Dorchester County Public Schools Homes with Private Parking features

Dorchester County Public Schools Homes with Private Parking features

Welcome to Dorchester County, Maryland, where charming homes meet exceptional educational opportunities! Nestled on the scenic Eastern Shore, Dorchester County Public Schools (DCPS) is committed to fostering a nurturing and innovative learning environment for students. With a strong emphasis on academic excellence, DCPS offers a diverse curriculum that includes Advanced Placement courses, vocational training, and a variety of extracurricular activities designed to engage and inspire young minds.

Families residing in this picturesque region can take pride in the quality of education available to their children. The dedicated staff and administration are focused on providing personalized support, ensuring that each student reaches their fullest potential. From the early years in elementary school to the transformative experiences in high school, DCPS is a cornerstone of the community, helping to shape the leaders of tomorrow.

Now, let’s talk about the homes that make Dorchester County a desirable place to live. Many properties in the area feature private parking, a highly sought-after amenity that adds convenience and value to your daily life. Imagine coming home to a beautiful house with ample parking space, allowing you to effortlessly host friends and family or simply enjoy the ease of coming and going without the hassle of street parking.

With a perfect blend of community spirit, educational excellence, and comfortable living spaces, Dorchester County is the ideal place for families looking to settle down. Explore the charming neighborhoods and discover your dream home today—where quality education and modern conveniences come together in harmony!

Newest Dorchester County Public Schools Homes with Private Parking features

5005 Percy May Rd, Linkwood
$365,000
2 Beds ⋅ 2 Baths
Acreage, Privacy & Endless Potential! Nestled on 10 secluded acres, this property offers the perfect setting for a hunting lodge, private retreat, or peaceful country homestead. The 2-bedroom, 2-full-bath home features beautiful exposed beams that add rustic charm, tile flooring, and a spacious family room with a wood stove—perfect for relaxing after a day outdoors. The 3-car garage offers much more than parking, with a floored attic providing abundant storage and a separate kitchen area complete with sink, stove, and freezer. Additional pantry storage is insulated and equipped with A/C, providing even more functional space. Outside, you'll find a barn/shed with a convenient lean-to, along with a mobile home that needs some TLC but offers potential for in-law quarters, guest accommodations, or additional living space. With 10 acres of seclusion and plenty of room for outdoor activities, storage, hobbies, hunting, or simply enjoying the privacy of country living, this property offers a unique opportunity to make it your own. Property is being sold As-Is.

5005 Percy May Rd, Linkwood

Listing courtesy of Mabry Real Estate LLC. Contact:

2344 Hoopers Island Rd, Fishing Creek
$1,075,000
3 Beds ⋅ 3 Baths
Welcome to the most private wooded parcel of land on Upper Hooper's island , accessed by a private road and bridge from Hooper's Island Road , to the exclusive 8 acres of land with 1200 feet of waterfront on the Chesapeake Bay with a 300 foot long by 100 foot wide all white sand beach with unobstructed southerly views to the Potomac River 19 miles away..The views at night is not one light across the Chesapeake Bay , only Hoopers Island lighthouse blinking at night, as the government owns from the naval air station to the mouth of the Potomac River. The property is so secluded you only hear wind in the trees and wave lapping on the beach. The property has the first house ever built on this land in 2022 having 2000 square feet with 9 foot ceilings and a vaulted ceiling in the living room with stone fireplace. The screen porch overlooking the bay is over 600 square feet of living space and the house contains master bedroom overlooking the bay with walk in closet and bath and two other bedrooms with shared bedroom. The house also includes a large outside enclosed shower .The stone patio next to the house has grill, firepit and 6 lounge chairs to enjoy the fire at night overlooking the vista of the Chesapeake Bay, The expansive beach on the Bay also has a firepit for enjoyment of fires on the beach at night .The property has been totally graded with wrap around berms to protect the property from any flooding conditions. Dorchester County regulations allows an extensive pier to be built if the buyer desires a private dock. Rockfish and Sea Trout are caught off the beach as well as The shoreline is licensed if the buyer wishes to shoot waterfowl from the beach area or construct a offshore blind and the property is covered in White Tail Deer and Sika . The bridge as approved by MDE and Corps was constructed to hold any vehicle up to 100,000 pounds and can accomodate all Hoopers Island Fire equipment .The property also includes a pad site on the property , having 20-30-and 50 amp service and water to the site for either a RV pad with slate terrace, or future building if desired by the buyer ,All electric and water were underground bored from the house to the site, All electric to the house was bored from the road and is also underground.. The property his high speed WiFi and Dish Television.. The kitchen is totally open space with all appliances and full stocked cooking pans and utensils .and a cozy breakfast bulkhead seating eight in the kitchen, The house is being sold totally furnished including towels and sheets except for some private art and two pieces of furniture . One walk in the deep white sand beach and the expansive views will convince you this is a one of a kind property to buy as it has it all and move in ready OWNER FINANCING AT 5% INTEREST ONLY 2 YEARS

2344 Hoopers Island Rd, Fishing Creek

Listing courtesy of Stafford-Stafford Real Estate. Contact:

101 Main St, Secretary
$355,000
3 Beds ⋅ 3 Baths
Waterfront Living at Its Best! Enjoy low-maintenance living with beautiful water views and your own deeded boat slip with 45' shared pier, complete with a 3-year-old, 10,000-lb. boat lift—perfect for boating, fishing, kayaking, and enjoying life on the water. This move-in-ready townhouse offers 3 spacious bedrooms and 2½ baths, with a thoughtful layout designed for comfortable everyday living and entertaining. The primary bedroom features a private ensuite and balcony, creating the perfect spot to relax and take in the waterview. A gas fireplace with water views adds warmth and ambiance to the main living area. Step outside to enjoy the Waterview deck and inviting sitting/firepit area, ideal for morning coffee, evening gatherings, or unwinding after a day on the water. New wide marina boardwalk being installed. Located in the quaint town of Secretary and within the Warwick School District, this home offers the perfect blend of waterfront recreation, small-town charm, and convenience. Recent updates include a roof replaced approximately 4 years ago and a new HVAC system installed in May 2026, with the HVAC still carrying its warranty. Close to Fine dining, deli/carryout, Public Park and Public Boat Ramp, 30 minutes to tax free shopping in Delaware and 45 minutes to Bay Bridge. Move in, bring your boat, and start enjoying waterfront living!

101 Main St, Secretary

Listing courtesy of Mabry Real Estate LLC. Contact:

308 Glen Oak Cir, Hurlock
$274,900
4 Beds ⋅ 2 Baths
Welcome home to 308 Glen Oak Circle! This charming two-story Cape Cod offers 4 bedrooms and 2 full bathrooms, providing plenty of space and flexibility for comfortable living. Situated on a 0.26-acre lot, this home features several recent updates, including a newer HVAC system installed in 2024, newer windows from 2023, and a newer roof from 2022. Solar panels add an energy-conscious feature to the property. The classic Cape Cod design offers a functional layout with plenty of opportunity to make the home your own. Outside, enjoy a spacious yard and a welcoming setting in Hurlock. With its classic charm, generous lot, and numerous recent updates, 308 Glen Oak Circle is ready for its next owner. Don’t miss this opportunity to make this charming Hurlock home your own!

308 Glen Oak Cir, Hurlock

Listing courtesy of Wilson Realty & Staging LLC. Contact:

314 Mill St, Cambridge
$769,000
10 Beds ⋅ 5 Baths
Step back in time to the Gilded Age! Built in 1912 by "Colonel" Albanus Phillips, this magnificent historic estate offers rare scale, classic elegance, and timeless charm in the heart of Cambridge. Spanning over 6,600 square feet, this impressive residence features 10 spacious bedrooms and 4.5 baths, offering extraordinary flexibility for large-scale living, multi-generational arrangements, or grand entertaining. Recent thoughtful updates seamlessly blend modern comfort with historic character, including new energy-efficient mini-splits in most bedrooms, a reworked kitchen, and additional property enhancements completed since it was last on the market. Step inside to discover rich original architectural details, soaring ceilings, and expansive living spaces designed to accommodate both formal gatherings and casual everyday living. Exterior highlights include a private setting, alley access, off-street parking, and a detached rear-entry garage for added convenience. Positioned just moments from historic downtown, local dining, marinas, and the picturesque Choptank River waterfront, this property embodies the very best of Eastern Shore coastal living. A truly rare opportunity to own an iconic piece of local heritage!

314 Mill St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

202 Muir St, Cambridge
$519,900
3 Beds ⋅ 4 Baths
Waterfront Living with a Deeded Boat Slip on Cambridge Creek - Enjoy beautiful water views, three screened porches and a deeded deep-water boat slip in this spacious three-level residence in the desirable Waterside community. Thoughtfully designed with approximately 3,000 square feet of living space (per floor plans) the home offers the comfort of a single-family home with the ease of low-maintenance living. The main level features an open floor plan with spacious living and dining areas, well-appointed kitchen with granite countertops, stainless steel appliances, island seating and abundant storage plus a large screened porch overlooking the water. The entry level offers a flexible family room with a full bath and screened porch, ideal for guests, a home office or recreation. Upstairs, the waterside primary suite features vaulted ceilings, large walk-in closet, spacious bath, private screened porch and an adjoining office or sitting area. Just blocks from downtown Cambridge's restaurants, shops, marina and waterfront parks, this exceptional home offers easy access to Cambridge Creek and the Choptank River. Square footage is based on floor plans. Tax records may differ and buyers should verify.

202 Muir St, Cambridge

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

1619 Perseus Rd, Cambridge
$1,250,000
3 Beds ⋅ 3 Baths
Welcome to Crump Point, an extraordinary renovated waterfront sanctuary nestled on approximately 5± private acres overlooking the tranquil waters of Church Creek. Offering exceptional privacy and captivating panoramic views, this remarkable property captures the essence of Eastern Shore waterfront living. Thoughtfully designed to embrace its breathtaking surroundings, the 3-bedroom, 2.5-bath residence offers stunning water views from nearly every room. The main level is anchored by a spacious gourmet kitchen featuring an oversized island, creating the perfect space for entertaining or gathering with family while enjoying the picturesque waterfront backdrop. All new stainless steel appliances throughout. The first-floor primary suite provides a private retreat complete with serene waters views, waterside deck, walk-in closet, walk-in shower, and oval soaking tub. Outdoor living is equally impressive with a spacious waterfront deck, screened waterside porch, and an upper-level waterside deck—ideal for morning coffee, evening sunsets, or simply taking in the ever-changing beauty of Church Creek. A private pier offers direct access to the water for boating, kayaking, fishing, and crabbing, while the beautifully landscaped grounds provide ample room to enjoy the peaceful surroundings. Additional features include a circular driveway, attached two-car garage, first-floor split-unit heating and cooling, and second-floor central air with baseboard heat. Whether you’re seeking a full-time residence or a weekend waterfront escape, Crump Point offers a rare opportunity to own an exceptional Eastern Shore property where privacy, natural beauty, and timeless waterfront living come together in perfect harmony.

1619 Perseus Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

2404 And 2407 Hoopers Island Rd, Fishing Creek
$575,000
3 Beds ⋅ 2 Baths
Escape to the unspoiled beauty of Hoopers Island, where peaceful waterfront living and world-class fishing, crabbing, and boating are part of everyday life. Situated on a beautifully landscaped 1.06-acre corner lot, this charming 3-bedroom, 2-bath home offers the ideal Eastern Shore retreat with generous indoor and outdoor spaces designed for gathering with family and friends. The heart of the home is a beautifully appointed kitchen featuring granite countertops, abundant cabinetry with under-cabinet lighting, a center island, double wall ovens, gas cooktop, wet bar, and custom wood ceilings. Original pocket doors, warm wood accents, and pellet stoves add timeless character throughout, while the spacious sunroom with skylights and a stone hearth creates a cozy place to unwind year-round. Upstairs offers three bedrooms, a full bath, and a loft that comfortably accommodates additional guests, making this an ideal full-time residence or weekend getaway. Two storage sheds provide ample space for boating and outdoor equipment. Included in the sale is a rare additional 0.13-acre Commercial Maritime waterfront parcel featuring a 100-foot pier with approximately 5 feet of water depth, multiple boat slips, and endless opportunities to enjoy the Chesapeake Bay lifestyle. Whether your passion is offshore fishing, crabbing, kayaking, or simply watching the sunset over the water, this property is ready for your next adventure. Owners also have a duck blind permit with site right off the property for hunter enthusiasts. What more could you ask for? Located just minutes from local favorites including Old Salty's Restaurant, Hoopers Island General Store, and Madhouse Oysters, this exceptional offering combines authentic Eastern Shore charm with the waterfront lifestyle so many dream of—but few ever find.

