Woodstock Vermont Luxury Homes Over $1 Million

1959 Cox District Road Woodstock VT 05091

Woodstock, VT1959 Cox District Road

Price$9,750,000

Est. Mortgage: $/month

MLS Number 4792976

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 9
  • Square Feet 9,515

Woodstock Farm is a modern architectural masterpiece and landmark work by award winning and internationally recognized architect Rick Joy. Based on a conceptual framework that draws from the simplest archetypical forms, this dramatic stone and shingle house and counterposed barn is set on over 200 acres of Vermont countryside minutes from the picturesque village of Woodstock and in close to ivy league Dartmouth College in Hanover, New Hampshire. Melding effortlessly into the Green Mountains, the property is sensationally experiential in nature and the design is executed with the sharpest attention to craft and detail. Drawing directly from the architectural vernacular of the rural northeast, the tension between the historical and contemporary is conveyed, to paraphrase the architect, through the massive character of the walls, through the qualities of light and dark, through spatial movement and through atmosphere. The four-bedroom main residence offers a 152-foot elongated gable house with massive end walls of quarried Lake Champlain bedrock and cedar cladding on the roof and side walls. Extraordinary, unique and exceptional in every way, Woodstock Farm presents the opportunity for a new owner to acquire an important piece of the history of modern architecture, an incomparable lifestyle, and a work of art.

Listed by Richard Higgerson of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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1532 Happy Valley Road Woodstock VT 05091

Woodstock, VT1532 Happy Valley Road

Price$2,895,000

Est. Mortgage: $/month

MLS Number 4760962

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 6,500

This contemporary cape with classic Vermont lines is built on the history and character of two fully reconstructed antique post & beam frames. Architect designed, premier builder, and unquestionably one of the nicest homes in Woodstock. It has a newer cedar shake roof and has been completely re-sided with beautiful cedar shingles in 2019. There is beautiful interior space, newly created guest quarters, four working fireplaces, high-end master bathroom finishes, and 55.76 acres of playground. Soaring cathedral ceilings, a gourmet kitchen with a huge walk-in pantry, 6 burner Wolf gas stove, a large double door Sub-Zero refrigerator, and even space for a kitchen herb garden. The look and feel is classic Vermont charm with all the modern conveniences of the 21st century. Five (5) bedrooms, four (4) bathrooms, and over 6,000 sq-ft of living space finished to an exacting level of detail. The massive central stone fireplace, magnificent P&B frames, and old wide plank floors make this a one of a kind Woodstock retreat. The grounds have a duck pond, ancient stone walls, mature maple trees, a four car garage, a substantial 4-stall timber frame horse barn with hay storage, and 20 acres of open meadows. Happy Valley Road is on the exclusive easterly side of town with quick access to major metro hubs and downtown Woodstock. Close to trails for biking, hiking, snowmobiling, or horseback riding. This private setting is just gorgeous and the perfect quintessential Vermont retreat.

Listed by John Bassette of Bassette Real Estate Group

$
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$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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BYBROOK FARM - EXQUISITE, HISTORIC, RENOVATED

327 Fletcher Schoolhouse Road Woodstock VT 05071

MLS Number 4796716

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 6,308

To view the full property website dedicated to Bybrook Farm, click the link below:   www.bybrookfarmvt.com         Bybrook Farm is a picturesque country estate, built in 1797, and completely restored with historic integrity and deluxe amenities, including custom hand-planed cabinetry and finishes, reclaimed wood floors, hand hewn beams and decorative painting by renowned artist Kevin Paulsen. Sited on 26 acres, with an exquisite brook that meanders throughout the property and leads to a picturesque spring fed pond. A rare combination of brook, pond, rolling hills, forest, mature gardens, and original stone walls, complete with charming farmhouse, classic wooden bridge and quintessential Vermont red barns. The best of serene country living with easy access to downtown Woodstock and nearby equestrian, golfing, tennis, skiing, restaurants, spa and fitness facilities. 5 bedrooms in the main house, and guest house and 2 separate kitchens provide for cozy relaxation or entertaining friends and relatives. Settle in on the stone terraces or open air porches that overlook the rushing brook and pond. Take a nature walk in the forest; ice skate on the pond; snow shoe or cross country ski right out your back door. The corporation which is the legal owner of this property is subject to a federal bankruptcy filing, and any agreements with respect to the purchase and sale of this property will require approval from a Federal bankruptcy court. Excellent location just a short walk to the Kedron Valley Restaurant, South Woodstock Country Store, 2 mins to GMHA and 10 mins to Woodstock Village Green.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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28-32 The Green Street Woodstock VT 05091

Woodstock, VT28-32 The Green Street

Price$1,999,000

Est. Mortgage: $/month

MLS Number 4798172

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bathroom 10
  • Bedrooms 9

3 attached residences, on picturesque Woodstock Village Green! 2 elegantly proportioned brick townhouses, with an attached circa 1830 traditional clapboard home! The gracious interiors, of the brick townhouses, feature attractive antique detailing, high ceilings, multiple fireplaces. The western townhouse, 30 The Green, is fully renovated by quality craftsmen. Ground level is an open floor plan featuring stylish kitchen, dining area, living room with fireplace, and a half bath. A 2nd floor is dedicated to a large primary bedroom, with ensuite bath and walk-in closet! A 3rd floor has 2 comfortable guest bedrooms and full bath. The eastern townhouse, 28 The Green, presents antique detailing, exposed beams, wood flooring, 9 foot ceilings, 3 fireplaces and opportunity to renovate a traditional 3 level home, to suit one's taste. The traditional clapboard #32 The Green has a tastefully renovated contemporary interior with 3 bedrooms, 3 baths, and a finished lower level. Off street parking and a detached 2 car garage are useful amenities. These Woodstock Village landmark properties present a unique opportunity! The 3 bedroom residence at #30 is turn key and luxuriously appointed, for immediate residency. The antique residence at #28 is a very rare opportunity to renovate a traditional Woodstock Village Green residence to indulge new owner's preferences. The clapboard home at #32 is stylishly contemporary and comfortable! All 3 present level walking to Woodstock Village amenities!

Listed by John Wetmore of William Raveis Woodstock

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$
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$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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2352 Curtis Hollow Road Woodstock VT 05091

Woodstock, VT2352 Curtis Hollow Road

Price$1,975,000

Est. Mortgage: $/month

MLS Number 4754974

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 5,611

Wild Berry Farm artfully expresses the soul of Vermont country living in a very private setting mid-way between Woodstock Village and the recreational activities offered year-round at Killington's ski area. David Beilman AIA designed the home in close cooperation with the owners and supervised the renovation and creation of the Craftsman style residence around the core elements of an 1812 farmhouse. The rooms are spacious and filled with sunlight cascading through windows providing ample opportunity to enjoy views of the changing seasons. A deep water swimming pond, expansive perennial, herb and vegetable gardens surround the home. The various water courses and springs support a remarkable wild berry crop that sustains a variety of wildlife. The old farmstead is now covered in northern hardwoods with a patchwork of fields and natural meadows connected by a vast network of trails for hiking, biking or horseback riding. Fiber optic and a net-metering solar array provide 21st Century cutting-edge IT in a setting intended to preserve the virtues of a quiet rural life. A wonderfully tranquil place to restore yourself.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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97 & 99 Darling Road Woodstock VT 05071

