$4,250,000 $830 per sq.ft. Winchester NH Home »

4 Beds | 6 Baths |   Total Sq. Ft. 5120  |  Acres: 141
Monday May 4, 2026
Description: One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by top grade building components seamlessly blending industrial design with high-end finishes. This unparalleled estate has a private gated entrance that welcomes you, and leads you past a pond with water feature, & basketball court. This private sanctuary presents endless possibilities--luxury residence, event venue, or yoga retreat. Each floor of the residence was thoughtfully designed; the first floor offers seamless indoor/outdoor, open concept living with a chef's kitchen, living room, guest suite, & mudroom. A floating staircase leads you to the second floor which is counter-leveled creating two 16x10 balconies at the rear of the home, & a 10x8 balcony above the front patio. Enjoy a serene primary suite, two additional en-suite bedrooms, & an office with glass door. The lower level includes a family room, wine room with built-ins, bunk space, full bath, & 4-car tandem garage. A 50x45 raised patio with outdoor kitchen creates effortless entertaining. Every detail was designed to balance function & beauty for all ages & lifestyles. Just 2 hours to Boston, the Seacoast, & Lakes Region. Home being sold fully furnished. Floor Plans and Video available. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$649,000 $308 per sq.ft. Wolfeboro NH Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2110  |  Acres: 0.74
Thursday May 7, 2026
Description: Welcome to 7 Old Mill Drive, a classic 4-bedroom, 2-bathroom haven brimming with timeless character in the heart of Wolfeboro, the Oldest Summer Resort in America. Located just a mile from downtown, this charming home places you in a community where adventure, relaxation, and small-town connection come together all year long. Tucked away on a quaint side street, the property enjoys an ideal location just moments from restaurants, local schools, the town library, golf, parks, beaches, and the vibrant waterfront atmosphere that makes Wolfeboro one of New Hampshire's most beloved lakeside destinations. Inside, the bright and airy sunroom welcomes you with views of the sprawling backyard and flows seamlessly into the charming open-concept kitchen, dining area, and fireplaced family room. Wide pine floors run throughout the first floor, complemented by lovingly handcrafted cabinetry that adds warmth and authenticity to the home's character. The first floor also offers a cozy, inviting living room that could easily serve as a primary bedroom, complete with a walk-in closet and adjacent full bath for flexible living options. Upstairs, you'll find four comfortable bedrooms and a 3/4 bath, providing plenty of space for family, guests, or a home office. The two-car garage features generous overhead storage, while the backyard invites both recreation and relaxation with a fenced patio area perfect for entertaining and enjoying peaceful New Hampshire evenings. Spend summer days at nearby sandy beaches and parks, stroll Bridge Falls Path, ski at Abenaki Ski Area, or enjoy concerts, art shows, and community events at Cate Park along the shores of Lake Winnipesaukee. Just an hour from the Seacoast and the White Mountains, this property offers not only a charming place to call home, but also easy access to some of New England's most treasured destinations. No matter how you connect to the outdoors, or the welcoming lakeside community, you're going to love life here. See MLS Property & Listing Details & 36 images.

$799,900 $267 per sq.ft. Wolfeboro NH Home »

Price Change! Reduced by $35,100 down 4% on May 20th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 3001  |  Acres: 0.96
Wednesday May 6, 2026
Description: Located in a highly sought-after subdivision in Wolfeboro, this exceptional property is surrounded by over 200 acres of community land, offering privacy, natural beauty, and abundant opportunities for walking, hiking, and outdoor enjoyment. The peaceful setting combines the charm of neighborhood living with the feel of a private retreat. This beautifully maintained home at 34 Village Corner Road in Wolfeboro blends comfort, style, and functionality. The heart of the home is an impressive industrial-style kitchen featuring a Thermador gas range, Wolf double ovens, and elegant travertine tile flooring--perfect for both everyday living and entertaining. A formal dining area adds a touch of classic charm for gatherings. Cathedral ceilings and a cozy wood fireplace create a warm, open atmosphere in the main living space. The home offers two spacious primary suites with private baths, including a convenient first-floor option ideal for flexible living arrangements. First-floor laundry adds to the ease of daily life. Outside, enjoy a thoughtfully landscaped yard with mature fruit trees, a welcoming farmer's porch in the front, and a private deck in the back--perfect for relaxing or entertaining. A two-car attached garage completes this exceptional property. See MLS Property & Listing Details & 39 images. Includes a Virtual Tour

$1,500,000 $300 per sq.ft. Wolfeboro NH Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4994  |  Acres: 2.81
Tuesday May 12, 2026
Description: A YEAR ROUND LAKES REGION RETREAT WITH TIMELESS APPEAL. Welcome to your private sanctuary just minutes from the heart of downtown Wolfeboro, one of New England's most refined and welcoming lake communities. Set among curated gardens and upscale homes, 151 Ambrose Road blends timeless elegance with year round recreation in the heart of the Lakes Region. From the backyard, enjoy direct access to town owned land with scenic walking, biking, and cross country ski trails, including a wooded path that leads into town. Summer days are spent poolside at the heated crystal blue pool, surrounded by a private sand patio that creates a beach like setting at home. Seasonal lake and mountain views provide a scenic backdrop throughout the year. The residence offers four bedrooms, four and a half baths, expansive entertaining spaces, a great room with stone gas fireplace, a chef's kitchen with maple cabinetry and high end appliances, and flexible guest quarters. Systems include central air, FHA, Mitsubishi heat pumps, propane heated pool, whole house generator, and a three car garage with RV or boat storage. Enjoy close proximity to Wolfeboro's vibrant downtown, including galleries, dining, town docks, and boutiques. Suitable as a primary residence or seasonal retreat, the property offers privacy, access to nature, and year round enjoyment in one of New Hampshire's most desirable lake towns. Private property. Showings by confirmed appointment only. Please do not enter property without agent approval. See MLS Property & Listing Details & 56 images. Includes a Virtual Tour

$1,650,000 $438 per sq.ft. Wolfeboro NH Home »

6 Beds | 4 Baths |   Total Sq. Ft. 3766  |  Acres: 3.22
Wednesday Apr 15, 2026
Description: Grand 1840 Historic Colonial, known as "Wellsweep" in days gone by. Beautifully appointed with all contemporary conveniences yet preserved antique charm. Step inside to enjoy vintage luxury, warmth, and elegance. Private 3.2-acre setting abutting the Kingswood Golf Course. The inground pool with large pergola and private back yard porch and patio superbly complements the inviting indoor amenities. A large stately wrap-around porch is waiting for your iced tea and lemonade, so relaxing, just as the one and only Grace Kelly enjoyed right on that very porch, with a view toward the lake, hills and gorgeous sunsets! Even though situated on South Main Street, the experience once you have arrived is very private and secluded. Many substantial upgrades are listed in the Disclosure attachment, including a new 6-bedroom septic system, roof, central air, appliances, etc. totaling over $200,000. Beautiful hardwood floors throughout the first floor, formal front staircase and back servant staircase to the second floor speaks of the elegant past. Primary bedroom and ensuite with double vanity on the second floor in the rear of the house affords peace and quiet also. Detached, oversized garage with heated workshop. Beautifully maintained grounds with stately, mature trees. Minutes to private town, resident only beaches on Lake Winnipesaukee, marinas, fine dining, skiing, and all that Wolfeboro and the Lakes Region has to offer. OPEN HOUSE SAT 5/23 11:00 am to 2:00 PM See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,689,000 $404 per sq.ft. Village of North Wolfeboro in Town of Wolfeboro NH Home »

Waterfront on Lake Lake Winnipesaukee
4 Beds | 4 Baths |   Total Sq. Ft. 4181  |  Acres: 4.8
Thursday Mar 26, 2026
Description: Fully refurbished throughout! Wolfeboro country estate prioritizing privacy and luxury with surrounding mountain views and an in-ground pool with cabana. This stunning home is set atop a quiet knoll surrounded by classic New England stone walls and 4.8 acres. The residence itself presents a thoughtful layout with four bedrooms, including the unique flexibility to choose a primary suite on either the first or second floors with updated master baths. The heart of the home is a brand-new, custom light-cherry kitchen, redesigned with quartz countertops, abundant custom cabinetry, and a spacious pantry. Upstairs, a dedicated entertainment level awaits with a full wet bar, separate media room, and game room. Three fireplaces--two propane and one wood-burning--provide warmth and ambiance, while multiple balconies and patios invite you to soak in the ever-changing scenery. Beyond the walls, your private oasis unfolds. The centerpiece is a heated Gunite pool and spa, reconditioned in 2025, accompanied by a convenient pool house with an outdoor shower. Practical luxury is ensured with a heated garage featuring new epoxy flooring, a whole-house generator, and comprehensive air conditioning, preparing you for year-round comfort. Every detail has been carefully considered, creating not just a home, but a peaceful escape from the ordinary. See MLS Property & Listing Details & 59 images. Includes a Virtual Tour

