469 properties for sale in Caine Keys

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Experience elevated coastal living in this stunning luxury waterfront retreat in Ocean City. Offering 4 spacious bedrooms and 4.5 beautifully designed bathrooms, this recently updated home blends modern elegance with relaxed beachside charm. Soaring vaulted ceilings create an open, airy feel, while expansive living areas and oversized bedrooms provide comfort and flexibility for both everyday living and entertaining. The gourmet kitchen and spa-inspired bathrooms showcase high-end finishes and thoughtful design throughout. Step outside to your private tropical oasiscomplete with lush landscaping, full irrigation and drip systems, a stylish pergola, and a relaxing hot tub surrounded by vibrant greeneryperfect for unwinding after a day on the water. Boating enthusiasts will appreciate direct access to both the Atlantic Ocean and the scenic Assawoman Bay, along with two PWC lifts and a full powerboat lift, making waterfront living effortless. An attached garage adds convenience and additi

Caine Keys 2 Extended Direct Bayfront! Experience luxury waterfront living in this unbelievably gorgeous custom-built home, perfectly situated on the bay in Caine Keys 2 Ext, just approximately mile from the beautiful beaches of Ocean City. Built approximately five years ago and meticulously maintained by its original owner, this exceptional property features five bedrooms and five-and-a-half baths with upgrades and high-end finishes throughout. Enjoy boating and waterfront living with your private boat lift and updated bulkheading, all while taking in spectacular bayfront views. The outdoor space also includes a private swimming pool, perfect for relaxing or entertaining. Inside, the home offers beautiful hardwood floors, a stunning chefs kitchen, and luxuriously appointed baths designed with both comfort and style in mind. Additional features include two one car attached garages, offering ample space for vehicles, storage, or recreational equipment. This custom-built bayfront retreat

Experience the best of coastal waterfront living in this charming 3-bedroom, 2-bath home situated on a spacious 7,500-square-foot lot in the desirable Caine Keys community. Just a short stroll to the beach, this exceptional property offers the perfect combination of waterfront living, outdoor recreation, and coastal convenience. Lovingly maintained and never rented, this home has been cherished as a private family retreat and is ready for its next owners to create lasting memories. Inside, you'll find a warm and inviting floor plan designed for comfortable everyday living and entertaining. The lovely kitchen features a convenient breakfast bar and flows seamlessly into the dining area, creating the perfect gathering space for family meals and entertaining friends. The spacious living area is filled with natural light and offers a relaxing atmosphere after a day on the water or at the beach. The primary bedroom is a peaceful retreat complete with a private en suite bath. A generously si

Welcome to your perfect coastal retreat at Our Place at the Beach! Centrally located in Ocean City, this beautiful first-floor end unit condo is situated directly on the marsh, giving sweeping, unobstructed views of the bay, offering the ultimate balance of tranquility and accessibility, all while keeping you just steps away from the sand, fantastic local dining, and excellent shopping. Enjoy the convenience of easy, first-floor access right to your front door. Inside, the home has been tastefully updated with gorgeous, easy-to-maintain luxury vinyl plank and ceramic tile flooring throughout. The spacious layout features two bedrooms and two full bathrooms, offering an ideal blend of modern comfort and seaside convenience. Step outside onto your private screened balcony to feel the refreshing waterfront breezes and take in sweeping bay views. It's the perfect outdoor space to unwind at the end of the day, especially knowing that the bayside sunsets here are the best in Ocean City. When

New Listing in Caine Keys II Extended Waterfront Corner Lot! Beautifully updated 3-bedroom, 2-bath home located on a desirable corner waterfront lot in Cane Keys II Extendedjust approximately 0.5 miles from Ocean Citys stunning beaches. This property is a boaters dream, featuring both a boat lift and jet ski lift, offering easy access to the water. Enjoy outdoor living at its finest with multiple spacious balconies and an upper deck showcasing gorgeous water views. The lower-level deck is fully shaded, creating the perfect entertainment space complete with a TVideal for relaxing after a day on the water or at the beach. A rare opportunity to own a move-in-ready waterfront home in a prime location close to everything Ocean City has to offer. Large lot. Possible add on potential / Some furniture will stay with home, ask agent for list

WOW! THIS is the condo you've been waiting for. Enjoy fabulous views of the bay from this beautifully updated 2-bedroom, 2-bath residence located just two blocks from the ocean and Ocean City's famous beach. Offering nearly 1,100 square feet of open living space, this condo is ideal for entertaining family and friends. The spacious floor plan flows seamlessly into a huge privately enclosed three-season porch with windows creating the perfect setting to relax, dine, or take in the beautiful waterfront scenery year-round. Recent updates include newer flooring throughout, providing both style and easy maintenance. The quartz counter tops add additional beauty to the open designed kitchen-dining area. Residents and guests will appreciate the large community pool, abundant parking, beautifully maintained grounds, and the convenience of an on-site management office. Located in the heart of Ocean City, you'll be just minutes from some of the area's most popular restaurants and attractions, in

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Spectacular waterfront townhouse offering 4 bedrooms and 3.5 bathrooms with private boat slip and 13,000 lb boat lift. This well-maintained home features an open floor plan with spacious living and dining areas, ideal for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, a large breakfast bar, and ample cabinetry, overlooking the main living area. The family room opens to a private second-floor balcony, perfect for enjoying waterfront views and sunsets. The primary suite and additional bedrooms are generously sized. Additional features include a large garage, abundant storage, and direct water access. Conveniently located near shopping, dining, and recreational amenities

Enjoy easy coastal living in this first floor, two bedroom, two bath condo in North Ocean Citys 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

ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/9/2026, 10:00 AM. Bidding ends 9/11/2026, 11:00 AM. The list price is the suggested opening bid. Deposit: $1,000. Fixed Week 18 timeshare ownership interest located in the Club Ocean Villas II Condominium community in Ocean City, Maryland. This auction is for a fractional timeshare ownership interest only and not the sale of the entire condominium unit. The ownership interest reportedly includes annual usage rights for Week 18 each year, which typically falls during the first or second week of May. The unit is believed to contain: 2 Bedrooms 2 Full Bathrooms Approximately 864 Sq Ft Enjoy convenient access to nearby beaches, restaurants, shopping, entertainment, and coastal attractions throughout Ocean City. Club Ocean Villas II is reportedly affiliated with Interval International and may offer vacation exchange opportunities subject to membership requirements, exchange avail

OC Waterfront Living! This 2 bedroom, 1.5 bathroom bayside townhome features a reverse layout with the bedrooms on the first floor and a walkout to your private patio oasis complete with boat slip/dock. The coastal style jack-n-jill bedrooms are conveniently joined by a full bathroom. Venture upstairs and you are greeted by a large family room with vaulted ceilings, a fully equipped kitchen with stainless steel appliances and a half bath. The top floor is thoughtfully designed and maximizes space and natural light. Walk outside on the oversized upstairs deck to find the amazing canal and OC skyline views. With your private access to the bay, all you have to do is bring your boat, kayak or paddle board and head on out for an amazing day. This unit provides a perfect setting for fishing enthusiasts and water lovers alike. Whether you're looking for a turnkey investment property, a weekend getaway, or a full-time residence, this property has it all!

Back on the Market-Welcome to Seascape at Heron Harbour, where coastal living and resort-style amenities come together in one of North Ocean City's most desirable waterfront communities. This beautifully maintained end-unit, two-story loft-style beach retreat offers 2 bedrooms and 2 full bathrooms, creating an open and airy floor plan filled with natural light. Recent updates include newer windows installed in 2020 and engineered deck boards on the private patio, providing the perfect space to relax after a day at the beach or on the water. The unique loft design adds character and flexibility, making this home ideal as a primary residence, vacation getaway, or investment property. Outdoor enthusiasts will appreciate the two dedicated kayak spaces in the community rack, allowing easy access to the areas scenic waterways. Residents of Heron Harbour enjoy an impressive collection of amenities, including indoor (heated) lap/exercise and outdoor swimming pools, a fully equipped owners club

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 doorand no condo or HOA fees!

This stunning 2-bedroom, 2-bathroom condo offers the perfect blend of modern luxury and serene waterfront living. This charming home offers a modern and serene lifestyle, featuring recent updates that elevate its appeal. The bright and spacious living area flows seamlessly into a contemporary kitchen, equipped with stainless steel appliances and ample storage. Step outside to enjoy the community's private pool and picturesque picnic area right on the water, perfect for relaxing and socializing. Additional conveniences include an exterior storage closet and an in-unit laundry. Located in a prime area, this condo offers easy access to shopping, groceries, local movie theater, and, of course, the beautiful BEACH! Embrace the perfect blend of luxury, convenience, and waterfront living in this exceptional condo. *New Air Conditioning system installed 6/25*New Luxury vinyl plank flooring 3/26

