$3,275,000 $696 per sq.ft. Norwich VT Home »

Waterfront on Pond _Unnamed
4 Beds | 5 Baths |   Total Sq. Ft. 4708  |  Acres: 17.5
Thursday Mar 19, 2026
Description: 207 WILLEY HILL ROAD- Gorgeous, recently updated, sophisticated home a stone's throw away from Norwich, Hanover, Dartmouth College, and the best of the Upper Valley. Expertly renovated by renowned builders O'Hara & Gercke, the result is a seamless blend of luxury, charm, and comfort. The sunlit gourmet kitchen is both functional and elegant and commands breathtaking views of the pond, with an adjoining living room featuring a striking stone fireplace and a sizable deck both offering year-round enjoyment and entertainment. The main floor also includes a library/bedroom and a guest bedroom with scenic views of the lovely grounds. Upstairs, the spa-like primary suite is immersed in nature, with sunrise views and a luxurious soaking tub beneath the sky, while a second ensuite bedroom completes the level. On the lower level is a spacious family room opening to a stone patio plus a multi-purpose room that can be used as either a bedroom or office. The main house was the former home of beloved children's television actor & producer Bob Keeshan, better known as Captain Kangaroo. A separate two-bedroom guest house with a strong rental history adds versatility and possibility to the property. The dwellings are set on 17 private acres with a wildlife-rich pond as its center, beautifully landscaped grounds drawing seasonal long-range views, a pool, woodland trail, and a park-like fenced area. A detached four-bay garage provides ample additional space for cars and storage. This exceptional property is a rare combination of convenience and luxury in a highly desirable locale. Note: Some guest house photos are virtually staged. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,200,000 $364 per sq.ft. Orford NH Home »

3 Beds | 4 Baths |   Total Sq. Ft. 3299  |  Acres: 156.2
Monday Aug 4, 2025
Description: Tucked into the hills of Orford, NH, 58 Bear Tree Road offers 156 conserved acres of rolling pasture, forest, and natural beauty. This peaceful country property features old stone walls, a small sugar bush, two ponds (including a designated fire pond), and access to wooded trails--ideal for nature lovers and outdoor enthusiasts. Located near the Appalachian Trail and just a short distance to Lower Baker Pond, this location blends privacy with year-round recreation. The main home is thoughtfully designed for comfort and ease, with the option for one-level living. The first floor features a spacious primary suite with private bath, an open kitchen and dining area, walk-in pantry, laundry, and a half bath. The sunlit living room with a wood-burning fireplace offers a cozy place to gather. Upstairs includes two additional bedrooms and a full bath, perfect for guests or family. Enjoy the changing seasons from the screened-in porch or relax on the outdoor patio surrounded by nature. A one-car attached garage adds convenience, and the accessory dwelling unit provides flexible space for multigenerational living, rental income, or a home office. Enrolled in a conservation easement, the land is protected for future generations. This is a property where lifestyle meets landscape, a chance to live connected to land, tradition, and quiet New England charm. See MLS Property & Listing Details & 50 images.

$2,950,000 $431 per sq.ft. Orford NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 6852  |  Acres: 39.79
Tuesday Feb 3, 2026
Description: Exceptional New England luxury estate offering privacy, versatility, and multi-generational living on 40+/- acres of open meadows, beautiful woods, and three scenic ponds. The primary and largest pond features a white sand beach, perfect for swimming and lounging. This rare multi-residence property includes a 6,800-square-foot main house with hardwood floors throughout, efficient multi-zone radiant heat, and a dramatic stone fireplace anchoring the living area. Designed for entertaining, the 1,200-square-foot outdoor patio features a fully equipped Lynx outdoor kitchen with refrigerator and cabinetry, plus a gas fire pit. A one-and-a-half-story detached garage near the main house offers ample storage and flexible use. A charming two-bedroom guest cottage is privately sited above its own pond, ideal for guests, extended family, or potential rental use. Additional amenities include a 50' x 70' open-span hangar with an apartment and a New Hampshire-licensed helipad. Private yet conveniently located near the Hanover-Lebanon Upper Valley area, this one-of-a-kind estate offers luxury living, recreation, and exceptional compound potential. A truly must-see property. See MLS Property & Listing Details & 50 images.

$1,342,500 $324 per sq.ft. Plainfield NH Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4144  |  Acres: 16.87
Thursday Mar 12, 2026
Description: A private 16+ acre setting with views of Mt. Ascutney, a pond, barn, and open land to explore make this Plainfield property a special Upper Valley retreat. This home was completedly renovated in 2019. Large windows throughout the home bring in natural light and take full advantage of the surrounding landscape. The main level features a primary suite with walk-in closet and a spacious bath with soaking Jacuzzi tub and separate shower. The kitchen is well equipped for both everyday living and entertaining, with quartz countertops, a Thor Professional gas range, and generous cabinet and storage space. The open kitchen, dining, and living area creates a comfortable central gathering space for family and friends. The finished lower level adds great additional living space with a custom bar, pool table area, office, and exercise room--ideal for entertaining, working from home, or relaxing at the end of the day. Outside, two decks offer inviting spaces for outdoor dining and gathering. Spend summer evenings enjoying the peaceful setting, relax in the hot tub under the stars, or gather around a fire by the pond. In winter, the pond becomes a perfect spot for skating. The property also includes a barn, chicken coop, greenhouse, 2 sheds, treehouse and open acreage to explore. A two-car garage plus additional garage space provides plenty of room for vehicles, equipment, workshop and hobbies. Located just 7 miles from I-89, the property offers an easy commute to all Upper Valley employment while maintaining the privacy and space of a rural setting. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$2,550,000 $451 per sq.ft. Springfield VT Home »

6 Beds | 5 Baths |   Total Sq. Ft. 5657  |  Acres: 224
Thursday May 7, 2026
Description: Wild Trails Farm presents a rare opportunity to own 224 acres of private, contiguous land defined by rolling fields, mature woods, and expansive southern views. The setting feels secluded and serene, yet it's fully equipped for comfortable, year-round living.At the heart of the property, the 5,600+ sq ft lodge is thoughtfully designed for both everyday life and entertaining. A spacious kitchen with dual dining areas anchors the home, complemented by multiple living spaces that offer flexibility for gathering or quiet retreat. Six bedrooms and 4.5 baths provide ample room for family and guests. Energy-efficient solar and geothermal systems support modern living, while the sauna adds a simple, restorative touch. The two-car garage, currently used as a yoga studio, can easily be returned to its original use. A screened porch and stone patio create seamless connections to the surrounding landscape in every season.The land itself is a standout feature--224 acres of privacy, beauty, and usability. A network of private trails begins just outside the door, ideal for hiking, biking, snowshoeing, and cross-country skiing. Established gardens, fruit-bearing plantings, and peaceful ponds add to the property's sense of place and seasonal enjoyment.Complementing the main residence, several additional structures enhance the property's versatility: a beautifully restored circa-1800s barn with a two-bedroom apartment, a charming one-bedroom post-and-beam residence, a stable, equipment barn, and a greenhouse. Each building is well integrated, offering function and flexibility without excess.Whether envisioned as a private retreat, a multigenerational compound, or a property with income potential, this offering delivers a compelling combination of infrastructure, acreage, and setting--ready to be enjoyed and adapted to a variety of uses. Additional acreage available. See MLS Property & Listing Details & 59 images.

$2,950,000 $521 per sq.ft. Springfield VT Home »

