Home in 8 Winters Landing Dr Oakland for sale with MLS# O6385221
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**
8 Winters Landing Dr, Oakland, FL 34787
- Price:
- $885,000.00
- Original List Price:
- $885,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $310.53
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6385221
- Bedrooms:
- 4
- Bathrooms Total:
- 3
- Full Bath:
- 3
- Additional Rooms:
- Attic, Den/library/office, Family Room, Formal Dining Room Separate, Formal Living Room Separate
- Living Area:
- 2,850 Sqft
- Built-Up Area:
- 3,679 Sqft
- Lot Area:
- 13,742 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Paved, Sidewalk, Conservation Area
- Lot Size Acres:
- 0.32
- Waterfront:
- No
- Security:
- Fire Alarm
- Furnished:
- Unfurnished
- Accessibility:
- Accessible Entrance
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Freezer, Electric Water Heater, Exhaust Fan, Range, Range Hood, Bar Fridge
- Interior:
- Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Ceiling Fans(s), Kitchen/family Room Combo, Open Floorplan, Stone Counters, Thermostat, Window Treatments, Crown Molding, Dry Bar, Primary Bedroom Main Floor
- Exterior:
- Sidewalk
- Patio and Porch:
- Patio, Front Porch, Rear Porch
- Windows:
- Shutters
- Laundry:
- Washer Hookup, Inside, Laundry Room, Electric Dryer Hookup
- Air Conditioning System:
- Central Air
- Heating System:
- Central
- Fence:
- Other, Fenced
- Vegetation and Trees:
- Trees/landscaped, Mature Landscaping
- Property Entrance Faces:
- West
- Other Equipment:
- Irrigation Equipment
- Year Built:
- 2005
- Roof:
- Shingle
- Architectural Style:
- Florida
- Levels:
- One
- Construction Materials:
- Block, Stucco
- Flooring:
- Carpet, Ceramic Tile, Brick
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $3,979.00
- Tax Year:
- 2024
- Association Fee:
- $220.00
- Association Fee Frequency:
- Quarterly
- Total Annual Fees:
- $880.00
- Total Monthly Fees:
- $73.33
- Garage
- Garage Spaces:
- 3
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener
- Sewer:
- Septic Tank
- Utilities Available:
- Cable Available, Electricity Available, Natural Gas Available, Fire Hydrant, Sprinkler Recycled
- Water Source:
- Public
- Association
- Minimum Lease Term:
- 8-12 Months
- Pets Allowed?
- Subdivision Name:
- WINTERS LNDG PH 01 A D F & G
- Community Features:
- Street Lights
- Senior Community:
- No
- Association Fee Required:
- Required
- Association Management:
- Southwest Property Management
- Association Phone:
- 407-656-1081
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- WINTERS LANDING PHASE 1 60/17 LOT 53
- Real Estate Folio Number (Parcel Number):
- 21-22-27-9401-00-530
- Zoning:
- R-1A
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Tildenville Elem
- High School:
- West Orange High
- Middle Or Junior School:
- Lakeview Middle
- Originally published on:
- March 25, 2026 3:30 pm
- Active on the market since:
- March 25, 2026
- Listing Agreement executed on:
- March 25, 2026
- Listing Status Last Changed On:
- March 25, 2026 3:30 pm
- Photos updated on:
- March 25, 2026 3:32 pm
- Last Modified:
- April 17, 2026 7:00 pm
- Courtesy of:
- REGENCY REAL ESTATE LLC
- Attribution:
- 407-469-5021
- Road Surface Type:
- Asphalt
- Street Name:
- WINTERS LANDING
- Street Number:
- 8
- City:
- OAKLAND
- State:
- Florida
- Zip Code:
- 34787
- County:
- Orange
- Latitude:
- N28° 33' 21.4''
- Longitude:
- W82° 22' 47.7''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
Air Quality
Source: AirNow.gov · Lake County

Want to schedule an in-person or virtual tour? Have questions?
Want to schedule an in-person or virtual tour? Have questions?
Schedule a Tour or Ask a Question
