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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. 

249 Bragg Hill Norwich VT 05055

Norwich, VT249 Bragg Hill

Price$8,000,000

Est. Mortgage: $/month

MLS Number 4883128

  • Residential Single Family
  • Bathroom 9
  • Square Feet 9,621
  • Construction Existing
  • Bedrooms 6

Huge views, big land, near everything: Hard to imagine that a nearly 200 acre hilltop estate is within walking distance of the village of Norwich. With the scale, sweeping views to the White Mountains, complete privacy and presence of one of the great Vermont country properties, Highlander is just over a mile to Dan & Whit's and the green. The home and barns are built on the site of an old hilltop farm with massive sugar maples, stone walls, hayfields, managed woodlands, and ponds for swimming and wildlife. The home is elegant and comfortable with an indoor/outdoor flow. Relax and take in the views on the patios and porches or supper in the summer room, which opens out to the pool. At the heart of the house is the capacious, recently renovated, kitchen. Extensive perennial gardens unfold throughout the summer, & an edible landscape yields apples, pears, peaches & berries. An active, outdoorsy family shaped the character of Highlander. Many sets were played on the tennis court and active equestrians grew from ponies to top-flight competitors in the roomy 6 stall stable and on the trails. Kids learned hard work bringing in the hay. The swimming pond converts to pond hockey in the winter, & the other 3 ponds host diverse wildlife all year round. The family hosted an annual cider pressing, skied on the trails & raced on sleds down the long meadows. 2 bedroom apartment over 4 bay equipment barn. Easy access to AT trail.

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

$
$
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$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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18 The Green Woodstock VT 05091

Woodstock, VT18 The Green

Price$4,500,000

Est. Mortgage: $/month

MLS Number 4895993

  • Residential Single Family
  • Bathroom 8
  • Square Feet 5,142
  • Construction Existing
  • Bedrooms 6

Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town's finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort and convenience. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980's, providing a Great Room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef's kitchen, all located on the main level. There is a guest suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and gardens.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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4 Bond Street Woodstock VT 05091

Woodstock, VT4 Bond Street

Price$4,350,000

Est. Mortgage: $/month

MLS Number 4877059

  • Residential Single Family
  • Village Woodstock
  • Bathroom 5
  • Bedrooms 7
  • Square Feet 5,306

4 Bond Street stands in a prominent but discrete location in the center of the village of Woodstock, VT. Distinguished on many levels, the property represents an incredible opportunity for the next owner to take stewardship of what is undeniably a unique historical American architectural treasure. The multi-generational home of the Billings family, 4 Bond Street has been home to both a Governor and a Chief Justice of the Green Mountain State. The legacy of the family is significant in the historic preservation and land conservation of the area. The first period brick Federal has been modified and expanded over the last two centuries but still retains much of its original historic character through the preservation of its defining architectural materials, design, adornments, and room proportions. Quarter sawn, clear white oak floors, waxed to show their extraordinary beauty and durability over the last 200 years grace the interior. Preserved period mouldings, chair rails, built-in cabinetry and bookshelves can be found throughout. Set on over one and a quarter acre with frontage on the Kedron Brook, the property is unique for its setting and size. A detached three car barn/garage sits at a pleasant distance from the main house. 4 Bond Street is a once in a lifetime opportunity to take stewardship of a rare historical asset as well as an opportunity to make an extraordinary home in the heart of one of America's most beautiful villages.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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10 Tavern Lane Lyme NH 03768

Lyme, NH10 Tavern Lane

Price$3,900,000

Est. Mortgage: $/month

MLS Number 4896071

  • Residential Single Family
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,508
  • Construction Existing

