Windham County VT Homes for Sale

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  /35

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft

  1469 Higley Hill Rd, West Marlboro, VT 05363

  Cozy Log Cabin with Sunny Addition, Small Pond & Sugar House on 5 Acres in Marlboro, VermontThis inviting log cabin blends classic Vermont charm with a thoughtfully designed, light-filled addition—offering comfort, space, and versatility on 5 peaceful acres. Tucked away on a quiet dirt road in a desirable Marlboro neighborhood, the property features a small pond and a traditional sugar house,

  Melissa Nebelski Skihome Realty

  1469 Higley Hill Rd, West Marlboro, VT 05363
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  /29

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  137 Stratton Arlington Rd, West Wardsboro, VT 05360

  Classic Vermont Home with Hilltop Views – Minutes from Mount Snow & Stratton. Set on a peaceful New England hilltop, this traditional-style home offers beautiful local and long-range views in a highly desirable location—just 6 miles to both Mount Snow and Stratton ski resorts, and only 6 miles to Grout Pond for VAST snowmobile trail access. Recently renovated and filled with natural light, the

  Donald Koelsch Deerfield Valley Real Estate

  137 Stratton Arlington Rd, West Wardsboro, VT 05360
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  /20

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  43 Bear Lair Ln, Wilmington, VT 05363

  Nestled up against the tree line, this 3 bedroom 2 bath home offers a slice of privacy at the end of a dead-end road near the top of Chimney Hill. The current owner has opened the yard to let in more light and make it much more user friendly and functional. The driveway was expanded into a circular drive-through. Reduce your electricity costs with the new PV solar array on the roof that will

  Jim Bellville Bellville Realty

  43 Bear Lair Ln, Wilmington, VT 05363
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  /37

  $499,000

  • 4 Beds
  • 3.5 Baths
  • 3,301 Sq Ft

  72 Kidder Hill Rd, Grafton, VT 05146

  Beautiful in town Grafton historic home available. 1790 side of the house has a primary suite with huge soaking tub, living room, butlers pantry which could also be a second kitchen as well as a huge, unfinished second floor studio with potential 1/2 bath. 1971 side of the house has 2 bedrooms plus sleeping loft, kitchen, dining room, living room and cozy screened in porch. While the

  Eric Scott Barrett & Valley Assoc. Inc

  72 Kidder Hill Rd, Grafton, VT 05146
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  /20

  $16,000

  • 1 Bed
  • 1 Bath
  • 673 Sq Ft

  122,qtr 1 Grand Summit Way, Dover, VT 05356

  TRAILSIDE! A great and affordable opportunity to own the best location to be on the Mount Snow ski trails. This unit boasts a queen size Murphy bed, a queen size sofa, kitchenette and full bath. The bedroom has a queen size bed and a deck. Enjoy being at the best location for skiing and being able to enjoy all the amenities offered by the Grand Summit. Heated pool, sauna, steam room, gym, spa,

  Sheila Joyce-Albano Skihome Realty

  122,qtr 1 Grand Summit Way, Dover, VT 05356
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  /60

  $695,000

  • 4 Beds
  • 4 Baths
  • 2,978 Sq Ft

  23 Brook Rd, Saxtons River, VT 05154

  A Distinctive Country Retreat on 6.8± private acres in the heart of the historic village of Saxtons River. This idyllic country estate offers year-round views, exquisite perennial gardens, & two beautifully integrated wings—the timeless Cape & the charming Carriage House. Inside of the Cape wing is a sunlit eat-in kitchen, KraftMaid cherry cabinetry & Silestone quartz countertops —all overlooking

  Isabella Luhrs BHG Masiello Keene

  23 Brook Rd, Saxtons River, VT 05154
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  /53

  $750,000

  • 4 Beds
  • 3 Baths
  • 1,545 Sq Ft

  55 Crosstown Rd, Dover, VT 05356

  Tucked alongside the Mount Snow Golf Course on 1.71 park-like acres, this 4-bedroom, 3-bath retreat blends Vermont charm with stylish mid-century flair. The great room makes a bold impression with dramatic vaulted ceilings, exposed beams, a striking floor-to-ceiling brick fireplace, and expansive windows framing the lush landscape. The open layout includes a warm and inviting dining area, cozy

