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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2356 Lovers Lane, Chester, VT 05143

Price$5,500,000

Est. Mortgage: $/month

MLS Number 4507606

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 5
  • Area Mountain
  • Stories 2

This 1,929 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, Caretaker 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

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

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Feb 9, 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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1048 Black Hole Hollow Rd, Arlington, VT 05250

Price$3,980,000

Est. Mortgage: $/month

MLS Number 4502293

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 7
  • Stories 1.5
  • 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

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: 4.17% last updated on Feb 9, 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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466 Upper Hollow @ Marcia Lane, Dorset, VT 05251

MLS Number 4490923

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Stories 2
  • Construction Existing

Dorset Hollow Pinnacle! Astounding Sunset Views...Understated Grace...180 trail laced acres at the height of the Dorset's Upper Hollow Road. Stunning Mountain Vista's are noted upon entering from the foyer or the family entry and exclaimed throughout! Simply wonderful this 7000 sf residence supports Vermont living at it's finest! Massive Stone fireplace walls grace the cherry paneled trophy room and the 50'X 22" Wolf/ Honed Costa Esmeralda Kitchen Great Room boasting coffer ceiling living/dining and breakfast room. Pantries, wine cellar and wet bar convenient of course. Wonderful radiant heated hardwood floors lead to the 3 room primary suite that includes sitting rm/office, exercise room and luxury bath. Four bedrooms and baths up while the bonus room speaks to the fun factor. Full light filled basement and Carriage house offers 7 bedroom permit expansion within if wished. Over-sized garages offer room for all the toys! This property meets Town and Field perfection!

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

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: 4.17% last updated on Feb 9, 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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864 Rogers Road, Rupert, VT 05768

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4496096

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 6
  • Area Abuts Conservation
  • Stories 2

Country estate property with privacy and views. Perfectly sited 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 sounded 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

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: 4.17% last updated on Feb 9, 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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440 Upper Hollow at Marcia Lane, Dorset, VT 05251

MLS Number 4445332

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 8
  • Area Mountain, Rural
  • Stories 2.5

DORSET HOLLOW 8700 SF Residence "designed for entertaining" the entire family or consider it a personal "spa retreat"! From it's plush surroundings within sporting all the bells & whistles, to deep wrap around porches, stone terrace w/ outdoor kitchen, steam bath, spa indoors and out... Amazing Barn/ Pool House w/ his/her baths that walk out to a heated stone pool, indoor basketball court, exercise rm space for the toys!!! This is a classic vernacular residence boasting a welcoming foyer entrance w/ lovely staircase... leads to the great room kitchen with Rumford FP, formal dining, formal living w mantel FP, study and an amazing primary suite with "Benson" Timber Frame revealed. the guestrooms en suite are lush. A separate suite over the garage is open to a myriad of possibilities finished with bath & storage. FM RM w massive stone FP, PLUS Stone is generously used from walk out terracing to pillars, foundation, walls, barn & pool terrace. Substantial in every way! A special retreat!

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

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: 4.17% last updated on Feb 9, 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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415 Uphill Lane, Dorset, VT 05253

Price$2,950,000

Est. Mortgage: $/month

MLS Number 3058863

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 8
  • Stories 3
  • 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 and Peggy Montague of Four Seasons Sotheby's Int'l Realty

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: 4.17% last updated on Feb 9, 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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400 Timberbrook Lane, Townshend, VT 05353

Price$2,750,000

Est. Mortgage: $/month

MLS Number 4605598

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 6
  • Stories 2
  • Construction Existing

Tucked into the complete privacy of 1,470 acres, this country estate is located in the scenic Green Mountains of Southern Vermont. With a bright and airy floor plan, covered porches and patios, the home flows naturally with stunning indoor and outdoor living spaces. Enjoy captivating views from the cozy library, elegant dining room, gourmet kitchen, light-filled living room, office and luxurious master suite with a spa bath and huge dressing room. The workmanship in this home is superb including Brazilian cherry hardwood floors, in-floor radiant heating, custom cabinetry, crown molding, granite and marble throughout, five fireplaces (two wood and three gas) and an elevator accessing all levels. The lower level boasts a home theater, golf simulator and second kitchen. This is a rare opportunity to own a true piece of Vermont with approximately 25 miles of maintained trails for outdoor activities, two rustic camps, scenic waterfalls and picnic area. The land is served by four town roads making it accessible from multiple locations. The estate contains a 14,400 square foot indoor heated arena with beautiful wooden arches spanning its width - no center beams or trusses. Formerly used as the ultimate indoor horseback riding arena, future uses could include an indoor pool, basketball court or tennis court. This impressive property perfectly encapsulates all that Vermont has to offer. View video and 3D tour to get a true understanding of this exceptional offering.

Listed by Donna Cote and Leslie Fraser of Four Seasons Sotheby's Int'l Realty

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: 4.17% last updated on Feb 9, 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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334 Dole Road, Rupert, VT 05776

Price$1,895,000

Est. Mortgage: $/month

MLS Number 4336932

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

Mountain View Farm is a horseman's paradise. Panoramic far reaching views. Center chimney reproduction saltbox home with tunnels to the four plus garage garage barn and greenhouse. Brand new five stall horse barn with tack room that could easily be expanded to ten stalls. Two ten acre corrals with heated water troughs overlooks swimmimg pond. Restored cape cod caretaker's or guest home with 5 fireplaces, second pond, mature fruit trees all bordering lands of Merck Forest. Fantastic breathtaking property, a must see!

Listed by Willard Watson of Josiah Allen Real Estate, Inc.

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: 4.17% last updated on Feb 9, 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

78 Song Bird Meadows, Dorset, VT 05251

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4507633

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Stories 2
  • Construction Existing

Masterfully crafted and designed contemporary melding unique traditional overtones, this 2010 residence offers the discriminating purchaser inspired open floor living with exceptional mountain views, in a private Dorset setting. Interior features include cherry floors, custom hardware, high end appliances, tiled baths, spacious closets and custom cabinetry. Enter the capacious entry hall which allows windowed views to the distant mountains. The cathedral ceilinged great room has a floor to ceiling river stone fireplace, dining area opening to the chef's kitchen, library, master bedroom with magnificent bath, laundry and powder rooms. The lower level includes three guest bedrooms with attached tiled baths and children's play area. Second floor level features a media room, bath and the ultimate exercise room. This property is a rare combination of sophistication, quality and privacy.

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

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: 4.17% last updated on Feb 9, 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

93 Godfrey, Ludlow, VT 05149

Price$1,700,000

Est. Mortgage: $/month

MLS Number 4621107

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

South Hill Hideaway, an inspired design, 42 bucolic acres. This comfortable residence offers privacy, a tranquil setting, 2 ponds, landscaped outdoor gardens, heated in-ground swimming pool, an orchard, and a sugarbush (yes, craft your own maple syrup). Enjoy the southern exposure in the sun-filled kitchen, dining room and library. Bright and spacious rooms draw you to the outdoor landscape. Relax with friends over a glass of wine before the stone fireplace. Pick berries in the summer. Bake apple crisp in the fall. Swim in the pool on a summer evening and settle in front of the firepit. Cross country ski, snowshoe or snowmobile right from your door. Oversized heated barn offers additional guest quarters and ample space for all your toys. This 4000+ square foot residence is only minutes from Okemo Mountain Resort and all village amenities. Whatever your lifestyle needs are, this home can fulfill those dreams.

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

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: 4.17% last updated on Feb 9, 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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