Bennington, VT Homes

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  /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
• Explore Bennington

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  /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
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  /32

  $300,000 Sold May 15, 2025

  17 Tel Rd, Bennington, VT 05201

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft
  • Built 1970

  Last Sold Summary

  • $132/SF
  • 6 Days On Market

  Current Estimated Value $341,097

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  17 Tel Rd, Bennington, VT 05201
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  /27

  Est $182,825 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,155 Sq Ft

  731 Main St, Bennington, VT 05201

  731 Main St, Bennington, VT 05201
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  /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
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  /2

  $1,100 per month

  • 1 Bed
  • 1 Bath
  • House for Rent

  165 Benmont Ave, Bennington, VT 05201

  Property Id: 1488761I bed 1 bath small house.The tenants pay their own utilities:heat electric etc…

  165 Benmont Ave, Bennington, VT 05201
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  /30

  $345,750 Sold Oct 21, 2025

  374 Overlea Rd, North Bennington, VT 05257

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft
  • Built 1948

  Last Sold Summary

  • 5% Below List Price
  • $197/SF
  • 58 Days On Market

  Last Listing Agent Gregory Cutler Four Seasons Sotheby's Int'l Realty

  374 Overlea Rd, North Bennington, VT 05257
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  /35

  Est $260,005 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
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  /22

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 1,248 Sq Ft

  203 Northside Dr, Bennington, VT 05201

  Welcome to 203–205 Northside Drive, a truly unique property that combines residential living with commercial potential all in one. Are you looking for the flexibility to live in an apartment while generating income from multiple rental units, or would you prefer to restore the property back into a spacious single-family residence? This property gives you both options. Currently configured with

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 471-3591

  203 Northside Dr, Bennington, VT 05201
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  /2

  $950 per month

  • 1 Bed
  • 1 Bath
  • 200 Sq Ft
  • Condo for Rent

  106 School St Unit 3, Bennington, VT 05201

  $950/month. First floor one bedroom apartment. Non smoking unit. First/Last/Security required. Credit and background checks required. Sorry, no pets. Heat, hot water, garbage included in rent.

  106 School St Unit 3, Bennington, VT 05201
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  /49

  $435,000 Sold Oct 10, 2025

  458 Fox Hill Rd, Bennington, VT 05201

  • 4 Beds
  • 4 Baths
  • 3,040 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Above List Price
  • $143/SF
  • 7 Days On Market

  Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  458 Fox Hill Rd, Bennington, VT 05201
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  /34

  Est $498,007 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
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  /50

  $650,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,675 Sq Ft

  55 Monument Ave, Bennington, VT 05201

  Step back in time while enjoying modern comforts in this stunning c. 1787 Colonial home located in the heart of Old Bennington. Brimming with character and charm, this 3BR/3BA residence combines historic elegance with contemporary updates for today’s lifestyle. Inside, you’ll find a brand-new chef’s kitchen designed for culinary enthusiasts, complete with high-end appliances and ample counter

  Vicki Wilson Maple Leaf Realty

  55 Monument Ave, Bennington, VT 05201
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  /10

  $1,475 per month

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft
  • House for Rent

  35 Dudley Place, Bennington, VT 05201

  Please do NOT click the "Request To Apply" button. This will cause a delay in our ability to respond to you. Read below for instructions on how to apply through our website.3br MANUFACTURED HOME for rent!Unit: D-035Apply To: Mountain View CommunityRent: $1475/moBeds/Baths: 3 beds 1.5 bathsSize: 980 square feetPets: Cat & Dog friendly, all animals must be

  35 Dudley Place, Bennington, VT 05201
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  /28

  $398,350 Sold Sep 04, 2025

  315 Chester Knoll Dr, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 2025

  Last Sold Summary

  • $246/SF
  • 0 Days On Market

  Last Listing Agent Lilli West Maple Leaf Realty

  315 Chester Knoll Dr, Bennington, VT 05201
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  /39

  Est $587,265 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
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  /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
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  /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
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  /34

  $175,000 Sold May 16, 2025

  106 Park St Unit 8, Bennington, VT 05201

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1993

  Last Sold Summary

  • $166/SF
  • 9 Days On Market

  Current Estimated Value $196,418

  Last Listing Agent Vicki Wilson Maple Leaf Realty

  106 Park St Unit 8, Bennington, VT 05201
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  /38

  Est $666,866 Not Listed For Sale

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

  3347 West Rd, Bennington, VT 05201

  3347 West Rd, Bennington, VT 05201
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  /19

  $89,499 Under Contract

  • 2 Beds
  • 1 Bath
  • 746 Sq Ft

  64 Ethans Way, Bennington, VT 05201

  Welcome to 64 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 energy-efficient

