$635,000 $664 per sq.ft. Woodbury VT Home »

1497 Ft. of Waterfront on Lake Greenwood
2 Beds | 1 Baths |   Total Sq. Ft. 957  |  Acres: 3.49
Saturday May 16, 2026
Description: Private island with seasonal cottage and boat launch with 2-story 2-car garage at Greenwood Lake, Woodbury! The 3.3+/- acre island has 1400' of lake frontage according to Town land records. The seasonal cottage is charming and comfortable with a open floor plan and softwood flooring, being sold furnished in "as is" condition with only a few personal items and artwork excluded. First floor bunkroom plus upstairs private bedroom. Also the walk-thru hallway has room for a guest bed. 4-Burner gas range/oven, electric refrigerator, and electric lights makes camping quite civilized! Incinerating propane toilet in the 3/4 bath, however, if you want the camping experience, there is a single-hole outhouse just a short walk into the woods. 12'x40' Floating deck in 3 sections plus decks and dock on either side of cabin. Floating raft. Solar collector with battery bank, plus portable gas generator. Jet pump fills 210+- gallon holding tank with lake water. 2 Tool sheds. Back on the mainland, there's a 0.19+/- acre lot with 97' of water frontage, a 2-story 2-car detached garage built in 2015 with grid power, driveway, and boat launch with dock. Greenwood Lake is a 96 acre minimally developed lake with public boat launch and a maximum depth of 41 feet. Popular for fishing and paddling though water skiing allowed. Private road access off paved state highway, just 5 miles to services in Hardwick Village. Rare offering is ideal for long-term legacy investment and years of enjoyment! See MLS Property & Listing Details & 60 images.

$650,000 $311 per sq.ft. Woodbury VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2088  |  Acres: 48.6
Monday Apr 20, 2026
Description: Forty-eight and a half acres of Woodbury homestead has been waiting for you. Hill pasture rolls into mixed softwood forest as you climb the old farm road into the mature maple stand, where the ghost of an old sugarhouse still lingers among the trees. Apple trees, blueberries, organic gardens, trails that invite you to lose track of time. Views of the local hills remind you exactly where you are. This land has been lived on, loved, tended well and it shows. The home sits quietly tucked away from the road, conscientiously sited to let the sun do some of the work. Passive solar design fills the interior with natural light and warmth. The kind that feels authentic rather than forced. Built with intention, the craftsmanship inside rewards a slow look. Sawn tamarack boards, hand hewn timbers, Rutland slate, salvaged Vermont hardwood floors, and custom woodwork sourced from the land itself. Architectural salvage chosen with a discerning eye complements the hand-crafted natural interior elements. Three bedrooms, two full baths, a dedicated office and plenty of common area make the interior spacious and comfortable. There is a stillness about the place that the road noise can't reach. Inside and outside space negotiate here, equally, by design. Two porches, an elevated deck, and a gazebo invite you to linger in the spaces between nature and home. Here the practical and the purposeful coexist in easy harmony. A new high-efficiency LP wall-hung boiler with individual room zones, 4.4kw of roof-mounted solar panels net metering against your electric bill, two EV charging plugs and wiring for a generator. An attached workshop and garage for the projects that never quite finish, plus sheds for wood, and equipment. A second building site was designed for the property about a decade ago adding versatility with an eye toward the future. Woodbury's many lakes and ponds are just a stone's skip away and 'city' amenities in Hardwick, Montpelier, and Morrisville are all within easy reach. See MLS Property & Listing Details & 60 images.

$519,000 $197 per sq.ft. Woodstock NH Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2629  |  Acres: 1
Tuesday Jun 9, 2026
Description: Believed to be the oldest home in town, this remarkable c.1790 property offers a rare opportunity to own a piece of local heritage. Located in the town of Woodstock, and just 5 minutes from the Jack O'Lantern Golf Course and 10 minutes from Loon Mountain Ski Resort, the location is ideal for those who appreciate the outdoors and the four-season lifestyle of the White Mountains. For more than 50 years, this home has been treasured by the same family as a second home, where generations of children, grandchildren, and cousins have gathered to enjoy hiking, skiing, snowmobiling, kayaking, golf, and all the recreational opportunities the region has to offer. The home features 10 rooms, including 5 bedrooms, 2 bathrooms, with 2,629 square feet of living space, providing plenty of room for family and friends to gather. A standout feature is the large barn, once home to the Woodstock Canoe Company, offering exceptional space for storage, hobbies, a workshop, or future possibilities. An added bonus is the studio loft apartment, providing a private retreat for guests or potential rental income opportunities. As part of the Pine Crest Homeowners Association, owners enjoy access to a swimming pool and tennis court, adding even more opportunities for recreation and relaxation. Combining history, location, and lifestyle, this is a unique opportunity to create your own lasting family memories in the heart of New Hampshire's White Mountains. See MLS Property & Listing Details & 51 images.

$527,000 $289 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 1824  |  Acres: 0.42
Friday Apr 24, 2026
Description: Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including energy-efficient heat pumps, enhanced electrical systems, basement insulation, and newer windows--ensuring comfort and efficiency in every season. Recent capital improvements, such as updated siding, a newer drilled well, and new oil and propane tanks, underscore the home's turnkey reliability, while generator-ready capability provides an added layer of confidence. Enjoy a kitchen built for making memories anchored by a newly installed and sleek granite island perfect for connection and celebration. Outdoors, the revitalized grounds invite both quiet relaxation and effortless entertaining, all framed by the natural splendor of this picturesque village setting. Positioned on coveted Happy Valley Road, the property offers a lifestyle as desirable as the home itself--where morning strolls and evening bike rides become part of your daily rhythm. Just minutes from the boutiques, dining, and charm of Woodstock, as well as convenient access to Interstate 89, this location perfectly balances a charming, village-like setting with accessibility. Imagine summer evenings spent beside the gently flowing stream, gathered around a glowing fire under the stars--an experience that captures the very essence of elevated Vermont living. See MLS Property & Listing Details & 48 images. Includes a Virtual Tour

$589,900 $266 per sq.ft. Woodstock NH Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2219  |  Acres: 0.49
Sunday Jun 7, 2026
Description: Charming New Englander with Income-Producing Apartment in a Prime Location Well-maintained 4-bedroom, 3-bathroom New Englander-style single-family home featuring an attached apartment that offers excellent rental income potential or can serve as a comfortable in-law suite. This home has seen numerous updates, including a new roof with a transferable lifetime warranty, new windows, new siding, blown-in insulation, and a new propane-fueled wall furnace. All appliances are included, making this property truly move-in ready. A quality Reeds Ferry shed provides additional storage and functionality. Enjoy the convenience of being close to some of New Hampshire's most popular outdoor attractions, including golf courses, Loon Mountain Resort and Cannon Mountain Ski Area, snowmobile trails, grocery shopping, and a variety of restaurants. Experience the charm of small-town living while being just a couple of miles from the town center. Whether you're looking for a primary residence, a multi-generational living arrangement, or a property with supplemental income potential, this home offers exceptional versatility and value. Highlights: 4 bedrooms, 3 bathrooms Attached apartment/in-law suite New roof with transferable lifetime warranty New windows and siding New propane wall furnace Blown-in insulation All appliances included Reeds Ferry shed Close to skiing, golf, shopping, dining, and recreation Minutes from town center This property combines classic New England character with modern updates and outstanding income potential. See MLS Property & Listing Details & 49 images.

$675,000 $212 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3190  |  Acres: 2.94
Friday Feb 20, 2026
Description: Historic Woodstock, Vermont - Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont's most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local regulations).Inside, you'll find two charming fireplaces that add warmth and character, perfect for cozy Vermont evenings. The home's classic architecture blends timeless appeal with endless possibilities for customization. Set on over 2 acres, the property features a fenced yard ideal for pets, gardening, or outdoor entertaining. A one-car garage adds convenience, while the separate potting shed--complete with electricity and a heater--offers wonderful space for gardening enthusiasts, creative projects, or additional storage. Located just minutes from Woodstock Village, you'll enjoy easy access to boutique shopping, dining, and the renowned Woodstock Inn & Resort and its spa amenities. Vermont's natural beauty surrounds you--world-class skiing, hiking, biking, and year-round recreation make this an exceptional place to unwind, recharge, and truly enjoy life. A unique property with space, charm, and opportunity in historic Woodstock. See MLS Property & Listing Details & 45 images.

$695,000 $304 per sq.ft. Woodstock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2288  |  Acres: 0.15
Monday May 11, 2026
Description: A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is conveniently nearby! For children in Maple Street's Neighborhood, Woodstock Elementary School is just a short walk away. Currently the residence is configured as home to 2 generations of occupants. A ground floor apartment conveniently accessed from 3 sides of the home comfortably provides accommodation for practical single level living. The main entrance is through a spacious 12'x10' mudroom. A great attribute in Vermont winters! On 1 end of a well thought out floor plan is a generously sized bedroom with a nearby bathroom. Midway in the apartment is a nicely appointed kitchen that then leads to an appealing dining area. Through a door off the dining area several steps lead to a laundry room that conveniently has an exit leading out to the rear of the property. A living room off the dining area completes the attractive apartment. Well placed windows throughout this ground floor provide pleasant views and natural light. A spacious 2nd floor apartment, with 2 levels of living space, is accessed through a private doorway on the front exterior of the residence. A flight of stairs leads up to the primary apartment area consisting of a bedroom, a dining room, a living room, a kitchen and a bath. Off the kitchen is a partially finished laundry area and then stairs leading down to a ground level workshop. Above the primary apartment is a useful 2 room attic area and a potential bath. Although this 2nd floor apartment has been a full time residence, a new owner will certainly choose to renovate some components of the apartment. The landscaped lot has much appeal with space for gardens and for relaxing outside. Residents in this neighborhood can enjoy walking to village amenities of shopping, dining and cultural events. A Victorian style home full of enormous potential! Location, location! See MLS Property & Listing Details & 11 images.

$695,000 $304 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $55,000 down 8% on June 5th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2285  |  Acres:
Wednesday May 20, 2026
Description: Excellent opportunity for residential or office/commercial space with easy access and high visibility on Rt 4 coming into town, Currently configured as office space downstairs (which previously has been living spacce), combined with a separate two-bedroom apartment (with its own access) upstairs. The 1,335 sf lower level (Unit C) is currently a chiropractor's office space and was previously used as natural food store and barber shop. The 950 sf upstairs two-bedroom apartment (Unit D) has been leased out by the month for approx $2,000 per month, and has two separate bedrooms, a kitchen, sitting area, balcony and full bath. Or you could re-combine the two units into a larger 2,285 sf in-town residence or office space. There are 4 dedicated parking spaces for the two units, plus other parking in the rear that is shared with the other two units (A & B) of this commercial condo complex. This is a great opporunity to own a highly visible, move-in-ready building right on Route 4. See MLS Property & Listing Details & 33 images.

$718,500 $433 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $30,500 down 4% on June 1st 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1660  |  Acres: 0.19
Saturday Mar 28, 2026
Description: Great new price! Nestled in the vibrant heart of Woodstock Village, this beautifully renovated residence offers the ultimate "walk-to-all" lifestyle. Stepping inside, newly installed pine flooring guides you through an inviting main level designed for both daily living and effortless entertaining. The cozy living room anchors the home with its warm gas fireplace, while the spacious dining area flows seamlessly into a stunning, expanded kitchen equipped with sleek quartz countertops, and elegant cabinetry. Upstairs, three comfortable bedrooms provide peaceful retreats, highlighted by a versatile sitting room off the primary bedroom that easily transforms into a private study or playroom. Modern peace of mind is built right in, thanks to a new second-floor bath, new energy efficient propane furnace, upgraded 200 AMP electrical wiring, and many more upgrades. Outside, the classic covered porch serves as your front-row seat to the serene village surroundings. Directly across the street, the open green spaces of Vail Field invite you to enjoy playgrounds, ball fields, pickleball/tennis courts or simply walk the dog. Just a short, picturesque stroll away, the very best of Woodstock awaits--from the historic Woodstock Inn and the iconic Village Green to the local elementary school and an array of charming artisan shops, bakeries, and restaurants. For the athlete, this home puts you in the heart of the premier Vermont cycling communities and world class skiing. Complete with a two-car garage with plenty of room to store your outdoor gear, featuring a customizable, partially finished space above, this move-in-ready gem perfectly blends timeless New England charm with modern sophistication. See MLS Property & Listing Details & 46 images.

$785,000 $239 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $30,000 down 4% on June 11th 2026
5 Beds | 4 Baths |   Total Sq. Ft. 3284  |  Acres: 2.84
Tuesday May 12, 2026
Description: This lovely four-bedroom, 2.5-bath cape features a two-car attached garage and a separate 700+/- sq. ft. one-bedroom apartment. The property also includes a separate outbuilding ideal for a workshop or additional storage. The primary living space boasts a modern kitchen with updated cabinetry, granite countertops, and cherry floors. The open-concept family and dining rooms flow into a bright living room equipped with a Woodstock soapstone woodstove, brick hearth, and built-in bookshelves. A three-season porch offers additional space for entertaining. Showings to start May 18, 2026. Open House on May 23, 2026 from 11am to 1pm. The first-floor master suite includes a private full bathroom, two large closets, and a deck. Upstairs, you will find three additional bedrooms, an office/study, and a full bathroom. The separate one-bedroom apartment provides an excellent opportunity for rental income or private guest accommodations. Additional features include a two-car garage and a dog fence/kennel. Located near Mount Tom trails, the home is just five minutes from Woodstock, two minutes from the high school, and twenty minutes from Killington, making it a perfect primary residence or vacation getaway. See MLS Property & Listing Details & 41 images.

$817,000 $567 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2760  |  Acres: 10.1
Thursday Jul 3, 2025
Description: This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house .The dwelling has a wrap around deck overlooking the meadows and pond with views to the south. Antique stone walls are reminiscent of days gone by .If privacy but convenience to Woodstock village is your goal you need not look further. Some of the features include hardwood floors , open floorplan that includes dining and living room , large downstairs game room. Easy access to Killington, Okemo Mountain and of course Woodstock's own Saskadena Six for Skiing . Golf, tennis . biking and fishing are just a few of the many outdoor activities in the area . Pentangle Arts provides music and theater throughout the year. Woodstock was named the prettiest small town in America . Come make it your home in this amazing property. Call today for an appointment. See MLS Property & Listing Details & 57 images.

$845,000 $1,408 per sq.ft. Woodstock VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 600  |  Acres: 6.07
Monday Jun 6, 2022
Description: 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 that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location. See MLS Property & Listing Details & 14 images.

$865,000 $311 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $320,000 down 37% on June 10th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2785  |  Acres: 5.01
Monday Jul 21, 2025
Description: This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide board flooring, horizontal wainscotting, period doors and hardware and a keeping room fireplace. Massive exposed beams substantiate the date of construction. The four bedrooms and three baths include a first floor primary en suite bedroom. Spacious rooms with unusually high ceilings and multi pane windows create a comfortable living space. Beautifully sited and located on the exclusive Randall Road within a grove of ancient sugar maples. See MLS Property & Listing Details & 37 images.

$895,000 $566 per sq.ft. Woodstock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1580  |  Acres: 0.08
Saturday Apr 18, 2026
Description: Beautiful residence with newer renovations...located in the heart of historic Woodstock. Sunlit rooms, open floor concept with handsome refinished original pine floors. Stunning kitchen with stainless appliances, oversized island and soapstone counters accent the new cabinetry. Large dining room for entertaining with lovely screened in porch with double doors that lead out to a privately enclosed courtyard. First floor also features a mudroom, new 1/2 bath, family room and gracious formal living room accented with bookshelves. Second floor consists of a large primary bedroom, a guest bedroom and newly renovated full bathroom and laundry room. Third level has another 2 bedrooms or could be used as offices. This residence is the south side (left side) of the building and includes new mini split a/c units, a storage shed and perennials gardens. Walk to all of towns amenities, shops and restaurants. Mt. Tom National park and hiking behind the house for those nature enthusiasts, championship golf, skiing and fly fishing near by. 20 minutes to the Upper Valley and Dartmouth. Wonderful opportunity to own this charming home in one of Vermonts prettiest towns. See MLS Property & Listing Details & 38 images.

$690,000 $255 per sq.ft. Worcester VT Home »

Price Change! Reduced by $40,000 down 6% on June 10th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2704  |  Acres: 11.75
Thursday May 21, 2026
Description: Breathtaking mountain views, private lawn space, trails, and 11.75 acres make this exceptional country home NOT to be missed! Thoughtfully updated and meticulously maintained, this property blends comfort, efficiency, and timeless Vermont style. Step in from the spacious garage into the tiled foyer and continue through an elegant arched doorway into the heart of the home. Rich Brazilian Walnut hardwood floors lead you through the beautifully designed kitchen featuring stainless steel appliances, a center island with range, breakfast bar, and pellet stove for cozy Vermont evenings. The open living room and formal dining room provide wonderful spaces for entertaining and everyday living. Cherry wood stairs lead upstairs to four spacious bedrooms with bamboo hardwood flooring and bathrooms featuring granite counters and tiled showers. Over the garage, nearly 600 finished square feet offer a versatile family room with generous side room used as a playroom. Modern upgrades include an owned solar system with Tesla battery backup, providing energy efficiency, peace of mind, and long-term savings. After a day outdoors, relax and unwind in your private extra wide outdoor redwood barrel sauna with a woodstove, that accommodates 6 people. Outdoor living is equally impressive with two large decks and a breezy covered porch perfect for grilling, entertaining, or simply enjoying the stunning mountain scenery. Additional features include new hardwood floors, high-capacity oil storage, redundant systems for both heat and hot water, and a rarely used 5500kw generator. Conveniently located just 11 miles to Montpelier and approximately 53 minutes to Burlington International Airport, this remarkable property offers the perfect blend of privacy, luxury, and convenience. See MLS Property & Listing Details & 60 images.