Bennington, VT Homes

• 

  

  

  /40

  $1,600,000 Sold Jun 17, 2025

  • 4,891 Sq Ft
  • $327/SF
  • 278 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1997

  430 Riverbend Dr, Manchester Center, VT 05255

  Tasteful Grace... Timeless Style... Easy Comfort... Manchester's River Road leads to this Extraordinary 4900 SF Riverbend Residence embracing the most impactful Green Mountain views from every room with window walls that bring the outdoors in. The casual open flow floorplan transitions flawlessly over hardwood floors taking in abundant architectural detail from deep crown moldings, custom

  Laura Beckwith Josiah Allen Real Estate, Inc.

  430 Riverbend Dr, Manchester Center, VT 05255
• 

  

  

  /29

  Est $510,584 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  2353 North Rd, Arlington, VT 05250

  2353 North Rd, Arlington, VT 05250
• 

  

  

  /22

  $665,000

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft

  43 Middle Ridge Rd Unit 311, Winhall, VT 05155

  Exceptional 2 bedroom /2 bath Rising Bear Unit with Viking Kitchen, propane fireplace and private covered deck. Amenities abound with underground heated parking, year round private outdoor heated pool, sauna and spas. Enjoy private shuttle from the elevator to the Base Lodge during the winter, yet just a short stroll across the Commons into the Village for dining and shopping! Granite

  Kim Morgan-Wohler Wohler Realty Group

  43 Middle Ridge Rd Unit 311, Winhall, VT 05155
• 

  

  

  /34

  $550,000 Sold Jun 16, 2025

  • 1,872 Sq Ft
  • $294/SF
  • 52 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1975

  764 Barnumville Rd Unit 1, Manchester Center, VT 05255

  Rustic charm meets modern comfort. Fully renovated barn-style condo in an incredible settingWelcome to a one-of-a-kind barn-style condominium that blends timeless craftsmanship with modern updates, set against the breathtaking backdrop of Vermont's Green Mountains. This fully renovated 3 bedroom, 3 bath home is anything but ordinary, offering character, quality, and convenience in one stunning

  Lisa Sullivan Four Seasons Sotheby's Int'l Realty

  764 Barnumville Rd Unit 1, Manchester Center, VT 05255
• 

  

  

  /38

  Est $337,199 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,534 Sq Ft

  28 Sparrow Dr, Stamford, VT 05352

  28 Sparrow Dr, Stamford, VT 05352
• 

  

  /49

  $749,000

  • 3 Beds
  • 3 Baths
  • 2,118 Sq Ft

  A6 Ridge Unit A6, Winhall, VT 05340

  It’s the Premier Location and commanding views that set this Piper Ridge townhome apart. The stunning unobstructed views are central to thetownhomes design, while the southern exposure provides all day sunshine and a light and airy atmosphere. You’ll experience the evening’s magic watching stunning sunsets with the resort lights on full display and will have the premier “front row seats” to

  Karin Hardy Berkshire Hathaway HomeServices Stratton Home

  A6 Ridge Unit A6, Winhall, VT 05340
• 

  

  /33

  $500,000 Sold Jun 16, 2025

  • 2,360 Sq Ft
  • $212/SF
  • 231 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1952

  3160 Vermont Route 7a, Arlington, VT 05250

  In town, but tucked away on a 3.5 acre tree filled lot. A beautiful open yard with plenty of space for outdoor activities. This 1952 Center Hall Colonial is in excellent condition, loaded with charm. First floor encompasses a charming kitchen, dining room, living room, powder room, and study (or another overflow bedroom). Head to the 2nd floor to 4 corner bedrooms and a full bath. Outside you'll

  Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

  3160 Vermont Route 7a, Arlington, VT 05250
• 

  

  /50

  Est $1,025,316 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 6,000 Sq Ft

  342 Lesure Rd, Stamford, VT 05352

  342 Lesure Rd, Stamford, VT 05352
• 

  

  /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
• 

  

  /21

  $455,000 Sold Jun 16, 2025

  • 2,767 Sq Ft
  • $164/SF
  • 273 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  177 Green Mountain Rd, Manchester Center, VT 05255

  This charming, raised ranch is very bright, open and airy. It was renovated between 2020 and 2024. The stunning light filled living room with vaulted ceiling, features an exposed brick chimney with a woodstove. The kitchen on the main level has updated countertops and appliances. The kitchen and dining room all look out over the back yard. 2 bedrooms and 2 bathrooms on the main level, additional

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  177 Green Mountain Rd, Manchester Center, VT 05255
• 

  /2

  Est $273,723 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,146 Sq Ft

  412 Sumner Rd, Stamford, VT 05352

  412 Sumner Rd, Stamford, VT 05352
• 

  

  /53

  $495,000

  • 4 Beds
  • 3 Baths
  • 2,746 Sq Ft

  200 Applewood Ln, Manchester Center, VT 05255

  Home Sweet Home (Plus Income). Live in this sweet and tidy Manchester home and let the private duplex apartment with its own private porch pay your mortgage. Enjoy this carefree living in the main body of the house, with a beautiful peaked ceiling parlor with light on three sides, opening onto the garden deck. Enjoy the adjoining living room and nicely proportioned dining room off the kitchen

  Zachary Zupan EXP Realty

  200 Applewood Ln, Manchester Center, VT 05255
• 

  

  /32

  $322,000 Sold Jun 12, 2025

  • 2,308 Sq Ft
  • $140/SF
  • 253 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1892

  106 Putnam St, Bennington, VT 05201

  Location, location! Just two blocks from the SVMC healthcare campus, this spacious home is ideally situated on Putnam Street in a beloved Village Residential neighborhood. This four-bedroom, three-bath home is currently configured with an in-law suite/apartment on the second floor with exterior access. The permitted second-floor apartment offers versatility with one bathroom and a

  Kristin Comeau TPW Real Estate

  106 Putnam St, Bennington, VT 05201
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  /6

  Est $461,901 Not Listed For Sale

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

  405 Sumner Rd, Stamford, VT 05352

  405 Sumner Rd, Stamford, VT 05352
• 

  

  /14

  $470,000

  • 2 Beds
  • 6 Baths
  • 2,148 Sq Ft

  106 School St, Bennington, VT 05201

  Investors take note. This 7 unit building features three one bedroom units and four studio units. Tenants pay their own electric and internet. The boiler servicing the building is an efficient pellet boiler. The hot water is also pre-heated with solar to help keep costs low. Five of the units have been updated in the past several years. At current rents and assumed 100% occupancy the building

  William Paquin Maple Leaf Realty

  106 School St, Bennington, VT 05201
• 

  

  /51

  $197,000 Sold Jun 11, 2025

  • 1,876 Sq Ft
  • $105/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  306 Beech St, Bennington, VT 05201

  This lovely, manufactured home sits on .36 acres nestled in quiet area of Bennington. Just a short walk to Main St and where you will find plenty of shopping and dining options. You are just a few steps to the Beech Street field that can be used for outdoor fun and play. Close to South Stream where you will find swimming holes and good fishing. The home sits back off Beech St at the end of a

  Floyd Amidon Maple Leaf Realty

  306 Beech St, Bennington, VT 05201
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  /40

  Est $1,065,648 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 6,264 Sq Ft

  1294 East Rd, Stamford, VT 05352

  1294 East Rd, Stamford, VT 05352
• 

  

  /29

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 2,831 Sq Ft

  535 Red Mountain Rd, Arlington, VT 05250

  This beautifully updated farmhouse blends classic charm with modern convenience on a picturesque 3.6-acre lot. Featuring 3 bedrooms and 2 baths, including a first-floor bed and bath, this home offers flexible living space for guests, multigenerational living, or a home office setup. Enjoy the open kitchen/living area with a cozy woodstove (2022), a spacious great room ideal for entertaining, a

  Annette Gallo Real Broker LLC

  535 Red Mountain Rd, Arlington, VT 05250
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  /47

  $60,000 Sold Jun 11, 2025

  • Land
  • 10 Acres
  • $5,769 per Acre

  • 19 Days On Market

  210 Sparrow Dr, Stamford, VT 05352

  Wonderful 10.4+/- acre lot with views of Black Poll, Spruce and Greylock mountains. Located in the small southern Vermont town of Stamford. Sparrow is a quite residential drive maintained year-round by the town. The property slopes up from the road, offering several potential homes sites with very nice views to the southeast. The seller recently had the lot soil tested for septic capacity and

  Curtis Trousdale Preferred Properties

  210 Sparrow Dr, Stamford, VT 05352
• 

  

  /33

  Est $264,361 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft

  864 East Rd, Stamford, VT 05352

  864 East Rd, Stamford, VT 05352
• 

  

  /4

  $60,000

  • 4 Beds
  • 1 Bath
  • 1,142 Sq Ft

  45 Shady Ln, Bennington, VT 05201

  This property presents a rare opportunity for the right buyer to restore or redevelop a home on a quiet lot at the end of a dead-end street. Tucked away in a peaceful setting with a small stream nearby, the lot offers a sense of privacy while still being within town limits. The structure needs a new roof and there is active water damage and mold. Power and water have been turned off. The house

  Erika Floriani Hoffman Real Estate

  45 Shady Ln, Bennington, VT 05201
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  /29

  $350,000 Sold Jun 10, 2025

  • 1,362 Sq Ft
  • $257/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  297 Mad Tom Rd, East Dorset, VT 05253

  Adorable Cape-style gem nestled beside the enchanting Mad Tom Brook. This bright and sunny 1.5-story home captures the essence of Vermont living, natural beauty, timeless charm, and thoughtfully updated comfort. Step inside to discover a charming interior that blends classic New England character with modern upgrades. The newly updated kitchen is appointed with elegant soapstone countertops and

  Sandy Reavill Real Broker LLC

  297 Mad Tom Rd, East Dorset, VT 05253
• 

  

  /23

  Est $266,385 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,692 Sq Ft

  1635 Main Rd, Stamford, VT 05352

  1635 Main Rd, Stamford, VT 05352
• 

  

  /32

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 2,162 Sq Ft

  364 Bergblume Cir, Stamford, VT 05352

  Priced to Sell – Includes Additional Building Lot!This charming 3-bedroom, 3-bath home built in 2007 offers peace, privacy, and natural surroundings. Included in the sale is a second adjoining building lot, adding value and future potential.This home is perfect for those seeking a four-season retreat. The home features abundant natural light through oversized vinyl windows and a cozy

  Pam Tworig Bishop West Real Estate, Inc.

  364 Bergblume Cir, Stamford, VT 05352
• 

  

  /34

  $335,000 Sold Jun 09, 2025

  • 2,354 Sq Ft
  • $142/SF
  • 208 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  290 Springhill Rd, Bennington, VT 05201

  Contemporary style 3BR/2BA home in a lovely residential neighborhood not far from downtown Bennington! Kitchen has been updated with granite counters and stainless appliances and opens onto sunny dining area. Living room includes brick hearth with woodstove and shiplap ceiling, there is first floor laundry and a three-quarter bath as well as an expansive family room with lots of natural light.

  Vicki Wilson Maple Leaf Realty

  290 Springhill Rd, Bennington, VT 05201
• 

  

  /32

  Est $318,984 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,003 Sq Ft

  1575 Main Rd, Stamford, VT 05352

  1575 Main Rd, Stamford, VT 05352
• 

  

  /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
• 

  

  /38

  $243,000 Sold Jun 09, 2025

  • 1,476 Sq Ft
  • $165/SF
  • 217 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1915

  111 Lyons St, Bennington, VT 05201

  Classic Bennington home on a quiet street with a beautiful yard and a detached barn/garage. First floor kitchen with dining area, laundry room, and a full bath, plus a living room and family room that could also be a first floor bedroom. Upstairs there are three bedrooms and a play room with a storage closet. Enjoy your morning coffee on the covered porch, and take a walk to downtown shops.

  Lilli West Maple Leaf Realty

  111 Lyons St, Bennington, VT 05201
• 

  

  /14

  Est $270,822 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,508 Sq Ft

  169 Reservoir Rd, Shaftsbury, VT 05262

  169 Reservoir Rd, Shaftsbury, VT 05262
• 

  

  /23

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  22 Carlen St, Manchester Center, VT 05255

  Discover the charm and value of this affordable starter home 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 features two comfortable bedrooms, a full bath, and a

  Andy Reed Four Seasons Sotheby's Int'l Realty

  22 Carlen St, Manchester Center, VT 05255
• 

  

  /49

  $525,000 Sold Jun 06, 2025

  • 3,104 Sq Ft
  • $169/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  1450 King Hill Rd, Readsboro, VT 05350

  This warm, inviting home has so much to offer—vaulted ceilings, exposed hand-hewn beams, and tons of natural light that fills the open living space. The recently renovated kitchen is a standout, with bright granite counters and sleek cabinetry that flows beautifully into the dining and living areas. Whether you’re hosting friends or enjoying a quiet night by the wood-burning fireplace, this home

  Melissa Nebelski Skihome Realty

  1450 King Hill Rd, Readsboro, VT 05350
• 

  

  /40

  Est $575,973 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,982 Sq Ft

  1004 Holy Smoke Rd, Shaftsbury, VT 05262

  1004 Holy Smoke Rd, Shaftsbury, VT 05262
• 

  

  /30

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 2,162 Sq Ft

  64 Bergblume Cir, Stamford, VT 05352

  Priced to Sell - Includes Additional Building Lot!This charming 3-bedroom, 3-bath home built in 2007 offers peace, privacy, and natural surroundings. Included in the sale is a second adjoining building lot, adding value and future potential.This home is perfect for those seeking a four-season retreat. The home features abundant natural light through oversized vinyl windows and a cozy wood-burning

  Pam Tworig BISHOP WEST REAL ESTATE

  64 Bergblume Cir, Stamford, VT 05352
• 

  

  /48

  $239,900 Sold Jun 06, 2025

  • 1,444 Sq Ft
  • $166/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1910

  213 Maple St, Bennington, VT 05201

  Welcome to this beautiful 3bed/2bath property nestled in the heart of Bennington, offering all the charm of yesteryear. A spacious front porch, perfect for relaxation and enjoying cool breezes, greets you upon arrival. The private backyard is a haven of tranquility, featuring an artful and curated oasis of mature perennials, ideal for entertaining, and includes a fully fenced yard, making it a

  Matt Waddington Hoffman Real Estate

  213 Maple St, Bennington, VT 05201
• 

  

  /36

  Est $294,588 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,695 Sq Ft

  566 Vt Route 7a, Shaftsbury, VT 05262

  566 Vt Route 7a, Shaftsbury, VT 05262
• 

  

  /28

  $449,000

  • 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
• 

  

  /43

  $265,000 Sold Jun 06, 2025

  • 1,422 Sq Ft
  • $186/SF
  • 50 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  277 Union St, Bennington, VT 05201

  Enchanting, delightful, magical... this lovely c. 1920 village home is all of that and more! 3BR/2BA home has beautiful hardwood floors and a cook's kitchen with Corian countertops and not one but two pantries! Dining room, living room with electric fireplace, office/study that could also be a first floor bedroom and updated 3/4 bath round out the first floor. Upstairs there is the primary

  Vicki Wilson Maple Leaf Realty

  277 Union St, Bennington, VT 05201
• 

  

  /18

  Est $229,064 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,361 Sq Ft

  43 Buck Hill Rd, Shaftsbury, VT 05262

  43 Buck Hill Rd, Shaftsbury, VT 05262
• 

  

  /34

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  374 Overlea Rd, North Bennington, VT 05257

  A stunning three bedroom, two bath home on a wooded lot with mountain views and bordered on several sides by serene farm pastures! Just a few minutes from downtown Bennington and even closer to the village of North Bennington! Tons of natural light inside that compliments the updated kitchen and open dining / living room areas. First floor includes enclosed rear sun porch/mudroom, laundry and

  Gregory Cutler Four Seasons Sotheby's Int'l Realty

  374 Overlea Rd, North Bennington, VT 05257
• 

  

  /27

  $400,000 Sold Jun 06, 2025

  • 1,608 Sq Ft
  • $249/SF
  • 62 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  181 Riverside Townhouses Rd Unit 19, Manchester Center, VT 05255

  Welcome to your renovated, turnkey townhouse located right in town! This 3BR cape-style home offers tranquility, Green Mountain views, and the peaceful babble of the Battenkill down the hill, easily accessible from the walk-out lower level. Entertain friends in the open-concept kitchen/living room, with a fire in the fireplace, plenty of natural light, and a back deck with room for evening

  Jamie Luke TPW Real Estate

  181 Riverside Townhouses Rd Unit 19, Manchester Center, VT 05255

Showing Results 241 - 280, Page 7 of 18