Windsor County VT Homes for Sale

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  /27

  $1,500,000

  • 4 Beds
  • 5 Baths
  • 2,887 Sq Ft

  1300 Mountain Rd, Ludlow, VT 05149

  An irreplaceable 27-acre land holding on Okemo Mountain, offering one of the most unique ownership opportunities in southern Vermont. With direct access to the Mountain Road Trail, acreage bordering the Sidewinder Trail, and Coleman Brook defining the northern boundary, this extraordinary property occupies a setting that is virtually impossible to replicate. Selective clearing could reveal

  Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

  1300 Mountain Rd, Ludlow, VT 05149
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  /59

  $795,000

  • 2 Beds
  • 2.5 Baths
  • 1,253 Sq Ft

  140 Lodge Rd Unit 3, Ludlow, VT 05149

  SouthFace Village Sugar Maple #3 on Okemo offers a rare combination of newer luxury construction, slopeside access, exceptional amenities, and a highly competitive condominium fee structure within SouthFace Village at Okemo. This pristine, original-owner residence presents compelling value for buyers seeking a luxury mountain retreat without the higher carrying costs often associated with other

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  140 Lodge Rd Unit 3, Ludlow, VT 05149
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  /28

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 4,088 Sq Ft

  1354 Vt Route 100, Stockbridge, VT 05772

  A Vermont Home With Rustic Character and versatile uses. Two-Story 3 bedroom, 2 1/2 bath Residential/Commercial location on 1 beautifully groomed acre with decorative stone walls. Upper level is the current living space " 2 br and 1 bath, open kitchen, TV room, office/family room and a twin bunk space. Current use of the lower level is an active Airbnb Queen Suite with full bath and a Retail

  Derek Eisenberg Continental Real Estate Group, Inc.

  1354 Vt Route 100, Stockbridge, VT 05772
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  /19

  $289,000

  • 2 Beds
  • 1.5 Baths
  • 1,956 Sq Ft

  1771 Baker Turn Rd Unit D, Hartford, VT 05059

  Well maintained Ski on/off Kingswood Condo. 2 bedrooms, 1.5 bathroom PLUS a sleeping loft area that has a legal egress window so it is fully compliant with National and State fire safety codes.Really great price to get on the ski hill and into Quechee Lakes 4 Season Resort Community. This condo association completed a major top to bottom capital expenditure project several years ago.

  Shane Vahey New England Real Estate Advisors, LLC

  1771 Baker Turn Rd Unit D, Hartford, VT 05059
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  /16

  $370,000

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  2487 Route 100a, Plymouth, VT 05056

  Conveniently located between Okemo Mountain and Killington Resort, this comfortable home and property offers an appealing combination of location, space, and privacy. Both resorts are just a short drive away, making this a practical home base for enjoying the slopes and all that the area has to offer.The main level features a spacious open floor plan with plenty of room for gathering, dining,

  Gary Coger Four Seasons Sotheby's Int'l Realty

  2487 Route 100a, Plymouth, VT 05056
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  /16

  $176,000

  $53K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,214 Sq Ft

  2404 Tarbell Hill Rd, Cavendish, VT 05142

  This home is a must see for location alone: 15 minutes to Okemo gets you skiing all day, or hiking and camping in the state forests. With over 2200 square feet and 3-4 bedrooms, (town has 4 bedrooms, one is accessed by 2 other bedrooms or mudroom could be a bedroom for the count of 4) there is plenty of room for everyone. The living space on the first level is incredible with a 17 foot living

  Christine Lewis Brattleboro Area Realty

  2404 Tarbell Hill Rd, Cavendish, VT 05142
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  /21

  $239,000

  Open Sat 10AM - 12PM $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  574 Willard Rd Unit 3F, Quechee, VT 05059

  Open House Saturday 9/26 10-noon Welcome to Unit 3F at Quechee Hollow Condominiums, a beautifully reimagined two-bedroom residence in the heart of Quechee Lakes, Vermont’s premier four-season resort community in the Upper Valley. Thoughtfully renovated in 2021 in a striking modern European style, this light-filled end unit offers a rare blend of contemporary design, craftsmanship, and resort

