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    45 Properties

    45 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
    121 Townhouse WAY #20, Woodstock, VT 05091
    1/14 14

    $495,000

    Price Dropped by $50K

    Condo

    2 Beds 3 Baths 2,268 SqFt

    121 Townhouse WAY #20, Woodstock, VT 05091

    **Classic Woodstock character, generous living spaces, and the ease of low-maintenance living.** Just minutes from Woods...

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

    PrimeMLS
    139 Doe Hill WAY, Woodstock, VT 05091
    1/40 40

    $549,000

    Active

    Single Family Home

    3 Beds 2 Baths 1,520 SqFt

    139 Doe Hill WAY, Woodstock, VT 05091

    Welcome to this newly updated sun-filled craftsman home, ideally located just 4 miles from the heart of Woodstock Villag...

    Listed by Franchesca Collins of Hall Collins Real Estate Group

    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
    6405 Folding Hills RD, Woodstock, VT 05071
    1/59 59

    $1,500,000

    Price Dropped by $295K

    Single Family Home

    3 Beds 4 Baths 2,975 SqFt

    6405 Folding Hills RD, Woodstock, VT 05071

    SIGNIFICANT PRICE REDUCTION - SOUTH WOODSTOCK - HILLSIDE FARM estate presents an exceptional opportunity to embrace the ...

    Listed by John F Bassette of Bassette Real Estate Group

    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
    36 Happy Valley RD, Woodstock, VT 05073
    1/18 18

    $1,695

    Active

    Condo

    1 Bed 2 Baths 9,400 SqFt

    36 Happy Valley RD, Woodstock, VT 05073

    Available November 1st for a 1 year lease or rent it furnished for the winter for the winter $2395. All utilities and i...

    Listed by Gail Childs of Covered Bridge RE

    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
    2556 Church Hill RD, Woodstock, VT 05091
    1/32 32

    $400,000

    Active

    Single Family Home

    2 Beds 1 Bath 1,324 SqFt

    2556 Church Hill RD, Woodstock, VT 05091

    Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. T...

    Listed by Dan Noble of Snyder Donegan Real Estate Group Cell: 802-356-6044

    PrimeMLS
    915 Peterkin Hill RD, Woodstock, VT 05091
    1/56 56

    $2,300,000

    Active

    Single Family Home

    5 Beds 6 Baths 4,200 SqFt

    915 Peterkin Hill RD, Woodstock, VT 05091

    Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by ...

    Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty Cell: 802-356-1873

    PrimeMLS
    36 Happy Valley RD, Woodstock, VT 05073
    1/13 13

    $1,450

    Active

    Condo

    1 Bed 1 Bath 1,400 SqFt

    36 Happy Valley RD, Woodstock, VT 05073

    Lovely studio efficiency kitchen area, located in a Historic Hamlet of Woodstock Vermont. 7 miles to I89 and the Upper ...

    Listed by Gail Childs of Covered Bridge RE

    PrimeMLS
    2706 East Woodstock RD, Woodstock, VT 05091
    1/60 60

    $1,645,000

    Price Dropped by $50K

    Single Family Home

    4 Beds 4 Baths 4,800 SqFt

    2706 East Woodstock RD, Woodstock, VT 05091

    Gracious Single Family home and Investment Opportunity - This 3 bedroom, 2 bath brick colonial is approx. 2,300+/- sq/ft...

    Listed by John F Bassette of Bassette Real Estate Group

    PrimeMLS
    5798 South RD, Woodstock, VT 05071
    1/58 58

    $2,950,000

    Active

    Single Family Home

    8 Beds 8 Baths 6,200 SqFt

    5798 South RD, Woodstock, VT 05071

    Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the va...

    Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty Cell: 802-356-1873

    PrimeMLS
    358 Cowdrey PATH, Woodstock, VT 05071
    1/46 46

    $849,000

    Price Dropped by $46K

    Single Family Home

    3 Beds 3 Baths 2,638 SqFt

    358 Cowdrey PATH, Woodstock, VT 05071

    This beautifully renovated, truly move-in-ready home has been thoughtfully updated throughout including a brand-new kitc...

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

    PrimeMLS
    1522 Barnard RD, Woodstock, VT 05091
    1/58 58

    $1,395,000

    Active

    Single Family Home

    5 Beds 4 Baths 3,648 SqFt

    1522 Barnard RD, Woodstock, VT 05091

    Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfo...

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

    PrimeMLS
    11 Maple ST, Woodstock, VT 05091
    1/45 45

    $595,000

    Active

    Single Family Home

    4 Beds 2 Baths 2,288 SqFt

    11 Maple ST, Woodstock, VT 05091

    A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborho...

    Listed by John Wetmore of Wetmore Real Estate

    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
    85 Townhouse WAY #14, Woodstock, VT 05091
    1/26 26

    $450,000

    Active

    Condo

    2 Beds 3 Baths 2,091 SqFt

    85 Townhouse WAY #14, Woodstock, VT 05091

    Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! Thi...

    Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty Cell: 802-356-1873

    PrimeMLS
    39 Elm ST #B, Woodstock, VT 05091
    1/54 54

    $1,600,000

    Active

    Condo

    3 Beds 4 Baths 3,294 SqFt

    39 Elm ST #B, Woodstock, VT 05091

    The Richmond House Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a p...

    Listed by Derek Cosentino of Four Seasons Sotheby's Int'l Realty

    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
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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

    Get My App

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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