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$375,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated 3-bedroom, 2-bath rancher, perfectly situated on more than 1.5 acres with a level, spacious yard, mature trees, and plenty of room to enjoy the outdoors. From the inviting interior to the extensive list of recent improvements, this home offers the ideal combination of comfort, convenience, and peace of mind. The charming kitchen with an efficient layout, features granite countertops, tile backsplash, and new refrigerator, stove, and dimmable recessed lighting (8/25). A built-in microwave was added in 5/23. The separate laundry room off the kitchen can double as a pantry and includes a new washer and dryer (8/25). The dining area off the kitchen has direct access to the deck through sliding glass doors and convenient side-door entry. A generously sized living room offers ample space for a large sectional and additional seating. The spacious primary suite features new dimmable recessed lighting (2025), a walk-in closet, and a private bath with a double-sink vanity and shower. The two generously sized guest bedrooms each offer a special touch—one with a beautiful shiplap accent wall and the other with exquisite wainscoting. The hall bath has also been refreshed with a new vanity countertop and faucet. New laminate flooring in all bedrooms (12/25) adds a fresh, cohesive look. Best of all, many of the major capital improvements have already been taken care of, including the HVAC (7/23), well pump and pressure tank (8/24), hot water heater (12/24), and roof (7/25). These updates provide an added level of comfort and confidence for the next owner. Step outside and enjoy your own private retreat. The expansive deck overlooks the large, level yard and newly added above-ground pool, creating the perfect setting for summer gatherings, relaxing afternoons, and outdoor entertaining. A spacious storage shed provides plenty of room for lawn equipment, pool supplies, and more, while the fenced area adds a safe place for pets and children to play. Conveniently located just 15 miles from Route 50 and downtown Easton and Cambridge, this property offers the best of country-style living with easy access to shopping, dining, services, and everything the Eastern Shore has to offer. With its extensive updates, generous acreage, and inviting outdoor spaces, this is one you won't want to miss!

4151 Whiteleyville Rd, Hurlock

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$685,000
4 Beds ⋅ 3 Baths
**Waiting for the photos to arrive and plan to go active 9/15**Waterfront Living at Its Finest! Situated on 1.2 acres along the shores of beautiful Todds Bay with sweeping views of the Choptank River, this exceptional waterfront property offers the perfect blend of relaxation and recreation. Enjoy stunning water vistas from the comfort of your sunroom, unwind by the cozy fireplace, or step outside to your private dock complete with a boat lift. Spend your days boating, kayaking, paddle boarding, fishing, or crabbing right from your own pier. The property features both a garage and carport, providing ample space for vehicles, boats, and storage. Whether you're seeking a full-time residence or a weekend retreat, this home embraces the very best of Eastern Shore waterfront living. Conveniently located just minutes from charming historic downtown, you'll enjoy easy access to unique shops, local eateries, waterfront dining, and community events. Experience the spectacular sun rise, endless water activities, and a lifestyle centered around the beauty of the Chesapeake Bay region.

1022 River Point Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$200,000
2 Beds ⋅ 1 Baths
Discover the charm of this delightful 2-bedroom, 1-bathroom home nestled in the serene North Dorchester community. Built in 1963, this residence offers a unique character and modern convenience, making it an ideal home for those seeking comfort and tranquility. Find a cozy interior featuring an attic for additional storage. The kitchen comes equipped with essential appliances, including a built-in microwave, dishwasher, refrigerator, stove, and icemaker. The convenience of a washer and dryer on the main floor allows for effortless laundry days. The property boasts a generous 0.34-acre lot, providing ample outdoor space for relaxation and recreation. Enjoy the beauty of nature as the backyard adjoins public land and backs to trees, creating a scenic oasis. The level yard is perfect for gardening, outdoor activities, or simply unwinding. With a corner lot location, you'll appreciate the added space. Parking is a breeze with an attached garage that accommodates two vehicles, along with additional driveway and on-street parking options. Located in a vibrant community, this home is surrounded by numerous neighborhood benefits. The area is known for its friendly atmosphere and strong sense of community, making it a wonderful place to call home. Public services are readily available, enhancing the convenience of daily living. This property is not just a house; it's a place where your memories can be made. Embrace the lifestyle that North Dorchester offers, with its blend of nature, community spirit activities all around. Complete the repairs and bring this home to be a great finished residence of your own! Subject to 3rd Party approval. As- Is! Buyer and Buyer's Agent must do their due diligence to verify all information to include taxes, schools etc.

205 Middle, Vienna

Listing courtesy of Century 21 Harbor Realty. Contact: 4105482100
$899,000
Redevelopment Opportunity L Shaped Lot This commercial property, originally built in 1930 and extensively renovated in 2006, presents a unique investment opportunity. Spanning 1 acre. Three properties, four parcels with Route 50 (Sunburst Highway) access as well as ingress egress from Henry Street. The property is strategically located along a major highway, and also connects with Hensry Street which is an artery into town. The below-average condition offers potential for further improvements or a total demolition and redevelopement. Parking options, including a driveway and parking lot, the property is well-equipped to accommodate high traffic. This asset is ideal for those looking to capitalize on a prime location with significant upside potential in a growing market.

203 Sunburst Hwy, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$425,000
6 Beds ⋅ 3 Baths
Welcome to your own private slice of Maryland's Eastern Shore! Nestled on over 8 acres in picturesque East New Market, this one-of-a-kind country estate offers the perfect blend of space, functionality, and rural charm. Originally built in 1974, the home was thoughtfully expanded in 1999 with a spacious Colonial addition, creating an impressive residence featuring 6 generously sized bedrooms and 3 full bathrooms—ideal for large families, multigenerational living, or anyone who appreciates room to spread out. The heart of the home offers multiple living areas, a formal dining room, and abundant natural light, while the attached two-car garage provides everyday convenience. For hobbyists, mechanics, contractors, farmers, or entrepreneurs, the property truly shines with two massive detached workshop/garage buildings. These versatile structures provide exceptional storage, workspace, equipment housing, or the opportunity to operate a home-based business. Step outside and experience everything country living has to offer. More than 7 acres are currently utilized for crop production, making the property ideal for hobby farming, homesteading, horses, or continued agricultural use. Enjoy harvesting fresh peaches, pears, and grapes from your own fruit trees and vines, while the expansive grounds offer endless possibilities for a large vegetable garden, additional orchards, or recreational space. Relax on the welcoming front porch with your morning coffee or entertain family and friends on the rear patio while taking in peaceful views of the surrounding farmland and open skies. Located just minutes from the historic town of East New Market and a short drive to Cambridge, the property provides convenient access to shopping, dining, schools, healthcare, and outdoor recreation, including the Choptank River, Blackwater National Wildlife Refuge, boating, fishing, hunting, and numerous public parks. Commuters will also appreciate easy access to Maryland Routes 14, 16, and 50, connecting you to the Chesapeake Bay, Easton, Salisbury, and Delaware beaches. If you've been searching for acreage, privacy, workshop space, and a spacious home with unlimited potential, 5640 Thompsontown Road delivers a rare opportunity to enjoy the best of Eastern Shore living.

5640 Thompsontown Rd, East New Market

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$480,000
4 Beds ⋅ 3 Baths
. Searching for a historic primary residence, vacation home, potential Airbnb or Eastern Shore retreat with modern updates and Chesapeake Bay lifestyle? This is it. Custom remodeled inside and out. Built in 1910 and situated in the Cambridge Historic District on Maryland's Eastern Shore, 1109 Locust Street delivers 2,228 finished square feet of beautifully updated living space across three levels. This 4-bedroom, 3 full-bath home includes a finished attic with a window and closet 7'ceilings, ideal for use as a potential fifth bedroom or home office, and a convenient first-floor bedroom and full bath. The fully reimagined chef's kitchen features a professional style gas range with hood exhaust, counter depth French door refrigerator with freezer drawers, pro-style dishwasher, large porcelain farm sink, premium cabinetry with walnut butcher block countertops, a dedicated beverage and coffee bar with ice machine, wine cooler, and filtered water sink, plus a separate walk-in pantry. Exactly what you want after a day on the water. Custom crown molding. Major updates include a new roof installed August 2023, dual electric heat pumps, natural gas on-demand tankless water heater, and a natural gas fireplace. Second-floor laundry, EV charging station, and off-street parking with rear alley access round out the practical upgrades. Outdoor spaces are built for real life and weekend living. A screened-in rear porch with a built-in grilling station and exhaust hood, a backyard workshop, and a potting shed make this property as functional as it is charming. Located outside the flood zone on a 0.24 acre lot. Lot is ideal for additional building. Steps from the Cambridge Municipal Marina and the Choptank River, with easy access to Blackwater National Wildlife Refuge, downtown Cambridge waterfront dining, boutique shops, and galleries. Whether you are launching a kayak, crabbing, pulling into the marina, or simply watching the sunset over the water, this location delivers the Eastern Shore lifestyle year-round. Only 45 minutes to Annapolis, Maryland, and under two hours to Washington D.C. and Baltimore. This is Eastern Shore living without compromise.

1109 Locust St, Cambridge

Listing courtesy of CENTURY 21 New Millennium. Contact: 7037537910
$297,000
The most significant hurdle to building on waterfront is permitting for permit septic. This property already has PUBLIC SEWER. This rare offering is 1.8 acres on two combined deeded waterfront parcels situated on the quiet and serine Little Choptank River. Build your dream home or invest. 1609 comes with a current tidewater buffer setback variance (BOA Case #2109), allowing for the construction of a dwelling inside the typical 100-foot setback. Most importantly, this variance does not expire and transfers directly to the new owner, providing a unique "plug and play" opportunity that is nearly impossible to find. Call me today to learn more.

1609 Heliport Rd, Woolford

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400
$275,000
3 Beds ⋅ 1 Baths
Escape to the peace and privacy of Maryland's Eastern Shore with this charming ranch-style home situated on 2 acres of land. Offering comfortable one-level living, this well-maintained property features 3 bedrooms, 1 full bath, and a spacious layout designed for everyday living. Inside, you'll find a thoughtfully updated interior with modern touches while maintaining the home's warmth and character. Recent improvements include a newer roof and siding, providing added value and peace of mind. Outside, the oversized detached 2-car garage offers endless possibilities for vehicle storage, hobbies, a workshop, or recreational equipment. The expansive lot provides plenty of room for gardening, outdoor entertaining, pets, and enjoying the surrounding countryside. With no HOA restrictions, ample parking, and room for boats, RVs, trailers, or additional outdoor toys, this property offers the freedom and flexibility many buyers are seeking. Conveniently located near Cambridge and Route 50, you'll enjoy easy access to shopping, dining, healthcare, and all the recreation the Chesapeake Bay region has to offer. Whether you're looking for a full-time residence, a weekend retreat, or a property with space to spread out and enjoy country living, this Eastern Shore gem is ready to welcome you home.

3714 Hicksburg Rd, East New Market

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$419,000
4 Beds ⋅ 3 Baths
Think you have seen this home?...better LOOK AGAIN!! This home has been refreshed inside and out and is simply stunning! From the moment you step inside you will notice the fresh, coastal design that welcomes you home. You will find light, airy hardwood floors throughout the home and a beautiful kitchen featuring furniture-finished cabinetry and upgraded counter tops, and ceramic tile floor. The breakfast bar has seating for up to five plus there's an additional breakfast area that is drenched in sunlight. The kitchen blends seamlessly into the family room featuring high ceilings, a gas fireplace, and custom built-in server cabinetry. This home features a spacious first floor owner's bedroom suite with soaking tub and walk in shower, plus a second bedroom with full bath and even a separate den/office. First floor laundry. Relax in the sun room overlooking the backyard or step out onto the covered rear porch and patio. Take the staircase up to the second floor to find 2 more huge bedrooms with a connecting "Jack and Jill style" full bath #3. This exceptional home features over 3700 Sq ft of quality built, craftsman style living space! The community of Longboat Estates is everything shore life should be! It is a beautiful community! An active, yet relaxing place to call home offering homeowners exclusive amenities to enjoy shore life... you will find the beautiful dock with 2 piers on Jenkins Creek leading out to the Choptank River. Bring your boat, kayak, fishing and crabbing gear. You and your family will love it here! Quality construction by Lennar.

123 Regulator Dr N, Cambridge

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$289,000
3 Beds ⋅ 4 Baths
Your Eastern Shore dream home WITH A DEEDED MARINA SLIP awaits and is priced to sell in the gated community of Deep Harbour in historic Cambridge, Maryland! This large end unit located just steps from the community pool complex features over 2,400 sq ft of sunlit living space with high ceilings, custom window treatments, a large owner's suite, and ample free parking across from your private driveway and garage! A BRAND NEW HVAC SYSTEM WAS JUST INSTALLED FEB. 2026 - and this new $15K system includes a 10 year manufacturer warranty! This meticulously maintained former model home is owned by the original owners. The spacious living area on the second level is bathed in sunlight from the many large windows and a bay window bump-out. Ceramic tile flooring lines the sunroom and eat-in kitchen with island, stainless steel appliances, and large pantry. Updated wide plank LVP flooring completes the living room with multiple seating areas for entertaining or relaxing, a half bath and closet for storage. The top floor has 3 bedrooms with recently installed carpet and 2 full bathrooms connected by a hallway with LVP flooring and a linen closet. Decorating options are endless in the owner's suite that includes a sitting area with large windows adorned with custom window treatments including blackout blinds, a walk-in closet, and a bathroom with double sinks, a soaking tub, and a walk-in shower. Recently installed berber carpet lines the wide stairways leading from the hardwood flooring greeting you at the entry in the foyer. The first floor features a half bath and a den/guest room along with an exercise room/office with slider to the back patio and community pool, as well as the laundry and utility closets, and access to the large garage with storage area and brackets for your paddelboard and bikes. It's a quick walk or ride to the marina and riverwalk where you have private access to your own deeded boat slip (Slip #3) with association-provided water and electric where you can dock boats up to 33 feet in length. So in addition to enjoying all of the Deep Harbour community amenities, local Cambridge shops and restaurants, and nearby parks and beaches, you can enjoy boating on the Choptank and Chesapeake from your own slip! Whether you're looking for a relaxing vacation home, a homebase for coastal adventures from the Bay to the Ocean, or a poolside escape, you'll have ample free time to enjoy it all with no lawn maintenance and security features like an in-house sprinkler system, alarm system , and fire hydrant right out front all within the gated community. Homes with deeded boat slips aren't often available so visit 322 Shipyard and Slip 3 at the marina today! Monthly water and sewer is a flat rate of $73.20; the $431 association fees represent monthly cost for townhome and $151.00 represent monthly fees for marina slip; see list for additional inclusions; a capital contribution fee may apply; your agent can share information on amenities, HOA/Condo fees, and deferred water/sewer payments from disclosures. All measurements listed are estimated by CubiCasa; buyer and their agent to confirm all measurements, fees, association requirements, tax and school information.