  Sandy Reavill

  574 Willard Rd Unit 3F, Quechee, VT 05059
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  /9

  $185,000

  $115K PRICE DROP

  • Land
  • 22.9 Acres
  • $8,079 per Acre

  00 Howe Hill Rd, Sharon, VT 05065

  Build Your Vermont Dream in Sharon, VT. Nestled along scenic Howe Hill Road on 22.9 acres offering two building lots with convenient access to power and ultra-high speed fiber optic (EC Fiber) internet at the street. Lot 1 features a three-bedroom waste water permit on 15.4 acres with direct access off Howe Hill Road. Lot 2 has a five-bedroom waste water permit with spectacular mountain view

  Joanne Kent Four Seasons Sotheby's Int'l Realty

  00 Howe Hill Rd, Sharon, VT 05065
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  /30

  $400,000

  • Land
  • 20.33 Acres
  • $19,675 per Acre

  50 N Ridge Rd, Ludlow, VT 05149

  Discover your future Vermont sanctuary at 50 North Ridge Road. Spanning an impressive 20.33 acres, this stunning parcel offers the perfect canvas for your dream homestead project. Tucked away off a private road, the property's driveway leads you to approximately one acre of cleared land. This site is exceptionally well-prepared, boasting a 5-bedroom wastewater permit and an active building permit

  Logan Hill Engel & Völkers Okemo

  50 N Ridge Rd, Ludlow, VT 05149
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  $625,000

  • 3 Beds
  • 2.5 Baths
  • 1,862 Sq Ft

  145 Spruce Ln Unit 3, Ludlow, VT 05149

  This townhome is located on Lake Pauline at the end of a quiet road and with winter fast approaching, only minutes to the Jackson Gore base area at Okemo Mountain. With recent upgrades this unit is move in ready and is being offered fully furnished. Enjoy the fall foliage while kayaking on this peaceful lake or simply relax in a lounge on the large deck overlooking the shoreline and lake views.

  Roger Danyew Diamond Realty

  145 Spruce Ln Unit 3, Ludlow, VT 05149
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  $495,000

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  470 Morgan Rd, Quechee, VT 05059

  Enjoy one level living in this very well maintained home. Part of the Quechee Lakes community with all of its' amenities the property is perfect as a second home or a primary residence . The lovely deck with surrounding perennial gardens is the perfect place for enjoying an afternoon drink or a morning coffee. Large windows and multiple accesses to the out of doors provide lots of light inside.

  Carol Wood Williamson Group Sothebys Intl. Realty

  470 Morgan Rd, Quechee, VT 05059
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  /21

  $70,000

  $9K PRICE DROP

  • 1 Bed
  • 192 Sq Ft

  324 Sunrise Rd, Bethel, VT 05032

  Located just minutes to I89 exit 3 yet off the path into the woods is this primitive camp on 10.06 acres to be developed or used as a recreational getaway. Car ready on good gravel roadway right to the property. Deed provides for septic on adjacent lot if a state approved system can be found. Access VAST trails directly or hunt right from your door. Sold As Is with furnishings and two generators

  Patricia Harvey Xsell Realty LLC

  324 Sunrise Rd, Bethel, VT 05032
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  $895,000

  $70K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,638 Sq Ft

  358 Cowdrey Path, South Woodstock, VT 05071

  This beautifully renovated, truly move-in-ready home has been thoughtfully updated throughout including a brand-new kitchen, refreshed flooring, modernized bathrooms, fresh interior paint, a new garage door, an automatic full-house generator, and more. The property is offered FULLY TURNKEY, with nearly all furniture and furnishings conveying with the sale (artwork excluded). Privately sited in

  John Snyder Snyder Donegan Real Estate Group

  358 Cowdrey Path, South Woodstock, VT 05071
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  /56

  $450,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  366 Crimson Hawk Rd Unit S1-24, Plymouth, VT 05056

  Tucked within the Hawk community, this charming mountain retreat offers the perfect blend of privacy, recreation, and convenience. Set within a private 1.09-acre wooded lot, owners are also able to enjoy access to Hawk's common land with room to explore, including trails ideal for snowshoeing, hiking, and cross-country skiing. Perfectly positioned between Killington and Okemo Mountain, and just

