Brattleboro Vermont Real Estate

Once in a while it pays to be a mature, quiet adult! Glen Park is a part of Tri-Park Cooperative with a minimum age requirement of 55 or older! This 1992 home is in good shape, well cared for and at a private end of the park. Enjoy the quiet neighbors in the sweet little Civil War Cemetery. It has a wood burning fireplace, 2 very nice sized bedrooms at opposite ends of the home for privacy and an open concept living space, just right for good conversation or sharing a tv show. There is an enclosed side porch for 3 season enjoyment, some perennial flowers with just the right amount of gardening, a shed in the back for storage and a bit of green space at the end of the street and around the home. Please forgive the packing and sorting. More pictures as that proceeds. You must meet age requirement, pass a credit and criminal check with the park. Masks please. See the flood plain explanation in the documents.

What a nice location, private and on a dead-end drive, yet you are still part of the park for services and road maintenance. The Primary bedroom is at one of of the home for privacy alongside the full bath while the other 2 bedrooms are located on the other side. The fresh/bright looking interior with neutral colors make it move in ready with literally no work to be done. The current owner built a fabulous outbuilding great for storing motorcycles, law equipment or various other hobbies. There is a newly added spacious deck on the front and a sweet porch in the back as well. Buyer must be park approved.

This charming Cape is located on Parkside Avenue, a quiet neighborhood near Oak Grove School. The property is level and partially fenced with a deck off the Dining Room and a detached 1-Car garage with electric overhead door. The interior is sweet and inviting with: Living Room with hardwood flooring, fireplace with decorative surround (fireplace is capped off currently) and built-in cabinet; Adjacent Kitchen with door to the side yard & garage; Lovely Dining Room with knotty pine paneling and door to the rear deck; 2 first floor Bedrooms (one with built-in bookcases) , both with hardwood flooring with a Bath between; The upper level provides another Bedroom with adjacent storage area that could easily be Office space. This is a sweet home in a great location!!!! (Great price with the house needing a bit of TLC). Delayed showings until August 23, 2022.

Really sweet New Englander in the heart of Brattleboro! Nice upgrades include vinyl windows and newer forced hot air heating system. Beautiful features include bay windows, unique built-ins and hardwood floors. The most wonderful feature of the home has to be that it has THREE deck and patio spaces. You will feel like you are in a comfortable tree house in the middle of the woods, all while being a stone's throw from downtown shopping and restaurants. This home has been well-cared for and is ready for its new owners. Move in ready and new owner ready!

Here is your opportunity to live in a lovely neighborhood. Perhaps you are ready to simply downsize and create a more efficient lifestyle. Or are you handy and want to capitalize on a desirable area and put some TLC into a location that has always had a very strong appeal? The property is on a quiet dead-end street surrounded by well-cared-for homes and lined with Spring lilacs. The bones are there with attractive hard and softwood flooring throughout. Move right in or make some changes- big or small to customize or upgrade this simple yet very sweet 860 sq foot home- there are lots of possibilities and a tremendous amount of potential. This adorable house is situated on a large one-acre lot, offering back and side yard privacy and the possibility to subdivide, further improving your investment. Conveniently hooked up to town water and sewer. The small side porch needs rehab and because of this, certain loan programs will not qualify- speak with your lender first. This property is being sold as is.

First time on the market! Built by the owners and USDA this home has raised a family and is now waiting for a new beginning! The standard 3 bedroom, 1 bath home has had some window upgrades, a deck and some painting. It has a full, basement, a clever use of the back yard and sits just above Memorial Park, for a short commute to fun. If you, too, are looking for a new beginning, this could be the perfect spot. Mask up please!

So Special! This 2 bedroom one level home is perfect for aging in place or a good starter. Bright and light with a window for bird watching over the sink, eat in kitchen, huge front to back living room and a full length screened in porch. Level yard back and front with lots of plantings. The family room in the lower level is a good sized den, office or play room. Priced to sell. Photos are from when owner lived in home and there are tenants now so no current photos available. 48 hour notice to show, masks a must. Tenants will be leaving 8/30/22 and property will no longer require 48 hour notice to show.

Gorgeous well maintained and updated classic New Englander in the heart of West Brattleboro. Located on a quiet one way street, with fantastic original barn, warm light and large yard space for gardening and entertaining. Natural woodwork throughout with some really nice modern upgrades. Recently updated appliances, brand new beautiful first floor full bathroom with a restored antique claw foot tub. Classic Vermont features such as the two porches and slate roof highlight this property's original beauty. Comfortable yet spacious, this home is an ideal property! Open House Sunday April 17th 11-2pm.

Owner has lovingly cared for every aspect of this property for the past 19 years, and is ready to pass the torch to the next owner. This history-filled gem offers a rare mix of in-town convenience and a gardener’s private oasis; PLUS nearly 100 ft of easily accessible, privately owned, water frontage on the gorgeous Whetstone Brook. There is a formal entry foyer off the cozy, covered porch facing west, and a utilitarian portico entry into a renovated mudroom off the north side of the house. A spacious full bath on main level was renovated by owner; now gleams w/ subway tiled walls, hexagon ceramic tile flooring, and a glass block window. Comfortably-sized living, dining & kitchen rooms complete the main floor. Three BR’s on the 2nd floor. Numerous other up-dates: Andersen windows and trim, kitchen floor, paint, siding, AND EXTENSIVE exterior landscaping – retaining wall, privacy fence, wrought iron entrance gate, and an abundance of gardens. Spacious outbuilding w/ power, currently used as workshop. Attached shed currently used for wood pellet storage. The off-street parking area is illuminated with a touch of class. Extensive gardens adorn the property; some mature and others planted annually with herbs, vegetables and fruit. Plenty of room for backyard fun with friends. Enjoy the evenings throughout all the seasons around the firepit! Don’t let this in-town gem slip away. Schedule your viewing now. Delayed showings begin July 30, 2022.

Built in 1840, this two story colonial offers approximately 1611 finished square feet, three bedrooms, one full and one half bath, unfinished basement and detached one car garage. This home sits on an approximate 15682 sqft lot. No interior viewings allowed.

This charming dormered Cape sits on an acre of landscaped grounds with private fenced rear yard, raised garden beds, fruit trees, woodland, seasonal stream and an 11X8 deck. The house is charming and includes: Spacious Living Room with hardwood floors, Formal Dining Room, Country Kitchen with ample counter/cabinet space, laundry area and door to the rear yard, 1st floor Full Bath. The upper level includes 2 spacious bedrooms both with hardwood flooring and a shared Bath with shower and ceramic tile flooring. There is a full walkout basement with access to the attached garage (overhead electric door). A sweet home in a great location!!! Delayed showings until Friday, 7/22/22.

An amazing opportunity! This classic New England home is currently set up as a two family multi unit apartment home, with the ability to turn it back into a three unit family. This creates the opportunity for an owner-occupied investment. Located in the beautiful neighborhood of Green Street, with easy access to downtown, schools, shops, hospitals, and restaurants. Well maintained apartments, with a first floor apartment and then the 2nd floor is currently rented by the room. Third floor can be converted back into its own single apartment. Spacious backyard and wrap around porch, with additional deck spaces off the back. Don't wait on this one! Also listed as a multi family MLS#4912688

In Town Oasis!! This home truly has it all and is conveniently located at one Brattleboro's most charming streets. Close to shopping, restaurants, and downtown yet tucked away from it all. The large fenced lot has a chicken coop, detached garage, and established vegetable gardens. Inside the home you will find 3 bedrooms and a fabulous renovated attic, complete with custom cabinetry and shelving. Enjoy indoor/outdoor entertaining with french-door access from the deck to the living and dining rooms. Open-concept kitchen and custom cabinetry offer a warm and welcoming living space that is perfect for entertaining. Turn the key and you are home!

