223 Windlestraw, Pittsboro, NC 27312
Property image
Property image
SOLD
JUN 2, 2026

223 Windlestraw
Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,239 sqft (on 0.64 acres)

$580,000

Last Sold: Jun 2, 2026
1% over list $575K
$259/sqft
Est. Refi. Payment $3,283/mo*
Refinance Your Home

$580,000

Last Sold: Jun 2, 2026
1% over list $575K
$259/sqft
Est. Refi. Payment $3,283/mo*
Refinance Your Home
3 Beds
2 Baths
2,239 sqft
(on 0.64 acres)

Local Information

  • Map ViewExplore the area around 223 Windlestraw.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

*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.
223 Windlestraw, Pittsboro, NC 27312 is a 3 bedroom, 2 bathroom, 2,239 sqft single-family home built in 1983. It last sold for $580,000 on Jun 2, 2026 (1% above the $575,000 asking price). It is currently off market. The Trulia Estimate is $580,000, with a rent estimate of $2,497/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
$26/Monthly
Price/Sqft
$259/sqft
Listed
76 days ago

Home Details for 223 Windlestraw

Interior Features

Interior Details
Basement: Crawl Space, Exterior Entry, Storage Space, Unfinished, WorkshopNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2239 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Gas Range, Gas Water Heater, Range Hood, Refrigerator, Stainless Steel Appliance(s), WasherDishwasherDryerLaundry: Laundry Room,SinkRefrigeratorWasher
Heating & Cooling
Heating: Forced Air, Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Fireplace: Living RoomHas a Fireplace
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Parquet, Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Parquet, Tile
View
Has a View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Deck, Front PorchFoundation: OtherNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageParking Spaces: 2Parking: Asphalt,Detached,Driveway,Garage,Garage Faces Front
Pool
Pool: Swimming Pool Com/Fee
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2239 Square Feet

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialStructure Type: Site BuiltArchitecture: Contemporary
Building
Construction Materials: Wood SidingNot a New Construction
Property Information
Parcel Number: 19123

Price & Status

Price
List Price: $575,000Price Per Sqft: $259/sqft

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: PittsboroCommunity: Fearrington
School Information
Elementary School: Chatham - Perry W Harrison ElementaryJr High / Middle School: Chatham - Margaret B PollardHigh School: Chatham - Seaforth

Building

Building Area
Building Area: 2239 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: UnknownHas an HOAHOA Fee: $315/Annually

Lot Information

Lot Area: 0.64 acres

Listing Info

Special Conditions: Standard

Miscellaneous

BasementMls Number: 10161334Above Grade Unfinished Area: 2239

Additional Information

Source Internet Entire Listing Display
Last check for updates: about 14 hours ago
Listed by Tony Hall, (919) 740-9611
Berkshire Hathaway HomeService
Bought with: Eddie ODea, (407) 222-8911, Carolina Next Realty Group
Source: Doorify MLS, MLS#10161334

Price History for 223 Windlestraw

DatePriceEventSource
06/02/2026$580,000Sold
Doorify MLS #10161334
04/24/2026$575,000PendingDoorify MLS #10161334
04/20/2026$575,000Listed For SaleDoorify MLS #10161334

Market trends in Pittsboro

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$589K
$21.67KMoM
Sale-to-List Price
98.3%
Price per sq ft
$249
$1MoM
Available listings
142
7MoM
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Property Tax and Assessment

Year2025
Tax$4,114
Assessment$563,715
Home facts updated by county records

Comparable Sales for 223 Windlestraw

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
182 Hedgerow, Pittsboro, NC
0.16
Single-Family Home
$590,000
05/20/26
3
2
2,079
260 Clover Thatch, Pittsboro, NC
0.19
Single-Family Home
$595,000
05/29/26
3
2
2,820
251 Fox Rdg, Pittsboro, NC
0.21
Single-Family Home
$581,000
04/24/26
3
2
2,146
191 Weatherbend, Pittsboro, NC
0.12
Single-Family Home
$637,500
06/17/26
2
2
1,708
70 Trestle Leaf, Pittsboro, NC
0.41
Single-Family Home
$515,000
06/02/26
3
2
1,764
127 Creekwood, Pittsboro, NC
0.43
Single-Family Home
$645,000
12/15/25
3
2
2,047

Nearby homes

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Assigned Schools

These are the assigned schools for 223 Windlestraw.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Pittsboro

At least 45 Trulia users voted on each feature.

