Dorchester County Public Schools Real Estate

Dorchester County Public Schools Real Estate

Welcome to Dorchester County, Maryland, where exceptional living meets outstanding education! Nestled along the picturesque shores of the Chesapeake Bay, the Dorchester County Public Schools (DCPS) system is dedicated to fostering a nurturing and dynamic learning environment for students from pre-K through 12th grade.

DCPS prides itself on its commitment to academic excellence, offering a diverse range of programs tailored to meet the unique needs of each student. With a focus on innovative teaching methods and personalized learning experiences, educators empower students to explore their interests and develop critical thinking skills. The district boasts a variety of extracurricular activities, from arts and music to athletics, ensuring that every child has the opportunity to shine outside the classroom.

Safety and community are at the heart of Dorchester County Public Schools. The district is known for its strong partnerships with parents and local organizations, fostering a supportive atmosphere that enhances student success. With small class sizes and dedicated staff, students receive the attention they deserve, helping them to thrive academically and socially.

In addition, the scenic beauty of Dorchester County provides an inspiring backdrop for learning. With access to outdoor classrooms, nature trails, and waterways, students can engage with their environment and develop a sense of responsibility toward conservation and sustainability.

Choosing a home in Dorchester County means not only investing in a beautiful location but also in a bright future for your children. Discover the charm of this community and the exceptional educational opportunities that await within the Dorchester County Public Schools system!

Newest Listings in Dorchester County Public Schools

5631 Indiantown Rd, Rhodesdale
$139,999
2 Beds ⋅ 1 Baths
Bring your vision and creativity to this Waterview property offering Two parcels totaling .62+/-acres and endless possibilities! The home features 2 bedrooms, 1 full bath, original hardwood floors, and tile flooring in the kitchen and bathroom. A convenient side porch provides the perfect spot to kick off your shoes, hang your coats, and keep everyday essentials organized. This home is ready for some TLC and personal touches to transform it into your dream Waterview retreat. Whether you're looking for a renovation project, weekend getaway, or investment opportunity, don't miss the potential this property has to offer!

5631 Indiantown Rd, Rhodesdale

Listing courtesy of Mabry Real Estate LLC. Contact:

3617 Willey Rd, Hurlock
$760,000
2 Beds ⋅ 1 Baths
Experience the epitome of waterfront living in this stunning ranch-style residence nestled along the serene banks of the Choptank River. Spanning 1.35 acres, this exquisite property offers breathtaking river views that create a tranquil backdrop for your everyday life. The private dock invites you to indulge in water activities, from fishing to kayaking, ensuring endless adventures right at your doorstep. Step inside to discover a cozy ambiance highlighted by a charming brick fireplace, perfect for intimate gatherings. With 1,588 sq. ft. of thoughtfully designed space, this home seamlessly blends comfort and elegance. The expansive outdoor area is ideal for entertaining or simply unwinding while soaking in the picturesque surroundings. Embrace an exclusive lifestyle where nature meets sophistication, and every day feels like a vacation. This is more than a home; it's a sanctuary where luxury and leisure intertwine, offering you the ultimate escape. Don't miss your chance to own this riverfront gem!

3617 Willey Rd, Hurlock

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

2249 Wingate Bishops Head Rd, Wingate
$95,000
3 Beds ⋅ 1 Baths
Create your own private weekend getaway, hunting retreat or full-time residence with this 3 bedroom, 1 bath rancher featuring a newer well and septic system. The home needs TLC and is ready for your personal touches. Enjoy a private setting just a short drive from two marinas, public boat ramps, public hunting areas and Elijah’s General Store. Spend your days fishing, crabbing and hunting, then head home to unwind after a day outdoors. The property across the street, featuring 5.71 acres with a pond and access to Wingate Creek, is also available for sale (Land Listing MLS# MDDO2013492). The properties are listed separately and may be purchased together with an acceptable offer for a combined 7+ acres. Purchase both properties to enjoy opportunities for waterfowl, Sika deer and turkey hunting along with crabbing from the recreational parcel.

