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$395,900
4 Beds ⋅ 2 Baths
This beautifully crafted 4 bedroom 2 full bath home 2300+ sq feet of thoughtfully designed living space, complete with an attached garage is ready for its new owner. Step inside to an open and inviting layout featuring tray ceilings with sleek LED accent lighting in both the main living area and the primary suite, creating a warm, upscale ambiance. The kitchen is designed to impress with granite countertops, ample cabinetry, and a built in wine fridge- perfect for entertaining or unwinding at the end of the day. The primary suite offers a peaceful retreat with elevated ceiling detail and a well appointed en-suite bath. Three additional bedrooms provide flexibility for guests, a home office or growing households. Enjoy outdoor living on the 12x16 rear deck overlooking the backyard-ideal for summer gatherings or quiet evenings. Schedule your showing today and experience it for yourself!

2269 Jenkins Creek Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Benson & Mangold, LLC.

$395,000
3 Beds ⋅ 3 Baths
Like New- Only used part-time **Welcome to 500 Regulator Drive South, a beautifully maintained, like-new Roosevelt model by Gemcraft Homes, offering modern comfort, thoughtful design, and access to one of Cambridge’s most convenient communities. As you enter, you’ll appreciate the inviting foyer that opens to a flowing main level designed for both everyday living and entertaining. The living and dining rooms set an elegant tone, while the family room, filled with natural light, offers a comfortable gathering space. The upgraded kitchen features granite countertops, stainless steel appliances, a large island, and an open layout that connects seamlessly to the optional sunroom, perfect for enjoying morning coffee or quiet afternoons. A half bath and access to the two-car garage complete this level, along with upgraded luxury vinyl plank flooring throughout for a cohesive, modern look. Upstairs, you’ll find a versatile loft area ideal for reading, hobbies, or a home office. The spacious primary suite provides a peaceful retreat, with two large walk-in closets and a beautifully upgraded Roman bath featuring a soaking tub, separate shower, and double vanity. Two additional bedrooms share a well-appointed full bathroom, and the convenient upper-level laundry room makes daily living easier. This home also includes a thoughtfully designed stone front exterior, upgraded roof, and a well-maintained yard on a quarter-acre lot. The community offers access to a private boat ramp and pier, making it easy to enjoy the Choptank River and all the natural beauty of the Eastern Shore. Located just minutes from the shops, restaurants, and conveniences of downtown Cambridge, 500 Regulator Drive South offers the comfort of a modern home in a location that perfectly balances lifestyle and leisure. You owe it to yourself to see this one in person. Schedule your showing today and discover all that this home and community have to offer.

500 Regulator Dr S, Cambridge

Listing courtesy of The KW Collective. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$395,000
4 Beds ⋅ 3 Baths
Long Boat Estates Custom built home. One owner home offers numerous upgrades, front wrap porch, backyard deck and vinyl fencing for outdoor entertaining. First floor owners suite. Tall vanities and ceramic tile in all bathrooms. Community amenities include private pool, boat ramp, and pier. Proximity to local dining and shopping, YMCA and Tennis Courts.

304 Regulator Dr S, Cambridge

Listing courtesy of McClain-Williamson Realty, LLC. Contact:

Selling Office: VYBE Realty.

$392,645
3 Beds ⋅ 3 Baths
Quick move-in! This two-story home offers the ease of single-level living with a first-floor primary bedroom and an open-concept layout that includes a gourmet kitchen, dining area, and spacious Great Room. Enjoy serene golf course views from the screened-in porch, perfect for relaxing or entertaining. Upstairs, an open loft overlooks the Great Room and is complemented by two additional bedrooms ideal for guests or a home office.

2164 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

Selling Office: Porter House International Realty Group.

$390,000
4 Beds ⋅ 3 Baths
Built just one year ago and barely lived in, this spacious 4-bedroom, 2.5-bath home in Longboat Estates offers modern comfort and an unbeatable Eastern Shore lifestyle. The open-concept floor plan features luxury vinyl plank flooring, a beautifully appointed kitchen with granite countertops, stainless steel appliances, and a large center island, all flowing into a bright family room with a gas fireplace. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bath with dual vanities and an oversized tiled shower. An attached two-car garage, generous living spaces, and a private backyard backing to trees complete the package. Enjoy access to community amenities including a pool, boat ramp, and dock. Conveniently located just minutes from downtown Cambridge, waterfront dining, marinas, the Choptank River, Blackwater National Wildlife Refuge, and the Harriet Tubman Underground Railroad Visitor Center. Enjoy the benefits of nearly new construction without the wait!