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  55 Crosstown Rd, Dover, VT 05356
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  /31

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  321 Leonard Rd, Dummerston, VT 05301

  Get ready for your new favorite property. Located in highly-desirable West Dummerston, just 10 minutes from downtown Brattleboro, this energy-efficient Unity high performance home is waiting for you. It’s a very cozy 3-bedroom, 2 full bathroom single-level home on 0.88 acres. Built of pre-fabricated components in factory-controlled conditions, this house is just some solar panels away from

  John Hatton Berkley & Veller Greenwood Country

  321 Leonard Rd, Dummerston, VT 05301
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  /29

  $22,500

  • 1 Bath
  • 332 Sq Ft

  282Qtr.4 89 Grand Summit Way, Dover, VT 05356

  Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Mountainside unit includes: Queen murphy bed, kitchen, eating area and full bath and a balcony! Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa

  Kelly Agrillo Southern Vermont Realty Group

  282Qtr.4 89 Grand Summit Way, Dover, VT 05356
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  /45

  $735,000

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

  159 Westminster Rd, Putney, VT 05346

  This stunning, recently renovated, expanded, & modernized 1805 brick Colonial offers a perfect blend of historic charm & contemporary elegance, making it a truly unique home. The 1st FL boasts a full-length LR adorned w/old, wide-pine floors, exposed beams, and a FP w/wood mantle surround, creating a warm & inviting atmosphere. Also, a dreamy kitchen, sprawling family rm, large office, spacious

  Dan Normandeau Berkley & Veller Greenwood Country

  159 Westminster Rd, Putney, VT 05346
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  /39

  $25,000

  • Land
  • 0.50 Acre
  • $50,000 per Acre

  30 Upper Howes Way, Wilmington, VT 05363

  Affordable Single Lot with favorable soil tests for a 3-bedroom single family home in Chimney Hill. Surrounded on two sides by common land, this lot is in a quiet section of the Main Hill. Buyer is responsible or securing a septic permit. Join a community of over 560 homes sited on 1,200-Acres adjoining the Green Mt. National Forest, with 550-Acres owned in common by the membership of the HOA.

  Sigrid Pickering Chimney Hill Realty

  30 Upper Howes Way, Wilmington, VT 05363
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  /30

  $679,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  28 Cheney Brook Loop, Dover, VT 05356

  Experience comfort, style, and nature—right at your doorstep. Timeless chalet combines classic charm with modern comfort. Surrounded by natural serenity, the home features river frontage on Cheney Brook and a private pond. A detached two-car garage and ample level parking offer both convenience and practicality. Step through the covered front porch into a beautifully remodeled interior that feels

  Richard Caplan Deerfield Valley Real Estate

  28 Cheney Brook Loop, Dover, VT 05356
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  /58

  $339,500

  • 2 Beds
  • 2 Baths
  • 1,240 Sq Ft

  43 1st Ln Unit 25, Wilmington, VT 05363

  Get ready to fall in love with this charming, updated condo, with an unbeatable location right next to the 1st green of Haystack Golf Course. Imagine waking up every morning to a stunning mountain view, the serene golf course scenery, & ending your day with breathtaking sunsets & peaceful evenings. This turnkey unit is ready to impress & welcome you home. Upon entering, you'll discover a

  Donna Brown Skihome Realty

  43 1st Ln Unit 25, Wilmington, VT 05363
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  /51

  $389,000

  • 6 Beds
  • 2 Baths
  • 2,787 Sq Ft

  225 Church Ave, Bellows Falls, VT 05101

  Welcome to Your Dream of a Fully Renovated Victorian Treasure! This stunning Victorian, built in 1903, has been lovingly renovated by its current owner, preserving the original charm while blending modern amenities. Every surface has been meticulously restored, combining classic elegance with today’s comforts. Sitting on the largest lot in the neighborhood, this home overlooks the Saxtons River,

  Daire Gibney Barrett and Valley Associates Inc.

  225 Church Ave, Bellows Falls, VT 05101
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  /31

  $335,000

  • 2 Beds
  • 1 Bath
  • 1,659 Sq Ft

  112 Robin Hill Rd, Townshend, VT 05353

  Tucked away on a quiet country lane, this lovingly maintained chalet-style home sits on a peaceful, wooded 1-acre lot—with an additional 1.3-acre adjoining parcel for extra privacy or future use. Inside, rich wood details create a warm, welcoming feel. The open living, kitchen, and dining area is perfect for everyday living or entertaining. Skylights in the primary bedroom and sunroom fill the

  Christina Dryden Berkshire Hathaway HomeServices Stratton Home

  112 Robin Hill Rd, Townshend, VT 05353
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  /59

  $795,000

  • 2 Beds
  • 2 Baths
  • 2,190 Sq Ft

  85 Browns Rd, Newfane, VT 05345

  Rustic, authentic, circa 1780 cape is located on 80 acres minutes from historic Newfane village. This wonderful home boast three restored wood burning fireplaces with an original beehive oven. The first floor offers an open concept beamed ceilings in the kitchen combo gathering room. In addition, there is a formal dining room and cozy living room both with fireplaces to warm up on classic Vermont

  Janet Lucier Barrett & Valley Assoc. Inc

  85 Browns Rd, Newfane, VT 05345
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  /33

  $979,000

  • 4 Beds
  • 5 Baths
  • 2,320 Sq Ft

  41 Two Brook Dr, Wilmington, VT 05363

  Fantastic four-season upscale 4bdrm/5 bath home just minutes from Hermitage Club, Mount Snow, snowmobile trails, 2 golf courses, historic village, and lake. Double lot w/sounds of Two Brook off back of home, patio, & hot tub, there is a newly updated chef's kitchen and accompaniments, plenty of room for diners, lovely gas fireplaces in both the large living room, and even larger family/game room.

  Michael Purcell Berkley & Veller Greenwood/Dover

  41 Two Brook Dr, Wilmington, VT 05363
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  /32

  $687,500

  • 3 Beds
  • 3 Baths
  • 1,400 Sq Ft

  4E Trailside Village Way Unit H21, Dover, VT 05356

  One of a kind opportunity to be trailside at Mount Snow. This is a fully renovated 3 bedroom, 3 bath unit, adjacent to the ski trail at Seasons on Mount Snow. Enjoy the large lovely turn key living space with stone floor to ceiling wood burning fireplace, open kitchen with breakfast bar, custom cabinets, and stainless appliances, three full suites great for privacy with guests, updated baths with

  Adam Palmiter Berkley & Veller Greenwood/Dover

  4E Trailside Village Way Unit H21, Dover, VT 05356
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  /27

  $515,000

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

  33D White Oaks Loop Unit 38, Dover, VT 05356

  Nicely updated and unique Timber Creek end unit townhome with total privacy, easy access, and winter ski trail views. Timber Creek is located right across from the upper entrance to Mount Snow with direct shuttle service from your front door to the base area and convenient amenities including an on site management company, exterior maintenance, snow removal, landscaping, and more. The recently

  Adam Palmiter Berkley & Veller Greenwood/Dover

  33D White Oaks Loop Unit 38, Dover, VT 05356
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  /40

  $224,000

  • 2 Beds
  • 1 Bath
  • 550 Sq Ft

  505 Smith Rd, Halifax, VT 05342

  Classic Cabin In The Woods! Wonderful Wilderness spot! Feeling of remoteness and SO close to Everything Vermont and Northwestern Mass have to offer. Built in 2006 Hewn from local timber. The open floor plan 20 x 20 Cabin has 2 sleeping lofts and amazingly endless potential. The drilled well is in, water lines are run and a three bedroom state approved septic system is installed. The cabin

  Steve Goldfarb Deerfield Valley Real Estate

  505 Smith Rd, Halifax, VT 05342
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  /55

  $789,000

  • 5 Beds
  • 3.5 Baths
  • 2,848 Sq Ft

  516 Rockingham Hill Rd, Bellows Falls, VT 05101

  This charming vintage cape set on 6.6 acres is the perfect blend of classic character and modern updates. The home offers 5 bedrooms, 4 baths and spacious common rooms including a lovely three season room just perfect for morning coffee or unwinding at the end of the day. There is a separate entrance in the garage leading to the second floor which offers an opportunity for a private space for

  Wilma Skovinski Berkley & Veller Greenwood Country

  516 Rockingham Hill Rd, Bellows Falls, VT 05101
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  /19

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,035 Sq Ft

  32B Snow Tree Ln Unit Oaks B, Dover, VT 05356

  This nicely updated two bedroom, two bath Snowtree unit is located at the base of the Mount Snow ski resort. There is shuttle service to and from the mountain, easy access by way of a foot bridge through the community, and the unit looks west with views of gorgeous sunsets, down the valley, and winter views of the slopes of the mountain, so that you can check the conditions from your window in

  Adam Palmiter Berkley & Veller Greenwood/Dover

  32B Snow Tree Ln Unit Oaks B, Dover, VT 05356
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  /14

  $305,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  5 First Ln Unit 1, Wilmington, VT 05363

  Lovely 2 bedroom condo as close as you can get to the 1st tee at the Haystack Golf Club, with winter views over the course to the mountains and sunsets beyond. This practical unit sits conveniently right on one of the best courses in New England, and a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. Inside you are treated to an open concept

  Adam Palmiter Berkley & Veller Greenwood/Dover

  5 First Ln Unit 1, Wilmington, VT 05363
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  /40

  $795,000

  • 3 Beds
  • 5 Baths
  • 2,663 Sq Ft

  1194 Ames Hill Rd, Brattleboro, VT 05301

  Welcome to The Appleshed. Starting as a storage structure within an old apple orchard, to a gentleman's hunting/fishing camp, to the cherished family home it is today, this property has had many lives and grown into a beloved gathering place for generations. Now it’s ready for its next chapter. Set on 63.8 acres with a babbling brook and breathtaking views of Mount Monadnock, this is a true

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  1194 Ames Hill Rd, Brattleboro, VT 05301
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  /9

  $169,000

  • Land
  • 6 Acres
  • $26,000 per Acre

  530 Mowrey Rd, Jamaica, VT 05343

  This 6.5 acre lot is a beautiful combination of open sloping field and wooded land with road frontage on both Mowrey Road and Brooks Road. The land currently has a state approved wastewater permit in place for two separate 5 bedroom homes. So, take your pick, you can build in the woods or out in the open field or BOTH, the choice is yours! This parcel will require an act250 permit prior to

  Julie Lowe Lowe's Real Estate, LLC

  530 Mowrey Rd, Jamaica, VT 05343
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  /30

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 2,648 Sq Ft

  60 Woodland Rd, Vernon, VT 05354

  This lovely New England Style colonial home, located in an agrarian community of southern Vermont just north of the Massachusetts border, is not to be missed! The spacious colonial exudes charm with a covered front porch, bay windows, and a perennial garden. The Fox Hill Association provides for peaceful living and has community septic and town maintained roads. This well cared for home offers a

  Arlene Palmiter Berkley & Veller Greenwood/Dover

  60 Woodland Rd, Vernon, VT 05354
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  /40

  $489,000

  • 5 Beds
  • 3 Baths
  • 2,917 Sq Ft

  3550 Coolidge Hwy, Guilford, VT 05301

  This lovely property has classic character and charm with modern updates and upgrades making this a truly comfortable place to call home! There's the main house with attached garage as well as the accessory in-law suite/apartment/accessory living space for longer term guests to stay that provides privacy from your main home. There's the nicely sized barn for parking, animals or storage which

  A.J. Bellville Bellville Realty

  3550 Coolidge Hwy, Guilford, VT 05301
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  /28

  $249,000

  • 2 Beds
  • 1 Bath
  • 970 Sq Ft

  3153 Vermont Route 100, Wardsboro, VT 05355

  Charming 2-bedroom, 1-bath rustic cottage featuring a versatile 14x9 mudroom and plenty of recent upgrades. The spacious kitchen flows into a generous dining area, while the cozy living room offers a VT Castings woodstove, a side bar with stools, and warm, inviting finishes. Both bedrooms are nicely sized, with one offering sliding doors that open directly to the backyard—perfect for easy outdoor

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  3153 Vermont Route 100, Wardsboro, VT 05355
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  /32

  $1,697,000

  • 4 Beds
  • 3 Baths
  • 2,420 Sq Ft

  197 Lake Raponda Rd, Wilmington, VT 05363

  This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by

  Adam Palmiter Berkley & Veller Greenwood/Dover

  197 Lake Raponda Rd, Wilmington, VT 05363
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  /22

  $130,000

  • Land
  • 10 Acres
  • $12,500 per Acre

  oos-65-13 Partridge Ln, Jamaica, VT 05343

  Wooded 10 acre lot #17 end of road, past camp. Part of the Gleason Farm Deed of Conservation Easement for Wildlife and Forest Land Protection, granted by Patten Corp. Property being offer with Travel Trailer. Enjoy your Vermont get away.

  Mike England Michael England Real Estate

  oos-65-13 Partridge Ln, Jamaica, VT 05343
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  /19

  $469,000

  • 2 Beds
  • 2.5 Baths
  • 1,399 Sq Ft

  15 Haymaker Ln Unit 6D, Wilmington, VT 05363

  Beautiful condo on the side of Haystack mountain at the beautiful exclusive Hermitage Club Ski Resort. Enjoy sunrise views out your living room windows in this immaculate 2 bedroom, 2.5 bath unit. Walk in from the spacious mudroom entry to a living area with wood burning fireplace, deck overlooking the view, tremendous light and views, kitchen with breakfast bar, updated appliances, and gas

  Adam Palmiter Berkley & Veller Greenwood/Dover

  15 Haymaker Ln Unit 6D, Wilmington, VT 05363
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  /46

  $2,250,000

  • 6 Beds
  • 5.5 Baths
  • 4,588 Sq Ft

  71 Overlook Dr, Dover, VT 05356

  Enjoy stunning views, privacy, and access, from a rare offering of a home at the Peaks at Mt Snow. This luxury community sits above the Greenspring development, directly across from the ski slopes at Mount Snow, with access to all the great amenities including club house, gym, indoor pool and hot tub, pickleball courts, game room, on site management company, and direct shuttle service from your

  Adam Palmiter Berkley & Veller Greenwood/Dover

  71 Overlook Dr, Dover, VT 05356
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  /24

  $499,000

  • 7 Beds
  • 2 Baths
  • 1,124 Sq Ft

  45 Blue Brook Rd, Dover, VT 05356

  A truly unique and eclectic ski chalet. The current owner has tastefully updated this home in order to foster a tremendous rental investment, but it could also work great for anyone looking for a spacious ski home with great access off a paved town road and tremendous mountain proximity. Easily accessible off a paved road, not far from shuttle service, and only a couple miles to the Mount Snow

  Adam Palmiter Berkley & Veller Greenwood/Dover

  45 Blue Brook Rd, Dover, VT 05356
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  /17

  $325,000

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

  3021 Potter Rd, Wardsboro, VT 05355

  Set on two serene acres overlooking a tranquil neighboring pond, this inviting 4-bedroom, 2-bath home offers the quintessential Vermont lifestyle. Surrounded by expansive wildflower gardens, mature trees, and breathtaking natural beauty, this property is a private sanctuary with year-round appeal.Inside, the cozy and light-filled interior features warm wood accents, a spacious layout, and

  Erika Weisenburger Kenneth

  3021 Potter Rd, Wardsboro, VT 05355
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  /21

  $163,000

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  1771 Townshend Dam Rd, Townshend, VT 05353

  Embrace the simplicity of cabin living, tucked away on just over 2 peaceful acres, this charming country retreat offers a nice balance of comfort and nature. Inside, you’ll find a cozy one bedroom layout, with an additional den, perfect for overflow sleeping or an office area. The home is open concept kitchen/living/dining area, and a bath. The added antique charm of the potbellied wood stove

  Prema Fitzpatrick Skihome Realty

  1771 Townshend Dam Rd, Townshend, VT 05353
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  /26

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  48 Villager Loop, West Dover, VT 05356

  What a find! This well-maintained 3-bedroom plus den home in the Dover Hills is the perfect year-round Vermont getaway. Just 10 minutes to Mount Snow, you’ll have easy access to world-class skiing and riding in winter and scenic lift-served mountain biking in summer. With a first-floor bedroom and laundry, it’s designed for ease and convenience. Stay cozy with the pellet stove in winter, and cool

  Patrice Schneider Southern Vermont Realty Group

  48 Villager Loop, West Dover, VT 05356
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  /32

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  155 Woodland Rd, Vernon, VT 05354

  MOTIVATED SELLERS! First time on the market this inviting Cape-Style home is nestled in the idyllic Fox Hill neighborhood. Built in 2003 and lovingly cared for by its single owner, step inside to discover a comfortable atmosphere. The main level offers a well-appointed kitchen with large eat in area, along with an adjoining dining room, or den, 1⁄2 bath, spacious living room and a first-floor

  Heidi Bernier Berkley & Veller Greenwood Country

  155 Woodland Rd, Vernon, VT 05354
• 

  

  /16

  $27,800

  • 1 Bed
  • 2 Baths
  • 709 Sq Ft

  106/108, Qtr 3 89 Grand Summit Way Unit 106/108, Dover, VT 05356

  Enjoy the ski-on, ski-off lifestyle, while also experiencing the luxuries of hotel amenities with this spacious valley facing quarter share unit at the beautiful Grand Summit Hotel, directly at the base of Mount Snow! This unit features TWO decks, one off of each unit, great for apres ski or hanging with friends after a Fall hike. This sleep 6, lockout unit is perfect for family, guests or great

  Prema Fitzpatrick Skihome Realty

  106/108, Qtr 3 89 Grand Summit Way Unit 106/108, Dover, VT 05356
• 

  

  /25

  $145,000

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  2418 Back Westminster Rd, Westminster, VT 05158

  Price improvement! Motivated Seller. Seller will credit buyer $5k towards closing costs!!Embrace the opportunity that awaits you with this cozy Bungalow situated on a lush and level 1.5 acre lot in Westminster, Vermont! This home offers different possibilities for the right buyer to bring their vision and transform this space.You'll have plenty of room to spread out, garden, or simply

  Lilly Gallagher Greenwald Realty Group

  2418 Back Westminster Rd, Westminster, VT 05158
• 

  

  /10

  $1,738,000

  • 5 Beds
  • 4.5 Baths
  • 2,450 Sq Ft

  34 A or B Boulder Ridge Dr, Dover, VT 05356

  NEW CONSTRUCTION!! The new ownership/development team at Boulder Ridge is pleased to announce the commencement of the next phase of construction at this unique location. Just two minutes to the base of Mount Snow, awe-inspiring year-round views of the slopes of Mount Snow as well as the vast Deerfield Valley, combined with the distinct trails of the Hermitage Club in the distance (a 7 minute

  John Redd Skihome Realty

  34 A or B Boulder Ridge Dr, Dover, VT 05356

Showing Results 81 - 120, Page 3 of 11