2,904

Windsor, VT Homes

Section Image
    • /30

      Est $1,388,485 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,218 Sq Ft

      2409 South Rd, Woodstock, VT 05091

      2409 South Rd, Woodstock, VT 05091
  • /19

    $695,000

    • Land
    • 61 Acres
    • $11,474 per Acre

    0 Noah Wood Rd, Woodstock, VT 05071

    Incredible location! 60+ acres situated on the corner of South Rd. (106) and Noah Wood Rd. in beautiful South Woodstock. The land rises from the roads to the crest of the hilltop with amazing view potential looking to the Northeast. Multiple building sites can be found throughout the property which offers great recreational opportunities including direct access to the VAST trail on the lower

    Dan Noble Snyder Donegan Real Estate Group

    0 Noah Wood Rd, Woodstock, VT 05071
  • /14

    $220,000 Sold Jan 08, 2025

    • 1,120 Sq Ft
    • $196/SF
    • 32 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1985

    2176 Bridgewater Center Rd, Bridgewater Corners, VT 05035

    Welcome to this delightful 3-bedroom, 1-bath ranch-style home nestled in the heart of scenic Bridgewater, Vermont. Perfectly situated on a quiet country road, this home offers the quintessential Vermont lifestyle with fresh air, and plenty of outdoor space. The single-level layout is ideal for easy living, featuring a spacious living room with large windows that let in plenty of natural light.

    Katie Ladue Gilbert KW Vermont Woodstock

    2176 Bridgewater Center Rd, Bridgewater Corners, VT 05035
    • /40

      Est $1,321,751 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,668 Sq Ft

      513 Deer Brook Way, Woodstock, VT 05091

      513 Deer Brook Way, Woodstock, VT 05091
  • /47

    $8,000,000

    • 3 Beds
    • 3.5 Baths
    • 5,384 Sq Ft

    115 Eastman Rd, Woodstock, VT 05091

    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 Sothebys Intl. Realty

    115 Eastman Rd, Woodstock, VT 05091
  • /28

    $270,000 Sold Jan 07, 2025

    • 1,328 Sq Ft
    • $203/SF
    • 72 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    823 Goldcoast Rd, Bridgewtr Cor, VT 05035

    Highly desired Bridgewater location on Gold Coast Road minutes to the Killington Skyeship Gondola & Base Lodge, and the beautiful Village of Woodstock. Close to VAST snowmobile trails, and endless hiking/mountain biking trails. Five minutes to the legendary Long Trail Brewery. This 3 bedroom, 2 full bath home is set on 2.6 tranquil, well-maintained acres. The home has an eat in kitchen, spacious

    Marni Rieger KW Vermont-Killington

    823 Goldcoast Rd, Bridgewtr Cor, VT 05035
    • /40

      Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 4,510 Sq Ft

      5798 South Rd, Woodstock, VT 05071

      5798 South Rd, Woodstock, VT 05071
  • /27

    $650,000

    • Land
    • 78 Acres
    • $8,366 per Acre

    0 Mecawee Rd, Woodstock, VT 05091

    Spectacular 77+ acre parcel on sought after Mecawee Rd. with a perfect combination of level, sloping and hilly terrain. There are multiple building sites including a large cleared area set back off the road with a driveway in place and utilities (electric & fiber optic) at the street. This past Fall, the Sellers went to great lengths to clear the land all the way down to the road opening up

    Dan Noble Snyder Donegan Real Estate Group

    0 Mecawee Rd, Woodstock, VT 05091
  • /60

    $1,499,000 Sold Jan 06, 2025

    • 3,001 Sq Ft
    • $500/SF
    • 181 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    1133 Atwood Ln, Woodstock, VT 05091

    **Price Improvement**Beautiful country contemporary home offers the best of Vermont living.Private yet convenient,just 6 miles from Woodstock Village and within 30 min. drive to DHMC,Dartmouth College,& Upper Valley shopping, dining, arts and amenities.Set on 28.6 acres,the property feels like a private sanctuary w/ stunning views and southern exposure.Inside,warm wood floors & finishes flow

    Tambrey Vutech KW Vermont Woodstock

    1133 Atwood Ln, Woodstock, VT 05091
    • /40

      Est $1,452,984 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,329 Sq Ft

      282 Fletcher Hill Rd, Woodstock, VT 05091

      282 Fletcher Hill Rd, Woodstock, VT 05091
  • /9

    $275,000

    • Land
    • 0.43 Acre
    • $639,535 per Acre

    1054 W Woodstock Rd, Woodstock, VT 05091

    Ideally located parcel across West Woodstock Road from the Woodstock Farmers Market and 500 yards from the entry to Woodstock Union Middle & High School. Public water and sewer available with access off Prosper Road near the junction of US Road Route 4/West Woodstock Road. Building plans available. Multi-unit housing development potential in zero vacancy environment.

