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 27 Maple St estimated to be worth?

Trulia's estimated value for 27 Maple St in Winchester, NH is $262,800 .

What is the price history for 27 Maple St?

27 Maple St in Winchester, NH last sold for $165,000 in October 2020.

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 .

Does 27 Maple St have laundry facilities?

Yes, 27 Maple St in Winchester, NH has in-unit laundry.

How big is the lot at 27 Maple St?

The lot at 27 Maple St in Winchester, NH is about 0.40 acres (17,424 sq ft).

OFF MARKET

$262,800

Trulia Estimate

3 Beds
1 Bath
1,744 sqft (on 0.40 acres)

27 Maple St, Winchester, NH 03470

Est. Refi. Payment $1,838/mo*

Refinance Your Home

Currently Off Market - Sold Oct 2, 2020 for $165,000

Home Value

Trulia Estimate

$263K

Since last month

$2K (-0.8%)

Since last year

$4K (+1.4%)

Since last sale

$98K (+59.3%)

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
August 2026	$263K
July 2026	$265K
June 2026	$262K
May 2026	$259K
April 2026	$254K
March 2026	$255K
February 2026	$248K
January 2026	$245K
2025
December 2025	$247K
November 2025	$249K
October 2025	$253K
September 2025	$256K
August 2025	$259K
July 2025	$263K
June 2025	$263K
May 2025	$260K
April 2025	$261K
March 2025	$256K
February 2025	$252K
January 2025	$248K
2024
December 2024	$248K
November 2024	$250K
October 2024	$251K
September 2024	$251K
August 2024	$254K
July 2024	$251K
June 2024	$256K
May 2024	$251K
April 2024	$248K
March 2024	$246K
February 2024	$236K
January 2024	$237K
2023
December 2023	$234K
November 2023	$239K
October 2023	$243K
September 2023	$245K
August 2023	$244K
July 2023	$251K
June 2023	$252K
May 2023	$239K
April 2023	$235K
March 2023	$228K
February 2023	$221K
January 2023	$217K
2022
December 2022	$219K
November 2022	$223K
October 2022	$224K
September 2022	$226K
August 2022	$227K
July 2022	$232K
June 2022	$238K
May 2022	$229K
April 2022	$217K
March 2022	$212K
February 2022	$205K
January 2022	$201K
2021
December 2021	$197K
November 2021	$195K
October 2021	$192K
September 2021	$192K
August 2021	$188K
July 2021	$182K
June 2021	$180K
May 2021	$177K
April 2021	$175K
March 2021	$172K
February 2021	$170K
January 2021	$169K
2020
December 2020	$168K
November 2020	$167K
October 2020	$166K
September 2020	$69K
August 2020	$68K
June 2020	$66K
May 2020	$73K
April 2020	$77K
March 2020	$86K
February 2020	$86K
January 2020	$83K
2019
December 2019	$95K
November 2019	$98K
October 2019	$94K
September 2019	$93K
August 2019	$92K
July 2019	$89K
June 2019	$93K
May 2019	$94K
April 2019	$93K
March 2019	$92K
February 2019	$92K
January 2019	$91K
2018
December 2018	$103K
November 2018	$107K
October 2018	$112K
September 2018	$111K
August 2018	$114K
July 2018	$113K
June 2018	$119K
May 2018	$123K
April 2018	$119K
March 2018	$119K
February 2018	$117K
January 2018	$112K
2017
December 2017	$101K
November 2017	$106K
October 2017	$99K
September 2017	$80K
August 2017	$77K
July 2017	$73K
June 2017	$78K
May 2017	$69K
April 2017	$86K
March 2017	$78K
February 2017	$76K
January 2017	$79K
2016
December 2016	$89K
November 2016	$83K
October 2016	$76K
September 2016	$85K
August 2016	$90K

