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    Bennington County
     

    (APR 22, 2026 - MAY 22, 2026)

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    County: Vt-bennington, VT
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    408 Featured Properties Available In Vt-bennington

    408 Featured Properties Available In Vt-bennington

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    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
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    VT >Vt-bennington >
    Market Insights
    1310 Dorset Hill RD, Dorset, VT 05253
    1/38
    Open Sun 12PM-2PM

    $1,875,000

    4 Beds3 Baths3,370 SqFt

    1310 Dorset Hill RD, Dorset, VT 05253

    Listed by Annette Gallo of Real Broker LLC

    PrimeMLS
    3589 Morse Hill RD, Dorset, VT 05251
    1/37
    Open Sun 11AM-1PM

    $359,000

    2 Beds1 Bath1,171 SqFt

    3589 Morse Hill RD, Dorset, VT 05251

    Listed by Hayleyanne Van Der Kar of Four Seasons Sotheby's Int'l Realty

    PrimeMLS
    3039 Route 30, Dorset, VT 05251
    1/43
    Open Sat 11AM-1PM

    $2,495,000

    4 Beds6 Baths4,506 SqFt

    3039 Route 30, Dorset, VT 05251

    Listed by Carrie Mathews of Winhall Real Estate

    PrimeMLS
    543 Lower Hollow RD, Dorset, VT 05251
    1/52
    Open Sun 2PM-4PM

    $2,285,000

    5 Beds5 Baths4,647 SqFt

    543 Lower Hollow RD, Dorset, VT 05251

    Listed by Britt M Wohler of WOHLER REALTY GROUP

    PrimeMLS
    3746-3738 Main ST #1, Manchester, VT 05254
    1/47
    Open Sun 11AM-2PM

    $1,375,000

    3 Beds5 Baths3,415 SqFt

    3746-3738 Main ST #1, Manchester, VT 05254

    Listed by Britt M Wohler of WOHLER REALTY GROUP

    PrimeMLS
    153 High Meadow RD, Winhall, VT 05340
    1/47
    Open Sat 12PM-2PM

    $1,225,000

    4 Beds3 Baths3,357 SqFt

    153 High Meadow RD, Winhall, VT 05340

    Listed by Britt M Wohler of WOHLER REALTY GROUP

    PrimeMLS
    136 Fox Run RD, Arlington, VT 05250
    1/58
    Open Sat 1PM-3PM

    $550,000

    2 Beds2 Baths1,504 SqFt

    136 Fox Run RD, Arlington, VT 05250

    Listed by Margretta Fischer of Wohler Realty Group

    PrimeMLS
    366 Kirby Hollow RD, Dorset, VT 05251
    1/42
    Open Sun 2PM-4PM

    $499,000

    3 Beds2 Baths1,568 SqFt

    366 Kirby Hollow RD, Dorset, VT 05251

    Listed by Britt M Wohler of WOHLER REALTY GROUP

    PrimeMLS
    55 Uphill RD, Landgrove, VT 05148
    1/39
    Open Sat 11AM-1PM

    $795,000

    3 Beds3 Baths2,716 SqFt

    55 Uphill RD, Landgrove, VT 05148

    Listed by Brian Gehlich of RE/MAX Four Seasons Cell: 917-538-5913

    PrimeMLS
    32 Aspen LN, Winhall, VT 05340
    1/32
    Open Sat 11AM-1PM

    $449,000

    4 Beds3 Baths1,460 SqFt

    32 Aspen LN, Winhall, VT 05340

    Listed by Robin Apps of Four Seasons Sotheby's Int'l Realty

    PrimeMLS
    49 Limerick LN, Arlington, VT 05250
    1/40
    Open Sat 10AM-12PM

    $465,000

    4 Beds2 Baths1,823 SqFt

    49 Limerick LN, Arlington, VT 05250

    Listed by Margretta Fischer of Wohler Realty Group

    PrimeMLS
    85 Limerick LN, Arlington, VT 05250
    1/51
    Open Sat 10AM-12PM

    $755,000

    4 Beds5 Baths3,423 SqFt

    85 Limerick LN, Arlington, VT 05250

    Listed by Margretta Fischer of Wohler Realty Group

    PrimeMLS
    85 Limerick LN #A & B, Arlington, VT 05250
    1/56
    Open Sat 10AM-12PM

    $755,000

    4 Beds5 Baths3,423 SqFt

    85 Limerick LN #A & B, Arlington, VT 05250

    Listed by Margretta Fischer of Wohler Realty Group

    PrimeMLS
    Lot 6 Stone Lodge RD, Winhall, VT 05340
    1/21
    Open Sat 12PM-2PM
    3D

    $2,525,000

    4 Beds4 Baths4,536 SqFt

    Lot 6 Stone Lodge RD, Winhall, VT 05340

    Listed by Kim Morgan-Wohler of Wohler Realty Group

    PrimeMLS
    E1 Rock Ridge RD, Winhall, VT 05340
    1/40
    Open Sun 12PM-2PM

    $899,000

    4 Beds3 Baths3,252 SqFt

    E1 Rock Ridge RD, Winhall, VT 05340

    Listed by Christine C Chovan of The Haven Group

    PrimeMLS
    7 Roundtree RD, Winhall, VT 05340
    1/41
    Open Sat 1:30PM-3:30PM

    $950,000

    4 Beds4 Baths3,031 SqFt

    7 Roundtree RD, Winhall, VT 05340

    Listed by Bob Maisey of Berkshire Hathaway HomeServices Stratton Home

    PrimeMLS
    932 McNamara RD, Dorset, VT 05251
    1/41
    Open Sun 2PM-4PM

    $1,425,000

    4 Beds3 Baths3,931 SqFt

    932 McNamara RD, Dorset, VT 05251

    Listed by Britt M Wohler of WOHLER REALTY GROUP

    PrimeMLS
    764 Myers RD, Shaftsbury, VT 05262
    1/32
    New

    $534,900

    3 Beds2 Baths1,820 SqFt

    764 Myers RD, Shaftsbury, VT 05262

    Listed by Matt Waddington of Hoffman Real Estate Matt@HoffmanVTRealEstate.com

    PrimeMLS
    6 Old Ridge RD, Winhall, VT 05340
    1/40
    New
    3D

    $1,100,000

    5 Beds5 Baths4,453 SqFt

    6 Old Ridge RD, Winhall, VT 05340

    Listed by Trent K Stephens of Wohler Realty Group

    PrimeMLS
    63 Raspberry Hill RD, Winhall, VT 05340
    1/35
    New

    $799,000

    4 Beds4 Baths3,078 SqFt

    63 Raspberry Hill RD, Winhall, VT 05340

    Listed by Carrie Mathews of Winhall Real Estate

    PrimeMLS
    2677 30 Route, Dorset, VT 05251
    1/60
    New

    $765,000

    5 Beds5 Baths5,083 SqFt

    2677 30 Route, Dorset, VT 05251

    Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

    PrimeMLS
    85 Sylvan Ridge RD, Winhall, VT 05340
    1/59
    New
    3D

    $675,000

    4 Beds5 Baths3,350 SqFt

    85 Sylvan Ridge RD, Winhall, VT 05340

    Listed by KC Gandee of Real Broker LLC

    PrimeMLS
    185 Kelleher RD #10-00-99, Dorset, VT 05251
    1/35
    New

    $645,000

    3 Beds2 Baths1,809 SqFt

    185 Kelleher RD #10-00-99, Dorset, VT 05251

    Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

    PrimeMLS
    36 Birch Hill RD #8 Red Maple, Winhall, VT 05340
    1/26
    New

    $450,000

    3 Beds2 Baths1,215 SqFt

    36 Birch Hill RD #8 Red Maple, Winhall, VT 05340

    Listed by Helen Nault of The Haven Group

    PrimeMLS
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    Vermont Real Estate Company Logo White Horizontal
    Vermont Real Estate Company
    Vermont Real Estate Company
    +1(802) 540-8300
    info@vermontrealestatecompany.com
    431 Pine St, Burlington, VT, 05401-4726, USA

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        WHO WE ARE
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        2. MEET OUR BROKERAGE
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        4. MARKET INSIGHTS
        OFFICES
        1. BURLINGTON
        2. STOWE
        3. SUGARBUSH // MAD RIVER VALLEY
      • BUYERS
        1. BUYER SERVICES
        2. FEATURED LISTINGS
        3. EXPLORE VERMONT COMMUNITIES
        4. MORTGAGE CALCULATOR
        5. AFFORDABILITY CALCULATOR
        6. BUYER RESOURCES
        7. NEW CONSTRUCTION
        RESOURCES
        1. BUYING
        2. SELLING
        3. HOME & GARDEN
        4. HOME BUILDING
        5. HOME MAINTENANCE
        6. MONTHLY MARKET REPORTS
        7. VERMONT LIFESTYLE
        8. WINTER HOME MAINTENANCE
        9. ALL BLOG POSTS

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
    Vermont Real Estate Company Logo White Horizontal
    Vermont Real Estate Company
    Vermont Real Estate Company
    +1(802) 540-8300
    info@vermontrealestatecompany.com
    431 Pine St, Burlington, VT, 05401-4726, USA

    Get My App

      • START YOUR SEARCH
        WHO WE ARE
        1. OUR COMPANY
        2. MEET OUR BROKERAGE
        3. TESTIMONIALS
      • SELLERS
        1. SELLER SERVICES
        2. HOME VALUATION
        3. SELLER RESOURCES
        4. MARKET INSIGHTS
        OFFICES
        1. BURLINGTON
        2. STOWE
        3. SUGARBUSH // MAD RIVER VALLEY
      • BUYERS
        1. BUYER SERVICES
        2. FEATURED LISTINGS
        3. EXPLORE VERMONT COMMUNITIES
        4. MORTGAGE CALCULATOR
        5. AFFORDABILITY CALCULATOR
        6. BUYER RESOURCES
        7. NEW CONSTRUCTION
        RESOURCES
        1. BUYING
        2. SELLING
        3. HOME & GARDEN
        4. HOME BUILDING
        5. HOME MAINTENANCE
        6. MONTHLY MARKET REPORTS
        7. VERMONT LIFESTYLE
        8. WINTER HOME MAINTENANCE
        9. ALL BLOG POSTS

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility