Windsor, VT Homes

/6
$54,900
- Land
- 29 Acres
- $1,893 per Acre
0 Rt 7 (Db 94 Dp 399), Royalton, KY 41464

These 29 acres, per PVA map, are located in southern Magoffin County in Royalton, Kentucky, with the acreage running along both sides of RT 7. The property is located in the Salt Lick area outside Royalton and includes property on both sides of Salt Lick Road as well. The property is undeveloped but electric and public water are available. For those with visions of homesteading, the Licking River

Doug Wireman First Choice Realty & Assoc.

0 Rt 7 (Db 94 Dp 399), Royalton, KY 41464
/48
$1,195,000 Sold Dec 12, 2024
- 2,058 Sq Ft
- $581/SF
- 15 Days On Market
- 2 Beds
- 2 Baths
- Built 1972
5274 W Woodstock Rd, Woodstock, VT 05091

This stunner of a farmhouse is a spectacular example of vision, craftsmanship, and a commitment to the finest materials including standing seamed roofs and fully updated systems. The recently installed custom iron doors provide Architectural Digest design aesthetic. The chef’s kitchen showcases a stainless six burner stove along with the quietest Bosch dishwasher available, built-in Bosch

Keri Cole Williamson Group Sothebys Intl. Realty

5274 W Woodstock Rd, Woodstock, VT 05091

/15
Not Listed For Sale
- 2 Beds
- 2 Baths
- 934 Sq Ft
13 Park View Way Unit 31, Woodstock, VT 05091

13 Park View Way Unit 31, Woodstock, VT 05091

/11
$579,000
- Land
- 6 Acres
- $89,628 per Acre
0 Barnard Rd, Woodstock, VT 05091

A truly unique 6 acre parcel of land conveniently located in the heart of Woodstock! Tremendous development potential! Zoning allows both COMMERCIAL and RESIDENTIAL use! The 6 acres visually divide into 2 components with 2 diverse personalities. The 1st component is an extraordinary private building lot in the heart of Woodstock! Access to this 4 acre component initially leads through a pleasant

John Wetmore Wetmore Real Estate

0 Barnard Rd, Woodstock, VT 05091
/40
$3,350,000 Sold Nov 22, 2024
- 6,040 Sq Ft
- $555/SF
- 210 Days On Market
- 6 Beds
- 7 Baths
- Built 1820
486 Benedict Rd, South Woodstock, VT 05071

"BENEDICT HILL" - sited on 38 acres on a quiet gravel road in a premier location in South Woodstock is this truly classic Vermont estate property. Excellent equestrian / horse potential with historic 5-stall barn and fencing for pastures/paddocks already in place. The land component is comprised of split-rail fence lined pastures, meadows, woodlands, giant maple trees, ancient stone walls and

John Snyder Snyder Donegan Real Estate Group

486 Benedict Rd, South Woodstock, VT 05071

/28
Est $1,803,726 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,836 Sq Ft
4411 Church Hill Rd, Woodstock, VT 05091

4411 Church Hill Rd, Woodstock, VT 05091

/14
$845,000
- 2 Beds
- 1 Bath
- 600 Sq Ft
234 Randall Rd, Wood Stock, VT 05091

Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm

Wade Treadway Wade I Treadway Real Estate

234 Randall Rd, Wood Stock, VT 05091
/40
$680,000 Sold Nov 13, 2024
- 1,470 Sq Ft
- $463/SF
- 157 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1852
5014 South Rd, Woodstock, VT 05071

This charming 1852 Cape has been fully renovated with exquisite finishes. Warm honey-toned antique wide pine floors, soapstone counters with creamy cabinetry in kitchen accented with new stainless appliances. Open floor plan into a sunlit dining room. Enjoy a cup of hot cocoa and a good book curled up in front of the woodstove off the kitchen on a snowy winter day. The first floor also

Gretchjen Smith Williamson Group Sothebys Intl. Realty

5014 South Rd, Woodstock, VT 05071

/17
Est $1,315,941 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,798 Sq Ft
4651 Cloudland Rd, Woodstock, VT 05091

4651 Cloudland Rd, Woodstock, VT 05091

/48
$7,250,000 New Construction
- 4 Beds
- 4.5 Baths
- 5,087 Sq Ft
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 65 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains

Story Jenks LandVest, Inc/Woodstock

412 Skyland Ln, Woodstock, VT 05091
/18
$70,000 Sold Nov 01, 2024
- 1,124 Sq Ft
- $62/SF
- 141 Days On Market
- 2 Beds
- 2 Baths
- Built 1977
257 Riverbend Way, Woodstock, VT 05091

