Windsor County, VT Homes

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  /60

  $400,000 Sold May 19, 2025

  196 North St, Chester, VT 05143

  • 3 Beds
  • 3 Baths
  • 2,960 Sq Ft
  • Built 1844

  Last Sold Summary

  • 6% Below List Price
  • $135/SF
  • 166 Days On Market

  Current Estimated Value $403,060

  Last Listing Agent Geralyn Donohue Engel & Völkers Okemo

  196 North St, Chester, VT 05143
• 

  

  

  /22

  Est $424,581 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,744 Sq Ft

  75 Hatley Rd, White River Junction, VT 05001

  75 Hatley Rd, White River Junction, VT 05001
• 

  

  

  /17

  $835,000

  • Land
  • 150 Acres
  • $5,567 per Acre

  0 Walker Hill Rd Unit 5039522, Bridgewater, VT 05091

  150 acres of recreational paradise! Absolute and total privacy! Enjoy long views of mountain peaks showing criss crossed ski trails, pristine cascading streams with mesmerizing waterfalls over large rock outcroppings, mature woodland which hasn't been logged in over 50 years, a fully equipped camper trailer with propane fired generator for off grid living and even a 4 wheeler outfitted with

  John Wetmore Wetmore Real Estate

  0 Walker Hill Rd Unit 5039522, Bridgewater, VT 05091
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  /60

  $2,950,000 Sold Dec 22, 2025

  240 Piper Hill Rd, Weston, VT 05161

  • 5 Beds
  • 6.5 Baths
  • 8,056 Sq Ft
  • Built 1990

  Last Sold Summary

  • $366/SF
  • 28 Days On Market

  Last Listing Agent Steve Stettler Four Seasons Sotheby's Int'l Realty

  240 Piper Hill Rd, Weston, VT 05161
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  /38

  Est $374,010 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft

  1 Demers Ave, White River Junction, VT 05001

  1 Demers Ave, White River Junction, VT 05001
• 

  

  /59

  $2,495,000

  • 5 Beds
  • 4.5 Baths
  • 4,800 Sq Ft

  248 Gird Lot Rd, Weathersfield, VT 05151

  This meticulously maintained five-bedroom, four-and-a-half-bath home offers sweeping views of the Connecticut River Valley and New Hampshire mountains. Thoughtfully designed for comfort and flexibility, the open-concept layout includes a main-level living option, hardwood floors, and tall ceilings with abundant and expansive windows that flood the home with natural light. The spacious kitchen is

  Karen DeMas Four Seasons Sotheby's Int'l Realty

  248 Gird Lot Rd, Weathersfield, VT 05151
• 

  

  /40

  $665,000 Sold Sep 02, 2025

  417 Grout Rd, Perkinsville, VT 05151

  • 3 Beds
  • 2.5 Baths
  • 2,187 Sq Ft
  • Built 1999

  Last Sold Summary

  • 6% Below List Price
  • $304/SF
  • 24 Days On Market

  Current Estimated Value $659,105

  Last Listing Agent Steve Stettler Four Seasons Sotheby's Int'l Realty

  417 Grout Rd, Perkinsville, VT 05151
• 

  

  /15

  Est $290,653 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  65 Demers Ave, White River Junction, VT 05001

  65 Demers Ave, White River Junction, VT 05001
• 

  

  /51

  $215,000

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft

  145 Main St Unit 210, Ludlow, VT 05149

  Downtown Ludlow Convenience - Welcome to Mill #210, a beautifully updated condo in the heart of Ludlow. Just minutes to Okemo Mountain and directly on the shuttle route, this furnished unit combines comfort with convenience. Inside, you’ll find exposed beams, modern updates throughout, and an open living space that flows seamlessly to a private deck overlooking the Black River. Enjoy the ease of

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  145 Main St Unit 210, Ludlow, VT 05149
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  /31

  $415,000 Sold Dec 23, 2025

  41 Reservoir Rd, Springfield, VT 05156

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $213/SF
  • 53 Days On Market

