Windsor, VT Homes

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  /3

  Est $206,698 Not Listed For Sale

  1013 Malagash Rd, South Reading, VT 05153

  1013 Malagash Rd, South Reading, VT 05153
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  /52

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 2,068 Sq Ft

  266 Barlow Rd, Springfield, VT 05156

  This beautiful property has so much to offer! This extremely well maintained home is both private and serene, tucked away on top of the world. Outside the home features, a large back deck, standing seam roof, expansive space for gardens and the privacy of 33.19+/- acres. Going inside the home features full picture windows allowing plenty of natural light, two Gas fireplaces perfect for

  Thaddeus Abare Barrett and Valley Associates Inc.

  266 Barlow Rd, Springfield, VT 05156
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  /21

  $189,945 Sold Jul 18, 2025

  • 1,012 Sq Ft
  • $188/SF
  • 38 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1961

  814 Ski Tow Rd Unit 3, West Windsor, VT 05037

  Discover this pleasant multi-level condominium offering a comfortable and versatile layout in a desirable Mt. Ascutney location. The home features a spacious open-concept living and dining area with soaring cathedral ceilings, and access to a covered porch—perfect for relaxing and taking in the surroundings. With 2 bedrooms, 2 full baths, and a versatile loft (not approved for sleeping per Fire

  Katie Ladue Gilbert KW Vermont Woodstock

  814 Ski Tow Rd Unit 3, West Windsor, VT 05037
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  /40

  Not Listed For Sale

  • 9 Beds
  • 5 Baths
  • 4,115 Sq Ft

  260 Main St, Proctorsville, VT 05153

  260 Main St, Proctorsville, VT 05153
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  /19

  $379,000

  • 2 Beds
  • 3 Baths
  • 1,494 Sq Ft

  1856 Quechee Main St Unit U7, Hartford, VT 05001

  Charming Barn Conversion in the Heart of Quechee Village!!Welcome to this beautifully reimagined barn on Main Street, now home to thoughtfully designed condominiums that blend rustic character with modern convenience. This spacious unit features two primary ensuite bedrooms, a third full bathroom, a versatile loft, and in-unit laundry for easy living. Exposed beams and soaring ceilings

  Megan Moseley Mint Real Estate Group

  1856 Quechee Main St Unit U7, Hartford, VT 05001
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  /2

  $175,000 Sold Jul 18, 2025

  • 827 Sq Ft
  • $212/SF
  • 42 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  116 Carley Rd, Springfield, VT 05156

  Enjoy the best of both worlds with this charming home near town yet with a country feel. Located in a peaceful neighborhood in Springfield Vermont this charming 2-bedroom, 1-bath home offers the perfect blend of quaint and convenience. Whether you're just starting out, downsizing, or looking for an easy-to-maintain getaway, this sweet spot checks all the boxes. Set on a manageable lot with just

  Daire Gibney Barrett and Valley Associates Inc.

  116 Carley Rd, Springfield, VT 05156
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  /26

  Est $293,077 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  71 Putnam Rd, Springfield, VT 05156

  71 Putnam Rd, Springfield, VT 05156
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  /52

  $625,000

  • 4 Beds
  • 3 Baths
  • 1,905 Sq Ft

  261 Hawk Spur Rd, Plymouth, VT 05056

  Peaceful Retreat at Hawk Resort. Located on the west side of Hawk Resort, this home sits on a quiet, town-maintained road in a peaceful, wooded setting. The double lot offers privacy and potential for expanded views.The main level has an open layout with a stone wood-burning fireplace with efficient insert and glass sliders leading to a large deck. There is also a bedroom and full bath on

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  261 Hawk Spur Rd, Plymouth, VT 05056
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  /34

  $565,000 Sold Jul 18, 2025

  • 1,471 Sq Ft
  • $384/SF
  • 56 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1989

  31 Highland View Rd, Weston, VT 05161

  Welcome to your Vermont log home retreat, nestled on 3 serene, flat acres, this beautifully crafted log home with post-and-beam interior offers timeless charm and spacious living just minutes from downtown Weston and Londonderry.inside you are welcomed into a warm, open-concept layout where the living room, dining area, and kitchen flow effortlessly under wood-beamed ceilings. The main floor

  Lisa Sullivan Four Seasons Sotheby's Int'l Realty

  31 Highland View Rd, Weston, VT 05161
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  /40

  Est $1,407,365 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 4,200 Sq Ft

  89 Silver Hill Rd, West Windsor, VT 05089

  89 Silver Hill Rd, West Windsor, VT 05089
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  /24

  $550,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  2179 U S 4, Bridgewater, VT 05035

  Looking for the tranquility of rural life? Charming, well built, vacation cabin, off the grid, on 30+ acres, with stunning views of Killington. Cabin has 2 bedrooms, 1 bath and a loft, 80% finished including roughed-in bath. Perfect get away from the bothers and troubles of the world, high above the valley with great views of the nearby mountains. Beautiful wood floors, full kitchen and lovely

  John MacGovern Dark Horse Realty

  2179 U S 4, Bridgewater, VT 05035
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  /53

  $862,000 Sold Jul 18, 2025

  • 4,020 Sq Ft
  • $214/SF
  • 63 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1850

  75 Baltimore Rd, North Springfield, VT 05150

  Welcome to Juniper Acres – Your Vermont Dream Awaits!Nestled on nearly 32 acres of peaceful countryside, this stunning Colonial Farmhouse offers room to grow, gather, and to roam. This fabulous family home blends timeless charm with thoughtful, modern updates featuring 5 bedrooms & 3 baths. Step inside and discover a spacious, sunlit interior designed for comfort and entertaining. The

  McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

  75 Baltimore Rd, North Springfield, VT 05150
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  /8

  Not Listed For Sale

  0 S Hill Rd, Ludlow, VT 05149

  0 S Hill Rd, Ludlow, VT 05149
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  /43

  $400,000

  • 2 Beds
  • 2.5 Baths
  • 1,445 Sq Ft

  60 Spaulding Rd Unit J1, Cavendish, VT 05153

  Nestled on a quaint hillside in the Okemo Valley, the Castle Hill Resort offers an abundance of amenities with ownership in the resort community. This rare two-bedroom condominium provides ample space for everyone with extra windows for light and views. This is rare as most buildings are Quad-plexes and this building is a top and bottom Duplex, sharing no walls with neighbors! Enjoy an on-suite

  Joseph Karl William Raveis Real Estate Vermont Properties

  60 Spaulding Rd Unit J1, Cavendish, VT 05153
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  /2

  $275,000 Sold Jul 18, 2025

  • Land
  • 2.74 Acres
  • $100,365 per Acre

  • 15 Days On Market

  111 Wellington Dr, Hartford, VT 05001

  2.74 acre lot with a 20 x 60 building with a 36 x 24 attached shed. Heated building with large overhead door. Perfect for your equipment, storage space located in the R3 district. Old septic design and well on property. Level lot, located behind Merchant Brothers garage, road through Merchant brothers is part of this lot.

  Richard Ballou RE/MAX Upper Valley

  111 Wellington Dr, Hartford, VT 05001
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  /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
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  /51

  $649,000

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft

  162 Bear Hill Rd, Plymouth, VT 05056

  Beautifully renovated 3-bedroom, 2.5-bath chalet perched on the slope of the former Plymouth Notch Ski Area. This move-in-ready home combines mountain charm with modern comfort. Interior upgrades include new flooring, fully renovated bathrooms, stylish lighting, and a refreshed kitchen with granite countertops, tile backsplash, pot filler, and all-new stainless steel appliances. The open-concept

  Debra Staniscia Four Seasons Sotheby's Int'l Realty

  162 Bear Hill Rd, Plymouth, VT 05056
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  /45

  $750,000 Sold Jul 18, 2025

  • 1,360 Sq Ft
  • $551/SF
  • 132 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  145 Ledgewood Rd Unit D4, Ludlow, VT 05149

  Ledgewood On Okemo! Unit D4. This nicely updated 3 bedroom/2 bath condominium is conveniently located directly on the ski trail and on ground level so you can ski to your door! From your car, walk into a warm foyer that leads to your front door, which opens up into the mudroom and kitchen area. The kitchen has been tastefully updated with stainless appliances, tile backsplash and flooring, along

  Joseph Karl William Raveis Real Estate Vermont Properties

  145 Ledgewood Rd Unit D4, Ludlow, VT 05149
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  /36

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  141 Stage, Chester, VT 05143