  • 96 % Say car is needed

  • 91 % Say parking is easy

  • 88 % Say yards are well-kept

  • 87 % Say there's holiday spirit

  • 87 % Say it's dog friendly

  • 84 % Say people would walk alone at night

  • 82 % Say there's wildlife

  • 73 % Say neighbors are friendly

  • 73 % Say it's quiet

  • 63 % Say kids play outside

  • 57 % Say they plan to stay for at least 5 years

  • 56 % Say streets are well-lit

  • 50 % Say there are community events

  • 32 % Say there are sidewalks

  • 31 % Say it's walkable to restaurants

  • 15 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Daniela Speer
    "Many walk their dogs daily, and they respect their neighbors property by picking up after their dogs."
    0
    Flag
  • Kapreshia C.
    "Small children running and playing in the culdesac. Quiet neighborhood with no commotion, minimal to no crime in Pittsboro. Pittsboro Elementary school directly across the street."
    3
    Flag
  • Rmstein.83
    "I have lived in this neighborhood for four years and love living in a neighborhood with a country environment, chickens clucking, birds singing, barns in the distance, etc..."
    2
    Flag
  • James K.
    "very liberal area... nice views with the Haw River, Jordan lake... quaint downtown. there's a lot of improvements coming with the construction of Chatham park."
    0
    Flag
  • Daniela
    "Custom homes, no 2 are alike, acre lots, beautiful trees, perfect sunrises and sunsets, wonderful neighbors!!!"
    1
    Flag
  • James K.
    "this neighborhood is tucked away and had beautiful views. the are large and there is a lot of green space and trees. it's very quiet which allows for quite evenings on the front porch. there is very little through traffic."
    0
    Flag
  • Trulia User
    "Easy access to Pittsboro and Chapel Hill. Traffic moves smoothly, rarely experience extended slow downs. Traffic lights well synced. "
    1
    Flag
  • Andre B. D.
    "country roads to work for a nice calm drive. very rarely any traffic. wildlife and river crossings along the way."
    0
    Flag
  • Leah H.
    "All of my neighbors are awesome. This neighborhood is super friendly and there are lots of families with children. There is a good range of younger families and older adults. "
    0
    Flag
  • Andre B. D.
    " laid back and progressive at the same time. the city area is fun and quaint. you can live 5 minutes from town and be in the country away from everything. "
    0
    Flag
  • Michael D.
    "Pittsboro is awesome place to live new and up and coming parks and already has great vibe and atmosphere in town"
    0
    Flag
  • Jjoyms1
    "There’s a wonderful family atmosphere here with a Small town feel, and a variety of locally owned restaurants and shops."
    2
    Flag
  • Carol A. G.
    "Live in Fearrington Village and love it! Great neighborhoods, easy to assimilate, beautiful wooded countryside. walking paths & trails."
    0
    Flag
  • A L. T.
    "We purchased a home just off of the Haw River & couldn't be more pleased about it. Accessibility to so many different highways makes it easy to commute to several surrounding areas to include: Chapel Hill, Raleigh, Durham, Apex, Cary, Southern Pines just to name a few. Small town with a lot to offer. The projected growth in the area is quite overwhelming. Hoping the community pushes green building practices as much as possible seeing as it will be along the Haw River and Jordan Lake. "
    0
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  • Laurie J.
    "I live in Chapel Ridge Golf Community. We have so many activities going on here, that you rarely need to leave the community. Pool, Exercise Room, Homeowners Clubhouse, golf course, tennis, lessons for kids, holiday activities and parties, book clubs, wine club, dinner clubs, poker group. Easy to start a new group. Prettiest views in the area, and no traffic."
    0
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Homes for sale near 223 Windlestraw

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Off Market Homes Near 223 Windlestraw

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The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
Copyright 2026 Doorify MLS of North Carolina. All rights reserved.