21 Chester Road

Closed 4/5/24

Sold

Last Sold Price

$700,000

5 beds3 baths2,586 sqft

21 Chester Rd, Derry, NH 03038

Single FamilyProperty Type

0.47 acresLot Size

1860Year Built

$271/sq ftPrice per sq ft

Description

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...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

Sold By LAER Realty Partners/Chelmsford

Listed by: Rebecca Curran • RE/MAX Synergy

Listing closed: 04/05/2024 12:00 AM • Source: New England Real Estate Network, MLS#: 4987241

Recent comparable sales

Median sold price

$665,000

Avg days on market

Sale-to-list ratio

96.0%

1/49

$620,000

Sold 02/07/25

5
Bedrooms: 3
Bathrooms: 2,595
Square Feet: 0.7
Acres

25 Scenic Drive, Derry, NH 03038

1/51

$840,000

Sold 04/14/26

5
Bedrooms: 3
Bathrooms: 3,041
Square Feet: 1.52
Acres

76 Tsienneto Road, Derry, NH 03038

1/59

$760,000

Sold 01/07/25

4
Bedrooms: 3
Bathrooms: 2,875
Square Feet: 1.07
Acres

43 Tsienneto Road, Derry, NH 03038

1/29

$575,000

Sold 07/01/25

5
Bedrooms: 2
Bathrooms: 2,233
Square Feet: 2.17
Acres

58 Lawrence Road, Derry, NH 03038

1/40

$725,000

Sold 04/30/25

4
Bedrooms: 3
Bathrooms: 2,747
Square Feet: 0.29
Acres

7 Mt Pleasant Street, Derry, NH 03038

1/55

$772,000

Sold 12/05/25

5
Bedrooms: 3
Bathrooms: 4,712
Square Feet: 1.19
Acres

2 Driftwood Road, Derry, NH 03038

1/51

$665,000

Sold 07/10/25

5
Bedrooms: 3
Bathrooms: 2,998
Square Feet: 1.1
Acres

106 Warner Hill Road, Derry, NH 03038

1/61

$659,000

Sold 06/27/25

5
Bedrooms: 2
Bathrooms: 2,825
Square Feet: 0.24
Acres

14 Park Avenue, Derry, NH 03038

1/61

$545,000

Sold 08/21/26

5
Bedrooms: 3
Bathrooms: 1,964
Square Feet: 3.5
Acres

91 Hampstead Road, Derry, NH 03038

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$4,368 per month

30 year fixed, 6.71% Interest

Principal and Interest

$3,617

Property Taxes

$751

HOA Dues

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Property Information for 21 Chester Road

Property Details

Taxes: $9,012 / year
MLS Type: Residential / Single Family
County: Rockingham County
Zoning: MDR

Building Information

Stories: 2
Year Built: 1860
Lot Size: 0.47 AC / 20,473 SF

Summary

Location and General Information

City: Derry
County: NH-Rockingham

Directions: Sign at property
Latitude: 42.896623225714080
Longitude: -71.308001169311538
Road Frontage: TBD
Seasonal: No
State: NH
Street Designation: Road
Map: 43
Zip Code: 03038

Taxes and HOA Information

Tax - Gross Amount: $9,012.00
Tax Year: 2023

Taxes TBD: No

School Information

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

Parking

Garage: No
Driveway: Paved

Virtual Tour

Unbranded Tour URL 1: https://new.newenglandhometourz.com/sites/yjqvpxb/unbranded
Property Panorama Virtual Tour: https://tour.neren.com/21-Chester-Road-Derry-NH-03038/unbranded

Unbranded Tour URL 2: https://new.newenglandhometourz.com/sites/yjqvpxb/unbranded

Property

Lot Information

Block: 0
Lot: 20

Lot - Sqft: 20473.0
Lot Features: Landscaped, Wooded
Lot Size Acres: 0.47
Square Feet Apx Finished Above Grade: 2586.0
Square Feet Apx Finished AG Source: Assessor
Square Feet Apx Finished Below Grade: 0.0
Square Feet Apx Finished BG Source: Assessor
Square Feet Apx Total: 4158.0
Square Feet Apx Total Finished: 2586.0
Square Feet Apx Unfinished Above Grade: 0.0
Square Feet Apx Unfinished AG Source: Assessor
Square Feet Apx Unfinished Below Grade: 1572.0
Square Feet Apx Unfinished BG Source: Assessor

