Windsor County, VT Homes

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  /20

  Est $295,581 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,266 Sq Ft

  17 Clough Ave, Windsor, VT 05089

  17 Clough Ave, Windsor, VT 05089
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  /12

  $245,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  891 Vermont Route 100, Weston, VT 05161

  Charming and efficient, this 2-bedroom, 1-bath home offers a cozy retreat in the heart of Weston, Vermont. Designed for single-level living and low maintenance, the layout makes the most of its space. The main living area features an open flow between the living room and eat-in kitchen, leading to a deck that is perfect for morning coffee or outdoor grilling. Two bedrooms and a full bath complete

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  891 Vermont Route 100, Weston, VT 05161
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  /38

  $499,000 Sold Sep 09, 2025

  • 2,570 Sq Ft
  • $194/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1900

  57 Route 100 S, Ludlow, VT 05149

  Completely remodeled and move-in ready, this Ludlow home offers the perfect blend of modern comfort and Vermont charm all while being just a few short minutes to Okemo Mountain. Featuring four bedrooms and two and a half bathrooms, the home showcases an open, airy kitchen and dining room with a large island and farmhouse sink that flows seamlessly into the living area and large den—ideal for

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  57 Route 100 S, Ludlow, VT 05149
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  /39

  Est $243,220 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,354 Sq Ft

  21 Cherry St, Windsor, VT 05089

  21 Cherry St, Windsor, VT 05089
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  /43

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  436 Mount View Loop, Rochester, VT 05767

  Located on the back side of Mt View Loop is this comfy home, furnished and ready to move right in. Very open concept living space on top floor with woodstove and large dining room set up to enjoy gatherings of any size. Lower floor bedrooms and full bath. Community swim or fishing pond is a deeded right with garden space available and cross country skiing terrain. North Hollow is a

  Patricia Harvey Xsell Realty LLC

  436 Mount View Loop, Rochester, VT 05767
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  /50

  $498,100 Sold Sep 09, 2025

  • 2,431 Sq Ft
  • $205/SF
  • 69 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1900

  56 Andover St, Ludlow, VT 05149

  This charming 1900s home is ideally situated in the heart of Ludlow Village, just 0.5 miles from the Okemo Base Lodge and only 0.1 miles to restaurants and shopping. Tastefully appointed with high ceilings and large windows, the home is filled with natural light throughout.Offering 5 bedrooms and 3 baths, there’s plenty of room for family and guests. The spacious layout offers multiple

  Jessica Citera Cummings & Co

  56 Andover St, Ludlow, VT 05149
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  /17

  Est $306,145 Not Listed For Sale

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

  109 Morningside Dr, Windsor, VT 05089

  109 Morningside Dr, Windsor, VT 05089
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  /14

  $69,000

  • Land
  • 1.05 Acres
  • $65,714 per Acre

  Lot 49 Spring St, Stockbridge, VT 05772

  Attractive building lot in the desirable Highwood community. This lot offers potential long-range views and includes sewer rights in the Highwood community sewer system, sufficient for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is always preserved. Highwood is adjacent to the Green Mountain Trail network for

  Kyle Kershner Killington Pico Realty

  Lot 49 Spring St, Stockbridge, VT 05772
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  /32

  $770,000 Sold Sep 09, 2025

  • 2,168 Sq Ft
  • $355/SF
  • 158 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  86 W Fisher Rd, Hartford, VT 05001

  Stunning Post and Beam home fully renovated in 2022! This beautifully renovated three-bedroom, two-bathroom Post and Beam home blends modern upgrades with timeless charm. Completely updated from top to bottom in 2022, the home features a new roof, fresh paint, new windows, flooring, a redesigned kitchen, a spacious new deck, and so much more!Recent upgrades include central air

  Derek Cosentino Four Seasons Sotheby's Int'l Realty

  86 W Fisher Rd, Hartford, VT 05001
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  /33

  Est $283,279 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  6 Buena Vista Ct, Windsor, VT 05089

  6 Buena Vista Ct, Windsor, VT 05089
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  /50

  $295,000

  • 3 Beds
  • 3 Baths
  • 864 Sq Ft

  143 Vermont Route 100, Ludlow, VT 05149

  Welcome to Miner's Knoll, a 3 bedroom, 2 bath home on .95 +/- acres with large deck overlooking the Jewell Brook with a full size, detached two car garage and paved driveway. This turn key property is being sold with furniture and dishware, utensils, etc. and has been used as a successful short-term rental by previous owner and also occupied as a full-time residence. Vt state approved septic

  Geralyn Donohue Engel & Völkers Okemo

  143 Vermont Route 100, Ludlow, VT 05149
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  /26

  $380,000 Sold Sep 08, 2025

  • 1,698 Sq Ft
  • $224/SF
  • 5 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  66 Kingfisher Rd, Quechee, VT 05059

  Immaculate 2BR, 2.5BA end unit being sold fully furnished in turn key condition located in the highly desirable Newton Village Condo Association. Within walking, biking or golf cart distance to Lake Pinneo and the Quechee Clubhouse. This condo offers an open floor plan on the main level with a good sized mudroom at the entryway, kitchen, dining, living room, half bath/laundry room. Upstairs is a

  Herb Hart Quechee Lakes Real Estate Center

  66 Kingfisher Rd, Quechee, VT 05059
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  /30

  Est $283,610 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  333 Brook Rd, Windsor, VT 05089

  333 Brook Rd, Windsor, VT 05089
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  /35

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,918 Sq Ft

  60 Fletcher Ln, Hartford, VT 05001

  Why go on vacation when you can live the lifestyle every day?Updated Quechee Lakes home is just a quick 7-minute ride to the clubhouse, with year-round resort living right at your doorstep.Step inside to a new kitchen outfitted with Wolf appliances, an updated above code wiring, complemented by tile and wood flooring, and a partially replaced roof for peace of mind. With a newer on-demand

  Gerry Stark RE/MAX Upper Valley

  60 Fletcher Ln, Hartford, VT 05001
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  /43

  $810,000 Sold Sep 08, 2025

  • 2,805 Sq Ft
  • $289/SF
  • 9 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 1989

  1130 Safford Rd, Hartford, VT 05001

  Well-built modern residence is well-maintained and works perfectly fo 2 or for 10. Beautifully landscaped property with stone patios, walkways and extensive gardens, the house is situated near the end of a quiet road, and the miles of walking trails on Trailhead B, just a few doors down from the house. The house offers a vaulted ceiling living room with wood-burning fireplace that opens to the

  John Snyder Snyder Donegan Real Estate Group

  1130 Safford Rd, Hartford, VT 05001
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  /40

  Est $332,000 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,161 Sq Ft

  49 Valley View Trace, Windsor, VT 05089

  49 Valley View Trace, Windsor, VT 05089
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  /58

  $1,499,000

  • 5 Beds
  • 5 Baths
  • 5,074 Sq Ft

  423 Taft Family Rd, Hartford, VT 05001

  RARE OPPORTUNITY to own a fully renovated luxury home in Quechee Lakes with spectacular mountain views and over 5,000 sq ft of versatile living space on a 4.3-acre double lot. Updated throughout in 2023–2024 and now back on the market due to a professional relocation. This 5-bedroom, 5-bath luxury home offers substance and versatility to suit any new owners’ needs. A private studio apartment with

  Marco Day BHHS Verani Upper Valley

  423 Taft Family Rd, Hartford, VT 05001
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  /39

  $500,000 Sold Sep 08, 2025

  • 1,933 Sq Ft
  • $259/SF
  • 38 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2011

  222 Parkview Rd, Springfield, VT 05156

  Tucked away on 3.87 acres of open lawns and mixed woods, this turnkey home offers peace, privacy, and distant views of Okemo, which is located only 25 minutes away. Thoughtfully designed for single-level living, it features granite countertops, stainless steel appliances, and a cozy Vermont Soapstone wood stove that complements the efficient Buderus boiler heating system.The primary suite

  Holly Hall Hall Collins Real Estate Group

  222 Parkview Rd, Springfield, VT 05156
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  /11

  Est $179,229 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 696 Sq Ft

  2 Bavier Ave, Windsor, VT 05089

  2 Bavier Ave, Windsor, VT 05089
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  /24

  $1,495,000

  • 7 Beds
  • 6 Baths
  • 5,774 Sq Ft

  310 Pierce Hill Rd, West Windsor, VT 05089

  Unique Two-Home Property with Stunning Mountain Views.Discover this exceptional property featuring two connected homes, seamlessly blending contemporary design with functionality. Originally built in 1975 and expanded in 2000, this unique residence offers a total of 7 bedrooms, perfect for multi-generational living or as a rental opportunity.The newer side of the home showcases beautiful

  Gary Coger Four Seasons Sotheby's Int'l Realty

  310 Pierce Hill Rd, West Windsor, VT 05089

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