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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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423 and 435 Marlboro Road Brattleboro VT 05301

Brattleboro, VT423 and 435 Marlboro Road

Price$950,000The price has recently decreased

MLS Number 4923673

  • 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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

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$750,000The price has recently decreased

MLS Number 4932213

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

PRIME West Brattleboro Village Location offering strategic placement with excellent exposure on the well-travelled, popular and scenic, East-West Route 9 corridor. EXTREMELY high visibility for the current commercial tenants and for your future business and entrepreneurial opportunities. OR... maybe you're looking to help solve Brattleboro's current housing crisis, 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- currently empty and being readied to be put back on the rental market. (ask for details if interested) Priced to sell- well under current town assessment. Call for details today.

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:

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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: 6.13% last updated on 2023-01-26

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

80 Linden Street Brattleboro VT 05301

Brattleboro, VT80 Linden Street

Price$699,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4919600

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Square Feet 5,768
  • Acreage 0.44

In town property with RESIDENTIAL, OFFICE, OR MIXED USE OPPORTUNITY. Steeped in history, this building is known as Deacon John Holbrook House. It is one of the village's finer Federal Style houses facing the Common. The interior detail and craftsmanship are notable as Holbrook built it for himself circa 1825 after a successful career in local business ventures. Two story main building was converted to be used as office space with 14+ offices, a kitchen, and 4 bathrooms. On the first floor, 4 offices and 2 bathrooms are ADA accessible. There is separate newly renovated "carriage house" with two office spaces and a bathroom. The property is on a corner lot with frontage on Linden and Chapin St and has 19 dedicated parking spots. It is one block from the Town Hall and the Court House. Brattleboro is located along the Connecticut River Valley with easy access to Interstate 91, Vermont Route 5 and 9. Several ski areas are within an hour drive. Owner is licensed real estate agent with Lake Point Properties. Also listed Commercial MLS#4919541.

Listed by Yana Walder of Lake Point Properties,LLC

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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: 6.13% last updated on 2023-01-26

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

80 Linden Street Brattleboro VT 05301

Brattleboro, VT80 Linden Street

Price$699,000The price has recently decreased

Active With Contract

MLS Number 4919541

  • Commercial
  • Year Built 1825
  • Square Feet 5,768
  • Acreage 0.44
  • Area In Town

In town property with RESIDENTIAL, OFFICE, OR MIXED USE OPPORTUNITY. Steeped in history, this building is known as Deacon John Holbrook House. It is one of the village's finer Federal Style houses facing the Common. The interior detail and craftsmanship are notable as Holbrook built it for himself circa 1825 after a successful career in local business ventures. Two story main building was converted to be used as office space with 14+ offices, a kitchen, and 4 bathrooms. On the first floor, 4 offices and 2 bathrooms are ADA accessible. There is separate newly renovated "carriage house" with two office spaces and a bathroom. The property is on a corner lot with frontage on Linden and Chapin St and has 19 dedicated parking spots. It is one block from the Town Hall and the Court House. Brattleboro is located along the the Connecticut River Valley with easy access to Interstate 91, Vermont Route 5 and 9. Several ski areas are within an hour drive. Owner is licensed real estate agent with Lake Point Properties. Also listed Residential MLS.

Listed by Yana Walder of Lake Point Properties,LLC

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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: 6.13% last updated on 2023-01-26

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

11 Pleasant Street Brattleboro VT 05301

Brattleboro, VT11 Pleasant Street

Price$535,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4903029

  • Multifamily
  • Units 6
  • Bathroom 6
  • Acreage 0.23
  • Square Feet 5,592

Large and in-charge 6 unit multi family on the corner of Pleasant and Chestnut in Brattleboro. Well maintained for decades with lots of opportunity for improvement, finish off the top level for additional living spaces. Tons of parking and easy commute to shops, schools, hospitals and grocery stores. The property has One 3BR apartment, four 2BR apartments and one 1BR apartment.Apartments are spacious and well-maintained. Both floors boast high ceilings, hardwood flooring, and beautiful original crown moulding. At one time this property belonged to the director of the Estey Organ Company. Truly a gem! Also can be found as Commercial listing under MLS#4901840

Listed by Kate Barry of EXP 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

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

11 Pleasant Street Brattleboro VT 05301

Brattleboro, VT11 Pleasant Street

Price$535,000The price has recently decreased

MLS Number 4901840

  • Commercial
  • Year Built 1894
  • Square Feet 8,000
  • Acreage 0.23
  • NOI 51384

Large and in-charge 6 unit multi family on the corner of Pleasant and Chestnut in Brattleboro. Well maintained for decades with lots of opportunity for improvement, finish off the top level for additional living spaces. Tons of parking and easy commute to shops, schools, hospitals and grocery stores. The property has One 3BR apartment, four 2BR apartments and one 1BR apartment. Apartments are spacious and well-maintained. Both floors boast high ceilings, hardwood flooring, and beautiful original crown moulding. At one time this property belonged to the director of the Estey Organ Company. Truly a gem!

Listed by Kate Barry of EXP 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

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

490 Akley Road Brattleboro VT 05301

Brattleboro, VT490 Akley Road

Price$529,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4935767

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,990

This amazing, energy-efficient, super-insulated HERS-rated straw bale house was built by one of this area's best green home builders. R-30 walls. R-15 continuous exterior insulated concrete foundation. Triple-pane, aluminum-clad, wood interior windows that tilt & turn for easy cleaning. 8” dense-pack cellulose insulation. Clay plaster and lime plaster interior walls for airtightness. No-step entrance for accessibility; 4' hallways, 3' doorways, 5' turnarounds in kitchen and bathrooms. Roll-in shower. Thermostatically-controlled electric radiant heat panels. Standing seam metal roof. Locally-harvested pine & hemlock timbers. No plywood; all sheathing and subfloors are local pine boards. Cherry floors logged & milled in Putney. Guilford slate hearth, mudroom and bathroom floors. Hearthstone Castleton wood stove. Delayed showings; Open House: Saturday, November 12, 10am-noon.

Listed by John Hatton 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: 6.13% last updated on 2023-01-26

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

11 Green Street Brattleboro VT 05301

Brattleboro, VT11 Green Street

Price$525,000The price has recently decreased

MLS Number 4938054

  • Commercial
  • Square Feet 15,800
  • Acreage 0.69

"The Wantastiquet Lodge" commissioned by the Independent Order of Odd fellows' club in 1915 to be what it remains to this day - a clubhouse and event hall with 2 bars, a stage, a commercial kitchen, lounge, offices, and a grand hall. This superbly well-built brick structure contains huge open rooms because of 50' spans of steel I-beams. The lot size and design of the structure make it a candidate for single family conversion, apartments, community center, bar and restaurant, music/theater club, supper club, arts/ rec center, or to continue on as a private club/event space. 15,892 Sf of finished space is set directly above downtown Brattleboro's vibrant main street. Original windows reveal stunning views of NH, the Connecticut river, and downtown Brattleboro. The lot offers parking for 20 cars. Flexible zoning. Currently used as an Arts and Music Club. Owner Financing Potential. Offered for sale: "As-is".

Listed by Dave White of OwnerEntry.com

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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: 6.13% last updated on 2023-01-26

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

162 Canal Street Brattleboro VT 05301

Brattleboro, VT162 Canal Street

Price$425,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4905365

  • Multifamily
  • Units 5
  • Bathroom 5
  • Acreage 0.33
  • Square Feet 3,946

CLASSClassic and highly sought-after investment opportunity. This extremely well maintained 5 unit is a cash positive and stabilized asset. Recently painted with all up to date inspections. Tons of extra parking and in a great location with easy access to shopping, schools, hospitals, restaurants, parks and everything that Brattleboro has to offer. Can be sold as a package with the following properties: MLS#4905368, 4905373, 4905374

Listed by Kate Barry of EXP 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

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

112 Brets Road Brattleboro VT 05301

Brattleboro, VT112 Brets Road

Price$395,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4939157

  • Condo
  • Square Feet 2,744
  • Bedrooms 3
  • New Contruction Existing
  • Complex Brets

Brets Way is a beautiful development of 8 individual condominiums homes located in a superb setting off Upper Dummerston Rd. These homes are rare to come on the market. The open floor plan design with cathedral, vaulted ceiling, and an abundance of natural light creates a feeling of opulent spaciousness. The home has radiant heat, 3 bedrooms, 2 baths, the primary bath has a steam shower and whirlpool bath. First floor laundry, attached 2 car garage and a finished lower level. Enjoy the ease and security of maintenance free living with the privacy and autonomy of a house of your own. The location plus superior quality of this home are sure to impress. Fall of 2022 new roof, new carpet and interior paint. Delayed showings until Sunday, December 18th

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: 6.13% last updated on 2023-01-26

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

573 South Main Street Brattleboro VT 05301

Brattleboro, VT573 South Main Street

Price$380,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4930318

  • Multifamily
  • Units 4
  • Bathroom 4
  • Acreage 0.65
  • Square Feet 3,312

Just around the corner! From the middle and high school, Oak grove elementary! Pop around the corner for all the high school games, exercise at the track. Interstate is minutes away for easy access to work or play! One apartment is over 1,000 square feet so tons of room for owner occupancy! 2 nice front porches. Worth looking at for either your own home or as an investment. Masks please. Owner is a licensed appraiser and is doing a 1031 exchange. 48 hour notice to show.

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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

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

10 Birge Street Brattleboro VT 05301

Brattleboro, VT10 Birge Street

Price$370,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4928848

  • Multifamily
  • Units 4
  • Bathroom 4
  • Acreage 0.15
  • Square Feet 3,002

Invest in your own home town! Full tenant roster with the easy access to laundry across the street, grocery stores, train and The Moover. Right in the heart of things with little yard to maintain! Consider as an investment in your portfolio or decide to live in one unit and have the others pay your mortgage! Good way to start, retire or increase your portfolio! Owner is a licensed appraiser. Seller is doing a 1031 exchange. 48 hour notice to show, mask up please!

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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

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

Broker Reciprocity

Copyright 2023 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 January 29, 2023 10:54 AM EST.

 

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