5,236

Bennington Homes

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  • /47

    $525,000 Pending

    • 5 Beds
    • 4 Baths
    • 2,244 Sq Ft

    706 Jefferson Heights, Bennington, VT 05201

    Mountain views, walkable access to downtown Bennington, and a complete 2023 renovation make this beautifully reimagined home a rare turnkey opportunity in one of the area’s most desirable neighborhoods. Smartly redesigned from the inside out with an emphasis on quality, comfort, and long-term efficiency, resulting in a fully refreshed interior with modern systems and an effortless flow throughout

    Jenifer Prouty Hoffman Hoffman Real Estate

    706 Jefferson Heights, Bennington, VT 05201
  • /26

    $1,300 total monthly price

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

    172 S Branch St Unit 172, Bennington, VT 05201

    First floor two bedroom- walk to town- living room, dining room, kitchen, full bathroom with shower stall, comes with newer electric stove and fridge, washer/dryer hookups- heat is forced hot air (fuel oil)- rent DOES NOT INCLUDE utilities- I pay for lawncare, plowing and garbage- I take first month's rent, last month's rent and one month's rent as a security deposit (3x

    172 S Branch St Unit 172, Bennington, VT 05201
  • /34

    $450,000 Sold Feb 13, 2026

    356 Elm St, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,273 Sq Ft
    • Built 1934

    Last Sold Summary

    • $198/SF
    • 0 Days On Market

    Current Estimated Value $444,023

    Last Listing Agent Angela Bevin Maple Leaf Realty

    356 Elm St, Bennington, VT 05201
    • /29

      Est $354,519 Not Listed For Sale

      3 Polygraphic Ln, North Bennington, VT 05257

      • 4 Beds
      • 2 Baths
      • 2,247 Sq Ft
      • Built 1946
      3 Polygraphic Ln, North Bennington, VT 05257

      Last Sold Summary

      • 9% Above List Price
      • $145/SF
      • 20 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /31

    $329,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft

    103 Norton St, Bennington, VT 05201

    Beautifully Renovated 4-Bedroom Home with Modern Upgrades! Welcome to this stunning, move-in ready home that has been fully renovated with care and style. Offering 4 spacious bedrooms, 2 brand-new bathrooms, and 1,728 square feet of thoughtfully designed living space, this home is the perfect blend of comfort and modern living.Step inside to find gleaming hardwood floors that flow throughout

    Timothy Corcoran Mahar McCarthy Real Estate

    103 Norton St, Bennington, VT 05201
  • /44

    $1,350 total monthly price

    • 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
  • /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

    Current Estimated Value $409,148

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    882 East Rd, Bennington, VT 05201
    • /38

      Est $341,613 Not Listed For Sale

      683 Water St, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 1934
      683 Water St, North Bennington, VT 05257

      Last Sold Summary

      • 14% Above List Price
      • $199/SF
      • 58 Days On Market

      Last Sold Price $299,000

      Last Listing Agent Angela Bevin Maple Leaf Realty

  • /36

    $355,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft

    149 Jewett Dr, Bennington, VT 05201

    Tucked just outside of town with sweeping views in every direction, this 4-bedroom, 2-bath raised ranch offers the space and setting you're looking for. Hardwood floors run throughout the main level, where the sun-filled living room features a cozy wood-burning fireplace—perfect for gathering on chilly evenings. The finished lower level provides flexible space to grow, including the third and

    Faith Rhodes Maple Leaf Realty

    149 Jewett Dr, Bennington, VT 05201
  • /19

    $89,499 Sold Jan 21, 2026

    64 Ethans Way, Bennington, VT 05201

    • 2 Beds
    • 1 Bath
    • 746 Sq Ft
    • Built 2024

    Last Sold Summary

    • $120/SF
    • 238 Days On Market

    Last Listing Agent Kate Barry EXP Realty

    64 Ethans Way, Bennington, VT 05201
    • /32

      Est $324,309 Not Listed For Sale

      159 Matteson Rd, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft
      • Built 1973
      159 Matteson Rd, North Bennington, VT 05257

