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Wolfeboro, NH

69 S Main Street

$3,950,000

MLS# 5103036 · Single Family Residence

Listed today
The Listing

A 6-bedroom home in Wolfeboro on Lake Winnipesaukee.

6
Bedrooms
3
Baths
3,665
Sq Ft
0.9
Acres
Waterfront· Lake Winnipesaukee· Deep Water Access

Description

Some properties are purchased for what they are. Others are acquired for what they can become. Perfectly positioned in the heart of downtown Wolfeboro, yet privately nestled behind mature trees, perennial gardens, and classic New England stone walls, this extraordinary property offers 138 feet of pristine waterfront on Wolfeboro Bay and nearly eight-tenths of an acre of beautifully landscaped grounds. Whether your vision is to preserve and thoughtfully modernize the existing residence or create an entirely new architectural masterpiece, the opportunity is unmatched. Raze-and-rebuild permits are already in place, dramatically reducing the time and uncertainty often associated with premier waterfront development. The existing home may also be redesigned within its current footprint, with professionally designer renderings available to showcase its remarkable potential. The gracious six-bedroom Colonial spans three levels and offers timeless character, two lakeside sunrooms, a spacious living room with wood-burning fireplace, formal dining room with butler's pantry, updated kitchen, refinished hardwood floors, and a first-floor guest suite with private entrance. Equally exceptional are the waterfront improvements. The impressive 48' x 58' dry boathouse provides space for multiple boats or up to six vehicles and includes a lakeside sun porch, workshop, and attic storage. Multiple stone patios, a substantial crib dock, and a protected lagoon create an extraordinary setting for boating, swimming, fishing, and lakeside entertaining. Just steps from Wolfeboro's shops, restaurants, marinas, and year-round attractions, yet offering remarkable privacy, this is one of the most significant waterfront opportunities to come to market in years. This is more than a remarkable waterfront property. It is an invitation to create something truly iconic.

Features

Exterior

Boat Slip
Dock
Dry Dock

Heating

Electric
Hot Water

Cooling

Mini Split

Parking

Garage

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Financial

Annual Taxes
$29,268

Location

Residential · NH-Carroll County · Listed Aug 3, 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
294 Redding Lane$4,800,000
145 Hanson Drive$4,400,000
6 Governor Wentworth Highway$4,395,000
6 Wyanoke Gate Lane$4,300,000
10 Edgewater Drive$4,250,000
456 Governor Wentworth Highway$4,195,000

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

Recently Sold in Wolfeboro

AddressSold PriceSold
8 Edwards Way$1,225,000Jul 31, 2026
4 Wolfeboro Common$240,000Jul 30, 2026
35 Robin Acres Drive$690,000Jul 27, 2026
159 North Main Street$874,200Jul 24, 2026
56 Ambrose Way$830,000Jul 22, 2026
80 River Street$1,910,000Jul 15, 2026

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

$3,950,000

Active Listing

Bedrooms6
Bathrooms3
Sq Ft3,665
$/Sq Ft$1078
Listing courtesy of Maxfield Real Estate/Wolfeboro · Jon Parker · 603-569-3128
PrimeMLS

IDX display courtesy of Yankee Pedlar Realtors, Wolfeboro NH.

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Listing brokers may report inaccurate data to michelle@yankeepedlarrealtors.com or call (603) 569-1000.