222 Windlestraw, Pittsboro, NC 27312
Property image
Property image
SOLD
JAN 29, 2026

$580,700

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,418 sqft (on 0.38 acres)

222 Windlestraw, Pittsboro, NC 27312

Est. Refi. Payment $3,504/mo*
Refinance Your Home
Currently Off Market - Sold Jan 29, 2026 for $580,000

Home Value

Trulia Estimate
$581K
Since last month
Increased$3K (+0.6%)
Since last year
Increased$7K (+1.2%)
Since last sale
Increased$1K (+0.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +71% in the last 10 years
MonthEstimated value
2026
November 2026$581K
October 2026$587K
September 2026$578K
August 2026$571K
July 2026$575K
June 2026$580K
May 2026$577K
April 2026$578K
March 2026$577K
February 2026$576K
January 2026$558K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
223 Windlestraw, Pittsboro, NC
0.02
Single-Family Home
$580,000
06/02/26
3
2
2,239
255 Fox Rdg, Pittsboro, NC
0.19
Single-Family Home
$580,000
09/02/26
3
2
1,777
251 Fox Rdg, Pittsboro, NC
0.21
Single-Family Home
$581,000
04/24/26
3
2
2,146
182 Hedgerow, Pittsboro, NC
0.18
Single-Family Home
$590,000
05/20/26
3
2
2,079
9 Matchwood, Pittsboro, NC
0.41
Single-Family Home
$630,000
05/29/26
3
3
2,769
260 Clover Thatch, Pittsboro, NC
0.17
Single-Family Home
$595,000
05/29/26
3
2
2,820
191 Weatherbend, Pittsboro, NC
0.15
Single-Family Home
$637,500
06/17/26
2
2
1,708
4 Macon, Pittsboro, NC
0.46
Single-Family Home
$655,000
08/28/26
3
2.5
2,037
564 Weathersfield, Pittsboro, NC
0.31
Single-Family Home
$460,000
06/17/26
3
2.5
2,485
70 Trestle Leaf, Pittsboro, NC
0.46
Single-Family Home
$515,000
06/02/26
3
2
1,764

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
221 Windlestraw, Pittsboro, NC 27312
0.02
$482,000
3
2
1,722
Off Market
223 Windlestraw, Pittsboro, NC 27312
0.02
$580,000
3
2
2,239
Recently Sold
216 Summerwood, Pittsboro, NC 27312
0.03
$475,600
2
2
2,002
Off Market
220 Windlestraw, Pittsboro, NC 27312
0.04
$431,100
3
2
1,476
Off Market
224 Windlestraw, Pittsboro, NC 27312
0.04
$492,500
3
2
1,936
Off Market
217 Summerwood, Pittsboro, NC 27312
0.04
$452,900
3
3
1,732
Off Market
227 Windlestraw, Pittsboro, NC 27312
0.05
$533,300
3
2
1,960
Off Market
215 Summerwood, Pittsboro, NC 27312
0.05
$505,700
3
3
1,884
Off Market
226 Windlestraw, Pittsboro, NC 27312
0.05
$457,000
3
2
1,809
Off Market
228 Windlestraw, Pittsboro, NC 27312
0.06
$403,700
2
2
1,564
Off Market
219 Windlestraw, Pittsboro, NC 27312
0.06
$387,600
2
2
1,236
Off Market
225 Windlestraw, Pittsboro, NC 27312
0.06
$506,000
2
2
1,940
Off Market
218 Summerwood, Pittsboro, NC 27312
0.06
$511,900
2
2
1,722
Off Market
197 Weatherbend, Pittsboro, NC 27312
0.07
$625,400
3
2
2,015
Off Market
196 Weatherbend, Pittsboro, NC 27312
0.07
$451,000
3
2
1,675
Off Market
229 Windlestraw, Pittsboro, NC 27312
0.07
$449,100
3
2
1,556
Off Market
198 Weatherbend, Pittsboro, NC 27312
0.08
$504,000
3
2
2,283
Off Market
233 Greystone, Pittsboro, NC 27312
0.08
$402,900
2
2.5
1,787
Off Market
195 Weatherbend, Pittsboro, NC 27312
0.08
$601,200
3
3
2,408
Off Market
214 Summerwood, Pittsboro, NC 27312
0.08
$460,900
3
2
1,908
Off Market

Local Information

  • Map ViewExplore the area around 222 Windlestraw.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1983
0.38 acre lot
2,418 sqft
$240/sqft
Garage

About this House

Soaring cathedral ceilings in most rooms gives an open & bright feel. Features include hardwood flrs, plantation shutters, 4 skylights, sunroom/den w/gas-log FP, waterfall and small pond in front, irrigation system to serve landscaped, fenced yard plus, a large deck with views of the wooded lot. Kitchen with SS refrigerator & dishwasher plus granite counters. All one level, 3 bedroom, 3 full bath home. Enjoy the quiet cul-de-sac location in Fearrington Village with many activities for all.
222 Windlestraw, Pittsboro, NC 27312 is a 3 bedroom, 3 bathroom, 2,418 sqft single-family home built in 1983. It last sold for $580,000 on Jan 29, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $580,700, with a rent estimate of $2,623/month.

Home Details for 222 Windlestraw

Interior Features

Heating & Cooling
Heating: Forced Air, Electric, GasHeating Fuel: Forced Air
Interior Details
Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
Cable ReadyDishwasherRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
DeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Price & Status

Price
Price Per Sqft: $240/sqft

Lot Information

Lot Area: 0.38 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Jan 29, 2026
Source: N/A
Sold
$580,000
Nov 1, 2018
Source: N/A
Sold
$426,500
Sep 12, 2018
Source: Agent Provided
Pending
$426,500
Sep 6, 2018
Source: Agent Provided
Listed For Sale
$426,500
May 4, 2006
Source: N/A
Sold
$228,500

Market trends in Pittsboro

Last updated October 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
152
2MoM
Sourced by Trulia Market Trends

Around this home

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.
  • Peg Neral Helminski
    "Sidewalks and tree-lined streets!"
    0
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 222 Windlestraw

  • What is 222 Windlestraw estimated to be worth?
    Trulia's estimated value for 222 Windlestraw in Pittsboro, NC is $580,700.
  • What is the price history for 222 Windlestraw?
    222 Windlestraw in Pittsboro, NC last sold for $580,000 in January 2026.
  • Is Pittsboro a buyer's or seller's market?
    Pittsboro is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Pittsboro?
    Residents describe Pittsboro, NC as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Pittsboro, NC.
  • How big is the lot at 222 Windlestraw?
    The lot at 222 Windlestraw in Pittsboro, NC is about 0.38 acres (16,552 sq ft).
  • Does 222 Windlestraw have a garage?
    Yes, 222 Windlestraw in Pittsboro, NC has a garage.

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