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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
$95,000
Discover the possibilities at 5600 Federal Hill Rd, Federalsburg, MD! Tucked away at the end of a quiet cul-de-sac, this vacant parcel offers the perfect opportunity to build the home you've been dreaming of. Enjoy the freedom of no HOA, giving you the flexibility to create a property that fits your lifestyle without restrictive community regulations. No builder tie-in's and when combined the property is little over 2 acres of paradise! Whether you're planning a custom residence, a peaceful weekend retreat, or an investment for the future, this lot provides a tranquil setting with the privacy and low-traffic appeal of a cul-de-sac location. Conveniently situated near local amenities while still offering a relaxed, rural atmosphere, this property is ready for your vision to come to life. Don't miss your chance to own a piece of land with endless potential in charming Federalsburg. Bring your builder and start planning your future today! Being sold with 5602 Federal Hill Rd adjacent to this lot

5600 Federal Hill Rd, Federalsburg

Listing courtesy of Engel & Volkers Ocean City. Contact: (443) 292-6767
$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
$50,000
Build your dream home on this scenic 3.53-acre wooded lot in the exclusive Heron Harbor community, nestled along Webbs Creek, which feeds into the Choptank River. Surrounded by water and nature, this peaceful setting offers access to a community pier on navigable water—perfect for kayaking, boating, and enjoying fresh Eastern Shore crabs. HOA fees include dock maintenance and BIP septic hook-up access. With easy access to downtown Cambridge, shopping, restaurants, and more, you’ll enjoy the perfect balance of convenience and seclusion. Embrace the best of Eastern Shore living in this quiet, water-oriented community.

5229 Heron Rd, Cambridge

Listing courtesy of Northrop Realty. Contact: (302) 539-0800
$90,000
3 Beds ⋅ 2 Baths
Welcome to an exceptional opportunity in Cambridge! Whether you’re a first-time homebuyer, downsizing, or looking to relocate to the area, this charming property offers affordability, comfort, and convenience in one package. Featuring 3 bedrooms and 2 full bathrooms, this well-maintained home offers a functional layout with comfortable living spaces and plenty of natural light. The spacious living area flows into the kitchen and dining space, creating an inviting atmosphere for everyday living or entertaining. Outside, you’ll enjoy a manageable yard with room to garden, relax, or personalize to your liking. Conveniently located just minutes from downtown Cambridge, you’ll have easy access to local restaurants, shopping, the waterfront, parks, and the vibrant Chesapeake Bay lifestyle. Commuters will appreciate the quick access to Route 50, making travel to Easton, Salisbury and the Maryland and Delaware beaches a breeze. Don’t miss your chance to own an affordable home on Maryland’s beautiful Eastern Shore—schedule your private showing today! * Buyer must receive approval through Southside Landing office.

2631 Rebecca Ln, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$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
$167,900
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 features a brand new complete 4 chamber septic system (never used), adding value and future potential, existing well. 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
$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
$245,000
A very private setting with preparations in place for building a country home with a long driveway and views of neighboring farmland. Sellers have performed much of the heavy lifting with county septic and pond building permits. Stormwater management is in place with culverts and a gated driveway. Only a ½ mile drive to a public boat launch to Chesapeake Bay tributary waters on Fishing Creek. A 50’ English right-of-way easement was recorded by the Seller’s family several decades ago when the wooded tract was subdivided for a few adjacent homes. The property has been approved for a future BIP / Berm Infiltration Pond, and Dorchester County Health Department records can be furnished upon request. The property is zoned RESIDENTIAL and there are three septic sites that could potentially serve additional homes with buyer due diligence. Neighboring homes support in-ground or sand line trench septic. The property has a recorded exemption from Forestry Conservation with County Planning and Zoning for clearing and construction up to 20,000 sq. ft. /.46 ac.

