Brattleboro VT Real Estate

Brattleboro, Vermont is a quaint small town located in the captivating Green Mountains of Southern Vermont. With plenty of outdoor activities such as hiking, biking, fishing and camping, Brattleboro is an ideal choice for anyone seeking outdoor adventure. Visitors may also explore unique local shops and restaurants as well as fascinating historic sites. Whether you're looking for a peaceful vacation or an exciting escape, Brattleboro is sure to provide something for everyone. 

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Real Estate for Sale in Brattleboro, Vermont

Find all real estate currently for sale in Brattleboro, Vermont below. Contact us if you have questions or would like to schedule a tour.

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67 Burgess Way Brattleboro VT 05301

Brattleboro, VT67 Burgess Way

Price$115,000

Est. Mortgage: $/month

MLS Number 4970841

  • Land
  • Acreage 3.11
  • Zoning res

Get what you want!!! What a lovely setting for your sweet new home! Ranch? Contemporary? Cape? You name it...Private, near town, 1/4 mile to interstate and close to all the services. Electric to lot, sewer stubbed in. Bounded by conserved land and the Retreat trail system! This is a must see if you are needing a green home, need to choose allergy free building materials, or just a plain old build from scratch home. Just the right location for popping off to the city to grab you weeks work and be home for dinner....

Listed by Brattleboro Area Realty

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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80 Flat Street Brattleboro VT 05301

MLS Number 4970787

  • Commercial
  • Year Built 1915
  • Square Feet 29,515
  • Acreage 1.9
  • NOI 121354

The C. F. Church Building in downtown Brattleboro is a fully leased commercial/retail Strip mall with ample paved onsite parking within walking distance to downtown. In fact, it is the only commercial building of its kind with its own private paved parking lot near downtown. The exterior facade has been updated with standing seam roofing, paint and signage for the tenants. Turnkey investment property for those looking for a solid income stream. Financial data available to serious investors. Scheduled showings required.

Listed by Chris Long of BHG Masiello Brattleboro

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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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219 High Street Brattleboro VT 05301

MLS Number 4968685

  • Condo
  • New Contruction Existing
  • Bedrooms 4
  • Square Feet 2,072
  • Construction Wood Frame

As you approach the front door you pass the pergola, beautiful stone terrace, and lovely gardens, feeling the gentle blend of Old-World structural charm with the New-World vibe of this property's downtown location. From the two porches of this vintage building, you look down on gardens & stonework and can enjoy views of the Wantastiquet ridgeline and gorgeous sunrises over Wantastiquet. The home's open interior, with spacious rooms, has a practical floor plan. Hardwood and random-width pine floors are throughout. The warm and masterfully crafted cherry cabinetry of the kitchen is replicated in the woodworking throughout two of the 3 bathrooms. A generously sized, ensuite bedroom is on the first floor with three more bedrooms and a full bath on the second floor. The home is heated and air-conditioned with a highly energy-efficient, state-of-the-art heat pump, ensuring comfort in every season. There is also an energy-efficient induction oven adding to the state-of-the-art technology. Lots of space allows a separate laundry room, front mudroom with workspace, storage room, and sauna. This property provides the effortless existence of condominium life with the rare addition of individuality and uniqueness. This location is ideal, with close proximity to several access points to the Retreat Trails, an extensive system of hiking trails, the closest being at the nearby Chestnut Reservoir. Not many opportunities like this come around.

Listed by Brattleboro Area Realty

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$
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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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335 Hillwinds Road Brattleboro VT 05301

Brattleboro, VT335 Hillwinds Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4968401

  • Residential Single Family
  • Square Feet 3,144
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Wonderful home with plenty of indoor and outdoor space. The family room has a gas fireplace and hardwood floors. There is a slider to the large deck. The kitchen has a breakfast nook space that overlooks the deck and back yard. Ample dining room for family gatherings and a spacious living room with built in book shelves. The 2nd floor bedrooms are spacious and have great closet space. The primary bedroom has ensuite 3/4 bath and two large closets. The basement media/rec room is ready for your pool table and great as a game room. There is also a potential workshop with slider to the back yard and a cement patio. The in-law apartment has a modest kitchen area/living room area with spiral staircase to the 2nd floor bedroom and slider to the back deck. The attached 2 car garage provides direct access to the house and there is a shed attached for storage. The back yard has terraced garden space and plenty of room for play and relaxation on the 1.58(+/-) acres and a shed to store toys and tools. Showings start Saturday 9/9/2023 at 11:00 am to 1:00pm with an open house. Open House Sunday, 9/10/2023 from 11:00 till 1:00pm

Listed by Susan Bellville of Bellville Realty

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$
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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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92 Carriage Hill Road Brattleboro VT 05301

MLS Number 4968277

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,664
  • Construction Existing

Charming starter home in a cute neighborhood close to town. Large attached garage, family room and full bath with laundry on the first floor. Three bedrooms kitchen, living room, and full bath on second floor. Nice rear deck overlooks quiet, private backyard.

Listed by Eric Scott of Barrett & Valley Assoc. Inc

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$
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$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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36 Goldfinch Lane Brattleboro VT 05301

Brattleboro, VT36 Goldfinch Lane

Price$338,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4967364

  • Residential Single Family
  • Bathroom 2
  • Square Feet 1,716
  • Construction Existing
  • Bedrooms 4

With a convenient, tucked-away location at the southern edge of Brattleboro this Cape style house dates to 1935 with a newer (1997)addition. There is a good floor plan with a ground floor bedroom, dining room, kitchen, sunny living room and two attached enclosed porches that house the laundry area and additional storage space. The spacious yard has ample space for gardening and the new deck offers private and comfortable outdoor space to enjoy. Other recent improvements include the connection to the municipal water system (replacing the well), new hot water heater, new sink and toilet in the ground floor bathroom, new floor in the living room, new oil tank and new Samsung stainless appliances (washer, dryer and French Door refrigerator). Goldfinch Lane is a private road with only two other residence and costs are shared per a written road agreement.

