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$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
$299,000
3 Beds ⋅ 2 Baths
Beautifully renovated and move-in ready, this furnished 3 bedroom, 2 full bath home is nestled in the heart of Sika deer country. This home is in excellent condition, features include beautiful hardwood and luxury vinyl plank flooring, central heating and air, mini splits, a pellet stove and a detached one-car garage with a finished bonus room above complete with electric and a mini-split for heating and air. Outside, enjoy a storage shed, fire pit, an established orchard with pin oak, apple and persimmon trees and a deer feeder that conveys. The nearby public boat ramp and marina provide easy access to the Honga River. Whether you're looking for a full-time residence, weekend getaway or hunting retreat, this turnkey property is ready to enjoy. Backs up to a 350+ acre managed sika deer/farm property. Deer feeder conveys.

2243 Wingate Bishops Head Rd, Wingate

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$3,200,000
Looking for a business opportunity, want to expand your business? This exceptional property offers outstanding income and business potential, including opportunities for a private retreat, vacation rental, event or wedding venue, guided hunting and fishing, sporting clay, kayak, water sports experiences and other outdoor recreational offerings. Introducing Riverside Lodge, a one-of-a-kind private waterfront sporting estate on Maryland's Eastern Shore. Spanning 386+/- acres overlooking the Honga River and the Chesapeake Bay, this extraordinary retreat is anchored by a beautifully appointed 5 bedroom, 5.5 bath waterfront lodge designed for both entertaining and comfortable extended stays or full time residence. Surrounded by exceptional wildlife habitat, Riverside Lodge blends timeless Eastern Shore tradition with premier waterfowl hunting, Sika deer hunting, world-class fishing, boating, crabbing and breathtaking sunrises and sunsets on Hoopers Island. Along with several established blind sites, an offshore blind, inlets and ponds, the property also features a managed waterfowl impoundment with a dedicated well. Located in the heart of the Atlantic Flyway, Riverside Lodge offers exceptional opportunities to hunt a variety of migrating waterfowl including canvasbacks, bluebills, redheads, black ducks, mallards, teal, wood ducks, buffleheads and Canada geese. The surrounding waters of the Honga River and Chesapeake Bay offer world class fishing for striped bass (rockfish), red and black drum, cobia, speckled trout, bluefish, flounder, perch, spanish mackerel along with outstanding crabbing and oystering from your own shoreline.

1713 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$3,200,000
Introducing Riverside Lodge, a one-of-a-kind private waterfront sporting estate on Maryland's Eastern Shore. Spanning 386+/- acres overlooking the Honga River and the Chesapeake Bay, this extraordinary retreat is anchored by a beautifully appointed 5 bedroom, 5.5 bath waterfront lodge designed for both entertaining and comfortable extended stays or full time residence. Surrounded by exceptional wildlife habitat, Riverside Lodge blends timeless Eastern Shore tradition with premier waterfowl hunting, Sika deer hunting, world-class fishing, boating, crabbing and breathtaking sunrises and sunsets on Hoopers Island. Along with several established blind sites, an offshore blind, inlets and ponds, the property also features a managed waterfowl impoundment with a dedicated well. Located in the heart of the Atlantic Flyway, Riverside Lodge offers exceptional opportunities to hunt a variety of migrating waterfowl including canvasbacks, bluebills, redheads, black ducks, mallards, teal, wood ducks, buffleheads and Canada geese. The surrounding waters of the Honga River and Chesapeake Bay offer world class fishing for striped bass (rockfish), red and black drum, cobia, speckled trout, bluefish, flounder, perch, spanish mackerel along with outstanding crabbing and oystering from your own shoreline. This exceptional residence is designed for entertaining family and friends and offers business and income potential. Ideal as a private retreat, luxury vacation rental, event or wedding venue or destination for guided hunting, fishing, sporting clays, kayaking and other outdoor recreation, the possibilities are endless.

