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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

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

Property Details

Essentials & finishes

  • Bedrooms:6
  • Total Baths:4
  • Full Baths:1
  • SqFt:3,766
  • Price / SqFt:$436.80
  • Property Type:Single Family Residence
  • Year Built:1840
  • County:NH-Carroll
  • Town:Wolfeboro, NH
  • Status:Active
  • Days on Market:84

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
Interior FeaturesDining Area, 2 Fireplaces, Master 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

Foreclosed / Bank-Owned / REONo
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 Sewer
UtilitiesCable
Water SourcePublic
MLS®: PrimeMLS #5083547; Listed by KW Coastal and Lakes & Mountains Realty/Wolfeboro · Robert Casoni

Property History

Price, listing activity & annual taxes for this property

No sales history available.

Market Data

Live snapshot computed from active listings in this town

  • Active listings in Wolfeboro87
  • Average list price$686,332
  • Price range$297,770 – $1,399,000
  • Market sentimentBuyer's Market

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$10,991 / mo
  • Principal & Interest$8,318
  • Property Tax$2,330
  • Home Insurance$343

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.

$1,645,000/ Asking Price
For SaleActive
Est. $8,318 / mo20% down · 30yr · 6.5%
Tom DeMatteo

Tom DeMatteo

Owl’s Nest Real Estate · Questions?

401-648-5308

Market Sentiment

Buyer's Market
Buyer’s MarketBalancedSeller’s Market

Based on 87 active · 0 sold in Wolfeboro (last 90 days)

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Owl's Nest Real Estate

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is 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. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of the PrimeMLS.

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