Listed by Meg Streeter of Meg Streeter Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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55 - 2 Marlboro Road Brattleboro VT 05301

MLS Number 4966455

  • CommercialLease
  • Lease 1585
  • Square Feet 32,000
  • Year Built 1984
  • Acreage 3.3

Contemporary building with suite perfect for office or retail store on busy highway. Direct entrance from parking lot. Space consists of two large rooms, each with an outside entrance. Lease is modified gross - tenant pays heat, A/C, electrical. Landlord pays insurance, taxes and all exterior maintenance. Ready for your move. 1,900 square feet.

Listed by John McPherson of Berkley & Veller Greenwood Country

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$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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106-108 Frost Street Brattleboro VT 05301

Brattleboro, VT106-108 Frost Street

Price$329,900

Est. Mortgage: $/month

MLS Number 4965874

  • Multifamily
  • Units 4
  • Acreage 0.31
  • Square Feet 4,176
  • Water View

What a great place live! Walk to downtown, the Co-op, movies and all Brattleboro has to offer. Plus an added bonus of frontage on the Whetstone! Originally built as a 4 unit, there are no little pieces that don't fit. Be adventurous and combine 2 units to make a lovely large apartment and still have 2 to help with the cost of ownership! The previous owner added insulation, attic and basement walls, to improve the energy costs. Off street parking, another bonus and each floor has a covered porch. If you have been priced out of the market, this is a great start to step up, or that permanent home with long term roots in downtown. 48 hour notice please as a courtesy for the tenants.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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89 Oak Grove Avenue Brattleboro VT 05301

Brattleboro, VT89 Oak Grove Avenue

Price$299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4964502

  • Residential Single Family
  • Square Feet 1,592
  • Bathroom 2
  • Construction Existing
  • Bedrooms 4

This charming cape has been cherished and owned by the same family for many years, showing great care and love. With four bedrooms, it offers a lot of versatility for various living arrangements. The house has undergone recent updates to its mechanical systems, including plumbing and electrical, ensuring modern functionality and safety. A delightful bonus of the property is the two-car garage located in the backyard. Situated on a double Town lot, this property offers ample space for gardening enthusiasts to grow a large garden. Alternatively, it provides the option to sell half of the lot for the construction of another home, making it a potentially attractive investment opportunity. The location of the property is highly desirable, as it is close to the hospital and shopping facilities, adding to the convenience of everyday living. The neighborhood is also known for being a great spot for evening strolls after dinner, offering a pleasant environment. The property's location in a wonderful Vermont town is another appealing aspect, known for its charm and character. Moreover, its proximity to major cities makes it accessible to the vibrant urban centers of Boston (2.5 hrs. ), Montreal (4 hrs.), and New York City (4 hrs.)

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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173 / 175 High Street Brattleboro VT 05301

MLS Number 4963096

  • Multifamily
  • Units 3
  • Bathroom 3
  • Acreage 0.08
  • Square Feet 3,526

Convenient location close to downtown in residential neighborhood. Great rental history and have had long term tenants. Building well cared for. All tenants have private entrance and porch.

Listed by David Brown of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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499-503 Marlboro Road Brattleboro VT 05301

MLS Number 4962316

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Square Feet 3,057
  • Bathroom 1

Presenting an enchanting farmhouse nestled within the charming Brattleboro community. This delightful property offers a unique blend of residential comfort and commercial potential, making it an exceptional opportunity for individuals seeking a versatile living and business space. Live in the house and have the mortgage paid for by the commercial tenants in the barn! Step into the welcoming ambiance of this 3-bedroom, 1-bathroom farmhouse, where character and charm are abundant. The cozy interior features rustic details, such as a large pantry off of the kitchen and wide plank wood floors, creating a warm and inviting atmosphere. There is a primary bedroom and bathroom on the main living level as well. One of the standout features of this property is the large barn, which spans two levels and offers tremendous potential for various commercial endeavors. This versatile space is an ideal canvas for creative business ideas, whether it be a workshop, studio, retail space, or even a gallery. The barn's commercial zoning enhances its value, allowing for a seamless integration of business activities with the convenience of residing on the same premises. The grounds offer endless possibilities for outdoor enjoyment, from gardening to hosting gatherings or simply savoring the serene countryside atmosphere. Located in the desirable Brattleboro community, residents of this property enjoy the best of both worlds-a tranquil rural setting while being within proximity to modern conveniences

Listed by Erica Reynolds of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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499-503 Marlboro Road Brattleboro VT 05301

MLS Number 4962315

  • Commercial
  • Year Built 1920
  • Square Feet 1,476
  • Acreage 1.58
  • NOI 8600

Introducing an exceptional property located in the lovely town of Brattleboro. This remarkable listing offers a prime opportunity for investors, entrepreneurs, and businesses looking for an ideal location to establish or expand their ventures. The property includes a 3-bedroom single family farmhouse that is nicely laid out and well taken care of and could also be converted into a multi-family. The large barn currently offers two full separate levels, the bottom floor is a thriving salon business with excellent tenants and the top floor is being used for storage but has endless possibilities for use. There is plenty of parking as well as open flat land with an established large fenced in garden space. Situated in the West Brattleboro community with its prominent frontage on Route 9, the property benefits from excellent visibility, ensuring maximum exposure for any business venture.

Listed by Erica Reynolds of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2023 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 September 22, 2023 1:24 AM EDT