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Single Family Homes for Sale in Vermont

Scroll down to browse single family homes for sale in the Woodstock region of Vermont. Contact Williamson Group Sotheby’s International Realty if you have any questions or if you would like to schedule a time to visit a home. Create an account to save your favorite homes and to receive email notifications when similar listings become available. 

2034 Long Hill Road Woodstock VT 05071

Woodstock, VT2034 Long Hill Road

Price$9,250,000

Est. Mortgage: $/month

MLS Number 4943673

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 8,921

High up in the hills above South Woodstock, Little Baldy Hill Farm is set among rolling meadows with sweeping views of the Green and White Mountains. The 295 acre property offers complete privacy, miles of trails through spectacular classic Vermont landscapes, and a compound with every amenity carefully considered. Inspired by travels through Europe, the house was designed with a romantic, and very comfortable, take on country living. Arched windows and hallways, vaulted ceilings, a rounded tower and a great hall with a massive stone fireplace give context to spaces for gathering with friends and family and cozy nooks for reading. The property embraces its setting: taking in the views and light, with French doors inviting a walk in the courtyard gardens and the stone terrace, a splash in the pool, and quiet puttering in the greenhouse. The main house has four bedrooms en suite with a first floor primary and guest suite. The three-level carriage barn has a one bedroom guest apartment on the top floor. A ramp to the second floor allows for the storage of cars and carriages or makes for a great party barn or studio. Also on this level is a 5 stall stable with wash stall. The lower level houses a heated workshop and plenty of room for toys. The grounds include a tennis court, barn and pond and miles to explore. High speed internet. Surrounded by large landowners and yet close to GMHA and the South Woodstock Country Store. 2.5 hours to Boston. Delayed showings until 2.28.23

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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41 Davison Lane Lyme NH 03768

Lyme, NH41 Davison Lane

Price$5,500,000

Est. Mortgage: $/month

MLS Number 4967463

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,294

HERMIT HILL FARM- One of the most rare and spectacular estates in the region, the property sits on 700 pristine acres minutes from Lyme Village and a very short trip to Hanover, home of Dartmouth College. The farm has been in the same family for generations. The area around the main house is idyllic, with rolling fields, a large swimming pond with beach, apple orchard, gorgeous landscaped grounds, quaint barns, and western views from several areas. The farm operated as an equestrian estate for many years and has a 11-stall central barn with solar array, large indoor riding arena, outdoor arena, and fenced paddocks with run-in sheds. There are miles of trails to explore the property, perfect for hikes, walks with the dogs, snowshoeing or x-country skiing, ATV riding, and mountain biking. The main hill on the south side of the house even once had its own ski-tow, later replaced by snowmobiles. The main house is spacious and sophisticated and has been expanded over the years to include a private bedroom wing and large great room for family gatherings. There are 5 bedrooms and 5 baths in total. The historic details of the interiors are beautiful- warm woodwork and original paneling with modern sophistication such as radiant flooring and top of the line appliances. The farm is in conservation but allows for potential subdivision and there is significant timber value. This farm is a true New England gem and needs to be experienced. Note: some interior photos were virtually staged.

Listed by David Donegan of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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322 Weed Road Hartland VT 05048

Hartland, VT322 Weed Road

Price$5,450,000

Est. Mortgage: $/month

MLS Number 4985551

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 4,286

Ferguson Farm is a restored, classic brick Federal home dating back to 1784, embraced by sugar maples and stone walls. Located just outside the village of Woodstock on a quiet gravel road, the property also features a four-level Shaker barn and offers views across 83 acres of undulating fields, woodlands, and a 4 acre swimming pond. What sets this place apart are those intangible qualities: a deep sense of belonging, classic beauty, and a relaxed, easygoing vibe. Thank years of good stewardship and thoughtful renovation for that. The main house, with four bedrooms and six baths, features a spacious farmhouse kitchen with an inviting sitting area by the fire. For the end of the day, take supper on the porch and soak in the views of the sun setting over the pond. The gardens yield a bountiful harvest of apples and flowers. The barn serves as a home for chickens and livestock, offering ample turnout space as well as a fantastic venue for gatherings, a guest bedroom, office accommodations, and bathroom as well as space for yoga or a gym. Plus, there's a workshop in the shed for when you want to tinker or be creative. An extensive network of well-maintained trails for riding, skiing or walking wind by the beaver pond, swimming pond and through the woods. In an area of large land holdings, just 10 minutes to Woodstock and easily accessed from Interstates 89 and 93 and the Lebanon Airport near Hanover.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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101 Old Coach Road Norwich VT 05055

Norwich, VT101 Old Coach Road

Price$4,895,000

Est. Mortgage: $/month

MLS Number 4982639

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 7
  • Square Feet 12,048

This extraordinarily beautiful home sits on a commanding 73.5+/-ac site with amazing views to the east, south and west. With approximately 8000 sq ft of finished space the property was designed to take full advantage of the natural beauty of its site, and yet it is only 1.5 miles from the center of the village of Norwich. Exceptionally well insulated throughout, the home has had a full time caretaker and has been beautifully maintained and upgraded over the entire period since it was built. The large main level includes 3 ensuite bedrooms, very spacious cherry-paneled living and family rooms, each with a Rumford fireplace an enormous glass roofed south-facing sunroom, large kitchen with superb pantry space, a fabulous home office and a roomy four car garage. On the lower level a large indoor swimming pool has ample changing areas and a spa room, as well as a second handsomely appointed office, a media room and a gym with full bath and sauna. The house has a total of 5 full baths and 2 half baths. Above the large garage is a studio space with built in Murphy beds, a kitchenette and a full bath: great space for visiting family. Large wine cellar on lower level and a generator which services the entire house. The property has a beautiful pond with striking views to the northeast, a tennis court and fabulous gardens, extensive stonework and elegant outdoor spaces. This house has rare beauty & is in a highly convenient location.

Listed by Jane Darrach of Martha E. Diebold/Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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476 Salt Ash Road Plymouth VT 05056

Plymouth, VT476 Salt Ash Road

Price$4,850,000

Est. Mortgage: $/month

MLS Number 4976477

  • Residential Single Family
  • Bathroom 6
  • Square Feet 9,153
  • Bedrooms 5
  • Construction Existing

Serena Lodge was inspired by the legendary William Rockefeller estate in the Adirondack Mountains, known as The Point, which the current owners so loved. The 9,000+ square foot home was thoughtfully designed to perfectly capture the inviting look and warm feel of the renowned five-star enclave. The long drive welcomes one to the residence, which rests atop a knoll by a crisp creek with small waterfalls that create constant water music. The Great Room, the heart and soul of the home, features a striking stone fireplace, floor to ceiling windows, two sitting areas, and an accessible kitchen framed by a thick granite counter. Outdoors, a barbecue terrace and stairs lead to the creek. In the east wing, the primary suite offers tranquil privacy with sitting area, fireplace, and balcony. The west wing has four more en-suite bedrooms and a designated family room. An open stairway leads to artist studio, office and sitting area in the loft. The 25 x 38 foot Adirondack Room in the lower level is for games and TV, with convertibles for extra sleeping. There is a bonus room with bath and a wood shop that doubles as a car park. The house is fully air-conditioned, has high speed internet and a generator. A short drive to both Okemo and Killington, the Hawk community is managed by Hawk Services providing all the services one could desire. Living at Serena Lodge can be quiet or social, as active or relaxed as you like. The possibilities are as broad and grand as the majestic home itself.

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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261 Old Stockbridge Path Mendon VT 05701

Mendon, VT261 Old Stockbridge Path

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4983694

  • Residential Single Family
  • Construction Pre-Construction
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 6,010

An extraordinary designed custom mountain home to be built by MOUNTAIN BOUND BUILDERS, LLC, Architecturally designed by R. Butler. Make an appointment today to start your journey and customize to your liking. Can be built off-site too. This 6010 sq. ft. masterpiece boasts a dramatic 40' grand entrance and three-sided fireplace, creating a warm and inviting ambiance. The heart of the home is a 56'x28' gourmet kitchen, complete with top-of-the-line appliances, granite counters, a pantry, and a 32' island - a chef's dream. Enjoy Vermont's summer beauty on the patio with stacked sliding doors revealing western sunsets, ensuring a memorable gathering. Elegant dining room, enhanced by Hubbardton-forge lighting. The great room provides a cozy spot for movie nights on a big-screen TV. The second floor boasts four bedroom suites, each accessible from an impressive open loft area with custom metal railings. The primary suite features a fireplace, a sitting area, and a luxurious bath. It is over 1,000 sq. ft. Additional features include a second primary suite and two other suites. Everyone lives BIG. The laundry room has two washer and dryer sets, and a versatile third-level loft is the perfect hideaway. Four heated his & hers garages can be adapted to your needs, offering potential additional rooms. Surrounded by the natural beauty of the 6-acre private setting. The mountain lifestyle beckons, with KILLINGTON 11 miles away and year round activities with VT's largest freshwater lake.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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2051 Gold Coast Road Bridgewater VT 05091

