7 Windy Hollow Road, Wakefield, NH
Commercial Sale
Listed by BHHS Verani Wolfeboro · Michael Travis
Property Description
Introducing a prime investment opportunity: the iconic Miss Wakefield Diner, an institution for over three decades at its current location, with roots dating back to 1948 in New York. This impeccably renovated Jerry O’Mahony diner offering features two income-producing units: the celebrated diner plus an additional retail space (Gracie’s Country Store), with potential to convert the retail area into expanded dining/seating. The property offers significant outdoor seating on a deck and additional front seating ideal for maximizing seasonal revenue. A destination for locals and travelers alike, Miss Wakefield Diner is widely respected and has welcomed celebrities and politicians, including those on and off the campaign trail. The diner has been featured in multiple news stories, on NH Chronicle, and in a television commercial for PSNH (now Eversource). Situated on over 5 acres with level parking well-suited for large events, the site benefits from very high traffic counts and approximately 884 feet of road frontage for exceptional visibility. Additional ancillary income is generated from multiple on-site billboards. A rare opportunity for restaurant, retail, and street-retail investors seeking a landmark property with strong presence and multiple revenue streams.
Property Details
Essentials & finishes
- Bedrooms:0
- Total Baths:0
- Property Type:Commercial Sale
- Year Built:1992
- County:NH-Carroll
- Town:Wakefield, NH
- Status:Active
- Days on Market:141
Primary Features
Interior Features
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 Wakefield50
- Average list price$594,482
- Price range$2,500 – $1,150,000
- Market sentimentBuyer's Market
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- Principal & Interest$8,343
- Property Tax$2,338
- Home Insurance$344
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 50 active · 0 sold in Wakefield (last 90 days)

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