Listed by Monadnock Realty Group LLC · Bob Barnard · 603-865-1932
Residential Income · Winchester, NH
37 Michigan Street, Winchester, NH
$699,000
Est. $3,535/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)
- Sq Ft
- 3,515
- Built
- 1830
- MLS®
- #5115957
Property Description
Welcome to 37 Michigan Street, a multi-family income property in Winchester, New Hampshire. The home offers 3,515 square feet of living space, listed at $699,000. As a multi-unit property it works two ways: live in one unit while the others pay the mortgage, or run the whole building as an investment. The numbers worth knowing: a 8.9-acre lot, 1830 construction and roughly $199 per square foot. See the listing's full details below, and reach out for a private showing of 37 Michigan Street.
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.
Location Highlights
37 Michigan Street is a residential income in Winchester, New Hampshire, listed at $699,000. That works out to about $199 per square foot, for a home built in 1830. It has been on the market for 5 days.
At this latitude, Winchester averages roughly 8.3 hours of sun a day in June and 3.6 in December.
Source: zoned school names are PrimeMLS listing data; distances, sun exposure and school facts are Owl’s Nest Real Estate additions (school facts from the NCES, U.S. Department of Education) — not PrimeMLS data.
Property Details
Essentials & finishes
- SqFt
- 3,515
- Price / SqFt
- $198.86
- Property Type
- Residential Income
- Year Built
- 1830
- County
- NH-Cheshire
- Town
- Winchester, NH
- Status
- Active
- Days on Market
- 1
Primary Features
- County
- NH-Cheshire
- Property Type
- Residential Income
- Year Built
- 1830
- Zoning
- RES-S
Interior Features
- Basement
- Yes
- Basement Access Type
- Walkout
- Basement Description
- Concrete, Dirt Floor, Full, Unfinished, Walk-Out Access
- Cooling
- None
- Electric
- Circuit Breakers
- Flooring
- Hardwood
- Heating
- Oil
- SqFt-Approximate Finished Above Grade
- 3,515
- SqFt-Approximate Finished Below Grade
- 0
- SqFt Approximate Total Finished
- 3,515
- SqFt Approximate Total
- 4,235
Financial Details
- Tax - Gross Amount
- $9,034
- Tax Year
- 2025
- Taxes TBD
- No
Additional
- Construction Status
- Existing
- Construction
- Clapboard Exterior, Timber Frame, Wood Siding
- Covenants
- No
- Flood Zone
- No
- Pre-Construction
- No
- Seasonal
- No
- Total Stories
- Two
- Surveyed
- No
External Features
- Driveway
- Paved
- Foundation
- Concrete, Stone
- Garage
- No
- Lot Features
- Sloped, Timber, Wooded, In Town, Neighborhood, Near School(s)
- Lot - Acres
- 8.9
- Lot - SqFt
- 387,684
- Road Frontage Type
- Paved, Public
- Road Frontage
- TBD
- Roof
- Metal
- Sewer
- Public
- Utilities
- Cable Available
- Water Source
- Public
MLS®: PrimeMLS #5115957; Listed by Monadnock Realty Group LLC · Bob Barnard · 603-865-1932
Property History
Estimated annual taxes for this property
- 2024
- $11,883
- 2023
- $11,586
- 2022
- $11,289
Source: Owl’s Nest Real Estate estimate from the list price at New Hampshire’s average effective tax rate — not PrimeMLS or town assessor data. Verify with the town assessor.
Market Data
Live snapshot computed by Owl’s Nest Real Estate from PrimeMLS IDX active listings in this town
- Active listings in Winchester
- 26
- Average list price
- $355,427
- Price range
- $20,000 – $629,000
Mortgage Calculator
Estimate your monthly payment for this home
Estimated Monthly Payment
$4,670/ mo
- Principal & Interest
- $3,535
- Property Tax
- $990
- Home Insurance
- $146
Source: Owl’s Nest Real Estate estimate, not PrimeMLS data. Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.
Around This Property
Schools, everyday places and nearby destinations near 37 Michigan Street, Winchester, NH
Source: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.
Questions About This Listing
How much does 37 Michigan Street cost?
37 Michigan Street in Winchester, NH is listed for $699,000 on PrimeMLS.
That is about $199 per square foot of finished living space.
It came on the market on October 28, 2026.
How big is 37 Michigan Street?
37 Michigan Street in Winchester, NH has 3,515 square feet of finished living space.
What is the lot size of 37 Michigan Street?
37 Michigan Street in Winchester, NH sits on 8.9 acres, per the MLS.
The lot is described as sloped, timber and wooded.
Zoning: RES-S.
The MLS lists it as outside a flood zone.
What are the annual property taxes for 37 Michigan Street?
Annual property taxes on 37 Michigan Street in Winchester, NH are $9,034 for the 2025 tax year, per the MLS.
New Hampshire towns set their own tax rates and revalue periodically, so confirm the current bill with the Winchester assessing office.
What heating and cooling does 37 Michigan Street have?
37 Michigan Street in Winchester, NH is heated by oil, per the MLS.
The MLS lists no cooling system.
What are the water and sewer systems at 37 Michigan Street?
37 Michigan Street in Winchester, NH has public water and public sewer, per the MLS.
MLS details — water: public; sewer: public.
Electric: circuit breakers.
Other utilities: cable available.
Does 37 Michigan Street have a basement?
Yes. 37 Michigan Street in Winchester, NH has a basement with walkout access.
The MLS describes it as concrete, dirt floor, full, unfinished and walk-out access.
What parking does 37 Michigan Street have?
The MLS lists no garage at 37 Michigan Street in Winchester, NH; parking is off a paved driveway.
Is 37 Michigan Street still for sale?
Yes. 37 Michigan Street in Winchester, NH is listed as Active on PrimeMLS (MLS #5115957).
Status can change quickly; contact us to confirm availability before you visit.
Which brokerage has 37 Michigan Street listed?
37 Michigan Street in Winchester, NH is listed by Bob Barnard of Monadnock Realty Group LLC (603-865-1932).
Owl's Nest Real Estate shows it through the PrimeMLS IDX feed; we are not the listing brokerage.
What type of home is 37 Michigan Street?
37 Michigan Street in Winchester, NH is a multi-family income property built in 1830.
The MLS lists its style as New Englander, with two stories.
What town is 37 Michigan Street in?
37 Michigan Street is in Winchester, New Hampshire 03470, in Cheshire County.
Location notes from the MLS: in town and near school(s).
How can I see 37 Michigan Street in person?
To see 37 Michigan Street in Winchester, NH, use Request a Showing on this page or call Owl's Nest Real Estate at 401-648-5308.
We can show any MLS-listed home and represent you as your buyer's agent; the listing brokerage represents the seller.
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NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.
This listing data is intended 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 11/03/26.