374

Windham County VT Homes for Sale

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  • 64 Gleason Farm Ln, Jamaica, VT 05343
    64 Gleason Farm Ln, Jamaica, VT 05343
    64 Gleason Farm Ln, Jamaica, VT 05343
    /36

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,033 Sq Ft

    64 Gleason Farm Ln, Jamaica, VT 05343

    Nestled on nearly 2 flat acres, this beautifully maintained South-facing New England Cape Cod farmhouse is a rare find in the mountains. Located on a private dead-end road, the home offers peaceful seclusion while being just a short drive to Stratton Mountain for skiing and tubing in the winter and Jamaica State Park for hiking and stunning waterfalls in the warmer months. With only one owner,

    Carrie Mathews Winhall Real Estate

    64 Gleason Farm Ln, Jamaica, VT 05343
  • 12 Encore Place, Dover, VT 05356
    12 Encore Place, Dover, VT 05356
    12 Encore Place, Dover, VT 05356
    /35

    $899,900

    • 4 Beds
    • 3.5 Baths
    • 2,272 Sq Ft

    12 Encore Place, Dover, VT 05356

    Mountain Modern Living with unmatched ski views of Mount Snow. Discover the perfect blend of luxury and nature in this 3 year young contemporary home ideally situated to capture breathtaking unobstructed views of Carinthia. This thoughtfully designed 4 bedroom home offers an open concept floor plan while still offering privacy and cozy spaces that highlight the beauty of the alpine landscape.

    Heidi Zizza Four Seasons Sotheby's Int'l Realty

    12 Encore Place, Dover, VT 05356
  • 15 Haymaker Ln Unit 6B, Wilmington, VT 05363
    15 Haymaker Ln Unit 6B, Wilmington, VT 05363
    15 Haymaker Ln Unit 6B, Wilmington, VT 05363
    /55

    $640,000

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    15 Haymaker Ln Unit 6B, Wilmington, VT 05363

    A Wonderfully well built and maintained spacious Townhome in Desired Powderhorn Condo Association! Nestled in the heart of Vermont’s breathtaking Green Mountains, this beautifully maintained 3-bedroom, 2.5-bathroom condo is your dream getaway. Located just moments from mountain biking, skiing, snowmobiling including VAST trails. Two minutes from 2 world class golf courses and the stunning

    Steve Goldfarb Deerfield Valley Real Estate

    15 Haymaker Ln Unit 6B, Wilmington, VT 05363
  • 1 Pinnacle View Ln, Dover, VT 05356
    1 Pinnacle View Ln, Dover, VT 05356
    1 Pinnacle View Ln, Dover, VT 05356
    /5

    $185,000

    • Land
    • 0.84 Acre
    • $220,238 per Acre

    1 Pinnacle View Ln, Dover, VT 05356

    If it's close proximity you want to skiing Mt. Snow then this is your place to build your dream home. Just off a paved road in a small 5 lot subdivision. Underground utilities and sewer hookup available. Convenient to lakes, golf and restaurants, a diamond in the rough. Winter views of Mt. Snow (says owner)

    Regina Perrotto Skihome Realty

    1 Pinnacle View Ln, Dover, VT 05356
  • 5E Polar Bear N, Dover, VT 05356
    5E Polar Bear N, Dover, VT 05356
    5E Polar Bear N, Dover, VT 05356
    /21

    $389,000

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

    5E Polar Bear N, Dover, VT 05356

    Two-bedroom, one sleeping space loft, three-bath townhome in Bears Crossing, located minutes from Mount Snow. This unit includes access to a private Ski Home trail from the slopes and a seasonal shuttle to the mountain. The layout features a ground-level mudroom with bench seating and storage, two bedrooms—including a main-level bedroom with an en suite bath—and an additional full bath. The upper

    Erica Reynolds Southern Vermont Realty Group

    5E Polar Bear N, Dover, VT 05356
  • 247 Vt Route 100 N, Wilmington, VT 05363
    247 Vt Route 100 N, Wilmington, VT 05363
    247 Vt Route 100 N, Wilmington, VT 05363
    /43

    $379,000

    • 6 Beds
    • 2 Baths
    • 1,920 Sq Ft

    247 Vt Route 100 N, Wilmington, VT 05363

    Conveniently located on Route 100 between Wilmington Village and Mount Snow. Two separate 3 bedroom, totally renovated, units. This would be a wonderful multi-generational home, two family purchase, use one unit - rent one unit. Wheeler Farm view of pasture and mountain ranges. Exterior garden shed. Plenty of parking, an amazing view and waiting for you!

