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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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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$3,940,000

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 of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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 Road, Rupert, VT 05251

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4496096

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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440 Marcia Lane, Dorset, VT 05251

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4700856

  • Residential Single Family
  • Listing Agent Name Kim Morgan-Wohler
  • Construction Existing
  • Bathroom 8
  • Bedrooms 5

This extraordinary country estate will captivate you with exceptional mountain vistas, sophisticated finishes and abundance of outdoor spaces. Perched upon a knoll in Dorset's exclusive Upper Hollow, this exquisite 8700 SF residence is sited on 17.25 acres w/ post and beam barn/pool house, indoor basketball court and outdoor heated pool. Beautiful gardens, mature landscaping and meticulously created stone patios, terraces and walkways create a most inviting setting.You'll enjoy the lush amenities of this Dorset gem!With craftsmanship of the highest caliber, this classic vernacular residence features wide pine floors, crown molding, wainscoating,slate, marble and soapstone throughout. The living areas boast post and beam finishes and open to the covered wrap around porch and stone patio with outdoor kitchen.The grand main floor master en-suite is privately situated and showcases a dramatic Benson post and beam design.This private retreat is designed for entertaining &maximizes the sweeping views.The gourmet kitchen opens to the living area and a formal dining room.A billiard room &comfortable den offer multiple gathering spaces for entertaining or simply relaxing.Five bedrooms en-suite, game room, 3 fireplaces. Just 5 minutes to the Dorset Green with the Dorset Inn, Barrows House, Dorset Playhouse & the 3 Pear Gallery. With Bromley and Stratton Mountains just a short drive away, you'll enjoy Dorset and the mountains from this expansive and alluring property.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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 05251

Price$3,250,000

Est. Mortgage: $/month

MLS Number 3058863

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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322/332 River Road, Newfane, VT 05345

Price$2,600,000

Est. Mortgage: $/month

MLS Number 4726238

  • Residential Single Family
  • Listing Agent Name Sally Fegley
  • Construction Existing
  • Bathroom 13
  • Bedrooms 14

The Winchester Compound sits on one of the most beautiful sites in all of Vermont. The equestrian estate, comprised of two original farm houses and barn, stables, riding rings and pastures, an apartment and a total of 682 acres, lies in the scenic West River valley. It includes 50 acres of grassy open meadow with 30 fenced in paddocks, two outdoor riding rings, three miles of riverfront, and eight miles of wooded trails on the mountain side of the property. The world-class 42,376 square foot stables feature an indoor riding ring, 48 stalls, a tack room, a wash room and a break room. The stunning year-round residence or family vacation retreat is only minutes from I-91. On the private yet easily accessed River Road, it is just outside Newfane village, an historic district and county seat of Windham County. NOTE: Seller will consider separating parcels.

Listed by Sally Fegley of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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