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Homes for Sale near Academy School

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  • /16

    $259,900

    • Land
    • 29.2 Acres
    • $8,901 per Acre

    1270 Melendy Hill Rd, Guilford, VT 05301

    A rare find! This amazing land has long range views, privacy and close to everything! There is a right of way for egress, and will be perfect for an off grid tuck away cabin or primary. A small meadow is part of the 2 acre exemption for house site, just at the end of the existing drive...easy to get to and just the beginning of the land. Mostly Black Birch, Sugar Maple and Hemlock, there is a

    Christine Lewis Brattleboro Area Realty

    1270 Melendy Hill Rd, Guilford, VT 05301
  • /36

    $325,000

    $10K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,216 Sq Ft

    6 Sycamore St, Brattleboro, VT 05301

    Located in one of Brattleboro’s desirable neighborhoods, this inviting 4-bedroom home offers a comfortable layout, great natural light, and convenient access to schools, parks, trails, shopping, and downtown amenities. The bright living room features a large bay window that fills the space with natural sunlight, while the kitchen offers ample cabinet space and overlooks the backyard. With two

    Wendie Wright Coldwell Banker LIFESTYLES - Hanover

    6 Sycamore St, Brattleboro, VT 05301
  • /34

    $68,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 552 Sq Ft

    22 Valley St, Brattleboro, VT 05301

    Welcome to 22 Valley Road, an affordable and easy-to-maintain 2-bedroom, 1-bath mobile home located in Brattleboro’s Tri-Park Cooperative Housing Corporation. This cozy single-level home offers a bright and refreshed interior with natural light, LED lighting, first-floor laundry hookups, and a functional layout that makes great use of the space. The kitchen features an electric range,

    Grayson VanHendrick Flex Realty

    22 Valley St, Brattleboro, VT 05301
  • /32

    $429,000

    $70K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    77 Buttonwood Dr, Brattleboro, VT 05301

    BLACK MOUNTAIN ESTATES where your next chapter begins! Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1 mile

    Dan Normandeau Berkley & Veller Greenwood Country

    77 Buttonwood Dr, Brattleboro, VT 05301
  • /2

    $90,000

    • 3 Beds
    • 1 Bath
    • 1,030 Sq Ft

    93 Clark St, Brattleboro, VT 05301

    An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please, only

    Christine Lewis Brattleboro Area Realty

    93 Clark St, Brattleboro, VT 05301
  • /37

    $299,000

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    412 Western Ave, Brattleboro, VT 05301

    Move-in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open-concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard—perfect for

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    412 Western Ave, Brattleboro, VT 05301
  • /27

    $295,000

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft

    136 Oak Grove Ave, Brattleboro, VT 05301

    Timeless Character on Coveted Oak Grove Avenue!There's something special about an American Foursquare. Built for comfort and designed to stand the test of time, this quintessential early 20th-century home welcomes you with classic architecture, generous room sizes, and the warmth of original craftsmanship.Set on a desirable in-town lot along Oak Grove Avenue, this 3-bedroom home showcases

    Liz LaVorgna Brattleboro Area Realty

    136 Oak Grove Ave, Brattleboro, VT 05301
  • /9

    $250,000

    • Land
    • 3.79 Acres
    • $65,963 per Acre

    000 Fort Dummer Heights, Brattleboro, VT 05301

    Easy to build!!! The land is open, so no fuss with a lot of prep. Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation.

    Christine Lewis Brattleboro Area Realty

    000 Fort Dummer Heights, Brattleboro, VT 05301
  • /17

    $329,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    550 S Main St, Brattleboro, VT 05301

    Lovely level lot, close to schools, hospital, shopping, State park and downtown. The best of everything, and BRAND NEW!!! Be the the envy of all your friends, with this wonderful, open concept, one level home. Primary bedroom on one end with an ensuite for privacy! New, shiny appliances, good sized island for cooking or hanging out and both a tub and a walk in shower. Special in so many ways,

    Christine Lewis Brattleboro Area Realty

    550 S Main St, Brattleboro, VT 05301
  • /15

    $149,900

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 685 Sq Ft

    39 Brookside Dr Unit 7, Brattleboro, VT 05301

    Move right in! This condo has had some updates to include new scratch resistant vinyl plank flooring, new bathroom vanity, new kitchen range and freshly painted interior. Located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park. Shared basement with assigned storage space. Association fees include heat,

    Angela Sherman Brattleboro Area Realty

    39 Brookside Dr Unit 7, Brattleboro, VT 05301
  • /37

    $340,000

    $10K PRICE DROP
    • 1,918 Sq Ft

    50 Oak Grove Ave, Brattleboro, VT 05301

    Excellent opportunity to own a three-unit investment property in a fabulous location. Enjoy being near the well-known Little League field, grab a hot dog and catch a game. Conveniently located near public transportation, the hospital, shopping, restaurants, schools, and other local amenities. The property offers a great yard set back from the road, providing both privacy and usable outdoor space.

    Kerry Mulverhill

    50 Oak Grove Ave, Brattleboro, VT 05301
  • /13

    $465,500

    $50K PRICE DROP
    • 3,364 Sq Ft

    28 Brook St, Brattleboro, VT 05301

    Strong returns and future potential define this well-maintained 4-unit investment property in vibrant Brattleboro. Offered at an impressive 10% cap rate, the building consists of four spacious 2-bedroom, 1-bath apartments, providing a desirable and consistent unit mix. Pride of ownership is evident throughout, making this a turnkey addition to any portfolio. Beyond the existing income, the

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    28 Brook St, Brattleboro, VT 05301
  • /17

    $110,000

    • Land
    • 5,227 Sq Ft
    • $916,667 per Acre

    117 * Fuller Dr, Brattleboro, VT 05301

    Nestled just behind 117 Fuller Drive, with privacy and easy access from the street, this property is the perfect spot for the tiny home you have been longing for. Water, sewer, and electric are all at the street, and the seller will help to keep the access accessible :) The subdivision has received preliminary approval from the town, with finalization to be completed prior to sale—giving you

    Rebecca Seymour Brattleboro Area Realty

    117 * Fuller Dr, Brattleboro, VT 05301
  • /60

    $769,000

    $26K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    947 Miller Rd, Brattleboro, VT 05301

    Stunning Southern Vermont home with views, gardens and private pond on 10 acres in coveted Dummerston, Windham County. Entering the circular drive, lush perennial gardens welcome you and the magic begins. This meticulously designed 1600-square-foot home features soaring ceilings and superior craftsmanship throughout. The spacious kitchen includes custom cabinetry, Sub-Zero and Wolf appliances,

    Kristen Ziter Taylor Brattleboro Area Realty

    947 Miller Rd, Brattleboro, VT 05301
  • /19

    $350,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft

    82 Oak Grove Ave, Brattleboro, VT 05301

    Neighborhood home! Living in a sweet neighborhood is a lifestyle choice. Walk to schools, playgrounds, and shopping. This vintage home has an added features of roof top solar, 2 car direct entry garage, a fenced-in yard, and lots and lots of gardens. The classic front porch is on everyone's list of must haves. The neighborhood is perfect for long evening strolls or a brisk walk at dawn. Inside

    Christine Lewis Brattleboro Area Realty

    82 Oak Grove Ave, Brattleboro, VT 05301
  • /11

    $422,000

    $43K PRICE DROP
    • 3,756 Sq Ft

    820 Western Ave, Brattleboro, VT 05301

    Exceptional cash flow meets classic Vermont charm in this well-maintained 4-unit property in the heart of Brattleboro. Offered at an impressive 10% cap rate, the building features a desirable unit mix with two 2-bedroom, 1-bath apartments and two 1-bedroom, 1-bath apartments. Recent improvements include a freshly painted exterior in 2025 and bathroom renovations completed in 2023, reflecting

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    820 Western Ave, Brattleboro, VT 05301

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