Ideally sited at the end of a private drive on a southwest facing plateau with views across the Connecticut River Valley and into the Green Mountains of Vermont, Tavern Ledge Farm offers one of our area's finest examples of the craftsman-inspired Adirondack Mountain style. Set on 75 acres, the home is positioned to take maximum advantage of the views and incomparable sunsets. The main house, with oversized windows that allow for an abundance of natural light, features an open floorplan ideal for both entertaining and comfortable relaxation. A dramatic fieldstone, two-sided wood-burning fireplace divides the living and dining areas. A chef's kitchen features high-end appliances and luxury amenities with a large pantry and first-floor laundry behind sliding barn doors. The adjacent family room has a gas burning fireplace and access to the three-season screened porch. The mudroom entry offers built-in storage and entry to the 3-car garage. Upstairs is the main bedroom suite with a gas fireplace, 3 additional bedrooms, an open loft study, and a spacious rec room over the garage. Stone walls, a large stone patio, custom in-ground hot tub, perennial gardens, apple trees and a chicken coop complement the acreage immediately around the home. Additionally, the property features a recently constructed, solar-roofed multi-purpose building with kitchen and bath and a substantial auxiliary garage and storage barn. Located minutes from the center of Lyme and a short drive to Hanover, NH.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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5518 Vermont Route 12 Barnard VT 05031

Barnard, VT5518 Vermont Route 12

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4882340

  • Residential Single Family
  • Bathroom 6
  • Square Feet 7,619
  • Construction Existing
  • Bedrooms 6

Weddings, events, retreats; this property can be reimagined as a boutique hotel, retreat center, or stately residence! Located minutes from Woodstock, in quintessential Barnard, the attractive and welcoming “Barnard Inn” has been a fine residence since 1796 and in recent decades a destination restaurant. Currently it is well known for catering many distinguished destination Vermont wedding events! Being commercially sound with all permitting and infrastructure in place, many turnkey opportunities exist! Nestled on 10 acres are manicured perennial gardens, lush meadows and working gardens. Walking paths lead to a secluded romantic wedding site at a pond! Owners have created an extensive and appealing private residence within the main brick building. Enter up stairs to a deck, and you'll walk into a sprawling designer kitchen. Continue on to a large living room, 5 bedrooms, family rooms and private spaces. The main building front entrance leads to 3 historic elegant formal dining rooms and an updated state of the art restaurant kitchen. Down the hall is a tavern, with 2 dining areas and a classic tavern bar. Large windows overlook the garden and fire pit area. A detached barn presents a dramatic turnkey event venue! Newly renovated studio apartment below the event barn is perfect for guests who value private space. It is currently used as a highly popular short-term Fine dining and event hosting is established! Transformation into a private estate residence is a potential use!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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1341 Little Sunapee Road New London NH 03257

New London, NH1341 Little Sunapee Road

Price$3,000,000

Est. Mortgage: $/month

MLS Number 4904110

  • Residential Single Family
  • Square Feet 3,450
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4

You will love this private, sunny location with wide water views located on 255+/- shoreline of pristine Little Lake Sunapee ( a 472 acre lake) This property has been in the same family for 45 years and well enjoyed by all who have visited in any given season. The house has 3 bedrooms, 3.5 baths, a cathedral ceilinged living room with wood fire place, dining room with gas stove hearth, den with accessible bathroom, closet and door out to deck. Also, includes a welcoming foyer, mudrooom and laundry area. The large, south facing deck will provide many fond memories of well deserved relaxation and entertainment opportunities. A one car attached garage as well as a 3 bay storage barn and small storage cabin by the water complete this very distinctive property only minutes to the center of New London and all of its' amenities. Easy access to Rt. 89 too. COME TAKE A LOOK!

Listed by Emily Campbell of BHGRE The Milestone Team

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$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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210 Bear Hill Road Plymouth VT 05056

Plymouth, VT210 Bear Hill Road

Price$3,000,000

Est. Mortgage: $/month

MLS Number 4907489

  • Residential Single Family
  • Bathroom 8
  • Square Feet 8,309
  • Bedrooms 6
  • Construction Existing

