Southern Vermont Homes with Barns

Scroll down to find current homes with barns for sale in Southern Vermont. Explore a variety of beautiful residential listings in Mount Snow, Stratton, Manchester, and the surrounding areas. If you have questions or would like to schedule a showing, contact us today!

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820 Mountain Road, Stratton, VT 05155

Price$4,800,000

Est. Mortgage: $/month

MLS Number 4658427

  • Residential Single Family
  • Construction Existing
  • Bathroom 14
  • Bedrooms 12
  • Square Feet 9012

Snowy Pond Estate is nestled in the scenic Green Mountains of Southern Vermont and located within minutes of iconic resorts: Stratton Mountain and Mount Snow. This exceptionally pristine property with unrivaled outbuildings spans over 160 park-like acres. Surrounded by the Green Mountain National Forest, away from the daily activity of the resorts, one can find solace knowing that the area restaurants and boutique shops are just minutes away. The private gated entry welcomes all to the Main Residence and not only impresses with the quality of the finishes but the attention to every detail. Designed to be a residence that captures natural light, it also merges the mountain's profile and landscaping into its form. Manicured perennial gardens overlooking the pond reflect the setting from the custom stone patio transcending down to the dock below. The remarkable six acre pond, built by the U.S. Army Corp of Engineers, is richly stocked with an abundant inventory of lively native trout. Additional residential dwellings of Snowy Pond Estate define understated comfort yet feature all of the amenities a discerning guest would desire: the Main Residence, Carriage House, Authentic Michigan Log Home, Two Bedroom Guest House, Vintage Cabin, Custom Steel Storage Garage and Post & Beam Barn in total contain 31 rooms, 12 bedrooms and 14 bathrooms. Each of the residences have their own tranquil backdrop perfectly transposed on the property to capture a view of the pond.

Listed by Hayleyanne Van Der Kar and Andy Reed of Four Seasons Sotheby's Int'l Realty

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TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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2356 Lovers Lane, Chester, VT 05143

Price$4,650,000

Est. Mortgage: $/month

MLS Number 4507606

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6

This 1,881.19 acre farm in Southern Vermont has been assembled over 40 years and carefully managed as a family retreat providing complete privacy and excellent views. The property includes a c1819 Farmhouse with 4,930 s.f. and 6 bedrooms, Guest House with 2 bedrooms, 2 Antique Post & Beam Barns, and a secluded Log Cabin. The diverse landscape has 60 acres of meadows suitable for agriculture, a stocked 2-acre pond, orchards, streams, and 3.5 miles of top grade access roads throughout the property. The 1,839 acres of carefully managed northern hard wood forest, predominate in Sugar Maple, has a Timber Capital Value estimated at $2.67M. Located 4 hours from NYC, and 2.5 hours from Boston.

Listed by T Story Jenks and Wade Weathers of LandVest, Inc/Woodstock

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TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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1048 Black Hole Hollow Rd, Arlington, VT 05250

Price$3,700,000

Est. Mortgage: $/month

MLS Number 4502293

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Bedrooms 8
  • Bathroom 7
  • Construction Existing

The serene setting of Black Hole Hollow Farm in a quiet valley on the border of Vermont and New York is threaded by the White Creek brook, tiered ponds and 30 miles of trails on 948 acres. The 6-bedroom, 8,143-square-foot main house is surrounded by English-style country gardens with the mountains as backdrop. The original 1772 farmhouse was expanded and designed by noted architect Jerome Cerny. Living room, dining room and downstairs bedrooms open to the gardens and the recently updated kitchen is a welcoming hub with its AGA stove. The farm has a rich history including visits from author Ian Fleming who gained inspiration for several of his James Bond books, and former owner Josephine Hartford Bryce, heir to the A&P dynasty. There is a large greenhouse with sitting area and Koi pond. Other buildings include 4 additional residences, a 2-bedroom apartment, horse & hay barns and a sugar house. Only 7 miles from Cambridge, NY, 30 miles to Saratoga, and 26 miles to Bennington, VT.

Listed by T Story Jenks and Wade Weathers of LandVest, Inc/Woodstock

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TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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864 Rogers, Rupert, VT 05251

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4496096

  • Residential Single Family
  • Listing Agent Name Andy Reed
  • Bedrooms 4
  • Bathroom 6
  • Construction Existing

Magnificent Country Estate property with privacy and views. Perfectly sited close to the town of Dorset and at the end of a town maintained road to capture views of the Mettowee Valley and Green Mountain National Forest. Many well maintained trails traverse the 642 acres going up to Spruce Peak. A two acre pond is surrounded by pristine fenced pasturelands. Beautifully landscaped gardens, attached barn, outdoor fireplace and covered porch are just some of the features offered. Property also has separate guest house and caretaker quarters. Property is managed for high quality timber production with a current Standing timber value at 1.2M and can be offered with an additional 278 acre building lot of mixed forest and open land .

