Bennington Homes

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  /30

  $310,000 Sold Jul 25, 2025

  198 Weeks St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 2,032 Sq Ft
  • Built 1930

  Last Sold Summary

  • 11% Below List Price
  • $153/SF
  • 54 Days On Market

  Current Estimated Value $323,355

  Last Listing Agent Margretta Fischer Wohler Realty Group

  198 Weeks St, Bennington, VT 05201
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  /39

  Est $426,513 Not Listed For Sale

  153 Pine Cir, Bennington, VT 05201

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft
  • Built 1968

  153 Pine Cir, Bennington, VT 05201

  Last Sold Summary

  • 7% Above List Price
  • $262/SF
  • 14 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Brandy Lesser
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  /29

  $399,000 Under Contract

  • 6 Beds
  • 3 Baths
  • 5,208 Sq Ft

  126 Washington Ave, Bennington, VT 05201

  Circa 1913 carriage barn converted into a mixed-use property in the heart of downtown Bennington. This distinctive 5,208± sq. ft. building combines residential and commercial opportunity, featuring three apartments and a ground-floor retail space. Original architectural details evoke the property’s historic character, while modern updates support comfortable living and reliable income potential.

  Vicki Wilson Maple Leaf Realty

  126 Washington Ave, Bennington, VT 05201
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  /57

  $275,000 Sold Aug 07, 2025

  115-117 Norton St, Bennington, VT 05201

  • 2 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • Built 1930

  Last Sold Summary

  • $162/SF
  • 0 Days On Market

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  115-117 Norton St, Bennington, VT 05201
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  /19

  Est $254,779 Not Listed For Sale

  314 Prospect St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft
  • Built 1940

  314 Prospect St, Bennington, VT 05201

  Last Sold Summary

  • 11% Above List Price
  • $155/SF
  • 10 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate
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  /43

  $269,900

  • 3 Beds
  • 1.5 Baths
  • 900 Sq Ft

  2092 N Bennington Rd, North Bennington, VT 05257

  Waterfront Bungalow style house offering 3 bedrooms and 2 bathrooms. This home has 2 bedrooms upstairs and a pocket half bathroom. downstairs has a master bedroom with a newly remodeled ensuite, kitchen with breakfast table area, 4 seasons living space in the back and a front livingroom with new flooring. The previous owner used the 4 seasons room as a formal dining room since it has

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  2092 N Bennington Rd, North Bennington, VT 05257
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  /26

  $290,000 Sold Mar 26, 2026

  235 Elm St Unit 3, Bennington, VT 05201

  • 6 Beds
  • 3 Baths
  • 2,640 Sq Ft
  • Built 1880

  Last Sold Summary

  • 2% Below List Price
  • $110/SF
  • 8 Days On Market

  Current Estimated Value $288,000

  Last Listing Agent Erica Hale Ridgeline Real Estate

  235 Elm St Unit 3, Bennington, VT 05201
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  /27

  Est $235,216 Not Listed For Sale

  317 Prospect St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,274 Sq Ft
  • Built 1940

  317 Prospect St, Bennington, VT 05201

  Last Sold Summary

  • 8% Below List Price
  • $200/SF
  • 6 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Angela Bevin Maple Leaf Realty
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  /8

  $59,000

  • Land
  • 0.29 Acre
  • $203,448 per Acre

  420 Burgess Rd, Bennington, VT 05201

  Level building lot with town sewer and water at the edge of town.Possible owner financing.

  Dan Mason Perrott Realty

  420 Burgess Rd, Bennington, VT 05201
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  /26

  $193,500 Sold Aug 06, 2025

  305 Weeks St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft
  • Built 1937

  Last Sold Summary

  • 3% Below List Price
  • $119/SF
  • 17 Days On Market

  Current Estimated Value $198,713

  Last Listing Agent Matt Waddington Hoffman Real Estate

  305 Weeks St, Bennington, VT 05201
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  /5

  Not Listed For Sale

  108 Norton St, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 1935

  108 Norton St, Bennington, VT 05201

  Last Sold Summary

  • $122/SF
  • 48 Days On Market

  Last Sold Price $174,000

  Last Listing Agent Diana LaPerle KW Vermont - Barre
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  /2

  $45,000 Pending

  • Land
  • 2.21 Acres
  • $20,362 per Acre

  105 Nelson Rd, Bennington, VT 05201

  Property has 2.21 acres; land is mostly level and partially cleared. Located close to Downtown Bennington.

  Timothy Corcoran Mahar McCarthy Real Estate

  105 Nelson Rd, Bennington, VT 05201
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  /38

  $291,065 Sold Jul 11, 2025

  121 Fillmore St, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1946

  Last Sold Summary

  • 1% Above List Price
  • $168/SF
  • 66 Days On Market

  Current Estimated Value $303,825

  Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

  121 Fillmore St, Bennington, VT 05201
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  /28

  Est $190,138 Not Listed For Sale

  234 Grandview St, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 3,809 Sq Ft
  • Built 1850

  234 Grandview St, Bennington, VT 05201

  Last Sold Summary

  • 31% Above List Price
  • $38/SF
  • 15 Days On Market

  Last Sold Price $145,000

  Last Listing Agent Lilli West Maple Leaf Realty
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  /10

  $1,950,000

  • Land
  • 7 Acres
  • $278,571 per Acre

  720 N Branch St, Bennington, VT 05201

  Discover the potential at 720 & 702 North Branch Street—a rare 7-acre offering in a prime Bennington location. With level land, generous frontage, and easy access, this property is perfectly positioned for residential or mixed-use development, with municipal water and sewer available at the street. The sale includes a well-maintained duplex at 702 North Branch, featuring a 3-bedroom unit on the

  Paul Carroccio TPW Real Estate

  720 N Branch St, Bennington, VT 05201
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  /14

  $20,000 Sold Oct 30, 2025

  79 Skytop Dr Unit 6, Bennington, VT 05201

  • 1 Bed
  • 1 Bath
  • 561 Sq Ft
  • Built 1950

  Last Sold Summary

  • 27% Below List Price
  • $36/SF
  • 0 Days On Market

  Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  79 Skytop Dr Unit 6, Bennington, VT 05201
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  /30

  Est $219,206 Not Listed For Sale

  110 Booth Terrace, Bennington, VT 05201

  • 2 Beds
  • 1.5 Baths
  • 1,114 Sq Ft
  • Built 1924

  110 Booth Terrace, Bennington, VT 05201

  Last Sold Summary

  • 4% Above List Price
  • $189/SF
  • 6 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Abi Gregorio
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  /33

  $265,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,064 Sq Ft

  1758 East Rd, Bennington, VT 05201

  Welcome to this thoughtfully cared-for 2-bedroom, 1-bath ranch located on desirable East Road in Bennington. Offering easy one-level living and meaningful upgrades, this home delivers both practicality and long-term value. Inside, you’ll find a bright and efficient layout featuring an updated kitchen and refreshed bath, along with a recently updated boiler and new energy-efficient mini-split

  Morriah Adams BHG Masiello Brattleboro

  1758 East Rd, Bennington, VT 05201
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  /54

  $80,000 Sold Dec 09, 2025

  889 Overlea Rd, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 1976

  Last Sold Summary

  • 5% Below List Price
  • $87/SF
  • 4 Days On Market

  Last Listing Agent Catherine Cairns Maple Leaf Realty

  889 Overlea Rd, Bennington, VT 05201
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  /30

  Est $328,178 Not Listed For Sale

  233 Grandview St, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • Built 1950

  233 Grandview St, Bennington, VT 05201

  Last Sold Summary

  • 1% Above List Price
  • $158/SF
  • 5 Days On Market

  Last Sold Price $324,000

  Last Listing Agent Thomas Martins Maple Leaf Realty
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  /32

  $275,000

  • 1,680 Sq Ft

  318 North St, Bennington, VT 05201

  Versatile mixed-use property with strong potential as a duplex or owner-occupied investment in a highly visible downtown North Street location. Currently configured with a beautifully renovated 1-bedroom, 1-bath apartment on the second floor and a spacious first-floor commercial unit, this property offers multiple paths for income and future use. Zoning supports multi-family, single-family, and a

  Jenifer Prouty Hoffman Hoffman Real Estate

  318 North St, Bennington, VT 05201
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  /60

  $285,000 Sold Feb 18, 2026

  150 Fillmore St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Above List Price
  • $203/SF
  • 54 Days On Market

  Last Listing Agent Justine Curry Maple Leaf Realty

  150 Fillmore St, Bennington, VT 05201
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  /33

  Est $177,687 Not Listed For Sale

  105 Booth Terrace, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1880

  105 Booth Terrace, Bennington, VT 05201

  Last Sold Summary

  • 32% Above List Price
  • $161/SF
  • 68 Days On Market

  Last Sold Price $135,000

  Last Listing Agent Dan Mason Perrott Realty
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  /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 the

  Jenifer Prouty Hoffman Hoffman Real Estate

  704 Fox Hill Rd, Bennington, VT 05201
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  /48

  $296,500 Sold Nov 21, 2025

  4 Rockwood St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Below List Price
  • $156/SF
  • 6 Days On Market

  Current Estimated Value $297,391

  Last Listing Agent Justine Curry Maple Leaf Realty

  4 Rockwood St, Bennington, VT 05201
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  /40

  Est $291,502 Not Listed For Sale

  100 Booth Terrace, Bennington, VT 05201

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Built 1905

  100 Booth Terrace, Bennington, VT 05201

  Last Sold Summary

  • 6% Above List Price
  • $175/SF
  • 54 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Justine Curry Maple Leaf Realty
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  /44

  $450,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  32 Cortland Ln, Bennington, VT 05201

  This well-maintained 1999 Colonial offers the perfect blend of timeless design, functional space, and peaceful surroundings in a desirable neighborhood just outside of town. Set on a wooded lot with a wrap-around covered front porch, this home invites you to slow down and enjoy the best of Vermont living. Inside, you’ll find over 2,100 square feet of thoughtfully designed living space with a

