Windham, VT Homes in ZIP Code 05341

• 

  

  

  /60

  $599,000

  • 3 Beds
  • 2 Baths
  • 3,000 Sq Ft

  121 Dover Hill Rd, Dover, VT 05341

  Priced to sell! Now priced at $599,000.This is your rare chance to own a versatile 5-acre retreat just minutes from Mount Snow, ready for fall foliage season, winter skiing, or year-round rental income. Whether you're dreaming of a second home, short-term rental, or homestead, this updated Vermont mini-farm delivers. A small barn with paddocks, a classic sugarhouse, vibrant gardens, and raspberry

  Nick Sicard EXP Realty

  121 Dover Hill Rd, Dover, VT 05341
• 

  

  

  /16

  $80,000 Sold Aug 14, 2025

  • Land
  • 10 Acres
  • $8,000 per Acre

  • 48 Days On Market

  Lot 4 North St, Dover, VT 05431

  Discover the perfect Vermont retreat on this 10.00 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 4 North St, Dover, VT 05431
• 

  

  

  /34

  Est $889,681 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,412 Sq Ft

  5 Rice Hill Rd, Dover, VT 05341

  5 Rice Hill Rd, Dover, VT 05341
• 

  

  

  /17

  $625,000

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  9 Cooper Hill Rd, Dover, VT 05341

  Welcome to your own private sanctuary, tucked away on six stunning acres of unspoiled natural beauty. This inviting 4-bedroom, 2-bathroom home offers the perfect balance of rustic charm and modern comfort, creating an ideal retreat for those seeking peace, privacy, and outdoor adventure.Surrounded by lush woods and open space, the property features a serene private pond, the soothing sounds

  Carrie Mathews Winhall Real Estate

  9 Cooper Hill Rd, Dover, VT 05341
• 

  

  

  /17

  $25,000 Sold Jul 18, 2025

  • Land
  • 2.01 Acres
  • $12,438 per Acre

  • 30 Days On Market

  8 Brickyard Rd, Dover, VT 05341

  Escape to the Green Mountains and embrace the simple life on this 2-acre parcel tucked away at the end of a quiet public road in East Dover. Surrounded by forest and fresh mountain air, this peaceful setting offers the perfect spot for your rustic cabin or off-grid retreat. A structure remains on site, ready to be cleared to make way for your vision. Utilities are in place although no soil

  Chad Lackey Deerfield Valley Real Estate

  8 Brickyard Rd, Dover, VT 05341
• 

  

  /40

  Est $1,872,351 Not Listed For Sale

  • 4 Beds
  • 6.5 Baths
  • 3,602 Sq Ft

  72 Cooper Hill Rd, East Dover, VT 05341

  72 Cooper Hill Rd, East Dover, VT 05341
• 

  

  /28

  $749,000

  • 4 Beds
  • 2 Baths
  • 2,055 Sq Ft

  21 Burnt Hill Rd, Winhall, VT 05341

  Welcome to Gone Ski Inn, your cozy, all-season mountain retreat in the heart of Vermont!This charming home features four inviting bedrooms and two well-appointed bathrooms, offering plenty of space to unwind after a day of adventure. In the winter, cozy up by the crackling wood-burning fireplace , toasty wood stove or relax in the soothing hot tub under the stars. With ski trails just

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  21 Burnt Hill Rd, Winhall, VT 05341
• 

  

  /39

  $565,000 Sold Jul 17, 2025

  • 2,252 Sq Ft
  • $251/SF
  • 126 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  60 Robbins Rd, Dover, VT 05341

  Set on nearly 12 acres of rolling lawn and lush gardens, this bright and sunny Cape blends charm, comfort, and space to unwind. The open-concept living area is bathed in natural light, with large windows framing the beauty of the outdoors. The updated kitchen features a spacious island, stainless steel appliances, and a gas range—perfect for cooking and entertaining. The first-floor primary suite

  Patrice Schneider Southern Vermont Realty Group

  60 Robbins Rd, Dover, VT 05341
• 

  

  /14

  Est $175,998 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  111 Taft Brook Rd, East Dover, VT 05341

  111 Taft Brook Rd, East Dover, VT 05341
• 

  

