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Bennington, VT Homes

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  • /37

    $219,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,156 Sq Ft

    261 Sycamore Ln, Shaftsbury, VT 05262

    Welcome to 261 Sycamore Lane, Shaftsbury, VT!Nestled in a desirable neighborhood, this charming Cape Cod style home is a perfect fit for first-time homebuyers or those looking to downsize into something more manageable. Set of 0.35 acres, the home offers 3 bedrooms and 1 full bath, with added convenience of a first-floor bedroom and bath.Enjoy a spacious backyard perfect for pets, kids,

    Agent Photo

    Brooke Thomson Drew

    Mahar McCarthy Real Estate

    (802) 278-9491

    261 Sycamore Ln, Shaftsbury, VT 05262
  • /60

    $289,000 Sold Jan 13, 2025

    • 1,872 Sq Ft
    • $154/SF
    • 31 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1920

    450 Cleveland Ave, Shaftsbury, VT 05262

    This charming Craftsman home located in beautiful Shaftsbury is just a short walk to the Post Office, the Shaftsbury Country Store and the Shaftsbury Elementary School! This quiet neighborhood offers peacefulness, and your private backyard boasts plenty of room for outdoor enjoyment and gardening. You can enjoy coffee in the mornings or your favorite beverage in the evening out on the covered

    Floyd Amidon Maple Leaf Realty

    450 Cleveland Ave, Shaftsbury, VT 05262
    • /36

      Est $297,035 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,695 Sq Ft

      566 Vt Route 7a, Shaftsbury, VT 05262

      566 Vt Route 7a, Shaftsbury, VT 05262
  • /49

    $245,000 Pending

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    130 Sycamore Ln, Shaftsbury, VT 05262

    Looking for easy living on a quiet, dead-end street in a desirable neighborhood? Look no further! This one level ranch has all you need. Sitting on a nice-sized yet manageable lot, this two bedroom home has been meticulously maintained from top to bottom. The furnace was replaced only a year ago, so heating costs have been low for the current owners. Great news for Vermont winters! The bedrooms

    Justine Curry Maple Leaf Realty

    130 Sycamore Ln, Shaftsbury, VT 05262
    • /12

      Est $349,180 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,123 Sq Ft

      140 Church St, Shaftsbury, VT 05262

      140 Church St, Shaftsbury, VT 05262
  • /40

    $225,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,538 Sq Ft

    721 Vt Route 7a, Shaftsbury, VT 05262

    Located in the downtown neighborhood of Shaftsbury. Walking distance to school, town offices, country stores, parks and playgrounds. A first-floor bedroom with French doors leading outside - as well as a first-floor family room, laundry room, new kitchen and den. Two bedrooms upstairs. There's plenty of room in this home. A one car garage and fully fenced in lot for your privacy.

    Wendy Larson Maple Leaf Realty

    721 Vt Route 7a, Shaftsbury, VT 05262
    • /40

      Est $253,041 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft

      69 Meadow Ln, Shaftsbury, VT 05262

      69 Meadow Ln, Shaftsbury, VT 05262
  • /51

    $279,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,602 Sq Ft

    224 Sycamore Ln, Shaftsbury, VT 05262

    This 4 bedroom cape is located on a dead end street in a desirable neighborhood within the village of Shaftsbury. The updated kitchen has a small island and is open to the dining area. The living room has hardwood floors, gas fire place and built-ins along one wall. There is a washer and dryer located on the first floor in the entry hall and a full bath also on this level. There are two

    Catherine Cairns Maple Leaf Realty

    224 Sycamore Ln, Shaftsbury, VT 05262
    • /16

      Est $222,852 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft

      102 Meadow Ln, Shaftsbury, VT 05262

      102 Meadow Ln, Shaftsbury, VT 05262
  • /19

    $199,900 Under Contract

    • 3 Beds
    • 1 Bath
    • 952 Sq Ft

    42 Colvin Ave, Shaftsbury, VT 05262

    Discover comfortable single-level living in this well-maintained ranch-style home, perfectly situated on a 0.16-acre lot. Has 952 square feet, this residence offers three bedrooms and one full bathroom—ideal for families, first-time buyers, or those looking to downsize without compromising on style or functionality.Step inside to be greeted by hardwood floors that flow seamlessly

    Timothy Corcoran Mahar McCarthy Real Estate

    42 Colvin Ave, Shaftsbury, VT 05262
    • /24

      Est $288,280 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,588 Sq Ft

      855 Vt Route 7a, Shaftsbury, VT 05262

      855 Vt Route 7a, Shaftsbury, VT 05262
  • /56

    $249,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,170 Sq Ft

    174 Cleveland Ave, Shaftsbury, VT 05262

    Fresh clean ranch ready for your finish touched. This house was just painted and the roof was replaced. Large fenced back yard for pets. The deck id ready for a new pool or just access the backyard for games or leisure. Easy to show and move in ready.

