Windsor County, VT Homes

• 

  

  

  /33

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,555 Sq Ft

  35 Mountain Ave, Woodstock, VT 05091

  Prime In-Village location on Mountain Avenue just steps to Faulkner Park, The Mt Tom trail system and Woodstock Rec Center. This classic New England duplex (eastern side) home serves perfectly as a full time residence, or an easy keep as a second home. Through a classic covered porch enter the foyer with gleaming hardwood floors and high ceilings. The spacious living room has a propane stove, and

  Danny Kogut Williamson Group Sothebys Intl. Realty

  35 Mountain Ave, Woodstock, VT 05091
• 

  

  

  /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
• 

  

  

  /29

  Est $606,819 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,105 Sq Ft

  104 Stage Rd, South Pomfret, VT 05067

  104 Stage Rd, South Pomfret, VT 05067
• 

  

  

  /55

  $747,000

  • 6 Beds
  • 5 Baths
  • 3,000 Sq Ft

  221 Grout Rd, Perkinsville, VT 05151

  Price reduced! The VT property that you have been waiting for! 49 acres with mature sugar maples and stone walls, a substantial converted barn and a lovely updated and expanded C. 1790 residence. Former home of the Weathersfield Rod and Gun Club, it has been thoroughly renovated into a grand residence. Five bedrooms and five baths, including a guest space with separate entry. Gracious country

  Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

  221 Grout Rd, Perkinsville, VT 05151
• 

  

  /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
• 

  

  /20

  Est $463,801 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,846 Sq Ft

  77 Acorn St, White River Junction, VT 05001

  77 Acorn St, White River Junction, VT 05001
• 

  

  /58

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,755 Sq Ft

  2295 Quechee Main St, Hartford, VT 05047

  Charming New Englander in the Heart of Quechee! Owned by the same family for more than 30 years, this classic New Englander is set on a spacious double lot in Quechee’s Historic Mill District. The home offers practical living spaces inside, while outside you’ll find ample room for gardening, play, or simply relaxing by the shade trees and small water feature. Being sold “As Is,” this is a

  Jill Harlow Coldwell Banker LIFESTYLES - Hanover

  2295 Quechee Main St, Hartford, VT 05047
• 

  

  /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
• 

  

  /39

  Est $437,276 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,326 Sq Ft

  134 Acorn St, White River Junction, VT 05001

  134 Acorn St, White River Junction, VT 05001
• 

  

  /30

  $385,000

  • 1 Bed
  • 1 Bath
  • 884 Sq Ft

  162 Okemo Trailside Extension Unit 22C-L, Ludlow, VT 05149

  Okemo Trailside 22-CL is a spacious one-bedroom with a bunk room, ideally located just a minute's walk from the Upper Sachem Trail. This ski-in/ski-out condo, which has seen significant renovations, offers flat, easy access to the slopes and community amenities. Inside, you'll find an open 884-square-foot layout. The entry features a mudroom with rustic pine accents, perfect for storing gear. The

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

  162 Okemo Trailside Extension Unit 22C-L, Ludlow, VT 05149
• 

  

  /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
• 

  

  /40

  Est $836,317 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,084 Sq Ft

  3398 Jericho Rd, White River Junction, VT 05001

  3398 Jericho Rd, White River Junction, VT 05001
• 

  

  /48

  $670,000

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft

  162 Campbell Rd, Rochester, VT 05767

  This classic Vermont farmhouse has been lovingly renewed from the studs out, preserving its 19th-century charm while adding the comfort and convenience of modern living. Step inside and you’ll find warm hardwood floors crafted from ash, birch and cherry harvested right from the property, exposed beams, and a central brick hearth with a soapstone woodstove that invites you to gather around on

  Kyle Kershner Killington Pico Realty

  162 Campbell Rd, Rochester, VT 05767
• 

  

  /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
• 

  

  /38

  Est $355,751 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  68 Bullard St, White River Junction, VT 05001

  68 Bullard St, White River Junction, VT 05001
• 

  

  /18

  $2,200,000

  • Land
  • 11.81 Acres
  • $186,283 per Acre

  0 Mountain Rd, Ludlow, VT 05149

  Location, Location, Location! Rare opportunity to own a large, slope-side, 11.8+/- acre parcel on Okemo Mountain with breathtaking views and direct ski access. Build your dream home or create a family compound surrounded by the beauty and privacy of Vermont’s mountains. With room to design your perfect retreat, you can enjoy the best of all seasons — ski directly from your door to the Solitude

  Katherine Burns William Raveis Real Estate Vermont Properties

  0 Mountain Rd, Ludlow, VT 05149
• 

  

  /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
• 

  

  /23

  Est $421,461 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft

  95 Saunders Ave, White River Junction, VT 05001

  95 Saunders Ave, White River Junction, VT 05001
• 

  

  /24

  $79,900

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  5 Clough Ave, West Windsor, VT 05089

  Attention investors and DIY enthusiasts! Multiple exit strategies: finish this remodel then either flip, rent or move in! Home being sold as is. Cash preferred but will consider financed all offers. Seller is assisted by an Attorney in Fact. Do not knock on door or approach house without prior communication.

