45

Brattleboro, VT Homes for Sale

Section Image
  • 49 Tyler St, Brattleboro, VT 05301
    49 Tyler St, Brattleboro, VT 05301
    49 Tyler St, Brattleboro, VT 05301
    /60

    $729,000

    • 3 Beds
    • 2 Baths
    • 2,731 Sq Ft

    49 Tyler St, Brattleboro, VT 05301

    Rare opportunity to own this iconic Queen-Anne Victorian in Brattleboro’s coveted Tyler Street neighborhood. A remarkable and extremely rare blend of country and in-town living. Extraordinary and stunning views of the Connecticut River & Mount Wantastiquet. Lovingly cared for by the same owner for the past 29 yrs. This home sits proudly on the expansive 0.85-acre corner lot, in the core of

    Dan Normandeau Berkley & Veller Greenwood Country

    49 Tyler St, Brattleboro, VT 05301
  • 660 Bonnyvale Rd, Brattleboro, VT 05301
    660 Bonnyvale Rd, Brattleboro, VT 05301
    660 Bonnyvale Rd, Brattleboro, VT 05301
    /38

    $465,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    660 Bonnyvale Rd, Brattleboro, VT 05301

    Tucked away on a peaceful 4.3-acre lot surrounded by mature trees, this “wow—worthy” 960 sq ft modern “glass house” (with additional 600+ sq ft of lower level living) on Bonnyvale Road, offers a stylish and serene retreat. Exquisitely designed, it blends indoor ease and simplicity with an outstanding natural setting. The stand-out home features an open-concept layout filled with natural light

    Kate Barry EXP Realty

    660 Bonnyvale Rd, Brattleboro, VT 05301
  • 628 S Main St, Brattleboro, VT 05301
    628 S Main St, Brattleboro, VT 05301
    628 S Main St, Brattleboro, VT 05301
    /59

    $547,000

    • 5 Beds
    • 4.5 Baths
    • 5,850 Sq Ft

    628 S Main St, Brattleboro, VT 05301

    Absolutely Gorgeous In-Town Home with Exceptional Attention to Detail.This stunning residence offers over 5,000 square feet of meticulously designed living space in the main house, plus a fully separate accessory dwelling with two independent living areas—ideal for extended family, guests, or producing income. Additionally there is a two-car garage with an integrated service pit for convenient

    Kerry Mulverhill Brattleboro Area Realty

    628 S Main St, Brattleboro, VT 05301
  • 441 Guilford St, Brattleboro, VT 05301
    441 Guilford St, Brattleboro, VT 05301
    441 Guilford St, Brattleboro, VT 05301
    /41

    $560,000

    • 4 Beds
    • 2 Baths
    • 2,450 Sq Ft

    441 Guilford St, Brattleboro, VT 05301

    Perched proudly on a knoll, this mid-19th-century colonial was one of two farmsteads in this neighborhood of Brattleboro, VT. This stunning, 4-BR, 2-BA hip roof colonial & spacious, 2-story barn have been lovingly cared for by the same owner for 56 years! Now is your opportunity to own a New England classic in a neighborhood setting, but country feel - all w/in very close proximity to town

    Dan Normandeau Berkley & Veller Greenwood Country

    441 Guilford St, Brattleboro, VT 05301
  • 21 Howard St, Brattleboro, VT 05301
    21 Howard St, Brattleboro, VT 05301
    21 Howard St, Brattleboro, VT 05301
    /20

    $495,000

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft

    21 Howard St, Brattleboro, VT 05301

    This beautiful Victorian home is just a short stroll from vibrant Brattleboro and has access to a huge town trail network. Nicely landscaped and has a partially fenced yard for pets or children. The house has lovely Victorian detailing and includes 3 covered porches. The formal entry has hardwood flooring, period staircase, stained glass window and a 3/4 bath. The adjacent front parlor includes

    Robert Doyle Berkley & Veller Greenwood Country

    21 Howard St, Brattleboro, VT 05301
  • 301 Maple St, Brattleboro, VT 05301
    301 Maple St, Brattleboro, VT 05301
    301 Maple St, Brattleboro, VT 05301
    /58

    $650,000

    • 4 Beds
    • 2 Baths
    • 3,090 Sq Ft

    301 Maple St, Brattleboro, VT 05301

    How sweet it is! It is the perfect time to own this home, as the season turns to spring all the extraordinary effort in design and creating the hardscape and gardens come to life in bursts of bloom, enchanting ribbons of perfume and delightful fragrant nooks. Perfect set up for home office on first floor or tuck away in a sweet 2nd floor option with lots of room to work in private. Out back, in

    Christine Lewis Brattleboro Area Realty

    301 Maple St, Brattleboro, VT 05301
  • 1142 Western Ave, Brattleboro, VT 05301
    1142 Western Ave, Brattleboro, VT 05301
    1142 Western Ave, Brattleboro, VT 05301
    /26

    $450,000

    • 3 Beds
    • 1.5 Baths
    • 2,262 Sq Ft

    1142 Western Ave, Brattleboro, VT 05301

    You choose! Such a versatile property...invest in 2 rentals...live in either unit and rent the other...maybe develop the barn into another unit, home business, workshop..(check with Zoning). Just short of an acre (.86) the land is the big, big seller....the huge, mostly level back yard is already lush with flourishing fruit trees and blueberry bushes. There is a garage/gardening shed for your

    Christine Lewis Brattleboro Area Realty

    1142 Western Ave, Brattleboro, VT 05301
  • 36 Spruce St, Brattleboro, VT 05301
    36 Spruce St, Brattleboro, VT 05301
    36 Spruce St, Brattleboro, VT 05301
    /13

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft

    36 Spruce St, Brattleboro, VT 05301

    You choose! This amazing property can be used as one of the grand ladies of the neighborhood...just open a door or two and repurpose the kitchen...what a nice laundry room it would make...or use as is with 2 flats, live in 1 and have a bit of income from the other...What else, you might ask! There is a rear section of the house ready to be reclaimed, and a barn attached that could also be built

    Christine Lewis Brattleboro Area Realty

    36 Spruce St, Brattleboro, VT 05301
  • 1082 W River Rd, Brattleboro, VT 05301
    1082 W River Rd, Brattleboro, VT 05301
    1082 W River Rd, Brattleboro, VT 05301
    /50

    $318,000

    • 3 Beds
    • 1 Bath
    • 1,222 Sq Ft

    1082 W River Rd, Brattleboro, VT 05301

    Welcome to 1082 West River Road — a peaceful, well-located gem just minutes from downtown Brattleboro. This charming home offers the perfect blend of convenience, outdoor space, and natural beauty. Set on a spacious lot with a large, open yard, there's room to garden, gather, or simply relax and enjoy the Vermont seasons. The private river access makes it easy to enjoy kayaking, swimming, or

    Kate Barry EXP Realty

    1082 W River Rd, Brattleboro, VT 05301
  • 116 Morningside Commons, Brattleboro, VT 05301
    116 Morningside Commons, Brattleboro, VT 05301
    116 Morningside Commons, Brattleboro, VT 05301
    /33

    $235,000 Open Mon 1PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    116 Morningside Commons, Brattleboro, VT 05301

    Yes! A coveted first floor single level unit! And not only that but an end unit, sweetly tucked away for privacy! Just follow the tree and flower lined path right to your door!2 bedrooms, one ensuite, with an additional bedroom, bath, large eat in kitchen, living room, and a stackable washer/dryer, all on the first floor! There are only a few condos here that have finished basement space and this

    Rebecca Seymour Brattleboro Area Realty

    116 Morningside Commons, Brattleboro, VT 05301
  • 925 Hinesburg Rd, Brattleboro, VT 05301
    925 Hinesburg Rd, Brattleboro, VT 05301
    925 Hinesburg Rd, Brattleboro, VT 05301
    /51

    $949,000

    • 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
  • 4322 Augur Hole Rd, Brattleboro, VT 05301
    4322 Augur Hole Rd, Brattleboro, VT 05301
    4322 Augur Hole Rd, Brattleboro, VT 05301
    /24

    $279,900 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,183 Sq Ft

    4322 Augur Hole Rd, Brattleboro, VT 05301

    Super location! Easy access to Rt 9 and Rt 30 but tucked into nearly a level acre in a lovely country setting. You can tell the previous occupants loved their gardens and a bit of work would restore the blooms to full glory. The pool is a bonus but is waiting for some care to get up and running...The home has emerged from a fun loving schoolhouse filled with learning and joy to a cozy,

    Christine Lewis Brattleboro Area Realty

    4322 Augur Hole Rd, Brattleboro, VT 05301
  • 104 Juniper Ridge Rd, Brattleboro, VT 05301
    104 Juniper Ridge Rd, Brattleboro, VT 05301
    104 Juniper Ridge Rd, Brattleboro, VT 05301
    /57

    $859,000

    • 3 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
  • 266 Ursa Ridge Rd, Dummerston, VT 05301
    266 Ursa Ridge Rd, Dummerston, VT 05301
    266 Ursa Ridge Rd, Dummerston, VT 05301
    /60

    $995,000

    • 3 Beds
    • 3 Baths
    • 2,258 Sq Ft

    266 Ursa Ridge Rd, Dummerston, VT 05301

    Homes surrounded by nature's tranquility are plentiful. However, this fabulous, 51+/- acre property is enveloped within an additional 100 acres of deeded building-restricted land. Serenity, never to be threatened, is your guarantee. Cedar, pine, maple, walnut, beech, hickory, birch and oak are featured throughout this home. The owner-builder inter-laced timbers from the land to create a

    Randi Ziter Brattleboro Area Realty

    266 Ursa Ridge Rd, Dummerston, VT 05301
  • 164 Chestnut St, Brattleboro, VT 05301
    164 Chestnut St, Brattleboro, VT 05301
    164 Chestnut St, Brattleboro, VT 05301
    /18

    $319,900

    • 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

    Christine Lewis Brattleboro Area Realty

    164 Chestnut St, Brattleboro, VT 05301
  • 81 Morningside Commons, Guilford, VT 05301
    81 Morningside Commons, Guilford, VT 05301
    81 Morningside Commons, Guilford, VT 05301
    /38

    $235,000

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    81 Morningside Commons, Guilford, VT 05301

    The moment you step into this condo, you notice its unique features and feel a sense of calm. In the living room, you’ll enjoy the “Anywhere” ethanol fireplace for its ambience and extra heat - with no connections, venting or emissions to worry about! The kitchen has been carefully redone, with expanded cabinetry and improvements to the layout and lighting, including a custom display cabinet and

    Victoria Woods Brattleboro Area Realty

    81 Morningside Commons, Guilford, VT 05301
  • 49 Hampshire Cir, Brattleboro, VT 05301
    49 Hampshire Cir, Brattleboro, VT 05301
    49 Hampshire Cir, Brattleboro, VT 05301
    /33

    $334,500

    • 3 Beds
    • 1.5 Baths
    • 1,848 Sq Ft

    49 Hampshire Cir, Brattleboro, VT 05301

    Cute home at the end of the cul-de-sac. Large front deck with a slider that leads into a newly refinished kitchen, dining area and living room. A half bath with laundry complete the first floor. Two bedrooms upstairs with a full bath. First floor has a door that leads out back to another large deck. The third bedroom and family room in the walkout basement. Open house Wednesday 6/11 from 5:00

    Darlene Conca Keller Williams Realty Metro-Keene

    49 Hampshire Cir, Brattleboro, VT 05301
  • 6 Willow St, Brattleboro, VT 05301
    6 Willow St, Brattleboro, VT 05301
    6 Willow St, Brattleboro, VT 05301
    /27

    $349,000

    • 4 Beds
    • 1.5 Baths
    • 1,503 Sq Ft

    6 Willow St, Brattleboro, VT 05301

    This home truly has it all and is conveniently located on one Brattleboro's most charming streets. Close to shopping, restaurants, and downtown yet tucked away from it all. The large fenced lot has good exposure for gardening. Inside the home you will find 3 bedrooms and a fabulous renovated attic, complete with custom cabinetry and shelving. Enjoy indoor/outdoor entertaining with french-door

    John Hatton Berkley & Veller Greenwood Country

    6 Willow St, Brattleboro, VT 05301
  • 47 Levi Howard Rd, Brattleboro, VT 05301
    47 Levi Howard Rd, Brattleboro, VT 05301
    47 Levi Howard Rd, Brattleboro, VT 05301
    /33

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,956 Sq Ft

    47 Levi Howard Rd, Brattleboro, VT 05301

    Charming Country Duplex with Endless Possibilities!  Rare opportunity to own an income producing property with acreage and surrounded by nature, but still only 15 minutes to downtown Brattleboro. Here you will look upon stone walls, dirt roads, a home orchard, and fantastic garden space. The duplex consists of two separate units, each with two bedrooms and one bathroom. The "Cherry Tree Cottage"

    Rebecca Seymour Brattleboro Area Realty

    47 Levi Howard Rd, Brattleboro, VT 05301
  • 158 Clark Ave, Brattleboro, VT 05301
    158 Clark Ave, Brattleboro, VT 05301
    158 Clark Ave, Brattleboro, VT 05301
    /39

    $339,000

    • 2 Beds
    • 1 Bath
    • 1,713 Sq Ft

    158 Clark Ave, Brattleboro, VT 05301

    Lovingly refurbished and full of timeless charm, this two bedroom, one bathroom Arts and Crafts bungalow offers bright, comfortable living within a mile from Brattleboro Memorial Hospital and both the middle and high schools. Set on a beautifully level lot, the home features a welcoming enclosed porch, a covered outdoor dining area perfect for three-season enjoyment, and a built-in one-car garage

    Andie Fusco Four Seasons Sotheby's Int'l Realty

    158 Clark Ave, Brattleboro, VT 05301
  • 69-71 Elliot St, Brattleboro, VT 05301
    69-71 Elliot St, Brattleboro, VT 05301
    69-71 Elliot St, Brattleboro, VT 05301
    /23

    $1,150,000

    • 6,442 Sq Ft

    69-71 Elliot St, Brattleboro, VT 05301

    Prime commercial opportunity in the heart of downtown Brattleboro. This mixed-use property features seven residential apartments on the upper levels and five ground-floor commercial units. Two retail spaces have direct frontage on Elliot Street, offering strong visibility, while three others open onto the Harmony Lot pedestrian area, a centrally located public parking and business zone. The

    Erica Reynolds Southern Vermont Realty Group

    69-71 Elliot St, Brattleboro, VT 05301
  • 316 Putney Rd, Brattleboro, VT 05301
    316 Putney Rd, Brattleboro, VT 05301
    316 Putney Rd, Brattleboro, VT 05301
    /28

    $239,000

    • 3 Beds
    • 1.5 Baths
    • 1,531 Sq Ft

    316 Putney Rd, Brattleboro, VT 05301

    Convenient Location & Low Maintenance Living! Enjoy easy access to shopping, public transportation and waterfront with scenic trails. The backyard is just the right size for enjoying nature and a little fresh air. This charming home combines classic character with practical updates featuring a standing seam roof, vinyl windows and aluminum siding. Inside, the home radiates its original charm

    Kerry Mulverhill Brattleboro Area Realty

    316 Putney Rd, Brattleboro, VT 05301
  • 145 Morningside Commons, Brattleboro, VT 05301
    145 Morningside Commons, Brattleboro, VT 05301
    145 Morningside Commons, Brattleboro, VT 05301
    /48

    $235,000

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    145 Morningside Commons, Brattleboro, VT 05301

    A touch of class at Morningside Commons! This condo exudes comfort and style from the flowering trees in front through the tasteful interior to the shaded patio in the rear. Updated features include laminate floors, newer carpeting on the stairs, newer cabinetry, ceiling fans in the kitchen and master bedroom, and blinds on all the windows. The community pool and tennis/pickleball courts are only

    Sally Fegley BHG Masiello Brattleboro

    145 Morningside Commons, Brattleboro, VT 05301
  • 176 High St, Brattleboro, VT 05301
    176 High St, Brattleboro, VT 05301
    176 High St, Brattleboro, VT 05301
    /16

    $488,875

    • 5 Beds
    • 4 Baths
    • 3,064 Sq Ft

    176 High St, Brattleboro, VT 05301

    Unique opportunity to invest in your own home and have revenue from 2 apartments. Located close to all that Brattleboro has to offer for unique shopping, art, theater and lots of dining venues. The 1st floor apartment has over 1500 square feet of living space with 2+ bedrooms and two bathrooms, its own covered porch and expansive deck. Additionally, there is a spacious eat in kitchen, large

    Susan Bellville Bellville Realty

    176 High St, Brattleboro, VT 05301
  • 11 Maple St, Brattleboro, VT 05301
    11 Maple St, Brattleboro, VT 05301
    11 Maple St, Brattleboro, VT 05301
    /29

