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Southern Vermont Farmhouses for Sale

Scroll down to find current farmhouses for sale in Southern Vermont. Explore a variety of beautiful residential listings in Mount Snow, Stratton, Manchester, and the surrounding areas.

Tour Farmhouses in Vermont

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1583 Westerdale Road Woodstock VT 05091

Woodstock, VT1583 Westerdale Road

Price$7,495,000

Est. Mortgage: $/month

MLS Number 4913355

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 7,590
  • Construction Existing

SUGAREE - Incomparably situated at the peak of Woodstock's fabled Western Dale, this exceptional residence is nothing short of superb. Built with the finest materials and an exquisite eye for detail, the six-bedroom, eight-bathroom home overlooks the Green Mountains with a breathtaking southern view. The thirty-acre landholding comprises open meadows, forests, miles of John Morton trails, and a gorgeous swimming pool. Splendidly private and tranquil, but just ten minutes from Woodstock village, the house was comprehensively transformed in 2016 by the area's finest craftsmen with custom and trade-only finishes and fixtures. Fully automated with high-speed internet and strong cell reception, the house lends itself beautifully to full or part-time enjoyment. Well appointed to accommodate friends and family with ease, this home is being sold fully furnished and poised for the next adventure - from the Simon Pearce flatware to the Shackleton Thomas bedroom suite to the Polaris gator. A delight in every season, Sugaree is simply one of Vermont's finest properties.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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1699-1743 Spring Hill Road Londonderry VT 05155

MLS Number 4896058

  • Residential Single Family
  • Square Feet 9,400
  • Construction Existing
  • Bathroom 12
  • Bedrooms 9

Just minutes to Stratton and Bromley, this exquisite property on 115 acres places you in the center of ski country, but that is just the start of your Vermont adventure. For those seeking excitement and proximity to nature this home offers the lifestyle you have been looking for. Snowmobile out of your barn and across the fields, swim in the natural stone pool, make tracks on the motocross course, fish from your own spring-fed pond, golf on the 2-hole course, practice your aim from the skeet shooting barn and camp in the cabin. Back at the main house, revel in luxury and host with ease. Crafted from reclaimed barnwood, the lodge style great room features a magnificent stone fireplace and handsome bar. The adjacent all season room with fireplace and walls of glass offer stunning views. Prime for entertaining, the dining room with wood burning hearth opens to a cozy gathering room for after dinner liquors and dessert around a roaring fire. Kitchen designed with stations for breakfast/coffee, food prep, après ski cocktails and hors d'oeuvres is equipped with upscale state of the art appliances; Thermador range, double oven, Sub-Zero refrigerator & dual wine coolers. When the day comes to a close, unwind in the serene master ensuite with its stone fireplace, balcony, and copper soaking tub. Featuring 8 additional bedrooms, 11 beautifully tiled baths, a game room with bunks, stone pool and hot tub & multiple barns. Experience a lifestyle that matches the caliber of this property.

Listed by Cheyanne Pugliese and Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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135 Paddock Farm Lane Dorset VT 05251

Dorset, VT135 Paddock Farm Lane

Price$4,850,000

Est. Mortgage: $/month

MLS Number 4874056

  • Residential Single Family
  • Construction Existing
  • Bathroom 10
  • Square Feet 12,126
  • Bedrooms 6

This exquisite Dorset estate brings sophisticated European charm to the pristine mountains of Vermont. Nested in the exclusive Dorset Hollow, when the gates of Four Pounds part one is transported beyond New England. Reminiscent of a French château, the use of natural materials grounds this expansive stone and timber residence adorned with cedar and copper. Herringbone brickwork, magnificent Tudor chimneys, old-world shutters, and intricate terraces and stone walls add to the grandeur of this build. With multiple spring-fed ponds and glorious gardens, this lush corner of Vermont is a haven for birds and wildlife. The reclaimed 16th-century French front doors lead to the heart of this thoughtfully designed 11,500 SF home. The layout offers grand spaces for hosting, quiet corners for moments of respite, 6 ensuite bedrooms, a gym, an elevator and more. The finishes are welcoming and invigorating - rich woodworking, terra cotta tile, exposed beams, dramatic archways. With spectacular views from every window, you and your guests will revel in this refined sanctuary. Minutes to Dorset and Manchester with their beautiful shops, restaurants, and marble sidewalks, you can indulge in the best of Vermont life while enjoying complete privacy on 18.7 acres (6.7 acre being separately deeded - perfect for a guest house). Revel in the arts at the Dorset Playhouse, Manchester Music Festival and Art Center. Helicopter service to NYC and airports nearby. Make this your East Coast address.