  Kate Barry EXP Realty

  64 Ethans Way, Bennington, VT 05201
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  /50

  $1,800 per month

  • 4 Beds
  • 1.5 Baths
  • 1,750 Sq Ft
  • Condo for Rent

  129 Grandview St Unit 129, Bennington, VT 05201

  Very large 1,750 square foot apartment (don't hold me to that exact figure)* 9 foot ceilings on both first floor and second floor. Great space, charming* Has the old world feel to it. Building was erected in the late 1800s* It has a living room, dining room (with bay window) and home office on the first floor* It also has a decent sized kitchen on the first floor with fully

  129 Grandview St Unit 129, Bennington, VT 05201
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  /28

  $265,000 Sold Dec 15, 2025

  26 Cyr Ct, Bennington, VT 05201

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 2000

  Last Sold Summary

  • $255/SF
  • 5 Days On Market

  Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

  26 Cyr Ct, Bennington, VT 05201
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  /19

  Est $153,101 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft

  1 Division Place, Bennington, VT 05201

  1 Division Place, Bennington, VT 05201
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  /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
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  /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
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  /20

  $90,000 Sold Apr 17, 2025

  105 Spring St, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1903

  Last Sold Summary

  • 10% Below List Price
  • $59/SF
  • 4 Days On Market

  Current Estimated Value $104,896

  Last Listing Agent Matt Waddington Hoffman Real Estate

  105 Spring St, Bennington, VT 05201
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  /21

  Est $168,347 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  106 Park St Unit 16, Bennington, VT 05201

  106 Park St Unit 16, Bennington, VT 05201
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  /15

  $199,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  111 Hicks Ave, Bennington, VT 05201

  This single-family home offers 1,248 sq ft of living space on a 0.26-acre lot. Featuring 3 bedrooms and 1 full bathroom, this property provides an inviting layout ideal for everyday living. Has enclosed back porch. A standout feature is the detached 1-car garage, complete with additional space for a workshop—perfect for hobbyists, storage, or small-scale projects.

  Timothy Corcoran Mahar McCarthy Real Estate

  111 Hicks Ave, Bennington, VT 05201
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  /44

  $1,350 per month

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

  254 Union St Unit B, Bennington, VT 05201

  Second Floor Renovated Two Bedroom Apartment- second floor 2 bedroom, each bedroom has a closet- renovated, new windows and entry door- washer/dryer hookups in kitchen- new stove, new fridge- egress windows and carbon monoxide detectors- includes heat, garbage, plowing and lawncare- tenant pays hot water (electric) and electric - all new!- walk to all amenities,

  254 Union St Unit B, Bennington, VT 05201
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  /57

  $190,000 Sold Sep 16, 2025

  100 Webb St, Bennington, VT 05201

  • 3 Beds
  • 1 Bath
  • 1,416 Sq Ft
  • Built 1943

  Last Sold Summary

  • 12% Below List Price
  • $134/SF
  • 75 Days On Market

  Current Estimated Value $211,929

  Last Listing Agent Lindsey Martin Maple Leaf Realty

  100 Webb St, Bennington, VT 05201
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  /29

  Est $542,244 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,752 Sq Ft

  9378 Vt Route 9, Bennington, VT 05201

  9378 Vt Route 9, Bennington, VT 05201
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  /21

  $185,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  2591 Chapel Rd, Bennington, VT 05201

  Lovely ranch home with 2 bedrooms on a great level lot. Come see all the improvements including but not limited to, new flooring, new kitchen counter, new stove, new dishwasher, fresh paint throughout, new boiler, new oil tank, and new light fixtures. Come see what else this home has to offer.

  Susan Bellville Bellville Realty

  2591 Chapel Rd, Bennington, VT 05201
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  /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
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  /36

  $220,000 Sold Aug 20, 2025

  1211 Carpenter Hill Rd, Bennington, VT 05201

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1930

  Last Sold Summary

  • 10% Above List Price
  • $157/SF
  • 4 Days On Market

  Last Listing Agent Peter West BISHOP WEST REAL ESTATE

  1211 Carpenter Hill Rd, Bennington, VT 05201
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  /16

  Est $209,751 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,005 Sq Ft

  214 Hickory Rd, Bennington, VT 05201

  214 Hickory Rd, Bennington, VT 05201
• 

  

  /17

  $145,000

  • 2 Beds
  • 1.5 Baths
  • 852 Sq Ft

  432 South St Unit C6, Bennington, VT 05201

  A fresh perspective on easy living! Welcome to this beautifully maintained 2BR/1.5 BA second-floor condo in Nathanial Court offering the perfect blend of comfort, convenience, and low-maintenance living. Step into a bright and airy open floor plan, where large windows flood the space with natural light. The tidy kitchen boasts ample cabinet space, sleek stainless steel appliances, and a clean

  Angela Bevin Maple Leaf Realty

  432 South St Unit C6, Bennington, VT 05201
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  /41

  $410,000 Sold Oct 17, 2025

  882 East Rd, Bennington, VT 05201

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Above List Price
  • $229/SF
  • 14 Days On Market

  Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

  882 East Rd, Bennington, VT 05201
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  /47

  Est $463,991 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,686 Sq Ft

  201 Erbs Way, Bennington, VT 05201

  201 Erbs Way, Bennington, VT 05201
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  /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

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