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33 Properties

33 Properties Available In Woodstock

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VT >Woodstock >
Market Insights
114 Oak Ridge WAY, Woodstock, VT 05091
3D

$2,500,000

New

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
36 Happy Valley RD, Woodstock, VT 05073
1/16 16

$2,395

Active

Multi-Family

2 Beds 2 Baths 1,250 SqFt

36 Happy Valley RD, Woodstock, VT 05073

Warm, inviting attached Cape with classic New England character and a comfortable, easy flow, set just off the main home...

Listed by Timothy E Thompson of Covered Bridge RE

PrimeMLS
88 Happy Valley RD, Woodstock, VT 05091
1/49 49

$527,000

Active

Single Family Home

4 Beds 3 Baths 1,824 SqFt

88 Happy Valley RD, Woodstock, VT 05091

Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thou...

Listed by Julie Davis of KW Vermont Woodstock Phone: 802-356-8058

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
37 South ST, Woodstock, VT 05091
1/39 39

$749,000

Active

Single Family Home

3 Beds 2 Baths 1,660 SqFt

37 South ST, Woodstock, VT 05091

Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenienc...

Listed by Mark Roden of KW Coastal and Lakes & Mountains Realty/Hanover

PrimeMLS
36 Happy Valley RD, Woodstock, VT 05091
1/11 11

$1,995

Active

Condo

1 Bed 1 Bath 1,200 SqFt

36 Happy Valley RD, Woodstock, VT 05091

This charming first-floor, one-bedroom apartment is located in the grand and historic Four Pillars, a classic Greek Rev...

Listed by Timothy E Thompson of Covered Bridge RE

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

$479,000

Price Dropped by $16K

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
598 East Woodstock RD, Woodstock, VT 05091
1/45 45

$675,000

Price Dropped by $14K

Single Family Home

4 Beds 3 Baths 3,190 SqFt

598 East Woodstock RD, Woodstock, VT 05091

Historic Woodstock, Vermont – Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, ...

Listed by Erika L Smith of Coldwell Banker LIFESTYLES - Hanover Cell: 603-359-0509

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...

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

PrimeMLS
3186 South RD, Woodstock, VT 05091
1/18 18

$275,000

Active

Mobile Home

2 Beds 1 Bath 720 SqFt

3186 South RD, Woodstock, VT 05091

Great location minutes from Woodstock Village, South Woodstock, and Green Mountain Horse Association. Kidder Brook runs ...

Listed by Andrew Hubbell of Vermont Real Estate Company

PrimeMLS
249 Sawyer RD, Woodstock, VT 05091
1/28 28

$3,300,000

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

$14,900,000

Price Dropped by $3.1M

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

$1,195,000

Active

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

$1,195,000

Active

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

$995,000

Active

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

$995,000

Active

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
5798 West Woodstock RD, Woodstock, VT 05091
1/47 47

$395,000

Price Dropped by $44K

Single Family Home

4 Beds 2 Baths 1,617 SqFt

5798 West Woodstock RD, Woodstock, VT 05091

Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the cha...

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

PrimeMLS
1782 Randall RD, Woodstock, VT 05091-0488
1/37 37

$985,000

Active

Single Family Home

4 Beds 3 Baths 2,785 SqFt

1782 Randall RD, Woodstock, VT 05091-0488

This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer K...

Listed by Wade Treadway of Wade I Treadway Real Estate

PrimeMLS
185 Riverbend WAY, Woodstock, VT 05091
1/32 32

$75,000

Active

Mobile Home

3 Beds 2 Baths 1,008 SqFt

185 Riverbend WAY, Woodstock, VT 05091

Seller is offering $10,000 towards closing costs and prepaids! Start your Vermont dream with this affordable 3-bedroom, ...

Listed by Mendi Michael of Engel & Volkers Okemo Phone: 802-342-8410

PrimeMLS
412 Skyland LN, Woodstock, VT 05091
1/48 48

$6,750,000

Active

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

$2,950,000

Price Dropped by $550K

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
21 Central ST, Woodstock, VT 05091
1/25 25

$3,200

Active

Condo

2 Beds 2 Baths 1,536 SqFt

21 Central ST, Woodstock, VT 05091

Offered for lease is a luxury apartment in the very heart of Woodstock Village! The elevated location, above the hub of ...

Listed by John Wetmore of Wetmore Real Estate

PrimeMLS
234 Randall RD, Woodstock, VT 05091
1/14 14

$845,000

Active

Single Family Home

2 Beds 1 Bath 600 SqFt

234 Randall RD, Woodstock, VT 05091

Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally des...

Listed by Wade Treadway of Wade I Treadway Real Estate

PrimeMLS
217041BN Maxham Meadow WAY #1BN, Woodstock, VT 05091
1/20 20

$299,000

New

Commercial

993 SqFt

217041BN Maxham Meadow WAY #1BN, Woodstock, VT 05091

A highly flexible and truly "turn key" commercial condominium, in a convenient Woodstock location! While it has recently...

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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Real Broker LLC

Mandolyn McIntyre Crow License ID: 082.0134671

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

39 Central St, Woodstock, VT, 05091, 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 Us At Real
defaultdefault

Real Broker LLC

Mandolyn McIntyre 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