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97 Mccauley Acres Rd, Elkton
$899,900
4 Beds ⋅ 3 Baths
A Unique Property Offering Space, Versatility & Creekside Charm! Super Private 21+ acre Farm!! 2 PARCELS. Discover a property that offers the perfect blend of comfortable living, flexible space, outdoor recreation, and exceptional entertaining opportunities! This distinctive 4-bedroom, 3-full-bath home features a versatile two-level layout, beautiful cedar exterior, and amenities that make it ideal for a variety of lifestyles. The upper level offers 2 bedrooms and 2 full bathrooms, while the lower level features a separate 2-bedroom, 1-bathroom suite with its own private entrance. Whether you're looking for multigenerational living, private guest accommodations, or potential rental income, this flexible layout offers plenty of possibilities. Inside, you'll find hardwood floors throughout the main floor, a kitchen featuring a tile backsplash and gas stove, and a welcoming sunroom complete with heated floors and its own mini-split heating and cooling system. Andersen triple-pane windows provide an additional layer of comfort, while the heat pump with propane backup, water conditioning system, and 500-gallon leased propane tank add to the home's functionality. Major updates include a new roof and gutter guards in 2021, and a new hot tub in 2025. Outside, enjoy the convenience of a detached two-car garage, decks surrounding the home, and two large, fully fenced paddocks with a run-in shelter. Water and electricity are available at the run-in, making this property especially appealing to those seeking space for animals and outdoor pursuits. One of the property's standout features is the brand-new pavilion, built in 2024, situated right along Little Elk Creek! Complete with electricity, lighting, and water, this inviting creekside setting is perfect for hosting weddings, birthday celebrations, family gatherings, parties, and other special events. The creek is home to largemouth bass, sunfish, and suckers, adding to the natural appeal and recreational opportunities. Whether you're looking for room to spread out, space for animals, a flexible living arrangement, or a special place to gather with family and friends, this property offers a rare combination of versatility, outdoor enjoyment, and entertaining potential. Come explore the possibilities and discover everything this unique property has to offer!

97 Mccauley Acres Rd, Elkton

Listing courtesy of RE/MAX Associates - Newark. Contact:

1670 Liberty Grove Rd, Conowingo
$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:

1670 Liberty Grove Rd, Conowingo
$850,000
Exceptional turnkey assisted living opportunity offering both strong in-place income and future growth potential. This well-established, owner-operated facility is licensed for up to 12 residents and is currently operating with stable occupancy and consistent revenue. The property features a thoughtfully designed layout with 7+ bedrooms on the main level, including a mix of spacious double and private rooms, supported by 2 full and 1 half bathrooms. A large, updated kitchen serves as the heart of the home, complemented by multiple common areas that provide comfortable gathering space for residents. The finished lower level expands functionality with additional living space, bonus rooms, and ample storage—ideal for staff use, activities, or administrative needs. Situated on over 4 acres, the property includes a large pole barn with loft, offering flexibility for storage, maintenance operations, or potential additional use. Major systems have been well maintained, including a newer roof, updated HVAC (under 7 years), sprinkler system, and leased solar panels contributing to operational efficiency. This is a fully operational business with systems in place, optional experienced management willing to stay on, and an owner prepared to provide transition training to ensure continuity.

1670 Liberty Grove Rd, Conowingo

Listing courtesy of Coldwell Banker Rowley Realtors. Contact:

24 Meadow View Ct, Elkton
$849,900
6 Beds ⋅ 3 Baths
Welcome to 24 Meadow View Ct, an extraordinary no-HOA country estate set on 5.17 serene, private acres in the desirable Grand Meadows Fairhill community of Elkton. Offering freedom from homeowner association fees and restrictions, this move-in ready residence features 3,464 finished above-grade square feet and extensive capital improvements, including all-new vinyl siding, a brand-new roof, and a new central air conditioning unit. As you arrive along the peaceful drive, you are greeted by an expansive wrap-around front porch—the ideal spot to unwind and take in views of the private grounds and your own tranquil pond. Inside, the light-filled layout features 6 spacious bedrooms, 3 full bathrooms, and brand-new appliances throughout the kitchen. The versatile floor plan offers endless flexibility for large households, multi-generational living, or modern work-from-home arrangements, with options for private executive offices or guest suites across levels. Additional highlights include central heating, a cozy fireplace, and a vast unfinished walkout lower level offering incredible storage or potential expansion. Surrounded by nature yet convenient to local thoroughfares, schools, and outdoor recreation in Cecil County, this turn-key property offers complete freedom and peace of mind with major mechanical and exterior updates already completed. Schedule your tour today to experience this exceptional home!

24 Meadow View Ct, Elkton

Listing courtesy of Empower Real Estate, LLC. Contact:

904 Biddle St, Chesapeake City
$799,000
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:

1103 Bainbridge Rd, Port Deposit
$799,000
Exceptional Opportunity in a Rapidly Growing Corridor! This 5.674-acre package includes three parcels — 1103 & 1101 Bainbridge Rd, plus an additional parcel (Tax ID: 08-07013507) — being sold together as one offering (As Is). Zoned BL – Business Local, this property provides outstanding flexibility for custom homes, townhomes, or mixed-use redevelopment (buyer to verify zoning and subdivision potential). Located along Bainbridge Rd with direct access and excellent visibility, the site borders the Chesapeake Overlook project, a vibrant master-planned corridor anchored by major destinations such as Hollywood Casino Perryville and the recently opened Great Wolf Lodge Resort, one of the largest in the U.S. Enjoy unmatched proximity to I-95, the Perryville MARC Station, and expanding retail including Wawa, Starbucks, and more. Two existing homes are located on the property, offering the option to renovate, rebuild, or remove based on your plans. Whether you’re seeking a development opportunity or a long-term investment, this highly visible location places you at the heart of future growth and connectivity in Cecil County. ***Note: houses are unsafe - entry into these structures is strictly prohibited for safety reasons***

1103 Bainbridge Rd, Port Deposit

Listing courtesy of EXP Realty, LLC. Contact:

1103 Bainbridge Rd, Port Deposit
$799,000
3 Beds ⋅ 2 Baths
Exceptional Opportunity in a Rapidly Growing Corridor! This 5.674-acre package includes three parcels — 1103 & 1101 Bainbridge Rd, plus an additional parcel (Tax ID: 08-07013507) — being sold together as one offering (As Is). Zoned BL – Business Local, this property provides outstanding flexibility for custom homes, townhomes, or mixed-use redevelopment (buyer to verify zoning and subdivision potential). Located along Bainbridge Rd with direct access and excellent visibility, the site borders the Chesapeake Overlook project, a vibrant master-planned corridor anchored by major destinations such as Hollywood Casino Perryville and the recently opened Great Wolf Lodge Resort, one of the largest in the U.S. Enjoy unmatched proximity to I-95, the Perryville MARC Station, and expanding retail including Wawa, Starbucks, and more. Two existing homes are located on the property, offering the option to renovate, rebuild, or remove based on your plans. Whether you’re seeking a development opportunity or a long-term investment, this highly visible location places you at the heart of future growth and connectivity in Cecil County. ***Note: houses are unsafe - entry into these structures is strictly prohibited for safety reasons***

1103 Bainbridge Rd, Port Deposit

Listing courtesy of EXP Realty, LLC. Contact:

520 Bell Manor Rd, Conowingo
$780,000
4 Beds ⋅ 3 Baths
Welcome to this 9 +/- acre subdividable property that is surrounded by mother nature at its finest. Property consists of an old barn, shed, and three homes. The Main house consists of three bedrooms, three baths, and a full basement set up and nearly ready for separate living with a bedroom, bathroom, kitchen, and walkout entrance. The guest house/tenant house offers two bedrooms and one bathroom. The roof leaked and needs some TLC. The two bedroom and two bathroom mobile home has been well cared for and is ready to move in. Live here while the Farm House and two bedroom house are being restored to your liking. There are many possibilities with three additional lots waiting for someone to come in with a visual. According to the Seller this property goes back to the civil war. Additionally, the Girl Scouts retreat to over 450 acres to the North, East, and South, offering peace and tranquility. The property is being sold as-is and the seller will not perform any repairs. According to the Seller, the original 1900 home had burned down. The main farm house was built in 1968. All agents and buyers must confirm with the county regarding any zoning, building requirements, and subdivision requirements. Listing Agent and Broker are not responsible for any zoning, tax, lot size, or any other information provided by the county.