2249 Wingate Bishops Head Rd, Wingate

Listing courtesy of Meredith Fine Properties. Contact:

4548 Hoopers Neck Rd, Taylors Island
$599,000
Discover 39± acres of Chesapeake Bay waterfront land along Hoopers Neck Road on Taylors Island in Dorchester County, Maryland. Featuring approximately 450 feet of western-facing shoreline on scenic Oyster Cove and over 385 yards of road frontage, this diverse property offers an exceptional combination of waterfront, mature timber, productive farmland, and outstanding Sika deer and waterfowl habitat. A county-recorded septic reserve area (SRA) within the front 9± acre field provides an attractive potential homesite for a private Chesapeake Bay retreat. Mature stands of loblolly pines create a scenic and secluded setting, while two separate tillable fields of approximately 6 and 9 acres offer opportunities for agricultural use and potential passive income through a farming lease. A spring-fed pond adds another desirable natural feature and valuable water source for wildlife. Several acres of phragmites and marsh vegetation along Oyster Cove provide excellent cover for the area's healthy Sika deer population. The cove is also a well-known wintering area for a variety of waterfowl, offering excellent hunting and wildlife viewing opportunities. The combination of fields, timber, wetlands, and waterfront creates a diverse habitat for outdoor recreation. Recent engineering site work has been completed, and a recorded plat identifying the septic reserve area is available upon request. Buyers should conduct their own due diligence with Dorchester County and applicable regulatory agencies regarding residential building permits, septic approvals, and potential waterfront pier construction. Buyer-due dilligence required for AG conservation area, Nontidal / Critical areas. Recent sitework has been down with engineering frims. Survery Plat is available upon request. The property adjoins a separately listed waterfront residence on 23.23± acres, offering the opportunity to purchase either property individually or combine both for a private Chesapeake Bay estate totaling over 62 acres. An ultra-rare opportunity to own waterfront land with homesite potential along the western-facing Chesapeake Bay shoreline, offering exceptional wildlife viewing and breathtaking sunsets on Maryland's Eastern Shore.

4548 Hoopers Neck Rd, Taylors Island

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

Taylors Island
$899,000
3 Beds ⋅ 2 Baths
Discover an exceptional 23.23± acre waterfront retreat overlooking Oyster Cove and the Chesapeake Bay in Dorchester County, Maryland. Arguably one of the largest waterfront properties with an identified additional septic site currently available along this stretch of the Chesapeake Bay, this secluded Eastern Shore property offers expansive western-facing water views, over 900 yards of shoreline, a charming cottage, pole barn garage, and a unique three-story lookout tower—all within a peaceful, preserve-like setting. The modest yet charming 1,400± sq.ft, 3 BR, 2 BTH cottage is carefully positioned to capture spectacular views of the Bay, surrounding marsh, and natural landscape. An inviting entrance leads into a light-filled solarium offering spacious waterfront views and a beautiful bluestone fireplace. Additional features include bedrooms with cedar closet storage and a warm, inviting sunroom currently used for growing orchids. The home's comfortable character and thoughtful placement provide an ideal setting for enjoying the surrounding natural beauty. Enjoy breathtaking sunsets across the Bay and Oyster Cove, a well-known birdwatching destination where boaters and nature enthusiasts gather to observe migrating birds each spring and fall. The property's diverse landscape of mature trees, marsh, and waterfront habitat provides outstanding opportunities for wildlife viewing, hunting, fishing, crabbing, and boating. The owners have spent years enhancing the property with a variety of fruit-bearing trees, including pear, persimmon, and pomegranate. Sika deer regularly visit the yard to feed on fallen persimmons, creating a unique opportunity to observe these elusive animals right from the home. A distinctive three-story lookout tower offers the potential for restoration or creative reimagining to take advantage of the property's panoramic views. The pole barn garage provides convenient storage with rear pull-in access for tractors, implements, and recreational equipment. A historic outhouse and pumphouse add a touch of Eastern Shore heritage and character to the property. The sellers have also constructed an additional protective mound system around the home near the marsh to help safeguard against tidal impacts. With over 900 yards of shoreline, the property offers opportunities to restore the existing pier or explore construction of a new pier, subject to applicable permits and approvals. Water depth at the existing pier is reported to be approximately 32 inches under observed conditions, subject to tidal fluctuations and buyer verification. The existing cottage is within the FEMA 100-year floodplain. The additional recorded septic reserve area and proposed building location are within that floodplain. Flood insurance or minimum building elevation requirements would apply to a new residence. Recent surveying and engineering work has identified and documented an additional Sewage Reserve Area (SRA) septic site, offering potential flexibility for new construction or a second homesite, subject to county approvals. A recent survey plat is available upon request. Whether envisioned as a private family waterfront retreat, recreational getaway, or future Chesapeake Bay estate, this remarkable property combines natural beauty, exceptional privacy, abundant wildlife, and tremendous potential along Maryland's Eastern Shore. This is your opportunity to experience and enjoy Vista Bella Estate, affectionately known as "The Wildlife Sanctuary," where breathtaking waterfront views, abundant wildlife, and the peaceful beauty of the Chesapeake Bay come together in one extraordinary setting.

Taylors Island

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

729 Washington St, Cambridge
$70,000
2 Beds ⋅ 1 Baths
Investor opportunity in Cambridge! This 2-bedroom, 1-bath Colonial was built in 1925 and has 840 sq ft above grade on a 1,753 sq ft lot. Recent updates include new carpet and a new heater. No basement. The home is vacant and easy to see, ready for the next owner to renovate, reposition, and set new rents. Nearby Washington St sales have ranged from $80,000 to $114,000 between November 2025 and March 2026. A comparable rental on High St leased for $1,700/month in December 2025, which works out to about $20,400 in potential gross annual rent before expenses. A strong fit for buy-and-hold, BRRRR, or renovate-and-resell. Sold strictly as-is. Buyer to verify all information, including square footage, condition, comparable sales, and rental potential. Value and rent estimates are not guaranteed.

729 Washington St, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

Cambridge
$2,300,000
Located on Town Point Road near Cambridge in Dorchester County, Maryland, this 134.87± acre waterfront hunting property offers an outstanding combination of managed waterfowl habitat, productive farmland, wooded hunting acreage, and navigable waterfront access to the Little Choptank River. The property features approximately 19.5± acres of tillable ground, 15± acres of newly constructed waterfowl impoundments, and 95± acres of woods, marsh, and open ground, providing diverse habitat for whitetail deer, sika deer, wild turkeys, ducks, and geese. A gravel lane winds through agricultural fields with a history of corn and soybean production. Approximately 83% of the farm consists of Elkton silt loam, with an overall NCCPI soil productivity score of 47.5. Predominantly pine timber, mixed hardwoods, and thick understory connect to a larger wooded block in the northwest corner, creating excellent wildlife cover and natural travel corridors. An established box blind overlooks the fields and ponds, while additional duck and goose blinds provide multiple hunting locations throughout the property. A major highlight is the approximately 15± acres of waterfowl impoundments completed during the summer of 2026. Three impoundments are designed for planting corn, milo, or managing natural moist-soil vegetation, while a deeper holding pond offers potential waterfowl roosting habitat. Newly installed Agri Drains and culverts provide water management capabilities, and a new well near the shed offers the potential to supply additional water with appropriate connections. Two impoundments are currently planted in standing corn. The underlying Elkton silt loam helps retain water, while seasonal drawdowns can encourage natural moist-soil vegetation. The combination of agricultural fields, mature timber, thick cover, and marshland creates diverse hunting opportunities for whitetail deer, sika deer, and wild turkeys. The property's established hunting improvements and habitat features provide an excellent foundation for continued wildlife and recreational management. Near the agricultural fields, a former homesite includes an existing well and septic system, with condition and suitability subject to buyer verification. A newer shed equipped with HVAC and additional amenities offers a comfortable recreational gathering space. Electrical service is available throughout the property, providing flexibility for future improvements. Potential residential construction at the former homesite is subject to applicable county approvals. The gravel lane continues to the waterfront, where a dock and walkway provide access to a navigable cove connecting to the Little Choptank River for boating, fishing, and crabbing. Additional waterfront improvements include a camper hookup, utility building, and screened porch equipped with a refrigerator, ceiling fan, and electric service. With newly constructed waterfowl impoundments, established hunting blinds, diverse deer and turkey habitat, productive agricultural fields, and navigable waterfront access, this 134.87± acre property represents a rare opportunity to own a managed hunting and recreational retreat on Maryland's Eastern Shore.

