7 Windy Hollow Road, Wakefield, NH 03872
NH-Carroll County
Key Facts
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 Information
Property Type
Commercial Sale
Sub-Type
Business
Year Built
1992
Living Area
5,058 sq ft
Lot Size
5.18 acres
Zoning
B&CBUS
MLS® Listing#
5076890
Property Features
Interior
Cooling
Heating
Basement
Parking
Lot Features
Construction
Roof
Utilities
Water Source
Financial Details
Annual Taxes
$7,022
Tax year 2025
Directions
White Mountain Highway (Rt 16) to Windy Hollow Rd on east side just north of rt 109. Miss Wakefield Diner visible from road
Affordability Calculator
$330,000
Estimated monthly payment
$8,782/mo
Principal $1,320,000 · Est. interest $1,841,517 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Wakefield, NH
- $588,889
- Median Listing Price
- 67
- Median Days on Market
- 1,768
- Median Sq Ft
- $320
- Median Price / Sq Ft
- 68
- Active Listings
- This home’s price is 180% above the area median.
- Its price per sq ft is 2% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Wakefield, NH.
Location
Points of Interest in Wakefield, NH
Showing the Wakefield area map.
Nearby Schools
Paul Elementary School
Elementary · 0.6 mi away
Hazel Mac Brien Nursery School
Elementary · 0.8 mi away
Wolfeboro Camp School
School · 6.4 mi away
Maplestone
School · 6.7 mi away
Crescent Lake School
Secondary · 7.2 mi away
Kingswood Regional Middle School
Secondary · 7.4 mi away
Kingswood Regional High School
Secondary · 7.4 mi away
Governor Wentworth Reg 49
School · 7.5 mi away
Lakes Region Technology Center
School · 7.5 mi away
Shortridge Academy
School · 8.1 mi away
Acton Elementary School
Elementary · 8.2 mi away
Carpenter School
Elementary · 8.5 mi away
Wolfeboro Nursery School
Elementary · 8.7 mi away
Governor Wentworth Regional School District
School · 9.0 mi away
Shapleigh Memorial School
Elementary · 9.8 mi away
New Durham Elementary School
Elementary · 10.7 mi away
Milton Elementary School
Elementary · 10.8 mi away
Gilman School House
School · 10.8 mi away
Nute Library
School · 10.9 mi away
Valley View Community School
Elementary · 11.6 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 180 Point Road, Wakefield, NH | $1,175,000 | 4 | 3 | 2,069 |
| 90 Rocky Point Road, Wakefield, NH | $1,299,000 | 4 | 2 | 1,822 |
| 115 Chandler Lane, Wakefield, NH | $1,299,900 | 2 | 2 | 1,177 |
| 333 Wildwood Road, Wakefield, NH | $1,360,000 | 2 | 2 | 2,016 |
| 244 Pinewood Shores, Wakefield, NH | $1,515,000 | 3 | 2 | 2,280 |
