Dorchester County Public Schools Homes with Colonial Style

Dorchester County Public Schools Homes with Colonial Style

Welcome to the charming community of Dorchester County, Maryland, where the picturesque landscapes meet the rich heritage of Colonial-style homes. Nestled in this delightful region is the esteemed Dorchester County Public Schools district, known for its commitment to academic excellence and fostering a nurturing environment for students. With a variety of educational programs and dedicated educators, this school district emphasizes not only academic achievement but also the development of critical life skills, ensuring that children are well-prepared for their future endeavors.

Families seeking a home in Dorchester County will find a splendid selection of Colonial-style residences that embody timeless elegance and charm. These homes often feature classic architectural details, such as symmetrical facades, grand entrances, and spacious layouts, making them perfect for both entertaining and everyday family living. With beautiful hardwood floors, cozy fireplaces, and inviting porches, Colonial homes offer a warm and welcoming atmosphere that perfectly complements the community's friendly spirit.

Living in Dorchester County means more than just having a beautiful home; it’s about becoming part of a vibrant community. The area is rich with outdoor activities, cultural events, and local dining options that reflect the unique character of this charming Maryland county. With the added benefit of being served by the highly regarded Dorchester County Public Schools, families can feel confident that their children are receiving a quality education while enjoying the comforts of a Colonial-style home.

Explore the beauty of Dorchester County, where history meets modern living, and find your dream home today!

Newest Dorchester County Public Schools Homes with Colonial Style

$1,690,000
7 Beds ⋅ 3 Baths
A rare opportunity on the Honga River! Jenny Island Hunt Club offers a recreational property spanning 156 acres with an established hunt club marketed through Gage Outdoors Expeditions and short-term airbnb rental business. This active, turnkey operation generates six figures in income, with multiple bookings already in place for the upcoming 2026-2027 hunting season. The 7-bedroom, 3-bath waterfront lodge is rich in history and character. Enjoy incredible water views, stunning sunrises and sunsets, cozy fireplaces and abundant wildlife right outside your door. A private beach and 105-foot pier with boat lift provide direct access to the Honga River. The property borders Blackwater National Wildlife Refuge no-hunting zone, providing abundant wildlife habitat with no hunting pressure. Multiple offshore blinds provide excellent opportunities for waterfowl hunting. Enjoy premier waterfowl and Sika deer hunting, boating, kayaking, crabbing and excellent fishing right from the property. For outfitters looking to expand their business or anyone looking for an established hunting and recreational operation or a private family retreat, Jenny Island Hunt Club is a truly unique Eastern Shore property. Two Argos, a lawn mower, center console boat, several other pieces of equipment and home furnishings may convey with the property depending on an acceptable offer.

1510 Crocheron Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$685,000
4 Beds ⋅ 3 Baths
Waterfront Living at Its Finest! Situated on 1.2 acres along the shores of beautiful Todds Bay with sweeping views of the Choptank River, this exceptional waterfront property offers the perfect blend of relaxation and recreation. Enjoy stunning water vistas from the comfort of your sunroom, unwind by the cozy fireplace, or step outside to your private dock complete with a boat lift. Spend your days boating, kayaking, paddle boarding, fishing, or crabbing right from your own pier. The property features both a garage and carport, providing ample space for vehicles, boats, and storage. Whether you're seeking a full-time residence or a weekend retreat, this home embraces the very best of Eastern Shore waterfront living. Conveniently located just minutes from charming historic downtown, you'll enjoy easy access to unique shops, local eateries, waterfront dining, and community events. Experience the spectacular sun rise, endless water activities, and a lifestyle centered around the beauty of the Chesapeake Bay region.

