Luxury homes for sale & real estate in 05091, VT

Luxury Home for sale in 05091, VT:

Sorgenfrei, or "Carefree, " was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a testament to elegant durability. From the mahogany exterior to the handcrafted front doors and custom-wrought hardware, this spacious and meticulously considered home celebrates the skill of Vermont's most talented craftspeople. The unparalleled 180 degree views over the Woodstock valley are sp

Luxury Home for sale in 05091, VT:

Relax and enjoy the tranquil country setting of this lovely home in one of Barnard's more desirable neighborhoods. Once the summer residence of the Norman Williams family (Woodstock library benefactors) and known as the "Happy House", this home offers the charm of an old farmhouse combined with the comfort of modern amenities. The 5+ bedrooms include a primary bedroom with en-suite bath and a first floor bedroom with a full bath around the corner. The first floor also boasts a formal dining room with built-ins, a family room and living room both with fireplaces and a den/game room. Beautiful hardwood floors and wood beams adorn several of the rooms. The large updated kitchen is op

Luxury Home for sale in 05091, VT:

Charming Timber Creek Post and Beam Home in Vermont. Discover this stunning Post and Beam retreat, where rustic elegance meets modern comfort. The open-concept design creates an inviting flow, with a spacious kitchen that combines both style and functionality—perfect for cooking and entertaining. The great room impresses with cathedral ceilings, rich hardwood floors, and exposed beams, offering warmth and character. Step outside to a large screened porch and deck that overlook a meticulously manicured yard and provide serene views of the surrounding forest, immersing you in nature’s tranquility. On the main floor, a peaceful master suite awaits, while the lofted upstairs offers

Luxury Home for sale in 05091, VT:

Welcome to this private property on a quiet country road in desirable Reading, VT, just 4 miles from South Woodstock. Only 30 minutes to Okemo Mountain Resort and 35 minutes to Killington Ski Area! This spacious 4-bedroom, 6-bathroom home comfortably sleeps 12. This home was made for entertaining! The updated kitchen features high-end appliances, leading to a dining area. Off the kitchen, an inviting, bright sunroom with a pellet stove provides year-round comfort. Two living rooms, each with a fireplace, a mudroom, den, and a gathering area with a bar make this home ideal for entertaining. The first floor also includes a bedroom with ensuite bath and two hallway bathrooms. Upstairs, the pri

Luxury Home for sale in 05091, VT:

The melding of the convenience of a premiere Village residence with the privacy and peace of a country estate is a rare balance. The John Arnold Cottle House achieves just such a balance. The three bedroom two story brick Federal home, built in 1811, has a prominent position on the main street in South Woodstock hamlet. It’s setting belies the unique qualities the 2.7 acres offers. A drive to the lower level two car garage separates the main house and the renovated Kingley Barn, a two bedroom with loft guest house with a deck overlooking the Kedron Brook. There is a timber bridge crossing the Kedron Brook which accesses the open field and meadow and the two bay barn. The 450 feet of f

Luxury Home for sale in 05091, VT:

Spacious three-bedroom, three and one-half bath Contemporary home on Redfield Proctor Road. Perched on the ridge of Redfield Proctor Road, this stunning Contemporary home offers a perfect blend of natural beauty and modern comfort. Enjoy picture frame westerly views in the summer, enhanced by the refreshing breeze that comes from being nestled among hardwood trees. As the leaves drop, the view expands and is a marvel to see. The home is filled with natural light, benefiting from the warm morning sun and the beautiful evening glow as the sun sets. The main living space features a handsome brick fireplace and hardwood floors, creating a cozy yet elegant atmosphere. The bedrooms are comfortabl

Luxury Home for sale in 05091, VT:

MAPLE LANE FARM - With a sweeping, maple-lined drive, this property holds court in one of Pomfret's most beautiful neighborhoods. Seven perennial gardens offer beauty in every season - from the "Secret Shade Garden" (created during Covid spring) to the two 100' perennial borders to the "Dwarf Conifer Garden" (how they GREW!) - and nothing is more peaceful than a walk through the Paper Birch Grove. The 1850's main house was built to respect the land, making this home poised for entertaining both indoors and out. The kitchen communicates with a comfortable fire-lit living space and the formal dining room beyond. The family room is ideal for watching movies, assembling Libe

Luxury Home for sale in 05091, VT:

Enjoy a peaceful, park-like setting in the Broad Brook valley at one of Bridgewater’s most iconic farmhouses. Both floors of the home feature large rooms, high ceilings, and beautiful wide-board flooring. The main floor has a large eat-in kitchen with connected butler’s pantry/ mudroom, spacious formal dining room with views, living room, parlor, and a bedroom with a bath just outside the door. The main floor’s rooms are sunlit and flow together beautifully. The second floor has two bedrooms in the front, and a large suite-style bedroom with a second staircase to the kitchen. Potential exists to create an apartment or Air B & B from this space. There is plenty of stora

Luxury Home for sale in 05091, VT:

An amazing opportunity awaits buyers with this immaculate 4 bedroom country colonial home. Sited on a hill with lovely views and privacy it is conveniently located to everything in the Upper Valley. The present owners have done numerous and significant improvements since their purchase in 2022. Please click on D for documents under the main photo for a list of these improvements. The floor plan allows easy flow from room to room with an abundance of windows filling the rooms with light and providing views of the surrounding landscape. The lovely fireplace in the living room has a wood stove insert that can heat the entire house. The spacious screened porch provides a wonderful space for ent

Luxury Home for sale in 05091, VT:

Discover an unparalleled woodland retreat nestled on a picturesque hilltop in South Woodstock, Vermont. This extraordinary timber frame home, a masterpiece of craftsmanship, offers breathtaking views of the pristine Green Mountain Horses Association show arenas and cross-country course. Each stone, beam, and timber has been meticulously and artfully placed by the current owner, reflecting a labor of love and dedication. This unique property has been cherished by the same family since 1965, imbuing it with a rich history and a profound connection to the land. The 2-bedroom, open-concept hillside retreat is enveloped by a serene hardwood forest, accessed via a private driveway aptly named Hor

Luxury Home for sale in 05091, VT:

"The Treehouse" is a light-filled 3+ bedroom contemporary-style home tucked up off of Pomfret Rd. The outdoor space offers a private feel and greets you with a landscaped stone walkway leading to the newly constructed covered front door entryway. A tennis court is nestled behind the house among the trees and there is a wide path that cuts through the woods down to an amazing lower yard with a stone fire pit. From there, take the footpath down to lovely Mill Brook which flows with mountain water year-round. Inside you are greeted by beautiful hardwood floors throughout and an open floor plan. There is a first-floor primary suite with a jacuzzi tub and large walk-in closet. Down the

Luxury Home for sale in 05091, VT:

Round Top Cottage is sited on a knoll just outside the village of South Woodstock on 20 acres, offering complete privacy and views of the rolling hills framing the Kedron Valley. This three-bedroom lodge, fully renovated in 2024, blends modern amenities with rustic elegance. The open floor plan features cathedral ceilings in the main living and dining area, creating an inviting space to gather (or enjoy quiet time). The first floor primary suite has lovely light and a generous soaking tub. The second floor includes a sitting area, two bedrooms, and an office. In the summer, enjoy outdoor living with a fire pit for evening gatherings under the stars. Direct access to trails for all season ex

Luxury Home for sale in 05091, VT:

Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The back ell seamlessly ties into the original brick Federal and offers additional spaces for entertaining guests including the Pine Room with its' large fireplace for snowy winter nights. The brick Federal consists of formal living room, dining room, library and gourmet kitchen with walk in pantry. On

Luxury Home for sale in 05091, VT:

Located on US Route 4 in Vermont - the main east/west corridor between I-89 and Killington Ski Area - with great frontage on the highway. Close to Quechee and Woodstock, VT; Dartmouth College in Hanover, NH, and the Dartmouth Health medical complex in Lebanon, NH. Also listed under MLS # 4996601 - commercial. 1.5 story Cape style house (3 bedroom/2 bath - 2,334 sq ft) built in 1850. There are numerous outbuildings. The property was the site of a very successful farmers market for years, later as Fool on the Hill, a gift, crafts and novelties business. In addition to the barn, three large sheds (1,440 sf - 810 sf - 500 sf) are suitable for outdoor events. Two silos with unique folk-art handm