Cambridge

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

5837 Hudson Wharf Rd, Cambridge
$419,950
2 Beds ⋅ 1 Baths
Affordable Waterfront Living on Maryland’s Beautiful Eastern Shore! Looking for a charming waterfront retreat in the country? Look no further! This unique circa-1900 two-story home sits on a beautiful .98-acre (+/-) waterfront lot along picturesque Hudson Creek. Featuring a charming partially brick front and inviting screened front porch, this cozy home blends vintage character with modern updates. Remodeled and updated in 2020, improvements include a new roof, flooring, siding, fresh interior and exterior paint, updated kitchen with new cabinetry, countertops and stainless steel appliances, updated bathroom, plus a new well and septic system. A detached oversized one-car garage with an attached waterside studio guest house featuring a full bath offers wonderful flexibility for guests or additional space. Enjoy the lovely waterfront patio and take in the gorgeous water views! Your own waterfront playground awaits with a new pier, two jet ski lifts, and concrete boat ramp. Spend your days boating, jet skiing, kayaking, paddleboarding, fishing, and crabbing right from your backyard. Nothing beats steaming your own freshly caught crabs and enjoying the laid-back waterfront lifestyle! Whether a weekend getaway or a peaceful country retreat, this special property offers the opportunity to enjoy all that life on the beautiful Eastern Shore has to offer. Life is Good on the Eastern Shore!

5837 Hudson Wharf Rd, Cambridge

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

7025 Gravel Branch Rd, Hurlock
$295,000
Nearly 7 acres of Prime commercial land just outside of Preston. Endless possibilities. It does connect to an old Rail Road line.

7025 Gravel Branch Rd, Hurlock

Listing courtesy of Benson & Mangold, LLC. Contact:

900 Marshy Cv Unit 408, Cambridge
$339,000
2 Beds ⋅ 2 Baths
Gorgeous well maintained 2 bedroom, 2 bath condo with breathtaking water views in this centrally located gated community in heart of town. HOA/condo fees cover water, sewer, exterior maintenance, elevators, lobby, pool with lifeguard on duty, security gates, mailroom and parking garage maintenance. Second gate leads directly to fresh seafood market, restaurants and numerous downtown attractions, museums, shops and waterfront parks. This is the area where the Eagle man, Iron Man and national circuit speed boat races are held. All Kitchen appliances have been upgraded. Storage unit included -other than TV, furnishings do not convey.

900 Marshy Cv Unit 408, Cambridge

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

138 Regulator Dr N, Cambridge
$329,900
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:

3907 Punch Island Rd, Taylors Island
$275,000
12.48 Acres of Waterfront Paradise on St. Johns Creek Nestled along the shores of St. Johns Creek, this exceptional 12.48-acre waterfront building lot offers a rare opportunity to create the secluded retreat you've always envisioned. With an approved septic system permit already in place, you're one step closer to bringing your dream getaway to life. A true sportsman's paradise and nature lover's dream. Outside your door you will find sika deer, whitetail deer, and wild turkeys, offering excellent hunting opportunities. St. Johns Creek also attracts and holds migratory waterfowl, making this an ideal setting for the outdoorsmen. Beyond the hunting opportunities, the waterfront setting invites endless outdoor adventures. Spend your days boating, fishing, crabbing, kayaking, or paddleboarding along the scenic waters of St. Johns Creek. Whether you're pursuing the day's catch, exploring the shoreline, watching wildlife, or simply enjoying the peaceful surroundings, every season brings something special to discover. Come experience the beauty, wildlife, and endless possibilities of this extraordinary Eastern Shore property!

3907 Punch Island Rd, Taylors Island

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

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