494 houses for sale in Brattleboro

Offered at an affordable price! An end unit townhouse in a convenient location! Just a stone's throw from the Farmers Market and Memorial Park, this condo offers two spacious bedrooms, one and a half baths, a second floor deck and a private patio. New kitchen appliances and plenty of storage with a garage, roomy closets and a laundry room. Life is a joy when someone else handles the mowing, the plowing and the building maintenance. In the summer you can go over the bridge to shop for your fresh produce and then head over to the town park next door for swimming, tennis, pickleball, basketball, skating, even a ski hill, and hiking trails for the adventurous. Come add your own touches!

Major price reduction! This price reduction involves the seller staying on as a tenant for up to a year after closing. Ask for details! 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 windows, and glowing wood floors. First floor has a bedroom option and a full bathroom, there's a full bathroom on each floor! Plenty of room for everyone with three more bedrooms and a bathroom on the second floor. There is an additional room on the second floor with separate entrance that would make a great office, and the third floor offers an in-law potential with a one bedroom studio apartment. Property is being offered as is

Don't miss your chance to own this well-cared for, low-maintenance home. Move-in ready condominium located less than a mile to downtown Brattleboro. This home offers a bright, freshly painted kitchen and dining area. Beautiful Kraft Maid cabinetry with plenty of storage. 2 bedrooms, 1.5 baths and convenient second floor laundry. New double hung windows installed last year along with recent carpeting throughout. If you enjoy gardening, two perennial beds are awaiting your special touch. Relax on your private patio or enjoy the trails right in your backyard. Are you looking for lower maintenance' This condominium includes snow removal and landscaping as well as trash, recycling and compost removal; swimming pool, pickleball courts and a carport. Don't miss this opportunity!

Turn-Key Investment in the Heart of Brattleboro! This versatile three-unit multifamily property offers an excellent opportunity for investors. Two of the three units have been recently and extensively renovated, featuring brand-new flooring, fresh paint, modern baseboards, and updated plumbing and light fixtures. All three units are currently occupied, providing immediate cash flow. Unit 2 also benefits from a recently installed water heater. Enjoy peace of mind with separate utilities, state lead compliance, vinyl siding, and several replacement windows. Located in a highly walkable area-just steps from downtown, grocery stores, the hospital, and public transit-this property combines low maintenance with strong income potential. The spacious 2-bedroom units feature bright living areas and comfortable bedroom sizes, while the 1-bedroom unit offers a cozy, efficient layout. Each unit is thoughtfully designed to maximize natural light and functional living space. Off-street parking inclu

This inviting 2 bedroom, 2-bathroom townhouse is located with privacy but close to Brattleboro amenities. Drive into your one car garage, in addition there is a storage area and laundry room. The second floor has a spacious living room and galley kitchen with eating nook which flows into a dining room and outdoor deck. The third level of this cozy condominium has a full sectional bathroom and 2 bedrooms with vaulted ceilings. Just next door is the Living Memorial Park offering swimming, baseball games, pickleball, skiing, skating and annual events, The popular Farmer's Market is also close by. Close to 1-91 this convenient property can be your next. home sweet home. THE SELLERS WILL CONTRIBUTE 5,000.00 FOR CLOSING COST WITH ACCEPTABLE OFFER

Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share the lovely gardens and enjoy your spacious covered porch. It is heated and air-conditioned with a highly efficient, state-of-the-art heat pump, ensuring comfort in every season. The location is ideal, offering close proximity to several access points for the retreat trails, including an extensive system of hiking trails, with the closest at the nearby Chestnut Reservoir. Very short walk to downtown. The home owners fee is $156.00/month

Strong returns and future potential define this well-maintained 4-unit investment property in vibrant Brattleboro. 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 property offers exciting upside with attic space that may provide opportunities for additional living area or future expansion, subject to local approvals. Ideally located in Brattleboro, tenants enjoy the convenience of a thriving downtown known for its eclectic shops, restaurants, arts scene, and year-round community events, as well as easy access to Interstate 91 and the outdoor recreation that Southern Vermont is known for. Whether you're seeking stable cash flow or long-term value-add potential, this property delivers both in one of Vermont's most desirable communities. 3D Virtual Tours Available Upon Request

