Bennington County, VT Homes

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

  $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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
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  /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
• 

  

  /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

  $420,000 Sold Aug 14, 2025

  • 1,832 Sq Ft
  • $229/SF
  • 69 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1985

  1283 Hidden Valley Rd, Shaftsbury, VT 05262

  Welcome to the one you’ve been waiting for in sought after Shaftsbury! This beautifully updated, low-maintenance Colonial offers comfort, style, and space, inside and out. Step into a freshly painted interior where thoughtful updates shine throughout. The heart of the home is the spacious kitchen, featuring all new appliances, gleaming granite countertops, and abundant cabinetry, perfect for

  Angela Bevin Maple Leaf Realty

  1283 Hidden Valley Rd, Shaftsbury, VT 05262
• 

  

  /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
• 

  

  /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
• 

  

  /53

  $775,000 Sold Aug 13, 2025

  • 1,842 Sq Ft
  • $421/SF
  • 7 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  E12 Rock Ridge Rd, Winhall, VT 05155

  Move right in and start enjoying the Vermont lifestyle at Piper Ridge E12 —an impeccably updated, fully furnished 3-bedroom plus den, 3-bath townhome just minutes from Stratton Mountain. Inside this turnkey home, you'll find bright and welcoming spaces designed for comfort and functionality. Every detail has been thoughtfully considered —a brand-new kitchen, stylishly renovated baths, new

  Cheyanne Pugliese

  E12 Rock Ridge Rd, Winhall, VT 05155
• 

  

  /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
• 

  

  /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
• 

  

  /30

  $80,000 Sold Aug 13, 2025

  • Land
  • 9.8 Acres
  • $8,163 per Acre

  • 69 Days On Market

  00 Vermont 346, Pownal, VT 05260

  Explore this nearly ten-acre agricultural (or residential) parcel located at the intersection of Indian Massacre Road and Route 346 in Pownal, VT. This flat and fertile land, currently cultivated for corn, offers the potential to be leased by a farmer, providing income opportunities. The property features an 1800s Dutch-built barn, rich in historical character, though it requires restoration—an

  Betsy Adamovich Real Broker LLC

  00 Vermont 346, Pownal, VT 05260
• 

  

  /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
• 

  

  /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
• 

  

  /31

  $400,000 Sold Aug 13, 2025

  • 1,624 Sq Ft
  • $246/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1961

  2374 Shaftsbury Hollow Rd, North Bennington, VT 05257

  Escape to peace and privacy in this beautiful 2-bedroom, 1 bath getaway home set on 7.15 picturesque acres, complete with your own private pond and surrounded by majestic mountains. Step inside to an open-concept kitchen, dining, and living area-perfect for entertaining or simply soaking in the serenity. The space is filled with natural light thanks to large windows that frame the stunning views.

  Kelley Mccarthy Mahar McCarthy Real Estate

  2374 Shaftsbury Hollow Rd, North Bennington, VT 05257
• 

  

  /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
• 

  

  /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
• 

  

  /43

  $63,000 Sold Aug 12, 2025

  • 1,061 Sq Ft
  • $59/SF
  • 65 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1805

  858 Vt Route 9, Woodford, VT 05201

  This foreclosure is available for new owners! On 2.3 acres along the Roaring Branch Walloomsac Brook, this 2 bedroom 1 bathroom home has two covered porches - one in the front and one in the back. There is a kitchen, two larger living spaces and two smaller rooms plus one full bath on the first floor with two bedrooms on the second floor. Bring your creativity and imagination to make this home

  Amy Hill EXP Realty

  858 Vt Route 9, Woodford, VT 05201
• 

  

  /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
• 

  

  /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
• 

  

  /38

  $390,000 Sold Aug 11, 2025

  • 3,274 Sq Ft
  • $119/SF
  • 201 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  626 Brookman Rd, Pownal, VT 05261

  Step into this unique 1970s contemporary-style home and experience the beauty of every season, especially now as the vibrant autumn leaves are in full display! This bright and airy home features an expansive wall of windows that flood the space with natural light, showcasing the most breathtaking views.The main floor offers a spacious primary bedroom with a walk-in closet and a full bath

  Linda Benoit Highland Realty

  626 Brookman Rd, Pownal, VT 05261
• 

  

  /40

  Est $1,050,225 Not Listed For Sale

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

  292 Johnnycake St, Manchester Center, VT 05255

  292 Johnnycake St, Manchester Center, VT 05255

Showing Results 601 - 640, Page 16 of 18