OFF MARKET

Listed by Susan Doyle • BHG Masiello Keene. Bought with BHG Masiello Keene.

Off market aug 2003 for $169K

$390,077

•

2,251

sq ft

21 OLD CHESTERFIELD Rd, Winchester, NH 03470

About this home

Single-familyProperty Type

3 acresLot Size

$173Est. Price/Sq.Ft.

2 car garageParking

Listed by Susan Doyle • BHG Masiello Keene

Bought with Kim Curry • BHG Masiello Keene

Redfin checked: a minute ago

•Source:PrimeMLS #101334

Redfin Estimate

$390,077

$220K since sold in August 2003$1,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.5% higher than the average sale price ($370K) of 6 comparable homes.

SOLD OCT 2, 2026
$225,000
A
3 beds2 baths2,128 sq ft
65 Mechanic St, Winchester, NH 03470
SOLD BY REDFIN SEP 30, 2026
$349,900
B
3 beds1.5 baths1,944 sq ft
88 Back Ashuelot Rd, Winchester, NH 03470
SOLD OCT 16, 2026
$387,500
C
3 beds2 baths2,318 sq ft
137 Newton Hills Rd, Vernon, VT 05354
SOLD JUL 7, 2026
$525,000
D
3 beds2.5 baths2,150 sq ft
410 Fish Hatchery Rd, Richmond, NH 03470
SOLD OCT 9, 2026
$300,000
E
3 beds2 baths1,706 sq ft
759 Pond Rd, Vernon, VT 05354
SOLD SEP 10, 2026
$430,000
F
3 beds2 baths1,677 sq ft
29 Glenwood Ave, Northfield, MA 01360

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$319,602

Est. take-home

List your home with Redfin and save $3,901

Rent

$3,024/mo

Redfin rental estimate

List your home for rent

Market trends in 03470, NH

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

98.8%

0.9% MoM

Median sale price

$371K

$6K MoM

Avg. days on market

54d

1 days MoM

Recently sold homes

3 MoM

New listings for sale

$699,000
8 beds4 baths3,515 sq ft
37 Michigan St, Winchester, NH 03470
$499,900
4 beds2 baths2,946 sq ft
679 Warwick Rd, Winchester, NH 03470
$629,000
2 beds1.5 baths5,567 sq ft
581 Keene Rd, Winchester, NH 03470
See all

Provided by Redfin

Sale history for 21 OLD CHESTERFIELD Rd

Year

Property tax

Land + Additions

Assessment*

2024

$4,876 (−7.7%)

$63,500 + $103,200

$166,700

2023

$5,281 (+10.4%)

$63,500 + $103,200

$166,700

2022

$4,784 (−9.7%)

$63,500 + $103,200

$166,700

2021

$5,299 (+10.5%)

$63,500 + $103,200

$166,700

2020

$4,796 (−6.6%)

$63,500 + $103,200

$166,700

2019

$5,136 (+10.0%)

$40,700 + $103,400

$144,100

2018

$4,668 (−1.4%)

$40,700 + $93,700

$134,400

2016

$4,732 (−0.2%)

$42,700 + $112,300

$155,000

2015

$4,740 (−16.7%)

$42,700 + $112,300

$155,000

2013

$5,691

$40,700 + $144,500

$185,200

Tax history for 21 OLD CHESTERFIELD Rd

Year

Property tax

Land + Additions

Assessment*

2024

$4,876 (−7.7%)

$63,500 + $103,200

$166,700

2023

$5,281 (+10.4%)

$63,500 + $103,200

$166,700

2022

$4,784 (−9.7%)

$63,500 + $103,200

$166,700

2021

$5,299 (+10.5%)

$63,500 + $103,200

$166,700

2020

$4,796 (−6.6%)

$63,500 + $103,200

$166,700

2019

$5,136 (+10.0%)

$40,700 + $103,400

$144,100

2018

$4,668 (−1.4%)

$40,700 + $93,700

$134,400

2016

$4,732 (−0.2%)

$42,700 + $112,300

$155,000

2015

$4,740 (−16.7%)

$42,700 + $112,300

$155,000

2013

$5,691

$40,700 + $144,500

$185,200

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

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3 Acres

Year renovated

—

Sq. Ft.

