Bennington County VT Homes for Sale

/52
$629,000
- 3 Beds
- 3 Baths
- 1,650 Sq Ft
11 Pond View Rd, Winhall, VT 05340

Spring skiing & boarding is upon us & you can still close on time to enjoy it! Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third bedroom and shared bath with the loft area. Heating system replaced with an efficient Buderus

Terry Hill Berkshire Hathaway HomeServices Stratton Home

11 Pond View Rd, Winhall, VT 05340
/6
$495,000
- Land
- 7 Acres
- $71,429 per Acre
lot#2 Margeaux Ln, Stratton, VT 05155

This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

lot#2 Margeaux Ln, Stratton, VT 05155
/5
$465,000
- Land
- 6 Acres
- $83,935 per Acre
Lot #4 Margeaux Ln, Stratton, VT 05155

Nestled along a peaceful babbling brook, this 5.54-acre parcel offers an idyllic setting for building the home of your dreams. Surrounded by a serene wooded landscape, the property provides both privacy and tranquility, while still being just moments from the Sun Bowl at Stratton. With a septic permit already approved for a 4-bedroom home, this lot is ready for construction, allowing you

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

Lot #4 Margeaux Ln, Stratton, VT 05155
/4
$225,000
- Land
- 1.99 Acres
- $113,065 per Acre
00 Margeaux Ln, Stratton, VT 05155

This beautiful 1.99-acre parcel, nestled in the woods, offers the perfect setting to build the home of your dreams. With a 5-bedroom septic permit already in place, you’ll be ready to start construction right away. Access is easy via a right-of-way from Margeaux Lane, providing both privacy and convenience. Located just minutes from the Sun Bowl at Stratton. It is close to everything Stratton

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

00 Margeaux Ln, Stratton, VT 05155
/40
$305,000
- 3 Beds
- 3.5 Baths
- 3,023 Sq Ft
872 Barber Pond Rd, Pownal, VT 05261

Tucked away in a peaceful Vermont setting, this charming ranch-style home blends rustic charm with modern comfort. Step inside to gleaming hardwood floors, soaring cathedral ceilings, and a cozy brick fireplace, creating an inviting space to relax and unwind. The open kitchen and dining area make mealtime effortless, with easy access to the backyard for summer barbecues or quiet morning coffee on

Nick Sicard EXP Realty

872 Barber Pond Rd, Pownal, VT 05261
/17
$665,000
- 2 Beds
- 2 Baths
- 1,036 Sq Ft
43 Middle Ridge Rd Unit 311, Winhall, VT 05155

Exceptional 2 bedroom /2 bath Rising Bear Unit with Viking Kitchen, propane fireplace and private covered deck. Amenities abound with underground heated parking, year round private outdoor heated pool, sauna and spas. Enjoy private shuttle from the elevator to the Base Lodge during the winter, yet just a short stroll across the Commons into the Village for dining and shopping! Granite

Kim Morgan-Wohler Wohler Realty Group

43 Middle Ridge Rd Unit 311, Winhall, VT 05155
/52
$799,000
- 3 Beds
- 3 Baths
- 2,118 Sq Ft
A6 Ridge Unit A6, Winhall, VT 05340

It’s the Premier Location and commanding views that set this Piper Ridge townhome apart. The stunning unobstructed views are central to thetownhomes design, while the southern exposure provides all day sunshine and a light and airy atmosphere. You’ll experience the evening’s magic watching stunning sunsets with the resort lights on full display and will have the premier “front row seats” to

Karin Hardy Berkshire Hathaway HomeServices Stratton Home

A6 Ridge Unit A6, Winhall, VT 05340
/34
$975,000
- 4 Beds
- 4.5 Baths
- 2,658 Sq Ft
73 Cranberry Hill Rd, Winhall, VT 05340

Nestled at the end of a quiet road in the highly sought-after Strattonwald community, 73 Cranberry Hill Road is the quintessential European-style ski house, offering the perfect Vermont retreat. This impeccably upgraded home has never been rented and is turn-key, ready for immediate enjoyment. It combines timeless charm with modern conveniences, featuring air conditioning for year-round comfort.

Carrie Mathews Winhall Real Estate

73 Cranberry Hill Rd, Winhall, VT 05340
/26
$425,000
- 4 Beds
- 1.5 Baths
- 1,344 Sq Ft
2 Lower Stratton Valley Rd, Winhall, VT 05340

Welcome to this charming ski chalet situated in close proximity to three major ski resorts and offered fully furnished so you can move right in, unpack, and start enjoying yourself. There's a full bath downstairs to go along with 4 generously sized bedrooms and a 1/2 bath upstairs for guests, creating a cozy and inviting atmosphere that's ideal for après-ski relaxation or a peaceful retreat

Mike Masters Four Seasons Sotheby's Int'l Realty

2 Lower Stratton Valley Rd, Winhall, VT 05340
/50
$1,095,000
- 4 Beds
- 3.5 Baths
- 3,134 Sq Ft
D11 Cobble Ridge Rd, Winhall, VT 05340

Luxury Mountain Retreat! Stunning Piper Ridge Transformation, Renovated in 2024!This spectacular 4-bedroom, 4-bath Piper Ridge townhouse offers effortless living with winter shuttle service to Stratton. New windows flood the home with natural light, illuminating the elegant finishes, clean lines, and a sophisticated design that radiates tranquility. A redesigned mudroom with custom

Christine Chovan Wohler Realty Group

D11 Cobble Ridge Rd, Winhall, VT 05340
/48
$2,780,000
- 5 Beds
- 7 Baths
- 7,625 Sq Ft
19 Old Town Rd, Bondville, VT 05340

Experience Vermont luxury at 19 Old Town Road, Winhall—a stunning 5-bedroom, 7-bathroom estate on 21.53 private acres. Built in 2000, this meticulously designed retreat offers unobstructed views of both Stratton Mountain and Magic Mountain.The spacious great room is the heart of the home, featuring soaring ceilings, a grand stone fireplace, and walls of windows that frame breathtaking

Christiane Carroccio TPW Real Estate

19 Old Town Rd, Bondville, VT 05340
/7
$242,000
- Land
- 5 Acres
- $45,234 per Acre
01 Old Depot Rd, West Arlingtn, VT 05250

This 5+ acre open field lot features big sky views of both the Taconic and Green Mountains. Overlooking a privately maintained pond, this property is just down the road from one of Southern Vermont's most charming farms. Comes with an approved wastewater permit for a 4 bedroom home.

Paul Carroccio TPW Real Estate

01 Old Depot Rd, West Arlingtn, VT 05250
/20
$215,000
- Land
- 4.46 Acres
- $48,206 per Acre
OA E Manchester Rd, Manchester, VT 05255

Very desirable lot off East Manchester Road with several building possibilities. Gently sloping, preliminary septic permit in place and access to all Manchester has to offer.

Peter Pierce EXP Realty

OA E Manchester Rd, Manchester, VT 05255
/23
$1,195,000
- 5 Beds
- 5 Baths
- 4,321 Sq Ft
708 Prospect St, Manchester, VT 05254

Location, Setting, Views! It's All Here! Step into the timeless elegance of this exquisite 1850's Cape-style farmhouse, gracefully nestled on 2.5 acres of picturesque village land in the heart of Manchester. With 5 spacious bedrooms and 5 bathrooms, this exceptional home seamlessly blends historic charm with modern comforts. The property boasts breathtaking easterly views, visible from the cozy

Andrea Kaplan Four Seasons Sotheby's Int'l Realty

708 Prospect St, Manchester, VT 05254
/34
$679,000
- 5 Beds
- 3 Baths
- 3,836 Sq Ft
162 Highland Ave, Manchester Center, VT 05255

Easy Investment Opportunity! Three unit multi-family. Great passive income. Turn key money maker! Spacious layout with privacy for each unit. The main level unit offers an open living dining area, three bedrooms, one-bath with mountain views off the spacious deck. The second floor offers two separate one-bedroom, one-bath units. Each unit has its own entrance. The lower level provides storage for

Margretta Fischer Wohler Realty Group

162 Highland Ave, Manchester Center, VT 05255
/31
$55,000
- Land
- 1.10 Acres
- $50,000 per Acre
339 S Stream Rd, Pownal, VT 05261

Built in 1890, this was previously a 9 room home with 5 bedrooms and 2,204 square feet of living space with an attached barn/garage. The propertyhas been 'gutted' and is ready to be renovated from the studs or tear down and build new. The foundation needs some work but can be reused and you already have framing and siding to work with along with electrical service to the house. No information is

Lisa Friedman Great American Dream Realty

339 S Stream Rd, Pownal, VT 05261
/32
$55,000
- 5 Beds
- 2 Baths
- 2,204 Sq Ft
339 S Stream Rd, Pownal, VT 05261

Built in 1890, this was previously a 9 room home with 5 bedrooms and 2,204 square feet of living space with an attached barn/garage. The property has been 'gutted' and is ready to be renovated from the studs. The foundation needs some work but can be reused and you already have framing and siding to work with along with electrical service to the house. No information is known about the well and

Lisa Friedman Great American Dream Realty

339 S Stream Rd, Pownal, VT 05261
/24
$39,000
- Land
- 7 Acres
- $5,540 per Acre
170 Gore Rd, Bennington, VT 05201

7.04 +/- Acres of beautiful open woodland, gently sloping and surrounded by stone walls. A perfect spot for a little get-a-way, camping, tenting, hunting but with future potential for a home. Access is via a deeded 50’ ROW off a paved town road. This ROW is about 800’ long. It would likely be simple to create a parking area and walk or ATV out to the property for recreational purposes. In

Curtis Trousdale Preferred Properties

170 Gore Rd, Bennington, VT 05201
/15
$180,000
- Land
- 3.00 Acres
- $60,000 per Acre
530 Finbars Forest Rd, Manchester Center, VT 05255

If you're looking for a distinctive Manchester home site, look no further than this private, wooded lot bordering the back nine of Manchester Country Club's celebrated championship golf course. The south-facing wooded lot offers the perfect blend of privacy, exquisite golf course views, and the distant backdrop of the rolling Green Mountain ridge. The location is as central as it is nestled in

Jamie Luke TPW Real Estate

530 Finbars Forest Rd, Manchester Center, VT 05255
/39
$2,999,000
- 6 Beds
- 6.5 Baths
- 6,650 Sq Ft
25 Mountain Haunts Rd, Winhall, VT 05340

Attend the PUBLIC OPEN HOUSE Monday February 17 from 10:00-2:00. Exceptional 40.8 acre newly expanded and renovated Stratton Mountain estate with unrivaled views of Stratton just minutes from the Base Lodge or Sun Bowl. This is your own personal winter playground where you can hit the slopes or snowmobile and hike on your own land with additional acreage available.This Grand Lodge NOW BOASTS 4

Kim Morgan-Wohler Wohler Realty Group

25 Mountain Haunts Rd, Winhall, VT 05340
/21
$235,000
- 3 Beds
- 1.5 Baths
- 912 Sq Ft
527 South St, Bennington, VT 05201

A unique South Street property offering income potential, located just outside the heart of downtown Bennington and Hospital. Three bedrooms, two bathrooms, including a first-floor bedroom with two additional bedrooms on the second floor. An attached oversized garage can accommodate four to five vehicles, and a separate three-bay garage currently generates $450 per month in rental income, an

Lori Hurley Four Corner Properties LLC

527 South St, Bennington, VT 05201
/35
$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
/22
$299,000
- 3 Beds
- 2 Baths
- 1,833 Sq Ft
214 Prospect St, Bennington, VT 05201

Beautiful in-town, 3-bedroom, 2-bathroom home is completely turn-key and ready to be your Vermont home! Perfectly situated in a sought-after neighborhood near the hospital, shops, and Bennington's many Main Street parades and festivals, it offers just the ideal blend of convenience and charm. So many recent upgrades and renovations, including a brand-new roof, furnace, significant tree removal

Lori Hurley Four Corner Properties LLC

214 Prospect St, Bennington, VT 05201
/10
$200,000
- Land
- 40 Acres
- $5,000 per Acre
0 Alden Rd Unit Land Lot 18 5025318, West Arlingtn, VT 05250

Wow! 39+ acres only minutes to Manchester! Trails, privacy and conveniently located. Features mountain vistas and trails to Mill Brook. Rare find and ready for the next owner. No further subdivision.

Margretta Fischer Wohler Realty Group

0 Alden Rd Unit Land Lot 18 5025318, West Arlingtn, VT 05250
/47
$388,000
- 3 Beds
- 2 Baths
- 1,702 Sq Ft
321 Chester Knoll Dr, Bennington, VT 05201

Brand new construction, getting the finishing touches now, This three bedroom two bath cape style home is energy efficient and up to the newest Vermont energy codes. On demand hot water and efficient heat system. This home Has an under house heated garage plus a bonus walkout room in the lower level. Quote is available for buyers interested in finishing that. Not only do you get brand new

Lilli West Maple Leaf Realty

321 Chester Knoll Dr, Bennington, VT 05201
/15
$670,000
- 5 Beds
- 4 Baths
- 3,732 Sq Ft
105 Elm St, Manchester, VT 05255

This 4 unit multi family property located in Manchester's Depot district has been owned and managed by the same partnership group for over 30 years. The property is fully occupied with good tenants and is in excellent condition. There are two apartments on the first floor and two apartments on the second floor. There is ample of off street parking behind the building. There is coin operated

David Citron RE/MAX Four Seasons

105 Elm St, Manchester, VT 05255
/23
$805,000
- 10 Beds
- 7 Baths
- 5,103 Sq Ft
53 Elm St, Manchester Center, VT 05255

This 7 unit multi family property located in Manchester's Depot district has been owned and managed by the same partnership group for almost 40 years. The property is fully occupied with good tenants and is in excellent condition. There are 4 apartments on the first floor, two apartments on the second floor and one on the third floor. There is plenty of off street parking both in front of the

David Citron RE/MAX Four Seasons

53 Elm St, Manchester Center, VT 05255
/15
$100,000
- Land
- 26 Acres
- $3,817 per Acre
0 Magee Rd Unit 73316675, Stamford, VT 05352

This exceptional 26.2-acre property features two prime building lots, offering a unique opportunity for development or personal retreat. The landscape is enhanced by small streams and a tranquil pond, complemented by numerous wide trails that provide easy access throughout the land. The property boasts stunning stone outcrops and walls, creating a picturesque setting that attracts abundant

Gary Fuls Jr RE/MAX Transitions

0 Magee Rd Unit 73316675, Stamford, VT 05352
/15
$100,000
- Land
- 26 Acres
- $3,817 per Acre
0 Magee Rd, Stamford, VT 05352

This exceptional 26.2-acre property features two prime building lots, offering a unique opportunity for development or personal retreat. The landscape is enhanced by small streams and a tranquil pond, complemented by numerous wide trails that provide easy access throughout the land. The property boasts stunning stone outcrops and walls, creating a picturesque setting that attracts abundant

Gary Fuls Jr RE/MAX Transitions

0 Magee Rd, Stamford, VT 05352
/23
$245,000
- 4 Beds
- 1 Bath
- 1,660 Sq Ft
207 West Rd Unit N, Arlington, VT 05250

Charming Antique Farmhouse on 10.9 acres with a large red barn on a quiet town-maintained road needs TLC and finish work. Featuring four bedrooms, one bath, an open kitchen/ dining with solid deck off kitchen. Large fireplace in living room. The current owners have worked hard to make needed updates, including a newer water heater, some new plumbing, removed old plaster and gutted all the

Margretta Fischer Wohler Realty Group

207 West Rd Unit N, Arlington, VT 05250
/40
$479,000
- 4 Beds
- 3.5 Baths
- 3,861 Sq Ft
120 Village St, East Dorset, VT 05253

Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. An addition was added in 1900, followed by several improvements over time the colonial farmhouse boasts approximately 3,861 sq. ft. including an oversized two car garage all on 1.1 acres. With a sprawling footprint that features a primary bedroom suite with oversized closet, 4

Jill Simon Josiah Allen Real Estate, Manchester Branch Office

120 Village St, East Dorset, VT 05253
/26
$219,000
- 2 Beds
- 1 Bath
- 592 Sq Ft
121 Mccall St, Bennington, VT 05201

NEW!NEW!NEW! This completely renovated Cozy 2 bedroom cottage was taken back to the studs and redone with New wiring, New plumbing, New heating system, New Bathroom. Everything here is new and ready to just move in and enjoy easy living. Located on village lot with a great side yard for family cook outs. There is a deck in the back ready to be transformed to a screened porch. Just a short walk

Dan Mason Perrott Realty

121 Mccall St, Bennington, VT 05201
/19
$185,000
- Land
- 3.10 Acres
- $59,677 per Acre
00 Finbar's Forest Rd Unit 7 West , 7 East, Manchester, VT 05255

Set on a knoll. Stunning mountain view of Mt Aeolus. This private 3.1 acre lot is ready to be built on with the driveway installed and lot cleared. Vt State Wastewater permit WW-8-2024 for a 3 bedroom home. Owner has staked the land to showing the well and septic location. Short drive to the center of Manchester and around the corner to the Manchester Country Club. Vast Trail access.

Patti Trudel RE/MAX Four Seasons

00 Finbar's Forest Rd Unit 7 West , 7 East, Manchester, VT 05255
/24
$234,000
- Land
- 5 Acres
- $43,820 per Acre
0 Myers Rd Unit 5022242, Shaftsbury, VT 05262

Don’t miss the opportunity to own a piece of Vermont paradise! This rare 5+ acre parcel offers the perfect combination of peace and natural beauty, making it the ideal spot for your future home, vacation retreat, or weekend getaway. Nestled on a quiet country road, the property boasts breathtaking mountain views that change with every season, from the lush greens of summer to the crisp,

Angela Bevin Maple Leaf Realty

0 Myers Rd Unit 5022242, Shaftsbury, VT 05262
/18
$29,900
- Land
- 2.34 Acres
- $12,778 per Acre
00 Red Mountain Rd, Arlington, VT 05250

Three Springs Retreat, is a 2.34-acre parcel nestled in the charming town of Arlington, Vermont, offering a serene escape with three flowing brooks in the heart of the Green Mountains. Known for its rich history, Arlington blends small-town charm with vibrant natural beauty, making it an ideal location for outdoor enthusiasts and nature lovers alike. Imagine creating your own personal haven on

Sandy Reavill Real Broker LLC

00 Red Mountain Rd, Arlington, VT 05250
/12
$79,000
- Land
- 11 Acres
- $7,182 per Acre
0 Rupert Rd Unit 5021897, Sandgate, VT 05250

Build your getaway home in the Vermont mountains! Beautiful, secluded lot of varying terrain in Sandgate, Vermont. Close to NY border, 30 minutes to historic Manchester, VT and Bennington, VT, as well as ski mountains. Perc test completed less than a year ago and identified two areas on lot that are usable for septic. Accessible from public road.

Nicholas Charest Maple Leaf Realty

0 Rupert Rd Unit 5021897, Sandgate, VT 05250
/50
$1,050,000
- 5 Beds
- 5.5 Baths
- 4,729 Sq Ft
83 Benson Fuller Dr, Bondville, VT 05340

Just an 8-minute drive to Stratton, 83 Benson Fuller Drive sits atop the beautiful Forest Farms neighborhood, offering both serenity and convenience. This meticulously updated home is ready for you to move in and enjoy the best of Vermont living. Nestled on a quiet dirt road, it’s perfect for morning and evening strolls with the dog before or after a day on the slopes.Inside, this

Christiane Carroccio TPW Real Estate

83 Benson Fuller Dr, Bondville, VT 05340
/40
$1,450,000
- 5 Beds
- 3.5 Baths
- 4,017 Sq Ft
11 Founders Hill Rd, Winhall, VT 05360

Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot justdown the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with a

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

11 Founders Hill Rd, Winhall, VT 05360
/14
$265,000
- 3 Beds
- 2 Baths
- 1,782 Sq Ft
716 Ball Mountain Rd, Arlington, VT 05250

Discover your dream retreat with this stunning manufactured home on 1.20 acres featuring breathtaking mountain views. Offering 1,780 sq ft of single-level living, the open concept design includes a spacious kitchen, dining, and living area perfect for entertaining. The home boasts new hardwood and tile flooring, three bedrooms, including a luxurious primary suite with a spa-like en suite

Annette Gallo Real Broker LLC

716 Ball Mountain Rd, Arlington, VT 05250
/60
$575,000
- 3 Beds
- 2 Baths
- 2,031 Sq Ft
2354 Danby Mountain Rd, Dorset, VT 05251

Dorset Mountain retreat offering spectacular mountain views of Taconic Mountain Range featuring 7 acres and proximity to year-round outdoor recreation. Snowshoeing, cross country skiing, hiking and mountain biking right here. Fabulous location minutes from Dorset Green. This 3-bedroom, 2-bathroom home is the perfect mountain getaway or a full-time residence offering peace and privacy.The spacious

Margretta Fischer Wohler Realty Group

2354 Danby Mountain Rd, Dorset, VT 05251

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.