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Welcome to 44 Cedar St! A charming and inviting 3-bedroom home located in a highly desirable neighborhood. This home offers a bright and functional open-concept kitchen with a pantry and plenty of additional storage, flowing seamlessly into the main living space, filled with abundant natural light and a warm, welcoming atmosphere. The living room features a hearth and fireplace with a woodstove insert, perfect for cold winter days and nights. A convenient mudroom provides lots of storage space and helps keep everyday living organized. A half-bath is located on the first floor, while two additional bedrooms and a full bathroom are situated on the second floor, offering ideal flexibility for guests, family, or a home office. The main level also includes a spacious primary bedroom that enjoys direct access to a beautifully landscaped, fenced-in backyard—creating a private, peaceful outdoor retreat perfect for relaxing or entertaining. This versatile space can also function as an additional living area, studio, or flex space to suit your needs. Enjoy quiet mornings or unwind in the evenings on the screened-in front porch—an inviting extension of the living space perfect for relaxation. Outside, a charming pergola creates a delightful setting for entertaining, dining al fresco, or gathering with friends and family in a serene outdoor environment. This beautifully maintained home is situated just minutes from the Retreat Trails and Harris Hill Ski Jump, and within walking distance to downtown, offering the perfect blend of outdoor recreation, convenience, and small-town charm. Don’t miss the opportunity to make this warm, inviting, and truly special home your own! Showings will begin on Friday, May 8th, with an Open House on Saturday, May 9th from 11:00 AM – 2:00 PM.

3 Beds ⋅ 2 Baths ⋅ 5086268 MLS

Welcome to 44 Cedar St! A charming and inviting 3-bedroom home located in a highly desirable neighborhood. This home offers a bright and functional open-concept kitchen with a pantry and plenty of additional storage, flowing seamlessly into the main living space, filled with abundant natural light and a warm, welcoming atmosphere. The living room features a hearth and fireplace with a woodstove insert, perfect for cold winter days and nights. A convenient mudroom provides lots of storage space and helps keep everyday living organized. A half-bath is located on the first floor, while two additional bedrooms and a full bathroom are situated on the second floor, offering ideal flexibility for guests, family, or a home office. The main level also includes a spacious primary bedroom that enjoys direct access to a beautifully landscaped, fenced-in backyard—creating a private, peaceful outdoor retreat perfect for relaxing or entertaining. This versatile space can also function as an additional living area, studio, or flex space to suit your needs. Enjoy quiet mornings or unwind in the evenings on the screened-in front porch—an inviting extension of the living space perfect for relaxation. Outside, a charming pergola creates a delightful setting for entertaining, dining al fresco, or gathering with friends and family in a serene outdoor environment. This beautifully maintained home is situated just minutes from the Retreat Trails and Harris Hill Ski Jump, and within walking distance to downtown, offering the perfect blend of outdoor recreation, convenience, and small-town charm. Don’t miss the opportunity to make this warm, inviting, and truly special home your own! Showings will begin on Friday, May 8th, with an Open House on Saturday, May 9th from 11:00 AM – 2:00 PM.

44 Cedar St, Brattleboro

$450,000

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 from-the-studs rebuild in 2018, serving as a pilot for high-performance building science. It is now fully electric and fossil-fuel free, featuring : Air-to-water heat pump for heating/cooling and an Energy Recovery Ventilation (ERV) system for superior indoor air quality. The home also has a super-insulated, airtight building envelope ensuring year-round comfort and efficiency, with a durable standing seam roof equipped with solar panels. The interior honors its heritage while embracing sustainable, modern design, using eco- friendly materials: copper countertops, natural linoleum flooring, and Energy Star appliances. Modern mechanical systems and smart features throughout, you get turn-key Peace of Mind.: Every major system-from insulation to infrastructure-is new, offering a rare level of durability in a vintage home. 81 Chapin Street is more than a renovation; it’s a blueprint for the future. For those seeking environmental responsibility without sacrificing historic charm, this is a truly unique opportunity.

3 Beds ⋅ 3 Baths ⋅ 5082621 MLS

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 from-the-studs rebuild in 2018, serving as a pilot for high-performance building science. It is now fully electric and fossil-fuel free, featuring : Air-to-water heat pump for heating/cooling and an Energy Recovery Ventilation (ERV) system for superior indoor air quality. The home also has a super-insulated, airtight building envelope ensuring year-round comfort and efficiency, with a durable standing seam roof equipped with solar panels. The interior honors its heritage while embracing sustainable, modern design, using eco- friendly materials: copper countertops, natural linoleum flooring, and Energy Star appliances. Modern mechanical systems and smart features throughout, you get turn-key Peace of Mind.: Every major system-from insulation to infrastructure-is new, offering a rare level of durability in a vintage home. 81 Chapin Street is more than a renovation; it’s a blueprint for the future. For those seeking environmental responsibility without sacrificing historic charm, this is a truly unique opportunity.

81 Chapin St, Brattleboro

$450,000

Step back in time and discover the enchanting potential of this distinguished 1940 Colonial, perfectly positioned to capture the spirit of Brattleboro. Perched on a generous 0.79-acre level lot, this home offers a rare blend of expansive personal space and convenient in-town living. From the moment you arrive, the classic lines, wood siding, and enduring slate roof hint at the craftsmanship of a bygone era. Inside, the home spans a spacious 2,756 square feet, featuring four bedrooms plus bonus room and three bathrooms that provide ample room for family, guests, or creative pursuits. While the interiors are ready for a thoughtful restoration, the home's historic character serves as a beautiful canvas for your vision. This is a unique opportunity to breathe new life into a property with significant provenance, preserving its architectural soul while infusing it with modern comforts and your own personal style.The true magic of this property lies in its setting. Imagine waking up to sweeping, picturesque views of the West River Meadows, a daily reminder of Vermont's natural beauty right from your back yard. Despite this serene visual escape, you are just a short, pleasant walk from the vibrant heartbeat of downtown Brattleboro, where local shops, dining, and community events await. This residence offers the best of both worlds: a private, historic retreat with the convenience of a walkable, connected lifestyle. There are extensive berry bushes, a vegetable garden, and perennials growing on the property. Don't miss this rare opportunity.

4 Beds ⋅ 3 Baths ⋅ 5076579 MLS

Step back in time and discover the enchanting potential of this distinguished 1940 Colonial, perfectly positioned to capture the spirit of Brattleboro. Perched on a generous 0.79-acre level lot, this home offers a rare blend of expansive personal space and convenient in-town living. From the moment you arrive, the classic lines, wood siding, and enduring slate roof hint at the craftsmanship of a bygone era. Inside, the home spans a spacious 2,756 square feet, featuring four bedrooms plus bonus room and three bathrooms that provide ample room for family, guests, or creative pursuits. While the interiors are ready for a thoughtful restoration, the home's historic character serves as a beautiful canvas for your vision. This is a unique opportunity to breathe new life into a property with significant provenance, preserving its architectural soul while infusing it with modern comforts and your own personal style.The true magic of this property lies in its setting. Imagine waking up to sweeping, picturesque views of the West River Meadows, a daily reminder of Vermont's natural beauty right from your back yard. Despite this serene visual escape, you are just a short, pleasant walk from the vibrant heartbeat of downtown Brattleboro, where local shops, dining, and community events await. This residence offers the best of both worlds: a private, historic retreat with the convenience of a walkable, connected lifestyle. There are extensive berry bushes, a vegetable garden, and perennials growing on the property. Don't miss this rare opportunity.

