Under Contract Brattleboro VT Home for sale $$369,000 $256 per sq.ft.

$369,000 $256 per sq.ft. Brattleboro VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1882  |  Acres: 0.37
Wednesday Jun 17, 2026
Description: MAKE YOUR APPOINTMENT TODAY! A very sweet house in a desired West Brattleboro neighborhood on nice corner lot. Pull your car right into the 2-car oversized garage and enter through the enclosed porch which makes an excellent mudroom. First floor: beautifully updated kitchen with quartz countertops and cherry cabinets, a dining area that adjoins the light-filled large living room with lovely warm hardwood floors, exposed beam, an enormous picture window that allows for streaming sunshine throughout the morning. The centrally located Hearthstone woodstove adds to the appealing aesthetics of the home and provides for a secondary heat source that warms the entire home in the winter. Down the hall- a full bath and two good-sized bedrooms with wood floors. Upstairs, you will find an expansive primary bedroom, a half bath and a large office (or 4th bedroom). There is a full, poured concrete basement with bulkhead, where one of two rooms is finished and has served as a play/rec room through the years. The other room is used for storage with shelving, includes a washer and dryer, and an on-demand water heater and furnace that are only 6 years old. Outside you will enjoy a large back deck for summer grilling and relaxing. The yard provides areas for flowering trees, sun and natural shade, plantings and play. Garage roof is brand-new. Convenient location just minutes to downtown Brattleboro, or all of the West Brattleboro offerings such as hardware store. coffee shop, farm-stands, convenience store, restaurants and more. Make your appointment today! See MLS Property & Listing Details & 37 images.

Under Contract New Listing! Brattleboro VT Home for sale $$390,000 $246 per sq.ft.

$390,000 $246 per sq.ft. Brattleboro VT Home »

2 Beds | 3 Baths |   Total Sq. Ft. 1614  |  Acres: 0.25
Wednesday Aug 12, 2026
Description: Welcome to 116 Green Meadow Road, where a unique shared-meadow setting offers the feel of country living with the convenience of Brattleboro nearby. Built in 1981 and situated on a manageable .25-acre lot, this home overlooks a beautiful 22-acre meadow. The current owner holds 20 shares in the meadow, providing shared ownership, recreational use and a voice in its stewardship. Purchase of the 20 shares by the buyer is a condition of sale ($6,800). Step inside to a freshly painted interior with all-new flooring and new appliances. The flexible floor plan currently offers two bedrooms, including an exceptionally spacious bedroom with potential to be divided to create additional sleeping or living space. Three 3/4 baths provide convenience throughout the home, with one offering space to accommodate a future bathtub. The walk-out basement already has a 3/4 bath and offers wonderful potential for additional finished living space. Enjoy your morning coffee or unwind at the end of the day on the back deck under the awning while taking in the peaceful meadow views. Inside, a propane stove in the living room adds warmth and coziness during the cooler Vermont months. Energy-conscious and practical features include solar panels, a standing seam metal roof, 3 heat pumps, mini-splits and a whole-house propane generator. A one-car garage with additional storage, fully fenced backyard, garden shed and space for gardening complete the property. A special opportunity to enjoy the privacy, views and open feeling of a much larger country property without having to maintain 22 acres yourself. Open House Saturday, August 22: 10am to 12 Noon. See MLS Property & Listing Details & 59 images.

Under Contract New Listing! Brattleboro VT Home for sale $$439,000 $274 per sq.ft.

$439,000 $274 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1600  |  Acres: 3.6
Monday Aug 17, 2026
Description: Elegant and charming cape with an enchanting, exceptional garden that will impress even the seasoned green thumb. This magnificent home is solar equipped; the owner has had no electric bills for 3 years and the solar agreement may be transferred to the new buyer.  Classic Vermont timeless style throughout features gorgeous archways, built-ins, and oak flooring. The kitchen is spacious with a traditional counter and views out to the tranquil gardens. The circular first floor plan graciously leads you into the long living room with a woodstove and pretty mantel. A second dining space, a bedroom, and a full bath complete the circle, allowing for easy single-floor living. Upstairs are two more bedrooms, a full bath, and an impressively large sitting room/den.  The two mini-splits provide both heating and air conditioning for year-round comfort. In addition, there is an attached two-car garage and a full basement with space for your workshop. Visit this gem that has beauty and functionality. See MLS Property & Listing Details & 41 images.