    $329,000

    • 4 Beds
    • 2 Baths
    • 1,548 Sq Ft

    11 Maple St, Brattleboro, VT 05301

    Charming and well-built Cape-style home featuring 4 bedrooms and 2 full baths. The updated kitchen boasts tiled floors, generous counter space, and modern finishes—perfect for the home chef. Just off the kitchen, the dining room includes a sliding door that opens to the backyard and patio, ideal for indoor-outdoor entertaining.Beautiful hardwood floors run throughout the home—no carpet here. The

    Monica Sumner BHG Masiello Brattleboro

    11 Maple St, Brattleboro, VT 05301
  • 29 Canal St, Brattleboro, VT 05301
    29 Canal St, Brattleboro, VT 05301
    29 Canal St, Brattleboro, VT 05301
    /26

    $745,000

    • 18 Beds
    • 8 Baths
    • 4,932 Sq Ft

    29 Canal St, Brattleboro, VT 05301

    High cash flow 100% occupied 8 unit located in downtown Brattleboro. This property was recently renovated and is being listed at a 11% cap and an annual Net Operating Income estimated at north of ~$80K (12% cap without management fees). The property features an attractive mix of unit types and sizes including 4x rarely available oversized 3br, 2x2br and 2x1brA new owner can step into to this

    Michael Gilman 3GEN Real Estate Inc

    29 Canal St, Brattleboro, VT 05301
  • 22 Chestnut St, Brattleboro, VT 05301
    22 Chestnut St, Brattleboro, VT 05301
    22 Chestnut St, Brattleboro, VT 05301
    /51

    $544,400

    • 6 Beds
    • 4 Baths
    • 3,000 Sq Ft

    22 Chestnut St, Brattleboro, VT 05301

    4 condo units being sold together as a great residential package investment opportunity! Rent them, live in one and/or sell them off individually. This offering includes 4 of 5 units in a charming condo development just minutes from downtown, the hospital, shopping, and I-91. Unit 5 has been sold. The property features a large shared yard, off-street parking, and strong rental potential. The

    Erica Reynolds Southern Vermont Realty Group

    22 Chestnut St, Brattleboro, VT 05301
  • 412 Western Ave, Brattleboro, VT 05301
    412 Western Ave, Brattleboro, VT 05301
    412 Western Ave, Brattleboro, VT 05301
    /5

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 2,014 Sq Ft

    412 Western Ave, Brattleboro, VT 05301

    The cutest house on the block! Only 1 house from the famous deli for eats, right near the entrance to I 91, both north and south for travel or work and 2 minutes away from Memorial Park with all it offers....skating, ball games, pools, sliding, skiing. Plus it has a great back yard, 2 levels of decks and a front porch to add to the package. This 1860's Mansard is so sweet, filled with character

    Christine Lewis Brattleboro Area Realty

    412 Western Ave, Brattleboro, VT 05301
  • 36 Spruce St, Brattleboro, VT 05301
    36 Spruce St, Brattleboro, VT 05301
    36 Spruce St, Brattleboro, VT 05301
    /13

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft

    36 Spruce St, Brattleboro, VT 05301

    Perfect investment. Choose which flat you want to live in and have a bit of income, OR...consider this a long term investment! Such a special location and huge yard. Consider developing more apartments in the back of the house, and rent out the 40 x 40 steel frame building...OR develop into your dream workshop and let the rentals help pay for your fun. Rentals are below market for the

    Christine Lewis Brattleboro Area Realty

    36 Spruce St, Brattleboro, VT 05301
  • 1845 Hatch School Rd, Brattleboro, VT 05301
    1845 Hatch School Rd, Brattleboro, VT 05301
    1845 Hatch School Rd, Brattleboro, VT 05301
    /58

    $1,338,000

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    1845 Hatch School Rd, Brattleboro, VT 05301

    Stunning Contemporary Farmhouse with Expansive Grounds & Ultimate Privacy. Nestled in the heart of nature, this beautifully designed contemporary farmhouse offers the perfect blend of modern comfort and rustic charm. Set on a sprawling property with open fields, mature maple trees, and two serene ponds. Stone walls, a stone barn, and an orchard add to the picturesque landscape. The home features

    Richard Caplan Deerfield Valley Real Estate

    1845 Hatch School Rd, Brattleboro, VT 05301
  • 1324 Middle Rd, Brattleboro, VT 05301
    1324 Middle Rd, Brattleboro, VT 05301
    1324 Middle Rd, Brattleboro, VT 05301
    /46