214 Putney Rd, Brattleboro

$450,000

This beautifully renovated in-town home blends character, comfort, and convenience. From the welcoming front porch to the shaded backyard and new deck, every space has been thoughtfully updated. The sunny kitchen offers granite countertops, stainless steel appliances, and a well-planned pantry, while the living room is anchored by a handsome Italian pellet stove; efficient, warm, and the perfect gathering spot in winter. Hardwood floors, custom built-ins, and fresh finishes throughout give the home both charm and polish. Upstairs, the fully re-imagined attic is the showpiece. Once just storage, it now shines as the best room in the house: a spacious bedroom suite with a radiant-heated bathroom, raised soaking tub, ductless mini-split, and dormer windows framing a Japanese red maple. Three additional bedrooms on the second floor feature updated closets, built-ins, a working fireplace and new mini-splits for year-round comfort. There's also a lovely sleeping porch off the second floor and a front foyer and back mudroom. Energy-conscious upgrades include spray-foam insulation, a heat pump hot water heater, replacement windows, and a Nest thermostat, making the home as efficient as it is inviting. Close to downtown, convenient to everywhere, including the Retreat trails. Delayed showings start with an Open House, Saturday, September 27, 10am-noon.

4 Beds ⋅ 3 Baths ⋅ 5062387 MLS

This beautifully renovated in-town home blends character, comfort, and convenience. From the welcoming front porch to the shaded backyard and new deck, every space has been thoughtfully updated. The sunny kitchen offers granite countertops, stainless steel appliances, and a well-planned pantry, while the living room is anchored by a handsome Italian pellet stove; efficient, warm, and the perfect gathering spot in winter. Hardwood floors, custom built-ins, and fresh finishes throughout give the home both charm and polish. Upstairs, the fully re-imagined attic is the showpiece. Once just storage, it now shines as the best room in the house: a spacious bedroom suite with a radiant-heated bathroom, raised soaking tub, ductless mini-split, and dormer windows framing a Japanese red maple. Three additional bedrooms on the second floor feature updated closets, built-ins, a working fireplace and new mini-splits for year-round comfort. There's also a lovely sleeping porch off the second floor and a front foyer and back mudroom. Energy-conscious upgrades include spray-foam insulation, a heat pump hot water heater, replacement windows, and a Nest thermostat, making the home as efficient as it is inviting. Close to downtown, convenient to everywhere, including the Retreat trails. Delayed showings start with an Open House, Saturday, September 27, 10am-noon.

230 Western Ave, Brattleboro

$447,700

Tranquil Woodland Setting. Situated at the end of a peaceful neighborhood road, this classic Vermont-style cape has been thoughtfully designed to nestle perfectly within its forested lot. Experience the serenity of your own tree house in the woods, enjoying a country ambiance while still being conveniently close to Brattleboro’s amenities and I-91. Step into the efficiently arranged, fully equipped kitchen, which features an eat-in counter for casual meals. The kitchen space seamlessly connects to a sunny dining area then flows into the living space warmed by a wood stove and offering views of the deck and the surrounding woods. The oak-floored hallway leads to the formal entrance and includes a convenient half-bath for guests. The ensuite primary bedroom is filled with windows, allowing for ample natural light. This versatile space can easily double as an entertainment room or be transformed into a spacious office, depending on your needs. Upstairs, you will find two spacious bedrooms, each with plenty of closet space. A bath with a shower and skylight, offers a bright and inviting atmosphere. Additionally, a sunny meditation room provides a tranquil spot for relaxation or quiet reflection. The ground floor features a large bonus room with a brick chimney and stove hookup, providing additional living or recreation space. Completing the home is a generously sized two-car garage with an adjacent utility room, ensuring plenty of space for storage and projects. Delay show 9/27.

3 Beds ⋅ 3 Baths ⋅ 5062452 MLS

Tranquil Woodland Setting. Situated at the end of a peaceful neighborhood road, this classic Vermont-style cape has been thoughtfully designed to nestle perfectly within its forested lot. Experience the serenity of your own tree house in the woods, enjoying a country ambiance while still being conveniently close to Brattleboro’s amenities and I-91. Step into the efficiently arranged, fully equipped kitchen, which features an eat-in counter for casual meals. The kitchen space seamlessly connects to a sunny dining area then flows into the living space warmed by a wood stove and offering views of the deck and the surrounding woods. The oak-floored hallway leads to the formal entrance and includes a convenient half-bath for guests. The ensuite primary bedroom is filled with windows, allowing for ample natural light. This versatile space can easily double as an entertainment room or be transformed into a spacious office, depending on your needs. Upstairs, you will find two spacious bedrooms, each with plenty of closet space. A bath with a shower and skylight, offers a bright and inviting atmosphere. Additionally, a sunny meditation room provides a tranquil spot for relaxation or quiet reflection. The ground floor features a large bonus room with a brick chimney and stove hookup, providing additional living or recreation space. Completing the home is a generously sized two-car garage with an adjacent utility room, ensuring plenty of space for storage and projects. Delay show 9/27.

10 Ethan Hl, Brattleboro

$442,000

Conveniently located in Brattleboro Center, this historic three-family home offers the perfect blend of Historic charm, and modern convenience. It is an ideal opportunity for an investor seeking profitable rental income or an owner-occupant looking to live on the main level while offsetting their mortgage with two additional rental units. The first-floor unit features high ceilings, French doors, built-ins, and beautiful pine floors in the living and dining rooms. The updated kitchen includes stainless steel appliances, refaced cabinets, newer floor, newer refrigerator, dishwasher, and hood. This unit offers a spacious master en-suite, a second large bedroom, a hallway bath, a mudroom entryway and a large laundry room with ample storage. The side entrance leads to a private porch and a newer, spacious Trex deck, perfect for entertaining or relaxing while enjoying cool summer breezes. The second floor contains two additional apartments. Unit 2 includes two bedrooms and one bath w/ private covered porch and separate back entrance, while Unit 3 is a studio with a combined bedroom/living area and a spacious walk-in closet. Each unit is equipped with separate electric meters and panels. Major Improvements in the last 10 years include vinyl siding (2019), a new oil tank (2019), a water tank (2018), the Trex deck, reinforced porches & pvc railings, and numerous interior upgrades. The property also features a full basement with a workshop, four parking spaces, and a newer bicycle shed. The location is ideally situated near Main Street shopping, restaurants, the hospital, museum & art center, and the Connecticut River. It is a commuter’s dream, located in close proximity to the Brattleboro Transportation Center, the Amtrak Station, and the highway (I-91). For winter and outdoor enthusiasts, it is less than an hour from premier Southern Vermont ski resorts, including Mt. Snow, Stratton, and Bromley. Don't miss out on this amazing Opportunity!

