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Brattleboro VT Homes for Sale

Brattleboro is a small Vermont city with alot of personality. Brattleboro offers residents the perfect balance between outdoor adventure and shop-lined streets.

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Condos | Multi-Family | Commercial | Land

60 Bittersweet Lane Brattleboro VT 05301

Brattleboro, VT60 Bittersweet Lane

Price$595,000

Est. Mortgage: $/month

MLS Number 4849623

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,834

Wow! What a find, an executive ranch right on the golf course! This is a rare Brattleboro opportunity for golfers and cross country skiers...not to mention you can just stroll to dinner...have a glass of wine and not drive! Great one level living (aging in place) with a finished, walkout lower level for the grand kids or teens. Looking for a home office, music or art studio? The lower level is perfect! Light, high ceilings, 2 huge rooms with a full bath can be anything you can think up! Main level is open concept with bedrooms at either end for privacy. Surrounded by nature, but minutes to everything. Sweet, ready to move in and just right for someone!

Listed by Brattleboro Area Realty

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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170 Western Avenue Brattleboro VT 05301

Brattleboro, VT170 Western Avenue

Price$550,000

Est. Mortgage: $/month

MLS Number 4888270

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Square Feet 4,796
  • Bedrooms 4

This gracious home is a showcase of the best period features in one of the first Second Empire homes in the US. The high ceilings with the ornate plaster work and large windows makes a light air airy environment. Along with all the period features is a tasteful blend of updates for today's living. One of these is the large family room and kitchen with double wall ovens, gas cooktop, island with large sink and custom cabinets. The first floor also has a large dining room with fireplace, double parlor and a 1/2 bath. Upstairs has two full baths, 4 bedrooms, sitting area, office and family room or primary bedroom and a laundry room. The amount of space and detailing is not present in the homes of today. The features continue outside with a large back lawn, gardens and pool with patio area. This truly wonderful in-town home, close to nature trails and downtown, is in a league of its own.

Listed by David Brown of Berkley & Veller Greenwood Country

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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275 Western Avenue Brattleboro VT 05301

Brattleboro, VT275 Western Avenue

Price$350,000

Est. Mortgage: $/month

MLS Number 4892647

  • Residential Single Family
  • Construction Existing
  • Square Feet 2,747
  • Bathroom 3
  • Bedrooms 5

A dream come true! This home has so many ways to work for you and your lifestyle. A pretty, classic four square traditional colonial with a great addition! Located on our best, tree lined entry streets. Work from home? There are 4 bedrooms on the 2nd floor for great office, guest or a big family! The addition is a main bedroom and bath on the first floor for an in-law, Tween, X generation, or your own comfort! The kitchen and dining are open concept with wonderful southern and western light and could also be a family area with cozy chairs sharing time with the cook. You can live on one floor and have the up stairs for family and friends. There is so much you can do with the sweet, glossy hardwood floors, pristine staircase and woodwork, that this is a home to come, think about and love. Please wear a mask and sanitize for showings. Showings start on 12/10/21. Open house Saturday, 12/11th 11-2pm

Listed by Brattleboro Area Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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124 Sunny Acres Road Brattleboro VT 05301

Brattleboro, VT124 Sunny Acres Road

Price$307,000

Est. Mortgage: $/month

MLS Number 4894583

  • Residential Single Family
  • Square Feet 1,824
  • Bedrooms 5
  • Construction Existing
  • Bathroom 2

This dormered cape was originally located on Canal Street and was moved to its present setting when Interstate 91 was built. The house is comfortable, cheerful with touches of charm! Vintage 1937 details include a period style stairway and hall, natural woodwork, hard wood floors, a fireplace, French doors, a walk in pantry, a separate dining room, and a front entry porch. The spacious living room has a brick fireplace with French doors to a 8 x 14 glassed/screened porch. There is a large 22 x 24 deck off the kitchen. There are five bedrooms, four upstairs and one on the first level. A full bathroom up and one down. There is an office/study/playroom on the first floor. Andersen replacement windows were installed in office/study/playroom, first floor bedroom and 4 bedrooms up and cellulose/spray foam insulation by Farnum Cellulose Insulators was done in 2010. There is new oil tank. There is a 22 x 24 two car attached garage and a one car space under the house. The walk out basement offers ample space for a home workshop. Laundry sink and hookups are located on this level. There is garden tool storage under the three season porch. The side yard is bordered with mature maple trees. The paved driveway is shared with the neighbor. The neighborhood is filled with the lively energy of the middle and high schools, their athletic fields and the career center. Walking/biking distance to hospital, shopping and restaurants. Exit one for Interstate 91 is just up the road.

Listed by Kathy Dowd of Bellville Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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35 South Street Brattleboro VT 05301

Brattleboro, VT35 South Street

Price$299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4890068

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,682
  • Construction Existing

This sweet updated Victorian home shows pride of ownership. The tastefully landscaped yard makes a perfect view while enjoying the wraparound porch which includes decorative trim work. On the first level you will find the laundry and mudroom, an updated bath, an office or additional living space, a living room, and dining room with bay window and built-in china cabinet. The sun filled rooms highlight the gleaming wood floors throughout this home. The second level offers three spacious bedrooms, and a second updated bath. The large deck is terrific for entertaining. The detached two car garage with workspace, offers a second floor space with separate entrance, that could be finished and used as an additional living space or studio. This home and its convenient location are not to be missed. Delayed showings until Saturday, November 13, 2021.

Listed by Cassandra Ehrlich of BHG Masiello Brattleboro

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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194 Maple Street Brattleboro VT 05301

Brattleboro, VT194 Maple Street

Price$289,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4861487

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,500

With the grace and elegant style of the 1920s, this solidly built home sits above Maple Street. You will feel its charm and character the moment you enter, transforming you to its original time and place in history. Period features include a formal front entry, fireplace, crafted built-ins, expansive staircase, gorgeous hardwood flooring and glass panel French doors. The abundance of natural light and high ceilings on the second floor are other welcomed details. This home offers great storage and the Vermont necessity of a mudroom at your back door. The covered side porch is ideal for the luxury of relaxing with your morning coffee and al fresco summer dining. The property has a generous yard with ample room for play for both young and old; for gardening or for gathering. This lovely home is in a central location close to schools, parks, hospital, shopping and with easy access I-91. Delayed showings until May 23, 2021.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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170 Canal Street Brattleboro VT 05301

Brattleboro, VT170 Canal Street

Price$285,000

Est. Mortgage: $/month

MLS Number 4895033

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Square Feet 3,360
  • Bathroom 3

This 1860's Craftsman style home is an architectural gem with loads of character and features spacious rooms, high ceilings, large windows, fantastic original woodwork, beautiful fireplaces and built-ins and absolutely gorgeous hardwood flooring throughout the building. This large single-family dwelling was converted years ago to a one-bedroom 2nd floor apartment and two spacious professional offices. The apartment is currently rented at $1,000 per month. The two office former areas would combine to make a tremendous 4 plus bedroom main living unit but would need re-installation of the kitchen and full bath(s). The room configuration and layout coupled with the full basement beneath would make it relatively easy to design and install a modern Kitchen and bath(s) to transform it to a large elegant residential home. All of the systems have been recently updated including new wiring, Buderus multi-zone combination hot water baseboard/ radiant floor and radiator heating system, Mini-split AC units on main level, two new oil tanks and much more. There is also a barn/carriage house in back with paved parking that leads to the rear entrance. If you are looking for a gorgeous original home with a blank slate Kitchen/Bath situation within walking distance to downtown Brattleboro with an income producing apartment, this is a great opportunity.

Listed by Chris Long of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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1177 Western Avenue Brattleboro VT 05301

Brattleboro, VT1177 Western Avenue

Price$275,000

Est. Mortgage: $/month

MLS Number 4861303

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,733

Surprise! This vintage home is wrapped with covered enclosed porches and a huge deck! But...if you take the steps down to the back yard, you will find a sweet, level back yard with a swimming pool and solar panels! Easy in town living, just a hop to town, interstate and recreation. Parking large enough to handle the extra toys you need to play in Vermont! Inside has 3 bedrooms and bath on the second floor, 1 sunken bedroom with bath on first floor and laundry right off the kitchen for easy access. Recent paint, newer windows, butcher block counter top, all add to the charm. The size will fit a bigger family or those who want separate offices at home! This is another must see on your list. Please remember to be covid compliant. At least overnight notice a must!

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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

39 Meadowbrook Road Brattleboro VT 05301

Brattleboro, VT39 Meadowbrook Road

Price$259,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4890499

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,610

Be only the third owner of this well-built 1959 ranch on a sprawling 1.4-acre lot in West Brattleboro, VT. Enjoy the over 200 feet of very accessible frontage along the Whetstone Brook. A gorgeous, light-filled, level yard for gardening and relaxation. Perennials abound - roses, lilacs, butterfly bush, blueberry bushes…ALSO, a fenced-in vegetable garden following the back to eden gardening approach. Open-concept floorplan, exposed beams and lots of windows provide an airy feel and fantastic natural light. Recently refinished red oak hardwood flooring throughout. Sweet brick fireplace with heatilator - pleasing AND warming! Central air conditioning! Nice built-ins throughout. The newer, energy-efficient boiler heats the living space via the Cadillac of all baseboard heating systems - cast iron. Massive, meticulously cared for and heated basement is currently used as a workshop & project area. What would you use it for?? Paved driveway, attached 2-car garage, spacious entry/office area w/ half-bath, & easy backyard access. Spacious kitchen w/ lots of cabinet space, dining & living areas w/ expansive views of the private back yard, a large full bathroom w/ laundry, and 2 private bedrooms separated from the living area round out this pleasant home. Municipal water, sewer, and trash pick-up. Close to public transportation, shopping, and hospital. Loads of possibilities and a tremendous opportunity! Come see for yourself!! Delayed showings beginning Nov. 20, 2021.

Listed by Dan Normandeau of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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18 Central Street Brattleboro VT 05301

Brattleboro, VT18 Central Street

Price$229,900

Est. Mortgage: $/month

MLS Number 4802640

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,927

Sweet in town location. Walk to everything! Given the age of this home, it does need some TLC. The tenant is in process of some projects of removing wall paper and painting, there are some other updates needed but the price reflects the additional items. The owners have had the knob and tube removed to the tune of 22k and the waste pipe replaced as it exits the home as well. It is a bright, airy home with high ceilings, lots of windows, a wrap porch and just enough yard to take care of. Huge kitchen with attached pantry, back staircase to the main bedroom, full, modern bath on first floor and room for a bath on the 2nd. 48 hour notice for tenants to show please, and do mask and sanitize.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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82 Moreland Avenue Brattleboro VT 05301

Brattleboro, VT82 Moreland Avenue

Price$229,000

Est. Mortgage: $/month

MLS Number 4894949

  • Residential Single Family
  • Square Feet 1,107
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing

Sweet! Looking to downsize to an age in place home? Just starting out? This 3 bedroom, 2 bath home is just right for both. One level living with lots of light, an attached garage with storage room and a level fenced yard. Only one owner who took great care of the home and yard. A sought after neighborhood near schools and hospital. Affordable, low maintenance! This is a must see. Please wear masks and sanitize.

Listed by Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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

108 Chestnut Street Brattleboro VT 05301

Brattleboro, VT108 Chestnut Street

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4892484

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 1,544
  • Construction Existing
  • Bathroom 2

This is a lovely traditional New England Cape built in 1871. With plenty of space to offer, the home is nestled into the eclectic village of Brattleboro. The property is ideally situated on a dead-end street, yet close to shopping, restaurants and health care. The home features four bedrooms, an eat-in kitchen and a spacious living room separated by a half wall from a second living area or formal dining area. There have been recent improvements both for aesthetics and energy efficiency. What is not apparent in the photos is that the current owner chose to close in the attached two-car carport with a tarp and a temporary wall. That area can be quickly restored to once again function as a carport. The sizeable, attached, two-story barn offers unlimited potential as a workspace for the new owner to tap into their creative side. Showings will not begin until Friday December 10th. PLEASE NOTE: This listing's virtual tour allows you to: (1) look around at will using a Matterport 3D Virtual Reality Tour; (2) listen to a video that describes the property's less apparent features; (3) download scale floorplans; (4) learn the details of the home's systems, including utility usage; (5) view the Seller's Property Information Report, and more. So, if this home interests you, you can visit right now online by clicking the virtual tour link found adjacent to the photo gallery at most listing sites, or within the "Facts and Features" or Media sections of other listing sites.

Listed by Monica Sumner of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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1610 Marlboro Road Brattleboro VT 05301

Brattleboro, VT1610 Marlboro Road

Price$180,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4893226

  • Residential Single Family
  • Construction Existing
  • Square Feet 1,352
  • Bedrooms 3
  • Bathroom 1

Adorable and affordable! This 3 bedroom 1 bath home is clean and crisp and ready for a new owner. Nestled into the hillside, this house has a fenced yard, a shed for storage and sits on an acre of land that backs up to the Whetstone Brook. Enjoy the natural sound of the brook thoughout the house and on the property. Great starter home with eat in tidy kitchen and ample bedrooms and living space. Close to downtown Brattleboro, Marlboro and the quaint town of Wilmington.

Listed by Jessica Bentz of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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185 Green Street Brattleboro VT 05301

Brattleboro, VT185 Green Street

Price$175,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4889659

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,912

Unique opportunity. This property features two homes on one lot running from Green Street to High Street with ample parking for both.The Green Street house needs a new roof and cosmetics on the second floor. It has a great flow and some wonderful period features like a glassed in porch on the south and east side. Great in-town location and spacious rooms with great potential. The large room on the second floor back had it's own access and would make a great home studio with views of Mount Wantastiquet. The High Street home is currently uninhabitable--removal estimated to be about$13,000 to $15,000. Properties being sold "AS IS".

Listed by David Brown of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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143 CARRIAGE HILL Road Brattleboro VT 05301

Brattleboro, VT143 CARRIAGE HILL Road

Price$175,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4893539

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,260

Log cabin with full framed dormer, .71 acres of land, fully fenced for your animals, large deck and backyard. Easy drive to downtown brattleboro and shopping. A very nice neighborhood. One of the largest lots in this development.

Listed by John Morrison of Barrett & Valley Associates,Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 23, 2022.