Is parking easy in Winchester, NH?

As of early 2026, 91% of users say parking is easy

Is a car needed in Winchester, NH?

As of early 2026, 88% of users say car is needed

Are yards well-kept in Winchester, NH?

As of early 2026, 80% of users say yards are well-kept

Does Winchester, NH show holiday spirit?

As of early 2026, 76% of users say there's holiday spirit

Is there wildlife in Winchester, NH?

As of early 2026, 73% of users say there's wildlife

Would people walk alone at night in Winchester, NH?

As of early 2026, 68% of users say people would walk alone at night

Is Winchester, NH dog-friendly?

As of early 2026, 60% of users say it's dog friendly

Is Winchester, NH quiet?

As of early 2026, 56% of users say it's quiet

Do kids play outside in Winchester, NH?

As of early 2026, 53% of users say kids play outside

Are neighbors friendly in Winchester, NH?

As of early 2026, 48% of users say neighbors are friendly

Do residents of Winchester, NH plan to stay at least 5 years?

As of early 2026, 43% of users say they plan to stay for at least 5 years

Is Winchester, NH walkable to grocery stores?

As of early 2026, 35% of users say it's walkable to grocery stores

Are the streets well-lit in Winchester, NH?

As of early 2026, 31% of users say streets are well-lit

Are there community events in Winchester, NH?

As of early 2026, 30% of users say there are community events

Is Winchester, NH walkable to restaurants?

As of early 2026, 23% of users say it's walkable to restaurants

Does Winchester, NH have sidewalks?

As of early 2026, 17% of users say there are sidewalks

What is 21 Kapper Drive estimated to be worth?

Trulia's estimated value for 21 Kapper Drive in Winchester, NH is $304,300 .

What is the price history for 21 Kapper Drive?

21 Kapper Drive in Winchester, NH last sold for $299,000 in April 2026.

Is Winchester a buyer's or seller's market?

Winchester is currently a balanced market, based on recent for-sale activity.

What do residents say about Winchester?

Residents describe Winchester, NH as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Winchester, NH .

How big is the lot at 21 Kapper Drive?

The lot at 21 Kapper Drive in Winchester, NH is about 1 acre .

SOLD

APR 7, 2026

Listed by Ralph M Harvey, Listwithfreedom.com, (855) 456-4945 . Bought with Lamacchia Realty, Inc.

$304,300

Trulia Estimate

3 Beds
1 Bath
1,056 sqft (on 1.02 acres)

21 Kapper Drive, Winchester, NH 03470

Refinance Your Home

Currently Off Market - Sold Apr 7, 2026 for $299,000

Home Value

Trulia Estimate

$304K

Since last month

$3K (+1.1%)

Since last year

$55K (+22%)

Since last sale

$5K (+1.8%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +191% in the last 10 years

