Date
Details
Price
Change
Source
4/20/2026
Listed
$575,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$575,000 Just Listed
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Property Description
223 Windlestraw sits on a deep, wooded lot offering exceptional privacy and scenic views in the Fearrington Village Historic District. This one-level contemporary home features high ceilings, abundant natural light from expansive windows, and parquet wood floors. A front walkway leads to a deck with seating and a welcoming foyer that opens to a spacious living room with a fireplace, along with a separate dining room. The remodeled kitchen includes stainless-steel appliances, a breakfast area, and adjacent laundry room with ample pantry storage. The primary suite, located at the rear of the home, offers a private bath and two walk-in closets, complemented by two additional bedrooms and a full bath. A sunroom with three walls of windows overlooks the natural landscape. An oversized two-car garage with workshop space is connected by a covered walkway, and a lower-level workshop/storage area opens to the backyard. The mature landscaping - featuring rhododendrons, camellias, azaleas, dogwoods, and a cherry tree - ensures seasonable color from late winter through summer, with brick walkways and a patio completing the setting.
Full Property Details
Full Property Details for 223 Windlestraw
General
- Price: $575,000
- HOA FEE: $26/month
- HOA FEE FREQ.: Annually
- Taxes: $4,114
- Status: Active
- Type: Single Family
- Source: 2218
- MLS ID: 10161334
- Updated: Today (4/20/2026)
- Added to Site: Today
Interior
- Number of Rooms: 8
- Interior Features: Bathtub/Shower Combination, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Shower Only, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Living Room
- Appliances: Dishwasher, Dryer, Gas Range, Gas Water Heater, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer
- Flooring: Parquet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room, Sink
Additional Information
- Pool Description: Swimming Pool Com/Fee
Exterior
- Porch/Patio/Deck: Covered, Deck, Front Porch
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Asphalt, Detached, Driveway, Garage, Garage Faces Front
Location
- County: Chatham
- Subdivision: Fearrington
- Driving Directions: 15-501 to Village Way, left on Beechmast, left on Windlestraw
School Information
- Elementary School: Chatham - Perry Harrison
- Middle School: Chatham - Margaret B Pollard
- High School: Chatham - Seaforth
Community
- Association: Yes
- Assoc. Fees Include: Unknown
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Air
- Heating Type: Forced Air, Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Contemporary
- Structure Type: Site Built
- Exterior Const.: Wood Siding
- Basement: Yes
- Basement Desc.: Crawl Space, Exterior Entry, Storage Space, Unfinished, Workshop
- Roof: Shingle
- Windows: Skylight(s)
- Building Size: 2239
- Square Feet: 2,239
- Finished Above Grnd: 2,239 Sq. Ft.
- Year Built: 1983
Lot Features
- Lot Size (Acres): 0.64
- Lot Size (Sq. Ft.): 27,878.4
- Lot Features: Wooded
Financial Considerations
- Association Fee: $315
- Assoc Fee Freq.: Annually
- Tax Amount: $4,114
Disclosures and Reports
- Special Conditions: Standard
- Property ID: 19123
- Lot Number: 223
Listed by Berkshire Hathaway HomeService, Tony Hall (919) 740-9611
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Listing agent
— 223 Windlestraw —
Tony Hall
Berkshire Hathaway HomeService
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 223 Windlestraw
School District:Chatham County Schools
| Name | Grades | Distance |
|---|---|---|
Perry W Harrison Elementary 2655 Hamlets Chapel Road, Pittsboro, NC 27312 | PK-5 | 4.3 mi |
Margaret B. Pollard Middle School 185 Granite Mill Boulevard, Chapel Hill, NC 27516 | 6-8 | 2 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 223 Windlestraw
Tax History
Tax History for 223 Windlestraw
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,114
20%
$563,715
46%
2024
$3,439
5%
$387,122
—
2023
$3,284
5%
$387,122
—
2021
$3,117
-1%
$387,122
—
2022
$3,156
1%
$387,122
36%
2021
$3,117
33%
$284,893
—
2019
$2,341
8%
$284,893
—
2017
$2,174
2%
$284,893
3%
2016
$2,131
2%
$276,821
—
2015
$2,098
2%
$276,821
—
2013
$2,056
—
$276,821
—
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 223 Windlestraw
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- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 3Total Baths
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223 Windlestraw, Pittsboro, NC 27312 (MLS# 10161334) is a Single Family property with 3 bedrooms and 2 full bathrooms. 223 Windlestraw is currently listed for $575,000 and was received on April 20, 2026. Want to learn more about 223 Windlestraw? Do you have questions about finding other Single Family real estate for sale in Williamsburg Commons? You can browse all Williamsburg Commons real estate or contact a Coldwell Banker agent to request more information.