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375 S Main Street, Wolfeboro, NH

Single Family Residence

For SaleActive
6 Beds|4 Baths|3,766 ft²|Built 1840|Wolfeboro

Listed by KW Coastal and Lakes & Mountains Realty/Wolfeboro · Robert Casoni

Property Description

375 S Main Street brings a single-family home to the Wolfeboro market at $1,550,000. Inside you'll find 6 bedrooms, 4 bathrooms and 3,766 square feet of living space. Homes like this trade on the fundamentals: space, privacy and a New Hampshire address that works year-round. Also on the sheet: garage parking for 2, 1840 construction and roughly $412 per square foot. The full photo gallery, live pricing and every MLS detail for 375 S Main Street follow below. Browse more homes for sale in Wolfeboro.

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

Location Highlights

375 S Main Street is a single family residence in Wolfeboro, New Hampshire, listed at $1,550,000. That works out to about $412 per square foot, for a home built in 1840. It has been on the market for 5 months.

From here it is 27.6 miles to Downtown Plymouth / Main Street and 30.8 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.

Property Details

Essentials & finishes

  • Bedrooms:6
  • Total Baths:4
  • Full Baths:1
  • SqFt:3,766
  • Price / SqFt:$411.58
  • Property Type:Single Family Residence
  • Year Built:1840
  • County:NH-Carroll
  • Town:Wolfeboro, NH
  • Status:Active
  • Days on Market:149

Primary Features

CountyNH-Carroll
Property TypeResidential
Year Built1840
ZoningSOUTH CENTRAL IMPR

Interior Features

AppliancesDishwasher, Dryer, Washer, Electric Stove, Water Heater off Boiler
BasementYes
Basement Access TypeInterior
Basement DescriptionConcrete Floor, Exterior Stairs, Sump Pump
1/4 Baths0
3/4 Baths2
CoolingCentral Air
Electric200+ Amp Service
FlooringHardwood, Tile, Wood
HeatingBaseboard, Hot Water, Boiler
Interior FeaturesDining Area, 2 Fireplaces, Primary BR w/ BA, Window Treatment
Rooms - Total15
SqFt-Approximate Finished Above Grade3,766
SqFt-Approximate Finished Below Grade0
SqFt Approximate Total Finished3,766
SqFt Approximate Total5,510

Financial Details

Tax - Gross Amount$9,085
Tax Year2025
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionWood Frame, Clapboard
CovenantsNo
Flood ZoneNo
Pre-ConstructionNo
Property Sub TypeSingle Family Residence
SeasonalNo
Total Stories3
SurveyedYes
Timeshare/Fractional OwnershipNo

External Features

ColorWhite
DrivewayPaved
Exterior FeaturesPartial Fence, Outbuilding, In-Ground Pool, Porch, Covered Porch
FoundationBrick/Mortar, Concrete, Granite
GarageYes
Garage Capacity2
Lot FeaturesLevel, Abuts Golf Course, Near Country Club, Near Hospital, Near School(s)
Lot - Acres3.22
Lot - SqFt140,263
ParkingAuto Open, Paved
Road Frontage TypePaved, Public
Road FrontageYes
Road Frontage Length308
RoofAsphalt Shingle
SewerConcrete, Leach Field, Private
UtilitiesCable
Water SourcePublic
MLS®: PrimeMLS #5083547; Listed by KW Coastal and Lakes & Mountains Realty/Wolfeboro · Robert Casoni

Property History

Annual taxes for this property

YearAssessed Tax
2024$26,350
2023$25,691
2022$25,033

Estimated from list price; verify with the town assessor.

Market Data

Live snapshot computed from active listings in this town

  • Active listings in Wolfeboro84
  • Average list price$1,077,242
  • Price range$359,000 – $3,495,000

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$10,356 / mo
  • Principal & Interest$7,838
  • Property Tax$2,196
  • Home Insurance$323

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 375 S Main Street, Wolfeboro, NH

$1,550,000/ Asking Price
For SaleActive
Est. $7,838 / mo20% down · 30yr · 6.5%
Tom DeMatteo

Tom DeMatteo

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Questions About This Listing

Can I still buy 375 S Main Street?

The listing's current MLS status is Active. Reach out and we can confirm availability and arrange a showing.

What is the asking price of 375 S Main Street?

375 S Main Street in Wolfeboro, NH is listed at $1,550,000.

That works out to about $412 per square foot.

How big is 375 S Main Street?

The home has 6 bedrooms and 4 bathrooms.

It offers 3,766 square feet of living space.

Where is 375 S Main Street located?

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

What is the MLS number for 375 S Main Street?

The MLS number is #5083547 (PrimeMLS), listed on April 15, 2026.

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.