      Last Sold Summary

      • 8% Above List Price
      • $193/SF
      • 34 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /54

    $389,900 Under Contract

    • 3 Beds
    • 3.5 Baths
    • 2,148 Sq Ft

    328 Chester Knoll Dr, Bennington, VT 05201

    Well-maintained 2005 tri-level home offering comfortable, easy living in a desirable residential neighborhood. Features include efficient radiant floor heat, mini-split system for added comfort and new vinyl plank flooring on the lower and main levels. The kitchen is outfitted with attractive cherry cabinets and offers a functional layout for everyday living. Located within a PUD, the HOA covers

    Vicki Wilson Maple Leaf Realty

    328 Chester Knoll Dr, Bennington, VT 05201
  • /41

    $480,000 Sold Dec 22, 2025

    245 Southshire Dr, Bennington, VT 05201

    • 4 Beds
    • 2.5 Baths
    • 2,116 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Below List Price
    • $227/SF
    • 145 Days On Market

    Current Estimated Value $485,993

    Last Listing Agent Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

    245 Southshire Dr, Bennington, VT 05201
    • /40

      Est $425,013 Not Listed For Sale

      23 Church St, North Bennington, VT 05257

      • 3 Beds
      • 2 Baths
      • 1,900 Sq Ft
      • Built 1847
      23 Church St, North Bennington, VT 05257

      Last Sold Summary

      • 5% Below List Price
      • $235/SF
      • 6 Days On Market

      Last Sold Price $446,500

      Last Listing Agent Vicki Wilson Maple Leaf Realty

  • /34

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 1,829 Sq Ft

    89 Merson St, Woodford, VT 05201

    This inviting in-town home has been nearly completely renovated with only a few more touches to be brought by the new owner, blending fresh updates with classic comfort. Inside, you’ll find 3 bedrooms and a full bath, plus a bonus room that could serve as a 4th bedroom with a half-bath. An additional room with its own separate entrance is ideal for a small home business. The convenient attached

    Cassie Barbeau Mahar McCarthy Real Estate

    89 Merson St, Woodford, VT 05201
  • /40

    $185,000 Sold Jul 25, 2025

    305 Grove St, Bennington, VT 05201

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Above List Price
    • $231/SF
    • 28 Days On Market

    Current Estimated Value $182,957

    Last Listing Agent Justine Curry Maple Leaf Realty

    305 Grove St, Bennington, VT 05201
    • /30

      Est $309,426 Not Listed For Sale

      4 Church St, North Bennington, VT 05257

      • 3 Beds
      • 1 Bath
      • 1,296 Sq Ft
      • Built 1910
      4 Church St, North Bennington, VT 05257

      Last Sold Summary

      • 10% Above List Price
      • $217/SF
      • 7 Days On Market

      Last Sold Price $281,000

      Last Listing Agent Linda McLenithan SoVermont Realty

  • /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
  • /15

    $199,900 Sold Jan 16, 2026

    111 Hicks Ave, Bennington, VT 05201

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1936

    Last Sold Summary

    • $160/SF
    • 13 Days On Market

    Current Estimated Value $201,701

    Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

    111 Hicks Ave, Bennington, VT 05201
    • /39

      Est $253,312 Not Listed For Sale

      3 Church St, North Bennington, VT 05257

      • 3 Beds
      • 1.5 Baths
      • 1,238 Sq Ft
      • Built 1920
      3 Church St, North Bennington, VT 05257

      Last Sold Summary

      • 18% Above List Price
      • $174/SF
      • 78 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Monique Geannelis Mahar McCarthy Real Estate

  • /46

    $295,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,564 Sq Ft

    112 Norton St, Bennington, VT 05201

    Move-in ready 2BR/1.5BA ranch on a sunny 0.27-acre lot offering comfort, updates, and easy living—ideal for first-time buyers or those looking to downsize. This well-maintained home features efficient mini-split systems for year-round comfort, brand-new vinyl plank flooring, and a new 50-year architectural shingle roof installed in 2024 for long-term peace of mind. The fully insulated attached

