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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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2356 Lovers Lane, Chester, VT 05143

Price$5,500,000

Est. Mortgage: $/month

Active With Contract

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

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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: 3.92% last updated on Jul 27, 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

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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: 3.92% last updated on Jul 27, 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

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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: 3.92% last updated on Jul 27, 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.

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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: 3.92% last updated on Jul 27, 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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636 Fowler Brook Rd, Mount Holly, VT 05758

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4646526

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 7
  • Stories 3
  • Construction Existing

Chance Hill Farm is an exceptional country estate situated on 216 acres with privacy, views, a 3-acre trout pond, two guest houses, a 10-stall horse barn, equipment barn, pastures with run-in sheds, and a regulation-size outdoor riding area. Located at the end of a town maintained road and just 15 minutes from Okemo and Weston, the 8,000+ sq foot main residence was built in 2000 and sited to capture the majestic sunrises and inspiring views of Okemo, South Mountain and Salt Ash Mountain. The 5 bedroom, 6 1/2 bath main house offers an open floor plan with high ceilings, five fireplaces and inviting wrap around porches. Beautiful craftsmanship is revealed throughout the home. Exquisitely landscaped yard features a 51-foot swimming pool and spa with a waterfall and fieldstone decking. Miles of riding trails throughout the property connect to the Green Mountain Forest. There is a 4-bedroom, 2-bath guest house with views of Pico and Killington and a 2-bedroom, 2-bath guest house overlooking the pasture and pond. This unique property offers something for everyone...swimming, hiking, fishing, horseback riding, snowmobiling, and close proximity to ski resorts and shopping in idyllic Vermont villages. Just minutes to Rutland, one of Vermont's larger cities with shopping, hospital and airport. Guests have plenty of privacy, whether staying in the private wing of the main house or in one of the guest houses. This is a rare opportunity to acquire an incomparable private retreat.

Listed by Debra Staniscia 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: 3.92% last updated on Jul 27, 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 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: 3.92% last updated on Jul 27, 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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237 Lily Pond, Dorset, VT 05251

Price$2,350,000

Est. Mortgage: $/month

MLS Number 4648119

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

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.

{$agent->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: 3.92% last updated on Jul 27, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

1166 West, Manchester, VT 05254

Price$1,975,000

Est. Mortgage: $/month

MLS Number 4634446

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 6
  • Stories 2
  • Construction Existing

"White Tree Farm" Manchester Village, Exceptional 16 Acre Estate privately approached over a stone bridge and winding through ancient Maples opening to an ideal pastoral landscape framing this magnificent compound! The circa. 1800 center chimney colonial boasts 5 antique brick and mantel fireplaces within 4300 sf of finely appointed tradition. Recent restoration and expansion brought about the Kitchen Great Room with 2 warm brick hearths and leads to awning shaded summer dining...formal dining... Living & Cherry Study accesses raised stone terrace that takes in the sunset. Four bedrooms, 5 1/2 baths... porches, and herbaceous perennial gardens within an expansive 70 X 130 foot stone wall enclosure properly presents the signature 'White Tree'. Adjacent, a 4 Bay garage, workshop, greenhouse and storage. The 1500 s.f. Guest House sited quietly to the south offers 3 bedrooms and 2.5 baths. The barn, stone berm garage and corn crib give consent to quintessential Vermont perfection! 2 significant Ponds, a small stream and level to gentle roll of grounds with orchard, gardens, berries and games all gazing upon the majestic Equinox Mountain!

Listed by Laura Beckwith and Adrienne Sherwood 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: 3.92% last updated on Jul 27, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

563 Savage Road, Peru, VT 05152

Price$1,900,000

Est. Mortgage: $/month

MLS Number 4650756

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 7
  • Stories 3
  • Construction Existing

Spectacular country home on 22 private acres in bucolic Peru, Vermont with a pond on the property. Fabulous views of the surrounding mountains. Minutes to Bromley, Stratton and Magic Mountains for winter and summer fun (4 miles to Bromley, 10 miles to Magic, 16 miles to Stratton). 13 miles to Manchester for dining, shopping, art, events, and more. 7 miles to Londonderry for fabulous summer farmers market. 6,000 square feet of living area with 6 bedrooms, each with their own baths, including two master suites with spa style bathrooms including oversized steam rooms. Hardwood floors on first level with radiant heat. Great room with stone fireplace opens to patio. Gourmet chef's kitchen with many custom features including a six burner range with double ovens, additional wall ovens, granite counters with bar sink. Large dining room with fireplace. There are multiple sitting areas with fireplaces for cozy or large entertaining in this open layout home. This includes an all season, wood paneled porch and game room with a brick fireplace and gourmet grill with hood. Additional features include central air conditioning and a back- up generator, two car attached garage, and barn on property.

Listed by Chrissy Carroccio of TPW Stratton

{$agent->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: 3.92% last updated on Jul 27, 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$1,887,500

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

{$agent->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: 3.92% last updated on Jul 27, 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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