$635,000 $384 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $40,000 down 6% on June 10th 2024
3 Beds | 2 Baths |   Total Sq. Ft. 1654  |  Acres: 0.95
Listed on 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 Listing Details & 37 images. Includes a Virtual Tour

New Listing! Woodstock VT Home for sale $720,000 $386 per sq.ft.

$720,000 $386 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2016  |  Acres: 1.76
Listed on Monday Jul 1, 2024
Description: Welcome to this beautifully renovated 3-bedroom, 2.5 bathroom home situated on a private road just minutes from the Woodstock Village. This property has undergone extensive remodeling to provide modern comfort and style. The primary suite is featured with a heat pump for heating and cooling, a tastefully tiled bathroom with a heated floor, a walk-in closet, as well as a laundry room. The living area features an open concept kitchen & living room with exposed beams, a cozy woodstove, and a vaulted ceiling. A two-car garage and large mudroom round out this wonderful Vermont home. Recent updates include but are not limited to a new boiler, updated siding, a chimney liner for the woodstove, spray foam insulation, heat pump, major tree work, fixtures, new kitchen appliances, landscaping and much more. The property abuts Woodstock Aqueducts 350 plus acres which is open to the public for recreation and built out with tons of mountain biking trails. Quietly situated on a gravel road with easy access to everything this house is incredibly tranquil and conveniently located. Call to schedule your showing today. Owner is a licensed real estate agent. See Listing Details & 29 images.

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

3 Beds | 4 Baths |   Total Sq. Ft. 2527  |  Acres: 5.48
Listed on 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 Listing Details & 32 images.

Under Contract Woodstock VT Home for sale $849,000 $460 per sq.ft.

$849,000 $460 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2324  |  Acres: 2.77
Listed on Wednesday May 29, 2024
Description: Gorgeous contemporary, minutes from Woodstock! Spacious, light-filled, and thoroughly charming, this home feels like an escape - a mere 2.5 miles from the heart of Woodstock village and convenient to Hanover, Killington, and the Upper Valley beyond. Long-range views lend an expansive sense of place, and an open, sunny parcel makes this home a joy in every season. A flexible and capacious layout accommodates cozy weekends and more convivial gatherings graciously, and updated, energy-efficient systems, new windows, and solar panels ensure easy-keeping ownership. Enjoyed as a beloved second home and as a reliable part-time rental by thoughtful and devoted stewards, 917 Carlton Hill is a unique and increasingly rare opportunity to participate in the Upper Valley from a coveted Woodstock locale. See Listing Details & 40 images.

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


Price Change! Reduced by $46,000 down 5% on May 14th 2024
3 Beds | 2 Baths |   Total Sq. Ft. 1470  |  Acres: 0.48
Listed on 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/bedroom with handsome built 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 Listing Details & 35 images.

$895,000 $309 per sq.ft. Woodstock VT Home »

6 Beds | 3 Baths |   Total Sq. Ft. 3394  |  Acres: 1.56
Listed on Wednesday Jun 19, 2024
Description: This classic expanded Cape Style Home is located on a quiet dirt road within walking distance to The Village Green, and just steps to King Farm and the Mt Tom Trail system. Plenty of room to sprawl about in the generous common spaces. The living room has oversized windows and anchored by a brick fireplace flanked by built in book shelves with a propane stove insert. The dining room has a wood burning stove. The open concept kitchen has stainless steel appliances, tile floors, and plenty of counter space to cook for a crowd. The main rooms all have beautiful hardwood floors. To further complete the main level there are two bedrooms and a 3/4 bath. The second level has two more bedrooms with hardwood floors and 3/4 bath. There is finished space in the basement for a playroom or hobbies. There is an attached accessory unit that is the perfect spot for guests and family, or as an income producer. It has galley kitchen, LR/DR with hardwood floors and propane stove, one big bedroom with sliders to the back yard, and a loft for guests or office. The grounds are lovely with established perennial beds and mature plantings. There's a trickling little stream that laces through the property. Great terraced area for your vegetable gardens. Close proximity to DHMC, Dartmouth College, Upper Valley, Killington Mountain See Listing Details & 28 images.