Listed by Cheyanne Pugliese and Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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18 The Green Woodstock VT 05091

Woodstock, VT18 The Green

Price$4,500,000

Est. Mortgage: $/month

MLS Number 4895993

  • Residential Single Family
  • Construction Existing
  • Square Feet 5,142
  • Bathroom 8
  • Bedrooms 6

Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town's finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort and convenience. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980's, providing a Great Room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef's kitchen, all located on the main level. There is a guest suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and gardens.

Listed by Carol Wood and Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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904 Reilly Road Londonderry VT 05148

Londonderry, VT904 Reilly Road

Price$4,250,000

Est. Mortgage: $/month

Pending

MLS Number 4913524

  • Residential Single Family
  • Bedrooms 6
  • Construction Existing
  • Bathroom 8
  • Square Feet 8,204

Vermont farm vibe, new house ease: Maple Tree Farm evokes the pastoral calm of old Vermont with red barns and a white clapboard farmhouse in a 90.75 acre setting of meadows, mountains, towering maples, and a serene pond. Completely private, the rest of the world melts away. Feels like a great old farm, but built in 1996 and renovated in the last two years. Total sanctuary close to Stratton Mtn., Bromley and Magic Mtn. and Green Mountain National Forest trail system, shopping and restaurants. The 6 bedroom, 8 bathroom main house is open and bright with high ceilings, wide pine floors, fireplaces, beautiful detail and careful choice of materials and finishes. A three bedroom apartment is above the 10 stall stable. Across the courtyard is an indoor arena, which sometimes doubles as an indoor skating rink in the winter. It's a place to gather with family and friends, splash in the pool, fish in the pond, and watch the sun set over the mountains. Observe the wildlife or care for animals of your own. Stroll the perennial gardens, and kitchen garden, pick apples for pie from the trees lining the gravel driveway. Take daily walks with your dogs off-leash. Kids will love the post and beam playhouse for sleepovers, sparking imaginative play. New high speed internet. Impeccably maintained. 4 hours from New York City; 3:10 hours from Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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3 Church Street Woodstock VT 05091

Woodstock, VT3 Church Street

Price$4,250,000

Est. Mortgage: $/month

MLS Number 4917788

  • Residential Single Family
  • Square Feet 10,206
  • Bedrooms 10
  • Bathroom 15
  • Construction Existing

A handsome Federal Greek Revival built in 1831 by Joel Eaton, Three Church Street is at the heart of the picturesque village of Woodstock, voted the most beautiful town in America by Conde Nast Traveler. The house is rumored to have been a stop on the Underground Railroad and local lore has it that General Lafayette slept here. The east wing was added in the 1860s and was a recovery home for civil war veterans. Set on just under two acres with 249 feet on the Ottauquechee River, the exquisitely renovated house has maintained its historical integrity while adding modern amenities such as en-suite bedrooms and air conditioning. The two-acre property has been meticulously maintained and is in exceptional, move-in condition. It comes completely furnished and includes an in-law apartment and guest apartment. An expansive porch looks out over a private back lawn that gently slopes down to the river with views of Mt. Tom. The outdoor areas have a sense of space with the added pleasures of perennial gardens, a heated pool and fire pit. Head out the front door and walk to locavore eateries, theatre, the weekly summer farmer's market on the Green, shops and the Marsh-Billings-Rockefeller Historic Park with 20 miles of trails to explore on foot, by horse or snowshoes. A day of skiing at Suicide Six or Killington or gravel bike riding on the scenic dirt roads are all close by. Come home. Breathe. Relax. Rock on the porch. Cozy up by the fire. Shown by appt only with 24 hour notice

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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999 Route 30 Rupert VT 05761

Rupert, VT999 Route 30

Price$3,995,000

Est. Mortgage: $/month

MLS Number 4904677

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,094

Hagarbook Farm completely restored 5034 SF C. 1767 Residence consisting of magnificent Mettowee River frontage interior to the 320 acres, Hagar Brook and Waterfall, Harmons Mint Historic Site, Pond, Agricultural Fields, Extensive Trail System and View Sites galore! The Land Straddles both East Rupert and Dorset. Add significant buildings in lovely condition: 750 SF Guest House, Barn 37 X 100, Tractor Barn 26 X 50, Horse Barn 50 X 28 and additional out buildings--24 X 18, 20 X 14, 20 X 12, 16 X 12, 40 X 24! An exemplary eighteenth century compound approximately 3 miles north of the Dorset Green. The Great-Room Kitchen with exposed post and beam framing is the welcoming hearth of the home which walks out to the wrap around porch or sun room to the west where the living extends upon a wonderful level stone walled terrace overlooking the grounds and river beyond. Crisp architectural details witnessed in every room; Dining, Living, Family, Office and 4 Wonderful Bedrooms up. There are 5 baths, 2 half baths and a guest house ... Whether it's agricultural or equine interest, stream & field, auto collector, historical appreciation or family gathering ideals, this property is a treasure. Vermont Current Use real estate tax benefits for the next steward to embrace. 320 acres in the prized Mettowee Valley nearby Dorset!!!

