Bennington, VT Homes

/41
$649,000
- 3 Beds
- 3 Baths
- 1,886 Sq Ft
4A Ridge, Winhall, VT 05340

This immaculate 3-bedroom, 3-bath condominium sleeping eight comfortably is located in the desirable Piper Ridge Community. The first floor includes a spacious mudroom with built-in storage, a full-sized laundry area, and a guest bedroom suite. The living/dining room boasts a brick fireplace, knotty pine walls, and a cathedral ceiling. The kitchen, which is ideal for family gatherings, includes

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

4A Ridge, Winhall, VT 05340
/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
Est $978,434 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
41 Rogues Ridge Rd, Winhall, VT 05340

41 Rogues Ridge Rd, Winhall, VT 05340

/51
$5,999,000
- 6 Beds
- 7.5 Baths
- 8,720 Sq Ft
454 Mountain Rd, Stratton, VT 05155

Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley. Designed for elegance and ease, this home is a rare blend of architectural beauty, comfort, and sophistication.A gracious entryway opens to a sunlit living room and library anchored by an 18-foot stone fireplace.

Lisa Sullivan Four Seasons Sotheby's Int'l Realty

454 Mountain Rd, Stratton, VT 05155
/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

/27
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,215 Sq Ft
5 Oak Rd Unit 5, Winhall, VT 05340

5 Oak Rd Unit 5, Winhall, VT 05340

/21
$235,000
- Land
- 1.30 Acres
- $180,769 per Acre
80 the Hollow Rd, Winhall, VT 05340

We can build it for you. Nestled in the heart of the picturesque **High Meadow at Stratton**, this captivating lot awaits your vision. Embrace the opportunity to own one of the last available parcels in this highly sought-after neighborhood, where extraordinary living blends seamlessly with the tranquility of the Vermont mountains. Enjoy breathtaking views of the iconic **Stratton ski

Jacek / Realtor Mikolajczyk BHHS Verani Upper Valley

80 the Hollow Rd, Winhall, VT 05340
/35
$580,000 Sold Oct 21, 2024
- 1,592 Sq Ft
- $364/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 2005
20 Deep Woods Cir, Winhall, VT 05255

Located in Winhall Vermont, this traditional, turn key log home is within minutes to skiing and outdoor adventures at Stratton and Bromley Mountains, and minutes to Manchester which offers world class shopping, wonderful restaurants and endless four season activities. This property also offers privacy, peace, and seasonal views of the Manchester Valley and Mt. Equinox. The open main floor plan

Sara Buckley Josiah Allen Real Estate, Inc.

20 Deep Woods Cir, Winhall, VT 05255

/28
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,215 Sq Ft
61 Birch Hill Rd Unit 2 Shagbark HIckory, Winhall, VT 05340

61 Birch Hill Rd Unit 2 Shagbark HIckory, Winhall, VT 05340

/15
$298,500
- Land
- 3.70 Acres
- $80,676 per Acre
69 Benson Fuller Dr Unit 29, Winhall, VT 05340

High dry and spectacular views of the Equinox Mountain range and Bromley Mountain! Oversized building lot with lots of privacy. Approved septic system for a 5 bedroom house!

Andrea Linkin-Butler Stratton Buyer Brokerage

69 Benson Fuller Dr Unit 29, Winhall, VT 05340
/8
$1,750,000 Sold Oct 16, 2024
- Land
- 387 Acres
- $4,522 per Acre
- 623 Days On Market
90 Snow Valley Rd, Winhall, VT 05340

Discover the potential of an alpine escape beyond compare in Snow Valley. Once a beloved winter destination in gorgeous Southern Vermont, Snow Valley operated largely under the radar from 1939 to approximately 1982, with a proud reputation as one of the nations very first ski areas and the very first snowboard area. The stunning 390+ acre property forms an ideal blank canvas for potential future

Timothy Apps Four Seasons Sotheby's Int'l Realty

90 Snow Valley Rd, Winhall, VT 05340

/15
Est $450,498 Not Listed For Sale
- 2 Beds
300 Vt Route 30, Bondville, VT 05340

300 Vt Route 30, Bondville, VT 05340

/40
$1,975,000
- 4 Beds
- 4 Baths
- 4,270 Sq Ft
14 Old Ridge Rd, Winhall, VT 05155

This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is

Christiane Carroccio TPW Real Estate

14 Old Ridge Rd, Winhall, 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

/31
Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,140 Sq Ft
43 Middle Ridge Rd Unit 410, Winhall, VT 05155

43 Middle Ridge Rd Unit 410, Winhall, VT 05155

/3
$49,000 Pending
- Land
- 1.10 Acres
- $44,545 per Acre
0 Deepwoods Rd Unit 4976604, Winhall, VT 05340

Discover the perfect spot for your next adventure with this prime piece of land in Winhall. Imagine placing a charming tiny home on this property and owning your own slice of Vermont paradise. The land comes with preliminary septic design information, making it easier for you to start your new chapter. Enjoy the best of all worlds: live amidst the breathtaking mountains in a cozy, manageable

Andrea Kaplan Four Seasons Sotheby's Int'l Realty

0 Deepwoods Rd Unit 4976604, Winhall, VT 05340
/30
$605,000 Sold Oct 08, 2024
- 2,730 Sq Ft
- $222/SF
- 10 Days On Market
- 3 Beds
- 3 Baths
- Built 2004
6 Golden Triangle Rd, Winhall, VT 05340

Embrace the quintessential Vermont lifestyle in this cozy yet spacious log home. Nestled amidst breathtaking scenery, this 3-bedroom, 3-bathroom retreat offers the perfect blend of comfort and adventure. Unwind by the crackling warmth of the wood-burning fireplace in the open-concept living area, then step out onto the expansive deck for a soak in the hot tub under starlit skies. And imagine

TG Glazer Winhall Real Estate

6 Golden Triangle Rd, Winhall, VT 05340

/38
Est $700,405 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,220 Sq Ft
28 Redbrook Rd, Winhall, VT 05340

28 Redbrook Rd, Winhall, VT 05340

/28
$825,000 Pending
- 4 Beds
- 2 Baths
- 1,908 Sq Ft
6 Roundtree Rd, Winhall, VT 05340

Prime Stratton location! This charming 4-bedroom, 2-bathroom retreat offers vaulted ceilings, an open-concept living area with a wood burning fireplace, and a private deck and backyard for relaxing after a day on the slopes. With weekend and holiday shuttle service during ski season, plus easy access to Stratton Village’s shops, dining, and year-round activities, it’s the ideal spot to recharge

Christina Dryden Berkshire Hathaway HomeServices Stratton Home

6 Roundtree Rd, Winhall, VT 05340
/29
$668,000 Sold Oct 04, 2024
- 2,179 Sq Ft
- $307/SF
- 7 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2008
32 Beaver St, Bondville, VT 05340

If you are looking for a move in ready home, look no further. This four bedroom home is nestled in a quiet community with close proximity to Stratton Mountain, Bromley Mountain and Manchester. Situated on a flat 1.6 acre corner lot, leaving plenty of room for expansion. The large primary bedroom and en-suite bathroom is located on the first floor for ease of living. Three good size bedrooms

Jamie Wylie Stratton Real Estate

32 Beaver St, Bondville, VT 05340

/40
Est $956,135 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,886 Sq Ft
17 Cranberry Hill Rd, Winhall, VT 05340

17 Cranberry Hill Rd, Winhall, VT 05340

/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
/30
$550,000 Sold Oct 03, 2024
- 1,650 Sq Ft
- $333/SF
- 4 Days On Market
- 3 Beds
- 3 Baths
- Built 1984
20 Maple Beech Rd Unit 20, Winhall, VT 05340

Sunny Intervale townhouse with new wood floors. Three bedrooms, three bathrooms, spacious and bright living room, and a loft. Beautiful new oak flooring throughout the main floor, stairs, and upstairs loft and hallway. The recently replaced deck by this well managed association is a private setting in the trees. Offered fully furnished with high quality furnishings. The Intervale shuttle bus runs

Christiane Carroccio TPW Real Estate

20 Maple Beech Rd Unit 20, Winhall, VT 05340

/38
Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,112 Sq Ft
233 Vermont 30, Winhall, VT 05340

233 Vermont 30, Winhall, VT 05340

/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
/39
$565,000 Sold Sep 30, 2024
- 1,910 Sq Ft
- $296/SF
- 13 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1990
5 Vermont Haunts Rd, Winhall, VT 05340

Welcome to Vermont Hideaway, an exquisitely upgraded sanctuary where modern amenities blend seamlessly w/ timeless Vermont aesthetics. Officially a 2-bedroom home per the septic permit, this expansive property offers additional rooms, inviting you to tailor the space to your unique vision. Fully furnished w/ newer furnishings, every inch of this home has been thoughtfully designed to harmonize

Hayleyanne Van Der Kar Four Seasons Sotheby's Int'l Realty

5 Vermont Haunts Rd, Winhall, VT 05340

/40
Est $1,741,651 Not Listed For Sale
- 5 Beds
- 5 Baths
- 4,609 Sq Ft
69 W Ridge Rd Unit 365, Winhall, VT 05340

69 W Ridge Rd Unit 365, Winhall, VT 05340

/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
/14
$210,000 Sold Sep 20, 2024
- Land
- 37 Acres
- $5,707 per Acre
- 120 Days On Market
00 Kendall Farm To Black Cherry Ridge Rd, Winhall, VT 05340

Located off of Kendall Farm Road, not far from the National Forest, this undeveloped parcel is located where you can easily access Snowmobiling trails in the VAST system. A parcel for the outdoors person for hunting, skeet shooting, and snowmobiling. Just 15 minutes to Stratton Mountain Resort. Blackberry Ridge Road runs through the parcel for access. A state wastewater permit will be needed for

