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270 South Main Street, Wolfeboro, NH

Residential Income

For SaleActive
1,786 ft²|Built 1920|Wolfeboro

Listed by BHHS Verani Belmont · Shirley Freeman

Property Description

Buyers searching Wolfeboro, New Hampshire will want a look at 270 South Main Street — a residential income asking $599,900. It features 1,786 square feet of living space. Income properties in this market benefit from steady year-round tenant demand plus the seasonal visitor economy. Also on the sheet: 1920 construction and roughly $336 per square foot. Everything below — photos, details, schools and market data — updates live from the MLS. Browse more homes for sale in Wolfeboro.

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.

Location Highlights

270 South Main Street is a residential income in Wolfeboro, New Hampshire, listed at $599,900. That works out to about $336 per square foot, for a home built in 1920. It has been on the market for 10 days.

From here it is 27.2 miles to Downtown Plymouth / Main Street and 30.3 miles to Owl's Nest Resort. At this latitude, Wolfeboro averages roughly 8.4 hours of sun a day in June and 3.6 in December.

Zoned schools: Carpenter Elementary (Elementary), Kingswood Regional Middle (Middle), Kingswood Regional High School (High). Always confirm zoning with the district office.

Property Details

Essentials & finishes

  • SqFt:1,786
  • Price / SqFt:$335.89
  • Property Type:Residential Income
  • Year Built:1920
  • County:NH-Carroll
  • Town:Wolfeboro, NH
  • Status:Active
  • Days on Market:10

Primary Features

CountyNH-Carroll
Property TypeResidential Income
Year Built1920
ZoningSouth Central Impr.

Interior Features

BasementYes
Basement Access TypeInterior
Basement DescriptionConcrete, Full, Storage Space
CoolingNone
Electric100 Amp Service, 200+ Amp Service, Circuit Breakers
FlooringCarpet, Hardwood, Vinyl
HeatingOil, Electric, Hot Water
Rooms - Total0
SqFt-Approximate Finished Above Grade1,786
SqFt-Approximate Finished Below Grade0
SqFt Approximate Total Finished1,786
SqFt Approximate Total2,836

Location Information

School - ElementaryCarpenter Elementary
School - HighKingswood Regional High School
School - Middle/JrKingswood Regional Middle

Financial Details

Tax - Gross Amount$2,894
Tax Year2026
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionWood Frame, Wood Siding
CovenantsNo
Flood ZoneNo
Pre-ConstructionNo
SeasonalNo
Total StoriesTwo
SurveyedUnknown

External Features

Colorwhite
DrivewayDirt
FoundationConcrete, Stone
GarageNo
Lot FeaturesLevel, Sidewalks
Lot - Acres0.27
Lot - SqFt11,761
ParkingDriveway, Off Street, Parking Spaces 5 - 10
Road Frontage TypePaved, Public
Road FrontageYes
Road Frontage Length83
RoofAsphalt Shingle
SewerPublic Sewer
UtilitiesCable Available, Phone Available
Water SourcePublic
MLS®: PrimeMLS #5104581; Listed by BHHS Verani Belmont · Shirley Freeman

Property History

Annual taxes for this property

YearAssessed Tax
2024$10,198
2023$9,943
2022$9,688

Estimated from list price; verify with the town assessor.

Market Data

Live snapshot computed from active listings in this town

  • Active listings in Wolfeboro85
  • Average list price$2,209,955
  • Price range$247,770 – $10,950,000

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$4,008 / mo
  • Principal & Interest$3,033
  • Property Tax$850
  • Home Insurance$125

Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.

Around This Property

Schools, everyday places and nearby destinations near 270 South Main Street, Wolfeboro, NH

ElementaryCarpenter Elementary
MiddleKingswood Regional Middle
High SchoolKingswood Regional High School
$599,900/ Asking Price
For SaleActive
Est. $3,033 / mo20% down · 30yr · 6.5%
Tom DeMatteo

Tom DeMatteo

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Questions About This Listing

What is the asking price of 270 South Main Street?

270 South Main Street in Wolfeboro, NH is listed at $599,900.

That works out to about $336 per square foot.

What is the MLS number for 270 South Main Street?

The MLS number is #5104581 (PrimeMLS), listed on August 12, 2026.

Where is 270 South Main Street located?

The property is in Wolfeboro, New Hampshire (03894).

What kind of property is 270 South Main Street?

Residential income in Wolfeboro, New Hampshire, built in 1920.

How big is 270 South Main Street?

It offers 1,786 square feet of living space.

PrimeMLS

NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.

This listing data is intended for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.