Courtesy Of Jamieson Duston Of Duston Leddy Real Estate
20 Wyman Dr Wolfeboro, NH 03894
20 Wyman Dr Wolfeboro, NH 03894 | MLS 5086004 Photo 1
20 Wyman Dr Wolfeboro, NH 03894 | MLS 5086004 Photo 2
20 Wyman Dr Wolfeboro, NH 03894 | MLS 5086004 Photo 3
20 Wyman Dr Wolfeboro, NH 03894 | MLS 5086004 Photo 4
20 Wyman Dr Wolfeboro, NH 03894 | MLS 5086004 Photo 5
For more information on this listing, contact us at: (603) 293-7227
Active
$10,950,000

20 Wyman Dr Wolfeboro, NH 03894

Single Family Property Type
7 Beds
1 Full 6 Three-Quarter 1 Half Baths
14,778 Sq. Ft.
2005 Year Built
Carroll County
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Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region's most prestigious enclaves. The residence itself, spanning nearly 15,000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Outdoor living is equally ambitious, with more than 5,000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker's cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef's kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire's most storied lakes. By appointment.
MLS # 5086004
Monthly HOA N/A
On Site 172 Days
Last Updated 8/19/2026

Listing Agent/Office

Agent Jamieson Duston
Office Duston Leddy Real Estate
Broker Phone 603-365-5848

Contact Agent

Jason E. Starr

Jason E. Starr

(603) 293-7227

Property Details

Community Information

Address 20 Wyman Dr, Wolfeboro, NH 03894
County Carroll
City Wolfeboro
Zip Code 03894
Water Body Name Lake Winnipesaukee

School Information

Architecture

Bedrooms 7
Bathrooms 1 Full / 6 Three-Quarter / 1 Half
Year Built 2005
Stories 2
Style Modern Architecture
Construction Steel Frame, Wood Frame
Roof Wood Shingle
Foundation Poured Concrete
Basement Climate Controlled, Concrete, Concrete Floor, Full, Interior Stairs, Unfinished
Garage Capacity 2

Features / Amenities

Interior Features Blinds, Cathedral Ceiling, Dining Area, Passenger Elevator, Wood Fireplace, 2 Fireplaces, Kitchen Island, Responsive Lite Contrl(s), Sauna, Soaking Tub, Vaulted Ceiling, Walk-in Closet, Walk-in Pantry, 1st Floor Laundry
Appliances Water Heater off Boiler
Equipment Enrgy Recvry Ventlatr Unt, Security System, Standby Generator
Exterior Features Boat Mooring, Boat Slip/Dock, Balcony, Boat House, Covered Slip, Deck, Garden Space, Hot Tub, Natural Shade, Patio, Private Dock, Handicap Modified
Parking Attached
Cooling Central AC
Heating Oil, Forced Air, Radiator
Total Rooms 14

Square Footage Finished Sq. Ft.

Above Grade 14778
Total 14778

Square Footage Unfinished Sq. Ft.

Below Grade 2000
Total 2000

Property Features

Lot Size 6.2 Acres
Lot Description Walking Trails, Wooded
Lot 39
Water Body Lake
Water Body Name Lake Winnipesaukee
Water Body Access Yes
Water Access Details Deep Water Access, Directly Adjoining
Waterfront Rights Exclusively Owned
Utilities Underground Utilities
Water Drilled Well, Private
Sewer Private, Septic
Electric Circuit Breaker(s), Generator
Driveway Gravel
Road Frontage Type Dead End, Private Road
Zoning WINNIPESAUKEE
Directions From downtown Wolfeboro drive North on Main Street take left onto Forest Road. Take a left onto Spruce Road and then right onto Wyman Drive. No drive-by's please.

Tax and Financial Info

Tax Annual Amount $84,308
Tax Year 2025
Tax Rate 8.36

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Data last updated October 17, 2026.