Dorchester County Public Schools Homes with Garage

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

$309,999

3 Beds ⋅ 2 Baths

Welcome to this beautifully crafted new construction rancher nestled on a quiet corner lot in Hurlock, Maryland. Offering 3 bedrooms and 2 full bathrooms within 1,120 square feet, this thoughtfully designed home makes excellent use of every space. The open-concept layout seamlessly connects the kitchen and living area, creating a comfortable setting for everyday living and entertaining. The kitchen features stainless steel appliances, elegant quartz countertops, and a pantry with built-in shelving. Conveniently located just off the kitchen is a dedicated laundry closet with double doors. The primary suite offers a walk-in closet and private en-suite bathroom complete with a quartz-topped vanity and tiled walk-in shower. Two additional bedrooms provide comfortable accommodations with generous closet space, while the second full bath features a tub/shower combination and quartz countertops. Exterior highlights include a welcoming front porch with brick rowlock detailing and brick steps, a rear stoop, and an attached side-entry 1-car garage offering 360 square feet. Situated on a peaceful corner lot, this home offers low-maintenance living in a charming small-town setting. Home is currently under construction and expected to be completed in approximately 3 weeks. Photos will be added once home is complete. Home includes the builder’s one-year warranty. Showings are available now by appointment.

121 Willow Dr, Hurlock

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$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: 4105434545

$1,400,000

4 Beds ⋅ 5 Baths

End each day with sweeping sunsets over Madison Bay from this exceptional waterfront compound offering 268 feet of protected, rip-rapped shoreline and 1.12 acres of privacy, ideally positioned with a coveted east-west orientation. A private pier equipped with a boat lift and personal watercraft lift enhances the property’s appeal, delivering immediate access to the water and an effortless boating lifestyle. Designed by renowned architect Burhsar Pathare, the impeccably crafted residence spans over 5,000 square feet across three finished levels, featuring 4 bedrooms and 4.5 baths, all thoughtfully positioned to capture unobstructed water views. Beautiful flooring flows throughout, complementing clean architectural lines and high-end finishes. The entry level welcomes you with a large living space highlighted by high ceilings and an abundance of windows that frame stunning water views. A beautiful, full-service bar—complete with sink, dishwasher, and high-end finishes—creates the perfect setting for entertaining. This level also features a spacious laundry and utility area along with a convenient half bath, and provides direct access to the backyard and waterfront setting for seamless indoor-outdoor living. Take the stairs or the elevator to access the upper levels of the home. The main level is truly striking, showcasing soaring 40-foot ceilings and a dramatic wall of glass capturing panoramic bay views. The open-concept design seamlessly integrates the kitchen, dining, and living areas, anchored by a stone fireplace. The gourmet kitchen features a spacious eat-in area and opens to a full-length wraparound deck overlooking the water—ideal for gatherings of any size. The main-level primary suite offers private deck access and a spa-like bath, with an additional full bath also located on this level. Upstairs, a loft overlooks the main living space, along with three generously sized bedrooms, including two ensuite bedrooms with private baths—each bedroom also features its own private deck overlooking the water, offering a peaceful retreat with breathtaking views. The third secondary bedroom features the added convenience of direct elevator access within the room itself. Outdoor living is equally impressive with multiple decking areas and a beautifully designed paver patio featuring a fire pit and sitting walls—all oriented to take full advantage of the waterfront setting. The property is fully fenced, enhancing both privacy and functionality. A gated entrance with electronic access further enhances privacy and security, while an oversized two-car attached garage provides ample convenience and storage. The property is serviced by public sewer and a private well. The residence is offered as a truly turnkey opportunity, conveying with the majority of its high-quality furnishings for an effortless, move-in-ready experience (select artwork and personal items excluded). The adjoining property at 1250 Old Madison Road is also available for purchase (MDDO2012114), featuring a charming 2-bedroom, 2-bath cottage with additional living space and expansive water views—ideal as a guest house or income-producing rental. An exceptional opportunity to fully embrace the waterfront lifestyle—where every day feels like a retreat and lasting memories are made. Mortgage savings may be available for buyers of this listing.

1252 Old Madison Rd, Madison

Listing courtesy of Redfin Corp. Contact: 3016586186

$8,950,000

24 Beds ⋅ 13 Baths

Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-in-a-lifetime Chesapeake Bay legacy holding is set upon 255.47 extraordinary acres of waterfront, wetlands, upland forest, and meticulously curated wildlife habitat making Parsons Creek Farm one of the most sophisticated private estates on Maryland's Eastern Shore. Masterfully blending historic charm, modern craftsmanship, high-performance land management, and recreational luxury, this turnkey, multi-residence compound stands unrivaled in scale, ecological design, and architectural execution. Positioned at the union of Parsons Creek and the Little Choptank River, the property enjoys nearly a mile of sandy, private shoreline, deep-water access, expansive water vistas, and complete seclusion - yet remains within a short drive to Cambridge, Annapolis, Baltimore, Washington, and the greater Mid-Atlantic corridor. A series of thoughtfully positioned structures - each with its own architectural identity - combine to create a private compound capable of sleeping more than 24 guests in total comfort. Elegantly sited to capture uninterrupted views across impoundments, woodlands, and water, the primary residence blends historic Maryland character with refined luxury. This meticulously designed, 9,583 sq. ft. luxury residence boasts an impressive array of distinct living areas, creating a home of both grand scale and exceptional comfort for family living and entertaining. The expansive property also features a charming, fully renovated, private 1,500 sq. ft. Cape Cod–style guest house that extends a warm welcome to visitors, and a third two-story residence complete with a full bedroom suite, full bathroom, laundry, and sweeping picture windows overlooking one of the ponds. Part of the estate's recreational opportunities is an over-the-water bar and game room, a gathering place where family and friends can cast a line into the pond while enjoying the comforts of a private lounge. Equestrian enthusiasts and entertainers alike will appreciate the impressive stable complex, complete with second-floor luxurious living quarters, a spacious game room, and full bar. Balconies at each end capture sweeping views of the surrounding woodland and water, creating an atmosphere of timeless elegance. Whether envisioned as a generational family compound, a private sporting estate, a conservation-forward investment property, or an exclusive corporate/hospitality retreat, Parsons Creek Farm offers a combination of luxury, ecological engineering, and rural waterfront beauty unmatched anywhere in the Mid-Atlantic. This remarkable waterfront estate is a unique opportunity that unites world-class waterfowl and upland hunting, meticulous wildlife management, and refined living—enhanced by impressive income potential. Having identified his replacement property, the seller is prepared to move forward and welcomes qualified offers.

964 Taylors Island Rd, Madison

Listing courtesy of National Land Realty, LLC. Contact: 4434128971

$295,000

3 Beds ⋅ 1 Baths

Escape to the peace and privacy of Maryland's Eastern Shore with this charming ranch-style home situated on approximately 2 acres. Offering comfortable one-level living, this well-maintained property features 3 bedrooms, 1 full bath, and a spacious layout designed for everyday living. Inside, you'll find a thoughtfully updated interior with modern touches while maintaining the home's warmth and character. Recent improvements include a newer roof and siding, providing added value and peace of mind. Outside, the oversized detached 2-car garage offers endless possibilities for vehicle storage, hobbies, a workshop, or recreational equipment. The expansive lot provides plenty of room for gardening, outdoor entertaining, pets, and enjoying the surrounding countryside. With no HOA restrictions, ample parking, and room for boats, RVs, trailers, or additional outdoor toys, this property offers the freedom and flexibility many buyers are seeking. Conveniently located near Cambridge and Route 50, you'll enjoy easy access to shopping, dining, healthcare, and all the recreation the Chesapeake Bay region has to offer. Whether you're looking for a full-time residence, a weekend retreat, or a property with space to spread out and enjoy country living, this Eastern Shore gem is ready to welcome you home.

3714 Hicksburg Rd, East New Market

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$1,999,750

3 Beds ⋅ 3 Baths

Waterfront Farm - Located along the shores of Marshy Hope Creek, this 113.14-acre farm, with an additional 1.322+/- acre adjoining lot, offers a rare blend of productive farmland, natural beauty, and thoughtfully maintained improvements. Approximately 52.6 acres are tillable and farmed for small grain, offering excellent agricultural opportunity. The remaining acreage comprises mature, open woodlands with cleared paths, suitable for nature walks and ATVs, that gently slope from the homesite down to the water’s edge. The meticulously maintained, single-story 3,270 sq ft home features one-story living. Cathedral ceilings, expansive living spaces, and an inviting layout designed for both comfort and entertaining. The home features three bedrooms and two-and-a-half bathrooms with a functional layout designed for both privacy and everyday living. Radiant floor heating provides consistent warmth throughout the home, reflecting the quality construction and ongoing care of the property. The home is set up for self-sufficiency with an outdoor wood boiler surrounded by a forest full of fuel. Maintained inside and out, the home is move-in ready and offers a rare combination of size, condition, and single-level design. Equestrian and farm amenities include a pole building with two horse stall doors, as well as an additional open shed for equipment or storage, and a water hydrant. Subdivisions are available with soils favorable for obtaining perc permits to create your own family compound. Whether you are seeking a working farm, recreational retreat, horse property, or private waterfront estate, this remarkable property is a great investment opportunity.

5113 River Rd, Hurlock

Listing courtesy of National Land Realty, LLC. Contact: 4434128971

$1,997,500

3 Beds ⋅ 3 Baths

Waterfront Farm - Located along the shores of Marshy Hope Creek, this 113.14-acre farm, with an additional 1.322+/- acre adjoining lot, offers a rare blend of productive farmland, natural beauty, and thoughtfully maintained improvements. Approximately 52.6 acres are tillable and farmed for small grain, offering excellent agricultural opportunity. The remaining acreage comprises mature, open woodlands with cleared paths, suitable for nature walks and ATVs, that gently slope from the homesite down to the water’s edge. The meticulously maintained, single-story 3,270 sq ft home features one-story living. Cathedral ceilings, expansive living spaces, and an inviting layout designed for both comfort and entertaining. The home features three bedrooms and two-and-a-half bathrooms with a functional layout designed for both privacy and everyday living. Radiant floor heating provides consistent warmth throughout the home, reflecting the quality construction and ongoing care of the property. The home is set up for self-sufficiency with an outdoor wood boiler surrounded by a forest full of fuel. Maintained inside and out, the home is move-in ready and offers a rare combination of size, condition, and single-level design. Equestrian and farm amenities include a pole building with two horse stall doors, as well as an additional open shed for equipment or storage, and a water hydrant. Subdivisions are available with soils favorable for obtaining perc permits to create your own family compound. Whether you are seeking a working farm, recreational retreat, horse property, or private waterfront estate, this remarkable property is a great investment opportunity.

5113 River Rd, Hurlock

Listing courtesy of National Land Realty, LLC. Contact: 4434128971

$475,000

1 Beds ⋅ 1 Baths

Exceptional waterfront opportunity with gorgeous water views, deep water access, and extensive boating amenities in a welcoming, waterfront neighborhood known for its friendly and laid-back atmosphere. This fully ADA-compliant 1-bedroom home features a thoughtfully renovated full bath with roll-in tiled shower, quartz vanity, tile flooring, and barn doors designed for accessibility and ease of use. Relax on the enclosed porch overlooking the water or head outside to the impressive pier offering approximately 6’ MLW, a lookout platform, and four boat lifts including two 1,500lb jet ski lifts, an 8,000lb lift, and a 20,000lb lift installed in 2022—an incredible setup for boating, fishing, and enjoying life on the water. Additional improvements include a new 50-year architectural shingle roof with transferable warranty installed in 2023 and a new well in 2024, plus public sewer service. Wheelchair ramp and lift convey. Detached garage/workshop with concrete floors and newer electric panel offers excellent storage and workspace potential, plumbing in workshop is currently disconnected- but could be hooked up by the new owner. There is an additional storage shed near the pier perfect for kayaks, fishing gear, and outdoor equipment. Bring your personal touches and bring this home to life! Property is being sold as-is. Appointment required for all showings.

5023 Russell Rd, Woolford

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

$1,399,000

6 Beds ⋅ 5 Baths

Set on 10 remarkably private acres in Dorchester County’s scenic Neck District, this custom-built waterfront retreat commands sweeping views of the Middle Chesapeake Bay and offers the rare combination of space, comfort, and true Eastern Shore serenity. With over 4,500 sq. ft., 6 bedrooms, 4.5 baths, rip-rapped shoreline, and exceptional indoor and outdoor living spaces, this is a property designed for gathering generations of family and friends. A long private approach welcomes you to a setting where nature and waterfront living take center stage. Inside, hardwood floors, timeless architecture, and expansive Bay views create a warm yet elegant atmosphere. The waterfront family room features a striking stone fireplace with wood-burning insert and opens seamlessly to both the screened porch and covered deck, creating effortless indoor-outdoor living. The spacious kitchen was designed with entertaining in mind, offering a center island, breakfast bar, abundant cabinetry, stainless steel appliances, double wall ovens, pantry storage, and an oversized breakfast room ideal for casual mornings by the water. Formal living and dining rooms provide additional space for hosting holidays and special occasions. The first-floor primary suite serves as a private waterfront sanctuary with direct access to the covered porch and peaceful Chesapeake Bay views. Upstairs, five spacious guest bedrooms and three full baths—including a private en-suite—offer flexibility for large families, guests, or vacation rental potential. Vaulted ceilings and dormer windows add architectural charm and natural light throughout the second level. Outside, the lifestyle only gets better. Spend summer days around the inground pool, rinse off in the outdoor shower after boating or kayaking, enjoy crab feasts on the screened porch, or gather around the waterside fire pit as the sun sets across the Bay. The partially wooded acreage provides exceptional privacy while attracting an abundance of wildlife including bald eagles, deer, ducks, geese, and shorebirds—an everyday reminder of the natural beauty that surrounds you. Located on Ragged Point with Eastern Shore favorites like Soft & Salty Seafood and Danny's Seafood, this property offers easy access to fresh seafood, marinas, boating, and some of the finest fishing and crabbing waters on the Chesapeake Bay. The nearby Neck District Grill is a great spot for breakfast, lunch or weekend dinner. Whether you are searching for a full-time waterfront residence, luxury weekend escape, or investment opportunity with proven vacation rental appeal, this extraordinary property delivers the privacy, waterfront lifestyle, and authentic charm that buyers are seeking on Maryland’s Eastern Shore.

