Windham County VT Homes for Sale

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  /41

  $265,000

  • 4 Beds
  • 1 Bath
  • 1,612 Sq Ft

  178 Parsons Rd, Wilmington, VT 05363

  Charming Cape-style home set on 1.7 beautifully landscaped acres, featuring a detached two-car garage. The expansive yard includes established gardens, a BBQ area, a barn, and two additional sheds in need of some TLC. Located just 4 miles from downtown Wilmington, you’ll enjoy easy access to shopping, dining, and year-round outdoor activities like skiing, golfing, hiking, biking, and boating. The

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  178 Parsons Rd, Wilmington, VT 05363
• 

  

  

  /19

  $199,000

  • Land
  • 20.09 Acres
  • $9,905 per Acre

  189 North St, Dover, VT 05356

  Discover the perfect Vermont retreat on this 20.09 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  189 North St, Dover, VT 05356
• 

  

  

  /10

  $90,000

  • Land
  • 10.05 Acres
  • $8,955 per Acre

  Lot 3 North St, Dover, VT 05431

  Discover the perfect Vermont retreat on this 10.15 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 3 North St, Dover, VT 05431
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  /38

  $520,000

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

  829 Pennel Hill Rd, Halifax, VT 05342

  Spacious cabin set on 16.4 acres with stream and pond. Open main living area features hardwood floors, vaulted ceilings with skylights, exposed beams, and an efficient wood stove. Updated kitchen includes stainless steel appliances and breakfast bar seating.Main level bedroom with shared en suite bathroom featuring claw foot tub and walk-in shower. Spiral staircase leads to primary suite with

  Megan Quinn Southern Vermont Realty Group

  829 Pennel Hill Rd, Halifax, VT 05342
• 

  

  

  /9

  $120,000

  • Land
  • 10.04 Acres
  • $11,952 per Acre

  Lot 2 North St, Dover, VT 05431

  Discover the perfect Vermont retreat on this 10.48 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 2 North St, Dover, VT 05431
• 

  

  /9

  $430,000

  • 7 Beds
  • 4 Baths
  • 3,551 Sq Ft

  1950 N Main St, Londonderry, VT 05148

  PRICE REDUCTION! IT IS possible to Live rent or mortgage free!!! And HERE it is.This is a 3 unit multi-family, fully rented/money making property now..Live in one and let the other two pay your bills.. Or, use your imagination, create your vision of what this premier location could be. Zoned BOTH commercial AND residential.. this property could be a fabulous restaurant with rivers edge al fresco

  Wilkie Bushby TPW Real Estate

  1950 N Main St, Londonderry, VT 05148
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  /37

  $239,000

  • 3 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  301C Vermont Route 100 Unit C, Dover, VT 05356

  Charming 3-bedroom, 2.5-bath condo located just one mile from Mount Snow! This cozy mountain getaway offers views of the slopes from the living room and back deck and offers easy access to the Moover shuttle—just steps away. Inside, you’ll find a warm and welcoming space featuring new granite counter tops in the kitchen and a recently installed heat pump providing efficient heating in the winter

  Chad Lackey Deerfield Valley Real Estate

  301C Vermont Route 100 Unit C, Dover, VT 05356
• 

  

  /23

  $1,150,000

  • 6,442 Sq Ft

  69-71 Elliot St, Brattleboro, VT 05301

  Prime commercial opportunity in the heart of downtown Brattleboro. This mixed-use property features seven residential apartments on the upper levels and five ground-floor commercial units. Two retail spaces have direct frontage on Elliot Street, offering strong visibility, while three others open onto the Harmony Lot pedestrian area, a centrally located public parking and business zone. The

  Erica Reynolds Southern Vermont Realty Group

  69-71 Elliot St, Brattleboro, VT 05301
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  /45

  $265,000

  • 3 Beds
  • 1.5 Baths
  • 1,728 Sq Ft

  121 Happy Haven Rd, Wilmington, VT 05363

  This home offers endless potential to become your ideal retreat. Tucked away on 1.3 acres at the end of a quiet dead-end road, it provides privacy while still being conveniently close to downtown Wilmington and year-round recreation—whether you enjoy skiing, golfing, hiking, biking, or boating. The main level features an open-concept layout with a cozy living room with a wood-burning fireplace, a

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  121 Happy Haven Rd, Wilmington, VT 05363
• 

  

  /47

  $899,000

  • 2 Beds
  • 4 Baths
  • 4,210 Sq Ft

  13 Kimball Hill, Putney, VT 05346

  Bring Your Business Home. This beautifully restored former 1859 Masons Hall has been carefully transformed into a gracious home. Soaring ceilings, period correct 6ft 6/6 windows and original architectural detail attest to the early Italianate Period and the heyday of the ever-so-quaint village of Putney. The current owner has transformed the 1,880sf first floor into a Pilates studio, kitchen and

  Dan Normandeau Berkley & Veller Greenwood Country

  13 Kimball Hill, Putney, VT 05346
• 

  

  /19

  $549,000

  • Land
  • 47.87 Acres
  • $11,469 per Acre

  111 Jockey Hollow Rd, East Dover, VT 05341

  Set on 47.87 picturesque acres in East Dover, Vermont, this striking timber-framed barn offers a rare blend of craftsmanship, open land, and mountain lifestyle just minutes from Mount Snow and The Hermitage Club. With open land and sweeping mountain views, the property is ideally suited for a private estate, equestrian retreat, or recreational escape. The custom Timber Framed barn features a

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  111 Jockey Hollow Rd, East Dover, VT 05341
• 

  

  /28

  $520,000

  • 6 Beds
  • 3.5 Baths
  • 2,766 Sq Ft

  624 Boyd Hill Rd, Wilmington, VT 05363

  Spacious 6-Bedroom Ski & Lake Home in Vermont – Perfect for All Seasons Escape to the beauty of Vermont in this stunning 6-bedroom, 4-bathroom retreat—perfectly situated for year-round adventure between the slopes and the lake. While you’re gathering with loved ones, this warm and welcoming home offers space, style, and all the comforts you need to relax and reconnect. Inside, enjoy a chef’s

  Jason Saphire www.HomeZu.com

  624 Boyd Hill Rd, Wilmington, VT 05363
• 

  

  /55

  $929,000

  • 4 Beds
  • 4 Baths
  • 3,200 Sq Ft

  45D Dover Spring Ln, Dummerston, VT 05356

  Enjoy the perfect blend of comfort, convenience, and scenic beauty in this exceptional townhome located in the highly desirable Greenspring community. The private setting offers a spacious backyard, mountain views and a nearby pond. This home offers the peace and tranquility of country living while remaining just minutes from skiing and outdoor recreation.Boasting an expansive 3,200

  Melissa Ellis Southern Vermont Realty Group

  45D Dover Spring Ln, Dummerston, VT 05356
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  /16

  $488,875

  • 5 Beds
  • 4 Baths
  • 3,064 Sq Ft

  176 High St, Brattleboro, VT 05301

  Unique opportunity to live very comfortably in the more than 1400 sq ft 1st floor apartment with private laundry, private covered porch and your own deck. The apartment has 2 plus bedrooms and 2 full bathrooms, eat in kitchen, dining room and living room. invest in your own home and have revenue from 2 apartments to help with costs. Apartment #2, on the 2nd floor, is a 1-2 bedroom unit which has

  Susan Bellville Bellville Realty

  176 High St, Brattleboro, VT 05301
• 

  

  /11

  $75,000

  • Land
  • 1.8 Acres
  • $41,667 per Acre

  L40 Boardman Loop, Wardsboro, VT 05360

  Nestled in the desirable Snow Mountain Farms West community, this 1.8-acre wooded lot offers the perfect setting to build your Vermont dream home or getaway. Gently sloping and bordered by the serene Wardsboro Brook (outside the FEMA flood zone), the property combines natural beauty with practical readiness. A state-issued wastewater permit for a 3 bedroom single family home and an individual

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  L40 Boardman Loop, Wardsboro, VT 05360
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  /28

  $195,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  274/76Qtr.1-4 Grand Summit Way, Dover, VT 05356

  FULL ownership of this sleep 10 condo comprises of two units. Unit 276 has a private bedroom with a queen bed, queen sleeper sofa and queen murphy bed in the living area. Kitchenet and a full bath with an extra large covered balcony. Adjoining room 274 has 2 king beds and a full bath. Units are located on the base area side of the hotel. Wake up to the Grand Summit Express and the Bluebird lifts

  Kelly Agrillo Southern Vermont Realty Group

  274/76Qtr.1-4 Grand Summit Way, Dover, VT 05356
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  /59

  $675,000

  • 4 Beds
  • 2 Baths
  • 2,540 Sq Ft

  42 View Rd, Wilmington, VT 05363

  Welcome to your turnkey Vermont chalet in the heart of Chimney Hill. Situated on a rare double lot, this spacious 6-bedroom, 3-bath mountain home offers approximately 2700 square feet* of finished living space including a heated oversized garage with a fully finished bonus level ideal for guests, hobbies, or remote work. Vaulted pine ceilings, a central skylight, and a wood-burning brick

  Nick Sicard EXP Realty

  42 View Rd, Wilmington, VT 05363
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  /30

  $275,000

  • Land
  • 57.76 Acres
  • $4,761 per Acre

  0 Vermont Route 100, Jamaica, VT 05343

  Over 57 IMPRESSIVE ACRES located in a NO ZONING town close to Stratton and Mount Snow! Large tract of land with stunning views from multiple locations throughout the property! State wastewater permit already in place and on file with the State of Vermont for construction of a three bedroom home, see permit number WW-2-5317 attached. So many other options available should you want to subdivide or

  Julie Lowe Lowe's Real Estate, LLC

  0 Vermont Route 100, Jamaica, VT 05343
• 

  

  /32

  $25,000

  • Land
  • 0.3 Acre
  • $83,333 per Acre

  139 Big Bend Loop, Wilmington, VT 05363

  One of a handful of single lots remaining on the Hill! Septic design needs updating, Power is at the street. The lot is buffered by common land on both sides, and there is a drop off at the back. Access is best at the left end of the property, where a gentle slope takes you to this level plateau. View with clearing and in non-leaf seasons. Build your dream home and enjoy all the amenities

  Sigrid Pickering Chimney Hill Realty

  139 Big Bend Loop, Wilmington, VT 05363
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  /33

  $425,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  6878 Streeter Rd Unit 9&10, Wardsboro, VT 05360

  Excellent opportunity to be close to everything Vermont has to offer and still feel secluded. This off grid efficient home is so easy to live in, get to and enjoy. IF you'd like to be on grid you're only about 7 power poles away. This offering is for currently combined 2 buildable lots which were subdivided many years ago. There is wonderful access to the woods for all activities. You can

  Steve Goldfarb Deerfield Valley Real Estate

  6878 Streeter Rd Unit 9&10, Wardsboro, VT 05360
• 

  

  /28

  $199,000

  • 2 Beds
  • 1 Bath
  • 844 Sq Ft

  8577 Vermont 30 Unit H, Jamaica, VT 05343

  Welcome to The Willows. Where convenience, comfort, and value come together in this well-appointed Condo featuring 2 bedrooms, 1 full bathroom with washer and dryer and updated appliances. Set privately back from Route 30, this thoughtfully maintained unit offers peaceful surroundings just two minutes from Stratton Access Road and within easy reach of Jamaica State Park and the West

  Tara van de Velde Four Seasons Sotheby's Int'l Realty

  8577 Vermont 30 Unit H, Jamaica, VT 05343
• 

  

  /23

  $349,000

  • 2 Beds
  • 1 Bath
  • 941 Sq Ft

  57 Hartley Hill Rd S, Putney, VT 05346

  NEW ROOF! This charmingly restored 1820's brick, former one-room schoolhouse has been meticulously expanded to include two bedrooms, a kitchen and full bathroom, and sits on a tranquil 5-acre lot with a mostly open, old pasture. The property retains its historical charm with exposed hand-hewn beams in the former schoolhouse that now serves as the living/dining area. Ideal for a cozy primary

  Dan Normandeau Berkley & Veller Greenwood Country

  57 Hartley Hill Rd S, Putney, VT 05346
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  /7

  $499,000

  • Land
  • 2 Acres
  • $249,500 per Acre

  70 Overlook Dr, Dover, VT 05356

  Stunning 2 acre building parcel at the prestigious Peaks at Mt Snow directly across from the ski resort. This lot affords tremendous privacy and exposure, but with amazing access and amenities including direct on call shuttle service from your door to the mountain, indoor pool, gym, clubhouse, and game courts. Paved road access, sewer, and water, means total peace of mind. Build your dream home

  Adam Palmiter Berkley & Veller Greenwood/Dover

  70 Overlook Dr, Dover, VT 05356
• 

  

  /20

  $350,000

  • 4 Beds
  • 3.5 Baths
  • 2,575 Sq Ft

  3730 Route 100, Wardsboro, VT 05355

  Property is being sold "as is where is" and does need some TLC. The house is set back off the road quite a bit for total privacy and there is a pond on the property. There is a one car garage, a full daylight basement, and a sun room.Sellers have given permission to encourage all offers.