178 Regulator Dr N, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: RE/MAX Executive.

$390,000
3 Beds ⋅ 3 Baths
This is your moment — the final chance to own a brand-new home in the sought-after Deep Harbour community. With only a few homesites left, this move-in ready, three-level end-unit townhome is a rare treasure, offering sweeping views of Cambridge Creek that will take your breath away. From the moment you step inside, you're greeted by a blend of coastal serenity and modern sophistication. The open-concept design invites connection, with a sun-drenched kitchen that flows effortlessly into the great room — an ideal space for quiet mornings or lively evenings with friends. On the entry level, a welcoming recreation room sets the tone for relaxation, while the top floor offers a peaceful retreat with three bedrooms, including a spacious primary suite and a spa-like bath that feels indulgent and restorative. Every detail in this home has been thoughtfully curated, from the upgraded quartz countertops and elegant cabinetry to the stylish flooring that adds warmth and character. Step out onto the expansive deck and let the water views soothe your soul — it’s the kind of beauty that makes every sunrise feel like a gift. Life in Deep Harbour is more than just picturesque — it’s vibrant and full of possibility. Spend your days lounging by the community pool, wandering the Riverwalk, or exploring the charm of downtown Cambridge, where waterfront restaurants and unique shops await just a short stroll away. This isn’t just a home. It’s where your story begins. A place to breathe, to dream, to belong. Come experience it today — before this final opportunity slips away. Deep Harbour is gated, gorgeous, and ready to welcome you home. Model address is 311 Riverside Ln, Cambridge, MD 21613

26 Riverside Wharf, Cambridge

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Unrepresented.

$390,000
5 Beds ⋅ 3 Baths
Discover the perfect blend of space, style, and comfort in this 5-bedroom 3 full bath home offering comfort, charm, and functionality throughout. Enjoy meals in the formal dining room, quiet moments in the library, and lively gatherings in the spacious family room and kitchen. Step outside into your private patio oasis perfect for entertaining. Highlights include crown molding, soaking tub, security system, partially fenced yard, and a shed. An ideal blend of indoor elegance and outdoor enjoyment.

1624 Osprey Cir, Cambridge

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

Selling Office: ERA Martin Associates.

$390,000
4 Beds ⋅ 3 Baths
Beautifully maintained and move-in ready 4BR/3BA Craftsman style home in the desirable community of Longboat Estates! Drive down the tree-lined street and pull into the double wide driveway, complete with a two car garage. Make your way past a lush green lawn and well kept landscaping to the welcoming covered front porch. Open the door to your new 3,401 square foot home and step into a spacious entry foyer. To the right is a home office with built-in cabinets and to the left, a sitting room with the open concept view into the formal dining room featuring a tray ceiling and chair railings. Continue on through into the heart of the home, the kitchen and family room. The large family room features a gas fireplace with a mantel and a built-in cabinet. The kitchen boasts abundant cabinetry with crown moldings, a separate pantry closet, stainless steel appliances featuring a gas cooktop and a double wall oven, beautiful granite countertops, a movable butcher block island, a raised breakfast bar at the peninsula with seating and additional space for a breakfast table. The main level also offers a spacious primary suite with a large walk-in closet and two additional closets, plus a private en suite featuring a double sink vanity, deep soaking tub, and walk-in tile shower. A second bedroom, full bath, and laundry room with garage access complete the first floor. Upstairs, you’ll find two generously sized bedrooms with walk-in closets, a shared full bath, and a versatile bonus space, perfect for a second office, reading nook, or extra storage. From the family room, step out to the screened-in porch with ceiling fans and recessed lighting, overlooking a recently fenced backyard with shade trees and plenty of room for entertaining. This home has so much to offer any new homeowner including hardwood floors on the main level, new carpet in the primary suite, a freshly painted interior, gutter guards, a lawn irrigation system, recently updated HVAC and a tankless water heater. This community offers tons of amenities including a boat ramp, docks, and a community pool, and just minutes from shopping, restaurants, and commuter routes.

