Chesapeake City MD Homes For Sale

There's no place like home at 48 Hessey Lane! Set on 1.81 acres across two parcels, this beautifully updated ranch offers peaceful country living with major updates completed in 2024, all just minutes from historic Chesapeake City. Hardwood floors, a wood-burning brick fireplace, and a large picture window create a warm and welcoming living room. The main level includes four bedrooms, a remodeled full bathroom, and an updated kitchen with new stainless-steel appliances and new vinyl flooring. The unfinished basement offers additional storage. Major updates completed in 2024 include a new roof, siding, gutters, fascia, new well drilled in September 2024, attic insulation, new 200-amp electric service, a tankless water heater, chimney pipes, interior and exterior doors, a new garage door, and more. Outside, the newly installed rear deck overlooks the spacious backyard with mature trees. The property also features an attached one-car garage, a screened garden house, four storage sheds, and plenty of room to relax, garden, entertain, or simply enjoy the peaceful setting. The second parcel is currently on the list for perc testing, offering future building potential, subject to buyer verification. Conveniently located just minutes from Chesapeake City's waterfront, restaurants, marinas, and Routes 213 and 40, this move-in ready home is ready for its next owner. Schedule your private tour today!

48 Hessey Ln, Chesapeake City

Listing courtesy of Integrity Real Estate. Contact:

$229,900

Discover your dream home location with this private and serene 4.6-acre wooded lot. Nestled among other wooded properties and situated across from a picturesque tree nursery, this parcel offers both privacy and natural beauty. With no builder tie-in, you have the freedom to design and build to your preference. The lot benefits from preliminary engineering work, including approved perc testing and a driveway permit, ensuring a smoother building process. Positioned just south of the Cayots Corner Rd and Old Telegraph Rd intersection, this location provides a tranquil escape with the convenience of access to nearby routes. Ideal for those seeking a private retreat amidst agricultural preservation land. Lot is staked

Lot 5 Old Telegraph Rd, Chesapeake City

Listing courtesy of Patterson-Schwartz-Brandywine. Contact: 3024750800

$229,900

Discover your dream home location with this private and serene 4.6-acre wooded lot. Nestled among other wooded properties and situated across from a picturesque tree nursery, this parcel offers both privacy and natural beauty. With no builder tie-in, you have the freedom to design and build to your preference. The lot benefits from preliminary engineering work, including approved perc testing and a driveway permit, ensuring a smoother building process. Positioned just south of the Cayots Corner Rd and Old Telegraph Rd intersection, this location provides a tranquil escape with the convenience of access to nearby routes. Ideal for those seeking a private retreat amidst agricultural preservation land. Lot is staked

LoT 4 Old Telegraph Rd, Chesapeake City

Listing courtesy of Patterson-Schwartz-Brandywine. Contact: 3024750800

$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

$299,900

3 Beds ⋅ 1 Baths

Rare opportunity to own a 7.42 acre parcel in Chesapeake City, MD! Just a short drive to downtown Chesapeake City and Middletown, DE! Currently, a mobile home is located on the property. Mobile home is in poor condition. Tax record shows the year built is 1972, but buyer to verify - this may be incorrect. Property is being sold as-is. Buyer to do all due diligence, including verifying existence and functionality of well and septic systems. Property lines shown in aerial photo are approximate.

42 Lamborn Ln, Chesapeake City

Listing courtesy of RE/MAX Chesapeake. Contact:

$399,000

OVER 10.5 ACRES FOR SALE OFF CHESTNUT SPRINGS RD, LAKE ON THE PROPERTY, LAND IS UNDEVELOPED, HAS LOTS OF DIFFERENT POTENTIALS

Chestnut Springs Rd, Chesapeake City

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact: 3019660035

$90,000

3 Beds ⋅ 2 Baths

Wonderfully landscaped and spacious 3 bedroom 2 bathroom manufactured home in Chesapeake Estates! The entry is handicap accessible with a ramp to the front door. The oversized living room, complete with a ceiling fan, opens to the gorgeous kitchen with stainless steel appliances including the propane-fired cooktop. Just beyond the dining room is the huge primary bedroom complete with access to the primary bath featuring a double sink. Two additional bedrooms and a full bathroom are located at the other end of the home. Outside, you'll love relaxing on the lovely deck and the storage shed is a great place to store lawn tools! Recently upgraded air conditioner. Property sold as-is.

34 Buddy Blvd, Chesapeake City

Listing courtesy of RE/MAX Chesapeake. Contact:

$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:

$338,000

3 Beds ⋅ 2 Baths

NEW PRICE! Folk Victorian home, featuring gingerbread trim and over 2000 sq ft., offers a versatile layout ideal for everyday living and entertaining. Spacious kitchen and family rooms with exposed beams provide warmth and character, while the primary suite and laundry on the main level add convenience. The family room bay window overlooks an adjacent lot for sale, presenting exciting opportunities for expansion, gardening, or added privacy. Outdoors, you have a composite deck where you can enjoy beautiful sunsets and a view of the Chesapeake City bridge, front porch, and fenced, sodded rear yard- perfect for gatherings or relaxing. Shed for added storage. While the home has had updates and repairs, it offers the opportunity to refresh finishes and flooring to make it your own.

320 Cecil St, Chesapeake City

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 879-8080

$65,000

Charming, level lot in historic Chesapeake City, a short stroll to the C & D Canal. Adjacent to 320 Cecil St, this separate parcel can be purchased to provide added privacy with the home or to build the home of your dreams.

Cecil St, Chesapeake City

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 879-8080

$249,000

3 Beds ⋅ 1 Baths

Welcome Home To Your 3 Bedroom Chesapeake City Rancher Located Just Outside Of Town, Peaceful Country Setting Among Sprawling Horse Farms . The Bohemia School District And Only Minutes To The Delaware Line For Tax Free Shopping And Restaurants, And Quick Access To Major Routes! Enjoy One Level Living With A Paved Driveway Leading To Your Detached Two Car Garage, Large Fenced Rear Yard With Patio, Screen Gazebo And Large Shed. Full Basement With Interior And Exterior Bilco Access. Oil Forced Air Heat With Central Air Conditioning. This Home Has A Lot To Offer At A Great Price. Call Or Text Now To Schedule Your Showing Today!

344 Cayots Corner Rd, Chesapeake City

Listing courtesy of Key Realty, Incorporated. Contact:

$369,000

2 Beds ⋅ 2 Baths

For boaters who don’t want the waterfront price tag…this is it! Just steps to the community pier - No Trailer, No Hassle. Pier expansion is about to begin. Welcome to life in Hollywood Beach - where every day feels like a getaway. This beautifully maintained two-bedroom two-bath home offers the perfect blend of comfort, updates and coastal lifestyle. Inside you’ll find an updated kitchen designed for both everyday living and easy entertaining, spacious bedrooms, and a fantastic sunroom with natural light; the perfect spot for morning coffee or relaxing after a day on the water. Step outside to a generous deck overlooking a wide usable lot ideal for summer gatherings, gardening, or simply enjoying the peaceful setting. The oversized two-car garage provides exceptional storage for vehicles, kayaks, paddle boards, fishing gear, and all your water toys. Located just steps to the water in the sought after water privileged community, residents enjoy easy access to a clubhouse, sandy beach, two parks and a community pier posting 37 slips with lifts (for an additional fee). Whether you’re boating, fishing or crabbing on the upper Chesapeake Bay, this is truly a boaters paradise perfect as a weekend retreat or a full-time residence This home offers a rare opportunity to enjoy the best of Chesapeake Bay living without the waterfront price tag.

8 Maryland Ave, Chesapeake City

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$109,999

3 Beds ⋅ 1 Baths

needs work sold as is

943 Cayots Corner Rd, Chesapeake City

Listing courtesy of Thurston Wyatt Real Estate, LLC. Contact: 4103206785

$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