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Green Mountain Estates

Hidden away on private parcels, at the end of a private lane, and perched upon mountain ridgelines, you’ll find the most extraordinary Vermont estates. Experience privacy and views, enjoy the amenities of guest houses, pools, tennis courts, stables and much more. Explore expansive parcels of woodlands, meadows, and ponds where you can hike your private trails in the summer or Nordic ski and snowmobile in the winter. Make the most of your time in the Green Mountains, relax in elevated comfort and entertain friends and family on a grand scale. These listings offer the amenities you are looking for in a Vermont Mountain Estate.

Beautiful Vermont Estates for Sale

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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.

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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 systems, exceptional quality and 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, butler’s pantry, private bar and formal dining room. The gathering room with second fireplace opens to a covered wrap around porch for hosting sunset cocktails outdoors. An opulent en-suite master includes a breathtaking tile 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, a fitness center, spa room and sitting area complete this level. With superb fit and finish throughout, no detail has been overlooked in this exquisite 9,610 SF residence with a customized three car garage for the care of one’s luxury vehicles. Situated amidst fenced meadows and woodland with stream, you’ll find this an ideal setting for experiencing Vermont. Whether you are looking for a retreat or an equine property, this rare offering is just minutes to Manchester Village. This address places you at the center of Southern Vermont culture with world class theatre, music and art festivals, sumptuous dining and superb skiing.   Exterior Features: Expansive Mountain Views, Elaborate Security System, Gated Residence, Extensive Marble & Stonework, Stone Patio with Fireplace, In Ground Pool & Spa, Marble Stone Driveway, Irrigation System, Fenced Pastures, Whole House Generator   Interior Features: State of the Art Mechanicals, Crestron System, Central Air Conditioning, Three Fireplaces, Dramatic Architecture, Gourmet Kitchen, Sub-Zero & Wolf Appliances, Billiard Room & Fitness Center, Wood Floors & Radiant Heat, Zamboni Chip Flooring in Garage   Area Attractions: Southern Vermont Arts Center, Manchester Music Festival, Hildene, Mount Equinox, Ekwanok Country Club, Dorset Horse Show, Dorset Theatre, Dorset Field Club, Bromley Mountain, Stratton Ski Resort

Listed by Kim 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.

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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.

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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 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.

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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.

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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.

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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.

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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 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.

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730 McNamara Road Dorset VT 05251

Dorset, VT730 McNamara Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4794754

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 8,559

Stony Brook is the masterpiece of designer/decorator Barbara Levin who built a Vermont retreat for her family in 1996. Featured in Architectural Digest, this serene home on 12 private acres in Dorset evidences careful thought, humor and craftsmanship. The massive timbers and rough boards of five antique barns were reimagined into a contemporary compound that follows the pools and eddies of the brook that runs through the property. Local craftspeople and artisans brought their imagination to the details, from the dry laid walls to the massive stones of the terraces to materials choices like the rare, unfading red slate of the roof. The gated driveway ribbons through the serene glades to a stone courtyard. The architectural components of the house reflect a lifetime of collecting extraordinary items, such as the antique prison door leading into the master-suite or the hand-made tin chandelier in the dining room. The foyer with its hand-hewn beams is the entrance point to three distinct areas, making for easy flow. The gathering spaces, each room with its own fireplace, include the sophisticated kitchen with an open floor plan, dining room, living room and library. The spacious master wing and three-bedroom guest wing with its own sitting area offer privacy. Many rooms in the house either open to the stone terrace and/or overlook the brook. Dorset is near four golf courses, skiing, the Dorset Theatre, Hildene and the Southern Vermont Arts Center.

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.

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111 Marcia Lane Dorset VT 05251

Dorset, VT111 Marcia Lane

Price$2,395,000

Est. Mortgage: $/month

MLS Number 4801225

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 4
  • Square Feet 5,545

Exquisite 18 acre compound features a 5400 sq.ft, 4 bedroom, 7 bath main house as well as a 4,440 finished sq.ft guest house with 4 bedrooms.Designed by well-known architect, Bill Badger, and masterfully built by the Rizzio Brothers with attention to detail and quality, this is a one of a kind estate.Acreage features a spring fed swimming/trout pond, birch groves, multiple stone terraces, custom stone walls, and southwesterly mountain views. The main house highlights include a grand foyer, formal living room/dining room with 9 ft + ceilings, crown moldings, and marble faced fireplace.French doors lead to a sweeping covered porch.The kitchen/great room is constructed with VT marble countertops, reclaimed vintage wide pine flooring, custom reclaimed wood cabinetry, a fireplace and wet bar. Doors open to a gracious patio with built-in barbecue.The grand first floor master bedroom suite contains two walk in closets, large master bath, office with full bath, and access to a covered porch.On the second floor, there are two ensuite guest bedrooms and an office.The guest house offers a main floor master suite, 2 comfortable second level bedroom suites and a fanciful bunk room on the lower level.An open main floor plan, contains eat-in kitchen and comfortable great room with fireplace and cathedral ceiling.AND the main house has a two bay, heated garage with storage above, a wine cellar, and one bay garage for guests.Private yet convenient to Dorset Village. By appointment only.

Listed by Terri Hathaway and David Halligan 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.

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871 Stratton Arlington Road Stratton VT 05155

MLS Number 4782252

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 8,800

Stratton Forest Estates - Exquisitely designed home built with only the finest materials where no detail or amenity has been overlooked. Located on 18 private acres and bordered by thousands of acres of the Somerset Wilderness area this magnificent home boasts views of the North face of Mt Snow to distant ridgelines and the forest below. The interior of this home entails a large mudroom and another grand foyer with custom stone floors, open concept vaulted great room with soaring ceilings, natural woodwork, floor to ceiling stone fireplace, expansive chef's kitchen with large breakfast island, Wolf stove, custom cabinetry, cozy den with fireplace, dining room, and open upstairs balcony/cat walk overlooking the great room. The master suite has a fireplace and sitting room, private deck with gorgeous views and an incredible bathroom. Laundry rooms are located on the main level as well as the lower level. There is a caretakers 1 bedroom 1 bath suite with fully equipped kitchen. The lower level features an entertaining wet bar, family room, game room, hot tub room, sauna, home theater, climate controlled wine cellar, lower level laundry, and bunk suite with sitting room and fireplace. Completing this home is a massive garage that can accommodate up to 3 cars and a couple toys whether its four-wheeler, snowmobiles or both! All of this is only a short distance to Stratton or Mt Snow. Outside there is a large pond and paved driveway.

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.

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4263 Main Street Manchester VT 05254

Manchester, VT4263 Main Street

Price$1,985,000

Est. Mortgage: $/month

MLS Number 4786375

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 5,503

"Glebelands", a 28.75 acre Manchester Village Estate, dramatically sets itself apart by a magnificent water setting, offering an extraordinary spillway cascading back into the Munson Brook that feeds a lovely swimming pond where the stream flow meanders out the property ultimately feeding the Orvis Fishing Pond. The exceptionally well proportioned 4 BR, 5.5 Ba estate residence offers beautiful architectural details throughout the Living room, Dining room and Study each with fireplace; the Danby marble kitchen with two additional wet bars/ prep areas that offer an unusual open butlers pantry set up perfectly for entertaining or peaceful cook's enjoyment. Old world meets today with an award winning architect-designed "great room" with perfectly centered fireplace, vault, window walls and built-ins, that lead to a breakfast nook. Upstairs can be approached by elevator or one of two staircases. There is a true old world master bedroom suite with balcony, dressing room, closets, dressing table alcove, and marble accented bath, three additional bedrooms each with adjacent baths. The carriage house boasts a 2 BR and 1 BR apartment each with fireplace. Playful outbuildings such as the radiant heated folly or playhouse. The unique grounds are defined by specimen plantings, orchard, and hidden gardens with reflecting pools and fountains that truly speak to an era of significance. "Glebelands" is Manchester's stroll through an opulent history.

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.

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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 May 29, 2020.