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.

      241 Quail Hill, Brattleboro, VT 05301

      Price$459,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4648692

      • Residential Single Family
      • Bedrooms 7
      • Bathroom 7
      • Stories 2
      • Construction Existing

      This amazing in-town home has everything imaginable for an extended family - a private setting on over 12 acres with stunning terraced grounds, lovely distant views, pond, pool, quick easy access to town and 2 amazing homes in one building with an attached 4-car garage between them. The configuration, originally designed with a fabulous in-law home, could be easily reconfigured to a single residence or either could be used for additional income. These custom homes are completely separate in an L-shaped configuration and both have high quality, custom construction including maple kitchens, hardwood floors and trim from the land, an amazing master, stone bath with glass shower and jetted tub on the main floor, laundries, entries and so much more. Many rooms from both homes enjoy the view of the rolling open land, woods and Round Mt. beyond. More room in a huge attic space on the 2nd floor and lower, walk-out basement could be used for more living space or to enjoin the homes. There is no other property like this in Brattleboro. More interior photos to be posted soon! (Current interior photos are of one home only)

      Listed by Michael Granger of Granger Real Estate

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

      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$449,000The 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

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

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

      64 Chestnut Hill, Brattleboro, VT 05301

      Price$379,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 4656370

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

      This gracious Colonial is located on sought after Chestnut Hill with views to Wantastiquet Mountain and is only a short walk to the Retreat Trails. The interior is lovely and bright with large formal rooms and special features throughout, including: Beautiful maple hardwood flooring, French doors to living (with Fireplace) and dining rooms, period trim and finish work, Master Suite (with walk in closet, private deck and en suite Bath), updated Kitchen with granite counters & cherry cabinets, Sun Room, Formal Entry, Mud/Office and 3 Guest Bedrooms with Bath. Handsome stone walls and walkways and 2-car garage add to the appeal. A special home!

      Listed by Robert Doyle of Berkley & Veller Greenwood Country

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

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

      284 Quails Hill, Brattleboro, VT 05301-6601

      Price$365,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4647786

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

      Beautiful contemporary 2010 farmhouse on 7.22 acres in desirable West Brattleboro. Lccal views. Built with energy efficiency in mind. Solar hot water. 4 generous bedrooms. Screened porch. Open kitchen/dining area. Fenced dog yards. Privacy, but only 10 minutes to downtown Brattleboro.

      Listed by John Hatton of Berkley & Veller Greenwood Country

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

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

      730 South, Brattleboro, VT 05301

      Price$379,900The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4502366

      • Multifamily Multi-Family
      • Units 2
      • Square Feet 2880
      • Acreage 3.3

      Gorgeous home on South Street! Currently set up as a two family, this would make a wonderful owner occupied home with rental income or a perfect in-law space. First floor is open concept; spacious and airy with many windows, a deck with a lovely view, two bedrooms and a large full bath. The walk out basement apartment has full windows, one bedroom, one bath, and a large living/dining room. The house is set on 3.3 acres of sweeping lawn with established gardens, front and rear decks, and a sweet chicken coop. This home is in great condition and really is 'move in ready'! Property has a brand new septic system.

      Listed by Rebecca Seymour and David Putnam of Brattleboro Area Realty

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

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

      1009 Hinesburg Road, Brattleboro, VT 05301

      Price$395,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 4649401

      • Residential Single Family
      • Bedrooms 3
      • Bathroom 2
      • Stories 1.75
      • Construction Existing

      This exceptional contemporary combines light and spacious living areas with massive log accents and quality features throughout. Privately set amidst an enchanting 10+ acres of apple orchard, lawn and woods, the house is thoughtfully nestled among stonescaping and perennial plantings at the edge of the trees. You're welcomed inside by a fireplaced dining area which flows into a superb kitchen equipped with granite counters, maple cabinetry and a 6 burner stainless Wolf range. Off the kitchen you'll find a tile floored Florida room with soaring ceiling and abundant glass revealing a stone-lined fish pond and views of the surrounding stonework. The spacious living room offers a cathedral ceiling with skylights and loft, woodstove, tiled floors and office alcove; extensive windows and doors look out on the garden. Master bedroom, two bedrooms, ¾ bath and loft on second floor. Many quality features to discover in this exceptional home.

      Listed by John McPherson of Berkley & Veller Greenwood Country

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

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

      43 Chestnut Hill, Brattleboro, VT 05301

      Price$389,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4643516

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 4
      • Stories 1.5
      • Construction Existing

      Location, Location, Location!! This gracious and welcoming residence is beautifully sited amongst formal gardens on desirable Chestnut Hill, close to town yet a short stroll to the reservoir and miles of trails. The yard is superbly landscaped with numerous perennials, flowering bushes and a quintessential picket fence border. The interior is lovely with large principal rooms, including: Living Room with hardwood flooring, crown molding and fireplace; Formal Dining Room with a wall of glass opening onto a large upper deck with winter views; spacious Kitchen with Library Nook; Formal Entry and a Master Bedroom with ensuite Bath. The upper level provides a Family Room with skylights and built-in cabinets, Office or 5th Bedroom with skylights and a Bath. The lower level includes 3 large Bedrooms, 2 with direct walk-out access to a covered deck, sharing a Full Bath and one that has an ensuite Bath, dressing area and a hot tub room via glassed doors. Overall, a beautiful in-town residence!

      Listed by Robert Doyle of Berkley & Veller Greenwood Country

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

      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$369,000The 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

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

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

      1130 Upper Dummerston Road, Brattleboro, VT 05301

      Price$495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 4639241

      • Residential Single Family
      • Bedrooms 4
      • Bathroom 4
      • Stories 1.75
      • Construction Existing

      Windemere Farm provides a stunning combination of open meadows, pristine lawns, extensive landscaping, stone walls & walkways, fenced pastures and abuts Windham Foundation land---all within 5 minutes of vibrant downtown Brattleboro. The location and setting are choice and the state of the art Barn provides a perfect backdrop. The house is an architectural gem with superior craftsmanship and copies a traditional rambling Farmhouse style, but modern with contemporary flourishes. The interior is lovely and light filled with large principal rooms and special features throughout: Formal Living/Dining/Entry rooms with hardwood flooring, the Living has a brick fireplace; Huge Country Kitchen with tile flooring, Corian counters and recessed panel cabinets; Mud Room; Study; 2 Master bedrooms with en suite Baths and Sitting Rooms; 2 Additional Guest Bedrooms with shared Bath; Powder Room. Full semi-finished Basement, oversized attached 2 car garage, central air on first floor, alarm and generator all add to the value and appeal. An exceptional property!

      Listed by Robert Doyle and Dan Normandeau of Berkley & Veller Greenwood Country

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

      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

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

      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

      {$agent->Name}

      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: 3.94% last updated on 2017-07-13

      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.