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411 Merganser Ct, Chester
$280,000
2 Beds ⋅ 2 Baths
Welcome to 411 Merganser Court, a charming 2-bedroom, 2-bath condo in the sought-after Bayside community. This well-maintained home features a cozy gas fireplace, hardwood floors, newer carpet in bedrooms, an updated water heater within the last year and offers the perfect opportunity to enjoy the Eastern Shore lifestyle at an affordable price.Come and check out what this condo has to offer! Enjoy resort-style amenities including a community pool, tennis courts, and more, all just steps from your door. Plus, you're within walking distance to local marinas, waterfront restaurants, shopping, and entertainment. Whether you're looking for a year-round residence, weekend getaway, or low-maintenance living, this Bayside gem is ready for you!

411 Merganser Ct, Chester

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

210 Groff Rd, Millington
$279,999
3 Beds ⋅ 1 Baths
Back on the market! Price Reduction! Amazing remodel! Home is a 3-bedroom, 1 bath home in Millington, MD with easy access to Rte. 301 for any daily commute! There is an additional room that could be used as a 4th bedroom or an office. Home sits on a half-acre of property with a huge side yard for any new buildings or storage needs. Home has well and septic so no quarterly water and sewer bills! Updates include a completely new kitchen with stainless steel appliances and quartz countertops, new wood style LPV flooring, new HVAC, metal roof, front porch, back deck, new ceiling fans, recessed lights, new water treatment system, newer septic, newer well pump and newer bladder tank. This place shines beautifully! Build equity! Pay a mortgage for less than you can pay rent! Make your appointment today and see all that this home has to offer. Call Lori for your private tour!

210 Groff Rd, Millington

Listing courtesy of RE/MAX Chesapeake. Contact:

15 Mariners Way Unit A-1, Stevensville
$265,000
2 Beds ⋅ 2 Baths
Chesapeake Waterfront Lifestyle Without the Waterfront Price Tag! Welcome to a beautifully transformed retreat in Kent Cove, where easy coastal living meets the comfort and convenience of a thoughtfully updated home. This exceptional 2-bedroom, 1.5-bath townhouse offers a rare opportunity to enjoy water views, community water access, multiple docks, resort-style amenities, and expansive outdoor living—all in a peaceful Stevensville setting just one minute from Routes 301/50. From the moment you arrive, you'll notice that this isn't your typical townhouse. Extensively updated and lovingly maintained, the home received approximately $25,000 in improvements in 2018, including a complete kitchen renovation, updated bathrooms, new flooring throughout, stainless steel appliances, granite countertops, fresh paint, updated water-heater components, and a custom cabinet niche/coffee station in the dining area. An additional $3,000 in improvements was completed in 2026, keeping the home fresh and move-in ready. The heart of the outdoor experience is the new 8' x 22' Trex deck—a substantial private entertaining space designed for morning coffee, evening cocktails, outdoor dining, or simply enjoying the peaceful Kent Cove surroundings. A second front deck opens to a relaxing common area, while the semi-private common area behind the home creates an additional sense of privacy and space. And then there's the water. Enjoy water views and community access to the water, with three community docks providing opportunities to take in the scenery and enjoy the Eastern Shore lifestyle. Whether you're looking for a peaceful place to unwind after a long day, a weekend escape, or an easy-care home where you can enjoy the outdoors without the responsibilities of a larger property, Kent Cove delivers. The community's amenities add exceptional value and convenience. The $522 monthly HOA fee includes water and sewer, twice-weekly trash pickup, snow removal, maintenance of common areas, exterior townhouse maintenance, a community pool, and access to three docks. It's a lifestyle designed to let you spend less time maintaining a property and more time enjoying it. A detached one-car garage provides valuable storage and parking, while the two-level layout offers comfortable separation between living and private spaces. Best of all, you get the tranquility and character of Eastern Shore living while remaining incredibly convenient to major commuter routes. Routes 301/50 are just one minute away, putting the Bay Bridge, Annapolis, shopping, dining, and everything Stevensville has to offer within easy reach. Updated. Waterfront-oriented. Turnkey. Low maintenance. Convenient. If you've been waiting for an opportunity to enjoy the Kent Island lifestyle without taking on the price and upkeep of a detached waterfront home, this is the one to see. Come experience the views, the decks, the water, and the unique sense of community that make Kent Cove such a special place to call home.