Cambridge

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

$367,000
2 Beds ⋅ 2 Baths
WATER VIEWS THROUGHOUT * 1841 sq ft * CORNER CONDOMINIUM HOME * GATED PRIVATE * OPEN CONCEPT * 2 BEDROOMS * 2 FULL BATHS * GARAGE PARKING * 2 ELEVATORS * POOL * PET FRIENDLY* Imagine waking up to water views from every window in your *1841 sq ft* corner condominium home! This gated, private property boasts an open concept, perfect for entertaining. With two bedrooms and two full baths, plus a garage and two elevators, you’ll have plenty of space to enjoy. Plus, it’s pet-friendly! This unit is bright and airy, and you’ll be amazed by the size and volume of the Easton Model floor plan. The 9 ft tall ceilings and lots of large windows fill the space with natural light and offer beautiful views of Cambridge Creek and Trenton St. Marina. The kitchen has a classic, timeless look with stainless appliances, maple cabinetry, and solid surface countertops. The kitchen, which includes a breakfast nook, opens up to the dining, living, and sunroom areas, creating a seamless flow. The sunsets are truly spectacular! This fenced, gated property is secure with security cameras. The condo includes one assigned garage parking spot, plus plenty of overflow parking for you and your guests. Relax and cool off at the onsite pool, pool house with bathrooms and shower amenities, or simply enjoy the sun. The condo is freshly painted in neutral tones, clean, and ready to move in. You’ll also find newer high-traffic laminate flooring and an AC unit with powerful airflow. The energy-saving Aqua Therm combination furnace with a 50-gallon hot water tank system makes heating and cooling efficient. Plus, there’s a convenient locked individual storage room on the main floor. All appliances, including the washer and dryer, are included. This is a second home for the seller, gently used and never rented out. The HOA takes care of the roof, exterior siding, exterior lighting, landscaping, and snow removal. There’s a one-time capitalization fee, a post-settlement fee, and two monthly HOA fees required by the buyer at settlement. This is an outstanding unit, one of the largest available, and a great choice!

700 Cattail Cv Unit #104, Cambridge

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663
$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
$1,085,000
4 Beds ⋅ 4 Baths
Exceptional waterfront estate in Dorchester County offers sweeping panoramic views of Church Creek with direct access to the Chesapeake Bay . Also located in the highly sought after Cambridge South Dorchester School District . Featuring over 470 feet of protected shoreline , a private dock with 4 feet of water depth, and a boat lift , this property is a rare opportunity for true waterfront living . The 3400 square foot , two and a half story home is thoughtfully designed to capture stunning water views from every angle . In side you will find four spacious bedrooms , including a grand primary suite , along with two full baths and a half bath on the upper level. The main floor is ideal for both everyday living and entertaining . offering a large waterfront dining room , a cozy water view den , and an expansive living room with a wood burning fireplace . The modern kitchen is beautifully updated and includes a pantry and a covered side porch. A unique extended screened porch off the dining room provides the perfect setting to relax and take in the serene views of Church Creek. Upstairs, the luxurious master suite features walk in closets, and the master bathroom showcases a vintage inspired clawfoot tub , a standout feature for those drawn to a modern farmhouse aesthetic , along side a walk in shower. Step out onto your private deck from the master bedroom to enjoy breathtaking sunsets over the water. Two additional bedrooms share a well appointed bathroom , spacious laundry room includes a new washer and dryer . The third floor offers flexible space with two large rooms , ideal for additional bedrooms , a home office , office gym, or media room . Additional features include multiple outbuildings : a two car garage, a kennel with three bays ready for future fencing , and a separate structure perfect for storage of a office. The property spans three lots totaling 3.395 acres of land , accessed by a long privately owned driveway that ensures ultimate privacy . This truly remarkable waterfront retreat where privacy, natural beauty, and expansive water views come together , an opportunity that must be experienced to be fully appreciated

4928 Gregory Rd, Cambridge

Listing courtesy of Stafford-Stafford Real Estate. Contact: 4103107755
$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
$39,000
Last remaining building lot in desirable Cattail Crossing! This level homesite offers a great opportunity to build your dream home in an established, well-kept community with amenities, just minutes from downtown Cambridge. Seller has decided to go in a different direction, creating an excellent opportunity for the next owner. Public water and sewer hookup available at the lot, making for an easy build process. Enjoy a peaceful setting situated on quiet cul-de-sac with convenient access to marinas, shopping, and restaurants.

112 Audubon Ct, Cambridge

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
$399,500
3 Beds ⋅ 2 Baths
A unique opportunity to own waterfront property! This ranch-style log home situated on Galestown Pond features 225ft of pond frontage and a private dock. Add your personal touches and create a beautiful oasis...imagine the possibilities!!