  141 Stage, Chester, VT 05143
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  /60

  $569,000

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

  352 Edwins Pond Rd, Rochester, VT 05767

  Welcome to Tranquility in Vermont.This charming three-bedroom, two-bath home invites you to unwind and enjoy the peaceful beauty of Vermont living. With both a spacious great room and a cozy living room—each warmed by its own wood stove—you’ll always have the perfect place to relax.The home features wide plank wood floors throughout, a brand-new heating system with on-demand hot

  Katie McFadden RE/MAX North Professionals

  352 Edwins Pond Rd, Rochester, VT 05767
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  /40

  $525,000 Sold Jul 18, 2025

  • 2,023 Sq Ft
  • $260/SF
  • 164 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1988

  988 Jenne Rd, Reading, VT 05062

  Located on one of Vermont’s most photographed roads, this iconic Vermont home offers unmatched views from broad windows, which create a warm, sun-soaked interiors. Master craftsmanship is seen throughout the house, from the stunning floors to the designer built-ins. The living room, kitchen, and dining room share an open plan centered around a magnificent stone fireplace. Sliders lead to outdoor

  Jennifer Kirkman KW Vermont Woodstock

  988 Jenne Rd, Reading, VT 05062
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  /5

  Not Listed For Sale

  00 Trebo Rd, Chester, VT 05143

  00 Trebo Rd, Chester, VT 05143
• 

  

  /43

  $679,000

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  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
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  /2

  $251,500 Sold Jul 17, 2025

  • 1,754 Sq Ft
  • $143/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  72 Chester Rd, Springfield, VT 05156

  This very nice, charming older home has a history that makes me happy. In 1935 when my father was just 17, my grandparents moved from the tiny Vermont village of Baltimore to the "big city" of Springfield, calling this grand house their new home. I grew up right across the road from where it once stood. In 1960, the Chester Road, or Route 11, was being straightened and improved, and a few houses

  Glenn Olney Barrett and Valley Associates Inc.

  72 Chester Rd, Springfield, VT 05156
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  /5

  Est $80,426 Not Listed For Sale

  1901 Royalton Hill Rd, South Royalton, VT 05068

  1901 Royalton Hill Rd, South Royalton, VT 05068
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  /46

  $695,000

  • 3 Beds
  • 3.5 Baths
  • 2,274 Sq Ft

  5863 Vt Route 14, South Royalton, VT 05068

  Overlooking the Second Branch of the White River, a farm field, and 1/2 acre island in the middle of the White River, this classic old cape dates back to the late 1700s. Previously known as the "Hop Vine Tea Room, when travelers stopped for food and refreshment, the dining hall still remains, dated kitchen, and even indoor plumbing. The many updates include plumbing, wiring, insulation,

  Dean Goulet Dunrovin Real Estate

  5863 Vt Route 14, South Royalton, VT 05068
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  /2

  $250,000 Sold Jul 16, 2025

  • 966 Sq Ft
  • $259/SF
  • 40 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1942

  186 Mountain View, Chester, VT 05143

  This Charming, well appointed home has much to offer! This turn key home is tucked away in a great location and neighborhood in walking distance to shops, food options and schools. The home itself has been updated and features many positives like almost all double pane windows, a recently redone paved driveway, an updated mudroom area, a metal standing seam roof, and much more. With a good size

  Thaddeus Abare Barrett and Valley Associates Inc.

  186 Mountain View, Chester, VT 05143
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  /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
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  /60

  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 2,274 Sq Ft

  652 Tierney Rd, Cavendish, VT 05142

  Tucked discretely off a meandering country road you will find this charming 4 bedroom, 3 and 1/2 bath contemporary home sited on 40 acres of land with miles of groomed trails that include a picnic area on Twenty Mile Stream. The grand living room , anchored by a wood-burning fireplace and lined by a wall of windows , frames views of the giant swimming pond and long range mountain views that

  Carol Wood Williamson Group Sothebys Intl. Realty

  652 Tierney Rd, Cavendish, VT 05142
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  /42

  $429,000 Sold Jul 16, 2025

  • 748 Sq Ft
  • $574/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  3450 N Perry Rd, Barnard, VT 05031

  This charming log home features an open kitchen/dining/living room with three cozy bedrooms, two full bathrooms, and a family room, perfect for comfortable living. The rustic wooden interior and warm atmosphere create a welcoming space for family and friends. Each floor has a propane wood stove for ambiance and extra warmth on those chilly winter nights, while a large wrap-around deck is perfect

