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$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:

$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:

$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:

$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:

$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:

$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:

$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 Street, Cambridge

Listing courtesy of Keller Williams Realty. Contact:

$510,000
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:

$180,000
Discover the opportunity to create your custom Eastern Shore retreat with award-winning Bay to Beach Builders, known for their Amish craftsmanship and exceptional attention to detail. Or the lot can be purchased and use your own builder. The Strasburg offers thoughtfully designed single-level living with approximately 1,928 sq. ft., 3 bedrooms, 2 baths, and a spacious open-concept layout ideal for both everyday comfort and entertaining. This home features a welcoming great room, well-appointed kitchen with a generous island, private owner’s suite with walk-in closet and luxury bath, and the option to customize finishes and spaces to suit your lifestyle. Located on Heather Lane in Cambridge, MD, this exceptional 5.99-acre homesite offers rare privacy within a desirable development of newer, high-value residences, near and on the water. Just 15 minutes from historic downtown Cambridge, offering the perfect balance of seclusion and convenience. Choose the Strasburg as shown, or explore a variety of models and custom options to create the perfect home for this expansive and prestigious setting. Concept home pending final approvals.

Heather Lane, Cambridge

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

$165,000
INVESTOR ALERT! PRICE IMPROVEMENT! As well as price improvement seller is willing to provide credit toward roof replacement with an acceptable offer. Rare opportunity to own a duplex, with bottom unit currently occupied! "Downtown" zoning, no flood insurance required and steps away from the up-and-coming waterfront project "Cambridge Harbour". Location, Location Location! Walking distance from Historic downtown Cambridge; including restaurants, marinas and shops. This unique property offers water views of the Choptank River, ample parking, and the convenience of being steps away from businesses while offering that neighborhood feel. The first-floor unit offers two bedrooms, one full bath, kitchen, laundry, dining room and living room with direct access to garage. 2nd/3rd floor unit offers 3 bedrooms with a kitchenette, laundry, full bath, and living room. * Minimum 24 hours notice required for showings.*

206 Maryland Ave, Cambridge

Listing courtesy of Keller Williams Realty. Contact: