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Welcome to 134 Old Landing Rd – A Stunning Waterfront and Bay View Retreat! Experience waterfront living at its finest in this beautifully maintained Cap Code style home, offered fully furnished and ready for immediate enjoyment. Perfectly positioned along the canal with direct bay access, this spacious home offers breathtaking water views and unforgettable sunsets from multiple outdoor spaces. Plus a front entry ramp provides easy access to the home, adding both convenience and accessibility. The first floor features two comfortable bedrooms and a full bathroom, along with a convenient laundry area. The main living spaces include a bright kitchen, an inviting living room, and a second living area or a family room, ideal for gathering with family and friends after a day on the water. Upstairs, the second floor offers a spacious primary suite with a private bath, along with a versatile open sitting area and a large walk-in closet. This level also includes three additional bedrooms and another full bathroom, providing plenty of room for guests and family. Outdoor living is where this home truly shines. Enjoy front and rear second-floor balconies with sweeping views of the bay and canal, creating the perfect setting for relaxing and taking in Ocean City’s spectacular sunsets. The rear deck features a grilling area and flows seamlessly to a patio that leads directly to the canal, making it easy to enjoy boating, kayaking, or simply the peaceful waterfront atmosphere. Whether you're looking for a primary residence, vacation retreat, or investment opportunity, 134 Old Landing Rd offers the ultimate coastal lifestyle with space, comfort, and incredible waterfront views. Schedule your showing today!

6 Beds ⋅ 3 Baths ⋅ MDWO2037046 MLS ⋅ None Available BLDG.

Welcome to 134 Old Landing Rd – A Stunning Waterfront and Bay View Retreat! Experience waterfront living at its finest in this beautifully maintained Cap Code style home, offered fully furnished and ready for immediate enjoyment. Perfectly positioned along the canal with direct bay access, this spacious home offers breathtaking water views and unforgettable sunsets from multiple outdoor spaces. Plus a front entry ramp provides easy access to the home, adding both convenience and accessibility. The first floor features two comfortable bedrooms and a full bathroom, along with a convenient laundry area. The main living spaces include a bright kitchen, an inviting living room, and a second living area or a family room, ideal for gathering with family and friends after a day on the water. Upstairs, the second floor offers a spacious primary suite with a private bath, along with a versatile open sitting area and a large walk-in closet. This level also includes three additional bedrooms and another full bathroom, providing plenty of room for guests and family. Outdoor living is where this home truly shines. Enjoy front and rear second-floor balconies with sweeping views of the bay and canal, creating the perfect setting for relaxing and taking in Ocean City’s spectacular sunsets. The rear deck features a grilling area and flows seamlessly to a patio that leads directly to the canal, making it easy to enjoy boating, kayaking, or simply the peaceful waterfront atmosphere. Whether you're looking for a primary residence, vacation retreat, or investment opportunity, 134 Old Landing Rd offers the ultimate coastal lifestyle with space, comfort, and incredible waterfront views. Schedule your showing today!

134 Old Landing Rd, Ocean City

$720,000

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?

3 Beds ⋅ 2 Baths ⋅ MDWO2038188 MLS ⋅ None Available BLDG.

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?

118 Winter Harbor Dr, Ocean City

$650,000

WATERFRONT OPPORTUNITY in a Prime OC Location! Bring your boat and your beach gear! Vinyl 60' Bulkheaded waterfront on a wide canal with direct water access, just minutes to open bay. Whether you're looking to cruise, fish, or kayak, you'll love having the water right out your back door, plus NO HOA means more freedom to enjoy your property. 3 bed, 2 full bath home with second floor loft for extra storage. Attached garage has storage above as well. Updates include NEW HVAC (2025), NEW appliances (2022), and NEW roof (2021). One of the best features? Channel Buoy Rd ends in a traffic light, giving you easy, safe access onto Coastal Hwy and easy cross to the BEACH. Great location in North OC close to restaurants, bars, shopping, and beach fun!

3 Beds ⋅ 2 Baths ⋅ MDWO2036854 MLS ⋅ None Available BLDG.

WATERFRONT OPPORTUNITY in a Prime OC Location! Bring your boat and your beach gear! Vinyl 60' Bulkheaded waterfront on a wide canal with direct water access, just minutes to open bay. Whether you're looking to cruise, fish, or kayak, you'll love having the water right out your back door, plus NO HOA means more freedom to enjoy your property. 3 bed, 2 full bath home with second floor loft for extra storage. Attached garage has storage above as well. Updates include NEW HVAC (2025), NEW appliances (2022), and NEW roof (2021). One of the best features? Channel Buoy Rd ends in a traffic light, giving you easy, safe access onto Coastal Hwy and easy cross to the BEACH. Great location in North OC close to restaurants, bars, shopping, and beach fun!

106 Channel Buoy Rd, Ocean City

119 Old Landing Rd Unit 102A, Ocean City

$415,000

Just perfect! This beautifully updated DIRECT BAYFRONT 2 bed / 2 bath condo at Our Place at the Beach is everything you want in a coastal retreat. The kitchen shines with a full renovation—removed walls for better flow, granite counters, coastal white cabinetry, and a stylish tile backsplash opens to your spacious living room and dining room. A wall of sliders leads to your large Bayfront deck with a lovely screened-in porch overlooking the Assawoman Bay, complete with patio furniture, a big-screen TV, and generous storage for all your beach and bay gear. The convenient first-floor location provides effortless access with no stairs. Tucked among trees and water yet only 1.5 blocks to the beach (with a crossing light for easy access), this serene community offers an Olympic-size outdoor pool, kayak storage for just $35/year, and a public kayak launch only 100 yards away on Old Landing Rd. Enjoy peace of mind with major updates already completed and NO upcoming assessments. The perfect blend of coastal charm, convenience, and true bayfront living!

2 Beds ⋅ 2 Baths ⋅ MDWO2035110 MLS ⋅ Our Place At The Beach BLDG.

Just perfect! This beautifully updated DIRECT BAYFRONT 2 bed / 2 bath condo at Our Place at the Beach is everything you want in a coastal retreat. The kitchen shines with a full renovation—removed walls for better flow, granite counters, coastal white cabinetry, and a stylish tile backsplash opens to your spacious living room and dining room. A wall of sliders leads to your large Bayfront deck with a lovely screened-in porch overlooking the Assawoman Bay, complete with patio furniture, a big-screen TV, and generous storage for all your beach and bay gear. The convenient first-floor location provides effortless access with no stairs. Tucked among trees and water yet only 1.5 blocks to the beach (with a crossing light for easy access), this serene community offers an Olympic-size outdoor pool, kayak storage for just $35/year, and a public kayak launch only 100 yards away on Old Landing Rd. Enjoy peace of mind with major updates already completed and NO upcoming assessments. The perfect blend of coastal charm, convenience, and true bayfront living!

119 Old Landing Rd Unit 102A, Ocean City

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