Windsor County, VT Homes

• 

  

  

  /40

  Est $1,082,798 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,469 Sq Ft

  268 Loveland Hill Rd, White River Junction, VT 05001

  268 Loveland Hill Rd, White River Junction, VT 05001
• 

  

  

  /30

  $72,000

  • 1 Bed
  • 2 Baths
  • 775 Sq Ft

  254/256 Qtr I Jackson Gore Inn, Ludlow, VT 05149

  Jackson Gore – 1BR Lockout Quarter OwnershipSpacious and versatile 1-bedroom lockout condominium that comfortably sleeps eight, featuring a deck with beautiful valley views and a prime location close to the central elevator. The main living area includes a cozy fireplace, sleeper sofa, Murphy bed, full kitchen, and bathroom. The lockout side offers two queen beds and an additional

  Laurene Skinner Mary W. Davis Realtor & Assoc., Inc.

  254/256 Qtr I Jackson Gore Inn, Ludlow, VT 05149
• 

  

  

  /60

  $250,000 Sold Oct 14, 2025

  • 1,076 Sq Ft
  • $232/SF
  • 40 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  643 Vermont 12, Hartland, VT 05048

  ** PRICE REDUCTION** Charming and affordable home on a level 1-acre lot with open yard lined with mature trees and a serene wooded backdrop. This expanded ranch offers 2 bedrooms and 1 full bath, with a practical layout including first-floor laundry and a spacious second-floor bedroom addition. Originally built in 1940 with an upstairs expansion in the 1980s, the home features a drilled well,

  John Bassette Bassette Real Estate Group

  643 Vermont 12, Hartland, VT 05048
• 

  

  

  /26

  Est $654,517 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1660 Bliss Rd, White River Junction, VT 05001

  1660 Bliss Rd, White River Junction, VT 05001
• 

  

  

  /38

  $65,000

  • 1 Bed
  • 2 Baths
  • 957 Sq Ft

  609/611 Qtr I Adams House, Ludlow, VT 05149

  Adams 609/611 Qtr. I: Rare opportunity to own a 1-bedroom, 2-bathroom lockout unit in the sought-after Adams House at Jackson Gore. This spacious, slope-facing residence offers stunning mountain views and ultimate ski-in/ski-out convenience. This luxury one-bedroom condo sleeps 8 with the flexibility of a lock-out option. Features include two baths, including one with a jetted tub, two queen

  Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

  609/611 Qtr I Adams House, Ludlow, VT 05149
• 

  

  /58

  $72,000 Sold Oct 13, 2025

  • 1,850 Sq Ft
  • $39/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1943

  11 Buena Vista Place, Springfield, VT 05156

  Classic Victorian home rests high upon a dead end street with potential for city views with some tree trimming. This home has been mostly gutted and is ready for you to complete into a large single family home or 2-3 apartments. There were previously two kitchens and there are three separate entrances. Many windows let in plenty of natural light. The hardwood floors and random width plank

  Lisa Friedman Great American Dream Realty

  11 Buena Vista Place, Springfield, VT 05156
• 

  

  /34

  Est $501,704 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,434 Sq Ft

  102 Jericho St, White River Junction, VT 05001

  102 Jericho St, White River Junction, VT 05001
• 

  

  /14

  $159,000

  • Land
  • 11.63 Acres
  • $13,672 per Acre

  Lot 10 S Hill Rd, Stockbridge, VT 05772

  Embrace the beauty of Vermont living on this picturesque 11.63-acre parcel in the heart of the Green Mountains. Bordered by a year-round brook, this beautiful, wooded property captures the essence of classic Vermont charm. With easy access from a town-maintained road, a roughed-in driveway, and a partially cleared homesite, the groundwork is already in place for your dream 3-bedroom home. Unlike

  Kyle Kershner Killington Pico Realty

  Lot 10 S Hill Rd, Stockbridge, VT 05772
• 

  

  /6

  $155,000 Sold Oct 10, 2025

  • Land
  • 5.5 Acres
  • $28,182 per Acre

  • 3 Days On Market

  239 French Meadow Rd, Springfield, VT 05156

  Amazing opportunity! This 5.5 acres had a beautiful home that was lost to a fire. Sad, for sure, BUT you get the benefit of a full foundation, well, septic, drive, power and a 2 car garage to boot! Design your own home, stick built or modular. The spot has a small view of the French Meadow that opens up with the fall and winter. Private and tucked back from the road on a tiny bit of unpaved

  Christine Lewis Brattleboro Area Realty

  239 French Meadow Rd, Springfield, VT 05156
• 

  

  /36

  Est $558,575 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,920 Sq Ft

  117 Perkins Place, White River Junction, VT 05001

  117 Perkins Place, White River Junction, VT 05001
• 

  

