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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185 Ambrose, Wolfeboro, NH 03894

MLS #5055160

City:Wolfeboro, State:NH

Price: $950000

Gracefully perched on 1.85 acres in a quiet, sought-after enclave just five minutes from downtown Wolfeboro, this impeccably maintained home offers refined living with sweeping views of the Belknap Range, including the iconic Gunstock Mountain. Granite light posts and a paver walkway lead to a residence where thoughtful design and elevated finishes converge. Inside, vaulted ceilings and a dramatic stone fireplace anchor the open-concept living space. The kitchen features a central island, tile backsplash, under-cabinet lighting, and mountain views from the kitchen window. A screened porch overlooks the manicured backyard, stone patio, and fire pit—an ideal setting for outdoor relaxation. The primary suite is a private retreat with large windows, a custom walk-in closet, and a spa-like bath with dual vanities and a tiled shower. Two guest bedrooms, a full bath, and laundry complete the main level. Above the garage, a bonus room offers space for a home office or lounge. The walkout lower level is insulated, heated and cooled by mini-splits, and filled with natural light from multiple front-facing windows—offering 1, 800± sq ft of finish-ready potential. Additional features include a whole-house generator, water filtration system, and radon mitigation. A rare blend of mountain beauty and modern comfort. Open House Sat. 8/9 11:00-1:00. 68935e4634e2b50cc11b8ad7 1.85 282190 Near Golf Course Near Snowmobile Trails Near Shopping Near Skiing Walkout DayLight 0 0 1 1 2 3 2196 Wolfeboro RE_1 NH-Carroll From downtown Wolfeboro, take North Main St approx 2 miles. Take a right on Ambrose Way. #185 Ambrose will be on the right hand side. 185 Ambrose Way neren3 2 1 68935dd734e2b50cae6d6e43 1 1 1754488055 1754488053 950000 Sara Reineman 5055160 Active Under Contract Mountain View View 80586 5055160 5534 185 Ambrose, Wolfeboro, NH 03894 1755359548 Cell: 781-708-5825 BHHS Verani Wolfeboro 54 513513 432 Single Family Homes Residential Gracefully perched on 1.85 acres in a quiet, sought-after enclave just five minutes from downtown Wolfeboro, this impeccably maintained home offers refined living with sweeping views of the Belknap Range, including the iconic Gunstock Mountain. Granite light posts and a paver walkway lead to a residence where thoughtful design and elevated finishes converge. Inside, vaulted ceilings and a dramatic stone fireplace anchor the open-concept living space. The kitchen features a central island, tile backsplash, under-cabinet lighting, and mountain views from the kitchen window. A screened porch overlooks the manicured backyard, stone patio, and fire pit—an ideal setting for outdoor relaxation. The primary suite is a private retreat with large windows, a custom walk-in closet, and a spa-like bath with dual vanities and a tiled shower. Two guest bedrooms, a full bath, and laundry complete the main level. Above the garage, a bonus room offers space for a home office or lounge. The walkout lower level is insulated, heated and cooled by mini-splits, and filled with natural light from multiple front-facing windows—offering 1, 800± sq ft of finish-ready potential. Additional features include a whole-house generator, water filtration system, and radon mitigation. A rare blend of mountain beauty and modern comfort. Open House Sat. 8/9 11:00-1:00. Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1755302400 1 Ambrose 185 Contemporary 1768540819 https://www.youtube.com/watch?v=ixzdjFoG7RE https://hommati.tours/tour/2432353 2019 03894 ListPrice 950000 1754488390 950000 ListingStatus Active Under Contract 1755360190 Active Under Contract 1754488390 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/213d-5055160-1-neren3.jpg 1 1754500150 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2de7-5055160-2-neren3.jpg 2 1754500150 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8179-5055160-3-neren3.jpg 3 1754500150 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f85d-5055160-4-neren3.jpg 4 1754500150 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8700-5055160-5-neren3.jpg 5 1754500150 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0ee8-5055160-6-neren3.jpg 6 1754500150 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11-2 Mountain West, Wolfeboro, NH 03894

