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$475,000
Prime Ground-Floor Development Opportunity at One of the City’s Highest-Traffic Intersections Rare opportunity to own and develop what many consider the best and most visible intersection in the city—located at the corner of Washington Street and High Street, the first major intersection entering town from the country. The property is bordered on three sides, including a city-owned paper street with existing infrastructure, offering additional flexibility and potential. Both the Owner and the City are highly motivated to see this site developed. Zoning & Development Potential Recently rezoned to DWDD (Downtown Waterfront Development District) Permitted uses include: Commercial, Residential, Mixed-use Multi-story buildings, Mini grocery store And many other allowed uses. Property Details - Four parcels totaling approx. 61,474 ± sq. ft.. Option to develop the entire site or subdivide and sell portions Existing electric, water, and sewer already on site. Cleared by MDE (documentation available) Location Highlights - Rapidly transitioning neighborhood with new construction and extensive rehabilitation underway 2-minute drive down High Street to historic downtown featuring restaurants, shopping, and preserved architecture One additional minute to the marina, lighthouse, boating, and the waters of the Choptank River. Washington Street provides direct access to Route 50, enhancing regional connectivity Additional Notes - Choose your own development concept or review the owner’s proposed concept (available upon request). This is a rare, high-visibility development site in an up-and-coming area with strong municipal support and flexible zoning—ideal for investors, developers, or mixed-use visionaries. Owner Financing possible for qualified Buyers!

High St, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000

$285,000
4 Beds 3 Baths
***IMPROVED PRICE*** Sellers have found their home of choice and are ready to move! Bring all offers, second price improvement this month! Brand new central heat and air system! Plenty of living space for extended family and packed with upgrades, this beautiful classic Colonial offers exceptional curb appeal and thoughtful updates throughout. The first floor features a bright, open-concept kitchen with recent stainless steel appliances, a new double sink and faucet, and seamless flow into the dining and family rooms—ideal for everyday living and entertaining. A flexible main-level space offers potential for a fifth bedroom, complemented by a conveniently located, recently renovated half bath. A private home office, generous family room, dining area, and laundry room provide all the space today’s buyers need. Upstairs, you’ll find four spacious bedrooms, including a private primary suite with an attached bath. A recently renovated second full bath features plank flooring that continues throughout the second level. Pull-down stairs lead to a floored attic, offering easy access to abundant storage. This home has been meticulously maintained with major updates including a 3-year-old roof, brand-new sump pump,Brand new heat and air system, new under-house lighting, fresh paint, rewired electrical outlets, a 2-year-old water heater, recent air conditioners, and new storm doors at both the front and back. All three baths have new toilets and vanities and fixtures. The kitchen has a new stainless double sink. Step outside to enjoy an entertainer’s dream backyard featuring an 8x10 gazebo, a 16x18 fire pit area, ample parking for guests (6 to 8 cars), and an outdoor shed for additional storage. This charming, classic Colonial is move-in ready and waiting to welcome your family.

807 Bayly Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$615,000
8 Beds 3 Baths
This recently renovated home offers unique flexibility. It sits on a rare TRIPLE corner lot, and the expansive backyard spans two additional lots that may be subdivided. The first floor is beautifully finished with a new kitchen, scullery/laundry, parlor, great room, 3 bedrooms (including primary ensuite) and 2 more bathrooms. Nine rooms on the 2nd floor are ready to be finished as bedrooms, bathrooms, office/gym, etc. The 3rd floor includes additional heated space and storage. Historic charm is showcased throughout with grand front and rear staircases, built-in cabinetry, millwork, wainscoting, pocket doors, architectural radiators, and two original Rumford corner fireplaces. Major upgrades include a new two-zoned central HVAC system along with a high efficiency boiler for hot water and adjustable radiant heating, upgraded 320 Amp electric service (the whole home has been rewired), and updated plumbing. The front entrance has been brought back to the original woodwork with restored leaded glass sidelights and transom. The large front and side wrapped porch have been refreshed. Enjoy ample off-street parking from Choptank Avenue where there is also room for a "carriage house"/garage, workshop, boat storage and/or pool. Are you thinking Country Inn or Bed and Breakfast? A handicap ramp gives access to the porch and front entrance. There is an existing sprinkler system. Within blocks of historic downtown shopping and dining, water access, the Yacht Club, city marina, and waterfront parks. Also, there are nearby marinas that offer travel lifts, maintenance, and offseason storage. Nearby beaches and commuting distances: Assateague Island (61 miles), Rehoboth (65 miles), Ocean City (69 miles), Lewes with ferry to Cape May, and Cape Henlopen (61 miles). Distances to other areas of interest: Blackwater National Wildlife Refuge and Harriet Tubman Museum (11 miles), Saint Michaels (26 miles), Annapolis (58 miles), Washington DC (86 miles), Newark DE (88 miles), Wilmington (98 miles), NY, NY (414 miles). Washington, Newark and Wilmington have Amtrack train stations. Airports and distances: BWI (78 miles), Dulles (117 miles), PHL (115 miles).

709 Church St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800

$199,000
3 Beds 1 Baths
Looking for a fixer-upper with sweeping views of the Chesapeake Bay? This is your chance to own a special piece of Hoopers Island paradise. The property features a 3-bedroom home ready for renovation, along with two outbuildings offering excellent storage or workshop potential. Enjoy breathtaking sunsets over the Chesapeake Bay from the front of the property, while the rear backs to a peaceful creek—perfect for launching canoes or kayaks right from your backyard. Whether you envision a full-time residence, weekend retreat, or second home, this property offers the setting to create your ideal island getaway. Located within the highly regarded K–8 Southern Dorchester School District, this unique waterfront-adjacent opportunity combines stunning views, water access, and endless potential.

1213 Horse Point Rd, Fishing Creek

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011

$225,000
3 Beds 3 Baths
Welcome home to 603 Academy St, a charming 3 Bed, 2.5 Bath home in downtown Cambridge, just blocks from the Choptank River. A spectacular, fully-renovated property that blends everything new with the peace of mind that comes with a top-to-bottom 2025 renovations. Key Home Features & Upgrades: Brand New Systems (2025): Enjoy maximum efficiency and safety with a new roof, new mini split heat and air conditioning systems, new electrical wiring, and new plumbing. Modern Interior: The home boasts all-new LVP flooring throughout and a beautifully renovated kitchen equipped with brand new appliances. The bathrooms have also been fully updated with modern fixtures and finishes. Spacious and Bright with a functional floor plan, ample living space, and charming details. Discover the Cambridge Lifestyle: Cambridge, MD, offers a unique blend of small-town hospitality, rich history, and stunning natural beauty. This historic seaport community is a haven for outdoor enthusiasts, with easy access to the Choptank River and Chesapeake Bay for boating, fishing, and kayaking. Enjoy the local culture in the revitalized downtown area, featuring boutique shops, art galleries, and diverse local cuisine. Year-round community events and festivals like the Taste of Cambridge and the Cambridge Classic Powerboat Regatta. Proximity to the Blackwater National Wildlife Refuge, offering extensive trails for hiking and biking amidst diverse wildlife. This move-in-ready home offers an exceptional opportunity to own a piece of this desirable and growing Eastern Shore town.

603 Academy St, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact:

$210,000
2 Beds 2 Baths
55+ Condominium Living in Historic East New Market Welcome to affordable, low-maintenance living in the heart of historic East New Market. This quiet 55-and-older condominium community offers thoughtfully designed residences perfect for those looking to downsize without sacrificing comfort or quality. Each building features five well-appointed units with spacious layouts, including large kitchen areas and beautifully tiled showers. All units include two full bathrooms, with handicap-accessible showers designed for ease, safety, and long-term comfort. Quality construction and practical design make everyday living both convenient and enjoyable. One building is fully completed with residents currently living in the community, while the second building is under construction. Three one-bedroom units are available now for immediate move-in. Residents enjoy a peaceful setting with a nearby park, ideal for easy walks and outdoor relaxation. Best of all, there is no yard maintenance, allowing you to focus on enjoying life instead of upkeep. Weekend open houses will be held regularly. This is an excellent opportunity for those seeking very affordable 55+ living in a charming small-town setting. Tax amounts are not accurate The first new two bedroom unit is ready for move in. Schedule a tour!