118 Regulator Dr N, Cambridge

Listing courtesy of VYBE Realty. Contact:

Selling Office: Sharon Real Estate P.C..

$389,900
3 Beds ⋅ 2 Baths
NEW PRICE! Enjoy space, privacy, and modern efficiency on a premium 1.03-acre country lot! This stunning 2025-built home is 100% completed and ready for its very first owners. Step inside to a bright, open-concept layout anchored by a kitchen featuring sleek granite countertops. Built for comfort and lower utility bills, this home comes equipped with an energy-efficient heat pump and an on-demand tankless hot water heater. Enjoy peaceful Eastern Shore living—complete with an attached garage, ample driveway parking, and a sprawling backyard—easy drive to Easton, Seaford and Cambridge. Unbeatable value and zero wait time to build!

6706 Jayar Way, Hurlock

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Benson & Mangold, LLC.

$389,900
4 Beds ⋅ 2 Baths
Welcome to this 4-bedroom, 2-bathroom home offering approximately 1,540 square feet of living space and built in 2022. Better than new, this property combines modern finishes with thoughtful upgrades already completed for you. A covered front porch welcomes you inside, where you'll find an open-concept floor plan featuring cathedral ceilings that enhance the spacious feel of the living room, dining area, and kitchen. The kitchen is designed for both everyday living and entertaining, showcasing a large island with seating, stainless steel appliances, tile backsplash, textured granite countertops, and ample cabinet space. The primary suite is privately situated and features a large closet and an en-suite bathroom with a walk-in tile shower. Three additional bedrooms are located on the opposite side of the home and share a full bathroom with a tub/shower combination. The utility room has cabinets above the washer and dryer as well as access to the garage. Additional features include an on-demand hot water heater, and a 2-car attached garage with a convenient man door leading to the backyard patio. Outside, enjoy a fully fenced backyard with a new white vinyl privacy fence and added trees for enhanced privacy. The home has been meticulously maintained with routine HVAC servicing and regular insect treatments. Serviced by Choptank Electric, this move-in-ready property offers modern comfort, low-maintenance living, no HOA fees and the benefits of nearly new construction without the wait. Schedule your private tour today!

6236 Solomons Cir, Hurlock

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: LPT Realty, LLC.

$389,900
4 Beds ⋅ 2 Baths
Step into a home where every detail has been designed for your enjoyment and relaxation. This charming 3-bedroom, 2-bathroom residence offers a perfect balance of indoor comfort and outdoor delight. Imagine yourself waking up in a spacious primary suite complete with a newly updated marble bathroom, then stepping out to your private outdoor haven. Whether you’re hosting friends around the firepit, sharing meals on the brick patio, or unwinding in the hot tub on the deck, this space is tailored for your best moments. Green thumbs and garden lovers will thrive with a greenhouse and a fenced area for cultivating vegetables or vibrant flowers. With stunning landscaping and even an outdoor shower, this backyard retreat promises serenity and privacy. Inside, you’ll discover a warm, welcoming home. Gather by the living room's wood-burning fireplace, now featuring an energy-efficient woodstove insert, or create your perfect workspace in the light-filled sunroom—also an ideal spot for growing indoor plants. The open, inviting kitchen is a chef’s dream, offering space for both family dinners and hosting friends. For comfort and functionality, the first floor boasts hardwood flooring throughout, with two additional bedrooms and a full bathroom complementing the layout. Need more space? The second floor features two finished rooms perfect for a hobby area or an additional bedroom, alongside a convenient walk-in attic. The home also excels in energy efficiency, with natural gas heating and central air conditioning. And the location couldn’t be better—just a block away from Gerry Boyle Park at Great Marsh, where you can access the Choptank River via the public boat ramp. Enjoy fitness amenities at the YMCA down the street, or hit the Glasgow Tennis Courts nearby. A detached garage with alley access provides room for your projects and secure vehicle parking. This incredible home is ready to welcome you with open arms, offering both comfort and opportunities to make every day extraordinary.

107 Somerset Ave, Cambridge

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

Selling Office: Benson & Mangold, LLC.