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 room for everyone in five bedrooms (and of course 7 bathrooms), a choice of large or cozy living rooms and an office to work from home. Toast your toes at either fireplace or soap stone wood stove. Invite your circle of friends to yoga, parties or create a media room in the huge, finished walk-out basement family room, plumbed and wired for a second kitchen, with 1/2 bath, easily converted to extended family suite. 47x21 bonus room with skylights and ample windows overlooking the grounds is perfect for play/gym space, artist studio, etc. 3 car detached heated, finished garage/workshop with storage

This bright, charming in-town Cape features an open-concept living and dining area with built-ins, bamboo flooring, and a decorative brick fireplace. The first floor offers two bedrooms and a full bathroom. The second floor includes two bonus rooms, ideal for a home office, playroom, or additional living space, along with an unfinished bathroom ready for completion. The home also has a one-car garage with an attached breezeway. The oil tank was replaced in 2020. Conveniently located near schools, shopping, and the hospital. This home offers great potential to make it your own. This property will require cash or conventional financing. Open house on October 31, 2026, from 11:00 AM to 1:00 PM

Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. The 3 units have been exclusively rented to The New England Center for Circus Arts students for years and maintains an exceptional occupancy history with very little vacancy. The building has been well maintained and features newer windows, vinyl siding, two oil tanks, and two boilers. Tenants pay their own electric while the owner covers heat, water, sewer, and taxes. Conveniently located just moments from downtown shopping, restaurants, entertainment, and public transportation, the property is ideally situated to support continued strong rental demand. A unique opportunity to acquire a proven income-producing property with a long track record of stable occupancy and excellent cash flow potential

Sunny and inviting, this classic ranch offers easy single-level living with 3 bedrooms, 1 full bath, and a spacious living/dining area. Classic wainscoting adds charm and character to the hallway and bathroom. Recent updates include a roof replaced in 2019 and water heater replaced in 2022. The back deck overlooks a large yard with plenty of room for gardening, pets, and entertaining, plus a shed for additional storage. The full, unfinished basement offers versatile space for storage, a workshop, hobbies, or future living space, with a propane heating stove that provides supplemental warmth and an added measure of comfort and peace of mind during a power outage. Conveniently located near schools, shopping, and the hospital

A Home Filled With Possibilities! For the first time in 43 years, this charming and comfortable Organ Street home is ready to welcome its next owner. Offering a spacious, open-concept layout and the possibility of first-floor living, this home is both functional and full of potential. The main level features a generous kitchen that flows naturally into the spacious living and dining area, creating an inviting space for everyday living and entertaining. A full bathroom with both a bathtub and walk-in stall shower, along with a first-floor washer and dryer, adds to the ease and convenience of single-level living. A versatile first-floor den could serve as a bedroom, home office, or additional living space. Upstairs, you'll find a partially finished area with a two-bedroom layout already in place, offering the opportunity to finish the space and make it your own. Whether you envision additional bedrooms, a home office, hobby space, or a combination of uses, there is room to bring your ide

Motivated Seller, Make an offer! 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 relaxing, gardening, or outdoor gatherings. Upstairs, the bedrooms offer comfortable accommodations with the opportunity to add a full bathroom in the future, allowing the home to grow with your needs. The lower level includes a separate in law suite complete with its own private entrance and laundry area, offering flexibility for guests, multi generational living, a home office, or potential rental income. Conveniently located, the property is less than a block from the Vermont Country Deli and within walking distance of the Brattleboro Farmers' Market, Memorial

Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer. Newer kitchen cabinets, countertop, flooring, bathroom vanity, vinyl windows and front door. This condo is located in a prime location with quick, easy access to I91, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more

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 room for everyone in five bedrooms (and of course 7 bathrooms), a choice of large or cozy living rooms and an office to work from home. Toast your toes at either fireplace or soap stone wood stove. Invite your circle of friends to yoga, parties or create a media room in the huge, finished walk-out basement family room, plumbed and wired for a second kitchen, with 1/2 bath, easily converted to extended family suite. 47x21 bonus room with skylights and ample windows overlooking the grounds is perfect for play/gym space, artist studio, etc. 3 car detached heated, finished garage/workshop with storage

Don't miss your chance to own this well-cared for, low-maintenance home. Move-in ready condominium located less than a mile to downtown Brattleboro. This home offers a bright, freshly painted kitchen and dining area. Beautiful Kraft Maid cabinetry with plenty of storage. 2 bedrooms, 1.5 baths and convenient second floor laundry. New double hung windows installed last year along with recent carpeting throughout. If you enjoy gardening, two perennial beds are awaiting your special touch. Relax on your private patio or enjoy the trails right in your backyard. Are you looking for lower maintenance' This condominium includes snow removal and landscaping as well as trash, recycling and compost removal; swimming pool, pickleball courts and a carport. Don't miss this opportunity!