2,877

Year built

1800

Style

Single Family Residential

County

Cheshire County

APN

512213

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 5, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Attached

Interior

Bathroom Information
# of Baths (full): 1
# of Baths (3/4): 1

Basement Information
Dirt, Partial, Sump Pump, Unfinished

Other Interior Features
# of Rooms: 7
Water Heater: Off Boiler
Fireplace - Wood, Laundry Hook-ups, Wood Stove Hook-up, Laundry - 1st Floor

Equipment & Appliance Information
Range - Electric, Refrigerator

Room 1 Information
Kitchen
Kitchen
Dimensions: 19X10
Level: 1

Room 2 Information
Dining Room
Dimensions: 16X12
Level: 1

Room 3 Information
Living Room
Dimensions: 15X15
Level: 1

Room 4 Information
Family Room
Level: 1

Room 7 Information
Master Bedroom
Dimensions: 16X14
Level: 1

Room 8 Information
Bedroom
Dimensions: 15X14
Level: 2

Room 9 Information
Bedroom
Dimensions: 14X9
Level: 2

Room 13 Information
Other
Dimensions: 26X14

Room 16 Information
Full Bath
Level: 2

Room 17 Information
3/4 Bath
Level: 1

Exterior

Building Information
Approximate Sq. Ft. Total Finished: 2251
Color: YELLOW
Porch
Construction: Wood Frame
Foundation: Stone, Wood
Roof: Shingle - Other, Slate
Exterior: Asbestos

Driveway
Concrete

Lot, Zoning, & Easement Information
Lot: 67
Farm - Horse/Animal, Field/Pasture, Level

Other Property & Lot Information
Year Built: 0

Financial

Tax Information
Tax Year: 2002
Gross Amount Tax: 3560

Other Tax Information
Page Deed: 0622

Utilities

Heating & Cooling Information
Cooling: Multi Zone
Heat: Hot Water, Multi Zone
Heat Fuel: Oil

Sewer Information
Leach Field, Septic

Electric Information
Circuit Breaker(s)

Water Information
Public

Location

School Information
Elementary School: Winchester School
Elementary School: Winchester School

Road Information
Public

Other Location Information
Directions: RT 10S - R OVER ELM ST BRIDGE GO STRAIGHT ABOUT 1 MI YELLOW ON R JUST AFTER WOODARD RD/CLARK RD.

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,877
Stories: 2.0
Lot Size: 3 acres
Style: Single Family Residential
Year Built: 1800
Year Renovated: —
County: Cheshire County
APN: 512213

Home facts updated by county records on Aug 5, 2026

Around this home

Schools

K - 12
Preschool & daycare

Winchester School

Public PreK-8 • Assigned • 1.3mi

3/10

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

3/10 Heat Factor

7 days above 93° expected this year, 17 days in 30 years

4/10 Wind Factor

11% 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

Winchester, NH • 03470

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 8.8 hours in June and 4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$371,000 – $449,000

Reach more buyers when you sell with Redfin. Save up to $3,901 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$499,900

4 beds2 baths2,946 sq ft

679 Warwick Rd, Winchester, NH 03470

Iconic stone walls • Built-in hutch • Cozy wood stove

$343,000

4 beds2 baths2,300 sq ft

5 Highland Ave, Hinsdale, NH 03451

Large corner lot • Three-season porch • Huge 2-bay garage

$369,500

3 beds2 baths1,630 sq ft

521 Northfield Rd, Hinsdale, NH 03451

New septic • New roof • New kitchen

$350,000

3 beds2 baths1,053 sq ft

3080 Fort Bridgman Rd, Vernon, VT 05354

1/2 acre homestead • New floors • New bath

$629,000

2 beds1.5 baths5,567 sq ft

581 Keene Rd, Winchester, NH 03470

Excellent visibility • Easy access • Additional buildings

$420,000

4 beds2 baths2,542 sq ft

40 Mill Rd, Richmond, NH 03470-4804

2 picturesque acres • Custom built-ins • Classic tin ceiling

New listings for sale in 03470

$699,000

8 beds4 baths3,515 sq ft

37 Michigan St, Winchester, NH 03470

Open concept layout • Durable metal roof • Coin op laundry room

$499,900

4 beds2 baths2,946 sq ft

679 Warwick Rd, Winchester, NH 03470

Iconic stone walls • Built-in hutch • Cozy wood stove

$629,000

2 beds1.5 baths5,567 sq ft

581 Keene Rd, Winchester, NH 03470

Excellent visibility • Easy access • Additional buildings

Home values near 21 OLD CHESTERFIELD Rd

Data from public records.