Listed by Charles Mauro of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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25 Mountain Haunts Road Winhall VT 05340

Winhall, VT25 Mountain Haunts Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 4911369

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 7
  • Construction Existing
  • Square Feet 6,703

Stratton Mountain Estate-Rarely does one have the opportunity to acquire an iconic estate with a newly expanded and renovated grand lodge and guest house with extraordinary views of Stratton Mountain trails. This exceptional renovation of a Frank Lloyd Wright designed Pearl Buck property on 35+/- acres is just minutes to the Stratton Mountain Base Lodge. With commanding southerly views of Stratton Mountain, and surrounding ridge lines with sunset views to the west, this dramatic 4 bedroom/ 4.5 bath lodge is without comparison and the last rare parcel of this size near the resort with a world of privacy and tranquility. Three stone fireplaces, large beams, walls of glass and VIEWS, VIEWS, VIEWS. Additional 2BR/2BA Guest House, garage, pond and tennis court. Patios, Stonework, outdoor spaces.enhance the stunning location. Additional building sites available. Situated in the heart of everything the region has to offer througout the seasons. World Class professional theater at Weston and Dorset, the Manchester Music Festival, The Dorset Summer Equestrian Festival, Hiking, biking, kayaking, shopping and dining. Fall foliage, first tacks on powder days and the glorious Green Mountain Summers beckon. This one of a kind property has the essence of a true mountain lodge, set into its surroundings with a tranquil and peaceful vantage point. Adventure is at your doorstep.Additional parcels available. Make plans to visit this newly expanded and renovated property. You'll be enthralled!

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 Road Arlington VT 05250

MLS Number 4868628

  • Residential Single Family
  • Construction Existing
  • Square Feet 8,154
  • Bathroom 8
  • Bedrooms 7

Ian Fleming, Famed creator of James Bond, once mused in the guest register of Black Hole Hollow Farm, "Lived here like a king - an uninvited one - in fragrant and luxurious solitude" a bucolic and timeless sanctuary. This remarkable estate located on 228 verdant acres bordering both state and national forest, offers an unparalleled backdrop to an especially private hideaway. Extensive walking and riding trails are interwoven throughout. The beautiful stone mansion overlooks lush hilled lawns, two tiered ponds and waterfalls. Original house dates from 1772, expanded and designed by the renowned architect Jerome Cerny in the 1930's. The grand living room and downstairs bedrooms open onto the gardens through French doors and master suite provides private access to a poetic walled garden. There are fireplaces throughout, attached guest house, heated greenhouse, barn, cutting and vegetable garden. The estate has entertained a cast of characters including Sir Ian Fleming, spending summers finding inspiration and writing the classics "Diamonds Are Forever," "Goldfinger" and "For Your Eyes Only." Owners were Josephine Hartford Bryce, heiress of A&P, and husband Ivar rumored to be the inspiration for Bond. Easy drive to Albany Int'l Airport, Manchester and Saratoga's thoroughbred racing. Cultural activities of theatre, art, museums and dance nearby. To hike, ride, hunt, farm, fish or drive off-road in the surrounding forest. To find inspiration in a deeply rooted sense of home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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72 Cooper Hill Road Dover VT 05341

Dover, VT72 Cooper Hill Road

Price$3,900,000

Est. Mortgage: $/month

MLS Number 4870113

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 3,602
  • Construction Existing
  • Bathroom 7

A modernist house with extraordinary views on 40 acres in Southern Vermont. It is a livable work of art, an elegant blend of precision and playfulness, influenced by the work of Hugh Newell Jacobsen. The simple barn-like forms are suggestive of the Vermont vernacular and feel at home in the rolling meadows bounded by stone walls and ancient maples and a deep swimming pond fed from the mountain. The 4 bedroom house and 2 bedroom guest house are ready for you and all your guests. The sleek kitchen design (main house) by Arclinea uses high performance materials and cutting edge technologies for the ultimate experience in cooking and conviviality and another vantage point to take in the view. An abundance of light dances through the interconnected spaces as the day unfolds, highlighting the clean-lined modern architecture and generating emotion, atmosphere and delight. Inviting and comfortable, the rooms orient to the view including the primary bedroom on the first floor. The interior is a calming white, and the ceilings in each space are uniquely different, an expression of pure geometries. All bedrooms en suite, sun room, radiant heat, energy efficient and two gas fireplaces. Major ski resorts nearby: 15 minutes from Mount Snow and 35 minutes to Stratton. 2:39 hours from Boston and 4:25 minutes from New York.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated July 3, 2022.