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Winchester, NH Residential Income Properties for Sale

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Historic Winchester Multifamily Investment
$600,000
5,607 SF

Historic Winchester Multifamily Investment

406 Back Ashuelot Rd, Winchester, NH 03441

Historic building with river views, investment or owner-occupied potential.

  • Historic building with character, formerly a schoolhouse.
  • Commanding view of the Ashuelot River and covered bridge.
  • Multiple units offer investment potential or owner occupancy.
  • Significant recent upgrades, including new Anderson windows, electrical panels, and oil tank.
  • Spacious yard suitable for gardening and outdoor enjoyment.
Updated: May 21, 2025
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Winchester Commercial Building For Sale
$195,000
0.06 Acres

Winchester Commercial Building For Sale

130 Main St, Winchester, NH 03470

Main Street commercial building with retail space and apartment units.

  • Prime development/investment opportunity in revitalizing downtown Winchester.
  • Main Street location next to Sweetwater Distillery.
  • First floor commercial space permitted for cafe' or other retail uses.
  • Includes 3‑4 residential apartment units above commercial space.
  • Classic commercial building with historical character (built in 1875).
Updated: Aug 30, 2025
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Based on your search, we've compiled 8 Potential Opportunities for your consideration. Besides 2 Active listings in Winchester, NH, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 2 Land Listings that present a potential for development.

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Brattleboro Multi-Family Investment Opportunity
$270,000
2,112 SF

Brattleboro Multi-Family Investment Opportunity

Two-unit property with yard and parking in Brattleboro, Vermont.

556 South Main St, Brattleboro, VT 05301
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Brattleboro Multi-Family Investment Opportunity
$350,000
3,312 SF

Brattleboro Multi-Family Investment Opportunity

Multi-family property near schools, ideal for owner occupancy or investment.

573 South Main St, Brattleboro, VT 05301
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Keene Investment Property Near College
$359,000
1,575 SF

Keene Investment Property Near College

Two-family New Englander near Keene State College with strong rental appeal.

35 Elliot St, Keene, NH 03431
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Keene Multifamily Investment Opportunity
$950,000
0.59 Acres

Keene Multifamily Investment Opportunity

Five buildings on one lot in desirable Keene neighborhood.

28 Green St, Keene, NH 03431
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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Winchester Land with Mountain Views
$159,000
33.35 Acres

Winchester Land with Mountain Views

33.35 acres near downtown Winchester with recreational space.

Map3 Scotland Rd, Winchester, NH 03470
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Private 18-Acre Winchester Building Lot
$169,900
18.00 Acres

Private 18-Acre Winchester Building Lot

Private 18-acre building lot with trails and cleared site.

Old Hinsdale Rd, Winchester, NH 03470
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Winchester, NH Residential Income Properties Investment Opportunities Market Analysis

Explore 2 residential income properties for sale in Winchester, NH on our real estate platform. These investment opportunities span a total of 81,022 square feet of properties for sale, with an estimated market value of $795,000.

Prices for residential income properties in Winchester, NH start at $195,000, averaging $397,500, and reaching up to $600,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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