    Laird Bradley Williamson Group Sothebys Intl. Realty

    1054 W Woodstock Rd, Woodstock, VT 05091
  • /42

    $1,580,000 Sold Dec 30, 2024

    • 4,378 Sq Ft
    • $361/SF
    • 79 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1886

    33 River St, Woodstock, VT 05091

    BEAUTIFULLY renovated rare antique residence in the heart of historic Woodstock! Located in a premiere neighborhood within walking distance to all of towns amenities, hiking on Mtn Tom in your backyard. Situated on a very large lot featuring an in-ground pool accented with arbor and pool house. Lovely perennial gardens and large backyard for those seeking a vegetable garden or room for

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    33 River St, Woodstock, VT 05091
    • /10

      Est $207,809 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 832 Sq Ft

      1514 Stone Chimney Rd, Reading, VT 05062

      1514 Stone Chimney Rd, Reading, VT 05062
  • /57

    $1,895,000

    • 3 Beds
    • 2.5 Baths
    • 2,688 Sq Ft

    20 The Green, Woodstock, VT 05091

    Stunning antique cape! Located in the 'heart' of Woodstock. Originally located on Central Street- this home was moved in the 1960's to this location and had an extensive renovation in 2011. The antique brick section was built in 1826- it boasts a spacious living room anchored with a large wood burning fireplace, original wide pine floors and lots of space for entertaining. Adjacent find a

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    20 The Green, Woodstock, VT 05091
  • /32

    $692,000 Sold Dec 19, 2024

    • 2,527 Sq Ft
    • $274/SF
    • 195 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1890

    1207 Church Hill Rd, Woodstock, VT 05091

    Historic Vermont cape house with easy access, only a mile to the Woodstock village center. There is a lot of history and character with beautiful old wood floors and beams. A covered walkway from the attached two-car garage comes into a mud-entry room and right into the classic farmhouse kitchen. Off the kitchen is a generous pantry/laundry room and a bath with shower. The spacious family

    John Snyder Snyder Donegan Real Estate Group

    1207 Church Hill Rd, Woodstock, VT 05091
    • /40

      Est $2,164,819 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,864 Sq Ft

      26 The Green, Wood Stock, VT 05091

      26 The Green, Wood Stock, VT 05091
  • /31

    $729,000

    • 3 Beds
    • 3 Baths
    • 1,550 Sq Ft

    13 Slayton Terrace, Woodstock, VT 05091

    Charming cottage located in the heart of historic Woodstock Village with walking distance to all the shops, restaurants and town theatre. Mtn Peg walking trails just a 2 minute walk from front door for those hiking enthusiasts. This home is filled with an abundance of natural sunlight and features all hardwood floors throughout. New kitchen with butcher block counters, stainless appliances,

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    13 Slayton Terrace, Woodstock, VT 05091
  • /2

    $2,850,000 Sold Dec 16, 2024

    • 6,403 Sq Ft
    • $445/SF
    • 158 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1976

    2055 Church Hill Rd, Woodstock, VT 05091

    Nestled among verdant rolling hills, High Birch is located in one of the area’s most desirable regions at the midpoint between Woodstock and South Woodstock Villages. Designed in 1976 by prominent New York architect Lewis Davis, of Davis, Brody and Bond renowned for his modernist skyscrapers that impacted the skyline of New York City, the home contrasts sleek interior spaces to the surrounding

    Danny Kogut Williamson Group Sothebys Intl. Realty

    2055 Church Hill Rd, Woodstock, VT 05091
    • /34

      Est $969,082 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,784 Sq Ft

      20 Lincoln St, Woodstock, VT 05091

      20 Lincoln St, Woodstock, VT 05091
  • /34

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,373 Sq Ft

    58 Valley View Rd Unit 1, Bridgewater Corners, VT 05035

    Main floor two-bedroom, 2-bathroom condo with lovely mountain views. An open floor plan which outfits the living room, dining and kitchen with plenty of natural light. In addition is the primary ensuite, 3/4-bathroom, second bedroom and office/den. Common space includes a coin operated laundry facility, shared deck, gazebo, and a storage room, along with 2 parking spaces per unit. The property is