  /41

  $499,000

  • 7 Beds
  • 4.5 Baths
  • 3,400 Sq Ft

  260 Dover Hill Rd, East Dover, VT 05341

  Beautiful farmhouse on 3 acres w/stone walls, formal gardens, & wraparound covered porch offering stunning three-state easterly views. Located just 6 miles from Mount Snow, this home blends period charm with modern updates. The inviting interior features a spacious family room with wide pine floors, cathedral ceiling, and built-ins. The heart of the home is the expansive kitchen/dining area with

  Robert Doyle Berkley & Veller Greenwood Country

  260 Dover Hill Rd, East Dover, VT 05341
• 

  

  /29

  $554,000 Sold Jul 16, 2025

  • 1,350 Sq Ft
  • $410/SF
  • 57 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  103 Dover Hill Rd, East Dover, VT 05341

  Lovely custom home just outside the town of Dover, near the Mount Snow ski resort and village of Wilmington, and near Lake Whitingham, with easy access near a paved town road. This cozy Vermont retreat sits on 14+ acres with established walking trails, a large pond, perennial landscaping, gorgeous stone walls, and more. The custom home is being offered by the original owners and features a large

  Adam Palmiter Berkley & Veller Greenwood/Dover

  103 Dover Hill Rd, East Dover, VT 05341
• 

  

  /35

  Est $404,906 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,219 Sq Ft

  45 Dover Hill Rd, East Dover, VT 05341

  45 Dover Hill Rd, East Dover, VT 05341
• 

  

  /56

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  136 Yeaw Rd, Dover, VT 05341

  This is the perfect Vermont getaway, private and secluded, minutes from skiing, restaurants, and all the charm of Southern Vermont. This property is truly special, set on landscaped grounds with rolling meadows, a small, renovated barn with deck, and a 30x40 insulated Q Building with heat, water and 220 amps, as well as a whole house generator.The location is choice: close to world-class

  Amy Carson Lowe's Real Estate, LLC

  136 Yeaw Rd, Dover, VT 05341
• 

  

  /12

  $19,999 Sold Jul 15, 2025

  • Land
  • 2.00 Acres
  • $10,000 per Acre

  • 14 Days On Market

  14 Brickyard Rd, Dover, VT 05341

  Beautiful hillside parcel less than ten minutes from Mount Snow but outside the direct path of heavy tourist traffic. Brickyard Road is a winding packed-gravel road dotted sparsely with homes for full-time Dover residents, each with plenty of land and privacy.From the roadside the topography dips down about 5 feet, then quickly comes to a much more gradual slope which continues for

  David White OwnerEntry.com

  14 Brickyard Rd, Dover, VT 05341
• 

  

  /38

  Est $641,837 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  69 Cooper Hill Rd, Dover, VT 05341

  69 Cooper Hill Rd, Dover, VT 05341
• 

  

  /26

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  78 Taft Brook Rd, East Dover, VT 05341

  Lovely country home that is being offered for the first time in 52 years. This special spot is 2 acres just off the Taft Brook in East Dover, a short drive from the Mount Snow ski resort, village of Wilmington, and Brattleboro. Enjoy complete privacy off the quiet country road, with beautiful landscaping, perennial gardens, natural stone work, level yard space, and direct access to walking and

  Adam Palmiter Berkley & Veller Greenwood/Dover

  78 Taft Brook Rd, East Dover, VT 05341
• 

  

  /3

  $150,000 Sold Jun 27, 2025

  • Land
  • 57 Acres
  • $2,632 per Acre

  • 118 Days On Market

  101 North St, Dover, VT 05341

  Nice parcel in a rural neighborhood with long frontage on paved road. Relatively level in the eastern half of the property with a great building site on an elevated knob near the middle. Mid-range views would be possible with clearing. This could be your private preserve or develop several lots (permits needed). Zoning allows 1 home per 5 acres. No on-site septic testing has been done. Note

  John Redd Skihome Realty

  101 North St, Dover, VT 05341
• 

  

  /38

  Est $622,949 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,592 Sq Ft

  125 Yeaw Rd, Dover, VT 05341

  125 Yeaw Rd, Dover, VT 05341
• 

  

