35,885

Windsor, VT Homes

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  • /40

    $3,500,000

    • 6 Beds
    • 6 Baths
    • 5,433 Sq Ft

    61 Academy Cir, Woodstock, VT 05071

    Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The

    Carol Wood Williamson Group Sothebys Intl. Realty

    61 Academy Cir, Woodstock, VT 05071
  • /24

    $3,850 per month

    • 4 Beds
    • 3.5 Baths
    • 2,225 Sq Ft
    • House for Rent

    1802 Vt 100a, Plymouth, VT 05056

    This property at 1802 VT 100A features 4 bedrooms and 3.5 bathrooms, offering a total of 2,225 square feet of living space. An additional room could be converted to a fifth bedroom. This charming home is available for long-term lease starting Sept. 1 (or possibly earlier) and offers a perfect blend of rustic character and modern comfort. The great room provides ample space for relaxation and

    1802 Vt 100a, Plymouth, VT 05056
  • /46

    $356,000 Sold Jul 25, 2025

    • 1,264 Sq Ft
    • $282/SF
    • 63 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    43 Andover St, Ludlow, VT 05149

    Embracing Life in a Charming Vermont Village Home.Village life is where time seems to slow down, watching the birds, listening to the brook from your deck while sipping your morning coffee or your evening glass of wine. A sanctuary that captures charm and character in every corner, this sweet and warm home invites you to live at a slower pace, allowing you to savor the small joys that often

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    43 Andover St, Ludlow, VT 05149
    • /17

      Est $80,894 Not Listed For Sale

      • 4 Beds

      35 Depot St, Chester, VT 05143

      35 Depot St, Chester, VT 05143
  • /40

    $2,299,000

    • 6 Beds
    • 6 Baths
    • 7,619 Sq Ft

    5518 Vermont 12, Woodstock, VT 05091

    An historic brick residence prominently located in an affluent and growing community! Conveniently situated within walking distance to the Elementary School, to year round recreation on beloved Silver Lake and to the classic Barnard General Store. All the amenities of Woodstock Village are just minutes away! World class medical care at Dartmouth Hitchcock Hospital and year round cultural events

    John Wetmore Wetmore Real Estate

    5518 Vermont 12, Woodstock, VT 05091
  • /12

    $3,150 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    47 E Gilson Ave, White River Junction, VT 05001

    47 E Gilson Ave, White River Junction, VT 05001
  • /42

    $188,000 Sold Jul 25, 2025

    • 1,898 Sq Ft
    • $99/SF
    • 64 Days On Market
    • 5 Beds
    • 1 Bath
    • Built 1915

    54 Bridge St, Springfield, VT 05156

    Owners say it's time to move on from this large, 5BR family home that has had loads of mechanical upgrades. All rooms are spaciously sized, formal dining room, enclosed front porch 3 car garage, solar panels, lots of storage with a dry basement and attic storage. Other improvements include re-insulation and sheetrock in some rooms, fresh paint, new flooring and a bath off the primary 2nd floor

    Julie Buffum Buffum Realty

    54 Bridge St, Springfield, VT 05156
    • /6

      Est $69,470 Not Listed For Sale

      600 Kendricks Corner Rd, Perkinsville, VT 05151

      600 Kendricks Corner Rd, Perkinsville, VT 05151
  • /60

    $1,275,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,315 Sq Ft

    1074 N Hollow Rd, Rochester, VT 05767

    Looking for complete privacy, spectacular long range views of the Green Mountains and a 3 BR/2 bath post and beam house with a pond, just three miles from the charming and vibrant village of Rochester? This could well be it! Sited on 233 ac. of forestland and a small field, including a named Vermont mountain (Mt. Cushman), extensive flower gardens, and 5 raised beds for vegetables. There is also

    Sarah Peluso IPJ Real Estate

    1074 N Hollow Rd, Rochester, VT 05767
  • /9

    $2,200 per month

    • 2 Beds
    • 1.5 Baths
    • 1,048 Sq Ft
    • Townhouse for Rent

    292 Woodhaven Dr Unit 9B, White River Junction, VT 05001

    2 BR, 1.5 bath, end unit. Tons of privacy yet convenient to all Upper Valley amenities. Easy access to exit 12 on route 91, Dartmouth, DHMC, VA, etcetera. Convenient 5-10 minute (.4 miles) walk to Advance Transit at Dothan Brook School on route 5. Great for graduate, medical students and young couples.Exclusive neighborhood; about 75% owner occupied. Private back deck. Access to swimming

    292 Woodhaven Dr Unit 9B, White River Junction, VT 05001
  • /52

    $1,320,000 Sold Jul 25, 2025

    • 3,305 Sq Ft
    • $399/SF
    • 85 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1919

