Bennington County, VT Homes

• 

  

  

  /21

  $175,000

  • Land
  • 17.95 Acres
  • $9,749 per Acre

  0 U S 7, Pownal, VT 05261

  Beautiful Pownal Valley views from almost wherever you stand on this 17.95 acre parcel. Zoned for commercial use along the road frontage and rural residential in back creates opportunities for different types of development.

  

  Vicki Wilson

  Maple Leaf Realty

  (802) 327-8230

  0 U S 7, Pownal, VT 05261
• 

  

  

  /12

  $4,600 per month

  • 3 Beds
  • 1.5 Baths
  • 1,948 Sq Ft
  • House for Rent

  10 Rocky Rd, Winhall, VT 05340

  Location, location location..... This three-bedroom gem is located in one of the most desirable areas in the tri-mountain area. Centrally located between Stratton and Manchester; you will find yourself less than a 15-minute drive to each. Bromley is around the corner. The perfect chalet to come home to after a fun day of skiing. Sit by the roaring fire with a cup of cocoa and

  Peggy O'neill Cummings & Co

  10 Rocky Rd, Winhall, VT 05340
• 

  

  

  /55

  $800,000 Sold Nov 17, 2025

  • 2,340 Sq Ft
  • $342/SF
  • 34 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1900

  879 River Rd, Manchester, VT 05255

  Authentic 1800's center chimney, hand hewn post and beam cape on coveted River Road within a short walk to the Battenkill River! This beauty has had the fireplace chimney's lined, the eat-in "keeping room" kitchen updated nicely, and the plank flooring is all intact! 12 over 12 windows, chair rails, exposed framing, and original doors and hardware are exceptional. The kitchen has a Dutch Oven

  Laura Beckwith Josiah Allen Real Estate, Inc.

  879 River Rd, Manchester, VT 05255
• 

  

  

  /18

  Est $197,432 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,012 Sq Ft

  9 Palmer Dr, Pownal, VT 05261

  9 Palmer Dr, Pownal, VT 05261
• 

  

  

  /40

  $1,245,000

  • 4 Beds
  • 6 Baths
  • 4,272 Sq Ft

  1016 West Rd, Manchester Center, VT 05255

  Manchester Village...an award winning architect transformed this "Sears & Roebuck" mini farmstead indo Living Art! Masterful execution of architectural detail at every turn. Circular landscaped drive ties the residence, garages, and the an impressive party barn together for year round use. The substantial covered stone porch enters the arts & crafts foyer.. with study to one side, ahead the

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 357-7462

  1016 West Rd, Manchester Center, VT 05255
• 

  

  /20

  $1,300 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  201 Division St Unit 201, Bennington, VT 05201

  This freshly painted, recently renovated 2 bedroom unit is now available! 1300/month rent. Washer and Dryer hookups in the unit. Heat pump system with multiple heads handles the heat and cooling. Water/Sewer included in the rent. Owner willing to consider pets with a pet deposit and additional monthly fee. No smoking. First/last/security due at lease signing. Credit and background checks required.

  201 Division St Unit 201, Bennington, VT 05201
• 

  

  /43

  $755,000 Sold Nov 14, 2025

  • 3,020 Sq Ft
  • $250/SF
  • 0 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1988

  43 Hilltop Rd, Winhall, VT 05340

  Tucked into the woods of Intervale, just minutes from Stratton Mountain, this spacious retreat offers three distinct levels of comfortable living. The main level greets you with a warm and inviting open layout, where the dining and living areas frame a striking gas fireplace—the perfect centerpiece after a day on the slopes. The primary suite is conveniently located on this entry level, offering

  Daniel Preston KW Vermont Woodstock

  43 Hilltop Rd, Winhall, VT 05340
• 

  

  /79

  Est $410,266 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,721 Sq Ft

  460 Sparrow Dr, Stamford, VT 05352

  460 Sparrow Dr, Stamford, VT 05352
• 

  

