2029 White Feather Loop

Oakland, FL 34787

$489,900
Price
3
Beds
1,909 Sq. Ft.
$257 / Sq. Ft.
1,909
Sq. Ft.
$257
per Sq. Ft.

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...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.
  1. Listed by Eric Bress, Jr • Brokerage DRE #1070817 • ERIC BRESS REAL ESTATE LLC
    P: (407)-900-5777 C: (407)-900-5777 eric.bress30@gmail.com

Property Details for 2029 White Feather Loop

Subdivision Name
OAKLAND TRAILS PH 2
Township
22
Garage Spaces
2
View
Trees/Woods, Water
Waterfront
No
Furnished
Negotiable
LISTING UPDATED: 01/24/2026 02:10 PM

Property Details for 2029 White Feather Loop

StatusActive
MLS #O6374262
Days on Market11
Taxes$6,286 / year
HOA Fees$1,260 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2018
Lot Size0.09 AC / 3,996 SF
CountyOrange County

Location

Listing Courtesy of ERIC BRESS REAL ESTATE LLC, Eric Bress, Jr
Add your commute

Building Information for 2029 White Feather Loop

Stories2Year Built2018Building Size-Lot Size0.09 AC / 3,996 SF

Payment Calculator

$3,017 per month

30 year fixed, 6.15% Interest

Principal and Interest

$2,388

Property Taxes

$524

HOA Dues

$105

The Payment Calculator is for illustrative purposes only.

Property Information for 2029 White Feather Loop

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2601.0
  • Building Area Units: Square Feet
  • Community Features: Dog Park, Park, Playground, Pool, Sidewalks
  • Direction Faces: East
  • 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.
  • Elementary School: Tildenville Elem
  • Middle Or Junior School: Lakeview Middle
  • High School: West Orange High
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 2029
  • Street Name: WHITE FEATHER
  • Street Suffix: LOOP
  • State: FL
  • City: OAKLAND
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Includes: Community Pool
  • Association Fee Requirement: Required
  • Association Name: Willow Management
  • Association Phone: 407-274-7700
  • Association: Yes
  • CDD: No
  • Pet Restrictions: Verify with HOA
  • Tax Block: 0
  • Tax Book Number: 0
  • Tax Legal Description: OAKLAND TRAILS PHASE 2 94/80 LOT 178
  • Tax Lot: 178
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Sidewalk
  • Parcel Number: 302227611701780
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: PUD
  • Living Area: 1909
Property and Assessments
  • Year Built Numeric: 2018
  • Association Amenities: Playground, Pool
  • Flood Zone Code: X
  • Flood Zone Date: 09-24-2021
  • Flood Zone Panel: 12095C0200H
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 27
  • Public Survey Section: 30
Utilities
  • Sewer: Public Sewer
  • Utilities: Public
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block
  • Exterior Features: Irrigation System, Rain Gutters, Sidewalk
  • Foundation Details: Slab
  • Levels: Two
  • Patio And Porch Features: Front Porch
  • Pool Private: No
  • Pool: Community
  • Pool Private: Yes
  • Roof: Shingle
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Additional Rooms: Loft
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Porcelain Tile, Hardwood
  • Heating: Central, Electric
  • Interior Features: Ceiling Fan(s), Open Floorplan, Tray Ceiling(s)
  • Laundry Features: Laundry Room, Upper Level
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 6.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 2029 White Feather Loop

DateEvent & SourcePriceAppreciation
Jan 15, 2026

Listed (Active)

MFRMLS #O6374262

$489,900—
May 12, 2022

Sold (Public Record)

Public Record #1490724544

$485,000

+27.4% / yr

May 12, 2022

Sold

MFRMLS #O6018085

$485,000—
Apr 18, 2022

Pending

MFRMLS #O6018085

—
Apr 14, 2022

Listed (Active)

MFRMLS #O6018085

$450,000—
Dec 16, 2020

Sold

MFRMLS #G5033892

$345,000—
Dec 15, 2020

Sold (Public Record)

Public Record #686018878

$345,000

+6.0% / yr

Oct 27, 2020

Pending

MFRMLS #G5033892

—
Sep 28, 2020

Listed (Active)

MFRMLS #G5033892

$359,900—
Sep 5, 2018

Sold

MFRMLS #G5005702

$300,705—
Sep 5, 2018

Pending

MFRMLS #G5005702

—
Sep 5, 2018

Listed (Active)

MFRMLS #G5005702

$300,705—
Aug 8, 2018

Sold (Public Record)

Public Record #630844257

$300,800—
DateEvent & SourcePrice
01/15/2026

Listed (Active)

MFRMLS #O6374262

$489,900
05/12/2022

Sold (Public Record)

Public Record #1490724544

$485,000

+27.4% / yr

05/12/2022

Sold

MFRMLS #O6018085

$485,000
04/18/2022

Pending

MFRMLS #O6018085

—
04/14/2022

Listed (Active)

MFRMLS #O6018085

$450,000
12/16/2020

Sold

MFRMLS #G5033892

$345,000
12/15/2020

Sold (Public Record)

Public Record #686018878

$345,000

+6.0% / yr

10/27/2020

Pending

MFRMLS #G5033892

—
09/28/2020

Listed (Active)

MFRMLS #G5033892

$359,900
09/05/2018

Sold

MFRMLS #G5005702

$300,705
09/05/2018

Pending

MFRMLS #G5005702

—
09/05/2018

Listed (Active)

MFRMLS #G5005702

$300,705
08/08/2018

Sold (Public Record)

Public Record #630844257

$300,800

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 2029 White Feather Loop

Taxable ValueLand-Additions-Total-
Tax Record2024$6,286 ($524 / month)
Home Facts
Beds3Total Finished SqFt1,909 SqFtAbove Grade Finished SqFt1,909 SqFtStories2Lot Size3,997 SqFtStyleSingle Family ResidenceYear Built2018ZoningPUDCountyORANGEAPN30-22-27-6117-01-780

Schools near 2029 White Feather Loop

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Tildenville Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Lakeview Middle School
Public - 6 to 8
West Orange High School
Public - 9 to 12
Rating
School
Distance
Tildenville Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Lakeview Middle School
Public6 to 8

West Orange High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 2029 White Feather Loop, Oakland, FL 34787

2029 White Feather Loop is a single family home for sale in Oakland, FL 34787. This property was listed for sale on January 15, 2026 by ERIC BRESS REAL ESTATE LLC, it's currently listed at $489,900. It has been on the market for a total of 11 days and was last sold on May 12, 2022. This listing's school district is Orange County Public Schools. Nearby schools include Tildenville Elementary School, Cornerstone Academy Charter and Lakeview Middle School. 2029 White Feather Loop is a 3-bed, 3-bath, 1,909 sqft single family home built in 2018.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of ERIC BRESS REAL ESTATE LLC, Eric Bress, Jr

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 01/24/2026 02:10 PM