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$1,099,900
5 Beds 2 Baths
A truly one-of-a-kind waterfront estate offering 82+ acres across three parcels in historic Crisfield, Maryland. Known as the legendary "Home of the Terrapin King," this extraordinary property seamlessly blends Chesapeake Bay history with breathtaking waterfront living. Learn more about the property's fascinating story at www.TerrapinKing.org. Built in 1925, this beautifully updated residence offers approximately 2,921 square feet of living space with 5 bedrooms and 2 full bathrooms. Surrounded by water on three sides, nearly every room showcases spectacular panoramic views of the Chesapeake Bay, tidal marshes, and unforgettable sunsets. Extensive recent improvements make this historic home move-in ready while preserving its timeless coastal character. Updates include new luxury vinyl plank flooring throughout, updated lighting, new plumbing, a new water treatment system, new sump pumps and drainage systems with backflow valve preventers, and most mini-split HVAC units replaced within the past few months. The home is being offered fully furnished, making it ideal as a primary residence, vacation home, or turnkey investment property. The spacious primary suite features a pellet stove, double closets, and sweeping waterfront views. One of the home's most iconic spaces, the Captain's Room, features expansive bay windows that create the feeling of standing at the helm of a ship overlooking the Chesapeake. Two screened porches and a second-story balcony provide multiple spaces to relax and enjoy the peaceful waterfront setting. The estate encompasses over 82 acres, including approximately 20 acres of upland, with the balance consisting of pristine waterfront, marshlands, and natural habitat. Private trails offer opportunities for hiking, wildlife observation, hunting, and exploring, while the property's private beach and dock provide direct access to boating, fishing, kayaking, and all that the Chesapeake Bay has to offer. Additional exterior improvements include the removal of all former beach pilings, installation of additional riprap for shoreline stabilization, and backfilling of the yard, further enhancing the property's usability and protecting the shoreline. Beyond its exceptional waterfront lifestyle, this property presents exciting future possibilities. The seller has obtained a conceptual site plan prepared by GMB of Salisbury outlining the potential placement of approximately 3–4 tiny homes within portions of the upland acreage. Buyers should review the listing documents for the proposed layout. Any future development remains subject to all required governmental approvals, permitting, environmental review, and applicable regulations. One of the property's most valuable features is its existing connection to city sewer, an uncommon and highly desirable amenity for a waterfront estate of this size that can significantly reduce future infrastructure costs. Steeped in history as the former headquarters of Albert Tallmadge LaVallette Jr.'s renowned terrapin enterprise, this remarkable estate has become one of Maryland's most recognizable waterfront landmarks. The property currently operates as a successful short-term rental, and the seller reports annual gross short-term rental income approaching $100,000, offering exceptional income potential while serving as a truly unforgettable waterfront retreat. Whether you're searching for a private estate, an income-producing investment, a family compound, or a once-in-a-lifetime Chesapeake Bay property, 1 Lavallette Road delivers unmatched history, privacy, recreation, development potential, and panoramic waterfront beauty. Fireplaces convey As-Is. Total acreage is approximately 82+ acres, including approximately 20 acres of upland. Furnishings included with acceptable terms.

1 Lavallette, Crisfield

Listing courtesy of Worthington Realty Group, LLC. Contact: 8558494663

$1,099,900
5 Beds 2 Baths
A truly one-of-a-kind waterfront estate offering 82+ acres across three parcels in historic Crisfield, Maryland. Known as the legendary "Home of the Terrapin King," this extraordinary property seamlessly blends Chesapeake Bay history with breathtaking waterfront living. Learn more about the property's fascinating story at www.TerrapinKing.org. Built in 1925, this beautifully updated residence offers approximately 2,921 square feet of living space with 5 bedrooms and 2 full bathrooms. Surrounded by water on three sides, nearly every room showcases spectacular panoramic views of the Chesapeake Bay, tidal marshes, and unforgettable sunsets. Extensive recent improvements make this historic home move-in ready while preserving its timeless coastal character. Updates include new luxury vinyl plank flooring throughout, updated lighting, new plumbing, a new water treatment system, new sump pumps and drainage systems with backflow valve preventers, and most mini-split HVAC units replaced within the past few months. The home is being offered fully furnished, making it ideal as a primary residence, vacation home, or turnkey investment property. The spacious primary suite features a pellet stove, double closets, and sweeping waterfront views. One of the home's most iconic spaces, the Captain's Room, features expansive bay windows that create the feeling of standing at the helm of a ship overlooking the Chesapeake. Two screened porches and a second-story balcony provide multiple spaces to relax and enjoy the peaceful waterfront setting. The estate encompasses over 82 acres, including approximately 20 acres of upland, with the balance consisting of pristine waterfront, marshlands, and natural habitat. Private trails offer opportunities for hiking, wildlife observation, hunting, and exploring, while the property's private beach and dock provide direct access to boating, fishing, kayaking, and all that the Chesapeake Bay has to offer. Additional exterior improvements include the removal of all former beach pilings, installation of additional riprap for shoreline stabilization, and backfilling of the yard, further enhancing the property's usability and protecting the shoreline. Beyond its exceptional waterfront lifestyle, this property presents exciting future possibilities. The seller has obtained a conceptual site plan prepared by GMB of Salisbury outlining the potential placement of approximately 3–4 tiny homes within portions of the upland acreage. Buyers should review the listing documents for the proposed layout. Any future development remains subject to all required governmental approvals, permitting, environmental review, and applicable regulations. One of the property's most valuable features is its existing connection to city sewer, an uncommon and highly desirable amenity for a waterfront estate of this size that can significantly reduce future infrastructure costs. Steeped in history as the former headquarters of Albert Tallmadge LaVallette Jr.'s renowned terrapin enterprise, this remarkable estate has become one of Maryland's most recognizable waterfront landmarks. The property currently operates as a successful short-term rental, and the seller reports annual gross short-term rental income approaching $100,000, offering exceptional income potential while serving as a truly unforgettable waterfront retreat. Whether you're searching for a private estate, an income-producing investment, a family compound, or a once-in-a-lifetime Chesapeake Bay property, 1 Lavallette Road delivers unmatched history, privacy, recreation, development potential, and panoramic waterfront beauty. Fireplaces convey As-Is. Total acreage is approximately 82+ acres, including approximately 20 acres of upland. Furnishings included with acceptable terms.