  /31

  $556,000

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft

  174 Whites Hill Rd, Dover, VT 05356

  Nestled amidst over 20 acres of pristine land, this Moosehead log home offers the perfect blend of privacy and breathtaking views. Imagine living without the burden of an electric bill, as this property is equipped with a complete solar power system and a backup generator, ensuring you have all the modern conveniences while embracing a sustainable lifestyle.Whether you're working remotely

  Regina Perrotto Skihome Realty

  174 Whites Hill Rd, Dover, VT 05356
• 

  

  /42

  $499,900 Sold Jun 16, 2025

  • 2,100 Sq Ft
  • $238/SF
  • 100 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  38 Yeaw Rd, Dover, VT 05341

  Enjoy the beauty and serenity of Vermont from this lovely 3 bedroom, 2 bath secluded country home set back off the road on 1.93 acres with a circular drive. The home features: a Primary Suite on the second level with a sitting room/office area, spa tub, oversized walk-in closet and an additional finished storage space. There are two bedrooms and a guest bathroom on the first floor along with an

  Lisa Mirando Deerfield Valley Real Estate

  38 Yeaw Rd, Dover, VT 05341
• 

  

  /37

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  3012 Potter Rd, Wardsboro, VT 05341

  3012 Potter Rd, Wardsboro, VT 05341
• 

  

  /35

  $454,000

  • 4 Beds
  • 2.5 Baths
  • 1,374 Sq Ft

  38 Snow Rd, Dover, VT 05356

  Quintessential Vermont chalet with stunning southern views over rolling meadows and distant ridgelines without a neighbor in sight. Privately nestled in a serene country setting, this sweet chalet exudes warmth and character with wood flooring, a classic fieldstone wood-burning fireplace, exposed beam ceilings, and a sunlit dining area. The main level includes a thoughtfully updated kitchen with

  Monique White Deerfield Valley Real Estate

  38 Snow Rd, Dover, VT 05356
• 

  

  /35

  $770,000 Sold Mar 12, 2025

  • 2,942 Sq Ft
  • $262/SF
  • 212 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  62 Yeaw Rd, Dover, VT 05341

  Idyllic Vermont property on a quiet country road, just a short drive from lakes and skiing. This beautiful level sunny parcel has easy access near a paved road yet affords tremendous privacy. There are natural stone walls and exposed ledge, a split rail fence with apple trees, great wildlife exposure, and a level lawn for year round enjoyment. The meticulous 2005 home was built with care and

  Adam Palmiter Berkley & Veller Greenwood/Dover

  62 Yeaw Rd, Dover, VT 05341
• 

  

  /37

  Est $578,455 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft

  86 Locust Heights, Dover, VT 05341

  86 Locust Heights, Dover, VT 05341
• 

  

  /19

  $249,000

  • Land
  • 20 Acres
  • $12,394 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

  $125,000 Sold Dec 18, 2024

  • Land
  • 33 Acres
  • $3,776 per Acre

  • 23 Days On Market

  53 Brickyard Rd, Dover, VT 05341

  BACK ON THE MARKET NO FAULT OF THE SELLER! Discover the perfect spot to enjoy Vermont’s natural beauty with this secluded 33-acre wooded parcel. Located just 15 minutes from Mount Snow Resort, The Hermitage Club, Wilmington, & Dover, this property feels miles away from everything yet is conveniently close to outdoor recreation & local amenities. Whether you're looking to build your dream home or

  Donald Koelsch Deerfield Valley Real Estate

  53 Brickyard Rd, Dover, VT 05341
• 

  

  /32

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,228 Sq Ft

  19 Sherman Rd, East Dover, VT 05341

  19 Sherman Rd, East Dover, VT 05341
• 

  

  /10

  $95,000

  • Land
  • 10 Acres
  • $9,453 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
• 

  

  /4

  $31,000 Sold Dec 09, 2024

  • Land
  • 11 Acres
  • $2,818 per Acre

  • 143 Days On Market

  86 Goose City Rd, Dover, VT 05341

  11 acre wooded parcel. Perhaps best suited as a recreational lot as driveway access up, into the bulk of the land is extremely narrow

  Victoria Woods Brattleboro Area Realty

  86 Goose City Rd, Dover, VT 05341
• 

  

