OFF MARKET

Listed by Rebecca Curran • RE/MAX Synergy. Bought with LAER Realty Partners/Chelmsford.

Off Market Apr 2024 for $700K

$725,189

•

2,586

sq ft

21 Chester Rd, Derry, NH 03038

About this home

Welcome to your new home! This beautiful single-family residence, complete with a spacious IN-LAW apartment, offers the perfect blend of character and comfort all within walking distance to Pinkerton Academy. The main house has central a/c, wood floors throughout and features an updated kitchen open to the dining room and breakfast nook, an inviting living room with wood-burning stone fireplace, a large bedroom, first-floor laundry and a half bath. Upstairs boasts the primary bedroom, complemented by two additional bedrooms and a full bathroom, providing ample space for rest and relaxation. Adjacent to the main house, the IN-LAW apartment offers independent living quarters on the first floor, accessible with no stairs. Enjoy modern comfort with a ductless mini-split for heating and cooling, vinyl plank floors throughout, a large kitchen, dining, and living area with a wood-burning stove. Plus, the spacious bedroom and bathroom make this the ideal in-law apartment. The expansive walk-out basement presents endless opportunities for expansion or storage, allowing you to customize the space to suit your needs and lifestyle. Outside, a big backyard awaits, complete with a firepit perfect for gatherings and relaxation. With comfort, convenience, and character at every turn, this home has it all. Schedule your showing today! OPEN HOUSE CANCELLED

Single-familyProperty Type

1860Year Built

0.47 acresLot Size

$280Est. Price/Sq.Ft.

Listed by Rebecca Curran • RE/MAX Synergy

Bought with Kyle Knight • LAER Realty Partners/Chelmsford

Redfin checked: a minute ago

•Source:PrimeMLS #4987241

Redfin Estimate

$725,189

$25K since sold in April 2024$6,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.5% higher than the average sale price ($674K) of 6 comparable homes.

SOLD AUG 7, 2026
$546,350
A
3 beds2.5 baths2,494 sq ft
10 Martha Dr, Derry, NH 03038
SOLD JAN 15, 2026
$599,900
B
4 beds2.5 baths2,493 sq ft
7 Dexter St, Derry, NH 03038
SOLD JUL 7, 2026
$650,000
C
3 beds2.5 baths2,172 sq ft
12 Barkland Dr, Derry, NH 03038
SOLD APR 3, 2026
$720,000
D
4 beds2.5 baths2,900 sq ft
5 Nesmith St, Derry, NH 03038-1201
SOLD JUN 12, 2026
$800,000
E
6 beds2.5 baths4,211 sq ft
84 E Broadway St, Derry, NH 03038
SOLD APR 7, 2026
$730,000
F
4 beds2.5 baths3,054 sq ft
7 Birchwood Dr, Derry, NH 03038

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

Earn from this home

Sell

$145,478

Est. take-home

List your home with Redfin and save $7,252

Rent

$1,876/mo

Redfin rental estimate

List your home for rent

Market trends in 03038, NH

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.2%

+0.6% MoM

Median sale price

$528K

$11K MoM

Avg. days on market

14d

3 days MoM

Recently sold homes

111

22 MoM

New listings for sale

OPEN SAT, 12PM TO 2PM
$299,000
2 beds1.5 baths951 sq ft
105 Stonegate Ln, Derry, NH 03038
FOR SALE BY OWNER
$989,000
2 beds1.5 baths858 sq ft
Whitney Grove Rd, Derry, NH 03038
NEW 6 HRS AGO
$524,900
5 beds2.5 baths1,499 sq ft
19 Jade, Derry, NH 03038
COMING SOON
$425,000
3 beds2 baths1,650 sq ft
33 Redfield Cir, Derry, NH 03038
$540,000
3 beds1 bath1,344 sq ft
33 Beacon Hill Rd, Derry, NH 03038
OPEN FRI, 4:30PM TO 6:30PM
$524,900
5 beds1.5 baths1,794 sq ft
92 Bypass 28, Derry, NH 03038
COMING SOON
$599,900
5 beds2 baths2,648 sq ft
78 Warner Hill Rd, Derry, NH 03038
$405,000
2 beds1.5 baths1,417 sq ft
116.5 E Broadway St Unit L, Derry, NH 03038
$269,000
2 beds1 bath817 sq ft
2 Silvestri Cir #10, Derry, NH 03038
$675,000
3 beds2 baths1,910 sq ft
68 Frost Rd, Derry, NH 03038
See all

Provided by Redfin

Sale history for 21 Chester Rd

Date

Event

Price

PrimeMLS #4987241

Apr 5, 2024

Sold

$700,000

$271/sq ft

Mar 9, 2024

Price Changed

$699,900

$271/sq ft

Mar 8, 2024

Pending

—

Mar 7, 2024

Listed

$549,900

$213/sq ft

PrimeMLS #2835430

Jun 16, 2010

Sold

$122,000

$47/sq ft

May 13, 2010

Listed

$119,900

$46/sq ft

Handy man Special! This home features a large kitchen, fireplace livingroom, backyard deck, 2 bedrooms, 1 full bath and partially framed addition ready for your finishing touches. Property being sold "as is" and has town water and sewer, heated by FHA/natural gas . Property must go cash or 203K loan. Bank of America pre qual required on all offers. Free appraisal and credit report if buyers finance through Bank of America. Please allow 2-3 business days for Sellers response. Ability to inspect will be very limited.

PrimeMLS #797135

Jun 8, 2001

Sold

$165,000

$64/sq ft

Apr 28, 2001

Delisted

—

Apr 1, 2001

Listed

$164,900

$64/sq ft

PrimeMLS #761601

Jul 6, 2000

Sold

$126,500

$49/sq ft

May 20, 2000

Delisted

—

May 19, 2000

Listed

$123,900

$48/sq ft

PrimeMLS #576158

Nov 24, 1999

Sold

$108,000

$42/sq ft

Aug 5, 1999

Listed

$119,900

$46/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$11,812 (+13.1%)

$192,200 + $429,800

$622,000

2024

$10,442 (+15.9%)

$192,200 + $366,500

$558,700

2023

$9,012 (+8.6%)

$163,300 + $272,500

$435,800

2022

$8,298 (+0.3%)

$163,300 + $272,500

$435,800

2021

$8,275 (+11.0%)

$123,500 + $210,700

$334,200

2020

$7,453 (+10.2%)

$123,500 + $182,700

$306,200

2019

$6,762 (+0.3%)

$93,500 + $165,400

$258,900

2018

$6,739 (+9.2%)

$93,500 + $165,400

$258,900

2017

$6,173 (+14.4%)

$88,900 + $125,000

$213,900

2016

$5,396 (+1.0%)

$88,900 + $110,500

$199,400

2015

$5,343

$88,900 + $93,900

$182,800

Tax history for 21 Chester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$11,812 (+13.1%)

$192,200 + $429,800

$622,000

2024

$10,442 (+15.9%)

$192,200 + $366,500

$558,700

2023

$9,012 (+8.6%)

$163,300 + $272,500

$435,800

2022

$8,298 (+0.3%)

$163,300 + $272,500

$435,800

2021

$8,275 (+11.0%)

$123,500 + $210,700

$334,200

2020

$7,453 (+10.2%)

$123,500 + $182,700

$306,200

2019

$6,762 (+0.3%)

$93,500 + $165,400

$258,900

2018

$6,739 (+9.2%)

$93,500 + $165,400

$258,900

2017

$6,173 (+14.4%)

$88,900 + $125,000

$213,900

2016

$5,396 (+1.0%)

$88,900 + $110,500

$199,400

2015

$5,343

$88,900 + $93,900

$182,800

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.47 Acres

Year renovated

—

Sq. Ft.

2,586

Year built

1860

Style

Single Family Residential

County

Rockingham County

APN

42609

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on May 14, 2026.

Property details

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 2
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Walkout
Concrete, Unfinished, Walkout

Other Interior Features
# of Rooms: 9
Flooring: Laminate, Wood
Ceiling Fan, Dining Area, Fireplace - Wood, In-Law Apartment, Vaulted Ceiling, Laundry - 1st Floor

Equipment & Appliance Information
Dishwasher, Dryer, Microwave, Range - Gas, Refrigerator, Washer
Stove-Wood

Room 1 Information
Kitchen
Kitchen
Level: 1

Room 2 Information
Dining Room
Level: 1

Room 3 Information
Breakfast Nook
Level: 1

Room 4 Information
Living Room
Level: 1

Room 5 Information
Bedroom
Level: 1

Room 6 Information
Bedroom
Bedroom
Level: 2

Room 7 Information
Bedroom
Level: 2

Room 8 Information
Bedroom
Level: 2

Room 9 Information
Kitchen/Living
Level: 1

Room 10 Information
Bedroom
Level: 1

Room 11 Information
Laundry Room
Level: 1

Exterior

Building Information
Architectural Style: Conversion, New Englander
Construction Status: Existing
Construction Materials: Vinyl Siding
Approximate Sq. Ft. Total Finished: 2586
Approximate Sq. Ft. Total: 4158
Deck
Foundation: Poured Concrete
Roof: Shingle - Architectural

Driveway
Paved

Lot, Zoning, & Easement Information
Lot: 20
Lot Features: Landscaped, Wooded

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1860

Financial

Assessment Information
Assessment Amount: 435800
Assessment Year: 2023

Tax Information
Tax Year: 2023
Gross Amount Tax: 9012

Other Tax Information
Page Deed: 0154

Utilities

Heating & Cooling Information
Cooling: Central AC, Mini Split
Heat: Forced Air
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Public

Electric Information
Circuit Breaker(s)

Water Information
Water Source: Public

Other Utilities Information
Internet: Internet - Cable
Cable

Location

School Information
School District: Derry School District SAU #10
School - High: Pinkerton Academy

Road Information
Road Frontage: TBD
Public

Other Location Information
Directions: Sign at property
Block: 0

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 2,586
Stories: 2.0
Lot Size: 0.47 acres
Style: Single Family Residential
Year Built: 1860
Year Renovated: —
County: Rockingham County
APN: 42609

Home facts updated by county records on May 14, 2026

Other

Water Body Information
Flood Zone: Unknown

Around this home

Schools

Derry Village School

Public K-5 • Assigned • 0.7mi

6/10

West Running Brook Middle School

Public 6-8 • Assigned • 0.9mi

5/10

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

4/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Derry, NH • 03038

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 4.3 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$689,000 – $834,000

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Nearby similar homes

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New listings for sale in 03038

OPEN SAT, 12PM TO 2PM

$299,000

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FOR SALE BY OWNER

$989,000

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NEW 6 HRS AGO

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COMING SOON

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OPEN FRI, 4:30PM TO 6:30PM

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92 Bypass 28, Derry, NH 03038

COMING SOON

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116.5 E Broadway St Unit L, Derry, NH 03038

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Home values near 21 Chester Rd

Data from public records.

Address	Redfin Estimate
23 Chester Road, Derry, NH 3 Beds \| 1.5 Baths \| 1331 Sq. Ft.	$396,066
25 Chester Road, Derry, NH 3 Beds \| 1 Baths \| 1687 Sq. Ft.	$400,364

Address	Redfin Estimate
17 Chester Road, Derry, NH 3 Beds \| 1.5 Baths \| 1707 Sq. Ft.	$529,179
1 Silvestri Circle #18, Derry, NH 2 Beds \| 1 Baths \| 806 Sq. Ft.	$251,389

Address	Redfin Estimate
27 Chester Road, Derry, NH 3 Beds \| 1.5 Baths \| 1230 Sq. Ft.	$452,904
1 Silvestri Circle #2, Derry, NH 2 Beds \| 1 Baths \| 806 Sq. Ft.	$269,466

Property information provided by PrimeMLS when last listed in 2024. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 03038, NH

Sale history for 21 Chester Rd

Tax history for 21 Chester Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 03038

Home values near 21 Chester Rd

More real estate resources