Homes with a View for Sale in Windsor, VT

Home with View for sale in Windsor, VT:

This charming home is an amazing opportunity to own a piece of history in the lovely village of South Woodstock , Vermont. Starting its life as the garage and home of Clyde Wood it has evolved over time with the present owners into a beautiful , meticulous residence. Much attention to detail can be found in every room from wide pine flooring to cathedral ceiling in the great room. The home is light filled with a large deck looking out to the Kedron Brook and the Green Mountain Horse Association fields . The Honey Shop is where the Wood family sold honey from the large Bass trees on the property. It is now a lovely room for entertaining or enjoying a quiet spot to take a nap or read a favori

Home with View for sale in Windsor, 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

Home with View for sale in Windsor, VT:

Privately located, in desirable South Woodstock! A comfortable home with the benefit of great outside spaces providing the opportunity for recreation, gardening or entertaining! South Woodstock is well known for the potential of having wonderful access to miles of trails enjoyed by equestrians, hikers and snowmobilers. The numerous amenities of historic Woodstock Village are just minutes away! The entrance to the property is via a level tree sided private driveway. By walking up a few steps from the driveway you enter the home into a bright kitchen. Adjacent to the kitchen is a Living room/dining room that features access to a balcony with views of distant hills. Well located within this sp

Home with View for sale in Windsor, VT:

The perfect peaceful home in beautiful Brownsville, VT! This 3 bedroom 2 bath home on 1 acre overlooks the community pond from the spacious wrap around deck & living room with full size sliding glass doors. The main level includes a kitchen, dining area with built in table & benches, & living room with a wood burning fireplace. There is also a bedroom & full bathroom on this level. The walk out finished basement includes two more bedrooms, a 3/4 bath, and utility/laundry room. An oversized 2 car garage is the icing on the cake. The exterior of the house & garage was just painted and the kitchen/baths are updated. Can be sold furnished! This home is part of Happy

Home with View for sale in Windsor, VT:

Wow!! Amazing views and Beautiful Landscaping. Check out this Hillside Country Home with 36.2 acres with a mix of green lush meadows, matured standing timber and breathtaking views to the north of Moosilauke Mountain. Landscaped grounds with tremendous amounts of unique plants, trees and shrubs plus a mix of stone walls and a small barn for animals of equipment. The home captures the views with picture windows thru-out. It features a fully applianced kitchen and dining area, 3 BR's, office or study and a sunroom living area. The basement has a 1 car garage and a unique feature of a 50' underground shooting range or ideal for a wine or root cellar.

Home with View for sale in Windsor, VT:

Stunning Custom Raised Ranch with breathtaking mountain views! Escape to this serene retreat, perfectly blending natural beauty with modern comfort. This custom-built, single owner and very well maintained home boasts a spacious open concept kitchen, living, and dining area with vaulted ceilings and beautiful maple floors. This space is the heart of the home, and offers the perfect option to entertain or relax. The main floor also features three bedrooms and two full bathrooms, including a luxurious primary suite with a full bathroom and double closets. Unwind on the expansive upper-level porch, or the stunning patio below, and take in the breathtaking mountain views. The newly finished wal

Home with View for sale in Windsor, 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

Home with View for sale in Windsor, 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

Home with View for sale in Windsor, VT:

Rush Meadow Road is renowned for its equestrian properties and intact farmsteads. This 103 acre farmstead is one of the last multi generational farmsteads that have remained in continual ownership for over a century. Operated as a successful dairy farm for many years, the fields and woodlands have been continually maintained to a high standard. Great hay production, excellent sugarbush and perfect exposure make this an extremely desirable property. The traditional farmhouse with its period woodshed ell and traditional outbuildings are the perfect complement to the setting as either a primary home or a guest house. The open lands to the west offer multiple potential building sites that have

Home with View for sale in Windsor, VT:

Hartland Highlands is a singular Vermont agrarian paradise. The property's 277 pastoral acres, improved on over two decades of meticulous stewardship and management, feature rolling meadows, mixed northern hardwood forests, four ponds, three brooks, and miles of interior roads and trails. Conveniently located between Hanover, NH, and Woodstock, VT, this is one of the largest parcels of land currently available in the Upper Connecticut River Valley. The historic, expanded cape on the western side of Brothers Road is bounded by perennial gardens, antique stonewalls, heritage maples, and sweeping lawns. Built circa 1850, the house retains its original pine floors and exposed hand-hewn beams an

Home with View for sale in Windsor, VT:

Beautiful building lot of approximately 100 acres just 5 mins to South Woodstock, and privately situated with a driveway entrance directly on VT 106 for easy access. The parcel includes woods roads and trails, ancient stone walls, brooks, ponds and some cleared areas as potential future building sites with lovely southern exposure and long-range views of distant hills. The property contains two historic (non-habitable) outbuildings: a brick former school house and a maple sugar shack. Buyer and seller to approve the final survey/subdvision lines prior to closing with acreage to be approximately 100 acres. Property is also being sold subject to a Current Use conservation plan. MORE OR LESS L

Home with View for sale in Windsor, VT:

Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features th