OFF MARKET

Off market dec 2010 for $119K

$273,161

•

1,150

sq ft

165 Winchester Rd, Pinehurst, NC 28374

About this home

Single-familyProperty Type

1977Year Built

0.33 acresLot Size

$238Est. Price/Sq.Ft.

Listed by Jean Webster • Keller Williams Pinehurst

Bought with Stephen Ennis • United Country Sandhills Realty

Bought with • United Country Sandhills Realty

Redfin checked: 2 minutes ago

•Source:Hive MLS #139485

Redfin Estimate

$273,161

$154K since sold in December 2010$1,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.5% lower than the average sale price ($393K) of 6 comparable homes.

SOLD SEP 23, 2026
$325,000
A
3 beds2 baths1,405 sq ft
190 Fox Run Rd, Pinehurst, NC 28374
SOLD AUG 21, 2026
$625,000
B
3 beds2 baths1,620 sq ft
55 Mcleod Rd, Pinehurst, NC 28374
SOLD SEP 24, 2026
$389,000
C
3 beds2 baths1,607 sq ft
2405 Longleaf Dr W, Pinehurst, NC 28374
SOLD SEP 23, 2026
$319,500
D
3 beds2 baths1,280 sq ft
1395 Longleaf Dr E, Pinehurst, NC 28374
SOLD SEP 29, 2026
$280,000
E
3 beds2 baths1,180 sq ft
2545 Longleaf Dr SW, Pinehurst, NC 28374
SOLD OCT 7, 2026
$420,000
F
3 beds2 baths1,981 sq ft
9 Moore Dr, Pinehurst, NC 28374

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Earn from this home

Sell

$197,397

Est. take-home

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Rent

$1,843/mo

Redfin rental estimate

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Market trends in 28374, NC

Last updated October 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

97.1%

0.0% MoM

Median sale price

$537K

$5K MoM

Avg. days on market

63d

2 days MoM

Recently sold homes

135

26 MoM

New listings for sale

NEW 10 HRS AGO
$1,195,000
4 beds3.5 baths4,105 sq ft
52 Mcmichael Dr, Pinehurst, NC 28374
$437,000
3 beds2 baths1,872 sq ft
10 Fox Run Rd, Pinehurst, NC 28374
$479,900
3 beds2 baths1,955 sq ft
3 Saint Andrews Pl, Pinehurst, NC 28374
$349,000
2 beds2 baths1,386 sq ft
55 Mockingbird Ct, Pinehurst, NC 28374
$820,000
3 beds2.5 baths3,455 sq ft
69 Pomeroy Dr, Pinehurst, NC 28374
$1,499,000
4 beds4 baths4,925 sq ft
70 Oak Meadow Rd, Pinehurst, NC 28374
3D WALKTHROUGH
$1,200,000
4 beds4 baths2,718 sq ft
11 Westlake Pointe Dr, Pinehurst, NC 28374
$499,900
3 beds3 baths2,764 sq ft
300 Wheeling Dr, Pinehurst, NC 28374
3D WALKTHROUGH
$512,000
3 beds2.5 baths2,207 sq ft
9 Pinebrook Dr, Pinehurst, NC 28374
$2,185,000
5 beds4.5 baths5,671 sq ft
855 Linden Rd, Pinehurst, NC 28374
See all

Provided by Redfin

Sale history for 165 Winchester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$860 (−23.3%)

$55,000 + $140,820

$195,820

2024

$1,121 (−4.2%)

$55,000 + $140,820

$195,820

2023

$1,170 (+17.3%)

$55,000 + $140,820

$195,820

2022

$998 (−3.5%)

$30,000 + $89,500

$119,500

2021

$1,034 (+1.0%)

$30,000 + $89,500

$119,500

2020

$1,023

$30,000 + $89,500

$119,500

2019

$1,023 (+12.1%)

$30,000 + $89,500

$119,500

2018

$912 (+1.3%)

$26,500 + $87,530

$114,030

2017

$901

$26,500 + $87,530

$114,030

2016

$900 (+13.4%)

$26,500 + $87,530

$114,030

2014

$794

$26,500 + $77,330

$103,830

Tax history for 165 Winchester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$860 (−23.3%)

$55,000 + $140,820

$195,820

2024

$1,121 (−4.2%)

$55,000 + $140,820

$195,820

2023

$1,170 (+17.3%)

$55,000 + $140,820

$195,820

2022

$998 (−3.5%)

$30,000 + $89,500

$119,500

2021

$1,034 (+1.0%)

$30,000 + $89,500

$119,500

2020

$1,023

$30,000 + $89,500

$119,500

2019

$1,023 (+12.1%)

$30,000 + $89,500

$119,500

2018

$912 (+1.3%)

$26,500 + $87,530

$114,030

2017

$901

$26,500 + $87,530

$114,030

2016

$900 (+13.4%)

$26,500 + $87,530

$114,030

2014

$794

$26,500 + $77,330

$103,830

*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

Lot width

—

Lot depth

—

Lot size

0.33 Acres

Year renovated

—

Sq. Ft.

1,160

Year built

1977

Style

Single Family Residential

County

Moore County

APN

856317028373

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 8, 2026.

Property details

Interior

Bathroom Information
# of Full Bathrooms: 2

Interior Features
Bathrooms Total Decimal: 2.0
Interior Features: Master Downstairs, Ceiling Fan(s), Skylights
Flooring: Carpet, Slate, Vinyl

Room Information 1
Room Type: Dining Room
Room Length: 12
Room Width: 11

Room Information 2
Room Type: Kitchen
Room Length: 9
Room Width: 9

Room Information 3
Room Type: Breakfast Nook
Room Length: 12
Room Width: 11

Room Information 4
Room Type: Master Bedroom
Room Length: 15
Room Width: 13

Room Information 5
Room Type: Bedroom 2
Room Length: 15
Room Width: 13

Room Information 6
Room Type: Living Room
Room Length: 17
Room Width: 16

Exterior

Building Information
Levels: One

Property Information
Property Sub Type: Single Family Residence
Living Area: 1,150

Lot Information
Lot Size Dimensions: 120x120

Utilities

Utility Information
Water Source: Municipal Water

Location

Location Information
Directions: Hwy 211 to Gun Club Rd. Left on Winchester - house on rt.

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,160
Stories: 1.0
Lot Size: 0.33 acres
Style: Single Family Residential
Year Built: 1977
Year Renovated: —
County: Moore County
APN: 856317028373

Home facts updated by county records on Sep 8, 2026

Other

Listing Agent Information
List Agent AOR: Mid Carolina Regional MLS

Around this home

Schools

K - 12
Preschool & daycare

Pinehurst Elementary School

Public K-5 • Assigned • 0.8mi

10/10

West Pine Middle School

Public 6-8 • Assigned • 3.7mi

6/10

Pinecrest High School

Public 9-12 • Assigned • 2.7mi

6/10

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

4/10 Fire Factor

0.93% chance of being in a wildfire in next 30 years

7/10 Heat Factor

7 days above 106° expected this year, 16 days in 30 years

6/10 Wind Factor

62% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Pinehurst, NC • 28374

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 9.1 hours in June and 5.3 hours in December, which is comparable to the U.S. average for solar exposure.

9.1 hrs

5.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$260,000 – $315,000

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Nearby similar homes

$25,000

Land— sq ft

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Quiet area • Convenient location

3D WALKTHROUGH

$429,750

3 beds2 baths1,910 sq ft

1315 Monticello Dr, Pinehurst, NC 28374

Corner lot • Covered front porch • Spacious living room

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280 Cochrane Castle Cir #8, Pinehurst, NC 28374

Outdoor fireplace • Listed 68 days

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385 Saint Andrews Dr, Pinehurst, NC 28374

Split-bedroom layout • Large screened porch • 0.28 acre lot

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4 beds2.5 baths2,380 sq ft

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New listings for sale in 28374

NEW 10 HRS AGO

$1,195,000

4 beds3.5 baths4,105 sq ft

52 Mcmichael Dr, Pinehurst, NC 28374

Expansive rear deck • Private guest suite • Three car garage

$437,000

3 beds2 baths1,872 sq ft

10 Fox Run Rd, Pinehurst, NC 28374

Designer garage door • Showpiece kitchen • Marble countertops

$479,900

3 beds2 baths1,955 sq ft

3 Saint Andrews Pl, Pinehurst, NC 28374

Cul-de-sac lot • Screened porch • Mature landscaping

$349,000

2 beds2 baths1,386 sq ft

55 Mockingbird Ct, Pinehurst, NC 28374

Updated bathrooms • Eat-in kitchen • Quiet cul-de-sac

$820,000

3 beds2.5 baths3,455 sq ft

69 Pomeroy Dr, Pinehurst, NC 28374

0.76 acre lot • 2 garage spots • Built 2005

$1,499,000

4 beds4 baths4,925 sq ft

70 Oak Meadow Rd, Pinehurst, NC 28374

Main-level living • Walls of windows • Built-in bar

3D WALKTHROUGH

$1,200,000

4 beds4 baths2,718 sq ft

11 Westlake Pointe Dr, Pinehurst, NC 28374

Lakefront living • Water views • Updated kitchen

$499,900

3 beds3 baths2,764 sq ft

300 Wheeling Dr, Pinehurst, NC 28374

Open floor plan • Custom tile shower • Expansive decks

3D WALKTHROUGH

$512,000

3 beds2.5 baths2,207 sq ft

9 Pinebrook Dr, Pinehurst, NC 28374

Large combined lot • Split floor plan • Large picture window

Home values near 165 Winchester Rd

Data from public records.

Address	Redfin Estimate
155 Winchester Rd, Pinehurst, NC 3 Beds \| 2.5 Baths \| 1600 Sq. Ft.	$356,009
185 Winchester Rd, Pinehurst, NC 3 Beds \| 2.5 Baths \| 1615 Sq. Ft.	$354,586
175 Winchester Rd, Pinehurst, NC 3 Beds \| 2 Baths \| 1600 Sq. Ft.	$354,796
160 Winchester Rd, Pinehurst, NC 3 Beds \| 2.5 Baths \| 1540 Sq. Ft.	$360,024
3 Remington Ln, Pinehurst, NC 4 Beds \| 3 Baths \| 2910 Sq. Ft.	$474,912
4 Remington Ln, Pinehurst, NC 3 Beds \| 2 Baths \| 1140 Sq. Ft.	$285,127
10 Remington Ln, Pinehurst, NC 3 Beds \| 2 Baths \| 1700 Sq. Ft.	$366,364

Address	Redfin Estimate
170 Winchester Rd, Pinehurst, NC 3 Beds \| 2.5 Baths \| 1500 Sq. Ft.	$347,994
145 Winchester Rd, Pinehurst, NC 3 Beds \| 2 Baths \| 1617 Sq. Ft.	$370,870
125 Winchester Rd, Pinehurst, NC 2 Beds \| 2 Baths \| 1369 Sq. Ft.	$347,035
135 Winchester Rd, Pinehurst, NC 3 Beds \| 2.5 Baths \| 1570 Sq. Ft.	$354,766
14 Remington Ln, Pinehurst, NC 3 Beds \| 2 Baths \| 1610 Sq. Ft.	$360,108
3 Gilmore Rd, Pinehurst, NC 3 Beds \| 2 Baths \| 1091 Sq. Ft.	$270,427
9 Gilmore Rd, Pinehurst, NC 3 Beds \| 2 Baths \| 1540 Sq. Ft.	$349,928

Address	Redfin Estimate
190 Winchester Rd, Pinehurst, NC 3 Beds \| 2 Baths \| 1649 Sq. Ft.	$354,917
180 Winchester Rd, Pinehurst, NC 2 Beds \| 2 Baths \| 1400 Sq. Ft.	$354,258
115 Winchester Rd, Pinehurst, NC 4 Beds \| 2.5 Baths \| 2310 Sq. Ft.	$538,710
195 Winchester Rd, Pinehurst, NC 3 Beds \| 2 Baths \| 2050 Sq. Ft.	$395,955
2 Remington Ln, Pinehurst, NC 3 Beds \| 2 Baths \| 1610 Sq. Ft.	$362,022
5 Gilmore Rd, Pinehurst, NC 3 Beds \| 2 Baths \| 2398 Sq. Ft.	$498,605
8 Remington Ln, Pinehurst, NC 4 Beds \| 4.5 Baths \| 1940 Sq. Ft.	$480,712

Property information provided by Hive MLS when last listed in 2010. This data may not match . Learn more.

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