Located on desirable Highland Street, this three bedroom, two bathroom home has so much to offer. The current owners have installed new vinyl plank floors in multiple rooms. Downstairs you will find hardwood flooring; a freshly painted kitchen with stainless appliances. The dining area is complete with a built in hutch for storage, overhead fan and and a dining station overlooking the terrace. The yard is beautifully landscaped with plantings, peach tree, blueberry bushes, walkways, stone walls, and patio. There is a detached garage with electric door and overhead storage space, a car tent and a private sitting area with fire pit and garden shed. Enclosed Front Porch with 2 ceiling fans in the front entry way. This home has so much to offer! Sale subject to Sellers securing suitable housing.

This delightful light-filled dormered cape style home has been lovingly cared for and improved to preserve the period craftsmanship. The inviting interior includes hardwood flooring throughout, a propane fireplace in the living room, a beautiful newer kitchen with cozy breakfast nook (in addition to a separate dining room), a sunroom and creative built-ins in some of the rooms. There is a bedroom with a walk-in closet on the first floor and 2 bedrooms and a full bath up. One of the bedrooms also has a walk-in storage room and a potential little playroom for the children. There is a small yard out back and a gravel and stone patio plus a covered porch and a storage shed. The basement has a rec room, plenty of room for storage and there is even a bomb shelter with 3 sleeping lofts in case this world gets any crazier! Located directly across the street from the hospital, this location is ideal for anyone who works there or at any of the nearby businesses or high school. Delayed showings until 6/11 with showings 6/11 and 6/12 from 9-4 by appointment only. This sale is subject to the tenants’ lease, which expires 9/1/22, but they are actively looking to move out sooner.

The Jeremiah Beal house (c. 1805+/-) is an historic and elegant brick Federal Colonial that is located in the hamlet of West Brattleboro. It sits on a large 1+/- acre lot with expansive lawn and plenty of garden space and includes an attached Barn and Carriage House providing ample storage space and possible room for expansion. In the past, the property has been used as both a residence and an office building. This stately home boasts beautiful original features both inside and out and includes: Formal Entry with handsome staircase and fanned window over the entryway; Elegant Living Room with wide pine flooring and decorative fireplace; Front Parlor with pine flooring and another fireplace; Formal Dining Room with adjacent Kitchen (needs expansion) with gorgeous fireplace with original trim work. On this level is a 1/2 Bath and access to the Barn and Carriage House. The 2nd level provides 4 amply sized Bedrooms, shared Full Bath and a large landing with attic access. There is also access from this level to the upper section of the Barn with more expansion possibilities. Historic, light filled and elegant, this home is a must see for its historic character and beauty. (Only cash offers considered & please note the 3 easements in the Deed). Delayed showings until Saturday 5/14/22.

Originally the Holton Brewery in the mid 1800's, this bright and freshly painted colonial has been well cared for and loved. This home includes wood floors and newer extra large double pane windows throughout. Spend time on the fantastic wraparound porch overlooking the perennial garden. There are two separate living areas on the first floor. The large eat-in kitchen features ample counter space and cabinets, with a flow that is great for preparing meals. The deck is perfect for morning coffee. On the first floor there is a full bath with laundry. On the second floor you will find three bedrooms, and a bath. The oversized and leveled yard is a wonderful retreat with apple, cherry, pear, and plum trees. Enjoy the fire pit area while listening to the sound of the brook. There is enough outdoor space for additional gardens. The studio/shed offers lots of potential. The location is very convenient to downtown Brattleboro and I-91. Delayed showings until 7/9/22 with showings from 10:00-2:00 by appointment only. Masks requested for showings.

This special Washington Street home is being offered for the first time in almost 100 years. Three generations have loved this home, and now it can be yours. The property has a double lot, and the large, fenced-in backyard is very sunny. There are lovely flower gardens already established, and still room for your very sizable vegetable garden. There are two garage spaces with a large loft space for storage above. A third ground-level space for your workshop is also included in the attached barn. The kitchen has custom oak cabinets with lots of cupboards and counter space and an island overlooking an open dining/living area where everyone will want to gather. This large space faces east and includes a sliding glass door, so it is filled with morning light. A spacious living room, office space, and a downstairs bedroom complete the first floor. Lots of large windows fill the house with light. The main floor also has a bathroom with a step-in shower, grab bars, and a built-in seat. A stackable washer and dryer are also conveniently located on the first floor too. Upstairs there are two good size bedrooms and a full bath. The covered front porch is perfect for watching the world go by. This well cared for home has a terrific location, just minutes from downtown. Make this property yours, and love it for generations to come. Delayed showings until July 30, 2022. An open house that day from 10 a.m. to 2 p.m.

Awesome! Start with the rehabbed 1900's home with 3 bedrooms up and a living room, eat in kitchen on first floor. Add about about a 1000 square foot one floor 2 bedroom addition for a mother in-law apartment and you have an awesome large family home, in-law or rentable apartment. The apartment also has am enclosed porch. Add a fenced yard, off street parking, great old basement and you have a great package. Yes, there are some cosmetics to do, replace the addition rug, painting, etc, but well worth the trouble. Nestled in a neighborhood and next to a little park. Close to shopping, downtown and the hospital. Mask and sanitize please. Allow 48 hour notice for tenants with dogs. Sale subject to third party approval.

This gorgeous circa 1800's Cape Cod style home is an eye catcher for sure. Located in a most desirable neighborhood, just around the corner from the Brattleboro Country Club. Holding onto its classic charm, this sweet home has retained much of its original character. An impressive large kitchen with a center island, wall oven, walk-in-in pantry and a gorgeous formal dining room. The 1st floor has a relaxed feel of spaciousness with an office or potential ground floor bedroom, a generous living room, den, full bath and washer/dryer hookup. Take the classic staircase upstairs to the three bedrooms. The oversized detached 2 car garage has an expansive second floor that offers a storage area as well as potential for an office or studio. Capturing natures beauty from you back stone patio, you overlook 2 acres of open land and mature trees or waive to your neighbors on your covered front porch. This is a fabulous home for entertaining, all just minutes to downtown Brattleboro, the Retreat Farm, hiking and biking trails, kayaking etc. This gem checks all the boxes if you are looking for a classic Vermont home in a superb setting. Delayed showings until Friday 6/24

Welcome to one of West Brattleboro village’s loveliest neighborhoods of charm & gracious calm. You can simply walk to the road’s end to find open fields. This distinctive, 1940’s cape showcases solid sturdiness and quality craftmanship. You will feel this homes cozy warmth and recognize its potential. Typical of the decades, enter through the 12x19 breezeway/mudroom. The kitchen and dining room are open. The house has a large living room with fireplace, a first floor half-bath and two west facing rooms which, though small, could possibly be combined. Upstairs are three bedrooms and a full bath. Harwood maple and pine floors are throughout. The oversized, attached, two-car garage has a large over-head space that offers studio potential. New boiler installed 2017. The home is nestled on an oversized lot, giving a feel of open space and potential. 3 miles to downtown, 1.5 miles to I91 and 1 mile to the Brattleboro’s famed Farmer’s Market. With some updating, this home will be a prized classic.

Great in-town property with an out-of-town feel. Spacious home in good condition. Lots of original features with 21st-century updates. Tons of natural sunlight. Many handicap accessible features here. First-floor bedroom and a handicap-accessible bathroom. Roll in shower and roll under sink. Gorgeous hardwood floors. Above the first floor bedroom is a great studio space with lots of built-in shelves. Library, yoga studio, media room? The three spacious bedrooms upstairs share a common living area, that has a couple of skylights...great playroom or a good hideout? Lots of attention to detail in this home. Beautiful built-ins in one bedroom with a wonderful window seat between them looking east. The sunny, open kitchen overlooking a spacious living area is worth the price of admission. A warm Hearthstone propane stove located there will keep everyone cozy in the Winter. Minutes to everything downtown has to offer. This property is a must-see! Delayed showings until Saturday, 8/13.