Under Contract Woodstock VT Home for sale $960,000 $580 per sq.ft.

$960,000 $580 per sq.ft. Woodstock VT Home »

2 Beds | 3 Baths |   Total Sq. Ft. 2150  |  Acres: 1.49
Listed on Monday Jun 3, 2024
Description: One-level living in Woodstock Village! This sunny home is the last in-village residence on Church Hill Road. Within easy walking distance of Woodstock's amenities but beautifully situated on an ample acre and a half, 509 Church Hill offers the best of both worlds - room to relax and garden, mere minutes from downtown. Central air conditioning, a two-car garage, a wood-burning stove insert, and a main-level primary bedroom suite ensure year-round comfort. Glass doors open onto the home's two decks, bringing in light throughout the day and making it easy to enjoy the outdoors. With stone patios, expansive and established perennial gardens, productive blueberry and raspberry bushes, mature maple trees, lots of level yard, and a bit of shaded woodland, the property's two parcels provide ample interest, whatever the season. The bright and open lower level works beautifully as an office or studio, but with its en suite bathroom and private entrance, it can also accommodate guests graciously and has a strong rental history. Worry-free and move-in ready, this Woodstock home is a delight. See Listing Details & 40 images.

$1,430,000 $467 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $20,000 down 1% on June 11th 2024
5 Beds | 5 Baths |   Total Sq. Ft. 4698  |  Acres: 5.1
Listed on 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 Listing Details & 40 images.

$1,495,000 $704 per sq.ft. Woodstock VT Home »

Waterfront on River Ottauquechee River
4 Beds | 3 Baths |   Total Sq. Ft. 3089  |  Acres: 0.52
Listed on Monday Jun 10, 2024
Description: 16 Church has the most stunning view of the river from any house in the village that we have seen, perched up above a series of river rapids so the sounds of the river during the day or in the evening are incredibly peaceful and relaxing. Plus, 16 Church is privately nestled in, like a secret hideaway, yet steps to the village green (and a level walk to/from). And more unusual for the village, it has a two-car garage with a covered walkway into the mudroom entryway (plus more outside parking). The spacious kitchen/dining area opens to the vaulted-ceiling living room, which has an INCREDIBLE view up-river. A side door leads to the side-deck that has the same view and sound of the river for outdoor dining above the river. There is a propane woodstove in the living room and woodstove in the kitchen/dining. A 1st floor bedroom has an ensuite bath and small stack washer-dryer. Upstairs is a large bedroom looking out through the great room to the river, a smaller bedroom, a bath and lovely loft area above the living room. Downstairs is a large den/rec/office, a bedroom, a bathroom, the main laundry room and mechanical room, all renovated 11 years, post the Irene storm, when the river waters came up into the lower level. There are beautiful gardens in the front and rear of the house. SEE PROPERTY WEBSITE FOR 16 CHURCH ST WOODSTOCK FOR MORE DETAILS, FLOORPLANS HI REZ PHOTOS AND MORE. See Listing Details & 40 images.

$1,675,000 $457 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »


Price Change! Reduced by $425,000 down 25% on May 25th 2024
6 Beds | 4 Baths |   Total Sq. Ft. 3668  |  Acres: 3.68
Listed on 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 Listing Details & 38 images.

New Listing! Woodstock VT Home for sale $1,675,000 $630 per sq.ft.

$1,675,000 $630 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2660  |  Acres: 20.7
Listed on Wednesday Jul 3, 2024
Description: 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 exploration. Equestrians will appreciate the potential to build a small barn with a paddock, and the short hack over to Green Mountain Horse Association (GMHA). Close to skiing: 23 miles from Killington, 22 miles from Okemo, and 10 miles from Saskadena Six. See Listing Details & 31 images. Includes a Virtual Tour

Under Contract 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
Listed on 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 Listing Details & 20 images.

