Windsor County, VT Homes

/43
$1,850,000 Sold Oct 24, 2025
- 3,502 Sq Ft
- $528/SF
- 228 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1811
4945 South Rd, Woodstock, VT 05071

The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenience and country living. Built in 1811 by one of the area's earliest settlers, this stately Federal-style brick home has been thoughtfully restored to honor its historic charm while integrating modern comforts. Set on 2.7 acres, the property features 450 ft of frontage on Kedron

Story Jenks LandVest, Inc/Woodstock

4945 South Rd, Woodstock, VT 05071

/3
Not Listed For Sale
00 Weed Rd, Hartland, VT 05049

00 Weed Rd, Hartland, VT 05049

/36
$945,000
- 4 Beds
- 3.5 Baths
- 3,650 Sq Ft
126 Primrose Ln, Hartford, VT 05047

126 PRIMROSE LANE- Spacious, well-built, and updated colonial in desirable location just a few minutes from the Quechee Club. A newer premium kitchen with direct access to a large west facing deck that wraps the back of the house, abutting great room with a vaulted ceiling centered around a beautiful stone fireplace, and a formal dining room adjacent the kitchen make for an ideal layout for

David Donegan Snyder Donegan Real Estate Group

126 Primrose Ln, Hartford, VT 05047
/2
$165,000 Sold Oct 23, 2025
- 1,544 Sq Ft
- $107/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1825
1436 Route 103, Chester, VT 05143

This property has so much potential! Enjoy the level and openness of this lot, with a good size barn for storage or workshop space and plenty of room for all your gardening wants and needs. This property is being sold as-is with many items conveying with the property.

Thaddeus Abare Barrett and Valley Associates Inc.

1436 Route 103, Chester, VT 05143

/8
Not Listed For Sale
- 8 Beds
- 5 Baths
- 3,482 Sq Ft
104 Park St, Springfield, VT 05156

104 Park St, Springfield, VT 05156

/23
$299,000
- 1 Bed
- 1 Bath
- 450 Sq Ft
674 Town Highway 53, Royalton, VT 05068

50-Acre Build-Ready Land + Optional Brand-New Scandinavian Cabin Tiny Home in South Royalton, VT – Utilities Included (Artiisan well, Septic and Electricity)Price: $299,000 (Land & Utilities) / $99,000 (Tiny Home) – Bundle for $398K! & (Bonus 10X20 NEW Insulated Shed)Location: South Royalton, VT (389 Smedley Road – Private, Wooded Paradise Near White River Valley)Description: This

David Hines

674 Town Highway 53, Royalton, VT 05068
/24
$261,000 Sold Oct 23, 2025
- 1,890 Sq Ft
- $138/SF
- 36 Days On Market
- 3 Beds
- 2 Baths
- Built 1974
89 Lyon Rd, South Royalton, VT 05068

A perfect ‘SoRo’ location, minutes from the charm of South Royalton Village and privacy off a dead -end road, make this country property a must see. The 2000+/- sqft of living space includes a large kitchen/family room, functional mudroom, office/study, large bedrooms, and two storage sheds on property. In warmer months, the large front deck provides additional living and entertaining space.

Seth Barbiero EXP Realty

89 Lyon Rd, South Royalton, VT 05068

/21
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
242/244 Qtr I Jackson Gore Inn, Ludlow, VT 05149

242/244 Qtr I Jackson Gore Inn, Ludlow, VT 05149

/42
$15,000,000
- 5 Beds
- 10 Baths
- 9,679 Sq Ft
3147 Mount Hunger Rd, Barnard, VT 05031

Honey Hill Farm is a rare and distinguished Vermont estate, encompassing over 300 acres of pastoral beauty, panoramic mountain views, trails, and a spring-fed pond. The main residence has been masterfully reimagined with a full-scale renovation, marrying timeless craftsmanship with the highest standard of modern luxury. At its heart lies an expansive gourmet kitchen—designed with custom marble

Keri Cole Williamson Group Sothebys Intl. Realty

3147 Mount Hunger Rd, Barnard, VT 05031
/30
$1,200,000 Sold Oct 23, 2025
- 2,118 Sq Ft
- $567/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 1832
124 Turner Rd, Weston, VT 05161

A mountain retreat surrounded on three sides by the Green Mountain National Forest and yet only a few miles from the village green in Weston and the Weston Playhouse. Big views to breathe in. Turner Farm is located on a dead end road above the trout club. The 134 acre parcel covers the eastern slope of Peabody Hill; the land climbs to an elevation of 2,770 feet and is threaded with trails for

