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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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1699-1743 Spring Hill Road Londonderry VT 05155

MLS Number 4822484

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 11
  • Square Feet 9,707

Luxury just 10 minutes from Stratton or Bromley Mountains! The serene beauty of Vermont beckons you while you stroll through your orchard, fish the trout stocked stream-fed pond, take a dip in the hot tub, or cool off in the natural stone pool or swimming hole on the river that features a sleeping cabin. For entertainment there is a 3-hole golf course on the property, a shooting barn with an automatic clay thrower and a motocross track. This private oasis offers views of both Stratton and Bromley while also featuring several outbuildings to include a hay barn with workshop and a 6-bay pole barn. The possibilities are endless as is the beauty and charm of this property.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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135 Paddock Farm Lane

135 Paddock Farm Lane Dorset VT 05251

Dorset, VT135 Paddock Farm Lane

Price$4,850,000

Est. Mortgage: $/month

Listing Number X33439338

  • Non-MLS Residential
  • Bathroom 10
  • Bedrooms 6
  • Acreage 18.7
  • Square Feet 12,126

This exquisite Dorset estate brings sophisticated European charm to the pristine mountains of Vermont. Nested in the exclusive Dorset Hollow, follow the winding road through handsome hardwood forest. The stone gates of Four Ponds mark the entrance of a truly spectacular property. At their parting, one is transported beyond New England. Reminiscent of a French château, the use of natural materials grounds this expansive stone and timber residence adorned with cedar and copper. Herringbone brickwork, magnificent Tudor chimneys, old-world shutters, and intricate terraces and stone walls add to the grandeur of this build. With multiple spring-fed ponds and glorious gardens, this lush and vibrant corner of the world is a haven for birds and wildlife. The reclaimed 16th-century French front doors clad in hand-forged iron lead to the heart of this thoughtfully designed home. The 11,500 sq. ft. 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 sanctuary that epitomizes the balance between nature and refined society. Minutes to Dorset and Manchester with their beautiful shops, decadent restaurants, and marble sidewalks, you can indulge in the best of Vermont life while enjoying complete privacy on 18.7 acres (6.7 acres being separately deeded - an ideal location for a guest house). Revel in the arts at the Dorset Playhouse, Manchester Music Festival and Manchester Art Center. Connect with the equestrian community at the Vermont Summer Festival. Enjoy skiing at Stratton and Bromley. With helicopter service to NYC and airports close by, this can be your East Coast address. In a changing world, the safety and serenity of the Vermont mountains is an enduring comfort that stands the test of time.   Exterior Features: 18.7 Acres (Including Separately Deeded 6.5 Acre Buildable Parcel), Meadows & Woods, 4 Ponds, Patios, Stone Walls & Bridge, Mature Perennial Gardens, 4 Bay Garage, Port-Cochère, Circular Driveway, Private Location Interior Features: Elevator, Bar, 4 Fireplaces, Wine Cellar, Chef’s Kitchen with Pantry, 6 Bedroom Ensuite, 2 Laundry Rooms, Gym, Hot Tub & Sauna Architectural Features: Stone Construction, Herringbone Brickwork, European Shutters, Dramatic Archways, 16th Century Front Door, Antique Beams, Imported Wallpaper, Hand Painted Doors, Terra Cotta Tile, Pink Marble, Rich Woodworking Systems: Gated, Security System, Whole-House Generator, Irrigation System, In-Room Speakers, Motorized Curtains, Retractable TVs, Central Vacuum, Central Air    

Listed by Cheyanne Pugliese and Kim Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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135 Paddock Farm Lane Dorset VT 05251

Dorset, VT135 Paddock Farm Lane

Price$4,850,000

Est. Mortgage: $/month

MLS Number 4874056

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

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

Listed by Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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275 High Fields Lane Manchester VT 05254

Manchester, VT275 High Fields Lane

Price$3,900,000

Est. Mortgage: $/month

MLS Number 4813653

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 12
  • Square Feet 13,663

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: 2.8% last updated on Jul 29, 2021
* 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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1166 West Road Manchester VT 05254

