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606 and 607 N. Main Street, Wolfeboro, NH

Single Family Residence

For SaleActive
3 Beds|1 Baths|1,400 ft²|Built 1812|Wolfeboro

Listed by KW Coastal and Lakes & Mountains Realty/Meredith · Lobin Frizzell

Property Description

A truly rare offering on the shores of Winter Harbor, this remarkable 40± acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of two distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. Across the road, rolling fields and open meadows surround an antique Cape, forming a timeless pastoral landscape rich with character and possibility. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, an equestrian estate, a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, open fields, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

Property Details

Essentials & finishes

  • Bedrooms:3
  • Total Baths:1
  • SqFt:1,400
  • Price / SqFt:$7000.00
  • Property Type:Single Family Residence
  • Year Built:1812
  • County:NH-Carroll
  • Town:Wolfeboro, NH
  • Status:Active
  • Days on Market:18

Primary Features

CountyNH-Carroll
Property TypeResidential
Year Built1812
ZoningWINNIP, North

Interior Features

BasementNo
1/4 Baths0
3/4 Baths1
CoolingNone
Electric110 Volt
HeatingNone
Rooms - Total7
SqFt-Approximate Finished Above Grade1,400
SqFt-Approximate Finished Below Grade0
SqFt Approximate Total Finished1,400
SqFt Approximate Total1,400

Location Information

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

Financial Details

Foreclosed / Bank-Owned / REONo
Tax - Gross Amount$25,832
Tax Year2025
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionWood Frame, Wood Siding
CovenantsUnknown
Flood ZoneUnknown
Pre-ConstructionNo
Property Sub TypeSingle Family Residence
ResortNo
SeasonalYes
Total Stories1.75
SurveyedUnknown
Timeshare/Fractional OwnershipNo
Water Access DetailsBeach Access, Deep Water Access, Directly Adjoining, Dock Access

External Features

DrivewayCircular, Dirt, Paved
FoundationOther
GarageNo
Lot FeaturesAgricultural, Country Setting, Pasture, Hilly, Lake Frontage, Lake View, Level, Mountain View, Open Lot, Rolling Slope, Slight, Sloping, Stream, Views, Water View, Waterfront, Wooded, Near Country Club, Near Golf Course, Rural, Near Hospital, Private
Lot - Acres40.83
Lot - SqFt1,778,555
Road Frontage TypePublic Maintained Road
Road FrontageTBD
RoofMetal
Sewer1000 Gallon, Concrete, Leach Field, Private Sewer, Septic Tank
UtilitiesPropane, Phone Available
Water SourcePrivate, Spring
Water Body TypeLake
MLS®: PrimeMLS #5095854; Listed by KW Coastal and Lakes & Mountains Realty/Meredith · Lobin Frizzell

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$65,479 / mo
  • Principal & Interest$49,554
  • Property Tax$13,883
  • Home Insurance$2,042

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.

$9,800,000/ Asking Price
For SaleActive
Est. $49,554 / 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)

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.

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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