  /22

  Est $469,497 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,112 Sq Ft

  12 Beech Tree Ln, Dover, VT 05341

  12 Beech Tree Ln, Dover, VT 05341
• 

  

  /9

  $125,000

  • Land
  • 10 Acres
  • $12,450 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
• 

  

  /40

  $1,990,000 Sold Nov 13, 2024

  • 4,557 Sq Ft
  • $437/SF
  • 153 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2006

  45 Harris Rd, East Dover, VT 05341

  Absolutely breathtaking sunrise views from this stunning luxury post and beam estate in the Dover Hills, a short drive from Mount Snow and the Hermitage Club. This gorgeous home sits nestled on a totally private 12+ acre parcel with pristine paved drive, 3 car post and beam garage, salt water pool with auto cover, bluestone patio, lounge area, and outdoor kitchen, and shooting or golf range. The

  Adam Palmiter Berkley & Veller Greenwood/Dover

  45 Harris Rd, East Dover, VT 05341
• 

  

  /7

  Est $52,131 Not Listed For Sale

  58 Brickyard Rd Unit BYO14, Dover, VT 05341

  58 Brickyard Rd Unit BYO14, Dover, VT 05341
• 

  

  /19

  $597,500

  • Land
  • 48 Acres
  • $12,482 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
• 

  

  /15

  $285,000 Sold Nov 06, 2024

  • 760 Sq Ft
  • $375/SF
  • 117 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1970

  79 Captain Copeland Rd, Dover, VT 05341

  Lovely log cabin being sold by owners for the first time in 40 years. Nestled just down from Dover Hill, this cabin sits on a private parcel on a Vermont country road, just 10 minutes to the Mount Snow ski resort, and a short drive to lakes, the village of Wilmington, and Brattleboro. The lovely landscaped lot has mature trees and beautiful stone walls, as well as perennial gardens and lawn

  Adam Palmiter Berkley & Veller Greenwood/Dover

  79 Captain Copeland Rd, Dover, VT 05341
• 

  

  /13

  Est $189,482 Not Listed For Sale

  47 Locust Heights, Dover, VT 05341

  47 Locust Heights, Dover, VT 05341
• 

  

  /47

  $999,000

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  151 Holland Rd, Dover, VT 05341

  An outdoor enthusiast’s dream retreat! This breathtaking 92.6-acre Vermont sanctuary is a paradise for nature lovers, equestrians, and adventurers alike. The property features rambling stone walls, lush gardens, cherry trees, blueberry bushes, rolling pastures, woodlands, babbling brooks, a serene pond, and miles of scenic trails. The charming, open-concept, four-bedroom Cape includes a

  Patrice Schneider Southern Vermont Realty Group

  151 Holland Rd, Dover, VT 05341
• 

  

  /31

  $417,500 Sold Sep 27, 2024

  • 2,288 Sq Ft
  • $182/SF
  • 37 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1830

  256 Dover Hill Rd, East Dover, VT 05341

  Originally constructed as a school house #5, this property has preserved its historic allure with original hardwood floors, exposed wooden beams, and vintage architectural details throughout. Now transformed into a residence, it seamlessly combines old-world charm with modern comforts. Step into the living room with a built-in bookcase complete with a library ladder where a stunning stone

  Patrice Schneider Southern Vermont Realty Group

  256 Dover Hill Rd, East Dover, VT 05341
• 

  

  /40

  Est $706,556 Not Listed For Sale

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

  8 Camp Rd, Dover, VT 05341

  8 Camp Rd, Dover, VT 05341
• 

  

  /48

  $1,335,000

  • Land
  • 4.17 Acres
  • $320,144 per Acre

  8 Rice Hill Rd, Dover, VT 05341

  ONCE IN A LIFETIME PURCHASE What the Boston Globe described as “One of The most spectacular mountain panoramas in all of New England” Is now available for you to build your ultimate mountain home in the finest Dover neighborhood. Finding a rolling cascade of mountain ranges of one, two or three in your viewscape is outstanding. Having five or six to regale your eye as you look out 70 miles to

  Lawrence Zupan EXP Realty

  8 Rice Hill Rd, Dover, VT 05341

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