Bennington County, VT Homes

• 

  

  

  /29

  Est $545,447 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  335 Carlen St, Manchester Center, VT 05255

  335 Carlen St, 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
• 

  

  

  /26

  $795,000 Sold Aug 21, 2025

  • 1,624 Sq Ft
  • $490/SF
  • 0 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1970

  5 Founders Hill Rd, Winhall, VT 05360

  Nestled just minutes from Stratton Mountain, this adorable 3-bedroom chalet is your perfect year-round getaway or cozy full-time retreat. With its classic alpine charm and thoughtful modern updates, it offers the best of both worlds.Step inside to find welcoming interior, with large windows upstairs that fill the home with natural light throughout the day. The open living space invites

  Jamie Wylie Stratton Real Estate

  5 Founders Hill Rd, Winhall, VT 05360
• 

  

  

  /33

  Est $705,294 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,172 Sq Ft

  208 Winter St, Manchester Center, VT 05255

  208 Winter St, 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
• 

  

  /36

  $220,000 Sold Aug 20, 2025

  • 1,400 Sq Ft
  • $157/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1930

  1211 Carpenter Hill Rd, Bennington, VT 05201

  Charming, fully furnished woodland retreat on over 3.5 acres with sweeping mountain views. This private getaway features two cozy cabins, each with a sleeping loft, warm wood finishes, and rustic charm. The main cabin includes a vaulted living area with exposed beams, a wood stove, vintage-style kitchen, and a spacious deck with built-in seating.The second cabin offers flexible space for guests,

  Peter West BISHOP WEST REAL ESTATE

  1211 Carpenter Hill Rd, Bennington, VT 05201
• 

  

  /37

  Est $772,026 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,829 Sq Ft

  173 N Ridge Run, Manchester Center, VT 05255

  173 N Ridge Run, Manchester Center, VT 05255
• 

  

  /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
• 

  

  /45

  $1,390,000 Sold Aug 20, 2025

  • 3,165 Sq Ft
  • $439/SF
  • 33 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1931

  92 Barrows Heights, Dorset, VT 05251

  A rare offering in Dorset Village. Set on nearly four private acres just a short stroll from the Dorset Village Green, this masterfully restored 1931 Saltbox Colonial blends timeless New England charm with elevated modern living. Renovated in 2020, the home offers over 3,000 square feet of sunlit, versatile rooms for work, play, or rest; ideal as a full-time residence or refined seasonal

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  92 Barrows Heights, Dorset, VT 05251
• 

  

  /31

  Est $452,636 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,244 Sq Ft

  6344 Main St, Manchester Center, VT 05255

  6344 Main St, Manchester Center, VT 05255
• 

  

  /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
• 

  

  /30

  $750,000 Sold Aug 19, 2025

  • 2,187 Sq Ft
  • $343/SF
  • 15 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1983

  379 Owls Head Hill Ln, Dorset, VT 05251

  Contemporary One-Level Retreat on 3.9 Private Acres. Set on nearly 4 peaceful acres, this thoughtfully designed contemporary home offers the perfect blend of style and comfort, all just minutes from area schools, shopping, and amenities. The one-level layout features 3 spacious bedrooms and 4 bathrooms, providing both function and flexibility for everyday living or entertaining. Natural light

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

  379 Owls Head Hill Ln, Dorset, VT 05251
• 

  

  /34

  Est $831,174 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,196 Sq Ft

  50 Ways Ln, Manchester Center, VT 05255

  50 Ways Ln, Manchester Center, 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
• 

  

  /35

  $165,000 Sold Aug 18, 2025

  • 952 Sq Ft
  • $173/SF
  • 179 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 2010

  250 Magee Rd, Stamford, VT 05352

  Outdoor enthusiasts look here! The perfect cabin life for hiking, snowmobiling, ATVing, hunting, etc! This cabin has 4 bedrooms, open concept kitchen, Living room, Dining area. Full bathroom with composting toilet. Water is pumped from spring to water holding tank above roof, Electric for heating, hot water and lighting is run by a generator. Cooking by propane tank. Electric does not

  Susan Colvin MONARCH REALTY, INC.

  250 Magee Rd, Stamford, VT 05352
• 

  

  /26

  Est $353,872 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  159 Hillvale Dr, Manchester Center, VT 05255

  159 Hillvale Dr, Manchester Center, VT 05255
• 

  

  /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
• 

  

  /40

  $225,000 Sold Aug 18, 2025

  • 1,538 Sq Ft
  • $146/SF
  • 12 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1890

  721 Vt Route 7a, Shaftsbury, VT 05262

  Located in the downtown neighborhood of Shaftsbury. Walking distance to school, town offices, country stores, parks and playgrounds. A first-floor bedroom with French doors leading outside - as well as a first-floor family room, laundry room, new kitchen and den. Two bedrooms upstairs. There's plenty of room in this home. A one car garage and fully fenced in lot for your privacy.

  Wendy Larson Hooscik Realty

  721 Vt Route 7a, Shaftsbury, VT 05262
• 

  

  /29

  Est $575,260 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,422 Sq Ft

  271 Nottingham Park, Manchester Center, VT 05255

  271 Nottingham Park, Manchester Center, VT 05255
• 

  

  /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
• 

  

  /56

  $245,000 Sold Aug 18, 2025

  • 1,660 Sq Ft
  • $148/SF
  • 11 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1946

  174 Cleveland Ave, Shaftsbury, VT 05262

  Fresh clean ranch ready for your finish touched. This house was just painted and the roof was replaced. Large fenced back yard for pets. The deck id ready for a new pool or just access the backyard for games or leisure. Easy to show and move in ready.

