Southern Vermont Luxury Listings

Scroll down to view all luxury listings in Southern Vermont listed below. Contact us if you have questions or would like to schedule a showing.

Upgrade Your Search - Create an account to save your favorite listings and to receive email updates for similar properties.

View all listings in Stratton Mountain too!

77 Tamarack Road Stratton VT 05155

MLS Number 4736163

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 6
  • Acreage 1.6

This exclusive home site, Lot 12, of 1.06 acres, has a commanding view of the Stratton Mountain Village and enjoys dramatic Green Mountain views to the north, east and west. A stunning home site with ski in/out access from the famed Yodeler ski trail giving you the ultimate access to everything the resort has to offer. Trailside from the beginning of the season to the end and an easy walk to the Village. Now with a custom built home to go with the best lot at Stratton. This home must be seen by anyone who wants the best that Stratton has to offer. Tamarack Heights.

Listed by Andrew King of Stratton Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

1048 Black Hole Hollow Rd Arlington VT 05250

Price$3,700,000

Est. Mortgage: $/month

MLS Number 4502293

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 8
  • Bathroom 7
  • Acreage 948

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: 4.17% last updated on Apr 18, 2019
* 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

864 Rogers Road Rupert VT 05251

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4496096

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 6
  • Acreage 642

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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

111 Marcia Lane Dorset VT 05251

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4711215

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 7
  • Acreage 18.55

Rarely does a property of this scale and quality come on the market. Set on 18 acres in beautiful Dorset Hollow, it features the main house, a separate 4,470 square foot guest house, large pond and breath taking mountain views that include Owl's Head and Mount Equinox. The custom designed and beautifully built main house offers a country "tavern" kitchen of antique wood, an exceptional great room opening to an expansive covered porch, and stone terraces. The oversized master suite includes his and hers walk-in closets with custom cabinetry, mountain views and a separate sitting/bedroom with its own bath and vistas. Two ensuite second floor guest rooms each enjoy captivating views. The guest house rivals the main house with an open kitchen and living area with a large brick fireplace. There are three ensuite bedrooms, covered deck, stone patio and astounding views. The lower level "magic kingdom" bunk room drops the jaws of the young. Two, two car heated garages flank both ends of the main house. Landscaping, mature gardens and gorgeous stonework throughout the property add to the magnificent setting. Beautifully maintained, this country estate is truly one of a kind.

Listed by Lisa Sullivan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

440 Marcia Lane Dorset VT 05251

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4700856

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 8
  • Acreage 17.25

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: 4.17% last updated on Apr 18, 2019
* 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

466 Marcia Lane Dorset VT 05251

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4744398

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 6
  • Acreage 179.7

Dorset Hollow Pinnacle offering 180 trail laced acres at the height of the Dorset's Upper Hollow Road. Amazing Sunset Color... Stunning Long Range Mountain Vista's are captured immediately from the impressive foyer and continues to captivate from room to room throughout this architect designed residence! With over 7500 light filled square feet this gracious residence with lovely custom cabinetry and crown moldings supports Vermont living at it's finest! Massive Stone fireplace walls grace the cherry paneled library as well as the 50 X 22 expansive Great Room Kitchen featuring an incredible breakfast room and a Honed Costa Esmeralda island, Wolf appliances and handsome coffer ceiling for the living/dining. Just off the kitchen are the well planned wet bar, wine cellar and pantries. Warm radiant heated hardwood floors lead to the 3 room primary suite that includes sitting rm/office, exercise room and luxury bath with relaxing soaking tub and shower. Four bedrooms and baths up comfortably accommodate guests and family. The bonus room integrates nicely for full time use supporting any hobby or media interest. Full light filled basement and Carriage house offers expansion for guest quarters within the generous floor plan if desired. Over-sized garages either attached or detached offer room for all the toys! Raised stone terrace creates indoor / outdoor ease for all living areas that offers heated path to the spa and grilling area. This property meets field and stream perfection!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

445 West Road Manchester VT 05254

Price$3,475,000

Est. Mortgage: $/month

MLS Number 4737138

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 8
  • Acreage 8.63

After an Architectural Digest-worthy renovation, Sugar Hill is a breathtaking 1880s estate with state-of-the-art conveniences. The home features a gourmet eat-in kitchen; a one-of-a-kind luxurious master-suite and a spectacular attached party barn, replete with a speakeasy bar, and home theater. Reimagined and restored by an architect and her Hollywood screenwriter husband, the property offers seven bedrooms and five bathrooms (plus two partial baths) in just over 7,000 square feet. Spanning 8.5 acres, the impressive estate features a European swimming pond (with sand beach), a well stocked fishing pond, sledding hill, and a mountain stream winding through the property. The blue-stone patio features a built-in grill and one-of-a-kind fire pit.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

135 Paddock Lane Dorset VT 05251

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4674690

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 10
  • Acreage 18.7

This extraordinary gated country estate is surrounded by Four Ponds and waterfalls with absolute privacy in an outstanding Dorset location. The stone, brick and timber exterior is complemented by expansive stone terraces and exquisite landscaping. Lavish interior design and amenities (elevator and communications) including the finest finishes and features with fully integrated technology. The acreage includes a 6 acre parcel permitted for use as a guest house or recreation pavilion. Completely rare in scale and detail framed by gardens, terraces and stonework, Four Ponds represents the epitome of country living.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

474 Horton Road Londonderry VT 05155

Price$2,600,000

Est. Mortgage: $/month

MLS Number 4446248

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 8
  • Acreage 90.88

Hidden Meadows is a magnificent mountain estate nestled on 90 acres in the heart of ski country with views, meadows, ponds, beautiful stonewalls,woodlands & miles of trails for your outdoor enthusiast.The property exudes world class amenities: pool & open air pavilion with 360 degree views, a clubhouse with gym, sports bar, billiards, spa and covered porch that overlooks the sunken stone walled tennis courts, well appointed 2 bedroom guesthouse and an extraordinary residence.Masterfully designed, this classic Georgian Federal offers gracious but comfortable living with rooms that are inviting and capture the splendor of its surroundings with vistas from every vantage point.Grand and open gathering rooms ideal for spending time with family and friends, entertaining summer and winter guests. Refined architectural features, exceptional decor, multiple fireplaces, multiple bedroom suites, lovely patios. Don't overlook this extraordinary Property and Price.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

190 Turkey Run Lane Dorset VT 05251

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4737889

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 7
  • Acreage 13.49

Situated amidst a spectacular setting on 13.49 acres with sweeping views of mountain vistas this exceptional Dorset Hollow Estate offers breathtaking scenery and a magnificent private retreat with main residence, 2 bedroom guesthouse , 50' in ground pool and pool pavilion. Designed for entertaining, the masterfully designed property features multiple fireplaces, a grand living area, gourmet kitchen and multiple bedroom suites . A spacious screened in gathering room off the great room offers a most inviting 3 season space for enjoying the panoramic view and sunsets with family and guests. With seamless access to the outdoors, the landscape design integrates the pool and pavillion with extensive stone terraces, bocce court, pergola and perennial gardens. Pavillion includes spa, outdoor shower and changing room. "Sleepy Hollow" guest cottage offers separate acommodation, yet convenience to the main house. With craftsmanship of the highest quality, this distinctive property has been created to enjoy all of the seasons, whether having a front row seat to magnificent fall foliage, being King of the perfect sledding hill or basking in the summer sun around the pool. Just a short drive to the Dorset Village, Dorset Playhouse, Dorset Inn and Barrows House, this location is premier. Winter recreation is nearby with Bromley and Stratton ski resorts. Rarely does such a remarkable property become available. This is one that offers endless enjoyment of everything the area offers.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

237 Lily Pond Lane Dorset VT 05251

Price$2,350,000

Est. Mortgage: $/month

MLS Number 4648119

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 5
  • Acreage 100

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: 4.17% last updated on Apr 18, 2019
* 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

435 West Fields Road Manchester VT 05254

Price$2,325,000

Est. Mortgage: $/month

MLS Number 4715509

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 5
  • Acreage 5.1

Manchester Village perfection is obtained where nature's quietly sculpted 5 acre setting meets finely detailed custom design encouraging gatherings, yet preserving refined personal living! Dramatically poised on a promontory where a commanding view of Mount Equinox greets upon arrival. The backdrop frames a trout pond, circular drive and the Equinox Pond Trail system. Enter this sensational house from the welcoming front porch to the gracious 2+ story foyer capturing views through an expansive window wall beyond, absorbing the East Mountain Range. Immediate mountain views and light impacts the senses while "Old World" architectural detail are dramatic showcasing the staircase, balcony, deep moldings and doors disappearing into paneled walls. Flawless execution at every turn in the exceptional 32 X 26 living room with 12 foot coffer ceiling and great Count Rumford Fireplace. Passage wet bar leads to formal Dining while the cherry paneled study beckons an evening read. The sun filled cooks island kitchen walks onto terrace and is well lit from east & south... there's a breakfast area, window seating yet function as the pantry or laundry recede. A family room steps away boasts a window wall to the Equinox Mountain. The luxurious master offers built-ins and bath meeting every need and view! Three guest rooms are positioned for privacy. Still, a bonus room for hobby, lower level recreation space and workshop. There's a 2 car garage & 2 car detached barn. Exceptional!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

Broker Reciprocity

Copyright 2019 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 April 22, 2019.