$2,300,000

Estimated payment $13,419/month

2 Beds
6 Baths
3,338 Sq Ft
$689 Price per Sq Ft

Highlights

  • Property is near a beach
  • Deck
  • No HOA
  • Cape Cod Architecture
  • Wood Flooring
  • Enclosed Glass Porch

About This Home

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

Don Wunder

RE/MAX Realty One Brokerage Phone: (207)252-1775 Listed on: 08/04/2026

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,485

Year Built

  • Built in 1870

Lot Details

  • 9,583 Sq Ft Lot
  • Landscaped
  • Open Lot
  • Property is zoned DBD

Home Design

  • Cape Cod Architecture
  • Stone Foundation
  • Wood Frame Construction
  • Shingle Roof
  • Composition Roof
  • Wood Siding

Interior Spaces

  • 3,338 Sq Ft Home
  • Multi-Level Property
  • Storage

Kitchen

  • Gas Range
  • Dishwasher

Flooring

  • Wood
  • Carpet
  • Tile

Bedrooms and Bathrooms

  • 2 Bedrooms

Unfinished Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry

Parking

  • Paved Parking
  • On-Site Parking

Outdoor Features

  • Pool Heated With Propane
  • Property is near a beach
  • Deck
  • Enclosed Glass Porch

Location

  • Property is near golf course and shops
  • Near Waterfront
  • City Lot

Utilities

  • Central Air
  • Heating System Uses Oil
  • Heat Pump System
  • Heating System Mounted To A Wall or Window
  • Internet Available
  • Cable TV Available

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Legal Lot and Block 40 / A

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,485

Year Built

Built in 1870

Lot Details

9,583 Sq Ft Lot

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 0.22
  • Road Surface Type: Paved
  • MLS Status: Active
  • Above Grade Finished Sq Ft: 3338.00
  • Architectural Style: Cape Cod, Other
  • Garage Yn: No
  • Unit Levels: Multi-Level
  • Year Built: 1870
  • Attribution Contact: (207)252-1775
  • Property Information:Seasonal: No
  • Water Info:Water View2: No
  • Dining Room:Dining Room: Dining Room
  • Living Room:Living Room: Living Room
  • Office:Office: Office
  • Property Information:Deed Restrictions: Unknown
  • Property Information:Bank Owned REO: No
  • Den:Den: Den
  • Property Information 2 Detached Houses on 1 Lot: No
  • Special Features: VirtualTour

Interior Features

  • Appliances: Dishwasher, Gas Range, Refrigerator
  • Other Equipment: Cable, Internet Access Available
  • Has Basement: Interior Entry, Full, Unfinished
  • Full Bathrooms: 1
  • Half Bathrooms: 5
  • Total Bedrooms: 2
  • Fireplace: No
  • Flooring: Carpet, Tile, Wood
  • Interior Amenities: Storage
  • Dining Room Dining Room Level: First
  • Kitchen Kitchen Level: First
  • Living Room Living Room Level: Second
  • Bedroom 1:Bedroom 1 Level: Second

Exterior Features

  • Lot Features: Business District, Intown, Near Golf Course, Near Public Beach, Near Shopping, Neighborhood, Open Lot, Landscaped
  • Waterfront Features: Nearby, Public
  • Waterfront: No
  • Construction Type: Wood Frame, Wood Siding
  • Foundation Details: Stone
  • Patio And Porch Features: Deck, Glassed-in Porch
  • Roof: Composition, Shingle

Garage/Parking

  • Attached Garage: No
  • Parking Features: Paved, 11 - 20 Spaces, On Site

Utilities

  • Cooling: Central Air, Heat Pump
  • Cooling Y N: Yes
  • Heating: Electric, Oil, Propane, Direct Vent Heater, Heat Pump, Other
  • Heating Yn: Yes
  • Electric: Circuit Breakers
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Association: No

Schools

  • Junior High Dist: Wells-Ogunquit CSD

Lot Info

  • Land Lease: No
  • Lot Size Sq Ft: 9583.20
  • Zoning: DBD

Tax Info

  • Tax Annual Amount: 9485.00
  • Tax Block: A
  • Tax Lot: 40
  • Tax Year: 2025

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $9,485 $1,409,300 $1,009,200 $400,100
2024 $9,104 $1,409,300 $1,009,200 $400,100
2023 $9,104 $1,409,300 $1,009,200 $400,100
2022 $8,907 $1,409,300 $1,009,200 $400,100
2021 $5,457 $670,400 $360,300 $310,100
2020 $5,363 $670,400 $360,300 $310,100
2019 $5,363 $670,400 $360,300 $310,100
2018 $5,303 $670,400 $360,300 $310,100
2017 $5,082 $670,400 $360,300 $310,100
2016 $4,969 $614,200 $360,300 $253,900
2015 $4,957 $614,200 $360,300 $253,900
2014 $4,766 $614,200 $360,300 $253,900
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
08/04/2026 08/04/26 For Sale $2,300,000 -- $689 / Sq Ft
Source: Maine Listings

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed -- --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $1,300,000 Purchase Money Mortgage
Source: Public Records

Source: Maine Listings

MLS Number: 1674697

Maine Listings

APN: OGUN-000006-000040-A000000

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