    Janet Boyd Boyd Real Estate

    247 Vt Route 100 N, Wilmington, VT 05363
  • 100 Mowing Way, Wilmington, VT 05363
    100 Mowing Way, Wilmington, VT 05363
    100 Mowing Way, Wilmington, VT 05363
    /31

    $947,000

    • 5 Beds
    • 3 Baths
    • 3,015 Sq Ft

    100 Mowing Way, Wilmington, VT 05363

    Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen

    Leslie Fraser Four Seasons Sotheby's Int'l Realty

    100 Mowing Way, Wilmington, VT 05363
  • 156 Mountain View Rd, Wilmington, VT 05363
    156 Mountain View Rd, Wilmington, VT 05363
    156 Mountain View Rd, Wilmington, VT 05363
    /39

    $489,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    156 Mountain View Rd, Wilmington, VT 05363

    This charming Cape-style home offers three bedrooms and two full baths across the first two floors, featuring bamboo hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    156 Mountain View Rd, Wilmington, VT 05363
  • 256 Potter Rd, Wardsboro, VT 05355
    256 Potter Rd, Wardsboro, VT 05355
    256 Potter Rd, Wardsboro, VT 05355
    /39

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,957 Sq Ft

    256 Potter Rd, Wardsboro, VT 05355

    Built with a decade of love and care, this custom 3-bedroom, 2-bath hybrid timber frame home showcases quality craftsmanship and a deep connection to nature. Designed with natural materials to harmonize with the surrounding landscape, this inviting home offers peace and comfort both inside and out. Fall asleep to the soothing sound of the river that flows the length of the property. The main

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    256 Potter Rd, Wardsboro, VT 05355
  • 118 Chimney Hill Rd, Wilmington, VT 05363
    118 Chimney Hill Rd, Wilmington, VT 05363
    118 Chimney Hill Rd, Wilmington, VT 05363
    /34

    $125,000

    • Land
    • 1.31 Acres
    • $95,420 per Acre

    118 Chimney Hill Rd, Wilmington, VT 05363

    Brand new Quad Lot right on Chimney Hill Road! Former lots M118 & M119 have had two additional parcels added on each end to form a 1.31-Acre Lot suitable for a three-bedroom single family home. Build your dream home and live the all-season resort lifestyle. Chimney Hill Owners Association is located on 1,200 acres adjacent to the Green Mt. National Forest, with 550 acres owned in common by the

    Sigrid Pickering Chimney Hill Realty

    118 Chimney Hill Rd, Wilmington, VT 05363
  • 16 Tenth Unit 40, Wilmington, VT 05363
    16 Tenth Unit 40, Wilmington, VT 05363
    16 Tenth Unit 40, Wilmington, VT 05363
    /21

    $450,000

    • 4 Beds
    • 3.5 Baths
    • 1,800 Sq Ft

    16 Tenth Unit 40, Wilmington, VT 05363

    Beautiful 4 bedroom, 3.5 bath townhouse just off the Hermitage Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club Ski Area and Mount Snow. The deck overlooks the 10th green and is beyond typical driving distance, so you can enjoy the sun while watching play. This unit has been updated including new carpet, new high efficiency wood stove in

    Adam Palmiter Berkley & Veller Greenwood/Dover

    16 Tenth Unit 40, Wilmington, VT 05363
  • 233 Poverty Row, Whitingham, VT 05361
    233 Poverty Row, Whitingham, VT 05361
    233 Poverty Row, Whitingham, VT 05361
    /34

    $699,000

    • 3 Beds
    • 4 Baths
    • 3,796 Sq Ft

    233 Poverty Row, Whitingham, VT 05361

    What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake Sadawga and Harriman Reservoir on a private 2 acre parcel off a paved road. The curb appeal is beyond what most can dream of with gorgeous perennial gardens, split rail fencing, ample yard space, and total privacy. Features include a beautiful open floor plan with large living room and family room, beautiful

    Adam Palmiter Berkley & Veller Greenwood/Dover

    233 Poverty Row, Whitingham, VT 05361
  • 46 Scattered Timber Rd, Wilmington, VT 05363
    46 Scattered Timber Rd, Wilmington, VT 05363
    46 Scattered Timber Rd, Wilmington, VT 05363
    /40

    $809,000

    • 3 Beds
    • 3 Baths
    • 3,606 Sq Ft

    46 Scattered Timber Rd, Wilmington, VT 05363

    Escape to the Green Mountains with this custom-built Moose Head Cedar Log Cabin, beautifully sited on a private wooded lot in the sought-after Chimney Hill community. Enjoy ridgeline views, peaceful surroundings, and the fresh Vermont air. Inside, the offers timeless craftsmanship and open-concept living, featuring soaring post and beam construction with vaulted ceilings, floor-to-ceiling windows

    Monique White Deerfield Valley Real Estate

    46 Scattered Timber Rd, Wilmington, VT 05363
  • 36 A or B Boulder Ridge Dr, Dover, VT 05356
    36 A or B Boulder Ridge Dr, Dover, VT 05356
    36 A or B Boulder Ridge Dr, Dover, VT 05356
    /36

    $1,690,000

    • 5 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

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

    Brand new luxury townhome with breathtaking Mount Snow & Hermitage Club views. Introducing a newly built, well thought out townhome spanning over 4,300 square feet, perfectly positioned just minutes from Mount Snow and The Hermitage Club. This exquisite residence combines modern mountain living with upscale comfort, offering five spacious bedrooms and five beautifully appointed bathrooms. Step

    John Redd Skihome Realty

    36 A or B Boulder Ridge Dr, Dover, VT 05356
  • 394 Haystack Rd Unit 2, Wilmington, VT 05363
    394 Haystack Rd Unit 2, Wilmington, VT 05363
    394 Haystack Rd Unit 2, Wilmington, VT 05363
    /34

    $235,000

    • 2 Beds
    • 1.5 Baths
    • 1,059 Sq Ft

    394 Haystack Rd Unit 2, Wilmington, VT 05363

    Enjoy four-season living in this inviting 2-bedroom, 1.5-bath townhome just a short walk to Haystack Golf Course. Set in a peaceful location with direct Valley Trail and snowmobile access, this well-cared-for home is part of a small HOA with low fees. The main level offers a spacious open layout featuring a cozy wood stove on a slate hearth—perfect for watching the fire roar after a day on the

    Chad Lackey Deerfield Valley Real Estate

    394 Haystack Rd Unit 2, Wilmington, VT 05363
  • 9D Dover Springs Ln, Dover, VT 05356
    9D Dover Springs Ln, Dover, VT 05356
    9D Dover Springs Ln, Dover, VT 05356
    /39

    $925,000

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

    9D Dover Springs Ln, Dover, VT 05356

    Stunning updated Greenspring unit, just across the street from the Mount Snow ski resort with stunning direct views of the ski trails. This 4 bedroom, 4 bath unit features extensive upgrades, new furnishings, and immaculate condition, to ensure turn key enjoyment. Features include an open concept great room with vaulted ceiling and wood burning two sided fireplace, sunny exposure and sunset/ski

    Adam Palmiter Berkley & Veller Greenwood/Dover

    9D Dover Springs Ln, Dover, VT 05356
  • 0 Higley Hill, Dover, VT 05356
    0 Higley Hill, Dover, VT 05356
    0 Higley Hill, Dover, VT 05356
    /5

    $139,000

    • Land
    • 8.52 Acres
    • $16,315 per Acre

    0 Higley Hill, Dover, VT 05356

    Fantastic eastern views of New Hampshire mountains & valleys. A roadway, power & phone already exists for 4 dramatic view lots. Pick the one you want! Family & friends will enjoy ski area resort & local amenities nearby, while Brattleboro & CT River Valley resources are just down the hill. Truly majestic sites! Package lot offers considered. Appointment is required to walk the property.

    Michael Purcell Berkley & Veller Greenwood/Dover

    0 Higley Hill, Dover, VT 05356
  • 0 Higley Hill, Dover, VT 05356
    0 Higley Hill, Dover, VT 05356
    0 Higley Hill, Dover, VT 05356
    /8

    $119,000

    • Land
    • 14.91 Acres
    • $7,981 per Acre

    0 Higley Hill, Dover, VT 05356

    Fantastic eastern views of New Hampshire mountains & valleys. A roadway, power & phone already exists for 4 dramatic view lots. Pick the one you want! Family & friends will enjoy ski area resort & local amenities nearby, while Brattleboro & CT River Valley resources are just down the hill. Truly majestic sites! Package lot offers considered. Appointment is required to walk the property.

    Michael Purcell Berkley & Veller Greenwood/Dover

    0 Higley Hill, Dover, VT 05356
  • 3B Freestyle Cir, Dover, VT 05356
    3B Freestyle Cir, Dover, VT 05356
    3B Freestyle Cir, Dover, VT 05356
    /28

    $1,395,000

    • 4 Beds
    • 4.5 Baths
    • 3,476 Sq Ft

    3B Freestyle Cir, Dover, VT 05356

    Trailside luxury at the base of the Mount Snow ski resort just off the Snowdance ski trail. This spectacular 2016 unit is just about as close and turn key as you can find. Amazing convenience to the mountain thanks to direct ski trail access, affording the ability to stop by to warm up or get a bite, yet with easterly views and a size usually only found in off mountain properties. The large

    Adam Palmiter Berkley & Veller Greenwood/Dover

    3B Freestyle Cir, Dover, VT 05356
  • 0 Higley Hill, Dover, VT 05356
    0 Higley Hill, Dover, VT 05356
    0 Higley Hill, Dover, VT 05356
    /10

    $179,000

    • Land
    • 9.45 Acres
    • $18,942 per Acre

    0 Higley Hill, Dover, VT 05356

    Fantastic eastern views of New Hampshire mountains & valleys. A roadway, power & phone already exists for 4 dramatic view lots. Pick the one you want! Family & friends will enjoy ski area resort & local amenities nearby, while Brattleboro & CT River Valley resources are just down the hill. Truly majestic sites! Package lot offers considered. Appointment is required to walk the property.

    Michael Purcell Berkley & Veller Greenwood/Dover

    0 Higley Hill, Dover, VT 05356
  • 42 Sugar House Rd, West Dover, VT 05356
    42 Sugar House Rd, West Dover, VT 05356
    42 Sugar House Rd, West Dover, VT 05356
    /51

    $895,000

    • 3 Beds
    • 4.5 Baths
    • 3,318 Sq Ft

    42 Sugar House Rd, West Dover, VT 05356

    Tucked into the serene hills of Dover, Vermont, this custom crafted mountain home offers the ideal blend of rustic charm and modern comfort just minutes from Mount Snow and The Hermitage Club. Set on a private lot with winter views of both ski mountains, this 3-bedroom(+bonus bedroom), 4.5-bath home features an open-concept layout with soaring cathedral ceilings, exposed beams, and a stunning

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    42 Sugar House Rd, West Dover, VT 05356
  • 0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
    0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
    0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
    /11

    $250,000

    • Land
    • 18 Acres
    • $13,889 per Acre

    0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301

    Tucked in the gently rolling hills of Vermont, this is a sweet spot to build your new home. Located on a class 3 privately maintained road, there are power poles the length of the road with fiber optics ready for the streamers or work at home folks. Build on the road for a short drive and utility ease, or take the secluded route and tuck away in the forest. The acreage is an educated guess and

    Christine Lewis Brattleboro Area Realty

    0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
  • 10 Grouse Ln, Dover, VT 05356
    10 Grouse Ln, Dover, VT 05356
    10 Grouse Ln, Dover, VT 05356
    /30

    $698,000

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

    10 Grouse Ln, Dover, VT 05356

    Welcome to your perfect Vermont getaway! This spacious 4 bedroom, 3 bathroom townhome is ideally located adjacent to the Mount Snow Golf Course, offering year-round enjoyment. Just a short drive to both Mount Snow and The Hermitage Club, you'll have easy access skiing, golfing, dining, and all that Southern Vermont has to offer.Step inside to find a warm and inviting interior, highlighted by

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    10 Grouse Ln, Dover, VT 05356
  • 89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
    /24

    $20,000

    • 1 Bed
    • 2 Baths
    • 840 Sq Ft

    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356

    Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? 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 with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

    Kelly Agrillo Southern Vermont Realty Group

    89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356
  • 56 Coldbrook Crossing, Wilmington, VT 05363
    56 Coldbrook Crossing, Wilmington, VT 05363
    56 Coldbrook Crossing, Wilmington, VT 05363
    /27

    $2,990,000

    • 4 Beds
    • 4 Baths
    • 4,333 Sq Ft

    56 Coldbrook Crossing, Wilmington, VT 05363

    Spectacular custom home at the base of the Hermitage Club in the Coldbrook Crossing community, adjacent to the base of Haystack mountain. This is a stunning lot overlooking the trails and sunsets beyond, with easy mountain access, snowmobile trail access, and views unimpeded by any other homes. The luxurious features include a vaulted great room with exposed natural wood beams and stone hearth

    Adam Palmiter Berkley & Veller Greenwood/Dover

    56 Coldbrook Crossing, Wilmington, VT 05363
  • 4 Antler Loop, Dover, VT 05356
    4 Antler Loop, Dover, VT 05356
    4 Antler Loop, Dover, VT 05356
    /10

    $29,999

    • Land
    • 1.1 Acres
    • $27,272 per Acre

    4 Antler Loop, Dover, VT 05356

    Wooded Acre Close to Skiing at Mount SnowBeautiful wooded parcel less than ten minutes from skiing at Mount Snow and all the attractions in downtown Dover.While the property's address is technically 4 Antler Loop, it's much easier to access off the end of Timberview Road, which is one street up the hill. After passing by a gorgeous home at 15 Timberview, the road swaps over from

    David White OwnerEntry.com

    4 Antler Loop, Dover, VT 05356
  • 925 Hinesburg Rd, Brattleboro, VT 05301
    925 Hinesburg Rd, Brattleboro, VT 05301
    925 Hinesburg Rd, Brattleboro, VT 05301
    /51

    $899,800

    • 5 Beds
    • 8 Baths
    • 7,430 Sq Ft

    925 Hinesburg Rd, Brattleboro, VT 05301

    Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

    Christine Lewis Brattleboro Area Realty

    925 Hinesburg Rd, Brattleboro, VT 05301
  • 28 Country Club Rd, Dover, VT 05356
    28 Country Club Rd, Dover, VT 05356
    28 Country Club Rd, Dover, VT 05356
    /26

    $497,500

    • 4 Beds
    • 3 Baths
    • 1,776 Sq Ft

    28 Country Club Rd, Dover, VT 05356

    Often rented so book ahead. Owners open to offers. Beautifully updated and rustic chalet just south of Mount Snow and near the Mount Snow golf course and Valley Trail. This home sits on a wooded private lot but with amazing convenience just up from a MOOver shuttle drop off location, on a paved road, with easy access to nearby trails. Just about everything has been updated to make this a turn key

    Adam Palmiter Berkley & Veller Greenwood/Dover

    28 Country Club Rd, Dover, VT 05356
  • 0 Ober Hill Rd, Townshend, VT 05353
    0 Ober Hill Rd, Townshend, VT 05353
    0 Ober Hill Rd, Townshend, VT 05353
    /8

    $35,000

    • Land
    • 5 Acres
    • $7,000 per Acre

    0 Ober Hill Rd, Townshend, VT 05353

    Escape to your own private piece of Vermont with this beautiful 5-acre sloping wooded property. Located off the beaten path, yet conveniently close to route 30, you’ll find a peaceful forest of mature Oak, Ash and Pine trees. Whether you're a camping enthusiast or seeking a serene hideaway, this land offers a spectacular setting. Property is accessed at the end of an old town road that is no

    Rebecca Hiam Southern Vermont Realty Group

    0 Ober Hill Rd, Townshend, VT 05353
  • 2 Gold Medal Cir, Stratton, VT 05343
    2 Gold Medal Cir, Stratton, VT 05343
    2 Gold Medal Cir, Stratton, VT 05343
    /6

    $239,000

    • Land
    • 1.57 Acres
    • $152,229 per Acre

    2 Gold Medal Cir, Stratton, VT 05343

    This lot is only one mile from the Stratton Mountain Resort's Sun Bowl base area. The lot has views of Stratton's ski trails. The Powers Subdivision has 11 lots in total and 2.71 acres of common land. Additionally, there is 69 acres of conservation land making this community very private. Build your 4-bedroom dream home right here in one of the best planned communities in southern Vermont. Find

    Andrew King Stratton Real Estate

    2 Gold Medal Cir, Stratton, VT 05343
  • 251 Phillips Hill Rd, West Halifax, VT 05358
    251 Phillips Hill Rd, West Halifax, VT 05358
    251 Phillips Hill Rd, West Halifax, VT 05358
    /30

    $139,000

    • Land
    • 20.1 Acres
    • $6,915 per Acre

    251 Phillips Hill Rd, West Halifax, VT 05358

    Discover 20.10 acres of land in Halifax, Vermont, just a short drive to Greenfield, MA, and from skiing at Mount Snow and The Hermitage Club. This property consists of two separately deeded building lots, offering flexibility for two homes or a single retreat. Enjoy seasonal mountain views, peaceful surroundings, and direct access from a quiet country road. In the warmer months, take advantage of

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    251 Phillips Hill Rd, West Halifax, VT 05358
  • 164 Chestnut St, Brattleboro, VT 05301
    164 Chestnut St, Brattleboro, VT 05301
    164 Chestnut St, Brattleboro, VT 05301
    /18

    $285,000

    • 3 Beds
    • 1 Bath
    • 1,323 Sq Ft

    164 Chestnut St, Brattleboro, VT 05301

    Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with sliders

    Christine Lewis Brattleboro Area Realty

    164 Chestnut St, Brattleboro, VT 05301
  • 20 Ray Hill Rd, Wilmington, VT 05363
    20 Ray Hill Rd, Wilmington, VT 05363
    20 Ray Hill Rd, Wilmington, VT 05363
    /35

    $749,000

    • 4 Beds
    • 5 Baths
    • 3,129 Sq Ft

    20 Ray Hill Rd, Wilmington, VT 05363

    Rare opportunity to own a completely remodeled and updated vintage farmhouse, completely turn key. This stunning home sits just up from the country village of Wilmington with easy access to dining and shopping, a short drive to Mount Snow, and near the amazing Lake Whitingham, for true four season enjoyment. The interior features meticulously updated open concept living areas, a chef's kitchen

    Adam Palmiter Berkley & Veller Greenwood/Dover

    20 Ray Hill Rd, Wilmington, VT 05363
  • 183 Bear Hill Rd, Dummerston, VT 05301
    183 Bear Hill Rd, Dummerston, VT 05301
    183 Bear Hill Rd, Dummerston, VT 05301
    /48

    $380,000

    • 3 Beds
    • 1.5 Baths
    • 2,433 Sq Ft

    183 Bear Hill Rd, Dummerston, VT 05301

    Discover a hidden gem nestled deep in the woods—a rustic retreat that’s entirely off-grid and 100% solar powered. Perfect for nature lovers, creative spirits, or anyone seeking serenity and self-sufficiency. This one-of-a-kind property features a charming main house with a two-bedroom loft attached, currently used for short-term rentals. The main cabin exudes classic Adirondack charm with

    Kate Barry EXP Realty

    183 Bear Hill Rd, Dummerston, VT 05301
  • 00 Creamery Rd, Guilford, VT 05301
    00 Creamery Rd, Guilford, VT 05301
    00 Creamery Rd, Guilford, VT 05301
    /4

    $139,900

    • Land
    • 1.3 Acres
    • $107,615 per Acre

    00 Creamery Rd, Guilford, VT 05301

    Just in time for Spring building! This incredibly beautiful high meadow is perfect for your new home, be it a get away or primary. Wake up to the views of the local hills and rolling countryside...enjoy gardening, a pool, decks or covered porches ..or just install oversized windows to take advantage while you putter about! Soils tests are done...drive is into the lot...consult GMP for power...Get

