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Explore Similar Houses Within 2 Miles of Guilford, VT

  • /45

    $329,000

    • 3 Beds
    • 1 Bath
    • 1,218 Sq Ft

    119 Forest St, Brattleboro, VT 05301

    Great location in the heart of Brattleboro. This 3-bedroom, 1-bathroom Jewel of a home is as efficient as it is charming. Very well maintained, with gorgeous maple floors, built-ins, original natural woodwork, elegant marble countertops, and an open kitchen/dining/living space that shines with a southern exposure. Snug little wood stove adds to the uplifting spirit in this home. Large upstairs

    Kristen Ziter Taylor Brattleboro Area Realty

    119 Forest St, Brattleboro, VT 05301
  • /27

    $495,000

    • 3 Beds
    • 3 Baths
    • 1,246 Sq Ft

    81 Chapin St, Brattleboro, VT 05301

    Step into an 1880s Victorian re-imagined for the 21st century. Located moments from downtown Brattleboro, this 3-bedroom, 3-bath home blends historic craftsmanship with a cutting-edge deep-energy retrofit. Enjoy easy access to shops, dining, the Amtrak station, and the Retreat Trails from a peaceful, residential setting. Unlike typical historic renovations, this property underwent a

    John Hatton Berkley & Veller Greenwood Country

    81 Chapin St, Brattleboro, VT 05301
  • /37

    $639,000

    • 4 Beds
    • 2.5 Baths
    • 2,573 Sq Ft

    11 Strawberry Hill, Brattleboro, VT 05301

    Beautifully sited on 1.9 acres just off Greenhill Parkway, this tastefully modernized 1940s cape blends architectural pedigree with thoughtful, high end updates. Designed by noted architect James Britton of Greenfield, MA - a contemporary of Royal Barry Wills and long admired for his classic New England forms - the home retains its classic original character, while offering a fully refreshed

    Dan Normandeau Berkley & Veller Greenwood Country

    11 Strawberry Hill, Brattleboro, VT 05301
  • /60

    $795,000

    • 4 Beds
    • 3.5 Baths
    • 3,212 Sq Ft

    104 Juniper Ridge Rd, Brattleboro, VT 05301

    Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character & elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has

    Kristen Ziter Taylor Brattleboro Area Realty

    104 Juniper Ridge Rd, Brattleboro, VT 05301
  • /3

    $615,000

    • 2 Beds
    • 1 Bath
    • 1,659 Sq Ft

    364 Jacksonville Rd, Colrain, MA 01340

    Nestled in the scenic hills of Colrain Ma, this expansive 28± acre property offers a rare blend of privacy, natural beauty, and opportunity. Property provides flexibility, accessibility, and potential for a variety of future uses. The existing 2bed/1bath residence on the property offers approximately 1,600+ square feet of living space, street frontage ready for personalization, while the

    Genesis Arekeria Executive Real Estate, Inc.

    364 Jacksonville Rd, Colrain, MA 01340
  • /27

    $399,900

    • 4 Beds
    • 2 Baths
    • 2,532 Sq Ft

    727 Brattleboro Rd, Bernardston, MA 01337

    Set on 15.84 scenic acres in Bernardston, this 1795 antique Cape offers a unique blend of historic charm and country living. The home features 4 bedrooms and 2 full baths, providing flexible space for everyday living, guests, or extended family. Start your mornings on the porch taking in peaceful views of the surrounding landscape. The expansive property includes multiple outbuildings,

    Donald Mailloux Coldwell Banker Community REALTORS®

    727 Brattleboro Rd, Bernardston, MA 01337
  • /60

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    785 Brattleboro Rd, Hinsdale, NH 03451

    Spacious & Inviting Home in a Convenient Location! Ideally located just minutes from Brattleboro and I-91, this wonderful home offers the perfect blend of comfort, space, and convenience. The first floor features a bright bedroom with abundant natural light and a handicap-accessible bath complete with a beautiful walk-in tile shower — ideal for single-level living or guests. Enjoy cooking and

    Carol Slocum Keller Williams Realty Metro-Keene

    785 Brattleboro Rd, Hinsdale, NH 03451
  • /20

    $400,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,599 Sq Ft

    175 Sak Rd, Vernon, VT 05354

    This is it!!!! One level living with a bonus room and bath in the lower level for a bit of get away family room living. Perfect for downsizing or just beginning. Professional builder has taken this home to a brand new level, adding a living room with vaulted ceilings, wall of windows and a slider to a lovely back deck. The lot is level and sunny enough for a garden, and crosses the Sak Brook with

    Christine Lewis Brattleboro Area Realty

    175 Sak Rd, Vernon, VT 05354
  • /16

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    39 Atwood St, Brattleboro, VT 05301

    First time offered, EVER... built and loved by the current family, it is time to pass the keys to a new generation of owners ready to put their own love and dreams into this sweet home. Just across from the high and middle schools, around the corner from Oak Grove grade school, and down the street from the hospital and shopping. There is a first floor bed and bath for aging in place, but 2 big

    Christine Lewis Brattleboro Area Realty

    39 Atwood St, Brattleboro, VT 05301
  • /39

    $295,000

    • 4 Beds
    • 1 Bath
    • 1,248 Sq Ft

    552 - 554 Hinesburg Rd, Brattleboro, VT 05301

    Unique opportunity to own a nearly 40 acre tract and 2 homes on Hinesburg Road in a great West Brattleboro location. The homes sit unseen approximately 500 feet back on a private driveway from the public road. The houses need a fair amount of repair and remodeling to get them in good condition. The main house is a cape style home with open concept kitchen/dining/living room, full bath, and 2

    Steve Schoppmeyer BHG Masiello Brattleboro

    552 - 554 Hinesburg Rd, Brattleboro, VT 05301
  • /2

    $95,000

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

    321 Williams St, Brattleboro, VT 05301

    Opportunity to live and invest in upgrades for your new home.

    Susan Bellville Bellville Realty

    321 Williams St, Brattleboro, VT 05301
  • /35

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,480 Sq Ft

    24 Laurel St, Brattleboro, VT 05301

    This well-maintained three-bedroom, two-bath single-family home is set on a level, fenced-in lot in a coveted neighborhood close to downtown, with convenient access to major highways. The home features radiant flooring, central air, and a finished basement offering flexible living or recreational space. A spacious kitchen provides ample cabinetry and storage, ideal for everyday living and

    Kelly Agrillo Southern Vermont Realty Group

    24 Laurel St, Brattleboro, VT 05301
  • /2

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft

    109 Central St, Brattleboro, VT 05301

    Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard to

    Christine Lewis Brattleboro Area Realty

    109 Central St, 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
  • /51

    $899,800

    • 5 Beds
    • 8 Baths
    • 7,430 Sq Ft

    925 Hinesburg Rd, Brattleboro, VT 05301

    Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

    Christine Lewis Brattleboro Area Realty

    925 Hinesburg Rd, Brattleboro, VT 05301
  • /18

    $285,000

    • 3 Beds
    • 1 Bath
    • 1,323 Sq Ft

    164 Chestnut St, Brattleboro, VT 05301

    Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with sliders

    Christine Lewis Brattleboro Area Realty

    164 Chestnut St, Brattleboro, VT 05301
  • /28

    $325,000

    • 5 Beds
    • 3 Baths
    • 2,209 Sq Ft

    16 Washington St, Brattleboro, VT 05301

    Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass

    Rebecca Seymour Brattleboro Area Realty

    16 Washington St, Brattleboro, VT 05301
  • /22

    $540,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,503 Sq Ft

    56 Brattleboro Rd, Bernardston, MA 01337

    Coming soon...Spring 2026! Don’t miss the chance to own this stunning new-construction 1,500 sq. ft. ranch, perfectly designed for modern, single-level living. This home offers a thoughtful layout, quality craftsmanship and timeless finishes throughout. As you step inside, there is an inviting open-concept living area featuring gleaming hardwood floors, abundant natural light and seamless flow

    Alayna Zellmann Ruggeri Real Estate

    56 Brattleboro Rd, Bernardston, MA 01337
  • /36

    $449,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,998 Sq Ft

    90 Hemlock Rd, Vernon, VT 05354

    Lovely house in a lovely location! Great neighborhood. Come see this attractive, contemporary-style, lovingly maintained 3-bedroom, 3-bathroom home on almost 3 acres. Situated up-and-off the neighborhood road in a private, beautiful setting, there is so much to appreciate. Drive right into the 3-car garage and step up into the house. Admire the kitchen's quartz countertops and workspaces. The

    Stephanie Peduzzi-Baker Brattleboro Area Realty

    90 Hemlock Rd, Vernon, VT 05354

Why Live in Guilford

Guilford, Vermont, is a rural town located just south of Brattleboro and near the Massachusetts border. Known as the gateway to Vermont, it welcomes travelers with lush rolling hills, quiet rural roads, and local farms producing lumber and maple syrup. With a population of around 1,600, Guilford is a close-knit community where neighbors are well-acquainted despite the spread-out homes. The town has a low crime risk compared to the national average. Guilford Community Park, located at the intersection of U.S. Route 5 and Guilford Center Road, features a playground, fire pit, labyrinth, and a wooden pavilion used for community events. Fort Dummer State Park offers 217 acres of woodlands with hiking trails and campsites. The Broad Brook Community Center hosts various activities, including ukulele lessons, art workshops, yoga classes, and tai chi. Green River Village, about 3 miles away, is home to a historic red covered bridge and the Green River Timber Crib Dam, creating a picturesque waterfall and swimming hole. Guilford’s housing market includes historic farmhouses, mid-century ramblers, rustic log cabins, colonial-style homes, and contemporary custom-built homes. The town’s educational programs emphasize agricultural roots, with initiatives like the GCS Farm-to-School program. Local establishments along U.S. Route 5 include the Guilford Country Store, which hosts events like wine tastings and open mic nights. The Guilford Fair, held every Labor Day Weekend, celebrates agricultural traditions with various activities. Brattleboro, about 3 miles away, offers larger supermarkets, restaurants, breweries, and entertainment options.

Home Trends in Guilford, VT

Housing Trends

Median Sale Price
$285,000
Median Single Family Sale Price
$334,250
Median Townhouse Sale Price
$235,000
Median 2 Bedroom Sale Price
$239,000
Average Price Per Sq Ft
$231
Number of Homes for Sale
0
Last 12 months Home Sales
15
Months of Supply
0.00
Median List Price
$289,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-39%
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