$1,299,999

beds

baths

half bath

1,775

square ft

103 Winter Harbor Drive

Ocean City, Maryland 21842

Active / MLS #MDWO2037044 / Single Family / Ocean City

Listing information updated 3/30/2026 at 4:01pm

Welcome to this beautiful five-bedroom, two-and-a-half-bath single-family home in the sought-after Caine Keys II community of Ocean City, Maryland. Perfect for boaters and beach lovers alike, this home features a private boat slip right outside your back door, providing easy access to the water. Enjoy the coastal lifestyle with a large balcony offering scenic views, a cozy gas fireplace, and plenty of parking, Located just minutes from Ocean City's stunning beaches, this home is ideal for year-round living or a relaxing vacation retreat. Don't miss this rare opportunity to own a spacious waterfront home in one of Ocean City's most desirable neighborhoods! Home Extras: Central Vac, Gas stove, 2 large waterfront decks, gas fireplace, and in home stereo speakers ***NEW ROOF April 2026***

Full Features

Architecture Style:

Coastal

Exterior Type:

Outside Shower,Sidewalks

Beds Above Grade:

Cooling System:

Central A/C

Heating System:

Heat Pump - Electric BackUp

Appliances:

Dishwasher, Dryer, Microwave, Refrigerator, Washer, Water Heater, Oven/Range - Gas

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

24 Years

Parking Type:

Concrete Driveway

Parking Spaces:

Water Front:

Yes

Square Feet:

1,775

Lot Size:

7500.00 Square Feet

Acreage:

0.17

Internal Features:

Carpet, Ceiling Fan(s), Primary Bath(s), Window Treatments

Taxes & Assessments

Tax Amount:

$7,112

Tax Year:

2026

Location

Zip Code:

21842

City:

Ocean City

County:

Worcester

Schools

School District(s):

WORCESTER COUNTY PUBLIC SCHOOLS

Elementary School:

N/A

Middle School:

N/A

High School:

N/A

Architecture Style:

Coastal

Exterior Type:

Outside Shower,Sidewalks

Beds Above Grade:

Cooling System:

Central A/C

Heating System:

Heat Pump - Electric BackUp

Appliances:

Dishwasher, Dryer, Microwave, Refrigerator, Washer, Water Heater, Oven/Range - Gas

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

24 Years

Parking Type:

Concrete Driveway

Parking Spaces:

Water Front:

Yes

Square Feet:

1,775

Lot Size:

7500.00 Square Feet

Acreage:

0.17

Internal Features:

Carpet, Ceiling Fan(s), Primary Bath(s), Window Treatments

Tax Amount:

$7,112

Tax Year:

2026

Zip Code:

21842

City:

Ocean City

County:

Worcester

School District(s):

WORCESTER COUNTY PUBLIC SCHOOLS

Elementary School:

N/A

Middle School:

N/A

High School:

N/A

Listing Office: Coldwell Banker Realty

Listing Office Phone: 443.856.2211

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