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$885,000
3 Days On Site

8 WINTERS LANDING DRIVE
OAKLAND, FL 34787

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
2,850
SqFt
$311
/SqFt
2005
Built
Subdivision:
WINTERS LNDG PH 01 A D F & G
County:
Orange
Call Now: 407-237-3331
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407-237-3331
Upcoming Open Houses
Sun, Mar 29, 12:00 PM - 3:00 PM
8 WINTERS LANDING DRIVE8 WINTERS LANDING DRIVE8 WINTERS LANDING DRIVE8 WINTERS LANDING DRIVE
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Monthly Payment (Est.)

$4,038
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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**

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Listing Snapshot
Price 
$885,000
Days On Site 
3 Days
Bedrooms 
4
Inside Area (SqFt) 
2,850 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.32 Acres
Year Built 
2005
MLS® Number 
O6385221
Status 
Active
Property Tax 
$3,979
HOA/Condo/Coop Fees 
$73.33 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
15 hours agoListing updated with changes from the MLS®
4 days agoListing first seen on site
General Features
Acres 
0.32
Attached Garage 
Yes
Direction Faces 
West
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
One
Parking 
DrivewayGarage Door OpenerAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Fire Alarm
Sewer 
Septic Tank
SqFt Total 
3679
Style 
Florida
Utilities 
Cable AvailableElectricity AvailableNatural Gas Available
Water Source 
Public
Zoning 
R-1A
Interior Features
Appliances 
Bar FridgeDishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerMicrowaveRangeRange HoodRefrigeratorWasher
Cooling 
Central Air
Flooring 
BrickCarpetCeramic Tile
Furnished 
Unfurnished
Heating 
Central
Interior 
Crown MoldingDry BarEat-in KitchenHigh CeilingsOpen FloorplanStone CountersWalk-In Closet(s)
Laundry Features 
Electric Dryer HookupInsideLaundry RoomWasher Hookup
Window Features 
Shutters
Bathroom 1 
Level - FirstFeatures - Stone Counters
Bathroom 2 
Level - First
Bedroom 1 
Dimensions - 10x11.5Level - First
Bedroom 2 
Dimensions - 10.5x10.5Level - First
Bedroom 3 
Level - FirstFeatures - Ceiling Fan(s)
Dining Room 
Dimensions - 10.5x20.5Level - FirstFeatures - Bar
Family Room 
Dimensions - 13.5x21.5Level - First
Kitchen 
Level - FirstFeatures - Kitchen Island, Pantry
Laundry 
Level - First
Living Room 
Dimensions - 10x13Level - First
Master Bathroom 
Level - First
Master Bedroom 
Dimensions - 12.5x24Level - FirstFeatures - Ceiling Fan(s), Wet Bar
Office 
Dimensions - 12x14Level - First
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Exterior Features
Construction Details 
BlockStucco
Fencing 
FencedOther
Lot Features 
Paved
Patio And Porch 
Front PorchPatioRear Porch
Roof 
Shingle
Windows/Doors 
Shutters
Community Features
Accessibility Features 
Accessible Entrance
Association Dues 
220
Community Features 
Street Lights
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Quarterly
MLS Area 
34787 - Winter Garden/Oakland
Roads 
Asphalt
Township 
22
Schools
School District
Unknown
Elementary School
Tildenville Elem
Middle School
Lakeview Middle
High School
West Orange High
Listing courtesy of REGENCY REAL ESTATE LLC (512) 797-6124



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: 2026-03-29 05:02 AM EDT

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