1713 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$3,200,000
5 Beds ⋅ 6 Baths
Introducing Riverside Lodge, a one-of-a-kind private waterfront sporting estate on Maryland's Eastern Shore. Spanning 386+/- acres overlooking the Honga River and the Chesapeake Bay, this extraordinary retreat is anchored by a beautifully appointed 5 bedroom, 5.5 bath waterfront lodge designed for both entertaining and comfortable extended stays or full time residence. Surrounded by exceptional wildlife habitat, Riverside Lodge blends timeless Eastern Shore tradition with premier waterfowl hunting, Sika deer hunting, world-class fishing, boating, crabbing and breathtaking sunrises and sunsets on Hoopers Island. Along with several established blind sites, an offshore blind, inlets and ponds, the property also features a managed waterfowl impoundment with a dedicated well. Located in the heart of the Atlantic Flyway, Riverside Lodge offers exceptional opportunities to hunt a variety of migrating waterfowl including canvasbacks, bluebills, redheads, black ducks, mallards, teal, wood ducks, buffleheads and Canada geese. The surrounding waters of the Honga River and Chesapeake Bay offer world class fishing for striped bass (rockfish), red and black drum, cobia, speckled trout, bluefish, flounder, perch, spanish mackerel along with outstanding crabbing and oystering from your own shoreline. This exceptional residence is designed for entertaining family and friends and offers business and income potential. Ideal as a private retreat, luxury vacation rental, event or wedding venue or destination for guided hunting, fishing, sporting clays, kayaking and other outdoor recreation, the possibilities are endless.

1713 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$159,900
2 Beds ⋅ 1 Baths
Escape to your own private retreat with this 5.02-acre property located just minutes from the renowned Blackwater National Wildlife Refuge. Featuring a 2-bedroom, 1-bath home, this fixer-upper offers an excellent opportunity to renovate, invest, or create the hunting cabin or private retreat you’ve always wanted. Surrounded by some of Maryland’s premier outdoor recreation, the property is ideally situated for hunters and nature enthusiasts. Enjoy outstanding opportunities for sika deer, whitetail deer, and wild turkey hunting, with Blackwater National Wildlife Refuge and thousands of acres of nearby public lands helping make this a destination for wildlife and outdoor adventure. Nearby marinas and public boat ramps provide excellent opportunities for boating, fishing, and crabbing. Whether you’re looking for a weekend getaway, recreational property, or a project with ample potential, this property offers the perfect combination of privacy, acreage, and an exceptional location. Bring your vision and make this Eastern Shore property your own. Property sold as-is.

2439 Asquith Island Rd, Crapo

Listing courtesy of Iron Valley Real Estate Crossroads. Contact: 2403979292
$189,500
Great opportunity to own nearly 8 acres featuring some of the highest and driest ground in Toddville. Located in sought after Sika deer country, this property offers a peaceful rural setting with hunting opportunities, abundant wildlife, and a creek running through the property. The land features a great combination of woods, newly planted pines and natural habitat, creating an ideal setting for Sika deer, wildlife and outdoor recreation. Property offers a working well and newer 4 chamber septic system, adding value and future potential. Also conveying is a 27 ft camper with bump out, providing a great setup for a hunting retreat or weekend getaway. The older home on the property is in need of repairs, including a new roof and is being sold as-is, bring your vision to renovate and bring back to life or tear down and build your own home. Enjoy the privacy, open space and natural beauty of Dorchester County with fishing, boating, public boat ramps and marinas close by.

2551 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$215,000
3 Beds ⋅ 1 Baths
Tucked away on a very private 2-acre wooded lot, this 3 bedroom, 1 bath rancher offers peaceful country living with room to spread out. Surrounded by mature trees, the property provides a serene setting with plenty of privacy. Includes a 24x24 detached garage with electric, spacious yard and convenient one-level living. The seller has significantly reduced the price to reflect repairs needed following a recent home inspection.

5260 Wilson Rd, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$119,000
Prime Sika Deer Country! Small private getaway with pond. Enough room for one deer stand and a feeder, situated in a highly populated sika deer area. This 3 bedroom, 2 bath mobile home features screened porches, outbuildings, newer septic. Toro riding mower, Suzuki 500 quad ATV & Deer stands convey. Enjoy hunting, fishing, crabbing and boating with nearby marinas and public ramps. Sold AS-IS, furniture can convey. Ideal hunting retreat, weekend escape, year-round residence.

2420 Toddville Rd, Wingate

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$119,000
3 Beds ⋅ 2 Baths
Prime Sika Deer Country! Small private getaway with pond. Enough room for one deer stand and a feeder, situated in a highly populated sika deer area. This 3 bedroom, 2 bath mobile home features screened porches, outbuildings, newer septic. Toro riding mower, Suzuki 500 quad ATV & Deer stands convey. Enjoy hunting, fishing, crabbing and boating with nearby marinas and public ramps. Sold AS-IS, furniture can also convey. Deer stands convey. Ideal hunting retreat, weekend escape, year-round residence.

2420 Toddville Rd, Wingate

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$585,600
91± Acres – Wooded Recreational Retreat with Residential Potential (2 parcels) - Sika-Whitetail-Turkey Discover the perfect escape with this expansive 91± acre wooded property, offering a rare blend of privacy, accessibility, and versatility. Featuring established logging roads running through both parcels, the land provides excellent internal access—ideal for navigating the property by ATV, truck, or on foot. Outdoor enthusiasts will appreciate the abundant recreational opportunities, including prime hunting for deer (Sika and Whitetail) and Turkey, ATV riding, hiking, and general nature exploration. The diverse wooded landscape creates a true sportsman’s haven while still offering peaceful seclusion. An active perc test is currently underway, presenting the potential for future residential use and adding long-term value to the property. Whether you’re envisioning a private homesite, hunting cabin, or weekend getaway, this tract offers flexibility to suit your needs. Access is convenient from both Taylors Island Road and Deep Point Road, making entry and use of the property straightforward. The land is also well-suited for immediate enjoyment, with ample space to accommodate a camper or temporary setup.

Taylors Island Rd, Woolford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$25,000
Attention hunters, anglers, and outdoor enthusiasts! Escape to Hoopers Island and claim your own private base camp in one of the Chesapeake Bay’s most sought-after fishing and hunting destinations. This water-view lot offers the perfect setting to unwind, recharge, and enjoy the best of Maryland’s Eastern Shore. The property includes two storage sheds—ideal for stowing boats, gear, decoys, and everything you need for your next adventure. Take in scenic views of the Chesapeake Bay and experience the peace and quiet that make island living so special. Conveniently located just minutes from Old Salty's Restaurant and a short drive to Blackwater National Wildlife Refuge, you’ll have easy access to some of the region’s premier hunting grounds and world-class fishing waters. Public boat ramps and marinas are nearby, making it simple to get out on the Bay whenever the mood strikes. Whether you're casting for rockfish at sunrise or setting up for waterfowl season, this property puts you right in the heart of it all.

2125 Hoopersville Rd, Fishing Creek

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$1,350,000
4 Beds ⋅ 4 Baths
Welcome to a rare waterfront retreat on Hudson Creek offering 30± acres of privacy, recreation, and breathtaking natural beauty with easy access to the Chesapeake Bay. With over 1,000± linear feet of shoreline and stunning water views throughout, this exceptional property is perfectly suited for boating, fishing, hunting, or simply relaxing and taking in the peaceful surroundings. The property features an extended private pier complete with boat lift, providing direct and convenient water access for all your waterfront activities. A significant bonus is the DU impoundment ideal for waterfowl habitat. The home offers 4 spacious bedrooms and 3 full baths and 1 half bath, designed to accommodate both comfortable everyday living and entertaining. A massive great room and dining area serve as the centerpiece of the home, highlighted by an open balcony that surrounds the space and creates a dramatic, airy feel. Dual stairways provide access to the upper level, adding both functionality and architectural appeal and water views. The eat-in kitchen includes a center island and stainless steel appliances, ideal for gatherings and casual dining. A bright and inviting sun porch offers the perfect place to enjoy morning coffee or unwind while overlooking the water. Additional features include a laundry/utility area, welcoming front porch, and a rear porch that further captures the serene water views. Outside, you’ll find a storage shed and a detached two-car garage, offering ample space for equipment, vehicles, and recreational gear. Whether you’re seeking a private waterfront residence, a weekend escape, or a recreational haven (boating, kayaking, fishing and hunting), this unique property delivers unmatched space, versatility, and waterfront living.

5704 Ross Neck Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$599,900
5 Beds ⋅ 3 Baths
Completely renovated from top to bottom, this exceptional property offers a rare opportunity to enjoy the Eastern Shore lifestyle with the privacy, acreage, and storage many waterfront buyers are seeking—without the waterfront maintenance. Situated on nearly 7 secluded acres in the highly sought-after Neck District of Dorchester County, this property is just minutes from both the public boat ramp in Cambridge and Ragged Point Marina, providing convenient access to some of the region's best boating, fishing, crabbing, and watersports opportunities. A brand-new architectural shingle roof and thoughtfully redesigned open floor plan create a stunning great room where the kitchen, living, and dining areas flow seamlessly together—ideal for everyday living and entertaining. The beautifully updated kitchen features new countertops, ceramic tile backsplash, and all-new appliances, while updated bathrooms, flooring, wiring, lighting fixtures, and fresh landscaping ensure a truly move-in ready experience. The first floor offers two bedrooms and one full bath. Upstairs, the spacious primary suite includes a private bath and walk-in closet, along with two additional bedrooms and another full bathroom. Outside, the property transforms into a private retreat. Enjoy peaceful views of the pond from the expansive rear deck, gather with friends and family under the stars, or simply relax and take in the sights and sounds of nature. Surrounded by mature woods and abundant wildlife, including deer and turkey, the setting offers exceptional privacy and tranquility. For boating enthusiasts, the impressive 45' x 30' metal outbuilding with concrete floor provides ample room for boats, jet skis, trailers, recreational equipment, workshop space, or a home-based business. Whether you're returning from a day on the water or enjoying the serenity of your own acreage, this property delivers the best of both worlds. Located less than 10 minutes from Cambridge, this is a rare opportunity to own a fully renovated home that combines modern comfort, exceptional privacy, abundant storage, and easy access to the waterways that make the Eastern Shore such a special place to call home.

5951 Ross Neck Rd, Cambridge

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

$650,000
4 Beds ⋅ 3 Baths
MAJOR PRICE REDUCTION! A rare opportunity to own a private waterfront retreat that not only offers an exceptional Eastern Shore lifestyle, but also a proven income-producing investment — with over $46,000 in rental payouts over the past two years and an active upcoming reservation calendar, the next owner can enjoy immediate revenue while still reserving time for personal use. Escape the pace of city life and discover your own secluded waterfront sanctuary on St. John's Creek, nestled among 3.5 picturesque acres. Conveniently located within an easy drive of Baltimore, Washington, D.C., and Northern Virginia, this peaceful retreat is surrounded by the natural beauty of Maryland's Eastern Shore, where bald eagles, osprey, herons, ducks, geese, sika deer, and other wildlife are part of everyday life. The charming cottage is filled with warmth and character, offering a welcoming living room with a mantle and pellet stove, a cozy kitchen and dining area, a versatile first-floor bedroom, laundry room with daybed, and a full bath. Upstairs, a spacious bedroom with a half bath and wood stove creates a peaceful, storybook-like retreat. The brick-floored screened porch overlooks St. John's Creek and the private pier, providing the perfect setting for morning coffee, evening cocktails, or simply watching boats and wildlife pass by. Designed for gathering family and friends, the thoughtfully crafted carriage house (guest house/second dwelling) significantly expands the property's versatility. It features a spacious bunk room with six bunk beds, an oversized second-floor bedroom accommodating two queen beds, plus a main level with kitchen, dining area, living room, and full bath. An attached two-car barn-style garage provides additional storage and functionality. Between the cottage and carriage house, the property comfortably sleeps up to 15 overnight guests. Offered fully furnished and completely turnkey, the property is ready to enjoy from day one. Relax around the waterside fire pit, launch kayaks and paddleboards from your private pier, or dine just minutes away at the popular Boats & Hose Restaurant. Due to the property's active vacation rental schedule, showing availability is limited — a comprehensive virtual tour will be available soon, allowing prospective buyers to experience the property while private showings are accommodated around existing guest reservations. Whether you're looking for a private waterfront getaway, a full-time residence, or an investment with established income potential, this property offers the flexibility to do it all. This is a rare opportunity to purchase a turnkey waterfront property with immediate income already in place.