  /8

  $650,000

  • Land
  • 2.41 Acres
  • $269,710 per Acre

  2 Highland Ave, Woodstock, VT 05091

  An extraordinary opportunity to acquire a private building parcel overlooking the Marsh Billings Rockefeller National Park, Billing's Farm to the Connecticut River Valley in Woodstock Village. The secluded, elevated parcel combines an early homesite and a productive hayfield mowed by a family member within living memory. The access is level and intersects Highland Avenue with an extended line of

  Laird Bradley Williamson Group Sothebys Intl. Realty

  2 Highland Ave, Woodstock, VT 05091
• 

  

  /58

  $475,000 Sold Oct 10, 2025

  • 2,316 Sq Ft
  • $205/SF
  • 6 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1981

  1923 N Hill Rd, Chester, VT 05143

  Escape to your own private Vermont retreat in this classic 1980s chalet set on 13+ acres in a serene, park-like setting. Tucked back from the road yet convenient to local amenities, the home offers three levels of living space with five bedrooms and three baths. The lower level features a second kitchen and living area perfect for guests or young adults. In summer, enjoy the best of country

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  1923 N Hill Rd, Chester, VT 05143
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  /24

  Est $407,902 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  127 Truell Rd, White River Junction, VT 05001

  127 Truell Rd, White River Junction, VT 05001
• 

  

  /56

  $449,900

  • 2 Beds
  • 2.5 Baths
  • 2,332 Sq Ft

  402 Marsh Family Rd, Hartford, VT 05047

  Tucked back on a peaceful 0.93-acre lot, this cozy 2-bed, 3-bath Quechee Lakes chalet offers the perfect blend of rustic charm and resort living. With vaulted ceilings, an open-concept main floor, and a pellet stove for warm winter nights, it’s a true Vermont retreat. Large sliders open to a spacious deck off the main level, while the upstairs primary suite features its own private balcony—ideal

  Simon Verkaik BHHS Verani Seacoast

  402 Marsh Family Rd, Hartford, VT 05047
• 

  

  /57

  $680,000 Sold Oct 10, 2025

  • 2,967 Sq Ft
  • $229/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1998

  265 Edelweiss Rd, Ludlow, VT 05149

  Ski Chalet on Okemo Mountain! Experience true mountainside living in this charming contemporary chalet on an oversized lot. Featuring a warm and inviting open-concept living area with vaulted ceilings, exposed beams, and a cozy wood-burning fireplace. With the open concept everyone is included in apre activities after a day on the slopes. The well-equipped kitchen and spacious dining area make

  Joseph Karl William Raveis Real Estate Vermont Properties

  265 Edelweiss Rd, Ludlow, VT 05149
• 

  

  /24

  Est $367,470 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  471 Colonial Dr, White River Junction, VT 05001

  471 Colonial Dr, White River Junction, VT 05001
• 

  

  /27

  $175,000

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  46 Ledgeside Terrace, White River Junction, VT 05001

  Situated on a quiet, private road, this sunny 2-bedroom, 1-bath Cape offers excellent potential for the right buyer. Wood floors and built-in features throughout add warmth and character, while the second level provides two additional rooms for storage, an office, or future expansion. The basement includes a one-car pull-in garage. Please note there is water damage from the roof. Property is

  Cassandra Ehrlich BHG Masiello Brattleboro

  46 Ledgeside Terrace, White River Junction, VT 05001
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  /2

  $50,000 Sold Oct 10, 2025

  • Land
  • 3.5 Acres
  • $14,286 per Acre

  • 9 Days On Market

  Lot 1 Old Stage Rd, Chester, VT 05143

  Seeking a blissful location. Look no further!! Lot 1: This wooded 3.5+/- acre lot is ready for your building plan. The country location has lots of wildlife and possible views to the North with clearing. A great spot for your family home or vacation home. This property is surveyed and permitted with a septic design for a 3 bdrm home. *It is adjacent to Lot 2 which is 6.3 acres, surveyed and

  Daire Gibney Barrett and Valley Associates Inc.

