$2,800,000 $711 per sq.ft. Winhall VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 3938  |  Acres: 27.99
Monday Jul 28, 2025
Description: Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings and grand French doors that flood the interior w/ natural light. At the heart lies a chef's kitchen, equipped with premier appliances, spacious center island, custom cabinetry--ideal for both daily living and entertaining. Perfectly tailored for hosting, the home includes a dedicated cocktail and coffee bar--rich with wood accents.Step outside to enjoy the convenience of a full outdoor kitchen. Whether you're entertaining or unwinding solo, this porch is a year-round sanctuary.The luxurious primary suite is a private retreat, thoughtfully curated w/ high-end finishes and indulgent amenities.A spa-inspired ensuite bath,w/ an oversized hammered copper soaking tub invites relaxation, a sleek glass fireplace adds ambiance.From the breathtaking views, modern design, & refined blend of indoor-outdoor living this home offers a rare opportunity to experience mountain living at its finest. An entertainer's dream & a serene space to call home. this extraordinary residence invites you to slow down, settle in & savor every moment. Barn & Extraordinary Upgrades. SHOWINGS BEGIN SATURDAY AUGUST 2. See MLS Property & Listing Details & 59 images.

$399,000 $252 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1586  |  Acres: 1.85
Monday Dec 15, 2025
Description: Welcome to 156 Trotting Track Road, Wolfeboro, NH, a well-maintained single-family home set on a private, wooded lot in an established residential setting. The home offers comfortable single-level living with a functional layout, warm wood accents, and a welcoming connection to the outdoors. A double-decker screened porch provides multiple spaces to enjoy the surrounding natural landscape throughout the seasons, while the detached garage adds everyday convenience and storage. Inside, the bright kitchen features breakfast bar seating and opens to an adjacent dining area, creating an easy flow for daily living and entertaining. The fully finished basement expands the living area, offering flexible space well suited for guests, recreation, or additional living needs. Just behind the "Nick," the home is conveniently located near Wolfeboro's downtown amenities, Lake Winnipesaukee, and year-round recreation, this property offers an opportunity to enjoy the Lakes Region lifestyle in a peaceful residential setting. Access to multiple town beaches including Albee Beach and Wentworth State Park. Open House: Saturday, December 20th from 10:00 AM-2:00 PM, held concurrently with an on-site estate sale. See MLS Property & Listing Details & 39 images.

$425,000 $154 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2762  |  Acres: 1.93
Thursday Apr 9, 2026
Description: Welcome to 9 Hemlock Drive in Wolfeboro, NH--an inviting opportunity to own a spacious home in one of the Lakes Region's most desirable towns. Offering over 2,700 square feet of living space, this 3-bedroom, 2-bathroom property is set on a generous 1.93 lot, providing both privacy and room to enjoy the outdoors. The property also offers a 2 year old roof and generator hook up for piece of mind. Designed for convenient one-level living, the home features a functional layout ideal for a variety of lifestyles. The bright and airy sunroom is a standout space--perfect for relaxing with a morning coffee or enjoying the natural surroundings year-round. The living room has been updated with brand new carpeting, adding comfort and a fresh touch. A large basement offers excellent storage or the potential to be finished for additional living space, home office, or recreation area. Whether you're looking to expand or simply need extra room, the possibilities are there. Located less than 2 miles from historic downtown Wolfeboro, you'll have easy access to charming shops, local restaurants, grocery stores, and the beautiful shores of Lake Winnipesaukee. Affordably priced for Wolfeboro, this property presents a fantastic opportunity for first-time homebuyers, those seeking to downsize with the ease of one-level living, or investors looking for value in a prime location. Don't miss your chance to make this versatile home your own! See MLS Property & Listing Details & 43 images. Includes a Virtual Tour

$475,000 $272 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1744  |  Acres: 1.01
Wednesday Apr 1, 2026
Description: INVESTORS, FLIPPERS, & BUILDERS TAKE NOTICE! Fantastic Opportunity in a prime location on Whitten Neck Peninsula--minutes to downtown Wolfeboro and surrounded by the area's most desirable lakes, including Lake Wentworth and Crescent Lake. Set on a flat 1-acre corner lot, this 3-bedroom, 2-bath lake home offers ~1,750 sqft above grade with an unfinished, tall ~650 sqft basement for expansion, and an inspiring layout full of potential. Features include a welcoming farmer's porch, first-floor bedroom, vaulted cathedral ceilings with skylights, a 2 car garage, and a rear deck perfect for enjoying the natural surroundings. Whether you're looking to renovate, or create your own custom retreat, this property is the ideal canvas to bring your vision to life. With the right updates, it can be transformed into a charming year-round residence or seasonal getaway in one of New Hampshire's most sought-after lake towns. Being sold as-is. Don't miss this rare value-add opportunity in a prime location. See MLS Property & Listing Details & 45 images.

$565,000 $280 per sq.ft. Wolfeboro NH Home »

Price Change! Reduced by $10,000 down 2% on April 15th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2017  |  Acres: 3.3
Friday Feb 27, 2026
Description: Situated on three acres in Wolfeboro, New Hampshire, this picturesque antique brick home blends timeless character with modern comfort. Offering three bedrooms, plus bonus areas to be used as an office, studio, or both and three baths. This property showcases classic New England craftsmanship and charm. The move-in ready home offers thoughtfully preserved architectural details like barn board ceilings, exposed brick and fireplaces. There are sunlit living spaces, cozy gathering rooms, and a beautifully updated kitchen with new floors that create an inviting ambience. The expansive grounds provide privacy, extensive perennial gardens, a tree house for the young at heart, and room to outdoor entertain. There is extra storage in the outbuilding, and a 2-car detached garage. This home is near Rt. 28, and Rt. 109 for easy travel north or south. It is also near Fernald Station, The Nick, Huggins Hospital and local beaches/lake access for all your activities. It's a rare opportunity to own a historic gem in one of the Lakes Region's most beloved towns. Price drop and sellers are now offering up to $10,000 in concessions to be credited at closing. See MLS Property & Listing Details & 51 images.

$675,000 $267 per sq.ft. Wolfeboro NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2525  |  Acres: 1.5
Wednesday Dec 17, 2025
Description: Discover the perfect blend of privacy and community at 26 Orchards Rd, Wolfeboro, NH. This charming 3-bedroom colonial home is set on 1.5 acres, nestled in a desirable neighborhood where nature greets you every morning. Enjoy the elegance of wood floors, a cozy woodstove in the living room, and an inviting enclosed porch off the kitchen. The spacious foyer welcomes you into a home designed for comfort and convenience, featuring a media room, direct entry 2-car garage, and a partially finished basement for ample storage. Wolfeboro offers an exceptional lifestyle with its vibrant community events and recreational activities. Spend weekends golfing, skiing, or exploring the serene lakes. Enjoy local farmers markets and seasonal parades that bring the town to life. With easy access to Route 16, commuting is a breeze, yet you're just minutes from town, where quaint shops and dining await. Embrace a lifestyle where tranquility meets accessibility, and make 26 Orchards Rd your forever home. Open House Sunday, Dec 21, 9am-11am. See MLS Property & Listing Details & 33 images. Includes a Virtual Tour

$699,000 $294 per sq.ft. Wolfeboro NH Home »

3 Beds | 4 Baths |   Total Sq. Ft. 2375  |  Acres: 2
Friday Apr 4, 2025
Description: Welcome to Twin Eagle Farm: an exquisite NE Cape, originally built circa 1812, featuring the very best updates and amenities sought after in 2026. Highlights include 3 BRs, each with its' own custom tiled, spa bath. Primary suite on the first floor, for ease of living at any stage of life, and 2 gracious BRs on the upper level. You will also appreciate the versatile den/library/office, and the dedicated laundry room, along with a full bath on the first floor. The well-appointed kitchen is ready for all of your culinary adventures with high-end appliances, plenty of cabinet space, beautiful French flooring, spacious dining area and direct access to both the deck for grilling & relaxing as well as the pocket garden, perfect for growing your own herbs. The striking cabinet color and beautiful counters are complimented by warm wood details and original exposed beams blending the best of old and new. The large, wood-burning fireplace in the LR will the take chill off the cooler months. Throughout the home the thoughtful upgrades include high-efficiency ANDERSON WINDOWS, new central A/C and true attention to detail. The home is offered on 2 acres, with an abutting 2 acre building lot also available, pending sub-division, for a possible total of 4 country acres. Bonus features include a small, 3 level storage barn and a pad ready to build your future shed or garage. Convenient to downtown Wolfeboro, lake activities, beaches, schools and medical ctr. Truly a one-of-a-kind opportunity to live your dream life! See MLS Property & Listing Details & 42 images. Includes a Virtual Tour

