Southern Vermont Luxury Listings

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77 Tamarack Heights Road Stratton VT 05155

Price$4,495,000

Est. Mortgage: $/month

MLS Number 4764385

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 6
  • Acreage 1.06

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1048 Black Hole Hollow Road Arlington VT 05250

MLS Number 4502293

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

The serene setting of Black Hole Hollow Farm in a quiet valley on the border of Vermont and New York is threaded by the White Creek brook, tiered ponds and 30 miles of trails on 948 acres. The 6-bedroom, 8,143-square-foot main house is surrounded by English-style country gardens with the mountains as backdrop. The original 1772 farmhouse was expanded and designed by noted architect Jerome Cerny. Living room, dining room and downstairs bedrooms open to the gardens and the recently updated kitchen is a welcoming hub with its AGA stove. The farm has a rich history including visits from author Ian Fleming who gained inspiration for several of his James Bond books, and former owner Josephine Hartford Bryce, heir to the A&P dynasty. There is a large greenhouse with sitting area and Koi pond. Other buildings include 4 additional residences, a 2-bedroom apartment, horse & hay barns and a sugar house. Only 7 miles from Cambridge, NY, 30 miles to Saratoga, and 26 miles to Bennington, VT.

Listed by T Story Jenks of LandVest, Inc/Woodstock

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%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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864 Rogers Road Rupert VT 05251

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4496096

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

Magnificent Country Estate property with privacy and views. Perfectly sited close to the town of Dorset and at the end of a town maintained road to capture views of the Mettowee Valley and Green Mountain National Forest. Many well maintained trails traverse the 642 acres going up to Spruce Peak. A two acre pond is surrounded by pristine fenced pasturelands. Beautifully landscaped gardens, attached barn, outdoor fireplace and covered porch are just some of the features offered. Property also has separate guest house and caretaker quarters. Property is managed for high quality timber production with a current Standing timber value at 1.2M.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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466 Marcia Lane Dorset VT 05251

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4744398

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

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

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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440 Marcia Lane Dorset VT 05251

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4700856

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

This extraordinary country estate will captivate you with exceptional mountain vistas, sophisticated finishes and abundance of outdoor spaces. Perched upon a knoll in Dorset's exclusive Upper Hollow, this exquisite 8700 SF residence is sited on 17.25 acres w/ post and beam barn/pool house, indoor basketball court and outdoor heated pool. Beautiful gardens, mature landscaping and meticulously created stone patios, terraces and walkways create a most inviting setting.You'll enjoy the lush amenities of this Dorset gem!With craftsmanship of the highest caliber, this classic vernacular residence features wide pine floors, crown molding, wainscoating,slate, marble and soapstone throughout. The living areas boast post and beam finishes and open to the covered wrap around porch and stone patio with outdoor kitchen.The grand main floor master en-suite is privately situated and showcases a dramatic Benson post and beam design.This private retreat is designed for entertaining &maximizes the sweeping views.The gourmet kitchen opens to the living area and a formal dining room.A billiard room &comfortable den offer multiple gathering spaces for entertaining or simply relaxing.Five bedrooms en-suite, game room, 3 fireplaces. Just 5 minutes to the Dorset Green with the Dorset Inn, Barrows House, Dorset Playhouse & the 3 Pear Gallery. With Bromley and Stratton Mountains just a short drive away, you'll enjoy Dorset and the mountains from this expansive and alluring property.

Listed by Kim Morgan-Wohler of Wohler Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1420-1424 West Road Manchester VT 05255

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4769327

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 5
  • Acreage 28.9

Perched on a hillside with outstanding panoramic Green Mountain and Equinox views. This contemporary residence and guesthouse are exceptional in every way. Custom crafted with native stone and clapboard, the exterior of the home hints to the quality found throughout. Large windows, custom mill work, vaulted ceilings, and oak floors highlight the interior. The handsome two-story entrance opens to the dining room, great room with stone fireplace and a cooks kitchen with custom cabinets and stainless appliances and stone tops. The first-floor master suite, additional bedroom suite, and handsome den with custom cabinets counterbalance the public areas. Two additional large bedroom suites complete the second floor. A separate guest house built in 2015 includes two-bedroom suites and an attached four-car garage. A large 4 car over-sized equipment garage and basketball court complete the property. Stone walls, terraces, and screened porches are complemented by perennial gardens and plantings.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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135 Paddock Lane Dorset VT 05251

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4674690

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

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

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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415 Uphill Lane Dorset VT 05251

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4761453

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 8
  • Bathroom 8
  • Acreage 47.22

A simply outstanding opportunity, this private, 47 acre Country Estate with a 11,000 SF Colonial residence, a three-bedroom guest house, a four-car garage with caretaker's apartment, equipment barn, swimming pool and two build-able lots is now offered at less than 30% if its original construction cost. With expansive living spaces, a three-floor elevator, 9 fireplaces, a true cook's kitchen with hand painted cabinets and stone tops, a media room and library with custom butternut cabinetry, elegant bedroom suites and outdoor spaces that include a screened porch, stone terraces and covered porches that flank the view side, the additional amenities include a 2 bath pool house, large dog run, greenhouse, formal gardens, 2-story barn and a 3-car carport and generator room. Highlighted by exquisite landscaping in the heart of Southern Vermont, equidistant from NYC and Boston, Birchmeadow is perfect for use as a family compound or multi-generational gathering place.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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904 Reilly Road Londonderry VT 05148

Price$2,850,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4762997

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 8
  • Bathroom 8
  • Acreage 92.21

The romance of a classic Vermont farmstead with all modern conveniences - Maple Tree Farm evokes the pastoral calm of old Vermont with a beautiful 1996 reimagination of a white clapboard farmhouse in a 92- acre setting of fenced meadows, towering pines, and a pond. Privacy, views, close to major ski areas and restaurants, post and beam barns and equestrian amenities: ten stalls, indoor riding arena, and a newly renovated three-bedroom apartment. The 7,700-square-foot, 8-bedroom main house is open and bright with high ceilings, wide pine floors and beautiful detail.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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111 Marcia Lane Dorset VT 05251

Price$2,790,000

Est. Mortgage: $/month

MLS Number 4751159

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

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

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4263 Main Street Manchester VT 05254

Price$2,750,000

Est. Mortgage: $/month

MLS Number 4766421

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 6
  • Acreage 28.75

Glebelands is an extraordinary estate property hidden away in the center of Manchester Village.i A private circa 1900's colonial main house with multiple outbuildings, 2 apartments, 4 garages, trails and more. Set back on +/-28.5 private acres with 2 ponds including a waterfall on Munson Brook- Incredible private setting! Formal gardens, specimen plantings and trees/orchard throughout the property. The main house has 4 bedrooms, 6 bathrooms, great room, 1st floor master suite, library all with beautiful original details. A great village location and incredible opportunity. First time on the market in 35 years!

Listed by Eric Nathan of Nathan Auction & Real Estate Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1251 West Road Manchester VT 05255

Price$2,650,000

Est. Mortgage: $/month

MLS Number 4762627

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 5
  • Acreage 7.05

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: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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Copyright 2019 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 24, 2019.