Dorchester County Public Schools Homes with Pool

Dorchester County Public Schools Homes with Pool

Welcome to the enchanting world of Dorchester County, Maryland, where the charm of small-town living meets the vibrancy of community spirit. Nestled along the picturesque shores of the Chesapeake Bay, Dorchester County is not only a haven for nature lovers but also a place where families can thrive, thanks in part to the exceptional Dorchester County Public Schools (DCPS) district.

Dorchester County Public Schools is dedicated to providing a robust educational experience for students from pre-K through 12th grade. With a strong emphasis on academic excellence, the district boasts a variety of innovative programs, dedicated educators, and a commitment to fostering a safe and nurturing environment. Parents can rest easy knowing their children are receiving a quality education that prepares them for future success, whether that be in higher education or the workforce.

For those seeking a home in this idyllic area, you’ll be delighted to discover a selection of stunning properties featuring private pools—perfect for creating lasting memories with family and friends. Imagine summer days spent lounging poolside, hosting barbecues, or enjoying a refreshing swim—all in the comfort of your own backyard. These homes not only provide a luxurious lifestyle but also a sense of community that is hard to find elsewhere.

Whether you are drawn to the top-notch schools, the beautiful homes with pools, or the rich cultural heritage of Dorchester County, this charming area has something for everyone. Come explore the possibilities and make Dorchester County your new home today!

Newest Dorchester County Public Schools Homes with Pool

$389,000
2 Beds ⋅ 4 Baths
Welcome home to this beautifully refreshed 3-bedroom, 2.5-bath townhouse offering the perfect blend of comfort, style, and coastal charm. Freshly painted throughout, this spacious home is move-in ready and designed for easy living. Enjoy your morning coffee or unwind in the evening on one of two private balconies, where you can soak in the peaceful surroundings and embrace the waterfront lifestyle. Just moments from the water, this home offers the relaxing atmosphere of a vacation retreat every day. Close to downtown Cambridge with all the restaurants and street festivals, and only an hour from the beach in Ocean City.! Additional highlights include an attached garage, generous living spaces, and access to a community pool, and walking trails, making it easy to enjoy sunny afternoons without leaving the neighborhood. Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this townhouse delivers the feeling of a year-round vacation in a desirable location. Don't miss your chance to own a home where every day feels like a getaway.

214 Tidewater Dr Unit #214, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$385,000
4 Beds ⋅ 3 Baths
Welcome to Long Boat Estates, a water-oriented community located just minutes from the water, docks, and boat ramps. Residents also enjoy access to a private community pool. This spacious home offers four bedrooms and three full bathrooms. The upper level features three bedrooms and two full baths, including a private bathroom in the primary bedroom. The lower level includes an additional bedroom, a full bathroom, and a walkout to a screened-in porch. A large laundry room with a kitchen size sink and plenty of cabinet storage is also located on this level. The kitchen is equipped with stainless steel appliances, granite countertops, and a center island that provides additional workspace. Just off the dining room is a second screened-in porch that leads to an open-air deck, creating multiple areas for relaxing and outdoor entertaining. As an added bonus check out the Solar Panels on the roof that are OWNED and that make your electric bill much easier to pay each month! Conveniently located just minutes from Route 50 and a little over an hour from Ocean City, this home offers the perfect combination of comfortable living, outdoor space, and easy access to the water. Solar panels are owned by sellers and not leased

145 Regulator Dr N, Cambridge

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

$695,000
4 Beds ⋅ 3 Baths
Experience the charm of waterfront living with breathtaking sunrise views over Madison Bay. Set on 2.2 acres, this beautifully maintained 4 bedroom, 3 bath home offers approximately 800 feet of rip-rapped shoreline, a private deep-water pier with multiple slips, the perfect blend of comfort and outdoor recreation. The home features a beautifully renovated kitchen with custom cabinetry, quartz countertops, GE Café appliances, brand-new Bosch high-efficiency inverter heat pumps, new luxury vinyl plank flooring and a large waterfront deck perfect for entertaining or simply relaxing while taking in the scenic water views. Additional features include an attached two-car garage, detached garage/storage building, private deep well and county sewer. Enjoy boating, fishing, kayaking, biking and running right outside your door. Located near Blackwater National Wildlife Refuge and public hunting lands, this property is ideal for outdoor enthusiasts and nature lovers. Conveniently located near the Madison public boat ramp, volunteer fire company and just 15 minutes from Route 50 and Cambridge, with shopping, restaurants and Emily's Produce nearby. Whether you are looking for a full-time residence or private waterfront retreat, this property offers the very best of Maryland's Eastern Shore lifestyle.

