For Sale
Condo for sale at 118 Winter Harbor Dr, Ocean City, MD 21842 | MLS# MDWO2038188 | Listing updated on 2026-05-12
Photo 1 of Condo for sale at 118 Winter Harbor Dr, Ocean City, MD 21842 | MLS# MDWO2038188 | Listing updated on 2026-05-12
Photo 2 of Condo for sale at 118 Winter Harbor Dr, Ocean City, MD 21842 | MLS# MDWO2038188 | Listing updated on 2026-05-12
Photo 3 of Condo for sale at 118 Winter Harbor Dr, Ocean City, MD 21842 | MLS# MDWO2038188 | Listing updated on 2026-05-12
Photo 4 of Condo for sale at 118 Winter Harbor Dr, Ocean City, MD 21842 | MLS# MDWO2038188 | Listing updated on 2026-05-12
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$724,000

Monthly Est:$3,604

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,248sqft

118 Winter Harbor Dr, Ocean City, MD 21842

$3,604/moEst:

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  • 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 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    -

  • County

    Worcester Md County

  • City

    Ocean 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

DateEventPrice

05/11/2026

Source: mls_logoBright MLS-NJ #MDWO2038188

Listed for Sale

$724,000 +32.84%

$580/sqft

02/23/2022

Source: mls_logoBright MLS-NJ #MDWO2003764

Price Increased

$545,000 +343.09%

$437/sqft

01/12/1999

Source: mls_logoBright MLS-NJ #1000588380

Sold

$123,000

$99/sqft

Nearby Homes

Based on information from Bright MLS through Oct 09, 2026, 02:30PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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