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 Miner Court, Winchester, NH	0.54	Single-Family Home	$259,000	12/30/25	3	1	1,416
10 Swan Street, Winchester, NH	0.54	Single-Family Home	$305,000	03/31/26	3	1	1,689
71 Parker Street, Winchester, NH	0.57	Single-Family Home	$277,000	03/20/26	3	1	1,372
82 Howard Street, Winchester, NH	0.42	Single-Family Home	$290,000	07/13/26	3	2	1,100
26 Mechanic Street, Winchester, NH	0.08	Single-Family Home	$377,000	07/21/26	4	2.5	2,736
50 Parker Street, Winchester, NH	0.48	Single-Family Home	$304,000	01/05/26	4	1.5	2,535
20 Bilo Avenue, Winchester, NH	0.79	Single-Family Home	$295,000	03/13/26	3	1	1,145
62 Parker Street, Winchester, NH	0.51	Single-Family Home	$430,000	07/29/26	4	1.5	2,252
19 Toofs Drive, Winchester, NH	0.80	Single-Family Home	$295,000	02/27/26	3	2	1,344
12 Warwick Road, Winchester, NH	0.86	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
66 Michigan Street, Winchester, NH 03470	0.03	$184,800	2	1.5	924	Off Market
68 Michigan Street, Winchester, NH 03470	0.03	$310,000	3	1	1,176	Off Market
21 Mechanic Street, Winchester, NH 03470	0.06	$310,700	4	2	2,006	Off Market
16 Chapel Street, Winchester, NH 03470	0.08	$374,600	3	1	1,440	Off Market
26 Mechanic Street, Winchester, NH 03470	0.08	$377,000	4	2.5	2,736	Recently Sold
19 Chapel Street, Winchester, NH 03470	0.10	-	4	2	2,409	Off Market
12 Mechanic Street, Winchester, NH 03470	0.11	$240,000	4	1	1,772	Recently Sold
6 Maple Street, Winchester, NH 03470	0.10	-	Studio	2	2,454	Off Market
38 Mechanic Street, Winchester, NH 03470	0.09	$207,700	3	1	1,602	Off Market
44 Michigan Street, Winchester, NH 03470	0.12	$312,100	4	2	1,568	Off Market
92 Michigan Street, Winchester, NH 03470	0.11	$344,100	3	1	1,176	Off Market
31 Hildreth Street, Winchester, NH 03470	0.18	$299,100	3	1	1,405	Off Market

Local Information

Map ViewExplore the area around 27 Maple St.
Schools1 Preschool School1 Elementary School1 Middle School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1900

Lot Size

0.4 acres

Living Area

1,744 sqft

Price/Sqft

$151

About this House

This single-family home is located at 27 Maple St, Winchester, NH. 27 Maple St is in Winchester, NH and in ZIP code 03470. This property has 3 bedrooms, 1 bathroom and approximately 1,744 sqft of floor space. This property has a lot size of 0.40 acres and was built in 1900.

27 Maple St, Winchester, NH 03470 is a 3 bedroom, 1 bathroom, 1,744 sqft single-family home built in 1900. It last sold for $165,000 on Oct 2, 2020. More recently, it was listed as a rental in April 2023 with an asking price of $2,300 per month. That rental listing was removed on April 30, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $262,800, with a rent estimate of $2,575/month.

Home Details for 27 Maple St

Interior Features
Heating & Cooling Heating: Baseboard, Electric, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Laminate
Interior Details Types of Rooms: Dining Room
Appliances & Utilities DishwasherDryerWasher

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Wood
Parking & Garage Parking Space: 1Parking: Off Street

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

Lot Information
Lot Area: 0.40 acres

Price and Tax history

Date	Event	Price
Apr 30, 2023 Source: Zillow Rentals	ListingRemoved
Apr 16, 2023 Source: Zillow Rentals	Listed For Rent	$2,300
Oct 2, 2020 Source: N/A	Sold	$165,000
Jul 12, 2020 Source: Agent Provided	PriceChange	$169,500 Price increased by 3%
Jun 17, 2020 Source: N/A	Listed For Sale	$165,000
Dec 20, 2019 Source: N/A	ListingRemoved	$145,000
Sep 21, 2019 Source: N/A	Listed For Sale	$145,000
Dec 20, 2017 Source: PrimeMLS #4636551	Sold	$30,000
Apr 19, 2017 Source: N/A	Sold	$70,000
Jul 2, 2001 Source: N/A	Sold	$72,000

Year	Property tax	Tax assessment
2024	$4,162	$142,300

Additional Cost

Market trends in Winchester

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

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
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
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 27 Maple St

What is 27 Maple St estimated to be worth?
Trulia's estimated value for 27 Maple St in Winchester, NH is $262,800.
What is the price history for 27 Maple St?
27 Maple St in Winchester, NH last sold for $165,000 in October 2020.
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.
Does 27 Maple St have laundry facilities?
Yes, 27 Maple St in Winchester, NH has in-unit laundry.
How big is the lot at 27 Maple St?
The lot at 27 Maple St in Winchester, NH is about 0.40 acres (17,424 sq ft).