Windsor County, VT Homes

/40
Est $537,590 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,780 Sq Ft
10 Skyline Way, White River Junction, VT 05001

10 Skyline Way, White River Junction, VT 05001

/50
$2,400,000
- 5 Beds
- 4.5 Baths
- 4,832 Sq Ft
1059 Carlton Hill Rd, Woodstock, VT 05091

Set on over two picturesque acres along one of the most beautiful country roads in the area, this spacious and impeccably renovated contemporary farmhouse offers the perfect balance of charm and modern comfort. Just minutes from Woodstock and South Woodstock, the property enjoys both convenience and a peaceful setting.Completely remodeled in 2016 by Sargent Design Company, the home

Keri Cole Williamson Group Sothebys Intl. Realty

1059 Carlton Hill Rd, Woodstock, VT 05091
/38
$459,000 Sold Aug 15, 2025
- 1,946 Sq Ft
- $236/SF
- 20 Days On Market
- 4 Beds
- 3 Baths
- Built 1970
66 Summit Trails Rd, Weston, VT 05161

Nestled on 4 private acres, this charming chalet is full of character with warm vertical wood interiors throughout. The cathedral-ceiling great room features a stunning fieldstone fireplace and opens to a spacious deck, perfect for outdoor living and soaking in panoramic views of the Green Mountains. The primary bedroom and bath are conveniently located on the main level, while three additional

Nancy Jensen Four Seasons Sotheby's Int'l Realty

66 Summit Trails Rd, Weston, VT 05161

/18
Est $457,355 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,768 Sq Ft
12 Ry-Kris Ln, White River Junction, VT 05001

12 Ry-Kris Ln, White River Junction, VT 05001

/27
$249,000 Open Sat 1PM - 3PM
- 1 Bed
- 1 Bath
- 528 Sq Ft
106 Hall Rd, Chester, VT 05143

Open House Saturday, September 20, 1:00 - 3:00 Welcome to your Vermont retreat, an inviting one bedroom, one bath home sat on 2.5 acres at the end of a dead end road in Chester. This 528 square-foot cottage has been thoughtfully updated for four season, comfort, featuring full insulation, a woodstove for cozy evenings, and efficient mini-splits providing both heating and air-conditioning. Recent

Sandy Reavill Real Broker LLC

106 Hall Rd, Chester, VT 05143
/55
$1,145,000 Sold Aug 15, 2025
- 2,710 Sq Ft
- $423/SF
- 5 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2020
2 Maple St, Woodstock, VT 05091

Located in the Heart of Woodstock Village- fantastic location at the foot of the Mtn Peg trail system with easy access to Vail field and all of towns amenities. This beautifully renovated home is completely new. Handsome farmhouse vernacular style home with traditional slate floors, sliding barn doors and wood floors throughout first floor with an open concept for entertaining and all new

Gretchjen Smith Williamson Group Sothebys Intl. Realty

2 Maple St, Woodstock, VT 05091

/40
Est $419,171 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,040 Sq Ft
681 Colonial Dr, White River Junction, VT 05001

681 Colonial Dr, White River Junction, VT 05001

/39
$139,000
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
149 Willow Cir, Hartford, VT 05001

Nice double wide on desirable lot in a lovely area of the park with neighbors on just one side. Two spacious bedrooms, two baths, den, and a carport to keep the snow off your car this winter! Tall Timbers features an inground pool for summer fun and a community room available for your use.

Dorothy Griswold The Clerkin Agency, P.C.

149 Willow Cir, Hartford, VT 05001
/60
$677,000 Sold Aug 15, 2025
- 2,456 Sq Ft
- $276/SF
- 6 Days On Market
- 4 Beds
- 3 Baths
- Built 1878
3236 Weston-Andover Rd, Chester, VT 05143

Set on a stunning, level 7.38-acre parcel, this beautifully updated farmhouse is turnkey and full of character, comfort, and space! The convenient mudroom offers built-in shelving for your gear and leads into a lovely country kitchen featuring handmade cabinetry, granite countertops, a butcher block island, and a cozy breakfast bar. Step out to the charming front porch to enjoy your morning

Mendi Michael Engel & Völkers Okemo

3236 Weston-Andover Rd, Chester, VT 05143

/24
Est $444,722 Not Listed For Sale
- 6 Beds
- 2 Baths
- 2,317 Sq Ft
94 Fairview Terrace, White River Junction, VT 05001

94 Fairview Terrace, White River Junction, VT 05001

/43
$349,000
- 3 Beds
- 1.5 Baths
- 1,248 Sq Ft
436 Mount View Loop, Rochester, VT 05767