5610 Galestown Newhart Mill Rd, Galestown

Listing courtesy of CALLAWAY FARNELL AND MOORE. Contact: 3026294514
$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
$349,900
3 Beds ⋅ 2 Baths
WOW! Seller is motivated and has drastically reduced. Act now while there is plenty of summer left. Chesapeake sunsets and Honga River sunrises. Watermen heading out at dawn. Ospreys, heron, and egrets hunting their dinner. A short walk to crabs harvested that very morning. Everything that makes the Eastern Shore unique -- the Bay, windswept marshes, seafood, its deeply rooted history -- in a magical place where time slows down so you can catch up. Check out the former Airbnb " Hoopers Island Victorian" listing to find out what makes the house and island so special, from the past visitor's reviews. 🏡 The House Cross a breathtaking causeway and you are smack dab in the middle of an island that measures 1/3 of a mile across. this Chesapeake Bay to the west, Honga River to the east, tidal marsh to the north, and a marina to the south. You are surrounded by water and can see it from every room in the house. A spacious Victorian filled with historic details, high ceilings and original hardwood floors. Windows everywhere, all designed to bring in natural light and bay breezes, 3 bedrooms (comfortably sleeps 8), 1.5 baths, all new appliances. 1.4 acres, privacy, outdoor shower, grazing deer and resident Osprey family. Air-conditioning, high-speed internet, 2 fridges. 🔑 Lock and Load All you have to do is move in. Seller has completed extensive renovations. Includes most furniture and lighting, including dining table and chairs, living room couch and chairs, 5 beds, bureaus, TV and 2 refrigerators. Hammock chairs, porch furniture, fishing poles, crab nets and appliances. 🌾 The Island Two miles off Maryland’s Eastern Shore and 45 minutes from historic Cambridge lies Hoopers Island—one of the last inhabited islands in the Chesapeake Bay. Stretching ten miles and made up of three barrier islands, it’s home to pelicans, ospreys, great blue herons, egrets, cormorants, ibis, and only about 500 year‑round residents. Outdoors, the lifestyle truly comes alive--summer firepits under the stars, crisp fall evenings along the shoreline, and kayak adventures just moments way (kayaks included). Each season brings its own rhythm from sun-soaked summer days to the deeply restorative autumn season. 📍 The Region Close to Easton, St. Michaels, and Oxford. Blackwater National Wildlife Refuge offers hiking paths and 17 miles of water trails and a wide variety of local wildlife and scenic views. The Harriet Tubman Museum. a 10-minute drive to Old Salty's Restaurant, an Eastern Shore institution. A 10-minute walk to the freshest crabmeat and steamed crabs. Day trips to Ocean City or Rehoboth Beach, or carve out a half day visit to St Michaels, Oxford or Easton/

1606 Steamboat Wharf Rd, Fishing Creek

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$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
$339,900
3 Beds ⋅ 2 Baths
*Sellers will need 30-90 days OR less to find their home of choice. Nestled on 1.89 acres of mostly cleared flat land, this move in ready 3 bed, 2 bath home offers a perfect blend of privacy, comfort and natural beauty. Surrounded by woods, the property provides a peaceful year around retreat but close enough to local restaurants, shops and activities. Spacious open concept living area with a cozy fireplace that flows into a large fully equipped kitchen. This home features 3 beds, 2 full baths and huge heated/air conditioned 12x36 sun room over looking the scenic back yard. A new roof, HVAC system, fresh new carpet and hardwood flooring makes this home a true gem. Outside you will find a 2 car carport along with a detached heated garage. Enjoy the outdoor life that Cambridge offers including fishing, boating, parks and playgrounds!

