Woodstock VT Real Estate & Homes for Sale

An expansive 5 bedroom home, in a private location, conveniently just a few minutes drive from Woodstock Village! Among often sought amenities are a ground floor primary bedroom suite with private bath, a dramatic great room with cathedral ceiling and wood burning fireplace, a generously sized lower level in-law/guest suite with kitchen, dining, living room and bedroom with bath, 3 additional upper level bedrooms with 2 full baths, a family room with an attractive soap stone wood burning stove, a bright kitchen with cherry cabinets and an attached 2 car garage. The well conceived design presents the practical opportunity for single level living utilizing the gracious ground floor bedroom suite. Alternatively, the 5 bedrooms, on 3 levels, can satisfy a whole gang! The lower level private suite could present comfortable accommodations for an in-residence caregiver. Outside, a large wrap around deck transitions to pleasant sunny lawn areas with perennial gardens. Within walking distance are Mt. Tom's hiking trails! The property benefits from owner's who have taken pride in maintaining their beloved home! An attractive home that benefits from a thoughtful interior design! Equally suited for use as a well located year round residence or to be the vacation home that can accommodate friends and family alike! Skiing at Suicide Six as well as all the well known Woodstock Village amenities of shopping, dining and cultural events are just minutes away! Truly a great Woodstock property!

A chance awaits to acquire a brand-new, Vernacular Elevator Townhome with breathtaking views of Woodstock village rooftops and scenic Billings Museum Farm. This rare gem features a distinctive private rooftop deck, situated in a secluded neighborhood boasting a remarkable walkability score. Crafted by acclaimed builder and award-winning architect, these Elevator homes set a standard for sustainability, honoring the area's rich conservation history. Each unit, serviced by an elevator spanning four levels, offers a garage accommodating two cars. Main living area, boasts an expansive open space for dining and living, complemented by a built-in gas fireplace. Luxurious kitchen opens to a private stone patio with an additional fireplace, creating an inviting outdoor retreat. Second floor, features two generously sized bedrooms with a full bath. Third floor elevator-accessible, leads to the primary bedroom with French doors opening onto a private deck showcasing views of the village and Billings Farm. Primary bath is featuring a steam shower and standalone soaking tub. Primary deck lies access to private rooftop deck, offering unrivaled village views. Photos are similar model unit. Model Unit available to view. Builder licensed Real Estate Professional. The sale of this property being listed is contingent upon the proposed Seller (or "Contract Owner") completing his/her/its purchase of this property. "Seller" currently has this property under contract for purchase.

"BENEDICT HILL" - sited on 38 acres on a quiet gravel road in a premier location in South Woodstock is this truly classic Vermont estate property. Excellent equestrian / horse potential with historic 5-stall barn and fencing for pastures/paddocks already in place. The land component is comprised of split-rail fence lined pastures, meadows, woodlands, giant maple trees, ancient stone walls and gardens. The main "Stone House" c. 1820 - with period details and 10' ceilings has 4 bedrooms, 3 full and 2 half-baths, gourmet kitchen, a library-den, a wonderful living room and 3 fireplaces on the main level. A stone patio/covered porch spans the rear of the house, and a 2-car attached garage. The original barn was renovated into a fully finished barn/guest house comprised of a fabulous great room with 30-foot ceilings and stone fireplace, kitchen and dining areas. Open stairs lead up to a loft primary-bedroom and bath. Downstairs is a rec/family room, 2 bedrooms and full bath. The present owners have just completed many renovations. This is a rare opportunity to acquire one of the most special, pastoral Vermont properties to come on the market in years - yet is just 5 mins to the hamlet of South Woodstock, 12 mins to the Woodstock village green, and 20-30 mins to I-89, Hanover/Dartmouth and points beyond. See property specific website.

A chance awaits to acquire a brand-new, Vernacular Elevator Townhome with breathtaking views of Woodstock village rooftops and scenic Billings Museum Farm. This rare gem features a distinctive private rooftop deck, situated in a secluded neighborhood boasting a remarkable walkability score. Crafted by acclaimed builder and award-winning architect, these Elevator homes set a standard for sustainability, honoring the area's rich conservation history. Each unit, serviced by an elevator spanning four levels, offers a garage accommodating two cars. Main living area, boasts an expansive open space for dining and living, complemented by a built-in gas fireplace. Luxurious kitchen opens to a private stone patio with an additional fireplace, creating an inviting outdoor retreat. Second floor, features two generously sized bedrooms with a full bath. Third floor elevator-accessible, leads to the primary bedroom with French doors opening onto a private deck showcasing views of the village and Billings Farm. Primary bath is featuring a steam shower and standalone soaking tub. Primary deck lies access to private rooftop deck, offering unrivaled village views. Photos are similar model unit. Builder licensed Real Estate Professional. The sale of this property being listed is contingent upon the proposed Seller (or "Contract Owner") completing his/her/its purchase of this property. "Seller" currently has this property under contract for purchase.

10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in 2012 by the respected local architect David Bielman. The front door welcomes guests with a pair of dutch-doors in a center entrance foyer, flanked by a classic dining room and elegant living room (both with fireplaces). The classic butlers pantry leads to the gourmet kitchen and a wonderful, sunny eat-in breakfast area. There are 4 additional BRs upstairs, 2 have ensuite baths plus a 3rd hall bath. There are also powder baths on the first floor and in the lower (basement) area. All BRs have central air. Mechanicals have been updated and well-maintained. 2 other offices on 1st and 2nd floor, and the basement has living space, a workout room, safe room, and ample storage. Beyond the kitchen is a mud-laundry room that leads to the covered (heated) brick walkway from the garage. The 1.05 acre parcel has professionally designed and executed gardens, patios and stone walls including new stone steps that lead up to a second new stone patio that enjoys sweeping vistas across to Mt Tom and the Marsh-Billings-Rockefeller National park. See property website for more.

A wonderful opportunity for affordable living in the charming community of Woodstock Vermont. Need help with down payment Champlain Housing Trust may be able to help you, up to $30,000 in deferred loan program for qualified buyers. Home is on site after a long rainy summer ready for the new owner. 2023 Single Wide Mobile home 3 bedrooms 2 bath. Buyers application for Park approval under Documents. Pets are allowed. Home floor plan under doc's also available. Main bedroom with in-suite full bath. Central Livingroom, dining area and Kitchen with lots of cabinets and gas cook stove. Laundry area ready for your washer and dryer. Gas heat, which can be upgraded with air conditioning. Close to shopping and downtown Woodstock. Easy access to the Woodstock High School. Ledyard Bank has a great loan program with 5% down for qualified Buyers

Nestled along the scenic Ottaquechee River on 5.5 acres and located in Woodstock VT with its quaint Main St and just a short drive to the Killington Resort, this exceptional property offers a unique blend of natural beauty and year round recreational opportunities including Snowmobiling out your back door! Whether this is a family compound or a multi family investment opportunity the multiple living spaces provide privacy while fostering a sense of togetherness, making it an ideal setting for gatherings and celebrations. Currently operating as an Inn with a commercial kitchen, several dining rooms a tavern and six ensuite guest rooms. The residence is ideal for Innkeepers/Owners or for a more intimate gathering overlooking the lawn and river beyond. Without a doubt, this riverside retreat is an invitation to create lasting memories with loved ones. The property also includes a motorcoach that can be used to generate income.

Amazing opportunity to own a very special property on the market for the first time in over 50 years. Built in 1880, "Rose Hill" was one of the premier homes in the Woodstock Village area. The 6 bedroom 4 bath house sits on just under 4 private acres and is conveniently located less than a mile from the Village Green and the Woodstock Inn and only 1/4 of a mile from the Rec Center. Stone walkways, mature trees and old gardens dot the landscape. The over sized covered brick porch is waiting to reclaim the lovely views to the South. Inside, you are greeted by a large foyer that leads to the stately living room with a magnificent fireplace centering the room. To the left is the dining room which leads to the kitchen, and a window filled den is off to the right. There is a dutch door out to the porch and an eye catching staircase with a wood banister and ornate spindles that takes you upstairs. The 2nd floor is home to 6 bedrooms including a large center room with an elegant fireplace. In addition to the main house, there is a detached garage with a 2 bedroom apartment and a 2 bedroom cottage which includes a living room with fireplace, dining room, kitchen and bath. In need of updates and some renovations, this property is looking for the next steward to return the house to its former glory. Ideal as a primary residence, 2nd home getaway, or redevelopment investment. Short drive to the Woodstock CC and Saskadena 6, while Killington and Dartmouth are less than 30 minutes away.

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.

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