Property and Assessments

Assessment Amount: $435,800
Assessment Year: 2023

Property Class: Residential
Property Type: Single Family
Flood Zone: Unknown
Foundation: Poured Concrete
PreConstruction: No
Surveyed: Unknown
Year Built: 1860

Utilities

Electric: Circuit Breaker(s)
Sewer: Public

Water Source: Public
Utilities: Cable
Internet: Internet - Cable

Interior and Exterior Features

Exterior Features

Construction Materials: Vinyl Siding
Features - Exterior: Deck

Roads: Public
Roof: Shingle - Architectural

Interior Features

Appliances: Dishwasher, Dryer, Microwave, Range - Gas, Refrigerator, Washer
Basement: Yes

Basement Access Type: Walkout
Basement Description: Concrete, Unfinished, Walkout
Baths - Total: 3
Baths - Full: 2
Half Baths: 1
One Quarter Baths: 0
Three Quarter Bath: 0
Rooms - Total: 9
Rooms: Level 1: Level 1: Bedroom, Level 1: Breakfast Nook, Level 1: Dining Room, Level 1: Kitchen, Level 1: Kitchen/Living, Level 1: Laundry Room, Level 1: Living Room
Rooms: Level 2: Level 2: Bedroom
Bedrooms - Total: 5
Equipment: Stove-Wood
Features - Interior: Ceiling Fan, Dining Area, Fireplace - Wood, In-Law/Accessory Dwelling, Vaulted Ceiling, Laundry - 1st Floor
Flooring: Laminate, Wood
Heat Fuel: Gas - LP/Bottle
Heating: Forced Air
Cooling: Central AC, Mini Split
Total Stories: 2

Room Information

Room 1

Room Level: 1
Room Type: Kitchen

Room 2

Room Level: 1
Room Type: Dining Room

Room 3

Room Level: 1
Room Type: Breakfast Nook

Room 4

Room Level: 1
Room Type: Living Room

Room 5

Room Level: 1
Room Type: Bedroom

Room 6

Room Level: 2
Room Type: Bedroom

Room 7

Room Level: 2
Room Type: Bedroom

Room 8

Room Level: 2
Room Type: Bedroom

Room 9

Room Level: 1
Room Type: Kitchen/Living

Room 10

Room Level: 1
Room Type: Bedroom

Room 11

Room Level: 1
Room Type: Laundry Room

Property History for 21 Chester Road

Date	Event & Source	Price	Appreciation
Apr 5, 2024	Sold (Public Record) Public Record #1530003003	$700,000	+6.5% / yr
Apr 5, 2024	Sold New England Real Estate Network #4987241	$700,000	—
Mar 8, 2024	Price Change New England Real Estate Network #4987241	$699,900	—
Mar 8, 2024	Pending New England Real Estate Network #4987241		—
Mar 7, 2024	Listed (Active) New England Real Estate Network #4987241	$549,900	—
Jun 16, 2010	Sold New England Real Estate Network #2835430	$122,000	—
May 25, 2010	Pending New England Real Estate Network #2835430		—
May 13, 2010	Listed (Active) New England Real Estate Network #2835430	$119,900	—
Jun 12, 2001	Sold (Public Record) Public Record #285468927	$165,000	+33.4% / yr
Jun 8, 2001	Sold New England Real Estate Network #797135	$165,000	—
Apr 28, 2001	Pending New England Real Estate Network #797135		—
Apr 1, 2001	Price Change New England Real Estate Network #797135	$169,900	—
Apr 1, 2001	Listed (Active) New England Real Estate Network #797135	$164,900	—
Jul 10, 2000	Sold (Public Record) Public Record #285467940	$126,500	+29.4% / yr
Jul 6, 2000	Sold New England Real Estate Network #761601	$126,500	—
May 20, 2000	Pending New England Real Estate Network #761601		—
May 19, 2000	Listed (Active) New England Real Estate Network #761601	$123,900	—
Nov 29, 1999	Sold (Public Record) Public Record #285467298	$108,000	—
Nov 24, 1999	Sold New England Real Estate Network #576158	$108,000	—
Oct 27, 1999	Pending New England Real Estate Network #576158		—
Aug 5, 1999	Listed (Active) New England Real Estate Network #576158	$119,900	—

