Bennington, VT Homes

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  /32

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  5 Arbor Rd Unit 5F, Stratton, VT 05360

  5 Arbor Rd Unit 5F, Stratton, VT 05360
• 

  

  

  /22

  $449,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  163 Vt Route 30, Winhall, VT 05340

  Charming Restored Post & Beam Home with Commercial Zoning Near Stratton. Discover the perfect blend of rustic charm and modern functionality in this beautifully restored post and beam home ideally situated at the corner of Vermont Route 30 and scenic Kendall Farm Road. Featuring three bedrooms and two full baths, the home offers soaring vaulted ceilings, exposed beams, and an abundance of natural

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  163 Vt Route 30, Winhall, VT 05340
• 

  

  

  /21

  $335,000 Sold Nov 01, 2024

  • 1,111 Sq Ft
  • $302/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  85 E Birch Rd Unit 4, Stratton, VT 05360

  Discover the perfect blend of comfort and convenience at Vantage Point, Stratton Mountain’s hidden gem! Lovingly maintained by the same family for nearly 40 years, this rare find boasts a beautifully remodeled kitchen (completed in 2021), making it an easy choice for your mountain retreat. Step inside the welcoming mudroom, where you can store your gear after hitting the slopes. This

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  85 E Birch Rd Unit 4, Stratton, VT 05360
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  /25

  Est $721,249 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,751 Sq Ft

  24 Stoney Hill Rd, Winhall, VT 05340

  24 Stoney Hill Rd, Winhall, VT 05340
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  /53

  $1,525,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,247 Sq Ft

  3333 Under the Mountain Rd, Londonderry, VT 05148

  Perched gracefully along one of Vermont’s most storied and picturesque country roads, 3333 Under the Mountain Road is a rare and refined offering in the heart of South Londonderry. Encompassing 40 serene acres with sweeping panoramic views across sunlit valleys and distant resort ridgelines, this remarkable estate captures the very essence of elevated mountain living.The residence itself

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  3333 Under the Mountain Rd, Londonderry, VT 05148
• 

  

  /37

  $750,000 Sold Nov 01, 2024

  • 1,372 Sq Ft
  • $547/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  43 Middle Ridge Rd Unit 313, Winhall, VT 05155

  Nestled in the heart of Stratton Mountain, this 3-bedroom, 2-bath condo at Rising Bear Lodge offers the perfect mountain retreat. The primary bedroom, complete with an ensuite bathroom, is conveniently located off the open concept living and dining room, with the kitchen featuring granite counter tops and breakfast bar. Down the hall, you'll find two additional bedrooms, a full bath, and

  Courtney Chase Coldwell Banker Homes Unlimited

  43 Middle Ridge Rd Unit 313, Winhall, VT 05155
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  /35

  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,126 Sq Ft

  15 Stark Farm Rd Unit Lot 9, Winhall, VT 05340

  15 Stark Farm Rd Unit Lot 9, Winhall, VT 05340
• 

  

  /27

  $440,000 Under Contract

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

  6 Moose Maple Rd, Winhall, VT 05340

  Located in the desirable Moose Maple section of Birch Hill, this well-maintained 3-bedroom, 2-bath Co-Op offers some of the best direct views of Stratton Mountain, along with the convenience of a community shuttle and close proximity to the newly rebuilt seasonal pool. Freshly painted and thoughtfully updated, the condo features flexible living spaces including a lower-level bedroom with a custom

  Andy Reed Four Seasons Sotheby's Int'l Realty

  6 Moose Maple Rd, Winhall, VT 05340
• 

  

  /17

  $575,000 Sold Oct 30, 2024

  • 1,044 Sq Ft
  • $551/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1998

  761 Stratton Mountain Access Rd Unit 427, Stratton, VT 05360

  Long Trail House is Stratton’s #1 location for owners who wish to combine personal use with an optional rental revenue offset when not in residence. Walk to Village shops, restaurants and ski lifts. This home is on the desirable top floor. Master bedrooms upstairs. Nice views of the Village Common. Great light in living room. Owners storage closet and ski locker. Sold fully

  Andrew King Stratton Real Estate

  761 Stratton Mountain Access Rd Unit 427, Stratton, VT 05360
• 

  

  /40

  Est $711,587 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,126 Sq Ft

  747 Cole Pond Rd, Jamaica, VT 05343

  747 Cole Pond Rd, Jamaica, VT 05343
• 

  

  /30

  $350,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  65 E Birch Rd Unit 57, Stratton, VT 05155

  Welcome to effortless mountain living at Stratton Mountain! This beautifully maintained end-unit 2-bedroom, 2-bath condo offers the perfect blend of comfort, privacy, and convenience. Ideally located with shuttle service to the lifts on winter weekends and holidays, your ski days begin and end with ease. After a day on the slopes, enjoy a short walk to the Stratton Sports Center for a swim,

  Carrie Mathews Winhall Real Estate

  65 E Birch Rd Unit 57, Stratton, VT 05155
• 

  

  /27

  $335,000 Sold Oct 29, 2024

  • 1,111 Sq Ft
  • $302/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  85 E Birch Rd Unit 7, Stratton, VT 05360

  Just a half mile from Stratton Mountain Village, this charming 2-bedroom, 2-bathroom Vantage Point condo is ready for you to move in and enjoy. With convenient Winter weekend and Holiday shuttle service right to the slopes, you'll have easy access to all the mountain fun. Located on the ground floor, you can effortlessly walk in and out from your private patio. Plus, with trail access nearby,

  Christina Dryden Berkshire Hathaway HomeServices Stratton Home

  85 E Birch Rd Unit 7, Stratton, VT 05360
• 

  

  /37

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,972 Sq Ft

  49 High Point Dr Unit A-25, Stratton, VT 05360

  49 High Point Dr Unit A-25, Stratton, VT 05360
• 

  

  /44

  $495,000 Under Contract

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

  486 Windy Rise Ln E, Londonderry, VT 05148

  Contemporary Ski-Style Retreat in Southern Vermont – A Home for All Seasons!Escape to the mountains in this 3-bedroom, 3-bath home, nestled in the heart of Southern Vermont—just minutes from Stratton, Bromley, and Magic Mountain ski resorts.This home has rustic charm, features multiple living spaces and a bathroom on each floor. The relaxed dining/living space is open and inviting so

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  486 Windy Rise Ln E, Londonderry, VT 05148
• 

  

  /33

  $580,000 Sold Oct 26, 2024

  • 1,484 Sq Ft
  • $391/SF
  • 91 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  39 Todd Hill Rd, Jamaica, VT 05343

  Set amidst the picturesque landscape of Vermont, located off the Stratton Mountain Access Road only 3.5 miles to Stratton Resort, this well-maintained home is your gateway to Green Mountain adventures. Whether it is an exhilarating day on the slopes, a round at Stratton’s spectacular 27-whole course, a hike in the woods, or sun-filled afternoon at the Snowmaking pond, this location offers easy

  Cheyanne Pugliese

  39 Todd Hill Rd, Jamaica, VT 05343
• 

  

  /40

  Not Listed For Sale

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

  152 Sun Bowl Rd Unit 152B, Stratton, VT 05360

  152 Sun Bowl Rd Unit 152B, Stratton, VT 05360
• 

  

  /44

  $829,000 Under Contract

  • 5 Beds
  • 2.5 Baths
  • 3,102 Sq Ft

  1410 Haven Hill Rd, South Londonderry, VT 05155

  This beautiful Timber frame home on an 8.1 acre lot is located a few miles from the base of Stratton, Bromley, and Magic Mountain making it a versatile investment. Whether a seasonal prospect or primary home, being next door to Gale Meadow Pond provides a wonderful destination to walk, hike, fish, or just paddle. This home has a private, beautiful yard with its own pond, stream, and firepit just

  Amy Carson Lowe's Real Estate, LLC

  1410 Haven Hill Rd, South Londonderry, VT 05155
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  /26

  $285,000 Sold Oct 25, 2024

  • 460 Sq Ft
  • $620/SF
  • 6 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2022

  219 Deerwood Hill, Londonderry, VT 05155

  OPEN HOUSE Saturday 9/21/24 from 10 AM - 12 noon. Perched on a hill overlooking Vermont’s beautiful green mountains, this miniature modern Alpine cabin was built in 2022 and offers a completely turn-key entry into a dynamic and engaging community and four-season recreation paradise. With 460 square feet of living area, you’ll find a lot packed into a small space with a convenient layout, all the

  Claudia Harris Mary Mitchell Miller Real Estate

  219 Deerwood Hill, Londonderry, VT 05155
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  /33

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  56 Village Square Unit 56, Stratton, VT 05360

  56 Village Square Unit 56, Stratton, VT 05360
• 

  

  /24

  $970,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,160 Sq Ft

  10 Middle Ridge Rd, Winhall, VT 05155

  Fox Chapel luxury townhome at Stratton. This four bedroom, four bathroom home is offered with the ability to skip the wait list at the Stratton Mountain Club. Renovated bathrooms and air conditioning make this the year round place to be. Prime location next to the ‘Chapel of the Snows’ and the Commons, walk to the Stratton village for ski access, dining, shopping, and resort amenities. Watch the

  Christiane Carroccio TPW Real Estate

  10 Middle Ridge Rd, Winhall, VT 05155
• 

  

  /33

  $585,000 Sold Oct 25, 2024

  • 1,650 Sq Ft
  • $355/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1979

  47 Styles Branch Rd Unit 909, Stratton, VT 05360

  Welcome to your new Stratton retreat! Centrally located in the Styles Brook community, stroll to the in-ground swimming pool and paddle court or walk to the Stratton Fitness center. In the winter months, the shuttle will bring you to the main base area for a day of fun on the slopes! At the end of the day, cozy up next to your wood burning stone fireplace. There are are two bedrooms with a shared

  Robin Apps Four Seasons Sotheby's Int'l Realty

  47 Styles Branch Rd Unit 909, Stratton, VT 05360
• 

  

  /19

  Est $604,427 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  411 Stratton Gate Rd, Jamaica, VT 05343

  411 Stratton Gate Rd, Jamaica, VT 05343
• 

  

  /32

  $575,000 Under Contract

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

  35 Glendon Hills Rd, Bondville, VT 05340

  Discover your dream home in Glendon Hills! A truly rare opportunity, this property is the first to become available in this coveted neighborhood in over a decade. Imagine owning a private 1-acre sanctuary with your own picturesque, thriving pond. Inside, experience the joy of cooking in a well-appointed chef's kitchen and the comfort of an open-concept design centered around a charming stacked

  Robin Apps Four Seasons Sotheby's Int'l Realty

  35 Glendon Hills Rd, Bondville, VT 05340
• 

  

  /32

  $449,000 Sold Oct 25, 2024

  • 2,500 Sq Ft
  • $180/SF
  • 40 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  476 Edie Ln, Jamaica, VT 05343

  Nestled in the serene Mountain Acres community of Jamaica, VT, this charming 3-bedroom home offers the perfect blend of convenience and privacy. The spacious layout includes a versatile loft space, three full baths, and a cozy wood-burning fireplace. Just four miles from the Stratton Mountain Access Road, this home is an ideal retreat for outdoor enthusiasts. The updated kitchen features granite

  Carrie Mathews Winhall Real Estate

  476 Edie Ln, Jamaica, VT 05343
• 

  

  /31

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,238 Sq Ft

  776 Stratton Mountain Rd Unit 1103, Stratton, VT 05360

  776 Stratton Mountain Rd Unit 1103, Stratton, VT 05360
• 

  

  /41

  $795,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  202 Pratt Bridge Rd, Jamaica, VT 05343

  Your slice of heaven awaits! Leave your worries behind and step into a beautiful Southern Vermont home that's truly turnkey. This well-designed, fully furnished, 3 bedroom, 2.5 bath home on 1.8+/- professionally landscaped acres offers privacy and convenience to the area's premier slopes, trails and natural beauty. The heart of the home is an expansive chef’s kitchen where country cabinetry and

  Geralyn Donohue Engel & Völkers Okemo

  202 Pratt Bridge Rd, Jamaica, VT 05343
• 

  

  /37

  $815,000 Sold Oct 24, 2024

  • 2,490 Sq Ft
  • $327/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  10 Little York Rd, Winhall, VT 05340

  Privately sited on 8.37acres with stunning mountain views including Stratton Mountain; warm and inviting open living spaces with eye-catching stone fireplace, cathedral ceiling and lots of windows to enjoy the beautiful vistas & great outdoors; dining area with woodstove and access to covered porch and screened porch; exquisite modern kitchen with new appliances, spacious counterspace, desk, &

  Donna Murray Varick Associates Ltd

  10 Little York Rd, Winhall, VT 05340
• 

  

  /38

  Est $910,424 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,043 Sq Ft

  21 Smith Meadow Rd, Winhall, VT 05340

  21 Smith Meadow Rd, Winhall, VT 05340
• 

  

  /10

  $435,000 Under Contract

  • Land
  • 25 Acres
  • $17,726 per Acre

  0 River Rd, Winhall, VT 05340

  24+ Acres in Winhall, VT — Private 1+ Acre Pond, River Frontage & Minutes from Stratton | Welcome to a rare opportunity in the heart of Vermont’s Green Mountains — a stunning 24+ acre parcel in Winhall offering a unique combination of convenience, privacy, natural beauty, and year-round adventure, just minutes from Stratton Resort. With a state-issued wastewater permit in place, the land is

  Cheyanne Pugliese

  0 River Rd, Winhall, VT 05340
• 

  

  /37

  $615,000 Sold Oct 22, 2024

  • 1,494 Sq Ft
  • $412/SF
  • 13 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  43 High Point Dr Unit D31, Stratton, VT 05360

  Take advantage of this incredible opportunity to make Stratton Mountain Resort a place to call home! Nestled in the Green Mountains of Vermont, Crown Point offers easy condominium living within walking distance of the Stratton Village, shuttle service to the base area for skiing and riding, and an outdoor pool, grill, and firepit area for summer use. This one-level three-bedroom (plus loft),

  Timothy Mich Doddridge Stratton Real Estate

  43 High Point Dr Unit D31, Stratton, VT 05360
• 

  

  /17

  Est $539,786 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,590 Sq Ft

  201 Pratt Bridge Rd, Jamaica, VT 05343

  201 Pratt Bridge Rd, Jamaica, VT 05343
• 

  

  /28

  $525,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft

  8 Ober Tal Unit A-32, Stratton, VT 05155

  Located trailside at the Tamarack Lift, this two-bedroom, two-bathroom Ober Tal condo offers prime proximity to the slopes—no need to spend time driving or finding parking. Simply gear up from the comfort of your home and head straight to the lift. In the summer, you'll also have direct access to hiking, mountain biking, and seasonal events and concerts in Stratton Village. Inside, the condo

  Cheyanne Pugliese

  8 Ober Tal Unit A-32, Stratton, VT 05155
• 

  

  /25

  $523,000 Sold Oct 15, 2024

  • 1,650 Sq Ft
  • $317/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1984

  48 Hilltop Rd, Winhall, VT 05340

  Nestled within the picturesque Intervale community at Stratton Mountain, this elegant 3-bedroom, 3-bathroom condo offers the perfect blend of amenities and nature. Designed with a light-filled contemporary aesthetic, the condo boasts an open-concept living space adorned with vaulted ceilings, a wood burning fireplace, and expansive windows. Dining room has a door to the deck. Air conditioned for

  Christiane Carroccio TPW Real Estate

  48 Hilltop Rd, Winhall, VT 05340
• 

  

  /39

  Not Listed For Sale

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

  644 Deerwood Hill Unit Lot 14, Londonderry, VT 05155

  644 Deerwood Hill Unit Lot 14, Londonderry, VT 05155
• 

  

  /30

  $795,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,350 Sq Ft

  771 Stratton Mountain Access Rd Unit 456/458, Stratton, VT 05360

  Very unique three bedroom three bathroom in the ever popular Long Trail House community. Originally a studio and two bedroom unit preconstruction, this premiere condominium has been converted into a family retreat. The home was completely renovated a few years back with wood laminate flooring, granite counter tops, new appliances and renovated bathrooms. The studio was turned into a primary suite

  Timothy Mich Doddridge Stratton Real Estate

  771 Stratton Mountain Access Rd Unit 456/458, Stratton, VT 05360
• 

  

  /27

  $689,000 Sold Oct 10, 2024

  • 1,207 Sq Ft
  • $571/SF
  • 9 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2004

  19 Village Lodge Rd Unit 301, Stratton, VT 05155

  Location, Location, Location. Landmark is located within Stratton Mountain Resorts iconic clock tower, nestled within the heart of the walking village. Step out the front door for a few laps, pop down to the market for a quick lunch, or a stroll through the village shops. This 2 bedroom, 2 bath home is located directly above the archway, with a beautiful view of the village and tons of natural

  Jamie Wylie Stratton Real Estate

  19 Village Lodge Rd Unit 301, Stratton, VT 05155
• 

  

  /40

  Est $966,899 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,251 Sq Ft

  11 Jamie Ln, Winhall, VT 05340

  11 Jamie Ln, Winhall, VT 05340
• 

  

  /39

  $2,800,000 Under Contract

  • 8 Beds
  • 8.5 Baths
  • 6,471 Sq Ft

  69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155

  This extraordinary Stratton Mountain Retreat, just minutes to the slopes, offers glorious long range views and a very private setting. This impressive home was masterfully constructed in 2009 and includes a separate barn, 11.55 acres of land, 2 covered porches, a built in barbecue and an outdoor fireplace, hot tub and fire pit.The main level of the home features a Gourmet Kitchen, grand

  Sara Buckley Josiah Allen Real Estate, Inc.

  69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
• 

  

  /10

  $450,000 Sold Oct 08, 2024

  • 850 Sq Ft
  • $529/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1983

  16 Ober Tal Dr Unit E-13, Stratton, VT 05360

  Outstandingly Upgraded Two Bedroom on the First Floor at Ober Tal. Just a Snowball's throw to the Lift! Ski In, Ski Out! Views over the Valley! Solid Doors, Crown Molding, Granite Counters, Top of the Line Appliances, new Cabinetry! Durable Carpeting! Excellent Rental Potential!----On Mountain! Fully Furnished. Stratton Training and Fitness Center Bond ($5,000 Value) Included with $2,140

  Edwin Kevil Stratton Real Estate

  16 Ober Tal Dr Unit E-13, Stratton, VT 05360
• 

  

  /18

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,452 Sq Ft

  759 Stratton Mountain Access Rd Unit 232, Stratton, VT 05340

  759 Stratton Mountain Access Rd Unit 232, Stratton, VT 05340

Showing Results 281 - 320, Page 8 of 18