  Jenifer Prouty Hoffman Hoffman Real Estate

  32 Cortland Ln, Bennington, VT 05201
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  /30

  $290,000 Sold Jul 17, 2025

  221 Grandview St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,042 Sq Ft
  • Built 1948

  Last Sold Summary

  • 2% Below List Price
  • $278/SF
  • 75 Days On Market

  Current Estimated Value $288,318

  Last Listing Agent Angela Bevin Maple Leaf Realty

  221 Grandview St, Bennington, VT 05201
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  /23

  Est $256,914 Not Listed For Sale

  101 Barber St, Bennington, VT 05201

  • 3 Beds
  • 1.5 Baths
  • 1,574 Sq Ft
  • Built 1920

  101 Barber St, Bennington, VT 05201

  Last Sold Summary

  • 22% Above List Price
  • $133/SF
  • 34 Days On Market

  Last Sold Price $210,000

  Last Listing Agent William Paquin Maple Leaf Realty
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  /21

  $75,000 Pending

  • Land
  • 0.45 Acre
  • $166,667 per Acre

  236-240 Grandview St, Bennington, VT 05201

  Call your builder! This double lot is ready to build on. Public water, sewer, and electricity are at the street on a town-maintained, paved village residential road. The lot is ideally situated close to essential amenities, including the hospital and a vibrant Main Street boasting diverse shops, restaurants, breweries, and groceries. Enjoy exceptional access to the outdoors with the nearby Green

  Lori Hurley Four Corner Properties LLC

  236-240 Grandview St, Bennington, VT 05201
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  /48

  $239,900 Sold Jun 06, 2025

  213 Maple St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • Built 1910

  Last Sold Summary

  • $166/SF
  • 2 Days On Market

  Current Estimated Value $247,916

  Last Listing Agent Matt Waddington Hoffman Real Estate

  213 Maple St, Bennington, VT 05201
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  /34

  Est $252,354 Not Listed For Sale

  99 Barber St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1965

  99 Barber St, Bennington, VT 05201

  Last Sold Summary

  • 7% Above List Price
  • $251/SF
  • 14 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate
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  /15

  $269,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 2,500 Sq Ft

  626 Main St, Bennington, VT 05201

  Prime Mixed-Use Building on Main Street-Bennington, Vermont. Located in the heart of downtown Bennington, this versatile mixed-use property offers an excellent opportunity for both investors and owner-occupants. The main level features a spacious, adaptable commercial space ideal for retail, office, or service-based businesses. With its high visibility and foot traffic on Main Street, this is a

  Kelley Mccarthy Mahar McCarthy Real Estate

  626 Main St, Bennington, VT 05201
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  /21

  $120,000 Sold Mar 09, 2026

  1319 Vail Rd, Bennington, VT 05201

  • Land
  • 20 Acres
  • $6,000 per Acre

  Last Sold Summary

  • 143 Days On Market

  Last Listing Agent Lilli West Maple Leaf Realty

  1319 Vail Rd, Bennington, VT 05201
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  /30

  Est $279,542 Not Listed For Sale

  228 Grandview St, Bennington, VT 05201

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1933

  228 Grandview St, Bennington, VT 05201

  Last Sold Summary

  • 5% Above List Price
  • $245/SF
  • 108 Days On Market

  Last Sold Price $267,000

  Last Listing Agent Moira Spivey Four Seasons Sotheby's Int'l Realty
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  /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
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  /34

  $335,000 Sold Jun 09, 2025

  290 Springhill Rd, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 2,354 Sq Ft
  • Built 1980

  Last Sold Summary

  • 13% Below List Price
  • $142/SF
  • 208 Days On Market

  Current Estimated Value $344,144

  Last Listing Agent Vicki Wilson Maple Leaf Realty

  290 Springhill Rd, Bennington, VT 05201
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  /32

  Est $329,102 Not Listed For Sale

  214 Silver St, Bennington, VT 05201

  • 3 Beds
  • 2 Baths
  • 2,466 Sq Ft
  • Built 1860

  214 Silver St, Bennington, VT 05201

  Last Sold Summary

  • 10% Above List Price
  • $122/SF
  • 2 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate
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  /39

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  38 Oak Ridge Ln, Bennington, VT 05201

  Convenient one-level living meets modern style and design in this beautifully crafted ranch home, situated on a spacious 1.4-acre lot within a newer, private four-home subdivision. Relax on the impressive 52-foot farmer’s porch—perfect for enjoying cool summer breezes, stunning sunsets, entertaining guests, or simply taking in the expansive yard and thoughtfully designed plantings. Inside the

  Matt Waddington Hoffman Real Estate

  38 Oak Ridge Ln, Bennington, VT 05201
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  /44

  $315,000 Sold Jun 20, 2025

  197 Crescent Blvd, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 2,248 Sq Ft
  • Built 1958

  Last Sold Summary

  • 7% Below List Price
  • $140/SF
  • 38 Days On Market

  Current Estimated Value $329,498

  Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

  197 Crescent Blvd, Bennington, VT 05201

Showing Results 161 - 200, Page 5 of 18