430 properties for sale in Brattleboro town

Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. Currently configured with 9 individual rentable rooms, the property has been successfully exclusively rented to The New England Center for Circus Arts students for years and maintains an exceptional occupancy history with very little vacancy. The building has been well maintained and features newer windows, vinyl siding, two oil tanks, and two boilers. Tenants pay their own electric while the owner covers heat, water, sewer, and taxes. Conveniently located just moments from downtown shopping, restaurants, entertainment, and public transportation, the property is ideally situated to support continued strong rental demand. A unique opportunity to acquire a proven income-producing property with a long track record of stable occupancy and excellent cash flow potential

Located in one of the area's most desirable and close-knit neighborhoods, this beautifully preserved 1929 home blends timeless character with thoughtful updates. Featuring hardwood floors, natural woodwork, custom built-ins, classic wainscoting, and a welcoming mudroom, the home retains the charm and craftsmanship buyers love. The open and inviting first floor offers generous living space and a formal dining room, complemented by a retro-inspired kitchen full of personality. Just off the living room, the enclosed south-facing porch with newer windows may become your favorite place to relax and unwind. Upstairs offers 3 bedrooms, a bright and cheerful bath, and access to an incredible attic space with exciting potential for a studio, yoga room, office, or expanded living area. Outside, the landscaping is a delightful surprise, featuring striking artistic bluestone details and a peaceful water feature that create a private, zen-like setting rarely found in town. This is a wonderful oppor

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!

Rare opportunity to enjoy single-level living with all modern conveniences on the main floor in this magnificent condo unit. Featuring a spacious primary bedroom with a walk-in closet and full en-suite bathroom, this home offers comfort and functionality throughout. A second bedroom provides flexibility for guests, a home office, or additional living space. The open-concept kitchen and dining area features quality KitchenAid appliances and flows seamlessly into the inviting living room. An additional full bathroom, first-floor laundry, and a walkout patio complete the main level. Large windows provide an abundance of natural light throughout the home. The finished lower level offers a spacious family room with a walkout door, a convenient half bath, and an additional large unfinished area ideal for storage, a workshop, or hobby space. Only a handful of units at Morningside Commons offer this highly desirable floor plan. Enjoy all the amenities Morningside Commons has to offer, includin

New Construction! To be built! Pick your colors now! This three bedroom, two bath home featuring one floor living, attached two car garage, open bright eat-in kitchen with your choice of cabinets and granite counters, cathedral great room with door to back covered farmers porch, and primary bedroom with two closets and bath. Peaceful location on a country road. Make it yours! This same floor plan is under construction if you want to see the space and quality craftsmanship. House is built to energy star standards. Other styles of homes are available at various price points

Be the first to occupy this remarkable, beautifully renovated Cottage on just under a half acre of land in the Historic Rustic Ridge. When you first walk in, you are greeted by a spacious, quite impressive, knotty pine Great Room and begin to see the extensive artistry and thoughtful planning that went into creating this special place where you can chill, relax, and enjoy! Check out the new, cozy, well-equipped kitchen and bathroom. The dining area with the original fireplace is next to the bedroom, and the sizeable sunroom can double as a sleeping porch or additional bedroom. Exposed beams, beautiful new pine floors, and stylish fixtures all add to its charm. It also has an oversized garage with a storage room in the back, perfect for a workshop, hobby, or game room. Currently, it is a seasonal cottage with the water turned on May 1 and off October 31. Recent estimates for adding a well, septic, insulation, and heat are available upon request

Back on the market due to the Buyers financing falling through* Step into a piece of history with this grand 1885 residence, where timeless character, impressive scale, and endless potential come together. Rich in original architectural details, this spacious home features generous living areas, soaring ceilings, oversized windows, hardwood floors, and the craftsmanship that simply can't be replicated in today's construction. Offering plenty of room for family and entertaining, the home's expansive layout provides the perfect canvas to restore its historic beauty while incorporating modern updates. From the elegant staircase to the period details found throughout, this property is filled with charm waiting to be brought back to life. Set in a desirable location, this is a rare opportunity for restoration enthusiasts, or buyers looking to create their dream home. With vision and renovation, this historic gem can once again become the stunning showpiece it was meant to be. Property is be

Price Improvement! Escape to this beautifully updated home set on 25.9 idyllic acres of forests, meadows and stone walls, while only minutes from amenities including the local creekside farmers market, treasured food co-op and Brattleboro's vibrant downtown. A gorgeous stone floor and blown glass windows in the entry vestibule set the tone as you are drawn to the stunning great room. The home tastefully captures the historic essence of Vermont with its chestnut beams, wide plank flooring and stylish yet unpretentious design. Interior features offer the perfect balance of grandeur and intimacy with oversized windows that bathe the rooms in natural light, 3 fireplaces and authentic lighting. The kitchen is a culinary haven with state-of-the-art appliances and stunning Brazilian countertops, providing ample workspace and an eat-in area. The first floor also offers a formal dining room, a guest/primary suite with a private entrance and laundry, an office, and it's completed by a sitting ro

This much loved home has served three generations over the past 85 years and is ready for its next chapter. Set on 2.7 acres in the heart of Northfield, the property is tucked behind mature landscape and a beautiful maple tree, offering privacy while remaining close to amenities. Inside, you'll find a spacious layout that includes the kitchen, dining room, living room, family room, half bath, and first floor laundry. An additional room offers flexibility as a home office, guest room, or first-floor bedroom and is connected to a large unfinished space with exciting renovation potential and on to the two-car garage with access to the second-floor attic that leads to two walk-in closets and into one of the three bedrooms and the full bath. A full basement provides even more storage. Town water and sewer-a rare combination in Northfield. Located just south of tax-free NH, this diamond in the rough offers endless possibilities for buyers ready to bring their visions and ideas to life

Sweet and charming from an era of wonderful wood work, polished floors and rooms with a purpose. This home has a lovely big kitchen with a peninsula for baking prep, formal dining with built in china cabinet, living room and an first floor bedroom with 1/2 bath. Since the basement is walk out, the back porch is 2nd level, above the bugs, and overlooking the private back yard. Fenced for a dog, the side yard pops off the kitchen deck for easy pet access. Gardens and a small rivulet in the back complete this special setting. In-town corner lot, ready to go!

Price Improvement! Welcome to Esteyville! Here, history, location, and distinctiveness excel. This rare, NYC loft-style condo on the 3rd and 4th floors was formerly home to Estey Organ, the world's largest pipe organ manufacturer, circa 1870. Listed in the National Registry of Historic Places, you will find original pine wide-plank floors, exposed post-and-beam construction, soaring ceilings, cool factory-style windows, slate siding, and 2,000 square feet of sunny living space. The second level has a bedroom and a full bath, and the third level has two spacious private rooms that have been used in the past as bedrooms or office space with a large common/recreation area in between. Beautiful double patio doors open to a private sun-filled deck for outdoor dining. Zoning allows for a multitude of uses. Whether it's a primary residence, an artist studio, or a second home, this is a must-see for those who appreciate in-town offerings with a vibe and the only condo-ized loft on the market.

Simple but elegant! Historic posts and wonderful beams define the magnificent open concept, giving visual shape and creating traditional options or whimsical uses for your new lifestyle. High ceilings and huge windows create a celebration of light, complementing the glowing antique floors magical in combination and truly beautiful. A home, an artist loft. so many uses, so unique, so inspiring. A Joy to own

What will the next life be for this iconic property' From popular and innovative hair salon to successful dental practice to a 4 unit family complex. pick your use! Owner occupied business. roomy apartments. small business complex. this multi use property has been renovated in the last few years with nice kitchens and baths. and has been used essentially as a single family with a huge yard, paved parking and easy access. Some permits may be required but it is a great base to start a new investment

Enjoy the ease and comfort of one-level living in this well maintained 2-bedroom, 2-bath condominium. The bright, open-concept kitchen, dining, and living area is enhanced by a soaring vaulted ceiling, creating a spacious and inviting atmosphere. The kitchen features abundant cabinetry, a granite-topped center island, and radiant heated floors that extend throughout the main living space, adding warmth and comfort year-round. Designed with privacy in mind, the primary suite is situated on one end of the home and offers a walk-in closet and private bath, while the second bedroom and full bath are located on the opposite end-ideal for guests or a home office. A conveniently located laundry area adds to the home's thoughtful layout. Just off the living area, the inviting three-season porch provides the perfect spot to relax with a morning coffee, unwind with a good book, or simply enjoy the peaceful natural surroundings. The attached one-car garage offers direct entry into the home, makin

Located in one of Brattleboro's desirable neighborhoods, this inviting 4-bedroom home offers a comfortable layout, great natural light, and convenient access to schools, parks, trails, shopping, and downtown amenities. The bright living room features a large bay window that fills the space with natural sunlight, while the kitchen offers ample cabinet space and overlooks the backyard. With two bedrooms and a full bathroom on the first floor, the layout offers flexibility for a variety of living needs. Outside, enjoy a spacious backyard with room to garden, gather, or simply relax. A warm and welcoming home ready for its next chapter. Open house Saturday, 5/30 from 1-3 and Sunday 5/31 from 11-1

Move right in! This condo has had some updates to include new scratch resistant vinyl plank flooring, new bathroom vanity, new kitchen range and freshly painted interior. 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. Shared basement with assigned storage space. Association fees include heat, water/sewer, landscaping and more

Enjoy the peace and privacy of this pristine log home on 8.1 beautifully landscaped acres, set back on a lovely country road. Thoughtfully updated and meticulously maintained, it blends timeless log home charm with warm rustic-chic style and is ready for you to move in and enjoy. Relax on the inviting front porch overlooking established perennial and vegetable gardens, or follow the path down to Glenn Brook, which meanders through the property. Inside, the custom kitchen with a center island opens to a welcoming living room with a propane stove. A first-floor den offers the perfect home office or guest space, while upstairs you'll find a spacious primary bedroom with generous storage and two additional bedrooms. The finished lower-level family room with a pellet stove adds additional living space. Three mini-splits, standing-seam metal roofs, and an oversized 1+ car, two-story garage complete this exceptional property, offering peaceful country living just minutes from Greenfield

Move-in ready contemporary in Northfield, MA. 3 beds, 2 full baths. Open-concept kitchen with stainless steel appliances. Custom cabinetry throughout. Hardwood floors flow through the main level. Cozy stone fireplace anchors the living space. First floor includes a full bedroom and bath. Second floor features a private primary suite. Primary bath is fully upgraded. Double barn door closets add style and function. Second bedroom also on the upper level. Oversized deck spans the full width of the home. Creek views make it perfect for entertaining. Partially finished walk-out basement below. Rec room, laundry, and workshop space included. Set against a scenic Northfield mountainside. Showings begin at Open House - Saturday 6/20, 12-2 PM!

Exceptional investment opportunity! This well maintained six-unit property is in outstanding condition and has seen numerous recent improvements, making it an attractive addition to any investment portfolio. Exterior updates include fresh paint completed last year, newer windows (approximately three years old), a newer rubber membrane roof, buried power, updated electrical, a newer hot water heater, spray foam insulation, and new cellulose insulation in the attic. The building offers six rental units, including three efficiency apartments, (2) two-bedroom units, and (1) one-bedroom unit (please note the bedroom does not have a window). Three units are currently occupied by long-term tenants. The two-bedroom and one-bedroom units each have separate electric service, while the three efficiency units are on the owner's electric meter. Heat and hot water are included for all tenants. The property also offers plenty of off-street parking with a convenient location close to shopping, the hos

Escape to the country and enjoy living in this to -be-built Full Dormer Cape set on a generous 1.0-acre lot. Designed with comfort and functionality in mind, this home features a desirable first-floor bedroom complete with a walk-in-closet, along with a full bath for added convenience. The open-concept kitchen and living area create a bright, welcoming space perfect for entertaining or everyday living. The kitchen will showcase granite countertops, a center island, ample cabinetry, and a slider leading to the back deck - ideal for enjoying the surrounding landscape. Upstairs, you'll find two spacious bedrooms and an additional full bath, offering flexibility for family, guests, or home office space. A charming covered front porch adds to the home's curb appeal. Outdoor enthusiasts will love the location. Just minutes away is Pisgah State Park, a stunning 13,300-acre public recreation area featuring seven ponds, four highland ridges, extensive wetlands, and a 20- acres old-growth forest

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

Enjoy the privacy of your own space secluded from the rest of the world. Enjoy the comfort of a country setting in town. Look through the tree tops over the roofs of houses below on one side, onto a garden on another side, and onto a wooded hillside on the rest. Nature surrounds this immaculate house on a hill. Amenities include stone walls, a dog cage, a fire pit, raised gardens, a convenient 2-car garage, a mudroom with a closet off the garage, a workshop on the basement level, a pantry with spice racks, a palladian window and ceiling fan in one bedroom, and privacy, privacy, privacy. The seller spent a lot of time and money preparing the house; see the list of improvements in the Documents section of this listing. Includes a 1/34 share of common interest in the Wilsons Woods land. Near the middle school and high school, hospital and shopping. Showings begin on Friday 6/5/26

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 items! Please be prequalified before making an appointment to view

Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character and elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has Italian ceramic countertops and butcher block, including a dinette with southern light. With an open concept living/dining arrangement, the living room has lovely radiant wood stove heat. The adjacent dining area is drenched in sunlight. The home affords views of the West River Valley and Green Mountain vistas as far as Hogback Mountain. The first floor offers a fabulous great room, 2 fireplaces, an office, a sun room with hot tub, a laundry room and decks for admiring the sunrises and sunsets. The second floor is exceptional with three expansive primary en suites and two more rooms perfect for st

Custom-built post-and-beam home designed and constructed by Steve Strible, a local restoration specialist and former consultant for This Old House. Set on a peaceful wooded lot, this property offers privacy and tranquility while remaining just minutes from major highway access. The open-concept spacious kitchen with soapstone countertops and sink, large pantry, flowing into the dining and sitting area. Relax and enjoy the surrounding nature from the inviting screened porch. The first floor also includes a large bedroom, full bath, and den with built-in shelving. Upstairs are two spacious bedrooms with ample storage and a beautifully appointed bath featuring a soaking tub, stall shower and mahogany floors. The clean, high-ceiling basement offers excellent storage and future expansion potential. A rare opportunity to own a quality-crafted home that combines timeless craftsmanship, modern comfort, and a convenient country setting