220 Windlestraw, Pittsboro, NC 27312
Property image
Property image
OFF MARKET

220 Windlestraw
Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,476 sqft (on 0.44 acres)

$438,000

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $2,540/mo*
Refinance Your Home

$438,000

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $2,540/mo*
Refinance Your Home
3 Beds
2 Baths
1,476 sqft
(on 0.44 acres)

Home Value

Trulia Estimate
$438K
Since last month
$100 (0%)
Since last year
Increased$2K (+0.4%)
Since last sale
Increased$120K (+37.8%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$438K
July 2026$438K
June 2026$440K
May 2026$441K
April 2026$449K
March 2026$443K
February 2026$436K
January 2026$423K
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
0.06
Single-Family Home
$580,000
06/02/26
3
2
2,239
222 Windlestraw, Pittsboro, NC
0.04
Single-Family Home
$580,000
01/29/26
3
3
2,418
251 Fox Rdg, Pittsboro, NC
0.21
Single-Family Home
$581,000
04/24/26
3
2
2,146
182 Hedgerow, Pittsboro, NC
0.21
Single-Family Home
$590,000
05/20/26
3
2
2,079
69 Trestle Leaf, Pittsboro, NC
0.48
Single-Family Home
$522,000
10/14/25
3
2
1,680
260 Clover Thatch, Pittsboro, NC
0.14
Single-Family Home
$595,000
05/29/26
3
2
2,820
70 Trestle Leaf, Pittsboro, NC
0.47
Single-Family Home
$515,000
06/02/26
3
2
1,764
143 Hedgerow, Pittsboro, NC
0.35
Single-Family Home
$470,000
04/21/26
3
2
1,748
191 Weatherbend, Pittsboro, NC
0.18
Single-Family Home
$637,500
06/17/26
2
2
1,708
150 Tinderwood, Pittsboro, NC
0.29
Single-Family Home
$419,000
05/27/26
2
2
1,508

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
227 Windlestraw, Pittsboro, NC 27312
0.05
$532,500
3
2
1,960
Recently Sold
266 Clover Thatch, Pittsboro, NC 27312
0.06
$456,000
3
2
1,474
Off Market
217 Summerwood, Pittsboro, NC 27312
0.03
$452,300
3
3
1,732
Off Market
223 Windlestraw, Pittsboro, NC 27312
0.06
$580,000
3
2
2,239
Recently Sold
270 Quail Run, Pittsboro, NC 27312
0.11
$519,000
3
2
1,825
Off Market
196 Weatherbend, Pittsboro, NC 27312
0.11
$452,200
3
2
1,675
Off Market
260 Clover Thatch, Pittsboro, NC 27312
0.14
$595,000
3
2
2,820
Recently Sold
199 Weatherbend, Pittsboro, NC 27312
0.11
$746,000
3
3
2,260
Off Market
210 Hollyhock, Pittsboro, NC 27312
0.14
$454,600
3
2
1,756
Off Market
243 Fox Rdg, Pittsboro, NC 27312
0.18
$461,300
2
2
1,353
Off Market
374 Wintercrest W, Pittsboro, NC 27312
0.17
$408,300
3
2
1,841
Off Market
252 Fox Rdg, Pittsboro, NC 27312
0.19
$367,800
2
2
2,002
Off Market

Local Information

  • Map ViewExplore the area around 220 Windlestraw.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1982
Lot Size
0.44 acres
Living Area
1,476 sqft
Price/Sqft
$297
Parking
Garage

About this House

Newly renovated kitchen, new carpeting and tiled floors, new interior paint, 2 car garage, 2 screened-in porches, located on a wooded lot with ample privacy in Fearrington Village.
220 Windlestraw, Pittsboro, NC 27312 is a 3 bedroom, 2 bathroom, 1,476 sqft single-family home built in 1982. It last sold for $317,900 on Nov 12, 2020. More recently, it was listed as a rental in January 2021 with an asking price of $1,800 per month. That rental listing was removed on January 18, 2021. It is currently off market. The Trulia Estimate is $438,000, with a rent estimate of $2,023/month.

Home Details for 220 Windlestraw

Interior Features

Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
DryerWasher
Levels, Entrance, & Accessibility
Floors: Tile, Carpet

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Building

Levels, Entrance, & Accessibility
Disabled Access

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Lot Information

Lot Area: 0.44 acres

Price and Tax history

DateEventPrice
Jan 18, 2021
Source: Zillow Rental Manager
ListingRemoved
Jan 1, 2021
Source: Zillow Rental Manager
Listed For Rent
$1,800
Nov 12, 2020
Source: Doorify MLS #2349939
Sold
$317,900
Oct 27, 2020
Source: Agent Provided
Pending
$317,900
Oct 22, 2020
Source: Agent Provided
Listed For Sale
$317,900

Market trends in Pittsboro

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$600K
$8.33KMoM
Sale-to-List Price
99.1%
0.4%MoM
Price per sq ft
$253
$9MoM
Available listings
128
15MoM

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.
  • 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
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 220 Windlestraw

  • What is 220 Windlestraw estimated to be worth?
    Trulia's estimated value for 220 Windlestraw in Pittsboro, NC is $438,000.
  • What is the price history for 220 Windlestraw?
    220 Windlestraw in Pittsboro, NC last sold for $317,900 in November 2020.
  • Is Pittsboro a buyer's or seller's market?
    Pittsboro is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Pittsboro?
    The median sale price in Pittsboro is $600K. That is up $8.33K from the prior month.
  • Does 220 Windlestraw have laundry facilities?
    Yes, 220 Windlestraw in Pittsboro, NC has in-unit laundry.
  • How big is the lot at 220 Windlestraw?
    The lot at 220 Windlestraw in Pittsboro, NC is about 0.44 acres (19,035 sq ft).

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