Stratton Area Homes for Sale

View all residential listings in the Stratton area of Southern Vermont and find a variety of beautiful homes to explore.

Homes for Sale in Southern Vermont

Contact William Raveis Winhall Real Estate at 802-297-1550 or online if you're interested in a particular property or have any questions.

Time Saving Tip - Register to save your favorite Stratton real estate listings and get notifications when similar properties become available.

400 Trager Road Jamaica VT 05343

Jamaica, VT400 Trager Road

Price$10,150,000

Est. Mortgage: $/month

MLS Number 4786221

  • Residential Single Family
  • Construction Existing
  • Bathroom 10
  • Bedrooms 6
  • Square Feet 9,539

Camp Endo has a 21st century take on a mountain lodge home, and 417+/- acres threaded with trails and ridgelines. The house reimagines a rustic lodge with classic wood, bark and stone detailing combined with complete comfort, great light and welcoming spaces. The property was featured in the book Rustic Living by Ralph Kylloe as one of the great rustic style homes in the U.S. The 9,539-square-foot home has an open floor plan, massive stone great room fireplace, chef's kitchen and 6 bedrooms en suite, each with magnificent mountain views. Off the kitchen and great room is a screened-in porch and large deck with an outdoor stone fireplace to soak in the panoramic southerly green mountain views. There are smaller gathering spaces, too, such as a corner office, gym/spa, panoramic meditation room and state-of-the-art 22-seat home theater. Camp Endo's extensive trail network provides a daily dose of rugged, natural beauty for mountain biking, walking or snow shoeing, and more playful options include a cleared paintball course and a six-foot square chessboard. The adjacent barn houses a two-bedroom, fully appointed guest suite, 3-bay garage and a heated half-basketball court. The property has its own renewable energy power plant - wind and solar combined 22kW generation capacity. Accessible, but a million miles from the everyday. Camp Endo's mountain kingdom is minutes from Stratton Mountain in the heart of Vermont's ski country.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

240 Starry Drive Manchester VT 05255

Manchester, VT240 Starry Drive

Price$4,550,000

Est. Mortgage: $/month

MLS Number 4792334

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 9,610

With sweeping and dramatic 360 views of the Taconic and Green Mountain ranges, this extraordinary Manchester Vermont estate on 26 acres offers contemporary elegance and privacy. Designed for the discerning buyer, looking for the utmost in luxury and security, this gated property features state of the art mechanicals, Crestron System, central air,4 fireplaces, dramatic architecture, wood floors, radiant heat, & exceptional quality w/ attention to detail. A magnificent living area with striking two story marble fireplace and walls of windows offers impressive westerly mountain views. Entertain on a grand scale with gourmet kitchen w/Sub-Zero & Wolfe appliances, butler's pantry, private bar and formal dining room. The gathering room with second fireplace opens to a covered wrap around porch. An opulent en-suite master features an exquisite bath, walk in closets and personal study. The billiard room with wood burning fireplace opens to an expansive stone patio and in ground pool. Beautifully designed for outdoor and indoor activity w/ a fitness center, spa room and sitting area. Featuring superb fit and finish throughout, no detail has been overlooked in this exquisite 9,610 SF residence w/ a customized three car garage w /Zamboni chip flooring. Situated amidst fenced meadows & woodland with stream, the property offers marble stone driveway, irrigation system, fenced pastures, whole house generator and elaborate security. Theatre, dining, music fesivals, horse show, skiing, golf

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

77 Tamarack Heights Road Stratton VT 05155

Stratton, VT77 Tamarack Heights Road

Price$4,495,000

Est. Mortgage: $/month

MLS Number 4764385

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 6,486

An extraordinary opportunity to own this spectacular mountain side Stratton home! With incredible views, the ability to ski in and ski out on the surrounding trails, and open living floor plan, this extraordinary 6 bedroom, 6 bath home has everything you need to have the full Stratton Mountain experience. Watch the fireworks over the mountain right from your deck. Sit by the stone hearth fireplace after a day of skiing. Fire up the BBQ, relax and take in the magnificent valley views from the deck after a day of hiking. This spacious 8,000+ sqft home can comfortably accommodate all the entertaining you will want to do at this exquisite Vermont Mountain Retreat!

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

466 Marcia Lane Dorset VT 05251

Dorset, VT466 Marcia Lane

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4744398

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 7,537

Dorset Hollow Pinnacle offering 180 trail laced acres at the height of the Dorset's Upper Hollow Road. Amazing Sunsets... 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 or shower. 4 bedrooms and baths up comfortably accommodate guests and family. A 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, 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, grilling area & outdoor fireplace. 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: 3.15% last updated on May 28, 2020
* 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

440 Marcia Lane Dorset VT 05251

Dorset, VT440 Marcia Lane

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4700856

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 5
  • Square Feet 8,700

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: 3.15% last updated on May 28, 2020
* 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 Lane Dorset VT 05251

Dorset, VT135 Paddock Lane

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4674690

  • Residential Single Family
  • Construction Existing
  • Bathroom 10
  • Bedrooms 6
  • Square Feet 11,500

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: 3.15% last updated on May 28, 2020
* 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

871/873 Stratton Arlington Road Stratton VT 05155

MLS Number 4803359

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 8,800

Spectacular Stratton, Vermont multi-home private estate on 32 acres with two sensational secluded mountain top homes. Bordered by thousands of acres of National Forest lands, this secluded setting offers serenity, relaxing tranquility and magnificent panoramic views, yet is conveniently located only 15 minutes from either Stratton or Mt. Snow ski areas. A private paved road leads up to the two fully furnished luxurious homes that offer unsurpassed quality craftsmanship, state of the art energy efficiency and high tech security systems. Each home has radiant gas heat, air conditioning and whole-house backup generators. The exquisitely designed 8,800 sq. ft. main home features 5 bedroom suites, 6-1/2 baths, 5 stone fireplaces, 2 laundry rooms, a caretaker's apartment, hot tub room, sauna room, home theater, wine room and a 3-1/2 car garage. The Vermont Energy Star 5,200 sq. ft. guest home features 5 bedrooms, 4-1/2 baths, 2 stone fireplaces, hot tub room, 12 zone distributed audio/video system and a 2-1/2 car garage. Plenty of room is available on the property for a tennis court, swimming pool and even a helicopter pad. Call today to make an appointment to see this extraordinary one of a kind private and secluded family sanctuary. These properties are individually listed as well, 871 MLS#4782252 and 873 MLS#4780640.

Listed by Richard Caplan of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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 4502293

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 7
  • Square Feet 8,143

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 440 acres. The 5-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. There are three post & beam barns, outdoor pool, stocked fishing ponds, sugar house and miles of carriage trails. Black Hole Hollow Farm is just 7 miles from Cambridge, NY, approximately 30 miles to Saratoga, and 26 miles to Bennington, VT.

Listed by T Story Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

21 Old Ridge Road Winhall VT 05340

Winhall, VT21 Old Ridge Road

Price$2,800,000

Est. Mortgage: $/month

MLS Number 4783436

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 9,400

The grandeur of this premier mountain lodge, situated on four acres, is unrivaled at Stratton Mountain Resort. The dramatic great room features massive logs and a 2 story stone hearth that reaches the peak of the soaring cathedral ceiling. Showcasing a panoramic long range view through floor to ceiling windows, this expansive 9,400 SF log residence has been completely redesigned -creating the utmost in luxury accommodation. With extraordinary fit and finish and the ambiance of relaxed sophistication, no detail has been overlooked. Entertain family, friends or a corporate retreat with ease. The gourmet kitchen with top of the line appliances, multiple dishwashers, abundant custom cabinetry and a substantial center island offers seating for casual gatherings and opens to the great room. Your guests can begin their day in the breakfast room and enjoy fine dining in the formal dining area after a wonderful day on the slopes. A family room with second fireplace and big screen TV and bar is perfect for apres ski or watching the game. There are endless possibilities with the additional game room, in home theatre & private gym. The extraordinary main floor en-suite master with lavish bathroom, fireplace & den will rival the most luxurious resort. Multiple en-suite guest rooms each with exquisite bathroom tile work and finish make this 6 bedroom lodge one of incomparable luxury & convenience. Mudroom, three car garage, outdoor fire pit. Shuttle.This is a one of a kind legacy property

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

1251 West Road Manchester VT 05255

Manchester, VT1251 West Road

Price$2,650,000

Est. Mortgage: $/month

MLS Number 4762627

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 7
  • Square Feet 4,866

Do you like to entertain and host large crowds? Forever Farm is the setting! Have a sit down holiday dinner for many in the spacious cooks kitchen, retire by the wood paneled fireplace with an after dinner drink, or enjoy the covered porches during foliage. This Manchester compound situated conveniently to town shopping, restaurants, the Equinox resort and are ski mountains is a great year round gem! Work out daily in your home gym, skate on the pond during the winter months while family and friends hit the slopes! Bring one and all! The main home offers 4 guest bedrooms, two en-suite masters and a tastefully appointed 3 bedroom/ 2 bath guest house above fully restored barn. This home is equipped with horse stalls, riding area and close to area trail systems. This is a rare offering.

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

616 Windhill Road Manchester VT 05255

Manchester, VT616 Windhill Road

Price$2,490,000

Est. Mortgage: $/month

MLS Number 4800748

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4,000

This home has been loved since day one. Now it's your turn. Its favorable location on Wind Hill Road has views of the valley and the mountains. In 2010 the home was completed renovated to a lux farmhouse. Sited on 10 acres of farmland, the property is an eye catcher. The kitchen is open to an informal living area with reclaimed beams and wood burning fireplace. Chef's kitchen with custom concrete countertops. Adjacent to the kitchen is the covered porch made of camara Brazilian cherry, which functions as an outdoor living room spring, summer, and fall. Open the dutch door to the yard, and collect vegetables from the garden. An oversized mudroom with built ins and slate floor that warm via radiant heat. Vermont cherry wood floors throughout the main floor, which includes the living room, office, and dining room. The master suite is also on the main floor, and is truly a retreat. Dual walk in closets, gas fireplace, bathroom with radiant floor heat, steam shower and soaking tub, and a view from your bed! Doors open to a deck off master bedroom. Three additional bedrooms on second floor with shared bathroom. One bedroom guest suite accessible from the mud room. Attached 3 car garage, and an additional 3 car garage. Skate ramp barn will occupy any rainy day.

Listed by Christiane Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

474 Horton Road Londonderry VT 05155

Londonderry, VT474 Horton Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4764745

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 6
  • Square Feet 8,004

Newly priced-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. Meticulously maintained, this estate had had a number of recent improvements. 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: 3.15% last updated on May 28, 2020
* 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

Broker Reciprocity

Copyright 2020 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 June 1, 2020.