Dia Jenks LandVest, Inc/Woodstock

124 Turner Rd, Weston, VT 05161

/37
Est $226,903 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 960 Sq Ft
76 Colonial Dr Unit 21, White River Junction, VT 05001

76 Colonial Dr Unit 21, White River Junction, VT 05001

/42
$8,000,000
- 3 Beds
- 3.5 Baths
- 6,096 Sq Ft
115 Eastman Rd, South Woodstock, VT 05071

Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a

Keri Cole Williamson Group Sotheby's International Realty

115 Eastman Rd, South Woodstock, VT 05071
/45
$425,000 Sold Oct 23, 2025
- 3,004 Sq Ft
- $141/SF
- 66 Days On Market
- 4 Beds
- 3 Baths
- Built 1900
54 Andover St, Ludlow, VT 05149

Sprawling and spacious with timeless charm, this antique farmhouse offers lots of character and comfort. Wide pine flooring, warm wood accents, and inviting living spaces create a cozy atmosphere throughout. Enter through the mudroom and settle in by the wood stove after a day on the slopes. The renovated barn provides slate flooring, a comfortable sitting room, private guest quarters, complete

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

54 Andover St, Ludlow, VT 05149

/40
Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 1,660 Sq Ft
954 E Ash Rd Unit L-17, Plymouth, VT 05056

954 E Ash Rd Unit L-17, Plymouth, VT 05056

/15
$237,000 Under Contract
- Land
- 226 Acres
- $1,049 per Acre
0 New Boston Rd, Thetford, VT 05074

The land's primary feature is its nearly 1/2 mile of river frontage at its northern end. Two old woods trails head to the river providing good access to this scenic water resource. Given the land’s access, distance to electric power, Restricted Use Area, and opposing solar array, the highest and best use is likely a camp/seasonal home development, recreation, and/or forest management. A

John Latham Fountains Land Inc.

0 New Boston Rd, Thetford, VT 05074
/2
$140,000 Sold Oct 23, 2025
- 3,024 Sq Ft
- $46/SF
- 422 Days On Market
- 4 Beds
- 4 Baths
- Built 1850
515 Main St, Chester, VT 05143

Looking to live near the Chester Green? This may be the home for you! Currently used as a four-unit apartment building I believe that the highest and best use would be to return it to a single-family home with one accessory apartment in the back. The house is in need of renovation however, the style and location would lend well to that investment, or renovate the four units as your next venture,

John Tolosky Barrett and Valley Associates Inc.

515 Main St, Chester, VT 05143

/25
Est $513,895 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
124 Village Ln, West Windsor, VT 05037

124 Village Ln, West Windsor, VT 05037

/60
$1,250,000
- 5 Beds
- 3.5 Baths
- 3,652 Sq Ft
53 Ponus Rd, Ludlow, VT 05149

Welcome to this Okemo Mountain home located just a short walk to the slopes! Thoughtfully designed and lovingly maintained by its original owners, this 5-bedroom home offers space, comfort, and the perfect location for year-round enjoyment. Step inside to an open foyer with a convenient half bath and office area, leading into a bright main living space. The open-concept kitchen, dining, and

Katherine Burns William Raveis Real Estate Vermont Properties

53 Ponus Rd, Ludlow, VT 05149
/60
$945,000 Sold Oct 22, 2025
- 4,217 Sq Ft
- $224/SF
- 16 Days On Market
- 3 Beds
- 3 Baths
- Built 1995
49 Snowbird Ln, Ludlow, VT 05149

Okemo Valley home that offers total privacy and beautiful mountain views. Three floors of living include a ground-level family room (designed for both kids and adults), a game room, wood floors, quality cabinetry with a wine fridge and sink, a small office/bonus room, a 3/4 bathroom, and a laundry room. The main level features a soaring open floor plan with a stone wood-burning fireplace, two

Joseph Karl William Raveis Real Estate Vermont Properties

49 Snowbird Ln, Ludlow, VT 05149

/18
Not Listed For Sale
- 2 Beds
- 1 Bath
- 900 Sq Ft
574 Willard Rd Unit 3 F, Hartford, VT 05001

574 Willard Rd Unit 3 F, Hartford, VT 05001

/57
$715,000
- 3 Beds
- 2 Baths
- 2,542 Sq Ft
333 Music Mountain Rd, Stockbridge, VT 05772

Nestled on a hilltop above scenic Music Mountain Road, this exceptional architect-designed home offers a private, sunny setting with breathtaking long-range views. The open floor plan provides one-level living ideal for every lifestyle, with radiantly heated white oak floors, a striking carved-oak mantel fireplace, and French doors framing the mountain panorama. The chef’s kitchen features

Kyle Kershner Killington Pico Realty

333 Music Mountain Rd, Stockbridge, VT 05772
/33
$172,000 Sold Oct 22, 2025
- 856 Sq Ft
- $201/SF
- 152 Days On Market
- 2 Beds
- 1 Bath
- Built 1971
982 Vermont 14, Royalton, VT 05068

Welcome to this cozy and well-maintained home, perfectly situated close to local shops and restaurants for ultimate convenience. Step inside to a convenient mudroom area, with plenty of space to take off those muddy boots. The home opens into a nicely sized living room and kitchen with an island that offers additional prep and seating space. Two bedrooms down the hall share a full bathroom and

Shenia Covey Lyford Coldwell Banker LIFESTYLES - Hanover

982 Vermont 14, Royalton, VT 05068

/40
Est $585,730 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,980 Sq Ft
21 Sportsmen Cove, Hartland, VT 05048

21 Sportsmen Cove, Hartland, VT 05048

/40
$715,000
- 4 Beds
- 3.5 Baths
- 2,654 Sq Ft
760 E Ash Rd, Plymouth, VT 05056

Spacious Hawk Resort Home with Scenic Views Enjoy the perfect blend of comfort, space, and mountain charm in this inviting Hawk home. Designed for family gatherings and entertaining, the generous open-concept living area features a beautiful fieldstone fireplace and updated greenhouse windows that bring in natural light and picturesque views. The primary suite offers a cozy fireplace, private

Debra Staniscia Four Seasons Sotheby's Int'l Realty

760 E Ash Rd, Plymouth, VT 05056
/42
$346,000 Sold Oct 21, 2025
- 1,080 Sq Ft
- $320/SF
- 15 Days On Market
- 2 Beds
- 1.5 Baths
- Built 2022
99 Latham Works Ln Unit B, White River Junction, VT 05001

Newer Construction built in 2022! Energy efficient Vermod home located in the vibrant downtown area of White River Junction. This sleek contemporary style home features crisp new living space with 2 bedrooms and 1.5 baths, a large open concept main floor, upscale kitchen with plenty of shelves and cabinets for storage and an ultramodern stair and railing concept make this a truly unique home.

Alex DeFelice The Clerkin Agency, P.C.

99 Latham Works Ln Unit B, White River Junction, VT 05001

/3
Est $450,602 Not Listed For Sale
1013 Malagash Rd, South Reading, VT 05153

1013 Malagash Rd, South Reading, VT 05153

/50
$945,000
- 3 Beds
- 3 Baths
- 3,362 Sq Ft
150 Trombley Rd, Springfield, VT 05156

Set on 104 scenic acres in Springfield, Vermont, 150 Trombly Road offers a rare combination of comfort, natural beauty, and agricultural potential. This three-bedroom, three-bath home features 3,362 square feet of inviting living space surrounded by open fields, wooded areas, and beautiful local mountain views. Perfect for equestrian or farming pursuits, the property includes a three-stall barn

Kate Cassidy Four Seasons Sotheby's Int'l Realty

150 Trombley Rd, Springfield, VT 05156
/2
$70,000 Sold Oct 21, 2025
- Land
- 6.3 Acres
- $11,111 per Acre
- 35 Days On Market
Lot 2 Old Stage Rd, Chester, VT 05143

Rural Dream! Lot 2: Build your home on this country location just outside of Chester village. The land is a quiet wooded lot with potential southerly views upon clearing. This 6.3+/- acre lot is ready for your building plan. A great spot for your family home or vacation home. This property is surveyed and permitted with a septic design for a 3 bdrm home. *It is adjacent to Lot 1 which is 3.5

Daire Gibney Barrett and Valley Associates Inc.

Lot 2 Old Stage Rd, Chester, VT 05143

/26
Est $279,914 Not Listed For Sale
- 2 Beds
- 1 Bath
- 864 Sq Ft
71 Putnam Rd, Springfield, VT 05156

71 Putnam Rd, Springfield, VT 05156

/41
$795,000
- 3 Beds
- 2.5 Baths
- 2,128 Sq Ft
115 Prior Rd, Cavendish, VT 05142

Living and working in the country with privacy, wildlife, and beauty would be a dream come true, right? Well, here's your opportunity at this pretty log home on 19 acres on a dead-end town-maintained road. The owner of this wonderful custom-built home has done just that for several years, walking to work from his home to the spacious 28 x 70 auto service shop next door. Inside the house, you will

Glenn Olney Barrett and Valley Associates Inc.

