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Brattleboro VT Real Estate

Brattleboro is a charming town in Windham County, Vermont. Situated along the Connecticut River, Brattleboro’s historic downtown is thriving with local shops and eateries. The town is an oasis for the arts and is even home to the New England Center for Circus Arts. Whether enjoying all that the town has to offer or simply strolling by the beautiful landscape in the foothills of the Green Mountains, Brattleboro has something for everyone. 

Search the latest real estate in Brattleboro, VT with Maple Sweet Real Estate. Find the right property for you from a variety of listings. To save your favorites, register with us and you can get email notifications when similar properties are posted. Already have an account with us? Log in here.

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493 Melchen Road Brattleboro VT 05301

Brattleboro, VT493 Melchen Road

Price$1,600,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4952307

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 3,808

Ginseng Hill Farm encompasses 43+/- acres near road's end, this choice country location with year-round beauty, embodying a traditional New England landscape with high open fields, remarkable stone walls, woodland stream, a pastoral setting overlooking spectacular easterly views of distant hills, all enhanced with a tapestry of perennials, established fruit trees and bushes. Dating from 1789 with many later renovations and additions, reflecting a variety of influences, this expanded cape-style home offers nearly 3,800 sq. ft. and is an eclectic blend of contemporary craftsmanship and historic details, including 3 fireplaces, antique wood floors and paneled walls. The impressive kitchen steals the show with custom cabinetry, tile work and handcrafted windows. There are many rooms for family and friends with 5 bedrooms and 6 baths, a den, living room, family room, pantry, mudroom, office and art studio. 3-level heated barn offers numerous options for work, or play and includes a sauna, 2-½ baths, huge studio, workshop space, and portico. Additional features include an enchanting stone chapel, vintage sugarhouse, garage/shed, walk-out basement, with wine/root cellar, generator, and a variety of heating options. West Brattleboro, nestled in the Southeastern corner of VT, convenient to I-91, four seasons recreation and numerous cultural events, including the Marlboro Music and Yellow Barn Music Festivals.

Listed by Heidi Bernier of Berkley & Veller Greenwood Country

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

36 Bridge Street Brattleboro VT 05301

Brattleboro, VT36 Bridge Street

Price$1,499,000The price has recently decreased

MLS Number 4972404

  • Commercial
  • Year Built 1939
  • Square Feet 8,500
  • Acreage 0.24
  • PricePerSqFt 176.35

A truly unbelievable opportunity to step into a turnkey restaurant/brewery business in gorgeous southern Vermont. The Whetstone Station and is an unparalleled WATERFRONT restaurant/beer bar perched on the Conn. River that has been deemed "one of the most beautiful places in New England to have a beer" by Travel & Leisure with outstanding views up and down the river that can only be described as a one-of-a-kind location. The 240 permitted seats are a combination of interior and exterior seating including the covered rooftop "Bier Garten" providing an outdoor dining experience like nowhere else in the region. The entire interior was completely renovated over the past 12 years including the kitchen in 2017. The Brewery component of the business consists of three 3.5 BBL unitank jacketed fermenters, a 4 BBL jacketed brite and a 10 BBL jacketed unitank, commercial glycol system, computer temp control and an agreement in place for wort production off site. This is a chance to own and operate a world class location beer bar with a selection of your own in house brewed beers. The combination of the waterfront location, in house brewery and unique setting for a memorable dining experience due to the indoor and outdoor seating with water and mountain views makes this a dream opportunity and a must see. Additional info and financial data available.

Listed by Chris Long of BHG Masiello Brattleboro

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

114-116 Main Street Brattleboro VT 05301

Brattleboro, VT114-116 Main Street

Price$1,130,000The price has recently decreased

MLS Number 4978684

  • Commercial
  • Year Built 1890
  • Square Feet 21,300
  • Acreage 0.16
  • PricePerSqFt 53.05

SUPERB OPPORTUNITY to own a hallmark property in the heart of beautiful downtown Brattleboro, Vermont. Proudly owned by the same family for 70 years, this mixed-use property offers retail, professional office space and residential apartments. Forward-facing on Brattleboro's Main Street, in the center of downtown, this property offers incredible foot traffic as well as convenience of parking immediately next door at Harmony Parking Lot, or a block away in the municipal garage. It's time to diversify, and acquiring a steady income stream is the best way forward! Excellent investment with superb ROI potential. LOCATION & OPPORTUNITY!!! Brattleboro, Vermont is where you want to be! Private showings on request.

