Bennington, VT Homes

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  /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
• 

  

  

  /5

  Not Listed For Sale

  • 5 Beds

  236 Grandview St, Bennington, VT 05201

  236 Grandview St, Bennington, VT 05201
• 

  

  

  /11

  $169,900

  • 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

  905 County St, Bennington, VT 05201
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  /28

  $398,350 Sold Sep 04, 2025

  • 1,620 Sq Ft
  • $246/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2025

  315 Chester Knoll Dr, Bennington, VT 05201

  This stunning new construction home offers the perfect blend of modern efficiency and serene natural surroundings. Located in a highly desirable neighborhood, this energy-efficient home is a testament to quality craftsmanship and thoughtful design.Step inside to an open-concept living space flooded with natural light. The main level flows seamlessly to a spacious deck, where you'll enjoy

  Lilli West Maple Leaf Realty

  315 Chester Knoll Dr, Bennington, VT 05201
• 

  

  

  /21

  Est $222,262 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,320 Sq Ft

  102 Lafayette St, Bennington, VT 05201

  102 Lafayette St, Bennington, VT 05201
• 

  

  /42

  $1,950,000

  • 9 Beds
  • 7 Baths
  • 6,956 Sq Ft

  1086 West Rd, Bennington, VT 05201

  Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral fields and the distant Taconic Mountain Range. The timeless and beautifully proportioned interiors feature extensive molding, solid oak flooring, eight fireplaces, nine bedrooms, seven baths, country kitchen and adjoining

  Chris DeFelice Four Seasons Sotheby's Int'l Realty

  1086 West Rd, Bennington, VT 05201
• 

  

  /37

  $256,250 Sold Sep 03, 2025

  • 1,259 Sq Ft
  • $204/SF
  • 7 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1940

  1236 Morgan St, Bennington, VT 05201

  Charming and solid 1940s Cape with detached 2-car garage. On the outskirts of town with 0.63 acres, this property has a rural vibe, but only 1.2 miles from Main Street... enjoy both the quiet and convenience! Large rear deck overlooks the backyard and is a welcome entryway to the sunny breakfast nook and kitchen. All appliances are staying, including the washer/dryer in the basement. Dining

  Jenifer Prouty Hoffman Hoffman Real Estate

  1236 Morgan St, Bennington, VT 05201
• 

  

  /17

  Est $238,081 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  506 Jefferson Heights, Bennington, VT 05201

  506 Jefferson Heights, Bennington, VT 05201
• 

  

  /7

  $175,000

  • Land
  • 15.49 Acres
  • $11,298 per Acre

  00 Silk Rd, Bennington, VT 05201

  Fifteen and a half level, mowed acres, suitable for a home build, agriculture, or a small subdivision.Passing over the iconic Silk Road Covered Bridge crossing the Walloomsac River, on the right you'll find this flat, cleared parcel ready for farming or development. With over 500 feet of road frontage, plenty of acreage, and the beautiful river across the street, the possibilities here

  David White OwnerEntry.com

  00 Silk Rd, Bennington, VT 05201
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  /32

  $170,000 Sold Sep 03, 2025

  • 1,155 Sq Ft
  • $147/SF
  • 66 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1993

  106 Park St Unit 1, Bennington, VT 05201

  Welcome to Unit #1 at Norton Potters, a quaint and quiet townhouse community nestled in a lovely neighborhood setting. This end-unit two-bedroom home is full of character and natural light, offering a peaceful retreat with a deck that overlooks a serene stream.The main level features a spacious living room, dining area, kitchen with a generous pantry, a convenient half bath, and laundry

  Faith Rhodes Maple Leaf Realty

  106 Park St Unit 1, Bennington, VT 05201
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  /24

  Est $270,961 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,102 Sq Ft

  15 Greenview Dr, Bennington, VT 05201

  15 Greenview Dr, Bennington, VT 05201
• 

  

  /52

  $199,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  130 Morgan St, Bennington, VT 05201

  200 feet of Walloomsac River front .There is a second kitchen for a possible in-law or AB&B. RV parking for those visitors who travel listing to the sounds of the stream for the nomadic visitors. New replacement windows were just done. Bring your imagination and see the possibilities.

  Dan Mason Perrott Realty

  130 Morgan St, Bennington, VT 05201
• 

  

  /19

  $225,000 Sold Aug 29, 2025

  • Land
  • 16.68 Acres
  • $13,489 per Acre

  • 34 Days On Market

  1801 S Stream Rd, Bennington, VT 05201

  Welcome to 1801 South Stream Road a picturesque 16.68 acres of timeless Vermont charm property. This beautiful parcel features two classic Vermont red barns full of character and charm, that offer endless potential. With some repairs, they could be ideal for livestock, storage, or workshop space ready to support your vision for country living. A picturesque pond, in need of a little TLC, offers

  Brooke Thomson Drew Mahar McCarthy Real Estate

  1801 S Stream Rd, Bennington, VT 05201
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  /14

  Est $229,564 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft

  124 Pine Cir, Bennington, VT 05201

  124 Pine Cir, Bennington, VT 05201
• 

  

  /39

  $279,900

  • 5 Beds
  • 2 Baths
  • 2,294 Sq Ft

  218 Union St, Bennington, VT 05201

  Charming Downtown Victorian - Income Opportunity Meets Timeless StyleTucked behind the classic facade of this downtown Bennington gem lies an incredible opportunity-for homeowners and investors alike. Located in the heart of downtown on a street known for both professional and residential appeal, this Victorian-style duplex offers versatility, character, and reliable income potential. Each

  Kelley Mccarthy Mahar McCarthy Real Estate

  218 Union St, Bennington, VT 05201
• 

  

  /19

  $157,500 Sold Aug 28, 2025

  • 819 Sq Ft
  • $192/SF
  • 11 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1989

  432 South St Unit A7, Bennington, VT 05201

  Main level 2 bedroom, 1 and a half bathroom flat in Nathaniel Court. Well kept and low maintenance unit. Kitchen/Living room with laminate floors. Main level laundry. No pets.

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  432 South St Unit A7, Bennington, VT 05201
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  /15

  Est $258,989 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft

  120 Pine Cir, Bennington, VT 05201

  120 Pine Cir, Bennington, VT 05201
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  /4

  $190,000

  • 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

  32-34 Sage St, Bennington, VT 05257
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  /35

  $329,900 Sold Aug 28, 2025

  • 1,459 Sq Ft
  • $226/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1969

  170 Brambley Ln, Bennington, VT 05201

  Charming Cape-style home featuring 4 bedrooms and 2 bathrooms, situated on a quiet, private dead-end road. Enjoy the warm days relaxing on the beautiful front porch overlooking the expansive .96-acre lot or cool off in the above ground pool w/ surrounding deck during the hot summer days. The first floor offers a convenient easy-flowing floor plan with 2 bedrooms, a full bathroom, a spacious

  Matt Waddington Hoffman Real Estate

  170 Brambley Ln, Bennington, VT 05201
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  /38

  Est $353,684 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,592 Sq Ft

  150 Pine Cir, Bennington, VT 05201

  150 Pine Cir, Bennington, VT 05201
• 

  

  /35

  $575,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft

  704 Fox Hill Rd, Bennington, VT 05201

  House hunting in Vermont and can't find what you want? Or it sold before you had time to tour or think it through? This brand new custom built home could be the answer. Desirable neighborhood with paved town roads, close to SVMC hospital, Bennington College, downtown restaurants and events, and one hour from Albany Int'l Airport. Nestled at the base of Mount Anthony, there's direct access to

  Jenifer Prouty Hoffman Hoffman Real Estate

  704 Fox Hill Rd, Bennington, VT 05201
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  /47

  $375,000 Sold Aug 26, 2025

  • 3,600 Sq Ft
  • $104/SF
  • 35 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2001

  46 Duffy Dr, Bennington, VT 05201

  A rare opportunity to own a spacious and versatile Colonial in one of Bennington’s most desirable neighborhoods. With five bedrooms, four bathrooms, and over 3,600 square feet of finished living space, this home offers incredible flexibility for multigenerational living, remote work, or extended guest stays. The fully finished walk-out lower level features its own kitchen, living area, bedroom,

  Nick Sicard EXP Realty

  46 Duffy Dr, Bennington, VT 05201
• 

  

  /25

  Est $355,438 Not Listed For Sale

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

  145 Pine Cir, Bennington, VT 05201

  145 Pine Cir, Bennington, VT 05201
• 

  

  /47

  $625,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  682 Fox Hill Rd, Bennington, VT 05201

  Soak up the mountain view from a brand new custom built home. Desirable neighborhood with paved town maintained roads. Just outside of Old Bennington and close to SVMC hospital, downtown restaurants and theaters. An easy commute to Bennington College, 22 minute drive to Williamstown, MA or an hour to Albany Int'l Airport. Nestled at the base of Mount Anthony, hikers will appreciate direct

  Jenifer Prouty Hoffman Hoffman Real Estate

  682 Fox Hill Rd, Bennington, VT 05201
• 

  

  /57

  $256,000 Sold Aug 25, 2025

  • 1,224 Sq Ft
  • $209/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1978

  153 Spur Rd Unit PVT, Bennington, VT 05201

  Simplify life in this charming one-story home nestled on 2 peaceful acres, offering the perfect blend of privacy and convenience just minutes from town. Thoughtfully designed for comfort and accessibility, this cozy 3-bedroom property features an open-concept kitchen, dining, and living area centered around a classic brick fireplace—ideal for Vermont’s cozy seasons.Enjoy the warmth of a bonus

  Lindsey Martin Maple Leaf Realty

  153 Spur Rd Unit PVT, Bennington, VT 05201
• 

  

  /39

  Est $397,821 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft

  153 Pine Cir, Bennington, VT 05201

  153 Pine Cir, Bennington, VT 05201
• 

  

  /16

  $96,906 New Construction

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  41 Audrey Ln, Bennington, VT 05201

  Welcome to 41 Audrey Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) 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

  41 Audrey Ln, Bennington, VT 05201
• 

  

  /36

  $220,000 Sold Aug 20, 2025

  • 1,400 Sq Ft
  • $157/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1930

  1211 Carpenter Hill Rd, Bennington, VT 05201

  Charming, fully furnished woodland retreat on over 3.5 acres with sweeping mountain views. This private getaway features two cozy cabins, each with a sleeping loft, warm wood finishes, and rustic charm. The main cabin includes a vaulted living area with exposed beams, a wood stove, vintage-style kitchen, and a spacious deck with built-in seating.The second cabin offers flexible space for guests,

  Peter West BISHOP WEST REAL ESTATE

  1211 Carpenter Hill Rd, Bennington, VT 05201
• 

  

  /31

  Est $226,152 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  104 Barber St, Bennington, VT 05201

  104 Barber St, Bennington, VT 05201
• 

  

  /16

  $96,406 New Construction

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  32 Cassie Ln, Bennington, VT 05201

  Welcome to 32 Cassie Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) 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

  32 Cassie Ln, Bennington, VT 05201
• 

  

  /57

  $275,000 Sold Aug 07, 2025

  • 1,701 Sq Ft
  • $162/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1930

  115-117 Norton St, Bennington, VT 05201

  Beautifully renovated duplex with detached 2-car garage plus shed for extra storage. Each apartment has one bedroom, one bathroom, kitchen, living and dining, and laundry. Full basement with updated utilities. Corner lot in a quiet neighborhood just a few blocks south of downtown Bennington.

  Jenifer Prouty Hoffman Hoffman Real Estate

  115-117 Norton St, Bennington, VT 05201
• 

  

  /19

  Est $267,108 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  314 Prospect St, Bennington, VT 05201

  314 Prospect St, Bennington, VT 05201
• 

  

  /15

  $96,906 New Construction

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  10 Cassie Ln, Bennington, VT 05201

  Welcome to 10 Cassie Lane, Bennington, VT, where modern comfort meets affordability in Catamount Park! This brand-new Redman NWS F25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) 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

  10 Cassie Ln, Bennington, VT 05201
• 

  

  /22

  $82,100 Sold Aug 07, 2025

  • 832 Sq Ft
  • $99/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1963

  91 Nelson Rd, Bennington, VT 05201

  Offering space to grow this 3 bedroom, a bath home has many good features. 2 main level bedrooms with a third on the second floor. There are 2 unfinished rooms on the second floor. Town water but has a septic system. Could be something great with some work.

  Brenda Jones KW Vermont - Brenda Jones Real Estate Group

  91 Nelson Rd, Bennington, VT 05201
• 

  

  /27

  Est $233,978 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,274 Sq Ft

  317 Prospect St, Bennington, VT 05201

  317 Prospect St, Bennington, VT 05201
• 

  

  /41

  $499,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,116 Sq Ft

  245 Southshire Dr, Bennington, VT 05201

  Nestled in one of Bennington's most sought-after neighborhoods, this elegant 4-bedroom, 2.5-bath center-hall Colonial offers space, privacy, and timeless charm--all just minutes from downtown Bennington, SVMC Hospital, walking paths, and the Bennington Area Trail System(BATS). The first floor welcomes you with gleaming hardwood floors, a spacious kitchen, a formal dining room, and a gracious

  Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

  245 Southshire Dr, Bennington, VT 05201
• 

  

  /32

  $316,000 Sold Aug 07, 2025

  • 1,584 Sq Ft
  • $199/SF
  • 44 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  169 Bard Rd, Bennington, VT 05201

  Opportunity awaits with this well-built and meticulously maintained 3-bedroom, 2-bath home nestled on a rare and highly desirable 1.84-acre flat lot in the peaceful countryside—just a short drive to town amenities, shops, and schools, this property features town water, a new roof, nearly new boiler and an attached two-car garage. Set back from the road, this property offers space, privacy, and

  Cassie Barbeau Mahar McCarthy Real Estate

  169 Bard Rd, Bennington, VT 05201
• 

  

  /5

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,432 Sq Ft

  108 Norton St, Bennington, VT 05201

  108 Norton St, Bennington, VT 05201
• 

  

  /22

  $139,000 Pending

  • 4 Beds
  • 1 Bath
  • 1,262 Sq Ft

  101 Morgan St, Bennington, VT 05201

  Motivated seller.!!! Move in asd add your finishing touches to this Antique House located in Downtown on a generous corner. This 2 story, 4 bedroom, 1 bath Bennington home has great character featuring a Dutch front door, enclosed front porch, and beautiful bay window. Property has an eat-in kitchen, dinning room, laundry room with washer and dryer, living room, basement, and den! Enjoy being

  Dan Mason Perrott Realty

  101 Morgan St, Bennington, VT 05201
• 

  

  /37

  $235,000 Sold Aug 06, 2025

  • 1,510 Sq Ft
  • $156/SF
  • 55 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1850

  213 Gage St, Bennington, VT 05201

  Energy efficient 3 Bed, 2 Bath with character and awesome updates in downtown Bennington. Wrap-around front porch welcomes you inside this classic New England Colonial. Highly sought after "first floor living" with a bedroom, full bath and laundry all on the main level... along with the living room, dining room and kitchen. Second floor has two bedrooms with walk-in closets and full bath with

  Jenifer Prouty Hoffman Hoffman Real Estate

  213 Gage St, Bennington, VT 05201

Showing Results 121 - 160, Page 4 of 18