5075240 MLS

Conveniently located in Brattleboro Center, this historic three-family home offers the perfect blend of Historic charm, and modern convenience. It is an ideal opportunity for an investor seeking profitable rental income or an owner-occupant looking to live on the main level while offsetting their mortgage with two additional rental units. The first-floor unit features high ceilings, French doors, built-ins, and beautiful pine floors in the living and dining rooms. The updated kitchen includes stainless steel appliances, refaced cabinets, newer floor, newer refrigerator, dishwasher, and hood. This unit offers a spacious master en-suite, a second large bedroom, a hallway bath, a mudroom entryway and a large laundry room with ample storage. The side entrance leads to a private porch and a newer, spacious Trex deck, perfect for entertaining or relaxing while enjoying cool summer breezes. The second floor contains two additional apartments. Unit 2 includes two bedrooms and one bath w/ private covered porch and separate back entrance, while Unit 3 is a studio with a combined bedroom/living area and a spacious walk-in closet. Each unit is equipped with separate electric meters and panels. Major Improvements in the last 10 years include vinyl siding (2019), a new oil tank (2019), a water tank (2018), the Trex deck, reinforced porches & pvc railings, and numerous interior upgrades. The property also features a full basement with a workshop, four parking spaces, and a newer bicycle shed. The location is ideally situated near Main Street shopping, restaurants, the hospital, museum & art center, and the Connecticut River. It is a commuter’s dream, located in close proximity to the Brattleboro Transportation Center, the Amtrak Station, and the highway (I-91). For winter and outdoor enthusiasts, it is less than an hour from premier Southern Vermont ski resorts, including Mt. Snow, Stratton, and Bromley. Don't miss out on this amazing Opportunity!

176 High St, Brattleboro

$439,000

This West Brattleboro ranch style home is situated in that sought after "just outside of town" location with the hard-to-find combination of convenient proximity to the necessities and out the door access to walks on quiet country roads including the trails around the Pleasant Valley Reservoir just short drive up the road. The house has had two renovations in the past 20 years (2006 & 2015/16) and offers a great floor plan, primary bedroom suite, large modern kitchen/dining room, attached two car garage, dedicated office/study, entry/mudroom and a full "sock friendly" clean/dry walk-out basement. The home also features hardwood, softwood and tile flooring, stainless kitchen appliances and a pantry closet, a first-floor laundry, lots of storage and much more. The primary suite is separated from the main house and located at the south end with outstanding privacy. Built as an addition in 2015 to the original house it boasts pine flooring, large walk-in closet, direct access to the back decks, lots of glass for natural light and an amazing bathroom with a huge custom tile shower, soaking tub, double vanity and tons of elbow room. On the outside you'll find a large full length back deck, pole barn for extra storage, outstanding lawns and landscaped grounds with plenty of room for summer cookouts and family fun. The house systems have been upgraded and improved over recent years with two mini-splits, a Buderus OHWBB 2 zone heating system, a pellet stove in the living room, a newer 200 AMP panel with a 6.4 KW ground mounted solar array that is grid tied and offsets some utility costs and is overall a very efficient home. The primary suite addition has a full basement now attached to the original foundation which adds a bonus storage area with an at grade double door making it easy to store equipment or the "toys" in dry cool space. A very well cared for home in a great location just minutes to town. Sale subject to Seller finalizing their purchase of new primary home.

4 Beds ⋅ 2 Baths ⋅ 5079663 MLS

This West Brattleboro ranch style home is situated in that sought after "just outside of town" location with the hard-to-find combination of convenient proximity to the necessities and out the door access to walks on quiet country roads including the trails around the Pleasant Valley Reservoir just short drive up the road. The house has had two renovations in the past 20 years (2006 & 2015/16) and offers a great floor plan, primary bedroom suite, large modern kitchen/dining room, attached two car garage, dedicated office/study, entry/mudroom and a full "sock friendly" clean/dry walk-out basement. The home also features hardwood, softwood and tile flooring, stainless kitchen appliances and a pantry closet, a first-floor laundry, lots of storage and much more. The primary suite is separated from the main house and located at the south end with outstanding privacy. Built as an addition in 2015 to the original house it boasts pine flooring, large walk-in closet, direct access to the back decks, lots of glass for natural light and an amazing bathroom with a huge custom tile shower, soaking tub, double vanity and tons of elbow room. On the outside you'll find a large full length back deck, pole barn for extra storage, outstanding lawns and landscaped grounds with plenty of room for summer cookouts and family fun. The house systems have been upgraded and improved over recent years with two mini-splits, a Buderus OHWBB 2 zone heating system, a pellet stove in the living room, a newer 200 AMP panel with a 6.4 KW ground mounted solar array that is grid tied and offsets some utility costs and is overall a very efficient home. The primary suite addition has a full basement now attached to the original foundation which adds a bonus storage area with an at grade double door making it easy to store equipment or the "toys" in dry cool space. A very well cared for home in a great location just minutes to town. Sale subject to Seller finalizing their purchase of new primary home.

387 Meadow Brook Rd, Brattleboro

$435,000

Enjoy privacy and nature just minutes from town! This well-cared for 3 bedroom, 2 bath home sits on 4.81 acres, offering space, tranquility, and convenience. Features include a first-floor bedroom, bright and comfortable living areas, a beautiful three-season porch perfect for relaxing and taking in the peaceful setting, and a two-car garage for added storage and functionality. A great opportunity to enjoy country living with easy access to town amenities. OPEN HOUSE SATURDAY 3/21 11AM - 1PM.

3 Beds ⋅ 2 Baths ⋅ 5078629 MLS

Enjoy privacy and nature just minutes from town! This well-cared for 3 bedroom, 2 bath home sits on 4.81 acres, offering space, tranquility, and convenience. Features include a first-floor bedroom, bright and comfortable living areas, a beautiful three-season porch perfect for relaxing and taking in the peaceful setting, and a two-car garage for added storage and functionality. A great opportunity to enjoy country living with easy access to town amenities. OPEN HOUSE SATURDAY 3/21 11AM - 1PM.

56 Lee Rd, Brattleboro

$425,000

Timeless Cape character, thoughtful renovations, outdoor living, and rare double lot come together at Marlboro Avenue, a standout Brattleboro offering with both charm and opportunity. This four bedroom, two bath gem has been thoughtfully renovated throughout. The flexible layout includes bedrooms and a bath with a spa shower on the first floor, two additional bedrooms and a full bath upstairs, plus a finished bonus room that is great for cozy movie nights. The other side of the basement includes laundry and workshop space, along with a separate area for storage with convenient exterior access. Hardwood floors, natural light, and craftsman touches, including built-ins in the bedrooms, bring warmth and character throughout. A new mudroom entry off the kitchen adds everyday function with custom storage and a cozy electric fireplace. Outdoor living is equally inviting, with a private deck, low-maintenance gardens, mature privacy trees, a firepit, tree house, small shed, one-car garage, and a large outbuilding offering excellent space for a workshop, storage, hobbies, or creative use. Comfort and convenience continue with recently added heat pumps for efficient heating and cooling, new roof, oil baseboard heat as the primary system, public water, public sewer, and fiber optic internet. Nearby sidewalks and close proximity to local shopping, schools, recreation, Brattleboro Memorial Hospital, downtown Brattleboro, and I-91 add to the property's appeal. The double lot offers added outdoor space and possible future opportunity. Seller's attorney confirmed the second lot is buildable, though any future use should be confirmed directly with the town. With thoughtful renovations, charming details, useful spaces, and future potential, this Brattleboro property offers a compelling blend of comfort, convenience, and possibility.

