35,997

Windsor County, VT Homes

Section Image
    • /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
  • /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
  • /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
    • /36

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft

      141 Stage, Chester, VT 05143

      141 Stage, Chester, VT 05143
  • /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
  • /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
    • /5

      Not Listed For Sale

      00 Trebo Rd, Chester, VT 05143

      00 Trebo Rd, Chester, VT 05143
  • /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
  • /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
    • /18

      Est $315,873 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,487 Sq Ft

      3264 Trebo Rd, Chester, VT 05143

      3264 Trebo Rd, Chester, VT 05143
  • /42

    $599,000

    • 5 Beds
    • 3 Baths
    • 2,400 Sq Ft

    68 Passumpsic Ave, Hartford, VT 05047

    This 5 bedroom, 3 bath home overlooks the beautiful Connecticut River. Hardwood floors downstairs, propane fireplace, and beautiful new carpet throughout the upstairs 4 bedrooms. The ground floor has a bedroom and full bath and the second floor has 4 more bedrooms and 2 full baths. The detached garage/barn has plenty of storage. The lovely level lot has lots of space for relaxing or gardening and

    Nan Carroll Coldwell Banker LIFESTYLES - Hanover

    68 Passumpsic Ave, Hartford, VT 05047
  • /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
    • /34

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      7429 Us Route 4, Bridgewater, VT 05034

      7429 Us Route 4, Bridgewater, VT 05034
  • /37

    $589,000

    • 3 Beds
    • 1.5 Baths
    • 888 Sq Ft

    19 Strawberry Ln, Ludlow, VT 05149

    OPEN HOUSE RESCHEDULED TO 10/25 11-1. Wow! Been waiting for an eye-catcher with a mountain view? Presenting something unique, efficient, classy and sleek to check your boxes. Set out in the lakes region close to Summer fun and a quick drive to the Okemo is this new custom-built container home waiting for some lucky peeps to chill on the deck, glisten in the sauna, refresh in the pool, and

    Tyleen Murray Kelley Real Estate, Inc.

    19 Strawberry Ln, Ludlow, VT 05149
  • /14

    $140,000 Sold Oct 23, 2025

    • 3,024 Sq Ft
    • $46/SF
    • 422 Days On Market
    • 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 with one 2 bedroom apartment, one 1 bedroom apartment and two studio apartments. The house is in need of renovation however, the style and location would lend well to that investment.

    John Tolosky Barrett and Valley Associates Inc.

    515 Main St, Chester, VT 05143
    • /6

      Not Listed For Sale

      00 Vt Route 11 W, Chester, VT 05143

      00 Vt Route 11 W, Chester, VT 05143
  • /47

    $657,500

    • 4 Beds
    • 3.5 Baths
    • 2,126 Sq Ft

    493 Kestrell Dr, Plymouth, VT 05056

    Inviting 4-Bedroom, 3.5-Bath Home in Private Hawk Resort SettingTucked away at the end of a quiet road in the Hawk community, this beautifully refreshed four-level home offers the perfect blend of comfort, style, and privacy. Recent updates include new carpet, kitchen appliances, and washer/dryer.The main level features an open and welcoming layout with hardwood floors, a soaring

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    493 Kestrell Dr, Plymouth, VT 05056
  • /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
    • /22

      Not Listed For Sale

      00 Advent Hill Rd, Hartland, VT 05048

      00 Advent Hill Rd, Hartland, VT 05048
  • /33

    $315,000

    • 2 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    1191 Baker Turn Unit 3C, Quechee, VT 05059

    Discover this inviting condo in a fantastic location near the top of the ski hill. Nestled in a quiet setting, the home features fresh paint in the living room and kitchen, along with a brand-new stove, refrigerator, microwave, washer, and dryer for modern convenience. Three windows are scheduled for replacement in 2025, Association replaced roofing and siding, and new decks giving you peace of

    Jill Harlow Coldwell Banker LIFESTYLES - Hanover

    1191 Baker Turn Unit 3C, Quechee, VT 05059
  • /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
    • /15

      Est $216,960 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,090 Sq Ft

      1295 Hartford Ave Unit 2, White River Junction, VT 05001

      1295 Hartford Ave Unit 2, White River Junction, VT 05001
  • /24

    $374,000

    • 2 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    1163 Baker Turn Rd Unit 2E, Hartford, VT 05059

    Walk to the Quechee ski run from this spacious move in ready end unit. Open floor plan with high ceilings. A spacious living room that opens to a large new deck, new windows throughout. Granite counters in the kitchen, 1/2 bath on first floor. The second floor has two good sized bedrooms full bath and laundry. You have easy access to all the club amenities....skiing, golf, hiking trails,

    Linda Hicks Quechee Lakes Real Estate Center

    1163 Baker Turn Rd Unit 2E, Hartford, VT 05059
  • /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
    • /37

      Est $2,037,425 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,835 Sq Ft

      529 Kerwin Hill Rd, Norwich, VT 05055

      529 Kerwin Hill Rd, Norwich, VT 05055
  • /40

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056

    Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 3-bedroom, 2-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in.Step into an open-concept living and dining area that flows onto a private deck through glass sliders--perfect for enjoying the sunsets. The living room features soaring cathedral

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    107 Blueberry Ledge Ridge Unit 45, Plymouth, VT 05056
  • /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
    • /35

      Est $402,574 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,832 Sq Ft

      473 Taylor Dr, Windsor, VT 05089

      473 Taylor Dr, Windsor, VT 05089
  • /43

    $595,000

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    1514 South Rd, Woodstock, VT 05091

    This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car

    Danny Kogut Williamson Group Sothebys Intl. Realty

    1514 South Rd, Woodstock, VT 05091
  • /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
    • /8

      Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 2,562 Sq Ft

      397 N Windsor St, South Royalton, VT 05068

      397 N Windsor St, South Royalton, VT 05068
  • /40

    $685,000

    • 3 Beds
    • 3 Baths
    • 3,589 Sq Ft

    152 Parkview Rd, Springfield, VT 05156

    This beautiful Cape offers a wonderful blend of seclusion and privacy with distant mountain views, to include Okemo Mountain 30 minutes away. The property includes 31.72 acres of lovely meadowlands, woods and a private pond. The woods have several walking paths perfect for casual summer strolls and Winter fun for cross-country skiing and snow-shoeing and close to the VAST network of snowmobile

    Gale Alger Alger Real Estate Agency

    152 Parkview Rd, Springfield, VT 05156
  • /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

      Not Listed For Sale

      • 6 Beds
      • 9 Baths
      • 8,518 Sq Ft

      249 Bragg Hill Rd, Norwich, VT 05055

      249 Bragg Hill Rd, Norwich, VT 05055
  • /37

    $585,000

    • 4 Beds
    • 4 Baths
    • 3,934 Sq Ft

    46 Runnals Rd, White River Junction, VT 05001

    Step into timeless character and modern comfort in this unique 4-bedroom, 4-bathroom home. A thoughtful 1984 expansion preserved the original home's historic core featuring a rare early American beehive oven and three-hearth fireplace, while adding over 3,200 sq. ft. of spacious living and a 1,000 sq. ft. in-law apartment. There’s room for everyone here. The sun-drenched kitchen and dining area

    Cheryl Herrmann RE/MAX Group One Realtors

    46 Runnals Rd, White River Junction, VT 05001
  • /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

      Est $615,350 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,662 Sq Ft

      314 Newton Ln, White River Junction, VT 05001

      314 Newton Ln, White River Junction, VT 05001
  • /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
  • /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
    • /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

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