Brattleboro, VT Homes for Sale

/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
/37
$420,000
- 3 Beds
- 1 Bath
- 1,608 Sq Ft
880 Green River Rd, Brattleboro, VT 05301

Sweet, passive solar cape in the delightful Green River Road area of Guilford, Vermont. Meticulously located in a meadow, well set back from the road, this inviting and cozy home adeptly collects and distributes the sun’s energy when needed in the winter. While designed for passive solar comfort and low energy needs, the home also offers modern conveniences, such as a newer propane furnace, a

Dan Normandeau Berkley & Veller Greenwood Country

880 Green River Rd, Brattleboro, VT 05301
/41
$550,000
- 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
/60
$579,000
- 2 Beds
- 2.5 Baths
- 2,599 Sq Ft
290 Roel Rd, Brattleboro, VT 05301

Welcome to your dream Vermont retreat. Tucked away on 15.6 private acres at the end of a quiet country road, this 2-bedroom, 2.5-bathroom home offers an inspiring blend of rustic elegance and modern comfort. Surrounded by mature oaks and sweeping views of Mount Monadnock, Black Mountain, and the rolling green hills. This home features classic post & beam construction, soaring cathedral ceilings,

Flex Realty Group Flex Realty

290 Roel Rd, Brattleboro, VT 05301
/20
$495,000 Open Sat 11AM - 1PM
- 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
/57
$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
/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
/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
/26
$279,900
- 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
/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
/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
/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
/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
/27
$334,500 Open Sat 10AM - 12PM
- 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. Showings start Saturday 6/7 with an

Darlene Conca Keller Williams Realty Metro-Keene

49 Hampshire Cir, Brattleboro, VT 05301
/30
$325,000
- 4 Beds
- 2 Baths
- 2,146 Sq Ft
116 Edward Heights, Brattleboro, VT 05301

This spacious, single-level home is neatly tucked away on a large corner lot at the end of the street - no through-traffic! The interior features inviting, open living space on one end and separate rooms at the other, including a walk-in pantry, laundry room and bathroom with a step-in tub. The expansive yard offers both sun and shade, with a screened-in outbuilding (formerly a pool house) and a

Stephanie Wilde Brattleboro Area Realty

116 Edward Heights, Brattleboro, VT 05301
/27
$349,000 Open Sat 11AM - 1PM
- 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
/2
$175,000
- 4 Beds
- 2 Baths
- 2,562 Sq Ft
17 Thomas St, Brattleboro, VT 05301

Large 2 unit apartment building on a quiet one way street and is an easy stroll to downtown Brattleboro. There is a partially fenced yard, off street parking, 2 covered porches and shed off the rear of this home. Each spacious unit provides 2 bedrooms, bath, living room and kitchen (the lower unit also has a dining room). Full basement with newer boilers and tenants pay for heat, electric and

Robert Doyle Berkley & Veller Greenwood Country

17 Thomas St, Brattleboro, VT 05301
/33
$209,000
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
3 Record Dr, Brattleboro, VT 05301

This spacious double-wide mobile home offers structural upgrades not often found in park settings. Set on a full poured concrete walk-out basement with I-beam supports and 8" basement walls, the property includes an expansive deck constructed with reinforced framing. Inside, a primary suite with oversized glass stall shower and oversized closet complement an ADA-accessible layout featuring an

Erica Reynolds Southern Vermont Realty Group

3 Record Dr, 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
/39
$349,000
- 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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/46
$2,999,000
- 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
/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
/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
/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
/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
/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
/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
/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
/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
/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

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