Listed by Dan Normandeau of Berkley & Veller Greenwood Country

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

770 South Street Brattleboro VT 05301

Brattleboro, VT770 South Street

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4982122

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,594

Splendid country retreat in the heart of Brattleboro! This beautiful, contemporary home is nestled on a 32-acre parcel with a pond, seasonal ridge views and walking trails. Deck and in-ground, heated, salt-water pool offer additional outdoor enjoyment. In the last two years, the home has been totally renovated inside and out, top to bottom. The thoughtfully redesigned kitchen includes a large island, granite counters and new energy star appliances. The dining room with a cathedral ceiling can host many friends and family. The great room overlooks the pond and ridge-view, beautifully, ever-changing with the seasons. Four ensuite-bedrooms, with one on the first floor. The home has a new roof, new siding, new electrical and many other significant improvements which have transformed the property in the last two years (see detailed list in the docs packet). Property was a successful Bed-and-Breakfast, voted one of the best new micro-hotels by Yankee Magazine. This property offers the best of both worlds- Vermont tranquility but within minutes of Brattleboro's offerings, a short drive to skiing and I-91 for easy access from Boston and New York. Open Houses: Saturday, February 10, 10:00am-12:00pm and Sunday February 11, 10:00am-12:00pm.

Listed by Laura D'Angelo of Berkley & Veller Greenwood Country

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

7 High Street Brattleboro VT 05301

Brattleboro, VT7 High Street

Price$699,000The price has recently decreased

MLS Number 4983061

  • Commercial
  • Year Built 2003
  • Square Feet 3,305
  • Acreage 0.07
  • PricePerSqFt 211.5

Bring your restaurant concept here! Keep the exisitng tenant or open your own! Equipment, fixtures and furniture, are negotiable, and in place for turn key opening. Convenient location in downtown Brattleboro, close to major roads. Walkable city. On street parking. Plenty of natural light from windows and skylights. Front window overlooks a city park. Excellent visibility with convenient access for patrons.

Listed by Bill Hutwelker of SVN The Masiello Group- Keene

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1010-1020 Western Avenue Brattleboro VT 05301

Brattleboro, VT1010-1020 Western Avenue

Price$625,000The price has recently decreased

MLS Number 4932213

  • Commercial
  • Year Built 1920
  • Acreage 1.59
  • NOI 72771

PRIME LOCATION!!!!!! West Brattleboro Village Locale offering strategic placement with excellent exposure on the well-travelled, popular and scenic, East-West Route 9 corridor. High visibility for the current commercial tenants and for your future business and entrepreneurial opportunities. Ample and convenient parking. This location's zoning currently allows for up to 4 stories of residential or mixed use (up to 6000 sq ft per building). This 1.59+/- acre property is located on local bus route, a future bike route, and close to shopping etc, simply ideal for that kind of vision. The property currently includes: 24 rented storage units, 7 commercial tenants, 2 apartments, and one large commercial space that previously rented to the 7-11 Convenience Store. Take ownership as-is or bring your creativity and ideas to maximize the potential of the property.

Listed by Kristen Ziter Taylor and Stephanie Peduzzi-Baker of Brattleboro Area Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

39 Williston Street Brattleboro VT 05301

Brattleboro, VT39 Williston Street

Price$549,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4984534

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,182

Amazing, Delightful, Charming...there are not enough adjectives to describe this Sweet Victorian era home with intact woodwork, working fireplace in the living room, wrap porch, and so much more. The surprise is the 3rd floor suite, a modern bath with wonderful attention to detail in the fixtures, including a claw foot soaking tub. It features a tea (or coffee) station, a little sitting area for snacking, cozy den and a bedroom all it's own. A get away, generation x transition abode, or studio that will get the creative juices flowing! The owner has taken care to modernize (heating system, wiring, baths) without compromising the character and charm we all love. An en-suite bed/bath can be used as a primary, or choose the larger bedroom and enjoy a king sized bed. If you have need of first floor living, the bath has a stackable washer and dryer plus a step-in shower. Close to downtown, enjoy the Retreat Trails, pass time with a book at the Library, or leave your car at home and take a ride on the MOOVER! So much to say...only a look will say it all!.

Listed by Christine Lewis of Brattleboro Area Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

39 Western Avenue Brattleboro VT 05301

Brattleboro, VT39 Western Avenue

Price$499,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4977711

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,300

Grand "Avenue" Home on a large corner lot with stunning landscaping and in-town privacy provided by European Beech hedging. The gardens are lovely and are a perfect back drop to this handsome period home with wrap-around covered porch, paved drive and detached 1-car garage. The interior is lovely with spacious principal rooms including: Formal Entry with original staircase & entry closet; gracious Living Room with french doors, built in cabinets & bookcases, bay window and fireplace with cherry surround; Formal Dining Room with bay window and built-in hutch; ample Kitchen with tile flooring, island, farm sink, Corian countertops and stainless appliances; First floor also provides a den (or 4th Bedroom) with new en suite Bath/Laundry with cement counters and large glass shower. The upper level includes 3 spacious Bedrooms and a Family Room, all with hardwood flooring. There is another Full Bath with soaking tub and glass fronted shower. Other features include: Full Basement, newer boiler, rear staircase and Mud Room, workshop, huge storage and so much more. A very special in-town home!!!