  Dan Mason Perrott Realty

  174 Cleveland Ave, Shaftsbury, VT 05262
• 

  

  /21

  Est $368,974 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,824 Sq Ft

  98 Highland Ave, Manchester Center, VT 05255

  98 Highland Ave, Manchester Center, VT 05255
• 

  

  /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
• 

  

  /60

  $530,000 Sold Aug 15, 2025

  • 2,031 Sq Ft
  • $261/SF
  • 244 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  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

  Margretta Fischer Wohler Realty Group

  2354 Danby Mountain Rd, Dorset, VT 05251
• 

  

  /6

  Est $383,691 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  59 Bond St, Manchester Center, VT 05255

  59 Bond St, Manchester Center, 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
• 

  

  /59

  $340,000 Sold Aug 15, 2025

  • 1,512 Sq Ft
  • $225/SF
  • 3 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2006

  1845 Rt 9w, Searsburg, VT 05363

  Mountain-top Vermont retreat with breathtaking views. This exceptional property offers the perfect blend of rustic charm and modern comfort. The heart of the home features a dramatic floor-to-ceiling stone fireplace, creating a cozy and inviting atmosphere in the main living area. The first-floor primary suite is a private haven with an ensuite bathroom boasting an oversized walk-in shower, and a

  Lindsey Martin Maple Leaf Realty

  1845 Rt 9w, Searsburg, VT 05363
• 

  

  /24

  Est $565,333 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  159 Hillcrest Rd, Manchester Center, VT 05255

  159 Hillcrest Rd, Manchester Center, VT 05255
• 

  

  /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
• 

  

  /26

  $575,000 Sold Aug 15, 2025

  • 2,448 Sq Ft
  • $235/SF
  • 17 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1981

  2 Spruce High Rd, Winhall, VT 05340

  Nestled in the desirable Vermont Ventures development, this stunning barn-style home blends rustic charm with modern comfort. Featuring soaring cathedral ceilings with exposed beams, the spacious open-concept kitchen, living, and dining areas are bathed in natural light, creating a warm and inviting atmosphere. Step outside to a large private deck with a hot tub—perfect for relaxing or

  Carrie Mathews Winhall Real Estate

  2 Spruce High Rd, Winhall, VT 05340
• 

  

  /33

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,356 Sq Ft

  6225 Main St, Manchester Center, VT 05255

  6225 Main St, Manchester Center, VT 05255
• 

  

  /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

  $620,000 Sold Aug 15, 2025

  • 1,987 Sq Ft
  • $312/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  72 Two Cow Ln, Manchester Center, VT 05255

  CREAM ALWAYS RISES TO THE TOP!.....Especially on Two Cow Lane!! Step in to this charming GEM and discover for yourself timeless elegance with this beautifully crafted 3 bedroom 2 bath home built by Breen Builders, known for impeccable detail and quality....Obvious from the precision of each cut to the flawless finishes that highlight the natural beauty of the wood throughout this warm inviting

  Sunny Breen Josiah Allen Real Estate, Inc.

  72 Two Cow Ln, Manchester Center, VT 05255
• 

  

  /34

  Est $1,053,802 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,317 Sq Ft

  520 Powderhorn Rd, Manchester Center, VT 05255

  520 Powderhorn 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
• 

  

  /60

  $625,000 Sold Aug 14, 2025

  • 2,876 Sq Ft
  • $217/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1986

  2989 Vt Route 313 W, Arlington, VT 05250

  Framed by sweeping mountain views and the winding Batten Kill River, this picturesque Arlington property is a rare gem—offering over 300 feet of river frontage and your own private beach. Summer days are spent fly-fishing by the water, evenings around the fire pit, and fall mornings begin with coffee on the deck, watching the colors shift across the tree-covered mountains—it’s the perfect place

  Templeton Real Estate Group KW Vermont

  2989 Vt Route 313 W, Arlington, VT 05250
• 

  

  /26

  Est $428,174 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft

  37 Brookside Rd, Manchester Center, VT 05255

  37 Brookside Rd, Manchester Center, VT 05255
• 

  

  /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
• 

  

  /38

  $575,000 Sold Aug 14, 2025

  • 2,220 Sq Ft
  • $259/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  106 Eagle Nest Rd Unit 12, Manchester Center, VT 05255

  Truly a rare offering, Eagle Nest, Walk or Bike to all Manchester amenities, convenient, quiet, and the most efficiently run HOA in all the area! These residences are held by homeowners for many years, there are a total of 16 in clusters of 4, this is an end unit... no common walls. Upgrades over the years include: 2024 entire interior painted, new siding, 2025 new extended arcteryx deck &

  Laura Beckwith Josiah Allen Real Estate, Inc.

  106 Eagle Nest Rd Unit 12, Manchester Center, VT 05255
• 

  

  /31

  Est $531,812 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  1 Cass Terrace, Manchester Center, VT 05255

  1 Cass Terrace, Manchester Center, VT 05255

Showing Results 601 - 640, Page 16 of 18