$1,775,000 $626 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2836  |  Acres: 1.33
Listed on Monday Jun 24, 2024
Description: "The Schoolhouse," is a turn-key village home overflowing with charm and character. Sited on a hill overlooking the picturesque village of South Woodstock, this light-filled residence offers a unique blend of historical significance and modern luxury. Originally an elementary school from 1903 to 1960, this Queen Anne-style building was beautifully renovated in 2024, preserving its historic soul while incorporating contemporary comforts. The home boasts an impressive 11'7" ceilings, tall windows, and spacious rooms that invite natural light to dance across the interiors. With 2,836 square feet, the home features three en suite bedrooms (two on the first floor), each thoughtfully designed to offer privacy and comfort. The new kitchen is equipped with modern appliances, marble counters and plenty of storage, making it perfect for culinary adventures. Living in this delightful home invites participation in a vibrant community: walking distance to the swimming pond, the inviting porch at Ransom Tavern for dinner, and the South Woodstock Country Store. Special events like contra-dancing at the Green Mountain Perkins Academy add to the village's appeal. Less than a mile away is GMHA, and the region offers endless opportunities for gravel biking and outdoor exploration. High-speed internet. Additionally, there is available land for sale for a guest house or barn, providing ample space for grazing animals. 15-34 min to Saskadena, Killington or Okemo. Showings begin June 27. See Listing Details & 28 images. Includes a Virtual Tour

$1,895,000 $631 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3001  |  Acres: 28.6
Listed on Wednesday May 29, 2024
Description: This lovely country contemporary home offers the very best of Vermont living. With its end-of-the-road location, just 6 miles from Woodstock Village-the location offers privacy and convenience in a desirable location with wonderful neighbors and significant sales. You'll feel as if you've entered your own private sanctuary here...The house was built to take advantage of the gorgeous views and southern exposure. Once you enter the door you cannot help but feel yourself relax. Warm wood floors and finishes throughout the open first floor gathering rooms. Updated kitchen and dining room with floor to ceiling windows, an expansive living room w/woodstove open onto a wonderful deck with a firepit under the shade of a great old maple to frame the mountain view. First floor office/study, mudroom with direct entry from oversized two car garage and lovely foyer complete the first floor.2nd floor bedrooms & bonus rooms/study offer flexibility & space for all plus an updated bath w/Japanese soaking tub. Primary suite on 3rd floor faces view & features plentiful storage incl. cedar closet, whirlpool tub & sitting area. The 28.6 acre lot is a gardeners delight-with many fruit trees & bushes, mature perennials, garden shed, raised beds, gazebo & greenhouse. Enrolled in VT Land Use, there are trails for walking, x-country skiing & snowshoeing. Finished, heated studio barn w/1 BR apt., outdoor shower & deck. A truly exceptional opportunity in an amazing location-Woodstock, VT awaits! See Listing Details & 40 images.

$1,895,000 $786 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2411  |  Acres: 32.11
Listed on Wednesday Jun 5, 2024
Description: Travel a mile south of Woodstock Village on Church Hill Road and you'll discover a rural refuge that combines seclusion with proximity to village life. Two dwellings, a modern home and a separate cottage sheltered by woodland are discreetly sited overlooking a sparkling two-acre spring-fed pond. Each residence offers three bedrooms and two baths with open floor plans and single level living. The 2400 square-foot main house was designed to integrate indoors with the outdoors with light-filled rooms stepping out to lovely established gardens and a terrace paved with massive stones above the pond. The great room with cathedral ceiling and a bright, spacious kitchen both provide welcoming gathering spaces. A screened porch with built-in grill cove can be enjoyed during three seasons. The 1500 square-foot cozy cottage is centered on a relaxed family room with a fireplace adapted for more efficient woodstove use. From its hilltop position, the cottage's expansive deck offers views over an open meadow and down the valley to Mt. Tom. A detached workshop studio and a light-filled writer's cabin further complete the property's serene setting. See Listing Details & 40 images. Includes a Virtual Tour

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