Michaels Way Unit #2E, East New Market

Listing courtesy of Keller Williams Realty. Contact: (443) 746-2132

$199,900
2 Beds 2 Baths
55+ Condominium Living in Historic East New Market Welcome to affordable, low-maintenance living in the heart of historic East New Market. This quiet 55-and-older condominium community offers thoughtfully designed residences perfect for those looking to downsize without sacrificing comfort or quality. Each building features five well-appointed units with spacious layouts, including large kitchen areas and beautifully tiled showers. All units include two full bathrooms, with handicap-accessible showers designed for ease, safety, and long-term comfort. Quality construction and practical design make everyday living both convenient and enjoyable. One building is fully completed with residents currently living in the community, while the second building is under construction. Three one-bedroom units are available now for immediate move-in. Residents enjoy a peaceful setting with a nearby park, ideal for easy walks and outdoor relaxation. Best of all, there is no yard maintenance, allowing you to focus on enjoying life instead of upkeep. Weekend open houses will be held regularly. This is an excellent opportunity for those seeking very affordable 55+ living in a charming small-town setting. Tax amounts are not accurate. The first new two bedroom unit is ready for move in. Schedule a tour

Michaels Way Unit #2D, East New Market

Listing courtesy of Keller Williams Realty. Contact: (443) 746-2132

$199,900
2 Beds 2 Baths
55+ Condominium Living in Historic East New Market Welcome to affordable, low-maintenance living in the heart of historic East New Market. This quiet 55-and-older condominium community offers thoughtfully designed residences perfect for those looking to downsize without sacrificing comfort or quality. The first of the new two bedroom units is available for move in. Schedule a tour. Each building features five well-appointed units with spacious layouts, including large kitchen areas and beautifully tiled showers. All units include two full bathrooms, with handicap-accessible showers designed for ease, safety, and long-term comfort. Quality construction and practical design make everyday living both convenient and enjoyable. One building is fully completed with residents currently living in the community, while the second building is under construction. Three one-bedroom units are available now for immediate move-in. Residents enjoy a peaceful setting with a nearby park, ideal for easy walks and outdoor relaxation. Best of all, there is no yard maintenance, allowing you to focus on enjoying life instead of upkeep. Weekend open houses will be held regularly. This is an excellent opportunity for those seeking very affordable 55+ living in a charming small-town setting.

Michaels Way Unit #2C, East New Market

Listing courtesy of Keller Williams Realty. Contact: (443) 746-2132

$625,000
3 Beds 2 Baths
Situated as the last privately owned property on Maple Dam Road before entering Blackwater National Wildlife Refuge, this 10.54± acre offering occupies an exceptional setting surrounded by refuge lands on all sides. The property lies within thousands of acres of permanently protected public ground, providing unmatched privacy, wildlife presence, and long-term landscape preservation in the heart of Dorchester County. Improvements include a 1,718± square-foot residence powered by a PV solar array, backed by an on-demand 22kw generator delivering efficient and sustainable energy. Climate control is handled by six mini-split systems, with an additional in-box unit conveying with the sale, offering flexibility for future expansion or replacement. The home features two gas fireplaces, with one having an option to burn wood, adding both comfort and versatility. A four-person hot tub is included, creating an ideal space to unwind and watch the sunset. A 30’ x 30’ garage with 14-foot ceilings provides ample room for boats, equipment, and sporting gear. in addition to the large garage, a climate-controlled office/workshop is just steps away from the main house. The land itself is highlighted by natural marsh ponds and wetlands, enhancing habitat and contributing to the area’s outstanding waterfowl hunting and well-established Sika deer population. This property offers a unique opportunity to enjoy legitimate hunting and outdoor recreation from a private home site while being fully immersed within one of Maryland’s most iconic conservation landscapes. Whether used as a full-time residence, weekend retreat, or generational sporting property, Maple Dam Road delivers an exceptional blend of access, privacy, and outdoor heritage that is increasingly difficult to find on the Eastern Shore. A BAT System upgrade plan has been developed to bring BAT/BIP System up to standards. Contact for additional information.

3819 Maple Dam Rd, Cambridge

Listing courtesy of The Land Group. Contact: (410) 934-3478

$199,900
2 Beds 2 Baths
55+ Condominium Living in Historic East New Market Welcome to affordable, low-maintenance living in the heart of historic East New Market. This quiet 55-and-older condominium community offers thoughtfully designed residences perfect for those looking to downsize without sacrificing comfort or quality. Each building features five well-appointed units with spacious layouts, including large kitchen areas and beautifully tiled showers. All units include two full bathrooms, with handicap-accessible showers designed for ease, safety, and long-term comfort. Quality construction and practical design make everyday living both convenient and enjoyable. One building is fully completed with residents currently living in the community, while the second building is under construction. Three one-bedroom units are available now for immediate move-in. Residents enjoy a peaceful setting with a nearby park, ideal for easy walks and outdoor relaxation. Best of all, there is no yard maintenance, allowing you to focus on enjoying life instead of upkeep. Weekend open houses will be held regularly. This is an excellent opportunity for those seeking very affordable 55+ living in a charming small-town setting. The first of the new 5 two bedrooms units is ready for move in! Schedule a tour

Michaels Way Unit #2B, East New Market

Listing courtesy of Keller Williams Realty. Contact: (443) 746-2132

$210,000
2 Beds 2 Baths
55+ Condominium Living in Historic East New Market Welcome to affordable, low-maintenance living in the heart of historic East New Market. This quiet 55-and-older condominium community offers thoughtfully designed residences perfect for those looking to downsize without sacrificing comfort or quality. Each building features five well-appointed units with spacious layouts, including large kitchen areas and beautifully tiled showers. All units include two full bathrooms, with handicap-accessible showers designed for ease, safety, and long-term comfort. Quality construction and practical design make everyday living both convenient and enjoyable. One building is fully completed with residents currently living in the community, while the second building is under construction. Three one-bedroom units are available now for immediate move-in. Residents enjoy a peaceful setting with a nearby park, ideal for easy walks and outdoor relaxation. Best of all, there is no yard maintenance, allowing you to focus on enjoying life instead of upkeep. Weekend open houses will be held regularly. This is an excellent opportunity for those seeking very affordable 55+ living in a charming small-town setting. The first of five new two bedroom is ready for move in. Schedule an appointment today!

Michaels Way Unit #BUILDING 2 A, East New Market

Listing courtesy of Keller Williams Realty. Contact: (443) 746-2132

$339,900
3 Beds 2 Baths
*Sellers will need 30-90 days OR less to find their home of choice. Nestled on 1.89 acres of mostly cleared flat land, this move in ready 3 bed, 2 bath home offers a perfect blend of privacy, comfort and natural beauty. Surrounded by woods, the property provides a peaceful year around retreat but close enough to local restaurants, shops and activities. Spacious open concept living area with a cozy fireplace that flows into a large fully equipped kitchen. This home features 3 beds, 2 full baths and huge heated/air conditioned 12x36 sun room over looking the scenic back yard. A new roof, HVAC system, fresh new carpet and hardwood flooring makes this home a true gem. Outside you will find a 2 car carport along with a detached heated garage. Enjoy the outdoor life that Cambridge offers including fishing, boating, parks and playgrounds!

5622 Ross Neck Rd, Cambridge

Listing courtesy of Samson Properties. Contact: 4433437660

$699,900
7 Beds 3 Baths
THE ORIGINAL HOME OF "CAPTAIN JOHNNIE" BUILT IN 1920 AND TOTALLY RESTORED. EXPANSIVE WATER-VIEWS WITH 300 FEET OF RIP RAP/BULK HEADING. PERFECT FOR YEAR ROUND LIVING, WEEKLY VACATION RENTAL OR VACATION HOME . BEAUTIFUL HARDWOOD FLOORS, FULLY EQUIPPED EAT IN KITCHEN, HUGE FAMILY/GREAT ROOM WITH WALL MOUNTED TV . HOME IS FULLY FURNISHED AND EXCEPTIONALLY EQUIPPED - EVERYTHING EXCEPT POOL/CARD TALBE CONVEYS. DIRECT TV AND HUGHES INTERNET. NIT-RED SEPTIC SYSTEM, HAS BEEN A SUCCESSFUL VACATION RENTAL - CAN PROVIDE DOCUMENTATION. LARGE OUTBUILDING HOUSING BIKES,CANOES AND KAYAKS THAT ALL CONVEY FABULOUS ON LINE ARTICLE AND PICTURES OF HOOPERS ISLAND AND LOCATION "ONLYINYOURSTATE - MARYLAND - MOST SCENIC DRIVE MD

1632 Steamboat Wharf Rd S, Fishing Creek

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937

$239,000
Birds-Birds-Birds... – This unique hunting property, along with an existing church, has the potential to be your dream hunting lodge. This remarkable estate offers a rare opportunity to own your hunting camp in the heart of nature's bounty, bordered on the southern property line by Fishing Bay Wildlife Sanctuary. The property's key feature is its ideal location, nestled in the serene surroundings of Crapo, MD, offering a tranquil escape from the hustle and bustle of modern life. While conveniently close to modern metro centers, it's ideally situated amid some of the best hunting and fishing grounds on the East Coast. The property boasts an existing church that opens up exciting possibilities. Transform it into your hunting lodge, creating a unique and atmospheric retreat for you and your friends. For hunting enthusiasts, this property is a haven for Sika deer and waterfowl. The property is expertly set up for duck hunting and features a long boardwalk that takes you to the duck pond and duck blind in the center of the marsh. And a convenient location in the pines with a deer stand and feeder. Immerse yourself in the natural beauty and abundance of wildlife that surrounds you, creating an unparalleled hunting experience. Take advantage of this rare opportunity to own an affordable piece of paradise. Whether you're a seasoned hunter or looking to establish a nature retreat, this property offers a cost-effective way to make your dreams a reality. This is more than just a property; it's an invitation to immerse yourself in the great outdoors, create lasting memories, and build a unique haven for hunting and relaxation. You can use the opportunity to make 3241 Robbins Rd your private retreat in the heart of nature's wonders. The property consists of two lots. Church: 0.519 acres (See the attached survey plat in documents). The more considerable lot: the tax map indicates 15 acres; however, the survey documents indicate 34.5 acres. (A survey performed by the former owner but not recorded is attached in the documents, indicating 34.5 acres are connected to the documents)

3241 Robbins Rd, Crapo

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011

$470,000
Prime 2.32-acre commercial lot on highly traveled Cedar Street in Cambridge. This is one of the last remaining large commercial parcels in the area and offers excellent visibility with multiple entrances for easy access. Property is fully served by city water and sewer, allowing for straightforward development. Located near the water, condominium communities, and established neighborhoods, this site is ideal for a marine-related business, office space, retail, or mixed-use commercial development. High daily traffic counts make this an exceptional opportunity for a business seeking strong exposure in a growing corridor. Zoned Commercial. A rare chance to secure a premier development site in one of Cambridge’s busiest locations.

Cedar St, Cambridge

Listing courtesy of Keller Williams Realty. Contact: (443) 746-2132

$539,000
A rare opportunity to own a piece of Maryland’s Eastern Shore history! This 3,026 SF commercial property, family-owned and operated for three generations, was originally a 1910 General Store and later became a beloved restaurant in 1994. The building comes fully equipped with all furniture, fixtures, and equipment, including a grease trap, hood, oven, walk-ins, and a new Ansul system. A new roof (2019) ensures lasting peace of mind. The property also features an office & half bath that can be revitalized for use, along with a second floor space that could be converted to apartments. With commercial zoning, and a prior liquor license (eligible for renewal), this property is ideal for a restaurant, café, or local gathering spot. The owners are retiring, ready to pass along this cherished, turnkey space to its next chapter of community success. - Originally a General Store, the building was transformed into a restaurant in 1994 - All furniture, fixtures and equipment convey with sale - All FF&E is fully functional including grease trap, hood, oven, walk ins and new Ansul system - Roof replaced in 2019 - Owner had liquor license in place but let it expire during COVID - Located in the Opportunity Zone

101 N Main St, Hurlock

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440