Woodstock, VT97 & 99 Darling Road

Price$1,575,000

Est. Mortgage: $/month

MLS Number 4767586

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,749

High Riding's 75.5 acres with panoramic views from Mt. Ascutney to Mt. Washington comprise one of the most beautiful land parcels in Woodstock and includes two separate residences, two garages and stables. Architect Harvey Stevenson's (NYC Mayor Fiorello LaGuardia's “chief architect”) 1962 modern design at 99 Darling Road embraces the striking layered views of meadow, near hillsides, and distant mountains. The 2,365 square-foot interior OF 99 blends Japanese-style simplicity with Vermont provenance, such as curved walls of a honey-colored butternut veneer, curly maple on the stairs, and birds-eye maple on the kitchen cabinets. The large main level master bedroom is paired with two additional bedrooms on the garden level, which opens to a covered patio. A detached two-car garage is conveniently accessible. The “Studio” at 97 Darling Road, a 2,384 square-foot separate building, has a 2-bay garage, 3 offices (or living) areas on the first level, and a completely equipped two-bedroom guest apartment above with lovely North light and near and long-range views. A private deck leads down to the stone patio. The landscape combines birch and maple glades with mature specimen trees of many varieties in a park-like setting, naturalistic plantings, perennial gardens and dramatic stone steps leading down to a swimming pond. There are over 800 sugar maples- tapped for maple syrup, apple trees, well maintained pastures, forest, private riding and hiking trails and a 3-stall stable.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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28-30 The Green Street Woodstock VT 05091

Woodstock, VT28-30 The Green Street

Price$1,450,000

Est. Mortgage: $/month

MLS Number 4796400

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6

Prominently situated, on the picturesque Woodstock Village Green! This elegantly proportioned brick townhouse is comprised of 2 distinct residences! Complimenting the stately brick exterior are gracious interiors, with attractive antique detailing, high ceilings and multiple fireplaces. Located in the western portion of the townhouse, #30 The Green has been totally renovated by quality local craftsmen. The ground level has an open floor plan featuring a stylish kitchen, a dining area, a living room with wood burning fireplace, and a half bath. The 2nd floor is entirely dedicated to a large primary bedroom, with ensuite bath and walk-in closet! On the 3rd floor are 2 comfortable guest bedrooms and a full bath. Located in the eastern portion of the townhouse, #28 The Green presents antique detailing, exposed beams, wood flooring, 9 foot high ceilings, 3 fireplaces and the opportunity to renovate a traditional 3 level home, to suit one's taste. Off street parking, with a detached 2 car garage, is a useful amenity of the townhouse. This Woodstock Village landmark property presents a unique opportunity! The 3 bedroom residence located at #30 is turn key and luxuriously comfortable, for immediate residency. The antique residence at #28 is a very rare opportunity to renovate a traditional Woodstock Village Green residence to indulge a new owner's preferences. The location is excellent! Level surface walking to all of the numerous amenities of Woodstock Village awaits the new owner!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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343 Spruce Way Woodstock VT 05091

Woodstock, VT343 Spruce Way

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4710997

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,216

This is one that you absolutely have to see! Pictures simply cannot capture the warmth, functionality and tranquility of this very special property. Located on a private dead-end road in the Cox District region of Woodstock just 8 minutes from the Village Green. The pristine long-range views can be appreciated from every room. Every inch of this lovely post and beam cape has been tastefully renovated to the highest standard with new chef's kitchen, bathrooms, systems, solar and generator. Each of the four bedrooms has it's own private bathroom. Lovely screened porch and deck overlooking stone walls, perennial beds and the view beyond. Brand new barn with separate farm road entrance, open pasture and a magnificent interior trail system. Walk out lower level with family room, office and guest accommodation. Spacious, private heated room above the attached three car garage for studio, recreation room or for home occupation. Excellent equine potential.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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28 Pleasant Street Woodstock VT 05091

Woodstock, VT28 Pleasant Street

Price$1,209,500

Est. Mortgage: $/month

MLS Number 4754916

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

One of a kind! Woodstock Village! A professional designer's well conceived compound. The stylish main residence is complimented with both a delightful detached 2 bedroom guest house and a large 36x24 studio/workshop. The length of the tranquil landscaped rear grounds, lush with spectacular gardens and leading to accessible Ottauquechee River frontage, is an unexpected surprise! In the main residence, the principal rooms feature generous dimensions and careful attention to detail. On the main level, a spacious kitchen, with full size informal dining area, opens in 3 directions, to either a fire-placed living room, a dramatic formal dining room or a large 16'x10.5' screened porch. On the second floor are 2 guest bedrooms, full bath, and a primary bedroom, with ensuite bath. On the 3rd level, a large unfinished attic presents endless potential! The detached guest house is perfect! On the ground level is a living room, with vaulted ceiling, a kitchen with a panty, a mud room and a bedroom with 3/4 bath. A second floor loft bedroom is 21' long! Separately, the free standing 36'x24' studio/workshop has potential only limited by your imagination! Truly an ideal property for combining residential use with a home occupation! The front view of the property has the expected classic New England appeal that typifies the residences of Woodstock Village. While the long private rear lawn, with professionally designed gardens, and accessible river frontage is an unexpected surprise!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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21 Mountain Avenue Woodstock VT 05091

Woodstock, VT21 Mountain Avenue

Price$1,175,000

Est. Mortgage: $/month

MLS Number 4792749

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,657

An extraordinarily rare opportunity to acquire an historic home in one of Woodstock Villages most desired locations. Mountain Avenue offers a unique combination of a five minute walk across Woodstocks famous covered bridge to every Village amenity while providing direct access to the Mount Tom trails, Marsh Billing Rockefeller National Park carriage roads and nearby Faulkner Park. Graciously proportioned in traditional Gothic Revival style, this 1849 brick eyebrow Cape sits on just over an acre of land and presents a new owner with just over 3600 square feet of conditioned space. Set on a slight rise above Mountain Avenue, the property is accessed by a shared driveway and is surrounded by established perennial gardens, open lawns, a fenced brick courtyard and stonework. Sensitive modifications of the interior over the years have created an open kitchen, dining and family room that serves as the communal gathering area of the home and is further enhanced by the warmth of a Vermont Castings wood stove. The design offers volume through the sun filled interior spaces with gleaming maple floors, original windows and many other preserved architectural features and details. Five bedrooms and four baths include an expansive and private master bedroom suite on the west end of the second floor and offers lovely views of the back lawn and the mixed northern hardwood forests of Mount Tom. An exceptional opportunity to be at home in the heart of Woodstock Village! Showings begin 2/15/2020

Listed by Richard Higgerson of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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Walk to Woodstock village, custom built home!

2 Border Lane Woodstock VT 05091

Woodstock, VT2 Border Lane

Price$1,150,000

Est. Mortgage: $/month

MLS Number 4755461

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 3,996

For high resolution photos and other details, please visit the property-specific website for 2 Border Lane by clicking here: www.borderlanewoodstock.com   Traditional yet open floorplan design - Architecturally designed and custom-built residence in an excellent area, walking distance to the village. The property is tucked away with lovely landscaping and views of Mt Tom from many rooms of the house. The house has a traditional feel (including formal foyer, traditional staircase, formal dining, separate living room) yet - with an open floorplan concept. Designed for 1-level living, the attached two-car garage walks through a mudroom hallway to the large open kitchen with sitting area and woodstove, which adjoins the formal dining room that has views of the living room fireplace, the patio and Mt. Tom. The master bedroom suite with walk-in closet and en suite bath and a second bedroom with ensuite bath are on the first floor. Upstairs are two large bedrooms, each with an ensuite bath and high ceilings, plus a fabulous bonus room with large windows looking at Mt Tom, and a cathedral ceiling. The bonus room could serve as an upstairs rec room, office or playroom. Beautifully landscaped with a mix of gardens, lawns and - at one time - a regulation croquet court!. The classic, large stone patio plus a separate gazebo make for a wonderful mix of indoor and outdoor enjoyment and entertaining. Newer mechanicals, central air in 1st level bedrooms, security system and more. If you are looking for a beautifully designed, well-built and maintained home, walk-to-village yet privately situated, this is a must see!

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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 April 2, 2020.