Brattleboro VT Homes $500k to $800k

Browse all homes between $500,000 and $800,000 for sale in Brattleboro, VT. Contact us if you have questions or would like to schedule a tour.

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475 Upper Dummerston Road, Brattleboro, VT 05301

MLS Number 4654810

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

Amazing location and rare opportunity. This beautiful 21.7 acre Vermont horse farm is on the border of VT, NH and MA, across the street from the Brattleboro Country Club & 18 hole golf course (groomed for cross country skiing in the winter), surrounded by protected land, set back from the road, and landscaped for privacy but minutes from town and I-91. Love alpine skiing? Mt. Snow is 25 minutes and Stratton is 40. The original 1880's farmhouse was completely renovated, upgraded & expanded in 1981, when the family room/mudroom/garage & the 48' x 36' barn were built. Slate roof & vinyl siding for minimal upkeep. A classic wrap porch, oversized windows for light & air, finished 3rd floor with full bath & 2 bedrooms, 2nd floor with 2 bedrooms, bath & beautiful office, & 1st floor with formal dining room, living room with fireplace, bath, & an open concept kitchen/family room all create an ambience that makes this home special. The view from every window is of your land! The farm next door is protected land, & the farmer exchanges horse care for the use of some of the pasture for sheep, goats, and horses if desired. He will also hay pastures not used. The paddock behind the barn has been graded for use as a hockey rink in the winter, & a meadow currently used for pasture was graded as a dressage ring with the jump practice area behind it. Trails on property & adjoining land. The access road to the barn & fields beyond was originally intended to serve a planned 5 lot subdivision.

Listed by Chris Lewis of Brattleboro Area Realty

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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:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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111 Hillcrest Terrace, Brattleboro, VT 05301

MLS Number 4685470

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

Enjoy the a rare combination of proximity and privacy from this well built 1999 home perched atop Hillcrest Terrace with spectacular mountain views. This home is being offered by the original owners who have lovingly maintained it and updated the home to stay practical and current for the new buyers. The lot features a spacious paved driveway, great lawn space for entertaining, perennial gardens and mature trees, and ample privacy from neighbors. The home features a 2 car garage, open concept living spaces, spacious kitchen with breakfast bar and walk-in pantry, large dining room, vaulted living room with balcony above for great natural light and large windows to the view, sitting room with wood burning fireplace and brick hearth, main floor suite, second floor master with amazing views, soaking tub, double vanity, toilet closet, stand up shower, and walk-in closet, 2 upstairs bedroom with shared recently updated bathroom, office nook, and bonus room great for overflow sleeping or den. The full finished walk out basement is wide open for family room, exercise, or game space, and has tremendous storage. Walk out to the stone patio and custom stone work outside. Enjoy the beautiful Vermont scenery from the expansive screened in porch with room for dining and seating, or bask in the sun on the double decks with room for hot tub. There is another oversize detached 2 car, 3 story barn for tremendous extra storage, and piping for future additional potential. Addtl acreage optional.

Listed by Adam Palmiter of Four Seasons Sotheby's Int'l 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:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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316 Orchard Street, Brattleboro, VT 05301

Price$559,000

Est. Mortgage: $/month

MLS Number 4676244

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

Location! Location! This home is in the perfect location only minutes to town, Interstate and recreation, offering not only a lovely home, but easy access to the community, work and fun! Every room is light filled and charming. The kitchen, anchored by the sweet brick fireplace, is the heart of the home open to both the formal dining and the more casual sun rooms. Featuring cherry high boy cabinets, sweeping granite counter tops, Carlisle wide wood floors, a center island inviting guest to sit with the cook and every window full of nature, this kitchen will inspire wonderful creations. With the perfect balance of formal and informal, the grand living room has another brick fireplace and gleaming old growth pine floors, opening to the fun den with vaulted ceilings and finished with a sweet covered porch for quiet summer evenings. Set back from the street and nestled in it's own woodland for lovely quiet walks, the privacy is incredible. A very nice feature is the first floor very private bedroom suite for that much desired aging in place or in-law suite. Drive the lovely tree lined lane bordered by the old stone walls and delight in coming home. This is an amazing home in an amazing location and is worth your time to view.

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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773 South Street, Brattleboro, VT 05301

Price$599,000

Est. Mortgage: $/month

MLS Number 4657234

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 1.5
  • Construction Existing

Quiet and serenity were the guiding principles of this home's 2001 renovation. From the calm feel of the quiet land to the custom-sized door and window molding to the painstakingly selected granite counter tops, this home invites the eyes to rest, the body to relax. Ample windows open onto an inspiring wooded landscape and mature flower gardens in an informal English style. Views of the distant mountains. A sweet meditation house, and a hot tub to watch the stars. For the audiophile, there is a state of the art media room specially designed for perfect acoustics. The experience is amazing. As you enter the home you are greeted by the open custom kitchen, with a large Island equipped with a Thermador cook-top. From this heart of the home one can cook and entertain and enjoy the view off the back deck to the raised bed gardens, where the fresh vegetables are grown. Four spacious bedrooms all filled with natural light complete the home. This eye grabbing fanciful home is complete, except for you.

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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577 Summit Circle, Brattleboro, VT 05301

Price$549,000

Est. Mortgage: $/month

MLS Number 4686066

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 1
  • Construction Existing

This extraordinary Contemporary is beautifully sited on over 2 acres of mixed woodland, lawn and whimsical stone work. The location is private, yet is only a few minutes from downtown. The stunning and innovative design incorporates amazing energy efficiency, modern detailing and huge windows framing the outside spaces. HERS rating of "27" and Net Zero energy ready with upgrade of the solar panels. The interior is bright and inviting with grand open concept Living/Dining/Kitchen w/red birch flooring, maple cabinets, granite counters, wood fire stove and sliders to a large covered deck. The first level also includes: a Master Bdrm with 2 closets and en suite Bath with double vanity & glass fronted shower with rain head fixture; Bedroom or Office with adjacent Full Bath with W/D; Dressing Room with closet, shoe cabinet, day bed and sink; Large Mud Room with double closet and access to the oversized 2-car garage. The lower level is walk out and provides 2 additional Bedrooms w/shared Bath, enormous Family Room w/sliders to yard, Workshop & Utility Rooms. This is a very special offering!!! (Foundation: ICF "insulated concrete foundation;Water heater is hybrid heat pump heater; 9 Programmable thermostats--top notch Aube type; Cooling; ceiling fans and mini split supplied AC)

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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21 Deacon Place, Brattleboro, VT 05301

Price$595,000

Est. Mortgage: $/month

MLS Number 4629398

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

Built in 1929,by Allethaire Chase Estey, the widow of J. Harry Estey of the Estey Organ Company, 21 Deacon Place is one of Brattleboro's most significant homes in an unparalleled setting. A classic Colonial Revival style home, it offers that rare combination of walking access to downtown Brattleboro, while being privately sited overlooking the West River and Retreat Meadows and bordering the Hogle Wildlife Sanctuary. The home's high-quality features abound: quarter-sawn oak floors, crown mouldings, plaster walls a spacious central hall with impressive staircase flanked by a paneled formal dining room and the refined living room with fireplace and adjoining den overlooking the water views. The layout, size and scale of the rooms and the practical floor plan provide comfortable useful spaces. The landscaped grounds feature both natural plantings as well as more formal gardens and offer extensive illuminated walkways, a metal perimeter fence and in-ground pool. Extensive renovation, restoration and improvement has been accomplished by the current owners since 1993. More additional information is available.

Listed by Bill Murray 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:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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1104 Ames Hill Road, Brattleboro, VT 05301

Price$530,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4495109

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Stories 1.5
  • Construction Existing

Upper Way Farm on Ames Hill is a country property that offers a spectacular 71 acre site with stunning views of Mt. Monadanock, massive specimen trees, including matched Japanese Walnuts, pasture, mature woodland, a stream, pond and a 1850's farmhouse with newer additions, an antique timber-framed barn, 5 bay garage, & a modern insulated, heated utility building with office, workshop space & potential bunkhouse. Tremendous appeal & value for the buyer looking for not only a great place to live, but also land & buildings for varied agricultural pursuits, antique car collecting, shop or studio space for woodworking, metal work, painting, pottery, sculpture or possibly the world's largest, loudest "garage band'. Property is enrolled in Current Use and comes with a 10-year Forest Management Plan (2014). Purchaser agrees to re-enroll the property within 30 days of sale or bear responsibility for any penalties. Property is offered "AS IS" & requires an advance appointment for viewing

Listed by Bill Murray 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:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

375 Orchard Street, Brattleboro, VT 05301

Price$600,000

Est. Mortgage: $/month

MLS Number 4674749

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Area Rural
  • Stories 2

Classic Vermont! This classic Vermont home with the traditional big red barn is ideally situated only 2 miles to Amtrack, 2 minutes to the interstate and 2 deep breaths from an amazing trail system for biking, hiking and skiing. You can't get better than hopping on your bike or skis, right in your own back yard, and accessing the Windham Foundation, Retreat and Memorial Park trail systems! The owners have loved and cared for this home for nearly 30 years, updating, preserving and creating a home for their family and friends. The setting is unique.. so convenient to amenities.. featuring a lovely back yard meadow, incredible stone walls, a private pond and a studio "cabin in the woods". If you love to cook and entertain, the kitchen will win your heart! Set up as an "EAT IN" kitchen, it offers so much more in a 20'x23' light filled open room big enough for guests to make merry while you create the feast. The charming living room, balancing the kitchen, complete with fireplace, begs you to throw open the french doors to a wonderful stone patio completing the entertainment circle. You must explore everything inside and out.. including the amazing big red barn. This is a home to be taken seriously with an eye for efficiency as well as a home to fill your Vermont dream. Come home to Orchard Hill Farm, come home to Vermont. The unbranded tour will take a few minutes to download.

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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122 Pleasant Valley, Brattleboro, VT 05301

Price$620,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4643800

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Stories 1.75
  • Construction Existing

This stunning contemporary home was completed in 2007 & energy-rated 5 STARS +, the highest rating by Efficiency Vermont. The appealing design is apparent the minute you step into the entry & look beyond to the open dining area, kitchen, living room with fireplace, & over the deck & on to the long range views to NH. The abundant natural light, long & short range views, flexible floor plan & high quality workmanship are obvious. The house offers well-designed, usable spaces rather than excess square footage. Large enough to accommodate a bigger family, it would be a wonderful option for one or two people who enjoy occasional guests. Live on one level with a beautiful 1st floor master bedroom suite with tiled bathroom, dressing room and office. Save the 3 upstairs bedrooms and 2 baths for visitors or family or office spaces or studio. The attached 2 car garage and finished basement with 3/4 bath and media space only adds to the appeal. The dramatic ledges with stone patio and fire pit make this a wonderful place to watch the stars. This is all privately sited next to conserved land or larger parcels and only a short distance from town. It's a winning combination of peace and quiet and convenience and accessibility.

Listed by Bill Murray 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:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

40 High, Brattleboro, VT 05301

Price$525,000

Est. Mortgage: $/month

MLS Number 4663587

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 3
  • Stories 2.5
  • Construction Existing

This elegant 1895 Victorian is offered for purchase for the first time in 40 years. It is located in the heart of downtown just up the High Street hill to provide a panoramic view of downtown Brattleboro. The current owners have maintained an apartment in the upper floors while operating an active small business in the lower levels. Because of its urban center zoning, uses are almost unlimited. Whatever you use, this is one of Brattleboro's finest examples of the Victorian era showplace homes! The home has been maintained without disturbing the fine features of the age and boasts three hand carved fireplace fronts, sweeping staircase with pedestal light globe, gleaming wood floors, beautiful wrap porch with wonderful detail and original front door! The huge kitchen includes two pantries with lots of built-ins. Amazing high ceilings, and tall windows let in the light and air. Two sets of original cherry pocket doors allow the front of the two parlors to be separated. The original cherry woodwork abounds in the parlors and formal dining room. Walk to downtown, or sit on the porch and enjoy the rooftops and a view of the mountain. This is a very, very special property! Please give courtesy to the business and give lots of notice for viewing. Qualified buyers only please.

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:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

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