$1,700,000 $511 per sq.ft. Wolfeboro NH Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3329  |  Acres: 5.89
Monday May 4, 2026
Description: In the heart of Wolfeboro, 108 Whitten Neck Road is a stunning pastoral retreat that reflects the timeless character of a classic country home. Nestled right between Lake Wentworth and Crescent Lake and just moments from Wolfeboro's center where New England charm meets lake town leisure with boutique shops, restaurants, town docks, and a vibrant year-round community. This c.1788 farmhouse offers four bedrooms (plus bonus room), four and a half baths, and a striking 1810 post-and-beam barn, all set on nearly six acres of meadows and gardens. Inside, the home unfolds with the grace of another century: wide pine floors worn smooth with age, exposed beams, hand-planed paneling, and a living room where the fireplace anchors the home. The kitchen is bright with contemporary Viking appliances, the transitions are seamless, and every space feels light-filled, natural, and serene. The primary bedroom and laundry are on the main floor, offering easy living. Outside, the gardens brim with hydrangeas, clipped hedges, and fieldstone paths. Horse and walking trails lead directly from the home to nearby conservation land. The barn, with its soaring ceilings and heirloom framing, offers endless possibilities--a sculptor's studio, a summer gathering space, or simply a vessel for decades of stories. This historic haven is a sanctuary and an invitation to live with beauty, purpose, and place in the heart of the Lakes Region. See MLS Property & Listing Details & 60 images.

$1,800,000 $317 per sq.ft. Wolfeboro NH Home »

Waterfront on Lake Lake Winnipesaukee
4 Beds | 5 Baths |   Total Sq. Ft. 5672  |  Acres: 1.22
Friday Mar 27, 2026
Description: Discover an exceptional standard of living in this exquisitely constructed 2007 estate, combining fine craftsmanship and luxury with private Lake Winnipesaukee water access. Spanning two thoughtfully designed levels, this home greets you with gleaming cherry floors and an expansive open living room anchored by a gorgeous wood fireplace with custom built-ins, and a lovely appointed dining room offers intimate dinners and larger gatherings. Every detail has been curated for comfort and beauty, from thermopane windows with custom window treatments and ceiling fans, to central air conditioning and ambient lighting on dimmers and a whole house generator. Enjoy the chef's kitchen, featuring warm cherry cabinetry, a professional gas cooktop and double ovens, and a butcher block island. Retreat to the main-floor primary suite, or utilize the second primary suite upstairs for guests with additional bedrooms. Enjoy the finished lower level with more entertaining space and radiant heat, and additional rooms including an office and craft room. Outdoor living is unrivaled: relax on the tiled floor heated three-season porch with ceiling fans, the sprawling back deck, or follow the path to your deeded private beach shared by 9 properties on Lake Winnipesaukee. With access to a boat slip or mooring for a 22-foot boat, your lake life adventures begin right at your doorstep. Come view this beautiful Wolfeboro home and begin making your own lake memories today. See MLS Property & Listing Details & 58 images. Includes a Virtual Tour

$1,950,000 $490 per sq.ft. Wolfeboro NH Home »

Waterfront on Lake Winnipesaukee
5 Beds | 4 Baths |   Total Sq. Ft. 3976  |  Acres: 2
Thursday Jun 4, 2026
Description: Combining timeless New England architecture, sustainable modern upgrades, abundant indoor and outdoor living space, and an unbeatable location near Lake Winnipesaukee and downtown Wolfeboro, this is a rare opportunity to enjoy the very best of lakeside village living. This spacious home features five bedrooms along with flexible bonus spaces ideal for a home office, hobbies, storage or additional guest accommodations. Thoughtful upgrades throughout include radiant floor heating, energy-efficient mini-splits, vinyl siding, fully insulated throughout, owned solar panels, and EV chargers in both the garage and barn...Outside, enjoy an expansive composite deck with a screened gazebo overlooking a beautifully maintained yard complete with mature fruit trees and a fenced area perfect for pets. The property also includes a two-car garage, a large barn with two lower levels, and an additional shed, providing exceptional space for all of your toys and vehicles. The finished barn is a true highlight, featuring exposed beams, a stunning custom stone fireplace, and versatile space for entertaining. Every detail in this home has been thoughtfully curated with comfort, efficiency, and everyday living in mind, creating a property that is as practical as it is beautiful. See MLS Property & Listing Details & 60 images.