322 Shipyard Dr Unit #82, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$35,000

5226 Heron Rd, Cambridge

Listing courtesy of Blufin Realty, LLC.. Contact: 2406886645
$489,000
3 Beds ⋅ 2 Baths
9 West End Avenue - a perfect blend of sophistication and tranquility. #9 is proudly sited on the corner of West End Avenue and Hambrooks Blvd...just 5 houses from the banks of the mighty Choptank River! Now is the perfect time to host an upstairs porch party with views of the beautiful river. # 9 has been quietly owned by a professional couple from DC for almost 20 years. You can see the subtle city influence in various details of every room, but, more importantly, you can glimpse the wife's artistic attention to minute details throughout this charming haven. Charles Goebel, a highly-respected Easton architect designed the renovations and additions. The work was flawlessly executed by esteemed Cambridge builder Thom Huntington. The renovations included a new Living Room, a glamorous first-floor bathroom, and generously-sized porches on the first floor, covered by a gull-winged roof. The outstanding spacious kitchen features a multitude of light sources, a top-of-the-line propane range with hood, a built-in microwave drawer, and beautiful Carrara marble countertops and backsplash. A pass-through bar area to the dining room provides a great casual seating arrangement in addition to the formal dining room. The upstairs second floor offers 3 bedrooms and a full bath but the most captivating aspect of the 2nd floor is the beautiful balcony off the central hall. The balcony has views of the river and the beautifully landscaped garden. In total, there are 4 outdoor porches and balconies. The back garden is an amazing oasis of specimen plantings and magnificent trees. The well-placed potting shed makes gardening a delight. The front porch's trompe l'oeil floor and sky ceiling were designed and painted by Mike Rosato, a locally acclaimed artist whose work can be found throughout the city and in numerous museums throughout the country. #9 West End's location is ideal for strolling to the Farmers Market or the Cambridge Yacht Club and is just a short walk to all of the downtown restaurants, galleries, and shops. The renaissance in Cambridge is alive and flourishing. Please call Mary for additional details and a tour today!

9 W End Ave, Cambridge

Listing courtesy of Compass. Contact: (410) 429-7425
$59,950
Price Improvement — Beautiful Homesite Near the Water in Ferry Farms Take advantage of a rare opportunity to own this 2.20± acre homesite in the sought-after Ferry Farms community. Located just a short walk from the water and the community pier, this property offers a peaceful, private setting bordered by wooded, community-owned open space. The natural surroundings create a tranquil retreat with a scenic, tree-lined backdrop perfect for relaxing and enjoying the outdoors. Whether you’re planning a full-time residence or a weekend escape, this property offers the ideal setting to build your custom home near the water while still enjoying privacy and the beauty of nature. Buyer Notice: Buyers are encouraged to contact the Maryland Department of the Environment (MDE) and Dorchester County Planning & Zoning to confirm all building requirements, including wetlands or Critical Area considerations, possible restrictions, and connection requirements for the community B.I.P. system. Plat, covenants, and restrictions are available in the document section.

814 Cody Dr Unit #LOT 17, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$125,000
Large lot in northern Dorchester County, well located with easy access to Cambridge and Easton for work and play. Delaware not far for tax free purchases. Wooded with mature pine and hardwood in a rural area of open farmland offering privacy. Lot size is 6.51 acres, of which 4.48 is in a forest conservation area, leaving more than ample room of 2.03 acres for your new home and other improvements. (see plat in Documents). Home site is partially cleared. There are deed restrictions for value protection which are not too burdensome. This is a finished lot ready for home construction, Contact Dorchester County Dept of Planning and zoning for permitting

Gravel Branch Rd, Hurlock

Listing courtesy of Sharon Real Estate P.C.. Contact: