Dorchester County Public Schools Homes with River View

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:

$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:

Kirwans Neck Rd - Kirwans Neck Rd - Waterfowl & Sika Deer, Church Creek

$1,990,000

Welcome to Holly Marsh, an exceptional waterfront sporting estate spanning over 87 acres across three adjoining parcels on Maryland’s Eastern Shore. Established waterfowl impoundments with a well and newly updated piping and gates (2026) provide excellent duck and goose hunting, while the property also offers great sika deer and turkey hunting, along with great fishing in the Honga River and Chesapeake Bay. Expansive water views, spectacular sunrises and sunsets and a private setting capture the outdoor traditions and natural beauty of the Eastern Shore. Complementing the land is a 5 bedroom, 4 bath waterfront home with ample space to gather after a day outdoors. A pool, hot tub, private beach and pier with boat lift provide additional opportunities to enjoy this remarkable private setting. Recent improvements include a fully renovated kitchen and laundry room with new appliances, fresh paint throughout, a new dock and boat lift, shoreline riprap and a resurfaced parking area (2024), followed by a new retractable pool cover and rescreened porch and hot tub area (2025). From mornings in the waterfowl impoundments to evenings overlooking the water, Holly Marsh brings together exceptional hunting, waterfront recreation and the comforts of home in a private Eastern Shore retreat.

Kirwans Neck Rd - Kirwans Neck Rd - Waterfowl & Sika Deer, Church Creek

Listing courtesy of Meredith Fine Properties. Contact:

$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:

$1,990,000

5 Beds ⋅ 4 Baths

Welcome to Holly Marsh, this exceptional waterfront estate spans over 87 acres across three adjoining parcels on Maryland’s Eastern Shore. Expansive water views, spectacular sunrises and sunsets create a remarkable setting for this 5 bedroom, 4 bath waterfront home. A pool, hot tub, private beach and pier with boat lift offer endless opportunities to relax, entertain and enjoy life on the water. Recent improvements include a fully renovated kitchen and laundry room with new appliances, fresh paint throughout, a new dock and boat lift, shoreline riprap and a resurfaced parking area (2024), plus a new retractable pool cover, rescreened porch and hot tub area (2025). Established waterfowl impoundments with well, updated with new piping and gates (2026), provide excellent duck and goose hunting, while great sika deer & turkey hunting can be enjoyed throughout the property. Rooted in the outdoor traditions of the Eastern Shore, Holly Marsh offers privacy, natural beauty and a waterfront retreat to share with family and friends.

3214 Kirwans Neck Rd, Church Creek

Listing courtesy of Meredith Fine Properties. Contact:

$330,000

2 Beds ⋅ 2 Baths

Experience effortless luxury at 2700 Willow Oak Drive, nestled within the prestigious waterfront setting of the Hyatt Regency community. Offered completely fully furnished with exquisite, high-end taste, this turnkey residence blends sophisticated coastal design with ultimate convenience. Step inside to discover a bright, beautifully curated interior where every detail has been thoughtfully considered. Enjoy stunning views, premium finishes, and a seamless layout designed for both relaxing and entertaining. Located just moments from the region's finest golf, dining, and resort amenities—this is resort-style living at its absolute finest. Simply pack your bags and move right in!

2700 Willow Oak Dr Unit 411B, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

$1,495,000

3 Beds ⋅ 4 Baths

Custom-built new construction on 3.73 acres along the Choptank River, offering a truly unique waterfront setting with views of the river, a peaceful backwater slough and a picturesque pond. With water and open landscape in nearly every direction, this property offers a sense of space and tranquility that is hard to duplicate. Step inside to an open, light-filled floor plan where thoughtful design and custom details are evident throughout. Wide-plank wood flooring flows through the main living areas, while vaulted ceilings and a striking fireplace create a dramatic focal point in the great room. Expansive glass doors open directly to a large patio, extending the living space outdoors and providing another place to enjoy the surrounding landscape and water views. The gourmet kitchen is a standout with custom cabinetry, an oversized island, stainless steel appliances, double wall ovens and a cleverly concealed butler’s pantry offering exceptional storage and prep space. Just off the eat-in kitchen area, a spacious screened porch takes full advantage of the peaceful setting and provides the perfect spot for outdoor dining, entertaining or simply relaxing and enjoying the view. Offering 3 spacious bedrooms and 3.5 baths, each bedroom has its own private ensuite bath, providing comfort and privacy for both owners and guests. The second-floor bedroom creates an especially inviting retreat with a private balcony overlooking the Choptank River and surrounding property. Distinctive tile selections, contemporary finishes and thoughtful architectural details throughout give this home a character all its own. Outdoor living is an integral part of this special property. Enjoy morning coffee on the screened porch, gather with friends on the patio, or retreat to the upstairs balcony to take in the river views. Nature lovers will appreciate the abundant birdlife, with eagles, osprey and other native birds frequently seen throughout the area. And as the day comes to a close, settle in for the spectacular sunsets that make the name “Sunset Cove” especially fitting. The waterfront lifestyle continues with a shared community pier on the Choptank River. Slips are planned, with one reserved for this property, providing future access for boating, fishing, crabbing and exploring the waterways of the Eastern Shore. An attached two-car garage, paved driveway and generous acreage complete this exceptional property. Custom new construction, 3.73 acres, remarkable waterfront, outdoor living spaces and future boat slip access come together in a setting that truly captures the beauty and lifestyle of Maryland’s Eastern Shore. Shown by appointment only.

