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This charming (really!) 1860 Cape is a hidden gem - literally - nestled in back of the houses that are in front of it on High St and Whipple St. Three bedrooms - one first-floor bedroom - 2 bathrooms, large dining room, comfortable living room, 2 Rumford fireplaces. 2nd floor laundry room. Radiant floors & Buderus boiler provides efficient heating. Full basement with concrete radiant floor. Close to schools, playground, hospital, Main St. shopping. Showings begin with an Open House on Saturday, February 14 11am-1pm. You'll love this one, come see it!

3 Beds ⋅ 2 Baths ⋅ 5076378 MLS

This charming (really!) 1860 Cape is a hidden gem - literally - nestled in back of the houses that are in front of it on High St and Whipple St. Three bedrooms - one first-floor bedroom - 2 bathrooms, large dining room, comfortable living room, 2 Rumford fireplaces. 2nd floor laundry room. Radiant floors & Buderus boiler provides efficient heating. Full basement with concrete radiant floor. Close to schools, playground, hospital, Main St. shopping. Showings begin with an Open House on Saturday, February 14 11am-1pm. You'll love this one, come see it!

128 High St, Brattleboro

$305,000

This fun and stylish gem was built and lived in by one family. Now, it is time to pass the torch! A surprise package with the look of a Gambrel but is really a raised ranch, waiting for a finish in the lower level! Cared for lovingly, and ready to move in, you will appreciate the manicured lawn, nice deck on the back, and lower level walk out and garage. The road is dead end, so little traffic. Tucked away in West Brattleboro, you are close to shopping, hospitals, with direct routes north to south on I91 and east to west on RT 9. Bring magic to this home and sweet neighborhood and continue the legacy.

3 Beds ⋅ 2 Baths ⋅ 5094740 MLS

This fun and stylish gem was built and lived in by one family. Now, it is time to pass the torch! A surprise package with the look of a Gambrel but is really a raised ranch, waiting for a finish in the lower level! Cared for lovingly, and ready to move in, you will appreciate the manicured lawn, nice deck on the back, and lower level walk out and garage. The road is dead end, so little traffic. Tucked away in West Brattleboro, you are close to shopping, hospitals, with direct routes north to south on I91 and east to west on RT 9. Bring magic to this home and sweet neighborhood and continue the legacy.

15 Lawton Dr, Brattleboro

$300,000

Welcome to this charming, well maintained ranch built with character, exceptional functionality, and comfort on a desirable dead end street. Classic curb appeal and the timeless design allow for first-floor living with spacious living and dining areas. It is flooded with natural light from the oversized windows and features original hardwood trim, solid wood doors, built-ins, and vintage light fixtures. Currently carpeted, but beautiful oak floors are underneath. The sunroom is welcoming and bright, offering the perfect space for an artist or an afternoon retreat while connecting with nature. The floor plan includes 3 bedrooms all of which look out to the expansive, level backyard. The vintage bathroom has warm accents, featuring original cream tiles with delicate pink surrounding the tub and shower, along with a laundry chute to the basement. The outside is impressive with a large open backyard offering endless possibilities for entertaining, gardening, recreation, or future outdoor additions. There is a charming rustic outbuilding that is the perfect garden shed or potential workshop. An oversized one-car garage connects to the home via a comfortable breezeway. There's an expansive full basement with cold storage room and flexibility for hobbies or a workshop. This home is rich in character yet full of opportunity for the next special owners to add their touches. Very close to the hospital, shopping, schools, bus route, and I-91.

3 Beds ⋅ 1 Baths ⋅ 5103014 MLS

Welcome to this charming, well maintained ranch built with character, exceptional functionality, and comfort on a desirable dead end street. Classic curb appeal and the timeless design allow for first-floor living with spacious living and dining areas. It is flooded with natural light from the oversized windows and features original hardwood trim, solid wood doors, built-ins, and vintage light fixtures. Currently carpeted, but beautiful oak floors are underneath. The sunroom is welcoming and bright, offering the perfect space for an artist or an afternoon retreat while connecting with nature. The floor plan includes 3 bedrooms all of which look out to the expansive, level backyard. The vintage bathroom has warm accents, featuring original cream tiles with delicate pink surrounding the tub and shower, along with a laundry chute to the basement. The outside is impressive with a large open backyard offering endless possibilities for entertaining, gardening, recreation, or future outdoor additions. There is a charming rustic outbuilding that is the perfect garden shed or potential workshop. An oversized one-car garage connects to the home via a comfortable breezeway. There's an expansive full basement with cold storage room and flexibility for hobbies or a workshop. This home is rich in character yet full of opportunity for the next special owners to add their touches. Very close to the hospital, shopping, schools, bus route, and I-91.

30 Lexington Ave, Brattleboro

$300,000

Prime Commercial location on VT Route 9 (aka Marlboro Rd) in West Brattleboro. This corner lot features nearly 500 feet of frontage on RT 9 and Sunset Lake Rd. There are 2 buildings totalling 3 units on the property. First is a 3 bed/1 bath single family house. Second is a large barn-like structure with a wide open space with a bathroom. Downstairs in the barn is the 3rd unit that was previously used as a hair-cutting salon and features several rooms and a full bath with laundry. Currently both levels of the barn are vacant and ready for your ideas. The house is currently occupied but will be vacant in short order. Let your imagination run wild contemplating your possible uses for the space, or take it down and build new.

5049392 MLS

Prime Commercial location on VT Route 9 (aka Marlboro Rd) in West Brattleboro. This corner lot features nearly 500 feet of frontage on RT 9 and Sunset Lake Rd. There are 2 buildings totalling 3 units on the property. First is a 3 bed/1 bath single family house. Second is a large barn-like structure with a wide open space with a bathroom. Downstairs in the barn is the 3rd unit that was previously used as a hair-cutting salon and features several rooms and a full bath with laundry. Currently both levels of the barn are vacant and ready for your ideas. The house is currently occupied but will be vacant in short order. Let your imagination run wild contemplating your possible uses for the space, or take it down and build new.

503 Marlboro Rd, Brattleboro

$296,500

Welcome to a home where everyday living feels just a little more special. Offering three comfortable bedrooms and a functional, inviting layout, this property is designed for everything from quiet evenings at home to hosting family and friends. The true highlight is the incredible backyard, a rare, fully fenced, level oasis that's ready for every season of life. Fire up the grill on the spacious back deck, let the kids and pets roam freely, plant the garden you've always wanted, or gather around a fire pit under the Vermont stars. This is the kind of outdoor space buyers dream about and seldom find. In addition to the incredible yard. A fully paved driveway with room for multiple cars, space for RV's Boats and other recreational items is at your service. Located in one of Brattleboro's most convenient neighborhoods, you'll love being just minutes from vibrant downtown shops, local restaurants, schools, parks, and minutes from I-91 leaving you 30 minutes to major MA and NH Hubs. Enjoy year-round community events while still enjoying the peace and privacy of your own backyard retreat. Whether you're grabbing a morning coffee, exploring the local arts scene, or taking advantage of nearby hiking and recreation, everything you love about Brattleboro is right at your fingertips. This isn't just a place to live, it's a place to make memories. This home offers the lifestyle you've been waiting for. Don't miss your chance to experience everything this exceptional property has to offer. List Agent is related to the Sellers

3 Beds ⋅ 1 Baths ⋅ 5096011 MLS

Welcome to a home where everyday living feels just a little more special. Offering three comfortable bedrooms and a functional, inviting layout, this property is designed for everything from quiet evenings at home to hosting family and friends. The true highlight is the incredible backyard, a rare, fully fenced, level oasis that's ready for every season of life. Fire up the grill on the spacious back deck, let the kids and pets roam freely, plant the garden you've always wanted, or gather around a fire pit under the Vermont stars. This is the kind of outdoor space buyers dream about and seldom find. In addition to the incredible yard. A fully paved driveway with room for multiple cars, space for RV's Boats and other recreational items is at your service. Located in one of Brattleboro's most convenient neighborhoods, you'll love being just minutes from vibrant downtown shops, local restaurants, schools, parks, and minutes from I-91 leaving you 30 minutes to major MA and NH Hubs. Enjoy year-round community events while still enjoying the peace and privacy of your own backyard retreat. Whether you're grabbing a morning coffee, exploring the local arts scene, or taking advantage of nearby hiking and recreation, everything you love about Brattleboro is right at your fingertips. This isn't just a place to live, it's a place to make memories. This home offers the lifestyle you've been waiting for. Don't miss your chance to experience everything this exceptional property has to offer. List Agent is related to the Sellers

48 Carriage Hill Rd, Brattleboro

$296,000

This charming Victorian 3 family blends classic architecture, strong rental potential, and an exceptional opportunity for a new owner to build equity. Period details greet you at every turn - decorative exterior brackets, turned porch columns, tall windows, rich wood trim, and a welcoming front porch that sets the tone for the character inside. Well cared for and boasting great bones, the property is primed for a new owner to build upon its historic interior features and bring fresh vibrancy to the living spaces. The first floor unit showcases some of the home’s most impressive original elements, including a beautifully preserved tin ceiling, an authentic butler’s pantry, hardwood flooring, pocket doors, and natural woodwork. With a generous seven room layout, wraparound porch access, and abundant natural light, it’s an ideal option for an owner occupant. The second floor unit mirrors the first with the same spacious seven room floor plan, offering excellent rental appeal. The third floor apartment has a more modern, airy, attic style feel and features a private south facing deck—perfect for tenants seeking a unique, sun filled space. Kitchens and baths throughout the property are clean and functional, and as reflected in the photos, they present a prime opportunity for modernization—allowing the next owner to refresh the spaces and significantly enhance long term value. Set on a compact lot, the home offers a landscaped front yard and ample off street parking discreetly tucked at the rear of the property. Each apartment has separate mechanical systems, with tenants responsible for their own utilities. Conveniently located near downtown, schools, shopping, and transportation, this Victorian 3 family combines timeless character with meaningful potential—ideal for investors or owner occupants looking to build equity while enjoying the charm of a classic New England home.

5088633 MLS

This charming Victorian 3 family blends classic architecture, strong rental potential, and an exceptional opportunity for a new owner to build equity. Period details greet you at every turn - decorative exterior brackets, turned porch columns, tall windows, rich wood trim, and a welcoming front porch that sets the tone for the character inside. Well cared for and boasting great bones, the property is primed for a new owner to build upon its historic interior features and bring fresh vibrancy to the living spaces. The first floor unit showcases some of the home’s most impressive original elements, including a beautifully preserved tin ceiling, an authentic butler’s pantry, hardwood flooring, pocket doors, and natural woodwork. With a generous seven room layout, wraparound porch access, and abundant natural light, it’s an ideal option for an owner occupant. The second floor unit mirrors the first with the same spacious seven room floor plan, offering excellent rental appeal. The third floor apartment has a more modern, airy, attic style feel and features a private south facing deck—perfect for tenants seeking a unique, sun filled space. Kitchens and baths throughout the property are clean and functional, and as reflected in the photos, they present a prime opportunity for modernization—allowing the next owner to refresh the spaces and significantly enhance long term value. Set on a compact lot, the home offers a landscaped front yard and ample off street parking discreetly tucked at the rear of the property. Each apartment has separate mechanical systems, with tenants responsible for their own utilities. Conveniently located near downtown, schools, shopping, and transportation, this Victorian 3 family combines timeless character with meaningful potential—ideal for investors or owner occupants looking to build equity while enjoying the charm of a classic New England home.

