Wolfeboro New Hampshire Homes for Sale
Wolfeboro is a town in New Hampshire with a small population and a lot of charm, so it’s easy to see why many love living here. Roche Realty Group currently has multiple listings for Wolfeboro homes for sale.
Below you will find current homes for sale in Wolfeboro, New Hampshire, including single-family homes, condominiums, apartments and mobile homes. Click the green button below if you want to refine or expand your search or change how your results are displayed.
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153 N Main, Wolfeboro, NH 03894
MLS #5092835
City:Wolfeboro, State:NH
Price: $1950000
Built in 1853 and known to generations of Wolfeboro residents as "The Varney House, " this iconic Greek Revival stands as one of downtown's most recognized landmarks. The Fourth of July parade passes right by your front door, and steps from the property are charming boutiques, local restaurants, waterfront parks, and year-round community events. With easy access to scenic biking/walking trails and Lake Winnipesaukee, this exceptional property offers a lifestyle that is as active as it is relaxed. Rich with original character, wide-plank floors, natural woodwork, and 170 years of New England craftsmanship, this spacious home features 5 bedrooms and 4 bathrooms on 2 acres. The finished barn is the showpiece: soaring exposed beams, a magnificent custom stone fireplace, and a balcony overlooking the backyard. The home's energy systems are a standout: radiant floor heating, whole-home mini-splits, owned solar panels, and EV chargers in both the garage and barn modern efficiency in a historic shell. Recent upgrades including a new roof (2024), updated electrical, vinyl siding, and added insulation mean the character comes without the upkeep and a dry, insulated full basement means no surprises below grade either. Outside, an expansive composite deck with screened gazebo overlooks a beautifully maintained yard with mature fruit trees and a fenced area perfect for pets. A two-car garage, two lower barn levels, and an attached shed provide exceptional space for vehicles, tools, and toys. A landmark address in America's oldest summer resort town, this is Wolfeboro living at its finest. 6a21c4e634e2b5b95d6d0fa3 2.00 10122 In Town Near Golf Course Near Shopping Walkout 1 0 2 1 4 5 4716 Wolfeboro RE_1 NH-Carroll 153 North Main Street, Wolfeboro, NH 153 N Main Street neren3 4 1 6a21c4a934e2b5b9494fd262 1 1 1780926938 43.5878225 1780597778 1950000 Sarah Blair 5092835 Active -71.2208035 Trail/Near Trail 87120 5092835 1580 153 N Main, Wolfeboro, NH 03894 1781012078 Wolfeboro Bay Real Estate, LLC 60 975000 413 Single Family Homes Residential Built in 1853 and known to generations of Wolfeboro residents as "The Varney House, " this iconic Greek Revival stands as one of downtown's most recognized landmarks. The Fourth of July parade passes right by your front door, and steps from the property are charming boutiques, local restaurants, waterfront parks, and year-round community events. With easy access to scenic biking/walking trails and Lake Winnipesaukee, this exceptional property offers a lifestyle that is as active as it is relaxed. Rich with original character, wide-plank floors, natural woodwork, and 170 years of New England craftsmanship, this spacious home features 5 bedrooms and 4 bathrooms on 2 acres. The finished barn is the showpiece: soaring exposed beams, a magnificent custom stone fireplace, and a balcony overlooking the backyard. The home's energy systems are a standout: radiant floor heating, whole-home mini-splits, owned solar panels, and EV chargers in both the garage and barn modern efficiency in a historic shell. Recent upgrades including a new roof (2024), updated electrical, vinyl siding, and added insulation mean the character comes without the upkeep and a dry, insulated full basement means no surprises below grade either. Outside, an expansive composite deck with screened gazebo overlooks a beautifully maintained yard with mature fruit trees and a fenced area perfect for pets. A two-car garage, two lower barn levels, and an attached shed provide exceptional space for vehicles, tools, and toys. A landmark address in America's oldest summer resort town, this is Wolfeboro living at its finest. Public Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1780531200 3 N Main 153 Antique Greek Revival 1781012590 Municipal Residents Only Yes Lake Winnipesaukee Yes Lake No 1895 03894 ListPrice 1950000 1780597990 1950000 ListingStatus Active 1780597990 Active Point -71.2208035 43.5878225 RETS https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f2e5-5092835-1-neren3.jpg 1 1781012639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/15de-5092835-2-neren3.jpg 2 1781012639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6490-5092835-3-neren3.jpg 3 1781012639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e9f3-5092835-4-neren3.jpg 4 1781012639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/cec6-5092835-5-neren3.jpg 5 1781012639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0f62-5092835-6-neren3.jpg 6 1781012639 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https://s3.us-central-1.wasabisys.com/apiv1.photos.master/97f8-5092835-57-neren3.jpg 57 1781012639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/78ef-5092835-58-neren3.jpg 58 1781012639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4815-5092835-59-neren3.jpg 59 1781012639 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/590b-5092835-60-neren3.jpg 60 1781012639 1781012639 1781012660 https://tour.primemls.com/153-N-Main-Street-Wolfeboro-NH-03894/unbranded165 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 1777045282 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 1777045990 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/unbranded580 Pine Hill, Wolfeboro, NH 03894
MLS #5090749
City:Wolfeboro, State:NH
Price: $2195000
Come experience the remarkable 4, 400 square foot historic Hersey Homestead! Circa 1810, with charming period features complemented by quality, modern improvements and sensitive restoration. Upgrades to the property were begun in 2025/26 and are on-going, adding to the additions made in the 1990's. Stunning, expansive luxury kitchen offers all new "chef-grade" appliances, granite counters, spacious custom island and endless cabinetry. Walk out to the masonry patio or enjoy the sunny LR with built-in entertainment shelving. In the original LR you will be welcomed by a Rumford FP with convenient gas insert, vintage beams and access to the patio. A music room and a South facing den/BR round out the first level. Upstairs are 3 additional BRs with thoughtfully re-designed baths. Warm wood flooring, crown moldings and colonial trim may be found throughout this 4 BR/3 BA stately home, with new Anderson windows, recent roof, modern septic and fresh interior/exterior paint and att. over-sized 2 car garage. Bonus space includes a large in-law/ADU with kitchenette, sep. entrance and huge storage space. Set on 10+ acres (pending sub-division) of rare open meadows with western sunset exposure, picturesque stonewalls overlooking mountain views and peek-a-boo glimpses of distant Lake Winnipesaukee. New Amish storage shed, a garden shed and original hand-hewn barn add to the opportunities of this remarkable, one-of-a-kind property. This is your chance to own a special piece of NH history! (Property is offered on 12+/- acres, subject to subdivision. Additional land available for purchase from 3 to 35 acres. Septic and new oil tank passed inspections in 2025. Seller is offering a credit of $100, 000 at closing for updating the older (functional) HVAC as Buyer desires.) 6a145b4e34e2b51364660943 12.00 15074 Interior 0 0 0 3 3 4 4446 Wolfeboro RE_1 NH-Carroll From WOLFEBORO: take Rt. 109A - PINE HILL RD. - past the junction of Waumbeck Rd. Property is 2nd home on your left, just before Hersey Cemetery and Tuftonboro Town line. GPS accurate. 580 Pine Hill Road neren3 2 1 6a145af134e2b513441b0f02 1 1 1779899327 1779718810 2195000 Candy Sharp 5090749 Active Country Setting Major Road Frontage Mountain View View Wooded Field/Pasture 522720 5090749 1460 580 Pine Hill, Wolfeboro, NH 03894 1781799899 Maxfield Real Estate/Wolfeboro 57 182916 493 Single Family Homes Residential Come experience the remarkable 4, 400 square foot historic Hersey Homestead! Circa 1810, with charming period features complemented by quality, modern improvements and sensitive restoration. Upgrades to the property were begun in 2025/26 and are on-going, adding to the additions made in the 1990's. Stunning, expansive luxury kitchen offers all new "chef-grade" appliances, granite counters, spacious custom island and endless cabinetry. Walk out to the masonry patio or enjoy the sunny LR with built-in entertainment shelving. In the original LR you will be welcomed by a Rumford FP with convenient gas insert, vintage beams and access to the patio. A music room and a South facing den/BR round out the first level. Upstairs are 3 additional BRs with thoughtfully re-designed baths. Warm wood flooring, crown moldings and colonial trim may be found throughout this 4 BR/3 BA stately home, with new Anderson windows, recent roof, modern septic and fresh interior/exterior paint and att. over-sized 2 car garage. Bonus space includes a large in-law/ADU with kitchenette, sep. entrance and huge storage space. Set on 10+ acres (pending sub-division) of rare open meadows with western sunset exposure, picturesque stonewalls overlooking mountain views and peek-a-boo glimpses of distant Lake Winnipesaukee. New Amish storage shed, a garden shed and original hand-hewn barn add to the opportunities of this remarkable, one-of-a-kind property. This is your chance to own a special piece of NH history! (Property is offered on 12+/- acres, subject to subdivision. Additional land available for purchase from 3 to 35 acres. Septic and new oil tank passed inspections in 2025. Seller is offering a credit of $100, 000 at closing for updating the older (functional) HVAC as Buyer desires.) Public Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1779667200 2 Pine Hill 580 Colonial 1781800390 1810 03894 ListPrice 2195000 1779718990 2195000 ListingStatus Active 1779718990 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/38bb-5090749-1-neren3.jpg 1 1779899640 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/301f-5090749-2-neren3.jpg 2 1779899640 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4fd9-5090749-3-neren3.jpg 3 1779899640 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/acb6-5090749-4-neren3.jpg 4 1779899640 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7660-5090749-5-neren3.jpg 5 1779899640 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/482e-5090749-6-neren3.jpg 6 1779899640 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2cae-5090749-7-neren3.jpg 7 1779899640 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a3c1-5090749-8-neren3.jpg 8 1779899640 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1779899691 43.6199142 -71.2375495 https://www.youtube.com/watch?v=_G0btR4zxdo Point -71.2375495 43.6199142 RETS Governor Wentworth Regional244 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/unbranded222 N. Main, Wolfeboro, NH 03894
MLS #5068852
City:Wolfeboro, State:NH
Price: $2800000
Built in 1895, this magnificent Victorian residence stands as one of Wolfeboroâs finest off-lake estatesâwhere historic craftsmanship meets contemporary luxury living. Set on 2.7 acres along the townâs 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 butlerâs 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 35Ã25 patio â 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 18Ã40 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 Wolfeboroâs architectural heritage at its most graceful â 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 2800000 Sara Reineman 5068852 Active Under Contract Trail/Near Trail Walking Trails 117612 5068852 5534 222 N. Main, Wolfeboro, NH 03894 1779551528 Cell: 781-708-5825 BHHS Verani Wolfeboro 60 1037037 392 Single Family Homes Residential Built in 1895, this magnificent Victorian residence stands as one of Wolfeboroâs finest off-lake estatesâwhere historic craftsmanship meets contemporary luxury living. Set on 2.7 acres along the townâs 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 butlerâs 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 35Ã25 patio â 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 18Ã40 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 Wolfeboroâs architectural heritage at its most graceful â 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 1779494400 3 N. Main 222 Victorian 1779552190 https://drive.google.com/file/d/1fW3QJU9pQALSevKZLpXpCyGPHRrjat7J/view?usp=sharing 1890 03894 ListPrice 2800000 1778542390 2800000 1762519992 2995000 ListingStatus Active Under Contract 1779552190 Active Under Contract 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 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https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a06a-5068852-58-neren3.jpg 58 1762527299 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 -6.96 1778542390122 Broadside, Wolfeboro, NH 03894
MLS #5092536
City:Wolfeboro, State:NH
Price: $2899900
A rare legacy offering on the shores of Lake Winnipesaukee. This private waterfront retreat has been cherished by the same family for over sixty-five years & represents the first lot developed on Broadside Roadâone of Wolfeboroâs most exclusive lakeside enclaves. Owning 100 feet of pristine frontage, the property offers an unparalleled 180-degree panorama from Wolfeboro Bay to the east & Meredith to the west, with the Belknap Mountains rising to the south & Gunstockâs ski trails visible in the distance. The home enjoys exceptional privacy & natural protection. A paved circular driveway winds through moss-covered woodlands, encircling a wooded center island & providing ample guest parking. The centerpiece is an authentic Ward Log Cabin featuring rough-hewn logs, rich cedar interiors with polyurethane finish, a grand fieldstone fireplace, & modern upgrades including a new kitchen & bath, & updated plumbing & electrical. Highlights include a front room with an expansive picture window framing sweeping lake, island, & mountain viewsâideal for watching snow-making at Gunstock. A bright three-season porch with skylights provides excellent entertaining space next to the kitchen. Additional living areas feature a second-story office with breathtaking lake views (easily convertible to a suite with wet bar), an accessible attic loft for guests, & abundant storage. Outdoor amenities shine with a King Stoneworks stone patio (perfect for a firepit), a double-railing staircase leading to a shaded lakeside platform, & a professionally built breakwater dock system complete with canopy, lighting, power, & potential jet ski lift. Meticulously landscaped grounds include stone retaining walls from Maine, perennial gardens, a Blue Spruce, window boxes, & a potting shed. Privacy is enhanced by cedar fencing & natural shrubbery, while the expansive backyard offers complete seclusion. The property is ready for immediate enjoyment. 6a20655734e2b56cbc54acc3 0.49 17079 Near Golf Course Near Paths Near Shopping Near Skiing Interior 0 0 1 2 3 3 1626 Wolfeboro RE_1 NH-Carroll North Main Street, left onto Forest Road to end, left on Broadside Road. Property on the left. No sign. 122 Broadside Road neren3 2 1 6a2064ab34e2b56c850f2e73 1 1 1 1 1780517983 43.5849420 1780507661 2899900 Adam Dow 5092536 Active -71.2721490 Country Setting Lake View Level View Water View 21344 5092536 2416 122 Broadside, Wolfeboro, NH 03894 1780519537 Phone: 866-525-3946 KW Coastal and Lakes & Mountains Realty/Wolfeboro 34 5918163 1783 Single Family Homes Residential A rare legacy offering on the shores of Lake Winnipesaukee. This private waterfront retreat has been cherished by the same family for over sixty-five years & represents the first lot developed on Broadside Roadâone of Wolfeboroâs most exclusive lakeside enclaves. Owning 100 feet of pristine frontage, the property offers an unparalleled 180-degree panorama from Wolfeboro Bay to the east & Meredith to the west, with the Belknap Mountains rising to the south & Gunstockâs ski trails visible in the distance. The home enjoys exceptional privacy & natural protection. A paved circular driveway winds through moss-covered woodlands, encircling a wooded center island & providing ample guest parking. The centerpiece is an authentic Ward Log Cabin featuring rough-hewn logs, rich cedar interiors with polyurethane finish, a grand fieldstone fireplace, & modern upgrades including a new kitchen & bath, & updated plumbing & electrical. Highlights include a front room with an expansive picture window framing sweeping lake, island, & mountain viewsâideal for watching snow-making at Gunstock. A bright three-season porch with skylights provides excellent entertaining space next to the kitchen. Additional living areas feature a second-story office with breathtaking lake views (easily convertible to a suite with wet bar), an accessible attic loft for guests, & abundant storage. Outdoor amenities shine with a King Stoneworks stone patio (perfect for a firepit), a double-railing staircase leading to a shaded lakeside platform, & a professionally built breakwater dock system complete with canopy, lighting, power, & potential jet ski lift. Meticulously landscaped grounds include stone retaining walls from Maine, perennial gardens, a Blue Spruce, window boxes, & a potting shed. Privacy is enhanced by cedar fencing & natural shrubbery, while the expansive backyard offers complete seclusion. The property is ready for immediate enjoyment. Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle Sch NH 1780444800 2 Broadside 122 Log 1780519990 1956 03894 ListPrice 2899900 1780507991 2899900 ListingStatus Active 1780507991 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0b87-5092536-1-neren3.jpg 1 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4780-5092536-2-neren3.jpg 2 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ebb6-5092536-3-neren3.jpg 3 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/2e61-5092536-4-neren3.jpg 4 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/577f-5092536-5-neren3.jpg 5 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e593-5092536-6-neren3.jpg 6 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a27b-5092536-7-neren3.jpg 7 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7c2e-5092536-8-neren3.jpg 8 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/061a-5092536-9-neren3.jpg 9 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e362-5092536-10-neren3.jpg 10 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c0d8-5092536-11-neren3.jpg 11 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8da2-5092536-12-neren3.jpg 12 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a146-5092536-13-neren3.jpg 13 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0a9c-5092536-14-neren3.jpg 14 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e959-5092536-15-neren3.jpg 15 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3163-5092536-16-neren3.jpg 16 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6675-5092536-17-neren3.jpg 17 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c028-5092536-18-neren3.jpg 18 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9a92-5092536-19-neren3.jpg 19 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/90f1-5092536-20-neren3.jpg 20 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/fb1b-5092536-21-neren3.jpg 21 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/eb1f-5092536-22-neren3.jpg 22 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/682c-5092536-23-neren3.jpg 23 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/56dd-5092536-24-neren3.jpg 24 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/4441-5092536-25-neren3.jpg 25 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/73fd-5092536-26-neren3.jpg 26 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0df3-5092536-27-neren3.jpg 27 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0a10-5092536-28-neren3.jpg 28 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b8b8-5092536-29-neren3.jpg 29 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/0af2-5092536-30-neren3.jpg 30 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a9d4-5092536-31-neren3.jpg 31 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7c8e-5092536-32-neren3.jpg 32 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5311-5092536-33-neren3.jpg 33 1780520109 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/651c-5092536-34-neren3.jpg 34 1780520109 1780520109 1780520154 Point -71.272149 43.584942 RETS https://tour.primemls.com/122-Broadside-Road-Wolfeboro-NH-03894/unbranded140 Holden Shore, Wolfeboro, NH 03894
MLS #5095129
City:Wolfeboro, State:NH
Price: $3495000
"Be Still" - a fitting name for this extraordinary lakeside retreat on beautiful Lake Wentworth. Set in a remarkably peaceful and private setting, this property offers the perfect escape to relax, recharge, and enjoy the beauty of nature. Overlooking 3, 000 acres of crystal-clear water, Be Still captures breathtaking lake and mountain views while providing access to endless year-round recreation, including boating, swimming, fishing, waterskiing, skating, and cross-country skiing right from your doorstep. This quality-built home, built by Wood and Clay Fine Homes Builders, is designed for comfortable single-floor living and features exceptional craftsmanship throughout. The hardwood floors, soaring cathedral ceiling, a spacious walk-in pantry, a chef's kitchen equipped with high-end appliances, and an inviting screened porch to enjoy. Expansive windows fill the home with natural light and capture stunning views from nearly every room, creating a seamless connection between the home and its remarkable waterfront setting. Adding to the home's versatility is a large bonus room above the attached two-car garage, complete with its own bathroom - ideal for guests, a home office, media room, or fitness space. Offering exceptional privacy, tranquility, and timeless craftsmanship, Be Still is more than a home - it's a place to slow down, take in the views, and enjoy the unmatched beauty of Lake Wentworth. 6a32814634e2b53998215183 0.51 17079 Near Paths Interior 1 0 3 1 5 4 3736 Wolfeboro RE_1 NH-Carroll From Wolfeboro, take Rt 28 north, turn right onto Whittenneck rd. Turn left onto Holden Shores rd. Follow to 140 on left. 140 Holden Shore Road neren3 2 1 6a3280e934e2b53976297532 1 1 1 1781694502 1781694501 3495000 Adam Dow 5095129 Active Country Setting Level Mountain View Trail/Near Trail View Walking Trails Water View Wooded 22216 5095129 2416 140 Holden Shore, Wolfeboro, NH 03894 1781707574 Phone: 866-525-3946 KW Coastal and Lakes & Mountains Realty/Wolfeboro 60 6852941 935 Single Family Homes Residential "Be Still" - a fitting name for this extraordinary lakeside retreat on beautiful Lake Wentworth. Set in a remarkably peaceful and private setting, this property offers the perfect escape to relax, recharge, and enjoy the beauty of nature. Overlooking 3, 000 acres of crystal-clear water, Be Still captures breathtaking lake and mountain views while providing access to endless year-round recreation, including boating, swimming, fishing, waterskiing, skating, and cross-country skiing right from your doorstep. This quality-built home, built by Wood and Clay Fine Homes Builders, is designed for comfortable single-floor living and features exceptional craftsmanship throughout. The hardwood floors, soaring cathedral ceiling, a spacious walk-in pantry, a chef's kitchen equipped with high-end appliances, and an inviting screened porch to enjoy. Expansive windows fill the home with natural light and capture stunning views from nearly every room, creating a seamless connection between the home and its remarkable waterfront setting. Adding to the home's versatility is a large bonus room above the attached two-car garage, complete with its own bathroom - ideal for guests, a home office, media room, or fitness space. Offering exceptional privacy, tranquility, and timeless craftsmanship, Be Still is more than a home - it's a place to slow down, take in the views, and enjoy the unmatched beauty of Lake Wentworth. Dead End Private Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1781654400 1 Holden Shore 140 Cape 1781707991 Deep Water Access Directly Adjoining Dock Access Yes Wentworth Lake No Lake 100 Yes 1 Exclusively Owned 2002 03894 ListPrice 3495000 1781694790 3495000 ListingStatus Active 1781694790 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/93bc-5095129-1-neren3.jpg 1 1781708055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b3ba-5095129-2-neren3.jpg 2 1781708055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d133-5095129-3-neren3.jpg 3 1781708055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7aed-5095129-4-neren3.jpg 4 1781708055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9390-5095129-5-neren3.jpg 5 1781708055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/567c-5095129-6-neren3.jpg 6 1781708055 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https://s3.us-central-1.wasabisys.com/apiv1.photos.master/fe65-5095129-57-neren3.jpg 57 1781708055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/1160-5095129-58-neren3.jpg 58 1781708055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/dce7-5095129-59-neren3.jpg 59 1781708055 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a75a-5095129-60-neren3.jpg 60 1781708055 1781708055 1781708096 43.5890697 -71.1823159 Point -71.1823159 43.5890697 RETS https://tour.primemls.com/140-Holden-Shore-Road-Wolfeboro-NH-03894/unbranded9 Umbrella, Wolfeboro, NH 03894
MLS #5083555
City:Wolfeboro, State:NH
Price: $3795000
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 viewsâideal 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 waterâs edge. A brand-new dock accommodates two boats with ease, making it simple to enjoy everything lake life has to offer. Whether youâre 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 Wolfeboroâs 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 1781820916 43.5818556 1776250144 3795000 Kristina Maus 5083555 Active -71.2685587 Lake View Mountain View View Water View Wooded 82764 5083555 1460 9 Umbrella, Wolfeboro, NH 03894 1782330754 Maxfield Real Estate/Wolfeboro 52 1997368 1606 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 viewsâideal 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 waterâs edge. A brand-new dock accommodates two boats with ease, making it simple to enjoy everything lake life has to offer. Whether youâre 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 Wolfeboroâs 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 1782331390 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 3795000 1781817190 3795000 1776250390 3995000 ListingStatus Active 1776250390 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/8bde-5083555-1-neren3.jpg 1 1781821502 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a6e5-5083555-2-neren3.jpg 2 1781821502 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6f4e-5083555-3-neren3.jpg 3 1781821502 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7826-5083555-4-neren3.jpg 4 1781821502 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9036-5083555-5-neren3.jpg 5 1781821502 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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 4 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 1778621458 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 1778621590 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/unbranded74 Keewaydin, Wolfeboro, NH 03894
MLS #5091162
City:Wolfeboro, State:NH
Price: $5400000
Have you been dreaming of lakefront living? Welcome to 74 Keewaydin Road in Wolfeboro, on Lake Winnipesaukee! This property has over 5 acres of land that sit on the shores of Winter Harbor in Wolfeboro, one of the premier areas of the lake! The harbor is perfect for paddle boarding, kayaking, or rowing as well as water skiing, wake boarding or just swimming too. The southwest exposure allows for sun all day and absolutely beautiful sunsets. With a winding driveway thru the woods, there is plenty of privacy as you approach the home. The waterfront boasts a sandy beach and a U-shaped covered dock with a storage shed. The home has plenty of room for everyone plus all the friends and guests! Sitting close to the water, there are endless views from just about every room in the house plus the outdoor space! There are 6 bedrooms with 5 baths. There is a full living space on the first floor with a fireplaced living room, primary suite bedroom, second bedroom, office, kitchen and screened porch as well as an outside deck to enjoy all the waterfront activities! The full second floor has four bedrooms, three baths, second kitchen, living room with woodstove and deck. The lower level is daylight with plenty of storage space for all the toys! This is the perfect place to spend long summer days watching the loons swim. Come and see what lake living is really all about! 6a1723cf34e2b5840a6f8252 5.84 9475 Interior DayLight 1 0 2 3 6 6 3800 Wolfeboro RE_1 NH-Carroll North on Main Street to Keewaydin Road. Property on the left through the white gate. 74 Keewaydin Road neren3 1 6a17224934e2b583c4611c42 1 1 1780514511 43.5954442 1779900910 5400000 Cindy Melanson 5091162 Active -71.2563107 Country Setting Lake View Mountain View View Water View 254390 5091162 1466 74 Keewaydin, Wolfeboro, NH 03894 1782318187 Melanson Real Estate 60 924657 1421 Single Family Homes Residential Have you been dreaming of lakefront living? Welcome to 74 Keewaydin Road in Wolfeboro, on Lake Winnipesaukee! This property has over 5 acres of land that sit on the shores of Winter Harbor in Wolfeboro, one of the premier areas of the lake! The harbor is perfect for paddle boarding, kayaking, or rowing as well as water skiing, wake boarding or just swimming too. The southwest exposure allows for sun all day and absolutely beautiful sunsets. With a winding driveway thru the woods, there is plenty of privacy as you approach the home. The waterfront boasts a sandy beach and a U-shaped covered dock with a storage shed. The home has plenty of room for everyone plus all the friends and guests! Sitting close to the water, there are endless views from just about every room in the house plus the outdoor space! There are 6 bedrooms with 5 baths. There is a full living space on the first floor with a fireplaced living room, primary suite bedroom, second bedroom, office, kitchen and screened porch as well as an outside deck to enjoy all the waterfront activities! The full second floor has four bedrooms, three baths, second kitchen, living room with woodstove and deck. The lower level is daylight with plenty of storage space for all the toys! This is the perfect place to spend long summer days watching the loons swim. Come and see what lake living is really all about! Public Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1779840000 2 Keewaydin 74 1782318790 Lake Winnipesaukee No Lake 175 Yes Exclusively Owned 1976 03894 ListPrice 5400000 1779901391 5400000 ListingStatus Active 1779901391 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9024-5091162-1-neren3.jpg 1 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/99cc-5091162-2-neren3.jpg 2 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f62a-5091162-3-neren3.jpg 3 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ffd6-5091162-4-neren3.jpg 4 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/edd5-5091162-5-neren3.jpg 5 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7cd4-5091162-6-neren3.jpg 6 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f60e-5091162-7-neren3.jpg 7 1780515243 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https://s3.us-central-1.wasabisys.com/apiv1.photos.master/62da-5091162-48-neren3.jpg 48 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5dae-5091162-49-neren3.jpg 49 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b199-5091162-50-neren3.jpg 50 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/b1b6-5091162-51-neren3.jpg 51 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/7da8-5091162-52-neren3.jpg 52 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/68fe-5091162-53-neren3.jpg 53 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/cc91-5091162-54-neren3.jpg 54 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/37a2-5091162-55-neren3.jpg 55 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/135c-5091162-56-neren3.jpg 56 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/ccf1-5091162-57-neren3.jpg 57 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/474e-5091162-58-neren3.jpg 58 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/636e-5091162-59-neren3.jpg 59 1780515243 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/57b3-5091162-60-neren3.jpg 60 1780515243 1780515243 1780515324 Point -71.2563107 43.5954442 RETS https://tour.primemls.com/74-Keewaydin-Road-Wolfeboro-NH-03894/unbranded https://www.hommati.com/3DTour-AerialVideo/unbranded/74-Keewaydin-Rd-Wolfeboro-Nh-03894--HPI54155964606 N Main, Wolfeboro, NH 03894
MLS #5095851
City:Wolfeboro, State:NH
Price: $7900000
A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events. 6a36a6ff34e2b5d5334b73f3 20.52 17158 Near Golf Course 0 0 1 0 1 5 1400 Wolfeboro RE_1 NH-Carroll 606 N Main Street neren3 6a36a6cb34e2b5d51e294772 1 1 1 1781966411 1781966411 7900000 Lobin Frizzell 5095851 Active Country Setting Wooded 893851 5095851 2418 606 N Main, Wolfeboro, NH 03894 1782165342 KW Coastal and Lakes & Mountains Realty/Meredith 51 384990 5642 Single Family Homes Residential A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events. Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1781913600 2 N Main 606 Cabin Log 1782165790 1913 03894 ListPrice 7900000 1781966591 7900000 ListingStatus Active 1781966591 Active https://s3.us-central-1.wasabisys.com/apiv1.photos.master/c3df-5095851-1-neren3.jpg 1 1781967835 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/f42c-5095851-2-neren3.jpg 2 1781967835 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5ae3-5095851-3-neren3.jpg 3 1781967835 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/400e-5095851-4-neren3.jpg 4 1781967835 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/acb6-5095851-5-neren3.jpg 5 1781967835 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/6e69-5095851-6-neren3.jpg 6 1781967835 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/a2ca-5095851-7-neren3.jpg 7 1781967835 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MLS #5089994
City:Wolfeboro, State:NH
Price: $9500000
Lake Winnipesaukee waterfront living at its finest. "Woodland Cove" is set on three private acres with 310 feet of pristine sandy shoreline and coveted southern exposure, this extraordinary custom estate captures sweeping views of the lake and the Belknap Mountain range while offering rare protection from prevailing winds. The sugar sand beach allows you to wade in slowly with a sandy bottom extending well off shore. The park-like grounds are a masterpiece of natural beauty, featuring mature gardens, handcrafted stonework, and multiple outdoor living spaces designed to embrace the waterfront setting. A stunning mahogany-and-fieldstone boathouse which is architecturally exceptionalâstands as a true centerpiece of the property. The boathouse features a large lift to keep your boat pristine as well. Spanning more than 8, 000 square feet, the 13-room residence combines timeless craftsmanship with luxurious comfort. The home features six spacious bedrooms and seven baths, with every bedroom offering its own en-suite bath for ultimate privacy and convenience. Soaring ceilings, elegant crown molding, and walls of glass create an atmosphere of light, space, and sophistication throughout. The decorator furnishings have been curated specifically for this home and are included. Designed for both relaxed lake living and entertaining, the home offers expansive decks, patios, and a beautiful screened porch that seamlessly blends indoor and outdoor living. The first-floor primary suite is a private retreat with breathtaking lake and mountain views, a generous walk-in closet, and a spa-inspired bath. Located just 10 minutes from downtown Wolfeboro, this remarkable property delivers the perfect balance of convenience, exclusivity, and complete privacy on New Hampshireâs most sought-after lake. This is truly a special property in the nations "Oldest Summer Resort." 6a0e0c7634e2b5884c68a725 3.03 8479 Near Golf Course Near Skiing Walkout Finished 1 0 3 3 7 6 8144 Wolfeboro RE_1 NH-Carroll Follow Forest Road to a left on Parker Island Road. Take right to follow even numbered homes. Follow to #80 on right. 80 Parker Island Road neren3 3 1 6a0e0bec34e2b58837673c93 1 1 1779305324 43.5794199 1779305323 9500000 Brian Neidhardt 5089994 Active -71.2632126 Lake View Mountain View Secluded View Water View 131987 5089994 1309 80 Parker Island, Wolfeboro, NH 03894 1779483312 Four Seasons Sotheby's Int'l Realty 46 3135313 1166 Single Family Homes Residential Lake Winnipesaukee waterfront living at its finest. "Woodland Cove" is set on three private acres with 310 feet of pristine sandy shoreline and coveted southern exposure, this extraordinary custom estate captures sweeping views of the lake and the Belknap Mountain range while offering rare protection from prevailing winds. The sugar sand beach allows you to wade in slowly with a sandy bottom extending well off shore. The park-like grounds are a masterpiece of natural beauty, featuring mature gardens, handcrafted stonework, and multiple outdoor living spaces designed to embrace the waterfront setting. A stunning mahogany-and-fieldstone boathouse which is architecturally exceptionalâstands as a true centerpiece of the property. The boathouse features a large lift to keep your boat pristine as well. Spanning more than 8, 000 square feet, the 13-room residence combines timeless craftsmanship with luxurious comfort. The home features six spacious bedrooms and seven baths, with every bedroom offering its own en-suite bath for ultimate privacy and convenience. Soaring ceilings, elegant crown molding, and walls of glass create an atmosphere of light, space, and sophistication throughout. The decorator furnishings have been curated specifically for this home and are included. Designed for both relaxed lake living and entertaining, the home offers expansive decks, patios, and a beautiful screened porch that seamlessly blends indoor and outdoor living. The first-floor primary suite is a private retreat with breathtaking lake and mountain views, a generous walk-in closet, and a spa-inspired bath. Located just 10 minutes from downtown Wolfeboro, this remarkable property delivers the perfect balance of convenience, exclusivity, and complete privacy on New Hampshireâs most sought-after lake. This is truly a special property in the nations "Oldest Summer Resort." Governor Wentworth Regional Carpenter Elementary Kingswood Regional High School Kingswood Regional Middle NH 1779408000 2 Parker Island 80 Contemporary 1779483790 Deep Water Access Yes Lake Winnipesaukee No Lake 310 Yes 1 Exclusively Owned 2007 03894 ListPrice 9500000 1779305590 9500000 ListingStatus Active 1779433991 Active 1779305590 Coming Soon Point -71.2632126 43.5794199 RETS https://s3.us-central-1.wasabisys.com/apiv1.photos.master/d1dd-5089994-1-neren3.jpg 1 1779306886 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/12ad-5089994-2-neren3.jpg 2 1779306886 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/9ccc-5089994-3-neren3.jpg 3 1779306886 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/e598-5089994-4-neren3.jpg 4 1779306886 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/5821-5089994-5-neren3.jpg 5 1779306886 https://s3.us-central-1.wasabisys.com/apiv1.photos.master/3a8d-5089994-6-neren3.jpg 6 1779306886 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1779306946 https://listings.flylisted.com/video/qVXgHliuwNiOnFweal3VfyEp1nPiNTqgmSVsxMNbVDU https://my.matterport.com/show/?m=R9mXRdCc9QSFacts About Wolfeboro
Located in Carroll County, Wolfeboro has a population of less than 7,000 residents as of 2022. It boasts plenty of green spaces to enjoy, and the town partially borders Lake Winnipesaukee. Whether you prefer to spend your time indoors or out in nature, year-round activity options are available for residents of all ages.
Why Live in Wolfeboro?
You can find a large variety of real estate opportunities in Wolfeboro, New Hampshire, with selections appealing to a range of needs and preferences. Property crime and violent crime rates in Wolfeboro are below the national average. Make sure you love snow because Wolfeboro gets a lot of it. Residents can expect upwards of 68 inches (on average) of snow every year.
Wolfeboro has ample recreational opportunities for active individuals and families, including skiing, golfing, and boating. A range of restaurant options gives locals plenty of food choices to appeal to their cravings, and the town has many shops to find the perfect clothing or household items.
Contact Roche Realty Group
Contact Roche Realty Group if you’re ready to make Wolfeboro your home. We’ll help you find the perfect residence, whether you desire a large waterfront estate, a smaller inland home, or something in between. Our team is waiting to assist you with finding your forever home or vacation oasis.
