Off market may 2004 for $253K

$603,737

Est. refi paymentEst. refi $1,676/mo

•

2,262

sq ft

165 Winthrop Rd, Pittsboro, NC 27312

About this home

Single-familyProperty Type

2004Year Built

1.1 acresLot Size

$267Est. Price/Sq.Ft.

2 car garageParking

Listed by Maggie Considine • Coldwell Banker HPW

Bought with Maggie Considine • Coldwell Banker HPW

Redfin checked: 4 minutes ago

•Source:TMLS #715996

Redfin Estimate

$603,737

$351K since sold in May 2004$2,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.1% lower than the average sale price ($630K) of 6 comparable homes.

BOUGHT WITH REDFIN JUL 29, 2026
$600,000
A
3 beds2.5 baths2,232 sq ft
64 Winthrop Rd, Pittsboro, NC 27312
SOLD AUG 3, 2026
$575,000
B
3 beds2 baths2,511 sq ft
556 Jamestown Rd, Pittsboro, NC 27312
SOLD NOV 2, 2026
$625,000
C
3 beds2.5 baths2,278 sq ft
22 Treywood Ln, Chapel Hill, NC 27516
SOLD AUG 21, 2026
$735,000
D
3 beds2.5 baths2,560 sq ft
20 Tarwick Ave, Chapel Hill, NC 27516
SOLD MAY 27, 2026
$702,500
E
3 beds2.5 baths2,313 sq ft
485 Wildwind Dr, Chapel Hill, NC 27516
SOLD AUG 3, 2026
$540,000
F
3 beds2.5 baths2,182 sq ft
504 Beacon Ridge Blvd, Chapel Hill, NC 27516

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Earn from this home

Sell

$492,998

Est. take-home

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Est. cash available

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Rent

$2,366/mo

Redfin rental estimate

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Market trends in 27312, NC

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.3%

+0.3% MoM

Median sale price

$580K

$76K MoM

Avg. days on market

44d

12 days MoM

Recently sold homes

130

13 MoM

New listings for sale

NEW 2 HRS AGO
$725,000
3 beds2.5 baths2,848 sq ft
27 W Madison, Pittsboro, NC 27312
OPEN SAT, 2PM TO 4PM
$375,000
3 beds2 baths1,295 sq ft
1075 Lamont Norwood Rd, Pittsboro, NC 27312
NEW 20 HRS AGO
$775,000
3 beds3 baths3,211 sq ft
2583 Old Graham Rd, Pittsboro, NC 27312
$405,000
3 beds2.5 baths1,884 sq ft
152 Norwell Ln, Pittsboro, NC 27312
3D WALKTHROUGH
$433,500
3 beds2.5 baths1,959 sq ft
77 Hawks Spiral Way, Pittsboro, NC 27312
3D WALKTHROUGH
$750,000
3 beds2.5 baths2,971 sq ft
767 Redbud, Pittsboro, NC 27312
$370,000
2 beds2 baths1,142 sq ft
464 Nc-902, Pittsboro, NC 27312
3D WALKTHROUGH
$1,250,000
3 beds3.5 baths3,072 sq ft
1258 Jay Shambley Rd, Pittsboro, NC 27312
3D WALKTHROUGH
$799,900
3 beds3 baths2,665 sq ft
33 Imagine Way, Pittsboro, NC 27312
3D WALKTHROUGH
$475,000
3 beds2.5 baths1,888 sq ft
499 Wendover Pkwy, Pittsboro, NC 27312
See all

Provided by Redfin

Sale history for 165 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,579 (+28.9%)

$85,114 + $402,285

$487,399

2024

$2,776 (+4.7%)

$85,114 + $402,285

$487,399

2023

$2,653 (+4.1%)

$67,162 + $242,272

$309,434

2022

$2,548 (+1.2%)

$67,162 + $242,272

$309,434

2021

$2,517 (+9.8%)

$67,162 + $242,272

$309,434

2020

$2,292

$67,162 + $242,272

$309,434

2019

$2,292 (+6.0%)

$52,162 + $226,326

$278,488

2017

$2,161 (−0.7%)

$52,162 + $226,326

$278,488

2016

$2,176 (+1.5%)

$52,162 + $226,326

$278,488

2015

$2,143 (+2.0%)

$52,162 + $226,326

$278,488

2014

$2,101

$52,162 + $226,326

$278,488

2013

$2,102

$52,162 + $226,326

$278,488

2012

$2,102 (+3.0%)

$52,162 + $226,326

$278,488

2011

$2,041

$52,162 + $226,326

$278,488

Tax history for 165 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,579 (+28.9%)

$85,114 + $402,285

$487,399

2024

$2,776 (+4.7%)

$85,114 + $402,285

$487,399

2023

$2,653 (+4.1%)

$67,162 + $242,272

$309,434

2022

$2,548 (+1.2%)

$67,162 + $242,272

$309,434

2021

$2,517 (+9.8%)

$67,162 + $242,272

$309,434

2020

$2,292

$67,162 + $242,272

$309,434

2019

$2,292 (+6.0%)

$52,162 + $226,326

$278,488

2017

$2,161 (−0.7%)

$52,162 + $226,326

$278,488

2016

$2,176 (+1.5%)

$52,162 + $226,326

$278,488

2015

$2,143 (+2.0%)

$52,162 + $226,326

$278,488

2014

$2,101

$52,162 + $226,326

$278,488

2013

$2,102

$52,162 + $226,326

$278,488

2012

$2,102 (+3.0%)

$52,162 + $226,326

$278,488

2011

$2,041

$52,162 + $226,326

$278,488

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

—

Stories

1.5

Lot width

—

Lot depth

—

Lot size

1.17 Acres

Year renovated

2004

Sq. Ft.