  /15

  $115,000

  • Land
  • 2.9 Acres
  • $39,655 per Acre

  Lot 3 Route 11 30, Winhall, VT 05340

  Spectacular West and Southerly Views over Manchester Valley and boasts a bird's eye view across to the Equinox Mountain!Located on the Manchester side of Winhall, this property is at the end of a private lane offering privacy... engineered and offering VT Waste Water and Potable Water Supply Permit: WW-2-3614, design for 3 BR single family residence. Bordered by the Green Mountain Nat'l

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 808-6197

  Lot 3 Route 11 30, Winhall, VT 05340
• 

  

  /20

  $5,800 per month

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft
  • House for Rent

  8 Rocky Rd, Winhall, VT 05340

  Located in one of the most sought-after spots in the area. This three-bedroom "mid-century vibed" beauty is just a 10-minute drive to the Stratton Access Road and a 12-minute drive to Manchester. Bromley is literally around the corner and Magic is a quick 15-minute drive.There is a beautiful stream in the backyard that adds additional "802" ambiance to the property. Truly a peaceful setting

  Peggy O'neill Cummings & Co

  8 Rocky Rd, Winhall, VT 05340
• 

  

  /49

  $320,000 Sold Nov 14, 2025

  • 1,664 Sq Ft
  • $192/SF
  • 131 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1973

  93 Pace Rd, Bennington, VT 05201

  Welcome Home to Your Private Woodland Retreat! ?? Tucked away on a serene 2.75-acre wooded lot, this charming 3-bedroom, 1.5-bath home offers a rare blend of comfort, updates, and outdoor magic. With approximately 1,664 sq ft of living space, you’ll have plenty of room to stretch out—and three spacious decks to soak in those treetop views from every angle! ? What’s New? Just about everything: All

  Harvey Roettinger RE/MAX North Professionals

  93 Pace Rd, Bennington, VT 05201
• 

  

  /35

  Est $247,462 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,184 Sq Ft

  312 School St Unit 314, Bennington, VT 05201

  312 School St Unit 314, Bennington, VT 05201
• 

  

  /62

  $499,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  679 Middle Pownal Rd, Pownal, VT 05261

  Nestled in the heart of rural Pownal, this beautifully renovated 4-bedroom, 3-bath home offers the perfect blend of modern comfort and peaceful countryside living. Set on 12.1 picturesque acres, the property features a mix of open level land and serene wooded areas, ideal for hobby farming, equestrian use, or simply enjoying nature. Inside, you'll find a spacious and thoughtfully designed layout

  

  Erin Vincent

  BISHOP WEST REAL ESTATE

  (802) 636-6092

  679 Middle Pownal Rd, Pownal, VT 05261
• 

  

  /21

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • House for Rent

  124 Albe Dr, Bennington, VT 05201

  Fantastic whole house rental available! This 2 bed, one bath house is a rare rental find. Starting outside it features a large back deck, and a 1 car garage. Moving inside it is all updated! stainless steel appliance, life-proof flooring throughout, ceiling fan in the primary bedroom, and even a finished basement for tons of extra space! There is even a security system if you choose to do a

  124 Albe Dr, Bennington, VT 05201
• 

  

  /29

  $335,000 Sold Nov 14, 2025

  • 2,831 Sq Ft
  • $118/SF
  • 56 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1939

  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
• 

  

  /34

  Est $444,718 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,901 Sq Ft

  647 Fox Hill Rd, Bennington, VT 05201

  647 Fox Hill Rd, Bennington, VT 05201
• 

  

  /39

  $299,000 Pending

  • 2 Beds
  • 1 Bath
  • 989 Sq Ft

  78 Farm Rd Unit E, Peru, VT 05152

  Beautifully updated two bedroom TRAILSIDE condo in the Bennington House in Bromley Village. Ski on and off from your backyard with direct access to the Plaza chairlift! Summertime activities abound at Bromley Adventure Park and in all directions from your very own jumping off point in the heart of "Manchester and the Mountains." Enjoy local dining and Apres Ski just moments away at the revamped

  

  Beth Vickers

  Vermont Real Estate Company

  (802) 481-3679

  78 Farm Rd Unit E, Peru, VT 05152
• 

  

  /23

  $28,000 per month

  • 4 Beds
  • 3 Baths
  • 2,406 Sq Ft
  • House for Rent

  35 Strattonwald Rd, Winhall, VT 05340

  $28,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy

  Cheyanne Pugliese

  35 Strattonwald Rd, Winhall, VT 05340
• 

  

  /50

  $975,000 Sold Nov 14, 2025

  • 4,729 Sq Ft
  • $206/SF
  • 24 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2005

  83 Benson Fuller Dr, Bondville, VT 05340

  Just an 8-minute drive to Stratton, 83 Benson Fuller Drive sits atop the beautiful Forest Farms neighborhood, offering both serenity and convenience. This meticulously updated home is ready for you to move in and enjoy the best of Vermont living. Nestled on a quiet dirt road, it’s perfect for morning and evening strolls with the dog before or after a day on the slopes. Inside, this spacious

  Christiane Carroccio TPW Real Estate

  83 Benson Fuller Dr, Bondville, VT 05340
• 

  

  /39

  Est $530,043 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,336 Sq Ft

  557 Fox Hill Rd, Bennington, VT 05201

  557 Fox Hill Rd, Bennington, VT 05201
• 

  

  /26

  $295,000 Pending

  • 6 Beds
  • 3 Baths
  • 2,640 Sq Ft

  235 Elm St Unit 3, Bennington, VT 05201

  This three-unit building features one unit per floor and is ideally located downtown. Set back from the road, it offers a scenic view of Dewey Brook, which flows from the Walloomsac River. Highlights include a large back deck, a spacious partially fenced yard, and a shared driveway with MLS #5057051. The seller prefers to sell both properties together. Listing agent is related to the seller.

  

  Erica Hale

  Ridgeline Real Estate

  (802) 210-4437

  235 Elm St Unit 3, Bennington, VT 05201
• 

  

  /18

  $1,500 per month

  • 2 Beds
  • 1.5 Baths
  • 852 Sq Ft
  • Condo for Rent

  432 South St Unit B4, Bennington, VT 05201

  Discover a delightful living experience at 432 South St. Unit B4, a welcoming 2-bedroom, 1.5-bathroom condo nestled in the highly sought-after Nathaniel Court neighborhood of Bennington, VT. Enjoy a range of amenities, including laundry hookups, a dedicated parking space, lawn care, plowing, and garbage taken care of by the association. Please note that pet will not be considered and smoking

  432 South St Unit B4, Bennington, VT 05201
• 

  

  /52

  $400,000 Sold Nov 14, 2025

  • 1,603 Sq Ft
  • $250/SF
  • 416 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  59 Sugar Brook Rd Unit D1, Peru, VT 05152

  Enjoy 3 spacious levels of Living w/ a total of Three Bedrooms, and Two and a Half Bathrooms at this End-Unit Townhouse, nestled alongside a mountain creek in the more privately located Mountain Brook area of Bromley Village. An efficient and open layout features a Main Level Living Room w/ vaulted ceilings and a central, stone, fireplace, Wet Bar, open Kitchen and Dining areas w/ a slider to the

  Dylan Gage Bromley Real Estate

  59 Sugar Brook Rd Unit D1, Peru, VT 05152
• 

  

  /38

  Est $627,586 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,266 Sq Ft

  3347 West Rd, Bennington, VT 05201

  3347 West Rd, Bennington, VT 05201
• 

  

  /17

  $270,000 Pending

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

  239 - 241 Elm St, Bennington, VT 05201

  Located downtown, this three-unit building it offers a scenic view of Dewey Brook, which flows from the Walloomsac River. The property includes an unfinished space with the potential to add an additional unit, offering great investment upside. Recent updates include a brand-new roof installed this year. Shared driveway with MLS #5057052; seller is seeking to sell both properties together. Listing

  

  Erica Hale

  Ridgeline Real Estate

  (802) 278-6021

  239 - 241 Elm St, Bennington, VT 05201
• 

  

  /21

  $3,750 per month

  • 4 Beds
  • 3 Baths
  • 2,690 Sq Ft
  • House for Rent

  282 Highland Ave, Manchester Center, VT 05255

  In town, four bedroom, three bathroom house for rent. Main floor is a large mudroom and laundry room, kitchen, dining, office, living room, and full bathroom. Upstairs is 4 bedrooms and 2 bathrooms. New bathroom is en suite. Central air conditioning. Wood floors throughout. Unfinished clean basement. Wrap around covered porch. Level yard, paved driveway. Walk to town. One car detached garage.

  Christiane Carroccio TPW Real Estate

  282 Highland Ave, Manchester Center, VT 05255
• 

  

  /58

  $1,500,000 Sold Nov 14, 2025

  • 4,342 Sq Ft
  • $345/SF
  • 128 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1984

  93 Hard Farm Rd, Manchester Center, VT 05255

  EARTH WIND AND SHIREHaving caught your breath from the view in the approach, and treading the elegant slate path into the home, you probably won't want to get past the "basking parlor", a room designed for sheer joy in the present moment, made compelling by the wall of windows and the perfectly proportioned design and vaulted ceiling. However, the delights in every room beckon: next is the

  Lawrence Zupan EXP Realty

  93 Hard Farm Rd, Manchester Center, VT 05255
• 

  

  /38

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  639 Shippee Rd, Readsboro, VT 05350

  639 Shippee Rd, Readsboro, VT 05350
• 

  

  /33

  $239,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  2460 East Rd, Shaftsbury, VT 05262

  Well-maintained 3-bedroom, 2-bath ranch-style home on a 1-acre lot at the outskirts of town. Offering 1,120 square feet of single-level living space, this property features an efficient floor plan with an eat-in kitchen, comfortable living room, and three bedrooms including a primary with half bath. The home is clean and functional, with an opportunity for cosmetic updates to suit your style.

  

  Vicki Wilson

  Maple Leaf Realty

  (802) 474-4448

  2460 East Rd, Shaftsbury, VT 05262
• 

  

  /26

  $1,750 per month

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Condo for Rent

  9 Mechanic St Unit B, North Bennington, VT 05257

  9 Mechanic St Unit B, North Bennington, VT 05257
• 

  

  /60

  $2,675,000 Sold Nov 13, 2025

  • 6,567 Sq Ft
  • $407/SF
  • 55 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1993

  564 Overlook Rd, Manchester Center, VT 05255

  Tucked into the hills of Manchester on over 13 private acres, this mountain-modern home captures long-range views, refined interiors, and room to breathe. This light-filled 5-bedroom, 5-bath home offers an ideal blend of space and comfort just minutes from dining, shopping, and year-round recreation. The main level features a spacious primary suite with a large walk-in closet, en-suite bath, and

  Christiane Carroccio TPW Real Estate

  564 Overlook Rd, Manchester Center, VT 05255
• 

  

  /33

  Est $434,484 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,020 Sq Ft

  885 Mad Tom Rd, East Dorset, VT 05253

  885 Mad Tom Rd, East Dorset, VT 05253
• 

  

  /60

  $650,000

  • 4 Beds
  • 3 Baths
  • 2,975 Sq Ft

  58 Hicks Ln, Manchester Center, VT 05255

  OPEN HOUSE SATURDAY 10/25 11AM - 1PM ~ Manchester Center VT home for sale. Classic single family Colonial on a rare in town 0.70 acre lot. Quiet dead end lane near downtown. This 4 bedroom 3 bath property offers about 3,000 SF of finished living area plus flexible bonus space. The floor plan supports daily living and weekend guests with ease for the Manchester Center lifestyle in Bennington