Address	Redfin Estimate
22 Old Chesterfield Road, Winchester, NH 3 Beds \| 1.5 Baths \| 1628 Sq. Ft.	$413,209
35 Old Chesterfield Road, Winchester, NH 4 Beds \| 1.5 Baths \| 2646 Sq. Ft.	$379,283
35 Old Chesterfield Road, Winchester, NH 4 Beds \| 1.5 Baths \| 2201 Sq. Ft.	$408,226
11 Old Westport Road, Winchester, NH 1 Beds \| 1 Baths \| 646 Sq. Ft.	—
21 Clark Road, Winchester, NH 1 Beds \| 1 Baths \| 840 Sq. Ft.	$200,094
5 Old Westport Road, Winchester, NH 3 Beds \| 1.5 Baths \| 1200 Sq. Ft.	$323,602
11 Old Westport Road, Winchester, NH 1 Beds \| 1 Baths \| 646 Sq. Ft.	$77,735

Address	Redfin Estimate
42 Old Chesterfield Road, Winchester, NH 3 Beds \| 1 Baths \| 1824 Sq. Ft.	$299,007
22 Old Chesterfield Road, Winchester, NH 3 Beds \| 1.5 Baths \| 1739 Sq. Ft.	$366,212
3 Old Chesterfield Road, Winchester, NH 3 Beds \| 1.5 Baths \| 3114 Sq. Ft.	$399,328
9 Clark Road, Winchester, NH 3 Beds \| 2 Baths \| 1521 Sq. Ft.	$359,187
17 Clark Road, Winchester, NH 3 Beds \| 1 Baths \| 2114 Sq. Ft.	$298,181
9 Clark Road, Winchester, NH 3 Beds \| 2 Baths \| 1521 Sq. Ft.	$356,925
21 Clark Road, Winchester, NH 1 Beds \| 1 Baths \| 882 Sq. Ft.	$180,678

Address	Redfin Estimate
3 Old Chesterfield Road, Winchester, NH 3 Beds \| 1.5 Baths \| 3114 Sq. Ft.	$370,441
42 Old Chesterfield Road, Winchester, NH 3 Beds \| 1 Baths \| 1824 Sq. Ft.	$311,813
22 Old Chesterfield Road, Winchester, NH 3 Beds \| 1.5 Baths \| 1739 Sq. Ft.	$424,297
116 Woodard Avenue, Winchester, NH 3 Beds \| 1 Baths \| 1684 Sq. Ft.	$229,224
28 Old Westport Road Lot 28-6, Winchester, NH 3 Beds \| 2 Baths \| - Sq. Ft.	$382,791
116 Woodard Avenue, Winchester, NH 3 Beds \| 1 Baths \| 1684 Sq. Ft.	$240,414
17 Clark Road, Winchester, NH 3 Beds \| 1 Baths \| 2114 Sq. Ft.	$312,607

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

More real estate resources

Cities
Minor Civil Divisions
Zip Codes
Popular Searches

Brattleboro homes for sale
Keene homes for sale
Athol homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Swanzey homes for sale
Chesterfield homes for sale
Rindge homes for sale
Harrisville homes for sale
Fitzwilliam homes for sale

Houses for sale near me	Nashua, NH homes for sale	Derry, NH homes for sale
Land for sale near me	Portsmouth, NH homes for sale	Hudson, NH homes for sale
Open Houses near me	Salem, NH homes for sale	Winchester Property Records
Condos for sale near me	Manchester, NH homes for sale	NH New Listings
Agents near me	Londonderry, NH homes for sale	Winchester Housing Market