    Terry Davis Williamson Group Sothebys Intl. Realty

    58 Valley View Rd Unit 1, Bridgewater Corners, VT 05035
  • /48

    $1,195,000 Sold Dec 12, 2024

    • 2,058 Sq Ft
    • $581/SF
    • 15 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    5274 W Woodstock Rd, Woodstock, VT 05091

    This stunner of a farmhouse is a spectacular example of vision, craftsmanship, and a commitment to the finest materials including standing seamed roofs and fully updated systems.  The recently installed custom iron doors provide Architectural Digest design aesthetic. The chef’s kitchen showcases a stainless six burner stove along with the quietest Bosch dishwasher available, built-in Bosch

    Keri Cole Williamson Group Sothebys Intl. Realty

    5274 W Woodstock Rd, Woodstock, VT 05091
    • /32

      Est $561,027 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,100 Sq Ft

      35 White Loop Unit B-102, Ludlow, VT 05149

      35 White Loop Unit B-102, Ludlow, VT 05149
  • /35

    $1,895,000

    • 5 Beds
    • 4.5 Baths
    • 4,214 Sq Ft

    10 College Hill Rd, Woodstock, VT 05091

    10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in

    John Snyder Snyder Donegan Real Estate Group

    10 College Hill Rd, Woodstock, VT 05091
  • /34

    $875,000 Sold Dec 10, 2024

    • 1,590 Sq Ft
    • $550/SF
    • 12 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1880

    5 Mountain Ave Unit 4, Woodstock, VT 05091

    ICONIC. Just a stroll across Woodstock's famed covered bridge, this historic property is home to five unique condominiums - premier among them is this gracious, bright, and fully renovated two-bedroom home. With beamed nine-foot ceilings, a true turret (complete with curved glass!), a handsome den, spacious bedrooms, private laundry, and dedicated garage parking, this gorgeous condo is equally

    Keri Cole Williamson Group Sothebys Intl. Realty

    5 Mountain Ave Unit 4, Woodstock, VT 05091
    • /34

      Est $650,416 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,300 Sq Ft

      1782 South Rd, Woodstock, VT 05091

      1782 South Rd, Woodstock, VT 05091
  • /43

    $1,395,000

    • 4 Beds
    • 3 Baths
    • 4,864 Sq Ft

    15 Central St, Woodstock, VT 05091

    15 Central Street is one of the finest commercial locations in Woodstock with two of the most creative and successful businesses as the anchor tenants. The property has adapted to changes of the course of its long history of uses including residential shop owner, a barber shop, a dance & pool hall, law office, architectural services and a variety of mercantile endeavors. Notably, the building

    Laird Bradley Williamson Group Sothebys Intl. Realty

    15 Central St, Woodstock, VT 05091
  • /40

    $3,350,000 Sold Nov 22, 2024

    • 6,040 Sq Ft
    • $555/SF
    • 210 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 1820

    486 Benedict Rd, South Woodstock, VT 05071

    "BENEDICT HILL" - sited on 38 acres on a quiet gravel road in a premier location in South Woodstock is this truly classic Vermont estate property. Excellent equestrian / horse potential with historic 5-stall barn and fencing for pastures/paddocks already in place. The land component is comprised of split-rail fence lined pastures, meadows, woodlands, giant maple trees, ancient stone walls and

    John Snyder Snyder Donegan Real Estate Group

    486 Benedict Rd, South Woodstock, VT 05071
    • /26

      Est $601,316 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,059 Sq Ft

      11 Church St Unit 2, Woodstock, VT 05091

      11 Church St Unit 2, Woodstock, VT 05091
  • /43

    $2,250,000

    • 5 Beds
    • 3.5 Baths
    • 3,502 Sq Ft

    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
  • /15

    $126,000 Sold Nov 18, 2024

    • 1,404 Sq Ft
    • $90/SF
    • 53 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    16 Geno Rd, Bridgewater Corners, VT 05035

    Here's a great opportunity to make this country location your own! There's some sweat equity needed but there's over an acre of quiet country for you to enjoy while being a short drive from Killington ski area and down the road from the Long Trail Brewing Company. The interior features an open feeling with the large living room open to the dining area with the kitchen just off to the side. The

    A.J. Bellville Bellville Realty

    16 Geno Rd, Bridgewater Corners, VT 05035
    • /39

      Est $1,724,417 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,216 Sq Ft

      343 Spruce Way, Woodstock, VT 05091

      343 Spruce Way, Woodstock, VT 05091
  • /48

    $795,000

    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft

    25 Linden Hill St, Woodstock, VT 05091

    This classic early 20th Century farmhouse with 3 sunny bedrooms and two baths is sited on a quiet Village Street uphill above the Woodstock Elementary School and across from the public playground at Vail Field and the Woodstock Country Club golf course. The home has benefitted from the thoughtful additions of an eat-in kitchen and a front porch where you can enjoy long summer evenings. A

    Laird Bradley Williamson Group Sothebys Intl. Realty

    25 Linden Hill St, Woodstock, VT 05091
  • /40

    $680,000 Sold Nov 13, 2024

    • 1,470 Sq Ft
    • $463/SF
    • 157 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1852

    5014 South Rd, Woodstock, VT 05071

    This charming 1852 Cape has been fully renovated with exquisite finishes. Warm honey-toned antique wide pine floors, soapstone counters with creamy cabinetry in kitchen accented with new stainless appliances. Open floor plan into a sunlit dining room. Enjoy a cup of hot cocoa and a good book curled up in front of the woodstove off the kitchen on a snowy winter day. The first floor also

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    5014 South Rd, Woodstock, VT 05071
    • /40

      Est $452,447 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,574 Sq Ft

      1880 South Rd, Woodstock, VT 05091

      1880 South Rd, Woodstock, VT 05091
  • /60

    $2,450,000

    • 4 Beds
    • 3.5 Baths
    • 5,573 Sq Ft

    851 Riverside Park Rd, Woodstock, VT 05091

    "All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic charm with modern luxury. This 5,900-sq-ft barn-style home, just over five minutes from Woodstock Village via Route 4 and the Lincoln Covered Bridge, sits high on a knoll above the Ottauquechee River with views to Killington. A veritable mini-resort, the property offers

    Richard Higgerson Higgerson & Company

    851 Riverside Park Rd, Woodstock, VT 05091
  • /18

    $70,000 Sold Nov 01, 2024

    • 1,124 Sq Ft
    • $62/SF
    • 141 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1977

    257 Riverbend Way, Woodstock, VT 05091

    A wonderful opportunity in the amazing community of Woodstock, Vermont. Only 10 minutes to the charming Woodstock village is this Spacious 2-Bedroom Mobile Home located in Riverside MHP. This home offers an abundance of space and desirable features, making it an ideal retreat for those seeking comfort, convenience, and outdoor adventure. Two Bedrooms, Two Full Bathrooms With bedrooms located at

    Heather Ashline BHHS Verani Upper Valley

    257 Riverbend Way, Woodstock, VT 05091
    • /33

      Est $625,274 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,654 Sq Ft

      4165 Hartland Hill Rd, Woodstock, VT 05091

      4165 Hartland Hill Rd, Woodstock, VT 05091
  • /6

    $54,900

    • Land
    • 29 Acres
    • $1,893 per Acre

    0 Rt 7 (Db 94 Dp 399), Royalton, KY 41464

    These 29 acres, per PVA map, are located in southern Magoffin County in Royalton, Kentucky, with the acreage running along both sides of RT 7. The property is located in the Salt Lick area outside Royalton and includes property on both sides of Salt Lick Road as well. The property is undeveloped but electric and public water are available. For those with visions of homesteading, the Licking River

    Doug Wireman First Choice Realty & Assoc.

    0 Rt 7 (Db 94 Dp 399), Royalton, KY 41464
  • /2

    $650,000 Sold Oct 22, 2024

    • 2,016 Sq Ft
    • $322/SF
    • 69 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    157 Deer Ridge Way, Woodstock, VT 05091

    Welcome to this beautifully renovated 3-bedroom, 2.5 bathroom home situated on a private road just minutes from the Woodstock Village. This property has undergone extensive remodeling to provide modern comfort and style. The primary suite is featured with a heat pump for heating and cooling, a tastefully tiled bathroom with a heated floor, a walk-in closet, as well as a laundry room. The living

    Andrew Kimbell Hall Collins Real Estate Group

    157 Deer Ridge Way, Woodstock, VT 05091
    • /26

      Est $1,538,757 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,043 Sq Ft

      76 Grove Hill Rd, Woodstock, VT 05091

      76 Grove Hill Rd, Woodstock, VT 05091

Showing Results 81 - 120, Page 3 of 18

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