"Bear Hug Den" is the ultimate private escape. First time offered on market. This exquisite multi-level contemporary mountain estate is located minutes to Killington, Okemo/Jackson Gore and Woodstock. This post and beam masterpiece was created by architect Robert Carl Williams and was constructed by Moore Construction. Perhaps one of the finest estates in the heart of the Green Mountains. You must tour this gem to appreciate its fine beauty and great attention to every detail. The interior of the residence has elegant finishes throughout. The spacious open concept main level is ideal for entertaining with loads of glass to savor the mountain views, soaring ceilings, three fireplaces with extensive floor to ceiling stonework, and a professional chef's kitchen to fall in love with. The home has 6 en-suite bedrooms and sleeps 22 comfortably. Amenities to enjoy is a state of the art fitness center, steam room, sauna, recreation room, an outdoor stone custom built hot tub that seats 10+, and large outdoor firepit with beautiful Adirondack style chairs. The home has radiant floors on every level, central AC, whole house Kohler generator, Sonos sound system inside and out, and state of the art security system. This magnificent estate is being sold professionally furnished and totally turnkey. The property has sweet 180 degree mountain views and is located slopeside to Plymouth Notch Ski Area. VAST snowmobile trails, endless hiking/ mountain biking & pristine lakes are minutes away!

Listed by Alexandra Lemesciuc and Marni Rieger of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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4281 Rush Meadow Road West Windsor VT 05089

West Windsor, VT4281 Rush Meadow Road

Price$2,950,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4895074

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 4,281

“RUSH MEADOW” is the most perfect example of a “Modern Vermont Farmhouse” that we have ever listed for sale. Over the past 3 years, the current owner (a designer and co-founder of Farmhouse Pottery) completely gutted and transformed a 1,700 sf Vermont farmhouse (c. 1800), adding two new-construction additions that nearly tripled the finished area of this spectacular residence. The 3 downstairs rooms of the original farmhouse were opened end-to-end into a stunning oversized gourmet kitchen and dining room with wood-burning fireplace. A large glass-and-steel sliding door opens the kitchen to the spectacular 26x32 great room with vaulted ceiling, oversized black-metal frame farmhouse windows. Wide-plank radiant-heated oak floors and white plaster walls in new addition areas. An oversized main level primary BR suite with ensuite bath and walk-in closet. Downstairs a radiant-heated concrete floor rec/mudroom is perfect as a separate hangout/game/TV room. All new mechanicals, insulation, windows, roof, and automatic backup generator. The original upstairs farmhouse bedrooms and baths were also renovated, while retaining the original 1800s farmhouse charm and character. The land component includes two ponds, open pastures, a stream and a wonderful horse-barn with stalls and hayloft is also used for winter car storage. The property is part of the GMHA horse trail network. 16 mins to Woodstock and 6 mins to South Woodstock. See property website for virtual walkthrough.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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40 Wolfeboro Road Hanover NH 03755

Hanover, NH40 Wolfeboro Road

Price$2,750,000

Est. Mortgage: $/month

Pending

MLS Number 4901282

  • Residential Single Family
  • Construction Existing
  • Square Feet 7,205
  • Bedrooms 6
  • Bathroom 6

This stunning Hanover home sits high on a hill surrounded by conservation land, on the most scenic road in Hanover. With 180 degree views to Ascutney, Okemo and Killington, you will rarely get such an exquisite private setting on 9 acres, just 8 miles to town. The main house, which has been totally renovated, is complimented by spacious sun-filled rooms with oversized windows. One will enjoy the open concept on the first floor which combines the large kitchen, dining room and living room, with an elegant fireplace. All complimented by large windows facing the dramatic views! On the second floor, the home boasts 4-5 bedrooms, 2 sharing a new full bath, the master with a full ensuite bath and office and the 4th and 5th bedroom, each with their own new ensuite bath. Bedrooms?, offices?, au pair space?, it will all work. The walk-out basement has a large rec room, office and plenty of storage. Hi-speed internet service-20 megabits download speed, 1.5 megabits upload speed. The final coup de gras is the fabulous new guest suite with long range views situated over the 4-car garage. Located on a dead-end road, with only 2 other residences, this unique offering awaits its new owner.

