Price Reduced63
$2,595,000
3 bd · 4 ba · 1,851 sqft
21 Beach Plum Lane, Ogunquit, ME
Anchor Real Estate
Est. $14,405/mo$689/sqft · 47 days on Realty
2
Beds
6
Baths
3,338
Sqft
1870
Built
For generations, this landmark Shore Road property has welcomed locals and visitors alike, becoming woven into the fabric of Ogunquit's vibrant dining scene. Originally built in 1870 and thoughtfully adapted over the decades, this distinctive property is currently home to The Crooked Pine and was previously the beloved Gypsy Sweethearts, carrying forward a legacy of hospitality that spans generations. Offering seating for approximately 144 guests across multiple dining rooms, an inviting lounge, a glass-enclosed front porch, rooftop deck, and beautifully landscaped outdoor dining areas, the property creates a variety of memorable guest experiences while maximizing revenue potential. A fully equipped commercial kitchen supports efficient operations, while the established business demonstrates the kind of continuity and proven performance that is increasingly difficult to find. Additionally, there is a two bedroom apartment on the second level which is perfect for owners or staff. One of the property's most remarkable assets is something few Ogunquit restaurants can claim, on-site parking. Combined with its exceptional Shore Road location, lush gardens, and unmistakable curb appeal, it offers conveniences that elevate both the guest experience and long-term value. Whether continuing a successful culinary destination or bringing your own vision to one of Southern Maine's most recognized restaurant locations, this is an opportunity to acquire more than real estate--it's the chance to steward a cherished Ogunquit institution. Landmark properties with this combination of history, location, parking, operational infrastructure, and established goodwill seldom come to market.
Listing agent
Not provided
Courtesy of RE/MAX Realty One
Maine Listings · Listing 1674697
Maine ListingsCourtesy of RE/MAX Realty One
Listing agent: not provided · Listing 1674697
$460,000
Estimated monthly payment
$14,405/mo
Loan amount $1,840,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
Within 2 miles of this home: 5 restaurants and cafés and 11 parks and green spaces.
Place data from OpenStreetMap.
Bread and Roses Bakery and Beanery
Shore Road
The Front Porch
Shore Road
Barnacle Billy's
Perkins Cove Road
Oarweed Restaurant
Perkins Cove Road
Lobster Shack
Perkins Cove Road
Ogunquit Beach
Little Beach
Kirkpatrick Woods
Ogunquit Town Forest
Agamenticus Fields
Payeur Preserve
Ogunquit Dog Park
Staples Pond
Maine ListingsThis content last refreshed on 2026-09-20 16:24:06 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

School ratings (A+ to F) from HJN community data.