5,505

Homes in ZIP Code 05201

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  • /50

    $230,000

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    113 Main St, Bennington, VT 05201

    Charming downtown family home with modern upgrades.This beautifully updated 3-bedroom home is perfectly situated on a desirable corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, with a recent addition of a first-floor primary bedroom and new mudroom back entrance.Step inside to find gleaming hardwood floors and a warm, inviting layout. The dining

    Lindsey Martin Maple Leaf Realty

    113 Main St, Bennington, 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 $200,965

    Last Listing Agent Justine Curry Maple Leaf Realty

    305 Grove St, Bennington, VT 05201
    • /47

      Est $435,498 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
  • /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 access

    Jenifer Prouty Hoffman Hoffman Real Estate

    682 Fox Hill Rd, 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

    Last Listing Agent Timothy Corcoran Mahar McCarthy Real Estate

    111 Hicks Ave, Bennington, VT 05201
    • /40

      Est $330,665 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,674 Sq Ft

      505 Cross Rd, Bennington, VT 05201

      505 Cross Rd, Bennington, VT 05201
  • /18

    $300,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,570 Sq Ft

    940 Gage St, Bennington, VT 05201

    Classic cape with a twist! The eat-in kitchen has plenty of cooking area plus an eat-in area in a windowed alcove. The dining room is large enough for sit downs and the living room is the whole length of the house so movie nights are a go! In the entry side of the house you have a wonderful enclosed porch to serve as a mud room and a sweet sitting porch out front. AND!!!!... there is a fenced in

    Christine Lewis Brattleboro Area Realty

    940 Gage 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 $247,574

    Last Listing Agent Erica Hale Ridgeline Real Estate

    1004 Main St, Bennington, VT 05201
    • /40

      Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,976 Sq Ft

      260 Tower Rd, Bennington, VT 05201

      260 Tower Rd, Bennington, VT 05201
  • /19

    $219,500

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

    14 Robinson Ave, Bennington, VT 05201

    Discover this lovely three-bedroom, one-bathroom home featuring 1,254 square feet of finished space, all set on a .24-acre lot. Recent upgrades roughly in the last ten years include blown-in insulation, roof, furnace, and updated kitchen and flooring, making this home both comfortable and stylish. Perfect for families or anyone looking for a cozy place. Minutes from Mt. Anthony Country Club,

    Timothy Corcoran Mahar McCarthy Real Estate

    14 Robinson Ave, 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 $165,104

    Last Listing Agent Abi Gregorio

    432 South St Unit C7, Bennington, VT 05201
    • /40

      Est $402,222 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,163 Sq Ft

      42 Maple Grove Rd, Bennington, VT 05201

      42 Maple Grove Rd, Bennington, VT 05201
  • /54

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 2,715 Sq Ft

    58 Mount Anthony Rd, Bennington, VT 05201

    Welcome to one of the most coveted locations in Bennington, Vermont known to locals as the West End. Steeped in history, this remarkable property was built c.1928 with ties to the Colgate Estate located on Mount Anthony. A stones throw away is the original Fillmore Farm, primarily known for its sheep. In 1929, the farm began production of milk and then built its large dairy plant in 1939. It can

    Monique Geannelis Mahar McCarthy Real Estate

    58 Mount Anthony Rd, 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
    • /30

      Est $451,802 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,429 Sq Ft

      414 Matteson Rd, North Bennington, VT 05257

      414 Matteson Rd, North Bennington, VT 05257
  • /32

    $295,000

    • 1 Bed
    • 1.5 Baths
    • 1,680 Sq Ft

    318 North St, Bennington, VT 05201

    A former florist shop for 2 decades, this mixed-use property is now a blank slate ready for your vision. Zoning allows for retail, food/drink/entertainment, gallery or studio, personal or professional services, to multi-family or single-family residential. First floor and basement previously served as retail space, but with the walk-in cooler now removed, the main level feels significantly

    Jenifer Prouty Hoffman Hoffman Real Estate

    318 North St, 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

    Last Listing Agent Susan Bellville Bellville Realty

    2591 Chapel Rd, Bennington, VT 05201
    • /38

      Est $364,366 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,568 Sq Ft

      1063 Middle Pownal Rd, Bennington, VT 05201

      1063 Middle Pownal Rd, Bennington, VT 05201
  • /12

    $35,300 Pending

    • 2 Beds
    • 1 Bath
    • 1,302 Sq Ft

    933 East Rd, Bennington, VT 05201

    Built in 1965, this one level home offers approximately 1302 finished square feet, two bedrooms and one full bath, fireplace, unfinished basement and deck. This home sits on an approximate 44867 sqft lot. This property is in uninhabitable condition and boarded up. UNSAFE TO ENTER, foundation cracked, fallen and caved in.

    Sherry Price REALHome Services and Solutions, Inc.

    933 East Rd, 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

    Last Listing Agent Vicki Wilson Maple Leaf Realty

    55 Monument Ave, Bennington, VT 05201
    • /40

      Est $200,604 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,866 Sq Ft

      276 Finley Dr, Bennington, VT 05201

      276 Finley Dr, Bennington, VT 05201
  • /25

    $98,999 New Construction

    • 2 Beds
    • 2 Baths
    • 825 Sq Ft

    78 Ethans Way, Bennington, VT 05201

    Welcome to 78 Ethans Way, Bennington, VT 05201, where modern comfort meets affordability in Catamount Park! This brand-new Polomodel manufactured home offers 2 bedrooms, 2 bathrooms, and 825 sq. 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

    78 Ethans Way, 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 $105,403

    Last Listing Agent Justine Curry Maple Leaf Realty

    109 County St, Bennington, VT 05201
    • /35

      Est $269,164 Not Listed For Sale

      • 3 Beds

      1213 Gore Rd, Bennington, VT 05201

      1213 Gore Rd, Bennington, VT 05201
  • /60

    $275,000 Under Contract

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

    150 Fillmore St, Bennington, VT 05201

    Location, location, location! Own your own private oasis on a dead-end road with nearly 7 acres - only minutes from downtown shopping and dining. Enjoy seasonal mountain views from the deck with sliding doors to the open concept living/dining room with vaulted ceiling. The propane fireplace with gorgeous wood mantle keeps things toasty while providing cozy ambiance. The spacious kitchen has

    Justine Curry Maple Leaf Realty

    150 Fillmore St, Bennington, VT 05201
  • /4

    $45,000 Sold Oct 06, 2025

    45 Shady Ln, Bennington, VT 05201

    • 4 Beds
    • 1 Bath
    • 1,142 Sq Ft
    • Built 1948

    Last Sold Summary

    • 25% Below List Price
    • $39/SF
    • 7 Days On Market

    Current Estimated Value $105,000

    Last Listing Agent Erika Floriani Hoffman Real Estate

    45 Shady Ln, Bennington, VT 05201
    • /40

      Est $546,842 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,706 Sq Ft

      402 Middle Pownal Rd, Bennington, VT 05201

      402 Middle Pownal Rd, Bennington, VT 05201
  • /40

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,868 Sq Ft

    134 Monument Ave, Bennington, VT 05201

    Sprawling Cape on the Edge of Historic Old Bennington. Welcome to this beautiful and spacious Cape-style home offering warmth, character, and comfort in a highly desirable location. The inviting main level features a large kitchen, a sun-filled living room with a fireplace, and an expansive family room with a dining area-deal for entertaining or relaxing. A private office and a serene primary

    Kelley Mccarthy Mahar McCarthy Real Estate

    134 Monument Ave, Bennington, VT 05201
  • /43

    $235,000 Sold Dec 08, 2025

    110 S Branch St, Bennington, VT 05201

    • 6 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1928

    Last Sold Summary

    • 2% Below List Price
    • $98/SF
    • 9 Days On Market

    Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

    110 S Branch St, Bennington, VT 05201
    • /35

      Est $388,433 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,821 Sq Ft

      1351 Morgan St, Bennington, VT 05201

      1351 Morgan St, Bennington, VT 05201
  • /40

    $198,000

    • 5 Beds
    • 2 Baths
    • 2,201 Sq Ft

    317 Pleasant St, Bennington, VT 05201

    Centrally located renovated Bennington duplex, with backyard and garage. This duplex can generate an annual net operating income of ~$23k+ at current numbers (~10.5%), producing robust returns from cash flow and not speculation! Owner performed renovations since acquiring, including to heating systems, plumbing, and gut renovation of the upstairs 2br (currently rented for $1,400). Unit 1 on the

    Michael Gilman 3GEN Real Estate Inc

    317 Pleasant St, Bennington, VT 05201
  • /46

    $399,000 Sold Jul 28, 2025

    4 Bank St, Bennington, VT 05201

    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft
    • Built 1930

    Last Sold Summary

    • 6% Below List Price
    • $231/SF
    • 55 Days On Market

    Current Estimated Value $449,087

    Last Listing Agent Margretta Fischer Wohler Realty Group

    4 Bank St, Bennington, VT 05201
    • /40

      Est $611,789 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,952 Sq Ft

      88 Southshire Dr, Bennington, VT 05201

      88 Southshire Dr, Bennington, VT 05201
  • /44

    $365,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,660 Sq Ft

    989 Carpenter Hill Rd, Bennington, VT 05201

    Country charm meets modern comfort... Welcome to your perfect slice of paradise! This lovingly updated ranch home is nestled on a peaceful country road and sits on a generous 2.6 acre lot, offering the ideal blend of privacy, space, and style. Step inside to discover a bright, refreshed interior featuring new vinyl plank flooring, freshly painted walls in a neutral palate, and updated lighting

    Angela Bevin Maple Leaf Realty

    989 Carpenter Hill Rd, Bennington, VT 05201
  • /35

    $329,900 Sold Aug 28, 2025

    170 Brambley Ln, Bennington, VT 05201

    • 4 Beds
    • 2 Baths
    • 1,459 Sq Ft
    • Built 1969

    Last Sold Summary

    • $226/SF
    • 4 Days On Market

    Current Estimated Value $330,145

    Last Listing Agent Matt Waddington Hoffman Real Estate

    170 Brambley Ln, Bennington, VT 05201
    • /40

      Est $612,104 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,183 Sq Ft

      377 Southshire Dr, Bennington, VT 05201

      377 Southshire Dr, Bennington, VT 05201
  • /21

    $120,000

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

    1319 Vail Rd, Bennington, VT 05201

    Discover an exceptional opportunity to build your dream home on this prime 20-acre parcel located in the desirable west end of Bennington. This expansive property offers a perfect blend of privacy and convenience, ready for immediate development.Key features of this remarkable land include an established driveway providing easy access to your future homesite, and a completed perk test

    Lilli West Maple Leaf Realty

    1319 Vail Rd, Bennington, VT 05201
  • /42

    $325,000 Sold Jun 03, 2025

    209 Washington Ave, Bennington, VT 05201

    • 4 Beds
    • 4 Baths
    • 3,230 Sq Ft
    • Built 1900

    Last Sold Summary

    • 22% Below List Price
    • $101/SF
    • 52 Days On Market

    Current Estimated Value $332,447

    Last Listing Agent Wendy Larson Hooscik Realty

    209 Washington Ave, Bennington, VT 05201
    • /40

      Est $553,395 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,336 Sq Ft

      179 Southshire Dr, Bennington, VT 05201

      179 Southshire Dr, Bennington, VT 05201
  • /17

    $82,900

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    108 Baker Dr, Bennington, VT 01237

    Built in 2000 this charming home is located in Catamount Mobile Home Park, a community with no age restrictions in beautiful Bennington, Vermont. Situated on a large corner lot with front and back decks offering mountain views. Open, light-filled floor plan with bright kitchen, living room, primary suite, second bedroom, full bath, and laundry. Features include a newer shed (1 year old) and

    Colleen Zajac Monarch Realty

    108 Baker Dr, Bennington, VT 01237

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