$1,995,000 $428 per sq.ft. Wolfeboro NH Home »

Waterfront on Lake Lake Winnipesaukee
4 Beds | 5 Baths |   Total Sq. Ft. 4657  |  Acres: 3.62
Saturday Apr 11, 2026
Description: Enjoy four seasons of breathtaking, panoramic views of Lake Winnipesaukee and the Belknap Mountains from this beautiful, custom-built home on 3.62 acres about a mile north of downtown Wolfeboro "The Oldest Summer Resort in America" which offers wonderful shopping and excellent restaurants. Quality and attention to detail are obvious throughout this lovely home with hickory floors, crown molding, wainscoting, pocket doors, double sided fireplaces and an elevator to all three floors. A spacious kitchen with gorgeous views, a walk though pantry, a huge south facing deck, an impressive first floor Primary Suite, plenty of closets and large storage areas throughout make it easy living for a couple or family gatherings. See MLS Property & Listing Details & 36 images.

$2,195,000 $494 per sq.ft. Wolfeboro NH Home »

4 Beds | 3 Baths |   Total Sq. Ft. 4446  |  Acres: 12
Monday May 25, 2026
Description: Come experience the remarkable 4,400 square foot historic Hersey Homestead! Circa 1810, with charming period features complemented by quality, modern improvements and sensitive restoration. Upgrades to the property were begun in 2025/26 and are on-going, adding to the additions made in the 1990's. Stunning, expansive luxury kitchen offers all new "chef-grade" appliances, granite counters, spacious custom island and endless cabinetry. Walk out to the masonry patio or enjoy the sunny LR with built-in entertainment shelving. In the original LR you will be welcomed by a Rumford FP with convenient gas insert, vintage beams and access to the patio. A music room and a South facing den/BR round out the first level. Upstairs are 3 additional BRs with thoughtfully re-designed baths. Warm wood flooring, crown moldings and colonial trim may be found throughout this 4 BR/3 BA stately home, with new Anderson windows, recent roof, modern septic and fresh interior/exterior paint and att. over-sized 2 car garage. Bonus space includes a large in-law/ADU with kitchenette, sep. entrance and huge storage space. Set on 10+ acres (pending sub-division) of rare open meadows with western sunset exposure, picturesque stonewalls overlooking mountain views and peek-a-boo glimpses of distant Lake Winnipesaukee. New Amish storage shed, a garden shed and original hand-hewn barn add to the opportunities of this remarkable, one-of-a-kind property. This is your chance to own a special piece of NH history! (Property is offered on 12+/- acres, subject to subdivision. Additional land available for purchase from 3 to 35 acres. Septic and new oil tank passed inspections in 2025. Seller is offering a credit of $100,000 at closing for updating the older (functional) HVAC as Buyer desires.) See MLS Property & Listing Details & 57 images. Includes a Virtual Tour

$2,295,000 $486 per sq.ft. Wolfeboro NH Home »

8 Beds | 7 Baths |   Total Sq. Ft. 4723  |  Acres: 4.1
Wednesday Apr 22, 2026
Description: Historically significant 1768 Colonial with a huge 4 story Post & Beam Barn set on 4.1 +/- pastoral acres just minutes from Downtown Wolfeboro. THIS IS THE FIRST TIME OFFERED FOR SALE SINCE THE KINGS GRANT OF THE PROPERTY TO THIS FAMILY. The flexible layout of the home offers excellent opportunities for multiple uses - single family home, family compound, multi-generation living, car collector or the equestrian. The 4 story post and beam barn is an architectural site to behold with parking for up to 16 cars , the original cow stanchions are still here and even has a 2 story silo totally contained within the structure - could this be made into a climbing wall feature?? The Main portion of the home on the 1st level contains 2 Parlors with a fireplace, large Diningroom with fireplace and beehive oven, 2 Borning rooms, large fully equipped Kitchen, Familyroom with fireplace and a 1/2 bath. The second level of the main home contains 6 bedrooms and 3 bathrooms. The 3rd floor of the main home contains a bedroom, half bathroom and one of 3 attic storage areas. The 1st floor ell of the home - perfect for an in-law situation - contains a huge Livingroom with fireplace, 2 bedrooms and 2 bathrooms , one with the laundry area and 2 more attic storage areas. The grounds, with Southern exposure and distant views to the Belknap Mountains, contain a large lawn area around the home with ample area for a pool, circular driveway with a parking area for another 10 cars and approximately 3 acres of field should you desire to keep horses. Create your own utopia just minutes up the hill from Downtown Wolfeboro's restaurants, shops, marinas and Huggins Hospital. In the other direction a stroll to Carry Beach on Lake Winnipesaukee. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$2,800,000 $392 per sq.ft. Wolfeboro NH Home »

