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

OFF MARKET

4 High St
Winchester, NH 03470

4 Beds
2 Baths
1,654 sqft

$262,900

Trulia Estimate

as of Jul 24, 2026

$262,900

Trulia Estimate

as of Jul 24, 2026

4 Beds

2 Baths

1,654 sqft

Local Information

Map ViewExplore the area around 4 High St.
Schools1 Preschool School1 Elementary School1 Middle School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1800

Living Area

1,654 sqft

Price/Sqft

$159

Parking

Garage

About this House

This single-family home is located at 4 High St, Winchester, NH. 4 High St is in Winchester, NH and in ZIP code 03470. This property has 4 bedrooms, 2 bathrooms and approximately 1,654 sqft of floor space. This property has a lot size of 0.80 acres and was built in 1800.

4 High St, Winchester, NH 03470 is a 4 bedroom, 2 bathroom, 1,654 sqft single-family home built in 1800. It last sold for $229,999 on May 3, 2023. It is currently off market. The Trulia Estimate is $262,900, with a rent estimate of $2,411/month.

Home Details for 4 High St

Interior Features
Heating & Cooling Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 3
Appliances & Utilities Cable Ready

Exterior Features
Exterior Home Features Roof: OtherExterior: Vinyl
Parking & Garage GarageParking Space: 1Parking: Garage Detached

Property Information
Year Built Year Built: 1800
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Lot Information
Lot Area: 3484 sqft

Price History for 4 High St

Date	Price	Event	Source
05/03/2023	$229,999	Sold	PrimeMLS #4947590
Recording Date 05/03/2023 County Transfer Tax N/A Total Transfer Tax N/A
04/05/2023	$229,999	Contingent	PrimeMLS #4947590

04/04/2023	$229,999	Listed For Sale	PrimeMLS #4947590

10/22/2021		ListingRemoved	PrimeMLS #4856998

07/02/2021	$179,900	ListingRemoved	PrimeMLS #4856998

06/28/2021	$179,900	PendingToActive	PrimeMLS #4856998

04/29/2021	$179,900	Contingent	PrimeMLS #4856998

04/22/2021	$179,900	Listed For Sale	PrimeMLS #4856998

02/11/2021		ListingRemoved	PrimeMLS #4841135

01/25/2021	$159,999	Contingent	PrimeMLS #4841135

12/08/2020	$159,999	Listed For Sale	Agent Provided

08/27/2020	$35,000	Sold	PrimeMLS #4819429
Recording Date 08/27/2020 County Transfer Tax N/A Total Transfer Tax N/A
07/29/2020	$34,000	Listed For Sale	Agent Provided

07/30/2019	$113,763	Sold	N/A
Recording Date 07/30/2019 Contract Date 07/23/2019 County Transfer Tax N/A Total Transfer Tax N/A
05/17/2019	$0	Listed For Sale	Agent Provided

07/07/2006	$117,400	Sold	N/A
Recording Date 07/07/2006 County Transfer Tax N/A Total Transfer Tax $36
11/22/2000	$53,000	Sold	N/A
Recording Date 11/22/2000 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Winchester

Last updated June 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

3MoM

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Property Tax and Assessment

Year	2024
Tax	$3,463
Assessment	$118,400

Home facts updated by county records

Comparable Sales for 4 High St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
50 Parker Street, Winchester, NH	0.25	Single-Family Home	$304,000	01/05/26	4	1.5	2,535
71 Parker Street, Winchester, NH	0.36	Single-Family Home	$277,000	03/20/26	3	1	1,372
10 Swan Street, Winchester, NH	0.35	Single-Family Home	$305,000	03/31/26	3	1	1,689
68 Michigan Street, Winchester, NH	0.23	Single-Family Home	$308,000	08/28/25	3	1	1,176
17 Ashuelot St, Winchester, NH	0.23	Single-Family Home	$108,500	08/01/25	5	2	3,586
26 Mechanic Street, Winchester, NH	0.23	Single-Family Home	$377,000	07/21/26	4	2.5	2,736
102 Keene Road, Winchester, NH	0.46	Single-Family Home	$218,500	08/01/25	3	1.5	3,603
82 Howard Street, Winchester, NH	0.53	Single-Family Home	$285,000	07/13/26	3	2	1,100
12 Miner Court, Winchester, NH	0.57	Single-Family Home	$259,000	12/30/25	3	1	1,416
19 Toofs Drive, Winchester, NH	0.63	Single-Family Home	$295,000	02/27/26	3	2	1,344

Nearby homes

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

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OFF MARKET
Est. $313,000
3 bd
2 ba
1,239 sqft
29 Michigan Street #29,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
Est. $415,900
5 bd
2.5 ba
4,678 sqft
21 Keene Road,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
Est. $305,900
4 bd
2 ba
1,568 sqft
44 Michigan Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
3 bd
2 ba
2,624 sqft
21 Richmond Road,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
4 bd
2 ba
2,409 sqft
19 Chapel Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
1 ba
2,000 sqft
9 Mechanic Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
Est. $370,700
3 bd
1 ba
1,440 sqft
16 Chapel Street,
Winchester, NH 03470
PrimeMLS, Closed
SOLD
JUN 12, 2026
$240,000
4 bd
1 ba
1,772 sqft
12 Mechanic Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
Est. $297,300
3 bd
1 ba
1,405 sqft
31 Hildreth Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
Est. $180,100
2 bd
1.5 ba
924 sqft
66 Michigan Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
3 ba
4,226 sqft
11 Ashuelot Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
Est. $310,900
4 bd
2 ba
2,006 sqft
21 Mechanic Street,
Winchester, NH 03470
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 4 High St.

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
Check out schools near 4 High St.

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
6y ago
"Dope heads. Idk it’s not the best or worst place to live. It’s far away from society and school sucks"
0
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unknown
Resident
7y ago
"Boring. Druggies, condemned, abandon, no activity, lots of kid parks, school, noises, fast cars, no laws, rude people"
0
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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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