Save
Ask
Tour
Hide
Share
$724,000
1 Day On Site

118 WINTER HARBOR DRIVE
OCEAN CITY, MD21842

For Sale|Single Family Residence|Active
3
Beds
2
Total Baths
2
Full Baths
1,248
SqFt
$580
/SqFt
1967
Built
Subdivision:
CAINE KEYS II
County:
WORCESTER
Listing courtesy of Keller Williams Realty Delmarva
Call Now: 443.632.3000
Is this the listing for you? We can help make it yours.
443.632.3000
Upcoming Open Houses
Sat, May 16, 11:00 AM - 1:00 PM
118 WINTER HARBOR DRIVE118 WINTER HARBOR DRIVE118 WINTER HARBOR DRIVE118 WINTER HARBOR DRIVE
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$3,303
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

What happens when Ocean City stops numbering the streets… and starts naming them? You find rare waterfront retreats like this house on Winter Harbor Dr. Tucked into the Caine Keys section of North Ocean City, just a few short blocks where the streets suddenly trade numbers for names, this waterfront cul-de-sac feels different than the rest of town. More relaxed. More personal. More like the version of beach life people remember.... and people want more of. Affordable waterfront living! It’s disappearing fast. 118 Winter Harbor is a 3-bedroom, 2-bath waterfront home offering direct canal frontage with immediate access to the Assawoman Bay, along with something buyers are struggling to find anymore… a move-in-ready waterfront property, with a dock, at a price point that still feels attainable. The home itself has been thoughtfully updated and exceptionally well cared for, with coastal finishes, updated bathrooms, updated decor, a newer roof, updated vinyl bulkheading, and an updated rear deck overlooking the canal. Inside, the space feels comfortable, easy, bright, vibrant, and charming. And then you step outside... for more! Step onto the back deck and your private dock is right there, ready for your boat, pontoon, or jet skis, with direct bay access for days spent on the water instead of sitting in traffic wondering why you didn’t buy a place like this sooner. Meanwhile, directly across Coastal Highway… the Atlantic Ocean and Ocean City's world famous white sand beaches. Not “a short drive away.” Not “close enough.” Right there... just a short distance across Coastal Highway! You've finally found a place in Ocean City where you genuinely get both worlds… waterfront boating lifestyle on one side, and easy access to Ocean City’s famous beaches on the other. And there’s another detail longtime owners in this area know about, and treat it like they're little secret. At the eastern end of the street, situated on the oceanfront, sits the Golden Sands Condominium, whose oceanfront bar/grill and public restrooms become an unexpectedly convenient part of everyday beach life. Grab lunch or a drink without leaving the beach, use the facilities, and avoid the constant back-and-forth trips home that most beachgoers deal with all summer long. That’s the kind of every-day-use you don’t think about upfront. Until you become a local. The location also puts you close to some of North Ocean City’s favorite spots, like the Original Green Turtle, The Gold Coast Mall, and lots of dining and entertainment options... all while still giving you the slower pace and residential feel that makes Caine Keys so desirable. Whether you’re looking for a personal beach retreat, a waterfront getaway, or a strong rental property with broad appeal, this home checks boxes that are becoming harder and harder to find together. Waterfront. Move-in ready. No HOA. Direct bay access. Steps from the beach. New Roof in 2020 & HVAC in 2022. That combination used to be normal in Ocean City. Now it’s becoming RARE. Where will you be 5-years from now? And will you be regretting not buying this?

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$724,000
Days On Site 
1 Day
Bedrooms 
3
Inside Area (SqFt) 
1,248 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.17 Acres
Year Built 
1967
MLS® Number 
MDWO2038188
Status 
Active
Property Tax 
$5,898
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
6 hours agoListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
0.17
Foundation 
Block
Levels 
One
Parking 
Driveway
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
1248
SqFt Total 
1248
Style 
Ranch/Rambler
Water Source 
Public
Zoning 
R-1
Interior Features
Appliances 
Electric RangeElectric OvenElectric Water HeaterWasherDishwasherDryerExhaust FanFreezerMicrowaveRefrigerator
Cooling 
Central AirElectric
Flooring 
LaminateCarpet
Furnished 
Furnished
Heating 
Exhaust FanElectricForced AirHeat Pump
Interior 
Crown Molding
Main Level Bedrooms 
3
Window Features 
Window CoveringsInsulated WindowsScreensWindow Treatments
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
FrameMetal Siding
Exterior 
Lighting
Frontage 
Waterfront
Lot Features 
Waterfront
Patio And Porch 
Deck
Pool Features 
None
Roof 
Shingle
Waterfront 
Yes
Waterfront Features 
Canal FrontCanal Access
Windows/Doors 
Window CoveringsInsulated WindowsScreensWindow Treatments
Community Features
Association Amenities 
Powered Boats AllowedBoat Slip
MLS Area 
Bayside Waterfront (84)
School District 
WORCESTER COUNTY PUBLIC SCHOOLS
Schools
School District
WORCESTER COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Keller Williams Realty Delmarva



The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Save
Ask
Tour
Hide
Share