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$482,500
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Property Description
Welcome to an exceptional home in the highly sought-after Oakland Trails community! This beautifully designed 3-bed, 2.5-bath residence boasts an open and functional floor plan that truly sets it apart from others in the neighborhood. With approximately 1,909 sq. ft. of thoughtfully laid-out living space, this home offers modern comfort with everyday practicality. You'll first notice the long brick paver driveway, which allows for extra parking. The house is positioned next to additional neighborhood parking and the start of the walking trails, so you also have additional room for your family to play and recreation, without having to maintain it! Step onto the welcoming front porch, perfectly positioned to relax and unwind with elevated views over the peaceful and scenic walking trails, a wonderful spot for morning coffee or evening chats. Inside, the bright and airy layout flows effortlessly, creating an inviting environment for both daily living and entertaining. The heart of the home is its open living space, seamlessly connecting living, dining, and kitchen areas for effortless functionality and flow. Upstairs, the spacious primary suite offers a private retreat, complemented by convenient second-floor laundry, loft and two additional bedrooms, ideal for family, guests, or a home office. This is a newer and energy efficient home, with many upgrades throughout, including rain gutters, custom staircase railing, and fixtures throughout. Located just moments from downtown Winter Garden, you're only minutes from the famed Winter Garden Farmers Market, charming boutiques, restaurants, and cultural attractions of one of Central Florida's most beloved small-town centers. For investors, this home offers stable long-term rental potential with solid market rents and consistent tenant demand. Commuters will appreciate easy access to the Florida Turnpike, making travel throughout Orlando and beyond, including the airport, quick and convenient. This home combines serene neighborhood living with unbeatable location conveniences. Don't miss your chance to experience the perfect blend of location, style, and everyday livability in one of Oakland's standout homes.
Full Property Details
Full Property Details for 2029 White Feather Loop
General
- Sold For: $482,500
- HOA FEE: $105/month
- HOA FEE FREQ.: Quarterly
- Taxes: $6,286 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6374262
- Added to Site: 48 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 6
- Interior Features: Ceiling Fan(s), Open Floorplan, Tray Ceiling(s)
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Negotiable
- Flooring: Porcelain Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room, Upper Level
Additional Information
- Shared Amenities: Playground, Pool
Exterior
- Exterior Features: Irrigation System, Rain Gutters, Sidewalk
- Deck/Patio: Front Porch
- Porch/Patio/Deck: Front Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: OAKLAND TRAILS PH 2
- Driving Directions: From Florida’s Turnpike Exit 272, head west on FL-50/West Colonial Drive for a few miles until you reach Oakland Avenue, where you’ll turn right near the Circle K. Continue straight and enter the roundabout, taking the second exit onto JW Jones Road. Follow JW Jones Road into the Oakland Trails area, then continue through the neighborhood until you reach White Feather Loop, where the home will be located along the loop inside the community.
- Direction Faces: East
School Information
- Elementary School: Tildenville Elem
- Middle School: Lakeview Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Dog Park, Park, Playground, Pool, Sidewalks
- Optional Amenities: Playground, Pool
- Association: Yes
- Assoc. Name: Willow Management
- Assoc. Fees Include: Community Pool
- Pet Restrictions: Verify with HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Public
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Stories/Levels: Two
- Square Feet: 1,909
- Sq. Ft. Source: Public Records
- Living Area: 1,909 Sq. Ft.
- Year Built: 2018
Lot Features
- Property View: Trees/Woods, Water
- Lot Size (Acres): 0.09
- Lot Size (Sq. Ft.): 3,996
- Lot Size: 3996
- Street/Road Desc.: Asphalt
Water Features
- Water View: Yes
Financial Considerations
- Association Fee: $315
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $6,286
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: OAKLAND TRAILS PHASE 2 94/80 LOT 178
- Flood Zone Info: X
- APN: 302227611701780
- Property ID: 302227611701780
Listed by Eric Bress Real Estate Llc
Sold by Premier Sotheby's Intl. Realty
Get Pre-Approved Today
Schools
Schools serving 2029 White Feather Loop
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Tildenville Elementary School 1221 Brick Road, Winter Garden, FL 34787 | PK-5 | 2.9 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 3.3 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 5.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2029 White Feather Loop
Date
Details
Price
Change
Source
2/19/2026
Sold
$482,500
-1.51%
MLS
1/15/2026
Listed
$489,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
2029 White Feather Loop, Oakland, FL 34787 (MLS# O6374262) is a Single Family property that was sold at $482,500 on February 19, 2026. Want to learn more about 2029 White Feather Loop? Do you have questions about finding other Single Family real estate for sale in Oakland? You can browse all Oakland real estate or contact a Coldwell Banker agent to request more information.