5622 Ross Neck Rd, Cambridge

Listing courtesy of Samson Properties. Contact: 4433437660
$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
$95,000
BUILDABLE LOT IN FERRY FARM ESTATES HIGH SPEED FIBER OPTIC INTERNET AVAILABLE Ferry Farm Estates is a beautiful waterfront community in a quiet country setting. In the village of Hudson, also known as the Neck District, it is situated along Covey Creek with westerly views and access to the Chesapeake Bay. ..perfect for enjoying sunsets! Build your dream home knowing there are Covenants in place which set the building and maintenance standards to help maintain the integrity and value of your investment. Minimum Square Footage (2200 one story, 2600 two story or 1 1/2 story) IMPORTANT -- BIP has been approved for sanitation hookups....need only to install your septic tank, pump, and line to connect to BIP. BONUS, with approved** application through Dorchester County Environmental Health Dept, the required B.A.T. system (Best Available Technology) is 50% covered, 100% covered for applicants whose income is less than $300K/year. Ferry Farm Estates is small enough to create a great neighborhood (21 lots) yet large enough for each homeowner to have ample space and privacy, with lots of wooded areas and wildlife. Community Landing Area provides a pier and access to Covey Creek which is great for crabbing, fishing, or launching kayaks and canoes. Shared BIP ponds in place for septic. All permits were issued for current NEW CONSTRUCTION on 2 lots within Ferry Farm Estates. Don’t miss your opportunity to build in this beautiful waterfront community! **All properly completed applications for sites in critical areas are approved if funding is available. As of June 2024, there is available funding

820 Kim Dr Unit #LOT 21, Cambridge

Listing courtesy of Gray Services. Contact: (410) 330-9933
$100,000
BUILDABLE LOT IN FERRY FARM ESTATES HIGH SPEED FIBER OPTIC INTERNET AVAILABLE Ferry Farm Estates is a beautiful waterfront community in a quiet country setting. In the village of Hudson, also known as the Neck District, it is situated along Covey Creek with westerly views and access to the Chesapeake Bay. ..perfect for enjoying sunsets! Build your dream home knowing there are Covenants in place which set the building and maintenance standards to help maintain the integrity and value of your investment. Minimum Square Footage (2200 one story, 2600 two story or 1 1/2 story) IMPORTANT -- BIP has been approved for sanitation hookups....need only to install your septic tank, pump, and line to connect to BIP. BONUS, with approved** application through Dorchester County Environmental Health Dept, the required B.A.T. system (Best Available Technology) is 50% covered, 100% covered for applicants whose income is less than $300K/year. Ferry Farm Estates is small enough to create a great neighborhood (21 lots) yet large enough for each homeowner to have ample space and privacy, with lots of wooded areas and wildlife. Community Landing Area provides a pier and access to Covey Creek which is great for crabbing, fishing, or launching kayaks and canoes. Shared BIP ponds in place for septic. All permits were issued for current NEW CONSTRUCTION on 2 lots within Ferry Farm Estates. Don’t miss your opportunity to build in this beautiful waterfront community! **All properly completed applications for sites in critical areas are approved if funding is available. As of June 2024, there is available funding

810 Kim Dr Unit #LOT 18, Cambridge

Listing courtesy of Gray Services. Contact: (410) 330-9933
$59,950
Price Improvement — Beautiful Homesite Near the Water in Ferry Farms Take advantage of a rare opportunity to own this 2.20± acre homesite in the sought-after Ferry Farms community. Located just a short walk from the water and the community pier, this property offers a peaceful, private setting bordered by wooded, community-owned open space. The natural surroundings create a tranquil retreat with a scenic, tree-lined backdrop perfect for relaxing and enjoying the outdoors. Whether you’re planning a full-time residence or a weekend escape, this property offers the ideal setting to build your custom home near the water while still enjoying privacy and the beauty of nature. Buyer Notice: Buyers are encouraged to contact the Maryland Department of the Environment (MDE) and Dorchester County Planning & Zoning to confirm all building requirements, including wetlands or Critical Area considerations, possible restrictions, and connection requirements for the community B.I.P. system. Plat, covenants, and restrictions are available in the document section.

814 Cody Dr Unit #LOT 17, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$549,000
Opportunity awaits with this 58.66+/- acre parcel Zoned Light Industrial near the Cambridge-Dorchester Regional Airport & Hyatt Regency Resort! Preliminary Perc Approved. Less than 15 minutes to downtown Cambridge and a Public Boat ramp to access the Choptank River & Chesapeake Bay. Buyer to do due diligence with Planning & Zoning. Height Restrictions due to distance to Airport.

Cordtown Rd, Cambridge

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000