MLS #5079755

City:Wolfeboro, State:NH

Price: $1150000

Welcome to a lifestyle defined by tranquility and convenience on the shores of South Wolfeboro Bay. This condo offers direct access to your deeded dock slip, setting the stage for endless adventures on the water. As part of an exclusive association, indulge in amenities including a sandy beach, tennis courts, and a charming clubhouse. Enjoy seamless living with comprehensive services like landscaping, snow removal, and trash pick-up. Enter through a delightful breezeway that leads to the first floor, featuring a welcoming sitting area with double sliders opening to a deck. Here, savor southwest lake views that redefine everyday living. The open dining area, adorned with wood floors and granite counters, boasts a breakfast bar perfect for gatherings. A modern mini split system ensures year-round comfort. Ascend to the second floor, where the primary bedroom captivates with an en suite bath and expansive walk-in closet. Two additional bedrooms and a full bath provide space for family or guests. The third floor unveils a versatile bonus area, ideal for crafting an additional bedroom or creative space. The walkout basement beckons with double sliders to a patio, a wood stove, and a game room area, complemented by ample storage. Positioned near a golf course with effortless commuting routes, embrace the vibrant community of Wolfeboro. Delight in boutique shopping, fine dining, and the serene lakeside ambiance that Mountain West Condo offers. Discover a haven where everyday living feels like a retreat. 69bac35e34e2b539800f7b82 17079 Beach Access Beach Rights Boat Slip/Dock Docks Tennis Court Near Golf Course Near Paths Near Shopping Near Skiing Interior Finished 0 0 0 3 3 4 3456 Wolfeboro RE_1 NH-Carroll 11-2 Mountain West Drive neren3 1 800 Monthly 1 69bac12e34e2b539137f5002 1 1 1 1 1773933551 43.5659629 1773846485 1150000 Adam Dow 5079755 Active Under Contract -71.1821287 Condo Development Lake View Mountain View View Wooded 5079755 2416 11-2 Mountain West, Wolfeboro, NH 03894 1774809587 Phone: 866-525-3946 KW Coastal and Lakes & Mountains Realty/Wolfeboro 26 332 Condominium Residential Welcome to a lifestyle defined by tranquility and convenience on the shores of South Wolfeboro Bay. This condo offers direct access to your deeded dock slip, setting the stage for endless adventures on the water. As part of an exclusive association, indulge in amenities including a sandy beach, tennis courts, and a charming clubhouse. Enjoy seamless living with comprehensive services like landscaping, snow removal, and trash pick-up. Enter through a delightful breezeway that leads to the first floor, featuring a welcoming sitting area with double sliders opening to a deck. Here, savor southwest lake views that redefine everyday living. The open dining area, adorned with wood floors and granite counters, boasts a breakfast bar perfect for gatherings. A modern mini split system ensures year-round comfort. Ascend to the second floor, where the primary bedroom captivates with an en suite bath and expansive walk-in closet. Two additional bedrooms and a full bath provide space for family or guests. The third floor unveils a versatile bonus area, ideal for crafting an additional bedroom or creative space. The walkout basement beckons with double sliders to a patio, a wood stove, and a game room area, complemented by ample storage. Positioned near a golf course with effortless commuting routes, embrace the vibrant community of Wolfeboro. Delight in boutique shopping, fine dining, and the serene lakeside ambiance that Mountain West Condo offers. Discover a haven where everyday living feels like a retreat. Pets - Allowed Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle Sch NH 1774742400 3 Mountain West 11-2 Colonial 1774810390 Beach Access Shared-Private Yes Lake Winnipesaukee Lake Yes 1 Shared 1982 03894 ListPrice 1150000 1773847390 1150000 ListingStatus Active Under Contract 1774810390 Active Under Contract 1773847390 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b27b-5079755-1-neren3.jpg 1 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a699-5079755-2-neren3.jpg 2 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ab6f-5079755-3-neren3.jpg 3 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2364-5079755-4-neren3.jpg 4 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5c03-5079755-5-neren3.jpg 5 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/45a4-5079755-6-neren3.jpg 6 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5cba-5079755-7-neren3.jpg 7 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/116b-5079755-8-neren3.jpg 8 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d888-5079755-9-neren3.jpg 9 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/51cf-5079755-10-neren3.jpg 10 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c439-5079755-11-neren3.jpg 11 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6605-5079755-12-neren3.jpg 12 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/cb5b-5079755-13-neren3.jpg 13 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5ebb-5079755-14-neren3.jpg 14 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/aa2d-5079755-15-neren3.jpg 15 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2735-5079755-16-neren3.jpg 16 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4d09-5079755-17-neren3.jpg 17 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/dfc3-5079755-18-neren3.jpg 18 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0772-5079755-19-neren3.jpg 19 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f3d2-5079755-20-neren3.jpg 20 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c8a4-5079755-21-neren3.jpg 21 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4365-5079755-22-neren3.jpg 22 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e8f5-5079755-23-neren3.jpg 23 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e765-5079755-24-neren3.jpg 24 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b824-5079755-25-neren3.jpg 25 1773950674 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d470-5079755-26-neren3.jpg 26 1773950674 1773950674 1773950728 Point -71.1821287 43.5659629 RETS https://tour.primemls.com/112-Mountain-West-Drive-Wolfeboro-NH-03894/unbranded