A wonderful opportunity in the amazing community of Woodstock, Vermont. Only 10 minutes to the charming Woodstock village is this Spacious 2-Bedroom Mobile Home located in Riverside MHP. This home offers an abundance of space and desirable features, making it an ideal retreat for those seeking comfort, convenience, and outdoor adventure. Two Bedrooms, Two Full Bathrooms With bedrooms located at

Heather Ashline BHHS Verani Upper Valley

257 Riverbend Way, Woodstock, VT 05091

/25
Not Listed For Sale
- 8 Beds
- 5 Baths
- 2,908 Sq Ft
144 Town Farm Rd, Woodstock, VT 05071

144 Town Farm Rd, Woodstock, VT 05071

/28
$249,000 Pending
- 1 Bed
- 1 Bath
- 816 Sq Ft
42 Heritage Condo Way Unit 16, Woodstock, VT 05091

OPEN HOUSE SAT AUG 2 FROM 10 - 12 Located less than 2 miles from the Woodstock Village Green, this immaculately maintained and move-in-ready condo offers comfort and convenience in a peaceful setting. Just eight steps down from the front foyer, the unit opens into a thoughtfully designed space ideal for single-level living.Inside, you’ll find laminate flooring throughout and a cozy

Franchesca Collins Hall Collins Real Estate Group

42 Heritage Condo Way Unit 16, Woodstock, VT 05091
/2
$650,000 Sold Oct 22, 2024
- 2,016 Sq Ft
- $322/SF
- 69 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1980
157 Deer Ridge Way, Woodstock, VT 05091

Welcome to this beautifully renovated 3-bedroom, 2.5 bathroom home situated on a private road just minutes from the Woodstock Village. This property has undergone extensive remodeling to provide modern comfort and style. The primary suite is featured with a heat pump for heating and cooling, a tastefully tiled bathroom with a heated floor, a walk-in closet, as well as a laundry room. The living

Andrew Kimbell Hall Collins Real Estate Group

157 Deer Ridge Way, Woodstock, VT 05091

/10
Est $222,948 Not Listed For Sale
- 1 Bed
- 1 Bath
- 1,264 Sq Ft
139 Doe Hill Way, Woodstock, VT 05091

139 Doe Hill Way, Woodstock, VT 05091

/39
$649,000 Pending
- 3 Beds
- 2.5 Baths
- 1,958 Sq Ft
5851 South Rd, Woodstock, VT 05071

This charming home is an amazing opportunity to own a piece of history in the lovely village of South Woodstock , Vermont. Starting its life as the garage and home of Clyde Wood it has evolved over time with the present owners into a beautiful , meticulous residence. Much attention to detail can be found in every room from wide pine flooring to cathedral ceiling in the great room. The home is

Carol Wood Williamson Group Sothebys Intl. Realty

5851 South Rd, Woodstock, VT 05071
/22
$131,000 Sold Oct 18, 2024
- 1,013 Sq Ft
- $129/SF
- 194 Days On Market
- 3 Beds
- 2 Baths
- Built 2023
7 Park View Way Unit 32, Woodstock, VT 05091

A wonderful opportunity for affordable living in the charming community of Woodstock Vermont. Need help with down payment Champlain Housing Trust may be able to help you, up to $30,000 in deferred loan program for qualified buyers. Home is on site after a long rainy summer ready for the new owner. 2023 Single Wide Mobile home 3 bedrooms 2 bath. Buyers application for Park approval under

Jenna Luce RE/MAX Upper Valley

7 Park View Way Unit 32, Woodstock, VT 05091

/40
Est $571,336 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 2,592 Sq Ft
4662 W Woodstock Rd, Woodstock, VT 05091

4662 W Woodstock Rd, Woodstock, VT 05091

/40
$695,000 Pending
- 4 Beds
- 3 Baths
- 1,792 Sq Ft
3914 South Rd, Woodstock, VT 05091

This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont’s changing seasons and capture views of the Kedron Brook as it wanders through the property past small meadows tucked in along the banks. The home can be accessed privately at grade level through the heated garage and mudroom, while guests enter via a covered entry to the upper level.

Laird Bradley Williamson Group Sothebys Intl. Realty

3914 South Rd, Woodstock, VT 05091
/12
$475,000 Sold Oct 17, 2024
- Land
- 4.17 Acres
- $113,909 per Acre
- 64 Days On Market
0 Rose Hill Rd, Woodstock, VT 05091

Secluded and desirable. This parcel boasts privacy despite its unrivaled distance to the happenings of downtown Woodstock, Vermont and even closer proximity to Woodstock's Recreation Center. Break ground into the life you've always dreamed of. Piping has been brought in for town sewer and additional piping is ready for underground electricity to be installed. This 4.17 acre lot provides ample

Taylor Medeiros-Batey KW Coastal and Lakes & Mountains Realty/Hanover

0 Rose Hill Rd, Woodstock, VT 05091

/40
Est $342,760 Not Listed For Sale
- 1 Bed
- 1 Bath
- 868 Sq Ft
1747 Long Hill Rd, Woodstock, VT 05091

1747 Long Hill Rd, Woodstock, VT 05091

/40
$1,875,000 Pending
- 10 Beds
- 11 Baths
- 7,769 Sq Ft
2709 W Woodstock Rd, Woodstock, VT 05091

INVESTMENT, MULTI-GENERATIONAL, MULTI FAMILY AND COMMERCIAL OPPORTUNITY .. priced below appraised value on land and buildings providing instant equity. Experience the charm of Woodstock, VT with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive away. This exceptional property offers a unique blend of natural beauty and year-round recreational opportunities,

Susan Bishop Four Seasons Sotheby's Int'l Realty

2709 W Woodstock Rd, Woodstock, VT 05091
/40
$725,000 Sold Oct 15, 2024
- 1,296 Sq Ft
- $559/SF
- 101 Days On Market
- 3 Beds
- 2 Baths
- Built 1989
64 Fowler Rd Unit Q104, Ludlow, VT 05149

Winterplace on Okemo Mountain! Nestled in the heart of winter wonder, Winterplace Q104 presents an enticing opportunity for mountain living at its finest. This meticulously maintained three-bedroom, two-bathroom condo is your key to slope-side serenity. Step into spacious comfort as the open kitchen seamlessly flows into the inviting living room, offering ample space for gatherings and

Joseph Karl William Raveis Real Estate Vermont Properties

64 Fowler Rd Unit Q104, Ludlow, VT 05149

/40
Est $389,502 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,457 Sq Ft
1176 W Woodstock Rd, Woodstock, VT 05091

1176 W Woodstock Rd, Woodstock, VT 05091

/40
$1,650,000 Under Contract
- 4 Beds
- 3 Baths
- 2,619 Sq Ft
441 Spruce Way, Woodstock, VT 05091

441 SPRUCE WAY - Easily accessible to the village, yet tucked away on over 24 acres is this unique, modern/contemporary residence designed by Boston architect Ken McKinzie and sited perfectly to take in south-facing long range mountain views. The house was designed to be perfect for two, with the primary bedroom suite on the main living level, yet with two bedrooms and a bath at the other end of

John Snyder Snyder Donegan Real Estate Group

441 Spruce Way, Woodstock, VT 05091
/35
$595,000 Sold Oct 11, 2024
- 1,146 Sq Ft
- $519/SF
- 38 Days On Market
- 2 Beds
- 1 Bath
- Built 1950
93 Blackbriar Rd, Woodstock, VT 05091

Privately sited on 1.90 landscaped and wooded acres in downtown Woodstock, this newly renovated mid-century Bungalow offers the perfect combination of original charm, modern amenities, and locational convenience. Renovations were extensive and include new kitchen cabinets, countertops, appliances, and fixtures, bathroom tile shower enclosure, hearthstone for the wood-burning fireplace, and

David Donegan Snyder Donegan Real Estate Group

93 Blackbriar Rd, Woodstock, VT 05091

/40
Est $1,951,768 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,502 Sq Ft
2018 Church Hill Rd, Woodstock, VT 05091

2018 Church Hill Rd, Woodstock, VT 05091

/53
$798,000 Under Contract
- 2 Beds
- 2 Baths
- 1,308 Sq Ft
392 Gully Rd, Woodstock, VT 05091

Built in 2019, this charming Cape-style home is nestled on five sunny, private acres just minutes from Woodstock Village. Thoughtfully designed and beautifully constructed, the home offers efficient, low-maintenance living in a coveted location. With excellent solar exposure, stunning sunset views, and lovely hillside scenery, it’s bright, warm, and welcoming year-round.The interior

Keri Cole Williamson Group Sothebys Intl. Realty

392 Gully Rd, Woodstock, VT 05091
/37
$2,350,000 Sold Oct 11, 2024
- 3,925 Sq Ft
- $599/SF
- 70 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1910
182 Rose Hill Rd, Woodstock, VT 05091

This historic home was built in 1904 by John Cotton Dana for his family around 1904. The Danas were a prominent family in Woodstock . The Dana House , home of the Woodstock Historical Society, is a major landmark in Woodstock. The house has recently undergone a comprehensive renovation. The large open rooms ,enveloped with light and lovely views , create a sophisticated yet cozy setting. The

Carol Wood Williamson Group Sothebys Intl. Realty

182 Rose Hill Rd, Woodstock, VT 05091

/39
Est $1,337,900 Not Listed For Sale
- 4 Beds
- 5 Baths
- 5,148 Sq Ft
268 Willow Brook Rd, Woodstock, VT 05091

268 Willow Brook Rd, Woodstock, VT 05091

/24
$629,500 Under Contract
- 4 Beds
- 1.5 Baths
- 1,650 Sq Ft
40 Pomfret Rd, Woodstock, VT 05091

Welcome to Kingsley Cottage – A delightful and charming property situated in the pastoral landscape of the Prosper Valley in Woodstock. Meticulous energy efficiency upgrades of the property have been combined with an aesthetically sensitive preservation of the vintage charm. A spacious covered porch details the exterior envelope of the home – the perfect spot to enjoy outdoor dining,

Mary Mayhew Snyder Donegan Real Estate Group

40 Pomfret Rd, Woodstock, VT 05091
/40
$410,000 Sold Oct 11, 2024
- 2,030 Sq Ft
- $202/SF
- 94 Days On Market
- 3 Beds
- 2 Baths
- Built 1965
148 E Hill Rd Unit A, South Woodstock, VT 05071

A rare opportunity to own an iconic, contemporary condo in the heart of South Woodstock's bucolic horse country. Less than a mile from the Kedron Valley Inn and Ransom Tavern and just six miles from Woodstock village, this extraordinary four-floor, light-filled, open-concept condo has been updated with thoughtful, longterm investments, including roofs and windows. Surrounded by pristine

Keri Cole Williamson Group Sothebys Intl. Realty

148 E Hill Rd Unit A, South Woodstock, VT 05071

/36
Est $2,192,310 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 4,163 Sq Ft
587 College Hill Rd, Woodstock, VT 05091

587 College Hill Rd, Woodstock, VT 05091

/40
$2,000,000 Sold Oct 07, 2024
- 2,411 Sq Ft
- $830/SF
- 35 Days On Market
- 3 Beds
- 2 Baths
- Built 2009
1106 Church Hill Rd, Woodstock, VT 05091

Travel a mile south of Woodstock Village on Church Hill Road and you’ll discover a rural refuge that combines seclusion with proximity to village life. Two dwellings, a modern home and a separate cottage sheltered by woodland are discreetly sited overlooking a sparkling two-acre spring-fed pond. Each residence offers three bedrooms and two baths with open floor plans and single level living. The

Laird Bradley Williamson Group Sothebys Intl. Realty

1106 Church Hill Rd, Woodstock, VT 05091

/39
Est $1,650,751 Not Listed For Sale
- 4 Beds
- 1 Bath
- 3,380 Sq Ft
113 Prosper Rd, Woodstock, VT 05091

113 Prosper Rd, Woodstock, VT 05091

/40
$665,000 Sold Sep 17, 2024
- 1,304 Sq Ft
- $510/SF
- 4 Days On Market
- 2 Beds
- 3 Baths
- Built 1988
101 White Loop Unit H-302, Ludlow, VT 05149

Winterplace on Okemo, H302. Experience mountain living at its finest with Winterplace on Okemo. This exceptional top-floor condominium offers 2 bedrooms, a loft, and 3 baths, providing ample space for friends and family. The vaulted ceilings and abundant natural light create a warm and inviting atmosphere, perfect for cozying up by the wood-burning fireplace. Enjoy breathtaking long-range

Katherine Burns William Raveis Real Estate Vermont Properties

101 White Loop Unit H-302, Ludlow, VT 05149

/35
Est $858,379 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
295 Mecawee Rd, Woodstock, VT 05091

295 Mecawee Rd, Woodstock, VT 05091

/28
$835,000 Sold Sep 06, 2024
- 3,394 Sq Ft
- $246/SF
- 37 Days On Market
- 6 Beds
- 3 Baths
- Built 1971
86 Willow Brook Rd, Woodstock, VT 05091

This classic expanded Cape Style Home is located on a quiet dirt road within walking distance to The Village Green, and just steps to King Farm and the Mt Tom Trail system. Plenty of room to sprawl about in the generous common spaces. The living room has oversized windows and anchored by a brick fireplace flanked by built in book shelves with a propane stove insert. The dining room has a wood

Danny Kogut Williamson Group Sothebys Intl. Realty

86 Willow Brook Rd, Woodstock, VT 05091

/40
Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 5,972 Sq Ft
1862 Long Hill Rd, Woodstock, VT 05071

1862 Long Hill Rd, Woodstock, VT 05071

/40
$358,000 Sold Sep 03, 2024
- 1,728 Sq Ft
- $207/SF
- 43 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1982
21 Townhouse Way, Woodstock, VT 05091

The location and setting for this spacious brick home makes it one of the most desirable neighborhoods in Woodstock. The setting is private surrounded by woods and open, landscaped gardens. An easy drive to the Woodstock Green and walkable to the Woodstock Middle and High Schools as well as the Union Arena. The eat in kitchen leads out to a lovely deck that offers a private setting for outdoor

Carol Wood Williamson Group Sothebys Intl. Realty

21 Townhouse Way, Woodstock, VT 05091

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