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Wolfeboro, NH

270 South Main Street

$599,900

MLS# 5104581

Listed today
The Listing

A multi-family home in Wolfeboro.

Bedrooms
Baths
1,786
Sq Ft
0.3
Acres

Investment Summary

Units
2
Multi-Family
Price / Unit
$299,950
Tax / Unit
$1,447/yr
$2,894 total
Zoning: South Central Impr.

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Description

Opportunity awaits in the heart of downtown Wolfeboro! Looking for an updated primary home, multi-family or a vacation rental? This location is walkable to shops, restaurants and the town docks where you can launch your boat. This reimagined home has been transformed into a two family with a stunning first floor remodel. The first floor has been custom designed into a beautifully renovated 2-bedroom apartment featuring a stunning new kitchen with granite/stainless, 2 bedrooms and 2 baths. Upstairs, the existing one-bedroom apartment provides an excellent opportunity for rental income, making this property ideal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey multi-unit opportunity. Newer windows, heating system, roof and public water/sewer make this a low maintenance home. Situated near Huggins Hospital and walkable to downtown Wolfeboro, this a perfect location for short or long term rentals for hospital staff. The beautiful entry and staircase also allows for a spacious single family home, with 3 rooms on the second floor. Outside, enjoy a generous yard, ample off-street parking, and a full basement offering exceptional storage. Zoned for multiple uses, the property also presents future possibilities for mixed-use or commercial ventures, subject to any necessary town approvals. Whether you're searching for an investment property, a downtown home with supplemental rental income, or a flexible property with future potential, this prime Wolfeboro location delivers endless possibilities. Just steps from Lake Winnipesaukee, the town docks, Brewster Academy, and all that "The Oldest Summer Resort in America" has to offer, this is a rare opportunity to own a move-in ready property in one of New Hampshire's most sought-after communities.

Features

Heating

Oil
Electric
Hot Water

Cooling

None

Parking

Driveway
Off Street
Parking Spaces 5 - 10

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Financial

Annual Taxes
$2,894

Location

Sale History

DateSale Price
Oct 6, 2020$270,000
Multi-Family · NH-Carroll County · Listed Aug 12, 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 Active Listings on Lake Winnipesaukee

AddressPrice
33 Ingalls Terrace$749,500
539 N Main Street$749,000
60 White Oaks Road$739,900
21 Upper Ladd Hill Road$739,000
4 Cummings Cove Road$739,000
125 Lee Road$730,000

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

Recently Sold in Wolfeboro

AddressSold PriceSold
4 Anagance Lane$552,000Aug 11, 2026
3 Bayberry Lane$199,000Aug 7, 2026
156 Trotting Track Road$425,000Aug 6, 2026
5 Lloyd Road$760,000Aug 5, 2026
8 Edwards Way$1,225,000Jul 31, 2026
4 Wolfeboro Common$240,000Jul 30, 2026

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

$599,900

Active Listing

Sq Ft1,786
$/Sq Ft$336
Lot0.27 acres
Built1920
Listing courtesy of BHHS Verani Belmont · Shirley Freeman · 603-527-1111 · Cell: 978-846-0212
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.