Wolfeboro, NH

20 WYMAN Drive

$10,950,000

MLS# 5086004 · Single Family Residence

79 days on market
The Listing

A 7-bedroom home in Wolfeboro on Lake Winnipesaukee.

7
Bedrooms
8
Baths
14,778
Sq Ft
6.2
Acres
Waterfront· Lake Winnipesaukee· Deep Water Access, Directly Adjoining

Description

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

Features

Interior

Blinds
Cathedral Ceiling(s)
Dining Area
Passenger Elevator
Wood Fireplace
2 Fireplaces
Kitchen Island
Responsive Lite Contrl(s)
Sauna
Soaking Tub
Vaulted Ceiling(s)
Walk-In Closet(s)
Walk-in Pantry
1st Floor Laundry

Exterior

Boat Mooring
Boat Slip
Balcony
Boat House
Covered Slip
Deck
Garden
Hot Tub
Natural Shade
Patio
Private Dock
Handicap Modified

Heating

Oil
Forced Air
Radiator

Cooling

Central Air

Parking

Attached

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Financial

Annual Taxes
$84,308

Location

Residential · NH-Carroll County · Listed Apr 29, 2026

About Wolfeboro, NH

Known as "The Oldest Summer Resort in America," Wolfeboro sits at the eastern shore of Lake Winnipesaukee. Its walkable downtown features independent shops, restaurants, and the New Hampshire Boat Museum. Year-round residents enjoy excellent schools, a vibrant arts scene, and easy access to multiple lakes.

Walkable downtown with shops & dining
New Hampshire Boat Museum
Cotton Valley Trail (12-mile rail trail)
Brewster Academy (private school)
Access to Winnipesaukee, Wentworth & Crescent lakes
Wright Museum of WWII
County: Carroll
Population: ~6,300
Schools: Governor Wentworth Regional (SAU 49)

Distances are approximate. Click any destination for driving directions. NH has no state income tax or sales tax.

Other Waterfront Listings on Lake Winnipesaukee

AddressPrice
36 Tiger Trail$12,950,000
137 Brown Road$12,899,000
280 & 282 S Main Street$9,995,000
30 Leopard's Leap$9,950,000
606 and 607 N. Main Street$9,800,000
606 and 607 N. Main Street$9,800,000

Active listings within 25% of this price. Browse all for-sale.

Recently Sold in Wolfeboro

AddressSold PriceSold
80 River Street$1,910,000Jul 15, 2026
338 Middleton Road$757,000Jul 10, 2026
1 Robin Acres Drive$545,000Jul 10, 2026
175 Center Street$795,000Jul 8, 2026
1 Museum Shores Road$245,000Jul 2, 2026
1239 Center Street$605,000Jul 1, 2026

Closed sales in the past 12 months. Data from PrimeMLS.

$10,950,000

Active Listing

Bedrooms7
Bathrooms8
Sq Ft14,778
$/Sq Ft$741
Vacation Rentals

Experience the Area First

Rent a lakefront property nearby for a week or more

Listing courtesy of Duston Leddy Real Estate · Jamieson Duston · 603-610-8285 · Cell: 603-365-5848
PrimeMLS

IDX display courtesy of Yankee Pedlar Realtors, Wolfeboro NH.

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