Upper-Valley NH
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$1,850,000 | $566 per sq.ft.
Price Change! reduced by $645,000 down 35% on July 16th 2026
48 Rennie Road
4 Beds | 3 Baths | Total Sq. Ft. 3270 | Acres: 8.39
Discover a quietly captivating Contemporary, where natural light pours in and the landscape becomes an ever-present part of the experience. Nearly every room frames a view, inviting you to slow down, settle in, and savor the setting. Thoughtfully designed gathering spaces offer both openness and intimacy. Host dinners in the formal dining room, linger over morning coffee in the breakfast nook, or curl up by the fire as the hillside shifts with the seasons. With generous proportions, the living areas adapt beautifully, whether entertaining, unwinding, or simply living with ease. For those who work from home, a full-size office with built-in bookshelves and expansive windows provides an inspiring place to spend your days. The kitchen is functional, crafted for those who love to cook and connect. A nearby pantry and direct-access mudroom streamline daily routines and arrivals. The east wing features three main-level bedrooms and two full baths, creating both comfort and flexibility. Upstairs, the primary suite feels like a private retreat; wrapped in windows on three sides, filled with soft light, and oriented toward serene northern views. A walk-in closet and full bath with a double vanity complete this sanctuary-like space. A full unfinished basement offers abundant storage, laundry, and direct outdoor access. Outside, rolling lawn, mature landscaping, a solar tracker, and apple trees blend seamlessly with the open field beyond. See
MLS Property & Listing Details & 49 images.
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$1,895,000 | $644 per sq.ft.
2394 Fletcher Hill Road
Waterfront Owned 1000 Ft. of shoreline | 2 Beds | 3 Baths | Total Sq. Ft. 2944 | Acres: 14.9
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
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Under Contract
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$1,950,000 | $575 per sq.ft.
1 Purling Brooks Drive
5 Beds | 5 Baths | Total Sq. Ft. 4210 | Acres: 1.99
Located off of picturesque River Road in the lovely cul-de-sac neighborhood of Purling Brooks, this spacious, light-filled five bedroom, five bathroom home offers an exceptional blend of comfort, flexibility, and natural beauty. A welcoming front porch overlooking mature gardens creates a perfect spot to relax and enjoy the peaceful surroundings and expansive yard. The neighborhood abuts conservation land and scenic walking trails. A standout feature is the private accessory dwelling unit (ADU), with its own kitchen, living room, bedroom, bathroom and laundry- a versatile space for guests, extended family, a nanny, or potential rental income. The main home's open-concept kitchen flows seamlessly into a spacious living room highlighted by soaring cathedral ceilings and a cozy propane fireplace. From the living room, step into the inviting three-season screened porch--an ideal retreat for relaxing, entertaining, or enjoying the private surrounding yard. The main level also includes a formal dining room, comfortable living room and a bedroom, which could easily serve as a private office or bonus room. Upstairs, the expansive primary bedroom ensuite features three walk-in closets, complemented by two additional bedrooms, a bathroom, a dedicated office or activity area, and a convenient second-floor laundry room. The large finished basement provides abundant space for recreation, entertainment, a potential sixth bedroom, and storage. Set in a desirable neighborhood with direct access to nature, this exceptional home offers space and versatility. A truly wonderful place to call home. Seller is a licensed real estate agent. See
MLS Property & Listing Details & 60 images.
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$1,995,000 | $975 per sq.ft.
Price Change! reduced by $305,000 down 15% on June 9th 2026
32 River Road
3 Beds | 4 Baths | Total Sq. Ft. 2046 | Acres: 10.57
Perfectly positioned along the Connecticut River in Hanover, 32 River Road offers a rare blend of refined living and extraordinary natural beauty. This thoughtfully updated three-bedroom, three-bath residence captures sweeping river views and an effortless indoor-outdoor lifestyle in one of the Upper Valley's most desirable settings.Renovated in 2021, the kitchen, family room, and baths feature clean, timeless finishes, while hardwood floors and radiant heat throughout the lower level and garage provide year-round comfort. Cathedral ceilings introduce natural light and volume, while loft spaces accessed by custom ladders add charm, flexibility, and a perfect hideaway for younger guests. Clapboard siding and a standing seam metal roof complete the home's understated New England aesthetic. The home's 700+ square-foot wraparound deck serves as the centerpiece of the property, offering panoramic river views and exceptional space for entertaining, dining, or quiet retreat. Whether enjoying morning coffee beside the water, evenings in the hot tub, or sunset gatherings with friends, every moment is framed by the rhythm and beauty of the Connecticut River. A private dock provides access to rowing, paddling, boating, and exploration. Included in the offering are a Vespoli racing shell, canoe, kayak, and motorized raft, along with amenities including dedicated gear storage, an outdoor summer shower, and a heated two-car garage. In the early morning hours, Dartmouth crew shells glide quietly along the river, adding to the timeless character of life on the Connecticut. Adding to the property's appeal is an additional 10-acre parcel across the street, where carved walking trails and several potential building sites offer future possibilities. The river becomes part of daily life in every season, creating a rare sense of privacy and connection to nature just moments from downtown Hanover and Dartmouth College. Offered with tasteful furnishings-this is a turn key opportunity. See
MLS Property & Listing Details & 60 images.
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$2,225,000 | $575 per sq.ft.
473 Kendall Road
4 Beds | 3 Baths | Total Sq. Ft. 3867 | Acres: 15.94
Nestled in amongst flowering lilacs, ancient apple trees, and terraced English perennial gardens, this lovingly restored classic antique stone cape has all the conveniences of modern living, while honoring and preserving the charming period detail. Built in 1860, the home is an impressive example of snecked ashlar stone construction, which was introduced to this region by Scottish immigrants in the early 1800's. The rooms are spacious, bright and inviting with exposed hand- hewn beams and pine plank floors running throughout. The updated country kitchen with soapstone counters connects to a cozy reading room with bookshelves and woodstove, and a utility/mudroom with ¾ bath, and laundry. The formal dining room offers plenty of space for gatherings. The front to back Living Room is anchored by a woodburning fireplace, and steps out to a private sunroom, and a guest room/office. Moving upstairs, there are four bedrooms and a bathroom. The 18thcentury hip roofed, post and beam English bank barn has a huge, sweeping loft space ideal for parties and entertaining. The lower level can accommodate animals, hobbies or a home occupation. The barn is surrounded by lush green pastures, and rail fencing which lead you to a network of beautiful trails for hiking. A short stroll to The Kedron Valley Inn, KV Pond, The South Woodstock Store, and Green Mountain Horse Assn. A five-minute drive to the Woodstock Village Green. Easy access to Hanover, DHMC, skiing, golf, dining, shopping and recreation. See
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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$2,300,000 | $780 per sq.ft.
134 Chester Arthur Road
4 Beds | 5 Baths | Total Sq. Ft. 3524 | Acres: 4.69
A quality residence with 4.69 landscaped acres beautifully complimenting the estate! Entering into the grounds a graceful drive meanders through landscaped lawns to arrive at a stone patio and an appealing New England style residence. Conveniently, there is option to enter an attached garage with direct entrance to the residence. After crossing the stone patio, passing through the front door reveals a well designed floor plan. An oak floored living room complete with fireplace is first to view. To the left is a library that could equally serve as 1st floor primary bedroom, with attached full bath. Walking back through the living room leads to a kitchen with Vermont Verde marble counters and a dining room. A convenient laundry and i/2 bath complete the 1st floor. The owners enjoy excursions in a large motor home. Consequently, the property has been designed with an oversized additional 8 car attached heated garage offering endless potential applications and accessed from an entrance off this 1st floor. (In addition, to the rear of the property are several RV pads and hook ups, to further accommodate large motor homes!) Stairs by the front entry lead up to the 2nd floor. 1st revealed is a bedroom, a sitting area and full bath. A walk through closet area leads to an oversize primary bedroom with luxurious full bath! Completing the 2nd floor is a 32x16 office/bedroom with 3/4 bath. In the basement is a 32x20 family room, a laundry and a storage room. QLLA member amenities await! See
MLS Property & Listing Details & 32 images.
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$2,300,000 | $659 per sq.ft.
915 Peterkin Hill Road
5 Beds | 6 Baths | Total Sq. Ft. 3489 | Acres: 9
Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by antique stonewalls. This 5 bedroom, 4 bathroom extended cape styled home was renovated approx 15 years ago with handsome hardwood floors throughout. Large kitchen with Calcutta Marble, Electrolux stainless appliances and ample storage that opens into the dining room- The formal living room also has expansive views beyond the french doors to a covered porch across the back of the house for entertaining family and friends. The living room is anchored by a traditional propane fireplace, custom book shelves, lovely pocket doors... it's easy to want to curl up with a good book in the wintertime. Generous primary suite with custom built-ins, walk in closet and expansive bathroom located on first floor. There is a second guest bedroom with full bath on the first floor as well as a cozy den surrounded by built-in bookcases. Second floor features 3 very large bedrooms and 2.5 bathrooms including a clawfoot tub. A walk out basement for easy access to store patio furniture. Ample storage or potential for a workshop. There is a generator on site, 2 bay attached garage and barn/stables down below the property. The majority of the property is open and mowed to perfection. This estate has been well maintained and in a superior location. Killington/Pico and Okemo a short distance. Easy access to historic Woodstock, championship golf, tennis, cross country skiing and shopping. Come take a look. Not many properties with this exceptional view! See
MLS Property & Listing Details & 58 images.
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Under Contract
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$2,400,000 | $815 per sq.ft.
3 Lewin Road
4 Beds | 4 Baths | Total Sq. Ft. 2943 | Acres: 0.26
3 Lewin Road checks every box and then some. Turn-key, beautifully updated, and just a few blocks from Hanover's Main Street, this 4-bedroom, 3.5-bath Cape is deceptively spacious and unmistakably well-done. A complete 2025 reimagination brought a showstopper gourmet kitchen -quartzite countertops, paneled Sub-Zero, induction range with pro-bake and air fry, retractable brass pot-filler, custom cabinetry, and concealed ventilation - along with a long list of stunning updates that complement the flexible floor plan, including primary suites on both levels. The main floor open-concept living space flows seamlessly through doors that open directly to the backyard, where a full-length deck, pergola, garden shed, and fire pit area create an outdoor entertaining sequence for every season. Upstairs, three generously sized bedrooms offer comfortable separation. The expansive basement delivers serious storage and potential to expand your living space. An attached one-car garage rounds out the package. Steps from the Mink Brook trailhead, close to the Connecticut River, Hanover High School, and Dartmouth College Campus, it's the rare property that it earns that in-town cottage charm without any of the compromise. The list of recent renovations and improvements to this 3-story property is long and ready to be enjoyed by the next homeowners for years to come. See
MLS Property & Listing Details & 49 images.
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$2,480,000 | $738 per sq.ft.
68 Breck Hill Road
3 Beds | 4 Baths | Total Sq. Ft. 3360 | Acres: 22.83
BRECK HILL ROAD- With incredible south facing mountain views, Breck Hill's spectacular location and setting are the ideal backdrop for this stylish and updated contemporary home. Featuring a spacious open concept design with exceptional flow, the interior spaces are well-appointed to welcome abundant natural light and showcase the breathtaking long-range vistas. A sizable eat-in kitchen, living, and dining space open to a breezy screened porch overlooking the grounds, while a cozy library/den sits adjacent to these spaces on the north side of the home. The grand primary bedroom suite has arguably the best views on the property and is perfectly positioned to take in the mature landscaping and gardens that adorn the property. Two additional bedrooms, each with its own bath, round out the main living area. There is a generous unfinished space on the second floor if expansion is desired, while the basement offers ample room for storage. The substantial land component of 22+ conserved acres is comprised of a lovely mix of open meadows and magical forest trails tailor made for dog walks, cross-country skiing, and more. Complete 2009 renovation including new mechanicals, interior finishes- new floors, walls, ceilings and doors, exterior finishes- new insulation, windows, doors & siding. Minutes away from the Village of Lyme and a short hop to Hanover, Dartmouth College, and the best of the Upper Valley region, this turnkey luxury home offers privacy without compromising convenience. See
MLS Property & Listing Details & 47 images. Includes a Virtual Tour
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$2,495,000 | $756 per sq.ft.
31 & 37 River Cottage Lane
Waterfront Owned 290 Ft. of shoreline | 5 Beds | 4 Baths | Total Sq. Ft. 3300 | Acres: 1.39
Some properties are purchased for the house. Others are purchased for the lifestyle they make possible. This remarkable Connecticut River compound offers both with 290 feet of owned waterfront, two beautifully finished year-round residences, 2-car heated garage with finished room above, electric vehicle charging, private docks, protected views, and a level of privacy that is increasingly difficult to find.The beautifully crafted main residence features high-end finishes throughout, an open and light-filled living space, and an expansive wraparound porch perfectly positioned to take in the river and mountain views. The property also includes an additional year-round living cottage, including 1 bedroom and a sleeping loft, fully renovated with its own deck, outdoor shower, patio and fire pit overlooking the water - creating outstanding opportunities for guests, extended family, rental income, or a private compound. Three private docks accommodate a pontoon boat, fishing boat, and jet skis, making it easy to enjoy boating, fishing, kayaking, and swimming right from your property. This turnkey riverfront estate is a truly one-of-a-kind opportunity in the Upper Valley. See
MLS Property & Listing Details & 59 images.
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Under Contract
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$2,500,000 | $460 per sq.ft.
