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Winchester, NH Homes for Sale | Realty.com
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20 listings
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Homes for Sale in Winchester, NH

Homes for Sale in Winchester, NH

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20 Listings
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Homes for Sale in Winchester, NH

20 Listings

Your local brokerage

JW

John White

Realty.com

Lic. #65337

Call John
  1. 156 Forest Lake Road — photo24Active

    $377,000

    4 bd · 1 ba · 1,731 sqft

    156 Forest Lake Road, Winchester, NH

  2. 44 Gunn Mountain Road — photo49Active

    $349,900

    4 bd · 2 ba · 2,018 sqft

    44 Gunn Mountain Road, Winchester, NH

  3. 366 Keene Road — photoPrice Reduced45Active

    $435,000

    3 bd · 2 ba · 2,016 sqft

    366 Keene Road, Winchester, NH

    Emily Lagerberg · R.H. Thackston & Company

  4. 73 Ashuelot Main Street — photoPrice Reduced17Active

    $310,000

    3 bd · 1 ba · 1,548 sqft

    73 Ashuelot Main Street, Winchester, NH

    Peggy Winchester · ACORN REAL ESTATE GROUP LLC

  5. 484 Scofield Mountain Road — photo52Active

    $599,000

    3 bd · 2 ba · 2,516 sqft

    484 Scofield Mountain Road, Winchester, NH

    Emily Lagerberg · R.H. Thackston & Company

  6. 71 Headlands Road — photoPrice Reduced42Active

    $445,000

    3 bd · 2 ba · 1,066 sqft

    71 Headlands Road, Winchester, NH

    Anna Schierioth · HKS Associates, Inc.

  7. 190 Ashuelot Street — photoPrice Reduced13Active

    $120,000

    3 bd · 1 ba · 1,457 sqft

    190 Ashuelot Street, Winchester, NH

    Laurie Mack · BHG Masiello Keene

  8. 166 Keene Road — photoPrice Reduced60Active

    $429,900

    3 bd · 2 ba · 1,808 sqft

    166 Keene Road, Winchester, NH

    Jamie Smith · BHG Masiello Keene

  9. 30 Melvin Bridge Road — photo52Active

    $325,000

    4 bd · 3 ba · 1,750 sqft

    30 Melvin Bridge Road, Winchester, NH

    Jonathan Griffus · BHG Masiello Keene

  10. 295 Manning Hill Road — photo55Active

    $749,900

    3 bd · 2 ba · 2,671 sqft

    295 Manning Hill Road, Winchester, NH

    Paul Rodenhauser · BHG Masiello Keene

  11. 39 Headlands Road — photo33Active

    $698,000

    3 bd · 2 ba · 1,364 sqft

    39 Headlands Road, Winchester, NH

    Nancy S Panza · BHG Masiello Keene

  12. 398 Scofield Mountain Road — photoPrice Reduced60Active

    $3,995,000

    4 bd · 6 ba · 5,120 sqft

    398 Scofield Mountain Road, Winchester, NH

    Susanna Corriveau · Coldwell Banker Realty Bedford NH

  13. 62 Parker Street — photo57Active

    $459,900

    4 bd · 2 ba · 2,252 sqft

    62 Parker Street, Winchester, NH

    Emily Lagerberg · R.H. Thackston & Company

  14. 19 Back Ashuelot Road — photo26Active

    $295,000

    4 bd · 2 ba · 1,493 sqft

    19 Back Ashuelot Road, Winchester, NH

    Julie Emerson · EXP Realty

  15. 26 Mechanic Street — photoPrice Reduced41Active

    $399,999

    4 bd · 3 ba · 2,736 sqft

    26 Mechanic Street, Winchester, NH

    Kristen L Daigle · HKS Associates, Inc.

  16. 7 Purcell Road — photo22Active

    $319,000

    3 bd · 2 ba · 1,805 sqft

    7 Purcell Road, Winchester, NH

    Barbara Cleveland · Century 21 Highview Realty

  17. 82 Howard Street — photoPrice Reduced12Active

    $289,000

    3 bd · 2 ba · 1,100 sqft

    82 Howard Street, Winchester, NH

    Tyler Richer · AmeraBay

  18. 886 Keene Road — photoPrice Reduced24Active

    $220,000

    2 bd · 1 ba · 1,424 sqft

    886 Keene Road, Winchester, NH

    Rosemarie D Ledogar · RD Ledogar Real Estate

  19. 27 Headlands Road — photoPrice Reduced36Active

    $725,000

    2 bd · 2 ba · 1,351 sqft

    27 Headlands Road, Winchester, NH

    Vincent Dolan · RE/MAX Town & Country

  20. 49 Forest Lake Circle — photoPrice Reduced24Active

    $350,000

    2 bd · 1 ba · 937 sqft

    49 Forest Lake Circle, Winchester, NH

    Vincent Dolan · RE/MAX Town & Country

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Listing data & MLS disclosures

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Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
PrimeMLS
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
  • Your local brokerage

    JW

    John White

    Realty.com

    Lic. #65337

    Call John

    Nearby areas

    ZIP codes

    • 03431 (63)
    • 03452 (43)
    • 03447 (27)
    • 03461 (22)
    • 03470 (22)
    • 03451 (21)
    • 03464 (20)
    • 03608 (17)

    Cities

    • Keene (60)
    • Jaffrey (43)
    • Fitzwilliam (27)
    • Hinsdale (22)
    • Rindge (22)
    • Stoddard (21)
    • Swanzey (19)
    • Chesterfield (18)

    Winchester, NH community profile

    Area
    77.5 sq. mi.

    Source: HJN community data

    Winchester housing market

    September 2026 · This period is still settling

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $529,450
    Homes for sale
    28

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

    Median home size
    1,577 sq. ft.