2,000

Year built

2004

Style

Single Family Residential

County

Chatham County

APN

0078361

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 19, 2026.

Property details

Parking

Parking Information
Garage Spaces: 2
Parking Features: Garage, Garage Door Opener

Interior

Bathroom Information
Bathrooms Full: 2
Bathrooms Half: 1

Bedroom Information
Bedrooms Total: 3

Interior Features
Appliances: Dishwasher, Electric Range, Electric Water Heater, Microwave, Plumbed For Ice Maker, Range Hood
Window Features: Insulated Windows
Laundry Features: Main Level
Interior Features: Ceiling Fan(s), High Ceilings, Primary Downstairs, Separate Shower, Soaking Tub, Walk-In Closet(s)
Fireplace: Yes
Fireplace Features: Gas Log
Fireplaces Total: 1
Flooring: Carpet, Ceramic Tile, Combination, Hardwood, Tile, Wood

Room Information
Crawl Space

Exterior

Building Information
Construction Materials: Fiber Cement
Building Area Total: 2262.0
Builder Name: Stone Builders
Structure Type: Site Built

Exterior Features
Patio and Porch Features: Deck, Porch
Exterior Features: Rain Gutters

Property information
Above Grade Finished Area: 2262.0
Below Grade Finished Area: 0.0
Levels: Two
Ownership Type: Other

Lot Information
Lot Size Acres: 1.1
Lot Size Area: 1.1
Lot Size Dimensions: 0
Lot Size Square Feet: 47916.0
Lot Size Units: Acres

Financial

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Sewer: Septic Tank
Water Source: Public

Heating & Cooling
Heating: Yes
Heating Information: Electric, Forced Air, Zoned
Cooling: Yes
Cooling Information: Central Air

Location

School Information
Elementary School: Chatham - Perry Harrison
Middle Or Junior School: Chatham - Perry Harrison
High School: Chatham - Northwood

Location Information
County Or Parish: Chatham
Directions: 15-501 to Manns Chapel Rd, R on Dover into Peppertree neighborhood, L Winthrop.
Latitude: 35.812713
Longitude: -79.156837
Postal Code: 27312

Public facts

Beds: 3
Baths: —
Sq. Ft.: 2,000
Stories: 1.5
Lot Size: 1.17 acres
Style: Single Family Residential
Year Built: 2004
Year Renovated: 2004
County: Chatham County
APN: 0078361

Home facts updated by county records on Oct 19, 2026

Other

hidden custom fields
Main Level

Listing Date Information
Photos Change Timestamp: 2023-09-15T21:10:03Z
Price Change Timestamp: 2023-09-15T21:10:02Z

Listing Price Information
Previous List Price: 151900.0

Around this home

Schools

K - 12
Preschool & daycare

Perry W Harrison Elementary

Public PreK-5 • Assigned • 0.3mi

8/10

Margaret B. Pollard Middle School

Public 6-8 • Assigned • 2.5mi

6/10

Northwood High

Public 9-12 • Assigned • 4.0mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 105° expected this year, 17 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Pittsboro, NC • 27312

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 5.1 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$574,000 – $695,000

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New listings for sale in 27312

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3D WALKTHROUGH

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Home values near 165 Winthrop Rd

Data from public records.

Address	Redfin Estimate
183 Winthrop Road, Pittsboro, NC 4 Beds \| - Baths \| 2282 Sq. Ft.	$619,077
93 Winthrop Road, Pittsboro, NC 3 Beds \| 2.5 Baths \| 2190 Sq. Ft.	$576,197
21 Winthrop Road, Pittsboro, NC 3 Beds \| 3.5 Baths \| 3815 Sq. Ft.	$857,144
80 Winthrop Road, Pittsboro, NC 3 Beds \| 2 Baths \| 2204 Sq. Ft.	$615,068
97 Dover Road, Pittsboro, NC 3 Beds \| 2.5 Baths \| 2056 Sq. Ft.	$540,262
2914 Hamlets Chapel Road, Pittsboro, NC 3 Beds \| - Baths \| 1118 Sq. Ft.	$631,801

Address	Redfin Estimate
181 Winthrop Road, Pittsboro, NC 4 Beds \| 2.5 Baths \| 2094 Sq. Ft.	$470,047
98 Winthrop Road, Pittsboro, NC 3 Beds \| 2.5 Baths \| 2334 Sq. Ft.	$646,904
184 Winthrop Road, Pittsboro, NC 3 Beds \| - Baths \| 2040 Sq. Ft.	$547,293
64 Winthrop Road, Pittsboro, NC 3 Beds \| 2.5 Baths \| 2232 Sq. Ft.	$614,615
2834 Hamlets Chapel Road, Pittsboro, NC 2 Beds \| - Baths \| 1000 Sq. Ft.	$256,994

Address	Redfin Estimate
182 Winthrop Road, Pittsboro, NC 4 Beds \| 3 Baths \| 2695 Sq. Ft.	$667,586
123 Winthrop Road, Pittsboro, NC 4 Beds \| 2.5 Baths \| 2133 Sq. Ft.	$596,895
178 Winthrop Road, Pittsboro, NC 3 Beds \| 2.5 Baths \| 2200 Sq. Ft.	$588,025
2948 Hamlets Chapel Road, Pittsboro, NC 3 Beds \| 1 Baths \| 1744 Sq. Ft.	$331,714
75 Dover Road, Pittsboro, NC 3 Beds \| 2.5 Baths \| 2230 Sq. Ft.	$565,533

Property information provided by TMLS when last listed in 2003. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 27312, NC

Sale history for 165 Winthrop Rd

Tax history for 165 Winthrop Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 27312

Home values near 165 Winthrop Rd

More real estate resources