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Wolfeboro, NH

375 S Main Street

$1,550,000137 days on market

MLS# 5083547 · Single Family Residence

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The Listing

A 6-bedroom 1840s home in Wolfeboro on 3.2 acres.

6
Bedrooms
4
Baths
3,766
Sq Ft
3.2
Acres

Description

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. OPEN HOUSE SAT 5/23 11:00 am to 2:00 PM

Features

Interior

Dining Area
2 Fireplaces
Primary BR w/ BA
Window Treatment

Exterior

Partial Fence
Outbuilding
In-Ground Pool
Porch
Covered Porch

Heating

Baseboard
Hot Water
Boiler

Cooling

Central Air

Parking

Auto Open
Paved

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Financial

Annual Taxes
$9,085

Location

Listing History

This property was listed at $1,650,000 on Apr 15, 2026. The price has been reduced 2 times, dropping a total of $100,000 from $1,650,000 to $1,550,000. It has been on the market for 137 days.

Invalid Date$1,650,000$1,645,000 $5,000
Invalid Date$1,645,000$1,550,000 $95,000

Sale History

DateSale Price
May 30, 2019$554,250
Residential · NH-Carroll County · Listed Apr 15, 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.

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16 Crosswinds Drive$1,850,000
138 Summit Avenue$1,795,000

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

Recently Sold in Wolfeboro

AddressSold PriceSold
5 Trask Mountain Road$675,000Aug 28, 2026
78 Beach Pond Road$325,000Aug 24, 2026
108 Whitten Neck Road$1,535,000Aug 19, 2026
Map 25-6 Upper Trask Mountain Road$200,000Aug 18, 2026
61 Central Avenue$1,320,000Aug 17, 2026
7 Loon Street$775,000Aug 14, 2026

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

$1,550,000

Active Listing

Bedrooms6
Bathrooms4
Sq Ft3,766
$/Sq Ft$412
Listing courtesy of KW Coastal and Lakes & Mountains Realty/Wolfeboro · Robert Casoni · 603-610-8500 · Cell: 603-454-8074
PrimeMLS

IDX display courtesy of Yankee Pedlar Realtors, Wolfeboro NH.

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