229

Bennington County VT Homes for Sale

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  • /47

    $599,000

    • 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
  • /15

    $168,000

    • Land
    • 3 Acres
    • $56,000 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
  • /56

    $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
  • /52

    $399,900

    • 4 Beds
    • 2 Baths
    • 2,368 Sq Ft

    263 Elm St, North Bennington, VT 05257

    New Price! Fabulous Four Bedroom Farmhouse. Updated kitchen with new stainless steel appliances. Take in the mountain view through your newer windows over the new stainless steel sink and subway tile backsplash. Natural light graces this spacious home. The first-floor primary bedroom has a private walk-out deck overlooking the large level backyard. The generous living room opens up to a dining

    Margretta Fischer Wohler Realty Group

    263 Elm St, North Bennington, VT 05257
  • /21

    $175,000

    • Land
    • 17.95 Acres
    • $9,749 per Acre

    0 U S 7, Pownal, VT 05261

    Beautiful Pownal Valley views from almost wherever you stand on this 17.95 acre parcel. Zoned for commercial use along the road frontage and rural residential in back creates opportunities for different types of development.

    Agent Photo

    Vicki Wilson

    Maple Leaf Realty

    (802) 327-8230

    0 U S 7, Pownal, VT 05261
  • /15

    $195,000

    • Land
    • 40 Acres
    • $4,875 per Acre

    0 Alden Ln, Sunderland, 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 Ln, Sunderland, VT 05250
  • /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
  • /40

    $439,500

    • 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
  • /3

    $44,900

    • Land
    • 1 Acre
    • $44,900 per Acre

    270 Bergabhang Dr, Readsboro, VT 05350

    Come and build on this beautiful lot in Alpenwald Village - lot is cleared and is an approved and engineered building lot. Built to suit option available

    Sean Taylor Moresi Real Estate Partners

    270 Bergabhang Dr, Readsboro, VT 05350
  • /37

    $499,999

    • 4 Beds
    • 3 Baths
    • 3,504 Sq Ft

    636 Tunnel St, Readsboro, VT 05350

    Almost there! This owner has taken a traditional farmhouse and transformed it into an amazing home full of style and grace. There are many ways to consider this home...over 3500 square feet of single family living with 4 bedrooms (or even 5) and 3 baths...live on one floor, AIR B&B all or part of the other floor....rent both levels and use as a vacation home on off seasons. The kitchen is large

    Christine Lewis Brattleboro Area Realty

    636 Tunnel St, Readsboro, VT 05350
  • /28

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,610 Sq Ft

    3622 Dorset West Rd, Dorset, VT 05251

    Unique Dorset West Road offering....This rare opportunity beckons creativity,craft, and charm! Begs all those ready, willing and able to renovate, keeping the existing home, whilst enjoying life in an extremely beautiful and desirable location. Enjoy the beautiful framed in mountain views from most interior living spaces and from the back patio/yard. This 6.6 acre rolling property boasts

    Sunny Breen Josiah Allen Real Estate, Inc.

    3622 Dorset West Rd, Dorset, VT 05251
  • /26

    $360,000

    • Land
    • 2 Acres
    • $180,000 per Acre

    100 Back 9 Bluff, Manchester, VT 05255

    Discover the perfect blend of convenience and tranquility with this stunning 2-acre lot nestled in the heart of Manchester, VT. Boasting a picturesque landscape with mature trees and scenic views, this property offers more than just land—it comes complete with essential infrastructure for your dream home. This lot is ready to build with a foundation already in place, a well, a septic system, a

    David Shehadi Josiah Allen Real Estate, Inc.

    100 Back 9 Bluff, Manchester, VT 05255
  • /12

    $399,500

    • Land
    • 2.7 Acres
    • $147,963 per Acre

    2937 Dorset Rd W, Dorset, VT 05251

    Prime Buildable Lot in Dorset! Embrace the Best of All Worlds!Discover a rare opportunity to own a ready-to-build lot in the heart of Dorset, perfectly positioned to offer unparalleled access to the town's finest attractions. Just moments from scenic hiking trails, the picturesque Dorset Green, and the esteemed Dorset Field Club, this property is your gateway to a lifestyle of outdoor

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    2937 Dorset Rd W, Dorset, VT 05251
  • /46

    $1,350,000

    • 4 Beds
    • 4 Baths
    • 4,640 Sq Ft

    33 Forest Haunts Rd, Winhall, VT 05340

    Discover Your Vermont Retreat Nestled amidst 20.8 private acres of tranquil woods, this French country manor offers an exceptional opportunity to own a piece of Vermont paradise. Situated near the serene North Branch Ball Mountain Brook, enjoy the soothing sounds of cascading water and the breathtaking beauty of nature. Property Highlights: Prime Location: Just minutes from Stratton Resort for

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    33 Forest Haunts Rd, Winhall, VT 05340
  • /33

    $575,000

    • Land
    • 99.31 Acres
    • $5,790 per Acre

    000 Vermont 11, Peru, VT 05152

    Embrace the timeless beauty of Vermont with this exceptional 99.31-acre retreat. Nestled in the heart of picturesque Peru, Vermont, this expansive land parcel offers an extraordinary opportunity to own a slice of New England’s breathtaking landscapes. Surrounded by lush forests and bordering pristine national forest land, this property boasts timeless views of neighboring fields and the Green

    Kim Prins Four Seasons Sotheby's Int'l Realty

    000 Vermont 11, Peru, VT 05152
  • /38

    $4,975,000

    • 5 Beds
    • 4 Baths
    • 6,998 Sq Ft

    527 Benson Rd, Manchester Center, VT 05255

    Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould

    Story Jenks LandVest, Inc/Woodstock

    527 Benson Rd, Manchester Center, VT 05255
  • /43

    $2,100,000

    • 4 Beds
    • 3 Baths
    • 3,780 Sq Ft

    1228 Skiparee Rd, Pownal, VT 05260

    Welcome to Amara Farm, an equestrian paradise in Southern Vermont. This meticulously planned property offers a 13-stall barn designed with every detail in mind, ensuring comfort and efficiency for both horse and rider. The state-of-the-art indoor arena features GGT footing and a full wall of window providing top-quality conditions for training and performance. Turnout paddocks and outdoor arena

    Christiane Carroccio TPW Real Estate

    1228 Skiparee Rd, Pownal, VT 05260
  • /11

    $2,500,000

    • Land
    • 227 Acres
    • $11,013 per Acre

    00 Vermont 11, Peru, VT 05152

    Once-in-a-Lifetime 227± Acre Legacy Property Bordering National Forest & Bromley Mountain Discover a rare opportunity to own 227± acres of pristine Vermont land, directly abutting the National Forest and the slopes of Bromley Mountain. With breathtaking views of Stratton Mountain and the Green Mountains, this expansive property offers an unmatched canvas for your dream retreat—whether it's a

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    00 Vermont 11, Peru, VT 05152
  • /50

    $4,999,000

    • 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
  • /40

    $1,245,000

    • 4 Beds
    • 6 Baths
    • 4,272 Sq Ft

    1016 West Rd, Manchester Center, VT 05255

    Manchester Village...an award winning architect transformed this "Sears & Roebuck" mini farmstead indo Living Art! Masterful execution of architectural detail at every turn. Circular landscaped drive ties the residence, garages, and the an impressive party barn together for year round use. The substantial covered stone porch enters the arts & crafts foyer.. with study to one side, ahead the

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 357-7462

    1016 West Rd, Manchester Center, VT 05255
  • /47

    $235,000

    • Land
    • 1.3 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
  • /40

    $179,000

    • Land
    • 0.2 Acre
    • $895,000 per Acre

    10 Partridge Hill, Manchester, VT 05255

    One of the last remaining lots in the exceptional Partridge Hill Association. This beautiful lot is situated to capture wonderful views and abbuts common land and a huge undeveloped land parcel on it's boundaries- offering a private outdoor space. The building envelope benefits from the ability to approach the parcel through the adjacent common land. Underground power and cable at the lot.

    Kim Morgan-Wohler Wohler Realty Group

    10 Partridge Hill, Manchester, VT 05255
  • /15

    $298,500

    • Land
    • 3.7 Acres
    • $80,676 per Acre

    69 Benson Fuller Dr, 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, Winhall, 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
  • /28

    $775,000

    • 5 Beds
    • 2 Baths
    • 3,500 Sq Ft

    20 Bishop Rd, Searsburg, VT 05363

    Owners motivated and will consider offers. Absolutely amazing long range mountain views over the Green Mountain National Forest, Mount Snow, Haystack, and Stratton, from this beautiful 2020 Moosehead log home. This home sits on 7+ acres with direct easy access to VAST snowmobile trails, as well as your own property to loop on, but still only a short drive to ski resorts, lakes, and other Vermont

    Adam Palmiter Berkley & Veller Greenwood/Dover

    20 Bishop Rd, Searsburg, VT 05363
  • /5

    $199,000

    • Land
    • 55.1 Acres
    • $3,612 per Acre

    0 Andrea Dr Unit 4985234, Stamford, VT 05352

    55 acres of pristine sloping woodlands. Build your dream house here. Two very private adjacent lots on gravel road with timber value. Although not part of Alpenwald development the road is plowed and maintained by the development for $750/ year ($350 per lot). Exceptional opportunity to own a piece of Vermont. Convenient to Skiing, hiking, reservoir and 10 minutes to Mass Moca and restaurants in

    Ann Greenwood Alton + Westall Real Estate Agency, LLC

    0 Andrea Dr Unit 4985234, Stamford, VT 05352
  • /40

    $6,900,000

    • 5 Beds
    • 5.5 Baths
    • 6,500 Sq Ft

    515 W Fields Rd, Manchester, VT 05254

    Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rareand exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well knownas two of Southern Vermont's

    Sunny Breen Josiah Allen Real Estate, Inc.

    515 W Fields Rd, Manchester, VT 05254
  • /15

    $115,000

    • Land
    • 2.9 Acres
    • $39,655 per Acre

    Lot 3 Route 11 30, Winhall, VT 05340

    Spectacular West and Southerly Views over Manchester Valley and boasts a bird's eye view across to the Equinox Mountain!Located on the Manchester side of Winhall, this property is at the end of a private lane offering privacy... engineered and offering VT Waste Water and Potable Water Supply Permit: WW-2-3614, design for 3 BR single family residence. Bordered by the Green Mountain Nat'l

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 808-6197

    Lot 3 Route 11 30, Winhall, VT 05340
  • /5

    $199,000

    • Land
    • 55 Acres
    • $3,618 per Acre

    0 Andrea Dr Unit 239393, Stamford, VT 05352

    55 acres of pristine sloping woodlands. Build your dream house here. Two very private adjacent lots on gravel road with timber value. Although not part of the Alpenwald development the road is plowed and maintained by the Association for $750/year ($350 per lot). Exceptional opportunity to own a piece of Vermont. Convenient to skiing, hiking, reservoir and 10 minutes to MASS MoCA and restaurants

    Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

    0 Andrea Dr Unit 239393, Stamford, VT 05352

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