
Property Style
Single Family
Architectural Style
Florida
Year Built
2005
Bedrooms
4
Bathrooms
3
Living Area
2,850
Lot Size
13,742
Acres
0.32
Total Acreage
1/4 to less than 1/2
Legal Subdivision Name
Winters Lndg Ph 01 A D F & G
MLS Area Major
Winter Garden/Oakland

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), 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**

Additional Information

Taxes
$3979
Minimum Lease
8-12 Months
HOA Fee
$220
HOA Payment Schedule
Quarterly
Location
Conservation Area, Sidewalk, Paved
Community Features
Street Lights, No Deed Restriction
Property Description
One Story
Zoning
R-1A
Interior Layout
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
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
Floor
Brick, Carpet, Ceramic Tile
Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer
Utilities
Cable Available, Electricity Available, Fire Hydrant, Natural Gas Available, Sprinkler Recycled
Heating
Central
Air Conditioning
Central Air
Exterior Construction
Block, Stucco
Exterior Features
Sidewalk
Roof
Shingle
Foundation
Slab
Pool
No Pool
Garage Carport
3 Car Garage
Garage Spaces
3
Garage Features
Driveway, Garage Door Opener
Elementary School
Tildenville Elem
Middle School
Lakeview Middle
High School
West Orange High
Fences
Fenced, Other
Pets
Allowed
Flood Zone Code
X
Parcel ID
21-22-27-9401-00-530
Legal Description
WINTERS LANDING PHASE 1 60/17 LOT 53

Listing courtesy of REGENCY REAL ESTATE LLC. 407-469-5021

Selling Office: CHARLES RUTENBERG REALTY ORLANDO.

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