$389,000
4 Beds ⋅ 4 Baths
New price reduction with motivated sellers! Experience resort-style living at an exceptional value in the Residences at River Marsh. Perfectly positioned between the Hyatt Chesapeake Bay Golf Resort, Spa & Marina and the award-winning River Marsh Golf Club, this beautifully maintained and updated 4-bedroom, 3.5-bath townhome offers the ideal blend of waterfront recreation, golf course views, and luxury amenities on Maryland's Eastern Shore. Located just a short stroll from the marina on the Choptank River, boaters will appreciate the opportunity for annual marina memberships with slips available to keep your boat in the water and ready for your next adventure. Golf enthusiasts will enjoy front-row views of the 2nd fairway and 3rd hole from multiple outdoor living spaces, including a ground-level patio, screened porch, and private balcony off the primary suite. Inside, the thoughtfully designed three-level floorplan features hardwood flooring, a spacious center-island kitchen with stainless steel appliances, breakfast bar seating, dining area, and an inviting living room ideal for entertaining family and friends. A front porch overlooking the Hyatt grounds offers glimpses of the marina and resort atmosphere that makes River Marsh one of the Eastern Shore's premier destinations. The upper-level primary suite serves as a private retreat with balcony access, customized California Closets, and an upgraded spa-inspired shower featuring body sprays, handheld wand, and traditional  shower head. Additional custom California Closets throughout the upper-level bedrooms and pantry provide exceptional organization, while updated lighting fixtures add a fresh, sophisticated touch throughout the home. The attached one-car garage provides ample storage for golf clubs, bicycles, boating equipment, beach gear, and everything needed to enjoy the River Marsh lifestyle. River Marsh Golf and Marina memberships are available for golf, boat, and Hyatt resort privileges or Tides at River Marsh memberships are available for pool and community amenities, allowing owners to tailor their experience to their interests. Enjoy the convenience of walking to the marina, Blue Point Provision Company, golf course, resort amenities, and scenic waterfront trails. Whether you're seeking a full-time residence, weekend getaway, or vacation property, this is an outstanding opportunity to own in one of Cambridge's most desirable resort communities. Best of all, it is currently the best-priced townhome opportunity in River Marsh.

2820 Persimmon Pl Unit B4, Cambridge

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

Selling Office: Compass.

$385,000
4 Beds ⋅ 3 Baths
Stunning 4BR/3BA home situated on a spacious corner lot in the desirable community of Longboat Estates. Follow the walkway to the covered front entry and step inside a home filled with natural light, high ceilings, gleaming hardwood floors, crown and chair rail moldings, a neutral color palette, and an open floor plan designed for both everyday living and entertaining. The main level features a formal dining room with bowed windows, an inviting living room anchored by a cozy gas fireplace, and a well-appointed kitchen with an adjoining breakfast area. The kitchen boasts abundant cabinetry, a pantry closet, generous counter space, a corner sink, center island with breakfast seating, and a bright breakfast nook overlooking the backyard. Also on the main level are a convenient laundry room with access to the attached two-car garage, a full bath, a secondary bedroom, and a spacious primary suite. The primary suite includes a large walk-in closet and a private en-suite bath with dual vanities and an oversized walk-in shower with built-in bench seating. Upstairs, you'll find two additional bedrooms, including an oversized bedroom with two walk-in closets, along with a full hall bath, offering plenty of space for family and guests. Step outside from the breakfast area onto the covered patio overlooking the fenced backyard with plenty of green space for entertaining, gardening, pets, or play. Residents of Longboat Estates enjoy access to a community pool, boat ramp, and docks, all within minutes of shopping, restaurants, and commuter routes.

200 Regulator Dr S, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

Selling Office: EXP Realty, LLC.

$385,000
4 Beds ⋅ 3 Baths
Coming Soon! Welcome to 6604 Ridge Road in Hurlock, Maryland! Nestled on 1.23 acres in the Rolling Acres community, this beautiful 4-bedroom, 2.5-bath two-story home offers the perfect blend of country charm and modern comfort. Step inside to discover a spacious and inviting floor plan designed for both everyday living and entertaining. With generously sized bedrooms, multiple living spaces, and plenty of natural light throughout, there's room for everyone to feel right at home. Outside, you'll love the large fenced backyard—ideal for children, pets, gatherings, or simply enjoying the peaceful country setting. With over an acre of land, you'll have plenty of space to relax, garden, or create your own outdoor oasis while still enjoying the benefits of neighborhood living. If you've been searching for a home that offers privacy, space, and the tranquility of country living without sacrificing convenience, this Rolling Acres gem is a must-see. Schedule your private tour today and experience all that this wonderful property has to offer!

6604 Ridge Rd, Hurlock

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: LPT Realty, LLC.

$384,900
4 Beds ⋅ 3 Baths
Nestled in the waterfront community of Longboat Estates along Jenkins Creek and the scenic Choptank River, this beautifully maintained Lennar-built home offers the relaxed Eastern Shore lifestyle so many buyers are searching for. Imagine mornings on the covered front porch, afternoons spent boating or lounging by the community pool, and evenings gathering with family and friends on the rear deck and covered patio. Designed for both comfort and easy everyday living, the home features a spacious open-concept layout with four generously sized bedrooms and three full bathrooms. The highly sought-after first-floor primary suite, along with a second bedroom, creates the perfect setup for convenience and effortless main-level living. At the heart of the home, the large eat-in kitchen flows seamlessly into the main living spaces, making entertaining easy and natural. A formal dining room provides additional space for holidays, celebrations, and weekend dinners after a day on the water. Two large upstairs bedrooms share a bath, and abundant storage is located throughout the home. Situated on a lovely corner lot, the property offers a spacious fenced-in yard with established gardens, along with a large storage shed perfect for outdoor equipment, boating gear, gardening tools, and seasonal storage. Longboat Estates residents enjoy community amenities including a pool, boat ramp, and dock area, all just moments from the charm, restaurants, marinas, and waterfront attractions of Cambridge. Whether you are searching for a full-time residence, a peaceful retirement retreat, or simply a place to slow down and enjoy life near the water, this home offers the perfect blend of space, comfort, and Eastern Shore charm.

107 Regulator Dr N, Cambridge

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$382,653
4 Beds ⋅ 3 Baths
Welcome to this beautifully designed 4-bedroom, 3-bath ranch-style home offering comfort, space, and effortless indoor-outdoor living. Featuring a desirable open floor plan, the heart of the home is the expansive family room and kitchen combination—perfect for entertaining and everyday living. The kitchen boasts a large center island, ideal for gathering, meal prep, and casual dining. Just off the kitchen, a bright and inviting sunroom provides the perfect space to relax while overlooking the backyard oasis. Step outside onto the rear deck, where you’ll find an inground pool just steps away—creating a seamless transition for summer entertaining and outdoor enjoyment. Additional highlights include a 2-car attached garage, generously sized bedrooms, and a thoughtfully designed layout that blends functionality with style. This home offers the perfect balance of open-concept living and private retreat spaces, all centered around a stunning backyard setting. Bring your pool furniture and refreshments! Updated Photos Soon, but the photos were taken when the owner lived in the house.

19 Holly Ter, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$380,000
3 Beds ⋅ 3 Baths
Nestled behind pine trees and a small pond, this traditional home offers privacy, and is convenient to all mid shore locations. 3 BR, 2 1/2 baths. Room on the first floor could be another BR. Updates include new hvac, and an inviting color palette. Two story open foyer, hardwood floors, wood fireplace. The detached garage provides loads of extra storage plus room for all your hobbies. Beautiful wood finishes throughout. Warwick School District.

3844 Wrights Wharf Rd, Hurlock

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Cross Street Realtors LLC.

$377,500
4 Beds ⋅ 3 Baths
Almost new SFH close to the water! One of the largest models in the neighborhood!! Spacious colonial, with 2 car garage, and open concept living area. Main level features 2 bonus rooms, perfect for office, playroom, etc, a half bath, along with a large living space and open concept kitchen, with stainless appliances (gas stove) and granite counters. The upper level boasts 3 nice sized bedrooms, large laundry room with new washer and dryer, and a full bathroom with full-sized walk in shower. The large Primary bedroom features a walk in closet and an En Suite with double vanity and bathtub. Property is steps from the water, pier and boat ramp. Schedule your showing today!

101 Albemarle Ct, Cambridge

Listing courtesy of Samson Properties. Contact:

Selling Office: EXP Realty, LLC.

$375,000
4 Beds ⋅ 4 Baths
Pretty Cod in Longboat Estates featuring 4 bedrooms and 3.5 baths. Primary suites on first and second floors, wood flooring, screened porch, trex decking, stainless appliances, kitchen, family room, formal dining room, sunroom, living room and attached 2 car garage. Perfect for multi-generational living needs. Neighborhood offers pool and boat ramp. Make you appt to see it today!