Discover the perfect coastal retreat in the highly desirable Montego Bay community of North Ocean City. This beautifully crafted custom home, built in 2008, offers 1,440 square feet of thoughtfully designed living space just a few blocks from the beach. Features include a front screened porch, attached storage shed, and a versatile 4th bonus/flex room currently used as a bedroom. Step inside to an inviting open floor plan highlighted by a bright and airy great room featuring vaulted ceilings and skylights that fill the space with natural light. The kitchen is both stylish and functional, complete with upgraded cabinetry with crown molding, Silestone countertops, tile backsplash, stainless steel appliances, and a spacious island perfect for casual dining or entertaining. Throughout the home youll find ceramic tile flooring, elegant floor-to-ceiling tiled bathrooms, 9 ft. Ceilings, Anderson windows, ceiling fans, mirrored solid-core bedroom doors, a whirlpool/jacuzzi tub, electronic keyp

Enjoy coastal living in this beautifully renovated second floor, end-unit condo featuring a relaxing bayside location and a private deckperfect for relaxing or entertaining. This light-filled unit offers the added privacy of an end location and convenient access through a secured interior lobby, along with a secondary rear stairwell. Inside, you'll find modern updates throughout, including stainless steel appliances, washer and dryer hookups, and cable-ready connections in both the living room and bedroom. The living room sofa is a sleep sofa with an ultra-comfortable inflatable air mattress. The property includes two off-street parking spaces, access to a refreshing outdoor pool, and an outdoor storage locker. Ideally located, you're just minutes from mini golf, popular dining spots, shopping, and only a short walk to the beach and ocean. Whether you're looking for a vacation getaway or a year-round residence, this home offers the perfect blend of comfort, convenience, and coastal cha

Welcome to 13214 Ocean Drive in the highly desirable Montego Bay community! This beautiful new construction 3 bedroom 2 bath home is less than a mile from the beach. An open floor plan features high cathedral ceilings and a living/dining room combo with vinyl plank floors leading out to a covered front porch. Kitchen boasts 42 soft close cabinets, stainless steel appliances, quartz countertops and a spacious island with waterfall edges. A den/office sits off of the kitchen. Three spacious bedrooms all feature wall to wall carpet. Primary bath features a lighted mirror. All baths feature custom ceramic tile. An attached shed offers storage for your beach gear, bikes or lawn equipment. Montego Bay community has many amenities including 2 pools, tennis courts, pickleball courts, a 9 hole mini golf course and a walking path. Conveniently located near Northside Park and restaurants. A Must See!

Discover the charm of this beautifully maintained double-wide manufactured home in the desirable Montego Bay community. Built in 2017, this inviting residence offers 1,224 sq. Ft. of comfortable living space, featuring four spacious bedrooms and two full bathrooms, perfect for relaxation and privacy. Enjoy the convenience of a partially furnished home, ready for you to move in and make your own. With a concrete driveway providing ample parking for two vehicles, accessibility is a breeze. Set on a manageable 0.08-acre lot, this home combines comfort with low maintenance living. Experience the joy of community living while being just moments away from local attractions. Community amenities include 2 inground swimming pools, 1 kiddie pool, 2 tennis courts, pickle ball courts, a shuffleboard court, a 9 hole mini-golf course, a bayfront boardwalk with 3 fishing/crabbing piers, and a woldlife sanctuary/park area with an 8-acfre pond and blacktop walking/jogging path. All for a low hoa fee of

Rare opportunity to own a canalfront end-unit townhome with NO HOA or CONDO FEES in the heart of North Ocean City! Perfectly situated on Newport Bay Drive (117th St), this 3-bedroom, 2.5-bath home offers the ideal combination of waterfront living, recent updates, and an unbeatable location. The first floor features an open layout with beautiful canal views from the kitchen, dining area, and living room. The kitchen is equipped with granite countertops, stainless steel appliances, a convenient breakfast bar, and new range and refrigerator (2026). Wood laminate flooring flows throughout the kitchen, dining area, and living room, while the powder room features tile flooring. A first-floor washer and dryer add everyday convenience. Step through the living room sliding door onto the spacious canalfront deck, where the deck boards were replaced in 2026, creating the perfect setting for relaxing, entertaining, or enjoying peaceful waterfront views. Boating enthusiasts will appreciate the home

Beautifully furnished and tastefully decorated, this 3 bedroom offers comfortable coastal living in desirable North Ocean City. The open floor plan features vaulted ceilings, recessed lighting, and a fully equipped kitchen with a center island/bar, while the spacious enclosed porch with tile flooring provides the perfect place to relax year-round. Additional highlights include a laundry room, outdoor shower, utility shed, beautifully landscaped yard, and two-car parking. Enjoy resort-style living with exceptional community amenities, including two pools, tennis and pickleball courts, shuffleboard, miniature golf, a scenic bayfront boardwalk with fishing piers, an 8-acre wildlife preserve with walking/jogging trails, and a 8-acre park. Just minutes from the beach, restaurants, shopping, and entertainment, this move-in-ready home offers the perfect blend of comfort, convenience, and the best of the North Ocean City lifestyle