606 and 607 N. Main Street, Wolfeboro, NH
Single Family Residence
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
Interior Features
Location Information
Financial Details
Additional
External Features
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
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- 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.

Tom DeMatteo
Owl’s Nest Real Estate · Questions?
Market Sentiment
Buyer's MarketBased on 87 active · 0 sold in Wolfeboro (last 90 days)

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