Beth Thibault
REALTOR®
BEDS8
BATHS4 full
SQUARE FEET3,515
MLS#5115957
STATUSActive
PROPERTY TYPEMulti Unit - Multiple
Listing Courtesy of:
Monadnock Realty Group LLC
Agency Phone: 603-865-1932
Associate Name: Bob Barnard
Property Description
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.
Property Features
Property Type: Multi Unit - Multiple
Basement: Yes
Basement: Concrete, Dirt Floor, Full, Unfinished, Walkout
Cooling: None
Heating: Oil
Home Style: New Englander
Lot Size: 8.90 Acres
Roof Type: Metal
Stories: 2.0
Taxes: $9,034
Year Built: 1830
Units
Unit 1:
Bathroom(s): 1
Bedrooms: 4
Rent: $2020.00
Unit 2:
Bathroom(s): 1
Bedrooms: 2
Rent: $1400.00
Unit 3:
Bathroom(s): 1
Bedrooms: 1
Rent: $1100.00
Unit 4:
Bathroom(s): 1
Bedrooms: 1
Rent: $1100.00
Feature Descriptions
Construction: Timber Frame, Clapboard Exterior, Wood Siding
Days on Site: 7
Driveway: Paved
Driveway: Paved
Electric: Circuit Breaker(s)
Exterior: Timber Frame, Clapboard Exterior, Wood Siding
Flood Zone: No
Flooring: Hardwood
Foundation: Concrete, Stone
Foundation: Concrete, Stone
Lot: Sloping, Timber, Wooded, In Town, Neighborhood, Near School(s)
Roads: Paved, Public
Sewer: Public
Sq. Ft. Total Finished: 3515
Total Stories: 2
Units: 4
Water: Public
Zoning: RES-S
Listed By / Shown By
Listed By
Agency Name: Monadnock Realty Group LLC
Agent Name: Bob Barnard
Agency Phone: 603-865-1932
Shown By
Agent Name: Beth Thibault
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group
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Estimated Payment
$ 2,512.38 per month $1,555.67 Principal & Interest $752.83 Property Tax $203.88 Homeowner's Insurance
Listing data compilation and photo(s) 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 2026-11-03 23:34:18 
37 Michigan Street | MLS# 5115957
This multi-family property located at 37 Michigan Street, Winchester, NH 03470 is currently listed for sale with an asking price of $699,000. Search Winchester real estate on beththibault.masiellogrouprealestate.com today.