110 Washington St, Brattleboro

$277,000

Enjoy a spacious kitchen that flows seamlessly into a large living area with open views of Mount Wantastiquet. This single-level ranch offers four generously sized bedrooms and a full bath, making it ideal for those seeking one-floor living and efficient heating. A cozy woodstove in the living area helps offset heating costs while adding warmth and charm. Hardwood flooring, a beautifully tiled shower, claw-foot tub, pantry, built-ins, vintage 1950s kitchen counter, and authentic hardware showcase the home’s timeless character. Ample storage throughout and a full, dry basement add comfort and practicality. Offered as an estate sale and sold as is, this property presents a wonderful opportunity to personalize a solid home in an inspiring location. With great bones and mountain views, a little paint and attention will go a long way. Showings begin Sunday, March 8th, by appointment.

4 Beds ⋅ 1 Baths ⋅ 5078134 MLS

Enjoy a spacious kitchen that flows seamlessly into a large living area with open views of Mount Wantastiquet. This single-level ranch offers four generously sized bedrooms and a full bath, making it ideal for those seeking one-floor living and efficient heating. A cozy woodstove in the living area helps offset heating costs while adding warmth and charm. Hardwood flooring, a beautifully tiled shower, claw-foot tub, pantry, built-ins, vintage 1950s kitchen counter, and authentic hardware showcase the home’s timeless character. Ample storage throughout and a full, dry basement add comfort and practicality. Offered as an estate sale and sold as is, this property presents a wonderful opportunity to personalize a solid home in an inspiring location. With great bones and mountain views, a little paint and attention will go a long way. Showings begin Sunday, March 8th, by appointment.

15 West St, Brattleboro

$275,500

There is plenty of space to garden to your heart’s content! A place to sit under mature trees for the pleasant sound of a babbling brook, and peaceful views into a quiet woods bordered by a rambling old stone wall. With almost an acre of land, this 1941 five room, country cape has an open floor plan for kitchen, dining and living room, wood beams and a friendly wood stove. There is a first floor bedroom and full bathroom. The dormered upstairs has a bedroom with a large studio/workroom beyond. The breezeway connects the house to a two car garage with loft storage. A shed behind the garage offers handy space for wood, equipment and tools. This West Brattleboro location is just four miles from downtown Brattleboro on a paved town maintained road. Access to Interstate 91 is two miles away. Showings by appointment start on Thursday May 7, 2026.

2 Beds ⋅ 1 Baths ⋅ 5087024 MLS

There is plenty of space to garden to your heart’s content! A place to sit under mature trees for the pleasant sound of a babbling brook, and peaceful views into a quiet woods bordered by a rambling old stone wall. With almost an acre of land, this 1941 five room, country cape has an open floor plan for kitchen, dining and living room, wood beams and a friendly wood stove. There is a first floor bedroom and full bathroom. The dormered upstairs has a bedroom with a large studio/workroom beyond. The breezeway connects the house to a two car garage with loft storage. A shed behind the garage offers handy space for wood, equipment and tools. This West Brattleboro location is just four miles from downtown Brattleboro on a paved town maintained road. Access to Interstate 91 is two miles away. Showings by appointment start on Thursday May 7, 2026.

364 Bonnyvale Rd, Brattleboro

$275,000

Timeless Character on Coveted Oak Grove Avenue! There's something special about an American Foursquare. Built for comfort and designed to stand the test of time, this quintessential early 20th-century home welcomes you with classic architecture, generous room sizes, and the warmth of original craftsmanship. Set on a desirable in-town lot along Oak Grove Avenue, this 3-bedroom home showcases beautiful hardwood floors, rich natural woodwork, and a cozy fireplace that anchors the inviting living room. The screened front porch is the perfect place to enjoy your morning coffee, greet neighbors, or unwind on warm summer evenings. Upstairs, you'll find three comfortable bedrooms and a full bath, while the unfinished attic offers exciting possibilities - whether you envision a studio, home office, playroom, or additional living space. Outside, there's room to garden, entertain, or simply enjoy the yard, along with the convenience of a one-car garage. Combining timeless character with everyday practicality, this home is just minutes from schools, the hospital, restaurants, shopping, and all the conveniences of in-town living. Come experience everything this Oak Grove Avenue gem has to offer.

3 Beds ⋅ 1 Baths ⋅ 5100010 MLS

Timeless Character on Coveted Oak Grove Avenue! There's something special about an American Foursquare. Built for comfort and designed to stand the test of time, this quintessential early 20th-century home welcomes you with classic architecture, generous room sizes, and the warmth of original craftsmanship. Set on a desirable in-town lot along Oak Grove Avenue, this 3-bedroom home showcases beautiful hardwood floors, rich natural woodwork, and a cozy fireplace that anchors the inviting living room. The screened front porch is the perfect place to enjoy your morning coffee, greet neighbors, or unwind on warm summer evenings. Upstairs, you'll find three comfortable bedrooms and a full bath, while the unfinished attic offers exciting possibilities - whether you envision a studio, home office, playroom, or additional living space. Outside, there's room to garden, entertain, or simply enjoy the yard, along with the convenience of a one-car garage. Combining timeless character with everyday practicality, this home is just minutes from schools, the hospital, restaurants, shopping, and all the conveniences of in-town living. Come experience everything this Oak Grove Avenue gem has to offer.

136 Oak Grove Ave, Brattleboro

$270,000

Sweet ranch home with 2 car attached garage. A lovely and level lot for gardening or outdoor entertaining, this location provides a country feel but only minutes from vibrant West Brattleboro events and businesses and a short trip brings you into downtown Brattleboro with lots of opportunities. This home with a generous living/dining space, good sized kitchen, 2 bedrooms and 1 full bathroom is great for a starter home or people looking to down size. The attached two car garage has automatic garage doors and an attached breezeway provides direct entry into the house and makes a great mud room with storage. The full basement has storage, the washer and dryer, the pellet stove and an oil hot air furnace. There is also a place to install a bathroom if you want. Use some of the basement as a workshop for projects and fix-it shop. Recent upgrades include new windows and a standing seam metal roof and hot water heater.

2 Beds ⋅ 1 Baths ⋅ 5100548 MLS

Sweet ranch home with 2 car attached garage. A lovely and level lot for gardening or outdoor entertaining, this location provides a country feel but only minutes from vibrant West Brattleboro events and businesses and a short trip brings you into downtown Brattleboro with lots of opportunities. This home with a generous living/dining space, good sized kitchen, 2 bedrooms and 1 full bathroom is great for a starter home or people looking to down size. The attached two car garage has automatic garage doors and an attached breezeway provides direct entry into the house and makes a great mud room with storage. The full basement has storage, the washer and dryer, the pellet stove and an oil hot air furnace. There is also a place to install a bathroom if you want. Use some of the basement as a workshop for projects and fix-it shop. Recent upgrades include new windows and a standing seam metal roof and hot water heater.

98 Greenleaf St, Brattleboro

$265,000

Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with sliders to the back for grilling and a living room with a picture window to the front yard, you can tuck in and enjoy. Half of the lower level is finished and is perfect for a den, at home office or playroom. Plenty of storage in the unfinished portion, so stock up on those sale items! Please be prequalified before making an appointment to view.

3 Beds ⋅ 1 Baths ⋅ 5044816 MLS

Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with sliders to the back for grilling and a living room with a picture window to the front yard, you can tuck in and enjoy. Half of the lower level is finished and is perfect for a den, at home office or playroom. Plenty of storage in the unfinished portion, so stock up on those sale items! Please be prequalified before making an appointment to view.

164 Chestnut St, Brattleboro

$255,000

Tucked away on a quiet corner just off Washington Street in Brattleboro, VT, this charming 4-bedroom, 1-bath home offers a peaceful setting with beautiful views overlooking town. Enjoy the best of both privacy and convenience, with ample parking and a generous backyard space perfect for relaxing, gardening, or entertaining. Inside, you’ll find spacious living areas filled with character, complemented by a lovely modern oak kitchen that offers both style and functionality. The home features a warm blend of handsome pine floors with inlaid accents in the kitchen and bath, adding to its unique charm. Take in the scenery from the inviting front porch, or unwind in the rear porch and patio area, ideal for enjoying Vermont’s changing seasons. This property offers a wonderful opportunity to enjoy comfortable living in a desirable location close to all that Brattleboro has to offer. OPEN HOUSE SATURDAY APRIL 25th 12-3pm

4 Beds ⋅ 1 Baths ⋅ 5084426 MLS

Tucked away on a quiet corner just off Washington Street in Brattleboro, VT, this charming 4-bedroom, 1-bath home offers a peaceful setting with beautiful views overlooking town. Enjoy the best of both privacy and convenience, with ample parking and a generous backyard space perfect for relaxing, gardening, or entertaining. Inside, you’ll find spacious living areas filled with character, complemented by a lovely modern oak kitchen that offers both style and functionality. The home features a warm blend of handsome pine floors with inlaid accents in the kitchen and bath, adding to its unique charm. Take in the scenery from the inviting front porch, or unwind in the rear porch and patio area, ideal for enjoying Vermont’s changing seasons. This property offers a wonderful opportunity to enjoy comfortable living in a desirable location close to all that Brattleboro has to offer. OPEN HOUSE SATURDAY APRIL 25th 12-3pm

134 Washington St, Brattleboro

$255,000

Set in a fantastic, highly sought-after neighborhood, this home is ideally located directly across from Oak Grove School, just around the corner from the Little League field, and within one mile of the hospital, middle and high schools, Interstate 91, and Brattleboro’s vibrant downtown shops and restaurants. This 4-bedroom, 1.5-bath Cape Cod–style home offers a quick closing opportunity and solid potential. Upstairs, you’ll find two generously sized bedrooms with freshly painted walls, gleaming hardwood floors, and a conveniently located half bath between them. The first floor features two additional bedrooms and a full bath, with all bedrooms offering ample closet space. The sun-filled living room boasts a cozy wood-burning fireplace, while the kitchen provides abundant cabinet and counter space. Relax and unwind on the inviting three-season porch—perfect for warm summer evenings. Outside, the spacious backyard offers plenty of room for gardening and outdoor enjoyment, and the garage includes an additional storage room. A full basement provides excellent storage space and includes a washer and dryer. A brand-new oil furnace was installed in January 2026. With great bones and just a few cosmetic updates, this home has the potential to truly shine. Enjoy the convenience of a prime location less than two hours from Boston and Albany, 3.5 hours from New York City, and 4 hours from Montreal. So many plusses—don’t miss this opportunity! **If you drive by - The address is 49 Clark Avenue. Do not get confused with Clark Street which is in a different area of town.**

4 Beds ⋅ 2 Baths ⋅ 5071456 MLS

Set in a fantastic, highly sought-after neighborhood, this home is ideally located directly across from Oak Grove School, just around the corner from the Little League field, and within one mile of the hospital, middle and high schools, Interstate 91, and Brattleboro’s vibrant downtown shops and restaurants. This 4-bedroom, 1.5-bath Cape Cod–style home offers a quick closing opportunity and solid potential. Upstairs, you’ll find two generously sized bedrooms with freshly painted walls, gleaming hardwood floors, and a conveniently located half bath between them. The first floor features two additional bedrooms and a full bath, with all bedrooms offering ample closet space. The sun-filled living room boasts a cozy wood-burning fireplace, while the kitchen provides abundant cabinet and counter space. Relax and unwind on the inviting three-season porch—perfect for warm summer evenings. Outside, the spacious backyard offers plenty of room for gardening and outdoor enjoyment, and the garage includes an additional storage room. A full basement provides excellent storage space and includes a washer and dryer. A brand-new oil furnace was installed in January 2026. With great bones and just a few cosmetic updates, this home has the potential to truly shine. Enjoy the convenience of a prime location less than two hours from Boston and Albany, 3.5 hours from New York City, and 4 hours from Montreal. So many plusses—don’t miss this opportunity! **If you drive by - The address is 49 Clark Avenue. Do not get confused with Clark Street which is in a different area of town.**

