Bennington, VT Homes

/30
$330,000 Sold May 09, 2025
- 1,088 Sq Ft
- $303/SF
- 115 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1970
21 Stratton Ridge Rd, Winhall, VT 05340

This charming 3-bedroom, 1.5-bathroom condo is the perfect getaway for ski enthusiasts and nature lovers alike. Conveniently located just minutes from Stratton Mountain, you'll enjoy year-round access to skiing, hiking, and all the village has to offer.Entry has a built-in storage area for all of your gear. The updated kitchen with radiant heat tile floors, features modern appliances, granite

Andie Fusco Four Seasons Sotheby's Int'l Realty

21 Stratton Ridge Rd, Winhall, VT 05340

/27
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,324 Sq Ft
22 Snowflake Ln, Winhall, VT 05340

22 Snowflake Ln, Winhall, VT 05340

/59
$2,800,000
- 3 Beds
- 3.5 Baths
- 3,938 Sq Ft
23 Valley View Rd, Winhall, VT 05340

Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings

Kim Morgan-Wohler Wohler Realty Group

23 Valley View Rd, Winhall, VT 05340
/21
$375,000 Sold May 05, 2025
- 1,215 Sq Ft
- $309/SF
- 42 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
61 Birch Hill Rd Unit 6, Winhall, VT 05340

This updated 3 bedroom, 2 bathroom Birch Hill unit is decorated with stylish choices, and is offered fully furnished. The mudroom entry has a heated tile floor, and custom ski racks. The first floor has a family room, with laundry closets and newer washer/dryer. The bunkroom is on this first floor along with a bathroom. The middle floor is the living/kitchen/dining room with a fully updated

Christiane Carroccio TPW Real Estate

61 Birch Hill Rd Unit 6, Winhall, VT 05340

/32
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,352 Sq Ft
43 Middle Ridge Rd Unit 120, Winhall, VT 05155

43 Middle Ridge Rd Unit 120, Winhall, VT 05155

/43
$729,000 Open House 8/30
- 4 Beds
- 2 Baths
- 2,040 Sq Ft
86 Benson Fuller Dr, Bondville, VT 05340

Great opportunity! Your Ultimate GetawayEscape to this idyllic Vermont retreat, where convenience meets relaxation. This spacious home offers everything you need for a fun-filled and carefree lifestyle, from outdoor entertaining to cozy indoor spaces.Step out onto the large deck and unwind by the gas fire pit table, or enjoy watching the friendly mini-golf matches below. In the cooler

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

86 Benson Fuller Dr, Bondville, VT 05340
/60
$2,100,000 Sold May 02, 2025
- 6,195 Sq Ft
- $339/SF
- 246 Days On Market
- 7 Beds
- 5.5 Baths
- Built 2007
18 Rocky Dell Rd, Winhall, VT 05340

Welcome to this stunning Contemporary Mountain Estate on 26 acres where luxury, privacy and nature converge.Offering more than a home-It's a lifestyle with the perfect blend of sophistication, comfort & natural surroundings. Ideally located just minutes to the Stratton Mountain Resort or the Green Mountain National Forest, easily accessed from Kendall Farm Road. Enjoy the mountains & the outdoors

Kim Morgan-Wohler Wohler Realty Group

18 Rocky Dell Rd, Winhall, VT 05340

/28
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,014 Sq Ft
43 Middle Ridge Rd Unit 312, Winhall, VT 05155

43 Middle Ridge Rd Unit 312, Winhall, VT 05155

/28
$1,700,000
- 4 Beds
- 3.5 Baths
- 2,363 Sq Ft
43 Middle Ridge Rd Unit 415, Winhall, VT 05155

Perfect for the large family! Four bedrooms, Three and a Half Baths, plus a Loft! In highly desirable Rising Bear Lodge, Top Floor, Corner location! Easy walking distance to the Slopes, (Shuttle also available), the Commons' Skating Pond, and the Village Shops and Restaurants. Other amenities include a year round heated Pool, outdoor hot tubs, and a cedar sauna---all comfortably accessible by the

Edwin Kevil Stratton Real Estate

43 Middle Ridge Rd Unit 415, Winhall, VT 05155
/6
$122,500 Sold Apr 18, 2025
- Land
- 2.20 Acres
- $55,682 per Acre
- 53 Days On Market
10 Little Brook Rd, Winhall, VT 05340