1022 River Point Rd, Cambridge

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

$360,000
5 Beds ⋅ 3 Baths
Welcome home to 1621 Terrapin Circle, a beautifully crafted Like New Colonial nestled in the sought-after Blackwater Landing community of Cambridge, MD. This spacious 5 bedroom, 3 bath home offers 2,610 square feet of thoughtfully designed living space, ready for you to move right in and start making memories. Step inside to find an open, light-filled layout perfect for everyday living and entertaining alike. The attached garage adds everyday convenience, while the rear patio invites you to relax, grill, or gather outdoors in your own private retreat. Blackwater Landing is known for its small-town charm surrounded by natural beauty. Residents enjoy four large, stocked fishing ponds, scenic walking trails, and a charming gazebo overlooking the water — the perfect spot to unwind. You're just minutes from downtown Cambridge's historic district, local shops, and dining, with easy access to Rt. 50 for commuting. Move-in ready and brand new — this home checks every box. Schedule your private tour today!

1621 Terrapin Cir, Cambridge

Listing courtesy of Bayside Realty. Contact: (443) 829-5828
$185,500
5 Beds ⋅ 2 Baths
Unlock the potential of this duplex located in downtown Cambridge! Whether you're looking to expand your investment portfolio or generate rental income, this property offers plenty of opportunity. The first unit features 3 bedrooms and 1 full bathroom, while the second unit offers 2 bedrooms and 1 full bathroom, providing flexibility for long-term tenants, owner-occupants, or future rental income. The second unit is vacant - potential to live in one unit and rent the other. Conveniently located just minutes from restaurants, waterfront, parks, and all that downtown Cambridge has to offer, this property is an excellent opportunity for buyers looking to build equity and add value through improvements. Bring your vision to life and capitalize on the potential this downtown duplex has to offer! Property is being sold strictly as-is.

313 Washington St, Cambridge

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

$345,000
4 Beds ⋅ 3 Baths
Welcome to this recently built home in lovely Heron Point, where comfort and convenience unite! Step in to the wide open floor plan where gathering with friends and family comes easy. Whether hosting game night or preparing your fave dish in the bright, airy kitchen. Need some quiet time/work space, private OFFICE conveniently located on the main level. Upper level features spacious primary suite with walk in closets and 3 additional bedrooms where the walk ins continue. Plenty of natural light and comfortable design gives one a warm and welcome experience. Ready to head out? Enjoy morning coffee to evenings out, being just a few minutes from all the shops and eateries in charming downtown Cambridge. All this, and several waterfront parks surround the town for swimming, boating or just taking in the natural beauty and wildlife. Happiness is just around the corner!

11 Saddle Bill Cir, Cambridge

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

$165,000
3 Beds ⋅ 1 Baths
Discover a rare opportunity in Toddville, MD, just south of Blackwater National Wildlife Refuge. Situated on 3.64 acres, this elevated home (approximately 5.5 feet above grade) offers expansive marsh views and an exceptional setting where wildlife abounds, including the area's renowned Sika deer. Featuring 3 bedrooms and 1 full bath, the home has solid bones and includes central air conditioning, a private well, and septic system. Whether you're looking for a hunting retreat, weekend getaway, or a property to renovate and make your own, the possibilities are plentiful. Bring your vision—this handyman special is ready for updates, including paint and general TLC. Enjoy the peace, privacy, and natural beauty of Maryland's Eastern Shore while creating your ideal escape from the everyday. Property is being sold strictly As Is.

2624 Toddville Rd, Toddville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$425,000
6 Beds ⋅ 3 Baths
Welcome to your own private slice of Maryland's Eastern Shore! Nestled on over 8 acres in picturesque East New Market, this one-of-a-kind country estate offers the perfect blend of space, functionality, and rural charm. Originally built in 1974, the home was thoughtfully expanded in 1999 with a spacious Colonial addition, creating an impressive residence featuring 6 generously sized bedrooms and 3 full bathrooms—ideal for large families, multigenerational living, or anyone who appreciates room to spread out. The heart of the home offers multiple living areas, a formal dining room, and abundant natural light, while the attached two-car garage provides everyday convenience. For hobbyists, mechanics, contractors, farmers, or entrepreneurs, the property truly shines with two massive detached workshop/garage buildings. These versatile structures provide exceptional storage, workspace, equipment housing, or the opportunity to operate a home-based business. Step outside and experience everything country living has to offer. More than 7 acres are currently utilized for crop production, making the property ideal for hobby farming, homesteading, horses, or continued agricultural use. Enjoy harvesting fresh peaches, pears, and grapes from your own fruit trees and vines, while the expansive grounds offer endless possibilities for a large vegetable garden, additional orchards, or recreational space. Relax on the welcoming front porch with your morning coffee or entertain family and friends on the rear patio while taking in peaceful views of the surrounding farmland and open skies. Located just minutes from the historic town of East New Market and a short drive to Cambridge, the property provides convenient access to shopping, dining, schools, healthcare, and outdoor recreation, including the Choptank River, Blackwater National Wildlife Refuge, boating, fishing, hunting, and numerous public parks. Commuters will also appreciate easy access to Maryland Routes 14, 16, and 50, connecting you to the Chesapeake Bay, Easton, Salisbury, and Delaware beaches. If you've been searching for acreage, privacy, workshop space, and a spacious home with unlimited potential, 5640 Thompsontown Road delivers a rare opportunity to enjoy the best of Eastern Shore living.

5640 Thompsontown Rd, East New Market

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$295,000
4 Beds ⋅ 2 Baths
Discover the space, character and walkability of downtown Cambridge in this beautifully updated historic home. Offering 2,316 square feet, four bedrooms and two full bathrooms, the property blends distinctive Victorian details with substantial modern improvements. Relax on the covered front porch, complete with a classic porch swing, or enjoy the neighborhood views from either of the home’s two upper-level balconies. Located just blocks from the Choptank River, Cambridge Yacht Club, restaurants, coffee shops and local boutiques, this home places some of the city’s best amenities within an easy walk. Major capital improvements include a new roof, new kitchen appliances, upgraded electrical and plumbing, new sewer connections, storm windows, a Rinnai tankless gas water heater and high-end, two-zone low-profile radiators. Inside, refinished hardwood floors and original architectural details create a warm and inviting atmosphere. The living room features built-in bookcases and a fireplace and opens to a formal dining room with bay windows and an elegant chandelier. The kitchen offers stainless steel appliances, quality countertops and a charming breakfast nook. Two additional flexible rooms provide excellent options for home offices, a nursery, hobby space or additional storage. The main level includes a bedroom and full bathroom, offering flexibility for guests or one-level living. Upstairs, the spacious primary bedroom features a dedicated wardrobe room and convenient access to a full bathroom with a classic clawfoot tub. Two additional bedrooms open to an adjoining balcony. Across the street, the community garden provides an opportunity to grow flowers, herbs and fresh produce while enjoying the convenience of downtown living. Additional highlights include a private driveway, covered carport, rear accessibility ramp, backyard storage shed, no HOA and not located in a flood zone. With generous living space, valuable updates, off-street parking and an exceptional historic-district location, this distinctive Cambridge home is ready for its next chapter.