49 Clark Ave, Brattleboro

$250,000

This adorable single-level home offers easy living with a functional layout and comfortable living spaces. The warm and inviting interior is designed for everyday living. The home features a large living and dining area, a convenient laundry nook, a spacious primary bedroom, and two additional bedrooms that can accommodate guests, a home office, or other multi-purpose needs. Outside, you'll find a nicely-sized, level yard that offers plenty of space to enjoy gardening, outdoor activities, or simply relaxing without the burden of extensive maintenance. Whether you're a first-time buyer, looking to downsize, or seeking a low-maintenance property, this charming home provides the perfect blend of comfort and convenience. Enjoy the simplicity of one-level living while being conveniently located near the hospital, pharmacy, shopping, dining, and other everyday amenities.

3 Beds ⋅ 1 Baths ⋅ 5092993 MLS

This adorable single-level home offers easy living with a functional layout and comfortable living spaces. The warm and inviting interior is designed for everyday living. The home features a large living and dining area, a convenient laundry nook, a spacious primary bedroom, and two additional bedrooms that can accommodate guests, a home office, or other multi-purpose needs. Outside, you'll find a nicely-sized, level yard that offers plenty of space to enjoy gardening, outdoor activities, or simply relaxing without the burden of extensive maintenance. Whether you're a first-time buyer, looking to downsize, or seeking a low-maintenance property, this charming home provides the perfect blend of comfort and convenience. Enjoy the simplicity of one-level living while being conveniently located near the hospital, pharmacy, shopping, dining, and other everyday amenities.

111 Central St, Brattleboro

$248,000

69 Grove Street is a pleasant 2 unit home just a short walk from vibrant downtown. Each unit features 2 bedrooms, bath, living room and kitchen with wide board flooring and replacement windows. The first floor unit has a covered front porch, pantry and W&D hookups in the basement. The second floor apartment has an additional room (office), W&D hookups, decking and a rear staircase. Recent improvements include a new boiler, full attic insulation and new oil tanks. Tenant pays for Heat, Electric, Water & Sewer.

5088353 MLS

69 Grove Street is a pleasant 2 unit home just a short walk from vibrant downtown. Each unit features 2 bedrooms, bath, living room and kitchen with wide board flooring and replacement windows. The first floor unit has a covered front porch, pantry and W&D hookups in the basement. The second floor apartment has an additional room (office), W&D hookups, decking and a rear staircase. Recent improvements include a new boiler, full attic insulation and new oil tanks. Tenant pays for Heat, Electric, Water & Sewer.

69 Grove St, Brattleboro

$247,900

A three-level, end-unit townhouse with three bedrooms and three baths! Walk directly into the living space from the porch or the garage. This one has a spacious and airy feeling, even a sunroom addition for a quiet afternoon reading an enjoyable book and watching the birds. The primary bedroom boasts a skylight with shudders for light control, a roomy walk-in closet, and a bath with shower. With direct access to their own private patio overlooking the Whetstone Brook, the two bedrooms on the lower level share a full bath and a handy laundry room. The best part is the location! A stone’s throw to the Farmers’ Market for fresh summer produce and the town park next door for swimming, tennis, pickleball, basketball, skating, even a ski hill, and hiking trails for the adventurous. Showings begin 2/28/26.

3 Beds ⋅ 3 Baths ⋅ 5076950 MLS

A three-level, end-unit townhouse with three bedrooms and three baths! Walk directly into the living space from the porch or the garage. This one has a spacious and airy feeling, even a sunroom addition for a quiet afternoon reading an enjoyable book and watching the birds. The primary bedroom boasts a skylight with shudders for light control, a roomy walk-in closet, and a bath with shower. With direct access to their own private patio overlooking the Whetstone Brook, the two bedrooms on the lower level share a full bath and a handy laundry room. The best part is the location! A stone’s throw to the Farmers’ Market for fresh summer produce and the town park next door for swimming, tennis, pickleball, basketball, skating, even a ski hill, and hiking trails for the adventurous. Showings begin 2/28/26.

16 Robin Way, Brattleboro

$247,400

What sets this unit apart is not just that it is an end unit, but it is an end unit with a private deck! You are also right next to the path to Memorial Park for swimming, skiing, skating, baseball games, summer theatre, and so much more! Or head to the popular Saturday Farmer's Market just around the corner. This unit features two bedrooms, one and a half bathrooms, single car garage with storage and laundry. The end units are bright with extra windows and this unit has wood floors in the dining room and hall, carpet for the living room and bedrooms, and has also had efficiency upgrades. There is a charming brick patio off the dining area, think summer potted plants and fairy lights! A previous owner had a stairlift installed which could stay or go. This unit is ready to go and could not be easier!

2 Beds ⋅ 2 Baths ⋅ 5098028 MLS

What sets this unit apart is not just that it is an end unit, but it is an end unit with a private deck! You are also right next to the path to Memorial Park for swimming, skiing, skating, baseball games, summer theatre, and so much more! Or head to the popular Saturday Farmer's Market just around the corner. This unit features two bedrooms, one and a half bathrooms, single car garage with storage and laundry. The end units are bright with extra windows and this unit has wood floors in the dining room and hall, carpet for the living room and bedrooms, and has also had efficiency upgrades. There is a charming brick patio off the dining area, think summer potted plants and fairy lights! A previous owner had a stairlift installed which could stay or go. This unit is ready to go and could not be easier!

23 Robin Way, Brattleboro

$246,000

Welcome to this charming and light-filled 2-bedroom, 1 1/2 bath townhouse-style condo. Thoughtfully designed with ample closet space, this home offers both functionality and ease of living. The interior has been tastefully updated, featuring new appliances and stylish finishes that make everyday living feel effortless. Enjoy the convenience of a one-car attached garage, adding both storage and ease during all seasons. Ideally located just a five-minute drive to downtown, you’ll have quick access to shopping, restaurants, and entertainment. Outdoor enthusiasts will love being just a stone’s throw from the local farmers market and Memorial Park, offering year-round recreation including a pool, ice skating, pickleball, and even a tow rope ski hill. Whether you're looking for a full-time residence or a weekend retreat, this delightful condo checks all the boxes! Property is being offered partially furnished.

2 Beds ⋅ 2 Baths ⋅ 5086038 MLS

Welcome to this charming and light-filled 2-bedroom, 1 1/2 bath townhouse-style condo. Thoughtfully designed with ample closet space, this home offers both functionality and ease of living. The interior has been tastefully updated, featuring new appliances and stylish finishes that make everyday living feel effortless. Enjoy the convenience of a one-car attached garage, adding both storage and ease during all seasons. Ideally located just a five-minute drive to downtown, you’ll have quick access to shopping, restaurants, and entertainment. Outdoor enthusiasts will love being just a stone’s throw from the local farmers market and Memorial Park, offering year-round recreation including a pool, ice skating, pickleball, and even a tow rope ski hill. Whether you're looking for a full-time residence or a weekend retreat, this delightful condo checks all the boxes! Property is being offered partially furnished.

17 Robin Way, Brattleboro

$245,000

Move up to a designer condo! Impeccable detailing by an IKEA design team raised this unit to a high level of quality. From the marble floor entrance to the architectural ceiling over the dining area to the custom kitchen and bathroom installations to the decorator lighting to the PAX closet wardrobe systems... it all speaks "beautiful". Newer features include a propane boiler and hot water heater (2025); a ground-fault circuit breaker panel (2024); energy slim-line radiators (2014); dishwasher (2022); refrigerator (2014); gas cook-top and oven (2024); and range hood (2014). Sunlight pours in through the two side windows with a southern orientation. This end unit sits next to a recently planted fruit orchard. All this plus the condominium pool, tennis/pickleball courts, little libraries and gardens can be yours. NOTE: Each unit is allowed 2 pets, but no outdoor cats are permitted.

2 Beds ⋅ 2 Baths ⋅ 5081559 MLS

Move up to a designer condo! Impeccable detailing by an IKEA design team raised this unit to a high level of quality. From the marble floor entrance to the architectural ceiling over the dining area to the custom kitchen and bathroom installations to the decorator lighting to the PAX closet wardrobe systems... it all speaks "beautiful". Newer features include a propane boiler and hot water heater (2025); a ground-fault circuit breaker panel (2024); energy slim-line radiators (2014); dishwasher (2022); refrigerator (2014); gas cook-top and oven (2024); and range hood (2014). Sunlight pours in through the two side windows with a southern orientation. This end unit sits next to a recently planted fruit orchard. All this plus the condominium pool, tennis/pickleball courts, little libraries and gardens can be yours. NOTE: Each unit is allowed 2 pets, but no outdoor cats are permitted.

72 Morningside Commons, Brattleboro

$235,000

Unique opportunity to own a nearly 40 acre tract and 2 homes on Hinesburg Road in a great West Brattleboro location. The homes sit unseen approximately 500 feet back on a private driveway from the public road. The houses need a fair amount of repair and remodeling to get them in good condition. The main house is a cape style home with open concept kitchen/dining/living room, full bath, and 2 bedroom on the first floor with 2 bedrooms on the second floor. a large green house stands directly adjacent to the house. The 2nd home is smaller and features a large room on the main floor with kitchen area, living room and bath. Upstairs is a spacous loft bedroom. An unfinished room off the main level was added to become a hot-tub room. This 2nd house would make a nice guesthouse, office, studio or possible long term rental or AirBnb rental. A large garage structure was started but never finished. A common outdoor wood boiler was used to heat both houses and the greenhouse previously but the boiler needs repair/replacement. Several acres have been cleared on the lot. The remaining forest has some marketable timber. The property can also be accessed via a deeded right of way from Goodenough Rd. The property could be perfect for someone seeking a large private parcel of land. It may also be attractive to developers looking to build a road and develop multiple house sites.

4 Beds ⋅ 1 Baths ⋅ 5075303 MLS

Unique opportunity to own a nearly 40 acre tract and 2 homes on Hinesburg Road in a great West Brattleboro location. The homes sit unseen approximately 500 feet back on a private driveway from the public road. The houses need a fair amount of repair and remodeling to get them in good condition. The main house is a cape style home with open concept kitchen/dining/living room, full bath, and 2 bedroom on the first floor with 2 bedrooms on the second floor. a large green house stands directly adjacent to the house. The 2nd home is smaller and features a large room on the main floor with kitchen area, living room and bath. Upstairs is a spacous loft bedroom. An unfinished room off the main level was added to become a hot-tub room. This 2nd house would make a nice guesthouse, office, studio or possible long term rental or AirBnb rental. A large garage structure was started but never finished. A common outdoor wood boiler was used to heat both houses and the greenhouse previously but the boiler needs repair/replacement. Several acres have been cleared on the lot. The remaining forest has some marketable timber. The property can also be accessed via a deeded right of way from Goodenough Rd. The property could be perfect for someone seeking a large private parcel of land. It may also be attractive to developers looking to build a road and develop multiple house sites.

