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    Cheshire County, NH Residential Income Properties for Sale

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    36 properties
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    Quadplex With 3 Occupied Units
    Updated: Feb 26
    Quadplex With 3 Occupied Units

    292 Richmond Road, Winchester, NH 03470

    $290,000
    4,739 sqft 3.02 AC lot
    Quadplex with Colonial architecture and wood‑frame construction
    3 units currently occupied; sold without further repairs
    Mostly open 3.02‑acre parcel
    Public water and shared septic sewer
    Built in 1870; clapboard exterior with wood siding
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    Fully Leased Two-Unit Duplex
    Updated: Jun 23
    Fully Leased Two-Unit Duplex

    87 High Street, Keene, NH 03431

    $355,000
    2,086 sqft 0.21 AC lot
    Fully leased 2‑family within walking distance to downtown Keene
    Unit 1 features a full kitchen plus two bedrooms; Unit 2 offers a large kitchen plus two bedrooms
    Both units include full appliances with washers and dryers
    Hardwood floors throughout; wood and vinyl flooring
    Partially fenced yard with shed/storage and covered porch
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    Two-Family Home with In-Unit Laundry
    Two-Family Home with In-Unit Laundry

    28 Christian Hill Road, Swanzey, NH 03446

    $300,000
    1,870 sqft 0.54 AC lot

    Turnkey two-family residence in Swanzey with hardwood floors and dedicated in-unit laundry for each apartment.

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    Two-Building Multifamily Property
    Two-Building Multifamily Property

    15 High St, Winchester, NH 03470

    $550,000
    7,739 sqft 0.68 AC lot

    Two buildings totaling eight units with off-street parking on a 0.68-acre parcel in Winchester’s town center.

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    Side-by-Side Duplex with Separate Utilities
    Side-by-Side Duplex with Separate Utilities

    523 Chesterfield Road, Hinsdale, NH 03451

    $250,000
    1,456 sqft 0.89 AC lot

    Side-by-side duplex in Hinsdale with separate utilities, basement washer/dryer hookups, and updated major exterior systems.

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    Four-Unit Apartment Building with Workshop
    Four-Unit Apartment Building with Workshop

    305 Richmond Road, Winchester, NH 03470

    $475,000
    2,790 sqft 1.00 AC lot

    Fully occupied 4-unit building with tenant-paid utilities plus two workshop/garage spaces, supported by recent major capital improvements.

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    Two-Family Residence with Scenic Access
    Two-Family Residence with Scenic Access

    68 Mount Gilboa Road, Westmoreland, NH 03467

    $499,000
    1,740 sqft 12.44 AC lot

    Custom-built two-family home on private acreage with direct access to outdoor recreation along the Cheshire Rail Trail.

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    Five-Unit Residential Income Property
    Five-Unit Residential Income Property

    27 Proctor Court, Keene, NH 03431

    $500,000
    2,032 sqft 0.09 AC lot

    Five 1-bedroom, 1-bath units with five off-street parking spaces, with tenant-paid gas heat and electricity.

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    Two-Family Residential Building
    Two-Family Residential Building

    35 Elliot Street, Keene, NH 03431

    $359,000
    1,575 sqft

    Two-unit New Englander with separate electric and hot water heaters, slate roof, vinyl windows and siding, and off-street parking.

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    Three-Building Residential Income Parcel
    Three-Building Residential Income Parcel

    1003-1005 Route 9, Chesterfield, NH 03443

    $849,000

    Parcel includes a leased single-family residence and two additional structures, sold as-is with deed restrictions on permitted uses.

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    Fully Leased Two-Family Duplex
    Fully Leased Two-Family Duplex

    87 High Street, Keene, NH 03431

    $355,000
    3,332 sqft

    Two rented units each feature kitchens and two bedrooms, with hardwood floors and in-unit washers and dryers.

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    Bungalow-Style Multifamily Residence
    Bungalow-Style Multifamily Residence

    77 High St, Hinsdale, NH 03451

    $425,000
    2,300 sqft

    Bungalow-style multifamily with a large main residence and a separate one-bedroom apartment.

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    Four-Unit Apartment with Workshop Spaces
    Four-Unit Apartment with Workshop Spaces

    305 Richmond Road, Winchester, NH 03470

    $475,000
    3,956 sqft

    Fully occupied four-unit building plus two workshop/garage spaces; tenants pay heat, hot water, and electricity.

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    Two-Family Residence with Stream Setting
    Two-Family Residence with Stream Setting

    68 Mount Gilboa Road, Westmoreland, NH 03467

    $499,000
    1,740 sqft 12.44 AC lot

    A two-family home with flexible living options, set on private acreage beside a stream and rail trail access.

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    Three-Unit Residential Income Property
    Three-Unit Residential Income Property

    14-16 Grove Street, Keene, NH 03431

    $300,000
    3,361 sqft

    Three-unit rental property with attached two-car carport and off-street parking near downtown and Keene State College.

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    Three-Unit Residential Income Building
    Three-Unit Residential Income Building

    74-76 Water ST, Keene, NH 03431

    $415,000
    2,123 sqft

    Well-maintained three-unit multifamily with studio and two 2-bedroom apartments, in-unit laundry access, and ample parking.

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    Multi-Family
    Multi-Family

    292 Richmond Road, Winchester, NH 03470

    $290,000
    4,739 sqft 3.00 AC lot

    Triplexes · 4,739 SF

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    Mixed-Use Live-Work Property
    Mixed-Use Live-Work Property

    6 Ames Plaza Lane, Walpole, NH 03608

    $849,000
    3,096 sqft

    First-floor office space with reception, conference room, private offices, kitchenette, and client/employee half baths plus a three-bedroom executive apartment.

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    Side-by-Side Duplex Property
    Side-by-Side Duplex Property

    523 Chesterfield Road, Hinsdale, NH 03451

    $250,000
    1,456 sqft

    Side-by-side duplex with separate utilities and washer/dryer hookups in the basement for each unit.

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    Three-Unit Residential Income Property
    Three-Unit Residential Income Property

    14-16 Grove Street, Keene, NH 03431

    $250,000
    2,514 sqft

    Three-unit building with attached two-car carport and multiple parking spots, with updates including insulation and new windows.

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    Historic Three-Unit Riverfront Property
    Historic Three-Unit Riverfront Property

    87 Mechanic St, Alstead, NH 03602

    $435,000
    5.00 AC lot

    Converted grist mill offers three residential units, including loft spaces and a private apartment over a detached garage.

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    Quadplex with Occupied Units
    Quadplex with Occupied Units

    292 Richmond Road, Winchester, NH 03470

    $325,000
    4,739 sqft 3.00 AC lot

    Four residential units are currently occupied, with tenants expressing interest in staying while the property needs some repairs.

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    Cash-Flowing Multifamily Property
    Cash-Flowing Multifamily Property

    406 Back Ashuelot RD, Winchester, NH 03441

    $530,000
    5,321 sqft

    Five-unit property with separate utilities and income potential.

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    High-Visibility Mixed-Use Property
    High-Visibility Mixed-Use Property

    32 Park Ave, Keene, NH 03431

    Contact for pricing
    2,286 sqft

    Well-maintained mixed-use property in West Keene with income potential.

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    Cheshire County, NH Residential Income Properties Market Trends and Statistics

    Explore 40 residential income properties for sale in Cheshire County, NH, showcased through 36 active listings on our real estate platform. These investment opportunities span a total of 69,054 square feet of properties for sale, with an estimated market value of $15,208,000.

    Sale prices for residential income properties in Cheshire County, NH start at $250,000, averaging $475,250, and reaching up to $1,450,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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