2,904

Windsor, VT Homes

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  • 21 Townhouse Way, Woodstock, VT 05091
    21 Townhouse Way, Woodstock, VT 05091
    21 Townhouse Way, Woodstock, VT 05091
    /40

    $358,000 Sold Sep 03, 2024

    • 1,728 Sq Ft
    • $207/SF
    • 43 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1982

    21 Townhouse Way, Woodstock, VT 05091

    The location and setting for this spacious brick home makes it one of the most desirable neighborhoods in Woodstock. The setting is private surrounded by woods and open, landscaped gardens. An easy drive to the Woodstock Green and walkable to the Woodstock Middle and High Schools as well as the Union Arena. The eat in kitchen leads out to a lovely deck that offers a private setting for outdoor

    Carol Wood Williamson Group Sothebys Intl. Realty

    21 Townhouse Way, Woodstock, VT 05091
    • 4411 Church Hill Rd, Woodstock, VT 05091
      4411 Church Hill Rd, Woodstock, VT 05091
      4411 Church Hill Rd, Woodstock, VT 05091
      /28

      Est $1,803,726 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,836 Sq Ft

      4411 Church Hill Rd, Woodstock, VT 05091

      4411 Church Hill Rd, Woodstock, VT 05091
  • 3 Hathorn Hill St Unit 3, Woodstock, VT 05091
    3 Hathorn Hill St Unit 3, Woodstock, VT 05091
    3 Hathorn Hill St Unit 3, Woodstock, VT 05091
    /33

    $768,500 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,552 Sq Ft

    3 Hathorn Hill St Unit 3, Woodstock, VT 05091

    Rare opportunity to own in Hathorn Hill Condos. Private, quiet with lovely fern grove and stonewalls with views to the East. This unit has an de-attached 2 bay garage with easy access to extra parking. Upper level consist of an open floor plan, abundance of natural light with slider doors across the front for nice views off balcony. Living room anchored by a handsome wood burning fireplace

    Gretchjen Smith Williamson Group Sothebys Intl. Realty

    3 Hathorn Hill St Unit 3, Woodstock, VT 05091
  • 140 Hale Hollow Rd, Bridgewater Corners, VT 05035
    140 Hale Hollow Rd, Bridgewater Corners, VT 05035
    140 Hale Hollow Rd, Bridgewater Corners, VT 05035
    /40

    $155,000 Sold Aug 28, 2024

    • 3,350 Sq Ft
    • $46/SF
    • 24 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1850

    140 Hale Hollow Rd, Bridgewater Corners, VT 05035

    Charming 1850 Colonial in scenic Rural Vermont opportunity awaits! Embrace the potential of this expansive 1850 Colonial home, ready for your vision to bring it back to life. Revel in the beauty of its original wood beams, floors, and wide open rooms. This spacious home boasts 4 bedrooms in the main house, including a separate in-law apartment, offering versatile living arrangements and endless

    Jeremy Collins Ridgeline Real Estate

    140 Hale Hollow Rd, Bridgewater Corners, VT 05035
    • 12 Linden Hill St, Woodstock, VT 05091
      12 Linden Hill St, Woodstock, VT 05091
      12 Linden Hill St, Woodstock, VT 05091
      /20

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,305 Sq Ft

      12 Linden Hill St, Woodstock, VT 05091

      12 Linden Hill St, Woodstock, VT 05091
  • 15 Hathorn Hill Street Extension, Woodstock, VT 05091
    15 Hathorn Hill Street Extension, Woodstock, VT 05091
    15 Hathorn Hill Street Extension, Woodstock, VT 05091
    /34

    $2,199,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,934 Sq Ft

    15 Hathorn Hill Street Extension, Woodstock, VT 05091

    An incredibly rare combination of in-Village and country living. 4+ acres and privacy with a pond and heated in-ground pool, yet walk-to-the Green. The residence, designed and built by the well-respected design-build firm Ambrose Construction, offers modern amenities, appliances and construction with a “Vermont Farmhouse” aesthetic. The vaulted ceiling timber frame great-gathering room has