4825 Madison Canning House Rd, Madison

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$349,990
4 Beds ⋅ 4 Baths
Beautifully positioned backing to the golf course, this move-in ready luxury 4-level end-unit townhome is located in Lennar's premier waterfront community of Tides at River Marsh on Maryland's scenic Eastern Shore. Offering 3 bedrooms, 3 full baths, 1 half bath, and a 2-car garage, this home features luxury vinyl plank flooring, a spacious kitchen with a large quartz island, stainless steel appliances, and stylish cabinetry. The finished walk-out lower level provides additional living space with direct outdoor access, while the expansive fourth-level loft opens to a private rooftop deck, perfect for relaxing or entertaining. Adjacent to the Hyatt Regency Chesapeake Bay Resort, residents enjoy resort-style amenities including a clubhouse, swimming pool, walking and biking trails, tennis and pickleball courts, championship golf, and nearby marina access. Conveniently located just minutes from downtown Cambridge's shopping, dining, and waterfront attractions, with easy access to Annapolis and Delaware beaches.

2206 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$249,900
2 Beds ⋅ 2 Baths
Experience the best of Eastern Shore living in this beautifully appointed, fully furnished condo located in a gated waterfront community. This turnkey home offers 2 spacious bedrooms, 2 full bathrooms, and 1,610 square feet of thoughtfully designed living space. Designer furnishings throughout create an elegant, move-in-ready retreat, making it perfect as a full-time residence, weekend retreat or investment. Enjoy the relaxed waterfront lifestyle with the comfort, security, and amenities of this exceptional community.

700 Cattail Cove Unit #411, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$324,900
2 Beds ⋅ 3 Baths
Welcome to 329 Shipyard Drive, a spacious townhome in one of Cambridge's most convenient waterfront communities. Offering over 2,400 square feet of living space, this home features an open, functional floor plan with generous room sizes, abundant natural light, and plenty of space for everyday living or weekend getaways. The main living area flows nicely into the kitchen and dining space, making it easy to entertain family and friends. Upstairs, you'll find comfortable bedrooms, including a spacious primary suite with its own private bath and ample closet space. Located in a gated, water-oriented community, residents enjoy access to a community pool and the convenience of being just minutes from downtown Cambridge's restaurants, shops, marina, and waterfront parks. Whether you're looking for a full-time residence, a low-maintenance second home, or an investment opportunity, this property offers the perfect combination of space, location, and easy living on Maryland's Eastern Shore.

329 Shipyard Dr, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$439,900
3 Beds ⋅ 2 Baths
Whether you're dreaming of a peaceful country lifestyle or ready to bring your horses home, this picturesque farmette on nearly 5.5 acres is ready for you. The property is already set up with established pastures, a barn featuring four stalls and a feed room and plenty of space for horses and other animals. The updated 3 bedroom, 2 full bath farmhouse blends modern updates with timeless charm and features newer mini-split heating and cooling systems, a cozy pellet stove and a convenient first-floor primary bedroom. A detached two car garage includes a 1 bedroom, 1 bath apartment above, ideal for guests, extended family, rental income, or a private home office.

5125 Rhodesdale Rd, Rhodesdale

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$349,990
3 Beds ⋅ 3 Baths
Welcome to Tides at River Marsh, an exceptional community adjacent to the renowned River Marsh Golf Club and Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina along the scenic Choptank River. Residents enjoy resort-style amenities, including a clubhouse, swimming pool, and walking and biking trails, with convenient access to historic downtown Cambridge's waterfront dining, shopping, museums, and marinas. Annapolis, Easton, and Ocean City are all within easy reach. This move-in ready villa offers 3 bedrooms, 2.5 bathrooms, and a 2-car garage. The gourmet kitchen is beautifully appointed with quartz countertops, a designer tile backsplash, stainless steel appliances, double wall ovens, and a vented range hood. Wide-plank flooring flows throughout the main living areas, complementing the open-concept design. Relax year-round on the screened porch or entertain on the paver patio while enjoying peaceful open-space views and added backyard privacy. Experience low-maintenance living with luxury finishes in one of Maryland's premier Eastern Shore communities.

