Chesapeake City Real Estate

Chesapeake City Real Estate

Welcome to Chesapeake City, Maryland—a hidden gem nestled within Cecil County that beautifully marries the charm of small-town living with the allure of waterfront vistas. This quaint town, perched along the banks of the Chesapeake and Delaware Canal, is steeped in rich history and offers a vibrant community atmosphere that residents cherish.

Chesapeake City is renowned for its picturesque streets lined with historic homes, many dating back to the 19th century, showcasing exquisite architecture and a sense of nostalgia. The town's scenic waterfront provides endless opportunities for leisurely strolls, picnics, and fishing, making it a haven for outdoor enthusiasts. The iconic Chesapeake City Bridge, an engineering marvel, offers stunning views and serves as a gateway to the surrounding natural beauty.

Local shops, delightful eateries, and artisanal boutiques create a welcoming downtown area where residents and visitors can unwind and explore. The town hosts various community events throughout the year, fostering a strong sense of camaraderie among residents. Whether it's the annual Canal Day festival or seasonal farmers' markets, there’s always something happening in Chesapeake City.

For those who appreciate nature, the nearby parks and wildlife areas offer trails for hiking, biking, and birdwatching, allowing you to immerse yourself in the stunning landscapes that define this region.

With its unique blend of history, community spirit, and natural beauty, Chesapeake City is more than just a place to live—it's a place to call home. Discover the charm of Chesapeake City, where every day feels like a getaway. Come and experience the warmth and hospitality of this idyllic Maryland town!

Newest Listings in Chesapeake City

$95,000
99 Beds 99 Baths
Own a Piece of Chesapeake City History Step into the past with this truly one-of-a-kind property, originally built as an early 1900s church and rich with architectural character. Featuring soaring ceilings, beautiful Gothic-style arched windows, original wood details, and an open sanctuary space, this historic building offers endless possibilities for the visionary buyer. Whether you've dreamed of creating a unique gathering space, artist's studio, event venue (subject to approvals), or simply preserving a remarkable piece of local history, this property provides an incredible canvas for your imagination. Past improvements include architectural shingle roofing, updated electrical wiring, and interior paint. The spacious lower level offers abundant storage and flexible space, while the main level showcases the building's original charm with its dramatic architecture and expansive open floor plan. Heating is provided by a floor furnace(propane fuel, no tanks currently), and window air conditioning units offer seasonal comfort. Located in charming Chesapeake City, you'll also enjoy water rights to a nearby community beach, adding even more appeal to this rare offering. Important Information: Property is being sold strictly AS-IS, WHERE-IS. Seller will make no repairs or improvements. Buyer is responsible for verifying all information, zoning, intended use, permits, and any requirements with Cecil County. No septic system is available on-site due to county health department regulations. Historic properties like this seldom become available. Bring your vision, creativity, and appreciation for timeless architecture to transform this remarkable Chesapeake City landmark into its next chapter.

244 Cherry St, Chesapeake City

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100

$824,904
3 Beds 3 Baths
There's no place like home when you live along the Chesapeake & Delaware Canal, offering wide water views, natural light, and peaceful surroundings. Set on a spacious lot with mature trees, an expansive lawn, and a covered rear deck overlooking the canal, this property offers a rare opportunity to enjoy front-row views of passing ships and ever-changing scenery from nearly every angle. Inside, the home blends warmth and functionality with generous living spaces, hardwood flooring upstairs, terra cotta flooring on the main level, and large windows that bring the outdoors in. The updated white kitchen features stainless steel appliances, granite countertops, subway tile backsplash, abundant cabinetry, and an adjoining breakfast area with panoramic canal views. Multiple gathering spaces throughout the home create an ideal layout for both everyday living and entertaining. The spacious living room opens seamlessly toward the rear deck and waterfront backdrop, while the formal dining room showcases detailed flooring and classic character. Upstairs, the oversized primary suite features a sitting area, a walk-in closet, and breathtaking canal views, creating a peaceful retreat within the home. Additional bedrooms are generously sized and filled with natural light. Enjoy mornings on the covered deck, evenings watching ships pass by, or easy access to the nearby Ben Cardin/Mike Castle Canal Trail for walking and biking along the water. Conveniently located near the Maryland and Delaware line with easy access to Route 213, Route 896, and surrounding destinations, this home combines scenic waterfront living with everyday convenience.

904 Biddle St, Chesapeake City

Listing courtesy of Integrity Real Estate. Contact:

$699,999
4 Beds 4 Baths
There’s no place like home at 246 Biddle Street, a Victorian home full of Chesapeake City history and classic craftsmanship. Believed to have been built by master carpenter and canal lock builder Joseph Schaefer, this remarkable home reflects the heritage tied to the early growth of Chesapeake City and the Chesapeake & Delaware Canal. Thoughtfully preserved through generations, the property showcases soaring ceilings, intricate woodwork, original hardwood flooring, expansive wraparound porches, and spacious living areas filled with natural light. Tasteful updates, including an updated kitchen and baths, complement the home’s historic charm while providing modern comfort. A renovated great room with sliding glass doors opens to the backyard, creating an ideal space for everyday living and entertaining. The spacious primary suite features a walk-in closet, private bath, and private balcony overlooking canal views. Additional highlights include two propane fireplaces, main level laundry, and a roof updated in 2015. Outdoor spaces are equally inviting with a composite deck with vinyl rails, fenced rear yard, detached garage, and storage shed. Perfectly positioned near the marina and waterfront in the heart of historic North Chesapeake City, this is a rare opportunity to own a home with exceptional presence and a meaningful connection to the town’s storied past. Schedule your private showing and experience the charm and history of 246 Biddle Street for yourself.

246 Biddle St, Chesapeake City

Listing courtesy of Integrity Real Estate. Contact:

$19,900,000
4 Beds 5 Baths
Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuring a central stone fireplace and a private meeting room, all adorned with custom millwork throughout. Overlooking the 100’ x 200’ indoor dressage arena are stunning glass-enclosed observation areas on both the first and second floors, that are brilliantly filled with natural light and character. This impressive space includes twin service bars, a conveniently located commercial-grade kitchen, and a spacious area ideal for entertaining. An ornate wide-plank staircase leads to a lofted second level with private office suites, an exercise room, and a lounge area. The barn itself is thoughtfully designed, featuring barreled ceilings, six grooming/wash stalls, two well-appointed tack rooms, a central eat-in kitchen/break area, a laundry room, and a three-season sitting room offering panoramic views through grand window walls on two sides. The barn’s layout seamlessly flows through a bank of 31 spacious (mostly 14’ x 14’) stalls, curving into an additional wing with even more accommodations. Complementing the equestrian facilities is a beautifully appointed 9,000-square-foot brick manor home of Georgian architectural style, offering four bedrooms and 3 full & 2 half bathrooms. This wonderful home features an updated kitchen, brick and antique wood flooring, beamed ceilings, a sunken living room, multiple fireplaces, a spacious game room, and a detached three-car garage. The extensive grounds are thoughtfully and professionally landscaped. It artfully blends traditional character with modern conveniences—perfectly suited for today’s lifestyle. Also included within this breathtaking property is a luxurious guest home featuring a chef’s kitchen and an enclosed timber-framed pavilion over a heated indoor pool. Additionally, there is a 15-stall center-aisle block barn with a six-horse Kraft Eurocizer, as well as numerous ancillary operational buildings, including a fully functional brick office building—and numerous double-fenced fields and paddocks with approximately 10 miles of four-rail post-and-board fencing offering unparalleled views throughout the farm. RiverEdge is set within one of Maryland’s largest agricultural preservation areas and is protected by a conservation easement, ensuring its beauty and legacy for generations to come. The property includes 4 parcels: 0802016206 - 109.4 acres, 0802019078 - 186.7 acres, 0802029049 - 106 acres, and 0802029537 - 109.4 acres.

1455 Cayots Corner Rd, Chesapeake City

Listing courtesy of Monument Sotheby's International Realty. Contact: 3026546500

$19,900,000
4 Beds 5 Baths
Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuring a central stone fireplace and a private meeting room, all adorned with custom millwork throughout. Overlooking the 100’ x 200’ indoor dressage arena are stunning glass-enclosed observation areas on both the first and second floors, that are brilliantly filled with natural light and character. This impressive space includes twin service bars, a conveniently located commercial-grade kitchen, and a spacious area ideal for entertaining. An ornate wide-plank staircase leads to a lofted second level with private office suites, an exercise room, and a lounge area. The barn itself is thoughtfully designed, featuring barreled ceilings, six grooming/wash stalls, two well-appointed tack rooms, a central eat-in kitchen/break area, a laundry room, and a three-season sitting room offering panoramic views through grand window walls on two sides. The barn’s layout seamlessly flows through a bank of 31 spacious (mostly 14’ x 14’) stalls, curving into an additional wing with even more accommodations. Complementing the equestrian facilities is a beautifully appointed 9,000-square-foot brick manor home of Georgian architectural style, offering four bedrooms and 3 full & 2 half bathrooms. This wonderful home features an updated kitchen, brick and antique wood flooring, beamed ceilings, a sunken living room, multiple fireplaces, a spacious game room, and a detached three-car garage. The extensive grounds are thoughtfully and professionally landscaped. It artfully blends traditional character with modern conveniences—perfectly suited for today’s lifestyle. Also included within this breathtaking property is a luxurious guest home featuring a chef’s kitchen and an enclosed timber-framed pavilion over a heated indoor pool. Additionally, there is a 15-stall center-aisle block barn with a six-horse Kraft Eurocizer, as well as numerous ancillary operational buildings, including a fully functional brick office building—and numerous double-fenced fields and paddocks with approximately 10 miles of four-rail post-and-board fencing offering unparalleled views throughout the farm. RiverEdge is set within one of Maryland’s largest agricultural preservation areas and is protected by a conservation easement, ensuring its beauty and legacy for generations to come. The property includes 4 parcels: 0802016206 - 109.4 acres, 0802019078 - 186.7 acres, 0802029049 - 106 acres, and 0802029537 - 109.4 acres.

1455 Cayots Corner Rd, Chesapeake City

Listing courtesy of Monument Sotheby's International Realty. Contact: 3026546500

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