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18 Sugar Dr, East New Market
$375,000
4 Beds ⋅ 3 Baths
Welcome to 18 Sugar Dr, where a breezy front porch, spacious layout, and inviting backyard make it easy to feel at home! Recently painted and featuring vinyl plank flooring throughout, this charming Cape Cod blends comfortable living with thoughtful updates. Cathedral ceilings enhance the open feel, and a new gas fireplace is scheduled to be installed on December 8th, adding warmth and character to the living room. The spacious, open kitchen features updated cabinetry, appliances, and stone countertops, with room for a dining table and plenty of space to gather. The first-floor primary suite offers a walk-in closet and private bath with a walk-in shower. An additional main-level flex room provides options for a home office, hobby room, or guest space. Upstairs, you’ll find three additional bedrooms and a full bath. Step outside to enjoy the rear deck and a backyard fully enclosed by vinyl privacy fencing—ideal for relaxing, entertaining, or letting pets play. A huge backyard shed with a wood stove offers excellent space for storage, projects, or hobbies, while the attached carport adds covered parking or additional storage. Out front, the welcoming porch is the perfect spot to catch a breeze and unwind. The HVAC system was replaced in April 2022. With a park just around the corner and a location approximately 10 minutes from Cambridge, Preston, and Hurlock and 30 minutes from Easton, this home brings together space, versatility, and everyday convenience. Come see everything 18 Sugar Dr has to offer!

18 Sugar Dr, East New Market

Listing courtesy of CR Realty. Contact:

15 Buckland Pkwy, East New Market
$399,900
4 Beds ⋅ 3 Baths
Welcome to this stunning brand-new construction by Koski Building & Construction. This 2-story Cape Cod–style home offers thoughtfully designed living space with a beautiful open floor plan and high-quality finishes throughout. Step inside and you’ll find durable LVP flooring that flows throughout the home. The first floor features a spacious living room and a gourmet kitchen with stainless steel appliances, Taj Mahal quartz countertops, and a walk-in pantry with custom built-in shelving. The kitchen and dining area seamlessly connect, making it perfect for both everyday living and entertaining. The first-floor primary suite offers comfort and style with a walk-in closet, ceiling fan/light combo, and a luxurious en-suite bathroom that includes a vanity with quartz countertops and a walk-in tile shower. Additional conveniences on the main level include a laundry/mudroom with washer and dryer, coat closet, and a half bath with quartz vanity. Upstairs, you’ll find an additional living room, three generously sized bedrooms—each with large closets and ceiling fan/light fixtures—and a full bathroom with a tub/shower combo and a vanity with quartz countertops. Enjoy outdoor living on the spacious 6x32 covered front porch or the rear stoop, and take advantage of the attached 24x24 two-car garage. Additional features include an oak tread staircase and a brick foundation, ensuring lasting quality. Don’t miss the opportunity to own this brand-new home in a desirable location—schedule your showing today!

15 Buckland Pkwy, East New Market

Listing courtesy of Coldwell Banker Realty. Contact:

2144 Hoopersville Rd, Fishing Creek
$799,000
6 Beds ⋅ 5 Baths
Private Eastern Shore retreat with panoramic water views! This spacious newly renovated 6 bedroom, 4.5 bath home offers an abundance of room for family, guests and entertaining, with beautiful water views and a peaceful, private setting. Currently operating as an Airbnb and family retreat, the property is on track to generate approximately $40,000–$50,000 in rental income this year, with projected earnings of $50,000+ for 2027. This property offers flexibility for continued short-term rental use, a full-time residence and private getaway. The 40' x 60' pole barn with concrete floor and electric provides ample space for boats, vehicles, equipment, hobbies and storage. Close to marinas and public boat ramps for easy access to boating, fishing and crabbing. Property may convey furnished with an acceptable offer. Enjoy the Hoopers Island lifestyle! Bring your bikes and golf cart, enjoy nearby favorites like Old Salty's Restaurant and Blackwater National Wildlife Refuge.

2144 Hoopersville Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact:

308 Glen Oak Cir, Hurlock
$274,900
4 Beds ⋅ 2 Baths
Welcome home to 308 Glen Oak Circle! This charming two-story Cape Cod offers 4 bedrooms and 2 full bathrooms, providing plenty of space and flexibility for comfortable living. Situated on a 0.26-acre lot, this home features several recent updates, including a newer HVAC system installed in 2024, newer windows from 2023, and a newer roof from 2022. Solar panels add an energy-conscious feature to the property. The classic Cape Cod design offers a functional layout with plenty of opportunity to make the home your own. Outside, enjoy a spacious yard and a welcoming setting in Hurlock. With its classic charm, generous lot, and numerous recent updates, 308 Glen Oak Circle is ready for its next owner. Don’t miss this opportunity to make this charming Hurlock home your own!

308 Glen Oak Cir, Hurlock

Listing courtesy of Wilson Realty & Staging LLC. Contact:

134 Main St, Secretary
$290,000
3 Beds ⋅ 2 Baths
Welcome to small-town living at its best! This charming 3-bedroom, 2-bath, two-story Cape Cod combines classic character with thoughtful updates and inviting outdoor amenities. Inside, you'll find hardwood floors, spacious kitchen with granite countertops, and a stylish subway tile backsplash. First floor Primary Ensuite. A cozy pellet stove adds warmth and charm, creating the perfect spot to relax. Step outside to enjoy the rear fenced yard, rear deck, and hot tub, ideal for entertaining or unwinding after a long day. The property also features an impressive 1½-car detached metal garage/workshop with a covered porch, two overhead doors, and an automatic door opener. Electric and water are already piped and roughed in, making this ideal space perfect for a workshop, hobbies, projects, or additional storage. Conveniently located near a public boat ramp, park, deli/carry-out, fine dining, and entertainment, this home offers easy access to both everyday conveniences and outdoor recreation. The property is also located within the Warwick School District. A wonderful combination of character, outdoor amenities, outdoor amenities and convenient access to recreation this is a must see!

134 Main St, Secretary

Listing courtesy of Mabry Real Estate LLC. Contact:

2503 Legacy Ct, Cambridge
$899,999
4 Beds ⋅ 3 Baths
Cambridge - waterfront paradise on Jenkins Creek, offering direct, easy access to the Choptank River! Nestled on a private lot with a peaceful, country feel, this charming home combines serene Eastern Shore living with the convenience of being just minutes from downtown Cambridge. Step inside to bright, sunlit interiors featuring soaring cathedral ceilings and rich hardwood floors. Cozy up on cool winter evenings by the fireplace/ woodstove, or unwind in the spacious main-floor primary suite, complete with a walk-in closet, updated bath with a walk-in shower, and direct access to the deck through large sliding doors framing picturesque water views. Upstairs, you'll find two additional bedrooms, a full bath, a versatile bonus room or potential fourth bedroom, and generous extra space ideal for storage or future expansion. Outdoor living is truly exceptional, featuring two private decks, a welcoming front porch, and a wonderful screened porch perfect for relaxing or entertaining. The rip-rapped shoreline includes a private dock equipped with water and electricity—ready for your boating and fishing adventures. Complete with an attached oversized garage, this captivating coastal retreat has so much to love!

2503 Legacy Ct, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

1619 Perseus Rd, Cambridge
$1,250,000
3 Beds ⋅ 3 Baths
Welcome to Crump Point, an extraordinary renovated waterfront sanctuary nestled on approximately 5± private acres overlooking the tranquil waters of Church Creek. Offering exceptional privacy and captivating panoramic views, this remarkable property captures the essence of Eastern Shore waterfront living. Thoughtfully designed to embrace its breathtaking surroundings, the 3-bedroom, 2.5-bath residence offers stunning water views from nearly every room. The main level is anchored by a spacious gourmet kitchen featuring an oversized island, creating the perfect space for entertaining or gathering with family while enjoying the picturesque waterfront backdrop. All new stainless steel appliances throughout. The first-floor primary suite provides a private retreat complete with serene waters views, waterside deck, walk-in closet, walk-in shower, and oval soaking tub. Outdoor living is equally impressive with a spacious waterfront deck, screened waterside porch, and an upper-level waterside deck—ideal for morning coffee, evening sunsets, or simply taking in the ever-changing beauty of Church Creek. A private pier offers direct access to the water for boating, kayaking, fishing, and crabbing, while the beautifully landscaped grounds provide ample room to enjoy the peaceful surroundings. Additional features include a circular driveway, attached two-car garage, first-floor split-unit heating and cooling, and second-floor central air with baseboard heat. Whether you’re seeking a full-time residence or a weekend waterfront escape, Crump Point offers a rare opportunity to own an exceptional Eastern Shore property where privacy, natural beauty, and timeless waterfront living come together in perfect harmony.

1619 Perseus Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

201 Wrights Ave, Hurlock
$275,000
3 Beds ⋅ 3 Baths
PRICE IMPROVEMENT! Welcome to 201 Wright Avenue, Hurlock, MD! Offering over 1,700 square feet of living space, this 3-bedroom, 3 full-bath home provides a comfortable layout with room to spread out—all at an affordable price of $315,000. The kitchen has been updated with new appliances, and the bathrooms have been refreshed, making this home truly move-in ready. The spacious living area is centered around a cozy fireplace, creating a warm and inviting gathering space for family and friends. Upstairs, you’ll find all three bedrooms, including a spacious primary suite featuring a large private bath and a walk-in closet. Additional features include a walk-up storage attic, a stone driveway, and a level backyard with plenty of space for entertaining, gardening, or simply relaxing. If you’re looking for a move-in-ready home with generous living space, practical updates, and exceptional value, 201 Wright Avenue is one you won’t want to miss. Schedule your private showing today!

201 Wrights Ave, Hurlock

Listing courtesy of Douglas Realty LLC. Contact:

2404 And 2407 Hoopers Island Rd, Fishing Creek
$575,000
3 Beds ⋅ 2 Baths
Escape to the unspoiled beauty of Hoopers Island, where peaceful waterfront living and world-class fishing, crabbing, and boating are part of everyday life. Situated on a beautifully landscaped 1.06-acre corner lot, this charming 3-bedroom, 2-bath home offers the ideal Eastern Shore retreat with generous indoor and outdoor spaces designed for gathering with family and friends. The heart of the home is a beautifully appointed kitchen featuring granite countertops, abundant cabinetry with under-cabinet lighting, a center island, double wall ovens, gas cooktop, wet bar, and custom wood ceilings. Original pocket doors, warm wood accents, and pellet stoves add timeless character throughout, while the spacious sunroom with skylights and a stone hearth creates a cozy place to unwind year-round. Upstairs offers three bedrooms, a full bath, and a loft that comfortably accommodates additional guests, making this an ideal full-time residence or weekend getaway. Two storage sheds provide ample space for boating and outdoor equipment. Included in the sale is a rare additional 0.13-acre Commercial Maritime waterfront parcel featuring a 100-foot pier with approximately 5 feet of water depth, multiple boat slips, and endless opportunities to enjoy the Chesapeake Bay lifestyle. Whether your passion is offshore fishing, crabbing, kayaking, or simply watching the sunset over the water, this property is ready for your next adventure. Owners also have a duck blind permit with site right off the property for hunter enthusiasts. What more could you ask for? Located just minutes from local favorites including Old Salty's Restaurant, Hoopers Island General Store, and Madhouse Oysters, this exceptional offering combines authentic Eastern Shore charm with the waterfront lifestyle so many dream of—but few ever find.

2404 And 2407 Hoopers Island Rd, Fishing Creek

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

5951 Ross Neck Rd, Cambridge
$599,900
5 Beds ⋅ 3 Baths
Completely renovated from top to bottom, this exceptional property offers a rare opportunity to enjoy the Eastern Shore lifestyle with the privacy, acreage, and storage many waterfront buyers are seeking—without the waterfront maintenance. Situated on nearly 7 secluded acres in the highly sought-after Neck District of Dorchester County, this property is just minutes from both the public boat ramp in Cambridge and Ragged Point Marina, providing convenient access to some of the region's best boating, fishing, crabbing, and watersports opportunities. A brand-new architectural shingle roof and thoughtfully redesigned open floor plan create a stunning great room where the kitchen, living, and dining areas flow seamlessly together—ideal for everyday living and entertaining. The beautifully updated kitchen features new countertops, ceramic tile backsplash, and all-new appliances, while updated bathrooms, flooring, wiring, lighting fixtures, and fresh landscaping ensure a truly move-in ready experience. The first floor offers two bedrooms and one full bath. Upstairs, the spacious primary suite includes a private bath and walk-in closet, along with two additional bedrooms and another full bathroom. Outside, the property transforms into a private retreat. Enjoy peaceful views of the pond from the expansive rear deck, gather with friends and family under the stars, or simply relax and take in the sights and sounds of nature. Surrounded by mature woods and abundant wildlife, including deer and turkey, the setting offers exceptional privacy and tranquility. For boating enthusiasts, the impressive 45' x 30' metal outbuilding with concrete floor provides ample room for boats, jet skis, trailers, recreational equipment, workshop space, or a home-based business. Whether you're returning from a day on the water or enjoying the serenity of your own acreage, this property delivers the best of both worlds. Located less than 10 minutes from Cambridge, this is a rare opportunity to own a fully renovated home that combines modern comfort, exceptional privacy, abundant storage, and easy access to the waterways that make the Eastern Shore such a special place to call home.

5951 Ross Neck Rd, Cambridge

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

3819 Maple Dam Rd, Cambridge
$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:

201 Buena Vista Ave, Cambridge
$349,700
3 Beds ⋅ 2 Baths
This stunning Cape Cod-style residence, nestled in the desirable Algonquin subdivision, offers a harmonious blend of contemporary elegance and traditional charm. With 1,866 sq. ft. of meticulously renovated space, this home features three spacious bedrooms and two luxurious bathrooms, including a primary suite with a soaking tub and walk-in shower. The open floor plan invites natural light, showcasing upgraded countertops and recessed lighting throughout. The heart of the home is the inviting living area, complete with an electric fireplace that adds warmth and ambiance. A wet/dry bar and wine storage elevate your entertaining experience, while the dining area seamlessly connects to the kitchen, equipped with modern appliances including a built-in microwave and dishwasher. Set on a generous 0.59-acre corner lot, the property boasts a premium landscape with sloping terrain and mature trees. Enjoy picturesque views of the Choptank River and surrounding valley from your backyard, perfect for tranquil evenings or lively gatherings. The detached garage provides ample storage and parking, accommodating up to five vehicles in the driveway. Located in a rural setting, this home is just 1,500 feet from the serene waters of the Choptank River, ideal for outdoor enthusiasts. The community offers excellent public services, nearby parks, and access to quality schools, making it a perfect place to thrive. Experience the best of both worlds-luxury living and a vibrant community-right here in Algonquin. DISCLAIMER- AI HAS BEEN UTILIZED TO ENHANCE SOME PHOTOGRAPHS IN THIS LISTING.

201 Buena Vista Ave, Cambridge

Listing courtesy of Keller Williams Realty Delmarva. Contact:

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