520 Bell Manor Rd, Conowingo

Listing courtesy of RE/MAX Chesapeake. Contact:

54 Mount Olivet Rd, Rising Sun
$774,999
5 Beds ⋅ 4 Baths
Welcome to this spacious five bedroom, four full bath Colonial situated on over three acres in Rising Sun, offering privacy, flexibility, and plenty of room to make the property your own. Whether you are looking for space for horses or other animals, a substantial workshop, room for recreational vehicles and equipment, or simply more land to enjoy, this unique property offers possibilities that are difficult to find. Enter through the two story foyer, where the main level provides a versatile layout that includes a bedroom and full bath, ideal for guests, a home office, or multigenerational living. A formal living room and dining room sit just off the foyer, while the heart of the home opens to a spacious family room and kitchen with an additional dining area overlooking the backyard. Multiple access points lead to the rear deck, creating an easy connection between the indoor and outdoor living spaces. The home features beautifully refinished hardwood floors, new carpet, a new double oven, and propane cooking and fireplace. Upstairs are three additional bedrooms and two full baths, including an oversized primary suite with a walk in closet and a ensuite featuring a new shower, double vanity, and soaking tub. The hall bath offers a tub and shower combination. The renovated lower level adds even more living space with a fifth bedroom, a new full bath, and a finished recreation area with a walkout sliding door providing direct access to the backyard and pool. The remaining portion of the basement is unfinished, providing excellent storage and additional possibilities for future use. Outside is where this property truly stands apart. A large fenced portion of the backyard surrounds the pool, while a separate fenced garden area and additional fenced pasture provide plenty of options for animals, gardening, recreation, and outdoor living. The property also includes a large metal barn that was previously used for horses. While the stalls have been removed, water, electricity, and some of the existing equipment remain, giving the next owner the flexibility to reconfigure the space for horses, other animals, storage, or a substantial workshop. The widened driveway provides additional space for RVs, boats, horse trailers, and other recreational vehicles. Additional features include an attached two car garage, a updated HVAC system, tankless hot water heater, and owned solar panels to help reduce electricity costs. With over three acres, multiple fenced areas, a pool, barn, pasture, flexible living space, and numerous recent improvements, this Rising Sun property offers a rare combination of country living, privacy, and versatility while still providing the comfort and space of a large Colonial home.

54 Mount Olivet Rd, Rising Sun

Listing courtesy of Cummings & Co. Realtors. Contact:

160 Cliffview Dr, North East
$760,000
4 Beds ⋅ 3 Baths
OPEN HOUSE Saturday October 10th from 1:00 to 3:00. Welcome to 160 Cliffview Drive, located in the highly sought-after waterfront community of Chesapeake Isle. This exceptionally well-built custom home offers 4 bedrooms and 3 full baths, thoughtfully designed to capture beautiful views of the Elk River throughout the property. Inside, you’ll find a warm and inviting interior featuring hardwood flooring, tile, and carpeted areas for comfort and style. The spacious kitchen is a standout, complete with granite countertops, stainless steel appliances, and a built-in wine cooler — perfect for entertaining or everyday living. The impressive great room features a stunning stone propane-fired fireplace, creating the perfect gathering space with both warmth and character. Outdoor living is truly unmatched with six separate deck areas, three equipped with retractable awnings, allowing you to relax and enjoy the river views in every season. After a day on the water, rinse off in the convenient outdoor shower and take advantage of the additional detached garage, perfect for storing boats, kayaks, jet skis, and all your other water toys. The oversized attached garage features a 9"' x 10' and a 10'x10' overhead doors with plenty of room for vehicles, storage, and workshop space. Residents of Chesapeake Isle enjoy access to outstanding community amenities including a waterfront pavilion, sandy beach and swim area, boat ramp with mooring area, and dedicated kayak and canoe access — offering the perfect Eastern Shore lifestyle both on and off the water. Call to set up your appointment today!!

160 Cliffview Dr, North East

Listing courtesy of RE/MAX Chesapeake. Contact:

North East
$750,000
Build your dream home on this beautiful 26.9-acre wooded parcel offering privacy, tranquility, and endless possibilities! Tucked away in a peaceful natural setting, this expansive property backs up to the North East River, providing a unique opportunity to enjoy nature right in your own backyard. An existing driveway extends all the way back through the property, providing convenient access to the acreage and making it easy to explore everything this incredible lot has to offer. Surrounded by mature trees and wildlife, you’ll have plenty of room to create your own private retreat while enjoying the peace and quiet of country living. Whether you’re envisioning a custom-built home, a weekend getaway, or simply a place to escape the hustle and bustle, this property offers the space, seclusion, and natural beauty you’ve been searching for. With 2 Approved Perc Sites already in place, you are one step closer to making your dream a reality! Don’t miss this rare opportunity to own nearly 26.9 acres along the North East River!

