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7 Windy Hollow Road, Wakefield, NH

Commercial Sale

For SaleActive
0 Beds|0 Baths|Built 1992|Wakefield

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

CountyNH-Carroll
Property TypeCommercial Sale
Year Built1992
ZoningB&CBUS

Interior Features

BasementYes
Basement Access TypeInterior
Basement DescriptionCrawl Space, Concrete Floor, Full, Interior Stairs, Unfinished
CoolingCentral Air
Electric200+ Amp Service
HeatingForced Air

Financial Details

Electric CompanyEversource
Foreclosed / Bank-Owned / REONo
Sale IncludesBuilding, Equipment, Furnishings, Inventory, Land/Building/Business, Outbuilding
Tax - Gross Amount$7,022
Tax Year2025
Taxes TBDYes

Additional

ConstructionWood Frame, Metal Siding, Wood Exterior
CovenantsNo
Flood ZoneNo
Pre-ConstructionNo
SeasonalNo

External Features

Lot FeaturesNear Golf Course, Near Paths, Near Snowmobile Trails, Near Railroad, Landscaped, Level, Major Road Frontage, Near ATV Trails
Lot - Acres5.18
Lot - SqFt225,641
ParkingOff Street, Paved, Parking Spaces 21+, Unpaved
Road FrontageYes
Road Frontage Length884
RoofArchitectural Shingle
Sewer1500+ Gallon
UtilitiesCable, Propane
Water SourceDrilled Well
MLS®: PrimeMLS #5076890; Listed by BHHS Verani Wolfeboro · Michael Travis

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

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$11,025 / mo
  • 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.

$1,650,000/ Asking Price
For SaleActive
Est. $8,343 / 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 50 active · 0 sold in Wakefield (last 90 days)

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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.

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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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