Bridgewater, VT2051 Gold Coast Road

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4957886

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,562

Peace. Tranquility. Location. Huge views. Every facet considered. Wolfstar was extensively reenvisioned in 2008 by prominent Vermont architect David Beilman. Beautifully maintained and offering complete privacy on just under 15 acres, the 3,562 sf shingle-style home offers a compact footprint: first-floor primary suite, three additional bedrooms, 3 1/2 baths and a glorious 2013 multipurpose studio attached to the 2 car garage. The fine craftsmanship and attention to detail and carefully thought out design (beautiful wood detail in the high ceilings, wide plank oak floors and many unique features) combine for a serene, embracing atmosphere. The floorplan makes for easy indoor/outdoor living and encourages time together with friends and family, whether around the comfort of one of the four fireplaces on a wintry night, or from the screened-in porch lingering over summer suppers. Light and color play over the Green Mountains, with sweeping views out the front and intimate woodland scenery from all rooms, including the primary bath. Relax on the terrace. Gather flowers for the table in the mature gardens. Head out the back door for an "off-leash" hike or snowshoe. Offered turnkey with furnishings. High speed internet. 5.2 miles from the Woodstock Farmers' Market; 6.5 miles from Woodstock village; 10.1 miles from Killington and 2.5 hours from Boston. Delayed showings until 6.23.23

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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80 Lefebvre Road Randolph VT 05060

Randolph, VT80 Lefebvre Road

Price$3,450,000

Est. Mortgage: $/month

MLS Number 4979155

  • Residential Single Family
  • Construction Existing
  • Square Feet 12,067
  • Bedrooms 7
  • Bathroom 8

Escape to the tranquility of this inviting mountain retreat, offering unparalleled views of Killington, Pico, and the Green Mountains. Located just 2 miles from Exit 4 off I-89, this meticulously crafted home seamlessly blends comfort and luxury, providing an ideal haven for relaxation and recreation. Enjoy the kitchen designed to entertain featuring a built-in breakfast nook, double dishwashers, and a cozy sitting area with a Vermont Castings stove, complemented by a grand dining/living room adorned with a wood burning fireplace. Take in the best of Vermont's scenery from the generous screened porch, perfect for three-season dining and hosting family and friends. An en suite primary bedroom and office on the main level provide one-level living, while four en suite bedrooms and two additional versatile bedrooms upstairs make it easy to comfortably accommodate up to 16 people. There is also a private bonus space above the garage with a full kitchen and washer/dryer for extended guests or a caretaker. For wellness enthusiasts, there's a spacious fitness/entertainment room downstairs and a spa complete with steam room, sauna, and refreshing cold plunge pool with walkout access to the fields beyond. Step into the embrace of nature with a lovely heated swimming pool, clay tennis court, and access to over 25 km of trails for hiking, snow-shoeing, or cross country skiing.

Listed by Holly Hall and Fran Collins of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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318 Ebbin Lockwood Way Woodstock VT 05071

Woodstock, VT318 Ebbin Lockwood Way

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4966761

  • Residential Single Family
  • Square Feet 6,443
  • Bathroom 4
  • Bedrooms 3
  • Construction Existing

Serene, private, contemporary: Sited on a ridge above South Woodstock village, the 54 acre property offers complete seclusion in an elegant setting with an extensive network of trails. The three bedroom main dwelling is sleek and elegant, with an open floor plan crafted to take in the beauty of the site with abundant use of organic material designed to integrate the design with the surrounding Vermont countryside. The two bedroom guest cottage has its own garage and entrance off of Ebbin Lockwood Way. The 6,048 s/f main house and 1,584 s/f guest cottage were designed by architect, Michael Weinberger. The property was recently renovated: main house was upgraded and many new system improvements. From the stone terrace, there are views of a cascading waterfall flowing into a small Koi pond and perennial gardens. On the Northeast side, an outside sitting area takes in views of a long, rolling meadow with a pond and a glimpse of the local hills. The main house includes a detached garage with additional storage space. Less than 1/2 mile from South Woodstock Country Store and Kedron Valley Inn/Ransom Tavern and one mile from Green Mountain Horse Association. 25 min. from Mt. Ascutney mountain biking trails, 38 min. from Killington and 2:23 hrs. from Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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426 Roaring Brook Road Killington VT 05751

