$8,950,000 $1,147 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $300,000 down 3% on April 8th 2024
4 Beds | 7 Baths |   Total Sq. Ft. 8921  |  Acres: 295.59
Tuesday Feb 21, 2023
Description: 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 See MLS Property & Listing Details & 40 images. Includes a Virtual Tour

New Listing! Woodstock VT Home for sale $$4,300,000 $927 per sq.ft.

$4,300,000 $927 per sq.ft. Woodstock VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5939  |  Acres: 25.8
Monday Apr 29, 2024
Description: ByBrook Farm: Reimagined, turnkey 1790s farmhouse set in one of Vermont's most loved valleys, perennial gardens, stone walls, a spring fed pond, a brook, and rolling meadows. Quiet luxury. Just outside the hamlet of South Woodstock on 25 acres, the 2-bedroom 4,667 sf farmhouse and the 2-bedroom 1,273 sf guest cottage are connected by a stone pathway through the gardens. In the recent renovations of the main house, an additional 825 feet were added on for the kitchen and an extension to the upstairs bedroom suite. Vernacular character: Hand-plastered walls reflect the Vermont light, hand-planed boards, hand-hewed beams and a dining room mural by the Hudson River painter, Kevin Paulsen. Comfortable living, beautifully done. Attached to the farmhouse are two parking bays and a bank barn. On the lower level of the post and beam barn is a large gym or studio space. A picnic area on the top of the knoll has views of the rounded hills and the Kedron Valley-- a landscape that has not changed much over the last 200 years. New geothermal system, solar array and a hook-up for an electric car. The main dwelling has whole house A/C. EC fiber high speed internet. 0.2 miles from Kedron Valley Inn/Ransom Tavern and South Woodstock Country Store and less than a mile from GMHA, the oldest horse club in the country. 26m from Killington and 40m from Okemo. 2h 19m from Boston. Showings begin May 10th. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour

$3,500,000 $579 per sq.ft. Woodstock VT Home »

6 Beds | 7 Baths |   Total Sq. Ft. 6040  |  Acres: 38.93
Friday Mar 1, 2024
Description: "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 FULL PROPERTY WEBSITE. See MLS Property & Listing Details & 40 images.

$2,850,000 $471 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $600,000 down 21% on April 16th 2024
3 Beds | 4 Baths |   Total Sq. Ft. 6443  |  Acres: 54.83
Wednesday Aug 23, 2023
Description: 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. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour

New Listing! Woodstock VT Home for sale $$2,695,000 $681 per sq.ft.

$2,695,000 $681 per sq.ft. Woodstock VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 5017  |  Acres: 10.86
Tuesday Apr 30, 2024
Description: Absolutely stunning, newly renovated residence, privately situated towards the end of a quiet town road in Woodstock, in an area of other substantial homes. Lovely mountain views and 10+ acres of privacy. The present owners have completed over $1 million in documented renovations in the past three years, including a fabulous new gourmet kitchen, powder bath, new bamboo flooring throughout the open floorplan kitchen-dining-living area. They added a wood burning fireplace in the living room behind which was added a new, spacious screened porch that overlooks and listens to the sounds of the babbling brook below. The primary bedroom suite (with ensuite office) on the first floor received a bathroom renovation and a stack laundry washer and dryer. The lower level was renovated into a large recreation hangout room with bar, stone fireplace with a propane wood stove, pool table area, TV area, a full bath, a new full laundry area and a workout room, and added A/C throughout. In addition to the attached 3-car garage, they built a brand-new detached barn-garage with commercial overhead doors and room for ALL your motorized vehicles, toys, outdoor gear, workshop tools (or any other purpose you have in mind). 1st-rate mechanicals: Viesmann propane boiler system, automatic backup generator, radiant/radiator/mini-split heat and A/C on all levels and all bedrooms. Both the attached 3-bay garage and the detached barn-garage are insulated and heated. SEE FULL PROPERTY WEBSITE. See MLS Property & Listing Details & 40 images.

$2,395,000 $568 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4214  |  Acres: 1.07
Saturday Feb 24, 2024
Description: 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 FULL PROPERTY WEBSITE. See MLS Property & Listing Details & 40 images.

$1,895,000 $517 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 3668  |  Acres: 3.68
Sunday Sep 3, 2023
Description: 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. See MLS Property & Listing Details & 38 images.

New Listing! Woodstock VT Home for sale $$1,685,000 $937 per sq.ft.

$1,685,000 $937 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1798  |  Acres: 5.18
Monday May 13, 2024
Description: Cloudland Aerie is an exceptionally rare offering of an unprecedented out parcel of Maplewood Farm, Woodstock, Vermonts most iconic farm property. The owner is the son of the previous owner of Maplewood Farm and was gifted this magnificent 5.18 acre parcel on which he built his 3 bedroom home. Accessed by Cloudland Road, the driveway is a scant quarter of a mile from Old River Road. The post and beam home was sited with southern exposure and direct views of Blake Hill and the surrounding farmlands. The elevated homesite is well above Cloudland Road to give complete privacy and yet is only 4 minutes from Woodstock Village. See MLS Property & Listing Details & 20 images.

$1,450,000 $474 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4698  |  Acres: 5.1
Friday Apr 12, 2024
Description: 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! See MLS Property & Listing Details & 39 images.

Under Contract Woodstock VT Home for sale $$945,000 $579 per sq.ft.

$945,000 $579 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1632  |  Acres: 0.23
Friday Mar 8, 2024
Description: Beautifully and thoroughly renovated, this historic home offers the charm of an antique cape with the comforts of modern construction. From the new kitchen to the solar panels, from the character-grade hickory flooring to the hand-laid rock walls, from the rebuilt porches to the mini-splits, every component has been thoughtfully updated or replaced. Overlooking Woodstock village and the Pomfret hills beyond, 25 Slayton Terrace is just a quick stroll from downtown shops and restaurants, the Mt. Peg trailhead, and the Marsh Billings Rockefeller National Park. Three sunny bedrooms, generous common spaces, and a wide covered porch make this home comfortable for gatherings, convivial or cozy. The standing seam roof, the leased Tesla powerwall, and the dry, insulated basement make this home ideal as a worry-free primary residence or as an easy-keeping vacation property. For the buyer who values an outstanding village location and an impeccably updated home, this charming cape is not to be missed. See MLS Property & Listing Details & 40 images.

New Listing! Woodstock VT Home for sale $$879,000 $598 per sq.ft.

$879,000 $598 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $46,000 down 5% on May 14th 2024
2 Beds | 2 Baths |   Total Sq. Ft. 1470  |  Acres: 0.48
Sunday May 5, 2024
Description: This charming 1852 Cape has been fully renovated with exquisite finishes. Warm honey-toned antique wide pine floors, soapstone counters with creamy cabinetry in kitchen accented with new stainless appliances. Open floor plan into a sunlit dining room. Enjoy a cup of hot cocoa and a good book curled up in front of the woodstove off the kitchen on a snowy winter day. The first floor also features a cozy den with handsome built (could be used as a small bedroom) with built-in cabinets and adjacent is a luxurious and comfortable living room. Nicely appointed with bookshelves. Fully renovated bathroom with bathtub, 1 bay attached garage with plenty of storage, new Tesla Tower for power outages. Gracious backyard with lovely perennial gardens, stonewalls, hydrangeas bushes and stone patio for entertaining. Walking distance to the General Store, Kedron Valley Inn with it's famous restaurant, The Ransom Tavern. The Green Mountain Horse Association is just around the corner. This charming home is located 2 miles from the Woodstock Country Club and Athletic Club. Minutes from the beautiful and historical Woodstock Green and Village Shops. Enjoy championship golf and fly-fishing. This home is turn-key- come take a look! See MLS Property & Listing Details & 32 images.