    11 College Hill Rd, Woodstock, VT 05091

    Welcome to 11 College Hill Road - Situated in the heart of Woodstock Village, this classic 1919 Gambrel offers space, charm, and incredible views of both the Ottauquechee River and the town's beloved Mount Tom. This beautifully maintained home is perched perfectly above the river with over a half an acre of landscaped outdoor space, including 50 feet of river frontage, mature fruit trees, and

    Zoe Hathorn Washburn Snyder Donegan Real Estate Group

    11 College Hill Rd, Woodstock, VT 05091
    • /17

      Not Listed For Sale

      00 Hemlock Hill Dr, Ludlow, VT 05149

      00 Hemlock Hill Dr, Ludlow, VT 05149
  • /60

    $895,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,915 Sq Ft

    82 Button Hook Ln, Barnard, VT 05031

    Nestled in the exclusive private community of Sonnenberg in quaint Barnard, Vermont, this inviting four-bedroom home offers breathtaking distant mountain views and the perfect blend of comfort, sustainability, and convenience. Relax on the expansive deck while soaking in the scenery, or gather in the cozy family room warmed by a woodstove. The home features two main-level bedrooms and two

    Eric Johnston Four Seasons Sotheby's Int'l Realty

    82 Button Hook Ln, Barnard, VT 05031
  • /42

    $2,800 per month

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • Condo for Rent

    2015 Quechee Main St Unit 2, Quechee, VT 05059

    2015 Quechee Main St Unit 2, Quechee, VT 05059
  • /14

    $225,000 Sold Jul 25, 2025

    • 1,488 Sq Ft
    • $151/SF
    • 35 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1948

    1360 Vermont 106, Weathersfield, VT 05151

    2-bedroom home set on 2.7 peaceful acres in scenic Weathersfield, VT. This property offers a cozy layout with a small, functional kitchen, Step outside to enjoy a large backyard—perfect for gardening, entertaining, or just relaxing. The detached 2-car garage provides additional storage or workshop potential, though it could use a little TLC. Conveniently located with easy access to Route 106 and

    Henry Vashaw Twin State Realty LLC

    1360 Vermont 106, Weathersfield, VT 05151
    • /4

      Est $280,000 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 579 Sq Ft

      16 Hemlock Ridge Dr Unit 308, White River Junction, VT 05001

      16 Hemlock Ridge Dr Unit 308, White River Junction, VT 05001
  • /54

    $949,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,252 Sq Ft

    209 Saw Mill Hill, Rochester, VT 05767

    Sited on 25 acres with gorgeous mountain views, this renovated cape is here to complete your Vermont dream. Hike, ski or bike right out your back door- the mountain biking trials in Rochester are incredible! Owned solar panels are installed to help power the home. Walk in from the screened in porch, into a generous entryway with a large closet for coat and gear storage. A sitting area with pellet

    Sarah Peluso IPJ Real Estate

    209 Saw Mill Hill, Rochester, VT 05767
  • /14

    $1,200 per month

    • 1 - 2 Beds
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    74 Fairview Terrace Unit 2, White River Junction, VT 05001

    1 Bedroom 1 Bathroom 2nd floor apartment in a Victorian style home with parking right in front. 5 minute walk from downtown White River Junction. 15 minute drive to Hanover, Dartmouth(DHMC), Lebanon/West Lebanon, Norwich, Quechee, Woodstock.Building is nice and quiet with friendly and peaceful neighbors. The owner lives on the first floor.Laundry is not available on site, however there

    74 Fairview Terrace Unit 2, White River Junction, VT 05001
  • /15

    $83,500 Sold Jul 25, 2025

    • Land
    • 1.87 Acres
    • $44,652 per Acre
    • 377 Days On Market

    Lot 1-25 Madison Brook Ln, Stockbridge, VT 05772

    Build your dream home and enjoy amazing views and spectacular sunsets on this elevated building lot in the desirable Highwood community. This cleared home site with roughed-in driveway and sewer rights in the Our World/Highwood community sewer system is approved for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is

    Kyle Kershner Killington Pico Realty

    Lot 1-25 Madison Brook Ln, Stockbridge, VT 05772
    • /33

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,346 Sq Ft

      111 Lakeland Dr Unit B, Hartford, VT 05001

      111 Lakeland Dr Unit B, Hartford, VT 05001
  • /22

    $645,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,468 Sq Ft

    187 Dana Rd, Woodstock, VT 05091

    This delightful gambrel cape offers a wonderful combination of thoughtful and charming updates, energy efficient upgrades, and a coveted and convenient location! An intelligent interior design offers an all-season functional flow for everyday living as well as entertaining. Step inside by way of a spacious entryway/mudroom that also has direct entry from the attached garage. One will find the

    Mary Mayhew Snyder Donegan Real Estate Group

    187 Dana Rd, Woodstock, VT 05091
  • /31

    $1,000 per month

    • 1 - 3 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    87 Christian St Unit 4, White River Junction, VT 05001

    PLEASE NOTE: this is one bedroom in a 2-bedroom 1-bathroom apartment, not the entire unit. This second floor apartment is located between Dartmouth College and VA hospital/West Lebanon shopping area, offering the ultimate convenient living with everything Hanover/Lebanon/WRJ have to offer all within short driving distance: 5 miles (9 minutes) to Dartmouth College, 8.3 miles (18 minutes) to DHMC,

    87 Christian St Unit 4, White River Junction, VT 05001
  • /21

    $100,000 Sold Jul 24, 2025

    • 1,107 Sq Ft
    • $90/SF
    • 61 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1940

    901 Giddings St, Springfield, VT 05150

    The owners have loved this 3BR/1BA home for many years. When you walk into the house, there is a welcoming feeling to it. Once inside, you turn to the left and you will be in the combination living room/dining room area; to the right is the fully-applianced kitchen. There is a pellet stove in the kitchen. The full bath is on the first floor. Three bedrooms on the second floor. The house does

    Amy Messina Town and Country Realty

    901 Giddings St, Springfield, VT 05150
    • /34

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,790 Sq Ft

      13 Daybreak Dr Unit 301, Ludlow, VT 05149

      13 Daybreak Dr Unit 301, Ludlow, VT 05149
  • /42

    $15,000,000

    • 5 Beds
    • 10 Baths
    • 9,679 Sq Ft

    3147 Mount Hunger Rd, Barnard, VT 05031

    Honey Hill Farm is a rare and distinguished Vermont estate, encompassing over 300 acres of pastoral beauty, panoramic mountain views, trails, and a spring-fed pond. The main residence has been masterfully reimagined with a full-scale renovation, marrying timeless craftsmanship with the highest standard of modern luxury. At its heart lies an expansive gourmet kitchen—designed with custom marble

    Keri Cole Williamson Group Sothebys Intl. Realty

    3147 Mount Hunger Rd, Barnard, VT 05031
  • /14

    $1,900 per month

    • Studio - 3 Beds
    • 1 Bath
    • 450 Sq Ft
    • Condo for Rent

    156 Fairview Terrace Unit D, White River Junction, VT 05001

    This fully furnished loft apartment has a bedroom, a sleeping loft, a dining/living room, a full bath, but it doesn't have a kitchen - while it may not be ideal if you are looking for a full-year lease, it's absolutely perfect for short and medium term stays. It's located in a residential neighborhood next to downtown White River Junction, between Dartmouth College and West Lebanon shopping area,

    156 Fairview Terrace Unit D, White River Junction, VT 05001
  • /36

    $399,900 Sold Jul 24, 2025

    • 1,297 Sq Ft
    • $308/SF
    • 162 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1971

    73 Krystal Dr, Bethel, VT 05032

    Located in a lovely neighborhood, yet set back on just under two private acres, this beautiful home is available for the first time in almost twenty years. Centrally located in Vermont, close to Killington, I89 access and within walking distance to town, you can't beat the location. The open floor plan is energy efficient and provides for great entertaining. Two large bedrooms are on the main

    Terry Davis Williamson Group Sothebys Intl. Realty

    73 Krystal Dr, Bethel, VT 05032
    • /39

      Est $679,604 Not Listed For Sale

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

      28 Fowler Rd Unit N103, Ludlow, VT 05149

      28 Fowler Rd Unit N103, Ludlow, VT 05149
  • /42

    $8,000,000

    • 3 Beds
    • 3.5 Baths
    • 6,096 Sq Ft

    115 Eastman Rd, South Woodstock, VT 05071

    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

    115 Eastman Rd, South Woodstock, VT 05071
  • /18

    $2,595 per month

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • House for Rent

    39 Wellsprings Ln, Royalton, VT 05068

    The "Old Office" is a HOUSE located on S. Windsor Street, a few blocks WALK to Vermont Law School.Well, actually it is down the street, there are no blocks... (or street lights.)We're working on getting more photos, if the unit ever becomes vacant!It is not old, actually it is modern and bright.It was our office until a few years ago and the name stuck. It was

    39 Wellsprings Ln, Royalton, VT 05068
  • /39

    $430,000 Sold Jul 23, 2025

    • 2,212 Sq Ft
    • $194/SF
    • 38 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1990

