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 96 Main St estimated to be worth?

Trulia's estimated value for 96 Main St in Winchester, NH is $149,000 .

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 .

What are the closest schools to 96 Main St?

The closest schools to 96 Main St in Winchester, NH are Winchester School (Pre-K/Elementary/Middle, rated 3/10).

How big is the lot at 96 Main St?

The lot at 96 Main St in Winchester, NH is about 0.04 acres (1,742 sq ft).

Does 96 Main St have parking?

Yes, 96 Main St in Winchester, NH has on-site parking.

OFF MARKET

$149,000

Trulia Estimate

2 Beds
1 Bath
953 sqft

96 Main St, Winchester, NH 03470

Refinance Your Home

Home Value

Trulia Estimate

$149K

Since last month

$21K (+15.9%)

Since last year

$22K (+17.5%)

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 +246% in the last 10 years

Month	Estimated value
2026
September 2026	$150K
August 2026	$149K
July 2026	$130K
June 2026	$127K
May 2026	$127K
April 2026	$118K
March 2026	$119K
February 2026	$111K
January 2026	$107K
2025
December 2025	$114K
November 2025	$120K
October 2025	$115K
September 2025	$127K
August 2025	$128K
July 2025	$133K
June 2025	$128K
May 2025	$128K
April 2025	$130K
March 2025	$118K
February 2025	$120K
January 2025	$118K
2024
December 2024	$119K
November 2024	$95K
2023
August 2023	$78K
July 2023	$82K
June 2023	$79K
May 2023	$77K
March 2023	$71K
February 2023	$68K
January 2023	$68K
2022
August 2022	$71K
July 2022	$73K
June 2022	$73K
May 2022	$73K
April 2022	$72K
March 2022	$74K
February 2022	$78K
January 2022	$74K
2021
December 2021	$72K
November 2021	$72K
October 2021	$72K
September 2021	$71K
August 2021	$72K
July 2021	$73K
June 2021	$69K
May 2021	$66K
April 2021	$63K
March 2021	$64K
February 2021	$61K
2020
December 2020	$49K
November 2020	$48K
October 2020	$49K
September 2020	$48K
August 2020	$48K
July 2020	$47K
2019
December 2019	$52K
November 2019	$56K
October 2019	$60K
September 2019	$62K
August 2019	$58K
July 2019	$56K
June 2019	$58K
May 2019	$55K
April 2019	$56K
March 2019	$52K
February 2019	$56K
January 2019	$53K
2018
December 2018	$66K
November 2018	$64K
October 2018	$66K
September 2018	$71K
August 2018	$69K
July 2018	$68K
June 2018	$66K
May 2018	$60K
April 2018	$54K
March 2018	$55K
February 2018	$56K
January 2018	$55K
2017
December 2017	$51K
November 2017	$37K
October 2017	$44K
September 2017	$41K
August 2017	$40K
July 2017	$43K
June 2017	$41K
May 2017	$43K
April 2017	$43K
March 2017	$43K
February 2017	$43K
January 2017	$43K
2016
December 2016	$44K
November 2016	$43K
October 2016	$43K
September 2016	$43K

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
12 Warwick Road, Winchester, NH	0.43	Single-Family Home	$175,000	12/05/25	2	2	980
71 Parker Street, Winchester, NH	0.37	Single-Family Home	$277,000	03/20/26	3	1	1,372
10 Swan Street, Winchester, NH	0.40	Single-Family Home	$305,000	03/31/26	3	1	1,689
12 Miner Court, Winchester, NH	0.54	Single-Family Home	$259,000	12/30/25	3	1	1,416
20 Bilo Avenue, Winchester, NH	0.72	Single-Family Home	$295,000	03/13/26	3	1	1,145
82 Howard Street, Winchester, NH	0.57	Single-Family Home	$290,000	07/13/26	3	2	1,100
56 Ashuelot Street, Winchester, NH	0.20	Single-Family Home	$143,000	12/31/25	3	2	3,390
50 Parker Street, Winchester, NH	0.27	Single-Family Home	$304,000	01/05/26	4	1.5	2,535
62 Parker Street, Winchester, NH	0.32	Single-Family Home	$430,000	07/29/26	4	1.5	2,252
21 Clark Road, Winchester, NH	0.78	Single-Family Home	$80,000	12/17/25	1	1	840

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
94 Main Street, Winchester, NH 03470	0.01	-	4	2	3,240	Off Market
100 Main Street, Winchester, NH 03470	0.01	$202,500	Studio	2	1,516	Recently Sold
23 Ashuelot Street, Winchester, NH 03470	0.06	-	4	4	2,484	Off Market
27 Ashuelot Street, Winchester, NH 03470	0.06	-	6	2	3,300	Off Market
30 Ashuelot Street, Winchester, NH 03470	0.08	$184,300	3	1	1,622	Off Market
11 Ashuelot Street, Winchester, NH 03470	0.06	-	Studio	3	4,226	Off Market
26 Elm Street, Winchester, NH 03470	0.11	$278,000	4	1	1,864	Off Market
6 Cedar Lane, Winchester, NH 03470	0.15	$115,000	3	2	927	Recently Sold
21 Richmond Road, Winchester, NH 03470	0.16	-	3	2	2,624	Off Market
56 Ashuelot Street, Winchester, NH 03470	0.20	$143,000	3	2	3,390	Recently Sold
3 Dogwood Hill Road, Winchester, NH 03470	0.19	$70,600	3	1	924	Off Market
2 Lilac Lane, Winchester, NH 03470	0.19	$76,500	2	2	1,008	Off Market

Local Information

Map ViewExplore the area around 96 Main St.
Schools1 Preschool School1 Elementary School1 Middle School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1900

953 sqft

$156/sqft

About this House

no smoking allow in property
no pets allow
street parking
garbage pick up available

no smoking no pets allow

96 Main St, Winchester, NH 03470 is a 2 bedroom, 1 bathroom, 953 sqft single-family home built in 1900. More recently, it was listed as a rental in December 2017 with an asking price of $950 per month. That rental listing was removed on January 29, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $149,000, with a rent estimate of $2,283/month.

Home Details for 96 Main St

Interior Features
Heating & Cooling Heating: Forced Air, ElectricHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood
Appliances & Utilities Refrigerator

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Other
Parking & Garage Parking: On Street

Property Information
Year Built Year Built: 1900
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information
Lot Area: 1742 sqft

Price and Tax history

Date	Event	Price
Jan 29, 2018 Source: Agent Provided	ListingRemoved	$850
Jan 4, 2018 Source: Agent Provided	PriceChange	$850 Price decreased by 11%
Dec 18, 2017 Source: Agent Provided	Listed For Rent	$950

Year	Property tax	Tax assessment
2024	$2,279	$77,900

Additional Cost

Market trends in Winchester

Last updated August 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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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
5y 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
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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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Frequently asked questions about 96 Main St

What is 96 Main St estimated to be worth?
Trulia's estimated value for 96 Main St in Winchester, NH is $149,000.
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.
What are the closest schools to 96 Main St?
The closest schools to 96 Main St in Winchester, NH are Winchester School (Pre-K/Elementary/Middle, rated 3/10).
How big is the lot at 96 Main St?
The lot at 96 Main St in Winchester, NH is about 0.04 acres (1,742 sq ft).
Does 96 Main St have parking?
Yes, 96 Main St in Winchester, NH has on-site parking.