West Windsor, VT Homes

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  /41

  $849,900

  • 3 Beds
  • 3 Baths
  • 3,392 Sq Ft

  117 Horseshoe Dr, Brownsville, VT 05037

  Experience Vermont living at its finest in this custom-built home, thoughtfully designed by the builder for exceptional energy efficiency and year-round comfort. Perfect as a relaxing getaway, this property offers expansive sleeping spaces ideal for hosting family and friends. Spend your days exploring the nearby VAST Trail system or Ascutney Mountain, and your evenings unwinding by the

  Katie Ladue Gilbert KW Vermont Woodstock

  117 Horseshoe Dr, Brownsville, VT 05037
• Explore West Windsor

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  /2

  $4,350,000 Sold Dec 12, 2025

  700 Barton Rd, West Windsor, VT 05089

  • 3 Beds
  • 3.5 Baths
  • 3,884 Sq Ft
  • Built 2006

  Last Sold Summary

  • $1,120/SF
  • 0 Days On Market

  Last Listing Agent Story Jenks LandVest, Inc/Woodstock

  700 Barton Rd, West Windsor, VT 05089
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  /35

  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,504 Sq Ft

  951 Ski Tow Rd, West Windsor, VT 05037

  951 Ski Tow Rd, West Windsor, VT 05037
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  /16

  $390,000

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft

  181 Banister Rd, Windsor, VT 05089

  Over 10 acres of beautiful fields and pasture with long range views and stone walls lining the property. Mature trees dot the perimeter and a lovely stream runs along the roadside. There is a multilevel functioning barn with water and electricity and a small gated paddock off to the side. Located in the heart of Horse Country, this would be and ideal equestrian property or a great place to raise

  Dan Noble Snyder Donegan Real Estate Group

  181 Banister Rd, Windsor, VT 05089
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  /41

  $525,000 Sold Dec 15, 2025

  77 Winding Rd, Brownsville, VT 05037

  • 4 Beds
  • 2 Baths
  • 2,380 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Above List Price
  • $221/SF
  • 23 Days On Market

  Last Listing Agent Dana Waters Dark Horse Realty

  77 Winding Rd, Brownsville, VT 05037
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  /39

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  122 Parrish View Rd, West Windsor, VT 05037

  122 Parrish View Rd, West Windsor, VT 05037
• 

  

  /15

  $190,000

  • 2 Beds
  • 1.5 Baths
  • 850 Sq Ft

  295 Hotel Rd Unit 15, Brownsville, VT 05037

  Welcome home to this charming 2 bedroom, 2 bathroom condo tucked in the peaceful mountains of Vermont. Ascutney Trails Association has so much to offer, year round community activities, education and recreation. This unit is turnkey and updated throughout! Enjoy winter skiing, snowshoeing, tubing and in the warmer months enjoy the vast trails for hiking, biking, fishing and more. Two assigned

  Marie Parry M Realty

  295 Hotel Rd Unit 15, Brownsville, VT 05037
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  /24

  $60,000 Sold Dec 18, 2025

  5 Clough Ave, West Windsor, VT 05089

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft
  • Built 1920

  Last Sold Summary

  • 25% Below List Price
  • $43/SF
  • 13 Days On Market

  Last Listing Agent Derek Greene Derek Greene

  5 Clough Ave, West Windsor, VT 05089
• 

  

  /25

  Est $538,014 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  124 Village Ln, West Windsor, VT 05037

  124 Village Ln, West Windsor, VT 05037
• 

  

  /25

  $207,000

  • 3 Beds
  • 3 Baths
  • 1,604 Sq Ft

  295 Hotel Rd Unit 10/10A, Brownsville, VT 05037

  BACK ON THE MARKET!!! (due to no fault of the seller) This spacious walk-up condominium features 3 bedrooms and 3 full baths, with an inviting open-concept living and dining area anchored by a cozy fireplace. Step out onto your private deck overlooking the property. This vibrant community offers an unbeatable lifestyle with access to approximately 1,300 acres of outdoor fun, including mountain

  Allison Griep KW Vermont Woodstock

  295 Hotel Rd Unit 10/10A, Brownsville, VT 05037
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  /33

  $315,000 Sold Sep 19, 2025

  1159 Ski Tow Rd, Brownsville, VT 05037

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1972

  Last Sold Summary

  • 4% Below List Price
  • $190/SF
  • 24 Days On Market

  Last Listing Agent Dana Waters Dark Horse Realty

  1159 Ski Tow Rd, Brownsville, VT 05037
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  /40

  Est $1,386,762 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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  /10