    23 Boedtker Rd, Springfield, VT 05156

    23 Boedtker Road is nestled on a beautiful, open lot with perennials and mature blueberry trees. Surrounded by woods, you'll enjoy nothing but the sounds of nature and complete privacy. If you're in need of one-story living, this is the home for you, as it has two bedrooms, a full bath, and laundry located on the first floor. Just ten minutes to Chester or Springfield will bring you to shopping

    Heather Gleim CENTURY 21 North East

    23 Boedtker Rd, Springfield, VT 05156
    • /28

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,170 Sq Ft

      238 South St, Hartford, VT 05088

      238 South St, Hartford, VT 05088
  • /15

    $237,000 Pending

    • Land
    • 226 Acres
    • $1,049 per Acre

    0 New Boston Rd, Thetford, VT 05074

    The land's primary feature is its nearly 1/2 mile of river frontage at its northern end. Two old woods trails head to the river providing good access to this scenic water resource. Given the land’s access, distance to electric power, Restricted Use Area, and opposing solar array, the highest and best use is likely a camp/seasonal home development, recreation, and/or forest management. A meadow

    Thom Milke Fountains Land Inc.

    0 New Boston Rd, Thetford, VT 05074
  • /37

    $190,000 Sold Jul 23, 2025

    • 1,479 Sq Ft
    • $128/SF
    • 96 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    182 Upper Round Top Rd Unit E, Plymouth, VT 05056

    Sweet mountain 3 bedroom plus loft and 2 full bathrooms furnished and equipped townhouse vacation retreat with beautiful views located minutes to Killington or Okemo Mountain Resort. Offering very close access direct from the townhouse to VAST snowmobiling trails/hiking/mountain biking trails. There are superb lakes right down the road to kayak, swim and fish. The floor plan is open concept ideal

    Marni Rieger KW Vermont-Killington

    182 Upper Round Top Rd Unit E, Plymouth, VT 05056
    • /19

      Not Listed For Sale

      • 2 Beds
      • 3.5 Baths
      • 2,064 Sq Ft

      976 Hard Rd Unit 2, Hartford, VT 05001

      976 Hard Rd Unit 2, Hartford, VT 05001
  • /44

    $545,000

    • 4 Beds
    • 2.5 Baths
    • 1,674 Sq Ft

    2110 Lynds Hill Rd, Plymouth, VT 05056

    Wonderful location on over 14 acres with outstanding mountain views! Immediate access to VAST snowmobile trails and endless hiking/mountain biking trails. This 4 bedroom, 2 1/2 bath mountain contemporary chalet has an open concept floor plan with loads of glass to soak in the amazing views. Handsome fieldstone hearth with wood burning fireplace on the main living level. The primary bedroom with

    Marni Rieger KW Vermont-Killington

    2110 Lynds Hill Rd, Plymouth, VT 05056
  • /28

    $175,500 Sold Jul 22, 2025

    • 1,092 Sq Ft
    • $161/SF
    • 2 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1974

    718 MacIntosh Hill Rd, Randolph, VT 05060

    This beautiful property lies between Bethel and Randolph in a gorgeous, secluded location. Tucked away on a back road is this 9-acre gem. It features an A frame modified camp that carries all the potential to become a three bedroom get away, or full-time home. There are two downstairs bedrooms and full bath, as well as the upstairs in the A frame loft. The loft needs completing but has the

    Jonathan Falby Vermont Heritage Real Estate

    718 MacIntosh Hill Rd, Randolph, VT 05060
    • /40

      Est $784,312 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,434 Sq Ft

      621 Main St, Proctorsville, VT 05153

      621 Main St, Proctorsville, VT 05153
  • /18

    $625,000

    • 3 Beds
    • 3 Baths
    • 1,152 Sq Ft

    37 Sargent St, Norwich, VT 05055

    Privacy and convenience all in one. This delightful home on .32 of an acre has both. Move right in to this 1969 built 3 bedroom 3 bathroom with a bonus room on the lower level and enjoy being so close to downtown Norwich, whilst being tucked away on the end of the cul sde sac that is Sargent St. Wood floors throughout, some under carpet. The kitchen is adjacent to dining room and spacious deck

    Liam McCarthy Coldwell Banker LIFESTYLES - Hanover

    37 Sargent St, Norwich, VT 05055
  • /46

    $925,000 Sold Jul 22, 2025

    • 3,200 Sq Ft
    • $289/SF
    • 111 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2019

    32 High St, Ludlow, VT 05149

    Welcome to your dream home. Enjoy the ease of a quality custom design and low maintenance energy efficient home within blocks of Ludlow Village Main St and vibrant restaurants, galleries and shops. Construction was completed in 2019 and built to Vermont energy codes with 2x8 construction and R30 insulation. You will enjoy the open floorplan highlighting a gorgeous kitchen with convection

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    32 High St, Ludlow, VT 05149

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