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Street View
$724,000
Monthly Est:$3,604
3 Beds
- 2 Baths
2 full baths
1,248sqft
118 Winter Harbor Dr, Ocean City, MD 21842
$724,000
$3,604/moEst:
Get Pre-Approved
Condominium
Built in 1967
$-- HOA
7,500 sqft lot
$580/sq.ft
Description
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?
- Houzeo last checked: 2 hours ago
- Listing updated: May 12, 2026 at 4:33 pm
- Listing Provided by: Grant K Fritschle (410) 430-5880 | Keller Williams Realty Delmarva (410) 524-6400
- Source: Bright MLS-NJ | MLS#: MDWO2038188

Property Details
Status
Active
Type
Condominium
No. of Stories
-
County
City
Neighborhood
--
Year Built
1967
HOA Fees
-
Finished Area
1,248 sqft
Lot Size
7,500 sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDWO2038188
MLS Status
ACTIVE-BRIGHT
Days on Market
2

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Heating
Forced Air, Heat Pump(s)
Flooring
Carpet, Laminated
Interior Features
Bathroom Stall Shower, Carpet, Combination Kitchen/dining, Crown Moldings, Dining Area, Entry Level Bedroom, Window Treatments
Sewer
Public Sewer
Cooling
Central A/c
Window Features
Insulated, Screens
Exterior Features
Exterior Lighting, Outside Shower
Appliances
Dishwasher, Dryer, Exhaust Fan, Freezer, Microwave, Oven/range Electric, Refrigerator, Washer
Construction
Year Built
Year Built: 1967
Home type
Condominium
Foundation Details
Block
Roof
Architectural Shingle
Construction Materials
Frame, Metal Siding, Stick Built
Architectural Style
Ranch/rambler
Utilities & Energy
Water Source
Public
Other Features
Subdivision Name
Caine Keys Ii
Patio And Porch Features
Deck
Price History
| Date | Event | Price |
|---|---|---|
05/11/2026 Source: | Listed for Sale | $724,000 +32.84% $580/sqft |
02/23/2022 Source: | Price Increased | $545,000 +343.09% $437/sqft |
01/12/1999 Source: | Sold | $123,000 $99/sqft |
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