15 Mariners Way Unit A-1, Stevensville

Listing courtesy of RE/MAX Plus. Contact:

101 Bufflehead Ct, Chester
$250,000
2 Beds ⋅ 2 Baths
Welcome to easy, low-maintenance living in the sought-after Bayside community of Chester! This beautifully maintained 2-bedroom, 2-bathroom condo offers the perfect combination of comfort, style, and convenience. Gorgeous hardwood floors flow throughout, while the spacious family room, kitchen, and dining area create an inviting layout perfect for everyday living and entertaining. Both bedrooms offer generous space, with the primary suite featuring a walk-in closet and private full bathroom. Enjoy the fresh air and beautiful weather from your private deck, while convenient in-unit laundry adds to the ease of everyday living. The Bayside community offers fantastic amenities, including a clubhouse, fitness center, and outdoor pool, along with easy access to the Cross Island Trail for walking, running, and biking. Conveniently located just minutes from local dining, shopping, and the Chesapeake Bay Bridge. Don't miss your opportunity to enjoy all that Kent Island living has to offer!

101 Bufflehead Ct, Chester

Listing courtesy of The KW Collective. Contact:

122 Pond Way, Church Hill
$249,900
3 Beds ⋅ 3 Baths
Welcome to 122 Pond Way in Church Hill's sought-after 55+ community! This well-maintained home offers comfortable, low-maintenance living with a thoughtfully designed floor plan and pride of ownership throughout. The home is in excellent condition, making it truly move-in ready for its next owner. Enjoy spacious living areas, a bright and inviting atmosphere. Located in a peaceful community designed for active adults, residents can enjoy a relaxed lifestyle while remaining close to shopping, dining, healthcare, and the charming towns of Maryland's Eastern Shore. For added peace of mind, the seller is including a one-year home warranty for the buyer. Don't miss this opportunity to own a beautifully kept home in one of Church Hill's desirable 55+ neighborhoods. Schedule your private tour today!

122 Pond Way, Church Hill

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

214 Broad St, Crumpton
$249,900
3 Beds ⋅ 2 Baths
Opportunity awaits in Crumpton! This 3-bedroom, 2-full-bath single-family home offers plenty of space, parking, and potential for the buyer with vision. The home has seen some updates over the years but would benefit from a modest renovation and additional updating to truly bring out its full potential. The property features a welcoming front porch, fenced rear yard, generous storage throughout the home, and additional storage in the sheds. The second level offers an especially large rear area, providing flexibility for a variety of uses. With ample off-street parking and a solid layout, there is plenty to work with. Bring your ideas and make this house your own. With the right vision and improvements, this property could be transformed into a stunning home. Don't miss the opportunity to create something special in Crumpton!

214 Broad St, Crumpton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

17 Mariners Way Unit 17-2, Stevensville
$249,900
2 Beds ⋅ 2 Baths
Welcome to this charming two-bedroom, one-and-a-half-bath townhouse, thoughtfully designed for comfortable everyday living in a welcoming waterfront community. A traditional floor plan showcases engineered flooring, plush carpeting, and ceramic tile in select areas, creating a warm and inviting atmosphere throughout. The well-appointed kitchen features coordinating appliances, including a dishwasher and microwave, providing both style and functionality for everyday living and entertaining. Convenient main-level laundry enhances the home's practical appeal, while a dedicated location for a pellet stove—with chimney piping already installed through the upper levels and roof—offers the opportunity to add cozy supplemental heat. Embrace the waterfront lifestyle with the opportunity to purchase a boat slip for a one-time fee. Boat slips are assigned by unit number and become available for use upon purchase by the unit owner. This home's assigned slip, 17-2, is ideally located on the pier behind the community pool, providing easy access to Thompson Creek and Cox Creek for boating, fishing, kayaking, and countless days on the water. Additional features include an attached garage with a rare service door—an exclusive feature for the only unit in Building 17 with this added convenience—a private sidewalk leading directly to the rear deck, off-street parking, and an overflow guest parking area. Residents also enjoy access to a sparkling in-ground pool and professionally maintained common areas, creating a truly low-maintenance lifestyle. Conveniently located near parks, schools, shopping, dining, and everyday essentials, this home combines comfort, recreation, and waterfront living in one exceptional package. Whether you're relaxing by the pool, heading out on the water, or enjoying the privacy of your own outdoor space, this property offers the perfect place to call home.

17 Mariners Way Unit 17-2, Stevensville

Listing courtesy of Up-County Realty, Inc.. Contact:

1420 Barclay Rd, Barclay
$180,000
Don’t settle for less! If you’ve been searching for space, country living, and freedom from HOA restrictions — all while maintaining convenient access to major routes — this property deserves your attention. Situated on 9+ acres just approximately 3 miles from Rt. 301 in the quaint Town of Barclay, the possibilities here are endless. Partly wooded and rich with mature landscaping, this beautiful property features a charming small stream and offers the perfect setting to build your dream family home. ***Public sewer access is now available and at site for this property. You will just need to connect to your home when ready! As per QAC Director of Public Works, the "pump shell" is already installed on the property and the actual pump is ready to be installed when necessary. NO allocation fee is necessary for a single home on this property*** Current Sewer Service Fee is $73/mo. Looking for less acreage? This parcel may offer subdivision potential, subject to buyer due diligence. An existing trailer remains on the property and is uninhabitable — please do not enter. Trailer to be removed soon!

1420 Barclay Rd, Barclay

Listing courtesy of Benson & Mangold, LLC. Contact:

Touhey Drive, Stevensville
$169,900
This prime residential land parcel, located in the desirable ROMANCOKE ON THE BAY subdivision in Stevensville, MD, offers a unique investment or building opportunity with significant potential for appreciation. Spanning 0.56 acres, this corner lot features wooded areas, providing both privacy and a natural aesthetic that enhances the property's overall appeal. Strategically positioned just about four blocks from the picturesque Eastern Bay, this lot benefits from proximity to water-oriented activities without the premium of direct waterfront ownership. Investors can capitalize on the growing demand for properties near water bodies, making this an attractive option for future development. The community amenities are a standout feature, including a boat ramp, clubhouse, picnic area, and jogging/walking paths. These facilities not only enhance the quality of life for residents but also increase the property's desirability to potential buyers or renters. With super low association fees, investors can enjoy the benefits of community amenities without the burden of high costs. The lot's corner location alongside the South Kent Island walking path provides ample privacy and accessibility, which can be advantageous for future residential building projects. The surrounding area is poised for growth, making this property an excellent long-term investment. As demand for residential properties near water continues to rise, this lot presents a compelling opportunity for those looking to enter the real estate market or expand their portfolio. In summary, this 0.56-acre corner lot in ROMANCOKE ON THE BAY is not just a piece of land; it's a strategic investment in a thriving community with abundant amenities and proximity to Eastern Bay. With the potential for appreciation and the appeal of a water-oriented lifestyle, this property is a must-consider for savvy investors looking to maximize their returns or those seeking to build their dream home.

Touhey Drive, Stevensville

Listing courtesy of Realty Navigator. Contact:

220 Kirbys Landing Rd, Millington
$169,000
3 Beds ⋅ 2 Baths
This property consists of two parcels totaling approximately 1 acre (Map 0001, Parcel 10 and Map 0001, Parcel 19). Nestled along the water’s edge, this unique waterfront opportunity offers the perfect canvas to create your own Eastern Shore retreat. With a beautiful waterfront setting and plenty of possibilities, this property is ready for your vision. Buyer to verify all building and renovation restrictions with the county. This property features a new deep well, new well pump, and new septic holding tanks in 2026. The existing interior of the home has been taken down to the framing and includes 100-amp electrical service, providing a solid starting point for your vision. Outdoor enthusiasts will enjoy everything this property has to offer. Fish for perch, bass, catfish, and snakeheads, or spend the day crabbing from your shoreline. Waterfowl hunters will enjoy the existing duck blind, while everyone will appreciate the stunning sunsets overlooking the water. Whether you're looking for a peaceful weekend escape, a hunting and fishing camp, or the site of your future waterfront cottage, this property offers an opportunity that's becoming increasingly difficult to find.

220 Kirbys Landing Rd, Millington

Listing courtesy of Select Land & Homes, LLC. Contact:

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