    Vicki Wilson Maple Leaf Realty

    112 Norton St, Bennington, VT 05201
  • /28

    $213,200 Sold May 30, 2025

    1004 Main St, Bennington, VT 05201

    • 5 Beds
    • 3 Baths
    • 1,872 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Above List Price
    • $114/SF
    • 50 Days On Market

    Current Estimated Value $223,778

    Last Listing Agent Erica Hale Ridgeline Real Estate

    1004 Main St, Bennington, VT 05201
    • /34

      Est $293,063 Not Listed For Sale

      6 Bank St, North Bennington, VT 05257

      • 6 Beds
      • 2 Baths
      • 2,986 Sq Ft
      • Built 1918
      6 Bank St, North Bennington, VT 05257

      Last Sold Summary

      • 5% Above List Price
      • $94/SF
      • 61 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Justine Curry Maple Leaf Realty

  • /58

    $1,495,000

    • 7 Beds
    • 5.5 Baths
    • 6,392 Sq Ft

    16 West Rd, Bennington, VT 05201

    Elegant and stately, this distinguished 1910 home is beautifully set in the heart of Old Bennington, Vermont. Thoughtful renovations began in 2000, carefully preserving the home’s historic character while enhancing comfort and functionality throughout. Offering over 6,000 square feet of gracious living space, the residence features seven bedrooms, six baths, and six fireplaces, with timeless

    Kelley Mccarthy Mahar McCarthy Real Estate

    16 West Rd, Bennington, VT 05201
  • /19

    $141,000 Sold Jun 03, 2025

    432 South St Unit C7, Bennington, VT 05201

    • 2 Beds
    • 1.5 Baths
    • 819 Sq Ft
    • Built 1989

    Last Sold Summary

    • 4% Below List Price
    • $172/SF
    • 46 Days On Market

    Current Estimated Value $148,680

    Last Listing Agent Abi Gregorio

    432 South St Unit C7, Bennington, VT 05201
    • /38

      Est $397,725 Not Listed For Sale

      1063 Middle Pownal Rd, Bennington, VT 05201

      • 2 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1987
      1063 Middle Pownal Rd, Bennington, VT 05201

      Last Sold Summary

      • 10% Above List Price
      • $230/SF
      • 13 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Angela Bevin Maple Leaf Realty

  • /31

    $100,000

    • 3 Beds
    • 1 Bath
    • 1,508 Sq Ft

    109 Evergreen Dr, Bennington, VT 05201

    House flippers and rehabbers rejoice: an excellent opportunity to put some sweat equity into this charming WWII-era gem at an accessible price. Last house on the right on a quiet dead-end road in a residential area of Bennington, this property boasts a lovely stream running along the northwest of the parcel, a cozy wood stove within, three bedrooms with more space adjoining, enclosed front porch,

    Zachary Zupan EXP Realty

    109 Evergreen Dr, Bennington, VT 05201
  • /19

    $225,000 Sold Aug 29, 2025

    1801 S Stream Rd, Bennington, VT 05201

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

    Last Sold Summary

    • 34 Days On Market

    Last Listing Agent Brooke Thomson Drew Mahar McCarthy Real Estate

    1801 S Stream Rd, Bennington, VT 05201
    • /40

      Est $156,375 Not Listed For Sale

      276 Finley Dr, Bennington, VT 05201

      • 3 Beds
      • 2.5 Baths
      • 1,866 Sq Ft
      • Built 1987
      276 Finley Dr, Bennington, VT 05201

      Last Sold Summary

      • 67% Below List Price
      • $257/SF
      • 7 Days On Market

      Last Sold Price $480,000

      Last Listing Agent Lilli West Maple Leaf Realty

  • /17

    $159,900

    • 2 Beds
    • 1.5 Baths
    • 852 Sq Ft

    432 South St Unit B2, Bennington, VT 05201

    Updated and ready to go. This 2 bedroom upstairs condo is perfect for those who don't want to rent, would like to build equity and would like low maintenance. A corner unit with great light and being upstairs means no neighbors overhead. 2 bedrooms, 2 bathrooms (one 3/4 and one half bath). With rents in the area rising this is a great option for most!