A Home Filled With Possibilities! For the first time in 43 years, this charming and comfortable Organ Street home is ready to welcome its next owner. Offering a spacious, open-concept layout and the possibility of first-floor living, this home is both functional and full of potential. The main level features a generous kitchen that flows naturally into the spacious living and dining area, creating an inviting space for everyday living and entertaining. A full bathroom with both a bathtub and walk-in stall shower, along with a first-floor washer and dryer, adds to the ease and convenience of single-level living. A versatile first-floor den could serve as a bedroom, home office, or additional living space. Upstairs, you'll find a partially finished area with a two-bedroom layout already in place, offering the opportunity to finish the space and make it your own. Whether you envision additional bedrooms, a home office, hobby space, or a combination of uses, there is room to bring your ide

Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the woods and a small yard space. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement for extra storage with washer/dryer. Newer kitchen cabinets, countertop, flooring, bathroom vanity, vinyl windows and front door. This condo is located in a prime location with quick, easy access to I91, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more

Whether you are a first time home buyer or looking for an investment property, this is a home you will not want to miss. This property's location, which abuts Brattleboro Memorial Hospital, offers the best of both worlds as it sits atop a quiet road within a half mile of grocery stores, schools, pharmacies and shopping. The home's interior offers three bedrooms, a built in fireplace and hardwood floors. The basement features walk out access, a dedicated laundry space, ample dry storage with tons of potential to renovate into more living space. In the winter you'll love the pull-in garage with a sheltered breezeway leading inside your home, never having been exposed to the elements. The back yard is fenced in with a gate opening to a wooded area on your land with a walking trail to the hospital. With a bone dry basement, on town septic and sewer, and a new standing seam metal roof installed by the previous owner, this home is ready to be moved into and enjoyed with peace of mind for yea

Offered to the public for the first time in nearly 60 years, this majestic Colonial-style home is located in one of Brattleboro's oldest neighborhoods. The property showcases exquisite original details, including maple floors and fine hardwood trim throughout both levels. Many of the original plaster walls and ceilings have been professionally restored and await your personal color choices. The first floor provides an expansive layout designed for gathering. Enter through a generous mudroom into a functional kitchen - ready to be customized into a chef's dream or kept simple - complete with a large walk-in pantry. The kitchen flows seamlessly into the dining room, which features a built-in cabinet. Across the foyer, a bright living room opens into a cozy den or parlor with a quarter bath. Upstairs, you will find five bedrooms and a full bath, with the added potential to finish the full attic for even more living space. Situated on two combined lots, this in-town gem includes off-street

Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share the lovely gardens and enjoy your spacious covered porch. It is heated and air-conditioned with a highly efficient, state-of-the-art heat pump, ensuring comfort in every season. The location is ideal, offering close proximity to several access points for the retreat trails, including an extensive system of hiking trails, with the closest at the nearby Chestnut Reservoir. Very short walk to downtown. The home owners fee is $156.00/month

This bright, charming in-town Cape features an open-concept living and dining area with built-ins, bamboo flooring, and a decorative brick fireplace. The first floor offers two bedrooms and a full bathroom. The second floor includes two bonus rooms, ideal for a home office, playroom, or additional living space, along with an unfinished bathroom ready for completion. The home also has a one-car garage with an attached breezeway. The oil tank was replaced in 2020. Conveniently located near schools, shopping, and the hospital. This home offers great potential to make it your own. This property will require cash or conventional financing. Open house on October 31, 2026, from 11:00 AM to 1:00 PM

Quite simply, one of the finest units ever offered at Morningside Commons. This beautifully updated 2nd-FL condominium combines thoughtful design, quality upgrades, and true move-in-ready convenience in one of the association's most desirable locations. A priv. 1st-FL entry provides a practical mudroom area before leading upstairs to a bright, welcoming living space. The spacious LR flows seamlessly into the kitchen and opens to a priv. rear deck, creating an ideal setting for everyday living and entertaining. The standout kitchen features abundant cabinetry w/ soft-close drawers, brilliant under-cabinet lighting, a new butcher block island w/ seating, 5-burner gas range, pantry, and adjoining nook perfect for meals, work, or reading. The well-designed floor plan separates living areas from BR's. The generous primary BR incl. a walk-in closet and updated en-suite BA, while a second BR w/ oversized closet is ideal for guests, hobbies, or a home office. A second full BA, laundry closet,

Offered to the public for the first time in nearly 60 years, this majestic Colonial-style home is located in one of Brattleboro's oldest neighborhoods. The property showcases exquisite original details, including maple floors and fine hardwood trim throughout both levels. Many of the original plaster walls and ceilings have been professionally restored and await your personal color choices. The first floor provides an expansive layout designed for gathering. Enter through a generous mudroom into a functional kitchen - ready to be customized into a chef's dream or kept simple - complete with a large walk-in pantry. The kitchen flows seamlessly into the dining room, which features a built-in cabinet. Across the foyer, a bright living room opens into a cozy den or parlor with a quarter bath. Upstairs, you will find five bedrooms and a full bath, with the added potential to finish the full attic for even more living space. Situated on two combined lots, this in-town gem includes off-street

INVESTORS, LANDLORDS and OWNER-OCCUPANTS - HERE'S YOUR OPPORTUNITY! Whether you're looking to expand your rental portfolio, create two income-producing units, or live in one unit while the other helps offset your mortgage, this two-unit, up-and-down multifamily property is ready for its next chapter. The heavy lifting has already begun! The current owner has completed the deconstruction, removing all drywall and taking the interior down to the studs, creating a true blank canvas for your vision. Building permits were issued for the deconstruction work already completed. Additional improvements have been made throughout the property, including replacement of the existing chimney with an insulated stainless steel chimney, as well as upgrades to the roof, heating, and electrical systems. The first-floor unit has its existing systems in place, while the second-floor unit will require systems to be installed as part of the renovation. Outside, enjoy a nice, flat yard and plenty of paved par

INVESTORS, LANDLORDS and OWNER-OCCUPANTS - HERE'S YOUR OPPORTUNITY! Whether you're looking to expand your rental portfolio, create two income-producing units, or live in one unit while the other helps offset your mortgage, this two-unit, up-and-down multifamily property is ready for its next chapter. The heavy lifting has already begun! The current owner has completed the deconstruction, removing all drywall and taking the interior down to the studs, creating a true blank canvas for your vision. Building permits were issued for the deconstruction work already completed. Additional improvements have been made throughout the property, including replacement of the existing chimney with an insulated stainless steel chimney, as well as upgrades to the roof, heating, and electrical systems. The first-floor unit has its existing systems in place, while the second-floor unit will require systems to be installed as part of the renovation. Outside, enjoy a nice, flat yard and plenty of paved par

OPEN HOUSE SUNDAY 10/25 12-2:00PM. Welcome to Evergreen Lane. Enjoy comfortable, low-maintenance living in this beautifully renovated three-level condo! Featuring 2 bedrooms and 1.5 bathrooms, this inviting home offers a bright, welcoming atmosphere with sunlit rooms and fresh updates throughout. Recent improvements include new flooring, a new refrigerator, and fresh paint throughout, giving the home a clean, refreshed feel. With three levels of living space, there's room to relax, work, and entertain. Conveniently located close to shopping, recreation, a seasonal community farmers market on Saturdays and to public transportation, this condo offers a wonderful combination of comfort, convenience, and easy living

This is one of the best units at Morningside with the woods, river and view of Mount Wantastiquet beyond the patio. Every season is spectacular. And the southern orientation is great for solar heat and gardening, says the seller of 78 Morningside Commons. The seller recently replaced the storm door and put new laminate flooring in a bedroom. The kitchen installation has been replaced with oak door cabinets. The living room and kitchen have ceiling fans. A wall AC unit in a bedroom and a second portable AC unit keep the condo cool. It is just a short walk to the Association swimming pool, tennis/pickleball courts and little libraries. The common area gardens and fruit orchard, and the private garden in front of this unit create a beautiful place in which to live. 78 Morningside Commons is close to downtown Brattleboro, the hospital and the high school. 78 Morningside Commons awaits you

Sunny and inviting, this classic ranch offers easy single-level living with 3 bedrooms, 1 full bath, and a spacious living/dining area. Classic wainscoting adds charm and character to the hallway and bathroom. Recent updates include a roof replaced in 2019 and water heater replaced in 2022. The back deck overlooks a large yard with plenty of room for gardening, pets, and entertaining, plus a shed for additional storage. The full, unfinished basement offers versatile space for storage, a workshop, hobbies, or future living space, with a propane heating stove that provides supplemental warmth and an added measure of comfort and peace of mind during a power outage. Conveniently located near schools, shopping, and the hospital

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank