Bennington County, VT Homes

• 

  

  

  /19

  Est $293,359 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  656 Vt Route 11, Peru, VT 05152

  656 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
• 

  

  

  /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 $974,690 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,991 Sq Ft

  2347 Hapgood Pond Rd, Peru, VT 05152

  2347 Hapgood Pond Rd, Peru, VT 05152
• 

  

  

  /55

  $2,225,000

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

  16 Hunter Ridge Rd, Bondville, VT 05340

  Custom built Wadsworth Design Build timber-frame mountain retreat blends luxury, craftsmanship, and convenience just minutes from Stratton Mountain Resort. Set on 2.66 acres and spanning 5,000± square feet, this 4-bedroom, 5-bath home includes two additional sleeping space ideal for hosting friends and family. A grand entry framed by oversized Douglas fir posts welcomes you into a lodge style

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  16 Hunter Ridge Rd, Bondville, VT 05340
• 

  

  /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
• 

  

  /30

  Est $427,488 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,429 Sq Ft

  414 Matteson Rd, North Bennington, VT 05257

  414 Matteson Rd, North Bennington, VT 05257
• 

  

  /22

  $895,000

  • Land
  • 24.08 Acres
  • $37,168 per Acre

  A Windsor Rd, Manchester, VT 05255

  Simply Extraordinary! 24.08 Acres with a State Wastewater Permit for 11 Bedrooms that includes 2 buildable lots within the acreage. With unrivaled easterly views, this parcel is the last permitted within what is now the Forest and Recreational/Farming and Rural Residential District of Manchester , Vermont. There will be no further development around this parcel. Abutted by protected lands and

  Kim Morgan-Wohler Wohler Realty Group

  A Windsor Rd, Manchester, VT 05255
• 

  

  /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
• 

  

  /5

  Est $259,392 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft

  2 Royal St, North Bennington, VT 05257

  2 Royal St, North Bennington, VT 05257
• 

  

  /36

  $1,790,000

  • 4 Beds
  • 3 Baths
  • 2,545 Sq Ft

  1949 South Rd, Peru, VT 05152

  Nestled in a serene and picturesque setting, Berry Hill Farm offers a rare opportunity to own an exceptional Vermont estate blending charm, versatility, and natural beauty. Spanning 15.52 acres across two separately deeded lots, the property combines inspired design with modern comfort. At its heart is a beautifully crafted contemporary home featuring three spacious bedrooms, sunlit living

  Kim Morgan-Wohler Wohler Realty Group

  1949 South Rd, Peru, VT 05152
• 

  

  /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
• 

  

  /29

  Est $367,753 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,247 Sq Ft

  3 Polygraphic Ln, North Bennington, VT 05257

  3 Polygraphic Ln, North Bennington, VT 05257
• 

  

  /33

  $775,000

  • 4 Beds
  • 3 Baths
  • 2,317 Sq Ft

  0 Maple Ridge Rd Unit B-2, Winhall, VT 05340

  Beautifully updated Piper Ridge townhouse just steps from the private sports center and offering weekend/holiday shuttle service to Stratton’s lifts in winter. This light-filled home features an updated kitchen and baths, gleaming hardwood floors, and elegant tilework throughout. The one-car garage has been thoughtfully converted into a spacious ski room plus a large storage or owner’s

  Carrie Mathews Winhall Real Estate

  0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
• 

  

  /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
• 

  

  /38

  Est $346,751 Not Listed For Sale

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

  683 Water St, North Bennington, VT 05257

  683 Water St, North Bennington, VT 05257
• 

  

  /38

  $485,000

  • 4 Beds
  • 3 Baths
  • 2,073 Sq Ft

  2588 Vermont 11, Peru, VT 05152

  PRICE ADJUSTMENT: On a gentle rise surrounded by 7.5 acres of meadows and woodland, this Vermont style ranch subtly blends an appealing rustic charm with contemporary features. The current owners purchased the property in 2021 for family and friends and installed a new wastewater system, new furnace, new roof section, new appliances. The rough sawn clapboard exterior delineates the enduring

  Diana Stugger Four Seasons Sotheby's Int'l Realty

  2588 Vermont 11, Peru, VT 05152
• 

  

  /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
• 

  

  /32

  Est $313,708 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft

  159 Matteson Rd, North Bennington, VT 05257

  159 Matteson Rd, North Bennington, VT 05257
• 

  

  /34

  $249,900

  • 3 Beds
  • 2.5 Baths
  • 1,810 Sq Ft

  3530 Vt Route 346, Pownal, VT 05261

  This historic house, built in 1880, is nestled in the quiet village of North Pownal. It is situated on a large, level lot and offers the timeless charm of yesteryear. The first floor features a roomy kitchen with Kenmore Plus Stainless-Steel appliances, an open-concept living room and dining room, an updated bathroom, and a convenient first-floor laundry room. The back porch has been partially

  Matt Waddington Hoffman Real Estate

  3530 Vt Route 346, Pownal, VT 05261
• 

  

  /54

  $225,000 Sold Sep 10, 2025

  • 2,162 Sq Ft
  • $104/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1890

  304 North St Unit 6, Bennington, VT 05201

  Great Investment Opportunity! This well-maintained 3-unit property is a fantastic opportunity for savvy investors. Two of the units are currently rented, providing immediate income potential. Situated just a short stroll from downtown, you'll find charming shops, popular restaurants, and close proximity to the Bennington trail system—perfect for outdoor enthusiasts. Just 1 hour from Albany and

  Thomas Martins Maple Leaf Realty

  304 North St Unit 6, Bennington, VT 05201
• 

  

  /15

  Est $300,445 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  6 Prospect St, North Bennington, VT 05257

  6 Prospect St, North Bennington, VT 05257
• 

  

  /41

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 2,716 Sq Ft

  55 Uphill Rd, Landgrove, VT 05148

  The advantage of end of the road privacy on 18 acres in charming Landgrove. This beautiful contemporary offers generously sized rooms with over 2700 sq ft and a perfect Vermont floor plan. Easy entry from the large 2 car garage into the mud room area, and right into the kitchen with it's expansive counter space and cozy sitting area with propane stove for those cool winter mornings. The

  Brian Gehlich RE/MAX Four Seasons

  55 Uphill Rd, Landgrove, VT 05148
• 

  

  /10

  $385,000 Sold Sep 10, 2025

  • Land
  • 24.54 Acres
  • $15,689 per Acre

  • 28 Days On Market

  0 River Rd, Winhall, VT 05340

  24+ Acres in Winhall, VT — Private 1+ Acre Pond, River Frontage & Minutes from Stratton | Welcome to a rare opportunity in the heart of Vermont’s Green Mountains — a stunning 24+ acre parcel in Winhall offering a unique combination of convenience, privacy, natural beauty, and year-round adventure, just minutes from Stratton Resort. With a state-issued wastewater permit in place, the land is

  Cheyanne Pugliese

  0 River Rd, Winhall, VT 05340
• 

  

  /40

  Est $272,698 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,587 Sq Ft

  9 Prospect St, North Bennington, VT 05257

  9 Prospect St, North Bennington, VT 05257
• 

  

  /31

  $749,000

  • 3 Beds
  • 3 Baths
  • 2,317 Sq Ft

  9 F Cobble Ridge Rd, Winhall, VT 05340

  Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

  Carrie Mathews Winhall Real Estate

  9 F Cobble Ridge Rd, Winhall, VT 05340
• 

  

  /18

  $515,000 Sold Sep 10, 2025

  • 1,813 Sq Ft
  • $284/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 1960

  2420 Main St, Manchester Center, VT 05255

  Charming Renovated Cape in Desirable Manchester Village.Welcome to this beautifully updated 2-bedroom, 2-bath Cape nestled in the heart of Manchester Village. Set back from the road on just under an acre of land, this home offers the perfect blend of privacy, comfort, and convenience. Recent upgrades include a newer roof and newer septic system, ensuring peace of mind for years to come.

  Annette Gallo Real Broker LLC

  2420 Main St, Manchester Center, VT 05255
• 

  

  /40

  Est $432,847 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  23 Church St, North Bennington, VT 05257

  23 Church St, North Bennington, VT 05257
• 

  

  /19

  $219,500

  • 3 Beds
  • 1 Bath
  • 1,254 Sq Ft

  14 Robinson Ave, Bennington, VT 05201

  Discover this lovely three-bedroom, one-bathroom home featuring 1,254 square feet of finished space, all set on a .24-acre lot. Recent upgrades roughly in the last ten years include blown-in insulation, roof, furnace, and updated kitchen and flooring, making this home both comfortable and stylish. Perfect for families or anyone looking for a cozy place. Minutes from Mt. Anthony Country Club,

  Timothy Corcoran Mahar McCarthy Real Estate

  14 Robinson Ave, Bennington, VT 05201
• 

  

  /26

  $265,000 Sold Sep 09, 2025

  • 1,576 Sq Ft
  • $168/SF
  • 55 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  519 South St, Bennington, VT 05201

  Welcome to this beautifully maintained 3-bedroom, 1.25-bath home nestled on a corner lot in Bennington. This inviting property blends classic charm with thoughtful updates, offering comfort and style both inside and out.Step into the spacious kitchen featuring stunning wood cabinetry, granite countertops, and a functional island with a bar sink-perfect for entertaining or everyday living. The

  Kelley Mccarthy Mahar McCarthy Real Estate

  519 South St, Bennington, VT 05201
• 

  

  /30

  Est $311,255 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  4 Church St, North Bennington, VT 05257

  4 Church St, North Bennington, VT 05257
• 

  /2

  $225,000

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

  303-305 Gage St, Bennington, VT 05201

  Low maintenance duplex in Bennington. Offering good rental history and income. 2 -3 bedroom units, newer systems, vinyl siding and more. Walking distance to town. schools and recreation.

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  303-305 Gage St, Bennington, VT 05201
• 

  

  /12

  $100,000 Sold Sep 08, 2025

  • 1,056 Sq Ft
  • $95/SF
  • 32 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1930

  242 North Rd, East Arlington, VT 05252

  Calling all investors! This property is situated on a private 1-acre lot in sought-after Sunderland, featuring a calming stream running behind the property. It includes an oversized detached garage with a second floor above that could be converted into additional living space. Close proximity to Manchester, Bromley Mountain, and Stratton Mountain. Sunderland offers school choice for grades

  Matt Waddington Hoffman Real Estate

  242 North Rd, East Arlington, VT 05252
• 

  

  /34

  Est $301,362 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,986 Sq Ft

  6 Bank St, North Bennington, VT 05257

  6 Bank St, North Bennington, VT 05257
• 

  

  /38

  $1,200,000

  • 5 Beds
  • 1 Bath
  • 2,228 Sq Ft

  395 King Hill Rd, Readsboro, VT 05350

  Stunning Mountain & Meadow Views, 135 acres of pristine rolling meadows overlook the Harriman Reservoir, sits a meticulously maintained c. 1770 5 bedroom farmhouse. Welcome to King Hill Farm, this idyllic Vermont homestead has been in the King family for multiple generations. No restrictions, enjoy the peace and quiet of a slight breeze, blue skies and bird songs. Remarkable, one of a kind

  Margretta Fischer Wohler Realty Group

  395 King Hill Rd, Readsboro, VT 05350
• 

  

  /53

  $310,324 Sold Sep 08, 2025

  • 775 Sq Ft
  • $400/SF
  • 8 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1972

  366 Ethan Allen Trail Unit BA3, Peru, VT 05152

  Enjoy the convenience of SLOPESIDE access to the Plaza ski trail from this excellent location in the Bower House at Bromley Village. This spacious 1-Bedroom, 1 Bathroom ground-floor Condominium has a Combination Living w/ wood-burning Fireplace, Dining area with slider to the patio, and Kitchen w/ recently updated, stainless appliances. The Bedroom has built-in bunk beds, and plenty of closet

  Dylan Gage Bromley Real Estate

  366 Ethan Allen Trail Unit BA3, Peru, VT 05152
• 

  

  /36

  Est $914,510 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,816 Sq Ft

  372 Canterbury Rd, Manchester Center, VT 05255

  372 Canterbury Rd, Manchester Center, VT 05255
• 

  

  /22

  $850,000

  • 4 Beds
  • 3 Baths
  • 3,659 Sq Ft

  445 Canterbury Rd, Manchester Center, VT 05255

  Nestled in one of Vermonts most sought-after locations, this exceptional Colonial home boasts sweeping panoramic views of the Green Mountain National Forest and the picturesque Northshire Valley, offering a peaceful and private retreat just minutes from the vibrant town of Manchester. Perfectly oriented to capture stunning morning sunrises, this 2.8-acre property provides the ideal balance of

  Andy Reed Four Seasons Sotheby's Int'l Realty

  445 Canterbury Rd, Manchester Center, VT 05255
• 

  

  /34

  $90,000 Sold Sep 08, 2025

  • 1,366 Sq Ft
  • $66/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  40 Washing Brook Rd, Bennington, VT 05201

  This property offers a secluded retreat with stunning mountain views and the South Stream flowing through it. Bordered by wetlands and woods, it provides a sense of being truly "away from it all."While the house requires significant work, making it an ideal candidate for a cash or rehab loan, it presents a fantastic opportunity for transformation. The living room features a beautiful

  Lilli West Maple Leaf Realty

  40 Washing Brook Rd, Bennington, VT 05201
• 

  

  /28

  Est $597,248 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft

  217 Hillvale Dr, Manchester Center, VT 05255

  217 Hillvale Dr, Manchester Center, VT 05255

Showing Results 481 - 520, Page 13 of 18