  Nick Sicard EXP Realty

  58 Hicks Ln, Manchester Center, VT 05255
• 

  

  /29

  $30,000 per month

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Townhouse for Rent

  90 Turkey Run Rd, Winhall, VT 05340

  Intervale Rental. Available for the winter 25-26 winter season. Also available for summer or fall monthly rental. Entry mud room for boot storage. Main floor has wood burning fire place, and the deck off the living room is a overlooks the pond. Main floor has primary suite. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom

  Christiane Carroccio TPW Real Estate

  90 Turkey Run Rd, Winhall, VT 05340
• 

  

  /42

  $600,000 Sold Nov 12, 2025

  • 2,450 Sq Ft
  • $245/SF
  • 148 Days On Market

  • 5 Beds
  • 1.5 Baths
  • Built 1850

  126 Fox Hill Rd, Bennington, VT 05201

  Welcome to this stunning 1850s home, perfectly sited on 2.72 acres with breathtaking mountain views. With 5 bedrooms, 2 full baths, and over three decades of loving ownership, this property offers the perfect blend of historic charm and modern updates in a peaceful, scenic setting.Inside, you'll find spacious, light-filled rooms enhanced by large windows and a calming palette of neutral

  Kelley Mccarthy Mahar McCarthy Real Estate

  126 Fox Hill Rd, Bennington, VT 05201
• 

  

  /19

  Est $150,039 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft

  1 Division Place, Bennington, VT 05201

  1 Division Place, Bennington, VT 05201
• 

  

  /10

  $20,000

  • Land
  • 1.2 Acres
  • $16,667 per Acre

  0 Oberdorf Rd Unit 24065553, Readsboro, VT 05350

  1.2 Acres of Scenic Land for Sale in Bennington County, VTEscape to the beauty of Bennington County, Vermont, with this stunning 1.2-acre parcel of vacant land. Offering 350 ft of road frontage on Oberdorf Rd, this lot provides easy access and is nestled within the private Alpenwald Village, a peaceful community ideal for your dream home or vacation retreat. Surrounded by nature, this

  Community Lands Community Lands

  0 Oberdorf Rd Unit 24065553, Readsboro, VT 05350
• 

  

  /23

  $1,295 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  315 Pleasant St Unit 1, Bennington, VT 05201

  Large 2 bedroom unit. This unit comes with an approximatly 15x24 garage space, including an automatic garage door opener. New flooring downstairs, fresh paint throughout. Washer and dryer in the unit. Split unit with the second bedroom upstairs. Windows are all vinyl, double pane replacement windows. Common entryway with second floor unit. 3 units total in this building. It is walking distance to

  315 Pleasant St Unit 1, Bennington, VT 05201
• 

  

  /46

  $440,000 Sold Nov 12, 2025

  • 1,391 Sq Ft
  • $316/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  95 Birches Way Unit CC2, Peru, VT 05152

  This 2-Level, TRAILSIDE, 3 Bedroom, 2 Bathroom, Upper-Level Condominium is located in the Birches section of Bromley Village w/ close access to/from the ski slopes via a path through the woods! Upgrades throughout including restored, wormy chestnut wood paneling, stone tiled floors, and Kitchen with wooden cabinets and solid surface counters. The combination Living/Dining/Kitchen is located on

  Dylan Gage Bromley Real Estate

  95 Birches Way Unit CC2, Peru, VT 05152
• 

  

  /27

  Est $319,204 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,941 Sq Ft

  239 Breezy Acres Dr, Vernon, VT 05354

  239 Breezy Acres Dr, Vernon, VT 05354

Showing Results 81 - 120, Page 3 of 18