  Last Listing Agent Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  41 Reservoir Rd, Springfield, VT 05156
• 

  

  /40

  Est $605,200 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,582 Sq Ft

  101 Labbie Ln, White River Junction, VT 05001

  101 Labbie Ln, White River Junction, VT 05001
• 

  

  /60

  $1,675,000 New Construction

  • 4 Beds
  • 3 Baths
  • 1,884 Sq Ft

  37 Village Center Rd Unit 1, Ludlow, VT 05149

  Welcome to SouthFace Village, Okemo Mountain’s newest slope-side community. This fully furnished, end-unit condo offers the ideal blend of modern comfort and mountain charm, ready for immediate occupancy. With four bedrooms and three bathrooms, this spacious unit boasts natural light and unrivaled access to the slopes, including the on-site Sunshine Quad chairlift for SouthFace owners. Key

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  37 Village Center Rd Unit 1, Ludlow, VT 05149
• 

  

  /25

  $298,500 Sold Jul 02, 2025

  1857 Christian St, White River Junction, VT 05001

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft
  • Built 1950

  Last Sold Summary

  • $316/SF
  • 28 Days On Market

  Current Estimated Value $294,966

  Last Listing Agent Gerry Stark RE/MAX Upper Valley

  1857 Christian St, White River Junction, VT 05001
• 

  

  /27

  Est $524,629 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,638 Sq Ft

  16 Brookside Dr, White River Junction, VT 05001

  16 Brookside Dr, White River Junction, VT 05001
• 

  

  /56

  $3,100,000

  • 5 Beds
  • 4.5 Baths
  • 7,634 Sq Ft

  165 Moonshadow Dr Unit M-15, Ludlow, VT 05149

  Welcome to your mountain sanctuary in the heart of Solitude Village—Okemo’s premier slopeside community. This luxurious 5-bedroom, 3-bathroom retreat offers true ski-on/ski-off access, allowing you to hit the Rising Star Trail or Moon Shadow right from your doorstep. Step inside to a warm, elegant interior featuring radiant-heated tile and rich hardwood floors throughout. The expansive great

  Joseph Karl William Raveis Real Estate Vermont Properties

  165 Moonshadow Dr Unit M-15, Ludlow, VT 05149
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  /39

  $126,000 Sold Dec 08, 2025

  149 Willow Cir, Hartford, VT 05001

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1992

  Last Sold Summary

  • 9% Below List Price
  • $101/SF
  • 43 Days On Market

  Last Listing Agent Dorothy Griswold The Clerkin Agency, P.C.

  149 Willow Cir, Hartford, VT 05001
• 

  

  /25

  Est $463,273 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,304 Sq Ft

  141 Hillcrest Terrace, White River Junction, VT 05001

  141 Hillcrest Terrace, White River Junction, VT 05001
• 

  

  /53

  $885,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,667 Sq Ft

  559 Crimson Hawk Rd, Plymouth, VT 05056

  This beautifully maintained home sits on over three acres in a peaceful setting between Okemo and Killington Mountain Resorts and is truly move-in ready. Originally built in 1985, the home was expanded in 2008 and further enhanced with an oversized two-car garage in 2021. Recent upgrades including a new kitchen, standing seam roof, boiler, updated baths, new appliances, mini splits, carpet, and

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  559 Crimson Hawk Rd, Plymouth, VT 05056
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  /20

  $220,000 Sold Sep 18, 2025

  003 Massey Rd, Springfield, VT 05156

  • Land
  • 27.06 Acres
  • $8,130 per Acre

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Lorien Kelly Kelley Real Estate, Inc.

  003 Massey Rd, Springfield, VT 05156
• 

  

  /31

  Est $524,929 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,307 Sq Ft

  2450 N Hartland Rd, White River Junction, VT 05001

  2450 N Hartland Rd, White River Junction, VT 05001
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  /11

  $149,000

  • Land
  • 3.54 Acres
  • $42,090 per Acre

  00 Carlton Hill Rd Unit 27, Woodstock, VT 05091

  Discover the beauty of Vermont from this diverse 3.5-acre parcel along Carlton Hill Road, set in a peaceful rural location amid a neighborhood of substantial properties. With level access from a well-maintained town road, this land offers an inviting blend of convenience and natural charm. Just minutes from the vibrant shops, dining, and cultural attractions of Woodstock Village, the property

  Sandy Reavill Real Broker LLC

  00 Carlton Hill Rd Unit 27, Woodstock, VT 05091
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  /2

  $201,000 Sold May 29, 2025

  16 Mary St, Springfield, VT 05156

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft
  • Built 1915

  Last Sold Summary

  • 15% Above List Price
  • $192/SF
  • 5 Days On Market

  Current Estimated Value $193,982

  Last Listing Agent Chelsea Richardson Barrett and Valley Associates Inc.

  16 Mary St, Springfield, VT 05156
• 

  

  /25

  Est $349,951 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  110 Airport Rd, White River Junction, VT 05001

  110 Airport Rd, White River Junction, VT 05001
• 

  

  /26

  $649,000

  • 2 Beds
  • 2 Baths
  • 1,349 Sq Ft

  19 Kettlebrook Rd Unit D-5, Ludlow, VT 05149

  Direct ski-on, ski-off two-bedroom top-floor unit in the Kettlebrook community. Nicely updated throughout. Enclosed mudroom entrance with built-ins, laundry, and exterior ski closet. The main level includes a well-designed kitchen and a separate dining area with a newly installed slider leading out to the deck, which looks out to the slopes; a living room with a wood burning fireplace and

  Andre Menard Mary W. Davis Realtor & Assoc., Inc.

  19 Kettlebrook Rd Unit D-5, Ludlow, VT 05149
• 

  

  /20

  $250,000 Sold Oct 20, 2025

  135 Woodhaven Dr Unit 1D, White River Junction, VT 05001

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 1981

  Last Sold Summary

  • 4% Below List Price
  • $248/SF
  • 11 Days On Market

  Last Listing Agent Mary Paino Coldwell Banker LIFESTYLES - Quechee

  135 Woodhaven Dr Unit 1D, White River Junction, VT 05001
• 

  

  /40

  Est $552,780 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  70 Jericho St, White River Junction, VT 05001

  70 Jericho St, White River Junction, VT 05001
• 

  

  /35

  $339,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,058 Sq Ft

  90 Webster Rd, Hartland, VT 05048

  Experience true Vermont country living on more than 8 private, sun-filled acres in beautiful Hartland. This well-kept ranch offers an ideal blend of comfort, convenience, and rural charm—perfect as a full-time residence, downsized retreat, or peaceful getaway. Priced to allow you to put your own personal touch! Step inside to a warm and functional layout with effortless single-level living. The

  Katie Ladue Gilbert KW Vermont Woodstock

  90 Webster Rd, Hartland, VT 05048
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  /41

  $825,000 Sold May 02, 2025

  3755 Quechee Main St Unit B, Quechee, VT 05059

  • 3 Beds
  • 3.5 Baths
  • 2,282 Sq Ft
  • Built 1985

  Last Sold Summary

  • $362/SF
  • 0 Days On Market

  Last Listing Agent Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  3755 Quechee Main St Unit B, Quechee, VT 05059
• 

  

  /17

  Est $355,922 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft

  1 Cottage Ct, White River Junction, VT 05001

  1 Cottage Ct, White River Junction, VT 05001
• 

  

  /18

  $339,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  355 Lyman Batcheller Rd Unit B, Hartford, VT 05001

  Welcome to easy living in the heart of Quechee Lakes! This 2-bedroom condo in the desirable Salt Box association offers effortless entry and a comfortable, open floor plan perfect for relaxing or entertaining with new carpet throughout. The updated kitchen features modern finishes and opens seamlessly to the dining and living areas, where a cozy wood-burning fireplace creates a warm and inviting

  Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  355 Lyman Batcheller Rd Unit B, Hartford, VT 05001
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  /18