Located on the back side of Mt View Loop is this comfy home, furnished and ready to move right in. Very open concept living space on top floor with woodstove and large dining room set up to enjoy gatherings of any size. Lower floor bedrooms and full bath. Community swim or fishing pond is a deeded right with garden space available and cross country skiing terrain. North Hollow is a

Patricia Harvey Xsell Realty LLC

436 Mount View Loop, Rochester, VT 05767
/60
$345,000 Sold Aug 15, 2025
- 2,425 Sq Ft
- $142/SF
- 32 Days On Market
- 4 Beds
- 2 Baths
- Built 1830
44 Watershed Rd, Bethel, VT 05032

TAMARACK FARM - PRICE REDUCTION! Historic circa. 1830's antique Brick cape with attached two-car garage/barn, year round brook, and a pathway leading to a lovely lower meadow on Route 12 perfect for equestrian pursuits. Nestled in a picturesque Vermont countryside, this classic 4-bedroom, 2-bath home on 2 acres showcases wide-board pine floors, exposed ceiling beams, and period details

John Bassette Bassette Real Estate Group

44 Watershed Rd, Bethel, VT 05032

/35
Est $536,346 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,960 Sq Ft
258 Hanover St, White River Junction, VT 05001

258 Hanover St, White River Junction, VT 05001

/14
$69,000
- Land
- 1.05 Acres
- $65,714 per Acre
Lot 49 Spring St, Stockbridge, VT 05772

Attractive building lot in the desirable Highwood community. This lot offers potential long-range views and includes sewer rights in the Highwood community sewer system, sufficient for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is always preserved. Highwood is adjacent to the Green Mountain Trail network for

Kyle Kershner Killington Pico Realty

Lot 49 Spring St, Stockbridge, VT 05772
/56
$3,650,000 Sold Aug 15, 2025
- 3,782 Sq Ft
- $965/SF
- 3 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1991
284 Amsden Rd, Barnard, VT 05031

[See property specific website for videos, virtual walkthroughs and more.] "HIGH MEADOWS" is set on a private and pristine Vermont hillside comprising 183 acres overlooking magnificent meadows and two ponds with exceptional long-range Vermont mountain views. The residence is comprised of a hand-hewn Vermont timber frame c.1799, that was carefully disassembled from its original location elsewhere

John Snyder Snyder Donegan Real Estate Group

284 Amsden Rd, Barnard, VT 05031

/32
Est $420,192 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
132 Laurel Ln, White River Junction, VT 05001

132 Laurel Ln, White River Junction, VT 05001

/50
$295,000
- 3 Beds
- 3 Baths
- 864 Sq Ft
143 Vermont Route 100, Ludlow, VT 05149

Super cute 3 bedroom, 2 bath, single-wide mobile home on .95 +/- acres with addition, deck, and frontage on the Jewell Brook with a full size two, car garage and paved driveway. Turn key property being sold with furniture and dishware, utensils, etc. Has been used as a short-term rental by previous owner and also occupied as full time residence. Vt state approved septic system and public water

Geralyn Donohue Engel & Völkers Okemo

143 Vermont Route 100, Ludlow, VT 05149
/26
$370,000 Sold Aug 15, 2025
- 960 Sq Ft
- $385/SF
- 43 Days On Market
- 2 Beds
- 2 Baths
- Built 1965
1474 Hartford Ave, White River Junction, VT 05001

This delightful ranch style home has two bedrooms and two baths. Hardwood Floors, laundry on the first level. Basement rooms are roughed in and offers a bonus room and plenty of storage. The attached one car garage allows for direct access to the home. Kitchen is spacious and has new flooring. Slider to a 14x14 deck. level back yard and a 8x8 storage shed. Room for flowers or garden. Close

Jill Stark RE/MAX Upper Valley

1474 Hartford Ave, White River Junction, VT 05001

/32
Est $622,934 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,392 Sq Ft
3158 Old River Rd, White River Junction, VT 05001

3158 Old River Rd, White River Junction, VT 05001

/34
$399,000
- 3 Beds
- 2.5 Baths
- 1,918 Sq Ft
60 Fletcher Ln, Hartford, VT 05001

Why go on vacation when you can live the lifestyle every day?This beautifully updated Quechee Lakes home is just a quick 7-minute ride to the clubhouse, offering year-round resort living right at your doorstep.Step inside to a stunning new kitchen outfitted with Wolf appliances, complemented by tile and wood flooring, and a partially replaced roof for peace of mind. With a newer on-demand

Gerry Stark RE/MAX Upper Valley

60 Fletcher Ln, Hartford, VT 05001
/26
$480,000 Sold Aug 15, 2025
- 930 Sq Ft
- $516/SF
- 98 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1860
11A Prospect St, Woodstock, VT 05091

Walk to everything Woodstock village has to offer from this sunny condo! Within an easy stroll of the Woodstock Inn, downtown restaurants, farmer's markets, and the Marsh Billings Rockefeller National Park, 11A Prospect is ideal for enjoying the charms of village living. Elevated above the Route 4 on a bucolic neighborhood side street, this well-kept home offers historic details with modern

Keri Cole Williamson Group Sothebys Intl. Realty

11A Prospect St, Woodstock, VT 05091

/40
Est $612,410 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,620 Sq Ft
110 Chellis St, White River Junction, VT 05001

110 Chellis St, White River Junction, VT 05001

/58
$1,499,000
- 5 Beds
- 5 Baths
- 5,074 Sq Ft
423 Taft Family Rd, Hartford, VT 05001

RARE OPPORTUNITY to own a fully renovated luxury home in Quechee Lakes with spectacular mountain views and over 5,000 sq ft of versatile living space on a 4.3-acre double lot. Updated throughout in 2023–2024 and now back on the market due to a professional relocation. This 5-bedroom, 5-bath luxury home offers substance and versatility to suit any new owners’ needs. A private studio apartment with

Marco Day BHHS Verani Upper Valley

423 Taft Family Rd, Hartford, VT 05001
/32
$535,000 Sold Aug 15, 2025
- 1,044 Sq Ft
- $512/SF
- 145 Days On Market
- 2 Beds
- 2 Baths
- Built 1986
19 White Loop Unit A103, Ludlow, VT 05149

Your Winter Wonderland Awaits at Winterplace A103! Imagine stepping out your door and being on the slopes in moments! This beautifully updated 2-bedroom, 2-bathroom condominium is ideally located, just a short stroll from the ski trails (approx. 100 yards) and the refreshing community pool (approx. 100 feet). Skiers will appreciate the easy access to both the upper mountain lifts and the gentle

Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

19 White Loop Unit A103, Ludlow, VT 05149

/13
Est $271,222 Not Listed For Sale
- Studio
- 1,792 Sq Ft
20 Talbert St, White River Junction, VT 05001

20 Talbert St, White River Junction, VT 05001

/58
$499,000
- 3 Beds
- 2 Baths
- 2,146 Sq Ft
615 Old County Rd, Cavendish, VT 05142

In need of the perfect ski cabin just 15 minutes from Okemo Mountain? Set on over ten private acres, this home offers the perfect mix of comfort and country charm. The main living room features cathedral ceilings, a propane stove, and access to the deck with a hot tub—ideal for relaxing after a day on the slopes. The kitchen, finished with Vermont soapstone counters and updated appliances, opens

Sarah Sheehan William Raveis Real Estate Vermont Properties

615 Old County Rd, Cavendish, VT 05142
/44
$1,700,000 Sold Aug 15, 2025
- 2,423 Sq Ft
- $702/SF
- 177 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2007
2090 Randall Rd, Woodstock, VT 05091

Constructed in 2007 with a nod to the Gothic Style Vermont Farmhouse vernacular, this beautifully composed country home creatively integrates curated period detail with modern conveniences and systems. Conveniently located at the end of a picturesque tree lined dirt road just minutes from the Villages of both Woodstock and South Woodstock offering privacy and tranquility. The interior spaces of

Danny Kogut Williamson Group Sothebys Intl. Realty

2090 Randall Rd, Woodstock, VT 05091

/28
Est $418,596 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,784 Sq Ft
517 Connecticut River Rd, White River Junction, VT 05001

517 Connecticut River Rd, White River Junction, VT 05001

/46
$1,595,000
- 7 Beds
- 6 Baths
- 5,774 Sq Ft
310 Pierce Hill Rd, West Windsor, VT 05089

Unique Two-Home Property with Stunning Mountain Views.Discover this exceptional property featuring two connected homes, seamlessly blending contemporary design with functionality. Originally built in 1975 and expanded in 2000, this unique residence offers a total of 7 bedrooms, perfect for multi-generational living or as a rental opportunity.The newer side of the home showcases beautiful

Gary Coger Four Seasons Sotheby's Int'l Realty

310 Pierce Hill Rd, West Windsor, VT 05089
/25
$690,000 Sold Aug 15, 2025
- 3,090 Sq Ft
- $223/SF
- 264 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1997
75 Royall Tyler Rd, Hartford, VT 05001

This lovely custom-built home has been well maintained and cared for and it sits on a choice lot that has benefitted from having owners who enjoy gardening.The house has been thoughtfully designed for much sought after single floor living. There are 3 bedrooms and 2 1/2 baths which includes a large master suite. The comfy living room has a. large fireplace surrounded by shelves to display

Barbara West Quechee Associates, Inc

75 Royall Tyler Rd, Hartford, VT 05001

/40
Est $500,123 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,128 Sq Ft
440 Kings Hwy, White River Junction, VT 05001

440 Kings Hwy, White River Junction, VT 05001

/33
$149,000
- 1 Bed
- 1 Bath
- 192 Sq Ft
1150 Tarbell Hill Rd, Cavendish, VT 05142

Have you been waiting for your own piece of Vermont? Something affordable and easy to maintain? Whether you are looking for a getaway for skiing, relaxing, or a cozy place to call home, this tiny home might be just what you need. This Jamaica Cottage Shop timber frame camp is awaiting new owners to put their own touches on this tiny home. The current owner would be happy to explain all about the

Tyleen Murray Kelley Real Estate, Inc.

1150 Tarbell Hill Rd, Cavendish, VT 05142
/54
$402,060 Sold Aug 14, 2025
- 2,012 Sq Ft
- $200/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 1992
317 Bailey Hill Rd, Cavendish, VT 05153

Vermont Charm Meets Modern Comfort - Secluded Cape Minutes to Okemo!Discover your perfect Vermont retreat on a private wooded one-acre in beautiful Cavendish.This enchanting 3-bedroom, 2-bathroom cape offers 2,000 square feet of thoughtfully designed living space that seamlessly blends classic New England charm with contemporary comfort. Nestled among mature trees on a full acre,

Rachael Rogala Rachael Rogala Inc.

317 Bailey Hill Rd, Cavendish, VT 05153

/32
Est $371,687 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,505 Sq Ft
169 Nutt Ln, White River Junction, VT 05001

169 Nutt Ln, White River Junction, VT 05001

/60
$850,000
- 4 Beds
- 2.5 Baths
- 2,610 Sq Ft
226 Trailside Rd Unit 47-C, Ludlow, VT 05149

Taking it to the top, tippy. From the very top of the Trailside complex you'll find the "Legacy" Townhome. A vacation home for generations, that lasted decades. This unique custom designed condo has been loved and well cared for by its current owners for many years. You're welcomed in from the beautiful flagstone walkway onto the covered porch with two exterior storage closets. Step into the

Frank Provance Diamond Realty

226 Trailside Rd Unit 47-C, Ludlow, VT 05149
/27
$435,000 Sold Aug 14, 2025
- 1,989 Sq Ft
- $219/SF
- 21 Days On Market
- 3 Beds
- 2 Baths
- Built 1995
107 Winding Brook Ln, White River Junction, VT 05001

Nestled in a serene country setting, this recently refreshed 3-bedroom, 2-bath home offers the perfect blend of privacy, space, and convenience. Set on 5 rolling acres, the property features plenty of maples for making your own syrup and an open field above the home, ideal for horses, livestock, or simply enjoying the wide-open views and Vermont's natural beauty.The kitchen and open living

Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

107 Winding Brook Ln, White River Junction, VT 05001

/27
Est $299,524 Not Listed For Sale
- 2 Beds
- 1 Bath
- 960 Sq Ft
37 Thomas St, White River Junction, VT 05001

37 Thomas St, White River Junction, VT 05001

/8
$247,000
- 5 Beds
- 3 Baths
- 3,100 Sq Ft
99 Depot St, Hartford, VT 05001

Prime investment opportunity in Wilder, one of Hartford’s five thriving villages. This early-1900s multifamily, minutes from Upper Valley amenities, is ready for redevelopment with significant upside potential.The property features three units offering multiple strategies: renovate and lease all for strong cash flow, or occupy one while offsetting costs with rental income. Its location

Ralph Harvey Listwithfreedom.com

99 Depot St, Hartford, VT 05001
/29
$253,000 Sold Aug 14, 2025
- 1,063 Sq Ft
- $238/SF
- 72 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1978
383 Old Quechee Rd Unit 8C, Hartford, VT 05001

Welcome to this 2-bedroom, 2.5-bath condo located in the Mill Run association of Quechee Lakes. This home stands out among its peers with an en suite primary bedroom. Step inside to cathedral ceilings and an open floor plan that invites natural light throughout the main living area. The updated kitchen seamlessly flows into the dining and living space—perfect for entertaining or cozy nights

Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

383 Old Quechee Rd Unit 8C, Hartford, VT 05001

/19
Est $317,336 Not Listed For Sale
- 6 Beds
- 1 Bath
- 1,494 Sq Ft
808 Jericho Rd, White River Junction, VT 05001

808 Jericho Rd, White River Junction, VT 05001

Showing Results 361 - 400, Page 10 of 18

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