Chesapeake City MD Real Estate & Homes for Sale

Ask about deepwater 12 foot wide boat slip. This unique home is being built with open space kitchen and living area due to wide open view of the water. Home is 150 feet from water. 1500 sq feet living space total. First floor 3 bedrooms and two full baths. Arrive at the second floor and there is a powder room, complete open kitchen with open living area. First floor master has private full bath with laundry and slider going to backyard. All new appliances. This home is completely new. The lot is 100 feet deep. Newer shed. New well, Sepitc new also with two drain fields controlled by a vale in yard. Two Decks in front with 2 miles of clear water view. Hollywood beach is a neighborhood with two parks on the water, club house, sandy beach, boat ramp and private marine with boat lifts. Not a better place for kids on the bay. Seller is licensed Real Estate Agent. Showings start Saturday at the open house 1 to 4

Welcome to this quaint and inviting 2-bedroom, 1-bath single-family home that offers the perfect blend of comfort and potential. Situated on nearly a quarter of an acre, this property is ideal for first-time homebuyers, downsizers, or anyone seeking a peaceful retreat. The home features a spacious two-car detached garage, perfect for vehicles, hobbies, or additional storage, as well as a handy shed for outdoor tools and equipment. The backyard provides ample space for gardening, entertaining, or simply enjoying the scenic views of the beautiful horse farm just across the way. Inside, you'll find cozy living space that has been completely renovated that is completely turn key. Whether you envision a charming country cottage, a modern oasis, or a combination of both, this property offers endless opportunities for customization. Dont miss your chance to own a slice of serenity with all the conveniences of modern living just a short drive away. This home is truly a rare find, offering endless potential in a picturesque setting. New vinyl flooring has been added throughout the home! Schedule your private showing today!

This stunning six-bedroom, five-and-a-half bath, completely restored historic home is on the North side of Chesapeake City and has water views from three levels. The sale includes a turn-key income-producing Cottage home currently used as an Air B & B that comes fully stocked and furnished. The Schaefer family once used this immaculate 1859 home as the pilot house for the boat captains who took the ships up and down the canal. The cottage house was formerly used by the original family restaurant Schaefers to prepare their crab cakes as well. The main house consists of 4,711 Square feet of living space. As you enter the home, you are greeted by a foyer and powder room that leads to an extra-large dining room with new hardwood flooring. This space leads to a new open design kitchen to the right with luxury vinyl plank flooring, Exquisite Luxury line Montgomery quartz countertops, classic subway backsplash, stainless kitchen aid appliances, smart GE café double over, induction cooktop with exhaust, and soft-closing cabinets. This space has glass doors that lead to the fully fenced backyard courtyard. Off the dining room is a bright sunroom with a decorative fireplace that the sellers use as a 2nd dining room space. This could easily be decked out as a sunroom or small family room. To the left of the main dining room is a large yet cozy family room with a brick fireplace, built-ins, and French doors to the front porch with water views. The entire home has fresh, professional paint and new carpeting throughout. Heading upstairs to the 2nd level is a bright loft area/sitting room with decks on both sides. On this level, we have three bedrooms and three bathrooms. Bedroom #2 has a large sitting room, a private full bath, and a private water view deck; this bedroom could be used as a second Primary bedroom as well. There are also two additional bedrooms, #3 and #4, and two full baths. Bedroom #3 has a private bath, and access to the balcony, and Bedroom #4 has a private water view deck, and a large laundry room that completes this level. Heading upstairs to the third level, there are three bedrooms and two full baths. The primary bedroom has a full 4-piece bath and a private water-view deck. Bedrooms #5 and #6 share a hall bath with a skylight. Bedroom #5 also has a private water-view deck. The Carriage house is a gorgeous one-bedroom, one-bathroom 776-square-foot home with a fully functioning kitchen, quartz counter tops, ceramic floor, decorative fireplace, full bath, and laundry. Upstairs are an adorable family room and a bedroom. This income-producing unit is being sold fully stocked with existing furniture and supplies. The seller offers the website, domain & LLC for sale at an extra fee. The Property is zoned VC for Village Center, allowing Residential or commercial use. This home could easily be a Bed & Breakfast with an owner suite in the Carriage house, or remain in its current use. The cottage could be used for short-term rentals (current use) or a MIL Suite or adult child residence.