4 Beds ⋅ 2 Baths ⋅ 5090833 MLS

Timeless Cape character, thoughtful renovations, outdoor living, and rare double lot come together at Marlboro Avenue, a standout Brattleboro offering with both charm and opportunity. This four bedroom, two bath gem has been thoughtfully renovated throughout. The flexible layout includes bedrooms and a bath with a spa shower on the first floor, two additional bedrooms and a full bath upstairs, plus a finished bonus room that is great for cozy movie nights. The other side of the basement includes laundry and workshop space, along with a separate area for storage with convenient exterior access. Hardwood floors, natural light, and craftsman touches, including built-ins in the bedrooms, bring warmth and character throughout. A new mudroom entry off the kitchen adds everyday function with custom storage and a cozy electric fireplace. Outdoor living is equally inviting, with a private deck, low-maintenance gardens, mature privacy trees, a firepit, tree house, small shed, one-car garage, and a large outbuilding offering excellent space for a workshop, storage, hobbies, or creative use. Comfort and convenience continue with recently added heat pumps for efficient heating and cooling, new roof, oil baseboard heat as the primary system, public water, public sewer, and fiber optic internet. Nearby sidewalks and close proximity to local shopping, schools, recreation, Brattleboro Memorial Hospital, downtown Brattleboro, and I-91 add to the property's appeal. The double lot offers added outdoor space and possible future opportunity. Seller's attorney confirmed the second lot is buildable, though any future use should be confirmed directly with the town. With thoughtful renovations, charming details, useful spaces, and future potential, this Brattleboro property offers a compelling blend of comfort, convenience, and possibility.

32 Marlboro Ave, Brattleboro

$425,000

Vermont Avenue Gem! This stunning in-town Craftsman-style home is ideally located in a highly sought-after neighborhood. Just a short 1/4 mile to downtown, or in the opposite direction, the Marina and trails await. Boasting three bedrooms and 1.5 bathrooms, this home exudes charm with its exquisite woodwork, beautiful floors, and custom-built-ins throughout. Enjoy the abundance of natural light from its southern exposure and the well-designed, inviting layout. Features include a cozy propane fireplace, central air-conditioning, a first-floor office with French doors, and a bright sunroom overlooking the fenced, level backyard. The home also offers a covered front porch and a spacious two-car garage. Incredible home, incredible neighborhood! Closing to take place on December 26, 2025, or after.

3 Beds ⋅ 2 Baths ⋅ 5063410 MLS

Vermont Avenue Gem! This stunning in-town Craftsman-style home is ideally located in a highly sought-after neighborhood. Just a short 1/4 mile to downtown, or in the opposite direction, the Marina and trails await. Boasting three bedrooms and 1.5 bathrooms, this home exudes charm with its exquisite woodwork, beautiful floors, and custom-built-ins throughout. Enjoy the abundance of natural light from its southern exposure and the well-designed, inviting layout. Features include a cozy propane fireplace, central air-conditioning, a first-floor office with French doors, and a bright sunroom overlooking the fenced, level backyard. The home also offers a covered front porch and a spacious two-car garage. Incredible home, incredible neighborhood! Closing to take place on December 26, 2025, or after.

16 Vermont Ave, Brattleboro

$415,000

Outstanding investment opportunity! This well-maintained 5-unit apartment building offers strong income in a highly desirable neighborhood close to downtown, shopping, schools, and the hospital. The property features five 1-bedroom apartments and has seen some updates, including some new vinyl replacement windows, one unit fully renovated, recently painted porches, and improvements to portions of the plumbing and electrical systems. Two car garage, off-street parking, and rear yard, adding to the property's long-term appeal and rental demand. With its prime location, valuable updates, and excellent cash-flow, this is a turnkey addition to any investment portfolio or a great opportunity for an owner looking to grow their rental holdings. Don't miss your chance to own this exceptional income-producing property! No interior photos due to tenant privacy.

5100788 MLS

Outstanding investment opportunity! This well-maintained 5-unit apartment building offers strong income in a highly desirable neighborhood close to downtown, shopping, schools, and the hospital. The property features five 1-bedroom apartments and has seen some updates, including some new vinyl replacement windows, one unit fully renovated, recently painted porches, and improvements to portions of the plumbing and electrical systems. Two car garage, off-street parking, and rear yard, adding to the property's long-term appeal and rental demand. With its prime location, valuable updates, and excellent cash-flow, this is a turnkey addition to any investment portfolio or a great opportunity for an owner looking to grow their rental holdings. Don't miss your chance to own this exceptional income-producing property! No interior photos due to tenant privacy.

126 Oak Grove Ave, Brattleboro

$415,000

All work has been done for you on this beautiful, 1932 period home. 4 bedrooms, 2 full baths, set in a high demand, desirable neighborhood. Manicured, corner lot with classical perennial plantings, two covered porches, a slate roof, and detached double garage. There are 20+ upgraded, insulated windows, with antique reproduction filling the home with natural light. Hardwood floors predominate. Renovated kitchen displays striking quartz counter tops. Thoughtfully, the owners preserved the antique hardware, including glass door knobs, as well as doors which feature French and solid-core paneling. The property also includes eye-catching window and baseboard trim, rectangular bay window in dining area, a pantry with cabinetry, and numerous custom-built-ins. The first floor has 2 bedrooms & full bath. Enjoy winter warmth of a working fireplace in the living room. The spacious, renovated upstairs bath has radiant heat flooring, a walk-in shower with glass doors, and a double sink. The full basement houses a newer boiler servicing the hydronic heating system for radiating heat from cast iron radiators, newer oil tank and hot water heater. You’ll also find a spacious laundry area with room for a workout area, workbench and yoga. Be fortunate enough to move in, settle in, and enjoy! Delayed showings until Saturday, Sept. 20th by appointment.

4 Beds ⋅ 2 Baths ⋅ 5061342 MLS

All work has been done for you on this beautiful, 1932 period home. 4 bedrooms, 2 full baths, set in a high demand, desirable neighborhood. Manicured, corner lot with classical perennial plantings, two covered porches, a slate roof, and detached double garage. There are 20+ upgraded, insulated windows, with antique reproduction filling the home with natural light. Hardwood floors predominate. Renovated kitchen displays striking quartz counter tops. Thoughtfully, the owners preserved the antique hardware, including glass door knobs, as well as doors which feature French and solid-core paneling. The property also includes eye-catching window and baseboard trim, rectangular bay window in dining area, a pantry with cabinetry, and numerous custom-built-ins. The first floor has 2 bedrooms & full bath. Enjoy winter warmth of a working fireplace in the living room. The spacious, renovated upstairs bath has radiant heat flooring, a walk-in shower with glass doors, and a double sink. The full basement houses a newer boiler servicing the hydronic heating system for radiating heat from cast iron radiators, newer oil tank and hot water heater. You’ll also find a spacious laundry area with room for a workout area, workbench and yoga. Be fortunate enough to move in, settle in, and enjoy! Delayed showings until Saturday, Sept. 20th by appointment.

155 Oak Grove Ave, Brattleboro

$410,000

New Price! $25,000.00 price drop and a revised offering... If you saw this home before you want to take a second look! The 2nd floor is now vacant! ..and ready for owner occupancy. The basement, barn and lower building are empty and ready for all YOUR stuff. Plenty of undercover storage for boats, special vehicles or lots of other toys. A workshop? Home is just right for 2 family use or revert to the single family of old...Room to expand with another apartment (check with the town) or just create a lovely expanded period home. Perfect location...Perfect sized yard...Perfect for the lively action of a multigenerational home. Please, respect the tenant, a 48 hour notice and be prepared for shoe removal for the apartments!

