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!

71 Tamarack Road Stratton VT 05155

Stratton, VT71 Tamarack Road, Unit 9

Price$5,750,000

Est. Mortgage: $/month

MLS Number 4895082

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 7
  • Acreage 1.09

Large, custom built home in Stratton Mountain's most desired neighborhood. Slopeside location with forever views to the north and east. Highest standards of workmanship, fit and finish and decorative elements. There is no finer property in the area on market today.

Listed by John Sikes and Andrew King of Stratton Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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

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 ch√Ęteau, 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: 3.45% last updated on Jan 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

1048 Black Hole Hollow Road Arlington VT 05250

MLS Number 4868628

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 8
  • Acreage 228

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: 3.45% last updated on Jan 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

275 High Fields Lane Manchester VT 05254

Manchester, VT275 High Fields Lane

Price$3,600,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4813653

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 9
  • Bathroom 12
  • Acreage 13.41

Luxury and sophistication in the Green Mountains! Located at the base of the Equinox Mountain this property offers 13 private acres of elegant oasis with exquisite landscaping, mountain views, English garden, green house, apple orchard and access to miles of hiking trails. Architecturally traditional with contemporary features the house offers state of the art mechanicals including security system, whole house on demand generator, central air, radiant heat, 5 fireplaces, gourmet kitchen with butlers pantry to formal dining. With 9 ensuite bedrooms, home theater, recreation room, home gym, library and multiple family rooms you can entertain extended family or extra guests. Take in the sun rise on the 93 foot long covered porch overlooking the Green Mountains. Just minutes from shopping, dining, entertainment and skiing, there's no reason to ever be bored again. Truly a must see!

Listed by Adrienne Sherwood of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

779 Wind Hill Road Dorset VT 05251

Dorset, VT779 Wind Hill Road

Price$3,375,000

Est. Mortgage: $/month

MLS Number 4857539

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 4
  • Acreage 4.9

Situated at the foot of Green Peak in Dorset, sits one of Southern Vermont's most exceptional properties that combines the design elements of a sleek Manhattan contemporary with a quintessential Vermont estate. This 3-bedroom, 3 & ½ bathroom residence is custom crafted with an impeccable selection of materials. A luminous great room with 25-foot high ceilings, floor to ceiling windows highlight the expansive mountain views. An open layout encourages entertainment & leisure. The great room seamlessly transitions to the custom kitchen, merging refined details with rich materials. Black walnut was selected for the cabinets & top-of-the-line appliances include: Thermador Cooktop, Subzero Refrigerator, Wolf Digital oven, Miele dishwasher and more. Clear cedar walls, white oak floors, black walnut in the kitchen & blackened steel on stairs & door trims. Each detail is the result of a leading-edge artistic vision, exceptional specifications and thoughtful planning & execution. The home is enveloped in ultra-dense foam insulation to create a hyper-efficient barrier against heat & cold, with a HEPA air filtration system to provide for the most comfortable environment during any season. This property has an incomparable design quality that will captivate and intrigue.

Listed by Christiane Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

22 Sawmill Road Stratton VT 05155

Stratton, VT22 Sawmill Road

Price$3,100,000

Est. Mortgage: $/month

Pending

MLS Number 4890551

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 7
  • Acreage 1.06

Extraordinary Resort Offering! There are few Stratton residences that have location, impeccable quality & grand square footage as this custom home on Sawmill's cul-de-sac at the base of the Wanderer ski trail.Location,Location!Ski home for lunch, walk to the Mountain Club & host superb apres ski w/ firepit, hot tub & incredible in-home amenities. The soaring 2 story stone fireplace is the focal point of a the main living area, with walls of glass, beams & wood floors throughout, the open concept floorplan features an exceptional gourmet kitchen w/ oversized island, gas range and hood framed with stone, wet bar, pantry, breakfast area & upscale dining area that opens to a grilling deck overlooking a stream.The sun room enjoys natural light & views, opening to a patio w/ firepit. Premier craftsmanship and materials, architectural features throughout with use of natural materials of wood and stone. The spacious floorplan offers multiple spaces for gathering and enjoying friends & family in the mountain lifestyle. After a day on the slopes, gather around the island & wetbar for your favorite apertif & small bites. Cozy up by the roaring fireplace while the young at heart play in style in the gameroom arcade or gather around the bigscreen in a second familyroom for a movie. The residence boasts multiple bedroom suites led by a luxurious en suite main floor master w/ fireplace incredible bath w/stonework of the highest caliber. Gym, Garage,Ski Room. This is Mountain Luxury!

