Bennington, VT Homes

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  /17

  $329,000 Sold Mar 31, 2025

  • 1,382 Sq Ft
  • $238/SF
  • 229 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1775

  7935 Main St, Manchester Center, VT 05255

  This 1775 Farmhouse is situated on 2 acres and has a lot of potential. Enjoy all that Manchester has to offer with its delightful boutique shopping, delicious restaurants and numerous indoor/outdoor Recreational opportunities. This lovely home looks directly at Manchester country club. The first level has kitchen, living and family rooms and an office/bedroom. The second level includes four

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  7935 Main St, Manchester Center, VT 05255
• 

  

  

  /21

  Est $249,104 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,438 Sq Ft

  91 Valley View Dr, Pownal, VT 05261

  91 Valley View Dr, Pownal, VT 05261
• 

  

  

  /33

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,666 Sq Ft

  379 Swallow Hill Rd, Pownal, VT 05261

  Welcome home! Tucked away on over 2.6 private and partially wooded acres in the exclusive and tight-knit Swallow Hill neighborhood, this stunning 3-bedroom, 1.5-bath home offers modern comfort and rustic charm in a serene natural setting in Southern Vermont.Step inside to soaring cathedral ceilings, exposed wood beams, and an abundance of Vermont beauty pouring in through large windows.

  Cassie Barbeau Mahar McCarthy Real Estate

  379 Swallow Hill Rd, Pownal, VT 05261
• 

  

  

  /30

  $525,000 Sold Mar 28, 2025

  • 2,800 Sq Ft
  • $188/SF
  • 2 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2002

  58 Wildflower Ln, Arlington, VT 05250

  This charming Cape is filled with natural light, thanks to its large windows and skylights, creating a bright, airy, and inviting atmosphere. The back deck offers breathtaking mountain views, perfect for relaxing or entertaining. Inside, the open and spacious floor plan features a primary bedroom with an en-suite bath and a walk-in closet conveniently located on the main floor. Upstairs, you'll

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  58 Wildflower Ln, Arlington, VT 05250
• 

  

  

  /39

  Est $268,328 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  436 Center St, Pownal, VT 05261

  436 Center St, Pownal, VT 05261
• 

  

  /7

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft

  72 Mckee Rd, Arlington, VT 05250

  This charming 1985 Cape Cod style home, situated on 2.4 acres, is now available.The first floor features a kitchen with a cathedral ceiling, a comfortable living room, and two bedrooms. Upstairs, you will find an additional two bedrooms and a bathroom. The home also includes a full unfinished basement, offering potential for future expansion or storage. The barn could be used as a

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  72 Mckee Rd, Arlington, VT 05250
• 

  

  /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

  Est $891,551 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,879 Sq Ft

  718 Montgomery Rd, Pownal, VT 05261

  718 Montgomery Rd, Pownal, VT 05261
• 

  

  /37

  $1,700,000

  • 6 Beds
  • 7 Baths
  • 5,400 Sq Ft

  2001 Depot St, Manchester Center, VT 05255

  Experience the best of Vermont living at Greybourne House, a fully furnished and impeccably maintained estate offering four-season enjoyment. With 6 bedrooms, 7 full bathrooms, and over 5,400 square feet of living space on 3.2 private acres, this home combines comfort, elegance, and an unbeatable location just minutes from Bromley, Stratton, and the dining and shopping of Manchester. A grand

  Steven Bryant TPW Real Estate

  2001 Depot St, Manchester Center, VT 05255
• 

  

  /26

  $383,000 Sold Mar 27, 2025

  • 1,732 Sq Ft
  • $221/SF
  • 7 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1985

  131 Mckee Rd, Arlington, VT 05250

  Come and take a look at this one level 3 bedroom/3-bathroom home with 2 car detached garage and walk out basement in Sunderland. Eat-in kitchen with bright living room and 3 bedrooms on the main floor. One of the bedrooms converted to a studio/rental with a separate entrance from a deck. The layout works for an in-law suite or private studio with your own kitchenette. Basement level could be

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  131 Mckee Rd, Arlington, VT 05250
• 

  

  /19

  Est $252,017 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  169 Montgomery Rd, Pownal, VT 05261

  169 Montgomery Rd, Pownal, VT 05261
• 

  

  /33

  $880,000

  • 8 Beds
  • 6 Baths
  • 4,326 Sq Ft

  143 Nichols Rd, Peru, VT 05152

  I am writing to share information about a remarkable property in Peru, Vermont, that offers year-round enjoyment.This sun-filled home is situated on 10 acres of land, boasting beautiful mountain views and a private pond complete with a beach, deck, above-ground pool, and a sauna. Imagine swimming, fishing, and hiking in the warmer months, and ice-skating, snowmobiling, and cross-country

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  143 Nichols Rd, Peru, VT 05152
• 

  