    Christine Lewis Brattleboro Area Realty

    00 Creamery Rd, Guilford, VT 05301
  • 732 Under the Mountain Rd, South Londonderry, VT 05155
    732 Under the Mountain Rd, South Londonderry, VT 05155
    732 Under the Mountain Rd, South Londonderry, VT 05155
    /60

    $1,350,000

    • 5 Beds
    • 3.5 Baths
    • 3,516 Sq Ft

    732 Under the Mountain Rd, South Londonderry, VT 05155

    Welcome to "Fairmount," a beautiful historic home with unrivaled panoramic views and an extraordinary blend of history, grace, and quintessential Vermont living on 42 acres. Originally built in 1810 and artfully reimagined in 1987, the 5BR farmhouse seamlessly merges historic charm with modern sensibility. Exposed beams, wide plank floors, and architectural character remain, while the thoughtful

    Claudia Harris Mary Mitchell Miller Real Estate

    732 Under the Mountain Rd, South Londonderry, VT 05155
  • 0 Banning Rd, Putney, VT 05346
    0 Banning Rd, Putney, VT 05346
    0 Banning Rd, Putney, VT 05346
    /12

    $119,000

    • Land
    • 5 Acres
    • $23,800 per Acre

    0 Banning Rd, Putney, VT 05346

    Location is key, and locations like this don't come along often. Almost at the top of Putney Mountain is this 5+/- acres of mature hard and soft woods, including red oak, birch, beech, pine and hemlock, just waiting to host your full or part time dwelling. The existing driveway, which is shared with the seller, offers access to the length of the parcel. There's a State Wastewater Permit with a

    Bill Hickok Berkley & Veller Greenwood Country

    0 Banning Rd, Putney, VT 05346
  • 5 N Main St, Wilmington, VT 05363
    5 N Main St, Wilmington, VT 05363
    5 N Main St, Wilmington, VT 05363
    /41

    $725,000

    • 3 Beds
    • 3.5 Baths
    • 4,219 Sq Ft

    5 N Main St, Wilmington, VT 05363

    Located in the heart of downtown Wilmington and just minutes from Mount Snow and Harriman Reservoir, this exceptional mixed-use property offers incredible flexibility, income potential, and style. Currently operating as a successful VRBO rental that sleeps 12, this all-season retreat includes multiple living areas, a hot tub, sauna, and a stunning vaulted post-and-beam loft with a bar, pool

    Morriah Adams BHG Masiello Brattleboro

    5 N Main St, Wilmington, VT 05363
  • 37 Fred Houghton Rd, Putney, VT 05346
    37 Fred Houghton Rd, Putney, VT 05346
    37 Fred Houghton Rd, Putney, VT 05346
    /17

    $150,000

    • Land
    • 2.8 Acres
    • $53,571 per Acre

    37 Fred Houghton Rd, Putney, VT 05346

    Just in time! So special! This unusual offering was a beloved family complex for many years. The land is a delight of mixed hardwoods and evergreens, easy to walk and gently rolling for intrigue. Walk to "downtown" Putney for the small town energy, pop in the auto for a short drive to everything else...interstate access, NH, skiing...hospitals and services.....or tuck in at home for a

    Christine Lewis Brattleboro Area Realty

    37 Fred Houghton Rd, Putney, VT 05346
  • 309 Vermont Route 100, Dover, VT 05356
    309 Vermont Route 100, Dover, VT 05356
    309 Vermont Route 100, Dover, VT 05356
    /22

    $539,000

    • Land
    • 2.88 Acres
    • $187,153 per Acre

    309 Vermont Route 100, Dover, VT 05356

    Prime Investment Opportunity – Near Mount Snow Ski Resort!An exceptional development opportunity awaits just half a mile from Mount Snow Ski Resort. This level lot with stunning mountain views is ideally situated close to all area recreation – skiing, snowboarding, hiking, biking, and more.Plans for 8 units / 24 bedroomsTown sewer availableMost permits secured – only waiting on

    Rich Caplan Deerfield Valley Real Estate

    309 Vermont Route 100, Dover, VT 05356

Showing Results 241 - 280, Page 7 of 10

Vermont Windham County

Real Estate & Homes for Sale in Windham County, VT

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