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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336 Hillwinds Road Brattleboro VT 05301

Brattleboro, VT336 Hillwinds Road

Price$695,000

Est. Mortgage: $/month

Open House

MLS Number 4986362

  • Residential Single Family
  • Next Open House: Sat 03/2 1:00 pm. to 3:00 pm.
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

Stunning, meticulously cared for, contemporary home in the coveted Hillwinds neighborhood. You'll have the best of both worlds being just 10 minutes to downtown while having easy access to over 200 acres of conserved land for walking or snowshoeing. The kitchen is a dream with stainless steel appliances, granite countertops, and high end cabinetry, all overlooking the in-ground pool, perennial gardens with lovely stone walkways, and back deck with screened room for bug free summer suppers. Living and dining area are in the great room flooded with light from the two story windows. Enjoy gathering in the great room sitting area by the propane insert, or for more privacy, the den, also with a propane insert, provides optimal coziness. Three bedrooms on the first floor, the primary has an ensuite with jacuzzi tub, are just right for aging in place. The "fourth bedroom" is a loft with closet and 3/4 bath. The finished area of the basement has a pellet stove and plenty of space for work desks, or a pool table! There is an attached two car garage as well as a detached barn with plenty of storage space for cars or toys. All of this only 2 1/2 hours from Boston and 30 minutes to Mt Snow. You really can have it all! Open house Saturday March 2nd 1:00-3:00.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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62 Chestnut Street Brattleboro VT 05301

Brattleboro, VT62 Chestnut Street

Price$365,000

Est. Mortgage: $/month

MLS Number 4986326

  • Multifamily
  • Units 3
  • Bathroom 3
  • Acreage 0.22
  • Square Feet 2,856

Built in 2013, this 3-unit mutli-family is in great condition! Vinyl siding, 11-year old asphalt shingle roof, young heating system - this building is low-maintenance. It's a solid investment property, or could be owner-occupied. Chestnut St. is a lovely neighborhood; a healthy but do-able distance to Main St. You'll appreciate how well-built this house is, and take comfort in knowing it's still at the beginning of its life. You'll want to see it asap. Net Income & Expenses will be entered onto MLS soon.

Listed by John Hatton of Berkley & Veller Greenwood Country

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$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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41 Juniper Ridge Road Brattleboro VT 05301
Open House

MLS Number 4986088

  • Residential Single Family
  • Next Open House: Sat 03/2 11:00 am. to 2:00 pm.
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Experience the best of country living in this spacious and elegant home in West Brattleboro. This outstanding property boasts over 3000 sq. ft. of living space, with plenty of natural light and long range mountain views. The home features a stunning open kitchen/dining area with maple cabinets and quartz countertops, ideal for entertaining. One will find amazing hickory flooring in the main living area, lots of natural light, and a full walkout basement with new carpeting. Enjoy the outdoors from the two large decks, one with a hot tub for watching the stars. An expansive backyard is ideal for hosting gatherings or relaxing in nature. The home also offers a gym/exercise room, an office, a mudroom, three garage bays, and ample storage space. Situated on 3.36 acres of private land, this home is only two miles from town and close to all amenities. This exceptional property has received thoughtful upgrades, like the newer septic leach field and heating system. In short, this property is at the top of its game. This is a rare opportunity to own a gorgeous home in a prime location. Don't miss it! Sellers must find suitable housing. Delayed showings until March 2, 2024. Open house from 11-2 pm.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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00 West River Road Brattleboro VT 05301

Brattleboro, VT00 West River Road

Price$145,000

Est. Mortgage: $/month

MLS Number 4985654

  • Land
  • Acreage 2.9
  • PricePerSqFt 50000
  • Zoning Waterfront District

A 2.9 acre build-able lot in Brattleboro's Waterfront District, on heavily-trafficked Route 30, next to the well-loved Fire Arts' building. There are many allowed and conditional uses for this zoning, including Residential, Retail, Marina, Fitness, Art Gallery and more. A great location for your new business, with great visibility to over 1500 cars daily.

Listed by John Hatton of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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47 Sherwood Circle Brattleboro VT 05301

Brattleboro, VT47 Sherwood Circle

Price$335,000

Est. Mortgage: $/month

MLS Number 4985507

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,400

You want to live here if you want a neighborhood close to services, easy access to outdoor adventures and minutes to downtown. The deck is just the right size for a party that could easily flow into the house or out to the yard. A bit more modern than the traditional cape with big open rooms, flowing into each other for a country life style. The first floor bed and bath are convenient for living mostly on one floor. The 800 square foot basement is a total surprise, mostly finished, walk out, with high ceilings and big windows begging to be a family room, den or crafters paradise! Our owner will need 60 days from closing to put her affairs in order and move, so all you patient buyers should come to view. A home worth waiting for in a town you love!

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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39 Williston Street Brattleboro VT 05301

Brattleboro, VT39 Williston Street

Price$549,000

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 Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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322 Putney Road Brattleboro VT 05301

Brattleboro, VT322 Putney Road

Price$289,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4984463

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,380

Lovingly maintained 3 bedroom home with some great updates and just wonderful plantings. Step inside and you will find a living room with a glass tiled brick hearth that sports a working wood stove. Here you can sit and enjoy the warmth of the wood heat and natural sunlight reflecting off the hardwood floors in the winter. There is a formal dining room with a built-in China cabinet off one side of the kitchen. The library with half bath is off the other side of the kitchen. Come spring and summer you will have perennials coming up all around the house enticing all sorts of birds and pollinators. Hang a hummingbird feeder off the porch and listen to their wings as they swoop in and out for nectar. The peach tree in the back has been producing a good crop. You also have an apple tree. The big maintenance items are already done. Roof replaced in 2020. Driveway replaced in 2016. Heat pump water heater installed just last July. You really owe it to yourself to see this convenient in-town oasis just a few minutes walk to downtown.

Listed by Jim Bellville of Bellville Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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 Marlboro Road Brattleboro VT 05301

MLS Number 4984398

  • CommercialLease
  • Lease 3467
  • Square Feet 32,000
  • Year Built 1985
  • Acreage 3.3

Spacious annex in a contemporary building ideal for retail, showroom, offices, light industrial, theater, gathering space, church, etc. Space consists of one 5,000sf+ room with office and utility/storage rooms. Entrance off stone tile atrium plus back entrance. Plenty of parking. Common areas include kitchen, meeting room, and bathrooms. Lease terms are net - Tenant pays HVAC and electrical plus all building and grounds maintenance. $8.00/sf/yr. Newly installed HVAC and membrane roof. Clean and ready for your move. 5,200sf.

Listed by John McPherson of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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 Marlboro Road Brattleboro VT 05301

MLS Number 4984397

  • CommercialLease
  • Lease 1200
  • Square Feet 32,000
  • Year Built 1985
  • Acreage 3.3

Ground floor office suite adaptable for retail or light industrial on busy highway in a contemporary building. Direct entrance from parking lot. Space consists of one large room plus a generous private office with access from lobby. Lease terms are gross - landlord pays heat, A/C, electrical. $15/sf/yr. Newly installed energy efficient HVAC and carpeting. Freshly painted. Clean and ready for your move. 950 square feet.

Listed by John McPherson of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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7 High Street Brattleboro VT 05301

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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157 Morningside Commons Brattleboro VT 05301

MLS Number 4982990

  • Condo
  • Square Feet 1,056
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1991

Waiting for your colors! The price of this condo allows you the opportunity to customize it as you want. Or, just move in and get a great deal. Seller replaced the hot water heater in 2022. Newer range and refrigerator. Positioned in a quiet section of Morningside Commons, the townhouse unit backs onto a hiking trail and woods. The pool, tennis and pickleball courts, and the little libraries offer further enjoyment. And then there are the beautiful gardens and tall trees that abound throughout the complex. A strong feeling of community makes Morningside especially welcoming as a place to live. Having the Association take care of outside maintenance makes easy living. Being sold "as is". Delayed showings began on Saturday 1/27/24. OPEN HOUSE ON SATURDAY 2/17/24 FROM NOON TO 2:00 P.M.

Listed by Sally Fegley of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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62-74 Main Street Brattleboro VT 05301

MLS Number 4982958

  • CommercialLease
  • Lease 18

GET IN ON THE "GROUND FLOOR"! Available for the first time since 1932, this incredible location has been the cornerstone and anchor store for the greater Brattleboro area. It is sad for our community to see them close, but it opens the opportunity of a lifetime to reshape our town with a new generation of exciting retail and a myriad of other services. Plenty of parking, on street, public parking lots and the parking garage...or take the MOOVER! all within shopping distance to the whole of downtown. Be the first to choose your place in this historic building... 3 main entrances (easy divisions of sq ft), walls of glass, high ceilings, and don't forget the grand staircase. Take it all (14602 SF), or choose just a bit. $18.00 at SF with heat and hot water included. Tenant pays electric. Become a part of an exuberant downtown community, bring a new spark and put a smile on your face as a new generation begins! Easy to show during shopping hours, or by special appointment.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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 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 March 1, 2024 4:46 PM EST