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

144 Main St #3
Winchester, NH 03470

1 Bed
1 Bath
600 sqft

1 Bed

1 Bath

600 sqft

Local Information

Map ViewExplore the area around 144 Main St #3.
Schools1 Preschool School1 Elementary School1 Middle School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Apartment

Living Area

600 sqft

About this House

Cute and spacious 3rd floor apartment in heart of downtown Winchester.

Recently renovated, this unit is a sight to see! The bedroom is on the back side of the building, with a window that overlooks the river. There is a full bath with good sized, vaulted ceiling kitchen. The living room overlooks downtown and has a vaulted ceiling, with ceiling fan as well as a balcony that offers great outdoor dining opportunities in the summer.

Apartment is directly across from the Winchester Town Hall and Post office. The summertime Farmer's Market and Outdoor Concerts are just down the street in the park. This is a perfect location for a single person or couple to make their home.

The second floor is currently an Airbnb, and frequently has weekend guests. The first floor is currently a vacant commercial space. The building is currently listed for sale.

Utilities By Tenant (Not Included in Rent):
Electric
Internet
Phone
Trash

Utilities by Landlord (Included in Rent):
Heat (Up to $350/month)
Water
Sewer

12 Month Lease Required

First Month & Security Deposit due at Lease Signing

NO SMOKING OR VAPING

Street parking only - Town provided off street lots nearby.

No Dogs - Cats Negotiable.

144 Main St #3, Winchester, NH 03470 is a 1 bedroom, 1 bathroom, 600 sqft apartment. More recently, it was listed as a rental in April 2025 with an asking price of $1,500 per month. That rental listing was removed on April 29, 2025. It is currently off market. The Trulia Estimate rent is $1,335/month.

Home Details for 144 Main St #3

Interior Features
Heating & Cooling Heating: BaseboardAir ConditioningCooling System: Wall UnitHeating Fuel: Baseboard
Appliances & Utilities Refrigerator
Levels, Entrance, & Accessibility Floors: Tile

Property Information
Property Type / Style Property Type: Apartment

Rental Terms, Policies & Fees
Lease Term: 1 YearAvailable: now

Price History for 144 Main St #3

Date	Price	Event	Source
04/29/2025	$1,500	ListingRemoved	Zillow Rentals

04/03/2025	$1,500	Listed For Rent	Zillow Rentals

03/05/2025	$1,500	ListingRemoved	Zillow Rentals

02/12/2025	$1,500	Listed For Rent	Zillow Rentals

Market trends in Winchester

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

Skip to last item

Results are loading

Skip to first item

Comparable Sales for 144 Main St #3

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
72 Howard St, Winchester, NH	0.47	Apartment	$140,000	02/26/26	2	1	943

Home facts updated by county records

Nearby homes

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

Skip to last item

OFF MARKET
3 ba
4,226 sqft
11 Ashuelot Street,
Winchester, NH 03470
PrimeMLS, Closed
SOLD
DEC 23, 2025
$202,500
2 ba
1,516 sqft
100 Main Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
4 bd
2 ba
3,240 sqft
94 Main Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
4 bd
4 ba
2,484 sqft
23 Ashuelot Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
6 bd
2 ba
3,300 sqft
27 Ashuelot 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
Est. $290,800
4 bd
1 ba
1,864 sqft
26 Elm Street,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
Est. $183,800
3 bd
1 ba
1,622 sqft
30 Ashuelot Street,
Winchester, NH 03470
PrimeMLS, Closed
SOLD
JUL 7, 2026
$115,000
3 bd
2 ba
927 sqft
6 Cedar Lane,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
Est. $423,700
5 bd
2.5 ba
4,678 sqft
21 Keene Road,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
Est. $90,400
3 bd
1.5 ba
924 sqft
4 Pine Court,
Winchester, NH 03470
PrimeMLS, Closed
OFF MARKET
Est. $76,800
3 bd
1 ba
924 sqft
3 Dogwood Hill Road,
Winchester, NH 03470
PrimeMLS, Closed

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 144 Main St #3.

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 144 Main St #3.

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
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
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