One-level contemporary home in the Fearrington Historic District! This home features an entry foyer that opens to a large living room with high ceilings, built-ins, a gas fireplace, and many windows with lovely, wooded views. There is a formal dining area plus a breakfast nook with a bay window in the kitchen. The spacious kitchen features an island and good counter and cabinet space. A laundry room with a freezer adjoins the kitchen. The primary bedroom has good closet space and a beautifully updated private bath with a tile shower. There are two additional bedrooms and another full bathroom. The sunroom has two walls with windows and a door that opens to a fenced area in the back yard. A covered walkway leads to the two-car garage with a storage room, workbench, skylight, and updated lighting. The covered front porch has phantom screen. Brick patio. Generator. Quiet, low-traffic cul-de-sac that is convenient to the village shops and swim club.
Sold for $532,500
$532,500
227 Windlestraw, Pittsboro, NC 27312
3beds
1,960sqft
Single Family Residence, Residential
Built in 1983
-- sqft lot
$532,300 Zestimate®
$272/sqft
$2,539 Estimated rent
Home value
$532,300
$479,000 - $591,000
$2,539/mo
Zestimate® history
Owner options
List your home for rent
$2,539/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$2,539/mo
Rent Zestimate®
Refinance and save
$3,434/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$3,434/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Gas fireplaceHigh ceilingsCovered front porchBrick patioUpdated lightingTile showerCovered walkway
Zillow last checked:
Listing updated:
Listed by:
Tony Hall 919-740-9611,
Tony Hall & Associates
Bought with:
Brigitte J Condoret, 298447
Century 21 Southern Lifestyles
Source: Doorify MLS,MLS#: 10127366
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Electric, Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Disposal, Dryer, Freezer, Gas Water Heater, Range Hood, Refrigerator, Washer
- Laundry: Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, High Ceilings, Kitchen Island, Open Floorplan
- Flooring: Carpet, Hardwood, Parquet, Tile, Vinyl
- Windows: Bay Window(s), Skylight(s)
- Basement: Crawl Space
- Number of fireplaces: 1
- Fireplace features: Gas
Interior area
- Total structure area: 1,960
- Total interior livable area: 1,960 sqft
- Finished area above ground: 1,960
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Detached, Driveway, Garage, Garage Faces Front, Workshop in Garage
- Garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Front Porch, Patio, Porch
- Pool features: Swimming Pool Com/Fee
- Fencing: Back Yard
- Has view: Yes
Lot
- Features: Cul-De-Sac, Wooded
Details
- Parcel number: 0019167
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence, Residential
Materials
- Masonite, Wood Siding
- Roof: Shingle
Condition
- New construction: No
- Year built: 1983
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Location
- Region: Pittsboro
- Subdivision: Fearrington
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $300 annually
- Services included: None
Price history
| Date | Event | Price |
|---|---|---|
| 11/24/2025 | Sold | $532,500-3.2%$272/sqft |
Source:  Doorify MLS #10127366 Report a problem | ||
| 10/28/2025 | Pending sale | $550,000$281/sqft |
Source: Doorify MLS #10127366 Report a problem | ||
| 10/13/2025 | Listed for sale | $550,000+9.5%$281/sqft |
Source: Doorify MLS #10127366 Report a problem | ||
| 5/23/2025 | Sold | $502,500+0.5%$256/sqft |
Source: Doorify MLS #10088938 Report a problem | ||
| 4/21/2025 | Pending sale | $500,000$255/sqft |
Source: Doorify MLS #10088938 Report a problem | ||
| 4/11/2025 | Listed for sale | $500,000+110.5%$255/sqft |
Source: Doorify MLS #10088938 Report a problem | ||
| 3/28/2012 | Listing removed | $237,500+5.6%$121/sqft |
Source: Realty World Carolina Properties #1783268 Report a problem | ||
| 12/5/2011 | Sold | $225,000-5.3%$115/sqft |
Source: Public Record Report a problem | ||
| 10/2/2011 | Price change | $237,500-4.6%$121/sqft |
Source: Realty World Carolina Properties #1783268 Report a problem | ||
| 6/4/2011 | Listed for sale | $249,000$127/sqft |
Source: Realty World: Carolina Properties #1783268 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,409 +18.5% | $463,227 +44.3% |
| 2024 | $2,876 +10.2% | $321,105 |
| 2023 | $2,611 +3.8% | $321,105 |
| 2022 | $2,514 +1.3% | $321,105 |
| 2021 | $2,482 +30.2% | $321,105 +31.1% |
| 2020 | $1,906 +5.7% | $244,975 |
| 2019 | $1,803 | $244,975 |
| 2017 | -- | $244,975 +2.9% |
| 2016 | -- | $238,080 |
| 2015 | -- | $238,080 |
| 2014 | -- | $238,080 |
| 2013 | -- | $238,080 |
| 2012 | -- | $238,080 |
| 2011 | -- | $238,080 |
| 2010 | -- | $238,080 |
| 2009 | -- | $238,080 +14.1% |
| 2008 | -- | $208,584 |
| 2007 | $1,473 +7.5% | $208,584 |
| 2005 | $1,370 | $208,584 |
Find assessor info on the county website
Neighborhood: 27312
Nearby schools
GreatSchools rating
- 8/10Perry W Harrison ElementaryGrades: PK-5Distance: 4.4 mi
- 6/10Margaret B. Pollard Middle SchoolGrades: 6-8Distance: 2 mi
- 6/10Seaforth HighGrades: 9-12Distance: 5 mi
Schools provided by the listing agent
- Elementary: Chatham - Perry Harrison
- Middle: Chatham - Margaret B Pollard
- High: Chatham - Seaforth
Source: Doorify MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$532,300
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$532,300
- North Carolina
- Chatham County
- Pittsboro
- 27312
- 227 Windlestraw
Nearby cities
Nearby zip codes
Other Pittsboro Topics
