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$499,000
2 Beds ⋅ 2 Baths ⋅ 5106916 MLS
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.

171 Buttonwood Dr, Brattleboro
$525,000
3 Beds ⋅ 3 Baths ⋅ 5106903 MLS
Just what you have been waiting for! The perfect spot in the perfect neighborhood! Watch the moon rise over Wantastiquet and the seasons change from your back yard! Listen for spring...when the ice cracks on the river and lets go...and watch the shoots pop to greet a new warm and beautiful summer season. This contemporary raised ranch has a wall of windows to the garden, a lovely little wood stove for chilly evenings and a cook's kitchen. The Star Trek elevator allows you to age in place, drive in to the garage, step on the elevator and zoom to the main floor so every inch of the house is accessible. Recently renovated, this is worth seeing. Possession on 11/6/26. Join us at the Open House 8/30/26, 11-1.

205 Wantastiquet Dr, Brattleboro
$479,000
2 Beds ⋅ 2 Baths ⋅ 5106580 MLS
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.

162 Buttonwood Dr, Brattleboro
$439,000
2 Beds ⋅ 2 Baths ⋅ 5106541 MLS
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.

77 Buttonwood Dr, Brattleboro
$615,000
4 Beds ⋅ 3 Baths ⋅ 5106451 MLS
You don't have to wear pearls to live here! This home oozes classic charm, memories of Thanksgivings and every holiday celebrated. The first step in has a welcoming wood stove for winter chill and glass french doors to fling open the first day of spring....Bring them home to the heart of the house with a dining room big enough for a feast...living room with a fireplace....warm hardwood floors, a lovely staircase and windows everywhere. Inside or out... every season will capture your heart....you will find them on the patio surrounded by blooms and summer sounds, tucked in reading a book while the snow swirls, taking in a game while the snacks flow. There is room for it all, and they will come home.

354 Orchard St, Brattleboro
$299,000
5106434 MLS
On offer is this tidy, three-unit multi-family home, located in a tranquil residential neighborhood on Moreland Avenue. Originally designed as a multi-family, the three units have identical floor plans with good layout flow. Each 2-bedroom unit has a large eat-in kitchen with pantry, a dining room with French doors opening to the living room and the bonus of a generous, three-season, enclosed front-porch. Each unit features the original handsome wood trim and doors, gleaming hard wood floors, good closet space, and many huge windows filling the place with glorious natural light. There are separate electric meters and boilers for each unit. Additional bonuses are the two-car garage, a small but sweet yard with trees including two pear trees, and a good basement. Great investment opportunity or owner occupied income property. Currently, the first floor is rented with a lease while the second and third floor units are vacant. Great location near high school, hospital, shopping and I-91. Property is being sold "as is". Sale is subject to license to sell. Please Note: Unit 3's pantry is unfinished. Showings begin Saturday 8/29. OPEN HOUSES Saturday 12pm-2pm and Sunday 10am-12pm.

75 Moreland Ave, Brattleboro
$290,000
5 Beds ⋅ 2 Baths ⋅ 5105369 MLS
Offered to the public for the first time in nearly 60 years, this majestic Colonial-style home is located in one of Brattleboro’s oldest neighborhoods. The property showcases exquisite original details, including maple floors and fine hardwood trim throughout both levels. Many of the original plaster walls and ceilings have been professionally restored and await your personal color choices. The first floor provides an expansive layout designed for gathering. Enter through a generous mudroom into a functional kitchen - ready to be customized into a chef's dream or kept simple - complete with a large walk-in pantry. The kitchen flows seamlessly into the dining room, which features a built-in cabinet. Across the foyer, a bright living room opens into a cozy den or parlor with a quarter bath. Upstairs, you will find five bedrooms and a full bath, with the added potential to finish the full attic for even more living space. Situated on two combined lots, this in-town gem includes off-street parking for multiple vehicles and plenty of room for gardening. Are you ready to become the next steward of this stately property?

207 Elliot St, Brattleboro
$439,000
3 Beds ⋅ 2 Baths ⋅ 5105327 MLS
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.

1137 Upper Dummerston, Brattleboro
$390,000
2 Beds ⋅ 3 Baths ⋅ 5104900 MLS
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.

116 Green Meadow Rd, Brattleboro
$250,000
2 Beds ⋅ 2 Baths ⋅ 5104720 MLS
Easy living. This move-in-ready townhouse comes with snow removal; trash, recycling and compost removal; landscaping; a swimming pool; tennis and pickleball courts; a hiking trail and little libraries included. The seller has refurbished the entire unit by installing beautiful flooring on the first floor and in bathrooms, refinishing cabinets, painting, and cleaning carpeting in order to get the condo ready for you. It is fresh, clean and ready for you! The convenient second floor laundry has a newer energy efficient all-in-one washer/dryer unit. You can sit on your private patio and enjoy nature. Or, escape the heat with a dip in the pool. Morningside Commons is within walking distance of downtown Brattleboro with its many shops and restaurants. Your condo awaits you!

147 Morningside Commons, Brattleboro
$190,000
2 Beds ⋅ 1 Baths ⋅ 5104626 MLS
Move-in ready and easy to maintain, this 2-bedroom, 1-bath townhouse-style condo offers comfortable living in a convenient Brattleboro location. The main level features a bright, open living and dining area with sliding doors that lead to a private patio and a peaceful, wooded backdrop. An inviting spot to relax or enjoy the outdoors. The kitchen offers plenty of cabinetry and workspace and flows easily into the main living area. Upstairs, you’ll find two generously sized bedrooms and a full bath. With 930 square feet of finished living space plus a full 465-square-foot unfinished basement, there’s excellent additional room for storage, hobbies, or everyday necessities. Conveniently located near shopping, public transportation, I-91, the Farmers Market, Living Memorial Park, and all that downtown Brattleboro has to offer. Association fees include heat, water/sewer, landscaping, and more, helping make this an appealing low-maintenance home at an accessible price point.

39 Brookside Dr Unit 4, Brattleboro
$245,000
2 Beds ⋅ 2 Baths ⋅ 5104214 MLS
**Open House Sunday 8/23/26 from 1-3pm** Welcome to Brookside Condominiums! This 2-bedroom, 1.5-bath end-unit townhome offers a comfortable, low-maintenance lifestyle in a convenient Brattleboro location. Natural light fills the living areas throughout, while the thoughtfully designed galley kitchen offers ample cabinet and counter space, a breakfast bar, and an easy flow into the dining area. Upstairs, two spacious bedrooms feature generous closet space, and the full bathroom is easily accessible from both bedrooms. There is even a surprise bonus room, perfect for additional storage or for extra daily use! The first level includes an attached one-car garage with automatic opener, laundry and utility room off the garage, and foyer area for coats and shoes. As an end unit, the home enjoys added privacy along with both a welcoming side deck off the living room and a peaceful rear brick patio, providing inviting outdoor spaces to relax or entertain. Conveniently located near shopping, dining, parks, recreation, downtown Brattleboro, and major commuter routes, this home offers easy access to many local amenities while providing a comfortable place to call home.

9 Evergreen Ln, Brattleboro
$325,000
2 Beds ⋅ 1 Baths ⋅ 5103959 MLS
PRICE IMPROVEMENT! MOTIVATED SELLER! Welcome to this brand NEW, beautiful home, professionally blower-door tested at an exceptional 1.7 providing outstanding airtightness, energy efficiency, & year-round comfort. Completed in July 2026 & designed for low-maintenance living, the home benefits from net-metered solar credits that have offset the owner’s electrical needs, including heating & cooling. Warrantied ENERGY STAR® appliances, two quiet high-efficiency mini-splits, & a continuous fresh-air ventilation system support healthy indoor air, low operating costs, & efficient climate control. Just minutes from Brattleboro Hospital, shopping, restaurants, downtown, & Interstate 91, the home also offers walking access to miles of peaceful forested hiking trails. Designed for one-level living, the first floor includes an inviting foyer, abundant natural light, an open-concept kitchen, dining, & living area, a primary bedroom & full bath, & a large pantry with a washer & dryer. The cozy loft offers flexible space for a second bedroom, office, studio, or guests. Southeast-facing windows & double glass doors open to a rear deck overlooking the Connecticut River Valley. Enjoy autumn foliage, mountain views, classic winter landscapes, colorful sunrises, & warm-weather privacy from mature maple, oak, & locust trees. The poured-concrete walk-out basement is plumbed for radiant heat & includes two windows & double glass doors, offering potential for a workshop, recreation room, studio, guest suite, or possible efficiency apartment, subject to local approvals. The backyard offers room for gardens & outdoor enjoyment. Solar credits are available for purchase separately, creating an exceptional opportunity for long-term energy savings. Every major design decision reflects quality, durability, energy performance, & ease of living. Whether as a year-round residence, Vermont retreat, or simplified one-level home, this home offers thoughtful design, modern comfort, & long-term value.

203 Fairview St, Brattleboro
$299,000
3 Beds ⋅ 2 Baths ⋅ 5103897 MLS
Looking for your first home, ready to downsize, or seeking single level living? This one is for you. Set in a peaceful rural location near the end of a quiet dead end road, this single level ranch offers comfort, privacy, and great potential on 6.5+ acres just outside the village of West Brattleboro. Enjoy an in ground swimming pool with a pool house and bathroom - perfect for summer relaxation. High speed internet keeps you connected, a reliable Buderus boiler provides heat and hot water, and most windows have been updated to double glazed vinyl for improved efficiency. Inside, the layout is practical and inviting. Enter from the attached 24x24 two car garage into a substantial mudroom/laundry room - a huge perk in Vermont. The kitchen offers ample workspace and storage, opening to the dining and living areas with a wall of west facing windows. The living room fireplace is an ideal candidate for a woodstove insert, offering efficient heat with the ambiance of a traditional hearth. Off the central living area are three bedrooms, including a primary bedroom with full bath. Two additional bedrooms - or office/studio/workout spaces - plus a second full bath complete the floor plan. Outside, there’s room to garden, play, and enjoy the land. The price reflects the opportunity for a new owner to perform work and updates to build meaningful equity while enjoying a cozy home in a rural setting close to everyday necessities. Minutes from Memorial Park, trail networks, shopping, schools, the hospital, and I 91, this property delivers outstanding value at a competitive price. Don’t let it get away.

68 E Bonnyvale Ln, Brattleboro
$289,000
4 Beds ⋅ 2 Baths ⋅ 5103506 MLS
This in town 4 bedroom, 2 bath home offers the perfect blend of comfort, convenience and versatility. Ideally located close to town amenities, this property provides easy access to shopping, dining, services, schools, parks and everyday essentials while offering a spacious place to call home. Inside you’ll find beautiful wood flooring, inviting living spaces and a layout that provides flexibility for both living and working. With four bedrooms there is plenty of space for family and overnight guests while the large open finished attic can be turned into a number of uses. Perhaps a studio, exercise room, meditation space, the uses are only limited by your imagination. The property is well suited for those looking to operate a home-based business, offering a prime location and functional space for work-from-home needs. Enjoy the outdoors on your deck or patio and if weather doesn’t cooperate, the enclosed porch is perfect for relaxing with morning coffee or an after dinner beverage. A one-car garage adds convenience while the minimal exterior maintenance allows more time to just enjoy a little down time relaxing. A rare combination of location, flexibility and affordability are just a few of the reasons to take a look at this property. Showings begin Sunday 8/9 with OPEN HOUSE 12pm-3pm.

110 Western Ave, Brattleboro
$182,000
3 Beds ⋅ 2 Baths ⋅ 5103420 MLS
Cute as a button! Everyone knows this home painted as pretty as a picture, on the corner lot at the foot of Union Hill. The owners over the years have landscaped and created a magical setting........walk to downtown, coop and the MOOVER! Previous owners did a amazing renovation after Irene. An intown, affordable, vintage home with lots of character. 48 hour notice please in respect of the tenants. No interior photos to respect tenants privacy.

23 Williams St, Brattleboro
$295,000
3 Beds ⋅ 1 Baths ⋅ 5103014 MLS
Welcome to this charming, well maintained ranch built with character, exceptional functionality, and comfort on a desirable dead end street. Classic curb appeal and the timeless design allow for first-floor living with spacious living and dining areas. It is flooded with natural light from the oversized windows and features original hardwood trim, solid wood doors, built-ins, and vintage light fixtures. Currently carpeted, but beautiful oak floors are underneath. The sunroom is welcoming and bright, offering the perfect space for an artist or an afternoon retreat while connecting with nature. The floor plan includes 3 bedrooms all of which look out to the expansive, level backyard. The vintage bathroom has warm accents, featuring original cream tiles with delicate pink surrounding the tub and shower, along with a laundry chute to the basement. The outside is impressive with a large open backyard offering endless possibilities for entertaining, gardening, recreation, or future outdoor additions. There is a charming rustic outbuilding that is the perfect garden shed or potential workshop. An oversized one-car garage connects to the home via a comfortable breezeway. There's an expansive full basement with cold storage room and flexibility for hobbies or a workshop. This home is rich in character yet full of opportunity for the next special owners to add their touches. Very close to the hospital, shopping, schools, bus route, and I-91.

30 Lexington Ave, Brattleboro
$450,000
3 Beds ⋅ 2 Baths ⋅ 5103012 MLS
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.

72 Green Mdw, Brattleboro
$198,000
5102764 MLS
It doesn't get better than this! Stunning! Over 3.25 acres in a neighborhood with a wait list, well known hiking trails, near cross country skiing, country club and minutes to downtown. There are 2 lots, the front being mostly wooded with some clearing started and the rear lot with an old horse meadow, stone wall and a bit of height for potential views. Not only is there road frontage on Pleasant Valley, but a right of way to take you to the rear lot. You can't miss this opportunity to join the neighborhood, become a part of something special. Don't compromise any longer, build that energy efficient, Vermont home and be the influencer for the next generation of homes.

Pleasant Valley Rd, Brattleboro
$680,000
5102102 MLS
SUPERB OPPORTUNITY to acquire one of Brattleboro’s nicest multi-family, investment properties!! Situated in one of THE BEST neighborhoods in Brattleboro, Vermont, this sweet, money-maker offers 7 units on a quiet street that is SOOO close to downtown Brattleboro. What every investor dreams of!!! Location, quality condition and build, spacious unit size, superb level, off-street parking, and public water and sewer. Many units have private entrances – wow! On-site laundry, too! It’s time to diversify, and acquiring a steady income stream is the best way forward!!! Excellent investment with superb ROI potential. LOCATION & OPPORTUNITY. This is THE ONE for you. Do NOT miss out! Private showings on request.

50 Terrace St, Brattleboro
$340,000
5100544 MLS
Discover this lovingly cared-for two-unit multi-family property, ideally located in town with convenient access to shopping, restaurants, public transportation, and everyday amenities. Each unit offers a comfortable layout featuring 2 bedrooms and 1 bathroom, making this property an excellent opportunity for owner-occupants, investors, or those seeking rental income. Pride of ownership is evident throughout, with the property having been carefully maintained over the years. Come sit on the back porch and watch the sunrise over the mountain. Whether you're looking to expand your investment portfolio or live in one unit while generating income from the other, this well-kept duplex offers convenience, versatility, and lasting value in a desirable location.

120 Western Ave, Brattleboro
$729,000
3 Beds ⋅ 3 Baths ⋅ 5100444 MLS
A rare combination of recreation & convenience in one of Brattleboro's most desirable neighborhoods. This home is designed for living & entertaining! The property sits on 1.6 acres of landscaped grounds with sweeping views of Mt. Wantastiquet showcasing spectacular sunrises & front-row views of Brattleboro's 4th of July fireworks. Tucked beside Living Memorial Park on a quiet cul-de-sac where skiing, tennis, baseball, swimming, playgrounds and year-round recreation are just steps away. Inside, oversized windows fill the home with natural light while viewing the spectacular setting. A welcoming foyer with beveled glass doors and three generous closets opens to the elegant living room with hardwood floors, propane fireplace, and expansive windows. The heart of the home is the stunning kitchen / dining area featuring ash flooring, a massive center island, custom Schrock cabinetry, granite countertops, and large sliding doors opening to the patio w/ firepit overlooking the views. Adjacent is an oversized walk-in butler's pantry offering abundant cabinetry, workspace and storage. The first floor features a guest bedroom with private en-suite bath featuring tile flooring and glass enclosed shower. Designed for entertaining, the year-round cabana room opens directly to a 2nd patio and 40x20 saltwater pool and includes a custom bar, full refrigerator, custom wine cabinet, plus an adjacent bath with concrete countertops, tile flooring and exposed brick accents. Upstairs, the primary suite offers a wall of windows framing the mountain views, a spa-inspired bath with double vanity & designer tiled rain shower, adjoining custom laundry room w/folding station, & an oversized walk-in dressing room with built-in organization. A 2nd spacious bedroom also includes a walk-in closet. Extensive updates, quality craftsmanship, beautiful outdoor living spaces, and an unbeatable location combine to create a rare offering of a truly move-in-ready home. Simply Stunning. Showings begin 7/24.

219 Hillcrest Ter, Brattleboro
$295,000
3 Beds ⋅ 1 Baths ⋅ 5100010 MLS
Timeless Character on Coveted Oak Grove Avenue! There's something special about an American Foursquare. Built for comfort and designed to stand the test of time, this quintessential early 20th-century home welcomes you with classic architecture, generous room sizes, and the warmth of original craftsmanship. Set on a desirable in-town lot along Oak Grove Avenue, this 3-bedroom home showcases beautiful hardwood floors, rich natural woodwork, and a cozy fireplace that anchors the inviting living room. The screened front porch is the perfect place to enjoy your morning coffee, greet neighbors, or unwind on warm summer evenings. Upstairs, you'll find three comfortable bedrooms and a full bath, while the unfinished attic offers exciting possibilities - whether you envision a studio, home office, playroom, or additional living space. Outside, there's room to garden, entertain, or simply enjoy the yard, along with the convenience of a one-car garage. Combining timeless character with everyday practicality, this home is just minutes from schools, the hospital, restaurants, shopping, and all the conveniences of in-town living. Come experience everything this Oak Grove Avenue gem has to offer.

136 Oak Grove Ave, Brattleboro
$245,000
2 Beds ⋅ 2 Baths ⋅ 5099302 MLS
This inviting 2 bedroom, 2-bathroom townhouse is located with privacy but close to Brattleboro amenities. Drive into your one car garage, in addition there is a storage area and laundry room. The second floor has a spacious living room and galley kitchen with eating nook which flows into a dining room and outdoor deck. The third level of this cozy condominium has a full sectional bathroom and 2 bedrooms with vaulted ceilings. Just next door is the Living Memorial Park offering swimming, baseball games, pickleball, skiing, skating and annual events, The popular Farmer's Market is also close by. Close to 1-91 this convenient property can be your next ....home sweet home.

11 Evergreen Ln, Brattleboro
$110,000
5099250 MLS
Nestled just behind 117 Fuller Drive, with privacy and easy access from the street, this property is the perfect spot for the tiny home you have been longing for. Water, sewer, and electric are all at the street, and the seller will help to keep the access accessible :)  The subdivision has received preliminary approval from the town, with finalization to be completed prior to sale—giving you peace of mind as you plan. Downtown Brattleboro is just about a mile away,  while everyday essentials are close by as well. Close to hospital, public transportation, schools, and shopping!  Perhaps the best perk of all? Fantastic neighbors and a rare opportunity: buyers have the option to rent the seller's ADU while building their new home, making the transition seamless and stress-free. Whether you're a first-time builder, downsizing, or a dreamer chasing simplicity, this thoughtfully positioned and convenient lot is a rare find. Come imagine the possibilities and stake your claim in wonderful Brattleboro, Vermont. Deed, taxes, and final acreage to be determined but will be at least .12 acres. NOTE- BS&L offers special tiny home loans!

117 Fuller Dr, Brattleboro
$285,000
3 Beds ⋅ 1 Baths ⋅ 5097858 MLS
Tucked in near schools, hospital, shopping and a short walk to fishing and a canoe ride. Room enough for a garden, play space and just the right size for new beginnings. Nice sun porch doubles a a mud room, kitchen is huge with room enough for an island, a sweet spot with lots of potential.

455 S Main St, Brattleboro
$425,000
5097401 MLS
Strong returns and future potential define this well-maintained 4-unit investment property in vibrant Brattleboro. The building consists of four spacious 2-bedroom, 1-bath apartments, providing a desirable and consistent unit mix. Pride of ownership is evident throughout, making this a turnkey addition to any portfolio. Beyond the existing income, the property offers exciting upside with attic space that may provide opportunities for additional living area or future expansion, subject to local approvals. Ideally located in Brattleboro, tenants enjoy the convenience of a thriving downtown known for its eclectic shops, restaurants, arts scene, and year-round community events, as well as easy access to Interstate 91 and the outdoor recreation that Southern Vermont is known for. Whether you're seeking stable cash flow or long-term value-add potential, this property delivers both in one of Vermont’s most desirable communities. 3D Virtual Tours Available Upon Request.

28 Brook St, Brattleboro
$422,000
5097400 MLS
Exceptional cash flow meets classic Vermont charm in this well-maintained 4-unit property in the heart of Brattleboro. The building features a desirable unit mix with two 2-bedroom, 1-bath apartments and two 1-bedroom, 1-bath apartments. Recent improvements include a freshly painted exterior in 2025 and bathroom renovations completed in 2023, reflecting pride of ownership and minimizing near-term maintenance. Located in vibrant Brattleboro, tenants enjoy easy access to the town’s eclectic mix of restaurants, coffee shops, galleries, and local events, along with convenient access to Interstate 91 and nearby outdoor recreation. Known for its strong sense of community and thriving arts scene, Brattleboro continues to attract residents seeking both small-town charm and everyday conveniences. Whether you're expanding an existing portfolio or looking for a high-yield investment in one of Southern Vermont’s most dynamic communities, this property offers strong returns and lasting appeal. 3D Virtual Tours Available Upon Request.

820 Western Ave, Brattleboro
$68,000
2 Beds ⋅ 1 Baths ⋅ 5096935 MLS
Welcome to 22 Valley Road, an affordable and easy-to-maintain 2-bedroom, 1-bath mobile home located in Brattleboro’s Tri-Park Cooperative Housing Corporation. This cozy single-level home offers a bright and refreshed interior with natural light, LED lighting, first-floor laundry hookups, and a functional layout that makes great use of the space. The kitchen features an electric range, refrigerator, freezer, and ample cabinet storage, opening nicely into the living area for everyday convenience. Outside, enjoy a level setting with off-street parking, a gravel driveway, and access to community amenities including common acreage, coin laundry, and a basketball court. The property also offers access to Whetstone Brook, nearby walking trails, and a convenient location close to Brattleboro’s shopping, dining, schools, recreation, and I-91. A great opportunity for affordable living in a convenient Brattleboro location!

22 Valley Rd, Brattleboro
$299,000
3 Beds ⋅ 1 Baths ⋅ 5096011 MLS
Welcome to a home where everyday living feels just a little more special. Offering three comfortable bedrooms and a functional, inviting layout, this property is designed for everything from quiet evenings at home to hosting family and friends. The true highlight is the incredible backyard, a rare, fully fenced, level oasis that's ready for every season of life. Fire up the grill on the spacious back deck, let the kids and pets roam freely, plant the garden you've always wanted, or gather around a fire pit under the Vermont stars. This is the kind of outdoor space buyers dream about and seldom find. In addition to the incredible yard. A fully paved driveway with room for multiple cars, space for RV's Boats and other recreational items is at your service. Located in one of Brattleboro's most convenient neighborhoods, you'll love being just minutes from vibrant downtown shops, local restaurants, schools, parks, and minutes from I-91 leaving you 30 minutes to major MA and NH Hubs. Enjoy year-round community events while still enjoying the peace and privacy of your own backyard retreat. Whether you're grabbing a morning coffee, exploring the local arts scene, or taking advantage of nearby hiking and recreation, everything you love about Brattleboro is right at your fingertips. This isn't just a place to live, it's a place to make memories. This home offers the lifestyle you've been waiting for. Don't miss your chance to experience everything this exceptional property has to offer. List Agent is related to the Sellers

48 Carriage Hill Rd, Brattleboro

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