1 Lavallette, Crisfield

Listing courtesy of Worthington Realty Group, LLC. Contact: 8558494663

$318,900
3 Beds 2 Baths
Closing help with full price offer! Eastern Shore waterfront living awaits you at Harbour Light, offering stunning views of the Tangier Sound for a fraction of the cost of most waterfront locations. This beautifully maintained home features 3 spacious bedrooms, 2 full baths, beautiful wood floors, third‑floor water views, and a 40' private deeded boat slip (D‑1)—all available immediately so you can start enjoying those unforgettable sunsets right away. Step inside to a home that feels completely renovated, clean, and move‑in ready. The centrally located kitchen offers abundant cabinet space, pantry, pull‑out base trays—now enhanced with a new refrigerator, new stove, new sink, new dishwasher, and new backsplash. Additional upgrades include fresh paint, a renovated bathroom, new sliding glass doors, new ceiling fans, new washer and dryer, a new programmable thermostat, and remote‑controlled blinds for effortless comfort. Enjoy beautiful water views from the living room, kitchen, primary bedroom, balcony, and screened porch. A separate laundry/utility room provides extra storage for pool gear or fishing supplies, while the exterior storage closet is perfect for tools, toys, and tackle. Elevator access, a heated community pool, and a pool house with men’s and women’s changing areas and a full bath house add exceptional convenience and comfort. The location is exceptional—close to medical offices, with a new medical annex opening soon, plus nearby shopping and walkable restaurants and cafés that make everyday living easy and enjoyable. Outdoor lovers will appreciate being just minutes from Janes Island State Park, Somers Cove Marina, Wellington Beach, and easy access to boating, biking, crabbing, and seasonal duck hunting. Crisfield offers year‑round charm with beloved local events including the Soft‑Shell Festival, Freedom Fest, Tangier Sound Music Festival, and the Crab & Clam Bake. Whether you're seeking a full‑time residence, a weekend escape, or an investment opportunity—this is coastal Eastern Shore living at its finest. internet/cable, water, security and a Deeded dock all included.

101 Williams St Unit #303, Crisfield

Listing courtesy of RE/MAX Real Estate Connections. Contact: 7037544341

$675,000
4 Beds 3 Baths
Please view the Fly-Through Video! Remarkable Wicomico River Waterfront Home! Please view the Fly-Through Video! Kick back and relax Chesapeake style and fulfill your coastal dreams in this elevated 4 bedroom, 3 full bath home on 3.3 scenic acres, with more than 240 feet of waterfront. Enjoy water views from all but one room in the house and soak up the sun and breathtaking sunsets from the upstairs and downstairs covered porches. The River View Acres Community, comprised of only four homes, share a common dock complete with water and electric. Each home conveys with a deeded slip. In addition, this home conveys with two lifts, a 12,500 lb. remote controlled lift and a small lift appropriate for a jet ski, john boat, or kayak. This home offers paradise for the boater, fisherman, crabber, waterfowler, photographer, gardener, writer, artist, bird enthusiast, and nature lover. The river never disappoints! Inside the home, the discriminating chef surely will enjoy cooking from the island, which overlooks the river. A separate drinks/appetizer bar allows guests to interact with the chef, but not interfere with the cooking. The 2015 custom cabinetry, granite countertops, and stainless steel appliances, offer ample room for food prep and culinary tools. Two bedrooms downstairs share a full bathroom while the upstairs boasts two very large en suite bedrooms. The master bedroom has two French doors that lead to a covered porch that overlooks the river. It also includes a large closet that includes the washer (2024) and dryer. The master bath has a Jacuzzi and double shower. Other home updates include a new roof (2017), new hot water heater (2022,) dishwasher (2022), and baths (2017). Underneath the house is a large enclosed workshop for tools and equipment. There is plenty of parking for cars, trucks, boats, and tractors. Abundant cozy light fills this home, located minutes from the historic White Haven Ferry, historic Princess Anne (with grocery store, shops, and restaurants), and Salisbury. A 10-minute boat cruise up river leads to the Wicomico Yacht Club and Bordeleau Winery. A short cruise down river leads to the Chesapeake Bay. The nearby Salisbury Airport offers direct flights to Orlando and Charlotte, among other places. Atlantic Ocean beaches are a 45-60 minute drive away. Large metropolitan areas are 2 - 4 hours away. Change your pace, breathe deeply, enjoy Chesapeake life, and enjoy this home!

13460 Harrison Landing Rd, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$299,999
3 Beds 2 Baths
🚨 NEW REDUCED PRICE – $299,999! 🚨 🌊 Waterfront Living on the Chesapeake Bay! 🌊 Now offered at $299,999, this beautiful waterfront condo in Harbour Lights offers an incredible opportunity to enjoy the Chesapeake Bay lifestyle you've been dreaming of. This well-maintained, one-owner condo features 3 bedrooms, 2 full baths, and has never been used as a rental. Wake up to breathtaking bay views from the large windows and enjoy spectacular sunrises and sunsets from your private balcony. Whether you're sipping your morning coffee or unwinding after a day on the water, the views are simply unforgettable. ⚓ Included with the property is your own deeded boat slip in the private marina, making this a perfect home for boating enthusiasts and waterfront lovers alike. Residents enjoy: ✔️ Waterfront pool ✔️ Secure building access ✔️ Elevator service ✔️ Private marina ✔️ Low-maintenance waterfront living Located in Crisfield, Maryland, the Seafood Capital of the World, you'll be just minutes from Jane's Island State Park and a short boat ride from Smith Island and Tangier Island. Whether you're looking for a year-round residence, a weekend getaway, or a summer retreat, this is your chance to own a piece of paradise on the Chesapeake Bay. 📞 Contact me today for your private showing before this waterfront gem is gone!

103 Williams St Unit #416, Crisfield

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$244,000
2 Beds 2 Baths
Waterfront Living at Its Finest on Somers Cove Marina & the Tangier Sound Imagine spending your summer evenings on your private balcony cracking fresh crabs, feeling the warm coastal breeze, and watching boats glide in and out of Somers Cove Marina. This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of relaxation, lifestyle, and value. Designed for both weekend escapes and year-round living, this low-maintenance, energy-efficient unit even comes with impressively low power bills to back it up. Major updates have already been taken care of, including a newer HVAC system installed and a new hot water heater providing peace of mind and worry-free comfort for years to come. Enjoy front-row views of Crisfield’s most iconic events right from your balcony, including breathtaking 4th of July fireworks, the famous Hard Crab Derby, and multiple waterfront festivals complete with live music you can enjoy without ever leaving home. Inside, you’ll find a well-appointed gourmet kitchen featuring all-new stainless steel appliances, opening into a spacious and inviting living area that feels both cozy and airy. The thoughtful layout continues with a guest bathroom complete with built-in blow dryers, a convenient in-unit laundry room, and a generously sized primary suite with its own private bath. Whether you’re looking for a coastal getaway or full-time residence, this turn-key condo delivers true waterfront living in the heart of Crisfield’s rich culture and heritage. And for the true Eastern Shore experience, bring your crab pot residents enjoy the unique perk of catching their own crabs right from the condo docks! Schedule your private tour today and start enjoying your life on the Tangier Sound!

1 Dock St Unit #203, Crisfield

Listing courtesy of Keller Williams Realty. Contact: 3028467839

$294,900
3 Beds 2 Baths
Welcome to the Crab Capital of the World and This 3 bedroom 2 full bath unit that is ready for you to turn into YOUR dream home or vacation getaway! Enjoy evenings watching the sunset from the balcony or morning coffee on your screened in private balcony off the primary bedroom. Harbour Lights offer views of downtown, Annemessex River and the Tangier Sound. Enjoy fishing, crabbing and boating or relax at the private complex pool. Short drive to Janes Island State Park, Ocean City Maryland or Chincoteague Virginia. Hop on a tour boat for a day trip to Smith or Tangier Island then back home to soak in the deep tub in the master bathroom. Enjoy all the benefits of small town living in this waterman's community.

102 Williams St Unit #209, Crisfield

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211

$495,000
3 Beds 3 Baths
Seller is willing to do some owner financing to help with down payment as a second mortgage! Beautiful Waterfront Home in Annemessex Ridge!! Home is over 2500 sq ft and sits on 3 lots. Home has had many upgrades and renovation done. New roof has been put on 2025, freshly painted inside and new flooring. The kitchen has beautiful cabinets and granite counter tops. Tons of cabinet and counter space. The large living room has a gas burning fireplace. There is a nice family room with water views. The oversized porch is a great party room looking out over canal. The master suite is LARGE, with his and hers closets and master bath. There are 2 more very large bedrooms and 2 baths. The patio off the back of house leads to the dock and pier for your boats or jet skis!!

5111 Old Auger Rd, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact: (410) 968-0478