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!
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.
Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard to care for. Near down town,, MOOVER route, hospital and all the other good stuff. Quite, level short street, with easy access. Come join the neighborhood! Only the first floor is available to show on first showing. Please have all buyers qualified before requesting an appointment.
So much to offer! This 4 bedroom 2 bath has plenty of room for all! It features a large kitchen with lots of counter space and the laundry tucked in for easy access while you cook and bake. The deck overlooks the lower yard where the solar panels live and the perfect spot for the above ground swimming pool (needs a liner). Huge lot, lots of off street parking and on the MOOVER line for non drivers. In a previous life the 4th bedroom was a beauty salon...food for thought...Good bones, owner has updated many features...a home worth considering.
Fabulous potential with this in-town home on a great neighborhood street just a few short minutes to downtown Brattleboro where you'll find shops, restaurants, galleries, and more! Close to the hospital, schools, and points north and south with easy access to Rt 91. This home retains much of the original woodwork with bulls eye trim for the doors, an elegant staircase with two stained glass windows, and glowing wood floors. First floor has a bedroom option and a full bathroom, there's a full bathroom on each floor! Plenty of room for everyone with three more bedrooms and a bathroom on the second floor. There is an additional room on the second floor with separate entrance that would make a great office, and the third floor offers an in-law potential with a one bedroom studio apartment. There are two furnaces and two oil tanks, one for the first floor, one for the second floor, and a propane wall unit for the third floor. All tenants have vacated!!
This lovely home, offering 3 bedrooms and 3 baths, is located in a desirable neighborhood just minutes from downtown Brattleboro, close to dining, local shopping and community amenities. The interior has beautiful natural woodwork and flooring creating a warm and timeless atmosphere. The spacious common rooms on the first floor work well for a growing family or for entertaining family and friends. The second floor houses the 3 bedrooms, one of which has a private bathroom. Two additional finished rooms (unheated) are on the third floor allowing for a studio, meditation room, or whatever your imagination creates. A private back yard provides a place to enjoy the outdoors. This is an opportunity to own a lovely home in one of Brattleboro’s more desired areas. Delayed showings until Sunday 10/26/25 with OPEN HOUSE 12pm-3pm.
Beautifully elegant light filled condo in Bluebell Building at Arbor Hill. An abundance of windows throughout creates a magical light filled environment that includes hardwood flooring, a Great Room providing space for Living, Dining and Kitchen, 2 spacious Bedrooms, 2 Full Baths, Entry w/ double closet and Laundry/Pantry. The Primary Bedroom has an en suite Bath, mini split and a large walk-in closet and the Guest Bedroom features 2 large closets and a full Bath with walk-in shower across the hall. Updated Kitchen with granite counters, tile Baths A very special place to call home!!!! (55 and older).
Welcome to 22 Chestnut Street, Unit #1 — a charming and fully furnished first-floor condo nestled in the lovely Chestnut Street neighborhood. This spacious 2-bedroom, 1-bath unit features a thoughtfully updated bathroom with a clawfoot tub and separate shower, a cozy mudroom entryway, and a sunny side porch that conveys with the unit — perfect for morning coffee or evening relaxation. The kitchen includes a walk-in pantry for extra storage, and in-unit washer and dryer add to the convenience. The unit is the largest in the building and includes two parking spaces. Efficient oil heat, a comfortable layout, and solid rental condition make this condo ideal for your next move! Located close to downtown Brattleboro’s vibrant shops, restaurants, and amenities as well as the hospital and grocery stores. Come see what makes this rare offering a great opportunity in one of Vermont’s most beloved small towns.
© 2025 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NNEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice.