Windsor County VT Homes for Sale

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New Listing - 8 hours online
$695,000
27.7
ACRES
WINDSOR
COUNTY
00 Folding Hills Road Woodstock, VT 05091
Land For Sale
- Active

Excellent Woodstock building site on 27.7 surveyed acres, with beautiful long range views. Driveway and potential building site cleared/roughed in. Power poles and high speed internet near entry to the driveway on Folding Hills Road. Easy access a

Listing courtesy of John Snyder of Snyder Donegan Real Estate Group
New Listing - 8 hours online
$57,000
1
BED
2
TOTAL BATHS
737
SQFT
262 Qtr. I V Jackson Gore Inn Ludlow, VT 05149
Condo For Sale
- Active

Own 3 Weeks at Christmas/New Years! Jackson Gore Inn Unit 262 Quarter I V:  Quarter ownership. Handicap accessible condo offering a larger bathroom and an open layout. This is a one bedroom residence with a living area that offers a deck with valley

Listing courtesy of Suzanne Garvey of Mary W. Davis Realtor & Assoc., Inc.
New Listing - yesterday
$199,000
3
BEDS
2
TOTAL BATHS
1,288
SQFT
613 Main Street Weston, VT 05161
Single Family Home For Sale
- Active

1880's Colonial home located right in Weston Village with a separate one car garage. Main floor has a living room, bedroom or office and bath and a large kitchen family room. The yard has lots of room for outdoor activities. House needs a new roof

Listing courtesy of Kathy Snyder of Mary Mitchell Miller Real Estate
New Listing - yesterday
$519,500
3,464
SQFT
303 One Way Road Stockbridge, VT 05772
Multi-Family For Sale
- Active

RARE 2 UNIT SHORT TERM RENTAL INVESTMENT OPPORTUNITY! Hard to find Multi-Family in Stockbridge. Earn while you take your turns! This thoroughly updated 2 unit multifamily residence was custom built in 1979 by Carl Williams and has a HUGE list of u

Listing courtesy of Tucker Adirondack Lange of KW Vermont-Killington
New Listing - 3 days online
$149,000
1,608
SQFT
162 Church Street Bethel, VT 05032
Multi-Family For Sale
- Active

Investment Property! This 2 unit building could make a great investment opportunity for someone looking to get into the rental business. Apt #1 is a cute 1 bedroom with stackable washer/dryer and full bath. Apt #2 is a 2 bedroom with full bath and st

Listing courtesy of Danae Labounty of Vermont Heritage Real Estate
New Listing - 3 days online
$52,000
1
BED
2
TOTAL BATHS
775
SQFT
278/280 Qtr. I I I Jackson Gore Inn Ludlow, VT 05149
Condo For Sale
- Active

Jackson Gore Inn Unit 278/280 Quarter III: This second floor, one bedroom lockout sleeps eight. Located at a quiet end of the hall, Convenient to the roundhouse. Unit C Features: 1 bedroom, sleeps eight, lock-out capabilities, 2 fixed Queen beds, Qu

Listing courtesy of Suzanne Garvey of Mary W. Davis Realtor & Assoc., Inc.
New Listing - 3 days online
$323,000
3
BEDS
2
TOTAL BATHS
1,674
SQFT
38 Truell Road Hartford, VT 05001
Single Family Home For Sale
- Active

Superb Location! This modern ranch has more than meets the eye! Three bedroom two bath home in Hartford's Truell Road / Ozzy Lane neighborhood. This home features primarily single level living and lots of natural light. A spacious eat in kitchen and

Listing courtesy of Alex Defelice of The Clerkin Agency, P.C.
New Listing - 3 days online
$262,500
2
BEDS
1
TOTAL BATH
1,824
SQFT
132 Damon Road Springfield, VT 05156
Single Family Home For Sale
- Active

This 2 Bedroom 1 Bath Cape sits off the beaten path for privacy and with 2 open acres of lawn. There is a 2 car garage attached to the Breezeway. Lots of Flower beds. 3 sheds, 1 with 4 stalls. Brand new paved driveway. Step inside the house the Hallw

Listing courtesy of Gale Alger of EXP Realty
New Listing - 3 days online
$425,000
1.8
ACRES
WINDSOR
COUNTY
115 Rimrock Road Ludlow, VT 05149
Land For Sale
- Active

Direct slopeside parcel off the Sachem Trail at Okemo. 1.8 +/- acre parcel located on the inboard side of the trail offers a special opportunity to create your own private space in a unique slopeside setting. Skiers and boarders of all levels will en

Listing courtesy of Suzanne Garvey of Mary W. Davis Realtor & Assoc., Inc.
New Listing - 3 days online
$375,000
2
BEDS
3
TOTAL BATHS
2,268
SQFT
57 Townhouse Way #8 Woodstock, VT 05091
Single Family Home For Sale
- Active

Gorgeous "high end" townhouse located in Woodstock West. A very private and well kept community in Woodstock, Vermont. Only 24 units surrounded by plush lawns and mature plantings. All townhouses have 3 living levels. This larger unit has many upgra

Listing courtesy of Dorothea Mongulla of High End Realty
New Listing - 5 days online
$519,000
3
BEDS
4
TOTAL BATHS
2,129
SQFT
149 Hawk Pond Road Plymouth, VT 05056
Single Family Home For Sale
- Active

The Pond House at Hawk Resort is a wonderful secluded retreat on a quiet private road, surrounded largely by undeveloped common land. The property has direct access to community walking trails, is located adjacent to Hawk Pond, and a short walk to sc

Listing courtesy of Kyle Kershner of Killington Pico Realty
New Listing - 5 days online
$339,000
4
BEDS
3
TOTAL BATHS
2,320
SQFT
918 Andover Ridge Road Andover, VT 05143
Single Family Home For Sale
- Active

Wonderful mountain views from this beautifully built Timber Peg post & beam home; located on the Weston/Andover town line and only 2 minutes to Weston village. Spacious open living areas with warm & inviting stone fireplace (stones harvested from the

Listing courtesy of Donna Murray of Varick Associates Ltd
New Listing - a week online
$179,000
3
BEDS
2
TOTAL BATHS
1,482
SQFT
92 Pleasant Street Bethel, VT 05032
Single Family Home For Sale
- Active

This Bethel village property is located in close proximity to the school and recreation fields, as well as the town pool. The home offers three bedrooms, two baths and an open kitchen-dining room with lovely built-ins and a charming island. Cozy up i

Listing courtesy of Danae Labounty of Vermont Heritage Real Estate
New Listing - a week online
$359,000
3
BEDS
2
TOTAL BATHS
1,512
SQFT
9 Deeplawn Court Ludlow, VT 05149
Single Family Home For Sale
- Active

Perched on a knoll overlooking OMS, Ludlow Elementary and Black River Independent School, this pretty Cape is within walking distance of downtown Ludlow! Walk to the shuttle, the shops and enjoy easy living in this well maintained home. The new garag

Listing courtesy of Lisa Kelley of Cummings & Co
New Listing - a week online
$315,000
3
BEDS
3
TOTAL BATHS
1,881
SQFT
442 Crimson Hawk Road Plymouth, VT 05056
Single Family Home For Sale
- Active

Private Hawk Contemporary Retreat Minutes to Killington, Okemo or Woodstock! Wonderful open concept floor plan perfect for entertaining. Enjoy the nature and the wooded scenery through all the glass windows. Great room with cathedral ceilings, gas fi

Listing courtesy of Marni Rieger of KW Vermont-Killington
New Listing - a week online
$70,000
2
ACRES
WINDSOR
COUNTY
Sugarhill Lane #3125 Hartford, VT 05047
Land For Sale
- Active

A truly unique opportunity to purchase a building lot located within Quechee Lakes; a World Class Resort offering countless amenities including two 18 hole golf courses originally designed by golf course architect Geoffrey Cornish and updated in 2012

Listing courtesy of Rich Gardner of RE/MAX North Professionals
New Listing - a week online
$229,000
20
ACRES
WINDSOR
COUNTY
00 Curtis Hollow Road #3 Woodstock, VT 05091
Land For Sale
- Active

The best of all worlds! Enjoy the peace and tranquility afforded from this perfectly located building parcel on the western side of Woodstock. You'll appreciate the convenience of an easy drive to Killington and Okemo ski resorts, the amenities of th

Listing courtesy of Susan Hickey of Snyder Donegan Real Estate Group
New Listing - a week online
$90,500
12.2
ACRES
WINDSOR
COUNTY
470 Middletown Road #81 Andover, VT 05143
Land For Sale
- Active

This impressive 12.2 acres of wooded land has approx 1475 ft of road frontage along with approx 1/4 mile of frontage on Lyman Brook. There is a wide old logging trail (abandoned class 4 town road) that provides easy access across Lyman Brook to vari

Listing courtesy of Chuck Sweetman of Mary Mitchell Miller Real Estate
New Listing - a week online
$3,750,000
4
BEDS
5
TOTAL BATHS
5,824
SQFT
336 Stone Bridge Way Woodstock, VT 05091
Single Family Home For Sale
- Active

Room for all, close to town, very private: Stone Bridge is a capacious and thoughtfully-built 2002 5824sf Craftsman Style home set at the end of a private way, with a guest house on a separate lot. The two parcels total 22.65+/- acres. Stone Bridge W

Listing courtesy of T Story Jenks of LandVest, Inc/Woodstock
New Listing - a week online
$349,000
3
BEDS
3
TOTAL BATHS
2,356
SQFT
275 Spencer Hollow Road Springfield, VT 05156
Single Family Home For Sale
- Active

This true log home in a fine country setting is ready for new occupants. The current owners, who are leaving the state, have been loving stewards of this property, replacing the furnace in 2018, installing a new metal roof and adding a heat unit to t

Listing courtesy of Susan Lecours of Barrett & Valley Associates, Inc/Sprin