  Susan Hickey Snyder Donegan Real Estate Group

  3450 N Perry Rd, Barnard, VT 05031
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  /6

  Not Listed For Sale

  00 Vt Route 11 W, Chester, VT 05143

  00 Vt Route 11 W, Chester, VT 05143
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  /8

  $300,000

  • Land
  • 55 Acres
  • $5,415 per Acre

  452 Morse Rd, Bethel, VT 05032

  Seldom does a parcel of this quality come onto the open market. Hay fields offering south facing views, 1/2 mile of gravel Town road frontage, and bounded by the Second Branch of the White River. About half of the land is open with the balance being mixed woodland. Truly a spectacular property located on the Bethel/Royalton Town line, convenient to I-89, exit 3.

  Dean Goulet Dunrovin Real Estate

  452 Morse Rd, Bethel, VT 05032
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  /51

  $1,575,000 Sold Jul 16, 2025

  • 3,916 Sq Ft
  • $402/SF
  • 120 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1850

  56 Elm St, Norwich, VT 05055

  If you believe in the statement, “it takes a village” and have been searching for a home in a community that values education and youth development, and is minutes away from Dartmouth College, consider 56 Elm Street in Norwich, Vermont. Elm Street is one of the prettiest village lanes in the state, with very little traffic, & walking distance to Marion Cross Elementary School, Dan and Whit’s

  Chris Lang LandVest, Inc/Woodstock

  56 Elm St, Norwich, VT 05055
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  /22

  Not Listed For Sale

  00 Advent Hill Rd, Hartland, VT 05048

  00 Advent Hill Rd, Hartland, VT 05048
• 

  

  /36

  $435,000

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

  4 Twine Hill Rd, Ludlow, VT 05149

  Set just a few minutes from downtown Ludlow and Okemo Mountain, this well-maintained ranch offers a thoughtful layout with 4 bedrooms and 2 full bathrooms in a quiet country setting with easy access to local shops, restaurants, and year-round recreation.Inside, the spacious custom kitchen features granite countertops, plenty of cabinet space, and built-in appliances—offering both

  Jacob Barnes EXP Realty

  4 Twine Hill Rd, Ludlow, VT 05149
• 

  

  /17

  $120,000 Sold Jul 16, 2025

  • Land
  • 5.00 Acres
  • $24,000 per Acre

  • 176 Days On Market

  0 Blackmer Blvd, Stockbridge, VT 05772

  1500 feet of frontage on the beautiful White River! This private water frontage along a level shoreline affords easy access to the river, for casual wading in the mesmerizing water! The property has a history of providing anglers with excellent fishing! There is an elevated area on the property that could provide the opportunity of a building site, in an area of minimal flood hazard. Access is

  John Wetmore Wetmore Real Estate

  0 Blackmer Blvd, Stockbridge, VT 05772
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  /32

  Est $89,410 Not Listed For Sale

  42 Advent Hill Rd, Hartland, VT 05048

  42 Advent Hill Rd, Hartland, VT 05048
• 

  

  /34

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 2,764 Sq Ft

  766 Masterson Rd, Bethel, VT 05032

  Tucked at the end of a quiet country road, Sugar Bowl Farm is a modern farmhouse set on 124 private acres. Completed in 2025, the home is beautifully finished and filled with natural light, especially in the cathedral-ceilinged great room where south and east facing windows catch the shifting light throughout the day. This airy central space flows effortlessly to the veranda, deck, and gardens

  Dia Jenks LandVest, Inc/Woodstock

  766 Masterson Rd, Bethel, VT 05032
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  /19

  $85,000 Sold Jul 16, 2025

  • Land
  • 47 Acres
  • $1,817 per Acre

  • 195 Days On Market

  0 Hall Rd, Chester, VT 05143

  Private and secluded 46.77 acre wooded lot in Chester, VT.Property is in the current use program.The east side of the property runs along the Chester/Springfield line.15 minutes to I-91 and within driving distance to Okemo, Stratton, Magic & Bromley Ski Mountains.There is a slight view on the north east side of the property. There is a deeded ROW that is not maintained. This lot

  Jessica Samples BHG Masiello Keene

  0 Hall Rd, Chester, VT 05143
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  /15

  Est $219,497 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

Showing Results 201 - 240, Page 6 of 18