Properties Near 16 Vermont Avenue Brattleboro, VT

Fall is here! The leaves are turning, the mums are in cheerful blooming mode and soon it will be time to cozy in with the woodstove! But...not quite yet, there are still plenty of days for the sun filled deck, blooms galore and strolls around your own private gardens. This sweet home has the great construction of the 1800's...loved and cared for by generations of Vermonters who have added, with each generation, the upgrades to keep this beautiful home current in lifestyle and beauty. Touch the history, the original wood plank floors, the fireplaces, original staircase and front door, but balance it with a huge vaulted family room focused on the extra large salt pool, deck and back yard, the modern kitchen and amazing first floor shower bath. The condition of chimneys, electric, plumbing and those other things you can't see take the worry out of owning a historic home of this age and just let you enjoy all the hard work done to bring this home to you. Close to town, Memorial Park, hospital, groceries and interstate to start your journey...anywhere.

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!

Welcome home! The four bedroom home with dedicated office space is located in one of the area’s most desirable communities. Just minutes from Brattleboro, it offers the perfect blend of convenience, comfort, and outdoor living, with walking trails right nearby. The bright, open layout is ideal for everyday living and entertaining, featuring a welcoming kitchen, dining, and living area. A private office provides the perfect space for remote work or creative projects. Upstairs, the primary suite includes a fireplace, en-suite bath, with three additional bedrooms and ample bathrooms for family or guests. Set in a friendly, vibrant neighborhood, this home is close to shopping, dining, arts, and year-round recreation. A rare opportunity to enjoy both community and nature in a prime location! Delayed showings begin Saturday 9/20/25.

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.

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

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.

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.

This authentic and updated Vermont home is situated on welcoming, dead-end street surrounded by woods on two sides creating a feeling of peacefulness and connection with nature. How fortunate to live in town but also have the calming surroundings of mature plantings, opportunity to garden and de-stress in your private sanctuary. Enjoy outdoor dining on the deck, located just off the dining room/kitchen area. In addition, this is an income-producing property with an accessory living apartment that has a separate entrance. Offset expenses, enjoy multigenerational living, or merge and expand the home back to a single family. The interior, though updated, with a fully modern kitchen and bath, maintains the best of its original features, such as exposed beams, built-ins, large windows, and hardwood floors. The attached antique barn with a workbench is an inviting space for projects or to utilize as a studio. This property offers many choices. The stonework, gardens, and detached, expansive two-car garage all add to the desirability. New oil tank in 2024 and you will be impressed with the condition, the privacy, the large lot, and all the accessible amenities in Brattleboro, as well as the eclectic community at large. Delayed showings until Sat Sept. 13th by appointment.

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.

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.

You will appreciate this bright and light, very well kept, in-town home on .22 acre.The open concept feel on the main floor smoothly incorporates the kitchen, dining and living spaces. You'll absolutely love cooking in the updated kitchen with granite countertops/island, attractive GE appliances and soft-close cabinetry. The dining area has a French door leading to the large private back deck, and the living room has huge windows that stream light throughout the day. HARDWOOD floors throughout! The 3 bathrooms are renovated and very attractive and include a high efficiency washer and dryer. (on main floor) A HUGE added bonus is the large 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 fabulous area has served as a longer-term living space for family as well as a very comfortable private area for visiting guests. Think: potential "mother-in-law" suite...The house has low-maintenance vinyl siding and a 10-year-old roof in great shape. The front and back decks are in excellent condition. Home is neat and clean and very sweet. It 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 .Don't hesitate- make your appointment today or come to the Open House: Sat. 10/4 @ 10AM-12

Adorable 4-Square with tons of charm and built-ins in a great location! Welcome to this beautifully cared for 3-bedroom, 2-bath classic 4-square home, full of warmth, character, and timeless details. From the moment you step inside, you’ll fall in love with the original woodwork, custom built-ins, and light-filled spaces that make this home truly special. The inviting front porch leads into a spacious living area with hardwood floors and period charm throughout. The updated kitchen blends modern convenience with historic character and flows easily into the dining room, perfect for entertaining. Upstairs, you’ll find three comfortable bedrooms and a full bath. Enjoy the private backyard, ideal for relaxing or gardening. Located in a highly sought-after neighborhood, just minutes from parks, shops, and restaurants — this home has it all: character, comfort, and convenience. Recent Improvements & Upgrades include, New windows (2016), New back deck (2016), Shed repairs (2016), Paved driveway (2017), Kitchen renovation + new bathroom (2020), Updated front porch with storage benches (2020), Outdoor electrical work and added lamppost (2021), New stone walkway (2023), New toilet and vanity in upstairs bath (2024), New hot water heater (2025) and New oil tank. Delayed showings to begin on 10/11/25 with Open House 1-3. Sale subject to the Sellers securing suitable housing.

This meticulously maintained 3-bedroom, 2-bath ranch surprises with its spacious layout and thoughtfully designed interior. The kitchen is a dream for those who love to cook, featuring quartz countertops, slate flooring, solid hardwood soft-close cabinetry, a dedicated baking station, and access to the nearly 700 sq. ft. back deck—perfect for entertaining. The open main living area features beautiful Red Oak flooring throughout. The expansive primary suite offers a peaceful retreat with a large slider to the deck and an oversized en suite bath with a custom tile shower. Downstairs, enjoy a large family or recreation room with a built-in bar and separate laundry area. Recent upgrades include energy-efficient mini split heating and cooling units and a Tesla Powerwall, adding year-round comfort and energy independence to the home’s already impressive sustainable features. A 3.5 kW roof-mounted solar array and two PV hot water panels provide domestic hot water, backed by grid power and an electric water heater. Two pellet stoves offer additional efficient heating options. Outside, you’ll find mature perennial and vegetable gardens, a tranquil brook, and a cozy fire pit. With access to conserved hiking trails and located just 0.4 miles from Living Memorial Park, this move-in-ready home blends modern efficiency with the best of Vermont living. Delayed showings until the Open House Saturday Oct 18th 10am-12pm

LOVELY Laurel Street! This charming south-facing home is bathed in natural light and offers a thoughtful layout that combines the best of in-town living with a peaceful, out-of-town vibe. Enjoy a spacious backyard and a convenient enclosed porch/mudroom right off the attached garage—perfect for those chilly Vermont winters. The location couldn’t be better as it is close to town and nearby trails. A truly remarkable home!