Price Change! reduced by $1,000,000 down 40% on July 9th 2026
61 Academy Circle
Waterfront Owned 6 Beds | 6 Baths | Total Sq. Ft. 5433 | Acres: 2
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
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$2,500,000 | $488 per sq.ft.
114 Oak Ridge Way
4 Beds | 4 Baths | Total Sq. Ft. 5127 | Acres: 17.65
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
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$2,500,000 | $856 per sq.ft.
25 Wolfeboro Road
4 Beds | 4 Baths | Total Sq. Ft. 4179 | Acres: 40
Set on 40+/- private acres in Hanover, this exceptional 4 bedroom, 3.5 bath home offers breathtaking long range mountain views, stunning sunsets, and peaceful field vistas. Enjoy the beauty of every season from your own backyard, surrounded by perennial gardens, abundant wildlife, and the sounds of birdsong. As day turns to night, take in spectacular stargazing, where the stars shine brightly above the surrounding mountain and fields. Filled with natural light, nearly every room captures stunning views of the surrounding mountains, fields, and landscape. Inside, you'll find hardwood and tile floors, a spacious laundry room, and a chef's kitchen featuring beautiful quartz countertops and ample space for gathering and entertaining. Step directly from the kitchen onto the expansive deck, where you can enjoy your morning coffee, watch wildlife, and take in the spectacular scenery. The inviting sunroom provides another peaceful space to relax and appreciate the ever changing views throughout the year. Cozy up by the woodstove on winter days while enjoying the warmth and charm of this thoughtfully designed home. Additional features include a 2 car garage, abundant attic storage, and a partially finished walkout basement complete with a full bath ideal for a game room, home gym, guest space, or recreation area. Step outside to the expansive yard where panoramic mountain and field views stretch for miles. With easy access to hiking trails right from your doorstep, outdoor enthusiasts will appreciate the opportunity to explore nature without ever getting in the car. Located just minutes from Hanover, Dartmouth, shopping, dining, and recreation, this property offers a rare combination of privacy, natural beauty, and convenience in one of the Upper Valley's most sought-after locations. Whether enjoying a sunset from the deck or sunroom, relaxing by the woodstove, or exploring the surrounding trails, this remarkable property is a true Upper Valley retreat. See
MLS Property & Listing Details & 49 images.
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$2,599,000 | $434 per sq.ft.
41 Pleasant Street
9 Beds | 11 Baths | Total Sq. Ft. 5993 | Acres: 0.46
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.
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Under Contract
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$2,900,000 | $534 per sq.ft.
Price Change! reduced by $1,000,000 down 34% on March 29th 2026
2 Hilton Field Lane
6 Beds | 7 Baths | Total Sq. Ft. 7924 | Acres: 0.7
2 HILTON FIELD LANE- Uniquely positioned at the end of Occom Pond with views over the former Hanover Country Club and partial views of the water, Hilton Field Lane presents a rare and extraordinary opportunity to own in the highly coveted Rope Ferry neighborhood of downtown Hanover. The mostly level .7-acre parcel features a lovely mix of landscaping and statuesque mature trees as well as a swimming pool and cabana on the east side of the property. The original 1910 colonial home-officially listed as a 6-bedroom/7-bath-offers stately living and dining areas and gorgeous original details while the entire structure has been well-upgraded and expanded over the years. There is an ADU (accessory dwelling unit) on the lower level as well as rented living space on the east side with a well-established rental history. Reimagine the historic home in your own design or develop a new vision for this incredible lot and location all while enjoying a short walk to Hanover's shopping and restaurants, Dartmouth campus, and miles of conserved land in Pine Park across the street. Architectural floor plans available. See
MLS Property & Listing Details & 39 images.
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$2,900,000 | $599 per sq.ft.
Price Change! reduced by $200,000 down 7% on July 14th 2026
66 Hollow Farm Road
5 Beds | 4 Baths | Total Sq. Ft. 4843 | Acres: 105.1
CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef's kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead--with its native timbers and stone fireplace--creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House--a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience. See
MLS Property & Listing Details & 58 images. Includes a Virtual Tour
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$2,940,000 | $3,603 per sq.ft.