6 Beds | 5 Baths |   Total Sq. Ft. 5657  |  Acres: 312
Thursday May 7, 2026
Description: Wild Trails Farm is the kind of property buyers wait years to find--312 private acres of rolling fields, woods, and sweeping southern views, with a setting that feels completely removed yet remains incredibly livable.The 5,600+ sq ft lodge strikes an ideal balance between scale and comfort. Designed for everyday living, it features a welcoming kitchen with dual dining areas, multiple spaces to gather or spread out, and six bedrooms with 4.5 baths to accommodate family and guests with ease. Solar and geothermal systems provide efficiency without sacrificing comfort, while the sauna adds a touch of everyday luxury. The two-car garage is currently used as a yoga studio but can be easily converted back. A screened porch and stone patio make it easy to enjoy the landscape in every season.What truly sets this property apart is everything beyond the main home. The land itself is a defining asset--312 acres of privacy and possibility. Miles of private trails begin at your door, ideal for hiking, biking, snowshoeing, or cross-country skiing. Wander through curated gardens, pick fruit in season, or spend quiet afternoons by the ponds.The additional buildings offer flexibility without feeling overwhelming: a beautifully restored circa-1800s barn with a two-bedroom apartment, a charming one-bedroom post-and-beam residence, a stable, equipment barn, greenhouse, and more. There is also a separate off-grid cabin and a treehouse tucked into the woods--simple, peaceful spaces to unplug and retreat.This is a property that works on multiple levels: a private estate, a multigenerational compound, or an income-producing retreat. The infrastructure is in place, the land is exceptional, and the setting is increasingly hard to replicate.Opportunities like this are rare. There is also the option to expand with additional acreage for those seeking even greater privacy and long-term value. See MLS Property & Listing Details & 60 images.

$3,490,000 $1,206 per sq.ft. Springfield VT Home »

Waterfront on River Connecticut River
4 Beds | 5 Baths |   Total Sq. Ft. 2894  |  Acres: 157.41
Friday Dec 19, 2025
Description: A circa 1734 Cape, displaying museum quality authentic detailing, in a setting worthy of a Vermont Life Magazine cover! Originally sited in New Hampshire, the Cape was patiently dismantled, with components meticulously cataloged, and then relocated to an idyllic Vermont hilltop setting! The post and beam construction, gunstock corner posts, exposed beams, extraordinarily wide floor boards, 4 beautiful brick fireplaces, wide board sheathing and hand planed surfaces are desirable components of the original Cape! Now, moving forward to the present day, an experienced designer has recently completely renovated the interior! She has seamlessly blended the early New England architectural features with the benefits of contemporary design amenities! The transformation is truly mesmerizing! Notable major upgrades are all new bathrooms, new bedrooms and a fabulous kitchen that was relocated within the home to benefit from the truly spectacular views. Easily this kitchen is the heart of the home, with an oversized fireplace on one side and long dramatic views on the other side. The additional advantages of contemporary mechanical systems, a full size cement basement and whole house back up generator are unobtrusive nods to present day conveniences! This classic Cape features the traditional Cape floor plan of family oriented rooms and kitchen on the main floor, with luxury bedroom suites above. A 30'x20' wing off the Cape presents the desirable practicality of a privately separated ground level primary bedroom suite. With vaulted ceiling and dramatic windows framing views of the pond and distant hills, this bedroom suite easily becomes a favorite room! Completing this expansive 157 acre estate is a detached private guest cottage with a 4 bay garage below, a large swimming pond, an equipment storage barn and walking trails! Within the extensive 157 acres there is a 24 acre field with agricultural potential! An authentic Cape, in an idyllic setting, without antique home worries! See MLS Property & Listing Details & 58 images.

$2,495,000 $520 per sq.ft. Weathersfield VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4800  |  Acres: 52.12
Monday Jun 2, 2025
Description: Perched above the Connecticut River Valley with sweeping views to the New Hampshire mountains, this meticulously maintained five bedroom, four and a half bath home offers a rare opportunity just 30 minutes to Hanover, NH, Dartmouth College, and Dartmouth Hitchcock Medical Center. For medical professionals relocating to the Upper Valley, this property provides privacy, acreage, and panoramic views at a value rarely found closer to Hanover or Lebanon. Easy access to I 91 allows a comfortable commute to Dartmouth Hitchcock Medical Center while enjoying a peaceful Vermont setting. The open concept layout offers a desirable main level living option and is well suited for multigenerational living or extended guest stays. Hardwood floors, tall ceilings, and expansive windows fill the home with natural light. The spacious kitchen is ideal for entertaining with granite countertops, high end cabinetry, built in refrigerator, wine fridge, and a generous island with prep sink. Both the living room and den feature fireplaces and custom built ins. Upstairs bedrooms offer comfort and privacy. The walkout lower level with tall ceilings and natural light provides excellent expansion potential for recreation space, gym, or media room. The three-car attached garage includes a separate bay with private entrance and direct access to unfinished space above, ideal for a future guest suite, studio, or in law apartment. Outside, enjoy a spacious deck, fire pit area, cleared yard, fenced pen, and spring fed pond. Convenient to Okemo Mountain Resort, Lake Sunapee, Crown Point Country Club, and Upper Valley amenities. Approximately 2 hours to Boston, MA and under 3 hours to Fairfield County, CT, offering strong appeal for both primary and second home buyers seeking Vermont lifestyle with New England accessibility. See MLS Property & Listing Details & 52 images. Includes a Virtual Tour