    $2,490,000

    • 7 Beds
    • 7.5 Baths
    • 8,718 Sq Ft

    1324 Middle Rd, Brattleboro, VT 05301

    Truly a rare and remarkable property. This custom home was lovingly designed and constructed in 2005 with a clear vision for bringing the Vermont scenery in, while maintaining the rustic charm befitting a country estate. The main house features gorgeous exposed timber frame construction throughout, natural wood flooring, paneling, and trim, extensive artisan stonework inside and out, including 3

    Adam Palmiter Berkley & Veller Greenwood/Dover

    1324 Middle Rd, Brattleboro, VT 05301
  • 7 Deepwood Park, Brattleboro, VT 05301
    7 Deepwood Park, Brattleboro, VT 05301
    7 Deepwood Park, Brattleboro, VT 05301
    /60

    $159,000

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    7 Deepwood Park, Brattleboro, VT 05301

    Price improvement!!! Charming one level mobile home with addition in Tri Park Co-op. 3 bedrooms, 2 bathrooms, eat in kitchen, large living room, den/other room, large back deck for entertaining and BBQs and a full concrete foundation!!! Great property! Don't miss this opportunity! Seller to pay buy in fee to the park for buyer at time of closing!!!

    Emily Lagerberg R.H. Thackston & Company

    7 Deepwood Park, Brattleboro, VT 05301
  • 46-48 Lexington Ave, Brattleboro, VT 05301
    46-48 Lexington Ave, Brattleboro, VT 05301
    46-48 Lexington Ave, Brattleboro, VT 05301
    /5

    $89,000

    • Land
    • 0.21 Acre
    • $423,810 per Acre

    46-48 Lexington Ave, Brattleboro, VT 05301

    This open, level, in-town building lot is a blank slate awaiting its next chapter. Tucked away in a small neighborhood on a dead-end street, this location offers easy accessibility to shopping, restaurants, public transportation and the interstate. Utilities are readily available, including existing hookups for town water and sewer. A unique opportunity!

    Stephanie Wilde Brattleboro Area Realty

    46-48 Lexington Ave, Brattleboro, VT 05301
  • 50 Terrace St, Brattleboro, VT 05301
    50 Terrace St, Brattleboro, VT 05301
    50 Terrace St, Brattleboro, VT 05301
    /5

    $680,000

    • Studio
    • 5,540 Sq Ft

    50 Terrace St, Brattleboro, VT 05301

    SUPERB OPPORTUNITY to acquire one of Brattleboro’s nicest multi-family, investment properties!! Situated in one of THE BEST neighborhoods in Brattleboro, Vermont, this sweet, money-maker offers 7 units on a quiet street that is SOOO close to downtown Brattleboro. What every investor dreams of!!! Location, quality condition and build, spacious unit size, superb level, off-street parking, and

    Dan Normandeau Berkley & Veller Greenwood Country

    50 Terrace St, Brattleboro, VT 05301
  • 24 Summit Cir, West Brattleboro, VT 05301
    24 Summit Cir, West Brattleboro, VT 05301
    /2

    $90,000

    • Land
    • 1.97 Acres
    • $45,685 per Acre

    24 Summit Cir, West Brattleboro, VT 05301

    Gorgeous building lot nestled into a prime development on a wooded hillside in Southern Vermont. The 1.97 wooded lot is minutes to downtown Brattleboro, yet private and rural!

    Claire Renaud Berkley & Veller Greenwood Country

    24 Summit Cir, West Brattleboro, VT 05301
  • 203 Fairview St, Brattleboro, VT 05301
    203 Fairview St, Brattleboro, VT 05301
    203 Fairview St, Brattleboro, VT 05301
    /10

    $59,900

    • Land
    • 0.25 Acre
    • $239,600 per Acre

    203 Fairview St, Brattleboro, VT 05301

    In-town lots are few and far between these days but are such a great option! Design your own low inpact, energy efficient home, your dream home! This is your spot! This neighborhood is friendly and convenient to schools, Memorial Park, shopping, hospitals and just minutes to 91. The .25 acre lot is cleared and ready to go with easy access to town water and sewer. House site is set back from the

    Rebecca Seymour Brattleboro Area Realty

    203 Fairview St, Brattleboro, VT 05301
  • 211 High St, Brattleboro, VT 05301
    211 High St, Brattleboro, VT 05301
    211 High St, Brattleboro, VT 05301
    /15

    $100,000

    • 2,090 Sq Ft

    211 High St, Brattleboro, VT 05301

    Here's a great opportunity! Formerly a 2 unit multi-family, this is currently a shell ready for your finishing! This property will need everything ... heating, electrical, plumbing, exterior work and full interior finishing. Very convenient to downtown, some off street parking but nicely sited above the road. Please do NOT park in the driveway.