  $147,500

  • 1 Bed
  • 1 Bath
  • 602 Sq Ft

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

  Well-maintained Nordic Haus 1BR/BA condo with loft and separate study, ready for new owners. This corner unit has a covered porch, an updated kitchen, and upgraded flooring. Enjoy comfortable, low-maintenance living just steps from Ascutney Outdoors for hiking, biking, skiing, and winter tubing. Minutes from the acclaimed Brownsville Butcher Pantry, with easy access to I-91. This property is

  Danny Kogut Williamson Group Sothebys Intl. Realty

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

  $1,225,000 Sold Apr 02, 2025

  384 Skyhawk Ln, Brownsville, VT 05037

  • 4 Beds
  • 4.5 Baths
  • 4,411 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $278/SF
  • 12 Days On Market

  Current Estimated Value $1,276,287

  Last Listing Agent David Donegan Snyder Donegan Real Estate Group

  384 Skyhawk Ln, Brownsville, VT 05037
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  /47

  Est $885,798 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  3894 Rush Meadow Rd, West Windsor, VT 05089

  3894 Rush Meadow Rd, West Windsor, VT 05089
• 

  

  /19

  $115,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  1500 Brownsville-Hartland Rd, West Windsor, VT 05089

  Here's a chance to own your own property in West Windsor. This 3/4 +/- acre of land abuts one side up to Beaver Brook and you get views of Mt. Ascutney on the other side. This older mobile home with basement, offers the perfect opportunity for an investor. Restore the homes vintage charm or you could modernize the site with a new mobile unit. This was constructed as a 2-bedroom 1 bath home. One

  Ann Jacques Century 21 Highview Realty

  1500 Brownsville-Hartland Rd, West Windsor, VT 05089
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  /15

  $191,000 Sold Apr 24, 2025

  295 Hotel Rd Unit 16/16A, Brownsville, VT 05037

  • 2 Beds
  • 2 Baths
  • 914 Sq Ft
  • Built 1995

  Last Sold Summary

  • 1% Above List Price
  • $209/SF
  • 93 Days On Market

  Last Listing Agent Laurie Kirkpatrick Four Seasons Sotheby's Int'l Realty

  295 Hotel Rd Unit 16/16A, Brownsville, VT 05037
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  /33

  Est $957,914 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,988 Sq Ft

  5434 Rush Meadow Rd, West Windsor, VT 05089

  5434 Rush Meadow Rd, West Windsor, VT 05089
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  /48

  $695,000

  • 3 Beds
  • 3 Baths
  • 3,490 Sq Ft

  1051 Banister Rd, West Windsor, VT 05089

  Located in historic Sheddsville, in the heart of West Windsor, this bright, spacious contemporary home features generous bright rooms that flow seamlessly for entertaining and daily living. The common rooms allow plenty of options for configuring your perfect home. The sun-filled great room with propane stove connects to a huge deck with sunken hot tub, overlooking open fields and birch stands to

  Danny Kogut Williamson Group Sothebys Intl. Realty

  1051 Banister Rd, West Windsor, VT 05089
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  /41

  $515,000 Sold Nov 14, 2025

  968 Ski Tow Rd, West Windsor, VT 05037

  • 4 Beds
  • 2.5 Baths
  • 2,380 Sq Ft
  • Built 1995

  Last Sold Summary

  • $216/SF
  • 7 Days On Market

  Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  968 Ski Tow Rd, West Windsor, VT 05037
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  /40

  Est $536,261 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,012 Sq Ft

  3052 Brownsville Hartland Rd, West Windsor, VT 05089

  3052 Brownsville Hartland Rd, West Windsor, VT 05089
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  /16

  $390,000

  • Land
  • 10.2 Acres
  • $38,235 per Acre

  181 Banister Rd, West Windsor, VT 05037

  Over 10 acres of beautiful fields and pasture with long range views and stone walls lining the property. Mature trees dot the perimeter and a lovely stream runs along the roadside. There is a multilevel functioning barn with water and electricity and a small gated paddock off to the side. Located in the heart of Horse Country, this would be and ideal equestrian property or a great place to raise

  Dan Noble Snyder Donegan Real Estate Group

  181 Banister Rd, West Windsor, VT 05037
• 

  

  /11

  $200,000 Sold Apr 25, 2025

  295 Hotel Rd Unit 14A/14B, Brownsville, VT 05037

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft
  • Built 1995

  Last Sold Summary

  • 3% Above List Price
  • $120/SF
  • 56 Days On Market

  Last Listing Agent Dana Waters Dark Horse Realty

  295 Hotel Rd Unit 14A/14B, Brownsville, VT 05037
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  /25

  Est $388,575 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 624 Sq Ft

  46 Yodel Valley Rd, West Windsor, VT 05089

  46 Yodel Valley Rd, West Windsor, VT 05089
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  /34

  $240,000

  • 2 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  104 Deer Run Rd Unit C13, Brownsville, VT 05037

