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 2 High St estimated to be worth?

Trulia's estimated value for 2 High St in Winchester, NH is $236,700 .

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

Winchester is currently a buyer's 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 2 High St?

The closest schools to 2 High St in Winchester, NH are Winchester School (Pre-K/Elementary/Middle, rated 3/10).

How big is the lot at 2 High St?

The lot at 2 High St in Winchester, NH is about 0.18 acres (7,840 sq ft).

OFF MARKET

$236,700

Trulia Estimate

Studio

2 High St, Winchester, NH 03470

Est. Refi. Payment $1,650/mo*

Refinance Your Home

Home Value

Trulia Estimate

$237K

Since last month

$6K (-2.6%)

Since last year

$1K (-0.4%)

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 +21% in the last 10 years

Month	Estimated value
2026
August 2026	$237K
August 2026	$237K
July 2026	$243K
May 2026	$236K
2025
September 2025	$226K
August 2025	$238K
June 2025	$229K
May 2025	$255K
April 2025	$236K
March 2025	$218K
February 2025	$165K
January 2025	$205K
2024
September 2024	$114K
August 2024	$173K
July 2024	$195K

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
26 Mechanic Street, Winchester, NH	0.22	Single-Family Home	$377,000	07/21/26	4	2.5	2,736
62 Parker Street, Winchester, NH	0.32	Single-Family Home	$430,000	07/29/26	4	1.5	2,252
50 Parker Street, Winchester, NH	0.27	Single-Family Home	$304,000	01/05/26	4	1.5	2,535
10 Swan Street, Winchester, NH	0.37	Single-Family Home	$305,000	03/31/26	3	1	1,689
82 Howard Street, Winchester, NH	0.51	Single-Family Home	$290,000	07/13/26	3	2	1,100
71 Parker Street, Winchester, NH	0.38	Single-Family Home	$277,000	03/20/26	3	1	1,372
20 Bilo Avenue, Winchester, NH	0.66	Single-Family Home	$295,000	03/13/26	3	1	1,145
12 Miner Court, Winchester, NH	0.55	Single-Family Home	$259,000	12/30/25	3	1	1,416
19 Toofs Drive, Winchester, NH	0.65	Single-Family Home	$295,000	02/27/26	3	2	1,344
12 Warwick Road, Winchester, NH	0.64	Single-Family Home	$175,000	12/05/25	2	2	980

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
29 Michigan Street #29, Winchester, NH 03470	0.04	$315,100	3	2	1,239	Off Market
15 High Street, Winchester, NH 03470	0.08	$550,000	10	8	4,519	Recently Sold
21 Keene Road, Winchester, NH 03470	0.04	$415,600	5	2.5	4,678	Off Market
44 Michigan Street, Winchester, NH 03470	0.11	$312,100	4	2	1,568	Off Market
21 Richmond Road, Winchester, NH 03470	0.13	-	3	2	2,624	Off Market
19 Chapel Street, Winchester, NH 03470	0.13	-	4	2	2,409	Off Market
16 Chapel Street, Winchester, NH 03470	0.15	$374,600	3	1	1,440	Off Market
12 Mechanic Street, Winchester, NH 03470	0.14	$240,000	4	1	1,772	Recently Sold
31 Hildreth Street, Winchester, NH 03470	0.14	$296,900	3	1	1,405	Off Market
66 Michigan Street, Winchester, NH 03470	0.21	$185,400	2	1.5	924	Off Market
11 Ashuelot Street, Winchester, NH 03470	0.20	-	Studio	3	4,226	Off Market
21 Mechanic Street, Winchester, NH 03470	0.21	$309,400	4	2	2,006	Off Market

Local Information

Map ViewExplore the area around 2 High St.
Schools1 Preschool School1 Elementary School1 Middle School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

About this House

This single-family home is located at 2 High St, Winchester, NH. 2 High St is in Winchester, NH and in ZIP code 03470. This property has a lot size of 7840 sqft.

2 High St, Winchester, NH 03470 is a studio single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $236,700, with a rent estimate of $3,037/month.

Home Details for 2 High St

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 7840 sqft

Price and Tax history

Year	Property tax	Tax assessment
2024	$175	$6,100

Home facts updated by county records

Additional Cost

Market trends in Winchester

Last updated July 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

1MoM

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 2 High St

What is 2 High St estimated to be worth?
Trulia's estimated value for 2 High St in Winchester, NH is $236,700.
Is Winchester a buyer's or seller's market?
Winchester is currently a buyer's 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 2 High St?
The closest schools to 2 High St in Winchester, NH are Winchester School (Pre-K/Elementary/Middle, rated 3/10).
How big is the lot at 2 High St?
The lot at 2 High St in Winchester, NH is about 0.18 acres (7,840 sq ft).