    A.J. Bellville Bellville Realty

    211 High St, Brattleboro, VT 05301
  • 25 Cottage St, Brattleboro, VT 05301
    25 Cottage St, Brattleboro, VT 05301
    25 Cottage St, Brattleboro, VT 05301
    /5

    $380,000

    • 6 Beds
    • 4 Baths
    • 3,264 Sq Ft

    25 Cottage St, Brattleboro, VT 05301

    Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking

    Christine Lewis Brattleboro Area Realty

    25 Cottage St, Brattleboro, VT 05301
  • 000 Fort Dummer Heights Unit 1 and 2, Brattleboro, VT 05301
    000 Fort Dummer Heights Unit 1 and 2, Brattleboro, VT 05301
    000 Fort Dummer Heights Unit 1 and 2, Brattleboro, VT 05301
    /9

    $250,000

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

    000 Fort Dummer Heights Unit 1 and 2, 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 Unit 1 and 2, Brattleboro, VT 05301
  • 00 Fort Dummer Heights Unit 2, Brattleboro, VT 05301
    00 Fort Dummer Heights Unit 2, Brattleboro, VT 05301
    /2

    $150,000

    • Land
    • 2.05 Acres
    • $73,171 per Acre

    00 Fort Dummer Heights Unit 2, Brattleboro, VT 05301

    Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? Easy to build!!! The land is open, so no fuss with a lot of prep. 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

    00 Fort Dummer Heights Unit 2, Brattleboro, VT 05301

Showing Results 1 - 40, Page 1 of 2

Vermont Brattleboro

Real Estate & Homes for Sale in Brattleboro, VT

Why Live in Brattleboro

On the southeastern edge of Vermont, Brattleboro started as a trading gateway along the Connecticut River before developing into a bookbinding and pipe organ manufacturing town in the 1800s. Today, the small town of about 12,000 residents offers both an artsy and outdoorsy way of life. “We’re a service town for the more rural areas around our outskirts, and city folk have found us, so we’ve become more desirable,” says Christine Lewis, a local broker at Brattleboro Area Realty. “Our landscape is lumpy; we have hills and valleys that give us nic ...

Learn more about living in Brattleboro

Frequently Asked Questions

What is the average home price in Brattleboro, VT?
Homes for sale in Brattleboro, VT have an average home price of $441,796.
Are home prices dropping in Brattleboro?
Yes, home prices in Brattleboro are down 11% in the last 12 months.
How many homes have sold over the last 12 months in Brattleboro, VT?
68 homes have sold in Brattleboro, VT over the last 12 months.
What are the most popular zip codes in Brattleboro, VT?
The most popular zip codes in Brattleboro, VT include 05356, 05301, 03431, 05363 and 01301.
How much do you need to make to afford a house in Brattleboro?
The median home price in Brattleboro is $344,000. If you put a 20% down payment of $68,800 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $1,710 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $73K a year to afford the median home price in Brattleboro.
How are the schools in Brattleboro, VT?
Brattleboro, VT has highly rated public and private schools. Some of the best schools in Brattleboro based on Niche Grades are St. Michael Catholic School, Brattleboro Union High School and Dummerston School. Browse all the schools in Brattleboro, VT to learn more.

Home Trends in Brattleboro, VT

On average, homes in Brattleboro, VT sell after 59 days on the market compared to the national average of 49 days. The median sale price for homes in Brattleboro, VT over the last 12 months is $335,000, down 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$335,000
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$234,000
Median 2 Bedroom Sale Price
$235,000
Median 1 Bedroom Sale Price
$163,500
Average Price Per Sq Ft
$222
Number of Homes for Sale
26
Last 12 months Home Sales
68
Months of Supply
4.60
Median List Price
$344,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group