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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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55 Marlboro Road Brattleboro VT 05301

Brattleboro, VT55 Marlboro Road

Price$1,500,000The price has recently decreased

Pending

MLS Number 5001604

  • Commercial
  • Year Built 1986
  • Square Feet 31,535
  • Acreage 3.31
  • Area Suburban

Invest in a busy growth area! Here is a solid opportunity in a mixed use commercial building occupied by 12 retail and service business tenants with leases. Located on high traffic (12,000+VPD) state highway, a major E-W artery for locals and tourists, less than 2 miles from I-91. Building sited on 3.31 acres with 477 ft of landscaped highway frontage, two entrances and ample paved parking. Constructed in 1986; main section has 16 foot clear height and rear section 22 foot clear height. Owner has made recent capital investments: 85kW Photovoltaic system (2021), 5 HVAC units (2023), PVC 060 membrane (2017) on annex, standing seam roof (2013) and asphalt paving (2017). Facade incorporates plate glass, standing seam roofs and cedar clapboard siding for minimal maintenance and maximum appeal. Building is sprinklered, fire alarmed and video camera equipped; HVACs are electric/LP; 800 and 1200 AMP electric service; municipal water and sewer. Excellent investment opportunity for 1031 exchange, expansion or re-location. Make an appointment for further information and a showing.

Listed by John McPherson 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 2024-07-18

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$999,000The price has recently decreased

Active With Contract

MLS Number 4972404

  • Commercial
  • Year Built 1939
  • Square Feet 8,500
  • Acreage 0.24
  • PricePerSqFt 117.53

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 waterfront 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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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 2024-07-18

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

373 Summit Circle Brattleboro VT 05301-4489

Brattleboro, VT373 Summit Circle

Price$925,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5000685

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Enjoy year-round comfort in this stunning Net Zero home, built in 2012 to meet the rigorous Passive House standard. You won't pay a cent to heat and cool this all-electric house or even charge your EV. Gorgeous woodwork, soaring ceilings, and premium finishes make this light-filled sustainable home a rare find. With superinsulated walls, triple-glazed tilt-turn windows, ducted air exchange with heat recovery, two mini-split heat pumps, a huge solar array, and two Tesla Powerwalls for multiple days of backup power, you'll wonder why every house isn't built this way. Spacious kitchen with cherry cabinets, granite counters, Bosch induction cooktop, and a quiet Miele dishwasher, plus a breakfast bar and pass-thru window. The newly-built 1st-floor bedroom suite boasts a walk-in closet and private bathroom with double vanity, curbless shower, quartz countertop, and marble accents. Three more bedrooms upstairs (including another en-suite), plus office space and a sunny indoor garden deck. Surrounded by trees in the perfect Vermont location, near the top of a quiet cul-de-sac but less than 10 min from downtown Brattleboro--home to a vibrant arts community and one of the region's best farmers' markets. A short distance to Hilltop Montessori School and mere steps to wooded trails for hiking, snowshoeing, and backcountry skiing. Downhill skiers can reach Mt. Snow in 40 min or Stratton and Okemo in under an hour. Make an offer before this one-of-a-kind home slips away!

Listed by Patrice Schneider of Four Seasons Sotheby's Int'l Realty

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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 2024-07-18

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

423 and 435 Marlboro Road Brattleboro VT 05301

Brattleboro, VT423 and 435 Marlboro Road

Price$875,000The price has recently decreased

MLS Number 4991094

  • Commercial
  • Year Built 2016
  • Acreage 3.3

Tremendous Investment/Business Opportunity. Three businesses in one property: Deli/Restaurant with all pertinent equipment included (stoves, ovens, mixers, fryers, etc.); Self -Storage with 61 units inside the 423 building; and Multi-Family Residential 3 units currently occupied with stable tenancy. Property is situated on the North side of VT Route 9 which is a major East/West thoroughfare. Excellent exposure. Deli/Restaurant building constructed in 2016 and in superb condition. Lot has 3.3 level grassy acres with potential for other enterprises.