Kim Morgan-Wohler Wohler Realty Group

00 Kendall Farm To Black Cherry Ridge Rd, Winhall, VT 05340

/14
Est $560,557 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
68 Sugarbush Dr, Winhall, VT 05340

68 Sugarbush Dr, Winhall, VT 05340

/51
$1,600,000 Under Contract
- 4 Beds
- 4.5 Baths
- 4,541 Sq Ft
33 Jamie Ln, Bondville, VT 05340

Exceptional Log Home tucked away in the beautiful Green Mountains of Vermont. Welcome to 33 Jamie Lane a 12 acre sanctuary minutes to Stratton Mountain Resort. This extraordinary property offers true privacy surrounded by woods and nature. Features three finished levels of dramatic living space with floor to ceiling windows , soaring stone fireplace, and cherry floors. Open concept kitchen/dining

Cynthia Mitrani Berkshire Hathaway HomeServices Stratton Home

33 Jamie Ln, Bondville, VT 05340
/27
$285,000 Sold Sep 16, 2024
- 960 Sq Ft
- $297/SF
- 24 Days On Market
- 2 Beds
- 2 Baths
- Built 1978
19 Winhall Condo Rd, Winhall, VT 05340

This is your opportunity to own a cute and affordable vacation home near Stratton. Located at the end of a quiet drive less than one mile from the Stratton Access Road, The Winhall Condos offer a serene setting and most convenient location. Consisting of just six units, this property has direct views of the mountain, proximity to Stratton and Manchester, and privacy. This updated 2 bedroom/2 bath

Cheyanne Pugliese

19 Winhall Condo Rd, Winhall, VT 05340

/31
Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,584 Sq Ft
56 Sugarbush Rd Unit B-8, Winhall, VT 05155

56 Sugarbush Rd Unit B-8, Winhall, VT 05155

/47
$885,000 Under Contract
- 4 Beds
- 4 Baths
- 1,917 Sq Ft
C1 Meadow Ridge Rd, Winhall, VT 05340

WELCOME TO YOUR FAMILY'S PERFECT MOUNTAIN RETREAT..WELCOME TO PIPER RIDGE!! This spacious 4 bedroom/4 bath condo is designed for comfort, convenience and offers an exceptional blend of mountain charm and modern amenities! Enjoy two open concept living areas with cozy wood burning fireplaces, fully equipped kitchen, private balcony showcasing winter mountain views...Perfect for entertaining...With

Sunny Breen Josiah Allen Real Estate, Inc.

C1 Meadow Ridge Rd, Winhall, VT 05340
/31
$490,000 Sold Sep 06, 2024
- 1,896 Sq Ft
- $258/SF
- 10 Days On Market
- 3 Beds
- 2 Baths
- Built 2004
22 Little Brook Rd, Winhall, VT 05340

Winhall Wonder! Imagine crisp mountain air, breathtaking sunsets, and tranquility just minutes from Stratton's slopes. This captivating contemporary cape offers the perfect escape, whether you seek a year-round haven or a seasonal retreat. Move right in with this fully furnished 3-bedroom, 2-bathroom gem. Relax in style after a day of skiing or exploring the scenic Green Mountains. Crave

TG Glazer Winhall Real Estate

22 Little Brook Rd, Winhall, VT 05340

/28
Est $1,117,579 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,806 Sq Ft
27 Old Ridge Rd, Winhall, VT 05340

27 Old Ridge 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
/33
$489,000 Sold Aug 26, 2024
- 2,400 Sq Ft
- $204/SF
- 9 Days On Market
- 4 Beds
- 2 Baths
- Built 1975
1 Burnt Hill Ln, Winhall, VT 05340

Nestled in the coveted Strattonwald neighborhood, this unique four-bedroom, two-bath home seamlessly blends contemporary style with comfort. Set back on 1.3 acres, it features a spacious deck perfect for outdoor enjoyment. Inside, the home's distinctive charm is highlighted by a cozy wood fireplace and dramatic cathedral ceilings, creating an airy, inviting atmosphere. Conveniently located on the

Carrie Mathews Winhall Real Estate

1 Burnt Hill Ln, Winhall, VT 05340

/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

/2
$710,000 Sold Apr 28, 2025
- 2,470 Sq Ft
- $287/SF
- 45 Days On Market
- 3 Beds
- 3 Baths
- Built 1995
50 Hilltop Rd, Winhall, VT 05340

Nestled on Hilltop Road in Intervale is this stylish retreat that begs to host your friends and family, with a renovated kitchen that invites chefs and dining counter guests. The new, oversized deck is perfect for spring, summer and fall foliage entertaining. Sunlight fills the living/dining area, and hardwood floors abound on the 1st and 2nd floors of this 3-story home. The bottom floor includes

Jamie Luke TPW Real Estate

50 Hilltop Rd, Winhall, VT 05340

Showing Results 121 - 160, Page 4 of 18

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