Brattleboro VT Real Estate & Homes for Sale

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Beds:
2
Baths:
1.00
Sq.Ft.:
1,000
Status:
NEW LISTING
MLS#:
5100548
Type:
Single Family
Lot size:
0.26 Acres
Year built:
1951
Courtesy: Bellville Realty
View additional info

ADDITIONAL INFORMATION

Sweet ranch home with 2 car attached garage. A lovely and level lot for gardening or outdoor entertaining, this location provides a country feel but only minutes from vibrant West Brattleboro events and businesses and a short trip brings you into downtown Brattleboro with lots of opportunities. This home with a generous living/dining space, good sized kitchen, 2 bedrooms and 1 full bathroom is great for a starter home or people looking to down size. The attached two car garage has automatic garage doors and an attached breezeway provides direct entry into the house and makes a great mud room with storage. The full basement has storage, the washer and dryer, the pellet stove and an oil hot air furnace. There is also a place to install a bathroom if you want. Use some of the basement as a workshop for projects and fix-it shop. Recent upgrades include new windows and a standing seam metal roof and hot water heater.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,400
Status:
NEW LISTING
MLS#:
5100444
Type:
Single Family
Lot size:
1.61 Acres
Year built:
1973
Courtesy: Berkley & Veller Greenwood Country
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,350
Status:
Active
MLS#:
5100010
Type:
Single Family
Lot size:
0.14 Acres
Year built:
1927
Courtesy: Brattleboro Area Realty
View additional info

ADDITIONAL INFORMATION

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.

Open House:

Saturday, 7/25

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
5099429
Type:
Condo
Year built:
1980
Courtesy: Brattleboro Area Realty
View additional info

ADDITIONAL INFORMATION

Nestled next to Brattleboro's favorite public park, this end unit is wrapped in coveted out door space ,wrapping from the coffee deck all the way around to the back brick patio It also features a private garage with auto open, and laundry and storage neatly behind, The parking is paved with plenty of room for guests. Inside the ample galley kitchen has everything you need including a large top doing double duty as prep space and an extension of the dining room with stools to sit and sip. Just the right size for entertaining or family time, the living room is bathed in light from the large windows and the slider to the deck. A refuge from every day life, the huge main bedroom has room for a cozy chair, lots of closets and direct access to the bath. So special in it's location, so close to I91 north and south and east/west travel on RT 9, you can easily access health care, shopping, and all the fun things Vermont has to offer. Worth a visit for affordability, location and ease of lifestyle.

Beds:
2
Baths:
2.00
Sq.Ft.:
2,496
Status:
Active
MLS#:
5099302
Type:
Condo
Year built:
1980
Courtesy: Barrett & Valley Assoc. Inc
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,050
Status:
Active
MLS#:
5097858
Type:
Single Family
Lot size:
0.15 Acres
Year built:
1910
Courtesy: Brattleboro Area Realty
View additional info

ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
1.00
Sq.Ft.:
552
Status:
Active
MLS#:
5096935
Type:
Mobile Home
Year built:
1971
Courtesy: Flex Realty
View additional info

ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,140
Status:
Active
MLS#:
5096011
Type:
Single Family
Lot size:
0.41 Acres
Year built:
1974
Courtesy: BHG Masiello Keene
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ADDITIONAL INFORMATION

***Open House Sunday 7/19 from 11am-1pm** 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

Beds:
2
Baths:
2.00
Sq.Ft.:
966
Status:
Active
MLS#:
5095431
Type:
Condo
Year built:
1988
Courtesy: Brattleboro Area Realty
View additional info

ADDITIONAL INFORMATION

DESIRABLE END UNIT! Why rent when you can buy- giving you peace of mind, an opportunity for stability and building equity. Maybe you are a first-time homebuyer? Or someone who wants to downsize from a bigger house and time-consuming yard chores and projects to a simpler life. An investor? Enjoy easy, affordable, and low-maintenance living in this sweet two-bedroom, 1.5 bath townhouse. Storage space in the attic! Conveniently located 1/2 mile to downtown Brattleboro's Main Street, the food Co-op, the new Brattleboro train station and museum, and lots of fun shops and diverse restaurants. Association amenities: a fabulous in-grown pool, pickleball/tennis court. HOA dues include lovely landscaping, master insurance policy, plowing, snow-removal, and trash. A delightful community of neighbors in a very pretty setting. Sale is contingent on Sellers finding suitable housing/closing within 90 days of contract.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,882
Status:
Active
MLS#:
5095156
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1984
Courtesy: Brattleboro Area Realty
View additional info

ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,872
Status:
Active
MLS#:
5094671
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1860
Courtesy: Four Seasons Sotheby's Int'l Realty
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ADDITIONAL INFORMATION

Move-in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open-concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyardâ??perfect for relaxing, gardening, or outdoor gatherings. Upstairs, the bedrooms offer comfortable accommodations with the opportunity to add a full bathroom in the future, allowing the home to grow with your needs. The lower level includes a separate in-law suite complete with its own private entrance and laundry area, offering flexibility for guests, multi-generational living, a home office, or potential rental income. Conveniently located, the property is less than a block from the Vermont Country Deli and within walking distance of the Brattleboro Farmers' Market, Memorial Park, and recreation fields. Easy access to Interstate 91 makes commuting simple while keeping downtown Brattleboro's shops, restaurants, arts, and entertainment just minutes away. Whether you're searching for a primary residence, an investment property, or a home with income-producing potential, this well-priced property offers an excellent opportunity.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,576
Status:
Active
MLS#:
5094642
Type:
Single Family
Lot size:
5.9 Acres
Year built:
1942
Courtesy: BHG Masiello Brattleboro
View additional info

ADDITIONAL INFORMATION

Perched atop this scenic hillside on 6 acres, this distinctive contemporary home and classic gambrel two-story barn once enjoyed sweeping easterly views to Mount Wantastiquet and distant Mount Monadnock. Glimpses of the long-range views exist but will need to be reclaimed. Located on highly desirable Pleasant Valley Road in West Brattleboro, the property offers an exceptional combination of rural Vermont charm, privacy and convenience, with easy access to town. The beautiful Pleasant Valley Reservoir and the recreational opportunities provided by its protected land, trail system and class 4 road network are an underutilized outdoor paradise just down the road. The home's striking flat roof design, redwood siding, and clean mid-century modern influences create a timeless architectural aesthetic. Inside, the open concept living/dining and kitchen area is filled with natural light from the expansive windows that frame the surrounding landscape. An East/SE facing corner deck provides the perfect setting for morning coffee and sunrise views. The main level features two bedrooms and a full bath updated in 2026. The finished walkout lower level offers a spacious additional living space. The impressive gambrel barn once housed horses in its 3-5 stall lower level and has water and power. The top level of the barn is open clear span with a drive-in door ideal for vehicles and equipment storage, a wood shop, workshop, studio space or a variety of other uses including a possible second dwelling unit with applicable permits. The open land in front of the barn was once a dressage arena and provides an excellent level outdoor space for recreation, animals or agriculture. The remainder of the property includes a mix of open field, young growth forest and established yard areas surrounding the home with abundant room for large gardens and outdoor fun. Despite its peaceful country setting skiing, golf, hiking and biking are only minutes away. A rare one-of-a-kind Vermont property.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,607
Status:
Active
MLS#:
5093917
Type:
Condo
Year built:
1998
Courtesy: Berkley & Veller Greenwood Country
View additional info

ADDITIONAL INFORMATION

Rare opportunity to enjoy single-level living with all modern conveniences on the main floor in this magnificent condo unit. Featuring a spacious primary bedroom with a walk-in closet and full en-suite bathroom, this home offers comfort and functionality throughout. A second bedroom provides flexibility for guests, a home office, or additional living space. The open-concept kitchen and dining area features quality KitchenAid appliances and flows seamlessly into the inviting living room. An additional full bathroom, first-floor laundry, and a walkout patio complete the main level. Large windows provide an abundance of natural light throughout the home. The finished lower level offers a spacious family room with a walkout door, a convenient half bath, and an additional large unfinished area ideal for storage, a workshop, or hobby space. Only a handful of units at Morningside Commons offer this highly desirable floor plan. Enjoy all the amenities Morningside Commons has to offer, including an inground pool, tennis and pickleball courts, and beautifully maintained grounds. Leave the snow removal, lawn care, and landscaping to someone else and enjoy the ease of low-maintenance living.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,250
Status:
Active
MLS#:
5093467
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1864
Courtesy: EXP Realty
View additional info