4004 Robinson Neck Rd, Taylors Island

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

$378,000
102.4 Acres of prime waterfowl hunting. Property is 2 parcels. Parcel 4 is 35 Acres and Parcel 5 is 67.4 Acres. Parcel 5 was subdivided in January of 2026 and was originally 131 Acres.

Griffith Neck Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$134,900
Affordable 3-bedroom, 1-bath home situated on 13+ acres across four parcels in Sika deer country.. Property offers Sika deer hunting with some whitetail deer and pond offers possible waterfowl. Home has been rented as a hunting lodge, good for overnights, a casual retreat or full time living. Conveniently located across from Elijah's general store, near public boat ramps, Blackwater National Wildlife Refuge and marinas. Enjoy year-round hunting, crabbing, fishing, biking and boating. Property sold as is.

2707 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$134,900
3 Beds ⋅ 1 Baths
Affordable 3-bedroom, 1-bath home situated on 13+ acres across four parcels in prime Sika deer country. Property offers Sika deer hunting with some whitetail deer and pond offers possible waterfowl. Home has been used as a hunting lodge, good for overnights, a casual retreat or full time residence. Conveniently located across from Elijah's general store, near public boat ramps, Blackwater National Wildlife Refuge, marinas. Enjoy hunting, crabbing, fishing year round, biking & boating! Property sold as is.

2707 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$99,000
READY TO HUNT SIKA PROPERTY!!! This 25 acres of marsh with a few pines is ready to go with two handmade elevated box blinds with feeders on platforms. The box blinds have been custom crafted and are cemented into the ground for stability and security. This property is located off of Goose Creek Road, and runs out to Fishing Bay, where you will find it contains an offshore blind site for waterfowl hunting. Access to the property can be found off of Goose Creek Road, or by boat if you like. The entire property is marsh, but you'll find numerous trails and sign from sika deer use. Property is boardered by and across the street from other managed sika deer hunting farms. This is a great chance to get some acerage that won't break the bank. Schedule you private tour today!

Goose Creek Rd, Toddville

Listing courtesy of Charis Realty Group. Contact: 2409139339
$679,000
Picture this: waking up each morning on your own 10-acre waterfront horse farm, nestled on the calm, deep waters of Hudson Creek in Dorchester County’s Neck District. Step outside and find yourself at the edge of your private pier, complete with a quaint crab shack where you can sip coffee as the waves ripple gently along the shore. This is a property built for dreams—featuring two spacious, fenced pastures, a barn with water and electric connections, a run-in shed, and a storage shed, all fully functional and waiting for your horses or hobbies. An oversized four-car detached brick garage adds extra value, offering a mix of practicality and storage space. While the classic brick home needs significant renovation or rehab, its 2,000 square feet of living space and attached two-car garage provide a blank slate brimming with potential. Imagine creating your ideal home here—a sanctuary surrounded by nature. Here, privacy reigns supreme. Waterfront living promises endless adventure, from fishing to crabbing and direct access to the Chesapeake Bay. Your story begins now. Don’t miss your chance—contact us today to arrange a personal showing.

5816 Indian Quarter Rd, Cambridge

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