    John Snyder Snyder Donegan Real Estate Group

    15 Hathorn Hill Street Extension, Woodstock, VT 05091
  • 180 Valley Park Unit A-1, Killington, VT 05751
    180 Valley Park Unit A-1, Killington, VT 05751
    180 Valley Park Unit A-1, Killington, VT 05751
    /21

    $340,000 Sold Aug 23, 2024

    • 864 Sq Ft
    • $394/SF
    • 1 Day On Market
    • 2 Beds
    • 1 Bath
    • Built 1979

    180 Valley Park Unit A-1, Killington, VT 05751

    Rare to market Valley Park unit. Are you looking for a place in Killington to call your own? Here it is, situated in the valley below Killington Resort, just minutes to Pico Mountain or Skyeship Gondola this location is easy access all year. Two bedrooms upstairs leaves the lower level just to the open concept Livingroom and Kitchen. On the back of the condo you will find a private large deck, a

    Patricia Balbirnie Four Seasons Sotheby's Int'l Realty

    180 Valley Park Unit A-1, Killington, VT 05751
    • 19 Broad Brook Dr, Bridgewater, VT 05035
      19 Broad Brook Dr, Bridgewater, VT 05035
      19 Broad Brook Dr, Bridgewater, VT 05035
      /40

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,472 Sq Ft

      19 Broad Brook Dr, Bridgewater, VT 05035

      19 Broad Brook Dr, Bridgewater, VT 05035
  • 17 Golf Pond, Woodstock, VT 05091
    17 Golf Pond, Woodstock, VT 05091
    17 Golf Pond, Woodstock, VT 05091
    /39

    $775,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    17 Golf Pond, Woodstock, VT 05091

    Nestled in the heart of the picturesque Village of Woodstock, this beautiful 3-bedroom, 2.5-bath home offers a perfect blend of classic Vermont charm and modern comfort. Overlooking a serene pond, the home boasts an open floor plan on the main level..Step inside to find warm wood floors throughout, a welcoming fireplace that anchors the spacious living area, a thoughtfully laid out kitchen

    Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

    17 Golf Pond, Woodstock, VT 05091
  • 139 Doe Hill Way, Woodstock, VT 05091
    139 Doe Hill Way, Woodstock, VT 05091
    139 Doe Hill Way, Woodstock, VT 05091
    /10

    $230,000 Sold Aug 16, 2024

    • 1,264 Sq Ft
    • $182/SF
    • 127 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1979

    139 Doe Hill Way, Woodstock, VT 05091

    What a prime location being just off the main road with great privacy and room to roam! This home features open, airy living space and potential for more with a family room and laundry in the lower level. The two sided deck is great for nature watching and provides great relaxation space at the end of the day. There's a lot of upside potential at this property and the location is very convenient

    Susan Bellville Bellville Realty

    139 Doe Hill Way, Woodstock, VT 05091
    • 629 N Bridgewater Rd, Bridgewater, VT 05034
      629 N Bridgewater Rd, Bridgewater, VT 05034
      629 N Bridgewater Rd, Bridgewater, VT 05034
      /39

      Est $744,935 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,943 Sq Ft

      629 N Bridgewater Rd, Bridgewater, VT 05034

      629 N Bridgewater Rd, Bridgewater, VT 05034
  • 339 Gully Rd, Woodstock, VT 05091
    339 Gully Rd, Woodstock, VT 05091
    339 Gully Rd, Woodstock, VT 05091
    /40

    $775,000 Under Contract

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

    339 Gully Rd, Woodstock, VT 05091

    Peaceful Gully Road Retreat. Just minutes from Woodstock Village.Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, two and one-half bath home offers the perfect blend of peaceful country living and convenient proximity to Woodstock shops, restaurants, and schools.The main level features a light-filled, open-concept layout with a dramatic

    Derek Cosentino Four Seasons Sotheby's Int'l Realty

    339 Gully Rd, Woodstock, VT 05091
  • 745 Wemple Knoll Rd, Bridgewater, VT 05035
    745 Wemple Knoll Rd, Bridgewater, VT 05035
    /2