115 Prior Rd, Cavendish, VT 05142
/39
$740,000 Sold Oct 21, 2025
- 1,878 Sq Ft
- $394/SF
- 32 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1992
1082 Greengate Rd, Woodstock, VT 05091

This beautifully composed, well maintained Reproduction Cape is located on a quiet dead end road with open rolling fields and a lovely local view. Enjoy privacy and tranquility with easy access to Silver Lake, Woodstock Village, Appalachian Trail and Luce's Lookout. Entering through the covered wrap- around Farmer's Porch, the house is a tidy package with everything you'll need to accommodate

Danny Kogut Williamson Group Sothebys Intl. Realty

1082 Greengate Rd, Woodstock, VT 05091

/40
Est $1,368,003 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 4,200 Sq Ft
89 Silver Hill Rd, West Windsor, VT 05089

89 Silver Hill Rd, West Windsor, VT 05089

/40
$725,000
- 4 Beds
- 3 Baths
- 3,584 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
/15
$90,000 Sold Oct 21, 2025
- Land
- 36.2 Acres
- $2,486 per Acre
- 15 Days On Market
00 Upper Falls Road Extension, Perkinsville, VT 05151

36+ acres with woods, a clear field and river frontage along the Black River! There is already an established driveway with power that is shared with two other properties that allows you to get to the open field and the start of the woodlands. There is an active forest management plan that shows the woods are primarily composed of maples (both red and sugar maples), red oak, hemlock and several

Franchesca Collins Hall Collins Real Estate Group

00 Upper Falls Road Extension, Perkinsville, VT 05151

/8
Not Listed For Sale
0 S Hill Rd, Ludlow, VT 05149

0 S Hill Rd, Ludlow, VT 05149

/17
$825,000
- 4 Beds
- 1.5 Baths
- 2,200 Sq Ft
1928 Vermont 131, Springfield, VT 05156

COUNTRY LIVING ON 118 ACRES WITH FULLY APPLIANCED, 4 BR's, 1.5 BATH HOME WITH ATTACHED GARAGE WITH 2ND FLOOR, A STATE-OF-THE ART PELLET BOILER, ROOF TOP SOLAR SYSTEM, SMALL POND, BARN AND STORAGE BUILDINGS. THE LAND BOAST ONE OF THE MOST BEAUTIFUL AND PLENTIFUL SUGAR BUSH IN THE STATE THAT EASILY ACCOMADATES OVER 4500 TAPS. SEVERAL WELL-MAINTAINED WOOD-LAND TRAILS TRAVERSE THE ACREAGE AND THE

Don Chabot Town and Country Realty

1928 Vermont 131, Springfield, VT 05156
/60
$524,900 Sold Oct 20, 2025
- 3,000 Sq Ft
- $175/SF
- 5 Days On Market
- 2 Beds
- 3 Baths
- Built 1985
41 Woodlawn Dr, White River Junction, VT 05001

Wonderful New England ranch style home situated on 3.93+/- acres. This 2 bedroom / possible 4 bedroom, 3 bath home radiates warmth and hospitality throughout and could be perfect for buyers looking for single level living. Step through the front door into a tastefully updated mudroom entry and 19' x 14' bonus room / guest room / den. A very generously sized, upscale living room / dining room

Alex DeFelice The Clerkin Agency, P.C.

41 Woodlawn Dr, White River Junction, VT 05001

/8
Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,152 Sq Ft
227 Summer St, Springfield, VT 05156

227 Summer St, Springfield, VT 05156

/54
$550,000
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
405 Soaring Hawk Rd, Plymouth, VT 05056

Tucked into the beautiful mountains of Vermont, this charming three-bedroom home in Hawk Resort offers a peaceful retreat surrounded by nature. Travel up a country road to find this inviting home nestled among the trees, complete with a detached single-car garage with bonus storage space. Step onto the spacious front deck or relax on the covered screened-in porch, perfect for enjoying the quiet

Kevin Barnes William Raveis Real Estate Vermont Properties

405 Soaring Hawk Rd, Plymouth, VT 05056
/20
$250,000 Sold Oct 20, 2025
- 1,008 Sq Ft
- $248/SF
- 11 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1981
135 Woodhaven Dr Unit 1D, White River Junction, VT 05001

Woodhaven Manor is a highly sought-after condominium complex. The location is outstanding with a short drive to Dartmouth College, easy access to DHMC and the shops and restaurants of the Upper Valley. Features include: Main level with eating area, convenient kitchen boasts a new dishwasher, half bath completely renovated, and spacious living room leads out to privately sited deck. 2 bedrooms on

Mary Paino Coldwell Banker LIFESTYLES - Quechee

135 Woodhaven Dr Unit 1D, White River Junction, VT 05001

Showing Results 161 - 200, Page 5 of 18

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