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

349 Kent Hill Road Dorset VT 05251

Dorset, VT349 Kent Hill Road

Price$2,100,000

Est. Mortgage: $/month

MLS Number 4838728

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 6
  • Acreage 4

Remarkable Dorset Village Property with 4 Private Acres both Landscaped and Wooded available for the first time in 20 years.Constructed in 1935, this home exudes the style of the era with its welcoming foyer with curved open staircase, arched entryways, deep moldings and grand windows. The sunlit, front-to-back living room and the adjoining sun-room, features a fireplace with marble surround.It is both grand in scale for entertaining yet comfortable for relaxing afternoons. Enter into the library/office with another fireplace providing the perfect place to curl up for reading that weekend book. Continue on to the formal dining room with deep ceiling moldings and French doors that open to a marble porch overlooking the lawns and mountain views. Then onto the fully updated kitchen that features double center island, upscale appliances and designated coffee area that opens into the great room with French doors leading out the the lawns and a back staircase.A guest bedroom with bath, office and a half bath complete the first level. From the front foyer, ascend the stairs to the 2nd level that feature two ensuite masters, four guest rooms three baths and a large family room with fireplace and pool table. Spend the afternoons wandering through walking paths of the Pinnacle Town Forest, down the hill to the village for coffee, lunch or dinner or a stroll to the Dorset Playhouse. This treasure is a rare offering in the Village. It's a must see. ( all measurements approximate)

Listed by David Halligan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

455 VT Route 30 Winhall VT 05340

Winhall, VT455 VT Route 30

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4893614

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2
  • Acreage 174.58

A truly one-of-a-kind property offering 174+ acres, ideally located in the heart of Ski Country between Bromley and Stratton Ski Resorts. This very unique property consists of a Colonial with barn and garage on 7+ acres with 50+ acres next door and an additional 117+ acres in the back, bordering National Forest and showcasing top of the world views of Stratton Mountain. The residence has true Vermont charm and allows plenty of room for kids to play in the large meadow located behind the barn. It provides a unique opportunity to stay in residence while building your Vermont Dream home(s) on one or both of the adjoining lots. This would make a great Guest House for family and friends or a nice Ski Rental for additional income. For those thinking of developing this large parcel, we can provide the preliminary plans and documentation for a 6 to 7 lot subdivision. A property like this doesn't come around often so don't miss out on this extraordinary opportunity to enjoy the peaceful beauty and the lifestyle Vermont has to offer!

Listed by Joseph Cajzer and Tammy Dillman of Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2979 Colvin Hill Road Danby VT 05739

Danby, VT2979 Colvin Hill Road

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4881028

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 7
  • Acreage 30.7

Noted "Best View in Vermont"! Two Residences with Amazing 360 degree "Top of the World" perspective as unobstructed views are layered over valley's, water and countryside to a multitude of mountain ranges to sunset west, north of Killington & south to Stratton. This 30.7 acre Sanctuary shall never disappoint with a fantastic custom crafted "Old World" 3875 SF Main Residence boasting an open floor plan supporting rich tradition featuring exposed antique post & beam as well as hosting Count Rumford fireplaces in each: Great Rm Kitchen, Living Rm, Study, and Sunroom on the main level adding two others in the Master Bedroom and Tavern Room! Open Dining Rm! Nice ceiling height, beaded panels, and pine floors with a warm patina are a constant throughout. This fantastic residence offers spacious gathering areas as well as intimate rooms taking in the views. There are 4 Bedrooms plus an in-law suite upstairs and the inviting playful lower level adds recreation, storage, and a most charming reclaimed antique pub tavern! The property straddles Colvin Hill where the power lines are buried further enforcing the magic of these views which are just as impressive from the two bedroom, 1300 SF Guest House with open great room. The land level to sloping and open shall support agriculture, animals or sledding, pool and spas! Wrap around porches with screened room ideal! Generator, slate roofs, and nearby Rutland Airport. One of, if not, the MOST SPECTACULAR VIEWS available in Southern Vermont!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

330 Rupert Mountain Road Pawlet VT 05761

Pawlet, VT330 Rupert Mountain Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 4866985

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 6
  • Acreage 54.2

This 55 acre family compound with fabulous views can accommodate alpacas, sheep, goats and horses. The home takes advantage of views throughout the four en-suite bedrooms, open living spaces and country kitchen. This property has been totally renovated, with a new standing seam roof, radiant heat, and new septic, windows, and doors. It has six outbuildings for housing animals, including one Morton building. All facilities are equipped with automatic waterers with immersible heaters. There is a large barn capable of housing four vehicles and 1,000 bales of hay. It also serves as the workplace on the farm. The pastures are fenced allowing for different size paddocks, depending on which gates are open/closed. The views are magnificent, with 900 feet on the Mettawee River, a lovely trout stream, and a fishing lodge. The home takes advantage of gorgeous views, open living spaces and a country kitchen. A piece of heaven in Pawlet, Vermont, just waiting to put your touch on it.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3525 Colvin Hill Road Danby VT 05739

Danby, VT3525 Colvin Hill Road

Price$1,650,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4764260

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 7
  • Acreage 20

Spectacular Country Estate, Very Private, Gated entry, 10,000 sq ft heated, 5.5 Energy Star Rated, Constructed 2008 w/top quality materials, 2000' driveway leads to 20 park like acres w/SPECTACULAR Mountain and Water Views. First floor Master suite, Spectacular Kitchen w/36' of marble counters with 2 islands and stainless steel appliances, Three additional bedroom Suites on 2nd fl. Total of 6.5 marble baths. Exercise room, Billiards Room and 10 seat Theater. Finished oversized 3 car Garage w/offices or 5th BR Suite above. Four BR Suites, each, have sitting areas w/fireplace, marble baths w/2 person soaking tubs, spa shower, double vanities & 3 w/Covered Porches. Total 5 covered porches. Only minutes to Dorset, Manchester or Rutland. See ATTACHMENTS for 9 pages of details, one of the sellers is a licensed Broker. Only 20 minutes to Rutland Airport with daily flights to Boston and connections worldwide. Click on "D" under picture for complete details.

Listed by Dick Palmer of Hospitality Consultants,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

52 Route 30 Winhall VT 05340

Winhall, VT52 Route 30

Price$1,600,000

Est. Mortgage: $/month

MLS Number 4886950

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 5
  • Acreage 9.37

Skylight Ski Lodge was built in 1950 and was run as an Inn from 1952-2002. In its heyday, Ski Magazine, February 1977 Issue, said: "most of the serious skiers who frequent the Skylight Lodge wouldn't think of staying anywhere else."It was purchased in 2004 and totally renovated with every amenity you could wish for, done in excellent taste. Two great rooms with massive native stone, wood-burning fireplaces. Maple trees on the property were milled and used for trim and maple floors throughout the home. A large kitchen and dining room capable of entertaining 25. Seven bedrooms, two master suites, and numerous configurations. The property is being sold fully furnished. Located close to Bromley and Stratton. It's on the Vast trail and surrounded by the Green Mountains. Skate on the pond out back. Current owners use the home for personal use and also use is as a VRBO.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 January 17, 2022.