Bennington County, VT Homes

• 

  

  

  /21

  $270,000 Sold Sep 15, 2025

  • 792 Sq Ft
  • $341/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1969

  1288 Brookman Rd, Pownal, VT 05261

  If you’ve been searching for a low-maintenance, nurturing primary residence or Vermont retreat look no further. This thoughtfully updated & meticulously maintained 2BR/1BA home is nestled on 2.5 wooded acres, w/ breathtaking, expansive views down a quiet country road, endless trails for long hikes & ATVing right out of your front door. Inside, the design seamlessly blends indoors & outdoors,

  Abi Gregorio

  1288 Brookman Rd, Pownal, VT 05261
• 

  

  

  /52

  Est $229,796 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,378 Sq Ft

  351 Old Military Rd, Pownal, VT 05261

  351 Old Military Rd, Pownal, VT 05261
• 

  

  

  /23

  $775,000

  • 4 Beds
  • 3.5 Baths
  • 3,784 Sq Ft

  258 Mending Walls Rd, Manchester Center, VT 05255

  Nestled in the highly sought-after Mending Walls Subdivision, this beautiful 4-bedroom, 4-bathroom Colonial offers the perfect blend of comfort, space, and curb appeal. Set back on a level lot, enjoy serene mornings and evenings from the welcoming front porch overlooking the expansive front yard.The main level boasts spacious living area perfect for entertaining and everyday living.

  Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  258 Mending Walls Rd, Manchester Center, VT 05255
• 

  

  

  /53

  $614,000 Sold Sep 15, 2025

  • 2,456 Sq Ft
  • $250/SF
  • 40 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1870

  23 Mechanic St, North Bennington, VT 05257

  Modern Comfort Meets Historic Charm in North Bennington, VermontNestled within the heart of North Bennington's National Historic District, this thoroughly modern and light-filled home offers the perfect blend of timeless character and contemporary living. Situated on a beautifully landscaped 0.69-acre lot, the property includes a private backyard with ample space for perennial and vegetable

  Kelley Mccarthy Mahar McCarthy Real Estate

  23 Mechanic St, North Bennington, VT 05257
• 

  

  /2

  Est $386,277 Not Listed For Sale

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

  250 Lincoln St, Pownal, VT 05261

  250 Lincoln St, Pownal, VT 05261
• 

  

  /8

  $9,999

  • Land
  • 1.2 Acres
  • $8,332 per Acre

  0 Alpendorf Ave, Readsboro, VT 05350

  Stake a claim on your own little piece of Vermont, at the foot of the Green Mountain National Forest. This 1.2-acre triangular lot rises up from the road and may allow peekaboo views of the surrounding valley starting in late-fall, once the region's famous foliage drops away. It's located in Alpenwald Village, with community-maintained roads rolling up and down the area's hilly topography. Today

  David White OwnerEntry.com

  0 Alpendorf Ave, Readsboro, VT 05350
• 

  

  /11

  $129,000 Sold Sep 15, 2025

  • Land
  • 7.49 Acres
  • $17,223 per Acre

  • 34 Days On Market

  0 Lois Ln Unit 5045700, Arlington, VT 05250

  Come for the Views—Stay for the Possibilities!Bring Your Architect or Builder.Discover 7.49 exceptional acres across three separate lots, nestled on Lois Lane—a quiet, private dead-end road just off Old West Road in the historic town of Arlington.A driveway is already in place, guiding you to a secluded potential homesite tucked deep into nature.As you enter Lois Lane, Lot #3 sits

  Kristin Comeau TPW Real Estate

  0 Lois Ln Unit 5045700, Arlington, VT 05250
• 

  

  /40

  Est $321,002 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  505 Cross Rd, Bennington, VT 05201

  505 Cross Rd, Bennington, VT 05201
• 

  

  /33

  $295,000

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

  254 Union St, Bennington, VT 05201

  Welcome to this well-maintained, solid income-producing two-family home located in the heart of town—just steps from shops, dining, and downtown events. Perfect for owner-occupants or savvy investors, this property combines classic charm with modern efficiency and low operating costs.Each two-bedroom unit features spacious, light-filled living areas, eat-in kitchen and comfortable

  Cassie Barbeau Mahar McCarthy Real Estate

  254 Union St, Bennington, VT 05201
• 

  

  /21

  $465,000 Sold Sep 12, 2025

  • 1,472 Sq Ft
  • $316/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1757

  4195 Route 30, Dorset, VT 05251

  Step back in time with this charming circa 1757 cottage, a true testament to history, standing strong through the British invasion, the Revolution, and early American frontier days, this home boast solid bones, and timeless character! Nestled in, with lovely views, it exudes unique historical allure!This is ideal for those who appreciate historic homes and are ready to update and personalize.

  Sunny Breen Josiah Allen Real Estate, Inc.

  4195 Route 30, Dorset, VT 05251
• 

  

  /40

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,976 Sq Ft

  260 Tower Rd, Bennington, VT 05201

  260 Tower Rd, Bennington, VT 05201
• 

  

  /23

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  22 Carlen St, Manchester Center, VT 05255

  Live in one and rent the other. Discover the charm and value of this affordable starter home with rental option. Located in a quiet, residential area of Manchester. This spacious ranch-style property offers a rare combination of flexibility, space, and opportunity, perfect for first-time buyers, investors, or anyone looking to create their dream home with a few finishing touches. The main level

  Andy Reed Four Seasons Sotheby's Int'l Realty

  22 Carlen St, Manchester Center, VT 05255
• 

  

  /59

  $720,000 Sold Sep 12, 2025

  • 4,844 Sq Ft
  • $149/SF
  • 5 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2003

  422 N Mason Hill Rd, Pownal, VT 05261

  At the end of a tree lined drive this country Contemporary awaits you, situated on a private 10 acre parcel with stone walls, mature perennials, and a mix of lawn and woods. The main level enjoys an open floor plan, perfect for entertaining; cooks kitchen with gas range, stainless appliances, pantry cabinets as well as a butler's pantry anchors the space. The two-story fieldstone hearth with

  Vicki Wilson Maple Leaf Realty

  422 N Mason Hill Rd, Pownal, VT 05261
• 

  

  /40

  Est $385,278 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,163 Sq Ft

  42 Maple Grove Rd, Bennington, VT 05201

  42 Maple Grove Rd, Bennington, VT 05201
• 

  

  /28

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  139 Bergwelt Ln, Readsboro, VT 05350

  Charming Country Retreat with Scenic Views and Timeless Character.Welcome to your dream country escape! Nestled on a peaceful, tree-lined lane, this beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of rustic charm and modern comfort. Set on a spacious 3.6 acre lot, the property boasts serene views, mature gardens, and ample privacy — ideal for relaxing weekends or

  Heidi Zizza Four Seasons Sotheby's Int'l Realty

  139 Bergwelt Ln, Readsboro, VT 05350
• 

  

  /57

  $2,200,000 Sold Sep 12, 2025

  • 6,358 Sq Ft
  • $346/SF
  • 57 Days On Market

  • 7 Beds
  • 6.5 Baths
  • Built 1928

  349 Kent Hill Rd, Dorset, VT 05251

  Located in the heart of Dorset Village, just a short walk to the town green, this stunning 7-bedroom, 7-bath residence, built in 1928, is a rare find. Set on 4 hill top acres, the property exudes timeless elegance, blending the charm of its historic roots with thoughtful modern updates. Inside, you will discover a captivating blend of warmth and sophistication. The gourmet kitchen, the heart of

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  349 Kent Hill Rd, Dorset, VT 05251
• 

  

  /34

  Est $285,159 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
• 

  

  /59

  $2,800,000

  • 3 Beds
  • 3.5 Baths
  • 3,938 Sq Ft

  23 Valley View Rd, Winhall, VT 05340

  Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings

  Kim Morgan-Wohler Wohler Realty Group

  23 Valley View Rd, Winhall, VT 05340
• 

  

  /37

  $380,000 Sold Sep 12, 2025

  • 2,248 Sq Ft
  • $169/SF
  • 12 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  106 Millbrook Rd, Arlington, VT 05250

  Nestled in the hills of Vermont just 5 minutes from Manchester, this beautifully maintained 2-bedroom, 2-bath home gives off a modern vibe with cedar shake siding and standing seam roof. Set on 2.7 acres of lush, rolling land, the property features mature maple trees and a babbling brook. Dip your toes or cast your line into Mill Brook a year-round mountain stream. The home is set up away from

  Margretta Fischer Wohler Realty Group

  106 Millbrook Rd, Arlington, VT 05250
• 

  

  /40

  Est $365,075 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
• 

  

  /32

  $368,000

  • 3 Beds
  • 2 Baths
  • 1,337 Sq Ft

  78 Carbonti Cir, Arlington, VT 05250

  Easy single-level living! Welcome to Arlington's Carbonti Circle. Updated three-bedroom, two-bath ranch nestled in a quiet neighborhood setting just minutes from downtown Arlington and the famous Battenkill River. Set on a .30-acre lot, this home offers the perfect blend of comfort, character and convenience. Experience easy living in this beautifully maintained single-level home! Enjoy a

  Margretta Fischer Wohler Realty Group

  78 Carbonti Cir, Arlington, VT 05250
• 

  

