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$475,000
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Property Description
Move-in ready home located in the highly desirable guard-gated community of Stoneybrook West. This well-maintained property offers a bright and open layout with a functional split-bedroom floor plan designed for comfortable everyday living. The spacious primary suite features a walk-in closet, dual vanities, soaking tub, separate shower, A flexible bonus area just off the suite can easily serve as a home office, nursery, or additional bedroom. The kitchen provides ample storage and flows seamlessly into the main living space, making it ideal for both daily use and entertaining. The family room is highlighted by a cozy fireplace, adding warmth and charm. Enjoy the fully screened backyard with plenty of room to relax or entertain outdoors. Stoneybrook West residents have access to resort-style amenities, including lake access, multiple sports courts, a community pool, playground, fitness center, and an active Town Centre. Conveniently located near shopping, dining, and major highways, this home offers both lifestyle and location.
Full Property Details
Full Property Details for 2281 Oakington St
General
- Price: $475,000
- HOA FEE: $240/month
- HOA FEE FREQ.: Quarterly
- Taxes: $5,032 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: S5148475
- Updated: 4/29/2026
- Added to Site: 61 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 5
- Interior Features: Ninguno
- Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Common Area
Additional Information
- Shared Amenities: Basketball Court, Clubhouse, Fitness Center, Gated, Golf Course, Playground, Pool, Security, Tennis Court(s)
Exterior
- Exterior Features: Rain Gutters
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: STONEYBROOK WEST 47/78
- Driving Directions: From CR535 to Stoneybrook West Parkway. Turn right into main SBW Entrance (Towne Commons Blvd). At second stop sign turn left on Tour Pointe Blvd. Turn right on Masthead landing. Take another right at stop sign. Home on the left at corner of Masthead Landing Circle and Hawkslade Ct.
- Direction Faces: North
School Information
- Elementary School: Whispering Oak Elem
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Dock, Fishing, Association Recreation - Owned, Clubhouse, Deed Restrictions, Dog Park, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Irrigation-Reclaimed Water, Playground, Pool, Tennis Court(s)
- Optional Amenities: Basketball Court, Clubhouse, Fitness Center, Gated, Golf Course, Playground, Pool, Security, Tennis Court(s)
- Association: Yes
- Assoc. Name: Leland Management
- Assoc. Fees Include: 24-Hour Guard, Community Pool
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Public
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 1,628
- Sq. Ft. Source: Public Records
- Year Built: 2003
Lot Features
- Lot Size (Acres): 0.13
- Lot Size (Sq. Ft.): 5,823
- Lot Size: 5823
- Street/Road Desc.: Brick
Financial Considerations
- Association Fee: $719
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $5,032.83
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: STONEYBROOK WEST UNIT 3 47/78 LOT 24 BLK 12
- Flood Zone Info: X
- APN: 32327823312024
- Property ID: 32327823312024
- Block/Lot/Section: 12
Listed by Multi Choice Realty Llc
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Schools
Schools serving 2281 Oakington St
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Whispering Oak Elementary School 15300 Stoneybrook West Parkway, Winter Garden, FL 34787 | PK-5 | 0.6 mi |
SunRidge Middle School 14955 Sunridge Boulevard, Winter Garden, FL 34787 | 6-8 | 1.3 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 2.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2281 Oakington St
Date
Details
Price
Change
Source
4/29/2026
Price Reduced
$475,000
-4.04%
MLS
4/23/2026
Listed
$495,000
93.74%
MLS
8/01/2017
Sold
$255,500
—
Public Record
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
Tax History for 2281 Oakington St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,033
5%
$318,151
6%
2024
$4,812
3%
$301,056
3%
2023
$4,672
6%
$292,287
23%
2021
$4,416
-3%
$238,566
-16%
2022
$4,552
3%
$283,774
26%
2021
$4,416
4%
$224,707
-2%
2019
$4,244
13%
$229,809
17%
2018
$3,770
29%
$197,005
4%
2017
$2,929
-1%
$188,893
2%
2016
$2,959
44%
$185,008
43%
2015
$2,055
—
$129,788
1%
2014
$2,065
2%
$128,758
2%
2013
$2,021
—
$126,855
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 2281 Oakington St
2281 Oakington Street, Winter Garden, FL 34787 (MLS# S5148475) is a Single Family property with 3 bedrooms and 2 full bathrooms. 2281 Oakington Street is currently listed for $475,000 and was received on April 23, 2026. Want to learn more about 2281 Oakington Street? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