ADDITIONAL INFORMATION

Step into a world of artistic whimsy and historic allure at 65 Cedar Street, a property overflowing with character, magic, and boundless potential. Nestled in an ideal location with an entrance to the beloved Retreat Trails, this unique home offers an enchanting escape from the everyday. Outside, the property is embraced by beautiful, mature gardens cultivated over time in a spirit of enchanting "benign neglect"â??where nature and romance intertwine to create a storybook setting that will capture your heart from the moment you arrive. Inside, you will find a spacious layout featuring 4 bedrooms and 2 full baths spread across 2,250 square feet of versatile living space. The home has been thoroughly cleaned out and deep-cleaned, presenting a pristine, blank canvas with exceptional, rock-solid "bones" ready for its next chapter. Fine historic details anchor the home, from rich wood floors to timeless built-ins. At the heart of the home sits a magnificent centerpiece: a vintage Vermont Iron Stove Works stove, radiating authentic New England warmth and charm. The footprint continues to impress with a bright, beautiful sunroom perfect for morning coffee, a large attached 2-car garage providing excellent storage, and a expansive bonus space tucked away in the finished attic. This property is being offered in "as-is" condition and does not include appliances, making it the ultimate dream project for those looking to invest sweat equity into a truly remarkable historic home. Bring your vision to finish the cosmetic upgrades and unlock the true grandeur of this whimsical masterpiece. OPEN HOUSE SUNDAY, JUNE 14TH 12:00 PM â?? 2:00 PM Come experience the magic and explore the incredible potential of this one-of-a-kind home in person!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
5092993
Type:
Single Family
Lot size:
0.08 Acres
Year built:
1979
Courtesy: Berkley & Veller Greenwood Country
View additional info

ADDITIONAL INFORMATION

This adorable single-level home offers easy living with a functional layout and comfortable living spaces. The warm and inviting interior is designed for everyday living. The home features a large living and dining area, a convenient laundry nook, a spacious primary bedroom, and two additional bedrooms that can accommodate guests, a home office, or other multi-purpose needs. Outside, you'll find a nicely-sized, level yard that offers plenty of space to enjoy gardening, outdoor activities, or simply relaxing without the burden of extensive maintenance. Whether you're a first-time buyer, looking to downsize, or seeking a low-maintenance property, this charming home provides the perfect blend of comfort and convenience. Enjoy the simplicity of one-level living while being conveniently located near the hospital, pharmacy, shopping, dining, and other everyday amenities.

Beds:
4
Baths:
1.00
Sq.Ft.:
1,216
Status:
Active
MLS#:
5091728
Type:
Single Family
Lot size:
0.18 Acres
Year built:
1956
Courtesy: Coldwell Banker LIFESTYLES - Hanover
View additional info

ADDITIONAL INFORMATION

Located in one of Brattleboro's desirable neighborhoods, this inviting 4-bedroom home offers a comfortable layout, great natural light, and convenient access to schools, parks, trails, shopping, and downtown amenities. The bright living room features a large bay window that fills the space with natural sunlight, while the kitchen offers ample cabinet space and overlooks the backyard. With two bedrooms and a full bathroom on the first floor, the layout offers flexibility for a variety of living needs. Outside, enjoy a spacious backyard with room to garden, gather, or simply relax. A warm and welcoming home ready for its next chapter. Open house Saturday, 5/30 from 1-3 and Sunday 5/31 from 11-1

Beds:
3
Baths:
2.00
Sq.Ft.:
1,550
Status:
Active
MLS#:
5091453
Type:
Single Family
Lot size:
0.41 Acres
Year built:
2003
Courtesy: BHG Masiello Brattleboro
View additional info

ADDITIONAL INFORMATION

Enjoy the privacy of your own space secluded from the rest of the world. Enjoy the comfort of a country setting in town. Look through the tree tops over the roofs of houses below on one side, onto a garden on another side, and onto a wooded hillside on the rest. Nature surrounds this immaculate house on a hill. Amenities include stone walls, a dog cage, a fire pit, raised gardens, a convenient 2-car garage, a mudroom with a closet off the garage, a workshop on the basement level, a pantry with spice racks, a palladian window and ceiling fan in one bedroom, and privacy, privacy, privacy. The seller spent a lot of time and money preparing the house for sale; see the list of improvements in the Documents section of this listing. Includes a 1/34 share of common interest in the Wilsons Woods land. Near the middle school and high school, hospital and shopping. Showings begin on Friday 6/5/26.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,594
Status:
Active
MLS#:
5091438
Type:
Condo
Year built:
2001
Courtesy: Berkley & Veller Greenwood Country
View additional info

ADDITIONAL INFORMATION

Beautifully cared-for 3 bedroom, 3 bath single family condo in a desirable small association, conveniently located near town, golf course and major road access. This spacious home features a sought after first-floor primary suite with en-suite bath, skylights that fill the home with natural light, and elegant cherry flooring throughout the main living areas. The remodeled kitchen offers modern finishes and functionality, while the family room boasts brand new carpeting for added comfort. a perfect blend of privacy, convenience, and tasteful updates in an exceptional location. Open house Sunday May 31st 11am-2pm.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,521
Status:
Active
MLS#:
5091364
Type:
Single Family
Lot size:
0.15 Acres
Year built:
1920
Courtesy: Brattleboro Area Realty
View additional info

ADDITIONAL INFORMATION

Neighborhood home! Living in a sweet neighborhood is a lifestyle choice. Walk to schools, playgrounds, and shopping. This vintage home has an added features of roof top solar, 2 car direct entry garage, a fenced-in yard, and lots and lots of gardens. The classic front porch is on everyone's list of must haves. The neighborhood is perfect for long evening strolls or a brisk walk at dawn. Inside there is a huge living room for hanging out with friends, entertaining or movie night. Work at home? You will love the corner office, age in place with first floor bedroom and bath...So nice, just the right location and just the right home.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
5091381
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1911
Courtesy: Brattleboro Area Realty
View additional info

ADDITIONAL INFORMATION

Sweet and charming from an era of wonderful wood work, polished floors and rooms with a purpose. This home has a lovely big kitchen with a peninsula for baking prep, formal dining with built in china cabinet, living room and an first floor bedroom with 1/2 bath. Since the basement is walk out, the back porch is 2nd level, above the bugs, and overlooking the private back yard. Fenced for a dog, the side yard pops off the kitchen deck for easy pet access. Gardens and a small rivulet in the back complete this special setting. In-town corner lot, ready to go!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,272
Status:
Active
MLS#:
5091277
Type:
Single Family
Lot size:
0.32 Acres
Year built:
1985
Courtesy: EXP Realty
View additional info

ADDITIONAL INFORMATION

Perfectly situated at the top of the hill on highly desirable Carriage Hill in West Brattleboro, this delightful yellow ranch offers the perfect blend of neighborhood comfort and exceptional curb appeal, accented by a lovely stone pathway and beautiful exterior gardens. Step out back to discover your own private oasis featuring a spacious wooden deck with a gorgeous overhead pergola, custom built-in bench seating, and an attached screened-in porch that looks out over a lush green backyard complete with a handy storage shed. Inside, the home boasts a bright, expansive living room with durable flooring and a mini-split system for efficient year-round comfort. The generous eat-in kitchen features warm wood cabinetry with vibrant turquoise accent shelving, tile flooring, and a large window overlooking the serene backyard. Comfortable bedrooms with unique, colorful accent walls and a dedicated home office or study space under a cheerful blue ceiling provide a highly versatile layout. Complete with two functional bathroomsâ??including one full bath with a tub/shower combo and a second featuring a retro blue shower stallâ??this home is ready for its next chapter. Come see all this West Brattleboro gem has to offer at our upcoming open house on Sunday, May 31st from 2:00 PM to 4:00 PM!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,300
Status:
Active
MLS#:
5089873
Type:
Single Family
Lot size:
0.13 Acres
Year built:
1929
Courtesy: Brattleboro Area Realty
View additional info

ADDITIONAL INFORMATION

Located in one of the area's most desirable and close-knit neighborhoods, this beautifully preserved 1929 home blends timeless character with thoughtful updates. Featuring hardwood floors, natural woodwork, custom built-ins, classic wainscoting, and a welcoming mudroom, the home retains the charm and craftsmanship buyers love. The open and inviting first floor offers generous living space and a formal dining room, complemented by a retro-inspired kitchen full of personality. Just off the living room, the enclosed south-facing porch with newer windows may become your favorite place to relax and unwind. Upstairs offers 3 bedrooms, a bright and cheerful bath, and access to an incredible attic space with exciting potential for a studio, yoga room, office, or expanded living area. Outside, the landscaping is a delightful surprise, featuring striking artistic bluestone details and a peaceful water feature that create a private, zen-like setting rarely found in town. This is a wonderful opportunity to own a character-filled home in a neighborhood known for its quality homes, strong sense of community, and convenient access to restaurants, shopping, and local amenities.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,400
Status:
Active
MLS#:
5089156
Type:
Single Family
Lot size:
0.14 Acres
Year built:
1895
Courtesy: Berkley & Veller Greenwood Country
View additional info

ADDITIONAL INFORMATION

Set among a row of classic â??painted ladiesâ? on picturesque Chapin Street, this gracious Victorian home offers timeless charm just a short stroll from a vibrant downtown. A welcoming front yard with picket fencing and a stone walkway sets the tone, while the rear yard is fenced and features a large covered porch with access to the 2 car garage, which includes overhead storage. Enter through the expansive covered porch into a formal foyer, where period lighting, a powder room, and a handsome original staircase immediately showcase the homeâ??s historic character. The front parlor features a bay window and distinctive bullseye molding, while the formal dining room is equally impressive with its own bay windows and a handsome fireplace with an elegant mantle and surround (has a woodstove insert). The spacious country kitchen is warm and inviting, offering cherry cabinetry, large sun-filled windows, and beautiful wood flooring. A flexible first-floor bedroom or family room includes an en suite bath and direct access to a covered rear porchâ??ideal for guests or easy single-level living. Upstairs, a generous landing with rear staircase leads to a spacious primary bedroom featuring a large en suite bath and convenient laundry. Two additional well-proportioned bedrooms offer excellent closet space, along with a dedicated office. Additional features include a full basement and walk-up attic, providing abundant storage or expansion potential. Rich with period detailsâ??from exquisite woodwork and original doors to classic lighting and flooringâ??this gracious Victorian is a true beauty, seamlessly blending historic elegance with everyday comfort. Showings begin 5/19/26.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,491
Status:
Active
MLS#:
5088064
Type:
Single Family
Lot size:
25.9 Acres
Year built:
1974
Courtesy: Brattleboro Area Realty
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ADDITIONAL INFORMATION

Price Improvement! Escape to this beautifully updated home set on 25.9 idyllic acres of forests, meadows and stone walls, while only minutes from amenities including the local creekside farmers market, treasured food co-op and Brattleboro's vibrant downtown. A gorgeous stone floor and blown glass windows in the entry vestibule set the tone as you are drawn to the stunning great room. The home tastefully captures the historic essence of Vermont with its chestnut beams, wide plank flooring and stylish yet unpretentious design. Interior features offer the perfect balance of grandeur and intimacy with oversized windows that bathe the rooms in natural light, 3 fireplaces and authentic lighting. The kitchen is a culinary haven with state-of-the-art appliances and stunning Brazilian countertops, providing ample workspace and an eat-in area. The first floor also offers a formal dining room, a guest/primary suite with a private entrance and laundry, an office, and it's completed by a sitting room where the current owners gather around the piano. Upstairs you'll find a generous primary suite, two bedrooms, and one with a connecting room, an ideal playroom or office. The walk-out basement is partially finished with a workout room, laundry room and abundant storage. The house includes high-speed fiber internet and a whole-house generator. The attached 2-car garage is heated and a second heated detached 2-car garage with a finished loft above is perfect for playing pool and foosball with family & friends. Relaxation comes easily by the inviting in-ground pool overlooking tranquil woodlands, the stone-terraced landscape and native wildlife. This special property is nestled in a friendly community on a country road, adjacent to 367 acres of protected land with trails perfect for hiking, biking and snowshoeing. Just 2 hrs to Boston, 3.5 hrs to NYC with direct Amtrak to NYC. Easy drive to ski mountains.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,874
Status:
Active
MLS#:
5087925
Type:
Single Family
Lot size:
0.19 Acres
Year built:
1890
Courtesy: Brattleboro Area Realty
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ADDITIONAL INFORMATION

Beautifully maintained, 1880s, in-town Victorian blends timeless elegance with modern comfort. The large, light-filled kitchen combines with an open, cathedral ceiling dining area inviting the gathering of family and friends. The renovated kitchen has granite, stainless steel appliances, and laundry area. Soaring, 9 ft ceilings create light-filled rooms. Elegance of timeless design and detailed wood trimmed finishes are throughout with crafted moldings framing arched and stain glass windows, custom fireplace mantles and functionally flexible built-ins. Enjoy the old-world charm of two covered porches. The expansive first floor has lovely potential for those wanting first floor accommodations. An ornately crafted staircase rises gracefully to the second floor with four bedrooms, two full baths and the continuation of flooding sunlight. The outdoors offers gorgeous stonework, lush perennial plantings and a magical patio. So close to downtownâ??s Brattleboro Museum, Art Center, Galleries, Cafes, and more! Convenient to ski mountains and ready access to Boston and NY City. Visit this beloved, period home to experience a world of gentle elegance.

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Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


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Brattleboro Real Estate

Brattleboro is located in Vermont. Brattleboro, Vermont has a population of 12,187. Brattleboro is less family-centric than the surrounding county with 12.91% of the households containing married families with children. The county average for households married with children is 20.95%.

The median household income in Brattleboro, Vermont is $41,001. The median household income for the surrounding county is $59,195 compared to the national median of $69,021. The median age of people living in Brattleboro is 45.9 years.

Brattleboro Weather

The average high temperature in July is 82.3 degrees, with an average low temperature in January of 10 degrees. The average rainfall is approximately 46.9 inches per year, with 56.1 inches of snow per year.

Brattleboro Map

Brattleboro Real Estate Market Conditions

  • Median sales price

    $358,000
    19.1%
    change since last quarter
  • # Active listings

    80
    30-day change

Brattleboro Schools and Demographics

Education near Brattleboro, VT

City County
High School Graduates 94.16 93.68
College Degree - 2 year 5.38 6.48
College Degree - 4 year 46.51 40.85
Graduate Degree 17.32 13.17
Expenditures per Student 23,709 23,709
Students per Teacher 11.5 11.5

Elementary Schools near Brattleboro, VT

Grades Students P/T Ratio ZIP
Academy School (Brattleboro) KG - 06 386 17.2 05301
Canal Street/Oak Grove Schools PK - 06 275 22.9 05301
Green Street School KG - 06 235 14.7 05301
Guilford Central School PK - 06 133 11.2 05301
Halifax West School KG - 08 47 7.1 05358
Marlboro Elementary School PK - 08 86 9.4 05344
Vernon Elementary School PK - 06 176 10.1 05354

Middle Schools near Brattleboro, VT

Grades Students P/T Ratio ZIP
Brattleboro Area Middle School 07 - 08 298 10.1 05301
Twin Valley Middle School 06 - 08 104 8.5 05342

High Schools near Brattleboro, VT

Grades Students P/T Ratio ZIP
Brattleboro Senior UHSD #6 09 - 12 785 11 05301

Ungraded Schools near Brattleboro, VT

Grades Students P/T Ratio ZIP
Windham Regional Career Center UG - UG 0 05301

Demographics near Brattleboro, VT

City County
Neighborhood Type Small Town
Population 12,187 45,811
Population Density 383 58
Median Age 45.9 47
People per Household 2.1 2.3
Median Household Income 41,001 59,195
Average Income per Capita 30,545 35,856

Real estate near Brattleboro