  /34

  $324,000 Sold Sep 12, 2025

  • 1,658 Sq Ft
  • $195/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1915

  224 Burrington Rd, Pownal, VT 05261

  Privately nestled on 5 wooded acres, this charming 3-bedroom, 2-bath home offers a peaceful retreat surrounded by nature. Step into the great room and take in the warmth of the beautiful fireplace or relax in the stunning 603-square-foot insulated, enclosed porch with a wall of windows that make you feel like you're perched in the trees.The lower level offers a fantastic workspace that was

  Kelley Mccarthy Mahar McCarthy Real Estate

  224 Burrington Rd, Pownal, VT 05261
• 

  

  /31

  Est $533,569 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,244 Sq Ft

  695 Barber Pond Rd, Pownal, VT 05261

  695 Barber Pond Rd, Pownal, VT 05261
• 

  

  /41

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  509 Thompson Pond Rd, Pownal, VT 05261

  Discover Your Perfect Getaway at Verdmont If you're a nature enthusiast, a rare and exclusive opportunity awaits at the Verdmont Outing Club. Nestled in the heart of the Green Mountain Preserve, this gated community spans nearly 500 acres of unspoiled wilderness-a true haven for outdoor living.As a shareholder, you'll enjoy a wealth of amenities: Water & Land Privileges: Two stunning

  Kelley Mccarthy Mahar McCarthy Real Estate

  509 Thompson Pond Rd, Pownal, VT 05261
• 

  

  /47

  $822,500 Sold Sep 12, 2025

  • 2,598 Sq Ft
  • $317/SF
  • 18 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1983

  C1 Meadow Ridge Rd, Winhall, VT 05340

  WELCOME TO YOUR FAMILY'S PERFECT MOUNTAIN RETREAT..WELCOME TO PIPER RIDGE!! This spacious 4 bedroom/4 bath condo is designed for comfort, convenience and offers an exceptional blend of mountain charm and modern amenities! Enjoy two open concept living areas with cozy wood burning fireplaces, fully equipped kitchen, private balcony showcasing winter mountain views...Perfect for entertaining...With

  Sunny Breen Josiah Allen Real Estate, Inc.

  C1 Meadow Ridge Rd, Winhall, VT 05340
• 

  

  /40

  Est $402,134 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,320 Sq Ft

  2240 N Pownal Rd, Pownal, VT 05261

  2240 N Pownal Rd, Pownal, VT 05261
• 

  

  /23

  $249,000

  • Land
  • 17.6 Acres
  • $14,148 per Acre

  88 Cedar Ln, Peru, VT 05152

  Tucked away in the heart of the Green Mountains, this stunning 17.60-acre parcel in picturesque Peru, Vermont, is a rare opportunity to create your dream retreat. The land is richly wooded, offering a serene natural setting filled with mature trees and gently rolling terrain that promises a spectacular display of fall foliage—an ever-changing canvas of vibrant reds, oranges, and golds each

  Joe Castaluccio Winhall Real Estate

  88 Cedar Ln, Peru, VT 05152
• 

  

  /53

  $335,000 Sold Sep 12, 2025

  • 1,391 Sq Ft
  • $241/SF
  • 406 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1983

  34 Sugar Brook Rd Unit F4, Peru, VT 05152

  Three spacious levels of living in this charming 2 Bedroom plus Loft, 2-1/2 Bathroom Townhouse located in the very well-maintained, Sugar Creek Association of Bromley Village. The bright and airy Main Living Area is a combination Dining/Kitchen and Living Room w/ vaulted ceilings, beautiful, wood-burning fireplace, convenient Half Bathroom, and closet. Step out to the sunny Deck from the Dining

  Dylan Gage Bromley Real Estate

  34 Sugar Brook Rd Unit F4, Peru, VT 05152
• 

  

  /32

  Est $260,313 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft

  2665 N Pownal Rd, Pownal, VT 05261

  2665 N Pownal Rd, Pownal, VT 05261
• 

  

  /17

  $145,000

  • 2 Beds
  • 1.5 Baths
  • 852 Sq Ft

  432 South St Unit C6, Bennington, VT 05201

  A fresh perspective on easy living! Welcome to this beautifully maintained 2BR/1.5 BA second-floor condo in Nathanial Court offering the perfect blend of comfort, convenience, and low-maintenance living. Step into a bright and airy open floor plan, where large windows flood the space with natural light. The tidy kitchen boasts ample cabinet space, sleek stainless steel appliances, and a clean

  Angela Bevin Maple Leaf Realty

  432 South St Unit C6, Bennington, VT 05201
• 

  

  /37

  $255,000 Sold Sep 12, 2025

  • 2,288 Sq Ft
  • $111/SF
  • 12 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1920

  215 Dewey St, Bennington, VT 05201

  Beautifully situated in the heart of Bennington, this spacious and sunlit 2,288 sq ft duplex (1,144 sq ft per unit) is the perfect blend of comfort, character, and income potential. Each unit features three generous bedrooms, one full bath, in-unit laundry, and charming hardwood floors in the main living areas. An abundance of windows fills the space with natural light, creating a bright and

  Jeffrey Dorman

  215 Dewey St, Bennington, VT 05201
• 

  

  /20

  Est $186,838 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 868 Sq Ft

  2685 N Pownal Rd, Pownal, VT 05261

  2685 N Pownal Rd, Pownal, VT 05261
• 

  

  /21

  $249,000

  • Land
  • 3.42 Acres
  • $72,807 per Acre

  0 Havoc Hill Unit 29, Dorset, VT 05253

  Tranquility and Adventure Await on Havoc Hill. Discover 3.42 plus private, wooded acres nestled atop storied Havoc Hill in charming East Dorset, Vermont. Known for its beauty and historic ties to early Vermont logging and farming communities, Havoc Hill offers a rare opportunity to own land rich in character and natural serenity. Set off the picturesque Mad Tom Road, this secluded parcel is fully

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  0 Havoc Hill Unit 29, Dorset, VT 05253
• 

  

  /47

  $365,000 Sold Sep 11, 2025

  • 1,920 Sq Ft
  • $190/SF
  • 69 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1995

  84 Jasper Ln, Arlington, VT 05250

  Fantastic 4 BR meticulously maintained Cape located on a wonderful quiet cul-de-sac, assuring privacy and yet convenient to all Arlington and Manchester amenities. The open concept floorplan lives comfortably with great natural light. Eat in kitchen with all stainless appliances offers great storage, the living room supports ample seating... 4 spacious bedrooms, one with walk in closet, two

  Laura Beckwith Josiah Allen Real Estate, Inc.

  84 Jasper Ln, Arlington, VT 05250
• 

  

  /40

  Est $752,687 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,327 Sq Ft

  954 South Rd, Peru, VT 05152

  954 South Rd, Peru, VT 05152
• 

  

  /45

  $179,900

  • 4 Beds
  • 1.5 Baths
  • 1,530 Sq Ft

  266 Robillard Rd, Stamford, VT 05352

  SOUTHERN VERMONT!~ DRASTIC PRICE DROP! 4 bedroom home in Stamford, Vermont located less than 15 minutes to Mass MoCA In North Adams this country location with over a 1/2 acre of great yard space. Large outdoor back deck, inside sitting porch, kitchen with pantry opens to dining & living room. Oak hardwood floors on 1st & 2nd floors. 4 nice sized bedrooms on 2nd level. 3rd level would make great

  Colleen Zajac MONARCH REALTY, INC.

  266 Robillard Rd, Stamford, VT 05352
• 

  

  /22

  $175,000 Sold Sep 11, 2025

  • 2,116 Sq Ft
  • $83/SF
  • 70 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1870

  6967 Main St, Readsboro, VT 05350

  Charming, well maintained 1870 duplex in the heart of Readsboro. Each bright spacious unit features a living room, large kitchen, three bedrooms, and bath. The level backyard offers room for gardening. The shed provides additional space for storage. The covered front porch is a wonderful place to relax. With separate utilities for each unit, this property is easy to manage. Conveniently located

  Cassandra Ehrlich BHG Masiello Brattleboro

  6967 Main St, Readsboro, VT 05350
• 

  

  /36

  Est $423,403 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
• 

  

  /28

  $1,700,000

  • 4 Beds
  • 3.5 Baths
  • 2,363 Sq Ft

  43 Middle Ridge Rd Unit 415, Winhall, VT 05155

  Perfect for the large family! Four bedrooms, Three and a Half Baths, plus a Loft! In highly desirable Rising Bear Lodge, Top Floor, Corner location! Easy walking distance to the Slopes, (Shuttle also available), the Commons' Skating Pond, and the Village Shops and Restaurants. Other amenities include a year round heated Pool, outdoor hot tubs, and a cedar sauna---all comfortably accessible by the

  Edwin Kevil Stratton Real Estate

  43 Middle Ridge Rd Unit 415, Winhall, VT 05155
• 

  

  /23

  $89,499 Sold Sep 11, 2025

  • 746 Sq Ft
  • $120/SF
  • 90 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  92 Ethans Way, Bennington, VT 05201

  Welcome to 92 Ethans Way, Bennington, VT 05201, where modern comfort meets affordability in Catamount Park! This brand-new Polo model manufactured home offers 2 bedrooms, 1 bathroom, and 746 sq. ft. (14 x 56 ft.) of thoughtfully designed living space.Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

  Kate Barry EXP Realty

  92 Ethans Way, Bennington, VT 05201

Showing Results 441 - 480, Page 12 of 18