  Lot 1 Old Stage Rd, Chester, VT 05143
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  /34

  Est $411,619 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,589 Sq Ft

  39 Garland Row, White River Junction, VT 05001

  39 Garland Row, White River Junction, VT 05001
• 

  

  /22

  $329,000

  • 1,992 Sq Ft

  37 Dee Haven, Sharon, VT 05065

  First time on the market since it was built by the current owner. This duplex sits with 10 quiet acres in a Sharon cul-de-sac, adjoining conserved land along the White River. Each unit includes its own washer and dryer, efficient mini-splits for heating and cooling, propane stoves, and parking for two vehicles per unit. The upstairs unit offers a back deck. More recent updates include a newer

  Devin Josler Black House Real Estate

  37 Dee Haven, Sharon, VT 05065
• 

  

  /40

  $356,000 Sold Oct 10, 2025

  • 2,092 Sq Ft
  • $170/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  142 Brandon Mountain Rd, Rochester, VT 05767

  Perched on a low ridge over a quintessential agrarian valley near the confluence of the West Branch and the White River, just south of the charming little town of Rochester, Vermont. This home was built by the seller’s family and has been lovingly cared for since 1966. One can enjoy mountain views in several directions as you explore the property. While the land is mostly rolling, there is a

  William Brokhof Vermont Backcountry Real Estate

  142 Brandon Mountain Rd, Rochester, VT 05767
• 

  

  /39

  Est $372,868 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,479 Sq Ft

  148 Saunders Ave, White River Junction, VT 05001

  148 Saunders Ave, White River Junction, VT 05001
• 

  

  /50

  $945,000

  • 3 Beds
  • 3 Baths
  • 3,362 Sq Ft

  150 Trombley Rd, Springfield, VT 05156

  Set on 104 scenic acres in Springfield, Vermont, 150 Trombly Road offers a rare combination of comfort, natural beauty, and agricultural potential. This three-bedroom, three-bath home features 3,362 square feet of inviting living space surrounded by open fields, wooded areas, and beautiful local mountain views. Perfect for equestrian or farming pursuits, the property includes a three-stall barn

  Kate Cassidy Four Seasons Sotheby's Int'l Realty

  150 Trombley Rd, Springfield, VT 05156
• 

  

  /37

  $613,000 Sold Oct 10, 2025

  • 1,296 Sq Ft
  • $473/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  42 Harrison Ln Unit M204, Ludlow, VT 05149

  Cozy Winterplace Condo with Prime Location.This three-bedroom, two-bath condo in the Winterplace Community offers an ideal blend of convenience and comfort. The open floor plan connects the kitchen, dining, and living areas, creating a spacious and inviting atmosphere. A wood-burning fireplace in the living room adds a touch of warmth and coziness, while the breakfast bar provides a casual

  Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

  42 Harrison Ln Unit M204, Ludlow, VT 05149
• 

  

  /35

  Est $442,831 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,390 Sq Ft

  116 Remick Rd, White River Junction, VT 05001

  116 Remick Rd, White River Junction, VT 05001
• 

  

  /9

  $175,000

  • Land
  • 5.01 Acres
  • $34,930 per Acre

  476 Missing Link Rd, Springfield, VT 05156

  5 acres of magical Ct River frontage. This site boasts 2 wide open fields. The septic design for a 5 bdrm septic is in the first field. The seller has obtained permission from the state for a driveway curb cut (Missing Link Rd, is State Rte 5) The land sits 80 ft above the river, so flooding is not an issue but you'll have the most peaceful, private views of the water. There are 2 steep walking

  Victoria Woods Brattleboro Area Realty

  476 Missing Link Rd, Springfield, VT 05156
• 

  

  /32

  $309,000 Sold Oct 10, 2025

  • 1,488 Sq Ft
  • $208/SF
  • 21 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1977

  2032 Hartford Ave, Hartford, VT 05001

  Price Slashed on this charming Cape home is in the Heart of Wilder Village. YES, it needs some attention and finishing touches, but you can move in immediately and do some projects along the way. With 3-bedrooms and 2-baths this home offers a flexible layout with hardwood, tile, and brand-new carpeting throughout. Numerous updates have already been made—just bring your vision for the finishing

  Jeff Fogg Black House Real Estate

  2032 Hartford Ave, Hartford, VT 05001
• 

  

  /33

  Est $465,079 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,438 Sq Ft

  344 Fairview Terrace, White River Junction, VT 05001

  344 Fairview Terrace, White River Junction, VT 05001
• 

  

  /3

  $220,000

  • Land
  • 50.45 Acres
  • $4,361 per Acre

  0 Missing Link Rd, Springfield, VT 05156

  Sitting high above Rte 5, this large parcel has a prime view out over the Connecticut River. There's a septic permit in place for a 5 bedroom home. You'll need to improve the old logging road to gain access to the top but once you do, there are 50 acres to explore. Enroll in the Use Value Program to reduce your taxes!

  Victoria Woods Brattleboro Area Realty

  0 Missing Link Rd, Springfield, VT 05156
• 

  

  /15

  $55,000 Sold Oct 10, 2025

  • Land
  • 0.35 Acre
  • $157,143 per Acre

  • 16 Days On Market

  150 Parker Ave, Proctorsville, VT 05153

  Tucked among mature maples and just a short drive from Ludlow and Chester,this classic New England barn offers a rare opportunity to own a piece of Vermont history. With its weathered wood siding, original beams, and classic gable roofline, the structure stands as a testament to traditional craftsmanship. Inside, exposed timber framing and a partial stone foundation highlight its old-world

  Frank Provance Diamond Realty

  150 Parker Ave, Proctorsville, VT 05153
• 

  

  /19

  Est $263,456 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,575 Sq Ft

  15 Union St, White River Junction, VT 05001

  15 Union St, White River Junction, VT 05001
• 

  

  /32

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,460 Sq Ft

  1011 Quechee-Hartland Rd, Hartford, VT 05001

  Set on 7.5 beautiful open acres, this classic 1960s ranch offers an incredible opportunity to own a piece of Quechee’s countryside — without the Quechee Lakes fees. Built and lovingly cared for by one family, this is the first time the property has ever been offered for sale.The land is open, level, and bathed in sunshine — ideal for horses, small animals, or gardening. A 10-stall horse barn

  Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

  1011 Quechee-Hartland Rd, Hartford, VT 05001
• 

  

  /37

  $489,000 Sold Oct 10, 2025

  • 2,536 Sq Ft
  • $193/SF
  • 11 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1920

  31 Abbey Rd, White River Junction, VT 05001

  Don’t miss this incredible opportunity to own a beautiful, well-maintained, Victorian 3-unit multi-family property in White River Junction, VT, ideal for owner-occupants or savvy investors seeking a turn-key investment! Potential Cap-Rate of over %10, or move in and have the rents cover expenses! Nestled in the heart of a vibrant, historic community with easy access to local shops, dining, and

  Samuel Roberts

  31 Abbey Rd, White River Junction, VT 05001
• 

  

  /15

  Est $526,688 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  10 Sterling Springs Dr, White River Junction, VT 05001

  10 Sterling Springs Dr, White River Junction, VT 05001
• 

  

  /41

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  115 Prior Rd, Cavendish, VT 05142

  Living and working in the country with privacy, wildlife, and beauty would be a dream come true, right? Well, here's your opportunity at this pretty log home on 19 acres on a dead-end town-maintained road. The owner of this wonderful custom-built home has done just that for several years, walking to work from his home to the spacious 28 x 70 auto service shop next door. Inside the house, you will

  Glenn Olney Barrett and Valley Associates Inc.

  115 Prior Rd, Cavendish, VT 05142
• 

  

  /52

  $598,000 Sold Oct 10, 2025

  • 2,264 Sq Ft
  • $264/SF
  • 94 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  2510 E Hill Rd, Chester, VT 05143

  This home on East Hill Road commands one of the area's best views all the way to Stratton! It is one of those spots where the view is different every day & spectacular! The home sits on 14 acres & it overlooks land protected by the Vermont Land Trust and mountains beyond. From the moment you enter, you won't want to leave. It is immaculate and ready to go. A large mudroom with a slate floor &

  Betty McEnaney Diamond Realty

  2510 E Hill Rd, Chester, VT 05143
• 

  

  /40

  Est $459,646 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft

  99 Davis Cir, White River Junction, VT 05001

  99 Davis Cir, White River Junction, VT 05001
• 

  

  /11

  $79,900

  • 3 Beds
  • 1,075 Sq Ft

  226 Fellows Hill, Springfield, VT 05156

  Owned and loved by the same family since 1972! It is time for a new owner to take this home to it's original lovely condition... There is a lot to work with here...hardwood and soft wood floors, huge kitchen, formal dining and a living room with a pellet stove. There is a first floor bedroom for aging in place with a 1/4 bath (not working). Tucked into a hilltop neighborhood, next to the school,

  Christine Lewis Brattleboro Area Realty

  226 Fellows Hill, Springfield, VT 05156
• 

  

  /47

  $365,000 Sold Oct 10, 2025

  • 1,116 Sq Ft
  • $327/SF
  • 152 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  32 Route 103 S Unit D4, Ludlow, VT 05149

  Brookhaven condo D4 is located in the village of Ludlow and just a few minutes to the slopes at Okemo Mountain. This four-season destination is convenient to our lake’s region, restaurants, Fox Run Golf Club, shopping, and more. Enjoy easy access to the mountain with the Okemo Village Shuttle stopping in the Brookhaven parking lot. This top floor three-bedroom, two-full-bathroom condominium looks

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  32 Route 103 S Unit D4, Ludlow, VT 05149
• 

  

  /40

  Est $537,010 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  10 Skyline Way, White River Junction, VT 05001

  10 Skyline Way, White River Junction, VT 05001

Showing Results 321 - 360, Page 9 of 18