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22 Properties

22 Properties Available In Woodstock

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

$774,000

Price Dropped by $25K

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

$2,485,000

New

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
13 High ST, Woodstock, VT 05091
1/48 48

$1,040,000

Under Contract

Single Family Home

3 Beds 2 Baths 1,782 SqFt

13 High ST, Woodstock, VT 05091

Woodstock Village Home~ A rare opportunity to enjoy the best of Woodstock Village living from this charming and beautif...

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty debra.staniscia@fourseasonssir.com

PrimeMLS
648 Church Hill RD, Woodstock, VT 05091
1/58 58

$1,075,000

Under Contract

Single Family Home

3 Beds 3 Baths 3,030 SqFt

648 Church Hill RD, Woodstock, VT 05091

This superbly cared-for cape-style home has been thoughtfully and comprehensively updated, with all bathrooms tastefully...

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

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
1/29 29

$5,875,000

Active

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
473 Kendall RD, Woodstock, VT 05071
1/60 60

$1,995,000

Under Contract

Single Family Home

4 Beds 3 Baths 3,867 SqFt

473 Kendall RD, Woodstock, VT 05071

Nestled in amongst flowering lilacs, ancient apple trees, and terraced English perennial gardens, this lovingly restored...

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty Cell: 802-952-8588

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

$2,650,000

Price Dropped by $250K

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

$1,895,000

Active

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

Price Dropped by $350K

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
355 Greene RD, Woodstock, VT 05071
1/59 59

$14,900,000

Active

Single Family Home

7 Beds 10 Baths 12,520 SqFt

355 Greene RD, Woodstock, VT 05071

Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodst...

Listed by Christopher W Lang of Bravynia

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

Price Dropped by $800K

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
61 Academy CIR, Woodstock, VT 05071
1/40 40

$2,500,000

Under Contract

Single Family Home

6 Beds 6 Baths 5,433 SqFt

61 Academy CIR, Woodstock, VT 05071

Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in th...

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty Phone: 802-922-2014

PrimeMLS
26 Central ST, Woodstock, VT 05091
3D

$2,200,000

Active

Commercial

3,484 Sqft Lot

26 Central ST, Woodstock, VT 05091

THE FIREHOUSE- This landmark building enjoys an exceptional central location in the heart of Woodstock Village. Stunning...

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

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

$779,000

Under Contract

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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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.

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Mandolyn & Tyler Crow License ID: 082.0134671

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

39 Central St, Woodstock, VT 05091, 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
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      Client Testimonials
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defaultdefault

Mandolyn & Tyler Crow License ID: 082.0134671

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

39 Central St, Woodstock, VT 05091, 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