Properties Near 16 Vermont Avenue Brattleboro, VT

Sweet! It is starting to get chilly, we remember the oversized salt water pool fun and the summer heat on tanned skin, coming again in the spring. The flowers and shrubs will sing again next season, but for now, we get to love the hardscape that comes to life catching flakes and creating breathtaking sculptures that glitter and change as we watch. It is the season for snuggling in, all toasty and warm, a season for baking and giving, inviting your besties to the great room, surrounded by windows, the smile in their eyes reflecting the snow and candle light. Some will sit in the front parlor, faces to the fire, dozing over a favorite book. Soon, the holiday feast will bring them all together with laughter and love to the dining room, the gathering room of stories and memories of years past, in a home that has held generations of children in it's arms. Generations who have loved and cared for this home and brought it to it's remarkable condition in melding old and new. Come home and nestle into the history, but don't forget to make your own, in the kitchen, around the fire, on the slopes and always with room for friends.

This is IT! If you are looking for an incredible small home...not tiny...but compact and just the right size, this is it. Timber framing at it's best gives you an open concept, live in every inch, light filled, high quality charming home. Nestled in a wildflower meadow, with plenty of room for a homestead garden, enough open sky for stargazers, big and flat enough for your own cross country ski track! If you love nature you will love the view from every window...love coming home. There is so much to talk about in this lovely space created to pamper the soul, and create a center of being. Tuck in, on a cold night, by the fire, when the stars shine like diamonds and the snow cracks under your feet and smile in your cozy retreat. Please, all buyers must be fully qualified before making an appointment to view. Sale is subject to seller finding suitable housing.

First Time on the Market – Premier Brattleboro Location! Nestled on one of the most desirable lots in one of Brattleboro’s finest neighborhoods, this well-maintained home is being offered for sale for the very first time! Custom-built by the current owner in 1970 with attention to detail, this spacious ranch offers comfort, functionality, and an impressive list of amenities. Perfect for both families and empty nesters alike, the home features: 3 bedrooms and 2.5 bathrooms, including a sauna with shower room A bright and open kitchen/dining/family room with an amazing fieldstone fireplace and views of the private backyard A large formal living room ideal for entertaining A finished basement boasting a bar, game room, family room, office, and additional bathroom An attached 2-car garage But the true magic is outside. The expansive grounds include: A separate 4-car garage with its own driveway – ideal for car collectors or a workshop A beautiful in-ground pool with a pool house A basketball/handball court Lovely patios with a built in BBQ and mature landscaping that create a private outdoor oasis Don’t miss this rare opportunity to own a one-of-a-kind property in a truly special location!

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

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

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

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

Take a moment to admire this charming Victorian townhouse, nestled on a quiet one-way street. Delightfully landscaped and renovated, the owner has taken care to modernize (heating system, wiring, plumbing, roof, bathrooms, etc.) without compromising the character & charm we all love. Beautiful maple woodwork and lofty ceilings add to the lovely turn-of-the-century details. With three separate flexible levels that can either connect as a traditional one family home or be used separately, the options with this property are endless. Live on the first floor, enjoy a real fireplace and continue the proven Airbnb business of renting the second and third floors, and live for free. (If this is attractive to you, income figures are available.) Or, use it as a single family home, using the third floor level for an au pair, live-in help, or for a teenager hang level. Owner has explored changing zoning to a three family, and converting to three apartments. A short distance to downtown, to the hikes on the Retreat Trails, to pass time with a book at the Library, or to leave your car at home and take a ride on the MOOVER bus! So much to say about this property...only a look will say it all!

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

The one you have been waiting for! This traditional New England cape with a twist checks all the boxes! Remodeled in the 90's, it has a cook's delight for a kitchen with tons of cabinets and lots of countertops for baking prep...cookies and breads are a must!. The first floor was expanded to almost double the size of the living room, adding a fireplace and a main bedroom. Aging in place is easy here. Along with the bedroom, there is laundry and full bath on the first floor. The attached 2 car garage keeps you out of the weather, tidy and dry. An amazingly level lot is great for gardening or games. And, you are on pavement, no mud season here! Easy to get to the mountains or Brattleboro and beyond. This is a must see for those long in the market, looking for just the right home.

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

Beautiful north and westerly views! This sweet 2-bedroom, 2-bath, low maintenance home with a 2-car garage was built in 2004 and handsomely sits perched atop of a gentle hill and overlooks the rolling knolls and the pretty fields below. A stone's throw to the historic Guilford Store and Cafe- have your morning coffee and muffin there, at your kitchen table or out on your side deck overlooking the views. The property is located on maple tree-lined country dead-end road bordered by a stone wall and less than 1.5 miles to exit 1. You are close to it all yet in a bucolic rural setting. Inside the home, you will find updated kitchen with new appliances, enormous windows that allow for an abundance of light and access to the views, and easy to care for floors. There is a nice flow to the home. Owner have recently invested an upwards of approx. $25,000.00 into materials and labor to rough-in, insulate and plumb the basement for additional living space and a full bath. The garage is over-sized and has french doors in case you'd like to convert some of it into studio space. The property has its own delicious well water and is on town sewer. The town of Guilford has no zoning restrictions. Owners have priced this extremely fairly so make your appointment ASAP. This sale is contingent on them closing on suitable housing, in which they are currently under contract.

Lovely and updated, very low maintenance, clean, 3-bedroom, 3-bath home on .22 acre. HARDWOOD floors throughout! The kitchen is fabulous with granite countertops and island with soft-close drawers and GE appliances. The 3 bathrooms are completely renovated and attractive as well. Tons of south-facing sunlight and passive solar! Most windows have been replaced, including the french door to deck. A HUGE added bonus is the large and versatile 630 sq. ft finished "family/recreation room" with a 3/4 bath in the basement with direct entry to/from the two-car garage (or down the circular stairs from main floor). There is a newer Mini-split and hot water heater (2022) and a cozy propane stove in this space. This comfortable area has served as a longer-term living space for family as well as a very comfortable private area for visiting guests. The house has easy-maintenance vinyl siding and a 10-year-old roof in excellent shape. The front and back decks are in tip-top condition. The property is in located in a friendly neighborhood, close to the middle and high school and approximately a mile to the Fort Dummer State Park trails. Very convenient location to hospital, downtown, shops and more.