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$559,900
3 Beds 3 Baths
Could it be possible that the home you've been searching for isn't another typical floor plan — but one thoughtfully designed around the way you actually live? Welcome to an exceptional custom home on 1.4 private acres in Woodcrest Shores, one of Elkton's most sought-after communities near the Elk River and Chesapeake Bay. With over 3,200 square feet of finished living space, this is a home designed to bring people together while giving everyone room to spread out. Just imagine coming home to an inviting front porch, a dramatic great room with soaring ceilings, abundant natural light, and a beautifully appointed kitchen at the heart of it all. The main level is where everyone naturally gathers — equally suited to quiet everyday living or effortless entertaining. Then there's the flexibility. The thoughtfully designed split-level floor plan provides genuine separation between living spaces. The upper level features the primary suite, an additional bedroom, and a full bath. The lower level offers a private guest suite with a spacious bedroom, private full bath, and additional living area — an ideal space for guests, extended family, a home office, hobbies, or simply someone who appreciates having a place of their own. Outside, the experience continues with an impeccably maintained pool, hot tub, expansive yard, and peaceful surroundings on a 1.4-acre corner homesite. Whether you're enjoying a quiet afternoon poolside or gathering with family and friends, this is outdoor living designed to be enjoyed. And when you're ready to venture out, you're just minutes from marina access, the Elk River, Chesapeake Bay, shopping, dining, and major commuter routes. I'm not sure if it's for you or not, but if you've been searching for something beyond the ordinary — a home with character, exceptional living spaces, privacy, and the flexibility to fit the way you live — this one deserves a closer look.

7 Cynthia Ct, Elkton

Listing courtesy of Real Broker LLC. Contact: 8554500442

$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:

$100,000
**Perc Approved!** Build your dream home on this desirable 0.67-acre building lot on Liberty Grove Rd in Conowingo, MD. This prime parcel offers a rare opportunity as one of the last remaining lots in the area without a builder tie-in—giving you the flexibility to bring your own builder and vision to life. With a recently approved perc test, the property is ideally situated and borders preserved agricultural land, providing added privacy and long-term protection from future development. Enjoy a peaceful rural setting while still being conveniently located near major routes and local amenities. A perfect blend of freedom, space, and serenity—don’t miss your chance to secure this unique homesite.

Liberty Grove Rd, Conowingo

Listing courtesy of Iron Valley Real Estate of Central PA. Contact: (717) 344-5950

$319,900
2 Beds 2 Baths
Waterfront! Waterfront Living with Low interest Special Financing available! Only relocation makes this End Unit beautiful condo on the Susquehanna River available for sale. Offering breathtaking water views and stunning sunsets, this is a rare opportunity to own a piece of waterfront living that truly stands out. Whether you want a ‘get away’ or forever home, it’s a must see! Marina on site with pool for owners to join. This well-maintained unit features two spacious bedrooms and two full bathrooms, providing comfort and flexibility for everyday living or hosting guests. Large sliding doors invite in natural light while showcasing the serene river views. Access to the covered 2nd floor balcony is through bedroom1 or the living room. All glass in sliding doors has been recently replaced (2022)- - view is spectacular. Balcony was fitted with canvas awning and sunshades (2024), making afternoon and cocktail hour perfect. Other upgrades include new HVAC (2022), hot water tank (2024), and faucet in kitchen (2026) giving peace of mind and added value to the next owner. Whether you’re relaxing indoors or enjoying the scenery outside, this condo delivers a lifestyle of tranquility and convenience. It is available with some furnishings, offering flexibility to suit your needs. Ask about the For Sale 26 foot Sea Ray. The owner is a licensed Maryland Realtor, Daniel F. Duncan