Listed by Andy Reed and Elena Atwill of Four Seasons Sotheby's Int'l Realty

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TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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89 Wellman Road, Wilmington, VT 05363

Price$3,300,000

Est. Mortgage: $/month

MLS Number 4704052

  • Residential Single Family
  • Listing Agent Name Arlene Palmiter
  • Construction Existing
  • Bathroom 4
  • Bedrooms 6

In the midst of a bucolic countryside, this lovingly restored gentlemens' farm is chock full of modern conveniences. 197+-acres of pasture & mature wood lots with antique stone walls throughout. The land is abundant with heritage apple trees and ancient maple trees. Imagine the solitude and privacy at the end of the road with spectacular views of the Green Mountains and ski slopes yet located only 4 hrs to NYC and 3 hrs to Boston. The owners spared no expense to bring the mid 1800's fifth generation farmhouse to its current grandeur. The original post and beam frame of the homestead and barns were preserved along with special features including antique wide boards floors, central chimney, crafted hand hewn beams with meticulous attention to detail. Renovations include all new windows, new plumbing, electrical and insulation, and a central heating/cooling system. Other features include a massive double sided stone fireplace, steam shower, soaking tubs, four fireplaces in bedrooms and study with exposed beam ceilings. The original attached barn is a spectacular great room and chef's kitchen with stone wainscot and beamed cathedral ceiling. The same attention to detail was given to the original old dairy barn. It is the perfect venue for weddings, parties or square dances. Additional barn buildings provide garage and storage space for equipment or treasures. This property is exceptional for the most discerning buyer looking to live the VT country life with complete privacy.

Listed by Arlene Palmiter of Four Seasons Sotheby's Int'l Realty

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TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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415 Uphill Lane, Dorset, VT 05253

Price$2,950,000

Est. Mortgage: $/month

MLS Number 3058863

  • Residential Single Family
  • Listing Agent Name Elena Atwill
  • Bedrooms 8
  • Bathroom 8
  • Construction Existing

A simply outstanding opportunity, this private, 47 acre Country Estate with a 11,000 SF Colonial residence, a three-bedroom guest house, a four-car garage with caretaker's apartment, equipment barn, swimming pool and two build-able lots is now offered at less than 30% if its original construction cost. With expansive living spaces, a three-floor elevator, 9 fireplaces, a true cook's kitchen with hand painted cabinets and stone tops, a media room and library with custom butternut cabinetry, elegant bedroom suites and outdoor spaces that include a screened porch, stone terraces and covered porches that flank the view side, the additional amenities include a 2 bath pool house, large dog run, greenhouse, formal gardens, 2-story barn and a 3-car carport and generator room. Highlighted by exquisite landscaping in the heart of Southern Vermont, equidistant from NYC and Boston, Birchmeadow is perfect for use as a family compound or multi-generational gathering place.

Listed by Elena Atwill of Four Seasons Sotheby's Int'l Realty

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TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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4203 Twenty Mile Stream Road, Cavendish, VT 05142

MLS Number 4704534

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 5
  • Bedrooms 8

Brook Farm: a grand summer mansion and vineyard, coolly reinvented for the 21st century. Built between 1894 - 1898, the Bates Mansion, is an elegant Georgian Revival on 43+ acres defined by four-foot stone walls, perennial gardens, orchard, berry bushes, ponds and a four-acre vineyard and winery. The 8,082-square-foot mansion is light and sophisticated, with an engaging recent renovation. Spacious porches wrap around three sides and overlook the vineyards and mountains in the distance. The first floor is centered around the great room with its large fireplace, half-turn grand staircase and soaring elliptical balconied opening. The dining room is a Gilded Age confection brilliant in candlelight. The balance of the first floor offers a mix of sophisticated intimate spaces and a glorious open modern kitchen. Four of the eight bedrooms have fireplaces and three have private bathrooms. On the third floor, the former ballroom is now the ultimate playroom. With supporting buildings ranging from a variety of barns to a beautifully renovated farmhouse, this model gentleman's farm offers graceful living and quiet beauty. Located just 6.4 miles from Okemo Mountain Resort.

