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    21 Properties

    21 Properties Available In Woodstock

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    VT >Woodstock >
    Market Insights
    1326 Curtis Hollow RD, Woodstock, VT 05091
    3D

    $750,000

    Price Dropped by $24K

    Single Family Home

    3 Beds 3 Baths 2,004 SqFt

    1326 Curtis Hollow RD, Woodstock, VT 05091

    If you've been dreaming of the quintessential Vermont lifestyle, this exceptional property delivers the perfect blend of...

    Listed by Mandolyn McIntyre Crow of Real Broker LLC

    PrimeMLS
    18 Pleasant ST, Woodstock, VT 05091
    3D

    $1,750,000

    Active

    Single Family Home

    5 Beds 3 Baths 3,294 SqFt

    18 Pleasant ST, Woodstock, VT 05091

    EATON HOUSE- Steeped in history and ideally situated in Woodstock's Historic District, the Eaton House is a handsome Gre...

    Listed by David Donegan of Snyder Donegan Real Estate Group Cell: 603-443-0044

    PrimeMLS
    264 Blake Hill RD #Z, Woodstock, VT 05091
    3D

    $749,000

    Active

    Condo

    3 Beds 3 Baths 2,562 SqFt

    264 Blake Hill RD #Z, Woodstock, VT 05091

    Enjoy expansive views from every level of this beautifully updated, 3-bedroom, 3-full-bath Blake Hill condominium. As a ...

    Listed by Dail Frates of Snyder Donegan Real Estate Group Cell: 802-369-0487

    PrimeMLS
    2687 Garvin Hill RD, Woodstock, VT 05091
    3D

    $2,600,000

    Active

    Single Family Home

    5 Beds 5 Baths 4,328 SqFt

    2687 Garvin Hill RD, Woodstock, VT 05091

    2687 GARVIN HILL ROAD- Surrounded by the rolling hills and natural beauty of the Woodstock countryside, 2687 Garvin Hill...

    Listed by David Donegan of Snyder Donegan Real Estate Group Cell: 603-443-0044

    PrimeMLS
    306 Meoki WAY, Woodstock, VT 05091
    3D

    $2,095,000

    Under Contract

    Single Family Home

    4 Beds 5 Baths 3,774 SqFt

    306 Meoki WAY, Woodstock, VT 05091

    Privately set on 6.7 acres just three minutes from the Woodstock Village Green, this Greek Revival-inspired farmhouse of...

    Listed by John Snyder of Snyder Donegan Real Estate Group Cell: 802-280-5406

    PrimeMLS
    2033 South RD, Woodstock, VT 05091
    1/55 55

    $1,395,000

    Active

    Single Family Home

    4 Beds 3 Baths 3,306 SqFt

    2033 South RD, Woodstock, VT 05091

    Historic character, beautifully reimagined for modern Vermont living. Minutes from Woodstock Village, this extensively...

    Listed by Keri Cole of Williamson Group Sothebys Intl. Realty Cell: 410-200-3536

    PrimeMLS
    26 The Green, Woodstock, VT 05091
    1/28 28

    $2,485,000

    Under Contract

    Single Family Home

    4 Beds 5 Baths 4,864 SqFt

    26 The Green, Woodstock, VT 05091

    Built in 1807 by Tille Parker, 26 The Green is one of Woodstock Village's earliest and perhaps prettiest houses. The Fed...

    Listed by Dia Jenks of LandVest, Inc/Woodstock

    PrimeMLS
    353 Cabot RD, Woodstock, VT 05091
    3D

    $1,695,000

    Under Contract

    Single Family Home

    4 Beds 3 Baths 3,542 SqFt

    353 Cabot RD, Woodstock, VT 05091

    "BLISS HOUSE" Privately nestled on a picturesque hillside just minutes from the Woodstock Village Green, this beautifull...

    Listed by John Snyder of Snyder Donegan Real Estate Group Cell: 802-280-5406

    PrimeMLS
    16 Church ST, Woodstock, VT 05091
    1/60 60

    $1,195,000

    Price Dropped by $180K

    Single Family Home

    4 Beds 3 Baths 3,979 SqFt

    16 Church ST, Woodstock, VT 05091

    This wonderful Vermont Cape-style home is a peaceful hideaway with amazing views upriver towards Killington is within wa...

    Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty Phone: 802-457-2000

    PrimeMLS
    115 Eastman RD, Woodstock, VT 05071
    1/34 34

    $5,350,000

    Price Dropped by $525K

    Single Family Home

    3 Beds 4 Baths 5,384 SqFt

    115 Eastman RD, Woodstock, VT 05071

    Sorgenfrei, German for "carefree" captures the spirit of this remarkable 68 acre property in one of South Woodstock's mo...