Price Change! Reduced by $195,000 down 7% on May 11th 2026
7 Beds | 5 Baths |   Total Sq. Ft. 7138  |  Acres: 2.7
Friday Nov 7, 2025
Description: Built in 1895, this magnificent Victorian residence stands as one of Wolfeboro's finest off-lake estates--where historic craftsmanship meets contemporary luxury living. Set on 2.7 acres along the town's idyllic North Main Street, the home offers rare privacy within walking distance to the village and Lake Winnipesaukee. Inside, original woodwork, oversized windows and five fireplaces evoke a grander era, while thoughtful renovations introduce contemporary comfort. The designer kitchen features Miele, Bosch and Wolf appliances along with custom cabinetry and a butler's pantry with a copper sink. 7 bedrooms and 5 baths provide ample space for family and guests. Gathering rooms, a movie room and a workshop add versatility, while a ground-level studio opens to a 35×25 patio -- perfect for a painter, potter, or summer entertainer. The original 2,500 sq. ft. carriage house includes a four-car garage ideal for collectors. Outdoors, an 18×40 heated pool with swim jet and pergola anchors lush, landscaped grounds. With town approval, the property would also be suitable for a luxury inn, wedding venue or condominiums. Property is on public water and sewer. Meticulously maintained and lovingly restored, this home represents Wolfeboro's architectural heritage at its most graceful -- a timeless in-town estate that balances history, artistry, and modern ease. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$4,990,000 $1,250 per sq.ft. Wolfeboro NH Home »

100 Ft. of Waterfront on Lake Lake Winnipesaukee
4 Beds | 4 Baths |   Total Sq. Ft. 3993  |  Acres: 1.15
Wednesday Apr 29, 2026
Description: Die Vier Jahreszeiten - The Four Seasons - is the name the owners chose for this beautiful Winnipesaukee waterfront home because it truly can be enjoyed during each of the Four Seasons. Custom built in 1999, the home features generously sized rooms including three primary suites - one on the first floor and two on the second floor as well as two dens which can provide extra sleeping space for out-of-town guests, a wonderful living room with a cathedral ceiling and a two -story fireplace adjacent to a very pretty dining room with a gas fireplace which opens to a spacious kitchen that was completely renovated in 2025. The attached Carriage House has a lovely studio apartment on the second floor which can provide extra space for family and friends as well as a popular rental. Of course, what you will appreciate the most is the incredible setting in an enchanting cove, protecting the home from the prevailing winds but offers magnificent views across The Broads to the Belknap Mountain Range and glorious sunsets....and your own sugar sand beach along the shoreline just a few steps off the patio. See MLS Property & Listing Details & 35 images.

$5,400,000 $1,421 per sq.ft. Wolfeboro NH Home »

175 Ft. of Waterfront on Lake Winnipesaukee
6 Beds | 6 Baths |   Total Sq. Ft. 3800  |  Acres: 5.84
Wednesday May 27, 2026
Description: Have you been dreaming of lakefront living? Welcome to 74 Keewaydin Road in Wolfeboro, on Lake Winnipesaukee! This property has over 5 acres of land that sit on the shores of Winter Harbor in Wolfeboro, one of the premier areas of the lake! The southwest exposure allows for sun all day and beautiful sunsets. With a winding driveway thru the woods, there is plenty of privacy as you approach the home. The waterfront boasts a sandy beach and a U-shaped covered dock with a storage shed. The home has plenty of room for everyone plus all the friends and guests! Sitting close to the water, there are endless views from just about every room in the house plus the outdoor space! There are 6 bedrooms with 5 baths. There is a full living space on the first floor with a fireplaced living room, primary suite bedroom, second bedroom, office, kitchen and screened porch as well as an outside deck to enjoy all the waterfront activities! The full second floor has four bedrooms, three baths, a second kitchen, living room with woodstove and deck. The lower level is daylight with plenty of storage space for all the toys! Showings begin on 5/24 with the open house from 11:00 to 1:00. Come and see what lake living is really all about! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour