100 Main Street, Winchester, NH 03470
Property image
Property image
SOLD
DEC 23, 2025
Listed by Vincent Dolan, RE/MAX Town & Country, (603) 357-4100 . Bought with The Neighborhood Realty Group

100 Main Street
Winchester, NH 03470

  • Studio
  • 2 Baths
  • 1,516 sqft

$202,500

Last Sold: Dec 23, 2025
6% below list $215K
$134/sqft
Est. Refi. Payment $1,438/mo*
Refinance Your Home

$202,500

Last Sold: Dec 23, 2025
6% below list $215K
$134/sqft
Est. Refi. Payment $1,438/mo*
Refinance Your Home
Studio
2 Baths
1,516 sqft

Local Information

  • Map ViewExplore the area around 100 Main Street.
  • Schools1 Preschool School1 Elementary School1 Middle School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1850
Living Area
1,516 sqft
Price/Sqft
$134/sqft
Last check for updates: about 11 hours ago
Listed by Vincent Dolan
RE/MAX Town & Country, (603) 357-4100
Bought with: Corbin Sasner, The Neighborhood Realty Group, (508) 459-1876
Source: PrimeMLS, MLS#5062487

About this House

RENOVATED In Town 2 Family. Located directly on Main Street this duplex is super convenient. Turn key. Move in and have tenant income or list as Airbnb property. Modern Kitchens and Bathrooms, Laundry hookups in North Unit and Combination Washer/Dryer appliance in South Unit.
100 Main Street, Winchester, NH 03470 is a studio, 1,516 sqft multi-family built in 1850. It last sold for $202,500 on Dec 23, 2025 (6% below the $215,000 asking price). More recently, it was listed as a rental in March 2012 with an asking price of $750 per month. That rental listing was removed on April 20, 2025. It is currently off market. The Trulia Estimate rent is $2,171/month.

Home Details for 100 Main Street

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Unfinished,Interior Entry
Beds & Baths
Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1516 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Electric Water Heater
Heating & Cooling
Heating: Electric,Wall UnitsHas CoolingAir Conditioning: IndividualHas HeatingHeating Fuel: Electric
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Combination, Hardwood, Vinyl
Levels, Entrance, & Accessibility
Number of Stories: 2Levels: TwoFloors: Combination, Hardwood, Vinyl
View
No View

Exterior Features

Exterior Home Features
Roof: MembraneFoundation: Concrete, Stone
Parking & Garage
No Garage
Frontage
Waterfront: River FrontRoad Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 27
Finished Area
Finished Area (above surface): 1516 Square Feet

Property Information

Year Built
Year Built: 1850
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyStructure Type: DuplexArchitecture: Duplex
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $215,000Price Per Sqft: $134/sqft

Location

Direction & Address
City: Winchester

Building

Building Area
Building Area: 2092 Square Feet

Lot Information

Lot Area: 2614 sqft

Miscellaneous

BasementMls Number: 5062487Above Grade Unfinished Area: 1516Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 576Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 100 Main Street

DatePriceEventSource
12/23/2025$202,500Sold
PrimeMLS #5062487
09/22/2025$215,000Listed For SalePrimeMLS #5062487
04/20/2025$1,500ListingRemovedZillow Rentals
04/08/2025$1,500PriceChange
Zillow Rentals
05/09/2016$65,000Sold
N/A
07/02/2014$69,900ListingRemovedAgent Provided
04/22/2014$69,900Listed For SaleAgent Provided
03/17/2014$48,000Sold
N/A
12/15/2013$69,900PriceChange
Agent Provided
12/06/2013$72,500Listed For SaleAgent Provided
10/27/2012$79,000ListingRemovedAgent Provided
08/10/2012$79,000PriceChange
Agent Provided
05/19/2012$85,000Listed For SaleAgent Provided
03/15/2012$750Listed For RentAgent Provided
05/13/2009$45,000Sold
N/A
05/03/2005$98,500Sold
N/A

Market trends in Winchester

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
16
3MoM
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Property Tax and Assessment

Year2024
Tax$2,147
Assessment$73,400
Home facts updated by county records

Comparable Sales for 100 Main Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 Mechanic Street, Winchester, NH
0.32
Multi-Family Home
$240,000
06/12/26
4
1
1,772
406 Back Ashuelot Road, Ashuelot, NH
1.96
Multi-Family Home
$535,000
07/27/26
7
5
5,321
10 Chesterfield Road, Hinsdale, NH
4.96
Multi-Family Home
$210,000
08/29/25
1
2
1,091
14 Stearns Court, Hinsdale, NH
5.08
Multi-Family Home
$470,000
04/03/26
27
4
3,060
719 Mount Hermon Station Rd, Northfield, MA
5.17
Multi-Family Home
$358,000
04/21/26
4
2
2,292

Nearby homes

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Assigned Schools

These are the assigned schools for 100 Main Street.
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
    "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.
    "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
    "Boring. Druggies, condemned, abandon, no activity, lots of kid parks, school, noises, fast cars, no laws, rude people"
    0
    Flag
  • Jeannette D.
    "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

Apartments for Rent

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Homes for sale near 100 Main Street

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Off Market Homes Near 100 Main Street

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-07-27 06:43:47 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.