Wolfeboro, NH — The Oldest Summer Resort Town In America

Wolfeboro, NH — The Oldest Summer Resort Town In America

Wolfeboro: a Brief History

Nestled in the foothills of the White Mountains and on the shores of Lake Winnipesaukee, Wolfeboro, New Hampshire traces its history back to 1759 and is “the oldest summer resort town in America.” The town’s name was in honor of General John Wolfe. In 1763 Governor John Wentworth established an estate on the site known as “Kingswood.” This was the first summer country estate in Northern New England. The town was eventually incorporated in 1770.

Wolfeboro, Today:

If the town fathers could see Wolfeboro today, they would be very proud. South and North Main Streets display shuttered white colonial homes and picket fences with a vibrant New England shopping district along Wolfeboro Bay’s water’s edge. Quaint shops like Black’s Paper Store + Gift Shop dating back to 1867 line the scenic roadway with fine dining establishments, pubs, and café’s overlooking blazing sunsets along the shoreline. The town is renowned for its beautiful estate homes that dot its majestic shoreline with dramatic westerly lake and mountain views. Many cultural events are enjoyed year-round in this thriving small resort town with its gazebo bandstand in Cate Park overlooking the town docks and boat ramp. I was in Wolfeboro yesterday and was impressed that all of the town docks were in the final stages of rebuilding…they looked fantastic; what quality construction!

The 18 hole Kingswood Golf Club is right up the road from the shopping district, and the 18 hole Lake Winnipesaukee Golf Club is only 5 miles from the center of Wolfeboro.

Brewster Academy, established in 1820, is a sprawling 80-acre campus with classic New England facilities, including a half-mile of shoreline in the town along Lake Winnipesaukee.

In addition to Lake Winnipesaukee, the town is blessed with Lake Wentworth, Crescent Lake, Rust Pond, and the Smith River. Wolfeboro has a population of about 6,416 (54th in New Hampshire) that swells to approximately 25,000 during the summer tourist season. The town consists of the main village of Wolfeboro as well as the smaller village of Wolfeboro Falls. The “Back Bay Area” is a scenic waterway that flows under the Back Bay Bridge to restaurants, the Sawmill Marina, and Water Ski Events near the former Wolfeboro Train Station is the Bucolic 11 mile Cotton Valley Raid Trail, Home to joggers and bicyclists.

Wolfeboro contains 48.3 square miles of land area and 10.1 square miles of inland water area. There are approximately 4,846 total housing units in town. Grades k-12 are part of the Governor Wentworth Regional School District. There are 2 elementary schools with approximately 455 students, a middle school with approximately 371, and Kingswood Regional High School with close to 900 students. The Lakes Region Technology Center is another excellent facility in town.

Huggins Hospital on the main street is a 25-bed critical access hospital affiliated with Catholic Medical Center in Manchester. There are several town beaches and parks, the Libby and Wright Museums, 3 marinas (Goodhue Boat Company, Wolfeboro Corinthian Yacht Club, and Sawmill Marina), the Nick Recreational Complex, The Wolfeboro Trolly Co., The Abenaki Ski Area, one of the country’s oldest small ski area’s, Kingswood Arts Center, Village Players Theatre on the Green, Arts & Crafts Festival, The NH Boat Museum, and so much more. The historic Wolfeboro Inn, Lake Wentworth Inn, 123 N Main B&B, Windrifter Resort, Lakeview Inn, the new luxury Pickering House Inn, and many more hospitality offerings are located in town.

Many famous and influential people have spent time and have been drawn to live in Wolfeboro over the years. In Wolfeboro, you feel like you’ve stepped back in time to a simpler place where nothing has changed. Yes, the town has retained its authenticity and Norman Rockwell appeal.

Real Estate Trends in Wolfeboro, NH

So how is the real estate market in Wolfeboro performing over the past 3 years:

  • In 2021 there were 122 single-family home sales. The median sales price was $422,000. The average sales price was $560,710. The highest sales price was $4,997,100. Median days on the market was 10. Total sales volume was $68,406,739.
  • In 2021 there were 14 condominium sales. The median sales price was $457,500. The average sales price was $477,849. The highest sales price was $699,999. Median days on the market was 8. Total sales volume was $6,889,893.
  • In 2020 there were 138 single-family home sales. The median sales price was $377,500. The average sales price was $635,576. The highest sales price was $3,990,000. Median days on the market was 27. Total sales volume was $87,709,598.
  • In 2020 there were 12 condominium sales. The median sales price was $425,987. The average sales price was $437,973. The highest sales price was $725,000. Median days on the market was 4. Total sales volume was $5,255,680.
  • In 2019 there were 138 single-family home sales. The median sales price was $332,500. The average sales price was $616,612. The highest sales price was $7,750,000. Median days on the market was 33. Total sales volume was $85,009,759.
  • In 2019 there were 25 condominium sales. The median sales price was $375,000. The average sales price was $410,356. The highest sales price was $625,000. Median days on the market was 28. Total sales volume was $10,258,900.
  • As of this writing, there are only 5 “active” single-family homes available for sale in Wolfeboro. The median listing price is $2,950,000. The average listing price is $6,885,800. The highest listing price is $19,500,000. Median days on the market is 135
  • There are no condominiums currently for sale.

Based on the above, there is one certainty out there… the oldest summer resort in America is still one of its best! However, Wolfeboro needs to replenish its available inventory soon.

Frank Roche, President of Roche Realty Group, Inc. with offices in Meredith and Laconia, NH

This article was written by Frank Roche. Frank is president of Roche Realty Group with offices in Meredith and Laconia, NH, and can be reached at (603) 279-7046. Town data was compiled by a NEREN search on 12/08/2021 at 11:00 am EST and is subject to change. Please feel free to visit www.rocherealty.com to learn more about the Lakes Region and its real estate market.

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40 South Kenney Shore, Wolfeboro, NH 03894

MLS #5085483

City:Wolfeboro, State:NH

Price: $2195000

The views from this exceptional Lake Wentworth property are truly breathtaking. Enjoy savoring the 180-degree southeasterly vistas across the lake from the waterfront deck as the sun rises. Granite steps lead to a 40-foot dock on the pristine shoreline. Tastefully expanded and updated by the current owners, this 3-bedroom, 3-bath home was designed to take advantage of the setting with water views from nearly every room. The heart of the home is the open concept kitchen, dining and living area featuring high end appliances, floor to ceiling windows and vaulted ceilings that bring the outdoors in. The adjacent room is a cozy four-season porch with a gas fireplace, lots of windows and a door to the deck. The first-floor primary bedroom provides convenience and privacy. The upper level offers additional bedrooms for family and guests while the newer wing above the oversized two car garage has a multi-function room with 2 walk-in closets to be used as an office, a media room or perhaps a family game room. This special home is located a short walk or bike ride to the popular “Rail Trail” that runs from Downtown Wolfeboro, only 3 miles away, to Sanbornville providing year-round recreation including biking, walking, cross-country skiing and snowmobiling. 69eeaa1734e2b51753353ef2 0.44 9378 Near Snowmobile Trails Near Shopping 0 0 1 1 2 3 3010 Wolfeboro RE_1 NH-Carroll From Wolfeboro center take Route 28 to right onto South Kenney Shore Road. Turn right at the mail boxes, and right again. House is on the left. 40 South Kenney Shore Road neren3 2 69eea7c134e2b516e1078ae2 1 1 1 1 1777258440 1777248121 2195000 Joy Messineo 5085483 Active Mountain View Trail/Near Trail Walking Trails Wooded 19166 5085483 150 40 South Kenney Shore, Wolfeboro, NH 03894 1777313626 LandVest, Inc./New Hampshire 29 4988636 729 Single Family Homes Residential The views from this exceptional Lake Wentworth property are truly breathtaking. Enjoy savoring the 180-degree southeasterly vistas across the lake from the waterfront deck as the sun rises. Granite steps lead to a 40-foot dock on the pristine shoreline. Tastefully expanded and updated by the current owners, this 3-bedroom, 3-bath home was designed to take advantage of the setting with water views from nearly every room. The heart of the home is the open concept kitchen, dining and living area featuring high end appliances, floor to ceiling windows and vaulted ceilings that bring the outdoors in. The adjacent room is a cozy four-season porch with a gas fireplace, lots of windows and a door to the deck. The first-floor primary bedroom provides convenience and privacy. The upper level offers additional bedrooms for family and guests while the newer wing above the oversized two car garage has a multi-function room with 2 walk-in closets to be used as an office, a media room or perhaps a family game room. This special home is located a short walk or bike ride to the popular “Rail Trail” that runs from Downtown Wolfeboro, only 3 miles away, to Sanbornville providing year-round recreation including biking, walking, cross-country skiing and snowmobiling. Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1777161600 1 South Kenney Shore 40 Cape 1777314190 Deep Water Access Yes Wentworth Lake No Lake 100 Yes 1 Exclusively Owned 1935 03894 ListPrice 2195000 1777248791 2195000 ListingStatus Active 1777248791 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7ce7-5085483-1-neren3.jpg 1 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/006b-5085483-2-neren3.jpg 2 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9418-5085483-3-neren3.jpg 3 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b8a4-5085483-4-neren3.jpg 4 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5c2b-5085483-5-neren3.jpg 5 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5ed1-5085483-6-neren3.jpg 6 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/173f-5085483-7-neren3.jpg 7 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/14d2-5085483-8-neren3.jpg 8 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5140-5085483-9-neren3.jpg 9 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/eb92-5085483-10-neren3.jpg 10 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ac0c-5085483-11-neren3.jpg 11 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b1d7-5085483-12-neren3.jpg 12 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/90e2-5085483-13-neren3.jpg 13 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0327-5085483-14-neren3.jpg 14 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/cc72-5085483-15-neren3.jpg 15 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d765-5085483-16-neren3.jpg 16 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/800f-5085483-17-neren3.jpg 17 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d5cf-5085483-18-neren3.jpg 18 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ca9d-5085483-19-neren3.jpg 19 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/307b-5085483-20-neren3.jpg 20 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/1ea8-5085483-21-neren3.jpg 21 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ed49-5085483-22-neren3.jpg 22 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/df28-5085483-23-neren3.jpg 23 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8afe-5085483-24-neren3.jpg 24 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c22e-5085483-25-neren3.jpg 25 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/1c37-5085483-26-neren3.jpg 26 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/08e6-5085483-27-neren3.jpg 27 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ad2f-5085483-28-neren3.jpg 28 1777314225 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8c2b-5085483-29-neren3.jpg 29 1777314225 1777314225 1777314288 43.6086352 -71.1753334 Point -71.1753334 43.6086352 RETS https://tour.primemls.com/40-South-Kenney-Shore-Road-Wolfeboro-NH-03894/unbranded

28 Lady Slipper, Wolfeboro, NH 03894

MLS #5079765

City:Wolfeboro, State:NH

Price: $2200000

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. 69baccbe34e2b53ac079bfa2 1.07 17079 Near Paths Near Snowmobile Trails Near Shopping Near Skiing Interior DayLight 1 0 3 1 5 4 4824 Wolfeboro RE_1 NH-Carroll 28 Lady Slipper Lane neren3 2 1 69bacaa934e2b53a4e48f4d2 1 1 1774887309 1773849132 2200000 Adam Dow 5079765 Active Country Setting Level 46609 5079765 2416 28 Lady Slipper, Wolfeboro, NH 03894 1774887314 1 Phone: 866-525-3946 KW Coastal and Lakes & Mountains Realty/Wolfeboro 40 2056074 456 Single Family Homes Residential 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. Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1773792000 1 Lady Slipper 28 1774888390 https://portal.flylisted.com/order-dashboard/hVEcm1Xc9L0JwE6sAD3F/delivery/preview 2023 03894 ListPrice 2200000 1773849790 2200000 ListingStatus Active 1773849790 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d7c5-5079765-1-neren3.jpg 1 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/712c-5079765-2-neren3.jpg 2 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/abf3-5079765-3-neren3.jpg 3 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a241-5079765-4-neren3.jpg 4 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e61f-5079765-5-neren3.jpg 5 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4fc9-5079765-6-neren3.jpg 6 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/63e8-5079765-7-neren3.jpg 7 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/44b7-5079765-8-neren3.jpg 8 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e987-5079765-9-neren3.jpg 9 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9154-5079765-10-neren3.jpg 10 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6d36-5079765-11-neren3.jpg 11 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/93e0-5079765-12-neren3.jpg 12 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/937f-5079765-13-neren3.jpg 13 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e59b-5079765-14-neren3.jpg 14 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/1cd7-5079765-15-neren3.jpg 15 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9e1d-5079765-16-neren3.jpg 16 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5eb3-5079765-17-neren3.jpg 17 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/84c0-5079765-18-neren3.jpg 18 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4959-5079765-19-neren3.jpg 19 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/268e-5079765-20-neren3.jpg 20 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a0ee-5079765-21-neren3.jpg 21 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e5c8-5079765-22-neren3.jpg 22 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0cd5-5079765-23-neren3.jpg 23 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2cc5-5079765-24-neren3.jpg 24 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f2b4-5079765-25-neren3.jpg 25 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/342e-5079765-26-neren3.jpg 26 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c2d3-5079765-27-neren3.jpg 27 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/81be-5079765-28-neren3.jpg 28 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2446-5079765-29-neren3.jpg 29 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f28f-5079765-30-neren3.jpg 30 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ad9f-5079765-31-neren3.jpg 31 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3b00-5079765-32-neren3.jpg 32 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3aa8-5079765-33-neren3.jpg 33 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/edd8-5079765-34-neren3.jpg 34 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/65c7-5079765-35-neren3.jpg 35 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4fde-5079765-36-neren3.jpg 36 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/86e2-5079765-37-neren3.jpg 37 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e330-5079765-38-neren3.jpg 38 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0517-5079765-39-neren3.jpg 39 1774888463 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ae7e-5079765-40-neren3.jpg 40 1774888463 1774888463 1774888486 43.6168106 -71.2063132 Point -71.2063132 43.6168106 RETS