2404 And 2407 Hoopers Island Rd, Fishing Creek

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

Taylors Island
$650,000
3 Beds ⋅ 3 Baths
This Extremely well maintained Property has so much to offer. Starting with 2 lots 519 & 521 together for 6.18 ac. The Solar Panels provide a large percentage of Electric with most months electric bills costing not much more than $35.00. The 3 BR w oversized closet space 2 1/2 Baths , Full laundry room, storage. A walk up stairs to the attic that is fully floored and has a exhaust fan. The immaculate 3 car garage has a 4th door in the back, electric, cement floors and work benches with tons of storage. Included is the Hustler 72" Zero Turn Mower. Out building #2 48x16 cement floor, electric. Out building #3 is 32x48 with a 16x48 addition. One with a 14' overhead door and the other with a standard door both are equipped with electric and cement floors and are all in Immaculate Condition. Their is a BIP (Bermed Infiltration Pond) located on the property and the tax fee is $250.00 annually per lot. Enjoy the Fresh Seafood specialties just steps away at the Boats & Hose Restaurant. Visit the Camp Ground on Bay Shore Rd. and Crabbing & fishing steps away several feet away at the Taylors Is. Bridge. Lots of Wildlife seen here. Hurry take a look.

Taylors Island

Listing courtesy of Brenton Realty Group. Contact:

2517 Old House Point Rd, Fishing Creek
$299,000
3 Beds ⋅ 1 Baths
Welcome to 2517 Old House Point Rd, one of the cutest homes in Fishing Creek. Sitting on elevated ground this three bedroom, one bathroom home has water views from the front and back yard. Large garage you could keep a boat or kayaks and bikes with loft and lean to. Quiet area with relaxing feeling.

2517 Old House Point Rd, Fishing Creek

Listing courtesy of Coldwell Banker Realty. Contact:

207 Willis St, Cambridge
$325,000
3 Beds ⋅ 2 Baths
This comfortable circa 1908 home has undergone a significant interior renovation including new paint, luxury vinyl plank floors, new baths and kitchen, new appliances and ceiling fans. High efficiency heat pumps await the new Buyer. The original exterior architectural details including original wood clapboard siding have been restored and maintained. The Property is located in a Cambridge's Historic District and is very convenient to downtown Cambridge shops and restaurants, the Choptank Rive, parks and waterfront events. The early 20th Century 3 bedroom - 2 bath dwelling offers historic charm and modern amenities and awaits your purchase. Enjoy your front open porch!

207 Willis St, Cambridge

Listing courtesy of Eastern Shore Properties, ESP Inc.. Contact:

4658 White Marsh Rd, Madison
$199,000
3 Beds ⋅ 1 Baths
Eastern Shore Living with Room to Breathe! Whether you're looking for your first home or the perfect place to simplify and enjoy life, this charming 3-bedroom, 1-bath home offers comfort, convenience, and nearly an acre of land in the peaceful community of Madison. Boating and fishing enthusiasts will love being just minutes from a public boat ramp and marina, while still enjoying easy access to town and everyday amenities. The property features an attached two-car garage, a 12' x 12' storage shed on a concrete pad, and the added peace of mind that comes with a new HVAC system and updated well and septic systems. With plenty of outdoor space for gardening, pets, hobbies, or simply relaxing, this property offers the ideal blend of country charm and Eastern Shore lifestyle. Affordable, move-in ready, and close to the water—don't miss this opportunity!

4658 White Marsh Rd, Madison

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

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