2129 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$362,000
4 Beds ⋅ 2 Baths
Calling nature lovers; the private Eastern Shore retreat you've been searching for. This potential AIr BnB home set in the heart of Maryland's Lower Eastern Shore offers the peace, privacy, and wide-open space that outdoor enthusiasts value most. Surrounded by natural habitat and abundant wildlife, the area is well known for frequent sitka deer sightings and exceptional opportunities to enjoy the outdoors right from your own backyard. Whether you're looking for a hunting retreat, recreational property, or full-time residence with room to roam, this property delivers. The home features 4 bedrooms, a dedicated office, and 2 full bathrooms, along with a remodeled kitchen that serves as the perfect gathering place after a day outdoors. Additional amenities include a spacious floore attic, a fenced yard with an above-ground pool, a barn with multiple stalls, and a storage shed, and a brand-new generator, providing both convenience and functionality for country living. Located in Toddville, a community known for its rich watermen's heritage, scenic marshlands, and unspoiled landscapes, you'll enjoy easy access to the outdoor lifestyle the Eastern Shore is famous for. Spend your days hunting, fishing, crabbing, boating, kayaking, birdwatching, or simply enjoying the quiet beauty that surrounds you. Whether you're searching for a basecamp for outdoor adventures, a weekend getaway, or a peaceful place to call home, 1511 Crocheron Road offers the space, privacy, and natural setting to make it all possible.

1511 Crocheron Rd, Bishops Head

Listing courtesy of A Squared Realty. Contact: 804-432-8149
$650,000
4 Beds ⋅ 3 Baths
Welcome to 4657 Maiden Forest Road! This is a wonderful compound surrounded by beautiful country farms! 4657 is a uniquely-built, lovely, brick home with gorgeous flagstone porches & great one level living! This house boasts over 3000 SF of living space with 4 BR's and 2.5 BA's. The highlight of the house is a 27' by 22' great room with a magnificent cathedral wood ceiling and floor to ceiling brick fireplace with a gas log insert. The loft above offers endless potential but currently serves as a great pool hall & it has walk-in attic storage. The spacious kitchen has a breakfast bar in addition to a generous array of cabinets & an adjacent dining area with a wood cook stove. The living room has beautiful custom-built bookcases and a brick fireplace with a top-notch pellet stove insert. The primary ensuite, complete with skylight, is located conveniently just off the great room. There are 3 additional bedrooms and 1.5 additional baths. The powder room, near the spacious laundry room, is easily accessd from the wonderful in-ground saltwater pool. The 48' X 32' metal outbuilding has 12' ceilings, is fully insulated and has two 10' OHDs with garage door openers, propane heater, 220 electric service, running water, a plethora of workspace and even a series of dog kennels! The detached garage 28' X 24' has 2 bays wih automatic door openers. The 3rd bay, closest to the poo,l has been converted to a pool house/crab room complete with a brick bbq, a mini split and ample room for a crab picking crowd! 4657 boasts an ample-sized patio with gazebo, brick entrance pillars and walkway and 1.27 acres of land surrounded by acres and acres of farmfields. Country living at its best!

4657 Maiden Forest Rd, Rhodesdale

Listing courtesy of Compass. Contact: (410) 429-7425
$324,900
3 Beds ⋅ 3 Baths
Move right into this beautiful home in Cambridge’s historic district! It features a fully updated kitchen and baths, a new HVAC system, and a picture-perfect front porch. The attic and crawlspace have been improved for optimum energy efficiency. For a fun, modern twist, head up the cool spiral staircase to a fully finished third-floor space. Outside, enjoy a fantastic backyard with raised garden beds already in place, a storage shed, and alleyway access. Off-street parking. Love the look? The owner will even consider parting with some of the furnishings!

109 Willis St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$434,900
2 Beds ⋅ 2 Baths
Welcome to Penthouse #302 at Oakley Beach, one of Cambridge’s most desirable waterfront condominium communities. Perched on the top floor, this beautifully appointed 2-bedroom, 2-bath residence offers breathtaking panoramic views of the Choptank River and the convenience of low-maintenance waterfront living. Inside, you'll find an open and inviting floor plan featuring 9-foot ceilings, gleaming hardwood floors, and a well-appointed kitchen with granite countertops, quality cabinetry, and ample workspace. The spacious living area is accented by a cozy gas fireplace and opens directly to a covered balcony where you can relax and take in the stunning river vistas. A rare and highly desirable bonus, the sale includes a deeded boat slip, providing direct access to the Choptank River and making it easy to enjoy boating, fishing, and waterfront adventures right from your community. Located within Cambridge’s Historic District, Oakley Beach is just minutes from downtown shops, restaurants, galleries, and waterfront attractions. This thoughtfully designed penthouse is ideal as a full-time residence, weekend retreat, or vacation getaway. With only 24 residences spread across four elevator-served buildings, residents enjoy a peaceful and private setting along with exceptional community amenities, including a swimming pool, common pier, beautifully maintained grounds, and abundant guest parking. If spectacular water views, upscale finishes, and turnkey living are what you're seeking, Penthouse #302 at Oakley Beach deserves your attention.

3 Oakley St, Cambridge

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