Dorchester County Public Schools Homes with Pier/Dock Community Amenities

Dorchester County Public Schools Homes with Pier/Dock Community Amenities

Welcome to Dorchester County, Maryland, where the charm of small-town living meets the vibrant spirit of community. Nestled along the picturesque waterways of the Eastern Shore, Dorchester County Public Schools stands as a beacon of educational excellence in the region. With a commitment to nurturing young minds, the district offers a robust curriculum and a range of extracurricular activities designed to foster creativity and critical thinking. Families can feel confident in their choice of schools, knowing that dedicated educators are focused on providing a safe and supportive environment for all students.

Beyond the exceptional educational opportunities, the allure of living in this beautiful area is heightened by the stunning homes with pier and dock community amenities. Imagine stepping out of your backyard and onto your private dock, where you can enjoy fishing, kayaking, or simply soaking in the breathtaking views of the Chesapeake Bay. These waterfront properties not only provide a serene escape but also create a lifestyle that embraces outdoor living and recreation.

In Dorchester County, the sense of community is palpable. Neighbors become friends, and local events bring everyone together to celebrate the unique culture and heritage of the area. Whether you’re savoring fresh seafood at a local restaurant or exploring the scenic trails, there’s always something to do.

Come and discover the perfect blend of quality education and coastal living in Dorchester County. Your dream home awaits, complete with the amenities that make life by the water truly special. Embrace the opportunity to create lasting memories in this enchanting part of Maryland!

Newest Dorchester County Public Schools Homes with Pier/Dock Community Amenities

5230 Heron Rd, Cambridge
$699,000
4 Beds ⋅ 3 Baths
This custom-built 4 bedroom home on over 3.5 acres in Heron Harbor perfectly blends elegance and luxury with coastal charm and comfort! With a private community pier and dock on Fishing Creek, homes like this are seldom available but this 2019 Charles " Wiggs" Brohawn custom dream home can be yours for under $700K! The floor plan is designed for both sophistication and livability...access formal living and office space with crown molding and 9'+ ceilings from the foyer, relax with family and friends in the open kitchen and great room at the back of the main level with a gas fireplace and screened rear porch. The gourmet Kitchen features quartz countertops, a 5 burner gas cooktop, double wall oven, large island, and stainless appliances. A large Butler's Pantry with wet bar and wine storage provides additional storage beyond the extensive custom cabinetry. In addition to the island seating, enjoy meals in the bright and sunny dining space. Enjoy the rear screened porch with ceiling fan during three seasons and the inviting gas fireplace in the expansive great room during the winter months. At the top of the stairs, guests can enjoy a large flex-space to the right while the private bedrooms are accessed to the left. The spacious primary bedroom has 2 walk-in closets and a luxurious en-suite bathroom with an oversized tile walk-in shower with seat and multiple shower head as well as dual vanities. A large central atrium connects the primary to the 3 additional large bedrooms, laundry room, and bathroom with dual vanities and tub-shower along with pull-down attic access. In addition to the stunning interior, enjoy the charm of the welcoming front porch, the convenience of an oversized 2 car garage, and the beauty & privacy of the wooded 3.73 acres. Come see all that this property and community have to offer at our Open House on 9/12! Home is owner-occupied so please don't access property/driveway without an approved showing appointment; all buyers and their agents to complete due diligence regarding property taxes, zoning, measurements school, HOA, insurance, and other property information. Schedule your tour today!

5230 Heron Rd, Cambridge

Listing courtesy of EXP Realty, LLC. Contact:

145 Regulator Dr N, Cambridge
$370,000
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:

5229 Heron Rd, Cambridge
$50,000
Build your dream home on this scenic 3.53-acre wooded lot in the exclusive Heron Harbor community, nestled along Webbs Creek, which feeds into the Choptank River. Surrounded by water and nature, this peaceful setting offers access to a community pier on navigable water—perfect for kayaking, boating, and enjoying fresh Eastern Shore crabs. HOA fees include dock maintenance and BIP septic hook-up access. With easy access to downtown Cambridge, shopping, restaurants, and more, you’ll enjoy the perfect balance of convenience and seclusion. Embrace the best of Eastern Shore living in this quiet, water-oriented community.

5229 Heron Rd, Cambridge

Listing courtesy of Northrop Realty. Contact:

138 Regulator Dr N, Cambridge
$342,900
4 Beds ⋅ 3 Baths
Beautifully maintained and newly refreshed 4BR/2.5BA Colonial in sought after Longboat Estates. Park in the double-wide driveway or attached two-car garage and enter through the covered front entry into a light-filled interior featuring fresh paint, luxury flooring, carpeting, and recessed lighting. The main level offers a welcoming living room, convenient half bath, and an open-concept layout perfect for everyday living and entertaining. The spacious family room with gas fireplace flows seamlessly into the dining area with sliding door access to the backyard. The kitchen features ample cabinetry with under cabinet lighting, granite countertops, tiled backsplash, stainless steel sink, a pantry, and a movable island with a wood top. A stylish mudroom with barn doors provides access to the garage, complete with a custom epoxy floor. Upstairs, enjoy the convenience of second-floor laundry, three generously sized bedrooms, a full bath, and a private primary suite featuring a walk-in closet and en suite bath with double vanity and a large walk-in shower. From the main floor's sliding doors, step outside to a newly installed paver patio overlooking expansive green space and backing to woods, perfect for relaxing or entertaining. This move-in ready home also includes an in-home sprinkler system and is located in a community offering a fenced pool, boat ramp, and piers. Conveniently located near shopping, dining, and major commuter routes.

138 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

123 Regulator Dr N, Cambridge
$399,000
4 Beds ⋅ 3 Baths
Price just reduced $399,000! Hurry over to see this beautiful home ! From the moment you step inside you will notice the fresh, coastal design that welcomes you home. You will find light, airy hardwood floors throughout the home and a beautiful kitchen featuring furniture-finished cabinetry and upgraded counter tops, and ceramic tile floor. The breakfast bar has seating for up to five plus there's an additional breakfast area that is drenched in sunlight. The kitchen blends seamlessly into the family room featuring high ceilings, a gas fireplace, and custom built-in server cabinetry. This home features a spacious first floor owner's bedroom suite with soaking tub and walk in shower, plus a second bedroom with full bath and even a separate den/office. First floor laundry. Relax in the sun room overlooking the backyard or step out onto the covered rear porch and patio. Take the staircase up to the second floor to find 2 more huge bedrooms with a connecting "Jack and Jill style" full bath #3. This exceptional home features over 3700 Sq ft of quality built, craftsman style living space! The community of Longboat Estates is everything shore life should be! It is a beautiful community! An active, yet relaxing place to call home offering homeowners exclusive amenities to enjoy shore life... you will find the beautiful dock with 2 piers on Jenkins Creek leading out to the Choptank River. Bring your boat, kayak, fishing and crabbing gear. You and your family will love it here! Quality construction by Lennar.

123 Regulator Dr N, Cambridge

Listing courtesy of Chaney Homes, LLC. Contact:

146 Regulator Dr N, Cambridge
$334,900
4 Beds ⋅ 3 Baths
Beautifully maintained and move-in ready 4BR/2.5BA Colonial located in the quiet community of Longboat Estates. From the moment you arrive, you’ll appreciate the curb appeal, double-wide driveway, attached two-car garage, and welcoming front entry. Inside, this home offers a bright and airy open floor plan filled with natural light, recessed lighting, and comfortable living spaces throughout. The main level features a spacious living room, convenient half bath, and an open-concept family room, dining area, and kitchen designed for both everyday living and entertaining. The kitchen boasts granite countertops, ample cabinetry, a pantry closet, black and black stainless appliances, and a double stainless sink overlooking the backyard. Sliding doors off the dining area lead to a large Azek deck with peaceful views. Upstairs, you’ll find three generously sized secondary bedrooms, a full hall bath with a linen closet, a convenient second-floor laundry room, and a spacious primary suite. The primary bedroom features a walk-in closet and private en-suite bath with a double vanity and walk-in tile shower with bench seating. The backyard provides plenty of room to relax, entertain, or enjoy the surrounding green space. Conveniently located near shopping, restaurants, and commuter routes, residents also enjoy access to the community pool and dock.

146 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

519 Seaway Ln Unit 157, Cambridge
$299,900
3 Beds ⋅ 3 Baths
*New Price Motivated Seller Come See This Lovely End Unit in Deep Harbor. Enjoy connection to the outdoors with two composite decks overlooking Cambridge Creek & Generation III Marina—perfect for morning coffee, sunset watching, or entertaining. This like-new, 3-level townhome delivers incredible value and convenience, a water view, and a long list of upgraded finishes throughout — including enhanced flooring, additional recessed lighting, high-end fixtures, composite decking, and upgraded kitchen + bath selections that elevate both style and function. Thoughtfully designed -the entry level features a welcoming foyer and versatile den—ideal as a home office, lounge, fitness space, or playroom—plus interior access to the attached garage. The main living level showcases an exceptional kitchen with abundant cabinetry, beautiful backsplash, recessed lighting, stainless steel appliances, large center island, and plenty of prep + storage space. The top floor features a lovely primary suite with tray ceiling detail, walk-in closet, private deck, dual vanities, and an oversized walk-in shower. Two additional bedrooms share a beautifully appointed hall bath. A great perk is the full-size stack washer & dryer which are conveniently located on the bedroom level. Deep Harbor amenities include: gated entrance, waterside walking paths, community pool, and marina access—and are all within walking distance to downtown Cambridge dining, shops, events, and waterfront recreation. **The unit is located in an area of Deep Harbor where short term rental like Air BNB, VRBO, etc. are permitted- making this a great investment opportunity as well! ** Boat slips are available on a first come first serve basis within the Deep Harbor Community OR utilize slip leases at: City of Cambridge's Municipal Yacht Basin, Dorchester Co., Generation III Marina, and Cambridge Yacht Club. Don’t miss this exceptional opportunity to secure a modern, low-maintenance home on the Eastern Shore! *some photos have been virtually staged*

519 Seaway Ln Unit 157, Cambridge

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

4 Algonquin Rd, Cambridge
$69,000
Recently reduced in price! Don’t miss this .30-acre homesite in Algonquin, a desirable water-access community just outside Cambridge. Situated on relatively high ground, this lot offers added peace of mind along with public water and sewer availability. As the last available lot in this established neighborhood, it is surrounded by mature landscaping and well-maintained homes with strong property values. Residents enjoy access to a community pier on Jenkins Creek, boat ramp, and trailer parking—ideal for embracing the Eastern Shore waterfront lifestyle.

4 Algonquin Rd, Cambridge

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

900 Marshy Cv Unit 411, Cambridge
$239,000
2 Beds ⋅ 2 Baths
This cozy 2 bedroom, 2 bath condo is nestled in the sought-after waterside community of Deep Harbour. As you enter, you'll be greeted by a bright and spacious living area that flows seamlessly into the kitchen, equipped with modern appliances, sleek countertops, and ample cabinet space. The primary features a private en-suite bath and plenty of closet space, while the second bedroom offers versatility for guests or a home office. Outside, enjoy a private balcony with creek views, or take a stroll along the public riverwalk that outlines the community, with downtown restaurants and shopping just minutes away. Deep Harbour is a gated community with secure assigned garage parking, keypad/fob front building entry, and nearby boat ramps. Enjoy access to a community pool, nearby parks, playgrounds, the Fishing Pier, and the Harriet Tubman Museum & Educational Center in Cambridge. Nature lovers will appreciate the nearby Blackwater National Wildlife Refuge and its Visitor Center. Storage unit included.

900 Marshy Cv Unit 411, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

900 Marshy Cv Unit 409, Cambridge
$385,000
2 Beds ⋅ 2 Baths
BACK ON THE MARKET THROUGH NO FAULT OF THE SELLER WITH A REDUCED PRICE! Sellers are motivated and ready to make a deal with the right offer. This exceptional penthouse waterfront condominium combines one of the best views of Cambridge Creek with a deeded 30-foot boat slip, reserved covered garage parking, and one of the largest private storage units within Marshy Cove—adding tremendous value to an already beautifully maintained residence. Positioned as a top-floor outside corner unit, Unit 409 offers approximately 1,720 square feet, one of the building’s largest floor plans, and sweeping, unobstructed views straight up Cambridge Creek toward the Choptank River. Nearly every room showcases the waterfront setting, while the private balcony provides a front-row seat to spectacular sunsets, bald eagles and osprey, passing sailboats, and local watermen coming and going from the Bay. Just steps from the building, the deeded 30-foot boat slip with pier provides convenient access to Cambridge Creek and the Choptank River for boating, fishing, kayaking, paddleboarding, and enjoying the Eastern Shore waterfront lifestyle. Currently vacant and ready for its next owner, the unit offers a wonderful blank canvas to make your own. Select listing photos have been virtually staged to help showcase the scale, functionality, and possibilities of the space and provide inspiration for how the rooms could be furnished and enjoyed. Inside, a welcoming foyer flows into the kitchen and breakfast area, while spacious dining and living rooms are enhanced by expansive water views. The waterfront primary suite features a walk-in closet, additional storage, double vanities, and a walk-in tiled shower. A generously sized guest bedroom and full bath are privately situated on the opposite side of the residence. The unit also offers an exceptional parking and storage package. The reserved covered garage space is directly across from the building access door for incredible convenience. An easily accessible private storage room—one of the largest within Marshy Cove at approximately 75 square feet with 8-foot ceilings—provides ample space for bicycles, paddleboards, boating gear, seasonal décor, and more. Marshy Cove residents enjoy gated access, secure building entry, a waterfront walking trail, outdoor pool with lifeguard, community center, and beautifully maintained grounds. The association reports nearly $500,000 in reserves, no history of special assessments, proactive maintenance planning, and no condo fee increase for 2026. Located minutes from historic downtown Cambridge, enjoy easy access to waterfront dining, marinas, shopping, galleries, and community events. Waterfront penthouse. Deeded boat slip. Premier covered parking. Oversized private storage. Unmatched Cambridge Creek views. Whether a full-time residence or Eastern Shore retreat, Unit 409 offers a waterfront combination that is difficult to replicate. Sellers are motivated—bring your offer!

900 Marshy Cv Unit 409, Cambridge

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

700 Cattail Cv Unit 412, Cambridge
$235,000
2 Beds ⋅ 2 Baths
Experience affordable waterfront living without compromising on lifestyle in this beautifully updated top-floor penthouse. From your private balcony, enjoy peaceful long-water views stretching toward the Choptank River and front-row seats to the Fourth of July fireworks over the water. Offering 1,493 square feet of thoughtfully updated living space, this 2-bedroom, 2-bath residence features new luxury vinyl plank flooring throughout, upgraded lighting, elegant chair rail detailing, and a spacious open layout designed for comfortable everyday living. The modern kitchen has been refreshed with all-new stainless steel appliances, while the upgraded full-size stacked washer and dryer add everyday convenience. The generous primary suite includes a spa-inspired bathroom with dual vanities, new comfort-height toilets, a walk-in shower, and timeless white marble flooring. Located within the secure, gated Deep Harbour waterfront community, residents enjoy elevator access, front-door intercom entry, an assigned indoor garage parking space, and the added benefit of a rare private storage unit. Deep Harbour offers an exceptional waterfront lifestyle with a community marina, piers, kayak launch, scenic walking paths, swimming pool, bathhouse, picnic areas, and beautifully maintained grounds along Cambridge Creek. Just moments from historic downtown Cambridge, you'll enjoy locally owned restaurants, shops, marinas, festivals, and the exciting Cambridge Harbor redevelopment on the Choptank River, bringing new waterfront dining, entertainment, and recreational amenities. Perfectly positioned for commuters and weekend travelers alike, Cambridge offers convenient access to Annapolis, Easton, Salisbury, Ocean City, and the broader Chesapeake Bay region—making it easy to enjoy coastal living while staying connected to work and recreation. Whether you're looking for a full-time residence, weekend retreat, or low-maintenance waterfront home, this penthouse delivers exceptional value, security, and an enviable Eastern Shore lifestyle. 𝗣𝗿𝗼𝗽𝗲𝗿𝘁𝘆 𝗛𝗶𝗴𝗵𝗹𝗶𝗴𝗵𝘁𝘀 • Top-floor penthouse with long water views toward the Choptank River • 1,493 sq. ft. | 2 Bedrooms | 2 Full Baths • Private balcony with water views and Fourth of July fireworks • New luxury vinyl plank flooring throughout • All-new stainless steel kitchen appliances • Full-size stacked washer & dryer • Spacious primary suite with dual vanities, walk-in shower & marble flooring • Upgraded lighting fixtures and chair rail detailing • Upgraded comfort-height toilets installed • Assigned indoor garage parking space • Rare private storage unit • Secure gated building with front-door intercom • Two elevators serving all residential floors • Waterfront community with marina, piers & kayak launch • Swimming pool, bathhouse, picnic areas & waterfront walking paths • Minutes to historic downtown Cambridge • Near the exciting Choptank Harbor waterfront redevelopment • Easy access to Easton, Annapolis, Salisbury, Ocean City & the Chesapeake Bay • Affordable, low-maintenance waterfront living on Maryland's Eastern Shore

700 Cattail Cv Unit 412, Cambridge

Listing courtesy of Kinetic Realty, Inc.. Contact:

921 Parsons Dr, Madison
$349,900
3 Beds ⋅ 3 Baths
Fully Renovated in Waterfront Community — Private Beach, Pier & Pavilion Access Included Everything is new. Everything is done. Just move in. This 3-bedroom, 3-bathroom raised rancher on Parsons Drive in Madison has been renovated top to bottom — and it sits in a waterfront community with private beach access, a fishing pier, and a community pavilion. New kitchen with stainless steel appliances, updated cabinetry, and generous counter space. New luxury flooring throughout. New HVAC system and CPVC plumbing. New siding. New spacious deck for entertaining or unwinding outdoors. Attached garage for everyday convenience. The full unfinished basement is a blank canvas — finish it for additional living space, set up a workshop, or use it for storage. The potential square footage here is a bonus most buyers overlook. All of this in a community where your amenities include a private beach, fishing pier, and pavilion — the waterfront lifestyle without the waterfront price tag. Every major system and finish has been replaced. Nothing to update, nothing to repair, nothing to wait for. Dorchester Sanitary Fee applies to the property

921 Parsons Dr, Madison

Listing courtesy of Real Broker, LLC - Chester. Contact:

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