  Ginny Read Read Realty LTD

  3730 Route 100, Wardsboro, VT 05355
• 

  

  /60

  $639,000

  • 5 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  673 Route 121 E, Grafton, VT 05146

  Step into a classic Vermont farmhouse from the 1830s, built by a successful mill owner and loved by its current stewards for over fifty years. Minutes from the center of charming Grafton and only thirty minutes from Okemo, this beautiful property offers wide, level lawns and sits on 45 acres of untouched woodland in the hills behind—never logged and fully unencumbered. Inside, the original

  Keri Cole Williamson Group Sothebys Intl. Realty

  673 Route 121 E, Grafton, VT 05146
• 

  

  /19

  $849,000

  • 3 Beds
  • 2 Baths
  • 2,216 Sq Ft

  601 Bellows Falls Rd, Putney, VT 05346

  A special and unique offering of a 40 acre homestead in sought after Putney, Vermont. Set back from the road on a private drive is a 3-4 bedroom cape with full basement and attached two car garage. Special features include an observatory room, entry foyer with spacious office, quality built-ins, dormers and a swimming pond. A second building offers a rustic exterior, modern interior, wonderful

  Jody Graves Berkley & Veller Greenwood Country

  601 Bellows Falls Rd, Putney, VT 05346
• 

  

  /34

  $189,900

  • 3 Beds
  • 1 Bath
  • 1,824 Sq Ft

  14 Cherry Hill St, Bellows Falls, VT 05101

  Located in the heart of Bellows Falls, Vermont, this charming 1880's home showcases classic 19th-century architecture. Set on a 0.30+/-acre lot, the property includes three bedrooms and one full bathroom. The open concept living and dining areas provide a welcoming space for gatherings, while the adjoining family room offers extra room for an office or flexible use. The full bathroom is

  Rob Weltz Barrett & Valley Assoc. Inc

  14 Cherry Hill St, Bellows Falls, VT 05101
• 

  

  /18

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  3 Mill Rd, West Dover, VT 05356

  When you picture a rustic and woodsy Vermont retreat, but with modern comforts, this is that home. Spacious chalet style home located conveniently on the MOOver shuttle route 3 miles from the Mount Snow Ski Resort. This 4 bedroom, 2.5 bath home has exposed natural woodwork throughout, a great open concept floor plan with large living room and updated gas fireplace on brick hearth, direct views of

  Adam Palmiter Berkley & Veller Greenwood/Dover

  3 Mill Rd, West Dover, VT 05356
• 

  

  /14

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 2,698 Sq Ft

  63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360

  The absolute best location in one of Stratton's most desirable communities!This four bedroom, three and one half bath townhome is located directly on the ski trail. Immaculate interior. Bright sunny interior with eastern and southern exposure. One car garage, family room, back patio with new hot tub. Private pool and hot tubs located a short walk away. Shuttle service to Stratton base area

  John Sikes Stratton Real Estate

  63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360
• 

  

  /27

  $539,000

  • 3 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  16A Snow Tree Ln Unit Cedars 1, Dover, VT 05356

  Rare Rare Rare! There are only 2 townhomes of this style at the desirable Snowtree development, and this particular 3 bedroom, 3 bath has been completely renovated. Walk out your private entry to the base area at Mount Snow via the convenient stream crossing bridge to access the magic carpet and tubing area, ideal for the ski season, but also any summer festivals. If someone doesn't ski they can

  Adam Palmiter Berkley & Veller Greenwood/Dover

  16A Snow Tree Ln Unit Cedars 1, Dover, VT 05356
• 

  

  /17

  $159,000

  • Land
  • 14.27 Acres
  • $11,142 per Acre

  1 Berrie Ln, Townshend, VT 05353

  Over 14 acres of raw land in a private setting with potential local mountain views with clearing. State wastewater permit already on file for a conventional, in-ground septic for a 3-bedroom home. Potential owner financing available. Agent is related to seller.

  Samantha Bartlett Lowe's Real Estate, LLC

  1 Berrie Ln, Townshend, VT 05353
• 

  

  /12

  $675,000

  • Land
  • 45 Acres
  • $15,000 per Acre

  000 Under the Mountain Rd, South Londonderry, VT 05155

  Travel down a quiet, tree-lined country road past historic homes, horse farms, and a large nature preserve to discover this magnificent property with views of Stratton and Bromley mountains in the distance. A large open field graced with wild flowers, apple trees and classic Vermont rock walls provides an ideal level home site, protected on three sides by extensive mature woods. The parcel has

  Steve Stettler Four Seasons Sotheby's Int'l Realty

  000 Under the Mountain Rd, South Londonderry, VT 05155
• 

  

  /23

  $350,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  61 Country Club Rd, West Dover, VT 05356

  Charming 3-Bedroom Condo Just Minutes from Mount Snow! Open House Saturday Sept. 20, 11-1!!Welcome to your perfect Vermont getaway! This beautifully maintained 3-bedroom, 2.5-bath condo is ideally located in Southern Vermont, just minutes from the renowned Mount Snow Ski Resort and the Mount Snow Golf Course. Whether you're an outdoor enthusiast or seeking a peaceful retreat, this

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  61 Country Club Rd, West Dover, VT 05356
• 

  

  /13

  $249,000

  • Land
  • 0.71 Acre
  • $350,704 per Acre

  24 Lower Highlands Rd, Dover, VT 05356

  Exceptional development opportunity just two minutes from the Mount Snow base area. This 0.71-acre parcel is fully approved for a four-unit residence with occupancy for 16. State wastewater and town construction permits are secured, and full architectural and structural engineering plans will convey.All approvals are valid for the next two years, allowing for immediate construction. With

  Jacki Murano Southern Vermont Realty Group

  24 Lower Highlands Rd, Dover, VT 05356
• 

  

  /12

  $995,000

  • 3 Beds
  • 3 Baths
  • 1,501 Sq Ft

  759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340

  Designed with the mountain enthusiast in mind, and located just a short walk from the Stratton Resort Village and ski slopes, this three bedroom three bath condominium offers quality and convenience. Private parking, pool, hot tub, sauna and shuttle to the slopes.

  John Sikes Stratton Real Estate

  759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340
• 

  

  /58

  $586,000

  • 4 Beds
  • 2 Baths
  • 3,090 Sq Ft

  301 Maple St, Brattleboro, VT 05301

  This is IT! Summer is here! The gardens are ablaze, the deck is perfect for the evening sip of something cool and there is open sky for sightings like the strawberry moon and shooting stars. Treat yourself to your own spa....the sweet spot is the oversized salt pool, surrounded by lush greenery for privacy and an apron for sunning. Add some of your own fun and you will stay at home,

  Christine Lewis Brattleboro Area Realty

  301 Maple St, Brattleboro, VT 05301
• 

  

  /40

  $85,000

  • Land
  • 1.03 Acres
  • $82,524 per Acre

  410 Fox Mountain Rd, Wilmington, VT 05363

  Top of the Hill at the end of the Road! Double building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Club House. If you've been thinking of building your dream home, this is a great opportunity! Enjoy all

  Sigrid Pickering Chimney Hill Realty

  410 Fox Mountain Rd, Wilmington, VT 05363
• 

  

  /20

  $88,900

  • Land
  • 12.73 Acres
  • $6,984 per Acre

  0 Skyline Dr, Vernon, VT 05354

  Discover 12.73 serene acres in peaceful Vernon, Vermont - perfectly situated between Brattleboro, VT and Bernardston, MA. Tucked away on a quiet, dead-end road, this property is the last one of just four homesites, offering the perfect balance of privacy, natural beauty, and convenience to town. With generous road frontage and electric service available at the street, the land is

  Morriah Adams BHG Masiello Brattleboro

  0 Skyline Dr, Vernon, VT 05354
• 

  

  /30

  $18,000

  • 1 Bath
  • 407 Sq Ft

  217 Qtr. 3,89 Grand Summit Way, Dover, VT 05356

  Slope side ski in/out with ski trail views and full hotel amenities! Gain that mountain resort life style at a truly affordable price. Use it, Rent it, Trade it! With 13 weeks of vacation a year round, benefits of Grand Summit ownership including the best ski in/out mountain location available-this is an opportunity to seriously upgrade your vacations. Use of the Grand Summit amenities all year

  Jacki Murano Southern Vermont Realty Group

  217 Qtr. 3,89 Grand Summit Way, Dover, VT 05356
• 

  

  /31

  $390,000

  • 3 Beds
  • 1 Bath
  • 1,338 Sq Ft

  2779 Pikes Falls Rd, Jamaica, VT 05343

  Nestled just 5 miles from Stratton's base lodge on the historic grounds of the former White Mop Wringer Co., this remarkable home blends rich history with modern craftsmanship. Built in 2001, the house sits where, in the 1800s, Cassius A. White invented the mop wringer, making Jamaica, Vermont the birthplace of the first mop wringer factory. While the water wheel that powered the factory is no

  Carrie Mathews Winhall Real Estate

  2779 Pikes Falls Rd, Jamaica, VT 05343

Showing Results 281 - 320, Page 8 of 12