Month	Estimated value
2026
September 2026	$304K
August 2026	$301K
July 2026	$300K
June 2026	$299K
May 2026	$299K
April 2026	$299K
March 2026	$298K
February 2026	$233K
January 2026	$231K
2025
December 2025	$236K
November 2025	$236K
October 2025	$239K
September 2025	$249K
August 2025	$249K
July 2025	$254K
June 2025	$241K
May 2025	$239K
April 2025	$236K
March 2025	$234K
February 2025	$230K
January 2025	$225K
2024
December 2024	$233K
November 2024	$235K
October 2024	$228K
September 2024	$228K
August 2024	$237K
July 2024	$236K
June 2024	$242K
May 2024	$229K
April 2024	$221K
March 2024	$218K
February 2024	$203K
January 2024	$203K
2023
December 2023	$202K
November 2023	$212K
October 2023	$216K
September 2023	$220K
August 2023	$218K
July 2023	$219K
June 2023	$219K
May 2023	$222K
April 2023	$213K
March 2023	$209K
February 2023	$203K
January 2023	$204K
2022
December 2022	$206K
November 2022	$209K
October 2022	$212K
September 2022	$213K
August 2022	$216K
July 2022	$217K
June 2022	$215K
May 2022	$210K
April 2022	$200K
March 2022	$182K
February 2022	$159K
January 2022	$159K
2021
December 2021	$168K
November 2021	$168K
October 2021	$170K
September 2021	$170K
August 2021	$175K
July 2021	$184K
June 2021	$188K
May 2021	$201K
April 2021	$195K
March 2021	$181K
February 2021	$177K
January 2021	$164K
2020
December 2020	$113K
November 2020	$110K
October 2020	$108K
September 2020	$106K
August 2020	$111K
July 2020	$112K
June 2020	$111K
May 2020	$116K
April 2020	$124K
March 2020	$122K
February 2020	$110K
January 2020	$109K
2019
December 2019	$105K
November 2019	$103K
October 2019	$105K
September 2019	$106K
August 2019	$122K
July 2019	$120K
June 2019	$106K
May 2019	$115K
April 2019	$113K
March 2019	$99K
February 2019	$104K
January 2019	$105K
2018
December 2018	$128K
November 2018	$137K
October 2018	$136K
September 2018	$128K
August 2018	$134K
July 2018	$128K
June 2018	$128K
May 2018	$127K
April 2018	$123K
March 2018	$124K
February 2018	$126K
January 2018	$123K
2017
December 2017	$119K
November 2017	$117K
October 2017	$116K
September 2017	$111K
August 2017	$111K
July 2017	$110K
June 2017	$111K
May 2017	$111K
April 2017	$104K
March 2017	$107K
February 2017	$102K
January 2017	$101K
2016
December 2016	$105K
November 2016	$104K
October 2016	$106K
September 2016	$105K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
886 Keene Rd, Winchester, NH	0.93	Single-Family Home	$220,000	07/30/26	2	1	1,424
56 Melvin Bridge Road, Winchester, NH	1.31	Single-Family Home	$280,000	11/04/25	3	1	1,295
905 Old Westport Road, Winchester, NH	0.95	Single-Family Home	$325,000	10/24/25	3	1.5	2,538
510 Old Westport Road, Winchester, NH	0.68	Single-Family Home	$537,500	11/18/25	3	1.5	1,930
55 Verry Brook Road, Winchester, NH	1.13	Single-Family Home	$365,000	08/27/26	3	1.5	1,192
29 Verry Brook Road, Winchester, NH	1.04	Single-Family Home	$430,000	04/30/26	3	2	1,668
30 Melvin Bridge Road, Winchester, NH	1.39	Single-Family Home	$350,700	07/07/26	4	2	1,750
49 Forest Lake Circle, Winchester, NH	1.74	Single-Family Home	$330,000	07/31/26	2	1	937
45 Forest Lake Circle, Winchester, NH	1.75	Single-Family Home	$355,000	03/20/26	4	2	1,500

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
49 Kapper Drive, Winchester, NH 03470	0.07	$148,400	3	2	1,188	Off Market
37 Kapper Drive, Winchester, NH 03470	0.23	$214,000	3	2	1,568	Off Market
Old Westport Road, Winchester, NH 03470	0.38	-	-	-	-	Off Market
00 Route 10, Winchester, NH 03470	0.46	$2,100,000	-	-	-	For Sale
695 Old Westport Road, Winchester, NH 03470	0.54	$288,500	3	1	1,134	Off Market
510 Old Westport Road, Winchester, NH 03470	0.68	$549,600	3	1.5	1,930	Off Market
750 Old Westport Road, Winchester, NH 03470	0.78	$665,700	4	1	1,542	Off Market
893 Old Westport Road, Winchester, NH 03470	0.91	$378,300	3	2	2,028	Off Market
886 Keene Rd, Winchester, NH 03470	0.93	$220,000	2	1	1,424	Recently Sold
905 Old Westport Road, Winchester, NH 03470	0.95	$332,400	3	1.5	2,538	Off Market
29 Verry Brook Road, Winchester, NH 03470	1.04	$430,000	3	2	1,668	Recently Sold

Local Information

Map ViewExplore the area around 21 Kapper Drive.
Schools1 Preschool School1 Elementary School1 Middle School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1972

1.02 acre lot

1,056 sqft

$283/sqft

About this House

Makeover Magic! This beautifully renovated 3-bedroom, 1-bath ranch has been completely gutted to the studs and thoughtfully rebuilt by a local builder. Upgraded electrical panel and lines, and here’s what’s NEW - an energy-efficient furnace, all plumbing, drywall, windows, doors, flooring, kitchen, bathroom, and appliances!The upgrades continue outside with a brand-new roof and vinyl siding for added peace of mind! Situated on a level, cleared one-acre lot in a neighborhood with open fields behind the property, this home offers both privacy and charm. New front steps, a, 12x12 deck off the kitchen and granite countertops will be completed prior to closing, making this home truly move-in ready. Currently being finished and ready just in time for you - don’t miss this stunning transformation!

21 Kapper Drive, Winchester, NH 03470 is a 3 bedroom, 1 bathroom, 1,056 sqft single-family home built in 1972. It last sold for the $299,000 asking price on Apr 7, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $304,300, with a rent estimate of $2,358/month.

Home Details for 21 Kapper Drive

Active Status
MLS Status: Closed

Interior Features
Interior Details Number of Rooms: 5
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout Living Area: 1056 Square Feet
Appliances & Utilities Utilities: Other
Heating & Cooling Heating: PropaneNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Propane
Gas & Electric Electric: Circuit Breakers
Levels, Entrance, & Accessibility Stories: 1Levels: One
View No View

Exterior Features
Exterior Home Features Roof: Architectural ShingleFoundation: Other
Parking & Garage No Garage
Frontage Road Frontage: NoneRoad Surface Type: Paved
Water & Sewer Sewer: Private Sewer, Septic Tank
Finished Area Finished Area (above surface): 1056 Square Feet

Property Information
Year Built Year Built: 1972
Property Type / Style Property Type: ResidentialProperty Subtype: RanchArchitecture: Ranch
Building Construction Materials: Wood FrameNot a New Construction

Price & Status
Price List Price: $299,000Price Per Sqft: $283/sqft
Status Change & Dates Possession Timing: Close Of Escrow

Location
Direction & Address City: Winchester
School Information Elementary School: Winchester SchoolElementary School District: Winchester School DistrictJr High / Middle School: Winchester SchoolJr High / Middle School District: Winchester School DistrictHigh School: Hinsdale Sr. High SchoolHigh School District: Winchester School District

Building
Building Area Building Area: 1056 Square Feet

Lot Information
Lot Area: 1.02 Acres

Miscellaneous
Mls Number: 5077847Attribution Contact: Support@ListWithFreedom.comAbove Grade Unfinished Area: 1056Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

Date	Event	Price
Apr 7, 2026 Source: PrimeMLS #5077847	Sold	$299,000
Mar 18, 2026 Source: PrimeMLS #5077847	Pending	$299,000
Mar 6, 2026 Source: PrimeMLS #5077847	Contingent	$299,000
Mar 1, 2026 Source: PrimeMLS #5077847	Listed For Sale	$299,000

Year	Property tax	Tax assessment
2024	$3,922	$134,100

Additional Cost

Market trends in Winchester

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Around this home

Winchester School
PK-8
Public
322 Students
Winchester School District
3/10
GreatSchools Rating
Parent Rating Average
hate this school . Can't wait to get out .
Student Review
1y ago
2 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winchester

At least 16 Trulia users voted on each feature.

91 % Say parking is easy
88 % Say car is needed
80 % Say yards are well-kept
76 % Say there's holiday spirit
73 % Say there's wildlife
68 % Say people would walk alone at night
60 % Say it's dog friendly
56 % Say it's quiet
53 % Say kids play outside
48 % Say neighbors are friendly
43 % Say they plan to stay for at least 5 years
35 % Say it's walkable to grocery stores
31 % Say streets are well-lit
30 % Say there are community events
23 % Say it's walkable to restaurants
17 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.

Flynnstrucking
Resident
6y ago
"there is Plenty of open space to walk your dog without having to worry about picking up after it. you can have your own private trails right out your back door"
0
Flag
Angelica M.
Resident
7y ago
"Dope heads. Idk it’s not the best or worst place to live. It’s far away from society and school sucks"
0
Flag
unknown
Resident
7y ago
"Boring. Druggies, condemned, abandon, no activity, lots of kid parks, school, noises, fast cars, no laws, rude people"
0
Flag
Jeannette D.
14y ago
"Compared to other outlying Cheshire County towns, Winchester, NH gets the highest mark for in-town amenities. Winchester, NH has its own locally owned grocery store, hardware store, pharmacy, clinic, bank and more! Additionally, the natural amenities are outstanding and include, Forest Lake, Ashuelot River, 14,000 acre Pisgah State Park, Rails to Trails. In Winchester, NH, you get the best of both worlds - rural living with close by amenities. AND you can get there from here! 15 minutes to I91 in Berndarston, MA, 20 minutes to Keene, NH, Greenfield, MA or Brattleboro, VT."
8
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LGBTQ Local Legal Protections

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-09-22 13:18:39 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Frequently asked questions about 21 Kapper Drive

What is 21 Kapper Drive estimated to be worth?
Trulia's estimated value for 21 Kapper Drive in Winchester, NH is $304,300.
What is the price history for 21 Kapper Drive?
21 Kapper Drive in Winchester, NH last sold for $299,000 in April 2026.
Is Winchester a buyer's or seller's market?
Winchester is currently a balanced market, based on recent for-sale activity.
What do residents say about Winchester?
Residents describe Winchester, NH as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Winchester, NH.
How big is the lot at 21 Kapper Drive?
The lot at 21 Kapper Drive in Winchester, NH is about 1 acre.