    Dan Mason Perrott Realty

    174 Cleveland Ave, Shaftsbury, VT 05262
    • /23

      Est $249,348 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,156 Sq Ft

      256 Sycamore Ln, Shaftsbury, VT 05262

      256 Sycamore Ln, Shaftsbury, VT 05262
  • /25

    $199,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 2,832 Sq Ft

    883 Vt Route 7a, Shaftsbury, VT 05262

    A classic Victorian home in the village of Shaftsbury is waiting for your imagination and perseverance to bring this once charming residence back to its original luster. Each room has its own character from dining room built-ins, shelving throughout the entire house to display your precious treasures, living room fireplace for those cozy winter nights, exposed brick and extra large eat-in

    Monique Geannelis Mahar McCarthy Real Estate

    883 Vt Route 7a, Shaftsbury, VT 05262
    • /40

      Est $244,975 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,940 Sq Ft

      261 Cleveland Ave, Shaftsbury, VT 05262

      261 Cleveland Ave, Shaftsbury, VT 05262
    • /17

      Est $272,862 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,200 Sq Ft

      591 Vt Route 67 E, Shaftsbury, VT 05262

      591 Vt Route 67 E, Shaftsbury, VT 05262
    • /27

      Est $275,613 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft

      338 Twitchell Hill Rd, Shaftsbury, VT 05262

      338 Twitchell Hill Rd, Shaftsbury, VT 05262
    • /39

      Est $580,392 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,418 Sq Ft

      553 Daniels Rd, Shaftsbury, VT 05262

      553 Daniels Rd, Shaftsbury, VT 05262
    • /24

      Est $223,589 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 984 Sq Ft

      48 Holliday Dr, Shaftsbury, VT 05262

      48 Holliday Dr, Shaftsbury, VT 05262
    • /40

      Est $830,433 Not Listed For Sale

      • 4 Beds
      • 5.5 Baths
      • 5,409 Sq Ft

      743 Town Line Rd, Shaftsbury, VT 05201

      743 Town Line Rd, Shaftsbury, VT 05201
    • /40

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,916 Sq Ft

      547 Lower Rd E, Shaftsbury, VT 05262

      547 Lower Rd E, Shaftsbury, VT 05262
    • /40

      Est $359,412 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 2,092 Sq Ft

      43 Cleveland Ave, Shaftsbury, VT 05262

      43 Cleveland Ave, Shaftsbury, VT 05262
    • /37

      Est $401,804 Not Listed For Sale

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

      116 Church St, Shaftsbury, VT 05262

      116 Church St, Shaftsbury, VT 05262
    • /40

      Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,132 Sq Ft

      685 Vermont Route 7a, Shaftsbury, VT 05262

      685 Vermont Route 7a, Shaftsbury, VT 05262
    • /33

      Est $358,686 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 2,160 Sq Ft

      41 Church St, Shaftsbury, VT 05262

      41 Church St, Shaftsbury, VT 05262
    • /13

      Est $275,508 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,280 Sq Ft

      37 Holliday Dr, Shaftsbury, VT 05262

      37 Holliday Dr, Shaftsbury, VT 05262
    • /33

      Est $278,716 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,224 Sq Ft

      672 Vt Route 7a, Shaftsbury, VT 05262

      672 Vt Route 7a, Shaftsbury, VT 05262
    • /36

      Est $593,791 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,368 Sq Ft

      562 Buck Hill Rd, Shaftsbury, VT 05262

      562 Buck Hill Rd, Shaftsbury, VT 05262
    • /31

      Est $265,201 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,876 Sq Ft

      414 Cleveland Ave, Shaftsbury, VT 05262

      414 Cleveland Ave, Shaftsbury, VT 05262
    • /22

      Est $309,667 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,448 Sq Ft

      909 Vt Route 7a, Shaftsbury, VT 05262

      909 Vt Route 7a, Shaftsbury, VT 05262
    • /40

      Est $516,463 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,218 Sq Ft

      333 Cleveland Ave, Shaftsbury, VT 05262

      333 Cleveland Ave, Shaftsbury, VT 05262
    • /30

      Est $275,643 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,608 Sq Ft

      419 Cleveland Ave, Shaftsbury, VT 05262

      419 Cleveland Ave, Shaftsbury, VT 05262
    • /38

      Est $341,731 Not Listed For Sale

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

      174 Holliday Dr, Shaftsbury, VT 05262

      174 Holliday Dr, Shaftsbury, VT 05262
    • /40

      Est $409,466 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,868 Sq Ft

      96 Twitchell Hill Rd, Shaftsbury, VT 05262

      96 Twitchell Hill Rd, Shaftsbury, VT 05262
    • /40

      Est $219,980 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      749 Vt Route 7a, Shaftsbury, VT 05262

      749 Vt Route 7a, Shaftsbury, VT 05262
    • /13

      Est $224,135 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,212 Sq Ft

      75 Cleveland Ave Unit S, Shaftsbury, VT 05262

      75 Cleveland Ave Unit S, Shaftsbury, VT 05262
    • /18

      Est $201,988 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,353 Sq Ft

      147 Cleveland Ave, Shaftsbury, VT 05262

      147 Cleveland Ave, Shaftsbury, VT 05262
    • /24

      Est $290,900 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,034 Sq Ft

      46 Stevens Rd, Shaftsbury, VT 05262

      46 Stevens Rd, Shaftsbury, VT 05262
    • /35

      Est $313,886 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,120 Sq Ft

      94 Ledgely Dr Unit S, Shaftsbury, VT 05262

      94 Ledgely Dr Unit S, Shaftsbury, VT 05262
    • /40

      Est $251,023 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,344 Sq Ft

      63 Ledgely Dr, Shaftsbury, VT 05262

      63 Ledgely Dr, Shaftsbury, VT 05262

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