Caine Woods Real Estate

Caine Woods Real Estate

Welcome to Caine Woods, a hidden gem nestled in the heart of Ocean City, Maryland! This charming subdivision offers a perfect blend of coastal living and suburban tranquility, making it an ideal choice for families, retirees, and anyone looking to enjoy the serene beauty of the Eastern Shore.

Caine Woods is renowned for its picturesque tree-lined streets and well-maintained properties, creating a welcoming atmosphere that feels like home. The community is perfectly situated just a short stroll away from the pristine beaches of Ocean City, where golden sands and sparkling waters await. Residents can bask in the sun, indulge in water sports, or take leisurely walks along the iconic boardwalk, all while enjoying the vibrant local culture.

Nature enthusiasts will appreciate the proximity to various parks and green spaces, including the nearby Northside Park, which offers walking trails, playgrounds, and sports facilities. Whether you’re enjoying a morning jog or an afternoon picnic, the lush surroundings provide a refreshing escape from the hustle and bustle of everyday life.

Caine Woods also boasts convenient access to a variety of shopping, dining, and entertainment options. From quaint local boutiques to popular seafood restaurants, there’s something to satisfy every palate and preference. Plus, with easy access to major roadways, exploring the greater Worcester County area is a breeze.

In Caine Woods, you’ll find not just a place to live, but a community to thrive in. Experience the best of Ocean City living and discover why Caine Woods is the perfect place to call home!

Newest Listings in Caine Woods

3 Beds ⋅ 2 Baths

***AMAZING NORTH OCEAN CITY LOCATION WITHIN WALKING DISTANCE TO THE BEACH, RESTAURANTS, MINI GOLF, BUS DEPOT AND CLOSE TO FENWICK LIGHTHOUSE***CAINE WOOD IS A VERY DESIRABLE AREA. ENJOY THIS FULLY FURNISHED TASTEFULLY DECORATED 3 BEDROOM TOWNHOME WITH RENOVATIONS INCLUDING UPDATED FLOORING THROUGHOUT, UPDATED BATHROOMS, NEW ROOF 2026, HVAC IS LESS THAN 5 YEARS OLD. THE ENTRY LEVEL INCLUDES A ENTRANCE TO GARAGE, FOYER ALONG WITH A GUEST BEDROOM FULL BATH, LAUNDRY AREA AND REAR DOOR LEADING TO THE POOL AND GRILL*THE NEXT UPPER LEVEL OFFERS AN OPEN LIVING SPACE WITH FIREPLACE AND SLIDERS LEADING TO RELAXING DECK OVERLOOKING COMMUNITY POOL AND STEPS TO COMMON AREA. THE THIRD LEVEL IS OCCUPIED BY THE PRIVATE OWNERS SUITE WITH UPDATED BATH AND STAIR/LOFT AREA LEADING TO ADDITIONAL BEDROOM FOR GUEST WITH SUPER LARGE CLOSET. THE COMPLEX FEATURES A LARGE POOL IN A COURTYARD ATMOSPHERE, EXTERIOR LIGHTING AND PAVED OFF-STREET PARKING. THE NEIGHBORHOOD COMMUNITY HAS 3 CITY PARKS FEATURING PICNIC PAVILIONS, TOT-LOTS, TENNIS, PICKLEBALL AND RACQUETBALL.

404 143rd Unit #9, Ocean City

Listing courtesy of Century 21 New Horizon. Contact: 410-723-4500

2 Beds ⋅ 2 Baths

Turnkey Waterfront Retreat with Dock Access Near the Beach Beautifully updated and fully furnished, this turnkey North Ocean City retreat offers elevated coastal living close to the beach, dining, shopping, and the Delaware line. Featuring two bedrooms, one-and-a-half baths, and two levels of inviting indoor and outdoor living space, it is designed for effortless relaxation and entertaining. Enjoy peaceful canal views from the south-facing waterfront deck, along with dock access for boating, kayaking, paddleboarding, or simply unwinding by the water. The nearby crosswalk provides convenient beach access, while Gorman Park is just around the corner for pickleball, recreation, and dog walking. Located outside the R-1 district, the property offers added flexibility for owners and investors. With a proven rental history and established income potential, this ideally located coastal retreat is an exceptional opportunity as a second home, investment property, or personal beach getaway.