Listed by Vincent Dolan of RE/MAX Town & 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-07-18

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

207 Ursa Ridge Brattleboro VT 05301

Brattleboro, VT207 Ursa Ridge

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5006233

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

This custom home on 27+ acres is one of the most stunning properties in the area. Built in 2011 with meticulous attention to detail, this turnkey home offers unparalleled privacy just minutes from downtown Brattleboro and 3 miles from I-91. The house is high-end, superior quality construction with an open floor plan featuring a large open-loft master suite. A soaring stone center chimney highlights the interior. Floors are a mix of slate tile, maple and golden pine. Multiple efficient heating sources include propane fired subfloor radiant & electric under-tile mats, complemented by a Jotul wood stove that will comfortably heat the entire house. In the kitchen, hickory cabinets & granite countertops surround a 6-burner Viking gas range. A full, heated and dry walkout basement and four bedroom septic system offer expansion potential. The basement has built in storage & a root cellar. Roof-mounted solar panels offset the electric bill. Fiber optic internet is on site. Expansive open acreage with outbuildings including a 3-stall barn with carport & spacious dormered loft built in 2012 as well as a substantial shed/chicken coop. Vegetable gardens, a cultivated blueberry lot, strawberry patch, Christmas trees, firewood forever and pasture make for exceptional homestead sustainability. Walk or snowshoe on the woodland trails & never leave your own property. Long, private drive- no drive-bys please. Delayed showings until Sunday, July 28th by appointment only.

Listed by Kristen Ziter Taylor 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 2024-07-18

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

147 Country Hill Brattleboro VT 05301

Brattleboro, VT147 Country Hill

Price$649,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5000860

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Close to town, located on a residential cul de sac, in a country-like setting, this handsome colonial gambrel home offers a spacious interior, with numerous upgrades, including a fabulous kitchen renovation! Features include 2 fireplaces, a den, study, 4 bedrooms, 3 full baths, media room (over 2-car garage), dining and living room, mahogany, oak and tile floors and numerous built in bookcases. The inviting backyard is accessed from the kitchen leading to a vine covered pergola and stone patio, perfect for outdoor dining. The large lot is thoughtfully landscaped and enhanced by a delightful variety of flowering trees and shrubs with views overlooking the peaceful private Meadow Corp land, owned by the neighboring shareholders, in Current Use, appreciated by neighbors for walking and cross-country skiing! See packet for more information, including Meadow Corp Share offer.

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

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 2024-07-18

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

145 Greenhill Parkway Brattleboro VT 05301

Brattleboro, VT145 Greenhill Parkway

Price$649,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5000764

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

Rare opportunity to own a home with easy access into Brattleboro, yet privacy and amenities usually only found much further out of town. This beautiful property sits nestled on an end of road location with utter privacy thanks to mature trees and beautiful landscaping. There is large level lawn space backed by exposed natural ledge, terraced vegetable and flower gardens with stone retaining walls, a stunning in ground heated pool with new pump and heater, large patio entertaining space, brand new aluminum fencing, and an inviting year round hot tub. The interior of the home boasts a newly updated kitchen with custom cherry cabinets and granite counters, a farmhouse sink, stainless appliances, and great natural light, open to a spacious dining area and large three season porch with tremendous windows and light. Continue on to a large living room with wood burning stove and brick hearth, lovely updated half bath, and main floor office. The hall leads to a large mudroom entry off the 2 car garage with great storage. Head up the formal staircase to the second floor with primary bedroom with bath, 3 guest bedrooms, additional recently renovated full bath, and a large family room with amazing space and huge walk in closets. The whole home has tremendous storage and closet space, but additionally there is a pool house, wood shed, and tool shed. Finally there is a paved drive affording easy year round access and maintenance. Rate 11 electric for much cheaper utils as well. Turn key!

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-07-18

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

Active With Contract

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 is currently rented to a 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

{$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 2024-07-18

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

135 Upper Dummerston Road Brattleboro VT 05301

Brattleboro, VT135 Upper Dummerston Road

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4993919

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

An ideal location from which to enjoy the countless in-town and country activities available in the Brattleboro area! This circa 1910 arts and crafts style cedar shingle house was one of Brattleboro's historic downtown homes and was moved to its current enviable location in 1996. The house sits 1/8th of a mile off of Route 30, within one mile of downtown Brattleboro and even closer to the active Retreat Farm (with its seasonal music and food truck roundups), the Meadows (water related activities) and the extensive Retreat trail system. The house is under 1/4 mile from the Brattleboro Country Club for golf, cross-country skiing and dining. The home offers an exceptional combination of country living and accessibility and features wood floors with radiant heat, a wood burning fireplace with built-in bookcase surrounds, high ceilings throughout, a formal dining room, office, and a kitchen with informal kitchen dining area with abundant natural light. The second floor is home to four spacious bedrooms and a full bathroom. The primary bedroom includes another private ensuite bath. There is ample outdoor common area including a 440 square foot deck above the home's two-bay garage and a covered entry porch which looks to the property's yard and surrounding woods. The walkout level basement is currently utilized as a rented apartment with one bedroom, an office space, and an open plan kitchen and living/dining space. Showings Begin 5/4! Contact us to discuss this special offering!

Listed by Eben Viens and Susan LeCours of Barrett & Valley Assoc. Inc

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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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-07-18

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

237 Hillcrest Terrace Brattleboro VT 05301

Brattleboro, VT237 Hillcrest Terrace

Price$599,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 4977385

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4

This fantastic split-level three bedroom and four bath contemporary has so much to offer, the landscaped corner lot with over an acre is at the end of the cul-de-sac located on desirable Hillcrest Terrace. The windows throughout the home perfectly frame amazing views on each level. The main level has a large kitchen with stainless steel appliances, a granite island, cherry wood cabinets, and lots of counter space for preparing meals. The dining room and large den with built-ins and fireplace is a great place to spend time. The four season sunroom with custom bar and access to the large private deck offers spectacular mountain views. The second level has a bedroom and a full bath with laundry. The large primary suite has a fireplace, marble bath, a vanity with double sinks, jetted tub and shower, a walk-in closet, and custom dressing area. The lower level has a bedroom, unfinished half bath, family room with fireplace, and a large bonus room for additional living space, home gym, or game room. The attached two car garage has a lot of storage space and separate workshop. The location of this home is fabulous with Living Memorial Park trails and year round activities right next door. The seller has installed solar panels, mini splits, and a new hot water heater.

Listed by Cassandra Ehrlich of BHG Masiello Brattleboro

{$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 2024-07-18

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

10 Strawberry Hill Brattleboro VT 05301

Brattleboro, VT10 Strawberry Hill

Price$595,000The price has recently decreased

Est. Mortgage: $/month

Open House

MLS Number 4932798

  • Residential Single Family
  • Next Open House: Sun 07/28 11:00 am. to 1:00 pm.
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4

The builders of this magnificent house sailed to England on the Queen Mary for their honeymoon in 1938. They were so impressed with the elegance and modernity of Cunard's flagship, they wanted their new house to evoke all the glamour of the new Modernistic architectural style. The result is an incredible fusion of the nautical & the structural including all the period features one would expect. The library sports a round, tiled fireplace, built-ins, blonde wood paneling & glass brick windows. The sunken living room offers large glass expanses, gleaming hardwood floors & an exquisite fireplace with mirror. The expansive kitchen blends the 'Modern' with contemporary appliances, a breakfast bar and a cozy eat-in dining area. Both a butler's pantry & a cook's pantry lead you to the formal dining room with views of the outdoors. Head up the red staircase to find an en suite primary bedroom, three other bedrooms plus a dramatic tree high sun porch running the full width of the house. Each of the two bathrooms is appropriately plumbed with Modernistic tiles and fixtures that harken back to a splendid age. Below decks, the ground floor will surprise you with its period wet bar replete with brass portholes and ship's bell as well as a heated garage and utility area with half bath and laundry. With 4 bedrooms and 4 baths, copious closets and outdoor decks, it's not just a home but an important architectural example perfect for raising large families or for those who love to entertain.

Listed by John McPherson of Berkley & Veller Greenwood Country

{$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 2024-07-18

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

145 High Street Brattleboro VT 05301

Brattleboro, VT145 High Street

Price$589,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 4999288

  • Multifamily
  • Units 6
  • Acreage 0.51
  • Square Feet 4,345
  • Utilities Other

Glorious Italianate Victorian Manse, tastefully sectioned into 6 apartments and 1 art Studio. Large .51 acre lot offers room to develop more needed housing if desired. Recent upgrades include 3 recently renovated units, new paved driveway for ample parking. Chimneys were capped with recent repointing work. Newer main roof. Private back patio and yard. There's room to expand for a 7th Apartment.

Listed by Dave White of OwnerEntry.com

{$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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-07-18

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 July 25, 2024 12:12 PM EDT

 

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