31 Owens Landing Ct Unit #B, Perryville

Listing courtesy of RE/MAX Edge. Contact: 3024424200

$850,000
7 Beds 3 Baths
Exceptional and versatile property offering a rare opportunity as either a turnkey assisted living facility or a spacious single-family home on 4 private acres. Currently operating as a well-established, owner-operated assisted living business licensed for up to 12 residents, the property provides strong in-place income and future growth potential. For buyers seeking residential use, the layout can easily be reimagined and converted back into a private residence with generous living space and flexible room configurations. The home features a thoughtfully designed floor plan with 7+ bedrooms on the main level, including a mix of large rooms ideal for bedrooms, offices, or guest space, along with 2 full and 1 half bathrooms. A large, updated kitchen serves as the heart of the home, complemented by multiple expansive living and gathering areas filled with natural light—perfect for entertaining or multigenerational living. The finished lower level adds valuable additional space, offering bonus rooms, recreation areas, and ample storage. The property includes a large pole barn with loft, ideal for hobbies, storage, or potential workshop use. The peaceful, private setting offers room to enjoy nature while still being functional for a variety of lifestyles. Major systems have been well maintained, including a newer roof, updated HVAC (under 7 years), sprinkler system, and leased solar panels for added efficiency. Whether you're looking to continue a thriving assisted living operation or create a unique and expansive private residence, this property offers flexibility, income potential, and long-term value. Optional experienced management may remain, and the seller is willing to provide transition support for a smooth handoff.

1670 Liberty Grove Rd, Conowingo

Listing courtesy of Coldwell Banker Rowley Realtors. Contact: 3029951200

$489,000
4 Beds 3 Baths
This beautiful home over 3000 sqft located in Bay View Woods has so much upgrade to offer! Why wait for new construction when you can get into this great NEWER construction immediately! Sitting on a nice, corner wooded lot, this well maintained colonial has 4 bedrooms and 2.5 full baths. Upstairs has 4 bedrooms and 2 baths plus bonus open space. The owners suite has updated tile walk-in shower with soaking tub, dual sinks and a very large walk-in closet. 3 other bedrooms and a hall bath, the laundry room is also on the second floor with extra storage and folding area. Kitchen has granite counters, a large pantry, large island, breakfast bar and sliders to rear brick patio where the back yard is perfectly set up for entertaining. The modern open kitchen and living room concept showcases stylish countertops, cabinets, and stainless appliances. The hardwood floors that continue throughout the entire first level. 2 car attached garage. USDA eligible area. Close to Pennsylvania, Rising Sun, highway 95, rte 40, and right between Philly and Baltimore.

86 Bay View Woods Loop, North East

Listing courtesy of Coldwell Banker Realty. Contact: christy.adkins@cbmove.com

$575,000
3 Beds 3 Baths
BOAT RAMP/WATER ACCESS just two houses away! Terrific WATERVIEWS include ships traveling the C&D canal! This Bonney Shores home offers a unique floor plan, multi-level living with many great spaces. The main floor offers living room with vaulted ceilings and two sliding doors to deck and "WOW" river views. Updated kitchen with lots of upgrades, cabinets with cool built in features, granite countertops, double ovens and appliance package. Primary bedroom/bath is also on the main floor along with a Sunroom in a private setting. Upper level is made up of two bedroom, bath and loft area ( great for office desk). Lowest level is the front entrance with family room with fireplace, office, full bath and utility room, possiblities for a 4th bedroom ! Multi-level decks are great for entertaining or daily meals and a place to enjoy the hot tub. Lots of driveway to park your boat :) Newer roof (2021) and newer top deck (2024) Home warranty is being provided to the new owners, call now to schedule your private tour.

33 Bonney Shores, Elkton

Listing courtesy of Patterson-Schwartz-Newark. Contact: 3027337000

$499,900
4 Beds 3 Baths
Better than new: Built in 2022, this upgraded home is packed with features that truly stand out. Situated on a quiet street with protected trees behind, this home is located in the sought-after Chesapeake Bay Golf Club community. From the moment you arrive, you’ll notice the inviting covered front porch, two-car garage, and a level backyard complete with a maintenance-free deck and privacy fence backing to trees. Inside, luxury vinyl plank flooring flows throughout the main living areas. The kitchen has stainless steel appliances, quartz countertops, a breakfast bar/island, under-cabinet lighting, stylish backsplash, hood vent, and a charming barn door accent for the pantry. Custom shelving adds both function and personality. The recently finished lower level offers a spacious family room, recessed lighting, and a rough-in for a future bathroom. Upstairs, you’ll find a versatile loft, convenient upper-level laundry, and a spacious primary suite featuring a walk-in closet, custom blackout shades, and a beautifully tiled en-suite bath. Two additional bedrooms include carpet, ceiling fans, and ample space, along with a full hall bathroom. The lower level is also finished with a new rec room (new sofa included), framing for a bedroom and rough-in for a full bathroom. Located near the headwaters of the Chesapeake Bay, this community offers easy access to outdoor recreation including walking trails, open spaces, golf courses, downtown North East and Elk Neck State Forest. Commuting is a breeze with quick access to I-95 and proximity to Wilmington, Philadelphia, and Baltimore. SEE UPGRADE LIST.

336 Bay Club Pkwy, North East

Listing courtesy of American Premier Realty, LLC. Contact: 4435120090

$699,000
8 Beds 6 Baths
Nestled on 3.6 private acres in the sought-after Pearce Creek community, this exceptional 8-bedroom residence offers an impressive combination of space, comfort, and timeless charm. Thoughtfully designed and meticulously maintained, the home features 4 full bathrooms, 2 half bathrooms, and a 2-car garage, with versatile living spaces ideal for a variety of lifestyles. The main level is anchored by a luxurious owner’s retreat featuring a private sitting room with a wood-burning stove, two walk-in closets, and an elegant en-suite bath complete with a soaking tub. Three additional bedrooms, two full bathrooms, and two half bathrooms provide ample accommodations on this level. Designed for both entertaining and everyday living, the home also offers a formal dining room, welcoming living room, and a spacious eat-in kitchen. A sun-filled four-season room overlooks the wooded backyard, creating a tranquil space to enjoy the beauty of every season. Practical features such as a walk-in pantry, expansive laundry room with abundant storage, and beautiful tongue-and-groove hardwood flooring throughout enhance both function and character. Upstairs, a private suite with a large bedroom, walk-in closet, and full bath provides the perfect setup for guests or multigenerational living. Three additional bedrooms, a kitchenette, and a dramatic open-concept family room with custom built-in bookshelves and a wood-burning stove complete the upper level, offering endless flexibility for gathering, relaxing, or entertaining. The unfinished basement presents a blank canvas for future expansion, whether you envision additional living space, a recreation area, workshop, or home gym. Combining generous living space, distinctive architectural details, and a peaceful natural setting, this one-of-a-kind property presents a rare opportunity to enjoy country living without compromise. Surrounded by mature Leyland cypress and Southern pine trees, the property offers a remarkable sense of privacy and seclusion while remaining conveniently located within the Cecil County School District.

143 Clemencia Rd, Earleville

Listing courtesy of Samson Properties. Contact: 4433437660

$519,888
4 Beds 3 Baths
THIS HOME IS UNDER CONSTRUCTION!!! The Topaz home design is a single-family home, from our signature Gem Series, with 4 bedrooms, 2.5 baths, and a 2-car garage. As you walk in the first floor is an expansive great room with an open floorplan of the kitchen and breakfast nook. The openness of these areas offers plenty of space for informal dining and entertaining. Complementing the kitchen is a spacious Sunroom and an island in the heart of the cooking space; enhancing the kitchen's storage and counter space. Beyond the breakfast nook lies a short hallway with a powder room, closet, garage entry, and a choice room. As you climb up the stairs to the second floor you find a generous owner's suite with a walk-in closet and a bathroom with a shower and private water closet. The owner's suite shares the level with three additional bedrooms, a laundry room, and a full hall bath.

236 Pine Cone Drive, North East

Listing courtesy of Mary Ann Hammel. Contact: (410) 705-2565

$310,000
3 Beds 2 Baths
Imagine relaxing just moments from the water in this 3-bedroom, 2-bath home located in a peaceful Charlestown community near the scenic North East River. Perfect as a weekend getaway, investment property, or personal retreat, this home offers the chance to bring your vision to life in a desirable water-oriented setting. This home features a functional layout designed for everyday living, with flexibility for family, guests, or work-from-home needs. Situated on a quiet dead-end street with minimal traffic, the setting offers added privacy and a true neighborhood feel. Outdoor enthusiasts will appreciate nearby boat mooring access, making it easy to spend time on the water—boating, fishing, or simply enjoying the natural surroundings. Conveniently located near local amenities, marinas, and waterfront destinations. With no HOA fees, enjoy greater freedom and affordability while bringing your vision to life. Property is being sold strictly as-is. Inspections are for informational purposes only; seller will make no repairs. Don’t miss your opportunity to own in this desirable water-access community with exceptional potential. Professional photographs are coming soon.

308 Cather Ave, Charlestown

Listing courtesy of Cummings & Co Realtors. Contact: (410) 823-0033

$240,000
3 Beds 1 Baths
Located in the heart of Elkton, MD, 116 Maffitt Street is a charming 1938 two-story home that perfectly blends vintage character with modern practicalities. This affordable property stands out with its durable standing seam metal roof, a welcoming oversized front porch, and a private, stamped concrete patio in the back of the house, ideal for entertaining. The interior features a functional main-level layout with a living room, dining room, kitchen, and a convenient first-floor laundry room, while the second floor offers three peaceful bedrooms and a central bath. Ideally situated for easy commuting via I-95 and Route 40, this home provides quick access to local shopping and dining, making it an excellent opportunity for anyone seeking a cozy, well-located residence.

116 Maffitt St, Elkton

Listing courtesy of Empower Real Estate, LLC. Contact: 2156273500

$410,000
Fantastic opportunity to own a large mixed use building in downtown Elkton! The main level was previously used as an office space with 4 nicely sized rooms, a lobby area, as well as a half and full bath. Entrance to the main level can be accessed from the front of the buildings enclosed porch or from the rear of the building, where there is also a wheelchair accessible ramp. Entrance to the upper level apartment can be accessed from inside the buildings main level or from the properties two outdoor staircases. The upper level is currently rented and is equipped with 4 bedrooms! A third level loft with TONS of extra storage can be accessed from the upper level apartment. Property has a detached 1.5 car garage as well as a massive parking area in the rear. Tons of possibilities to develop or expand your business in this location! Make your appointment today before it's gone!

212 W Main St, Elkton

Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147

$410,000
Fantastic opportunity to own a large mixed use building in downtown Elkton! The main level was previously used as an office space with 4 nicely sized rooms, a lobby area, as well as a half and full bath. Entrance to the main level can be accessed from the front of the buildings enclosed porch or from the rear of the building, where there is also a wheelchair accessible ramp. Entrance to the upper level apartment can be accessed from inside the buildings main level or from the properties two outdoor staircases. The upper level is currently rented and is equipped with 4 bedrooms! A third level loft with TONS of extra storage can be accessed from the upper level apartment. Property has a detached 1.5 car garage as well as a massive parking area in the rear. Tons of possibilities to develop or expand your business in this location! Make your appointment today before it's gone!

212 W Main St, Elkton

Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147

$410,000
4 Beds 2 Baths
Fantastic opportunity to own a large mixed use building in downtown Elkton! The main level was previously used as an office space with 4 nicely sized rooms, a lobby area, as well as a half and full bath. Entrance to the main level can be accessed from the front of the buildings enclosed porch or from the rear of the building, where there is also a wheelchair accessible ramp. Entrance to the upper level apartment can be accessed from inside the buildings main level or from the properties two outdoor staircases. The upper level is currently rented and is equipped with 4 bedrooms! A third level loft with TONS of extra storage can be accessed from the upper level apartment. Property has a detached 1.5 car garage as well as a massive parking area in the rear. Tons of possibilities to develop or expand your business in this location! Make your appointment today before it's gone!

212 W Main St, Elkton

Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147

$10,000,000
14 Beds 14 Baths
This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. This property includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020402 (Tax ID: 0806025811) and MLS# MDCC2020404 (Tax ID: 0806012450). Photos #6, #9, #13, #18, #28, #33, #39, #51, #58, and #61 are AI-generated conceptual images depicting potential improvements and/or uses for the Conference Center, Tenant House, and Lodge. These images are for illustrative purposes only and do not represent existing conditions.

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767