5332 Ragged Point Rd, Cambridge

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

$1,195,000

4 Beds ⋅ 4 Baths

Welcome to a rare Eastern Shore offering where privacy, income potential, and waterfront lifestyle come together on 23± acres along the Little Choptank River. Currently a successful vacation rental, this property presents an exceptional opportunity for a second home that works for you—enjoy it when you want and generate income when you’re away. The expansive acreage provides a peaceful, private setting with endless possibilities—gardening, small-scale farming, hunting, or enhancing the land with an impoundment or pond to attract waterfowl. The waterfront is fully equipped for enjoying life on the water with a partially rip-rapped shoreline, private pier and approximately 2.5 feet of mean low water depth—ideal for boating, fishing, and crabbing, with easy access to Fishing Creek and the Chesapeake Bay beyond. Outdoor living truly shines with an in-ground pool overlooking the water, offering a serene setting for both quiet relaxation and entertaining. The spacious wooden deck provides ample room for dining and gatherings, while taking full advantage of the surrounding views. An outdoor shower adds a practical touch, making it easy to rinse off after time spent on the water or enjoying the outdoors. The 4-bedroom, 3.5-bath residence is designed for comfort and gatherings, offering an open floor plan with two primary suites, each with private baths. The spacious kitchen is a true centerpiece, featuring a large island with breakfast bar, double wall ovens, cooktop, refrigerator, dishwasher, beverage refrigerator, and separate ice maker—fully equipped to handle everything from intimate dinners to large-scale entertaining. The adjacent dining room easily accommodates gatherings, while the family room, just off the kitchen, captures serene water views and opens to a spacious screened porch for seamless indoor-outdoor living. A sunroom adds additional living space, also overlooking the pool and waterfront, creating the perfect spot to unwind year-round. The home’s low-maintenance brick exterior, attached two-car garage with automatic opener, and thoughtful layout make it as practical as it is inviting. Conveniently located approximately 2 hours from Washington, DC and 1.5 hours from Baltimore, this property offers the perfect escape without sacrificing accessibility. Whether you’re seeking a private retreat, an income-producing investment, or a place to fully embrace the Eastern Shore lifestyle—boating, fishing, crabbing, kayaking, paddleboarding, and more—this property delivers. Don’t miss the opportunity to own a truly unique waterfront estate with everything in place for summer enjoyment—schedule your private tour today and start living the lifestyle you’ve been waiting for.

1661 Town Point Rd, Cambridge

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

$1,795,000

4 Beds ⋅ 3 Baths

Fabulous waterfront home with modern flair and a stunning indoor pool, ideally located in McKeil Point, offering effortless one-level living and an open floor plan designed to capture spectacular, unobstructed water views from nearly every room. The thoughtfully designed split-bedroom layout ensures privacy, featuring a serene primary suite with direct access to the indoor pool, a luxurious bath, and a private waterside deck. The spacious kitchen includes a center island with bar seating and flows seamlessly into a separate dining room, perfect for entertaining. A light-filled family room opens to both the indoor pool and expansive waterside deck, creating the ultimate indoor-outdoor lifestyle. Set on over 6 acres along scenic Fishing Creek, the property boasts a rip-rapped shoreline, private pier and boardwalk, abundant wildlife, and a two-car side-loading garage, offering a rare blend of tranquility, space, and waterfront living at its finest with the advantage as a valued vacation rental destination.

5227 Brooks Rd, Woolford

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

Dorchester County Public Schools Homes with Garage - Side Entry Garage Description

Newest Dorchester County Public Schools Homes with Garage - Side Entry Garage Description