$1,195,000 $448 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2668  |  Acres: 8.32
Wednesday Feb 18, 2026
Description: Set on a sun-bathed hillside between Woodstock Village and the renowned slopes of Killington and Pico, this custom-built Colonial captures what buyers seek most in Vermont: privacy, craftsmanship, and striking mountain views that feel close enough to touch. Thoughtfully designed by the respected Vermont Vernacular Builders, the home reflects classic regional architecture with refined proportions, timeless materials, and an effortless sense of place. The interior is bright, welcoming, and designed for both everyday living and memorable gatherings. Wide board floors run throughout, while exposed beams lend texture and authenticity to the inviting den and spacious eat-in kitchen. A butler's pantry provides exceptional storage and service flow to the formal dining room, and multiple living spaces -- including a fireplaced living room with gas insert and a den warmed by a wood stove -- offer comfortable options for relaxing or entertaining in every season. Positioned on more than eight private acres, the setting feels peaceful and secluded, yet remains remarkably convenient: Woodstock's celebrated restaurants, boutiques, and cultural attractions are just minutes away, and premier skiing at Killington's Skyeship Base Lodge is under eight miles from your door. Outdoor living is equally compelling, with a large deck perfectly oriented toward the mountains, an in-ground pool for summer enjoyment, and an oversized garage/barn with storage above presenting exciting potential for a guest suite, studio, or party barn. A rare combination of location, quality, and lifestyle flexibility, this property is ideally suited as a full-time residence, seasonal retreat, or investment in Vermont living at its best. See MLS Property & Listing Details & 57 images.

$1,300,000 $407 per sq.ft. Woodstock VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3195  |  Acres: 1.07
Tuesday Nov 11, 2025
Description: Beautifully sited just a short walk from Woodstock Village, this 2015 custom-built home blends modern comfort with timeless Vermont charm. Thoughtfully designed for everyday living and entertaining, the main level features an open, light-filled layout, a well-appointed kitchen, and seamless access to a sunny three-season room overlooking the landscaped grounds. The sought-after first-floor primary suite offers ease and convenience, with generous closet space and a private bath. With three additional bedrooms plus a dedicated office, the home offers plenty of room to spread out. The large finished basement provides flexible bonus space--perfect for a playroom, media room, fitness area, or hobbies. Central air conditioning ensures year-round comfort, while an oversized, heated garage and an in-ground irrigation system make this home convenient in every season. Step outside to a private patio, surrounded by terraced gardens and stonework that add character and curb appeal. Located in a quiet setting yet within easy reach of restaurants, shops, and the village green, this property offers modern convenience in one of Woodstock's most desirable walk-to-town locations. A rare opportunity to enjoy newer construction in the heart of Vermont's most charming village. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,895,000 $644 per sq.ft. Woodstock VT Home »

1000 Ft. of Waterfront on River Ottauquechee River
2 Beds | 3 Baths |   Total Sq. Ft. 2944  |  Acres: 14.9
Tuesday Apr 21, 2026
Description: Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. The first level is comprised of a large, open-format living space with gourmet kitchen, dining and living spaces, plus a first level bedroom with modern ensuite bath. Upstairs is another large open floor plan living space with a half-bath, and a full bedroom with ensuite bath. Each side of the upstairs living space has loft sleeping bunk-areas for kids (of all ages!). SEE DEDICATED PROPERTY WEBSITE FOR VIDEOS, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE. See MLS Property & Listing Details & 33 images. Includes a Virtual Tour

$2,500,000 $488 per sq.ft. Woodstock VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5127  |  Acres: 17.65
Wednesday May 6, 2026
Description: See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock's rolling countryside, this exceptional estate offers a rare blend of refined luxury and pastoral charm. Thoughtfully designed for both elegant entertaining and everyday comfort, the four-bedroom, four-bath residence centers around a stunning gourmet kitchen--complete with a Sub-Zero refrigerator, Wolf range, dual dishwashers, prep sink, and a generous granite island perfect for gathering. Beyond the kitchen, a gracious butler's pantry, inviting den, game room, and large living room create a home that is as functional as it is inviting. Expansive windows frame unobstructed views, bringing the surrounding landscape into every room, while modern efficiencies--including a whole-house generator and rooftop solar--offer peace of mind and sustainability. Equestrians and hobby enthusiasts alike will appreciate the impeccably maintained grounds: a four-stall barn with heated tack room, double run-in shed within the six-acre pasture, a greenhouse, and an additional five-bay garage/shop provide endless flexibility for pursuits and storage. The primary three-car garage ensures convenience close to home. With two wells servicing the property and an included separate, buildable lot with a four-bedroom septic design, the estate presents a unique opportunity for expansion or multigenerational living. All of this, just seven minutes from the charm of Woodstock Village and under twenty minutes to world-class skiing, creates a lifestyle defined by privacy, beauty, and effortless access to Vermont's finest amenities. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$2,599,000 $434 per sq.ft. Woodstock VT Home »

9 Beds | 11 Baths |   Total Sq. Ft. 5993  |  Acres: 0.46
Sunday Sep 21, 2025
Description: This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont's most beloved communities. Woodstock is often hailed as "the prettiest small town in America," and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities offered throughout the year. Currently being used as a 7-room Inn boasting an additional 2-bedroom owner's quarters, this property could be returned to operating as a private residential property with zoning permit. Please contact for more information on making this beautiful place your dream home! See MLS Property & Listing Details & 54 images.

$2,950,000 $543 per sq.ft. Woodstock VT Home »

6 Beds | 6 Baths |   Total Sq. Ft. 5433  |  Acres: 2
Friday Jun 28, 2024
Description: 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 the second floor there are 2 ensuite bedrooms,4 more bedrooms, 2 baths and large laundry room. The third floor offers the surprise of a family room that was originally a ballroom with curved ceiling. There is also a bright studio and half bath on that level. The new attached oversize 2 car garage is accessed from the Pine Room and the fully renovated basement. The 2+/- acres comprises of lovely landscaping around the home and plenty of land for gardens . The 18th century barn and corn crib lend much charm to the setting. There are 8 additional acres for sale if one would like to expand the property. Walk to the charming village store and enjoy dinner on the porch of the Ransom Tavern. Only 5 miles to Woodstock and a short drive to multiple ski areas. South Woodstock is truly a bucolic place to call home! Call today for a private viewing. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour

$3,300,000 $896 per sq.ft. Woodstock VT Home »

3 Beds | 5 Baths |   Total Sq. Ft. 3682  |  Acres: 2.37
Monday Dec 15, 2025
Description: Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary residence is perfectly sited to overlook Woodstock's iconic Mount Tom and the Marsh-Billings Museum, Vermont's only National Park. The property sits at the end of a quiet road with only one other neighboring residence and is surrounded by over 400 acres of conserved land. There is a bedroom suite on each of the three levels, allowing family members or guests to claim their own space. The open living room on the main level is a natural gathering place, either by the fire in the winter, or out on the deck in the summertime to take in the views. The adjoining 1,040-sqft modern pool house was completed in 2023, providing a luxurious new extension of the home. Inside is an open floor plan, where floor-to-ceiling windows showcase unobstructed mountain views to the North and West. Thoughtfully designed with a custom Viking kitchen, spa-style walk-in shower, and guest bed, the pool house is ideal for entertaining guests, hosting family parties, or relaxing apres-ski. The outdoor heated pool is a centerpiece of the property, providing four-season enjoyment. See MLS Property & Listing Details & 28 images. Includes a Virtual Tour