  Welcome to this nicely maintained 2-bedroom + loft condo offering direct access to the renowned Ascutney Trails—perfect for mountain biking, skiing, hiking, and trail running. Enjoy stunning mountain views from the spacious living room, which features two large sliding glass doors that flood the space with natural light. The open loft above the living area offers even more scenic vistas and

  Daniel Preston KW Vermont Woodstock

  104 Deer Run Rd Unit C13, Brownsville, VT 05037
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  /22

  $295,000 Sold Nov 07, 2025

  72 Mountains Edge Rd Unit 507, Brownsville, VT 05037

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Below List Price
  • $162/SF
  • 6 Days On Market

  Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

  72 Mountains Edge Rd Unit 507, Brownsville, VT 05037
• 

  

  /25

  Est $288,029 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  22 Hammond Hill Rd, West Windsor, VT 05089

  22 Hammond Hill Rd, West Windsor, VT 05089
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  /36

  $535,000 Sold Sep 01, 2025

  65 Bergland Ln, West Windsor, VT 05089

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $333/SF
  • 6 Days On Market

  Current Estimated Value $520,330

  Last Listing Agent Holly Hall Hall Collins Real Estate Group

  65 Bergland Ln, West Windsor, VT 05089
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  /29

  Est $448,040 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  406 Rush Meadow Rd, Brownsville, VT 05037

  406 Rush Meadow Rd, Brownsville, VT 05037
• 

  

  /30

  $460,000 Sold Oct 02, 2025

  586 Ski Tow Rd, Brownsville, VT 05037

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1971

  Last Sold Summary

  • 16% Below List Price
  • $311/SF
  • 84 Days On Market

  Current Estimated Value $440,217

  Last Listing Agent Dana Waters Dark Horse Realty

  586 Ski Tow Rd, Brownsville, VT 05037
• 

  

  /18

  Not Listed For Sale

  00 Brownsville Hartland Rd, West Windsor, VT 05037

  00 Brownsville Hartland Rd, West Windsor, VT 05037
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  /5

  $575,000 Sold May 09, 2025

  237 John Meyers Rd, West Windsor, VT 05037

  • Land
  • 107.41 Acres
  • $5,353 per Acre

  Last Sold Summary

  • 28% Below List Price
  • 661 Days On Market

  Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

  237 John Meyers Rd, West Windsor, VT 05037
• 

  

  /13

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 506 Sq Ft

  789 Ski Tow Rd, West Windsor, VT 05037

  789 Ski Tow Rd, West Windsor, VT 05037
• 

  

  /48

  $1,000,000 Sold Nov 13, 2025

  204 High Ridge Rd, Brownsville, VT 05037

  • 4 Beds
  • 3 Baths
  • 3,796 Sq Ft
  • Built 1990

  Last Sold Summary

  • 22% Below List Price
  • $263/SF
  • 90 Days On Market

  Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

  204 High Ridge Rd, Brownsville, VT 05037
• 

  

  /13

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  2547 Rush Meadow Rd, Reading, VT 05062

  2547 Rush Meadow Rd, Reading, VT 05062
• 

  

  /30

  $305,000 Sold May 07, 2025

  72 Mountains Edge Rd Unit 501, Brownsville, VT 05037

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Above List Price
  • $167/SF
  • 101 Days On Market

  Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

  72 Mountains Edge Rd Unit 501, Brownsville, VT 05037
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  /38

  Est $833,414 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,010 Sq Ft

  58 Cemetery Rd, West Windsor, VT 05089

  58 Cemetery Rd, West Windsor, VT 05089
• 

  

  /22

  $100,000 Sold May 05, 2025

  00 Weeden Hill Rd, West Windsor, VT 05089

  • Land
  • 5.21 Acres
  • $19,194 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 29 Days On Market

  Last Listing Agent John Bassette Bassette Real Estate Group

  00 Weeden Hill Rd, West Windsor, VT 05089
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  /29

  Est $455,157 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,388 Sq Ft

  720 Skyhawk Ln, Brownsville, VT 05037

  720 Skyhawk Ln, Brownsville, VT 05037
• 

  

  /40

  $340,000 Sold Feb 14, 2025

  690 Jewett Rd, West Windsor, VT 05037

  • 3 Beds
  • 2 Baths
  • 804 Sq Ft
  • Built 1973

  Last Sold Summary

  • 14% Above List Price
  • $423/SF
  • 124 Days On Market

  Last Listing Agent Amy Hill EXP Realty

  690 Jewett Rd, West Windsor, VT 05037

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