  Sarah Sheehan William Raveis Real Estate Vermont Properties

  366 Crimson Hawk Rd Unit S1-24, Plymouth, VT 05056
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  $595,000

  $65K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,754 Sq Ft

  61 Rimrock Rd Unit 11C, Ludlow, VT 05149

  Location, Location, Ski Access!Experience the best of mountain living in this spacious three-level end-unit townhome offering exceptional ski access and room for family and friends. Beautifully updated and move-in ready, this home features a newly remodeled kitchen with stainless steel appliances, granite countertops, updated bathrooms, and fresh paint throughout.With three bedrooms, a

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

  61 Rimrock Rd Unit 11C, Ludlow, VT 05149
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  /6

  $119,000

  $40K PRICE DROP

  • Land
  • 10.66 Acres
  • $11,163 per Acre

  00 Norrie Davies Rd, Cavendish, VT 05142

  This property is in two parcels, see survey. The 5.82 acre parcel with the pond sets between Tarbell Hill Rd and Norrie Davies Rd. The 4.84 acre building lot parcel is directly across and is entirely on Norrie Davies Rd. The building lot is wooded with 1200+ feet of road frontage and has a state permit for a 4 bedroom septic system. The lovely pond offer a pleasant place to relax and enjoy.

  Frank Ellison Ellison Real Estate, Inc.

  00 Norrie Davies Rd, Cavendish, VT 05142
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  $125,000

  • Land
  • 3,049 Sq Ft
  • $1,785,714 per Acre

  83 Main St, Ludlow, VT 05149

  Prime downtown location! Once home to one of the few stone houses in Ludlow. Walk to everything on Main St. The lot is in the preservation district and may be deemed unbuildable do diligence will be required to determine properties usability. Town Planners suggested a public charging station? First of it's kind in Ludlow!

  Frank Provance Diamond Realty

  83 Main St, Ludlow, VT 05149
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  $575,000

  • 3 Beds
  • 3 Baths
  • 2,006 Sq Ft

  220 Ellison Loop, Ludlow, VT 05149

  Set back in the woods on a quiet road, this property is within 5 minutes of Okemo Mountain Resort, golfing, shopping and dining. The open concept floor plan on the main level is inviting and warm, offering enough space for friends and family to gather. A wall of windows allows you to watch the winter snowfall, admire the summer greenery and the fall foliage, while also overlooking the back deck.

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  220 Ellison Loop, Ludlow, VT 05149
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  /10

  $115,000

  • Land
  • 2.58 Acres
  • $44,574 per Acre

  Lot 30 Cedar, Ludlow, VT 05149

  End of cul de sac 2.5 +/- acre lot on town sewer in well established neighborhood. Rare building lot opportunity on town sewer with close proximity to Okemo, the lakes region, golf, and village amenities.

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

  Lot 30 Cedar, Ludlow, VT 05149
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  /5

  $225,000

  $24K PRICE DROP

  • 2,767 Sq Ft

  3 Wall St, Springfield, VT 05156

  This property is a great source of revenue, with a good sound structure and well maintained utilities this property can serve as a great investment. Within walking distance to down town Springfield where you can find groceries, shops, restaurants and more.

  Thaddeus Abare Barrett and Valley Associates Inc.

  3 Wall St, Springfield, VT 05156
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  /42

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft

  2114 Vt Rte 12, Barnard, VT 05031

  Set back and up from the road, this 3 bedroom home sits on roughly 6 acres in an ideal location half way between Woodstock and Barnard. It is also available with approximately 37 additional acres. The property includes a recently constructed guest house with one bedroom, 3/4 bath, kitchen/living room and a loft sleeping area. It is perfect for guests/extended family and also has a strong rental

  Dan Noble Snyder Donegan Real Estate Group

  2114 Vt Rte 12, Barnard, VT 05031
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  /26

  $95,000

  • 2 Beds
  • 3 Baths
  • 1,367 Sq Ft

  602/604 Qtr IV Adams House, Ludlow, VT 05149

  This updated, second-floor end unit at Adams House offers a bright and spacious layout enhanced by an extra window in the lock-out inn room, filling the entire condo with natural light and valley views. The residence features two distinct bedrooms and three bathrooms, including a primary suite with a relaxing jetted tub, while comfortably accommodating up to eight guests with a king bed, two

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

  602/604 Qtr IV Adams House, Ludlow, VT 05149

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