North East

Listing courtesy of Integrity Real Estate. Contact:

39 Wood Chip Rd, Elkton
$749,990
4 Beds ⋅ 4 Baths
Welcome to where quality of design meets sophistication. 39 Wood Chip Rd. is located in the prestigious community of the Villages of Elk Nest, one of Cecil County’s most luxurious enclaves of custom homes. As you walk into this gracious and stately home, you are greeted by a grand 2 story foyer. The whole first floor feels as if it is one open space as you easily move through the dining room, kitchen, breakfast, and great room. Each room flows effortlessly into the other giving the whole home an open and airy ambiance. The Kitchen is both an entertainer’s dream and a convenient space for family to gather for meals or just hang out. It features a huge gourmet island with room for 5 bar stools, elegant quartz countertops, a stainless steel farm house sink, GE stainless steel appliances, an abundance of cabinets, a huge walk-in pantry as well as a separate butler’s pantry for convenience. In addition, the first floor also features a private library, perfect for use as a home office or playroom, an arrival center, and a powder room. Finally, do not skip the large great room with its electric fireplace and windows with views of the large wooded home site. Walk up the rear or foyer stairs to the spacious 2nd floor to see the exquisite owner’s suite with its Venetian style en-suite bath and ample walk-in closet. Discover 3 additional bedrooms and a well-designed hall bath. In the basement of this home, DO NOT miss the additional 800 below grade square footage that is included in this price. Imagine the vast space and endless possibilities for entertaining guests, spending quality time with the family, or use this area as a separate place for the kids to hang out with friends. This home is truly one of a kind. Call TODAY for an appointment to see 39 Wood Chip Rd to make this exceptional property YOUR HOME!!! *ASK ABOUT OUR CURRENT INCENTIVES!!!

39 Wood Chip Rd, Elkton

Listing courtesy of Mary Ann Hammel. Contact:

1653 Dixie Line Rd, Elkton
$749,900
4 Beds ⋅ 3 Baths
Where country living meets endless possibilities! Situated on approximately 5.37 acres, this unique property offers the perfect blend of privacy, versatility, and convenience. Whether you've dreamed of homesteading, equestrian living, or simply enjoying wide-open spaces, this property offers the freedom to bring your vision to life! One of the home's standout features is its spacious first-level in-law suite, ideal for multigenerational living or potential rental income. The oversized barn and workshop offer exceptional versatility for agricultural pursuits, storage, or personal projects. Inside, enjoy a beautifully remodeled kitchen with quartz countertops and stainless steel appliances, inviting living spaces with two wood-burning fireplaces, and an impressive primary suite featuring soaring ceilings, a soaking tub, and an oversized tiled shower. The property has also benefited from several significant improvements that add to its long-term value. And the location? The best of both worlds! Enjoy the tranquility of country living near the Delaware–Maryland state line while remaining conveniently close to I-95, shopping, dining, and entertainment. Properties offering this combination of acreage, flexibility, and location are a rare find. Experience country living without compromise and discover the possibilities at 1653 Dixie Line Road!

1653 Dixie Line Rd, Elkton

Listing courtesy of Empower Real Estate, LLC. Contact:

31 N Main St, Port Deposit
$739,000
Welcome to Marigold Manor — a fully operating short term rental business in the heart of historic Port Deposit, Maryland. Originally built in 1902, this Victorian-style property has retained much of its original character and charm, offering guests an authentic historic experience that simply cannot be replicated. The main house features three distinct accommodations: The Sunnyside Apartment (1 bed, 1 full bath), The Kings Quarters (3 bed, 1 1/2 full bath), and The Queen Suite (1 bed, 1 full bath). Guests are welcomed by a large front sitting porch and an open back deck overlooking a peaceful fish pond, ideal for morning coffee or evening relaxation. Across a charming courtyard sits The Cottage — a private, self-contained retreat offering 2 bedrooms, 1 full bath, and a flexible bonus room. A generous gravel parking lot ensures seamless hosting for multiple guests simultaneously. Nestled in the walkable, scenic community of Port Deposit along the Susquehanna River, the property sits just six blocks from a public boat and kayak launch, two miles from Great Wolf Lodge & Hollywood Casino — a major draw for outdoor enthusiasts and weekend getaway seekers alike. This is a truly turnkey acquisition — the property is being sold fully furnished, with all furnishings and appliances included. A complete inventory list is available through the seller's agent. Whether you're an experienced hospitality operator or an entrepreneur seeking a turnkey short-term rental business, Marigold Manor delivers income potential, historic charm, and an unforgettable guest experience.

