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 the price history for 5 High St?

5 High St in Winchester, NH last sold for $110,000 in February 2022.

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 5 High St?

The closest schools to 5 High St in Winchester, NH are Winchester School (Pre-K/Elementary/Middle, rated 3/10).

OFF MARKET

$110,000

Last sold price

Studio
1,808 sqft

5 High St, Winchester, NH 03470

Currently Off Market - Sold Feb 28, 2022 for $110,000

Home Value

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

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
100 Main Street, Winchester, NH	0.20	Multi-Family Home	$202,500	12/23/25		2	1,516
12 Mechanic Street, Winchester, NH	0.17	Multi-Family Home	$240,000	06/12/26	4	1	1,772
15 High Street, Winchester, NH	0.05	Multi-Family Home	$550,000	08/06/26	10	8	4,519
254 Keene Rd, Winchester, NH	1.18	Multi-Family Home	$440,000	12/31/25	8	5.5	4,182
406 Back Ashuelot Road, Ashuelot, NH	2.11	Multi-Family Home	$535,000	07/27/26	7	5	5,321
719 Mount Hermon Station Rd, Northfield, MA	5.37	Multi-Family Home	$358,000	04/21/26	4	2	2,292
3 N Winchester St, Swanzey, NH	7.32	Multi-Family Home	$370,000	12/22/25	3	3	2,068
3 N Winchester Street, Swanzey, NH	7.32	Multi-Family Home	$370,000	12/19/25	4	3	2,911
28 Christian Hill Road, Swanzey, NH	7.32	Multi-Family Home	$310,000	08/25/26	5	2	1,870
10 N Winchester St, Swanzey, NH	7.35	Multi-Family Home	$337,533	10/29/25	5	4	3,360

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	0.06	$315,100	3	2	1,239	Off Market
15 High Street, Winchester, NH 03470	0.05	$550,000	10	8	4,519	Recently Sold
21 Keene Road, Winchester, NH 03470	0.06	$409,100	5	2.5	4,678	Off Market
44 Michigan Street, Winchester, NH 03470	0.13	$313,200	4	2	1,568	Off Market
21 Richmond Road, Winchester, NH 03470	0.11	-	3	2	2,624	Off Market
19 Chapel Street, Winchester, NH 03470	0.15	-	4	2	2,409	Off Market
16 Chapel Street, Winchester, NH 03470	0.17	$374,600	3	1	1,440	Off Market
12 Mechanic Street, Winchester, NH 03470	0.17	$240,000	4	1	1,772	Recently Sold
31 Hildreth Street, Winchester, NH 03470	0.16	$296,900	3	1	1,405	Off Market
66 Michigan Street, Winchester, NH 03470	0.23	$186,300	2	1.5	924	Off Market
11 Ashuelot Street, Winchester, NH 03470	0.19	-	Studio	3	4,226	Off Market
21 Mechanic Street, Winchester, NH 03470	0.23	$310,600	4	2	2,006	Off Market

Local Information

Map ViewExplore the area around 5 High St.
Schools1 Preschool School1 Elementary School1 Middle School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Multi-Family

Built in 1890

1,808 sqft

About this House

This multi-family home is located at 5 High St, Winchester, NH. 5 High St is in Winchester, NH and in ZIP code 03470. This property has approximately 1,808 sqft of floor space. This property has a lot size of 8276 sqft and was built in 1890.

5 High St, Winchester, NH 03470 is a studio, 1,808 sqft multi-family built in 1890. It last sold for $110,000 on Feb 28, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,323/month.

Home Details for 5 High St

Interior Features
Heating & Cooling Heating: Forced Air, Gas, Wood PelletHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 3Floors: Hardwood, Laminate
Interior Details Number of Rooms: 8
Appliances & Utilities Refrigerator

Exterior Features
Exterior Home Features Roof: SlateExterior: Wood

Property Information
Year Built Year Built: 1890
Property Type / Style Property Type: Multi Family

Lot Information
Lot Area: 8276 sqft

Price and Tax history

Date	Event	Price
Feb 28, 2022 Source: PrimeMLS #4893326	Sold	$110,000
Feb 6, 2022 Source: PrimeMLS #4893326	Contingent	$119,000
Dec 15, 2021 Source: PrimeMLS #4893326	Listed For Sale	$119,000
Feb 9, 2018 Source: Agent Provided	ListingRemoved	$89,500
Aug 3, 2017 Source: Agent Provided	Listed For Sale	$89,500
Jan 1, 2017 Source: Agent Provided	ListingRemoved	$75,000
Jun 14, 2016 Source: Agent Provided	Listed For Sale	$75,000
Aug 11, 2011 Source: N/A	Sold	$20,000

Year	Property tax	Tax assessment
2024	$2,913	$99,600

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
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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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Frequently asked questions about 5 High St

What is the price history for 5 High St?
5 High St in Winchester, NH last sold for $110,000 in February 2022.
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 5 High St?
The closest schools to 5 High St in Winchester, NH are Winchester School (Pre-K/Elementary/Middle, rated 3/10).