3 Beds ⋅ 2 Baths ⋅ 5031879 MLS

New Price! $25,000.00 price drop and a revised offering... If you saw this home before you want to take a second look! The 2nd floor is now vacant! ..and ready for owner occupancy. The basement, barn and lower building are empty and ready for all YOUR stuff. Plenty of undercover storage for boats, special vehicles or lots of other toys. A workshop? Home is just right for 2 family use or revert to the single family of old...Room to expand with another apartment (check with the town) or just create a lovely expanded period home. Perfect location...Perfect sized yard...Perfect for the lively action of a multigenerational home. Please, respect the tenant, a 48 hour notice and be prepared for shoe removal for the apartments!

36 Spruce St, Brattleboro

$408,065

Sweet! The perfect location...intown...backing up to the retreat trail system...and has a beautiful front porch and private back deck. This has been a much loved home, ready for a new generation to create their own music and harmony of life. The rooms are large, comfortable with lots of windows, real wood paneling reflecting the era, high ceilings, enough room to work from home (even an office entrance), a double sized main bedroom with walk in closet and ensuite bath. The kitchen invites an island or traditional kitchen table to keep the company close. Gardens surround the porch and deck and the sun room extends the sitting out season. Location, location, location!!! and this one has got it....please have buyers prequalified for showings.

4 Beds ⋅ 3 Baths ⋅ 5058294 MLS

Sweet! The perfect location...intown...backing up to the retreat trail system...and has a beautiful front porch and private back deck. This has been a much loved home, ready for a new generation to create their own music and harmony of life. The rooms are large, comfortable with lots of windows, real wood paneling reflecting the era, high ceilings, enough room to work from home (even an office entrance), a double sized main bedroom with walk in closet and ensuite bath. The kitchen invites an island or traditional kitchen table to keep the company close. Gardens surround the porch and deck and the sun room extends the sitting out season. Location, location, location!!! and this one has got it....please have buyers prequalified for showings.

76 Spruce St, Brattleboro

$407,000

Great location! This 3-bedroom Colonial, built in 1920 (when houses were well-built) on Upper Dummerston Road is up the road from the Brattleboro Country Club and its golf course, cross country skiing, trails, and the West River. On a comfortable 0.75 level acres, this property is private but only 10 minutes from the center of town. Lots of windows bring in lots of light. Generous living room, dining room for regular meals and holidays, 1/2 bathroom off the kitchen, a wonderful finished attic that's perfect for kids, grandchildren and guests. Large 10' x 24' deck off the kitchen. This house is move-in ready! Delayed showings begin with Open House, noon-2pm Saturday September 6th. Don't miss it!

3 Beds ⋅ 2 Baths ⋅ 5059246 MLS

Great location! This 3-bedroom Colonial, built in 1920 (when houses were well-built) on Upper Dummerston Road is up the road from the Brattleboro Country Club and its golf course, cross country skiing, trails, and the West River. On a comfortable 0.75 level acres, this property is private but only 10 minutes from the center of town. Lots of windows bring in lots of light. Generous living room, dining room for regular meals and holidays, 1/2 bathroom off the kitchen, a wonderful finished attic that's perfect for kids, grandchildren and guests. Large 10' x 24' deck off the kitchen. This house is move-in ready! Delayed showings begin with Open House, noon-2pm Saturday September 6th. Don't miss it!

155 Upper Dummerston, Brattleboro

$400,000

3 Beds ⋅ 1 Baths ⋅ 5107850 MLS

18 Sunny Acres, Brattleboro

$399,900

Tucked away on a quiet dead-end street just moments from downtown Brattleboro, this bright and inviting 3 bedroom, 1.5 bath Colonial offers the perfect blend of comfort, character, and convenience. A spacious mudroom provides a practical and welcoming entry, leading to a thoughtfully laid out interior featuring first-floor laundry, a large living room with flexible space for a home office, and a formal dining room highlighted by a generous window overlooking the private backyard. Hardwood maple floors run throughout, and four recently installed mini-splits provide efficient heating and cooling year-round. Outside, enjoy a beautifully maintained setting with established perennial gardens, raised beds, and a charming tree swing, along with a large rear deck ideal for entertaining or relaxing, an outdoor shed for additional storage, and a paved driveway and fully fenced yard. With its peaceful location and easy access to local shops, dining, and amenities, 16 Willow Street offers an exceptional place to call home. Close to Interstate 91, Mass border, hospitals, skiing, outdoor recreation and so much more! This is a must see! OPEN HOUSE ON SATURDAY, APRIL 25TH FROM 10AM-12PM.

3 Beds ⋅ 2 Baths ⋅ 5084386 MLS

Tucked away on a quiet dead-end street just moments from downtown Brattleboro, this bright and inviting 3 bedroom, 1.5 bath Colonial offers the perfect blend of comfort, character, and convenience. A spacious mudroom provides a practical and welcoming entry, leading to a thoughtfully laid out interior featuring first-floor laundry, a large living room with flexible space for a home office, and a formal dining room highlighted by a generous window overlooking the private backyard. Hardwood maple floors run throughout, and four recently installed mini-splits provide efficient heating and cooling year-round. Outside, enjoy a beautifully maintained setting with established perennial gardens, raised beds, and a charming tree swing, along with a large rear deck ideal for entertaining or relaxing, an outdoor shed for additional storage, and a paved driveway and fully fenced yard. With its peaceful location and easy access to local shops, dining, and amenities, 16 Willow Street offers an exceptional place to call home. Close to Interstate 91, Mass border, hospitals, skiing, outdoor recreation and so much more! This is a must see! OPEN HOUSE ON SATURDAY, APRIL 25TH FROM 10AM-12PM.

16 Willow St, Brattleboro

$399,000

Immaculate and well-cared-for, open-concept 4-bedroom, 3-bath ranch offers easy one-level living. Move-in ready, the home features an updated kitchen with quartz countertops, farmhouse sink, and stainless steel appliances. Freshly painted bedrooms and bamboo flooring throughout create a bright and inviting interior that blends modern style with everyday comfort. The home is equipped with two heat pumps and three mini-splits, providing efficient year-round heating and cooling. Recent updates include Renewal by Anderson egress windows, rebuilt chimney, and newer back deck. The finished lower level expands the living space with family room, kitchenette, and bath ideal for guests. French doors lead out to the stone patio, creating a wonderful space to relax. Enjoy the deck overlooking the large fenced in backyard, perfect for gardening, pets, or outdoor gatherings. Conveniently located near schools, shopping, and the hospital. A home warranty is included with the sale. Open House Saturday, May 16 11:00AM-1:00PM.

4 Beds ⋅ 3 Baths ⋅ 5088372 MLS

Immaculate and well-cared-for, open-concept 4-bedroom, 3-bath ranch offers easy one-level living. Move-in ready, the home features an updated kitchen with quartz countertops, farmhouse sink, and stainless steel appliances. Freshly painted bedrooms and bamboo flooring throughout create a bright and inviting interior that blends modern style with everyday comfort. The home is equipped with two heat pumps and three mini-splits, providing efficient year-round heating and cooling. Recent updates include Renewal by Anderson egress windows, rebuilt chimney, and newer back deck. The finished lower level expands the living space with family room, kitchenette, and bath ideal for guests. French doors lead out to the stone patio, creating a wonderful space to relax. Enjoy the deck overlooking the large fenced in backyard, perfect for gardening, pets, or outdoor gatherings. Conveniently located near schools, shopping, and the hospital. A home warranty is included with the sale. Open House Saturday, May 16 11:00AM-1:00PM.