31 N Main St, Port Deposit

Listing courtesy of Hostetter Realty. Contact:

10 Wrays Way, Rising Sun
$734,999
4 Beds ⋅ 5 Baths
NEW PRICE — $734,999 | Space, Privacy & Exceptional Versatility Discover a distinctive 4 bedroom, 3.5 bath Cape Cod nestled on over 2 acres in a peaceful cul-de-sac in desirable Rising Sun. Combining a private, tree-lined setting with inviting living spaces and exceptional versatility, this thoughtfully maintained home offers room to relax, entertain, and enjoy the best of indoor-outdoor living. An inviting open concept interior welcomes you with rich wood flooring, abundant natural light, and thoughtfully designed living spaces. The gourmet kitchen is appointed with NEW stainless steel appliances, a generous center island, and pantry, creating a beautiful and functional gathering space. The adjoining family room features a gas fireplace, while the formal dining room provides an elegant setting for entertaining and special occasions. The spacious main level primary suite offers a private bath and walk in closet, while the upstairs primary en-suite provides a secluded retreat for family or guests, offering exceptional flexibility and privacy. A well appointed main level laundry room and oversized attached garage including 9ft bay doors and high ceilings with ample storage to further enhance the home's functionality. Beyond the interior, the outdoor spaces truly set this property apart. Multiple porches and gathering areas overlook the private gunite pool and picturesque, tree lined surroundings, creating inviting spaces for morning coffee, afternoon cocktails, summer entertaining, or quiet evenings at home. The high ceilinged lower level expands the home's possibilities with versatile recreational space and a dedicated batting cage, ideal for athletic training, hobbies, fitness, recreation, or additional entertaining. Set against a serene backdrop of mature trees, this property brings together 2+ acres, a private gunite pool, multiple outdoor living spaces, two primary suites, an oversized garage, and expansive lower-level recreation space. The result is a home designed not simply for living, but for enjoying the privacy, flexibility, and lifestyle that come with having room to truly spread out. Live. Entertain. Relax. Repeat. Discover the possibilities and make this exceptional property your own.

10 Wrays Way, Rising Sun

Listing courtesy of Integrity Real Estate. Contact:

233 Woodholme Way, Elkton
$720,000
4 Beds ⋅ 4 Baths
<p><strong>Theater room, custom wet bar, two stone fireplaces, and nearly an acre of wooded privacy!</strong> <p>Welcome to Woodholme in The Village of Elk Neck! Set on a landscaped lot with mature trees, this stone-front colonial combines curb appeal with expansive living space and entertaining amenities.</p> <p>The main level offers formal living and dining rooms, plus a main-floor office. The two-story family room features expansive windows and a floor-to-ceiling stone fireplace, open to the kitchen and breakfast area. The kitchen offers granite countertops, stainless steel and built-in appliances, a center island with seating, and a breakfast area overlooking the rear yard.</p> <p>Upstairs, the owner's suite is a spacious retreat with a sitting area, walk-in closet, and bath with dual vanities, soaking tub, and separate shower. Additional bedrooms offer comfortable accommodations for family or guests.</p> <p>The finished walk-out lower level is a standout: a dedicated theater room with tiered seating and a projector, recreation areas anchored by a second stone fireplace, and a custom wet bar with granite countertops, cherry cabinetry, a built-in sink, microwave drawer, and beverage refrigerator, ideal for hosting guests and game days.</p> <p>Outdoors, an elevated rear deck overlooks the wooded backyard, and a rear patio off the walk-out level creates seamless indoor-outdoor flow. Additional highlights include an oversized garage with custom storage, an owned propane tank, a hardwired security system, and an exterior sprinkler system. The home is served by a private well and a septic system approved for four bedrooms.</p> <p>Conveniently located near shopping, dining, marinas, and local amenities. HOA is approximately $500 annually, managed by Aspen Property Management.</p> <p><strong>IMPORTANT DETAILS:</strong></p> <p><strong>1. THIS IS A SHORT SALE.</strong> If it's been a while since you've come across one, or you're seeing this term for the first time, here's what it means: the sale price is less than what is owed on the mortgage plus the closing costs of the sale, so the Seller's lender must approve the sale along with the Seller. Here is how it works: the Seller reviews and accepts an offer first. The accepted offer is then sent to the lender, which reviews the price and terms and issues its approval. The lender does not begin its review until it has an accepted offer in hand, and its timeline may extend the closing date. Ask your agent for the attached disclosures, which must be signed and submitted with all offers.</p> <p><strong>2. AS IS, WHERE IS.</strong> This property is offered as is, where is, with all faults, and with no warranties expressed or implied. All systems, appliances, and structures convey in current condition. Seller will make no repairs and will not pay any contractor on Buyer's behalf, including repairs required by an appraiser, lender, or loan program; any lender-required repairs are Buyer's responsibility. Inspection reports posted in Bright MLS were prepared for a prior transaction, are for informational purposes only, and are not a representation of current condition. Buyers should account for all condition items in the offer price rather than requesting repairs or credits. Offers must include two separate Maryland state documents: the As Is Addendum and the Short Sale Addendum.</p>

233 Woodholme Way, Elkton

Listing courtesy of Keller Williams Realty Wilmington. Contact:

64 S Shore Rd, Elkton
$699,999
2 Beds ⋅ 3 Baths
Waterfront opportunity on the C&D Canal for the buyer who sees potential and knows how to create value. 64 South Shore Road offers something increasingly difficult to find; waterfront with a private dock, boat lift, impressive views of commercial and recreational marine traffic, and a home that can be enjoyed now while improvements are completed over time. This 2 bedroom, 2.5 bath home offers approximately 1,712 square feet on 1.12 acres overlooking one of the most interesting stretches of waterfront in this region. Three outdoor decks provide excellent vantage points for sunsets, wildlife and boating activity. For the contractor, tradesperson, investor-minded homeowner, or buyer comfortable taking on projects, this property presents opportunity. Update the home at your own pace, personalize it to your tastes, and build equity while enjoying the Eastern Shore waterfront lifestyle from day one. Amenities include new septic system, two-car garage, and private dock with boat lift. This is not a cookie-cutter renovated house. It is a waterfront property with location, boating access, land, views, and the opportunity to make it your own. Conveniently located with access to I-95 and within reach of Wilmington, Philadelphia, and Baltimore, 64 South Shore Road offers a distinctive combination of waterfront living, boating, privacy, and long-term potential. Call for your tour today.

64 S Shore Rd, Elkton

Listing courtesy of BHHS Fox & Roach-Christiana. Contact:

246 Biddle St, Chesapeake City
$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:

143 Clemencia Rd, Earleville
$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:

316 Market St, Charlestown
$675,000
4 Beds ⋅ 3 Baths
This fine example of 18th Charlestown, Maryland awaits its next steward. LINTON HOUSE, ca 1788 is situated in a unique Town setting on the Northeast River. Unique because of its history, historic architecture, maritime amenities and contemporary residences along the Northeast River. Charlestown is truly a fascinating experience. LINTON HOUSE played a dynamic part in the history of Charlestown and the surrounding area. Built by William Linton during the period when Charlestown was the county seat, this fine brick house stands as a handsome reminder of a most important period of America. This two-story, two rooms deep, five-bay, Flemish bond brick residence is a restrained example of high-style Georgian architecture. There are four bedrooms, two and a half baths, high ceilings, seven fireplaces, basement and attic. The center through stair hall entrance, leads to a grand terrace that overlooks the grounds. A modern wing, although not original to the house and built originally as a garage, offers many different possibilities. There is a belt course and molded water table. Large chimneys are set within the gable ends. The almost one-acre grounds include mature trees including two Dawn Cypress and an in-ground, salt-filtered pool. Linton House stands among other important properties .- Indian Queen ca 1742, Red Lyon Tavern, ca 1755 and Paca House, ca 1753. Paca was father of the Wm Paca who was a signer of the Declaration of Independence and first Governor of Maryland. One can imagine the "traffic" on this historic Post Road. The most recent owners enhanced their lifestyle with a master bath, hall bath, laundry on the bedroom level and modern closets. All-important and essential additions. There is also central air conditioning. The kitchen is a handsome surprise. CHARLESTOWN, was founded in 1742 by the Act of Maryland Assembly "to encourage Trade and Navigation as a means of promoting happiness and increasing the riches . . . there being yet no town settled at or near the head of the Chesapeake Bay." Because it was, also located along the "Post Road" between Philadelphia and Mr. Vernon, George Washington visited often. At that time, it featured several inns and taverns. A busy and most important route. Charlestown was named in honor of the Right Honorable Charles, Lord Baron of Baltimore. Charlestown is a different "busy". now. Life along the River with a thriving marina, boat ramps, a local pub and a fine restaurant - The Wellwood - Charlestown attracts summer river activities. It "rests" off season to enjoy its historic nature. There are museums, a church and a river walk all within its historic district. The charming Town Hall is the restored schoolhouse. A family of Osprey high above the cross roads entering Town welcomes visitors and announces one's arrival.