126 Regulator Dr N, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Keller Williams Realty.

$375,000
3 Beds ⋅ 1 Baths
This Southern Dorchester County property along Goose Creek represents a classic piece of lower Eastern Shore tidal marsh ecosystem. The tract includes 12+/- forested wetlands and 78+/- acres of brackish marsh, dominated by native grasses and interspersed with a network of natural creeks and guts making this property well-suited for both sika deer and waterfowl hunting as well as crabbing and fishing. The mix of open water and submerged vegetation in the creek systems offers reliable feeding and resting areas for ducks throughout the season. A box blind, platform, and feeder on platform will convey. This property also has a three-bedroom cottage with hardwood floors throughout, heat pump for heating and cooling, full attic for extra storage, and will convey partially furnished. This is a functional, living marsh system with strong habitat value, offering a combination of ecological integrity and recreational use that’s increasingly hard to find. *Property is being sold As-Is.

2775 Toddville Rd, Toddville

Listing courtesy of National Land Realty, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$375,000
4 Beds ⋅ 3 Baths
*****UNDER CONTRACT******** Welcome to 150 Regulator Dr. N, an immaculately maintained, one-time owner very spacious two-story home offering 2,324 square feet of comfortable two-story living, with a garage. Solar panels are paid off. This home features a spacious, beautifully appointed kitchen showcasing sleek stainless-steel appliances, elegant granite countertops, and abundant cabinetry, offering ample storage and the perfect blend of style and functionality. The primary bedroom is the perfect retreat you deserve, offering the comfort, space, and tranquility that make it exactly what you need at the end of the day. The very spacious first-floor primary suite equipped with a walk in shower, doubled sink vanity, and a large walk-in closet is exactly what you need! . Let’s not forget the half bathroom on the first floor, that’s perfect for guest! Upstairs you will find three generously sized bedrooms and a bathroom - perfect for family, guests, or flex space. Nestled in the sought-after water-oriented community of "Longboat Estates", in Cambridge, Maryland. Residents can enjoy a community pool, scenic walking pathways, boat dock, and water access within the community, creating the perfect setting for true coastal living. This thoughtfully cared-for 4-bedroom, 2.5-bath, garage, residence blends space, efficiency, and lifestyle in a serene setting. Enjoy quiet mornings and relaxing evenings on the rear deck, beautifully buffered by mature trees in the rear yard, providing exceptional backyard privacy and a peaceful natural backdrop. The home is equipped with solar panels to help reduce electricity costs dramatically (there is documentation to support that with monthly invoices), LeafGuard® gutters with a lifetime warranty, and an already installed ADT security system for added peace of mind. Conveniently located near downtown Cambridge, this home offers easy access to shopping, dining, waterfront parks, marinas, medical facilities, and local attractions, while still enjoying the tranquility of this established community. Longboat Estates is known for its boating-friendly amenities and relaxed waterfront atmosphere, offering the ideal balance of everyday convenience and Chesapeake Bay living. Don’t miss your opportunity to own this beautiful home in one of Cambridge’s most desirable communities—schedule your private showing today and start living the waterfront lifestyle you’ve been dreaming of!

150 Regulator Dr N, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Compass.

$375,000
4 Beds ⋅ 3 Baths
- Property back on the market at no fault of seller, buyer could not obtain financing- Welcome to this spacious 4-bedroom, 2.5 bath home offering over 2400 sqft of comfortable living space on 1.65 acres in the peaceful town of Hurlock, MD. Enjoy quiet country living with modern convenience- featuring a welcoming front porch perfect for morning coffee and a back deck perfect for relaxing or entertaining. Conveniently located within minutes of local parks and schools, and a short drive to Cambridge or Easton. A great opportunity for anyone seeking privacy without sacrificing accessibility. Seller will be making cosmetic updates.

4604 Payne Rd, Hurlock

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$375,000
5 Beds ⋅ 3 Baths
Spacious 5-Bedroom Home with Pond Views in Blackwater Landing! Welcome to this beautifully maintained 5-bedroom, 3-bath single-family home offering 2,591 square feet of living space in one of Cambridge’s most desirable communities. The home backs to a scenic walking trail and features a newly fenced rear yard and a freshly added patio—perfect for enjoying peaceful pond views and outdoor entertaining. Inside, you'll find a large pantry for ample storage and a generous walk-in closet in the primary suite. This home combines space, comfort, and a tranquil setting—ideal for families or anyone seeking a quiet retreat with modern conveniences.

1606 Osprey Cir, Cambridge

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

Selling Office: Benson & Mangold, LLC.

$375,000
3 Beds ⋅ 2 Baths
Experience the charm of this beautifully renovated home in the Warwick school district and desirable Tavistock community near the Choptank River and minutes to the Choptank Marina. Major renovations completed between 2019 and 2022, that include a new roof with gutter guards, new siding, new exterior doors, new windows, and an all-season room addition (14' x 20') with it's own mini-split to keep you the perfect temperature while you enjoy sunshine beaming through the new windows. On the inside, new LVP wide plank floors throughout, quartz countertop in kitchen with a unique double quartz sink and new appliances. This traditional-style residence boasts a fresh and modern feel while retaining its classic appeal. Spanning 1,456 sq. ft., the layout features three spacious bedrooms and two full bathrooms with quartz countertops, perfect for comfortable living. The detached garage offers ample storage and convenience, while exterior security cameras provide peace of mind. The double bay garage has a 14' x 20' area that is insulated and climate controlled perfect for storage, man-cave or she-shed. The backyard is spacious with a portion fenced in with vinyl fencing great for pets or little ones. Landscaping and backyard garden have irrigation in place to keep shrubs and plants happy and healthy. Located in a serene neighborhood on a cul-de-sac, this home is ideal for those seeking a tranquil retreat while remaining close to local amenities. Embrace the opportunity to make this delightful property your own, where comfort and style come together to create a true sense of home.

6808 Hallowell Dr, Hurlock

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Sharon Real Estate P.C..

$375,000
3 Beds ⋅ 2 Baths
Private Hunting Retreat – Sika Deer, Whitetail & Waterfowl! Excellent deer hunting with mature woods, open pasture, large pond for waterfowl hunting and a stream leads to waterfowl blind locations. Rare opportunity as this property backs to a large unhunted tract owed by Blackwater National Wildlife Refuge. This secluded property with long private drive on one of the highest elevations in Crocheron includes two houses - one approximately 70% renovated, new roof in 2022, finishing touches needed (most of the hard work has been completed) and the other is structurally sound in need of full remodel. This is a unique opportunity to create your own very private hunting camp on Maryland’s Eastern Shore. Great place to stay while you hunt or make it your private residence! Crocheron boat ramp is within walking distance for great fishing, crabbing & boating year round. Open trails provide easy access points to enjoy Sika, whitetail & waterfowl hunting! The property’s location is ideal for birdwatching, biking and enjoying the untouched beauty of Maryland's Eastern Shore!

Brady Todd Rd, Crocheron

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Unrepresented Buyer Office.

$375,000
4 Beds ⋅ 3 Baths
This exquisite Cape Cod-style residence offers a harmonious blend of casual living and comfort. Spanning 2,112 square feet, this meticulously maintained home features four spacious bedrooms and two and a half elegantly appointed bathrooms, making it an ideal retreat for those seeking an upscale lifestyle. Step inside to discover a thoughtfully designed interior that showcases high-end finishes and modern conveniences. The gourmet kitchen is a culinary enthusiast's dream, equipped with upgraded countertops, a suite of premium appliances-including a refrigerator, stove, microwave, and dishwasher-and ample table space for casual dining. The combination kitchen/dining area flows seamlessly into the family room, creating an inviting atmosphere for entertaining or relaxing with loved ones. Elegant crown moldings, chair railings, and wainscoting add a touch of sophistication throughout the home, while recessed lighting enhances the ambiance. The main level features a convenient laundry area and an entry-level bedroom, perfect for guests or multi-generational living. The flooring options, including hardwood, ceramic tile, and luxury vinyl plank, provide both style and durability, ensuring a timeless aesthetic. Outside, the property boasts a generous 0.4-acre corner lot, situated on a no-thru street, offering privacy and tranquility. The exterior is adorned with low-maintenance vinyl siding and features a charming deck, ideal for outdoor gatherings or enjoying serene evenings. Additional structures include a storage barn/shed, providing ample space for gardening tools or recreational equipment. Safety and security are paramount, with an advanced security system and exterior cameras in place. The asphalt driveway offers convenient off-street parking, enhancing the overall functionality of the property.

417 Talbot Ave, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$374,500
2 Beds ⋅ 1 Baths
Chesapeake Bay View! This Rare 2.18 acre lot with breathtaking views of the Chesapeake Bay also includes a 2 bedroom Cape Cod home ready for your personal interior touches. The upper level is unfinished, but plumbing has been roughed in. This home also features a basement. If you're looking for a weekend escape or a permanent home were you can wake up to endless water views, Don't miss out on owning a piece of the Chesapeake Bay, I must say opportunities like this dont come along very often so don't miss out on this one...While your there stop in for a Delicious meal at the Local Dining spot on the Island

4276 Bay Shore Rd, Taylors Island

Listing courtesy of Brenton Realty Group. Contact:

Selling Office: Unrepresented.

$373,000
4 Beds ⋅ 3 Baths
Nestled on a private 1-acre lot with no HOA and virtually no nearby neighbors, this meticulously maintained 4-bedroom, 3-bath ranch home offers the perfect combination of space, privacy, and functionality. Inside, you'll find a spacious and flexible floor plan featuring two primary suites, open-concept living areas, and an attached two-car garage. Hardwood flooring adds warmth and character throughout select rooms, while the kitchen is beautifully appointed with maple cabinetry, granite countertops, and a tile backsplash. Major systems have been proactively maintained, including a recent HVAC inspection and service, providing added confidence for the next owner. Outside, the property truly shines. The expansive 1-acre lot offers exceptional privacy and endless possibilities for outdoor enjoyment. A recently renovated oversized two-bay pole barn with electric service provides outstanding space for vehicles, boats, equipment, hobbies, or a workshop. Additional exterior improvements include a new roof in 2023, a newly drilled well with submersible pump and pressure tank in 2024 (under warranty), a freshly serviced septic system, and a professionally cleaned and sealed crawl space with newly installed floor insulation for improved energy efficiency. For additional peace of mind, a completed home inspection report is available. Whether you're seeking room to spread out, space for your toys and equipment, or simply a peaceful country setting, this property delivers privacy, practicality, and exceptional value. Enjoy the freedom of country living with plenty of room for outdoor recreation, gardening, pets, and future possibilities.

5926 Mt Holly Rd, East New Market

Listing courtesy of Century 21 Emerald. Contact:

Selling Office: Meredith Fine Properties.

$370,990
4 Beds ⋅ 4 Baths
Enjoy stunning golf course views from the backyard of this beautifully designed two-story villa featuring a spacious paver patio and attached two-car garage. Designed for comfortable main-level living, the home offers a luxurious first-floor owner’s suite and an open-concept layout perfect for everyday living and entertaining. The gourmet kitchen flows seamlessly into the dining area and expansive Great Room, creating a bright and inviting gathering space. Upstairs, an open loft overlooks the Great Room and provides additional flexible living space. Three secondary bedrooms surround the loft, including a second owner’s suite—ideal for multi-generational living, extended guests, or added privacy. The additional bedrooms offer plenty of room for family, visitors, a home office, or hobby space. Combining elegant finishes, thoughtful design, and picturesque golf course views, this exceptional home delivers both comfort and versatility.

2125 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

Selling Office: Unrepresented.

$370,000
4 Beds ⋅ 3 Baths
Cambridge - wonderful 4-bedroom home in Cambridge that perfectly blends style and functionality. The inviting open floor plan is highlighted by gleaming wood floors and a cozy gas fireplace, flowing seamlessly into an updated kitchen featuring elegant granite countertops and a breakfast nook. Convenience is key with a sought-after first-floor primary suite boasting a walk-in closet and a gorgeous private bath, accompanied by two additional main-level bedrooms and another 1.5 baths. Upstairs, a versatile finished bonus room awaits your vision as a fourth bedroom, hobby space, or home office. The exterior is equally impressive, offering a new HVAC system, a paved driveway leading to an oversized garage, and a custom workshop with electric. Relax on the nice back deck overlooking a fully fenced yard, providing the perfect private retreat.

4 Mimosa Ct, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Unrepresented.