Prime 2.2-acre building lot in the desirable Vermont Ventures community! Conveniently located less than 15 minutes from Stratton Resort and Bromley, just 20 minutes from Manchester. This property includes a wastewater permit for a 5-bedroom home, with power available at the road, Little Brook is a town-maintained road, there is a ROW for access to the lot. With some clearing, the property offers

Lauren Behm Berkshire Hathaway HomeServices Stratton Home

10 Little Brook Rd, Winhall, VT 05340

/40
Est $2,351,978 Not Listed For Sale
- 7 Beds
- 9.5 Baths
- 6,721 Sq Ft
95 Winhall Hollow Rd, Bondville, VT 05340

95 Winhall Hollow Rd, Bondville, VT 05340

/35
$799,000
- 3 Beds
- 2.5 Baths
- 2,230 Sq Ft
5 Linscott Rd Unit 56, Jamaica, VT 05343

This irresistible renovated Forest Farms contemporary with 3 bedrooms and 2 and a half baths has an inviting ambiance as well as appealing floor plan flow. Past the foyer with half bath is the open living concept with white oak hardwood floors. The glow and warmth of the raised hearth stone fireplace in the living area is shared from windowed dining area to bright kitchen with all new appliances,

Diana Stugger Four Seasons Sotheby's Int'l Realty

5 Linscott Rd Unit 56, Jamaica, VT 05343
/37
$615,000 Sold Apr 15, 2025
- 1,500 Sq Ft
- $410/SF
- 39 Days On Market
- 3 Beds
- 2 Baths
- Built 1982
29 Burnt Hill Rd, Winhall, VT 05340

Discover your dream chalet in the heart of Strattonwald—a stunningly renovated retreat designed for year-round mountain adventures and modern comfort! Beautifully renovated 3-bedroom, 2-bathroom home in Winhall offers the perfect blend of convenience and recreation. Just a quick drive to Stratton Mountain, this property provides easy access to winter slopes and summer fun. The community amenities

Andie Fusco Four Seasons Sotheby's Int'l Realty

29 Burnt Hill Rd, Winhall, VT 05340

/30
Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,082 Sq Ft
13 Stratton Rd W Unit 13, Winhall, VT 05340

13 Stratton Rd W Unit 13, Winhall, VT 05340

/32
$675,000
- 4 Beds
- 2.5 Baths
- 2,408 Sq Ft
22 Bromley Forest Rd, Bondville, VT 05340

Open House Sunday July 6, 10-12. Welcome to your dream Vermont home—where space, light, and location come together in perfect harmony. This beautifully upgraded 4-bedroom residence, complete with a versatile bonus room, features an open-concept living area designed for comfort and connection.The kitchen is a standout, featuring an ILVE 30-Inch Majestic II Dual Fuel Range with 5 Sealed Brass

Carrie Mathews Winhall Real Estate

22 Bromley Forest Rd, Bondville, VT 05340
/40
$850,000 Sold Apr 04, 2025
- 3,119 Sq Ft
- $273/SF
- 168 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1996
36 Road To Millbrook, Winhall, VT 05340

This impeccably maintained home sits on 5.28 acres of beautifully landscaped land adjacent to the National Forest. Featuring a spacious interior with a stone wood-burning fireplace and vaulted cathedral ceilings, this home is move-in ready. Recent upgrades include two newly renovated bathrooms. The first floor offers an open living layout, while the lower level boasts a cozy den/family room.

Timothy Apps Four Seasons Sotheby's Int'l Realty

36 Road To Millbrook, Winhall, VT 05340

/40
Est $615,417 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
10 Deer St, Bondville, VT 05340

10 Deer St, Bondville, VT 05340

/33
$820,000
- 4 Beds
- 3 Baths
- 2,317 Sq Ft
0 Maple Ridge Rd Unit B-2, Winhall, VT 05340

Beautifully updated Piper Ridge townhouse just steps from the private sports center and offering weekend/holiday shuttle service to Stratton’s lifts in winter. This light-filled home features an updated kitchen and baths, gleaming hardwood floors, and elegant tilework throughout. The one-car garage has been thoughtfully converted into a spacious ski room plus a large storage or owner’s

Carrie Mathews Winhall Real Estate

0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
/29
$455,000 Sold Mar 28, 2025
- 1,570 Sq Ft
- $290/SF
- 53 Days On Market
- 3 Beds
- 2 Baths
- Built 1977
2 Byington Ln Unit 5, Winhall, VT 05340

Welcome to this stunning, modern townhome overlooking the pool, just a short walk to Winhall shops and restaurants and only minutes from the renowned Stratton Resort. This three-bedroom, two-bathroom townhome offers the perfect Vermont retreat for all seasons, with a layout designed to maximize mountain views and convenience.Spread across three levels, the home’s second floor boasts an

Robin Apps Four Seasons Sotheby's Int'l Realty

2 Byington Ln Unit 5, Winhall, VT 05340

/40
Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,016 Sq Ft
12 Quarter Mile Rd, Winhall, VT 05360

12 Quarter Mile Rd, Winhall, VT 05360

/31
$799,000
- 3 Beds
- 3 Baths
- 2,317 Sq Ft
9 F Cobble Ridge Rd, Winhall, VT 05340

Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

Carrie Mathews Winhall Real Estate

9 F Cobble Ridge Rd, Winhall, VT 05340
/24
$430,000 Sold Mar 26, 2025
- 1,716 Sq Ft
- $251/SF
- 26 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1967
13 Lower Taylor Hill Rd, Winhall, VT 05340

This beautifully updated home near Stratton Mountain blends classic charm with modern updates. As you enter, you'll find a mudroom with a convenient storage closet and a half bath. The spacious living and dining area features a striking fieldstone fireplace and sliding doors that open to a large deck, perfect for hosting guests. The custom kitchen offers hardwood floors, a pantry, and a laundry

Carrie Mathews Winhall Real Estate

13 Lower Taylor Hill Rd, Winhall, VT 05340

/40
Est $912,784 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,872 Sq Ft
34 Raspberry Hill Rd, Winhall, VT 05340

34 Raspberry Hill Rd, Winhall, VT 05340

/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
/11
$160,000 Sold Mar 19, 2025
- Land
- 2.18 Acres
- $73,394 per Acre
- 212 Days On Market
E3 Nearing Rd, Winhall, VT 05340

Welcome to Stratton Mountain Forest Farms Neighborhood! One of the few remaining lots with 2.18 acres in a most desirable and convenient location just minutes to the Base Lodge, SMS and SunBowl! Providing easy access for a driveway off of Nearing Road the lot widens to offer privacy and south easterly orientation and abuts the Winhall Town Forest, protected lands from further development. State

Britt Wohler Wohler Realty Group

E3 Nearing Rd, Winhall, VT 05340

/26
Est $255,076 Not Listed For Sale
- 2 Beds
- 1 Bath
- 595 Sq Ft
28 Stratton Rd W Unit 28, Winhall, VT 05340

28 Stratton Rd W Unit 28, Winhall, VT 05340

/33
$525,000
- 3 Beds
- 1 Bath
- 1,344 Sq Ft
3 Strattonwald Rd, Winhall, VT 05340

Lovingly renovated and move-in ready, this 3-bedroom chalet is your ideal mountain escape in the sought-after Strattonwald neighborhood. Take in beautiful views of Stratton Mountain from the comfort of your home while enjoying the warmth and character of this thoughtfully updated retreat. Inside, you’ll find a brand-new kitchen and updated bathroom, stone wood burning fireplace, gleaming hardwood

Robin Apps Four Seasons Sotheby's Int'l Realty

3 Strattonwald Rd, Winhall, VT 05340
/31
$637,000 Sold Mar 14, 2025
- 2,470 Sq Ft
- $258/SF
- 11 Days On Market
- 3 Beds
- 3 Baths
- Built 1989
69 Fox Hollow Rd, Winhall, VT 05340

Uncover your ideal retreat! This highly desirable townhome in the Intervale community is situated along the Stratton Mountain Resort access road. Featuring 3 bedrooms and 3 bathrooms, this stunning residence is tucked away in the serene woods of the private Intervale community. Experience the charm of this beautifully designed home, complete with a cathedral ceiling, a cozy wood-burning

Jamie Wylie Stratton Real Estate

69 Fox Hollow Rd, Winhall, VT 05340

/35
Est $498,006 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,470 Sq Ft
383 Winhall Hollow Rd, Bondville, VT 05340

383 Winhall Hollow Rd, Bondville, VT 05340

/38
$980,000
- 4 Beds
- 3.5 Baths
- 4,104 Sq Ft
25 Benson Fuller Dr, Jamaica, VT 05343

Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape.Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for

Robin Apps Four Seasons Sotheby's Int'l Realty

25 Benson Fuller Dr, Jamaica, VT 05343
/25
$825,000 Sold Mar 14, 2025
- 2,317 Sq Ft
- $356/SF
- 135 Days On Market
- 4 Beds
- 3 Baths
- Built 1988
0 Cobble Ridge Rd Unit D2, Winhall, VT 05340

This nicely appointed and updated townhome nestled in the Piper Ridge community is a must see. Close proximity to Stratton Mountain Resort, this nice Highgate unit offers three bedrooms with an additional family room on the lower level that has been converted into another bedroom. The bright and inviting living room with wood burning fireplace creates the perfect space for enjoying cold wintery

Jamie Wylie Stratton Real Estate

0 Cobble Ridge Rd Unit D2, Winhall, VT 05340

/15
Est $564,934 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,416 Sq Ft
6 Old Snow Valley Rd, Winhall, VT 05340

6 Old Snow Valley Rd, Winhall, VT 05340

/6
$110,000
- Land
- 1.00 Acre
- $110,000 per Acre
88A Sylvan Ridge Rd, Winhall, VT 05340

Wooded lot with hardwoods, evergreens and birch trees. Potential views of Bromley Mountain and beyond. Town maintained road. Close to VAST snowmobile trails. Build your dream home in the Golden Triangle of ski areas, Stratton, Bromley, and Magic Mountains. Only 10 minuets to Manchester. Available on request:Wastewater System and Potable Water Supply PermitSeptic

Andrew King Stratton Real Estate

88A Sylvan Ridge Rd, Winhall, VT 05340
/39
$615,000 Sold Mar 12, 2025
- 1,650 Sq Ft
- $373/SF
- 32 Days On Market
- 3 Beds
- 3 Baths
- Built 1998
81 Pond View Rd Unit 81, Winhall, VT 05340

THE BEST LOCATION AT INTERVALE! Bask in the sun on your expansive deck and private pond front area! Experience breathtaking views of Intervale’s serene, picturesque pond from all rooms of your home! Discover this spacious 3 BR, 3 bath Townhome with a loft just a quick 5 minute shuttle ride to Stratton’s slopes! Being one of the last Intervales built (1998), this condo is newer and more

Lauren Behm Berkshire Hathaway HomeServices Stratton Home

81 Pond View Rd Unit 81, Winhall, VT 05340

/20
Est $533,514 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,212 Sq Ft
109 Sylvan Ridge Rd, Winhall, VT 05340

109 Sylvan Ridge Rd, Winhall, VT 05340

/26
$775,000
- 3 Beds
- 3 Baths
- 2,044 Sq Ft
6 Quarter Mile Rd, Winhall, VT 05340

AMAZING LOCATION! Walking distance to Stratton Mountain! This home is located on the shuttle route and being offered fully furnished! Walk to the slopes or just take a nice walk around the local trails. Spacious home with ample room for everyone. The open concept kitchen, dining, living room offers cathedral ceilings and woodburning fireplace. French doors leading out to the firepit area for

Julie Lowe Lowe's Real Estate, LLC

6 Quarter Mile Rd, Winhall, VT 05340
/10
$64,000 Sold Mar 12, 2025
- Land
- 1.00 Acre
- $64,000 per Acre
- 114 Days On Market
Lot 44 Moose Hollow Rd, Winhall, VT 05340

Winhall location for your vacation or primary home. Wooded lot permitted for a 4-bedroom home includes a septic design. Close to Manchester and skiing at Stratton or Bromley. School choice.

Tatsiana Clark Four Seasons Sotheby's Int'l Realty

Lot 44 Moose Hollow Rd, Winhall, VT 05340

/39
Est $1,294,947 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,814 Sq Ft
19 Maple Hill Rd, Winhall, VT 05340

19 Maple Hill Rd, Winhall, VT 05340

/39
$2,800,000 Open Sat 1PM - 3PM
- 8 Beds
- 8.5 Baths
- 4,075 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
/2
$1,850,000 Sold Mar 10, 2025
- 7,954 Sq Ft
- $233/SF
- 135 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2003
92 County Rd, Stratton, VT 05155

This exquisitely-built mountain estate is ready to enjoy and to rent! A mere 3 mins' drive to Stratton's Sun Bowl, 5 mins to the Village and 8 mins to the Golf course. Currently one of the few luxury rental properties near Stratton, this home could be your escape for all seasons. All necessary permits are in place, several rentals are confirmed for 24/25 winter should the buyer want to continue

Lauren Niles Coldwell Banker LIFESTYLES - Quechee

92 County Rd, Stratton, VT 05155

Showing Results 41 - 80, Page 2 of 18

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