232

Bennington County VT Homes for Sale

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  • /50

    $4,500,000

    • 7 Beds
    • 10 Baths
    • 7,422 Sq Ft

    318 Spring Hill Ln, Dorset, VT 05251

    Welcome to a truly exceptional estate where classic charm and modern craftsmanship unite on 9 secluded acres in the heart of coveted Dorset, Vermont. Meticulously curated with no detail overlooked and no expense spared, this remarkable property features a beautifully renovated 1941 Colonial residence, complemented by a collection of newer luxury companion buildings that together create a one of a

    Richard Slocum Four Seasons Sotheby's Int'l Realty

    318 Spring Hill Ln, Dorset, VT 05251
  • /23

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 4,508 Sq Ft

    308 Mending Walls Rd, Manchester Center, VT 05255

    NEW ROOF, 2022! NEW MOUND SYSTEM! NEW WATER FILTER SYSTEM! CHIMNEY HAS LINER! NEW NEUTRAL INTERIOR PAINT! LIGHT FILLED, WALK OUT BASEMENT!Come see this immaculate Country Cape located in the highly sought-after community of Mending Walls in Manchester, Vermont. This well-maintained 2003 home combines timeless charm with modern convenience, offering a perfect blend of cozy living and spacious

    Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

    308 Mending Walls Rd, Manchester Center, VT 05255
  • /50

    $1,269,000

    • 4 Beds
    • 4 Baths
    • 4,266 Sq Ft

    693 Longview Dr, Manchester, VT 05255

    Freshly painted and ready to go this four-bedroom, four-bath home offers not only exceptional views and privacy but also the convenience of an in-town location. It's ideally situated in Manchester Village, set on three landscaped acres featuring mature trees, custom stonework, level lawns, and active brook.The interior of the home provides a comfortable living space. On the Main Level, you'll

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    693 Longview Dr, Manchester, VT 05255
  • /7

    $175,000

    • Land
    • 15.49 Acres
    • $11,298 per Acre

    00 Silk Rd, Bennington, VT 05201

    Fifteen and a half level, mowed acres, suitable for a home build, agriculture, or a small subdivision.Passing over the iconic Silk Road Covered Bridge crossing the Walloomsac River, on the right you'll find this flat, cleared parcel ready for farming or development. With over 500 feet of road frontage, plenty of acreage, and the beautiful river across the street, the possibilities here

    David White OwnerEntry.com

    00 Silk Rd, Bennington, VT 05201
  • /52

    $199,000

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

    130 Morgan St, Bennington, VT 05201

    200 feet of Walloomsac River front .There is a second kitchen for a possible in-law or AB&B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities.

    Dan Mason Perrott Realty

    130 Morgan St, Bennington, VT 05201
  • /51

    $970,000

    • 6 Beds
    • 8 Baths
    • 5,764 Sq Ft

    24 Vt Route 11, Londonderry, VT 05148

    Step into a world of potential with this beautiful country retreat, set on the edge of pristine Green Mountain National Forest. Adventure truly begins here, with nearby access to the Catamount Trail and four renowned ski areas just minutes away. Once home to the beloved Nordic Inn, this versatile property carries a rich legacy of hospitality, having once hosted a restaurant and cross-country ski

    Nancy Jensen Four Seasons Sotheby's Int'l Realty

    24 Vt Route 11, Londonderry, VT 05148
  • /54

    $1,875,000

    • 3 Beds
    • 3 Baths
    • 5,228 Sq Ft

    2167 Myers Rd, Shaftsbury, VT 05262

    Welcome to Hidden Ponds Farm!!! Nestled amidst 40 sprawling acres, this historic early 1800's post and beam converted barn is a rare gem combining rustic charm with modern comforts. The property is highlighted by a stunning 1,000-foot hand-placed stone wall, two picturesque ponds, and two orchards offering seasonal beauty and fresh fruit. The expansive outdoor space also features a hot tub,

    Kelley Mccarthy Mahar McCarthy Real Estate

    2167 Myers Rd, Shaftsbury, VT 05262
  • /42

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,624 Sq Ft

    516 Oberdorf Rd, Readsboro, VT 05350

    Outdoor lover’s paradise in Alpenwald Village! This beautifully updated 2-bedroom, 2-bath home sits on an ample 2.5 acres and abuts National Forest land—perfect for year-round adventure. Step inside to your open kitchen and a bright family room with cathedral ceilings and a sliding door that opens to a peaceful back porch with stunning mountain views. The spacious mudroom offers plenty of room

    Lindsey Martin Maple Leaf Realty

    516 Oberdorf Rd, Readsboro, VT 05350
  • /27

    $549,000

    • 2 Beds
    • 2 Baths
    • 3,478 Sq Ft

    142 Mount Aeolus Rd, Manchester, VT 05255

    A Rare Investment Opportunity in Manchester! This versatile property offers the perfect blend of commercial and residential potential, making it an ideal choice for savvy investors or those seeking a live-work setup. The upstairs features a spacious residential rental, while the lower level was recently leased to a local daycare, providing immediate rental income.This well-maintained property

    Andrea Kaplan Four Seasons Sotheby's Int'l Realty

    142 Mount Aeolus Rd, Manchester, VT 05255
  • /9

    $65,000

    • Land
    • 0.74 Acre
    • $87,838 per Acre

    0 Stratton View Rd, Winhall, VT 05340

    Stratton View Rd Lot # 58 , .74 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition Lot MLS #5036984 available. Own your piece of Vermont.

    Mike England Michael England Real Estate

    0 Stratton View Rd, Winhall, VT 05340
  • /13

    $135,000

    • Land
    • 1.36 Acres
    • $99,265 per Acre

    0 Stratton View Rd, Winhall, VT 05340

    Stratton View Road lives up to its name. Big Views of Stratton, just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Own your piece of Vermont.

    Mike England Michael England Real Estate

    0 Stratton View Rd, Winhall, VT 05340
  • /8

    $65,000

    • Land
    • 1.02 Acres
    • $63,725 per Acre

    0 Stratton View Rd, Winhall, VT 05340

    Stratton View Rd Lot # 59 , 1.02 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition lot MLS #5036988 available. Own your piece of Vermont.

    Mike England Michael England Real Estate

    0 Stratton View Rd, Winhall, VT 05340
  • /2

    $199,500

    • Land
    • 47 Acres
    • $4,245 per Acre

    TBD Myers Rd, Shaftsbury, VT 05262

    47+/- magical acres of rolling meadows, mountain views, hard woods and wildlife. The acreage affords you the opportunity to build your dream home/mini farm. The expansive acreage invites you to explore the surrounding nature, whether it's a morning walk on the bucolic rural road, greeting the early birds or sitting high on the hillside staring at the stars. Few parcels of this size remain

    Carol O`Connor Four Seasons Sotheby's Int'l Realty

    TBD Myers Rd, Shaftsbury, VT 05262
  • /39

    $297,500

    • 5 Beds
    • 2 Baths
    • 2,294 Sq Ft

    218 Union St, Bennington, VT 05201

    Charming Downtown Victorian - Income Opportunity Meets Timeless StyleTucked behind the classic facade of this downtown Bennington gem lies an incredible opportunity-for homeowners and investors alike. Located in the heart of downtown on a street known for both professional and residential appeal, this Victorian-style duplex offers versatility, character, and reliable income potential. Each

    Kelley Mccarthy Mahar McCarthy Real Estate

    218 Union St, Bennington, VT 05201
  • /49

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 4,634 Sq Ft

    1677 Barnumville Rd, Manchester Center, VT 05255

    This historic 19th century two-story brick Federal house was originally a popular tavern. It has been completely renovated/updated to serve today's relaxed living while retaining all classic features. A bright kitchen/dining/living great room w/fireplace is the heart of the home. A first-floor master suite includes a spa-like bath w/fireplace. There is an adjacent mudroom entrance with 1/2 bath

    R. Diedrich August

    1677 Barnumville Rd, Manchester Center, VT 05255
  • /4

    $190,000

    • 5 Beds
    • 2 Baths
    • 1,478 Sq Ft

    32-34 Sage St, Bennington, VT 05257

    Duplex in North Bennington offering 1 way street location. decent yard and 2 - 2 bedroom units. Good investment potential in a walkable and sought location. Town water and sewer.

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    32-34 Sage St, Bennington, VT 05257
  • /58

    $617,000

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft

    11 Pond View Rd, Winhall, VT 05340

    Fall Bulletin: Though this seller would love to sell he will also rent this fine property as a Winter Seasonal Rental for $25,000 plus utilities if you have any interest. The 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

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    11 Pond View Rd, Winhall, VT 05340
  • /6

    $495,000

    • Land
    • 6.93 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
    • 5.54 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
  • /7

    $242,000

    • Land
    • 5.35 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
  • /35

    $649,000

    • 8 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    405 Vermont 30, Winhall, VT 05340

    Ski Resort Investment Gem! 2-Family Home Near Stratton & BromleyRare investment opportunity in the heart of Vermont's premier ski region. Located on scenic Vermont Route 30, this property offers unparalleled access to both Stratton Mountain Resort and Bromley Mountain Ski Resort. Whether you're looking to live in one unit and rent the other, or convert it to a single-family home, this

    Robin Apps Four Seasons Sotheby's Int'l Realty

    405 Vermont 30, Winhall, VT 05340
  • /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
  • /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
  • /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

    $464,500

    • 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
  • /34

    $185,000

    • Land
    • 3.1 Acres
    • $59,677 per Acre

    00 Finbar's Forest Rd, 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 show the well and septic location. Newly added topsoil and seeded. Short drive to the center of Manchester and around the corner to the Manchester Country

    Patti Trudel RE/MAX Four Seasons

    00 Finbar's Forest Rd, Manchester, VT 05255
  • /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

    $49,900

    • Land
    • 11 Acres
    • $4,536 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
  • /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

    $529,999

    • 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

    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
  • /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

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