    Max Squiers KW Vermont - Brenda Jones Real Estate Group

    432 South St Unit B2, Bennington, VT 05201
  • /21

    $175,000 Sold Dec 23, 2025

    2591 Chapel Rd, Bennington, VT 05201

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Below List Price
    • $199/SF
    • 11 Days On Market

    Current Estimated Value $179,121

    Last Listing Agent Susan Bellville Bellville Realty

    2591 Chapel Rd, Bennington, VT 05201
    • /35

      Est $202,403 Not Listed For Sale

      1213 Gore Rd, Bennington, VT 05201

      • 3 Beds
      • Built 2024
      1213 Gore Rd, Bennington, VT 05201

      Last Sold Summary

      • 42% Above List Price
      • $62/SF
      • 387 Days On Market

      Last Sold Price $142,500

      Last Listing Agent Lilli West Maple Leaf Realty

  • /21

    $215,000

    • 2 Beds
    • 1 Bath
    • 938 Sq Ft

    55 Eden Way Unit 3, Bennington, VT 05201

    Move right in to this immaculate 2-bedroom condo in the highly desirable Apple Ridge community! Meticulously maintained and thoughtfully cared for, this home offers effortless one-level living with nothing left to do but unpack. Step inside to discover a freshly painted interior complemented by new flooring and carpeting throughout. The bright and inviting kitchen features beautiful cabinetry and

    Angela Bevin Maple Leaf Realty

    55 Eden Way Unit 3, Bennington, VT 05201
  • /17

    $140,500 Sold Feb 24, 2026

    432 South St Unit C6, Bennington, VT 05201

    • 2 Beds
    • 1.5 Baths
    • 852 Sq Ft
    • Built 1989

    Last Sold Summary

    • 9% Below List Price
    • $165/SF
    • 181 Days On Market

    Current Estimated Value $144,944

    Last Listing Agent Angela Bevin Maple Leaf Realty

    432 South St Unit C6, Bennington, VT 05201
    • /40

      Est $610,719 Not Listed For Sale

      402 Middle Pownal Rd, Bennington, VT 05201

      • 3 Beds
      • 2.5 Baths
      • 2,706 Sq Ft
      • Built 1880
      402 Middle Pownal Rd, Bennington, VT 05201

      Last Sold Summary

      • 3% Above List Price
      • $220/SF
      • 0 Days On Market

      Last Sold Price $595,000

      Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

  • /13

    $55,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft

    1488 Morgan St, Bennington, VT 05201

    Priced to sell and ready for you to bring your imagination!!! Ranch style home with 2 car detached garage and a level 1.03 acre lot. Needs updating and repairs, but at this price, worth the efforts!!!

    Dick Thackston R.H. Thackston & Company

    1488 Morgan St, Bennington, VT 05201
  • /50

    $640,000 Sold Dec 22, 2025

    55 Monument Ave, Bennington, VT 05201

    • 3 Beds
    • 2.5 Baths
    • 2,675 Sq Ft
    • Built 1787

    Last Sold Summary

    • 2% Below List Price
    • $239/SF
    • 14 Days On Market

    Current Estimated Value $640,587

    Last Listing Agent Vicki Wilson Maple Leaf Realty

    55 Monument Ave, Bennington, VT 05201
    • /35

      Est $347,611 Not Listed For Sale

      1351 Morgan St, Bennington, VT 05201

      • 3 Beds
      • 2 Baths
      • 1,821 Sq Ft
      • Built 1958
      1351 Morgan St, Bennington, VT 05201

      Last Sold Summary

      • 5% Above List Price
      • $181/SF
      • 11 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

  • /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
  • /45

    $46,000 Sold Oct 10, 2025

    109 County St, Bennington, VT 05201

    • 4 Beds
    • 1 Bath
    • 1,146 Sq Ft
    • Built 1900

    Last Sold Summary

    • 42% Below List Price
    • $40/SF
    • 10 Days On Market

    Current Estimated Value $112,200

    Last Listing Agent Justine Curry Maple Leaf Realty

    109 County St, Bennington, VT 05201

Showing Results 41 - 80, Page 2 of 18

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