New Listing! Woodstock VT Home for sale $$795,000 $315 per sq.ft.

$795,000 $315 per sq.ft. Woodstock VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 2527  |  Acres: 5.48
Wednesday May 1, 2024
Description: Historic Vermont cape house with easy access, only a mile to the Woodstock village center. There is a lot of history and character with beautiful old wood floors and beams. A covered walkway from the attached two-car garage comes into a mud-entry room and right into the classic farmhouse kitchen. Off the kitchen is a generous pantry/laundry room and a bath with shower. The spacious family room/den has a propane woodstove and is perfect for hanging out, chilling/reading or watching the ball game. On the first floor is also a classic formal dining room with lots of natural light, a first level bedroom with ensuite bath and a formal living room with wood-burning fireplace. Upstairs is the primary bedroom with a walk-in closet and ensuite bath, plus another bedroom with ensuite bath that opens into a hangout space with the classic "crooked window" like so many historic Vermont farmhouses have. There is a level side yard for hanging out/playing which also has raised bed gardens. Mechanicals have been updated with a newer Buderus furance and newer heat-exchange hot water heater. High speed internet is at the house. See MLS Property & Listing Details & 32 images.

$649,000 $392 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $26,000 down 4% on May 1st 2024
3 Beds | 2 Baths |   Total Sq. Ft. 1654  |  Acres: 0.95
Wednesday Feb 28, 2024
Description: Walk to town from this charming Vermont Cape, which boasts curated gardens, a level lawn, and views of a babbling brook. The first floor offers a kitchen that opens to the breakfast nook. Past the kitchen is a sun-soaked seasonal porch, perfect for entertaining. Down the hall, you'll find a bedroom, a hall bath, and another room that can be used as a guest room or study. In the front of the house is the roomy living room. Upstairs are two bedrooms and a shared bath. The basement has plenty of room for storage, laundry, and mechanicals. The detached garage has space for two parked cars and storage on a lower level. This house provides both the serenity of a country setting with views of nearby barns and fields, and the convenience of walking into town. 4165 Hartland Hill is a single family home that is currently approved for up to four units of housing. Those permits may be able to be amended to keep the single-family home and add an additional dwelling unit in the existing garage that can potentially be used for guests, a long term tenant, or short term rentals. This property is located in the Residential High Density zone which may allow for up to 8 units with a conditional use Permit. Video and 3D floor plans are artistic renderings. 24 hours notice required for showings. See MLS Property & Listing Details & 37 images. Includes a Virtual Tour

Under Contract Village of Woodstock in Town of Woodstock VT Home for sale $$439,000 $204 per sq.ft.

$439,000 $204 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »

0 Beds | 1 Baths |   Total Sq. Ft. 2150  |  Acres: 0.14
Monday Apr 15, 2024
Description: Great opportunity to acquire this 2,150 square foot property located in the heart of Woodstock Village. Recently used as office space, this property is located in the village of Woodstock right next to the Woodstock Village Market. Zoned as Light Commercial, there are lots of options for this property including household dwelling or having a combination of living space upstairs and business downstairs with town approval. The main floor is currently open with a half bath, two potential offices in the back, waiting area and stairs leading up to the second floor. While upstairs is currently being used as storage, the possibilities are endless with the amount of space upstairs and windows overlooking the street below. In addition to its ideal location, property does have on-site parking as well as sidewalk running along the front of the property. Should one want to be creative and modify into living space or partial living space, property currently has a half bath only and no kitchen. See MLS Property & Listing Details & 12 images.

$139,900 $138 per sq.ft. Woodstock VT Home »

Waterfront on River Ompompanoosuc River
3 Beds | 2 Baths |   Total Sq. Ft. 1013  |  Acres: 0
Monday Feb 5, 2024
Description: 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. Lot rent will increase to $496 as of Juns 1st 2024 See MLS Property & Listing Details & 20 images.

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