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$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
$350,000
3 Beds ⋅ 2 Baths
Welcome to your own waterfront retreat on the picturesque Galestown Millpond! Brimming with potential, this lovingly maintained home is ready for your personal touches to make it truly your own. The spacious floor plan includes a walk-out basement, offering endless possibilities for additional living space, guest accommodations, a recreation room, or extra bedrooms if desired. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the impressive 28' x 36' detached garage. Outside, enjoy the privacy of a long driveway leading to a peaceful setting with a large backyard that backs directly to the water including your private dock! Spend the remainder of summer fishing, kayaking, or simply taking in the tranquil views right from your own backyard. Don't miss this opportunity to create your dream waterfront home in a beautiful, private setting.

5715 Galestown Newhart Mill Rd, Galestown

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$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
$1,399,999
5 Beds ⋅ 3 Baths
Endless westerly vistas stretch across Madison Bay, delivering breathtaking sunsets that feel like a private showing each and every evening. This is more than a home—it’s a waterfront sanctuary designed for those who expect their lifestyle to be as elevated as their surroundings. Welcome to Saltmarsh, an extraordinary 8.5-acre estate where luxury, privacy, and coastal beauty converge. With 5 bedrooms (plus a bonus room that could be considered a 6th) and 3 full bathrooms, this property effortlessly transitions between an exceptional full-time residence and the ultimate weekend retreat for unforgettable gatherings with friends and family. Spanning over 5,000 square feet, the home is thoughtfully designed to maximize both space and scenery, with walls of windows that flood the interior with natural light and showcase those sweeping bay views from nearly every room. The main level is nothing short of an entertainer’s masterpiece—an open-concept layout anchored by a stunning great room, seamlessly flowing into a chef’s gourmet kitchen and sun-drenched sunroom on one side, while the opposite wing reveals a full-scale game room complete with a pool table and custom bar built for hosting on any scale. Step outside and the experience only gets better. Multiple expansive decks offer the perfect setting for everything from quiet mornings to lively evenings, all framed by panoramic water views. At the private dock, every detail has been accounted for—featuring water and electric, two jet ski lifts, and a 10,000-pound boat lift—creating a true waterfront playground. The oversized 3-bay garage provides ample space for all your water toys, equipment, and more—because a property like this is meant to be enjoyed without compromise. Offered fully furnished, Saltmarsh is completely turnkey—allowing you to step right into an effortless, elevated coastal lifestyle from day one. This is not just a home—it’s a statement.

4808 Saltmarsh Rd, Madison

Listing courtesy of Coldwell Banker Realty. Contact: 4105246111
$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
$1,250,000
5 Beds ⋅ 4 Baths
🔥 Eastern Shore Waterfront Estate 🔥 Welcome to a true sportsman’s paradise tucked along the shores of the Chesapeake Bay—where space, privacy, and waterfront living come together in a BIG way. Built in 1988 and spanning nearly 5,000+/- square feet, this one checks boxes most properties can’t even reach… 🏡 5 Bedrooms | 3.5 Baths | 4,933+/- Sq Ft Step inside and you’ll find: • A massive eat-in country kitchen (with heated floors 👀) • Formal dining for hosting the big nights • TWO oversized family rooms for spreading out • Space for everyone… and then some But here’s where it gets wild 👇 🎯 Next-Level Extras: • Huge workshop + multiple garage spaces • Dedicated entertainment hall with FULL kitchen, bar & pool table • Built for hosting, holidays, and unforgettable weekends 🌅 Waterfront Lifestyle: • Private pier on Brooks Creek • TWO boat lifts + electric lift • Westerly sunset views over the Bay (the kind people chase 🌅) • Expansive deck for relaxing or entertaining • Private pond adding to the already unreal setting ⚙️ Major Upgrades: • Geothermal system (efficient + smart) • New roof (Oct 2024) • Expanded shop addition This isn’t just a home… it’s a compound. A retreat. A place people don’t want to leave once they get here. 💬 If you’ve been waiting for something special on the Eastern Shore… this is it.

5253 Ragged Point Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$1,350,000
4 Beds ⋅ 5 Baths
A Private Waterfront Estate Where the World Falls Quiet—and Time Slows to Your Pace... There are homes that offer space. And there are homes that offer escape. At 5419 Ragged Point Road, you leave more than traffic behind—you leave noise, urgency, and compromise. Just a comfortable drive from Washington, D.C., Baltimore, and Ocean City, this contemporary waterfront estate gives you something rare: true privacy without isolation. Set on nearly 12 acres, with an extraordinary 1,500 feet of frontage along the quiet waters of Brooks Creek, this is not simply a home. It is a front-row seat to nature—uninterrupted, unhurried, and entirely your own. Inside, the house speaks in the language of craftsmanship. Four bedrooms. Two full and three half baths. Built in 2007 with a discipline you can feel in every line and finish. And unlike most properties of this caliber, it is offered fully furnished—each piece chosen to complement the home, not merely fill it. The kitchen is not designed to impress—it simply does. Precision appliances from Wolf, Sub-Zero, and Bosch. Everything exactly where it should be, whether you are preparing a quiet dinner for two or hosting a weekend that stretches late into the evening. The primary suite offers a different kind of luxury—the kind that restores you. A deep soaking tub. A separate shower. Silence when you want it. Space when you need it. But it is outside where this property earns its distinction. Step onto one of several balconies or decks, and the view does the work for you. Water in every direction. Light changes by the hour. Mornings that begin with stillness and sunrise and end with beauty that seem almost staged. A private pier extends your living space into the creek, complete with water, electric, and a 12,000 lb boat lift. For boaters, it is effortless. For fishermen, irresistible. For hunters, the presence of a duck blind and abundant wildlife turns the land itself into an asset few properties can claim. And yet, for all its features, the real value of this home is harder to measure. It is the moment you realize you have nowhere else to be. The quiet conversation lasts longer because it can. The feeling—rare, and increasingly valuable—that you have found a place that gives more than it takes. If you’ve been waiting for a property that offers not just waterfront, but a way of living that feels deliberate, private, and complete—this is it. Come see it for yourself. You’ll know very quickly whether it’s simply a beautiful home… or the one you’ve been looking for.

5419 Ragged Point Rd, Cambridge

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$440,000
4 Beds ⋅ 3 Baths
WATERFRONT, Heated In-ground POOL, HOT TUB & SUNSETS- This home has it all!! This beautiful home offers a first-floor primary ensuite with a vaulted ceiling and a recently remodeled bath featuring a separate jetted soaking tub, tile shower, and walk-in closet. Step directly onto the full-length rear deck and unwind in your private 6-person hot tub (only 4 years old). The open floor plan showcases a remodeled kitchen with stainless steel appliances, stunning eco-granite countertops, and abundant natural light throughout—perfectly framing serene views of the 40 acre +/- Galestown Mill Pond. The living room features a warm pine ceiling and cozy wood stove, creating an inviting space year-round. Upstairs, an open staircase leads to three spacious bedrooms and a full bath—ideal for family or guests. Step outside to your personal backyard retreat: Picturesque Pond views, In-ground heated pool (liner & heater just 2 years old), Fenced for privacy, Separate fire pit area, Sandy lounging space, Dock for small boat, fishing, and waterfront enjoyment. Launch your kayaks, cast a line, or simply relax and take in the peaceful setting. Roof installed 2024, Appliances approx. 10 yrs old & dishwasher 2 months, Hot tub 72 gallons-6 person-4yrs old. In-ground Pool-4'-8' chlorine-diving board-liner and electric heater 2 years old, HVAC- 2015. must-see to truly appreciate everything this exceptional property has to offer!

5632 Galestown Reliance Rd, Rhodesdale

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact: 4102711265
$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
$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