28 Wilsons Woods Rd, Brattleboro

$395,000

A very special two unit! The main house is a spacious 3 bedroom, 1 bath with a primary bedroom and laundry on the first floor. The second unit is a desirable 1 bedroom, 1 bath. This authentic and updated Vermont home is situated on welcoming, dead-end street surrounded by woods on two sides creating a feeling of peacefulness and connection with nature. How fortunate to live in town but also have the calming surroundings of mature plantings, opportunity to garden and de-stress in your private sanctuary. Enjoy outdoor dining on the deck, located just off the dining room/kitchen area. The interior, though updated, with a fully modern kitchen and bath, maintains the best of its original features, such as exposed beams, built-ins, large windows, and hardwood floors. The attached antique barn with a workbench is an inviting space for projects or to utilize as a studio. Perhaps add a third unit? This property offers many choices. The stonework, gardens, and detached, expansive two-car garage all add to the desirability. You will be impressed with the new oil tank in 2024, condition, the privacy, the large lot, and all the accessible amenities in Brattleboro, as well as the eclectic community at large. Delayed showings until Sat Sept. 13th by appointment.

5060371 MLS

A very special two unit! The main house is a spacious 3 bedroom, 1 bath with a primary bedroom and laundry on the first floor. The second unit is a desirable 1 bedroom, 1 bath. This authentic and updated Vermont home is situated on welcoming, dead-end street surrounded by woods on two sides creating a feeling of peacefulness and connection with nature. How fortunate to live in town but also have the calming surroundings of mature plantings, opportunity to garden and de-stress in your private sanctuary. Enjoy outdoor dining on the deck, located just off the dining room/kitchen area. The interior, though updated, with a fully modern kitchen and bath, maintains the best of its original features, such as exposed beams, built-ins, large windows, and hardwood floors. The attached antique barn with a workbench is an inviting space for projects or to utilize as a studio. Perhaps add a third unit? This property offers many choices. The stonework, gardens, and detached, expansive two-car garage all add to the desirability. You will be impressed with the new oil tank in 2024, condition, the privacy, the large lot, and all the accessible amenities in Brattleboro, as well as the eclectic community at large. Delayed showings until Sat Sept. 13th by appointment.

105 Chestnut St, Brattleboro

$391,000

This meticulously maintained Cape-style home in Brattleboro, Vermont offers the perfect blend of classic charm and modern efficiency. Recent high-value improvements include a brand-new roof, upgraded 200 amp electrical service, and a dedicated electric vehicle (EV) charger. The 3 bedrooms plus office space, 2 bathrooms, dining room, and living room provide enough space to suit many options. Enjoy year-round comfort with a newly installed mini-split heating and cooling system, complemented by a cozy gas fireplace. Inside, the home features 1,686 square feet of living space with warm natural woodwork, hardwood floors, and tile finishes. Set on a level lot, the property includes a private patio and storage shed, ideal for outdoor living and convenience. Located directly across from the hospital and close to sidewalks, shops, and local amenities, this home offers the perfect turn key property in the heart of Brattleboro. Schedule a showing today!

3 Beds ⋅ 2 Baths ⋅ 5087141 MLS

This meticulously maintained Cape-style home in Brattleboro, Vermont offers the perfect blend of classic charm and modern efficiency. Recent high-value improvements include a brand-new roof, upgraded 200 amp electrical service, and a dedicated electric vehicle (EV) charger. The 3 bedrooms plus office space, 2 bathrooms, dining room, and living room provide enough space to suit many options. Enjoy year-round comfort with a newly installed mini-split heating and cooling system, complemented by a cozy gas fireplace. Inside, the home features 1,686 square feet of living space with warm natural woodwork, hardwood floors, and tile finishes. Set on a level lot, the property includes a private patio and storage shed, ideal for outdoor living and convenience. Located directly across from the hospital and close to sidewalks, shops, and local amenities, this home offers the perfect turn key property in the heart of Brattleboro. Schedule a showing today!

76 Belmont Ave, Brattleboro

$391,000

This turnkey income generator is now move in ready! One side is vacant and ready for your plans, the other has a successful Airbnb rental history and was completely renovated in 2018. Brand new hot water heater, dishwasher, garbage disposal, and toilet have just been installed. Both have in-unit washer & dryer. Enter through the thoughtfully crafted mudrooms with generous built-in storage. The open-concept kitchen, dining, and living areas create an inviting downstairs living space, while the private second floor houses the bedrooms and full bath. The Airbnb unit is available to come completely furnished as seen in photos. The other unit is a mirror image with strong rental history. This Multi-Family home features a two-car garage, mature landscaping, a generous garden area, and the most charming, quintessential New England attics that could be finished into an office, play area ... anything you can dream up. 58-60 Frost Place delivers proven performance with flexible ownership options, representing the sweet spot where investment meets lifestyle. You'll love the walking proximity to downtown but it will be nice to have parking for 8+ cars on this quiet tucked away street. This beloved Connecticut River town attracts visitors and long term residents by its unique people powered arts scene, and strong community spirit that won Vermont's 2023 "Strongest Town Contest."

5062816 MLS

This turnkey income generator is now move in ready! One side is vacant and ready for your plans, the other has a successful Airbnb rental history and was completely renovated in 2018. Brand new hot water heater, dishwasher, garbage disposal, and toilet have just been installed. Both have in-unit washer & dryer. Enter through the thoughtfully crafted mudrooms with generous built-in storage. The open-concept kitchen, dining, and living areas create an inviting downstairs living space, while the private second floor houses the bedrooms and full bath. The Airbnb unit is available to come completely furnished as seen in photos. The other unit is a mirror image with strong rental history. This Multi-Family home features a two-car garage, mature landscaping, a generous garden area, and the most charming, quintessential New England attics that could be finished into an office, play area ... anything you can dream up. 58-60 Frost Place delivers proven performance with flexible ownership options, representing the sweet spot where investment meets lifestyle. You'll love the walking proximity to downtown but it will be nice to have parking for 8+ cars on this quiet tucked away street. This beloved Connecticut River town attracts visitors and long term residents by its unique people powered arts scene, and strong community spirit that won Vermont's 2023 "Strongest Town Contest."

58-60 Frost Pl, Brattleboro

$389,000

This is a rare opportunity to own a piece of Pleasant Valley road in west Brattleboro Vermont. A solid Timberframe, designed and built in 2019 with sustainability and long term affordability as the guiding factors. This 650 square foot home is just enough to provide comfortable living with its high ceiling and extravagant windows, without having to heat and maintain extraneous space. With its wide plank pine flooring, ship lap pine walls and ceiling, radiant heat under kitchen tiles, and abundance of blown in insulation from basement to ceiling, this home is not only stunning, but easily sustainable physically and economically. The over built solar panels mounted on a standing seam roof provide more than enough energy for the present owners needs and leaves ample room for a new owner to add to any electric draw. Walk out your front door into a world of serenity and quiet with dirt roads, hiking and biking trails, and a neighborhood spread out enough to offer solitude while providing a close knit community of people who appreciate close relationship with nature, sharing your environment with wildlife, and enjoying panoramic views of southern Vermont. The thriving downtown of Brattleboro is a short drive or a comfortable bike ride away!