Listed by Linde McNamara of LindeMac Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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360 Dean Hill Road Killington VT 05751

Killington, VT360 Dean Hill Road

Price$2,650,000

Est. Mortgage: $/month

MLS Number 4897079

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 8
  • Construction Existing
  • Square Feet 6,804

This magnificent 7000 sqft timber frame home sits on almost 3 acres in the heart of Killington. Enjoy the luxury of space as well as beautiful Killington trail views within 1/2 mile of restaurants, night life, & shopping. Enter the main house through an inviting central foyer w/generous storage space for outdoor gear. Alternatively, park your car & enter directly from a 3-car heated attached garage. The entry level of the house features a new kitchen w/walk-in pantry that would make anyone who enjoys cooking and/or entertaining thrilled. The kitchen space is open to a sitting area, dining area, & living room featuring floor to ceiling windows w/trail views of Killington mountain. A stone wood-burning fireplace runs from floor to ceiling in the center of the living space. A spacious master suite w/walk-in closets & full bath w/walk-in shower, double vanity & whirlpool tub complete the space on the entry level. A beautiful open stairway leads to a large great room w/gas stove overlooking the living area below. A guest room with 3/4 bath provides plenty of space for guests or family to stay, work, or play. A large studio apartment above, and accessible through the 3-car garage or the great room complete the space on the 2nd floor. The basement level features a full 2BR 2BA apartment accessible from the interior or an exterior entry. This level is complete w/exercise room/indoor pool, wine cellar, and storage space. The property is being sold w/separate garage & apt. Call now!

Listed by Heidi Bomengen of Prestige Real Estate of Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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189 Cliff Street Burlington VT 05401

Burlington, VT189 Cliff Street

Price$2,650,000

Est. Mortgage: $/month

MLS Number 4910874

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,967

Welcome to one of Burlington's most unique and historic homes! Built in the style of the French Second Empire, the structure was originally a grand central carriage barn with stables and tack rooms. Constructed in 1859, this home is one of only two remaining properties from LeGrand Cannon Estate. The building features a striking redstone exterior with iconic arched doorways and dormers, a slate mansard hipped roof and numerous oversized windows. The last two owners preserved the original charm and character of the home while updating all the systems over the last two decades including heating, wiring, and plumbing. Other notable upgrades include the kitchen, bathrooms, patios, stone walls, foundation, electronic gate, and oversized two car garage built in 2006 to match the style of the original carriage house. Enjoy this extremely private, elegant home nestled in the Burlington Hill Section.

Listed by Brian M. Boardman of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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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601 Sarum Hill Lane Randolph VT 05060

Randolph, VT601 Sarum Hill Lane

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4901204

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 8
  • Square Feet 8,259

This 4-bedroom/8-bath architect designed, custom built home is beautifully sited on 131 landscaped and wooded acres and boasts extraordinary views of Vermont countryside at nearly every turn. A grand entrance and handsome cherry woodwork throughout underscore the craftsmanship and care that went into every detail of the home. The spacious chef's kitchen features a coveted large island with gas cooktop, wine cooler, double dishwashers for easy clean up, and a work space to research your favorite recipes, while the adjacent sitting area welcomes you with the warmth of a propane fireplace. Enjoy lovely long-range views and beautiful sunsets while entertaining guests in the dining room, or gather in the living room around the comfort of the wood-burning fireplace. Completing the first floor is the main bedroom suite, two walk-in closets, and two separate bathrooms, one of which has a large soaking tub. The second level has three generously-sized bedrooms, all with en-suite bathrooms, as well as a separate private office space. The third level is finished with a very flexible layout, suitable for a game room, bunk area, or family room. On the lower level is a home gym and den with a propane fireplace, wet bar, and steam shower. The conveniently attached three-car heated garage also features a custom car wash station. Expansive patio with hot tub and seemingly endless acres to explore. All is conveniently located minutes off Interstate 89, 2.5 hours from Boston.

Listed by Holly Hall of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.1% last updated on May 26, 2022
* 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 2022 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 27, 2022.