244 North Main, Wolfeboro, NH 03894

MLS #5084817

City:Wolfeboro, State:NH

Price: $2295000

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. 69e8f5ee34e2b5cbcc3d51e7 4.10 8472 In Town Interior 2 0 4 1 7 8 4723 Wolfeboro RE_1 NH-Carroll From Downtown Wolfeboro - North Main Street to the top of the hill. #244 is on the left just before Forest Road. Sign on the property 244 North Main Street neren3 16 1 69e8f5cc34e2b5cbac2548c2 1 1 1776874669 43.5907329 1776874668 2295000 Steve Patriquin 5084817 Active -71.2282089 Mountain View Field/Pasture 178596 5084817 1460 244 North Main, Wolfeboro, NH 03894 1777045761 Maxfield Real Estate/Wolfeboro 60 559756 485 Single Family Homes Residential 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. Public Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1776816000 2 North Main 244 Antique Colonial Field/Pasture Residential 1777045990 https://www.hommati.com/3DTour-AerialVideo/unbranded/244-N-Main-St-Wolfeboro-Nh-03894--HPI70444657 1768 03894 ListPrice 2295000 1776874990 2295000 ListingStatus Active 1776874990 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c4cd-5084817-1-neren3.jpg 1 1776888245 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/40f3-5084817-2-neren3.jpg 2 1776888245 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0300-5084817-3-neren3.jpg 3 1776888245 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b378-5084817-4-neren3.jpg 4 1776888245 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/66a4-5084817-5-neren3.jpg 5 1776888245 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/38ac-5084817-6-neren3.jpg 6 1776888245 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https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f3cf-5084817-57-neren3.jpg 57 1776888246 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b16f-5084817-58-neren3.jpg 58 1776888246 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/bb0a-5084817-59-neren3.jpg 59 1776888246 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/299b-5084817-60-neren3.jpg 60 1776888246 1776888245 1776888307 Point -71.2282089 43.5907329 RETS https://tour.primemls.com/244-North-Main-Street-Wolfeboro-NH-03894/unbranded

222 N. Main, Wolfeboro, NH 03894

MLS #5068852

City:Wolfeboro, State:NH

Price: $2995000

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. 690debb834e2b5f8216b64e3 2.70 282190 In Town Near Golf Course Near Snowmobile Trails Near Shopping Near Skiing Walkout DayLight 2 0 1 2 5 7 7138 Wolfeboro RE_1 NH-Carroll 1/2 mile on the left heading north from downtown Wolfeboro 222 N. Main Street neren3 6 1 690deb4334e2b5f80e169d32 1 1 1762519792 1762519789 2995000 Sara Reineman 5068852 Active Trail/Near Trail Walking Trails 117612 5068852 5534 222 N. Main, Wolfeboro, NH 03894 1767382813 Cell: 781-708-5825 BHHS Verani Wolfeboro 60 1109259 419 Single Family Homes Residential 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. Public Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1762473600 3 N. Main 222 Victorian 1768540944 https://drive.google.com/file/d/1fW3QJU9pQALSevKZLpXpCyGPHRrjat7J/view?usp=sharing 1890 03894 ListPrice 2995000 1762519992 2995000 ListingStatus Active 1762519992 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8d71-5068852-1-neren3.jpg 1 1762527299 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c0b1-5068852-2-neren3.jpg 2 1762527299 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b96e-5068852-3-neren3.jpg 3 1762527299 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c6bf-5068852-4-neren3.jpg 4 1762527299 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5a23-5068852-5-neren3.jpg 5 1762527299 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5444-5068852-6-neren3.jpg 6 1762527299 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/74cb-5068852-7-neren3.jpg 7 1762527299 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ef9d-5068852-8-neren3.jpg 8 1762527299 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https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a6a9-5068852-59-neren3.jpg 59 1762527299 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/1f1b-5068852-60-neren3.jpg 60 1762527299 1762527299 1762527361 43.5901880 -71.2269442 Point -71.2269442 43.590188 RETS https://tour.neren.com/222-N-Main-Street-Wolfeboro-NH-03894/unbranded

9 Umbrella, Wolfeboro, NH 03894

MLS #5083555

City:Wolfeboro, State:NH

Price: $3995000

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. 69df6e1634e2b5df41379552 1.90 285676 Interior DayLight Finished 0 0 1 2 3 3 2670 Wolfeboro RE_1 NH-Carroll From main street in Wolfeboro, turn left onto Forest Road. Travel 1.8 miles to T in road. Turn left and take immediate left onto Broadside Road. Turn left onto Umbrella Point (next left). House is second on the right. Sign on property. 9 Umbrella Point neren3 5 1000 Annually 1 69df6dd434e2b5df2c23b5b2 1 1 1776250280 43.5818556 1776250144 3995000 Kristina Maus 5083555 Active -71.2685587 Lake View Mountain View View Water View Wooded 82764 5083555 1460 9 Umbrella, Wolfeboro, NH 03894 1776450459 Maxfield Real Estate/Wolfeboro 52 2102631 1496 Single Family Homes Residential 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. Private Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1776211200 2 Umbrella 9 Ranch 1776450790 https://my.matterport.com/show/?m=hBBtDwjHvt3 https://www.youtube.com/shorts/C5L_oiP-ya8 Beach Access Deep Water Access Directly Adjoining Dock Access Yes Lake Winnipesaukee Lake 250 Yes 1 Exclusively Owned 1984 03894 ListPrice 3995000 1776250390 3995000 ListingStatus Active 1776250390 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8bde-5083555-1-neren3.jpg 1 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a6e5-5083555-2-neren3.jpg 2 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6f4e-5083555-3-neren3.jpg 3 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7826-5083555-4-neren3.jpg 4 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9036-5083555-5-neren3.jpg 5 1776270233 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https://s3.us-central-1.wasabisys.com/apiv1.photos.master/456a-5083555-36-neren3.jpg 36 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ed72-5083555-37-neren3.jpg 37 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d3de-5083555-38-neren3.jpg 38 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/20fb-5083555-39-neren3.jpg 39 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a580-5083555-40-neren3.jpg 40 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3599-5083555-41-neren3.jpg 41 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/11d6-5083555-42-neren3.jpg 42 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b327-5083555-43-neren3.jpg 43 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2c9e-5083555-44-neren3.jpg 44 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/29d4-5083555-45-neren3.jpg 45 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5b92-5083555-46-neren3.jpg 46 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e123-5083555-47-neren3.jpg 47 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/1d6c-5083555-48-neren3.jpg 48 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ca90-5083555-49-neren3.jpg 49 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9a36-5083555-50-neren3.jpg 50 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b6b5-5083555-51-neren3.jpg 51 1776270233 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2f33-5083555-52-neren3.jpg 52 1776270233 1776270233 1776270245 Point -71.2685587 43.5818556 RETS https://tour.primemls.com/9-Umbrella-Point-Wolfeboro-NH-03894/unbranded

35 Rocky Shore, Wolfeboro, NH 03894

MLS #5086035

City:Wolfeboro, State:NH

Price: $4990000

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. 69f2584634e2b5bf326ec7f3 1.15 9378 Near Golf Course Near Snowmobile Trails Near Shopping Interior 1 0 0 3 4 3 3993 Wolfeboro RE_1 NH-Carroll No Drive Bys please...please call for an appointment 35 Rocky Shore Road neren3 2 1 69f257df34e2b5bf125d6a12 1 1 1 1 1777489796 1777489795 4990000 Joy Messineo 5086035 Active Country Setting Lake View Mountain View Water View Wooded 50094 5086035 150 35 Rocky Shore, Wolfeboro, NH 03894 1777567750 LandVest, Inc./New Hampshire 35 4339130 1249 Single Family Homes Residential 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. Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1777420800 2 Rocky Shore 35 Contemporary 1777567990 Beach Access Deep Water Access Directly Adjoining Dock Access Yes Lake Winnipesaukee No Lake 100 Yes 1 Exclusively Owned 1999 03894 ListPrice 4990000 1777489990 4990000 ListingStatus Active 1777489990 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d83e-5086035-1-neren3.jpg 1 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b086-5086035-2-neren3.jpg 2 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5edc-5086035-3-neren3.jpg 3 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/96c5-5086035-4-neren3.jpg 4 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/306c-5086035-5-neren3.jpg 5 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d3bc-5086035-6-neren3.jpg 6 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5009-5086035-7-neren3.jpg 7 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/edb7-5086035-8-neren3.jpg 8 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5eeb-5086035-9-neren3.jpg 9 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a6c3-5086035-10-neren3.jpg 10 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5f0e-5086035-11-neren3.jpg 11 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6d7f-5086035-12-neren3.jpg 12 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3a17-5086035-13-neren3.jpg 13 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/32fa-5086035-14-neren3.jpg 14 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3210-5086035-15-neren3.jpg 15 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/1e61-5086035-16-neren3.jpg 16 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/16fe-5086035-17-neren3.jpg 17 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8f01-5086035-18-neren3.jpg 18 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/30d1-5086035-19-neren3.jpg 19 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/601b-5086035-20-neren3.jpg 20 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9a93-5086035-21-neren3.jpg 21 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/1ca2-5086035-22-neren3.jpg 22 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9126-5086035-23-neren3.jpg 23 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2f36-5086035-24-neren3.jpg 24 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3395-5086035-25-neren3.jpg 25 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ccbc-5086035-26-neren3.jpg 26 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b38a-5086035-27-neren3.jpg 27 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7b07-5086035-28-neren3.jpg 28 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2c5e-5086035-29-neren3.jpg 29 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0417-5086035-30-neren3.jpg 30 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3a36-5086035-31-neren3.jpg 31 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9517-5086035-32-neren3.jpg 32 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7642-5086035-33-neren3.jpg 33 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5e9a-5086035-34-neren3.jpg 34 1777568055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0285-5086035-35-neren3.jpg 35 1777568055 1777568055 1777568097 43.5797857 -71.2564746 Point -71.2564746 43.5797857 RETS https://tour.primemls.com/35-Rocky-Shore-Road-Wolfeboro-NH-03894/unbranded

20 WYMAN, Wolfeboro, NH 03894

MLS #5086004

City:Wolfeboro, State:NH

Price: $10950000

Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region’s most prestigious enclaves. The residence itself, spanning nearly 15, 000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Select imagery has been thoughtfully enhanced to illustrate the home’s potential with refined updates. Outdoor living is equally ambitious, with more than 5, 000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker’s cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef’s kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire’s most storied lakes. By appointment. 69f2458634e2b5bcd51fd6a3 6.20 15810 Interior 1 0 6 1 8 7 14778 Wolfeboro RE_1 NH-Carroll From downtown Wolfeboro drive North on Main Street take left onto Forest Road. Take a left onto Spruce Road and then right onto Wyman Drive. No drive-by's please. 20 WYMAN Drive neren3 2 1 69f2450f34e2b5bcc13078b2 1 1 1 1 1777484904 1777484904 10950000 Jamieson Duston 5086004 Active Lake View Walking Trails Water View Wooded 270072 5086004 6096 20 WYMAN, Wolfeboro, NH 03894 1777565276 Cell: 603-365-5848 Duston Leddy Real Estate 45 1766129 740 Single Family Homes Residential Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region’s most prestigious enclaves. The residence itself, spanning nearly 15, 000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Select imagery has been thoughtfully enhanced to illustrate the home’s potential with refined updates. Outdoor living is equally ambitious, with more than 5, 000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker’s cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef’s kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire’s most storied lakes. By appointment. Dead End Private Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1777420800 2 WYMAN 20 Modern Architecture Bed and Breakfast Residential 1777565590 https://vimeo.com/reviews/6facb1ce-c731-415c-b0a4-9cbc92e7c237/videos/838055833 Deep Water Access Directly Adjoining Yes Lake Winnipesaukee No Lake 430 Yes 1 Exclusively Owned 2005 03894 ListPrice 10950000 1777485190 10950000 ListingStatus Active 1777485190 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8f95-5086004-1-neren3.jpg 1 1777565639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6cbd-5086004-2-neren3.jpg 2 1777565639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ead0-5086004-3-neren3.jpg 3 1777565639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/20ce-5086004-4-neren3.jpg 4 1777565639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ecb2-5086004-5-neren3.jpg 5 1777565639 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1777565649 43.5758619 -71.2518205 Point -71.2518205 43.5758619 RETS https://tour.primemls.com/20-WYMAN-Drive-Wolfeboro-NH-03894/unbranded
Experience the natural beauty and vibrant lake culture of New Hampshire's Lakes Region aboard the iconic MS Mount Washington on Lake Winnipesaukee

Why I Love New Hampshire and the Lakes Region

From the Lakes Region to the Coast in Just Over an Hour Yesterday was a ...
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Lakes Region Real Estate

Lakes Region Real Estate Market Update 2026

Lakes Region Real Estate Trends and Migration Patterns When you search the real estate sales ...
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A Guide to Public Boat Launches in New Hampshire’s Lakes Region

Public Boat Launches in NH’s Lakes Region

A Guide to Public Boat Launches in New Hampshire’s Lakes Region New Hampshire’s Lakes Region ...
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ew Hampshire Lakes Region housing market forecast spring 2026

Spring 2026: A Season of Stability and Opportunity in the Lakes Region

New Hampshire Lakes Region Real Estate Market Update – Q1 2026 As the ice finally ...
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Owning a Waterfront Home in New Hampshire’s Lakes Region

Owning a Waterfront Home in New Hampshire’s Lakes Region

Owning a waterfront home in New Hampshire’s Lakes Region is truly a special experience. For ...
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Highland Ridge Brings Scenic Living and Modern Homes to Tilton, New Hampshire

Highland Ridge Brings Scenic Living and Modern Homes to Tilton, New Hampshire

Tilton, NH — A residential community has blossomed in Tilton at Highland Ridge, a thoughtfully ...
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The Grouse Point Club on Lake Winnipesaukee's Mooring Field

Grouse Point Club Meredith NH | Lake Winnipesaukee Luxury

Grouse Point Club in Meredith, NH is one of the most prestigious gated communities on ...
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Misty Harbor Barefoot Beach