1 Beds ⋅ 1 Baths ⋅ 5067862 MLS

This is a rare opportunity to own a piece of Pleasant Valley road in west Brattleboro Vermont. A solid Timberframe, designed and built in 2019 with sustainability and long term affordability as the guiding factors. This 650 square foot home is just enough to provide comfortable living with its high ceiling and extravagant windows, without having to heat and maintain extraneous space. With its wide plank pine flooring, ship lap pine walls and ceiling, radiant heat under kitchen tiles, and abundance of blown in insulation from basement to ceiling, this home is not only stunning, but easily sustainable physically and economically. The over built solar panels mounted on a standing seam roof provide more than enough energy for the present owners needs and leaves ample room for a new owner to add to any electric draw. Walk out your front door into a world of serenity and quiet with dirt roads, hiking and biking trails, and a neighborhood spread out enough to offer solitude while providing a close knit community of people who appreciate close relationship with nature, sharing your environment with wildlife, and enjoying panoramic views of southern Vermont. The thriving downtown of Brattleboro is a short drive or a comfortable bike ride away!

137 Pleasant Valley Rd, Brattleboro

$385,000

Built in 2004 in this much-loved neighborhood, on a desirable one-way cul-de-sac, beautifully maintained, sits this 3-bedroom, 3-bath home. The first floor has a beautiful, large, eat-in kitchen, dining room, 1/2 bath, and access to a very spacious and inviting 16x16 deck ideal for family gatherings or entertaining, and a real sense of privacy. On the second floor, there is a primary bedroom with an ensuite bath, two more bedrooms, and another full bath. The basement is sure to impress, 22 x 19 and finished. This home has gorgeous hardwood flooring, tile, and carpet upstairs. There is a spacious two-car garage. Conveniently located, less than 10 minutes to vibrant downtown and 5 min to I-91. Enjoy country living with the convenience of town amenities minutes away.

3 Beds ⋅ 3 Baths ⋅ 5077870 MLS

Built in 2004 in this much-loved neighborhood, on a desirable one-way cul-de-sac, beautifully maintained, sits this 3-bedroom, 3-bath home. The first floor has a beautiful, large, eat-in kitchen, dining room, 1/2 bath, and access to a very spacious and inviting 16x16 deck ideal for family gatherings or entertaining, and a real sense of privacy. On the second floor, there is a primary bedroom with an ensuite bath, two more bedrooms, and another full bath. The basement is sure to impress, 22 x 19 and finished. This home has gorgeous hardwood flooring, tile, and carpet upstairs. There is a spacious two-car garage. Conveniently located, less than 10 minutes to vibrant downtown and 5 min to I-91. Enjoy country living with the convenience of town amenities minutes away.

135 Country Hl, Brattleboro

$385,000

Welcome to this classic 4-bedroom, 3-bath Colonial on a lovely level 0.81-acre lot located on a quiet cul-du-sac in one of Brattleboro’s more desirable neighborhoods. Built in the 1970s, this well-loved home offers a timeless layout with plenty of room to live, relax, and entertain. The main level features a formal living room perfect for gatherings or quiet conversation, and a formal dining room ideal for special occasions. A warm, inviting family room highlighted by a striking stone fireplace opens through sliding doors to a delightful 3-season room, extending living space and offering a peaceful spot to enjoy the outdoors. The bright kitchen includes a convenient pantry and a pass-through to the dining area for easy flow when hosting. Upstairs are four comfortable bedrooms offering flexibility for family, guests, or an office. Three full baths provide convenience for busy households. A full basement and accessible attic add valuable storage space, with potential for a workshop or fitness area in the basement. The expansive yard on a double-lot offers space for gardening, play, or outdoor enjoyment, and backs up to acres of town park land. A rare bonus, this property features both an attached and detached garage, with a loft above the attached garage, ideal for additional storage, vehicles, or hobby space. All in a fantastic location—close to schools, parks, shopping, and dining, with the peaceful feel of a mature, established neighborhood. Don’t miss the opportunity.

4 Beds ⋅ 3 Baths ⋅ 5072046 MLS

Welcome to this classic 4-bedroom, 3-bath Colonial on a lovely level 0.81-acre lot located on a quiet cul-du-sac in one of Brattleboro’s more desirable neighborhoods. Built in the 1970s, this well-loved home offers a timeless layout with plenty of room to live, relax, and entertain. The main level features a formal living room perfect for gatherings or quiet conversation, and a formal dining room ideal for special occasions. A warm, inviting family room highlighted by a striking stone fireplace opens through sliding doors to a delightful 3-season room, extending living space and offering a peaceful spot to enjoy the outdoors. The bright kitchen includes a convenient pantry and a pass-through to the dining area for easy flow when hosting. Upstairs are four comfortable bedrooms offering flexibility for family, guests, or an office. Three full baths provide convenience for busy households. A full basement and accessible attic add valuable storage space, with potential for a workshop or fitness area in the basement. The expansive yard on a double-lot offers space for gardening, play, or outdoor enjoyment, and backs up to acres of town park land. A rare bonus, this property features both an attached and detached garage, with a loft above the attached garage, ideal for additional storage, vehicles, or hobby space. All in a fantastic location—close to schools, parks, shopping, and dining, with the peaceful feel of a mature, established neighborhood. Don’t miss the opportunity.

198 Hillcrest Ter, Brattleboro

$380,000

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 bedrooms and an impressive attic space with great potential for finishing. Enjoy your front covered porch and expansive back deck with pretty views of Mount Wantastiquet and organic vegetable beds the current owner has cultivated. There have been many fine updates, like a new 2025 oil tank, a new 2025 chimney liner, a woodstove, and more. This sweet home also has a detached garage and a walk-out basement with enclosed storage. If you are seeking a stylish in-town home, this may be it! Close proximity to downtown, to enjoy our vibrant art scene, year-round farmers market, eclectic restaurants, and our proud, strong, culturally diverse community. If you like to explore, you can catch the nearby retreat meadows entrance and hike away! Showings start Friday, April 17th by appointment.

3 Beds ⋅ 1 Baths ⋅ 5083243 MLS

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 bedrooms and an impressive attic space with great potential for finishing. Enjoy your front covered porch and expansive back deck with pretty views of Mount Wantastiquet and organic vegetable beds the current owner has cultivated. There have been many fine updates, like a new 2025 oil tank, a new 2025 chimney liner, a woodstove, and more. This sweet home also has a detached garage and a walk-out basement with enclosed storage. If you are seeking a stylish in-town home, this may be it! Close proximity to downtown, to enjoy our vibrant art scene, year-round farmers market, eclectic restaurants, and our proud, strong, culturally diverse community. If you like to explore, you can catch the nearby retreat meadows entrance and hike away! Showings start Friday, April 17th by appointment.

119 Forest St, Brattleboro

$379,000

Speno Court - one of Brattleboro’s most sought after neighborhoods - is a quiet, dead end street tucked between the beloved “Tree Streets” and just a short walk from downtown. With effortless access to over 9 miles of Retreat Farm trails, this tastefully remodeled home offers the perfect blend of convenience, comfort, and charm. Natural light fills the home through large picture windows and second floor dormers, while various species of hardwood flooring throughout create a bright, cheerful feel. The spacious kitchen features granite counters, Cherry shelving, a Catalpa wood bar, and stainless appliances. It opens directly into an expansive great room—designed as a combined dining and family space—offering excellent flow and energy for gatherings of any size. On the other side of the kitchen, the formal living room adds another inviting space, complete with a fireplace, built ins, and a large picture window. A ¾ bath and two additional rooms—currently used as a bedroom and an office—round out the first floor, providing flexibility for guests, work from home needs, or single level living. Upstairs, you’ll find two generous bedrooms and a spacious full bath. The primary bedroom includes a dreamy walk in closet that feels like a rare luxury at this price point. A full basement with newer 200 amp electrical service adds storage and utility, while the large, attached 2 car garage includes fantastic stand up storage space above. Homes like this don’t come along every day. Make your move and schedule your viewing today! Showings begin 5/16/26.

3 Beds ⋅ 2 Baths ⋅ 5087868 MLS

Speno Court - one of Brattleboro’s most sought after neighborhoods - is a quiet, dead end street tucked between the beloved “Tree Streets” and just a short walk from downtown. With effortless access to over 9 miles of Retreat Farm trails, this tastefully remodeled home offers the perfect blend of convenience, comfort, and charm. Natural light fills the home through large picture windows and second floor dormers, while various species of hardwood flooring throughout create a bright, cheerful feel. The spacious kitchen features granite counters, Cherry shelving, a Catalpa wood bar, and stainless appliances. It opens directly into an expansive great room—designed as a combined dining and family space—offering excellent flow and energy for gatherings of any size. On the other side of the kitchen, the formal living room adds another inviting space, complete with a fireplace, built ins, and a large picture window. A ¾ bath and two additional rooms—currently used as a bedroom and an office—round out the first floor, providing flexibility for guests, work from home needs, or single level living. Upstairs, you’ll find two generous bedrooms and a spacious full bath. The primary bedroom includes a dreamy walk in closet that feels like a rare luxury at this price point. A full basement with newer 200 amp electrical service adds storage and utility, while the large, attached 2 car garage includes fantastic stand up storage space above. Homes like this don’t come along every day. Make your move and schedule your viewing today! Showings begin 5/16/26.

25 Speno Ct, Brattleboro

$370,000

This lovely West Brattleboro cape is located on a quiet cul-de-sac right on the outskirts of town. Built in 2002 with a spacious design, you enter through the oversized two-car garage into a contemporary kitchen. Features include granite countertops, tile floors, an elegant backsplash, and a door leading to a private terrace, ideal for family gatherings or entertaining. The first floor has dining, living, a full bath, and a first-floor bedroom, all with gorgeous oak flooring. Upstairs are two more huge bedrooms, a full bath, and great storage over the garage, which has potential for more living space. This is country living at its best, yet minutes to I-91 and all of Brattleboro conveniences.

3 Beds ⋅ 2 Baths ⋅ 5070541 MLS

This lovely West Brattleboro cape is located on a quiet cul-de-sac right on the outskirts of town. Built in 2002 with a spacious design, you enter through the oversized two-car garage into a contemporary kitchen. Features include granite countertops, tile floors, an elegant backsplash, and a door leading to a private terrace, ideal for family gatherings or entertaining. The first floor has dining, living, a full bath, and a first-floor bedroom, all with gorgeous oak flooring. Upstairs are two more huge bedrooms, a full bath, and great storage over the garage, which has potential for more living space. This is country living at its best, yet minutes to I-91 and all of Brattleboro conveniences.

115 Country Hl, Brattleboro

$369,000

MAKE YOUR APPOINTMENT TODAY! A very sweet house in a desired West Brattleboro neighborhood on nice corner lot. Pull your car right into the 2-car oversized garage and enter through the enclosed porch which makes an excellent mudroom. First floor: beautifully updated kitchen with quartz countertops and cherry cabinets, a dining area that adjoins the light-filled large living room with lovely warm hardwood floors, exposed beam, an enormous picture window that allows for streaming sunshine throughout the morning. The centrally located Hearthstone woodstove adds to the appealing aesthetics of the home and provides for a secondary heat source that warms the entire home in the winter. Down the hall- a full bath and two good-sized bedrooms with wood floors. Upstairs, you will find an expansive primary bedroom, a half bath and a large office (or 4th bedroom). There is a full, poured concrete basement with bulkhead, where one of two rooms is finished and has served as a play/rec room through the years. The other room is used for storage with shelving, includes a washer and dryer, and an on-demand water heater and furnace that are only 6 years old. Outside you will enjoy a large back deck for summer grilling and relaxing. The yard provides areas for flowering trees, sun and natural shade, plantings and play. Garage roof is brand-new. Convenient location just minutes to downtown Brattleboro, or all of the West Brattleboro offerings such as hardware store. coffee shop, farm-stands, convenience store, restaurants and more. Make your appointment today!

4 Beds ⋅ 2 Baths ⋅ 5095156 MLS

MAKE YOUR APPOINTMENT TODAY! A very sweet house in a desired West Brattleboro neighborhood on nice corner lot. Pull your car right into the 2-car oversized garage and enter through the enclosed porch which makes an excellent mudroom. First floor: beautifully updated kitchen with quartz countertops and cherry cabinets, a dining area that adjoins the light-filled large living room with lovely warm hardwood floors, exposed beam, an enormous picture window that allows for streaming sunshine throughout the morning. The centrally located Hearthstone woodstove adds to the appealing aesthetics of the home and provides for a secondary heat source that warms the entire home in the winter. Down the hall- a full bath and two good-sized bedrooms with wood floors. Upstairs, you will find an expansive primary bedroom, a half bath and a large office (or 4th bedroom). There is a full, poured concrete basement with bulkhead, where one of two rooms is finished and has served as a play/rec room through the years. The other room is used for storage with shelving, includes a washer and dryer, and an on-demand water heater and furnace that are only 6 years old. Outside you will enjoy a large back deck for summer grilling and relaxing. The yard provides areas for flowering trees, sun and natural shade, plantings and play. Garage roof is brand-new. Convenient location just minutes to downtown Brattleboro, or all of the West Brattleboro offerings such as hardware store. coffee shop, farm-stands, convenience store, restaurants and more. Make your appointment today!

120 Carriage Hill Rd, Brattleboro

$365,000

Sweet! This 5 bedroom /3 bath home is located in one of our most sought after neighborhoods, is newly remodeled, has 2 pellet stoves for economical heat and a nice back deck. Lots of opportunities to garden, relax in a hammock or play with pets. Flexible floor plan is perfect for at home workers, multigenerational living and aging in place. Hop the MOOVER and take a ride downtown, to Memorial Park or to lunch with friends. You have to see the new kitchen, baths and shiny new floors. The replacement windows, new front roof and foundation insulation help keep the heating costs reasonable...look to your budget and see if this one fits.

5 Beds ⋅ 3 Baths ⋅ 5064216 MLS

Sweet! This 5 bedroom /3 bath home is located in one of our most sought after neighborhoods, is newly remodeled, has 2 pellet stoves for economical heat and a nice back deck. Lots of opportunities to garden, relax in a hammock or play with pets. Flexible floor plan is perfect for at home workers, multigenerational living and aging in place. Hop the MOOVER and take a ride downtown, to Memorial Park or to lunch with friends. You have to see the new kitchen, baths and shiny new floors. The replacement windows, new front roof and foundation insulation help keep the heating costs reasonable...look to your budget and see if this one fits.

85 Stockwell Dr, Brattleboro

$359,000

Nestled in the sought-after Orchard Street neighborhood, this beautiful townhouse offers bright, sun-filled living spaces and a serene wooded backdrop. The rear deck extends into the backyard, creating the peaceful feeling of living in a private treehouse retreat.

4 Beds ⋅ 4 Baths ⋅ 5075118 MLS

Nestled in the sought-after Orchard Street neighborhood, this beautiful townhouse offers bright, sun-filled living spaces and a serene wooded backdrop. The rear deck extends into the backyard, creating the peaceful feeling of living in a private treehouse retreat.

87 Orchard St Unit 87, Brattleboro