Listed by Robert Doyle of Berkley & Veller Greenwood Country

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

43 Williston Street Brattleboro VT 05301

Brattleboro, VT43 Williston Street

Price$479,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4971695

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,628

Here is your chance to have the best of all worlds! A large in town home with a magical backyard, a good sized shed that has so much potential for so many things, plenty of off street parking, and opportunity for rental income or multi generational living if you choose. This 15 room, 4 bath home is currently being used as a single family, but was a three unit in a previous life and could easily be used as such again. Two partial kitchens remain and would need appliances. The active kitchen on the first floor has beautiful cherry cabinets, gleaming wood floors that continue to the dining area. Also on the first floor is the living room with a wall of gorgeous built-ins, a sweet sunroom, a library, and washer and dryer next to the mudroom round out the first floor living space. The stained glass windows lighting your way up the elegant front staircase are a treat. Upstairs you'll find four possible bedrooms, an apartment or in-law potential, and then a bright studio on the third floor. So many options with amazing character, charm, and close to town convenience! Open House on Sunday the 12th from 11:00-1:00

Listed by Rebecca Seymour of Brattleboro Area Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

335 Hillwinds Road Brattleboro VT 05301

Brattleboro, VT335 Hillwinds Road

Price$465,335The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4968401

  • Residential Single Family
  • Square Feet 2,544
  • Bathroom 4
  • Bedrooms 4
  • Construction Existing

Pleasant and comfortable! The pleasant energy of a quiet country neighborhood and a sense of serenity from a tucked away deck that overlooks terraces filled with mature shrubbery and the woods beyond. This comfortable home is filled with spaces for spreading out or snuggling in! The first floor features a light filled kitchen/dining with a brick fireplace (propane insert) a perfect snuggling in spot, and sliders to a very private deck. A large living room with built in bookcases, a sitting room/den and a half bath. Upstairs a spacious primary bedroom with ensuite 3/4 bath and two large closets. There are two other good sized bedrooms and a full bath off the center hall. At the back of the house, a two story flex space offers so many possibilities! A separate home office, guest or in-law quarters, a private retreat for creating/writing/meditation/yoga. The first floor has a small kitchen and sliders to the deck. A spiral staircase takes you up to a light filled aerie with treetop views. There is a full bathroom and a closet. The finished lower level offers a separate game/playroom perfect for spreading out all the fun stuff. Laundry area, a cedar closet, and a utility room. There is a separate craft/workshop space that walks out to a patio with views to the lower lawn.Situated on 1.58 acres, the front and side yard offer garden/play space, a fenced dog area is behind the garage with access from the deck. The back yard is terraced down to a lower lawn with a garden/storage shed

Listed by Susan Bellville of Bellville Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

203 Elliot Street Brattleboro VT 05301

Brattleboro, VT203 Elliot Street

Price$450,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 4982739

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,012

This solid in-town home has been COMPLETELY renovated by the architect owner over the past two years. From the basement to the attic, every inch of the house has been touched. The improvements are artistic and practical, and the result is a stunning property, that is brand new and move-in ready. The location is across from a town park, bathed in southern light. An added one car garage is spacious and has a bonus room upstairs that could be used for a home office or art studio. All of the bedrooms have their private en-suite bath. Open concept kitchen/dining area, with a see-through gas fireplace dividing that space and the Living room. Clean, complete, and gorgeous! Close to all Brattleboro has to offer. 2.5 hrs. Boston 4 hrs. NYC & Montreal. This is a must-see property.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

67 Wilsons Woods Road Brattleboro VT 05301

Brattleboro, VT67 Wilsons Woods Road

Price$447,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 4984316

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,038

Cheerful and comfortable with a “nestle-yourself-right-in feeling! Thoughtfully designed by owners who loved to travel and host family/fellow travelers. Attention was given to create rooms for gatherings, guest/family visits, hobbies, office work and quiet contemplation. Just enough outdoor area for puttering and raised bed gardening. Situated on a dead end street, with woods and Kettle Pond on the back border. A neighborhood filled with the lively energy of the high/middle schools, hospital, professional offices, pharmacies, banks, restaurants, a grocery market, a bookstore and Oak Grove Elementary School are all a short walk away! Interstate 91, exit 1, is nearby. The first floor has a very spacious, light filled living/dining room with wood floors, bookcases, pocket doors, a brick hearth w/wood stove, a deck with views to the woods and pond. The galley kitchen has deck access. Two bedrooms and a full bath complete this level. The upstairs offers a sizable front bedroom w/many windows, a large closet and an adjoining study/office. The bedroom at the back has a skylight, a balcony looks to the woods/pond. Off the hall, a full bath with skylight, soaker tub and large shower. The lower level has radiant floor heat and a separate entrance. A kitchenette/living room, a full bath, office/bedroom. Mudroom to garage. Rinnai heater in garage. Detached 2 car garage w/loft storage. Owners will remove perennials in the spring. Delayed showings by appt. start on Saturday Feb. 10th.

Listed by Kathy Dowd of Bellville Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-02-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity 

Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated February 20, 2024 8:39 PM EST

 

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