Misty Harbor Barefoot Beach Condominiums on Lake Winnipesaukee

There’s a reason Misty Harbor Barefoot Beach continues to be one of the most desirable ...
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Broadview Condos on Lake Winnipesaukee

Broadview Condominiums on Lake Winnipesaukee

There’s a reason the Broadview Condominium Association continues to be one of the most sought-after ...
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Wolfeboro New Hampshire has had the highest sales price in the Lakes Region so far in 2026

Lakes Region Real Estate Market Report

The Lakes Region real estate market in New Hampshire in 2026 is showing signs of ...
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Sands of Brookhusrt

Sands of Brookhurst on Lake Winnipesaukee

There’s a reason Sands of Brookhurst in Meredith continues to be one of the most ...
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There is a reason Winnstock condominiums continues to be one of the most sought-after communities on the shores of Lake Winnipesaukee

Winnstock Condominiums on Lake Winnipesaukee

There is a reason Winnstock condominiums continues to be one of the most sought-after communities ...
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Dockham Shore Estates in Gilford NH

Dockham Shore Estates on Lake Winnipesaukee

Dockham Shore Estates – Set along the shores of Lake Winnipesaukee, NH’s largest lake covering ...
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Windward Harbor on Lake Winnipesaukee in Moultonborough, NH

Windward Harbor on Lake Winnipesaukee Features a Historical Landmark

Visitors to Windward Harbor on Lake Winnipesaukee have long recognized the special qualities of Windward ...
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Country Club Shores on Lake Opechee in Laconia NH

Country Club Shores

Country Club Shores – Set along the shores of Lake Opechee are 18 custom single-family ...
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Nature's View in Laconia, New Hampshire

Nature’s View – Strong Values Continue in 2026

Spring is here in the Lakes Region, and Nature’s View in Laconia is shining once ...
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Waterfront Condominiums in the Lakes Region of New Hampshire

Waterfront Condominiums in the Lakes Region of New Hampshire

There is a lot of new condominium development taking place in Laconia; however, the majority ...
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Merrymeeting Lake continues to be one of the Lakes Region’s most desirable lakes.

Merrymeeting Lake: Strong Values Continue in 2026

Spring is right around the corner, and Merrymeeting Lake, although frozen solid, is glistening once ...
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The historic Adair Estate with 182 acres in Bethlehem, NH

A White Mountain Landmark Changes Hands

Roche Realty Group represented the buyer of a historic estate in Bethlehem, New Hampshire BETHLEHEM, ...
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Kayla Briere Joins Roche Realty Group

Kayla Briere joins Roche Realty Group, Inc.

MEREDITH – Frank Roche, President of Roche Realty Group, Inc. in Meredith, has announced that ...
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Gunstock Acres in Gilford, NH

Why Gunstock Acres is the Lakes Region’s Best Kept Secret

Nestled in the heart of Gilford, lies a community that perfectly captures the “live where ...
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Pleasant Lake: A Timeless Treasure in Deerfield and Northwood, New Hampshire

Pleasant Lake: A Timeless Treasure in Deerfield and Northwood, New Hampshire

Pleasant Lake is one of New Hampshire’s most cherished waterfront destinations, quietly nestled between the ...
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Northwood Lake: Local Living, Lasting Traditions, and Waterfront Homes in High Demand

Northwood Lake: Local Living, Lasting Traditions, and Waterfront Homes in High Demand

Northwood Lake has always felt like home to me. My family has lived in Deerfield, ...
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The Village at Riverbend and Ropewalk Condominiums on The Pemi

The Village at Riverbend and Ropewalk Condominiums on The Pemi

Conveniently located in the White Mountains Region, off exit 24 on I-93 in Ashland,  there ...
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Waldron Bay on Lake Winnisquam with 3,482 feet of shorefront.

Lake Winnisquam Living: Inside the Waldron Bay Community

Meredith, NH — Waldron Bay remains one of the most desirable water-access communities on Lake ...
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Manor Estates, with its 17.7-acre prime location and 680ft of sugar-sand beach, is a natural oasis with breathtaking views.

Manor Estates on Newfound Lake

When you navigate the shores of Newfound Lake, NH’s 3rd largest lake at 4,451 acres, ...
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The Ledges, with its 1,500 ft of private, crystal-clear shoreline and superb amenities it’s a natural oasis with breathtaking views.

The Ledges, Newfound Lake

When you navigate the shores of Newfound Lake, New Hampshire’s 3rd largest lake at 4,451 ...
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South Down Shores and Long Bay on Lake Winnipesaukee: 5-Year Sales Breakdown

South Down Shores and Long Bay on Lake Winnipesaukee: 5-Year Sales Breakdown

South Down Shores and Long Bay on Lake Winnipesaukee are two very popular water access ...
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12 New Hampshire Towns to Consider for Retirement

12 New Hampshire Towns to Consider for Retirement

New Hampshire was ranked the #1 best state to retire in for 2025, according to ...
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Land Sales in the Lakes Region

The Great Land Squeeze: What Recent Stats Tell Us About the Lakes Region’s Future

If you have tried to buy a piece of land in the Lakes Region recently, ...
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New Hampshire & Lakes Region Real Estate Outlook: What 2025 Tells Us About 2026

New Hampshire & Lakes Region Real Estate Outlook for 2026

Now that 2025 has come and gone, I want to take a look at what ...
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Tenney Village: An Affordable Slope-Side Village at Tenney Mountain in Plymouth

Tenney Village: An Affordable Slope-Side Village at Tenney Mountain in Plymouth

If you are looking for an affordable slope-side village at Tenney Mountain, located less than ...
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Plymouth Furniture Company legacy continues as Plymouth Soapworks expands into a historic Main Street property in Plymouth, NH, supporting community growth.

Plymouth Furniture Company Legacy Lives On as Plymouth Soapworks Expands into Historic Main Street Property

Local Realtors Lorna Platts Sirois and Amanda McDonald Lead Community-Focused Sale on Main Street Plymouth, ...
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Lakes Region Real Estate Market 2025 | 2024 vs 2025 Results

Lakes Region Real Estate Market 2025 vs 2024 Results

Happy New Year Lakes Region! All of us have celebrated New Year’s Eve as we ...
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The River Walk Resort at Loon Mountain with its luxury amenities signifies Lincoln, New Hampshire's ascent in the skiing world.

Lincoln, New Hampshire: From Mill Town to Ski Destination

Now that we are in the middle of our Christmas to New Year’s Holiday Season, ...
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Cutting our Christmas tree at The Rocks in Bethlehem New Hampshire

Found Our Christmas Tree at The Rocks in Bethlehem

Last Friday, Nancy and I decided to do something different. Instead of going to the ...
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Affordability, Inflated Asset Classes, and The National Debt

Affordability, Inflated Asset Classes, and The National Debt

One of the top issues we hear about recently affecting Americans is affordability. The US ...
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Gunstock Mountain in New Hampshire's Lakes Region one of New Hampshire Favorite Winter Activities

Winter Activities in NH | Skiing, Snowmobiling & More

Winter Activities in New Hampshire: Exploring the Best of the Season We welcomed our first ...
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Shop Local At Small Business Saturday and Support Toys for Tots:

Small Business Saturday & Our Toys for Tots Drive

With the holiday season upon us, it’s time for all of us to rally in ...
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Gilmanton Town Offices located at the Four Corners

Gilmanton, New Hampshire Real Estate & Community Guide

I was in Gilmanton, New Hampshire, last week, looking at a beautiful piece of property ...
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Laconia Condominium Developments & New Housing Trends | 2025 Market Report

Laconia Condominium Developments & New Housing Trends

Laconia, New Hampshire has seen a major increase in the number of new condominium developments ...
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view to the white Mountains in New Hampshire

New Hampshire is the #1 State to Raise a Family in 2025

At the beginning of July, I wrote an article entitled “30 Reasons Why New Hampshire ...
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Price Reduced

Lakes Region Real Estate Price Reductions

Lakes Region Residential Price Reductions Rise as Winter Approaches All of us have watched the ...
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New Hampton

New Hampton, NH Real Estate Market and Community Overview 2025

We have so many interesting communities in the Lakes Region. Let’s take a look at ...
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Sales Data and Small-Town Charm: A Look at Sanbornton's Market

Sanbornton, NH Real Estate Market & Community Overview 2025

Sanbornton, New Hampshire: A Historic Lakes Region Community and Real Estate Market Overview Sanbornton embodies ...
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Fall Foliage at Frankenstein Cliff on Crawford Notch Road in the White Mountain national Forest

Fall Foliage Fuels New Hampshire’s Economy

A Perfect Day at the Coast On Tuesday, Nancy and I thought we would take ...
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Center Harbor, New Hampshire

Center Harbor, NH: A Peaceful Getaway

I’ve always had a special fondness for Center Harbor, New Hampshire. It brings back happy ...
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Homes along Lake Winnipesaukee, a top destination for Baby Boomers in the Lakes Region.

How Boomers Are Shaping the Lakes Region Real Estate Market

Over the years, I’ve had an interest in following the Baby Boomer generation because they ...
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The Albany Covered Bridge along the Kancamagus Highway in New Hampshire’s White Mountains is surrounded by brilliant autumn foliage.

Fall Foliage Guide: New Hampshire

It’s that time of year—crisp, sunny days followed by cool nights—creating long-lasting fall colors across ...
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Lakes Region Real Estate – Fall Market Trends and Homes for Sale

Lakes Region Real Estate – Fall Market Trends

We’re almost halfway through September, and a friend of mine indicated the leaves are starting ...
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