Commercial Sale at 7 Windy Hollow Road, Wakefield
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$1,650,000

7 Windy Hollow Road
Wakefield, NH 03872
Listed by Michael Travis · BHHS Verani Wolfeboro
Bedrooms
N/A
Bathrooms
N/A
Living area
N/A
Year built
1992

About this home

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

MLS #
5076890
Property type
Commercial Sale
Subdivision
N/A
Status
Active
Days on market
175
On market date
N/A
Stories
N/A
Total bathrooms
N/A
Garage spaces
N/A
Parking spaces
N/A
Lot size
5.18 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Paul Elementary School
0.66 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
465
Student:teacher ratio
10.8:1
District
Wakefield School District
Middle
Crescent Lake School
7.18 mi away · Grades 4-6
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
176
Student:teacher ratio
10.4:1
District
Governor Wentworth Reg School District
High
Kingswood Regional High School
7.46 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
728
Student:teacher ratio
11.6:1
District
Governor Wentworth Reg School District

Walkability

Blended score for Wakefield's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

19
Very car-dependent
out of 100
EPA National Walkability Index
6.3 / 20 -- Below average walkable
Google Places amenity density
0 / 100
Restaurants & cafes0
Grocery stores0
Parks0
Schools0
Transit stops0
Pharmacies0

Mortgage calculator

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Est. monthly payment
$10,086/mo
$330,000 down
$1,320,000 loan
Principal & interest$8,561
Property tax (est.)$1,375
Home insurance (est.)$150

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Copyright 2026 PrimeMLS. 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. Data last updated 07/09/26.