Bennington, VT Homes

/13
$199,000
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
2017 East Rd, Shaftsbury, VT 05262

3 bedroom 2 bath, double wide on 1.49 acres in Shaftsbury. Offering good location, large yard, and convenient travel to town. Living room with new pellet stove, kitchen with modern appliances including newer stove and dining area. Outside a 2 car detached garage, storage sheds and front and rear porches. New carpet.

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 798-5968

2017 East Rd, Shaftsbury, VT 05262
/59
$4,500 per month
- 3 Beds
- 4 Baths
- 2,308 Sq Ft
- House for Rent
1728 Vermont 30, Dorset, VT 05251

Escape to Cody Cottage, a charming 3 bed, 3 bath home perfect for outdoor enthusiasts and families alike! Nestled next to the scenic Dorset Quarry, this cozy retreat offers easy summer swimming and breathtaking mountain views. Vaulted ceiling in the living room with dining that opens to the updated kitchen with 2 seat island. 1st Floor has the primary bedroom with en suite bath, a guest bedroom

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 694-4997

1728 Vermont 30, Dorset, VT 05251
/14
$278,000 Sold Aug 04, 2025
- 1,461 Sq Ft
- $190/SF
- 38 Days On Market
- 3 Beds
- 3 Baths
- Built 1825
400 South St, Bennington, VT 05201

400 South St. is a Very well-maintained 3-unit multi-family home, offering 1-bedroom units, ample natural light from skylights, and off street parking. Unit 3 comes fully furnished. All units have access to an owner supplied washer/dryer room in the thoughtfully designed basement containing designated storage areas for each unit. The property has a great rental history and generates good income,

William Paquin Maple Leaf Realty

400 South St, Bennington, VT 05201

/22
Est $313,715 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,048 Sq Ft
494 Atwood Dr, Pownal, VT 05261

494 Atwood Dr, Pownal, VT 05261

/60
$1,795,000
- 17 Beds
- 20 Baths
- 14,861 Sq Ft
3888 Vermont Route 7a, Shaftsbury, VT 05262

The historic Arlington Inn & Spa is the centerpiece of scenic Arlington, Vermont. It features a tavern, restaurant and massage spa room. There are 15 guest rooms in 3 buildings, and an antique event barn on over 3.5 beautifully landscaped acres. This unique property can easily be configured in many creative ways. It could remain as an inn with a restaurant and bar. It could become a restaurant

Vicki Wilson

Maple Leaf Realty

(802) 444-8317

3888 Vermont Route 7a, Shaftsbury, VT 05262
/52
$5,000 per month
- 3 Beds
- 2 Baths
- 1,932 Sq Ft
- House for Rent
397 Powderhorn Rd, Manchester Center, VT 05255

Charming newly renovated ranch with 3 bedrooms, 2 baths is the perfect summer rental, offering a cozy and inviting atmosphere! Conveniently located close to town for easy access to shops and dining. Enjoy a fenced-in backyard with a deck, perfect for grilling and outdoor relaxation. The kitchen and living room are located on the first floor, along with the spacious primary bedroom featuring an en

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 729-7527

397 Powderhorn Rd, Manchester Center, VT 05255
/37
$233,000 Sold Aug 04, 2025
- 1,056 Sq Ft
- $221/SF
- 73 Days On Market
- 3 Beds
- 1 Bath
- Built 1984
73 Woodford City Rd, Bennington, VT 05201

Step into your woodland paradise! Nestled on 1.1 acres and bordered by a babbling brook and private pond, this lovingly maintained 3-bedroom, 1-bath home offers peace, privacy, and a strong connection to nature. Built by the current owner in 1982, the home has been well cared for over the years.A detached two-car garage with workshop space and a separate shed offer plenty of room for tools,

Abi Gregorio

73 Woodford City Rd, Bennington, VT 05201

/36
Est $693,988 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 7,102 Sq Ft
134 Grapevine Ln, Pownal, VT 05261

134 Grapevine Ln, Pownal, VT 05261

/38
$650,000
- 3 Beds
- 2.5 Baths
- 2,184 Sq Ft
359 Hickory Hill Rd, Bennington, VT 05201

Welcome to this beautifully updated Center Hall Colonial, privately set on 2.58 wooded acres at the end of a peaceful cul-de-sac just minutes from downtown and major highways. The three bedroom, two and half bath home is truly move in ready, offering the perfect balance of comfort, style, and privacy. Step inside to an open concept main level where the kitchen flows seamlessly into the

Brooke Thomson Drew

Mahar McCarthy Real Estate

(802) 633-6530

359 Hickory Hill Rd, Bennington, VT 05201
/31
$6,500 per month
- 4 Beds
- 3.5 Baths
- 2,340 Sq Ft
- House for Rent
294 Green Peak Orchard S, Dorset, VT 05253

Escape to a stunning summer/winter retreat in Southern Vermont, featuring 4 spacious bedrooms and 3.5 baths. Nestled in the heart of nature, this property offers breathtaking mountain views, perfect for relaxation and outdoor adventures. Open-concept living/kitchen area with plenty of seating, a wood burning fireplace, and panoramic mountain views. Kitchen is fully equipped with modern

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 644-7034

294 Green Peak Orchard S, Dorset, VT 05253
/21
$73,500 Sold Aug 04, 2025
- Land
- 7 Acres
- $10,500 per Acre
- 297 Days On Market
0 Sunset Dr Unit 5005504, Bennington, VT 05201

One of the best building lots available in Bennington country now available for sale. Close to Bennington, but country setting and bordering hundreds of acres of conserved land this is a wildlife enthusiasts dream location. While there for photos a large bear came to visit! Beautiful deer are often seen roaming as well as turkeys and other birds. The back side of the lot borders the open wetlands

Lilli West Maple Leaf Realty

0 Sunset Dr Unit 5005504, Bennington, VT 05201

/40
Est $1,020,902 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,031 Sq Ft
276 Wilcox Hollow Rd, Sandgate, VT 05250

276 Wilcox Hollow Rd, Sandgate, VT 05250

/11
$179,900
- 4 Beds
- 2 Baths
- 2,643 Sq Ft
905 County St, Bennington, VT 05201

Recently this home was a 2 unit (up and down). The current owner has doing work to convert it into a large single family home. Currently 4 bedrooms, 2 bathrooms and many possible room configurations. Also could easily be converted back to a 2 Unit. Many possibilities to put your finishing touches on this property.

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 204-5943

905 County St, Bennington, VT 05201
/18
$4,500 per month
- 4 Beds
- 3 Baths
- 2,500 Sq Ft
- House for Rent
191 Forest Mountain Rd, Peru, VT 05152

WELCOME TO PERU MOUNTAIN LODGE... Now Available For Your Vermont Summer '25 Vacation! Don't Let This One Get away... Cozy open living area with four Bedrooms. Two bedrooms on the main level, the Main Suite in the loft above, and a fourth bedroom in the finished walk-out basement. This home boasts a cathedral ceiling, an updated cooks kitchen, and a striking stone fireplace with two

Kristin Comeau

TPW Real Estate

(802) 889-8948

191 Forest Mountain Rd, Peru, VT 05152
/23
$235,000 Sold Jul 31, 2025
- 784 Sq Ft
- $300/SF
- 3 Days On Market
- 2 Beds
- 1 Bath
- Built 1986
40 Bourn Brook Rd Unit 49, Manchester, VT 05255

Cheery and bright 2 bedroom, 1 bath, 784 SF townhouse right in Manchester Center. Open floor plan kitchen, living and dining on the first floor with new furnance installed in 2022. Stainless steel appliances, laminate flooring and covered front porch. 2nd Floor is carpeted and has 2 bedrooms, 3/4 bath and laundry. Great location close to all restaurants, shopping and amentities that Manchester

Laura Beckwith Josiah Allen Real Estate, Inc.

40 Bourn Brook Rd Unit 49, Manchester, VT 05255

/32
Est $1,614,588 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,507 Sq Ft
40 Nims, Dorset, VT 05251

40 Nims, Dorset, VT 05251

/4
$199,900
- 5 Beds
- 2 Baths
- 1,478 Sq Ft
32-34 Sage St, Bennington, VT 05257

Duplex in North Bennington offering 1 way street location. decent yard and 2 - 2 bedroom units. Good investment potential in a walkable and sought location. Town water and sewer.

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 402-4994

32-34 Sage St, Bennington, VT 05257
/37
$9,000 per month
- 3 Beds
- 3 Baths
- 1,980 Sq Ft
- House for Rent
3093 Route 30, Dorset, VT 05251

Wonderful Dorset Village Historic Colonial, private and completely protected by the established vintage tree line that buffers the neighbors and Route 30. Walk to Village location, this property has been fully renovated with updated kitchen and baths. The house is warm and welcoming with front and side covered porch entrance while the rear screened porch creates an expansive summer room to the

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 520-2909

3093 Route 30, Dorset, VT 05251
/27
$203,000 Sold Jul 31, 2025
- 1,332 Sq Ft
- $152/SF
- 6 Days On Market
- 3 Beds
- 1 Bath
- Built 1900
806 Vermont Route 313 W, Arlington, VT 05250

Welcome to the Riverview retreat. Discover the timeless appeal of this beautifully sited 3-bedroom, 1-bath home overlooking the serene Battenkill River with sweeping mountain views. Nestled on a gentle knoll, this 3.85-acre property features a level house site with ample space to build a garage or expand your vision. Enjoy the natural beauty and potential of the land, including a mountain spring,

Joshua Lemieux Remax Summit

806 Vermont Route 313 W, Arlington, VT 05250

/15
Est $434,930 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,856 Sq Ft
371 Schenkar Rd, Pownal, VT 05261

371 Schenkar Rd, Pownal, VT 05261

/20
$750,000
- 4 Beds
- 5 Baths
- 6,650 Sq Ft
338 Main St, Bennington, VT 05201

Don't miss your opportunity to own one of the area's most prestigious properties. The "Marble Bank" is located at the intersection of US Route 7 and Vermont Route 9 and is currently the landmark Fiddlehead Gallery. This property offers unique and grand architecture to go along with its high visibility location. Downtown's redevelopment and thriving new businesses make this location even more

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 347-6655

338 Main St, Bennington, VT 05201
/40
$3,250 per month
- 2 Beds
- 2 Baths
- 1,360 Sq Ft
- Condo for Rent
20 Murray Hill Heights Rd Unit 20, Manchester Center, VT 05255

Available Now For Winter '25/'26Welcome to 20 Murray Hill Heights! This tastefully decorated home has undergone a lovely renovation and is available for Winter '25/'26. Enjoy Winter Season in this cozy, well-furnished, air-conditioned two-bedroom plus bonus loft Townhouse. Enjoy all that Manchester, Vermont, has to offer. It is conveniently located in Manchester, VT, close to Bromley and

Kristin Comeau

TPW Real Estate

(802) 328-9795

20 Murray Hill Heights Rd Unit 20, Manchester Center, VT 05255
/39
$275,000 Sold Jul 31, 2025
- 1,008 Sq Ft
- $273/SF
- 69 Days On Market
- 3 Beds
- 1 Bath
- Built 1971
30 Harbour Rd, Bennington, VT 05201

Welcome to the charming ranch home nestled in a desirable and quiet neighborhood! This beautifully maintained three bedroom home offers comfort, style, and fantastic features throughout. The recently renovated full bathroom is a true highlight, featuring a stunning fully tiled walk in shower complete with a built in bench.Enjoy the comfort and efficiency of a brand new mini split, and

Brooke Thomson Drew Mahar McCarthy Real Estate

30 Harbour Rd, Bennington, VT 05201

/40
Est $979,877 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,774 Sq Ft
67 Coventry Ln, Manchester Center, VT 05255

67 Coventry Ln, Manchester Center, VT 05255

/21
$175,000
- Land
- 18 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
/40
$11,300 per month
- 5 Beds
- 3 Baths
- 2,472 Sq Ft
- House for Rent
303 W View Estates, Manchester, VT 05255

Gorgeous 4,432 Square Foot - 5 bedroom, 3 bath Log Home in the Heart of Manchester and the Green Mountains! You won't find a better equipped, more spacious and luxury home, located in one of the best Winter and Summer vacation spots in Vermont. 1st Floor boasts a beautiful great room with cathedral ceiling, stone fireplace seamlessly flows into an open-concept kitchen/dining area. Great for

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 300-4671

303 W View Estates, Manchester, VT 05255
/14
$220,000 Sold Jul 31, 2025
- 1,782 Sq Ft
- $123/SF
- 269 Days On Market
- 3 Beds
- 2 Baths
- Built 2009
716 Ball Mountain Rd, Arlington, VT 05250

Discover your dream retreat with this stunning manufactured home on 1.20 acres featuring breathtaking mountain views. Offering 1,780 sq ft of single-level living, the open concept design includes a spacious kitchen, dining, and living area perfect for entertaining. The home boasts new hardwood and tile flooring, three bedrooms, including a luxurious primary suite with a spa-like en suite

Annette Gallo Real Broker LLC

716 Ball Mountain Rd, Arlington, VT 05250

/34
Est $482,288 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,586 Sq Ft
32 County Rd, Stamford, VT 05352

32 County Rd, Stamford, VT 05352

/40
$1,450,000
- 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
/25
$3,200 per month
- 4 Beds
- 2 Baths
- 1,950 Sq Ft
- House for Rent
78 Franklin Rd, Manchester, VT 05255

