Caine Keys 2 Extended – Direct Bayfront! Experience luxury waterfront living in this unbelievably gorgeous custom-built home, perfectly situated on the bay in Caine Keys 2 Ext, just approximately ½ mile from the beautiful beaches of Ocean City. Built approximately five years ago and meticulously maintained by its original owner, this exceptional property features five bedrooms and five-and-a-half baths with upgrades and high-end finishes throughout. Enjoy boating and waterfront living with your private boat lift and updated bulkheading, all while taking in spectacular bayfront views. The outdoor space also includes a private swimming pool, perfect for relaxing or entertaining. Inside, the home offers beautiful hardwood floors, a stunning chef’s kitchen, and luxuriously appointed baths designed with both comfort and style in mind. Additional features include two one car attached garages , offering ample space for vehicles, storage, or recreational equipment. This custom-built bayfront retreat truly offers the best of the best in coastal living. Schedule your private showing today and experience this incredible waterfront home for yourself.
Single-familyProperty Type
2020Year Built
5,100 sq ftLot Size
$1,064Price/Sq.Ft.
2 garage spacesParking
Listed by Jamie Caine• Coldwell Banker Realty
•443-856-2211 (broker)
Listed by Jake Townsend• Coldwell Banker Realty
•443-856-2211 (broker)
Bought with Celeste Dodson• Berkshire Hathaway HomeServices PenFed Realty-WOC
Est. $4,325 per month, based on comparable rentals
Sale and tax history for 307 Old Landing Rd
Sale History
Tax History
Date
Event
Price
BRIGHT MLS #MDWO2036922
Sep 9, 2026
Sold
$3,899,900
$1,064/sq ft
Sep 5, 2026
Pending
—
Jul 14, 2026
Contingent
—
Mar 16, 2026
Listed
$3,899,900
$1,064/sq ft
Public Records
Jun 26, 2018
Sold
$500,000
$136/sq ft
Public Records
Oct 11, 1983
Sold
$165,000
$45/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$19,709 (+0.2%)
$601,300 + $1,396,900
$1,998,200
2025
$19,676 (+0.4%)
$601,300 + $1,396,900
$1,998,200
2024
$19,597 (+25.9%)
2023
$15,565 (+1.4%)
$411,300 + $696,200
$1,107,500
2022
$15,356 (+0.8%)
$411,300 + $696,200
$1,107,500
2021
$15,230 (+160.7%)
2020
$5,841 (−17.0%)
2019
$7,038 (+0.7%)
$411,300 + $2,100
$413,400
2018
$6,988 (−1.0%)
$411,300 + $83,400
$494,700
2017
$7,060 (−0.3%)
$411,300 + $90,500
$501,800
2016
$7,084 (+5.7%)
2015
$6,705 (−0.1%)
$403,300 + $92,500
$495,800
2014
$6,713 (+1.0%)
2013
$6,646 (+4.7%)
2012
$6,347 (+2.7%)
2011
$6,181 (+52.1%)
2010
$4,063 (−30.0%)
2009
$5,806
Public record
Public record
Zoning
Permits
Beds
—
Baths
5.5
Stories
3
Lot width
—
Lot depth
—
Lot size
5,100 Sq. Ft.
Year renovated
—
Sq. Ft.
3,666
Year built
2020
Style
Single Family Residential
County
Worcester County
APN
10 107652
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 5, 2026.
R-1
Single Family Residential District
The purpose of this district is to provide for low density single-family residential development, together with accessory uses as may be necessary or are normally compatible with residential surroundings. The district is located to protect existing development of this character and contains vacant land considered appropriate for such development in the future.
Permitted uses
Include but are not limited to:
Housing-Single unit
Fire house
Police station
Jun 20, 2023 • Final
Pool
Pool and hot tub
Mar 14, 2021 • Final
Fire sprinkler system
Fire sprinkler
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage - Front Entry, Garage Door Opener