  /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
• 

  /2

  Est $444,218 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,598 Sq Ft

  250 Lincoln St, Pownal, VT 05261

  250 Lincoln St, Pownal, VT 05261
• 

  

  /50

  $398,900

  • 5 Beds
  • 4 Baths
  • 3,400 Sq Ft

  927 Water St, North Bennington, VT 05257

  Stately North Bennington Colonial with In-Law Suite & Barn on 2.6 Acres.Step into timeless elegance in this beautifully crafted colonial-style home located in the heart of charming North Bennington. Offering 5 spacious bedrooms and 4 bathrooms, this home features a flexible floor plan that includes a private in-law suite, formal living and dining rooms, a welcoming foyer, and both front and

  Brenda Jones KW Vermont - Brenda Jones Real Estate Group

  927 Water St, North Bennington, VT 05257
• 

  

  /39

  $375,000 Sold Mar 19, 2025

  • 1,389 Sq Ft
  • $270/SF
  • 19 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1970

  90 Jennifer Ln, Manchester Center, VT 05255

  Charming Cape with 4 bedrooms and 2 baths. I call it "the Goldilocks house"... not too big, not too small, just the right size! It has what many buyers want: ONE LEVEL LIVING, meaning the kitchen, dining, living, primary bedroom, full bath and laundry are all on the first floor. Upstairs are 3 more bedrooms and another full bath. Improvements over the past 2 years include new furnace and heat

  Jenifer Prouty Hoffman Hoffman Real Estate

  90 Jennifer Ln, Manchester Center, VT 05255
• 

  

  /40

  Est $391,840 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,463 Sq Ft

  42 Maple Grove Rd, Bennington, VT 05201

  42 Maple Grove Rd, Bennington, VT 05201
• 

  

  /58

  $240,000

  • 7 Beds
  • 4 Baths
  • 4,417 Sq Ft

  200 Depot St, Bennington, VT 05201

  Own a piece of Bennington history! Alex Drysdale House, c. 1850. The grocery store (formerly 138 River Street) operated under the name "A. Drysdale & Son" and was built in 1876. Today this historic property is set up as a four-unit with great income potential. It currently houses three apartments: a freshly renovated four bedroom (used as an Airbnb), three bedroom, and efficiency, along with the

  Justine Curry Maple Leaf Realty

  200 Depot St, Bennington, VT 05201
• 

  

  /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
• 

  

  /34

  Est $282,392 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft

  543 Middle Pownal Rd, Pownal, VT 05261

  543 Middle Pownal Rd, Pownal, VT 05261
• 

  

  /42

  $1,950,000

  • 9 Beds
  • 7 Baths
  • 6,956 Sq Ft

  1086 West Rd, Bennington, VT 05201

  Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral fields and the distant Taconic Mountain Range. The timeless and beautifully proportioned interiors feature extensive molding, solid oak flooring, eight fireplaces, nine bedrooms, seven baths, country kitchen and adjoining

  Chris DeFelice Four Seasons Sotheby's Int'l Realty

  1086 West Rd, Bennington, VT 05201
• 

  

  /45

  $593,000 Sold Mar 18, 2025

  • 2,986 Sq Ft
  • $199/SF
  • 99 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1860

  109 Mad Tom Rd, East Dorset, VT 05253

  Discover timeless charm blended with modern comfort in this enchanting 4-bedroom, 2-bath home nestled amidst Vermont's scenic beauty. This residence boasts a newly painted exterior with a classic wrap-around porch that invites you to enjoy leisurely moments soaking in East Dorset's small town lifestyle complete with restored marble sidewalks. Step inside to a welcoming parlor where wood flooring

  Julie Citron RE/MAX Four Seasons

  109 Mad Tom Rd, East Dorset, VT 05253
• 

  

  /40

  Est $298,303 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,902 Sq Ft

  538 Ladd Rd, Pownal, VT 05261

  538 Ladd Rd, Pownal, VT 05261
• 

  

  /11

  $780,000

  • Land
  • 664 Acres
  • $1,175 per Acre

  0 W Sandgate Rd, Sandgate, VT 05250

  This remarkable, partially conserved property is a true gem for conservation-minded buyers and outdoor enthusiasts alike. Encompassing two watersheds and a stretch of the pristine Green River, the land offers a rich tapestry of natural features and diverse terrain—ideal for exploring, observing wildlife, and enjoying every season to its fullest. The landscape ranges from gently rolling meadows to

  Andy Reed Four Seasons Sotheby's Int'l Realty

  0 W Sandgate Rd, Sandgate, VT 05250
• 

  

  /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
• 

  

  /40

  Est $375,031 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,792 Sq Ft

  1346 Barber Pond Rd, Pownal, VT 05261

  1346 Barber Pond Rd, Pownal, VT 05261
• 

  

  /49

  $4,875,000

  • 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
• 

  

  /53

  $657,700 Sold Mar 14, 2025

  • 3,118 Sq Ft
  • $211/SF
  • 7 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1984

  15 Outpost Farms Rd, Manchester, VT 05255

  Escape to your very own log cabin oasis nestled on 2.08 acres in the picturesque valley, perfectly situated between Manchester and Dorset, VT. This charming home features 3 spacious bedrooms and 3 well-appointed bathrooms, making it ideal for family living or entertaining guests. The finished basement offers additional space for recreation or relaxation, while the large 2 floor barn, equipped

  David Shehadi Josiah Allen Real Estate, Inc.