Located in one of Brattleboro's most desirable neighborhoods, this classy ranch sits beautifully on an attractive corner lot. Amazing curb appeal with buried power, a paved driveway, a newer roof and windows. The much loved home is on the market for the first time ever, built with attention to detail to include a direct entry 2 car garage, screen-in porch to enjoy the stunning backyard with mature trees and plantings, central vac, immaculate hardwood floors and so much more. With a few cosmetic updates, this well built, easy maintenance home will bring happiness for many years to come. There is also a full basement with laundry hookup and a Tesla Powerwall for outages if a buyer wishes to continue the service with GMP. All just a short drive to the Brattleboro Country Club, the Retreat Farm, vibrant downtown Brattleboro, 30 minutes to Stratton Mountain and easy access to the Hillwinds Trails all while enjoying a quiet country setting.

This distinctive Craftsman Style home is located in a quiet, upscale neighborhood just steps from the extensive Retreat Trails network. The house features refinished oak and Douglas fir floors and period built-ins throughout. The sundrenched living room has a wood-burning fireplace with an energy efficient infrared fireplace insert. The sunroom ell accommodates a formal dining table for 6. The kitchen has granite counters, pendant lighting, slide in range, built-in glass front china cupboard and original 1920’s dining nook. The house was built in 1928 by two brothers who shared it as a two-family house. The layout is conducive to being used as a spacious, single family home. The second floor living room with fireplace and adjacent sun room would make a wonderful master bedroom suite and the modest second floor kitchen could be converted to a huge master bath. The two existing full baths feature classic white and midnight blue ceramic tile, pedestal sinks and deep, porcelain soaking tubs with showers. The attic is a fabulous space just begging to be finished into living space. The house is situated high up on the hill offering short range views to the south. The private, level yard features an old stone fountain (not functional), stone fireplace, a sunken garden and extensive shade gardens. Owner is Licensed Real Estate Broker.

LOOKING FOR AN IN-TOWN HOME?? SUPERB IN-TOWN OPPORTUNITY!! Originally a single-family residence, this circa 1820 Federal has been used as professional office space since approximately 1986. Extremely convenient location at the immediate edge of downtown Brattleboro. Easy conversion back to residential use. ARE YOU AN ENTREPRENEUR?? Perfect layout for conversion to four 1-bedroom apartments to rent on Airbnb, use as corporate housing, or rent long-term. Maybe convert into mixed use – office and residential! The potential is huge for THIS building in THIS location! Additional details… 13 dedicated, marked parking spaces. Adjacent to the Courthouse and a short walk to the Post Office, Municipal Center, shopping, and many other businesses. This two-story gem offers 16 rooms with just over 4,000 SF. There is a full kitchen, a full bath and two half-baths. Up-dated systems offering 200-amp electrical service and central air throughout. Heat is off an oil-fired boiler and delivered via hot water baseboard, as well as forced hot air. Basement sill and upper foundation is insulated. Many original features remain – four panel interior doors, six over six sash, period molding, and the grand six panel parlor doors. LOCATION AND OPPORTUNITY!!! Brattleboro, Vermont is where you want to be! Private showings on request. Also listed in commercial MLS #4904352.

Current owners spared no expense over the years replacing all windows, insulating, a new standing seam roof, taking several rooms down to the studs & transforming the home into a work of art. Do you cook? Get ready for this amazing kitchen that will WOW the most discerning chef! Stainless steel appliances, handsome local Danby, VT marble on the island & countertops & a perfect breakfast nook. Exposed beams add a touch of history & the generous amount of space is ideal for entertaining large gatherings. You will appreciate the gentle flow of this home's layout. The dining, parlor with pellet stove, & living room all have high ceilings & built-ins. The first floor has a bedroom & bath too! The second floor is just as gorgeous as the first: 3 large bedrooms & 2 baths, a laundry room & a perfect space to read at the top of the landing. As an additional bonus: a stunning in-law accessory suite which connects through the laundry room or has its own entrance through the garage. Make some extra money & rent it on Airbnb. The property is situated & attractively landscaped to provide a surprising amount of privacy. A remarkable maple tree & flowering bushes greet you as you enter the property. Beyond the hedges, you will be astonished by the amount of open green space beauty and appeal-like the home itself.

Sweet! If you have been struggling to find just the right home, this is it! Designed by the owner for easy retirement living with low exterior maintenance, easy rolling landscape (bordering the golf course) and a delightful wrap-around deck overlooking the expansive back yard! Inside is just as special with the ability to live on one floor if you want with open concept, vaulted ceilings for light and air, 3 bedrooms and 2 baths on the main floor AND SURPRISE!!! Pop down to the lower level and there is another bedroom, bath and amazing living room. Perfect for live in help, the child that’s not quite ready to leave the nest, office or guest space. All nicely finished and a view to the back yard. Perfect for the growing family. Add the loop to your daily exercise and meet your neighbors, cross country ski from your yard...all 5 minutes from downtown. A perfect match for any time in your life...any lifestyle.

In town property with RESIDENTIAL, OFFICE, OR MIXED USE OPPORTUNITY. Steeped in history, this building is known as Deacon John Holbrook House. It is one of the village's finer Federal Style houses facing the Common. The interior detail and craftsmanship are notable as Holbrook built it for himself circa 1825 after a successful career in local business ventures. Two story main building was converted to be used as office space with 14+ offices, a kitchen, and 4 bathrooms. On the first floor, 4 offices and 2 bathrooms are ADA accessible. There is separate newly renovated "carriage house" with two office spaces and a bathroom. The property is on a corner lot with frontage on Linden and Chapin St and has 19 dedicated parking spots. It is one block from the Town Hall and the Court House. Brattleboro is located along the Connecticut River Valley with easy access to Interstate 91, Vermont Route 5 and 9. Several ski areas are within an hour drive. Owner is licensed real estate agent with Lake Point Properties. Also listed Commercial MLS#4919541.

Designed by well-known local architect Chip Greenberg and built by local craftsman Jonathan Klein, this is a recently-constructed, high-performing, super-insulated house on 3.42 acres, abutting the Brattleboro Country Club golf course. Primary en suite bedroom and laundry on the first floor. Elevator to the walk-out basement level, which has two bedrooms and a full bathroom. Both levels have a full sprinkler setup. The house is built to the high levels of the Vermont Energy code. It has an elegant, open stairway tying together living and working spaces on both floors that give it a three-dimensional character. You couldn't recreate this building for the list price!

All the things you come to Vermont for in one simply amazing property! Blue Heron Pond, small enough to be all yours, but big enough for the famous blue heron to display herself, in all her beauty on the pond's natural rock perch. Big enough for skating under the crisp Vermont starry skies, taking a cool dip from the dock in the high summer heat or just holding hands at the very edge of a dream while the peeps, crickets and birds sing your lullaby. Friends will flock for sleepovers in the sweet screened gazebo by the pond with it own outdoor shower! So versatile and so loved by the owners who have created a lifestyle of creativity and peace in our ever changing world. Artists and other creators will love the look and design of the Quonset hut for large or small work..as they become a part of the local art world. Designed with modern world needs, there is a walk out lower level with full living quarters, but accessible to the main level for older relatives who need care, our x generation of young adults, at home office or a great extra space for larger families. Survey all that is yours, with an inner giggle that is is all yours, from the high deck while you ponder what this home can become for you and plan your first steps in a new lifestyle. Come home to Vermont and bring your dreams, fall in love for the rest of your life! Masks up please.