    Listed by T Story Jenks of LandVest, Inc/Woodstock

    PrimeMLS
    66 Hollow Farm RD, Woodstock, VT 05091
    3D

    $2,650,000

    Under Contract

    Single Family Home

    5 Beds 4 Baths 4,843 SqFt

    66 Hollow Farm RD, Woodstock, VT 05091

    CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Cool...

    Listed by David Donegan of Snyder Donegan Real Estate Group Cell: 603-443-0044

    PrimeMLS
    2358 Long Hill RD, Woodstock, VT 05091
    1/51 51

    $6,673,000

    Under Contract

    Single Family Home

    5 Beds 4 Baths 4,165 SqFt

    2358 Long Hill RD, Woodstock, VT 05091

    Framed by groves of mature birch trees, a winding drive descends into a private valley surrounded by pastures, apple orc...

    Listed by T Story Jenks of LandVest, Inc/Woodstock

    PrimeMLS
    114 Oak Ridge WAY, Woodstock, VT 05091
    3D

    $2,500,000

    Active

    Single Family Home

    4 Beds 4 Baths 5,127 SqFt

    114 Oak Ridge WAY, Woodstock, VT 05091

    See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock's rolling ...

    Listed by Tami Sullivan of Snyder Donegan Real Estate Group Phone: 603-254-6570

    PrimeMLS
    2394 Fletcher Hill RD, Woodstock, VT 05091
    3D

    $1,695,000

    Price Dropped by $200K

    Single Family Home

    2 Beds 3 Baths 2,944 SqFt

    2394 Fletcher Hill RD, Woodstock, VT 05091

    Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, ...

    Listed by John Snyder of Snyder Donegan Real Estate Group Cell: 802-280-5406

    PrimeMLS
    249 Sawyer RD, Woodstock, VT 05091
    1/21 21

    $2,950,000

    Active

    Single Family Home

    3 Beds 5 Baths 3,682 SqFt

    249 Sawyer RD, Woodstock, VT 05091

    Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled ...

    Listed by Andrew D Bustin of LandVest, Inc/Woodstock

    PrimeMLS
    26 Mt Peg RD #A, Woodstock, VT 05091
    3D

    $975,000

    Price Dropped by $220K

    Condo

    3 Beds 4 Baths 2,592 SqFt

    26 Mt Peg RD #A, Woodstock, VT 05091

    Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunit...

    Listed by Mary G Mayhew of Snyder Donegan Real Estate Group Cell: 802-356-3776

    PrimeMLS
    26 Mt Peg RD #D, Woodstock, VT 05091
    3D

    $975,000

    Price Dropped by $220K

    Condo

    3 Beds 4 Baths 2,385 SqFt

    26 Mt Peg RD #D, Woodstock, VT 05091

    Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunit...

    Listed by Mary G Mayhew of Snyder Donegan Real Estate Group Cell: 802-356-3776

    PrimeMLS
    26 Mt Peg RD #B, Woodstock, VT 05091
    3D

    $875,000

    Price Dropped by $120K

    Condo

    3 Beds 4 Baths 2,584 SqFt

    26 Mt Peg RD #B, Woodstock, VT 05091

    Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunit...

    Listed by Mary G Mayhew of Snyder Donegan Real Estate Group Cell: 802-356-3776

    PrimeMLS
    26 Mt Peg RD #C, Woodstock, VT 05091
    3D

    $875,000

    Price Dropped by $120K

    Condo

    3 Beds 4 Baths 2,584 SqFt

    26 Mt Peg RD #C, Woodstock, VT 05091

    Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunit...

    Listed by Mary G Mayhew of Snyder Donegan Real Estate Group Cell: 802-356-3776

    PrimeMLS
    412 Skyland LN, Woodstock, VT 05091
    1/52 52

    $5,950,000

    Under Contract

    Single Family Home

    4 Beds 5 Baths 5,087 SqFt

    412 Skyland LN, Woodstock, VT 05091

    Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 ...

    Listed by T Story Jenks of LandVest, Inc/Woodstock

    PrimeMLS
    0 Barnard RD, Woodstock, VT 05091
    1/11 11

    $779,000

    Active

    Vacant Land

    6.46 Acres

    0 Barnard RD, Woodstock, VT 05091

    A truly unique 6 acre parcel of land conveniently located in the heart of Woodstock! Tremendous development potential! Z...

    Listed by John Wetmore of Wetmore Real Estate

    PrimeMLS
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    The Crow Group at Real

    Mandolyn & Tyler Crow License ID: 082.0134671

    +1(802) 683-1617 mandolynvt@gmail.com

    67 Merchants Row, Suite 201, Rutland, VT 05701, USA

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    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.

    SITE MAP

    • Sellers
    • Buyers
    • Client Testimonials
    • Join Real
    defaultdefault

    The Crow Group at Real

    Mandolyn & Tyler Crow License ID: 082.0134671

    +1(802) 683-1617 mandolynvt@gmail.com

    67 Merchants Row, Suite 201, Rutland, VT 05701, USA

    Get My App

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

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