Manchester, VT1166 West Road

Price$3,395,000

Est. Mortgage: $/month

MLS Number 4863655

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 7,196

Picture Perfect Manchester Country Estate provides exceptional privacy on 16 treelined acres! This property checks the boxes: amazing views, stream, swimming pond, trout pond, beautiful barn, garden shed, green house, 6 garage bay's, expansive agricultural / perennial gardens, stone walls, orchard, outdoor gathering rooms and 2 substantial 2019-20 renovated & extended residences. Circa. 1800 post & beam colonial moved to the site given the tight concrete foundation benefit under the entire house, this is the perfect meld of "old world" architectural detail and contemporary living. Gracious comfort begins with the new kitchen-island/great room boasting finishes that suggests "this has always been" as three walls of light ensures all shall gather around the fireplace or the cooks raised hearth grilling fireplace. The appliances meet perfection while pantries and tuck away bar serve well! Dining and Living rooms offer nature's light and centered fireplaces, while the fifth fireplace in the cherry panel study provides quiet refuge. The music room would also provide a second office. The crown moldings & lovely flooring flows throughout. Upstairs, the primary suite offers three window walls, walk-in closets, and sizable bath, three other bedrooms each with private baths! Lower level rec room and wine cellar. The guest house shall amaze, accommodating a main level suite, 2 BR's up, 3 BA, comfort living: sun room, great room/FP, and walk-out rec room. Commanding Mount Equinox Views!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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$3,395,000

Est. Mortgage: $/month

MLS Number 4700856

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 8
  • 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 Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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69 Upper Taylor Hill Road Winhall VT 05340

Winhall, VT69 Upper Taylor Hill Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4848381

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 9
  • Square Feet 7,562

Stunning country home only minutes to Stratton's base area. Meticulously constructed with careful attention to details and materials it is privately sited on 11 + acres with dramatic views to Bromley, Magic & Okemo. Extensive landscaping. Great room with massive stone fireplace, soaring ceiling and windows to enjoy the expansive view. Kitchen offers all the amenities for the most discerning chef. Large walk-in pantry and large 900+ refrigerated walk in wine room. Quiet space in lovely den with fireplace. 6 ensuite bedrooms and 2 ensuite bunk rooms with custom built-in beds. Master suite has propane fireplace, access to enclosed porch and spa like bath. Large family room with fireplace and access to out door patio with hot tub plus additional game room. Lovely wood floors (Hickory, Pine, walnut) Large partially covered patio with built in grill and out door fireplace. Custom built shed to store wood, tools and toys. Partially furnished list to be provided. An Exceptional property at Stratton - offered for the first time.

Listed by Betsy Cetron of Stratton Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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1368 West Road Manchester VT 05255

Manchester, VT1368 West Road

Price$2,695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4854545

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,191

Enter through the white gate winding to a lengthy circular drive to find this magnificent Manchester Estate that graciously embraces it's private surrounds! Gaze upon 19 natural park-like acres from historic stone walls, established birch groves, meadow land, reflecting pond, woodlands and sprawling lawns all with views to the great Equinox Mountain! This 5200 SF Greek Revival Expanded Cape truly captures comfortable proportions and symmetry in "high country" style. The foyer is lovely as the architectural detail of the sunken dining room opens before you, while open toward the balanced living room on the right and fabulous beamed ceiling family room on the left with center mantle fireplaces. Exemplary symmetry in additions extend toward main level master bedroom suite or soapstone cooks eat-in kitchen...also boasting fireplaces. The upstairs sun drenched landing leads to a Primary Luxury Suite and En suite guest room that also offer fireplaces. Yes, there are 6 fabulous fireplaces! The rear entry foyer is also welcoming with a separate staircase to a forth bedroom suite that also hosts private office needs or game room activities. Every living space walks in and out onto terraces or stone walled gardens that beckon strolls in the fresh air along the pathways. Private, quiet & convenient to Manchester, the attention to detail, the gracious essence, the proportions, symmetry and warmth creates timeless presence! Renovated in 2019. FURNISHED Undeniably among Vermont's Finest!

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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310 & 316 Church Street Dorset VT 05251

Dorset, VT310 & 316 Church Street

Price$2,200,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4872414

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 6,072

Continental Flare and innovative design are the hallmarks of this exceptional 12-acre estate in the heart of Dorset, Vermont. The graceful and complete renovation of the of the originally built 1919 main residence has been architecturally and stylishly transformed in 2011 to a luxury level. Beginning with the dramatic two-story coved ceiling entry hall leading to a 14-foot Palladium window and door overlooking a series of marble and sandstone lined reflecting pools, cascading waterfall and gardens. The formal living room has European details including the Italianate marble fireplace mantle and the book lined library offers quiet moments around the cozy fireplace. An exquisite kitchen/pantry focuses around the stunning Lacanche French stove and guests can find their places in the adjoining curved windowed formal dining room with a commanding views of the distant mountains. A master bedroom suite and guest suite bring restive nights to all. This country estate also has a new barn and a separate picturesque three bedroom and bath modernized carriage house with living, dining and kitchen rooms. All the charming amenities Dorset has to offer are in easy walking distance including: quaint country inns, regional theatre, gourmet grocer, bakery, library and close proximity to four golf courses and three ski areas. This is a rare offering for the discriminating Purchaser.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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29 Deeryard Road Winhall VT 05340

Winhall, VT29 Deeryard Road, Unit 21

Price$1,800,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4869036

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

GREEN ACRES IS THE PLACE TO BE............................................. Unprecedented views from this amazing mountain contemporary. BIG Stratton views and beyond await you on 26 rolling acres with all the recreation at your doorstep you can possibly take in, in one day. This gorgeous property is perfect for entertaining your large family or guest gatherings with many common areas inside & out. Attractive stone patios, porches and decks allow you to enjoy the scenic outdoors while almost every interior room boasts magnificent mtn views. Over the years the current owners have renovated, updated & added additional space to accommodate their active lifestyle. The enormous recreation room on the upper level overlooking the back patio is a huge feature you will greatly appreciate. Sleek kitchen w/granite counter tops, breakfast table & island. Comfortable media room, den with additional fireplace and loft office area add extra living spaces for you & your company. Plenty of sleeping accommodations on multiple levels. Wine cellar is conveniently located below the dining/kitchen. Private screened in porch. Sunken hot tub. Solar panels on the roof. Take a walk up to the upper property & after a vigorous game of tennis on a well maintained court follow the groomed path down to a beautiful, clean swimming pond 9' deep or simply jump in the outdoor shower. Enjoy walking & snowshoeing trails already laid out for you. We can't wait for you to see this extraordinary listing!

Listed by Terry Hill of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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147 Green Peak Orchard North Road Dorset VT 05253

MLS Number 4850153

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 6,600

The Best of Both Worlds! This gracious Federal style Colonial farmhouse is Vermont living at its best! Super location (Manchester & Dorset each 10 minutes away) nestled in Green Peak Orchard Association, with all the privacy and seclusion that this enclave offers. Designed & constructed in 2003-4, this exquisite custom home offers many fine details & a stunning location. The main floor flows nicely from formal living room, den & dining room into a showstopper kitchen & keeping room. Mudroom with antique brick floor leads to garage, front porch & screened-in porch off kitchen area. Two working fireplaces, wide pine board flooring, local marble & soapstone countertops & custom cabinetry throughout. Upstairs offers a master bedroom, dressing room and bath, 4 additional bedrooms and office/study space. Two attics and partially finished full basement with laundry, gym area and office. Grounds contain a woodland “moon” garden, mature crab apple and VT vernacular trees and shrubs and a glorious stand of white Birches. Front & back hand-hewn stone walls with rocks excavated from the property & local stone walkway stones & pavers. This lovely home sits on 11.9 acres with woods to explore & enjoy as well as a wide field off the back lawn that once housed an apple orchard. Lots of room to expand and make it your own, this home is one not to be missed! All measurements approximate.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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1424 West Road Manchester VT 05255

Manchester, VT1424 West Road

Price$1,599,000

Est. Mortgage: $/month

MLS Number 4849973

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,764

Beautiful guest house, nestled on 18 acres off of Manchester West Road. Constructed by Mark Breen. Custom carpentry throughout with attention to detail. Open rooms with large windows, and vaulted ceilings. Outstanding panoramic views of the green mountains. Additional 36x68 garage with fully heated/finished interior with radiant heat and extra bedroom/bath. RV Pad and basketball court complete this very unique, one of a kind offering.

Listed by Sunny Breen of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 2021 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 August 4, 2021.

 
Broker Reciprocity

Copyright 2021 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 August 4, 2021.