552 554 Hinesburg Rd, Brattleboro

$210,000

Rare to find an in-town condo with a waterfront view like this! Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the tranquil Whetstone Brook. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement with washer/dryer hookup and extra storage. The entire interior has been freshly painted, new kitchen cabinets, countertop and appliances, new bathroom vanity, bathtub surround, updated light fixtures and new flooring throughout. 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.

2 Beds ⋅ 1 Baths ⋅ 5092113 MLS

Rare to find an in-town condo with a waterfront view like this! Desirable 2 bedroom, 1 bath low maintenance, affordable home. Your spacious living/dining area has sliders looking out to the tranquil Whetstone Brook. Upstairs are 2 large bedrooms and a full bath. The lower level is a 465 square foot basement with washer/dryer hookup and extra storage. The entire interior has been freshly painted, new kitchen cabinets, countertop and appliances, new bathroom vanity, bathtub surround, updated light fixtures and new flooring throughout. 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.

40 Brookside Dr Unit 6, Brattleboro

25 Morningside Commons Unit -, Brattleboro

$205,000

Attractive 2 bedroom, rear facing, end unit condominium.

2 Beds ⋅ 2 Baths ⋅ 5095525 MLS

Attractive 2 bedroom, rear facing, end unit condominium.

25 Morningside Commons Unit -, Brattleboro

$190,000

Move-in ready and easy to maintain, this 2-bedroom, 1-bath townhouse-style condo offers comfortable living in a convenient Brattleboro location. The main level features a bright, open living and dining area with sliding doors that lead to a private patio and a peaceful, wooded backdrop. An inviting spot to relax or enjoy the outdoors. The kitchen offers plenty of cabinetry and workspace and flows easily into the main living area. Upstairs, you’ll find two generously sized bedrooms and a full bath. With 930 square feet of finished living space plus a full 465-square-foot unfinished basement, there’s excellent additional room for storage, hobbies, or everyday necessities. Conveniently located near shopping, public transportation, I-91, the Farmers Market, Living Memorial Park, and all that downtown Brattleboro has to offer. Association fees include heat, water/sewer, landscaping, and more, helping make this an appealing low-maintenance home at an accessible price point.

2 Beds ⋅ 1 Baths ⋅ 5104626 MLS

Move-in ready and easy to maintain, this 2-bedroom, 1-bath townhouse-style condo offers comfortable living in a convenient Brattleboro location. The main level features a bright, open living and dining area with sliding doors that lead to a private patio and a peaceful, wooded backdrop. An inviting spot to relax or enjoy the outdoors. The kitchen offers plenty of cabinetry and workspace and flows easily into the main living area. Upstairs, you’ll find two generously sized bedrooms and a full bath. With 930 square feet of finished living space plus a full 465-square-foot unfinished basement, there’s excellent additional room for storage, hobbies, or everyday necessities. Conveniently located near shopping, public transportation, I-91, the Farmers Market, Living Memorial Park, and all that downtown Brattleboro has to offer. Association fees include heat, water/sewer, landscaping, and more, helping make this an appealing low-maintenance home at an accessible price point.

39 Brookside Dr Unit 4, Brattleboro

$190,000

Why rent when you can own this beautifully updated townhouse in a welcoming multi-generational community, ideally located near shops, restaurants public transportation, and all the conveniences you need? The bright open-concept kitchen, dining living area has been thoughtfully renovated with fresh paint, newer cabinets and appliances. First-floor laundry adds everyday ease, featuring a newer washer and dryer, while upgraded Harvey windows fill the home with natural light. An updated half bath completes the main level. Upstairs offers two comfortable bedrooms and a full bath. Enjoy low-maintenance living along with fantastic condo amenities, including paved walkways, nicely landscaped grounds with a scenic trail around the complex, secure mailbox kiosks, an in-ground pool, tennis and pickleball courts. Whether you're relaxing at home or taking advantage of the community’s recreational options, this home truly has it all!

2 Beds ⋅ 2 Baths ⋅ 5084283 MLS

Why rent when you can own this beautifully updated townhouse in a welcoming multi-generational community, ideally located near shops, restaurants public transportation, and all the conveniences you need? The bright open-concept kitchen, dining living area has been thoughtfully renovated with fresh paint, newer cabinets and appliances. First-floor laundry adds everyday ease, featuring a newer washer and dryer, while upgraded Harvey windows fill the home with natural light. An updated half bath completes the main level. Upstairs offers two comfortable bedrooms and a full bath. Enjoy low-maintenance living along with fantastic condo amenities, including paved walkways, nicely landscaped grounds with a scenic trail around the complex, secure mailbox kiosks, an in-ground pool, tennis and pickleball courts. Whether you're relaxing at home or taking advantage of the community’s recreational options, this home truly has it all!

10 Morningside Commons, Brattleboro

$185,000

DESIRABLE END UNIT! Why rent when you can buy- giving you peace of mind, an opportunity for stability and building equity. Maybe you are a first-time homebuyer? Or someone who wants to downsize from a bigger house and time-consuming yard chores and projects to a simpler life. An investor? Enjoy easy, affordable, and low-maintenance living in this sweet two-bedroom, 1.5 bath townhouse. Storage space in the attic! Conveniently located 1/2 mile to downtown Brattleboro's Main Street, the food Co-op, the new Brattleboro train station and museum, and lots of fun shops and diverse restaurants. Association amenities: a fabulous in-grown pool, pickleball/tennis court. HOA dues include lovely landscaping, master insurance policy, plowing, snow-removal, and trash. A delightful community of neighbors in a very pretty setting. Sale is contingent on Sellers finding suitable housing/closing within 90 days of contract.

2 Beds ⋅ 2 Baths ⋅ 5095431 MLS

DESIRABLE END UNIT! Why rent when you can buy- giving you peace of mind, an opportunity for stability and building equity. Maybe you are a first-time homebuyer? Or someone who wants to downsize from a bigger house and time-consuming yard chores and projects to a simpler life. An investor? Enjoy easy, affordable, and low-maintenance living in this sweet two-bedroom, 1.5 bath townhouse. Storage space in the attic! Conveniently located 1/2 mile to downtown Brattleboro's Main Street, the food Co-op, the new Brattleboro train station and museum, and lots of fun shops and diverse restaurants. Association amenities: a fabulous in-grown pool, pickleball/tennis court. HOA dues include lovely landscaping, master insurance policy, plowing, snow-removal, and trash. A delightful community of neighbors in a very pretty setting. Sale is contingent on Sellers finding suitable housing/closing within 90 days of contract.

1 Morningside Commons, Brattleboro

$175,000

Don't wait to come view this newly remodeled, low maintenance, affordable and desirable ground floor end unit. Inviting circular flow, the spacious living room has a brand new slider with a view of the rear yard and the Whetstone brook. Plus, you have a brand new kitchen and appliances. The large bedroom with double closet has direct access to the newly renovated bath. This condo is located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more. Come visit this sweet home with an attractive price.

1 Beds ⋅ 1 Baths ⋅ 5078814 MLS

Don't wait to come view this newly remodeled, low maintenance, affordable and desirable ground floor end unit. Inviting circular flow, the spacious living room has a brand new slider with a view of the rear yard and the Whetstone brook. Plus, you have a brand new kitchen and appliances. The large bedroom with double closet has direct access to the newly renovated bath. This condo is located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park. Association fees include heat, water/sewer, landscaping and more. Come visit this sweet home with an attractive price.

40 Brookside Dr Unit 8, Brattleboro

$165,000

Discover a rare opportunity at 9 Evergreen in Brattleboro, VT. This 2-bedroom, 2-bathroom end unit condo is a blank canvas awaiting your creative vision. While the property requires a full renovation, the heavy lifting has already been done; the interior has been completely cleared out and is clean, making it truly ready for a straightforward and efficient transformation. The end unit position offers added privacy and natural light, further enhanced by the convenience of an attached garage. One of the most unique features of this home is the exceptional backyard lot, which provides ample space for grilling and outdoor relaxation. The location is equally impressive, offering easy walking access to the local trail system, the amenities of Memorial Park, and the popular Brattleboro Farmers Market. Priced to sell and sold as-is, this property is the perfect project for an investor, contractor, or any buyer looking to build instant equity in a prime Brattleboro location.

2 Beds ⋅ 2 Baths ⋅ 5088202 MLS

Discover a rare opportunity at 9 Evergreen in Brattleboro, VT. This 2-bedroom, 2-bathroom end unit condo is a blank canvas awaiting your creative vision. While the property requires a full renovation, the heavy lifting has already been done; the interior has been completely cleared out and is clean, making it truly ready for a straightforward and efficient transformation. The end unit position offers added privacy and natural light, further enhanced by the convenience of an attached garage. One of the most unique features of this home is the exceptional backyard lot, which provides ample space for grilling and outdoor relaxation. The location is equally impressive, offering easy walking access to the local trail system, the amenities of Memorial Park, and the popular Brattleboro Farmers Market. Priced to sell and sold as-is, this property is the perfect project for an investor, contractor, or any buyer looking to build instant equity in a prime Brattleboro location.

9 Evergreen Ln, Brattleboro

$120,000

Rare opportunity to own a desirable end-unit condo in a prime Brattleboro location, priced to sell. This well-maintained unit offers added privacy and natural light, along with a private deck overlooking the river, creating a peaceful setting to relax and enjoy the surrounding landscape. Ideally situated within walking distance to the Brattleboro Farmers Market, Memorial Park, and the Vermont Country Deli, this location provides easy access to some of the area’s most loved community spots, outdoor recreation, and local food. The home has been well cared for and offers a solid foundation for its next owner, with the opportunity to personalize and add value. The unit is currently being sold without appliances other than the stove, presenting a great chance to bring your own updates and finishes. A strong option for buyers seeking low-maintenance living, investment potential, or a conveniently located Vermont retreat. Opportunities like this—especially end units in this location—do not come along often

1 Beds ⋅ 1 Baths ⋅ 5078540 MLS

Rare opportunity to own a desirable end-unit condo in a prime Brattleboro location, priced to sell. This well-maintained unit offers added privacy and natural light, along with a private deck overlooking the river, creating a peaceful setting to relax and enjoy the surrounding landscape. Ideally situated within walking distance to the Brattleboro Farmers Market, Memorial Park, and the Vermont Country Deli, this location provides easy access to some of the area’s most loved community spots, outdoor recreation, and local food. The home has been well cared for and offers a solid foundation for its next owner, with the opportunity to personalize and add value. The unit is currently being sold without appliances other than the stove, presenting a great chance to bring your own updates and finishes. A strong option for buyers seeking low-maintenance living, investment potential, or a conveniently located Vermont retreat. Opportunities like this—especially end units in this location—do not come along often

60 Brookside Dr Unit 1, Brattleboro

$69,420

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

4 Beds ⋅ 2 Baths ⋅ 5074026 MLS

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

321 Williams St, Brattleboro

$65,000

In a very private area of the Park. Right out your door is the walking path to Pleasant Valley Reservoir! This 2 bedroom home has an updated bathroom. There's a concrete grilling/patio pad, lovely flower beds line the front yard and the front and back entryway are covered. *Back on the market because previous buyer could not secure cash.

2 Beds ⋅ 1 Baths ⋅ 5094697 MLS

In a very private area of the Park. Right out your door is the walking path to Pleasant Valley Reservoir! This 2 bedroom home has an updated bathroom. There's a concrete grilling/patio pad, lovely flower beds line the front yard and the front and back entryway are covered. *Back on the market because previous buyer could not secure cash.

4 Reservoir Rd, Brattleboro