6016 Blue Heron Dr, East New Market

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

$799,000

6 Beds ⋅ 5 Baths

Private Eastern Shore retreat with panoramic water views! This spacious newly renovated 6 bedroom, 4.5 bath home offers an abundance of room for family, guests and entertaining, with beautiful water views and a peaceful, private setting. Currently operating as an Airbnb and family retreat, the property is on track to generate approximately $40,000–$50,000 in rental income this year, with projected earnings of $50,000+ for 2027. This property offers flexibility for continued short-term rental use, a full-time residence and private getaway. The 40' x 60' pole barn with concrete floor and electric provides ample space for boats, vehicles, equipment, hobbies and storage. Close to marinas and public boat ramps for easy access to boating, fishing and crabbing. Property may convey furnished with an acceptable offer. Enjoy the Hoopers Island lifestyle! Bring your bikes and golf cart, enjoy nearby favorites like Old Salty's Restaurant and Blackwater National Wildlife Refuge.

2144 Hoopersville Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact:

$385,000

2 Beds ⋅ 2 Baths

Immaculate end-unit condo overlooks the Choptank River and the 18th Fairway. Willow Oaks in the Residences at River Marsh - adjacent to the Hyatt Regency - is your Eastern Shore home destination - as relaxing or full of adventure as you choose! Enjoy carefree, maintenace-free living in this turn-key 2BR/2BA, with a great floorplan and even greater views. Spacious great room with gorgeous wood floors, crown molding, and loads of natural light through the many windows over the golf course greens and glorious Choptank River. Formal dining room opens to the balcony. Large kitchen features an informal dining area, breakfast bar, pantry, and plentiful cabinetry. Primary bedroom also offers warm hardwood floors, walk-in closet, and a full, en-suite bath - soaking tub, custom tile shower. Welcoming guest bedroom and 2nd full bath with a tub/shower combo. Nice-sized laundry room includes a front-load washer and dryer, and storage space. Assigned parking space in the covered parking garage, and additional parking in the outdoor lot. The common areas in the building are well-maintained and stylishly-appointed. Lush, gorgeous grounds surround the building.Walking trails, lawn maintenace, common area maintenance, exterior building insurance and maintenace, snow removal, water, trash, reserve funds - all included in your monthly condo dues. Residents may purchase many different passes to enjoy the many amenities at the Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina - pools and spas, cabanas passes, private guest rooms, birthday party packages, multiple restaurants - all just a short stroll from home. Quick drive to Downtown Cambridge - a quintessential waterfront town on the Eastern Shore - full of incredible seafood, unique boutiques, arts and entertainment, tons of history, and local brews and restaurants. On the banks of the Choptank River, you'll be charmed by this gem of the Shore. Great central location - hour West to Annapolis, East to Ocean City beach and boardwalks, Assateague Island or the Delaware Beaches; half hour to Salisbury. Don't miss this unique opportunity to live the good life on the Eastern Shore! Sizes, taxes, distances approximate

2700 Willow Oak Dr Unit 310C, Cambridge

Listing courtesy of EXP Realty, LLC. Contact:

$424,500

2 Beds ⋅ 2 Baths

Nestled in the charming and historic West End of Cambridge, this delightful top floor 2-bedroom, 2-bathroom condominium at Oakley Beach offers a perfect blend of comfort and style. Built in 2005, this traditional unit features an inviting open floor plan, highlighted by beautiful hardwood floors and an abundance of natural light. The spacious kitchen boasts an island, ideal for casual dining or entertaining, while the adjoining dining area creates a warm atmosphere for gatherings. Relax in the cozy living room, complete with a gas fireplace, or step out onto your private balcony to enjoy unparalleled river views. The master suite features a luxurious walk-in shower, ensuring a spa-like experience at home. With convenient in-unit laundry and modern appliances-everyday living is a breeze. The exterior of the property is equally appealing, featuring well-maintained landscaping, sidewalks, and community amenities such as a refreshing outdoor pool. Enjoy the tranquility of waterfront living with direct access to the Choptank River, perfect for kayaking or leisurely strolls along the shore. Located in a vibrant neighborhood, you'll find local shops, dining, and recreational activities just moments away. With easy access to major routes and community docks, this home is a true gem for those seeking a peaceful yet connected lifestyle. Experience the best of riverfront living in this inviting condominium!

5 Oakley St Unit 304/302, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$1,590,000

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:

$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:

Dorchester County Public Schools Homes with River View

Newest Dorchester County Public Schools Homes with River View

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