Listed by Bob Barnard • Monadnock Realty Group LLC.
For sale
$699,000
Est. $4,684/mo —
8
bd
•
4 ba
•
3,515
sq ft
37 Michigan St, Winchester, NH 03470
About this home
Welcome to 37 Michigan Street, a meticulously cared-for, turnkey four-unit multi-family property offering incredible versatility, robust cash flow, and complete flexibility. The unit mix features a spacious four-bedroom open-concept layout that is ideal for an owner-occupant or high-yield rental income, complemented by one two-bedroom apartment and two one-bedroom apartments for a total of eight bedrooms across the entire building. High-quality infrastructure provides rare peace of mind, highlighted by a dependable Buderus furnace, durable metal roof, separate electric meters for each apartment, a coin-op laundry room, and a sprawling, private back yard. Situated on 8.9 wooded acres, the property boasts valuable standing timber and unlimited potential for future expansion or development with town approval. Nestled in charming Winchester, owners and tenants enjoy a vibrant Monadnock Region lifestyle with local craft tasting rooms, historic covered bridges, and peaceful paddling on the Ashuelot River. Outdoor enthusiasts will appreciate being just minutes from the 13,300-acre Pisgah State Park for hiking, mountain biking, and trail exploration, all while commuting with quick drives to Keene, Massachusetts, and Vermont. Whether you choose to house-hack by living virtually rent-free in the flagship four-bedroom home or expand your investment portfolio with an income-generating property, this presents a rare blend of charm, turnkey quality, and immediate upside.
This smells like money and could be the opportunity you have been looking for. Short walk down town this 4 unit building with large attached barn is waiting to become that money maker you have been looking for.
PrimeMLS #2636554
Mar 29, 2007
Sold
$130,000
$37/sq ft
Feb 4, 2007
Listed
$123,500
$35/sq ft
Large home w/ in law or legal two family. Great intown location with 8+ acres and a great barn. Ideal for restoration or in home business. Bank property sold as is Town water sewer.
PrimeMLS #113973
Nov 10, 2003
Sold
$130,000
$37/sq ft
Sep 22, 2003
Delisted
—
Aug 21, 2003
Listed
$134,900
$38/sq ft
PrimeMLS #113994
Nov 10, 2003
Sold
$130,000
$37/sq ft
Sep 22, 2003
Delisted
—
Aug 21, 2003
Listed
$134,900
$38/sq ft
Year
Property tax
Land + Additions
Assessment*
2024
$5,961 (−7.7%)
$43,300 + $160,500
$203,800
2023
$6,456 (+10.4%)
$43,300 + $160,500
$203,800
2022
$5,849 (−9.7%)
$43,300 + $160,500
$203,800
2021
$6,479 (+10.5%)
$43,300 + $160,500
$203,800
2020
$5,863 (−5.8%)
$43,300 + $160,500
$203,800
2019
$6,223 (+2.6%)
$38,500 + $136,100
$174,600
2018
$6,064 (+19.1%)
$38,500 + $136,100
$174,600
2016
$5,092 (+24.4%)
$38,500 + $128,300
$166,800
2015
$4,092 (−38.3%)
$38,500 + $95,300
$133,800
2013
$6,632
$46,200 + $169,600
$215,800
Public record
Beds
8
Baths
4
Stories
2
Lot width
—
Lot depth
—
Lot size
8.9 Acres
Year renovated
—
Finished Sq. Ft.
3,723
Unfinished Sq. Ft.
—
Total Sq. Ft.
3,723
Year built
1830
Style
Other
County
Cheshire County
APN
186652
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 5, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
3/10 Heat Factor
7 days above 94° expected this year, 16 days in 30 years
4/10 Wind Factor
10% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Winchester, NH • 03470
Average low and high temperatures (°F)
29
13
33
14
48
27
59
36
67
47
78
56
82
61
80
55
74
49
61
39
48
31
34
18
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
Try the sun simulator tool to see how light moves across the property at different times of day and year.
Provided by Shadowmap
Redfin Estimate for 37 Michigan St
$698,710
$290 under list price of $699K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $365K to $625K.