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

221 Hayward St, Cambridge
$230,000
2 Beds ⋅ 2 Baths
Welcome to this beautifully renovated 2-bedroom, 1.5-bathroom home, perfectly situated in the heart of Cambridge, MD! Featuring an open floor plan with a modern kitchen boasting quartz countertops and stainless steel appliances, this home is designed for both comfort and style. Enjoy water views of Cambridge Harbor and easy access to the water—perfect for launching a kayak or paddleboard. Located next to the sought-after Deep Harbor community, this home offers the charm of waterfront living without HOA fees or extra maintenance. Take advantage of a walkable lifestyle, just steps from downtown restaurants, shops, and entertainment. Whether you're looking for a weekend retreat or a full-time residence, this home provides low-maintenance, affordable coastal living in a prime location.

221 Hayward St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

6 W End Ave, Cambridge
$150,000
4 Beds ⋅ 2 Baths
FIRST LOOK INITIATIVE: This property is eligible under the First Look Initiative. All owner-occupant offers will be responded to after 7 days on the market, and investor offers will be responded to after 30 days. All offers may be submitted during the First Look period. Opportunity awaits just steps from the Choptank River! Bring your vision and restore the charm of this spacious 4-bedroom, 2-full-bath home offering nearly 3,000 square feet of living space and tremendous renovation potential. Built in 1918 and filled with architectural character, this property features hardwood flooring, decorative columns, graceful archways, French doors, high ceilings, and generous room sizes throughout. One of the home's most interesting features is its flexible floor plan, which includes two kitchens, offering possibilities for extended family living, guest accommodations, or creative reconfiguration to suit your needs, subject to applicable zoning and permitting requirements. The expansive interior provides plenty of room to reimagine the space while preserving the distinctive craftsmanship and details that give this home its character. Additional features include a basement and upper-level bonus space offering further possibilities for renovation and improvement. The property's location just steps from the Choptank River provides convenient access to Cambridge's waterfront attractions, dining, shopping, and recreational opportunities. This property is ready for a buyer with the vision and resources to undertake a substantial renovation. Whether you're an investor, experienced renovator, or homeowner looking to create something truly special, this is an opportunity to bring new life to a home with remarkable potential in an established Cambridge neighborhood. CASH OR REHABILITATION LOANS ONLY, including FHA 203(k), Fannie Mae HomeStyle Renovation, or similar renovation financing, subject to lender approval. Property is being sold strictly AS-IS, WHERE-IS. Seller will make no repairs. Buyers are responsible for conducting their own due diligence regarding property condition, flood zone, municipal violations, and required improvements.

6 W End Ave, Cambridge

Listing courtesy of Metro DMV Realty. Contact:

2181 Winterberry Ln Unit M, Cambridge
$249,990
3 Beds ⋅ 3 Baths
Welcome to 2181 Winterberry Lane—a brand-new, thoughtfully designed three-story townhome in the resort-style, community of Tides at River Marsh in Cambridge, MD. Featuring the popular Amelia Model, this 1,840-square-foot home offers a blend of modern comfort and functional design: Enter through a spacious two-car garage into a versatile recreation room, ideal for a home gym, media room, or extra living space An airy, open-concept main living area seamlessly connects the Great Room, dining space, and a modern kitchen—plus a dedicated flex space perfect for a home office All three private bedrooms reside upstairs, including a peaceful owner’s suite complete with a private en-suite bathroom. Community Highlights: Residents of Tides at River Marsh enjoy resort-style amenities. Set sail from the private marina, explore multi-use trails winding through lush wetlands down to the beach, or spend your weekends right next door to the Hyatt Regency, River Marsh Golf Club, and Blackwater National Wildlife Refuge. Plus, quick access to Route 50 makes commuting to Annapolis or Ocean City a breeze. Move-in ready and priced at $249,990—schedule your tour today!

2181 Winterberry Ln Unit M, Cambridge

Listing courtesy of Taylor Properties. Contact:

4928 Gregory Rd, Cambridge
$998,500
4 Beds ⋅ 3 Baths
Set along the shores of Church Creek, this property spans 3.395+/- acres, offering a private setting, sweeping water views, and direct boating access. With over 470 feet of protected shoreline, a private dock with four feet of water depth, and a boat lift, the property embraces the best of Eastern Shore living. The approximately 3,400+/- square-foot home features four bedrooms and thoughtfully arranged living spaces designed to take full advantage of the waterfront setting. The main level offers an updated kitchen, spacious living and dining areas with creek views, and a stunning screened porch ideal for waterfront entertaining and quiet evenings overlooking the water. Upstairs, the primary suite features walk-in closets, a clawfoot soaking tub, a walk-in shower, and a private deck with sweeping views of Church Creek. Two additional bedrooms and a full bath complete the second floor. The third floor offers two additional rooms, providing flexible space for a home office, media room, or guest retreat. A detached two-car garage, three-bay kennel, and separate storage building add versatility to the property. Located just minutes from downtown Cambridge with restaurants, marinas, and community activities.

4928 Gregory Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

4409 Rolling Acres Dr, Hurlock
$309,900
4 Beds ⋅ 3 Baths
Investor / Handyman Special. Do not miss this rare deeply discounted foreclosure opportunity. Purchase below market value in desirable Rolling Acres subdivision. Excellent opportunity to purchase a spacious 4-bedroom, 3-full-bath home situated on a generous 2.8-acre lot. Property features a full unfinished basement, attached 2-car garage, and an additional 40x30 detached workshop/garage offering plenty of space for storage, hobbies, or equipment. This foreclosure property is priced to reflect the need for updating and improvements, presenting an excellent opportunity for investors or cash savvy home buyers looking to build equity. With its desirable lot size, spacious layout, and additional outbuilding, this property offers tremendous potential at an attractive price. Bring your vision and take advantage of this opportunity! Property is being sold as-is , seller will make no repairs. Cash or Hard Money Only. NO FHA! Buyer pays all closings costs, TT & Rs. Seller strongly prefers New World Title for settlement. Listing is for informational purposes, seller makes no guarantees in accuracy, buyers are expected to do their own due diligence.

4409 Rolling Acres Dr, Hurlock

Listing courtesy of Century 21 Downtown. Contact:

612 Bethel St, Cambridge
$245,000
3 Beds ⋅ 2 Baths
NEW CONSTRUCTION! Modern Colonial with Classic Charm Welcome to this beautifully designed 2-story Colonial offering the timeless appeal of a traditional floor plan with a fresh, modern exterior presentation. Featuring 3 bedrooms and 1½ baths, this home offers stylish finishes, thoughtful details, and low-maintenance living. The spacious kitchen is the heart of the home, featuring granite countertops, a center island, custom soft-close cabinetry, and energy-efficient stainless-steel appliances, including a convenient French-door refrigerator. Luxury LVT flooring flows throughout the home, complemented by recessed lighting, ceiling fans, upgraded window trim, and shoe molding for a polished finish. Enjoy year-round comfort with a Bluetooth-controlled HVAC system, bringing modern convenience right to your fingertips. Step outside to the welcoming front porch, perfect for relaxing and enjoying your morning coffee or winding down at the end of the day. Conveniently located close to grocery stores, shopping, fine dining, schools, public parks, and a public boat ramp, this home combines modern new-construction living with easy access to everyday amenities and outdoor recreation. Move-in ready and built with today’s lifestyle in mind—come see all this beautiful new home has to offer!

612 Bethel St, Cambridge

Listing courtesy of Mabry Real Estate LLC. Contact:

3313 Belfiore Rd, Church Creek
$575,000
3 Beds ⋅ 3 Baths
Welcome to your own waterfront retreat in beautiful Church Creek! This unique property offers two lots and approximately 200 feet of Chesapeake Bay waterfront, giving you space, privacy, incredible views, and room to enjoy the waterfront lifestyle year-round. The additional waterfront lot across the street (Tax ID 1006093868) conveys with the property, helping preserve your beautiful Chesapeake Bay views and spectacular sunsets. The well-built 3-bedroom, 2-bath home features a spacious, open layout designed for comfortable everyday living and entertaining. The first-floor primary bedroom provides convenience, while two additional bedrooms upstairs share a bath. The second floor also offers additional walk-in storage. Outdoor living is where this property truly shines. Enjoy the expansive screened porch with hot tub, trek deck, and multiple areas to relax, entertain, dine, and take in the surrounding natural beauty. Two sliding glass doors open directly to the screened porch and decks, creating an easy indoor-outdoor flow. Relax on your own dock, launch the boat, or take advantage of the boat lift and jet ski lift. The oversized detached garage is a dream for boaters, hobbyists, and anyone needing serious workspace. With multiple garage bays, four doors for convenient drive-through access, central heat and air conditioning, and a huge attic for storage, there is room for vehicles, water toys, equipment, and projects of all kinds. Inside, the home features sunny rooms, hardwood floors, crown molding, and a spacious gourmet kitchen with granite countertops, wall oven, cooktop, ceramic tile flooring, and abundant storage. Recent improvements include two new HVAC systems/air handlers and new HVAC for the garage, adding comfort and functionality. Whether you're looking for a full-time waterfront home, weekend escape, boating destination, or private place to gather with family and friends, this Church Creek property offers a rare combination of waterfront, additional land, privacy, storage, and recreational possibilities. Bring the boat, kayaks, jet skis, fishing gear, and all your waterfront toys — your Chesapeake Bay lifestyle starts here!

3313 Belfiore Rd, Church Creek

Listing courtesy of Taylor Properties. Contact:

2159 Winterberry Ln Unit O, Cambridge
$369,990
3 Beds ⋅ 3 Baths
For a limited time, Builder will cover 1 year of HOA fees! Discover the charm of this new construction Mac Arthur Villa in the desirable River Marsh community, set to be completed in 2026. This beautifully designed Colonial-style home features 3 spacious bedrooms and 2.5 bathrooms, perfect for modern living. Enjoy cooking in a well-appointed kitchen equipped with a double oven, cooktop, built-in microwave, dishwasher, and disposal, making meal prep a delight. The community offers fantastic amenities, including a refreshing outdoor pool, tennis courts, a fitness center, and playgrounds for all ages. With a strong sense of community, River Marsh is ideal for those seeking an active lifestyle. Nearby parks provide ample green space for relaxation and recreation, while local schools are known for their commitment to excellence. This home also features an attached garage for convenience. Embrace the opportunity to create lasting memories in a vibrant neighborhood that feels like home. Don't miss your chance to be part of this wonderful community!

2159 Winterberry Ln Unit O, Cambridge

Listing courtesy of EXP Realty, LLC. Contact:

1510 Crocheron Rd, Toddville
$1,590,000
7 Beds ⋅ 3 Baths
PUBLIC AUCTION: Saturday, November 14, 2026, at 12 PM (noon), on site, with reserve. OPEN HOUSES: Saturday, October 31, 2026, from 12–2 PM, and Sunday, November 8, 2026, from 12–2 PM, or by appointment. AUCTION TERMS: A $30,000 deposit is due on the day of sale. Settlement must occur on or before 60 days from the sale date. Purchaser is responsible for all closing costs and transfer and settlement fees. Seller reserves the right to reject or accept any and all bids on the day of sale. NO BUYER’S PREMIUM. This property is being offered at public auction and is subject to the auction terms and conditions. Auctioneer: Bud Foxwell. 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:

1621 Terrapin Cir, Cambridge
$360,000
5 Beds ⋅ 3 Baths
Seller help with closing costs available! Five bedrooms, three full baths, and room for everyone in Blackwater Landing. 1621 Terrapin Circle delivers the space that’s hard to find at this stage: 2,610 square feet of nearly new Colonial living with nothing to fix, update, or wait on. The open main level is bright and easy to live in, with flow from kitchen to living areas that works just as well for a quiet weeknight as it does for a holiday crowd. Five bedrooms give you real flexibility: a guest suite, a home office, a hobby room, or simply room to spread out. The attached garage keeps daily life simple, and the rear patio is ready for morning coffee, evening grilling, and weekend get-togethers. Life in Blackwater Landing means stepping outside to four large fishing ponds, walking trails, and a waterside gazebo that’s a favorite spot to slow down at the end of the day. Downtown Cambridge’s historic district, restaurants, and shops are just minutes away, and Rt. 50 puts Easton, Annapolis, and the beaches within easy reach. Newer construction, generous space, and a community with genuine character. Sellers will help with closing costs with an acceptable offer, so come see it in person and schedule your private showing today.

1621 Terrapin Cir, Cambridge

Listing courtesy of Bayside Realty. Contact:

313 Washington St, Cambridge
$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:

11 Saddle Bill Cir, Cambridge
$339,900
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:

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