316 Market St, Charlestown

Listing courtesy of Maryland Heritage Properties. Contact:

Tbd White Spruce Way, Conowingo
$672,990
4 Beds ⋅ 3 Baths
THIS HOME IS TO BE BUILT! NO MODEL HOME ON SITE! As you walk into the beautifully designed Danville 2 you are greeted by a large open foyer. The whole first floor feels as if it is one open space as you easily move through the library, dining room, great room, breakfast nook, and kitchen. Each room flows effortlessly into the other giving the whole home an open and airy ambiance. The Kitchen has a tremendous amount of space, plenty of cabinets, and a walk-in pantry, making storage and organization plentiful and entertaining easy and manageable. The first floor also features a private home office, with the option of converting it a guest room suite - complete with a full bath, and an arrival center with a generous amount of options that this area can be customized to suit your wants or needs. The second floor includes the Owner's Suite, 3 additional bedrooms, all with walk-in closets, a full bath, loft, and a comprehensive laundry room full of counter space. The Owner's Suite with an expansive bedroom flows into a hallway with dual walk-in closets to the Owner's Bath. The Owner's Bath comes standard with two separate vanities, a large tub and shower, a water closet, and a reach-in closet. Additional Owner's Bath options include a Roman-style, with more open shower nestled within an alcove with a tiled bench seat, and a Venetian-style bath, that features a deep, enclosed shower and expanded walk-in closets. The second level has ample space to accommodate an optional additional bedroom, in place of the loft, hall bath and laundry room. We have 10 beautiful country homesites with rolling hills available ranging from .67-16.7 acres. Don't miss this opportunity to have a large lot with a gorgeous new home built to your wants and needs! Nestled in the heart of Maryland, Conowingo is a captivating city that effortlessly combines small-town charm with a strong sense of community. Delight in the vibrant local farmers market, charming restaurants nearby, and experience the joy of its welcoming local playground and dog park only a short drive away. With convenient access to marinas, unique boutique shopping destinations, well-connected major highways, and proximity to world-renowned hospitals, Conowingo is a haven of both tranquility and modern convenience.

Tbd White Spruce Way, Conowingo

Listing courtesy of Mary Ann Hammel. Contact:

2316 Theodore Rd, North East
$670,000
4 Beds ⋅ 3 Baths
***** SELLER IS OFFERING TO CONTRIBUTE 1% TOWARD A MORTGAGE RATE BUY DOWN TO HELP MAKE MONTHLY PAYMENTS MORE AFFORDABLE!! DON'T MISS OUT ON THIS OPPORTUNITY!! ***** A little piece of Paradise on your own 10.20+- Acres surrounded by woods & stream for the outdoor enthusiast that enjoys taking walks or want to hunt on THEIR own land....includes 2 hunting blinds that stays! If you just want to relax, then you will LOVE the beautiful landscaped yard that has gorgeous flowers, fruit trees & raised garden beds to grow your own veggies and comes with it's own compost containers! A 24x32x10 POLE BARN with a wood burning stove, cabinets, work bench, 100 amp electric & Dust to Dawn lights & motion detectors all set up for the person which loves to TINKER or just want to have their own space to do their own thing! Large shed in back yard 10 x 12 for outside storage! 1000 LP tank...owned by owners...use whomever you wish without being tied to one vendor. There is just so much, much more to say about this property ...... I haven't even started on the inside.....It's IN BEAUTIFUL CONDITION!! Another GREAT FEATURE about it.....(what so many people looking for these days).. EN-SUITE, designed for someone that want to have their own space and privacy! All appliances stays up and down! 2-sets washers/dryers; 2 microwaves, 2 refrigerators; 2 stoves, Sprinkler System throughout home with its own water storage tank. FEEL FREE TO GIVE ME A CALL IF ANY QUESTIONS!! IT'S A BEAUTY AND YOU WILL WANT TO CALL THIS ONE HOME!!

2316 Theodore Rd, North East

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

17 Hamer Rd, Elkton
$669,900
4 Beds ⋅ 3 Baths
If you are looking for a meticulously maintained home in a fantastic neighborhood, this is the home for you! Sitting on just under 2 acres, this 4 bedroom 2.5 bath colonial has recently been renovated and shows like a model home inside! The very large eat-in kitchen has white, soft-close cabinetry, quartz counters, stainless appliances, a large center island and walk-in pantry. Kitchen also has doors leading out to a large composite deck that overlooks the backyard. There is a formal dining room, family room, living room, and mud/laundry room on the main level as well. Upstairs is the owner's suite with updated bathroom and walk-in closet, 3 more bedrooms and another full bath. Plenty of parking in the 2 car attached and the detached 3 car garage with stairs to an unfinished space that would make a great man cave or office! Calvert and Rising Sun School Districts (buyer to verify).

17 Hamer Rd, Elkton

Listing courtesy of Remax Vision. Contact:

Tbd White Spruce Way, Conowingo
$651,990
4 Beds ⋅ 3 Baths
PROPOSED CONSTRUCTION, THIS HOME IS NOT BUILT! COME CHOOSE YOUR LOT, FLOOR PLAN AND OPTIONS! As you walk into the gracious Salem you are greeted by a large open foyer. The whole first floor feels as if it is one open space as you easily move through the dining room, kitchen, breakfast, and great room. Each room flows effortlessly into the other giving the whole home an open and airy ambiance. The Kitchen has a tremendous amount of space with a plethora of cabinets, a butler pantry with adjourning walk-in pantry, and a kitchen island; therefore making storage and organization plentiful and entertaining easy and manageable. The first floor also features a private library, perfect for use as a home office or playroom, an arrival center, and a powder room. Add even more comfort and luxury to the first-level spaces with optional add-ons like a gas fireplace in the great room, a large gourmet kitchen island, a wet bar in the butler pantry, or expand the dining area by adding an optional Sunroom. The second floor includes the Owner's Suite, 3 additional bedrooms, a full bath, loft, and laundry room with ample counter space. The Owner's Suite with an expansive bedroom features a dual-area walk-in closet. Through double doors, you find the Owner's Bath, which has double vanities, a large shower, and a water closet. The second level loft has optional floorplans to accommodate a 5th bedroom or to extend the Owner's Suite through to an attached Owner's Retreat, with enough space for use beyond its intention. This home design offers a wide variety of options and extensions making it easy to create the home of your dreams. We have 10 beautiful country homesites with rolling hills available ranging from .67-16.7 acres. Don't miss this opportunity to have a large lot with a gorgeous new home built to your wants and needs! Nestled in the heart of Maryland, Conowingo is a captivating city that effortlessly combines small-town charm with a strong sense of community. Delight in the vibrant local farmers market, charming restaurants nearby, and experience the joy of its welcoming local playground and dog park only a short drive away. With convenient access to marinas, unique boutique shopping destinations, well-connected major highways, and proximity to world-renowned hospitals, Conowingo is a haven of both tranquility and modern convenience

Tbd White Spruce Way, Conowingo

Listing courtesy of Mary Ann Hammel. Contact:

511 Rock Church Rd, Elkton
$650,000
3 Beds ⋅ 5 Baths
Spacious Ranch situated on a desirable, 2.42 acre corner lot with two separate entrances! The driveway off Brick Hill Road provides access to the main residence with sunroom, 2.5 baths, basement and one car garage (basement level). The driveway off Rock Church Road leads to the detached garages with 2,548 sq ft includes: 4 bays and one oversized bay for possibly a motorhome, plus an office/workshop space, 200 AMP CBs, water and walk-up stairs to attic/storage space. The apartment, which is attached to the main residence, features a separate entrance, two full baths, hardwood floors, a laundry room and it's own private basement and garage (basement level). Large deck across the back of the home overlooking the rear of the property. More info and pictures to come.

511 Rock Church Rd, Elkton

Listing courtesy of RE/MAX Associates - Newark. Contact:

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