You are viewing all listings Homes between $1000000 and $99999999 dollars.
Under Contract
$1,700,000 $511 per sq.ft. Wolfeboro NH Home »
4 Beds | 5 Baths | Total Sq. Ft. 3329 | Acres: 5.89Listed on 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 Listing Details & 60 images.
$1,825,000 $387 per sq.ft. Wolfeboro NH Home »
Price Change! Reduced by $125,000 down 7% on July 10th 2026
Waterfront on Lake Winnipesaukee
5 Beds | 4 Baths | Total Sq. Ft. 4716 | Acres: 2
Listed on Thursday Jun 4, 2026
Description: Built in 1853 and known to generations of Wolfeboro residents as "The Varney House," this iconic Greek Revival stands as one of downtown's most recognized landmarks. The Fourth of July parade passes right by your front door, and steps from the property are charming boutiques, local restaurants, waterfront parks, and year-round community events. With easy access to scenic biking/walking trails and Lake Winnipesaukee, this exceptional property offers a lifestyle that is as active as it is relaxed. Rich with original character, wide-plank floors, natural woodwork, and 170 years of New England craftsmanship, this spacious home features 5 bedrooms and 4 bathrooms on 2 acres. The finished barn is the showpiece: soaring exposed beams, a magnificent custom stone fireplace, and a balcony overlooking the backyard. The home's energy systems are a standout: radiant floor heating, whole-home mini-splits, owned solar panels, and EV chargers in both the garage and barn modern efficiency in a historic shell. Recent upgrades including a new roof (2024), updated electrical, vinyl siding, and added insulation mean the character comes without the upkeep and a dry, insulated full basement means no surprises below grade either. Outside, an expansive composite deck with screened gazebo overlooks a beautifully maintained yard with mature fruit trees and a fenced area perfect for pets. A two-car garage, two lower barn levels, and an attached shed provide exceptional space for vehicles, tools, and toys. A landmark address in America's oldest summer resort town, this is Wolfeboro living at its finest. OPEN HOUSE SATURDAY 7/18/2026 from 10-12 See Listing Details & 60 images.
$1,900,000 Wolfeboro NH Home »
3 Beds | 1 Baths | Total Sq. Ft. 0 | Acres: 20.31Listed on Saturday Jun 20, 2026
Description: **606 North Main Street, Wolfeboro, NH** A rare opportunity to own one of Wolfeboro's historic treasures. This remarkable 20-acre parcel is believed to be one of the original homesteads of the seven founding settlers of Wolfeboro, offering a rich connection to the town's early heritage. The property features an antique farmhouse that is likely best suited for redevelopment, allowing the next owner to create a new vision while honoring the property's historic roots. The land itself is exceptional--comprised of open fields and gently rolling terrain that is ideal for agricultural use, equestrian pursuits, or a potential subdivision opportunity, subject to local approvals. Peaceful and private, yet just minutes from downtown Wolfeboro, Lake Winnipesaukee, shopping, dining, and all the amenities that make "America's Oldest Summer Resort" so desirable, this property presents a truly unique blend of history, natural beauty, and future potential. Whether you're seeking a legacy estate, a farm, or a development opportunity, 606 North Main Street offers endless possibilities in one of New Hampshire's most sought-after communities. See Listing Details & 16 images. Includes a Virtual Tour
$1,995,000 $443 per sq.ft. Wolfeboro NH Home »
Waterfront on Lake Winnipesaukee4 Beds | 5 Baths | Total Sq. Ft. 4657 | Acres: 3.62
Listed on 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 Listing Details & 36 images.
$2,195,000 $494 per sq.ft. Wolfeboro NH Home »
4 Beds | 3 Baths | Total Sq. Ft. 4446 | Acres: 12Listed on 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 Listing Details & 57 images. Includes a Virtual Tour
$2,248,888 $794 per sq.ft. Wolfeboro NH Home »
4 Beds | 5 Baths | Total Sq. Ft. 4824 | Acres: 1.07Listed on Tuesday Jul 21, 2026
Description: Welcome to 28 Lady Slipper Lane, a stunning new construction home thoughtfully designed for comfort, style, and effortless first-floor living. Set in a peaceful setting just minutes to downtown Wolfeboro, this beautifully crafted property blends modern luxury with timeless design. Step inside to discover custom tile flooring and a breathtaking great room with soaring ceilings, a striking stone fireplace, and expansive windows that fill the home with natural light. The custom kitchen is built for gathering and entertaining, featuring luxury appliances, an oversized island, and exceptional craftsmanship throughout. The main-level primary suite offers a private retreat with radiant heated floors in the bath, creating a spa-like experience year-round. In total, the home offers four spacious bedrooms and 4.5 bathrooms, providing plenty of room for family and guests. Outdoor living is just as inviting with a wrap-around porch perfect for relaxing mornings or evening gatherings. The oversized garage provides ample space for vehicles, an EV charger built in, space for recreational equipment, and storage. The finished lower level expands the living space with a large family area, a massive custom bar ideal for entertaining, and a convenient ¾ bathroom, creating the perfect space for game nights, celebrations, or casual gatherings. With central air conditioning, forced hot air heat, and high-end finishes throughout, this exceptional home offers comfort, quality, and room to enjoy every season. See Listing Details & 44 images.
$2,295,000 $486 per sq.ft. Wolfeboro NH Home »
8 Beds | 7 Baths | Total Sq. Ft. 4723 | Acres: 4.1Listed on 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 Listing Details & 60 images. Includes a Virtual Tour
$2,899,900 $1,783 per sq.ft. Wolfeboro NH Home »
3 Beds | 3 Baths | Total Sq. Ft. 1626 | Acres: 0.49Listed on Wednesday Jun 3, 2026
Description: A rare legacy offering on the shores of Lake Winnipesaukee. This private waterfront retreat has been cherished by the same family for over sixty-five years & represents the first lot developed on Broadside Road--one of Wolfeboro's most exclusive lakeside enclaves. Owning 100 feet of pristine frontage, the property offers an unparalleled 180-degree panorama from Wolfeboro Bay to the east & Meredith to the west, with the Belknap Mountains rising to the south & Gunstock's ski trails visible in the distance. The home enjoys exceptional privacy & natural protection. A paved circular driveway winds through moss-covered woodlands, encircling a wooded center island & providing ample guest parking. The centerpiece is an authentic Ward Log Cabin featuring rough-hewn logs, rich cedar interiors with polyurethane finish, a grand fieldstone fireplace, & modern upgrades including a new kitchen & bath, & updated plumbing & electrical. Highlights include a front room with an expansive picture window framing sweeping lake, island, & mountain views--ideal for watching snow-making at Gunstock. A bright three-season porch with skylights provides excellent entertaining space next to the kitchen. Additional living areas feature a second-story office with breathtaking lake views (easily convertible to a suite with wet bar), an accessible attic loft for guests, & abundant storage. Outdoor amenities shine with a King Stoneworks stone patio (perfect for a firepit), a double-railing staircase leading to a shaded lakeside platform, & a professionally built breakwater dock system complete with canopy, lighting, power, & potential jet ski lift. Meticulously landscaped grounds include stone retaining walls from Maine, perennial gardens, a Blue Spruce, window boxes, & a potting shed. Privacy is enhanced by cedar fencing & natural shrubbery, while the expansive backyard offers complete seclusion. The property is ready for immediate enjoyment. See Listing Details & 34 images.
$3,495,000 $935 per sq.ft. Wolfeboro NH Home »
100 Ft. of Waterfront on Lake Wentworth4 Beds | 5 Baths | Total Sq. Ft. 3736 | Acres: 0.51
Listed on Wednesday Jun 17, 2026
Description: "Be Still" - a fitting name for this extraordinary lakeside retreat on beautiful Lake Wentworth. Set in a remarkably peaceful and private setting, this property offers the perfect escape to relax, recharge, and enjoy the beauty of nature. Overlooking 3,000 acres of crystal-clear water, Be Still captures breathtaking lake and mountain views while providing access to endless year-round recreation, including boating, swimming, fishing, waterskiing, skating, and cross-country skiing right from your doorstep. This quality-built home, built by Wood and Clay Fine Homes Builders, is designed for comfortable single-floor living and features exceptional craftsmanship throughout. The hardwood floors, soaring cathedral ceiling, a spacious walk-in pantry, a chef's kitchen equipped with high-end appliances, and an inviting screened porch to enjoy. Expansive windows fill the home with natural light and capture stunning views from nearly every room, creating a seamless connection between the home and its remarkable waterfront setting. Adding to the home's versatility is a large bonus room above the attached two-car garage, complete with its own bathroom - ideal for guests, a home office, media room, or fitness space. Offering exceptional privacy, tranquility, and timeless craftsmanship, Be Still is more than a home - it's a place to slow down, take in the views, and enjoy the unmatched beauty of Lake Wentworth. See Listing Details & 60 images.
