Caine Woods Homes for Sale

Caine Woods Homes for Sale

Welcome to Caine Woods, a hidden gem nestled in the heart of Ocean City, Maryland. This charming subdivision offers a unique blend of serene coastal living and vibrant community spirit, making it an ideal destination for families, retirees, and vacationers alike. With its proximity to the stunning beaches of Ocean City, residents can enjoy sun-soaked days and breathtaking sunsets just a short stroll away.

Caine Woods is characterized by its picturesque streets lined with beautiful homes, many featuring modern amenities and spacious layouts. The neighborhood is known for its diverse real estate options, ranging from cozy beach cottages to elegant single-family homes, all designed to cater to a variety of lifestyles and budgets. Whether you’re seeking a permanent residence or a seasonal retreat, you’ll find an array of homes for sale that perfectly suit your needs.

One of the standout features of Caine Woods is its welcoming community atmosphere. Residents enjoy access to nearby parks, walking trails, and recreational facilities, making it easy to embrace an active lifestyle. Additionally, the subdivision is conveniently located near local shops, dining, and entertainment options, ensuring that everything you need is just around the corner.

With homes for sale in Caine Woods, now is the perfect time to explore this enchanting neighborhood. Discover the charm and convenience of coastal living, where every day feels like a vacation. Don’t miss your chance to become a part of this vibrant community—your dream home in Caine Woods awaits!

Newest Caine Woods Homes for Sale

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:

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

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

3 Beds ⋅ 2 Baths

Welcome to 400 136th Street. Corner lot in Caine Woods right across the street from Gorman Park with Playgrounds,tennis & Pickle ball. 3 Bedrooms 2 full baths with a wide open floor plan. Large Kitchen with pleanty of cabinets for storage. Nice enclosed florida room off the Dining room. Walking distance to the beach and the City Bus . Come check out this property today .

400 136th St, Ocean City

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

2 Beds ⋅ 2 Baths

** OWNER SAYS SELL!** With a recent price reduction, the seller is now offering $3,500 towards buyer closing costs! MOTIVATED SELLER, LET’S GO -- BRING ALL OFFERS!! Welcome to your perfect coastal getaway! This top-floor, 2-bedroom, 2-bath condo in Ocean City offers the ideal blend of comfort, convenience, and beachside living. Being sold fully furnished, this move-in-ready unit makes for an effortless second home, vacation retreat, or investment opportunity. Enjoy peace of mind with a brand-new roof and no current assessments. The HOA includes cable, adding even more value and convenience. Inside, the spacious layout offers plenty of natural light, and the seller is offering a carpet allowance so you can add your own personal touch. Take advantage of the community pool for relaxing summer days, or head just minutes away to the beach, boardwalk, shopping, and dining. Whether you’re soaking up the sun or enjoying the vibrant local scene, this location has it all. Don’t miss your chance to own a top-floor slice of Ocean City—schedule your showing today!

13907 Sand Dune Rd Unit #9A, Ocean City

Listing courtesy of RE/MAX One. Contact: 4105356291

4 Beds ⋅ 3 Baths

Location, Location, Location! Superb location for access to beach and restaurants AND NO HOA! Located in desirable Caine Woods, rhis single family bi-level is perfect for retiring or as second home with space for guests too. The layout is open and yet has areas for quiet away from activity which makes it a perfect multi-generational home. There have been many upgrades including updated kitchen with appliances, updated bathrooms, and new tile flooring in main foyer, kitchen and lower level too. The living room has cathedral ceiling with wood burning fireplace for those chilly autumn nights or cozy fire in the winter. The sunroom off of the dining area makes a popular room for informal gatherings-like watching the football games! The adjoining screened porch is where the crab-picking guests will want to hang out or those waiting turns for showers after fun at the beach. There are 3 upper level bedrooms each with ceiling fans and ample closet space. The primary bedroom has an adjoining walk in shower in the primary bathroom and updated vanity and faucets. In the lower level you'll find the family room with tile plank floor , "real" wood paneling walls and second wood burning fireplace. The built up brick hearth is attractive and unique and adds a level of ambience not often found. The 4th bedroom is idea for home office and is bright with natural light and has an oversized closet for extra storage. The spacious laundry room has full size washer and dryer that convey. The oversized two car garage is ideal for "toys" like jet skis, boats or cars and has additional built in closets for extra household storage. At one time there was an outdoor shower but this will need to have some plumbing repairs since it has not been operational for several years. There is a shed for added storage of bikes, ladders, etc. and the shed roof needs to be repaired/replaced. This home has many fine features and the location is great for those wanting to access the beach which is just a few blocks away. Restaurants , shopping , ice cream and mini golf are within walking distance so plan to just park and have fun while at the beach! Northside Park offers more fun with ball fields, fishing/crabbing pier, and more. Room sizes are estimated. Great property for renting with location being desirable.

14103 Derrickson Ave, Ocean City

Listing courtesy of Real Estate Teams, LLC. Contact: 3016953020

4 Beds ⋅ 3 Baths

Presenting this finest and elegant, custom-built waterfront home, situated in the finest neighborhood in OC. This is truly an entertainer's paradise. You will find an open floor plan, that is wrapped in windows, offering majestic views. There are 4 BR and 3 BA, and a 35 Ft pier. First floor there are 2 guest rooms and can easily sleep 8 Guests. The main level is host to a large living room with Panoramic views. Gourmet Kitchen with all SS Appliances. This is a wonderful once in a life time opportunity to own the best of ocean city, Maryland. Come home to coastal living at its finest. Qualified Buyers Only, no Solicitation ! This is a LIMITED SERVICE LISTING: Do NOT contact the listing agent. Contact the OWNER/SELLER directly.

505 S Surf Rd, Ocean City

Listing courtesy of TTR Sotheby's International Realty. Contact: (703) 745-1212

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