Killington, VT426 Roaring Brook Road

Price$2,975,000

Est. Mortgage: $/month

MLS Number 4977967

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 4,321

Stunning home, amazing location! This beautiful home has expansive mountain views in a relaxing Vermont setting. Enjoy total privacy while being less than half a mile to the downtown restaurants, and less than 2 miles to the Killington Base lodges. This property has the extraordinary combination of golf course frontage, & unobstructed vistas of the Killington Mountain range. The recent renovations by renowned architect Steve Fenn include large round custom windows, wide plank white oak quarter sawn flooring & natural Vermont granite, which are seen throughout this magnificent home. The open floor plan is ideal for entertaining. The chef's kitchen & large connected dining room are steps from the sunroom with its floor to ceiling windows that integrate the 1.5-acre landscape. There is also a main floor guest bedroom and full bathroom. The generous newly added master en-suite on the upper-level features breathtaking year-round mountain views. This floor also has an additional bedroom and full bathroom. Visit the first floor to discover a family room with a fireplace, kitchenette, two offices, a full bathroom, an additional sunroom, as well as access to the outdoor hot tub. You enter the home via the custom post & beam four vehicle carport. The property has an equally impressive fully furnished & equipped studio located above the heated detached two-car garage. Meticulously designed, constructed, & maintained, this exceptional home will be enjoyed for generations to come.

Listed by Bret Williamson of Killington Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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311 Densmore Hill Road Hartland VT 05048

Hartland, VT311 Densmore Hill Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4984388

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,008

A property that epitomizes what is meant by spectacular Vermont views! With over 100 acres of quality land the opportunity is presented for construction of an unparalleled residential compound! The owners have meticulously maintained the property to the highest standard! Extensive trails meander throughout providing recreation opportunities for equestrians, nordic skiers, snowmobilers, runners and hikers! At the summit of these trails is a gazebo, with a nearly 360 degree panoramic view of distant mountains and several ski areas! For immediate enjoyment of the property, a well constructed 2 bedroom 2 story cottage is in place. This delightful home replicates the timeless appearance of a classic Vermont Sugarhouse. Well conceived living spaces benefit from mesmerizing long range views of distant mountains, water views of a large peaceful pond and of lush nearby fields. Quality infrastructure well sited on the property include a large 6 bay garage/barn, 2 stall horse barn with run-in and attractive split rail fenced area, and 3 sided oversize pole barn. The location of the estate is difficult to duplicate! Just 3.5 miles away is historic Woodstock Village with amenities of shopping, dining, and cultural events. Equally close is South Woodstock Village and the equestrian center of The Green Mountain Horse Association. The site of the cottage is totally private! Surrounding open land provides sun! The potential of additional quality building sites is obvious! Location and views!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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149 Hawk Hollow Lane Plymouth VT 05056

Plymouth, VT149 Hawk Hollow Lane

Price$2,900,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4982073

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 7,794

Wright Way, a majestic four-bedroom, four-and-a-half bath home, began as a dream to reflect the brilliant architecture of Frank Lloyd Wright. It took five years for this prairie style masterpiece to emerge, showcasing horizontal lines, open spaces, and natural materials. The elegant foyer leads to an open floor plan adorned with polished hardwood floors, skylights, and floor-to-ceiling windows. The living area, spanning 40 feet, features a grand double-sided stone fireplace and a mohair rug woven in Tibet for the owners-designed to resemble the carpet in FLW's Robie House. The library is walled with built-in bookshelves. The south wing houses a gourmet kitchen with large windows and a unique breakfast bar. In the north wing, the primary bedroom provides a tranquil space with rich woodwork, gas fireplace, opulent bathroom, and walk-in closet. Guests are captivated by the three-story blue glass staircase which pays homage to FLW's Falling Water and leads to the loft with 360-degree views. The lower level comprises three en-suite bedrooms, a wine cellar with tasting room, a bar and game room, and a exercise room plumbed for a future stationary pool. "Annie's Cozy", a delightful three-season porch, suspends over the pond. Set on four-plus acres surrounded by hiking trails, the property is halfway between Killington and Okemo, close to lakes, and a short drive to Woodstock. This distinctive residence is within the Hawk Resort community, “where privacy is the ultimate luxury.”

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 February 24, 2024 7:07 AM EST