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$395,000
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: 4108226665

$427,104
4 Beds 3 Baths
This well-maintained home offers approximately 3,772± sq. ft. with 4 bedrooms and 3 full baths, featuring an open floor plan, 9-foot ceilings, hardwood flooring, and bright living spaces throughout. The main level includes a spacious primary suite with a spacious walk in closets, and a large bath featuring double vanities, soaking tub, and separate shower. Additional first-floor spaces include a formal dining room with tray ceiling, living room with gas fireplace, study/office, family room, sunroom, guest bedroom, full bath, and laundry room with wash tub. The kitchen is designed for entertaining with an open connection to the main living areas, upgraded cabinetry and stainless appliances, granite countertops, tile backsplash, gas cooktop, and breakfast bar seating, The sunroom leads directly to the screened porch and fenced backyard, creating comfortable indoor-outdoor living space. The second floor offers two oversized guest bedrooms, an updated full bath, walk-in attic access, and substantial storage areas. One upstairs bedroom is additionally equipped with a mini-split system for enhanced comfort and efficiency. Additional interior features include a large conditioned crawl space accessed from inside the home by a dedicated staircase tucked within a closet. The space is well-lit, spans beneath the entire residence, and offers extensive storage and access to major utility components including the water heater and air handler. Exterior improvements include a welcoming brick front porch with column detail, attached garage, screened rear porch, fenced backyard, and solar panels. Longboat Estates is a 162-home waterfront community conveniently located near downtown Cambridge restaurants, shops, marinas, parks, wildlife areas, and Route 50 for easy access across the Eastern Shore. Community amenities include a private pool, pier/dock area, and boat launch on Jenkins Creek with access to the Choptank River and Chesapeake Bay.

119 Regulator Dr N, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$329,900
3 Beds 3 Baths
Riverfront Townhome with Private Boat Slip on the Warwick River! Welcome to your waterfront retreat at 101 Main Street Unit 119—this stunning 3-level townhome offers direct river access, a private boat slip, with a full-length pier just steps from your door. Enjoy quick boat rides to the Choptank River and Chesapeake Bay for world-class fishing, waterfront dining, and breathtaking scenery. The main level features an open floor plan, Kitchen with a pass-through to the dining room. The open-concept dining and living room featuring a wood burning corner fireplace leads to a private deck perfect for outdoor dining and relaxing with stunning river views. A private storage shed adds convenience. Upstairs, the Primary Suite offers a private river-view balcony, a full bath, including a makeup area, and double closets. A second bedroom, an additional full bath with , and laundry area complete the second floor. The top-level loft is a sun-filled third bedroom with panoramic views and a spacious storage room.. Recent community improvements include Bulkhead, Boardwalk.and roof. Maintanance free living included in Condo fees includes lawn care, trash service, outside building maintenance, water and electric at your boat slip. Enjoy your own private marina lifestyle—each unit has a dedicated boat slip with water and electricity, plus an additional visitor slip. A community boat ramp is just around the corner with ample parking. Located minutes from downtown Cambridge’s shopping and fine dining, and just a short boat ride to the Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina. Only an hour’s drive to Ocean City for beach and boardwalk fun!

101 Main St Unit #119, Secretary

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

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

322 Shipyard Dr Unit #82, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369