Upper-Valley New Hampshire MLS Listings Homes For Sale

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LYME NH Home for sale $$2,480,000 | $738 per sq.ft.

$2,480,000 | $738 per sq.ft. LYME NH HOME FOR SALE

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


LYME NH Home for sale $$2,500,000 | $472 per sq.ft.

$2,500,000 | $472 per sq.ft. LYME NH HOME FOR SALE

19 Cutting Hill Lane 4 Beds | 6 Baths |   Total Sq. Ft. 5298  |  Acres: 12.5

Located at the end of a country road and with exquisite gardens, this property has evolved from its simple 1800's origins into an expansive, beautifully conceived modern home. The large cook's kitchen is the heart of the home and next to it is a large family room/informal dining room with a huge fireplace and the air of a comfortable, wood paneled London club. On the other side of the kitchen is a more formal dining room and living room as well as an elegant library or office. The spacious primary suite is on the first floor and has two bathrooms and two separate closets attached. Upstairs there are three more bedrooms and two additional bathrooms. Attached garage is heated, and has a dog kennel which leads to a fenced outdoor area for the canines to enjoy the outdoors in safety. This property has MAGIC! See MLS Property & Listing Details & 52 images.


Under Contract WOODSTOCK VT Home for sale $$2,599,000 | $434 per sq.ft.

$2,599,000 | $434 per sq.ft. WOODSTOCK VT HOME FOR SALE

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.


Under Contract VILLAGE OF WOODSTOCK IN TOWN OF WOODSTOCK VT Home for sale $$2,600,000 | $650 per sq.ft.

$2,600,000 | $650 per sq.ft. VILLAGE OF WOODSTOCK IN TOWN OF WOODSTOCK VT HOME FOR SALE

2 Pleasant Street 4 Beds | 4 Baths |   Total Sq. Ft. 3998  |  Acres: 0.37

2 PLEASANT STREET- This stately brick Federal is a historic landmark property in the heart of Woodstock Village, home to many storied families in the town and state's history, notably Julius Converse, Governor of Vermont in 1872, and Laurance Rockefeller. Though it has been well-renovated and maintained over the years, it retains many of its historic features to beautifully blend modern convenience with original charm. The first floor features oversized, recently updated windows and several spacious high ceiling gathering rooms including a formal living room, dining room, library, and central family room. A cozy eat-in kitchen with fireplace on the north side of the house opens to a lovely landscaped yard shaded by mature maple trees. The second floor, also punctuated by high ceilings and windows to give it a bright and spacious feel, features a primary bedroom on the front side of the house with an adjoining dressing area, walk in closets, and full bath. Adjacent the primary is another sizable bedroom with its own bath, while two additional bedrooms with shared bath round out the level. The detached barn garage has space for one car and plenty of additional storage. Idyllically sited and within walking distance of local shopping, dining, schools, hiking trails, and Marsh-Billings-Rockefeller National Historic Park, this iconic Woodstock home is a rare gem. See MLS Property & Listing Details & 43 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$2,600,000 | $867 per sq.ft.

$2,600,000 | $867 per sq.ft. WOODSTOCK VT HOME FOR SALE

1362 Barnard Road 4 Beds | 2 Baths |   Total Sq. Ft. 3000  |  Acres: 112.88

Gilbert's Hill is one of Vermont's most celebrated properties and a national landmark for its contribution to the sport of alpine skiing. Spanning 112.88± acres in Woodstock (79.31 acres) and Pomfret (33.57 acres), the farm is recognized as the birthplace of lift-served skiing in America, where the first rope tow was installed in 1934. Today, its open pastures, rolling terrain, and historic ski hill remain wonderfully intact -- a living landscape that forever changed the trajectory of winter sport and the development of recreational skiing in the United States. At the heart of the property is a restored circa 1855 Greek Revival brick farmhouse with four bedrooms, two bathrooms, and a classic mid-19th-century clapboard addition with kitchen and garage. Original details have been thoughtfully preserved, blending historic integrity with comfort and charm. Surrounding the main house is a collection of restored historic buildings, including: a 1934 ski hut, now a three-season cottage with two bedrooms, kitchen and full bathroom; a carriage barn with seasonal kitchen and half bathroom; a dairy barn with milking parlor and six stanchions; and the original milk house. There is also a modern greenhouse pavilion with seasonal half bathroom and a detached 4-bay equipment shed. The land, which includes a vineyard with 700 vines, is conserved with the Vermont Land Trust. The house, dairy barn, milk house and 1934 ski hut are also protected by a historic preservation easement. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour


ORFORD NH Home for sale $$2,850,000 | $489 per sq.ft.

$2,850,000 | $489 per sq.ft. ORFORD NH HOME FOR SALE

594 NH Route 10 5 Beds | 4 Baths |   Total Sq. Ft. 5827  |  Acres: 14

Howard House (1829), regarded as one of the most exceptional examples of a Federal home in central NH and VT, boasts careful preservation and restoration (most recently by Housewright Construction),as well as the subtle introduction of modern conveniences, including central air. This home, surrounded by 14 acres of well-tended trees and landscaping, enjoys the northernmost location of Orford's nationally recognized row of 7 Federal houses paralleling the Connecticut River. This perch affords a dramatic, unimpeded view up the valley over fields and historic Orford cemetery, as well as a separate westward vista over well-designed perennial beds to the spectacular Palisade across the river. Behind the house there is open lawn, specimen trees, a tennis court, a heated Hartley greenhouse that's accessible directly from the house, and a fenced-in vegetable garden. Numerous eye-catching architectural details include generously proportioned rooms, lofty ceilings, a stunning spiral staircase, De Gournay 'Early View of India' wallpaper, and decorative painting on walls and cabinetry. In addition, there are charming private quarters with a separate entrance. The property is quite private and yet within 3-minute drive to a Connecticut Riverboat landing, the Lake Morey Resort, 3 restaurants, 2 markets, conserved trails for hiking, and I-91 for a 20-minute trip to the Hanover Green. A rare chance to own an extraordinary historic house on lush grounds in a picturesque river town. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour


LYME NH Home for sale $$2,995,000 | $204 per sq.ft.

$2,995,000 | $204 per sq.ft. LYME NH HOME FOR SALE

9 Main Street 22 Beds | 22 Baths |   Total Sq. Ft. 14714  |  Acres: 5.4

Located on over 5 beautiful acres in the heart of coveted Lyme, NH, just a 15 minute drive from Hanover, NH and Dartmouth College, this large, beautifully restored and maintained property has operated as an inn, restaurant, and event space for decades and is ready for the next stewards to create their own vision. One of the town's iconic buildings, the main structure faces the town's common and wraps around a lovely lawn, while a quaint guest house is tucked back overlooking the private pond and abutting conservation area. Whether it's creating a family compound, working with the town zoning to create a series of smaller residences, or keeping the existing businesses going and creating a mixed use of commercial and residential spaces, possibilities abound with this incredible opportunity. Lyme is home to one of the state's top rated K-8th schools, plus the Dartmouth Skiway, Post Pond, and expansive networks of hiking and biking trails offer endless recreational activities. Just bring your vision - this property is ready to make it a reality! This is also listed commercially as MLS# 4996700. See MLS Property & Listing Details & 48 images.


POMFRET VT Home for sale $$3,400,000 | $976 per sq.ft.

$3,400,000 | $976 per sq.ft. POMFRET VT HOME FOR SALE

2769 Cloudland Road 4 Beds | 4 Baths |   Total Sq. Ft. 3485  |  Acres: 90.8

Breathtaking long range views of Killington Peak and Saskadena 6 greet you as you wind your way up to your private slice of Heaven. Situated on nearly 91 acres, this spectacular property offers everything, from the views and open fields to the saltwater pool tucked nicely into the hillside to the trails running throughout the woods and a lovely stone patio aligned perfectly for evening sunsets. Inside, nearly every aspect of the house has been updated. There are four bedrooms including a primary with ensuite bath and two additional full baths. The fully renovated kitchen is open to the dining area which leads to the living room with new floor to ceiling windows overlooking the Pomfret hills and mountains beyond. A stone fireplace anchors the living room, complete with a new insert and chimney liner. Between mini splits in all rooms and radiant floor heat in select areas, this house is fossil fuel free and derives most of its power from 61 onsite solar panels. Two Tesla power walls provide backup in the event of a grid outage. Separate from the main house is a two room cottage that was completely redone and currently set up as a guest bedroom and office, with a half bath inside and a seasonal outdoor shower on the deck. A short trek up through the woods takes you to an open meadow with a small cabin awaiting some finishing touches. Located privately atop the coveted Cloudland neighborhood just minutes from downtown Woodstock and Saskadena 6, this is a must see property. See MLS Property & Listing Details & 56 images. Includes a Virtual Tour


WOODSTOCK VT Lake House for sale $$3,500,000 | $644 per sq.ft.

$3,500,000 | $644 per sq.ft. WOODSTOCK VT LAKE HOUSE FOR SALE

61 Academy Circle Waterfront Owned 6 Beds | 6 Baths |   Total Sq. Ft. 5433  |  Acres: 10

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 10 acres comprises of lovely landscaping around the home and plenty of land for gardens and animals. The 18th century barn and corn crib lend much charm to the setting. 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


WOODSTOCK VT Home for sale $$3,500,000 | $681 per sq.ft.

$3,500,000 | $681 per sq.ft. WOODSTOCK VT HOME FOR SALE

18 The Green 6 Beds | 8 Baths |   Total Sq. Ft. 5142  |  Acres: 0.36

Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town's finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort and convenience. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980's, providing a Great Room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef's kitchen, all located on the main level. There is a guest suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and gardens. See MLS Property & Listing Details & 42 images.


HANOVER NH Lake House for sale $$5,499,000 | $692 per sq.ft.

$5,499,000 | $692 per sq.ft. HANOVER NH LAKE HOUSE FOR SALE ON RIVER CONNECTICUT RIVER

4 Occom Ridge Waterfront Owned 273 Ft. of shoreline | 11 Beds | 7 Baths |   Total Sq. Ft. 7943  |  Acres: 1.2

Steeped in the tradition and history of Dartmouth College, The Carleton House at 4 Occom Ridge is a landmark home in what is arguably Hanover's finest residential neighborhood. Sited on the crest of Occom Ridge and offering 273' of frontage and westerly views over the Connecticut River, the 1.2-acre property is accessed by private driveway and is a short walk to Pine Park, the Dartmouth College campus and downtown Hanover. The main house, an historic ca. 1897 seven-bedroom shingle style wood framed home, is attached to a distinct four-bedroom accessory dwelling making this a very unique property. Well-maintained with improvements by the current owners, historic charm is preserved through many original features; graciously proportioned, light-filled common rooms, architectural details such as raised paneling, chair rails, wainscot, crown moldings and warmth of hardwood flooring fill the interior with a strong sense of history. The second house, connected by both an exterior walkway and enclosed breezeway, offers an open living/dining room, kitchen, first floor bedroom, two bathrooms and three additional bedrooms upstairs. Gracious, spacious, and confident in its place in the history of Hanover and Dartmouth, the Carleton House is a rare opportunity to own a Hanover gem. See MLS Property & Listing Details & 45 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$6,750,000 | $1,327 per sq.ft.

$6,750,000 | $1,327 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $500,000 down 7% on August 29th 2025

412 Skyland Lane 4 Beds | 5 Baths |   Total Sq. Ft. 5087  |  Acres: 65.45

Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 65 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef's kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, chicken coop, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Showings begin June 7th. See MLS Property & Listing Details & 48 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$8,000,000 | $1,486 per sq.ft.

$8,000,000 | $1,486 per sq.ft. WOODSTOCK VT HOME FOR SALE

115 Eastman Road 3 Beds | 4 Baths |   Total Sq. Ft. 5384  |  Acres: 68.92

Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a testament to elegant durability. From the mahogany exterior to the hand crafted front doors and custom-wrought hardware, this spacious and meticulously considered home celebrates the skill of Vermont's most talented craftspeople. The unparalleled 180 degree views over the Woodstock valley are spectacular in every season, offering year-round sunlight and ever-changing vistas. With a gourmet kitchen custom-built for entertaining, a 1,000 bottle wine cellar, and a double-sided great room fireplace, Sorgenfrei perfects conviviality. The measures taken to ensure the property's efficiency and durability are too numerous to name - among them, an 18kw solar array, Pella Architect-Series windows, and custom mortise and tenon fir construction. At home among Woodstock's most lauded residences, and gorgeously situated in one of the area's most prestigious neighborhoods, this home is a testament to uncompromising vision and a paean to unparalleled enjoyment of Vermont's Green Mountains. See MLS Property & Listing Details & 47 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$18,000,000 | $1,438 per sq.ft.

$18,000,000 | $1,438 per sq.ft. WOODSTOCK VT HOME FOR SALE

355 Greene Road 7 Beds | 10 Baths |   Total Sq. Ft. 12520  |  Acres: 183.7

Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with porch - for cooking, gathering and entertaining; the owner's quarters with a 2nd floor suite and 2 bedrooms below; the guest wing with 3 first-level bedrooms, second-floor game room and adjacent 8-bed bunk room and a 4-story octagon with wine cellar at the base and flexible multi-use spaces above. All 7 bedrooms are ensuite plus 3 powder rooms. The attached gambrel barn is a professional grade gymnasium with 6-car heated garage underneath. The interior is like a grand lodge in the American West while the exterior with shingles and gambrel barn is traditional New England. The systems and mechanicals are all commercial grade. The finishes and craftsmanship are consistently superb. The atmosphere is relaxed and fun. As a complete fully furnished package, each and every attribute at Star Hill Farm - the location, land, exposure, privacy, views, guest house, barn, pond, residence and gymnasium- is exceptional, creating one of the finest properties in Vermont. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour


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