Listed by T Story Jenks and Dia Jenks of LandVest, Inc/Woodstock

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TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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

237 Lily Pond Lane, Dorset, VT 05251

Price$2,350,000

Est. Mortgage: $/month

MLS Number 4648119

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5

Exquisite Dorset Hollow 100 acre Country Side Residence that inspires... the air breathes... the skies promise... the lush gardens protect or open for four season's pleasure... a sense of permanent presence through reclaimed architectural antiquities: hand selected native ash flooring... an 18th C. Belgium limestone mantel surrounds the oversized Count Rumford fireplace... Three Barn Frames & board unite... Slate Roofs... Period Greek stone tile floored entry & morning room! This 2005 collaborate effort of an artist and architect approached with the sense of Summer Greenery creating summer rooms under distinctive perspectives... while Winter opens to vast mountain views! The gourmet chef's kitchen offers custom cabinetry that sets the frame for AGA and Island cookery boasting easy clean up and appropriate storage. OPEN Living / Dining focus on amazing fireplace... a spiral staircase leads to the Primary Family suite boasts breathtaking mountain views... Separate guest wing of bedrooms...Private Office Grandeur... the baths plush in fine fixture & tile detail, steam shower & separate tubs. Lower level family, media and gym areas... oversized three bay attached barn ... raised bed vegetable gardens and utility barn. East and West screened summer rooms. Textured stone leading to ancient boards... each creative step opens to unmatched vistas over spring fed ponds and trails meandering. Geothermal efficiency for 5 plus bedrooms... Representing Dorset Hollow Life Perfection!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

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TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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

83 Piper Hill Rd, Weston, VT 05161

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4671695

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Bedrooms 5
  • Bathroom 4
  • Construction Existing

Foster Farm is the best in country living with broad views of rolling meadows and mountains, just outside Weston village. The completely renovated 5-bedroom residence is a c1804 farmhouse with exceptional finishes, clean classic lines, open floor plan and in turn-key condition. The attached c1840 barn has a cathedral ceiling spanning the kitchen and a great room with a floor-to-ceiling stone fireplace. The living room also with a cathedral ceiling, has views over the valley and is centered by a brick fireplace. The outdoor gathering area for friends and family is a screened house perfect for dining, on a large stone terrace that connects a sauna hut and hot tub with Vermont views (cows) over the meadows. The Bank barn, built in 2007 for antique cars, includes a 3-bay garage that can store 8 cars and is outfitted with a car lift, heated shop with a 4th bay access, and on the lower level a well-appointed 4-stall stable with a center aisle that opens to the pastures. The most unique feature is the 48' engineered cement silo with a professional astronomical observatory dome (the professional world class half meter fully robotic telescope, operable from anywhere with internet access, is sold separately). A solar array powers the property. Foster Farm is located just 1 mile from the Weston Playhouse and Village, 12 miles to Okemo and Bromley, and 20 miles to Manchester.

Listed by T Story Jenks and Dia Jenks of LandVest, Inc/Woodstock

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TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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

176 Kendall Farm Road, Winhall, VT 05340

Price$1,795,000

Est. Mortgage: $/month

MLS Number 4704109

  • Residential Single Family
  • Listing Agent Name Carrie Mathews
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

In a word, EXQUISITE. Own the most breathtaking, 59-acre equestrian property in desirable Winhall, Vermont! Located at the very end of the highly sought after Kendall Farm Road, the property offers direct access to the VAST trail. The barns boast a total of 9 stalls, and are perfectly suited for experienced horse lovers. They include a tack room, a tool shed with grazing bins, and a separate saddle room. The stunning, main house features an expansive chef's kitchen with a sunny breakfast nook, and floor to ceiling windows with views of Stratton, located just 6 miles away! Entertaining is a dream with a dining room and family room built to seat many guests. The serene screened-in porch and stone courtyard will bring much-needed solace. Additional features of this property include a 3 bedroom guest house, a massive, 20 x 80 in-ground pool, a cabana house ready for a bar, and a handy tractor shed. A spacious, 1-bedroom apartment, offering its own entrance, kitchen, dining, bath, and living room, is attached to the main house to accommodate even more friends and family. Your horses will be spoiled with pristine grazing pastures, two turn arounds, and a riding ring - all surrounded by bucolic mountain scenery!

Listed by Carrie Mathews of William Raveis Winhall

{$office->Name}

TPW Stratton
32 Route 30
Bondville VT, 05340
Office: 802-297-9405

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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