241 136th St Unit #18, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

3 Beds ⋅ 4 Baths

Welcome to 102D Lighthouse Bay. BRAND NEW IN 2024, this fully furnished unit is in a Beautiful Coastal Townhome Community. Located in quiet North Ocean City, just 2 blocks walking distance to the beach and Ocean, and 3 blocks to Fenwick Island. Three Bedroom, with 2 full baths and 2 half baths and garage. Enter from the front door or garage to your first-floor room, ½ bath and up the steps to the second floor with spacious open kitchen, oversized island and dining area combination for entertaining. The Kitchen boasts all high-end stainless-steel appliances, Granite countertops, morning coffee bar, extra lighting, crown molding, and another ½ bath off the kitchen Area. Enjoy the private porch and breathe in the ocean. The third floor has three full bedrooms with full-sized laundry and two full baths. Master bedroom suite has a walk-in shower, dual vanities, and plenty of storage. There are two Additional bedrooms for extra family members or guests. Great rental investment with a built in 2 year repeat rental clientele. GRI over 32,000 in 2026. Community offers outdoor pool, picnic area. and BBQ area. Private parking, shared parking and free off-street parking. Waking distance to restaurants, shops, groceries, entertainment, miniature golf and tax-free Fenwick Island. Come see the best of Ocean City! Please click on movie projector icon at top of this listing for a Nice video!

102 142nd St Unit #102D, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

3 Beds ⋅ 2 Baths

Located in the sought-after community of Caine Woods in North Ocean City. This well-built 3-bedroom, 2-bathroom home offers the perfect coastal lifestyle just 3 blocks from the ocean and just one street over from the beautiful Assawoman Bay. Open floor plan- on the ground level is a nice sized foyer, super large storage area with a 2-car garage. The main level includes oversized living and dining area, nice kitchen, bedroom and a full bathroom. The second level includes 2 nice-sized bedrooms with big closets and a full bathroom. Enjoy a prime location within the community near two beautiful neighborhood parks and scenic Northside Park. This coastal style light filled home offers many features such as vaulted ceilings, skylights, and a beautiful brick wood burning fireplace. Pine ceiling accents. New roof in 2017. Generous outdoor space includes 2 large balconies. Fenced in backyard. Plenty of storage includes large closets, oversized 2 car garage and oversized storage area on the ground level. New garage door (summer 2026). From the front balcony you can enjoy some amazing sunsets. The back balcony has peaceful views of the fenced in backyard. Nice sized driveway and plenty of off-street parking. The great location allows you to walk or ride bikes to the beach, local restaurants and all types of shopping. Walking distance to the Ocean City Beach Bus stop. A wonderful opportunity to enjoy coastal living in one of Ocean City's most sought-after neighborhoods.

704 Surf Rd, Ocean City

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600

2 Beds ⋅ 2 Baths

Welcome to this charming and well-maintained 2-bedroom, 2-bath upper-level condo in Oyster Bay Villas, located in the desirable Caine Woods neighborhood of North Ocean City, just off 142nd Street. Only 2.5 blocks from the beach, this home is within easy walking distance to the ocean while offering a quiet residential setting. This nicely furnished second-floor unit is located in a duplex-style building and features an open living and dining area, luxury vinyl plank flooring, a full kitchen, two bedrooms, two full bathrooms, and its own in-unit laundry. The unit also includes two assigned parking spaces behind the building. Conveniently located near restaurants, shopping, entertainment, and other North Ocean City amenities. Whether you're looking for a beach getaway, second home, full-time residence, or investment property, this is a wonderful opportunity in a great coastal location. Reserve Study completed.

504 Seaweed Ln Unit #A, Ocean City

Listing courtesy of Evergreen Properties. Contact:

2 Beds ⋅ 3 Baths

Enjoy waterfront living in this well-appointed 2-bedroom, 2.5-bath canal-front townhouse with NO CONDO OR HOA FEES! Located on the bayside and tucked away on a quiet dead-end street, this property offers the perfect coastal lifestyle. Step outside to your dock and private boat lift, making it easy to enjoy boating, fishing, crabbing, and days on the water. Multiple balconies overlook the canal and provide the perfect spot to relax and take in the waterfront views. Inside, you'll find granite countertops, luxury vinyl plank flooring and a comfortable, functional layout with plenty of space for year-round living or a beach getaway. Conveniently located close to Ocean City's shops, restaurants, entertainment, and beaches. A great opportunity to own a canal-front property with your boat right outside your door—and no condo or HOA fees!

13512 Holly Ln Unit #C, Ocean City

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

2 Beds ⋅ 2 Baths

Enjoy easy coastal living in this first floor, two bedroom, two bath condo in North Ocean City’s desirable Tiburon community. The spacious layout features an open living area, large balcony, well equipped kitchen, generous storage, and in unit laundry. Community amenities include a large outdoor pool, tennis and pickleball courts, grilling areas, and ample parking. Conveniently located near the beach, dining, shopping, and Northside Park. An excellent choice for a vacation getaway, year round home, or investment property.

13908 N Ocean Rd Unit #1C, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

5 Beds ⋅ 3 Baths

***Open House Saturday, 9/5 11:30am - 1:30pm*** Welcome to 407 142nd Street, located in the desirable Caine Woods community of North Ocean City! This versatile coastal property offers an ideal combination of space, location, and investment potential. Enjoy an approximately 10-minute walk to the beach, making it easy to enjoy everything Ocean City has to offer. Harpoon Hanna’s is also just a 10-minute walk away, while the restaurants, shops, and attractions of Fenwick Island are within walking distance or just a quick bike ride away. The main living area features 3 bedrooms and 2 full baths, including a primary suite, a bright living room with fireplace, and an updated kitchen with soft white cabinetry, wood countertops, and stainless steel appliances. A separate second living area with its own private entrance adds tremendous flexibility, offering 2 additional bedrooms, 1 full bath, a full kitchen, and its own washer and dryer—perfect for family, friends, or guests. Outside, enjoy spacious deck and patio areas, mature trees, a balcony, and additional storage. Located in a popular North Ocean City vacation destination, the property also offers attractive short-term rental and investment potential. Whether you’re looking for a primary residence, beach getaway, or investment property, 407 142nd Street offers exceptional versatility in a fantastic coastal location.

407 142nd St, Ocean City

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

4 Beds ⋅ 5 Baths

Experience the best of coastal living in this exceptional four-story luxury townhome, perfectly positioned in an upscale community just two blocks from the beach in North Ocean City. With an established and proven rental history, this beautifully appointed property presents an outstanding opportunity as both an investment and a personal beach retreat. Offering thoughtfully designed living space, the home features three spacious bedrooms, three full baths, two half baths, and a fourth floor loft area. High end finishes, modern coastal style, and expansive living areas create an inviting atmosphere ideal for entertaining or relaxing after a day by the ocean. This home is sold fully furnished and ready for your enjoyment. The entry level welcomes you with a private two car garage, while the first living level offers a comfortable family room with a queen sleeper sofa, large Smart TV, and convenient half bath, creating the perfect space for guests or additional gathering space. The main living level is the heart of the home, showcasing an open concept design filled with natural light. The gourmet kitchen is equipped with premium finishes, abundant cabinetry, bar seating, and flows seamlessly into the dining area and spacious living room, where comfortable seating and a large Smart TV provide an ideal setting for everyday living or entertaining. Private balconies extend the living space outdoors, allowing you to enjoy the refreshing coastal breeze. The upper levels are dedicated to comfortable bedroom suites, including two generously sized bedrooms with beautifully appointed en suite baths and a luxurious top floor primary retreat featuring its own private bath. A versatile loft provides additional living space perfect for a media room, game room, or guest lounge, while a conveniently located laundry room adds everyday practicality. Residents of Lighthouse Bay enjoy exclusive master-planned amenities, including a resort-style swimming pool, picnic area, and BBQ area, perfect for outdoor gatherings. Ideally located on 143rd Street, this home places you within walking distance of the beach, restaurants, shopping, and entertainment. Fenwick Island is less than a mile away, while miniature golf, go karts, waterfront dining, and countless coastal attractions are just minutes from your door. Whether you're seeking a luxury vacation home, a year round coastal residence, or a turnkey investment property with excellent rental potential, this exceptional townhome offers the perfect combination of location, style, and lifestyle in one of North Ocean City's most desirable beach communities. Don’t miss out on this rare opportunity!

14303 Coastal Hwy Unit #14303C, Ocean City

Listing courtesy of Northrop Realty. Contact: (302) 539-0800

2 Beds ⋅ 1 Baths

Beach living has never looked so good! Perfectly positioned along the Fenwick Island, DE/Ocean City, MD line, this beautifully maintained condo puts the best of coastal living right outside your door. Spend your mornings walking to the beach at 142nd Street, your afternoons soaking up the sun, and your evenings enjoying happy hour and a waterfront sunset at Harpoon Hanna’s. Located in an intimate association with only four total units, this property offers the benefits of condo ownership without the crowds, congestion, and added headaches that can come with a larger complex. A cozy front porch welcomes you home and provides the perfect place to sip your morning coffee or unwind after a day at the beach. Inside, the open living area is filled with warmth and character, featuring a ton of charm and plenty of room to gather with family and friends. Out back, a large and rarely used parking area is an incredible bonus—especially during busy summer weekends when parking near the beach is hard to come by. Whether you are dreaming of your own coastal escape, searching for a summer rental opportunity, or looking for a special place where family and friends can gather year after year, this condo offers the location, lifestyle, and flexibility to make it your own. Your beach chapter starts here!

509 142nd St Unit #C102, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400

1 Beds ⋅ 1 Baths

Welcome to your bayside retreat at Sandals! This first floor unit checks all the boxes. It has central AC with an open kitchen-living concept. Truly move in ready. Upgrades include, kitchen, granite countertops, Breakfest Bar with stools, natural lighting from the kitchen window Luxury Vinyl Plank floors throughout. This well maintained property is also being sold fully furnished. You will be pleasantly surprised by the amount of closet space in this unit, so you can be comfortable living here, or enjoying your beach getaway on long weekend's during the season. This uptown location allows for quick access to Delaware dining and shopping as well as uptown OC's beaches and relaxed lifestlye. Schedule a tour before this one is sold.

14402 Jarvis Ave Unit #2A, Ocean City

Listing courtesy of Larry Holdren Real Estate Inc. Contact: 4102502700

3 Beds ⋅ 2 Baths

Don't miss this stunning, turnkey beach ranch in the highly desirable community of Caine Woods! Whether you're searching for a year-round residence, the perfect vacation getaway, or an income-producing investment, this fully furnished 3-bedroom, 2-bath home is ready for you. Currently operating as a successful Airbnb, everything conveys, making it an effortless opportunity to enjoy or rent immediately. Ideally located on a quiet street just a few blocks from the beach and directly across from the bay, this single-family home offers the best of coastal living with no HOA and no community fees. Inside, you'll find a bright, inviting interior with three generously sized bedrooms, including a spacious primary suite with a private, updated bath. Recent improvements provide peace of mind, including two beautifully renovated bathrooms (2025), a new HVAC system (2025), brand-new washer and dryer (2026), kitchen appliances (2024), updated fixtures, shutters, interior doors, and fresh paint throughout. Step outside to the large rear deck, perfect for entertaining, grilling, or simply relaxing after a day at the beach. The tranquil backyard with a storage shed for all your beach gear and outdoor essentials. This move-in-ready coastal retreat offers an unbeatable location, thoughtful updates, and exceptional investment potential. Schedule your showing today and start enjoying the beach lifestyle!

703 141st St, Ocean City

Listing courtesy of Coldwell Banker Rowley Realtors. Contact: 3029951200

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