Welcome Home to 340 Cayots Corner! This 3 Bedroom, 1 Bathroom home has the space you need to create a life you desire. Boasting an array of sleek finishes throughout this home has so much to offer! Spacious living room, fully updated kitchen with S/S appliances, white shaker cabinets, quartz counters and more! 3 spacious bedrooms and full bathroom. All new flooring throughout, freshly painted and SO MUCH MORE! Book your private showing today before it's gone!

Welcome to 38 Buddy Blvd in Chesapeake City. This single wide is ready for its new owners. Current lot rent for the home is $716.00 per month this includes water sewer and trash (buyer to verify with park) Pets are welcome breed restrictions do apply. Three beds and one bath room the home has newer flooring and carpets installed over the last year. More updates include kitchen, living room and bathroom. The home backs to a nature setting. Call today for your tour!

Nestled in the highly sought-after Hollywood Beach community, just steps from the water, this charming three-bedroom, one-bath home is the perfect retreat for year-round living or a weekend getaway. A spacious loft adds versatility, while the stunning four-seasons room offers breathtaking water views, bringing the beauty of the waterfront right to your doorstep. Inside, an open and airy floor plan is bathed in natural light, seamlessly blending the living area and kitchen-ideal for relaxing or entertaining. Outside, a generous lot provides ample space for outdoor enjoyment, featuring a large storage shed and a convenient outdoor shower-perfect after a day on the private beach. Hollywood Beach offers an exceptional coastal lifestyle with a community clubhouse, private beach, swim raft, parks, playground, picnic areas, fire pit, and more. Boaters will love the community pier, complete with 37 slips and lifts available for an additional fee. Dont miss this rare opportunity to own in Hollywood Beach-where every day feels like a vacation!

Let's take a walk back into history, welcome to the Blue Max Inn. The Blue Max Inn is a charming Bed and Breakfast Inn, located in Chesapeake City, Maryland. Situated in the heart of this historic waterfront town, the inn is a favorite destination for those seeking a peaceful getaway along the Chesapeake and Delaware Canal. The Blue Max Inn is housed in a beautifully restored Victorian home, offering a combination of historical charm and modern amenities. This is truly a unique opportunity!! It has been operated by the same owner for over 20 years. The main building is a fully operational Inn with nine bedrooms, and ten bathrooms spanning over three floors. There is a bathroom and office area in the walkout basement. On the man floor it has a full kitchen, a dining room, a breakfast room, a main salon sitting area and the Lindsey Suite and the Honeymoon Suite. Along the front of the Inn is an enormous porch to enjoy the sights and sounds of Chesapeake City. While you are in town, enjoy the quaint shops and restaurants. The is so much to offer in Chesapeake City. The property also includes its own Carriage House. This is where the current owner lives. It is located just down the street from the Inn on 3rd street, and on the same parcel. It has a large living room area with a gas fireplace and cathedral ceiling, a full kitchen, and large bedroom with walk-in closet along with a large bathroom with jetted tub and walk-in shower. It also houses a three-car garage and large off-street parking lot located behind the Carriage House. This is zoned Village Center, allowing for a number of uses, including making it a single-family home as it was in the beginning. For zoning questions, reach out to the Town of Chesapeake City. There are so many options for this location, come and make it your own! This would make a tremendous single family home with a secondary one bedroom, one bathroom carriage house. Lots of parking and options!!

Welcome to the Johnson-Lindsey House, a rare opportunity to own a piece of Chesapeake Citys history. Located in the heart of the Historic District, this Federal-style home was built around 1850 by Joseph W. Lindsey, the towns sawmill and lumber yard owner. Zoned Village Center (VC), the property offers incredible flexibility for residential or commercial use, making it ideal for those looking to blend history with modern living or business potential. Situated along the route of Chesapeake Citys beloved parades and festivals, its just a short walk to waterfront dining, boutique shopping, and local attractions. This charming home exudes character with its classic wood-sided Federal-style architecture and distinctive bump-out picture windows on the south side. The original cast and wrought iron fence still encloses the front courtyard, a space once adorned with a porch. With historic approval already granted, a new owner has the option to restore this feature. The front entrance welcomes you with intact stained glass and an old-style door ringer, setting the tone for the timeless beauty within. Inside, the home showcases original hardwood flooring, tall wood windows with storm covers, and six-inch floor moldings. The light-filled foyer leads into a spacious family room with floor-to-ceiling windows and an electric fireplace wired for propane. From there, the dining room offers built-in cabinetry and access to a covered side porch. The remodeled kitchen seamlessly blends old-world charm with modern updates, featuring Quartz Silestone countertops, Italian subway tile, luxury vinyl plank flooring, a new sink, stainless steel appliances, and professionally painted cabinets. Off the kitchen, a remodeled powder room and an enclosed laundry room with an antique sink provide added convenience. The second level offers a generously sized primary suite with a fully remodeled bath, including a tile walk-in shower and luxury vinyl plank flooring. Two additional bedrooms on this floor provide space for guests, family, or a potential additional full bath if desired. The third level features two more bedrooms, one currently used as storage, with ample space to add a third full bath. The backyard is a hidden retreat, offering a courtyard-style space with a side porch, a brick side patio, and a rear brick patio leading to the detached two-car garage. Very few homes in town offer garage parking, making this a rare and valuable feature. With electricity, a concrete floor, and a propane heating element, the garage could easily be transformed into a carriage house, Airbnb rental, or business space. A parking pad allows for two additional vehicles, making this property one of the few in the historic district with a backyard backing to woods and extra off-street parking. This home has been meticulously maintained with a series of updates, including five new mini-split heating and cooling units installed in 2024, along with a new storm door, professionally painted kitchen cabinets, and new ceiling fans. Recent improvements also include luxury vinyl plank flooring in the kitchen and primary bath, updated carpeting on the stairs and upper hallway, a new furnace, oil tank, and hot water heater, as well as professional interior painting. The main architectural shingle roof was replaced in 2019 with a 30-year warranty. The Johnson-Lindsey House has been featured on the Candlelight Tour and is prominently displayed on the cover of the Chesapeake City town map. Annual grant opportunities through the Maryland Historic Trust provide additional incentives for restoration and improvements. Whether you're looking for a distinctive home, a commercial opportunity, or a combination of both, this historic gem is truly one of a kind.

Welcome Home to this 3 bedroom, 2 bath home located in Chesapeake Estates complete with a beautiful front deck and side deck . Enter into the large living room with bay window, the beautiful open floor plan flows into the kitchen and dining room with a wood burning fire place and slider to garden and shed area. The master suite offers a large master bath with a large tub, stand up shower, and infrared sauna. Bedroom 2 & 3 are situated on the opposite side of the home and located by bathroom 2. The laundry room is off of the kitchen with upgraded appliances. Major updates within the past 2 years include new roof, siding, HVAC, windows, appliances, flooring, accent walls and accent ceilings, and front deck. Major updates within the past 2 years include new roof, siding, HVAC, windows, appliances, flooring, accent walls and accent ceilings, and front deck. Located in the highly desirable Bohemia Manor High School feeder pattern. Lot rent currently $700/month which includes water, septic, trash, and recycle. Close to historic Chesapeake City, â?¨boat ramp, & wildlife area. Must be approved by ARX Management before offer will be considered.

Bohemia Hall is aptly named for its commanding views over the expansive Bohemia River which feeds into the Chesapeake Bay at the confluence of the Elk River (intercoastal waterway). The elegant brick and frame manor house (circa 1995) boasts approximately 4400 square feet, with an additional 2,763 square feet of space including home gym, powder room and storage, on 11 acres +/- of country living at its finest. The 4 bedroom home with three full and two half baths is very well designed, constructed, and maintained with great emphasis given to every detail in unparalleled craftsmanship. Numerous large airy rooms, fabulous views, multiple fireplaces, home gym, balconies, verandas, screened porches, pool, and Bohemia River dock make this a comfortable family home great for entertaining. Near the waterfront village of Chesapeake City, with its numerous restaurants and shops, near the expansive protected horse country and convenient to several marinas. Bohemia Hall is a treasure not to be missed by the most discerning buyer!