Our mobile site is optimized for smaller screens.

TRY IT NO THANKS
  Advanced search

      We're raising the bar in real estate.

      Our members can save custom searches, keep track of favorite listings, & get tailored listing updates. Better searching starts here!

      Log in or Register

      Welcome

      You're logged in as

      My Account or Log out

      Brattleboro VT Homes $350k to $500k

      Browse all homes between $350,000 and $500,000 for sale in Brattleboro, VT. Contact us if you have questions or would like to schedule a tour.

      Search Smarter - Create an account to save your favorite listings and we'll notify you when similar properties hit the market.

      64 Chestnut Hill, Brattleboro, VT 05301

      Price$395,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4635906

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 3
      • Stories 2
      • Construction Existing

      This craftsman-built home, in one of Brattleboro's finest neighborhoods, is bright and airy with large formal rooms. Special features include a recently upgraded kitchen with cherry cabinets and granite counters, maple flooring, French doors to the living and dining rooms, brick fireplace with period molding, a cozy sunroom, and an over-sized two car garage. The master bedroom wing features a huge walk-in closet and a private “treehouse” deck. You'll love the built-ins and attention to detail. This home sits on a nicely landscaped corner lot with tremendous curb appeal, terraced stone gardens, and views of the river valley below. Stroll around the circle to chat with friendly neighbors, hike in the Retreat Woods, or walk downtown.

      Listed by Jason Saphire of www.EntryOnly.com

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

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

      31 Vermont, Brattleboro, VT 05301

      Price$369,900The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4422553

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 3
      • Stories 2.5
      • Construction Existing

      CLASSIC CHARM! This very special Dutch Colonial is reminiscent of an era when homes were built with charm and grace, to be lived in and enjoyed, a statement to the owner's good fortune. You will love coming home to beautiful stately trees presenting as classic guardians of the formal entry, knowing the playful spirit of the back yard pool is waiting for the gathering of family and friends! Come inside for a surprise! Gleaming hardwood (of course), a most lovely living room (large enough for your baby grand) with gas fireplace and lots and lots of window for light and air, formal dining with informal seating at the kitchen pass thru so the chef can be part of the party (or supervise the home work), a period staircase leading to the second floor four bedrooms, all having a generous size and ceiling height. Truly a classic home that has been tweaked for easier living! This is a must see for location in a neighborhood of low traffic, a view of the Retreat Meadows, close to down town and easy access for those who travel. A must see for anyone seeking a comfortable home.

      Listed by Chris Lewis of Brattleboro Area Realty

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

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

      542 Melchen Road, Brattleboro, VT 05301

      Price$488,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4626766

      • Residential Single Family
      • Bedrooms 3
      • Bathroom 3
      • Stories 1.75
      • Construction Existing

      Very private country location, but only 10 minutes to town. Solid wall, square cut, log home at the end of a country road high on a hill. Spectacular Winter views of New Hampshire. Totally private in Summer. Great southern exposure. Open floor plan, country kitchen with sun filled skylights. Oak, ash and cherry wood floors. A wood stove sits on a beautiful piece of unusual Brazilian marble. A large rec-room in the basement adds extra useful space, could be used as a home office. A very convenient room specifically for wood storage is right off the Living room. A first floor master suite has a marble tiled bath,with radiant floor heating, and double closets. The roof was completely refurbished last year. A 42'x28' garage/barn with space for three vehicles and a great open space upstairs for a studio, workshop or storage. This is a move in ready property.

      Listed by Thom Dahlin of Berkley & Veller Greenwood Country

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

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

      60 Mather Road, Brattleboro, VT 05301

      Price$429,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 4471920

      • Residential Single Family
      • Bedrooms 3
      • Bathroom 4
      • Area Abuts Conservation
      • Stories 2

      This beautiful home features quality craftsmanship and an ideal location abutting open fields great for hiking and wandering while being less than 10 minutes to downtown. Featuring 3 bedrooms (including a master suite), 4 bathrooms as well as a total of 8 garage bays, attention to detail is obvious throughout this exclusive home. The open and airy living space features over 9 foot ceilings throughout the first floor, large kitchen with walk-in pantry, granite counter tops, built in wine refrigerators as well as a second floor laundry, two offices and much, much more! The centrally located fireplace provides ambiance and a boost of traditional warmth for those special times of the year. The very large mudroom entry provides great storage for outdoor gear and toys. Other features include an attached 4 car garage, a large game room/family room with full bar area, bath and separate office space, detached large workshop with 4 garage bays and much more than can be described here! This property also includes a separate lot and the current owners own the abutting house for a potential package deal now or down the road.

      Listed by A.J. Bellville of Bellville Realty

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

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

      64 Tyler Street, Brattleboro, VT 05301

      Price$380,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4633734

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 4
      • Stories 2.5
      • Construction Existing

      Comfortable elegance! This 1914 colonial sits on the corner of North Street and Tyler Street - a great walk-to-town location! There are 4 bedrooms, 3 1/2 baths, an updated kitchen, and a 2-car garage that is attached by a mudroom/breezeway. The large living room, with fireplace, with access the enclosed porch, is perfect for entertaining, or for more quiet family time. With period details, and numerous renovations/improvements in the past several years, this is a wonderful combination of early 1900's charm and more recent amenities. If you have been looking for that special house, with in-town convenience, you won't want to miss this one.

      Listed by Jessica Heller of Berkley & Veller Greenwood Country

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

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

      811 Meadowbrook, Brattleboro, VT 05301

      Price$429,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4632562

      • Residential Single Family
      • Bedrooms 5
      • Bathroom 3
      • Area Rural
      • Stories 1.5

      The Best of Both Worlds. This amazing location is country living at it best with sweeping lawns, wonderful stone work, beautiful gardens and a sweet view...but...minutes to downtown, major highways, shopping, schools and our own hospital. If you're considering aging in place, this is a great opportunity. The main floor of the home has the laundry, master bedroom suite, and the sweetest of screened porches to while away the summer in sheer joy. Love the outdoors? Bring you morning coffee to the private back deck and greet the day, or relax and watch the moon rise as the day melts away! Loved and cared for, this home is waiting for the next generation of owners. This is a very special property in a very special location, not to be missed and worth taking the time to view and consider.

      Listed by Chris Lewis of Brattleboro Area Realty

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

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

      49 Cedar, Brattleboro, VT 05301

      Price$375,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4608296

      • Multifamily Multi-Family
      • Units 4
      • Bathroom 4
      • Acreage 0.15
      • Square Feet 4324

      Two for one! What a great way to have someone else pay the mortgage! Two separate homes in one of our nice neighborhoods, nicely kept and just waiting for a new owner! If you choose to invest, there are 4 units paying for their own utilities and heat, stable tenants and off street parking. A drive by will convince you that these are considering. Please remember there is a 48 hour notice to tenants to show.

      Listed by Chris Lewis of Brattleboro Area Realty

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

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

      105 Chestnut Hill, Brattleboro, VT 05301

      Price$490,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 4628923

      • Residential Single Family
      • Bedrooms 5
      • Bathroom 3
      • Stories 2.5
      • Construction Existing

      Location, location, location! One of the most amazing views in Brattleboro. Perfectly located at the top of Chestnut Hill with views of Mount Wantastiquet, the Connecticut and the West River. Fabulous sunlight, great for gardens, walk to town with little noise from the hustle and bustle at this private oasis. Six spacious bedrooms, 3000 square feet keeping the original charm of the home including glass door knobs upstairs, Oak floors and gorgeous woodwork. This truly is a special home that has been loved and well cared for.

      Listed by Kerry Mulverhill of Brattleboro Area Realty

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

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

      169 Melchen, Brattleboro, VT 05301

      Price$379,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4626260

      • Residential Single Family
      • Bedrooms 3
      • Bathroom 1
      • Area Rural
      • Stories 1.75

      Classic Vermont farmhouse situated on 111+ acres of gorgeous land. Interior woods, roads, open meadows. Standing timber and a beautiful maple sugar bush with approx. 500-1,000 taps. House features include hardwood flooring, post and beam construction, fireplace, first floor laundry room, attached barn/shed, eat-in kitchen, large L-shaped master bedroom and office on second floor and tons of storage. This home needs some exterior work but does have an updated heating system, updated wiring and newer sheetrock walls, refinished hardwood floors, a pellet stove in kitchen and modern conveniences. One could argue that this is the perfect location. 10 minutes to downtown Brattleboro and only one half mile off pavement, situated on a dead end town road. Very quiet and tranquil spot. Total acreage owned by owner is 111.10 acres. House is also being offered on 50 acres for $247,500. See mls#4508888. Tax amount and Span Number/Parcel ID apply to all the acreage.

      Listed by Chris Long of BHG Masiello Brattleboro

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

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

      41 Juniper Ridge, Brattleboro, VT 05301

      Price$439,500The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4503447

      • Residential Single Family
      • Bedrooms 3
      • Bathroom 2
      • Stories 2
      • Construction Existing

      Country Contemporary in desirable West Brattleboro only 2 miles to town. The home features over 3,300 sq. ft. of living space, lots of natural light, new kitchen with maple cabinetry and quartz counter tops, new hickory flooring in main living area, two great decks (one new in 2016 with hot tub), mountain views, full walk out finished basement with new carpeting 2016, gym/exercise room, entry/mudroom, office, 3 garage bays and lots of storage. Privately situated on 3.36 acres offering a large back yard accessed by both decks and the lowest living level, perfect for entertaining, family cookouts or just relaxing. This property offers too much to list. A beautiful home in a superb location that truly is a must see!

      Listed by Chris Long of BHG Masiello Brattleboro

      Brattleboro Area Realty
      163 High Street
      Brattleboro VT, 05301
      Office: 802.257.1335

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

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

      Broker Reciprocity

      Copyright 2017 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.