Date	Event & Source	Price
04/05/2024	Sold (Public Record) Public Record #1530003003	$700,000 +6.5% / yr
04/05/2024	Sold New England Real Estate Network #4987241	$700,000
03/08/2024	Price Change New England Real Estate Network #4987241	$699,900
03/08/2024	Pending New England Real Estate Network #4987241	—
03/07/2024	Listed (Active) New England Real Estate Network #4987241	$549,900
06/16/2010	Sold New England Real Estate Network #2835430	$122,000
05/25/2010	Pending New England Real Estate Network #2835430	—
05/13/2010	Listed (Active) New England Real Estate Network #2835430	$119,900
06/12/2001	Sold (Public Record) Public Record #285468927	$165,000 +33.4% / yr
06/08/2001	Sold New England Real Estate Network #797135	$165,000
04/28/2001	Pending New England Real Estate Network #797135	—
04/01/2001	Price Change New England Real Estate Network #797135	$169,900
04/01/2001	Listed (Active) New England Real Estate Network #797135	$164,900
07/10/2000	Sold (Public Record) Public Record #285467940	$126,500 +29.4% / yr
07/06/2000	Sold New England Real Estate Network #761601	$126,500
05/20/2000	Pending New England Real Estate Network #761601	—
05/19/2000	Listed (Active) New England Real Estate Network #761601	$123,900
11/29/1999	Sold (Public Record) Public Record #285467298	$108,000
11/24/1999	Sold New England Real Estate Network #576158	$108,000
10/27/1999	Pending New England Real Estate Network #576158	—
08/05/1999	Listed (Active) New England Real Estate Network #576158	$119,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Chester Road

Taxable ValueLand$192,200Additions$429,800Total$622,000

Tax Record2025$11,812 ($984 / month)

Home Facts

Beds5Baths3.5Total Finished SqFt2,586 SqFtAbove Grade Finished SqFt2,586 SqFtUnfinished Basement SqFt978 SqFtStories2Lot Size20,473 SqFtStyleSingle Family ResidenceYear Built1860Year Renovated1860ZoningMDRCountyROCKINGHAMAPNDERY M:43 B:20

Schools near 21 Chester Road

This home is within Derry Cooperative School District.


Rating	School	Type	Grades	Distance
6/10	Derry Village School	Public - Serves this home	K to 5	0.7 mi
5/10	West Running Brook Middle School	Public - Serves this home	6 to 8	0.9 mi
2/10	Pinkerton Academy	Public - Serves this home	9 to 13	0.5 mi
NR	West Running Brook Intermediate School	Public - Nearby school	5 to 6	0.8 mi


Rating	School	Distance
6/10	Derry Village School PublicK to 5 Serves this home	0.7 mi
5/10	West Running Brook Middle School Public6 to 8 Serves this home	0.9 mi
2/10	Pinkerton Academy Public9 to 13 Serves this home	0.5 mi
NR	West Running Brook Intermediate School Public5 to 6 Nearby school	0.8 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 21 Chester Road, Derry, NH 03038	$700,000	5	3	2,586	20,473
23 Chester Road, Derry, NH 03038	–	3	1.5	1,331	13,504
25 Chester Road, Derry, NH 03038	$214,900	3	1	1,687	16,117
17 Chester Road, Derry, NH 03038	$185,000	3	2	1,707	46,609
20 Chester Road, Derry, NH 03038	$2,740,000	–	–	24,162	256,133
27 Chester Road, Derry, NH 03038	–	3	1.5	1,230	14,375
15-1 Silvestri Circle, Unit 1 15, Derry, NH 03038	$106,900	2	1	806	–
15-1 Silvestri Circle, Unit 1, Derry, NH 03038	$106,900	2	1	806	–
19 Chester Road, Derry, NH 03038	–	–	–	–	495,713
18 Silvestri Circle, Unit 18, Derry, NH 03038	$65,000	2	1	806	–
8 Silvestri Circle, Unit 8, Derry, NH 03038	$96,500	2	1	806	–
24 Chester Road, Derry, NH 03038	$405,000	4	2	2,072	85,377
3 Silvestri Circle, Unit 12, Derry, NH 03038	$200,000	2	1	918	–
3 Silvestri Circle, Unit CIRCLE, Derry, NH 03038	$88,000	1	1	702	–
3 Silvestri Circle, Unit 7, Derry, NH 03038	$239,900	2	1	770	–
3 Silvestri Circle, Unit 21, Derry, NH 03038	$57,000	1	1	702	–

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Listing Courtesy of RE/MAX Synergy

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 09/23/2026 01:14 AM

Derry, NH

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