198 Brackett Road
3 Beds | 2 Baths | Total Sq. Ft. 1632 | Acres: 213.9
Extraordinary VT Estate & Recreational Property - 213.9± acres across 4 parcels-A truly rare opportunity to own a legacy property with a rich history, exceptional acreage, multiple residences, and breathtaking natural beauty. Encompassing approximately 213.9 acres across 4 separate parcels, this remarkable property offers an unparalleled combination of residential, recreational, agricultural, & investment potential. The primary parcel consists of 142.6 acres and features a 3-bed, 2-bath main residence, a 2-bed, 1-bath secondary home, a large workshop with a 1-bed, 1-bath apartment, & small horse barn, providing ample flexibility for multi-generational living, rental income, guest accommodations, or a home-based business. Adding to the appeal are 3 additional parcels totaling 71.3 acres. One parcels encompasses 34 acres and includes a State-approved septic design for a 3-bed home, presenting an outstanding opportunity for future development. This parcel boasts magnificent views overlooking the CT River, creating an exceptional homesite surrounded by Vermont's natural beauty. The property is a true outdoor enthusiast's paradise, featuring an incredible 13 ponds scattered throughout the landscape, attracting abundant wildlife & enhancing the property's scenic appeal. From select vantage points, enjoy views of Lake Morey & Lake Fairlee, adding to the property's already impressive collection of natural features. Accessed by a privately maintained rd, the property offers exceptional privacy while remaining accessible year-round. Formerly known as Record Ridge Hunting, the land has a longstanding reputation as a premier destination for outdoor recreation. The diverse terrain, extensive acreage, ponds, and wildlife habitat make it ideal for hunting, hiking, horseback riding, ATV use, or simply enjoying the peace and solitude of a large VT landholding. Whether you're searching for a family compound, sporting property, or investment opportunity, this property is a must see. See
MLS Property & Listing Details & 60 images.
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$2,950,000 | $1,003 per sq.ft.
Price Change! reduced by $350,000 down 12% on July 16th 2026
249 Sawyer Road
3 Beds | 5 Baths | Total Sq. Ft. 3682 | Acres: 2.37
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 & 21 images. Includes a Virtual Tour
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$2,950,000 | $635 per sq.ft.
104 Upper Stonehouse Mountain Road
4 Beds | 3 Baths | Total Sq. Ft. 6852 | Acres: 39.79
Extraordinary 40-acre New England estate just 20 minutes from Dartmouth College, offering a rare combination of luxury living, recreation, privacy, and investment potential. The centerpiece is a beautifully maintained 4-bedroom main residence featuring a spectacular 1,200-square-foot outdoor patio with premium Lynx appliances, expansive entertaining space, and a fire pit for year-round enjoyment. The property also includes a helicopter hangar with an attached 1-bedroom apartment, perfect for guests, staff, or a private retreat, as well as a separate 2-bedroom cottage ideal as a rental property, guest house, or caretaker residence. Three private ponds enhance the estate's natural beauty, including one with its own sandy beach for swimming, kayaking, and summer relaxation. The grounds offer a true four-season lifestyle, with open fields, wooded areas, abundant wildlife, and exceptional privacy. In winter, snowmobile enthusiasts can ride directly from the property onto nearby trail networks, providing access to miles of groomed trails without trailering. During the warmer months, the estate becomes an outdoor paradise for entertaining, recreation, and family gatherings. A unique advantage of this property is the absence of zoning restrictions, creating exceptional flexibility for future use. Whether envisioned as a luxury family compound, an income-producing investment, a mixed residential-commercial property, or a development opportunity, the possibilities are extensive. The acreage may also offer subdivision potential for those seeking to create additional homesites or realize future value. Rarely does a property combine luxury amenities, aviation access, waterfront recreation, direct snowmobile trail access, and unmatched flexibility in such a desirable Upper Valley location. See
MLS Property & Listing Details & 52 images.
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$2,950,000 | $527 per sq.ft.
5798 South Road
8 Beds | 8 Baths | Total Sq. Ft. 6200 | Acres: 32
Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered stonewalls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first floor primary suite with private bath, vaulted ceilings and new large walk in closet. Kitchen features thermador appliances and quartz counters anchored by a large dining room with stunning wood floors. An expansive cozy living room centered by a handsome brick fireplace to curl up with a book on a snowy day. The rooms are spacious and inviting with an abundance of light, exposed original hand-hewn beams and easy access for outdoor entertaining on the brick patio or the new east terrace. Enjoy a separate 3 bedroom Guest House for friends/family with good rental income history. New Tesla Tower for backup power. Located in the heart of horse country and the village of South Woodstock. Enjoy skiing, championship golf and fly fishing on the Black River. Easy access to shopping, restaurants and Upper Valley. Only 8 minutes to Woodstock, 2.5 hours to Boston and 5 hours to NYC. Kedron Valley Farm is a stunning, quintessential farm in the heart of GMHA. See
MLS Property & Listing Details & 58 images.
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