  Derek Greene Derek Greene

  5 Clough Ave, West Windsor, VT 05089
• 

  

  /43

  $612,500 Sold Oct 20, 2025

  • 1,424 Sq Ft
  • $430/SF
  • 84 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  108 Heritage Heights, Stockbridge, VT 05772

  Welcome to your dream home in the heart of Vermont! ONLY MINUTES TO KILLINGTON MOUNTAIN RESORT. This stunning 3 bedroom, 2 bath home offers breathtaking views from many of the rooms of the house and the expansive deck allowing you to soak up the beauty of every season. The bright and airy open floor plan is perfect for both relaxing and entertaining. Walk into the spacious tiled mudroom, ideal

  Katie McFadden RE/MAX North Professionals

  108 Heritage Heights, Stockbridge, VT 05772
• 

  

  /37

  Est $486,723 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,508 Sq Ft

  8 Third Ave, White River Junction, VT 05001

  8 Third Ave, White River Junction, VT 05001
• 

  

  /37

  $529,000

  • 5 Beds
  • 5 Baths
  • 3,880 Sq Ft

  514 1st Ave, Chester, VT 05143

  Built in 1803, this home has lived many lives and still stands with purpose. Set within one of Chester’s historic districts, it sits naturally among period homes and the steady pace of village life. The lot is larger than what is typical in town, room for garden , 2 horse stalls and even a horse paddock near the river. It’s a property that allows you to live outwardly—work the land, keep animals,

  Daire Gibney Barrett and Valley Associates Inc.

  514 1st Ave, Chester, VT 05143
• 

  

  /41

  $250,000 Sold Oct 20, 2025

  • 2,072 Sq Ft
  • $121/SF
  • 144 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1975

  37 Wright Rd, Ludlow, VT 05149

  This residence offers great opportunities for the next owner and is located in an ideal location within close proximity to the village of Ludlow, Okemo Mountain and the many amenities the Okemo Valley provides, all only minutes away. The spacious layout, with 3 bedrooms and 2.5 bathrooms, has good bones and is primed to be modernized, it simply awaits your vision. Once you arrive, you will find

  Roger Danyew Diamond Realty

  37 Wright Rd, Ludlow, VT 05149
• 

  

  /26

  Est $546,975 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  85 Jericho St, White River Junction, VT 05001

  85 Jericho St, White River Junction, VT 05001
• 

  

  /60

  $230,000

  • 1 Bed
  • 1 Bath
  • 856 Sq Ft

  42 Heritage Condo Way Unit 14D, Woodstock, VT 05091

  Welcome to your Woodstock affordable retreat! This inviting, end-unit, two-level townhouse in the sought-after Heritage Condominium community is nestled on a dead-end road just minutes west of the historic village of Woodstock. This bright 856 sq/ft two-level home offers an open-concept first floor with a carpeted living/dining area warmed by Empire gas heat (plus electric backup). From this

  John Bassette Bassette Real Estate Group

  42 Heritage Condo Way Unit 14D, Woodstock, VT 05091
• 

  

  /39

  $360,000 Sold Oct 20, 2025

  • 2,113 Sq Ft
  • $170/SF
  • 258 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1945

  123 Commonwealth Ave, Springfield, VT 05156

  This Totally Renovated 3 BR 2 Bath Cape On a Quiet Dead End Street Has Everything You Want. Newly Modernized Kitchen with Granite Counters and Tons of Cabinets, Awesome Dining Room With Lots of Windows and Spacious Living Room with Electric Fireplace and Beautiful Hardwood Floors Throughout Most of the Home. Plus Both Gorgeous Bathrooms were Just Redone. Spacious Lower Level Family Room with

  Brian Whipple Coldwell Banker Homes Unlimited

  123 Commonwealth Ave, Springfield, VT 05156
• 

  

  /38

  Est $414,548 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  89 Truell Rd, White River Junction, VT 05001

  89 Truell Rd, White River Junction, VT 05001
• 

  

  /21

  $225,000

  • 1 Bed
  • 1 Bath
  • 801 Sq Ft

  46A Barrister Dr Unit 205, White River Junction, VT 05001

  Light, bright one bedroom unit on the 1st floor of the Georgian building at Silver Brook Common. 801 sq ft! Recent improvements include new refrigerator, a/c unit, ceiling fan, and window blinds. Condo dues include your heat, hot water, water, sewer, trash service, landscaping, and snow plowing! Laundry room in lower level of the building. Walking distance to Advance Transit bus stop. Just 3

  Jeffrey Batchelder Coldwell Banker LIFESTYLES - Hanover

  46A Barrister Dr Unit 205, White River Junction, VT 05001
• 

  

  /28

  $212,000 Sold Oct 17, 2025

  • 780 Sq Ft
  • $272/SF
  • 38 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1900

  30 Pond St Unit 8, Ludlow, VT 05149

  Make the slopes your backyard and Ludlow your home base. This fully furnished two en-suite bedroom condominium offers private sleeping separation and cozy living. A rare opportunity to own in the heart of Ludlow, one of Vermont’s favorite ski towns. From your front door, stroll to restaurants, apres-ski spots, and everything Main Street has to offer. When winter arrives, hop on the Okemo shuttle

  Frank Provance Diamond Realty

  30 Pond St Unit 8, Ludlow, VT 05149
• 

  

  /32

  Est $489,098 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,698 Sq Ft

  5 Skyline Way, White River Junction, VT 05001

  5 Skyline Way, White River Junction, VT 05001
• 

  

  /10

  $49,500

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  25 Maxfield Ln, Hartland, VT 05001

  Affordable 3 bedroom, 2 bath home in well established Dale's Mobile Home Park. Primary ensuite, large carport with concrete floor to keep the snow out & storage shed. Convenient to I91, VA hospital & Upper Valley shopping. Buyer will need park approval. Agent Interest.

  Charlene Gaudette Coldwell Banker LIFESTYLES - Hanover

  25 Maxfield Ln, Hartland, VT 05001
• 

  

  /48

  $650,000 Sold Oct 17, 2025

  • 1,966 Sq Ft
  • $331/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  19 Bear Ridge Rd, Ludlow, VT 05149

  Located in Ludlow's desirable South Hill area, this contemporary Saltbox home offers comfort, a great layout and convenience. Set in a quiet Bear Ridge neighborhood, it's about 1 mile from Okemo Mountain and all the year-round activities the area has to offer. Recent updates include new flooring, baths, trim, interior and exterior paint making this home move-in ready. Not too big, not too small;

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  19 Bear Ridge Rd, Ludlow, VT 05149
• 

  

  /40

  Est $375,501 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  415 Bliss Rd, White River Junction, VT 05001

  415 Bliss Rd, White River Junction, VT 05001
• 

  

  /21

  $178,000

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft

  3755 Gee Hill Rd, South Royalton, VT 05068

  Easy Living! Don't let the size fool you—this cozy home offers tremendous value and potential. The main living area features an open-concept layout combining the kitchen, dining, and living spaces into one efficient and comfortable room. A separate bedroom and full bathroom complete the interior layout. Heating is achieved by either the oil furnace or the included pellet stove. Set on 1.32

  Eric Kenyon Rural Vermont Real Estate

  3755 Gee Hill Rd, South Royalton, VT 05068
• 

  

  /35

  $340,000 Sold Oct 17, 2025

  • 2,038 Sq Ft
  • $167/SF
  • 39 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1910

  1497 Route 100a, Plymouth, VT 05056

  Talk about a convenient location! Central to Killington, Woodstock, and Ludlow. This home is absolutely suitable for full time living or vacation usage. Once upon a time, this was an old schoolhouse. Since then, it was reborn as a home. The floorplan is tremendously flexible with a den/office/TV room upstairs and down along with bedrooms both upstairs and down. Add to that, a small sauna for

  Betty McEnaney Diamond Realty

  1497 Route 100a, Plymouth, VT 05056
• 

  

  /29

  Est $444,173 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  33 Grosbeak Ln, White River Junction, VT 05001

  33 Grosbeak Ln, White River Junction, VT 05001
• 

  

  /47

  $374,900

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  113 Hanover St, White River Junction, VT 05001

  Wonderful Ranch style home conveniently located just off Hartford Avenue in the sought after Hanover Street area of White River Junction. This two bedroom, one bath home radiates warmth and hospitality and could be perfect for buyers looking for single level living! This is a rare opportunity to own a more affordable home on a nice, level .20 + / - acre in town lot with very convenient access to

  Alex DeFelice The Clerkin Agency, P.C.

  113 Hanover St, White River Junction, VT 05001
• 

  

  /26

  $193,000 Sold Oct 17, 2025

  • 942 Sq Ft
  • $205/SF
  • 66 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1929

  37 Coolidge Rd, Springfield, VT 05156

  Back on Market and now listed BELOW appraised value! Charming Dutch Colonial just moments from the hospital! This adorable 2-bedroom, 1-bath home is perfect for first-time buyers or those looking to downsize. Located on a quiet side street, you’ll enjoy the peaceful setting with the convenience of nearby amenities. The main level offers a cozy living room and a combined kitchen/dining area, while

  Betsy Adamovich Real Broker LLC

  37 Coolidge Rd, Springfield, VT 05156
• 

  

  /36

  Est $461,027 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,478 Sq Ft

  2221 Wildlife Rd, White River Junction, VT 05001

  2221 Wildlife Rd, White River Junction, VT 05001
• 

  

  /7

  $126,000

  • 6 Beds
  • 3 Baths
  • 2,377 Sq Ft

  6 Crescent St, Springfield, VT 05156

  This nicely laid out Two family plus carriage house has great potential! With key updates like updated roofing and double paned vinyl windows in the second floor unit. The carriage house boasts much potential with new siding materials on sight and currently the interior is being worked on for a renter that is already in place.

  Thaddeus Abare Barrett and Valley Associates Inc.

  6 Crescent St, Springfield, VT 05156

Showing Results 241 - 280, Page 7 of 18