AVAILABLE NOW! WINTER RENTAL: '25/'26 As the seasons change, this charming older home in the heart of Manchester Village is ready to welcome you. With its unique traditional elements, this fully furnished home is a perfect retreat for the Winter Season.Bon appetit! Located just a couple of blocks from Manchester's Restaurant Row...Available November 15th '25, through

Kristin Comeau

TPW Real Estate

(802) 300-3752

78 Franklin Rd, Manchester, VT 05255
/29
$435,000 Sold Jul 31, 2025
- 1,434 Sq Ft
- $303/SF
- 278 Days On Market
- 2 Beds
- 2 Baths
- Built 1991
100 Holly's Way, Rupert, VT 05768

Long driveway to a Private setting with lots of room to hike, hunt or just enjoy the peace and quite. Possible subdivision. House is warm and cozy with a large sleeping loft on the second floor. There is a foundation in place for an out building.

Charles Mauro Josiah Allen Real Estate, Inc.

100 Holly's Way, Rupert, VT 05768

/13
Est $62,714 Not Listed For Sale
231 Chapel Rd, Bennington, VT 05201

231 Chapel Rd, Bennington, VT 05201

/4
$279,000
- 4 Beds
- 4 Baths
- 2,080 Sq Ft
123 Bradford St, Bennington, VT 05201

4 unit apartment building with great rental history and income. Front and back porches and balcony. Great location. Showings to begin 6/10/2024

Max Squiers

KW Vermont - Brenda Jones Real Estate Group

(802) 210-1728

123 Bradford St, Bennington, VT 05201
/16
$5,500 per month
- 4 Beds
- 3 Baths
- 2,400 Sq Ft
- Townhouse for Rent
556 Equinox On the Battenkill Unit J-11, Manchester, VT 05254

SUMMER RENTAL 2026 - EQUINOX ON THE BATTENKILL There is so much to offer! This sought-after four-bedroom EOB townhome is now available for a summer seasonal rental. EOB amenities include tennis, pickleball, pool, and clubhouse privileges. Enjoy all that Manchester and the Mountains have to offer. We have the Manchester Music Festival, The Vermont Summer Festival, the Dorset Theatre, the

Kristin Comeau

TPW Real Estate

(802) 348-2094

556 Equinox On the Battenkill Unit J-11, Manchester, VT 05254
/39
$383,000 Sold Jul 30, 2025
- 2,207 Sq Ft
- $174/SF
- 61 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2003
224 Garbrooke Dr, Bennington, VT 05201

Charming Southern Vermont Retreat with Modern Comforts!Welcome to this beautifully maintained 4-bedroom, 3-bathroom home nestled in one of Southern Vermont’s desirable neighborhoods. Located near the end of a quiet dead-end drive, this semi-secluded property offers peace, privacy, and a warm sense of community.Step onto the inviting covered front porch, perfect for relaxing with

Lindsey Martin Maple Leaf Realty

224 Garbrooke Dr, Bennington, VT 05201

/40
Est $3,050,709 Not Listed For Sale
- 5 Beds
- 7.5 Baths
- 8,700 Sq Ft
440 Marcia Ln, Dorset, VT 05251

440 Marcia Ln, Dorset, VT 05251

/15
$115,000
- Land
- 2.90 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
/14
$2,275 per month
- 2 Baths
- 1,120 Sq Ft
- Property for Rent
343 Dewey St, Bennington, VT 05201

Well-maintained provider office space available for lease, offering approx. 1,120 sq ft. Layout includes a waiting room with half bath, reception area, 2 operatories (or rooms), private office, and an additional half bath. Shared kitchen with the adjacent unit. Staff enjoy a separate entrance and designated parking, distinct from the public entry and lot. Rent includes electric, heat/AC,

Peter West

BISHOP WEST REAL ESTATE

(802) 347-1295

343 Dewey St, Bennington, VT 05201
/41
$500,000 Sold Jul 29, 2025
- 1,779 Sq Ft
- $281/SF
- 10 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1972
361 Murray Hill Rd S Unit 1, Manchester, VT 05255

Beautifully maintained 3-bedroom, 2.5-bath end unit in sought-after Murray Hill. This home offers the only 2-car garage in the community, stunning mountain views, and a spacious wrap-around deck for easy outdoor living. The open main level features vaulted ceilings, a wood-burning fireplace, hardwood floors, and newer windows and sliders. A light-filled eat-in kitchen provides generous counter

Julie Citron RE/MAX Four Seasons

361 Murray Hill Rd S Unit 1, Manchester, VT 05255

/22
Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,708 Sq Ft
16 Clark Rd, Rupert, VT 05776

16 Clark Rd, Rupert, VT 05776

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