    $1,250,000 Sold Dec 10, 2024

    • 3,200 Sq Ft
    • $391/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2011

    745 Wemple Knoll Rd, Bridgewater, VT 05035

    A rare opportunity to own an outstanding off-grid 4000 s/f house on 246.22 private acres in the heart of Bridgewater. This property sits on top of a beautiful mountain at the end of the road with its own pond and is close to skiing. Wemple Knoll is a tight, off-grid property with solar panels, battery back-up, heating system of radiant heat (solar powered). This is a well insulated property with

    John Bassette Bassette Real Estate Group

    745 Wemple Knoll Rd, Bridgewater, VT 05035
    • 144 Town Farm Rd, Woodstock, VT 05071
      144 Town Farm Rd, Woodstock, VT 05071
      144 Town Farm Rd, Woodstock, VT 05071
      /25

      Not Listed For Sale

      • 8 Beds
      • 5 Baths
      • 3,748 Sq Ft

      144 Town Farm Rd, Woodstock, VT 05071

      144 Town Farm Rd, Woodstock, VT 05071
  • 5851 South Rd, Woodstock, VT 05071
    5851 South Rd, Woodstock, VT 05071
    5851 South Rd, Woodstock, VT 05071
    /39

    $649,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,958 Sq Ft

    5851 South Rd, Woodstock, VT 05071

    This charming home is an amazing opportunity to own a piece of history in the lovely village of South Woodstock , Vermont. Starting its life as the garage and home of Clyde Wood it has evolved over time with the present owners into a beautiful , meticulous residence. Much attention to detail can be found in every room from wide pine flooring to cathedral ceiling in the great room. The home is

    Carol Wood Williamson Group Sothebys Intl. Realty

    5851 South Rd, Woodstock, VT 05071
  • 16 Pomfret Rd, Woodstock, VT 05091
    16 Pomfret Rd, Woodstock, VT 05091
    16 Pomfret Rd, Woodstock, VT 05091
    /14

    $678,000 Sold Oct 25, 2024

    • 1,656 Sq Ft
    • $409/SF
    • 0 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1947

    16 Pomfret Rd, Woodstock, VT 05091

    Mary Mayhew Snyder Donegan Real Estate Group

    16 Pomfret Rd, Woodstock, VT 05091
    • 7465 U S 4, Woodstock, VT 05091
      7465 U S 4, Woodstock, VT 05091
      7465 U S 4, Woodstock, VT 05091
      /11

      Not Listed For Sale

      • 11 Beds
      • 5 Baths
      • 6,095 Sq Ft

      7465 U S 4, Woodstock, VT 05091

      7465 U S 4, Woodstock, VT 05091
  • 458 Woodstock Rd, Wood Stock, VT 05091
    458 Woodstock Rd, Wood Stock, VT 05091
    458 Woodstock Rd, Wood Stock, VT 05091
    /39

    $1,499,000 Under Contract

    • Land
    • 4.57 Acres
    • $328,009 per Acre

    458 Woodstock Rd, Wood Stock, VT 05091

    It has been said that the highest and best use of this landmark Woodstock property would be a combination of constructing multiple residential units, in the private rear acreage, and commercial development, of the highly visible Route 4 road frontage. There is no question of the unlimited potential! Highly visible! Well located, on the East End entrance route to Woodstock Village! This property

    John Wetmore Wetmore Real Estate

    458 Woodstock Rd, Wood Stock, VT 05091
  • 2454 South Rd, Woodstock, VT 05091
    2454 South Rd, Woodstock, VT 05091
    /2

    $287,500 Sold Oct 01, 2024

    • 1,408 Sq Ft
    • $204/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1954

    2454 South Rd, Woodstock, VT 05091

    Danny Kogut Williamson Group Sothebys Intl. Realty

    2454 South Rd, Woodstock, VT 05091
    • 58 Valley View Rd Unit 2, Bridgewater Corners, VT 05035
      58 Valley View Rd Unit 2, Bridgewater Corners, VT 05035
      58 Valley View Rd Unit 2, Bridgewater Corners, VT 05035
      /33

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,007 Sq Ft

      58 Valley View Rd Unit 2, Bridgewater Corners, VT 05035

      58 Valley View Rd Unit 2, Bridgewater Corners, VT 05035
    • 6769B U S 4 Unit B, Bridgewater, VT 05034
      6769B U S 4 Unit B, Bridgewater, VT 05034
      6769B U S 4 Unit B, Bridgewater, VT 05034
      /23

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 884 Sq Ft

      6769B U S 4 Unit B, Bridgewater, VT 05034

      6769B U S 4 Unit B, Bridgewater, VT 05034
    • 4662 W Woodstock Rd, Woodstock, VT 05091
      4662 W Woodstock Rd, Woodstock, VT 05091
      4662 W Woodstock Rd, Woodstock, VT 05091
      /40

      Est $614,516 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,592 Sq Ft

      4662 W Woodstock Rd, Woodstock, VT 05091

      4662 W Woodstock Rd, Woodstock, VT 05091
    • 2456 Cox District Rd Unit 250.32.02.01, Woodstock, VT 05091
      2456 Cox District Rd Unit 250.32.02.01, Woodstock, VT 05091
      2456 Cox District Rd Unit 250.32.02.01, Woodstock, VT 05091
      /26

      Est $548,268 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,070 Sq Ft

      2456 Cox District Rd Unit 250.32.02.01, Woodstock, VT 05091

      2456 Cox District Rd Unit 250.32.02.01, Woodstock, VT 05091
    • 1747 Long Hill Rd, Woodstock, VT 05091
      1747 Long Hill Rd, Woodstock, VT 05091
      1747 Long Hill Rd, Woodstock, VT 05091
      /40

      Est $348,426 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 868 Sq Ft

      1747 Long Hill Rd, Woodstock, VT 05091

      1747 Long Hill Rd, Woodstock, VT 05091
    • 13 River St, Woodstock, VT 05091
      13 River St, Woodstock, VT 05091
      13 River St, Woodstock, VT 05091
      /39

      Est $1,036,062 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,894 Sq Ft

      13 River St, Woodstock, VT 05091

      13 River St, Woodstock, VT 05091
    • 1176 W Woodstock Rd, Woodstock, VT 05091
      1176 W Woodstock Rd, Woodstock, VT 05091
      1176 W Woodstock Rd, Woodstock, VT 05091
      /40

      Est $419,243 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,457 Sq Ft

      1176 W Woodstock Rd, Woodstock, VT 05091

      1176 W Woodstock Rd, Woodstock, VT 05091
    • 2018 Church Hill Rd, Woodstock, VT 05091
      2018 Church Hill Rd, Woodstock, VT 05091
      2018 Church Hill Rd, Woodstock, VT 05091
      /40

      Est $1,940,125 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,610 Sq Ft

      2018 Church Hill Rd, Woodstock, VT 05091

      2018 Church Hill Rd, Woodstock, VT 05091
    • 268 Willow Brook Rd, Woodstock, VT 05091
      268 Willow Brook Rd, Woodstock, VT 05091
      268 Willow Brook Rd, Woodstock, VT 05091
      /39

      Est $1,414,583 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 5,148 Sq Ft

      268 Willow Brook Rd, Woodstock, VT 05091

      268 Willow Brook Rd, Woodstock, VT 05091
    • 587 College Hill Rd, Woodstock, VT 05091
      587 College Hill Rd, Woodstock, VT 05091
      587 College Hill Rd, Woodstock, VT 05091
      /36

      Est $2,163,257 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,163 Sq Ft

      587 College Hill Rd, Woodstock, VT 05091

      587 College Hill Rd, Woodstock, VT 05091
    • 113 Prosper Rd, Woodstock, VT 05091
      113 Prosper Rd, Woodstock, VT 05091
      113 Prosper Rd, Woodstock, VT 05091
      /39

      Est $1,528,898 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 3,380 Sq Ft

      113 Prosper Rd, Woodstock, VT 05091

      113 Prosper Rd, Woodstock, VT 05091
    • 295 Mecawee Rd, Woodstock, VT 05091
      295 Mecawee Rd, Woodstock, VT 05091
      295 Mecawee Rd, Woodstock, VT 05091
      /35

      Est $881,761 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,200 Sq Ft

      295 Mecawee Rd, Woodstock, VT 05091

      295 Mecawee Rd, Woodstock, VT 05091
    • 11 College Hill Rd, Woodstock, VT 05091
      11 College Hill Rd, Woodstock, VT 05091
      11 College Hill Rd, Woodstock, VT 05091
      /40

      Est $1,009,432 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,331 Sq Ft

      11 College Hill Rd, Woodstock, VT 05091

      11 College Hill Rd, Woodstock, VT 05091
    • 1862 Long Hill Rd, Woodstock, VT 05071
      1862 Long Hill Rd, Woodstock, VT 05071
      1862 Long Hill Rd, Woodstock, VT 05071
      /40

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 5,972 Sq Ft

      1862 Long Hill Rd, Woodstock, VT 05071

      1862 Long Hill Rd, Woodstock, VT 05071
    • 2646 Curtis Hollow Rd, Woodstock, VT 05071
      2646 Curtis Hollow Rd, Woodstock, VT 05071
      2646 Curtis Hollow Rd, Woodstock, VT 05071
      /34

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,352 Sq Ft

      2646 Curtis Hollow Rd, Woodstock, VT 05071

      2646 Curtis Hollow Rd, Woodstock, VT 05071
    • 170 Grove Hill Rd, Woodstock, VT 05091
      170 Grove Hill Rd, Woodstock, VT 05091
      170 Grove Hill Rd, Woodstock, VT 05091
      /40

      Est $2,134,003 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,759 Sq Ft

      170 Grove Hill Rd, Woodstock, VT 05091

      170 Grove Hill Rd, Woodstock, VT 05091
    • 58 Valley View Rd Unit 3, Bridgewater Corners, VT 05035
      58 Valley View Rd Unit 3, Bridgewater Corners, VT 05035
      58 Valley View Rd Unit 3, Bridgewater Corners, VT 05035
      /20

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 680 Sq Ft

      58 Valley View Rd Unit 3, Bridgewater Corners, VT 05035

      58 Valley View Rd Unit 3, Bridgewater Corners, VT 05035
    • 2356 Fletcher Hill Rd, Woodstock, VT 05091
      2356 Fletcher Hill Rd, Woodstock, VT 05091
      2356 Fletcher Hill Rd, Woodstock, VT 05091
      /33

      Est $595,633 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,893 Sq Ft

      2356 Fletcher Hill Rd, Woodstock, VT 05091

      2356 Fletcher Hill Rd, Woodstock, VT 05091
    • 2622 South Rd, Woodstock, VT 05091
      2622 South Rd, Woodstock, VT 05091
      2622 South Rd, Woodstock, VT 05091
      /34

      Est $381,278 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,068 Sq Ft

      2622 South Rd, Woodstock, VT 05091

      2622 South Rd, Woodstock, VT 05091
    • 9 School St, Woodstock, VT 05091
      9 School St, Woodstock, VT 05091
      9 School St, Woodstock, VT 05091
      /13

      Est $1,071,939 Not Listed For Sale

      9 School St, Woodstock, VT 05091

      9 School St, Woodstock, VT 05091
    • 74 Heritage Condos Unit 2D, Woodstock, VT 05091
      74 Heritage Condos Unit 2D, Woodstock, VT 05091
      74 Heritage Condos Unit 2D, Woodstock, VT 05091
      /22

      Est $255,259 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 856 Sq Ft

      74 Heritage Condos Unit 2D, Woodstock, VT 05091

      74 Heritage Condos Unit 2D, Woodstock, VT 05091

Showing Results 161 - 200, Page 5 of 18

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