  15 Outpost Farms Rd, Manchester, VT 05255
• 

  

  /40

  Est $392,602 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,544 Sq Ft

  2240 N Pownal Rd, Pownal, VT 05261

  2240 N Pownal Rd, Pownal, VT 05261
• 

  

  /28

  $825,000

  • 4 Beds
  • 2 Baths
  • 1,068 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
• 

  

  /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
• 

  

  /32

  Est $238,855 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,124 Sq Ft

  2665 N Pownal Rd, Pownal, VT 05261

  2665 N Pownal Rd, Pownal, VT 05261
• 

  

  /42

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 3,188 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
• 

  

  /33

  $200,000 Sold Mar 14, 2025

  • 1,788 Sq Ft
  • $112/SF
  • 291 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1890

  203 Scott St, Bennington, VT 05201

  PRICE IMPROVEMENT! Exterior improvements include new siding, windows, roof and inside, electrical, plumbing and new flooring! WOW! This 4 bedroom, 1 1/2 bath in-town gem is move-in ready with modern and efficient updates. Full bathroom and laundry room conveniently located on the first floor. Spacious layout with a first-floor bonus room which could serve as a main floor bedroom or home office.

  Cassie Barbeau Mahar McCarthy Real Estate

  203 Scott St, Bennington, VT 05201
• 

  

  /40

  Est $836,061 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,447 Sq Ft

  954 South Rd, Peru, VT 05152

  954 South Rd, Peru, VT 05152
• 

  

  /43

  $1,495,000

  • 5 Beds
  • 4.5 Baths
  • 4,219 Sq Ft

  7 Timberbrook N, Dorset, VT 05251

  Modern Elegance Surrounded by Mountain Serenity. Stunning 5-bedroom, 4.5-bath home nestled on nearly 2 acres, just minutes from Dorset Green and Manchester Village. Blending modern design with traditional warmth, the property features energy-efficient geothermal heating & cooling and solar power. Expansive windows and French doors frame mountain views, the deck is perfect for entertaining. The

  Margretta Fischer Wohler Realty Group

  7 Timberbrook N, Dorset, VT 05251
• 

  

  /22

  $650,000 Sold Mar 13, 2025

  • 2,000 Sq Ft
  • $325/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  400 Black Mountain Rd, Manchester Center, VT 05255

  Showings begin Sunday January 19th @ 1pm. Charming property blending rustic allure with modern comforts, set on over 4 acres of picturesque land. This home features an open floor plan with vaulted ceilings, exposed beams, skylights, and wide-plank flooring throughout, complemented by Vermont marble accents in the entryway and bathrooms. The living room offers a cozy wood-burning stove and French

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  400 Black Mountain Rd, Manchester Center, VT 05255
• 

  

  /36

  Est $473,550 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,280 Sq Ft

  159 Vt Route 11, Peru, VT 05152

  159 Vt Route 11, Peru, VT 05152
• 

  

  /27

  $375,000

  • Land
  • 53 Acres
  • $7,075 per Acre

  0 Rock Bottom Ln, Peru, VT 05152

  Discover the perfect canvas for your dream retreat on this stunning 53-acre parcel in picturesque Peru, Vermont. Tucked away in the Green Mountains, this exceptional property offers expansive views—including a breathtaking sightline to Magic Mountain—and the serenity of true Vermont wilderness.A private driveway is already in place, making access simple and setting the stage for your

  David Shehadi Josiah Allen Real Estate, Inc.

  0 Rock Bottom Ln, Peru, VT 05152
• 

  

  /18

  $633,000 Sold Mar 13, 2025

  • Land
  • 298 Acres
  • $2,124 per Acre

  • 58 Days On Market

  0 Chunks Brook Rd, West Arlingtn, VT 05250

  The property represents a solid long-term timber investment, including an easily accessible, attractive building site with local views in southern Vermont, combining a residence option with an appreciating timber asset. The land is moderately sloping covering stream valleys/ridges/peaks, with maturing forest resource, accessed by cleared trails covering an attractive woodland setting. A

  Zach Jaminet Fountains Land Inc.

  0 Chunks Brook Rd, West Arlingtn, VT 05250

Showing Results 481 - 520, Page 13 of 18