103 Clark, Wolfeboro, NH 03894

MLS #5079956

City:Wolfeboro, State:NH

Price: $1295000

Lake Winnipesaukee waterfront in Wolfeboro—recognized as the Oldest Summer Resort in America—offering private dock access and a sandy beach along 275 feet of desirable west-facing shoreline. Enjoy full afternoon sun and sweeping sunset views across Wolfeboro Harbor. This end-unit residence (#7) features three levels of well-appointed living space. The main level is anchored by an updated kitchen with Corian surfaces, gas range, and quality cabinetry, seamlessly opening to a spacious living and dining area with propane fireplace and a private deck overlooking the water. Upstairs, the primary suite captures expansive harbor views, complemented by a guest bedroom and full bath. The walkout lower level provides additional living space with a family room, bedroom, 3/4 bath, and kitchenette—ideal for guests—with direct access to the patio, beach, and docks. A rare opportunity to enjoy classic Lake Winnipesaukee living with direct views of the harbor, passing Mount Washington cruises, and seasonal fireworks. Seller is licensed Real Estate agent. 69bc335634e2b5701926ee52 5.95 9377 Near Golf Course Near Shopping Interior 1 0 2 1 4 3 2452 Wolfeboro RE_1 Jon Parker Maxfield Real Estate/Wolfeboro NH-Carroll South Main Street to Clark Road, right on Clark Road, across from Huggins Hospital. Look for sign on the right for Harbor View Condos, just past Brewster Beach. #7 unit is an end unit on the far right . 103 Clark Road 7 neren3 1 500 Monthly 1 69bc31f334e2b56fe841d052 1 1 1 1 1774819376 1773941068 1295000 Randall Parker 5079956 Active Under Contract Condo Development Lake View Level Wooded 259182 5079956 1460 103 Clark, Wolfeboro, NH 03894 1776263243 Maxfield Real Estate/Wolfeboro 55 217647 528 Condominium Residential Lake Winnipesaukee waterfront in Wolfeboro—recognized as the Oldest Summer Resort in America—offering private dock access and a sandy beach along 275 feet of desirable west-facing shoreline. Enjoy full afternoon sun and sweeping sunset views across Wolfeboro Harbor. This end-unit residence (#7) features three levels of well-appointed living space. The main level is anchored by an updated kitchen with Corian surfaces, gas range, and quality cabinetry, seamlessly opening to a spacious living and dining area with propane fireplace and a private deck overlooking the water. Upstairs, the primary suite captures expansive harbor views, complemented by a guest bedroom and full bath. The walkout lower level provides additional living space with a family room, bedroom, 3/4 bath, and kitchenette—ideal for guests—with direct access to the patio, beach, and docks. A rare opportunity to enjoy classic Lake Winnipesaukee living with direct views of the harbor, passing Mount Washington cruises, and seasonal fireworks. Seller is licensed Real Estate agent. Pets - None Public Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1776211200 2 Clark 103 Townhouse Recreation 7 1776263590 https://www.hommati.com/3DTour-AerialVideo/unbranded/103-Clark-Rd-Unit-7-Wolfeboro-Nh-03894--HPI69066110 Beach Access Deep Water Access Directly Adjoining Dock Access Shared-Private Yes Lake Winnipesaukee No Lake 276 Yes 1 Shared 1982 03894 ListPrice 1295000 1773941590 1295000 ListingStatus Active Under Contract 1776263590 Active Under Contract 1773941590 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f9bd-5079956-1-neren3.jpg 1 1774819999 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6634-5079956-2-neren3.jpg 2 1774819999 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b298-5079956-3-neren3.jpg 3 1774819999 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9800-5079956-4-neren3.jpg 4 1774819999 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https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c0ce-5079956-55-neren3.jpg 55 1774819999 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4bd2-5079956-56-neren3.jpg 56 1774375447 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5b2d-5079956-57-neren3.jpg 57 1774375447 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/77da-5079956-58-neren3.jpg 58 1774019681 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8e62-5079956-59-neren3.jpg 59 1774019681 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c9d2-5079956-60-neren3.jpg 60 1774019681 1774819999 1774820032 43.5766641 -71.2088788 Point -71.2088788 43.5766641 RETS https://tour.primemls.com/103-Clark-Road-Unit-7-Wolfeboro-NH-03894/unbranded Harbor View Condo Assoc.

68 Center, Wolfeboro, NH 03894

MLS #5081887

City:Wolfeboro, State:NH

Price: $1399000

Set on over three acres in the heart of Wolfeboro, this stately 1897 Queen Anne Victorian, attributed to renowned architect George Barber, is a rare offering where history, character, and opportunity come together. Inside, the main house welcomes you with a gracious formal entry, double parlors, a large kitchen with formal dining room, three bedrooms, and 2.5 baths, plus an unfinished attic with potential for additional living space. Original architectural details shine throughout, from three working fireplaces to the grand turret with curved glass windows and beautifully preserved period millwork. Recent upgrades, including the addition of a full bathroom, refinished floors on the second level and stairs, mini-split systems, a new boiler, updated electrical, and fresh exterior paint, add comfort and ease while honoring the home’s enduring charm. Outside, a detached carriage house currently used for retail, a separate office, dual street frontage on Center and Willow, and Limited Business District zoning open the door to a range of future possibilities. Just steps from the Cotton Valley Rail Trail, downtown Wolfeboro, and Winnipesaukee’s Back Bay, this is more than a historic property. It is a setting for the next chapter. 69cec21e34e2b521605a02c4 3.10 17088 In Town Near Snowmobile Trails Near Shopping Interior DayLight 1 0 0 2 3 3 3726 Wolfeboro RE_1 NH-Carroll From NH Route 28 a/k/a Center Street follow to #68. Directly across the street from The Wright Museum. 68 Center Street neren3 1 69cec1d234e2b521400fac64 1 1 1 1 1775157649 1775157649 1399000 Margot Skelley 5081887 Active Major Road Frontage 135036 5081887 6164 68 Center, Wolfeboro, NH 03894 1776362821 Compass New England, LLC 60 451290 375 Single Family Homes Residential Set on over three acres in the heart of Wolfeboro, this stately 1897 Queen Anne Victorian, attributed to renowned architect George Barber, is a rare offering where history, character, and opportunity come together. Inside, the main house welcomes you with a gracious formal entry, double parlors, a large kitchen with formal dining room, three bedrooms, and 2.5 baths, plus an unfinished attic with potential for additional living space. Original architectural details shine throughout, from three working fireplaces to the grand turret with curved glass windows and beautifully preserved period millwork. Recent upgrades, including the addition of a full bathroom, refinished floors on the second level and stairs, mini-split systems, a new boiler, updated electrical, and fresh exterior paint, add comfort and ease while honoring the home’s enduring charm. Outside, a detached carriage house currently used for retail, a separate office, dual street frontage on Center and Willow, and Limited Business District zoning open the door to a range of future possibilities. Just steps from the Cotton Valley Rail Trail, downtown Wolfeboro, and Winnipesaukee’s Back Bay, this is more than a historic property. It is a setting for the next chapter. Public Governor Wentworth Regional Carpenter Elementary Kingswood Regional Middle NH 1775088000 2 Center 68 Victorian 1776363190 https://listings.wolfreel.media/video/yVzC1lKmhao00Sr9EIXmH8JFNDJVC01x02XCZaxoTG6Zfo https://listings.wolfreel.media/video/Ucxcx7e4d2wO7Z8P7AOV1HKBvMvugwHN6oR00FORGFA00 1897 03894 ListPrice 1399000 1775157790 1399000 ListingStatus Active 1775157790 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9cd0-5081887-1-neren3.jpg 1 1775174057 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/042d-5081887-2-neren3.jpg 2 1775174057 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/858b-5081887-3-neren3.jpg 3 1775174057 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/15dd-5081887-4-neren3.jpg 4 1775174057 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5f97-5081887-5-neren3.jpg 5 1775174057 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/65d4-5081887-6-neren3.jpg 6 1775174057 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https://s3.us-central-1.wasabisys.com/apiv1.photos.master/291f-5081887-57-neren3.jpg 57 1775174057 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7adc-5081887-58-neren3.jpg 58 1775174057 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/72e7-5081887-59-neren3.jpg 59 1775174057 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4ff2-5081887-60-neren3.jpg 60 1775174057 1775174057 1775174092 43.5889716 -71.2059878 Point -71.2059878 43.5889716 RETS

375 S Main, Wolfeboro, NH 03894

MLS #5083547

City:Wolfeboro, State:NH

Price: $1650000

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. 69df5b5634e2b5dcf25e3d12 3.22 17078 Abuts Golf Course Interior 1 0 2 1 4 6 3766 Wolfeboro RE_1 NH-Carroll South from center of town: home is on the right. 375 S Main Street neren3 2 1 69df5aeb34e2b5dcdd511852 1 1 1776245276 1776245275 1650000 Robert Casoni 5083547 Active Level 140263 5083547 2416 375 S Main, Wolfeboro, NH 03894 1776636105 Cell: 603-454-8074 KW Coastal and Lakes & Mountains Realty/Wolfeboro 60 512422 438 Single Family Homes Residential 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. Public NH 1776211200 3 S Main 375 Colonial 1776636790 https://www.hommati.com/3DTour-AerialVideo/unbranded/375-S-Main-St-Wolfeboro-Nh-03894--HPI70164293 1840 03894 ListPrice 1650000 1776245590 1650000 ListingStatus Active 1776245590 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b52c-5083547-1-neren3.jpg 1 1776282885 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5f8b-5083547-2-neren3.jpg 2 1776282885 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f297-5083547-3-neren3.jpg 3 1776282885 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b0e5-5083547-4-neren3.jpg 4 1776282885 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c203-5083547-5-neren3.jpg 5 1776282885 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5a80-5083547-6-neren3.jpg 6 1776282885 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e3e3-5083547-7-neren3.jpg 7 1776282885 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33 Sky, Wolfeboro, NH 03894

MLS #5080870

City:Wolfeboro, State:NH

Price: $1689000

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. 69c56dd634e2b5490e2fce32 4.80 10103 North Wolfeboro Near Golf Course Near Paths Mountain Near Shopping Near Skiing Walk-up 1 0 0 3 4 4 4181 Wolfeboro RE_1 NH-Carroll From Wolfeboro, Route 28 North to Penn Air on the right. Follow to Sky Lane. Assisted showings required and no drive-bys please. 33 Sky Lane neren3 2 1 69c56c7634e2b548dd218582 1 1 1774545789 1774545788 1689000 Lisa Williams 5080870 Active Country Setting Level Mountain View Secluded Field/Pasture 209088 5080870 1580 33 Sky, Wolfeboro, NH 03894 1776697451 Wolfeboro Bay Real Estate, LLC 59 351875 403 Single Family Homes Residential 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. Pets - Allowed Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1775088000 2 Sky 33 Cape Contemporary Freestanding Penn Air Estates Residential 1776697990 Municipal Residents Only Yes Lake Winnipesaukee Yes Lake No 1996 03894 ListPrice 1689000 1774546390 1689000 ListingStatus Active 1775113990 Active 1774546390 Coming Soon https://s3.us-central-1.wasabisys.com/apiv1.photos.master/915e-5080870-1-neren3.jpg 1 1774554272 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c34b-5080870-2-neren3.jpg 2 1774554272 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6f36-5080870-3-neren3.jpg 3 1774554272 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5b69-5080870-4-neren3.jpg 4 1774554272 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/bd03-5080870-5-neren3.jpg 5 1774554272 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5838-5080870-6-neren3.jpg 6 1774554272 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27 Abenaukee, Wolfeboro, NH 03894

MLS #5081035

City:Wolfeboro, State:NH

Price: $1800000

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. 69c6b39e34e2b5768571a7e2 1.22 17100 Beach Rights Boat Slip/Dock Walkout 1 0 2 2 5 4 5672 Wolfeboro RE_1 NH-Carroll 27 Abenaukee Drive neren3 2 100 Annually 1 69c6b39c34e2b57671157252 1 1 1774629354 1774629353 1800000 Martha J Trepanier 5081035 Active Under Contract Country Setting Level 53143 5081035 1460 27 Abenaukee, Wolfeboro, NH 03894 1776455228 Maxfield Real Estate/Wolfeboro 58 1475409 317 Single Family Homes Residential 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. Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle Sch NH 1776384000 1 Abenaukee 27 Contemporary Abenaukee Estates 1776455590 https://www.hommati.com/3DTour-AerialVideo/unbranded/27-Abenaukee-Dr-Wolfeboro-Nh-03894--HPI64360643 Beach Access Dock Access Shared-Private Yes Lake Winnipesaukee Lake No 2007 03894 ListPrice 1800000 1774629790 1800000 ListingStatus Active Under Contract 1776455590 Active Under Contract 1775027591 Active 1774629790 Coming Soon https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3499-5081035-1-neren3.jpg 1 1774634730 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a12a-5081035-2-neren3.jpg 2 1774634730 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3397-5081035-3-neren3.jpg 3 1774634730 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6c39-5081035-4-neren3.jpg 4 1774634730 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6251-5081035-5-neren3.jpg 5 1774634730 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https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d9fe-5081035-56-neren3.jpg 56 1774634731 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e0e5-5081035-57-neren3.jpg 57 1774634731 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4849-5081035-58-neren3.jpg 58 1774634731 1774634730 1774634798 43.5624361 -71.1812213 Point -71.1812213 43.5624361 RETS https://tour.primemls.com/27-Abenaukee-Drive-Wolfeboro-NH-03894/unbranded

165 Ambrose, Wolfeboro, NH 03894

MLS #5083159

City:Wolfeboro, State:NH

Price: $1995000

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. 69da9f9e34e2b523073bc172 3.62 9378 Near Golf Course Near Shopping Interior DayLight 1 0 0 4 5 4 4657 Wolfeboro RE_1 NH-Carroll From downtown Wolfeboro, travel north on North Main Street approximately 1 mile...turn right onto Ambrose Way...up the hill...#165 will be on your right. 165 Ambrose Way neren3 2 1 69da9f0234e2b522c4729022 1 1 1 1 1775934773 43.6027161 1775934772 1995000 Joy Messineo 5083159 Active -71.2300023 Lake View Mountain View Wooded 157687 5083159 150 165 Ambrose, Wolfeboro, NH 03894 1776521696 LandVest, Inc./New Hampshire 36 551104 428 Single Family Homes Residential 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. Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1775865600 2 Ambrose 165 Contemporary Ridgeview Estates 1776522190 Municipal Residents Only Yes Lake Winnipesaukee Lake No 1 2007 03894 ListPrice 1995000 1775935390 1995000 ListingStatus Active 1775935390 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c8b3-5083159-1-neren3.jpg 1 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d2da-5083159-2-neren3.jpg 2 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/583c-5083159-3-neren3.jpg 3 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0429-5083159-4-neren3.jpg 4 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/166d-5083159-5-neren3.jpg 5 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/fb0c-5083159-6-neren3.jpg 6 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ff7d-5083159-7-neren3.jpg 7 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f596-5083159-8-neren3.jpg 8 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c9f5-5083159-9-neren3.jpg 9 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/39ac-5083159-10-neren3.jpg 10 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ce60-5083159-11-neren3.jpg 11 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/16ed-5083159-12-neren3.jpg 12 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/81ad-5083159-13-neren3.jpg 13 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0237-5083159-14-neren3.jpg 14 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8443-5083159-15-neren3.jpg 15 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f21f-5083159-16-neren3.jpg 16 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ab42-5083159-17-neren3.jpg 17 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/bccb-5083159-18-neren3.jpg 18 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ade7-5083159-19-neren3.jpg 19 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c018-5083159-20-neren3.jpg 20 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/921b-5083159-21-neren3.jpg 21 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/fcaa-5083159-22-neren3.jpg 22 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7c21-5083159-23-neren3.jpg 23 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d398-5083159-24-neren3.jpg 24 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3da7-5083159-25-neren3.jpg 25 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/bce6-5083159-26-neren3.jpg 26 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4fd6-5083159-27-neren3.jpg 27 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/37ff-5083159-28-neren3.jpg 28 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c738-5083159-29-neren3.jpg 29 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/60e7-5083159-30-neren3.jpg 30 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9bbe-5083159-31-neren3.jpg 31 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9f6e-5083159-32-neren3.jpg 32 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3133-5083159-33-neren3.jpg 33 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2634-5083159-34-neren3.jpg 34 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2c0c-5083159-35-neren3.jpg 35 1775945612 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ac2a-5083159-36-neren3.jpg 36 1775945612 1775945612 1775945628 Point -71.2300023 43.6027161 RETS https://tour.primemls.com/165-Ambrose-Way-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

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/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
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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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AI's Impact on the future of real estate

AI in Real Estate: What Buyers and Sellers Need to Know

How AI is Changing the Real Estate Market: A Look Back and Ahead A Personal ...
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Lake Winnipesaukee in New Hampshire's Lakes Region

Labor Day Market Update: Real Estate Trends in New Hampshire’s Lakes Region & Beyond

It’s been a great summer, and the days have flown by. Can you believe it’s ...
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