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

2 Beds ⋅ 2 Baths

Welcome to your Summer retreat at Lost Colony #145! This First Floor End Unit has had a complete remodel in the last few years with all new Luxury Vinyl Plank flooring throughout, a brand new Kitchen with Quartz Countertops and a Tile Backsplash, it was Freshly Painted with a modern palate, given all New Furniture and Decorations and is ready for 2026 summer enjoyment! Conveniently located on 146th St. in Caine Woods, just 4 blocks from the Ocean, this vacation hot spot is within walking and bicycling distance of the Beach, not to mention some of North Ocean City and Fenwick Island's best Restaurants and Shopping! The Lost Colony condominium offers an In-Ground Pool for cooling off and lounging on the sun deck. Reserve Study for Condo Association has been completed. Schedule your Showing Today!

411 146th St Unit #145, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

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

2 Beds ⋅ 2 Baths

Professional pictures coming August 5th after tenant has completely moved out. Nestled in the serene community of Caine Woods, this exquisite 2-bedroom, 2-bathroom unit at Sea Pine Villas offers a coastal lifestyle that seamlessly blends comfort and elegance. With a thoughtful renovation completed in 2024, this residence is a true gem, showcasing high-end finishes and modern conveniences. Step inside to discover an inviting open floor plan that effortlessly connects the living, dining, and kitchen areas. The spacious family room featuring new laminate flooring and ceiling fans, creates a warm atmosphere perfect for relaxation or entertaining. The gourmet kitchen is a dream, featuring new stainless steel appliances, including a self-cleaning oven, built-in microwave, and dishwasher, all complemented by a stylish pantry for added convenience. Just off the kitchen is a brand new stack washer and dryer for your convenience. Retreat to the primary suite, where tranquility reigns. The luxurious primary bath boasts a soaking tub, walk-in shower, and elegant fixtures, providing a spa-like experience right at home. The second bedroom is equally inviting, with ample space and natural light, making it perfect for guests or a home office. The outdoor features of this property are equally impressive. Enjoy the community's beautifully maintained grounds, complete with a fenced, in-ground pool that invites you to unwind on warm days. The unit itself offers a private deck and patio, ideal for morning coffee or evening gatherings, all while surrounded by lush landscaping and the soothing sounds of nature, as the property backs to trees. Additional highlights include all new windows, sliders, door and storm door. In addition there is a new hotwater heater and the crawlspace has been recently encapsulated. There is ample parking with two unassigned spaces in a lighted, paved lot, and a comprehensive association that covers common area maintenance, lawn care, and more, ensuring a low-maintenance lifestyle. Located in a bayside community, this residence is just a short distance from local amenities and a bus stop, making it easy to explore the vibrant surroundings. The architectural style reflects a coastal charm, with a combination of stucco and vinyl siding that enhances its curb appeal. This property is not just a home; it's a lifestyle choice that offers the perfect blend of luxury, comfort, and convenience. The private outdoor pool makes for a nice retreat after a day at the beach. Experience the best of coastal living in this exceptional Sea Pine Villas unit, where every detail has been meticulously crafted for your enjoyment. The courtyard is also great for your furry friends to relax and enjoy the outdoors.

404 141st Unit #6, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

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

2 Beds ⋅ 2 Baths

Welcome to 722 Anchor Chain Road #14B, "Harbor Lights" a beautifully reimagined coastal retreat tucked away in the sought-after Caine Woods neighborhood of North Ocean City. This impeccably renovated 2-bedroom, 1.5-bath townhome blends timeless coastal style with modern finishes, creating a turnkey getaway just moments from the beach and bay. Enjoy the convenience of covered under-home parking and unwind on the rear deck overlooking a tranquil canal, where waterfront views provide the perfect backdrop for morning coffee or evening cocktails. Perfectly positioned just off Route 54 at the Maryland-Delaware line, this exceptional location places you within walking distance of some of the area’s most celebrated waterfront destinations, including Harpoon Hanna’s, Catch 54, Papa Grande’s, nearby marinas, boutique shopping, and local entertainment. Whether your passion is boating, fishing, paddleboarding, waterfront dining, or relaxing on the beach, everything that defines the coastal lifestyle is just minutes from your front door. Whether you’re searching for a full-time residence, vacation escape, or investment opportunity, this move-in-ready townhome offers the perfect opportunity to embrace one of North Ocean City’s most desirable waterfront neighborhoods. Experience the very best of beach living where every day feels like a vacation.

722 Anchor Chain Rd Unit #14B, Ocean City

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com

2 Beds ⋅ 1 Baths

Welcome to your waterfront retreat in the highly desirable Caine Woods community of North Ocean City! This beautifully updated 2-bedroom end-unit townhome offers the perfect combination of coastal charm, modern updates, and canal-front living. Inside, you'll find wood laminate flooring throughout, creating a warm, cohesive look that's both stylish and easy to maintain. The updated kitchen features granite countertops, a stunning backsplash, stainless steel appliances, and plenty of cabinet space, while the renovated bathroom boasts tile flooring, a spacious tiled walk-in shower and an attractive vanity. Step outside and enjoy peaceful canal views from your southern exposure waterfront deck, with dock access providing the perfect opportunity for boating, kayaking, paddleboarding, or simply relaxing by the water. The community has also benefited from major improvements, including a new bulkhead, expanded dock, and low-maintenance composite decking. Parking is a breeze with one assigned parking space, an additional first-come, first-served community parking space, and convenient street parking for guests. Located on 136th St. in the residential Caine Woods neighborhood, you'll enjoy the best of North Ocean City while being a very short walk to Gorman Park that offers a pickelball court, tennis court, playground and a large open grass area! Also just moments away from the beach, restaurants, shopping, Northside Park, and countless entertainment options. Whether you're searching for a primary residence, vacation getaway, or investment property, this move-in-ready waterfront condo offers an exceptional opportunity to experience the very best of coastal living. Interior photos will be uploaded soon.

229 136th St Unit #229, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

2 Beds ⋅ 2 Baths

Rare opportunity to own this beautifully maintained condo, sold by the original owner and never used as a rental. This spacious 2 bedroom, 1.5 bathroom unit spans 758 square feet and features newer LVP flooring throughout for a fresh, low-maintenance living space. Enjoy two generously sized decks — one in front and one in back — offering additional living space and flexibility for indoor-outdoor enjoyment. The unit also includes access to its own dedicated parking lot. Situated just steps from the renowned Harpoon Hanna's restaurant and tiki bar, and within walking distance of additional dining and attractions, this location offers unmatched convenience. Adding to its appeal, the condo boasts some of the lowest condo fees in Ocean City, making it an excellent value in today's market. Well cared for and thoughtfully maintained and being offered with a home warranty, this is a must-see property for buyers seeking comfort, location, and affordability.

805 142nd St Unit #203, Ocean City

Listing courtesy of Keller Williams Realty. Contact: 3023600300

LAND--Valuable residential building lot located in Caine Woods that is being sold as a package with MLS# MDWO2038120 (14107 Laurel Ave). These 2 lots are currently merged together and the adjacent lot features a 4 bedroom 2 bath single family home on it. Hurricane Lot #2 has extensive landscaping with fruit trees, flowering plants and bushes plus a shed, and fencing. The process to separate them is easy and a potential Buyer could sell or bulding an additional home on it. This unique property is a must see! You will fall in love with the home and the privacy this extra lot provides!

Lot 2 Hurricane Rd, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

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

Rare canal-front 2BR/1.5BA townhome in Holly Point with your own deeded boat slip — units here almost never hit the market! This 17-unit complex has a strong and professionally managed association that just replaced all roofs and resealed the parking lot, plus a low monthly fee. Owners have upgraded with new LVP flooring throughout and rebuilt the 2nd-bedroom balcony and back deck with low-maintenance composite decking and vinyl railings. Lots of secure storage for the beach gear, kayaks and paddle boards under the back deck. Wide canal, deep-water access and southern exposure for stunning sunsets. Easy to get out to the open Bay. Partially furnished and move-in ready. Cain Woods' parks and community feel are right down the street. Perfect as a second home, full-time residence, or short-term rental investment. Won't last — schedule your showing today and start making memories here at the beach! Rentals currently booked up until 8/8 and available to show on Saturdays.

13500 Holly Ln Unit #B5, Ocean City

Listing courtesy of Real Broker, LLC. Contact: 8504500442

3 Beds ⋅ 4 Baths

Welcome Home!! this gorgeous, turn key ready townhouse is being offered fully furnished and is ready for you to enjoy from day one. Built in 2024 & impeccably maintained, this home feels like something straight out of HGTV. The main level features a stunning gourmet kitchen with a large center island , granite countertops and stainless steel appliances, and a spacious dining area .The open -concept living room includes a 100 Inch tv and opens to a private balcony , perfect for relaxing and taking in the views . A convenient powder room completes this level. Upstairs, you'll find the spacious primary suite with a private en-suite bath, along with two other bedrooms and a full hall bathroom. The lower level offers a flex / bonus room complete with sofa sleeper, TV and an additional powder room- ideal for guests, a home office or extra living space,. The oversized two car garage provides ample room for vehicles and storage ,it even includes an electric storage lift to maximize usable space & a finished garage floor. This home also features a whole -home water softening system, Honeycomb installed window blinds, hardwired MyQ garage door opener with integrated security camera .For added convenience , the laundry room is located on the third floor near the bedrooms This townhouse sleeps 10-12, is in walking distance to the beach and other attractions and restaurants . Brand new community pool this year. This home is perfect as a primary residence , a private vacation getaway or can make a great investment property for rental income. Schedule your tour today .

104 142nd St Unit #104B, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

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