$3,795,000 $1,607 per sq.ft. Wolfeboro NH Home »
Price Change! Reduced by $200,000 down 5% on June 18th 2026
250 Ft. of Waterfront on Lake Winnipesaukee
3 Beds | 3 Baths | Total Sq. Ft. 2670 | Acres: 1.9
Listed on 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 Listing Details & 52 images. Includes a Virtual Tour
$4,300,000 $1,934 per sq.ft. Wolfeboro NH Home »
198 Ft. of Waterfront on Lake Winnipesaukee4 Beds | 5 Baths | Total Sq. Ft. 4291 | Acres: 1.78
Listed on Tuesday Jul 21, 2026
Description: Near the protected waters of Diamond Cove, nestled within Winter Harbor, one of Lake Winnipesaukee's most sheltered and sought-after areas, this rare offering in the prestigious Wyanoke Harbors Association presents an exceptional opportunity to create a lasting legacy in New Hampshire's premier lakefront destination. Set on approximately 1.78 acres with nearly 200 feet of shoreline, this property combines privacy, protected waters, and an exceptional lifestyle minutes from downtown Wolfeboro, America's Oldest Summer Resort. Charming boutiques, acclaimed restaurants, marinas, Carry Beach, and a vibrant year-round community have made Wolfeboro one of New England's most sought-after waterfront destinations. Designed for gathering family and friends, the home features four generously sized bedrooms (plus 2 bonus rooms), 5 baths, and a functional floor plan with an expansive recreation room with a second kitchen--ideal for entertaining, multi-generational living, rainy-day games, or seamless indoor-outdoor summer living. Separate bedroom wings provide privacy for owners and guests, while expansive waterfront-facing living spaces offer the perfect canvas for updates tailored to your vision. An attached two-car garage with Level II electric vehicle charging and access to public water add modern convenience. Outside, a cozy sandy beach invites swimming, kayaking, or simply relaxing along the shoreline, while a substantial T-shaped dock provides effortless access to New Hampshire's largest lake, with 72 square miles of crystal-clear water, hundreds of islands, and countless secluded coves. Ownership also includes access to the Wyanoke Harbors tennis pickleball, and basketball courts. Whether enjoyed as it is or thoughtfully reimagined over time, this is a rare opportunity to secure one of Wolfeboro's premier waterfront settings, where protected waters, timeless views, and an exceptional Lakes Region lifestyle come together in a property to be treasured for generations. See Listing Details & 58 images. Includes a Virtual Tour
$4,990,000 $1,250 per sq.ft. Wolfeboro NH Home »
100 Ft. of Waterfront on Lake Winnipesaukee4 Beds | 4 Baths | Total Sq. Ft. 3993 | Acres: 1.15
Listed on 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 Listing Details & 35 images.
$5,400,000 $1,421 per sq.ft. Wolfeboro NH Home »
175 Ft. of Waterfront on Lake Winnipesaukee6 Beds | 6 Baths | Total Sq. Ft. 3800 | Acres: 5.84
Listed on 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 harbor is perfect for paddle boarding, kayaking, or rowing as well as water skiing, wake boarding or just swimming too. The southwest exposure allows for sun all day and absolutely 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, second kitchen, living room with woodstove and deck. The lower level is daylight with plenty of storage space for all the toys! This is the perfect place to spend long summer days watching the loons swim. Come and see what lake living is really all about! See Listing Details & 60 images. Includes a Virtual Tour
$7,395,000 $2,767 per sq.ft. Wolfeboro NH Home »
188 Ft. of Waterfront on Lake Winnipesaukee4 Beds | 4 Baths | Total Sq. Ft. 2673 | Acres: 1.57
Listed on Tuesday Jul 21, 2026
Description: Rare Sewall Road Offering... One of the largest waterfront lots on Sewall Road 1.57 acres in one of the most coveted addresses on Lake Winnipesaukee. This prime parcel enjoys a sunny eastern exposure, town water and sewer, and 188 feet of pristine shoreline overlooking downtown Wolfeboro, the Brewster Academy campus, and the mountains beyond. Wolfeboro has earned its title as the "Oldest Summer Resort in America" a legacy dating to 1771, when Colonial Governor John Wentworth built his summer estate on the shores of nearby Lake Wentworth. That tradition of lakeside retreat took root and flourished over the following century and a half, drawing prominent Boston and NY area families who built the shingle-style "camps" and grand cottages that still line the water today. Many of the area's most storied waterfront estates began exactly this way. Modest family camps, over generations, gave way to the refined lakefront residences the region is now known for. Your legacy begins here at 180 Sewall, on one of the area's most sought-after shorelines on the lake, within walking distance of downtown and the Sewall Woods Conservation area. This property is historically known as "Wiscasset" and was owned by the late Rev. A Edwin Keigwin who held Sunday Vespar services on the shoreline in the early 1900's. The same sheltered waterfront, deep water docking and sweeping views that have welcomed generations continue to set the stage for Lake Winnipesaukee memories. This offering includes the existing land and buildings "as is", plus newly completed and NH-approved plans and permits for a stately 9,000-square-foot Lake Compound, featuring a main house, guest house, deep-water boathouse, barn, garage, warming pool, elegant patios and hardscape. All recently approved by the State of New Hampshire. Build your dream home in one of Wolfeboro's most iconic and historic settings. This will be one of the nicest homes on the lake in one of the most desirable areas on Lake Winnipesaukee. See Listing Details & 33 images.
$7,900,000 $5,643 per sq.ft. Wolfeboro NH Home »
5 Beds | 1 Baths | Total Sq. Ft. 1400 | Acres: 20.52Listed on Saturday Jun 20, 2026
Description: A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events. See Listing Details & 51 images. Includes a Virtual Tour
