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118 Winter Harbor Dr, Ocean City, MD 21842

(Pending)
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Listed by: Grant Fritschle - Keller Williams Realty Delmarva

118 Winter Harbor Dr, Ocean City, MD 21842

$
Pending
est.$724,000/month.
3 beds. 2 baths. 7,500 Sqft.

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118 Winter Harbor Dr, Ocean City, MD 21842

$724,000
Pending
est.$724,000/month.
3 beds 2 baths 7,500 Sq.ft.
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Property details for 118 Winter Harbor Dr, Ocean City, MD 21842
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?
Broker details: Keller Williams Realty Delmarva

Listed by: Grant Fritschle
Listagent State License: 01-6232
Property Description

MLS Information

  • Listing: MDWO2038188
  • Listing Last Modified: 2026-05-26

Property Details

  • Standard Status: Pending
  • MLS Status: PENDING
  • Property style: Ranch/Rambler
  • Built in: 1967
  • Subdivision: CAINE KEYS II

Geographic Data

  • County: WORCESTER
  • MLS Area: CAINE KEYS II
  • Directions: South on Coastal Highway right on Winter Harbor (south of Gold Coast Mall)
Features

Interior Features

  • Flooring: Carpet, Laminate
  • Bedrooms: 3
  • Full baths: 2
  • Living area: 1248

Exterior Features

  • Roof type: Shingle
  • Lot description: Waterfront

Parking

    Utilities

    • Sewer: Public Sewer
    • Water: Public
    • Heating: Forced Air, Electric, Exhaust Fan
    Property Information

    Tax Information

    • Tax Annual Amount: $5,898

    Disclaimer

    The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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    Home Description

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