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$489,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,909 Sq. Ft.
  • Updated 16 hours ago

Next open house:

Open House: 12:00 PM - 3:00 PM

Saturday 1/17 12:00 PM - 3:00 PM

2029 White Feather Loop,Oakland, FL 34787

2029 White Feather LoopOaklandFL34787

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Join us at 2029 White Feather Loop on:

  • Open House: 12:00 PM - 3:00 PM

    Sunday 1/18 12:00 PM - 3:00 PM

    2029 White Feather Loop,Oakland, FL 34787
    2029 White Feather LoopOaklandFL34787
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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 for 2029 White Feather Loop

General

  • Price: $489,900
  • HOA FEE: $105/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $6,286 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6374262
  • Updated: 1/15/2026
  • Added to Site: 1 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: Oakland Trails / Kenneth Bracy
  • 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
  • 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

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Listing agent

— 2029 White Feather Loop —

  • Eric Bress Real Estate Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2029 White Feather Loop

School District:Orange County School District
NameGradesDistance
Tildenville Elementary School
1221 Brick Road, Winter Garden, FL 34787
PK-52.9 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-83.3 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-125.4 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/15/2026
Listed
$489,900
1.01%
MLS
5/12/2022
Sold
$485,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2029 White Feather Loop

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,286
—
$398,607
3%
2024
$6,286
4%
$387,373
2%
2023
$6,029
46%
$381,358
43%
2021
$4,117
-1%
$267,358
-3%
2022
$4,166
1%
$275,379
10%
2021
$4,117
—
$250,362
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Eric Bress Real Estate Llc

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2029 White Feather Loop, Oakland, FL 34787 (MLS# O6374262) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 2029 White Feather Loop is currently listed for $489,900 and was received on January 15, 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.

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