  $219,000 Sold Sep 02, 2025

  66 Union St, Windsor, VT 05089

  • 3 Beds
  • 2 Baths
  • 1,743 Sq Ft
  • Built 1856

  Last Sold Summary

  • 14% Below List Price
  • $126/SF
  • 56 Days On Market

  Current Estimated Value $220,498

  Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

  66 Union St, Windsor, VT 05089
• 

  

  /16

  Est $440,673 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,772 Sq Ft

  6 Skyline Way, White River Junction, VT 05001

  6 Skyline Way, White River Junction, VT 05001
• 

  

  /58

  $3,150,000

  • 5 Beds
  • 5.5 Baths
  • 3,460 Sq Ft

  48 Alpine Way Unit D-1, Ludlow, VT 05149

  Show Stopper—this five-bedroom slopeside townhouse sits just steps from the trails and offers three private suites across three levels of beautifully curated living space. Completely reimagined by a talented local designer, it features an organic palette, thoughtful details, and a true move-in-ready feel—just hang your artwork and your skis. The chef’s kitchen showcases a Dekton waterfall

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

  48 Alpine Way Unit D-1, Ludlow, VT 05149
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  /48

  $705,000 Sold Nov 26, 2025

  25 Linden Hill St, Woodstock, VT 05091

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft
  • Built 1910

  Last Sold Summary

  • 11% Below List Price
  • $416/SF
  • 217 Days On Market

  Last Listing Agent Laird Bradley Williamson Group Sothebys Intl. Realty

  25 Linden Hill St, Woodstock, VT 05091
• 

  

  /23

  Est $417,730 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 954 Sq Ft

  198 Westfield Dr, White River Junction, VT 05001

  198 Westfield Dr, White River Junction, VT 05001
• 

  

  /30

  $515,000

  • 4 Beds
  • 2.5 Baths
  • 2,238 Sq Ft

  141 N Runway Rd, Perkinsville, VT 05151

  Welcome to this beautifully maintained expanded Cape, perfectly positioned to capture stunning views of the Hartness runway—an aviation enthusiast's dream! Tucked away on a quiet dead-end road, the property offers just the right balance of privacy and convenience, located only 15 minutes from everyday essentials.The main level features a spacious open-concept living and dining area, a

  Allison Griep KW Vermont Woodstock

  141 N Runway Rd, Perkinsville, VT 05151
• 

  

  /28

  $395,900 Sold Nov 13, 2025

  58 Morningside Dr, Windsor, VT 05089

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Below List Price
  • $236/SF
  • 17 Days On Market

  Last Listing Agent Katie Ladue Gilbert KW Vermont Woodstock

  58 Morningside Dr, Windsor, VT 05089
• 

  

  /39

  Est $461,858 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,716 Sq Ft

  162 Meadow Ln, White River Junction, VT 05001

  162 Meadow Ln, White River Junction, VT 05001
• 

  

  /41

  $1,495,000

  • 4 Beds
  • 2.5 Baths
  • 2,532 Sq Ft

  7 Slayton Terrace, Woodstock, VT 05091

  A rare in-village offering, 7 Slayton Terrace combines walkability, views, and beautifully renovated interiors—just steps from the heart of Woodstock. Sited on an oversized .79-acre lot overlooking Billings Farm, this 4-bedroom home offers the space and flexibility rarely found so close to the village center. The main house features a stunning new kitchen with high-end finishes and beautifully

  Keri Cole Williamson Group Sothebys Intl. Realty

  7 Slayton Terrace, Woodstock, VT 05091
• 

  

  /38

  $400,000 Sold Jun 20, 2025

  73 Walnut Hill Rd, Springfield, VT 05156

  • 3 Beds
  • 2.5 Baths
  • 2,856 Sq Ft
  • Built 1982

  Last Sold Summary

  • $140/SF
  • 64 Days On Market

  Current Estimated Value $397,195

  Last Listing Agent Jill Lawrence The Real Estate Collaborative

  73 Walnut Hill Rd, Springfield, VT 05156

Showing Results 441 - 480, Page 12 of 18