*Now Under Contract* 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.
Sold for $580,000
Zestimate®
$580,000
223 Windlestraw, Pittsboro, NC 27312
3beds
2,239sqft
Single Family Residence, Residential
Built in 1983
0.64 Acres Lot
$580,000 Zestimate®
$259/sqft
$2,497 Estimated rent
Home value
$580,000
$551,000 - $609,000
$2,497/mo
Zestimate® history
Owner options
List your home for rent
$2,497/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$2,497/mo
Rent Zestimate®
Refinance and save
$3,722/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$3,722/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
High ceilingsParquet wood floorsBreakfast areaWelcoming foyerSeparate dining room
Zillow last checked:
Listing updated:
Listed by:
Tony Hall 919-740-9611,
Berkshire Hathaway HomeService
Bought with:
Eddie ODea, 314121
Carolina Next Realty Group
Source: Doorify MLS,MLS#: 10161334
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Gas Range, Gas Water Heater, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry: Laundry Room, Sink
Features
- Bathtub/Shower Combination, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Shower Only, Walk-In Closet(s)
- Flooring: Parquet, Tile
- Windows: Skylight(s)
- Basement: Crawl Space, Exterior Entry, Storage Space, Unfinished, Workshop
- Has fireplace: Yes
- Fireplace features: Living Room
Interior area
- Total structure area: 2,239
- Total interior livable area: 2,239 sqft
- Finished area above ground: 2,239
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Asphalt, Detached, Driveway, Garage, Garage Faces Front
- Garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Deck, Front Porch
- Pool features: Swimming Pool Com/Fee
- Has view: Yes
Lot
- Size: 0.64 Acres
- Features: Wooded
Details
- Parcel number: 19123
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence, Residential
Materials
- Wood Siding
- Foundation: Other
- 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: $315 annually
- Services included: Unknown
Price history
| Date | Event | Price |
|---|---|---|
| 6/2/2026 | Sold | $580,000+0.9%$259/sqft |
Source:  Doorify MLS #10161334 Report a problem | ||
| 4/24/2026 | Pending sale | $575,000$257/sqft |
Source: Doorify MLS #10161334 Report a problem | ||
| 4/20/2026 | Listed for sale | $575,000$257/sqft |
Source: Doorify MLS #10161334 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,114 +19.6% | $563,715 +45.6% |
| 2024 | $3,439 +9.3% | $387,122 |
| 2023 | $3,147 +3.8% | $387,122 |
| 2022 | $3,031 +1.3% | $387,122 |
| 2021 | $2,992 +35% | $387,122 +35.9% |
| 2020 | $2,216 +5.7% | $284,893 |
| 2019 | $2,097 -3.5% | $284,893 |
| 2017 | $2,174 | $284,893 +2.9% |
| 2016 | $2,174 +2% | $276,821 |
| 2015 | $2,131 +3.6% | $276,821 |
| 2014 | $2,056 | $276,821 |
| 2013 | $2,056 | $276,821 |
| 2012 | -- | $276,821 |
| 2011 | -- | $276,821 |
| 2010 | -- | $276,821 |
| 2009 | -- | $276,821 +14.2% |
| 2008 | -- | $242,463 |
| 2007 | $1,713 +11.3% | $242,463 +3.5% |
| 2005 | $1,539 | $234,238 |
Find assessor info on the county website
Neighborhood: 27312
Nearby schools
GreatSchools rating
- 8/10Perry W Harrison ElementaryGrades: PK-5Distance: 4.3 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 W Harrison Elementary
- 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
$580,000
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
$580,000
- North Carolina
- Chatham County
- Pittsboro
- 27312
- 223 Windlestraw
Nearby cities
Nearby zip codes
Other Pittsboro Topics