New Listing! Brattleboro VT Home for sale $$439,000 $283 per sq.ft.

$439,000 $283 per sq.ft. Brattleboro VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1550  |  Acres: 0.18
Tuesday Aug 25, 2026
Description: You've earned it.....the right to easy living.....have someone to do the heavy lifting...This community has become a much needed addition to the housing community. All are designed for the 55 and over who are looking for an easy way to settle in. Just think, the snowplowing, shoveling and salting are all taken care of, as well as the summer mowing and hedge trimming. One level living with no steps, a step in shower...no hopping over the tub rim...no cleaning off the car when you park in the garage...Besides all this there is a community center featuring exercise equipment, a function room, cozy fireplace and kitchen. A great place for walking, meeting the neighbors and making friends. Pickle Ball anyone? Located right off I91, you CAN get there from here. No mud season, no fuss. You have earned it! This property is being subdivided from a larger parcel. See MLS Property & Listing Details & 17 images.

New Listing! Brattleboro VT Home for sale $$450,000 $356 per sq.ft.

$450,000 $356 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2530  |  Acres: 0.23
Monday Aug 3, 2026
Description: Nestled in a highly desirable West Brattleboro neighborhood, this well-cared-for home offers a wonderful community lifestyle and the ease of main-level living. The first floor features three bright bedrooms and a full bath - perfect for aging in place. Inside, you'll find classic hardwood floors and a cozy fireplace warming the living room. Step outside to an incredible, private backyard deck overlooking gorgeous, mature gardens - your own peaceful retreat. The property also includes a conveniently attached garage and a fully finished basement. The finished lower level includes a generous living room with a wet bar, a half bath, and a second fireplace, ready for a propane fireplace unit. With approximately 1,250 square feet of versatile space on each level, this home is a rare find. Showings begin Saturday, August 8th, with an Open House from 10-1 p.m. See MLS Property & Listing Details & 27 images.

New Listing! Brattleboro VT Home for sale $$479,000 $270 per sq.ft.

$479,000 $270 per sq.ft. Brattleboro VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1775  |  Acres: 0.14
Tuesday Aug 25, 2026
Description: It has all you wanted! Shiny wood floors to celebrate New England building, plenty of windows to capture every inch of light possible, granite tops on a multitude of cabinets, a step in shower but also a tub for long soaks or the little ones who visit....total one floor living, so rare locally, even no stairs to the direct entry garage. A service that plows, shovels and mows.....a playground for adults with pickle ball, dedicated exercise room, meeting room and kitchen, and a cozy place by the fire to sit and visit. If you are at an age when you can appreciate an easier lifestyle, come take a look and see if this is your next adventure. This property is being subdivided from a larger parcel. See MLS Property & Listing Details & 19 images.

New Listing! Brattleboro VT Home for sale $$499,000 $281 per sq.ft.

$499,000 $281 per sq.ft. Brattleboro VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1775  |  Acres: 0.21
Thursday Aug 27, 2026
Description: Celebrate! You have earned it! A gentle neighborhood for 55 and more, mowing, plowing and shoveling included in the HOA.. Leave the tough stuff for the young at heart! Sit snug as a bug in the sun room and watch it snow, without a care or worry, or run off to play pickle ball in the warm seasons....Want to be snow birding? Perfect set up as the home is easy care inside and out. Park a car in the garage for the winter and forget about it till spring. Comfort is what you deserve and have earned. This is it. See MLS Property & Listing Details & 19 images.

$449,000 $302 per sq.ft. Bridgewater VT Home »

Waterfront on River Ottauquechee River
3 Beds | 2 Baths |   Total Sq. Ft. 1489  |  Acres: 0.33
Thursday Jul 24, 2025
Description: This 1885 antique story and a half cape has been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional living room and dining room with the more casual lifestyle of today. The open concept Vermont country kitchen-dining and family room flow into a south facing sunroom overlooking the Ottauquechee River with a terraced yard providing direct access to the water. The home is midway between the resort communities of Woodstock and Killington 5 and 9 miles away. A public park and the Bridgewater Mill showcasing nationally and internationally recognized handmade furniture and pottery of Charles Shackelton and Miranda Thomas, respectively, in addition to a popular restaurant with live entertainment all within walking distance. Ideally sited offering an array of amenities at an attractive price. See MLS Property & Listing Details & 34 images.

$299,000 $233 per sq.ft. Bridport VT Home »


Price Change! Reduced by $50,000 down 17% on July 30th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1285  |  Acres: 1
Saturday May 30, 2026
Description: Enjoy the best of Vermont living with Green Mountain views to the east and Adirondack views to the west. Drive through Bridport and you'll see why people love calling this area home...working farms, apple orchards, open fields, wooded back roads, and beautiful lake views all around. It's the kind of small town where neighbors wave and life moves at a comfortable pace. Owned by the same family for many years, this home is ready for its next chapter. If you've been looking for a solid house with good bones and room to make it your own, this could be the opportunity you've been waiting for. Inside, the layout is practical and functional with a central dining room, living room, kitchen, and a convenient 3/4 bath with laundry on the main level. Upstairs offers four additional rooms plus a spacious landing, giving you flexibility for bedrooms, a home office, hobby space, or extra storage. The level one-acre lot is easy to maintain and gives you plenty of room for cookouts, yard games, gardening, or simply relaxing after work. The attached shed is perfect for tools, bikes, lawn equipment, or an extra freezer, while the detached shed makes a great workshop or garden space. There's also ample parking for trucks, trailers, and guests. Just a short drive to Middlebury for groceries, hardware stores, restaurants, and everyday essentials and close to Bridport's well-loved general store for quick stops and local conversation. See MLS Property & Listing Details & 44 images. Includes a Virtual Tour

$390,000 $116 per sq.ft. Bristol VT Home »


Price Change! Reduced by $50,000 down 13% on July 20th 2026
6 Beds | 3 Baths |   Total Sq. Ft. 3366  |  Acres: 0.51
Monday May 18, 2026
Description: In town, there is one undeniable property that immediately catches your eye and captures your imagination. Located at 28 West Street, this spectacular, once-in-a-lifetime Bristol Village home offers an extraordinary blend of historic grandeur, massive scale, and a rare live-and-work opportunity. Sitting proud on a gorgeous, 0.51-acre lot, this property puts you a stone's throw from the vibrant downtown shops and restaurants, and gives you a front-row seat to Bristol's legendary Fourth of July parade. Spanning over 3,300 square feet, the residence is rich with architectural character, showcasing beautiful original trim and a cozy wood fireplace that anchors the living space. With six generous bedrooms and three bathrooms, the floor plan offers an abundance of space and flexibility. The home has been thoughtfully maintained where it counts, featuring a dry basement, a Buderus boiler, a brand-new septic system installed in 2021, and has been rewired with a newer electrical panel. For those who need extra space for vehicles, hobbies, or storage, the property includes an oversized, detached two-car garage complete with an unfinished second level. What truly sets this village gem apart is its flexible zoning, which allows for mixed-use options including professional offices and commercial space. Whether you dream of launching a boutique business from home or keeping your work and residential life seamless, this layout provides the ultimate template for a live-and-work lifestyle. The ideal buyer is someone ready to embrace a rewarding project; while the home boasts incredible bones and a commanding presence, it is ready for cosmetic updates, offering the perfect canvas to bring your personal touch and design vision to every room. Opportunities of this scale, location, and versatility rarely hit the market in Bristol Village--bring your ideas and revive this local icon into your dream masterpiece. See MLS Property & Listing Details & 60 images.

Under Contract Bristol VT Home for sale $$419,900 $409 per sq.ft.

$419,900 $409 per sq.ft. Bristol VT Home »


Price Change! Reduced by $10,000 down 2% on July 27th 2026
2 Beds | 2 Baths |   Total Sq. Ft. 1026  |  Acres: 0.86
Monday Jul 6, 2026
Description: Set on .86 private, wooded acres, this charming 2-bedroom, 2-bath post and beam home offers warmth, character, and a peaceful Vermont setting. Surrounded by mature trees and natural landscape, the property feels tucked away while still offering comfortable year-round living. Inside, the home showcases beautiful exposed beams, wood ceilings, wide-plank wood floors, and an inviting open layout full of rustic charm. The kitchen features warm wood cabinetry, a gas range, dishwasher, and generous workspace, opening easily to the dining and living areas for a cozy, connected feel. Large windows bring in natural light and frame the surrounding greenery, while glass doors lead to an expansive elevated deck, creating a wonderful outdoor space for relaxing, entertaining, or simply enjoying the quiet. A new Rinnai heater was installed in the living room in February 2026, adding efficient comfort to the main living space. Upstairs, two bedrooms continue the post and beam character with vaulted wood ceilings, exposed framing, and peaceful treetop views. The lower level adds valuable function with laundry, utility space, storage, a bath, and flexible room for recreation, hobbies, or future possibilities. A Brunswick slate 7' pool table conveys with the property, adding to the usability and enjoyment of the basement space. Outside, two outbuildings provide convenient storage for lawn equipment, tools, outdoor gear, and more. With its distinctive craftsmanship, private setting, useful storage, and classic Vermont feel, this home is a wonderful retreat for anyone looking for character, nature, and comfort in one special property. See MLS Property & Listing Details & 38 images.

$450,000 $335 per sq.ft. Bristol VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 0.6
Tuesday Apr 28, 2026
Description: Turn up the excitement--this is the one you've been waiting for! Welcome to a stunning, low-maintenance one year old home on charming Little Brook Lane, where modern design meets peaceful mountain views in a private community setting. From the moment you arrive, you'll love the spacious 2-car garage with extra room for storage--perfect for all your gear and more. Step inside and experience the seamless transition from the garage into a bright, open living space designed for both relaxation and entertaining. The show-stopping kitchen features sleek quartz countertops, a wall oven, and a deep farmhouse sink--equal parts style and function. Down the hall, discover three well-appointed bedrooms, including a sun-filled primary suite at the end of the corridor, complete with a generous en-suite bath. A full main bathroom with tub, dedicated laundry area, and a convenient mudroom entrance add to the home's smart layout. ????: basement access provides even more storage potential! Outside, unwind on your private deck or welcoming porch--ideal for soaking in those serene surroundings. Modern comfort, thoughtful design, and unbeatable charm--this home truly has it all. Don't miss your chance to make it yours! See MLS Property & Listing Details & 43 images.

Under Contract Brookfield VT Home for sale $$350,000 $335 per sq.ft.

$350,000 $335 per sq.ft. Brookfield VT Home »


Price Change! Reduced by $35,000 down 10% on July 16th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1804  |  Acres: 2.5
Tuesday Jun 9, 2026
Description: Welcome to 164 East Hill Road in Brookfield, where country living meets peace of mind. Situated on approximately 2.5± acres, this well-maintained raised ranch offers flexible living space, extensive updates, and room to enjoy Vermont's outdoor lifestyle. The main level features three bedrooms, a bright and inviting living area, an updated kitchen accented with a tile backsplash, a dining room lat leads to a deck, and comfortable spaces designed for everyday living. The lower level expands your options with a spacious family room, two bonus rooms ideal for a home office, hobby space, guest accommodations, or fitness area, plus a laundry room, utility room, and convenient access to the attached garage. Recent improvements provide confidence and value, including a new roof system, central air conditioning, updated electrical work, radon mitigation system, replacement flooring with engineered hardwood, fresh interior paint, and numerous safety-related upgrades. The water system has also seen improvements with new tiles installed to the spring-fed water source, and a new RO system with UV sterilization under the kitchen sink, along with plumbing updates Outside, enjoy open yard space, mature trees, and the privacy of a rural setting. A woodshed provides convenient storage for the firepit, while the former sugar shack offers endless possibilities as storage, a workshop, hobby space, chicken coop, or small animal shelter. Following a historic weather event, the town completed roadway improvements and drainage modifications in the area to better manage stormwater flow. The property itself is not located within a designated flood zone. Whether you're seeking space for hobbies, homesteading, remote work, or simply enjoying the Vermont countryside, this versatile property offers comfort, functionality, and the benefit of substantial recent updates. See MLS Property & Listing Details & 51 images.

$375,000 $347 per sq.ft. Brookfield VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1608  |  Acres: 0.9
Thursday Mar 19, 2026
Description: New, new, new! Originally started as a 2018 build but never completed, this home has been expertly finished and thoughtfully elevated by its current owners resulting in a property that exceeds expectations at every turn. What appears to be a modest exterior opens into a surprisingly spacious and well-designed interior, where every inch of space has been maximized with intention, comfort, and style. The main level features a desirable first-floor primary bedroom and a versatile full bath that can function as either a private ensuite or a guest bath, offering flexibility for a variety of living arrangements. First floor laundry and thoughtful upgrades, including a heated towel rack, add a touch of everyday luxury. The well-appointed kitchen flows seamlessly into the open-concept dining and living areas, creating a bright and welcoming space ideal for both daily living and entertaining. Step through the sliding glass doors onto the expansive rear deck overlooking Sunset Brook just beyond the property line, an inviting setting for morning coffee, evening relaxation, or hosting gatherings with friends and family. Upstairs, you'll find two additional bedrooms, a convenient half bath, and bonus storage spaces. The walkout lower level adds even more versatility, featuring a comfortable media or recreation room, additional storage, and access that lends itself well to covered parking or flexible use. A new Presby septic system and EC Fiber, fiber optic internet already installed! Also inquire about the home being offered fully furnished and professionally staged, which presents an exceptional turnkey opportunity for investors, short-term or long-term rental potential, second-home buyers, or anyone seeking a seamless move-in experience for additional cost. Deceptively spacious, thoughtfully finished, and ready to enjoy...this is a property you won't want to miss! See MLS Property & Listing Details & 49 images.

$378,000 $204 per sq.ft. Brookfield VT Home »


Price Change! Reduced by $32,000 down 8% on July 30th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 1849  |  Acres: 0.9
Thursday Jun 18, 2026
Description: This quintessential Vermont farmhouse is located in the historic hamlet of West Brookfield. Sellers are relocating for work -Sellers are willing to contribute up to $5,000 towards pre-paids and closing costs all reasonable offers considered, can accommodate quick closing. This tight-knit community features a working seventh-generation family farm, the original schoolhouse, and a meeting house dating back to the 1800s that continues to host community events. The property is located 9.1 miles from Randolph VT, 23 miles from MontpelierVT, and 11 miles south of Northfield Vt and Norwich University. The home features three bedrooms and a possible fourth, with the potential for first-floor living. The remodeled kitchen includes a robust soapstone sink, a center island with plenty of storage, updated appliances, and a nearly new woodstove, as well as access to the front and back porches. There are two bathrooms on the first floor, one of which is associated with a beautiful vaulted ADU space that could serve as a fourth bedroom, studio, home office, etc. A newly renovated and insulated mudroom/laundry area connects the spacious garage to the rest of the house. Large living and dining rooms with built-ins are bathed in natural light. Hardwood floors throughout including refinished original wide-plank. The second floor bedrooms feature built-in dressers, with a bathroom nearby at the top of the stairs. The exterior includes a fenced-in backyard, fire pit, chicken coop, deck, and many perennials including lilacs and mature apple trees. Step back in time with all the modern amenities. Come take in all the charm of this house and neighborhood. See MLS Property & Listing Details & 49 images.

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