$833,400 $361 per sq.ft. Wolfeboro NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2310  |  Acres: 6.7
Wednesday Feb 11, 2026
Description: Tucked away on 6.7 wooded acres in North Wolfeboro, this beautifully maintained 3-bedroom, 3-bath Cape offers privacy, character, and direct access to the Cotton Valley Rail Trail (a 12 mile multi-use rail-trail meandering along lakes, scenic wetlands and beaches). The home features over 2,300 square feet of living space, highlighted by an inviting granite fireplace in the great room with a cathedral ceiling, a four-season sunroom, wide pine floors, and exposed beams that bring warmth and charm. The open concept kitchen and multiple living areas make it ideal for both everyday comfort and entertaining. A wood stove and radiant heating add cozy efficiency. Outdoor spaces are equally impressive, with stone walls, established landscaping, and a circular paved driveway. A detached two-car garage includes a finished and heated loft offering space for a studio, workshop, or storage. A private trail leads to a fully insulated "cabin in the woods," complete with windows and a wood stove--perfect as a retreat or creative workspace. An additional shed provides storage for wood and equipment. With approximately ¼ mile of frontage on the multi-use rail trail, you can step outside to walk, bike, ski, or snowmobile right from your property. Located just minutes from downtown Wolfeboro, Lake Winnipesaukee, and local schools, this home blends comfort and recreation in one of New Hampshire's most sought-after towns. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$899,000 $425 per sq.ft. Wolfeboro NH Home »

Waterfront on Lake Winnipesaukee
3 Beds | 2 Baths |   Total Sq. Ft. 2117  |  Acres: 2.39
Thursday Apr 16, 2026
Description: Exceptional new construction ranch will have over 2,000 sq ft of thoughtfully designed living space, perfectly blending refined finishes with the ease of one-level living. Set within an established community of distinguished homes, this 3-bedroom, 2-bath residence will showcase an open-concept design ideal for everyday comfort. The heart of the home will feature a beautifully appointed kitchen with quartz countertops, complemented by rich red oak hardwood flooring that flows seamlessly into the dining and living areas. A gas fireplace will serve as a warm and inviting focal point for the cooler months while the central air can provide a welcomed relief during the summer. The home package will include a large two-car garage with a versatile bonus room above. A full basement provides ample storage or future finishing potential with a walk out door to the side yard. Set on a private and wooded 2.39 acre lot, this property offers both tranquility and neighborhood charm. Enjoy easy access to scenic walking trails at the nearby Knights Pond Conservation Area, perfect for outdoor enthusiasts. Live near it all, dining, Lake Winnipesaukee, and downtown Wolfeboro. See MLS Property & Listing Details & 10 images.

$950,000 $433 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2196  |  Acres: 1.85
Wednesday Aug 6, 2025
Description: Gracefully perched on 1.85 acres in a quiet, sought-after enclave just five minutes from downtown Wolfeboro, this impeccably maintained home offers refined living with sweeping views of the Belknap Range, including the iconic Gunstock Mountain. Granite light posts and a paver walkway lead to a residence where thoughtful design and elevated finishes converge. Inside, vaulted ceilings and a dramatic stone fireplace anchor the open-concept living space. The kitchen features a central island, tile backsplash, under-cabinet lighting, and mountain views from the kitchen window. A screened porch overlooks the manicured backyard, stone patio, and fire pit--an ideal setting for outdoor relaxation. The primary suite is a private retreat with large windows, a custom walk-in closet, and a spa-like bath with dual vanities and a tiled shower. Two guest bedrooms, a full bath, and laundry complete the main level. Above the garage, a bonus room offers space for a home office or lounge. The walkout lower level is insulated, heated and cooled by mini-splits, and filled with natural light from multiple front-facing windows--offering 1,800± sq ft of finish-ready potential. Additional features include a whole-house generator, water filtration system, and radon mitigation. A rare blend of mountain beauty and modern comfort. Open House Sat. 8/9 11:00-1:00. See MLS Property & Listing Details & 54 images. Includes a Virtual Tour

$1,399,000 $375 per sq.ft. Wolfeboro NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3726  |  Acres: 3.1
Thursday Apr 2, 2026
Description: Set on over three acres in the heart of Wolfeboro, this stately 1897 Queen Anne Victorian, attributed to renowned architect George Barber, is a rare offering where history, character, and opportunity come together. Inside, the main house welcomes you with a gracious formal entry, double parlors, a large kitchen with formal dining room, three bedrooms, and 2.5 baths, plus an unfinished attic with potential for additional living space. Original architectural details shine throughout, from three working fireplaces to the grand turret with curved glass windows and beautifully preserved period millwork. Recent upgrades, including the addition of a full bathroom, refinished floors on the second level and stairs, mini-split systems, a new boiler, updated electrical, and fresh exterior paint, add comfort and ease while honoring the home's enduring charm. Outside, a detached carriage house currently used for retail, a separate office, dual street frontage on Center and Willow, and Limited Business District zoning open the door to a range of future possibilities. Just steps from the Cotton Valley Rail Trail, downtown Wolfeboro, and Winnipesaukee's Back Bay, this is more than a historic property. It is a setting for the next chapter. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$3,995,000 $1,496 per sq.ft. Wolfeboro NH Home »

250 Ft. of Waterfront on Lake Winnipesaukee
3 Beds | 3 Baths |   Total Sq. Ft. 2670  |  Acres: 1.9
Wednesday Apr 15, 2026
Description: Set along the shores of Lake Winnipesaukee in desirable Wolfeboro, 9 Umbrella Point offers 250 feet of exceptional waterfront and sweeping sunset views across the lake toward Gunstock Mountain and Rattlesnake Island. This well-maintained home is designed for true single-level living, featuring a wide-open floor plan and large windows that bring in natural light and showcase the water from nearly every room. A fantastic study upstairs offers a peaceful retreat with stunning lake views--ideal for working from home or unwinding with a good book. The seamless flow between living spaces makes the home feel both comfortable and ideal for entertaining. Outside, the yard is level and inviting, with stairs leading down to the water's edge. A brand-new dock accommodates two boats with ease, making it simple to enjoy everything lake life has to offer. Whether you're relaxing on the deck, gathering by the shoreline, or heading out on the water, the setting is both functional and picturesque. Additional features include a two-car attached garage and a separate three-car garage, perfect for storing boats, watercraft, and recreational gear. Located in a quiet, private association just off Forest Road, this property offers a sense of seclusion while remaining just minutes from downtown Wolfeboro's shops, dining, and amenities. An outstanding opportunity to enjoy turnkey waterfront living in the heart of the Lakes Region. See MLS Property & Listing Details & 52 images. Includes a Virtual Tour

$375,000 $210 per sq.ft. Woodbury VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1786  |  Acres: 1
Wednesday Mar 11, 2026
Description: Set on a spacious 1 +/- acre corner lot, this raised ranch offers comfort, functionality, and easy access to outdoor recreation. The attached two-car garage provides convenient direct entry into the lower level great room, making everyday living easy in all seasons. The main level features a bright and inviting living room with an electric fireplace, perfect for relaxing evenings in the cooler months and a wall air conditioning unit for the warm months. The eat-in kitchen offers plenty of space for casual dining and includes a door that opens to the back deck--ideal for enjoying morning coffee or summer grilling. This level also includes a full bath, a spacious primary bedroom with double closets, and a comfortable guest bedroom. Downstairs, the lower level provides a great room warmed by a cozy wood stove, creating a welcoming gathering space. You'll also find an additional guest bedroom, a half bath, laundry, and utility room. Outside, the open acre offers plenty of room to garden, play, or simply enjoy the surroundings. A small stream runs behind the home, adding to the charm, and a storage shed provides extra space for tools and outdoor equipment. Located at the corner of two town-maintained gravel roads, the property offers a country setting while being just up the hill from VT Route 14 for an easy commute. With numerous nearby lakes and ponds to explore, this home is a great base for enjoying Vermont's outdoor lifestyle. See MLS Property & Listing Details & 24 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.

$1,249,950 $411 per sq.ft. Woodbury VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 3041  |  Acres: 218
Friday Sep 26, 2025
Description: Welcome to 187 East Hill Road, an extraordinary 218-acre estate in the serene town of Woodbury, Vermont. This remarkable property is a rare find, offering unparalleled natural beauty and luxurious rustic living. At the heart of this expansive estate lies a charming log cabin, meticulously crafted with exotic hardwoods that infuse warmth and character into every room. Flooring is Brazilian Cherry, the kitchen is custom crafted of Guyana Mahogany, the great room ceiling is finished in Spanish cedar, and the expansive decks and porches are made of luxurious Ipe decking. The cabin seamlessly blends with its surroundings, providing a cozy retreat while offering modern comforts. The property boasts extensive frontage on the pristine Woodbury Lake. Enjoy serene water views from your private dock, or while kayaking, fishing, and peaceful lakeside moments on your private beach, or your additional deeded access to the lake. The estate's vast network of trails invites you to explore the diverse landscape, whether by foot, horseback, or ATV, making it an outdoor enthusiast's dream. Trails follow waterfalls on one border of the property and will allow the perfect location for a zen / meditation garden allowing the opportunity to get lost in the sound of rushing water as your stress melts away. Whether you seek a private retreat, a family compound, or a nature lover's paradise, 187 East Hill Road offers endless possibilities. See MLS Property & Listing Details & 52 images. Includes a Virtual Tour