817 Locust St, Cambridge

Listing courtesy of Northrop Realty. Contact: (302) 539-0800
$799,900
4 Beds ⋅ 3 Baths
Experience the natural beauty and tranquility of Maryland's Eastern Shore from this exceptional waterfront retreat in Dorchester County. Tucked away at the end of a private street on Brooks Creek, this remarkable property boasts over 180 degrees of breathtaking water views from its spectacular lot. Designed for boating enthusiasts, the waterfront features approximately 120 feet of pier with multiple boat lifts, a bulk headed shoreline, a private boat ramp, a small sandy beach, and expansive lawn surrounded by mature landscaping. This charming 4-bedroom, 3-bath home has been thoughtfully designed to capture panoramic water views from virtually every room. The updated kitchen features granite countertops, stainless steel appliances, and ample workspace, while hardwood flooring flows throughout the main living areas. The open floor plan seamlessly connects the spacious dining area and living room, creating an inviting setting for everyday living and entertaining. Three generously sized bedrooms are located on the main level. The impressive family room is the heart of the home, showcasing a gas fireplace, built-in bar, and walls of windows that frame the ever-changing waterfront scenery. Upstairs, the private primary suite is a true sanctuary, featuring soaring cathedral ceilings and dramatic floor-to-ceiling windows that provide sweeping panoramic water views from both the sleeping and sitting areas. A second gas fireplace creates a cozy atmosphere, while the luxurious en-suite bath offers a garden tub, walk-in shower, and spacious walk-in closet. Outdoor living is equally exceptional. Relax on the expansive screened porch while enjoying spectacular sunsets and the abundant wildlife and waterfowl that call Brooks Creek home. An oversized concrete patio provides additional space for entertaining, and two storage sheds—including one equipped with two refrigerators—offer excellent convenience for boating, fishing, and gatherings. Dual driveways provide ample parking for multiple vehicles, boats, and trailers. From your private pier, enjoy easy access by boat to Tilghman Island, St. Michaels, and many of the Mid-Shore's most charming waterfront towns, where you'll find renowned restaurants, marinas, boutique shopping, and endless opportunities to experience the best of Eastern Shore living. Whether you're seeking a full-time residence, weekend escape, or the ultimate waterfront lifestyle, this rare Brooks Creek property offers an extraordinary combination of privacy, recreation, and unforgettable views.

803 Seabreeze Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707
$624,000
4 Beds ⋅ 3 Baths
Discover the perfect blend of privacy, comfort, and waterfront living with this exceptional move-in-ready Colonial, nestled on 6.01 scenic acres. Offering 4 bedrooms, 3 full baths, and an abundance of versatile living space, this property is ideal as a full-time residence, weekend retreat, or multigenerational home. Wake up to peaceful water views and enjoy your morning coffee on the expansive rear deck overlooking the tranquil setting. Inside, you'll find a spacious country kitchen, a flexible first-floor bedroom or home office, and inviting living areas designed for both everyday living and entertaining. The property is loaded with sought-after amenities, including a private floating dock for boating, fishing, or kayaking, a detached workshop with electricity, heating, and air conditioning perfect for hobbies or storage, and a separate in-law suite complete with its own sauna, providing an ideal space for guests, extended family, or potential rental opportunities. Additional features include a two-car attached garage, an attractive stone walkway with brick front steps, and the peace and privacy that only a rural waterfront setting can provide. Conveniently located just minutes from Cambridge's shopping, restaurants, and schools, while also offering easy access to nearby beaches and major metropolitan areas, this is a rare opportunity to own an affordable waterfront property with acreage, privacy, and exceptional versatility.

5214 David Greene Rd, Cambridge

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$185,500
Unlock the potential of this duplex located in downtown Cambridge! Whether you're looking to expand your investment portfolio or generate rental income, this property offers plenty of opportunity. The first unit features 3 bedrooms and 1 full bathroom, while the second unit offers 2 bedrooms and 1 full bathroom, providing flexibility for long-term tenants, owner-occupants, or future rental income. Conveniently located just minutes from restaurants, waterfront, parks, and all that downtown Cambridge has to offer, this property is an excellent opportunity for buyers looking to build equity and add value through improvements. Bring your vision to life and capitalize on the potential this downtown duplex has to offer! Property is being sold strictly as-is.

313 Washington St, Cambridge

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

$293,900
4 Beds ⋅ 3 Baths
201 Oak Street proves you don't have to choose between character and convenience. Hardwood floors flow throughout this four-bedroom, three-full-bath home, leading into a spacious, updated kitchen with granite countertops, stainless steel appliances, and no shortage of cabinet space plus a separate dining room. The oversized sunroom, filled with natural light and finished in tile, flexes easily as a family room, playroom, or home office. And the updates go well beyond cosmetic: a newer roof, dual-zone HVAC, a tankless water heater, and a wood stove mean the big-ticket items are already handled. Ample off-street driveway parking and a location close to schools, parks, shopping, and commuter routes round out the package. This is a home that blends original character and modern upgrades — come see it for yourself.

201 Oak St, Hurlock

Listing courtesy of Keller Williams Flagship. Contact:

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