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

$583,300

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

223 Windlestraw, Pittsboro, NC 27312

Est. Refi. Payment $3,519/mo*
Refinance Your Home
Currently Off Market - Sold Jun 2, 2026 for $580,000 (1% above list price)

Home Value

Trulia Estimate
$583K
Since last month
Increased$1K (+0.2%)
Since last year
Increased$74K (+14.5%)
Since last sale
Increased$900 (+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 +70% in the last 10 years
MonthEstimated value
2026
November 2026$581K
October 2026$584K
September 2026$580K
August 2026$576K
July 2026$578K
June 2026$580K
May 2026$576K
April 2026$577K
March 2026$519K
February 2026$510K
January 2026$492K
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
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
166 Wintersage, Pittsboro, NC
0.21
Single-Family Home
$360,000
09/10/26
3
2
1,756
109 Creekwood, Pittsboro, NC
0.36
Single-Family Home
$553,000
10/09/26
3
2
1,605
127 Creekwood, Pittsboro, NC
0.43
Single-Family Home
$645,000
12/15/25
3
2
2,047

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
224 Windlestraw, Pittsboro, NC 27312
0.02
$492,500
3
2
1,936
Off Market
222 Windlestraw, Pittsboro, NC 27312
0.02
$580,000
3
3
2,418
Recently Sold
216 Summerwood, Pittsboro, NC 27312
0.04
$475,600
2
2
2,002
Off Market
221 Windlestraw, Pittsboro, NC 27312
0.04
$482,000
3
2
1,722
Off Market
197 Weatherbend, Pittsboro, NC 27312
0.05
$625,400
3
2
2,015
Off Market
196 Weatherbend, Pittsboro, NC 27312
0.05
$451,000
3
2
1,675
Off Market
225 Windlestraw, Pittsboro, NC 27312
0.05
$506,000
2
2
1,940
Off Market
215 Summerwood, Pittsboro, NC 27312
0.05
$505,700
3
3
1,884
Off Market
195 Weatherbend, Pittsboro, NC 27312
0.06
$601,200
3
3
2,408
Off Market
226 Windlestraw, Pittsboro, NC 27312
0.06
$457,000
3
2
1,809
Off Market
217 Summerwood, Pittsboro, NC 27312
0.06
$452,900
3
3
1,732
Off Market
198 Weatherbend, Pittsboro, NC 27312
0.06
$504,000
3
2
2,283
Off Market
220 Windlestraw, Pittsboro, NC 27312
0.06
$431,100
3
2
1,476
Off Market
227 Windlestraw, Pittsboro, NC 27312
0.06
$533,300
3
2
1,960
Off Market
228 Windlestraw, Pittsboro, NC 27312
0.08
$403,700
2
2
1,564
Off Market
199 Weatherbend, Pittsboro, NC 27312
0.08
$742,700
3
3
2,260
Off Market
218 Summerwood, Pittsboro, NC 27312
0.08
$511,900
2
2
1,722
Off Market
194 Weatherbend, Pittsboro, NC 27312
0.08
$472,200
3
2
1,638
Off Market
233 Greystone, Pittsboro, NC 27312
0.08
$402,900
2
2.5
1,787
Off Market
219 Windlestraw, Pittsboro, NC 27312
0.08
$387,600
2
2
1,236
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 1983
0.64 acre lot
2,239 sqft
$259/sqft
Garage
HOA $26/mo

About this House

What's unique:High ceilingsParquet wood floorsBreakfast areaWelcoming foyerSeparate dining room
*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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $583,300, with a rent estimate of $2,574/month.
Last check for updates: about 12 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

Home Details for 223 Windlestraw

Interior Features

Interior Details
Basement: Crawl Space,Exterior Entry,Storage Space,Unfinished,Workshop,Encapsulated CrawlspaceNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Breakfast Room, Dining Room, Entrance Hall, Kitchen, Laundry, Living Room, Other, Sunroom
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2239 Square Feet
Appliances & Utilities
Appliances: Dryer, Dishwasher, Gas Range, Gas Water Heater, Refrigerator, Range Hood, 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 Room
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Parquet, Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Parquet, Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Deck, Front PorchFoundation: Other, Crawlspace
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas Open ParkingParking Spaces: 2Parking: Asphalt,Detached,Driveway,Garage Faces Front,Garage
Pool
Pool: Swimming Pool Com/Fee
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Community 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 ResidenceStructure 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
Status Change & Dates
Off Market Date: Fri Apr 24 2026Possession Timing: Negotiable

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 Pollard Middle SchoolHigh School: Chatham - Seaforth High School

Building

Building Area
Building Area: 2239 Square Feet

HOA

HOA Fee Includes: UnknownHOA Name: Fearrington FHAHOA Phone: 919-542-1603Has an HOAHOA Fee: $315/Annually

Lot Information

Lot Area: 0.64 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

BasementMls Number: 10161334Above Grade Unfinished Area: 2239

Additional Information

Source Internet Entire Listing Display

Price and Tax history

DateEventPrice
Jun 2, 2026
Source: Doorify MLS #10161334
Sold
$580,000
Apr 24, 2026
Source: Doorify MLS #10161334
Pending
$575,000
Apr 20, 2026
Source: Doorify MLS #10161334
Listed For Sale
$575,000

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

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.

Frequently asked questions about 223 Windlestraw

  • What is 223 Windlestraw estimated to be worth?
    Trulia's estimated value for 223 Windlestraw in Pittsboro, NC is $583,300.
  • What is the price history for 223 Windlestraw?
    223 Windlestraw in Pittsboro, NC last sold for $580,000 in June 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.
  • Does 223 Windlestraw have air conditioning?
    Yes, 223 Windlestraw in Pittsboro, NC has air conditioning.
  • Does 223 Windlestraw have a pool?
    Yes, 223 Windlestraw in Pittsboro, NC has a pool.

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