118 Winter Harbor Drive, Ocean City, MD 21842

$720,000
3
BD
2
BA
1,248
SqFt

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Sold Price
$720,000
List Price
$724,000
Closing Date
Jul 20, 2026
Days on Market
16
Status
CLOSED
MLS#
MDWO2038188
Bedrooms
3
Bathrooms
2
Full Baths
2
Living Area
1,248
Lot Size (Acres)
0.17
Style
Ranch/Rambler
Year Built
1967
County
Worcester
School District
Worcester County Public Schools

Property 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?

Additional Information

Area
Bayside Waterfront (84)
Subdivision
Caine Keys Ii
Taxes
$5898
Interior Features
Bathroom - Stall Shower, Carpet, Combination Kitchen/Dining, Crown Moldings, Dining Area, Entry Level Bedroom, Window Treatments
School District
Worcester County Public Schools
Flooring
Carpet, Laminated
Exterior Features
Exterior Lighting, Outside Shower
Heating
Forced Air, Heat Pump(s)
Heating Fuel
Electric
Cooling
Central A/C
Roof
Architectural Shingle
Water
Public
Sewer
Public Sewer
Furnished
Yes

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Calculator source: Real Geeks

Listing courtesy of Keller Williams Realty Delmarva. Contact:

Selling Office: .