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$405,900
5 Beds 3 Baths
This property is Awesome!! Recently renovated and expanded 5 Bedroom 3 full bath floorplan with all solid surface floors. The house is open and spacious, appointed with new cabinets and appliances, new tankless water heater, new flooring in many of the rooms, and fresh paint throughout. The home sits privately on nearly 3 AC of cleared yard but also has a section fenced in for added privacy and outdoor storage. Additionally the property offers not one, but two large storage/workshop buildings. One is attached to the house and is 30x40' with large 12' entry doors and electric. The other is 30x50 with attic storage and has a concrete slab, electric, wood burning stove for heat, large overhead doors, built in shelving and is perfectly set up for a home auto repair shop or many other DIY projects. This home is a must see if you are in seach of a large spacious floor plan and plenty of storage and work space!

5707 Galestown Reliance Rd, Seaford

Listing courtesy of Rinnier Development Co. Contact: (410) 742-8151

$2,395,000
6 Beds 7 Baths
Experience the epitome of waterfront living at Willoughby on Hudson Creek, a sprawling family compound designed for the ultimate in entertainment, relaxation, and a luxurious waterfront lifestyle. Nestled amidst Dorchester County's most prestigious estates and farms, this property exudes sophistication, from its stately brick pillar entrance to the captivating circular drive adorned with elegant lamp posts. Boasting over 10,000 square feet of living space, this magnificent brick home opens its doors to a grand front porch, a welcoming foyer, and breathtaking views that stretch out to the water. With multiple inviting spaces, this residence is ideal for accommodating multi-generational stays. Gather in the cozy family room with a fireplace, wet bar, and game table for quality time, or retreat to the sitting room with a fireplace just off the kitchen. Additionally, two second-floor rooms provide ample space for children or teenagers to enjoy the game room or their favorite shows without disrupting adult serenity. This exceptional property offers six bedrooms, including a whimsical kids' bunk area perfect for late-night conversations (and perhaps a few shenanigans!). The first-floor primary suite is beautifully appointed, featuring a luxurious bath, tranquil water views, a private patio, a walk-in closet, and a private sitting room/office area for those moments when work beckons. For recreational enthusiasts, the options are boundless. Take advantage of the heated indoor swimming pool, unwind in the hot tub on the waterside screened porch, or set sail from your private dock for boating, kayaking, and paddleboarding adventures. Situated on 31 predominantly wooded acres, this estate benefits from a Forest Stewardship Plan, ensuring a preferred agricultural tax assessment (review and adoption required). If you seek a tranquil, private weekend retreat to create lasting memories, Willoughby on Hudson Creek is the perfect haven. This property is also a well established vacation rental and income producing property.

5600 Ross Neck Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

$1,850,000
4 Beds 5 Baths
Welcome to ‘Respite’, a private sanctuary on the waters of Hudson Creek. Sitting on 9.62+/- acres, this Eastern Shore compound boasts approximately 6,200 square feet with impeccable millwork. The grand living room welcomes you with bank of floor-to-ceiling windows offering scenic views of Hudson Creek and the waterside patio. Past the living room will take you to the Chef’s kitchen well-suited for large scale entertaining with high-end appliances, 6-burner gas range, double dishwashers, and bar seating. The main-level primary en-suite enjoys privacy from the rest of the bedrooms and offers built-in cabinetry and gas fireplace, ample closet space, and spa-like bath with double vanities, and large tile shower. Two additional en-suite bedrooms located in the left wing of the house are equipped with tile showers and custom built-in closets. Further down the hallway, you will find a screened-in porch overlooking the pool. An entertainment room with built-in cabinetry, sauna, and room for a pool table makes for a great bonus space for leisure and relaxation. A loft awaits you on the second floor that is easily used as a guest area with its murphy bed as well as room for an office or additional living space. Step outdoors to be captivated by the lush grounds that include an inground pool, hone your short game with your private putting green, and take a deep breath overlooking the expansive open space. Walk down to the rip-rapped shoreline and be greeted by the private pier, complete with a lift and two slips, inviting boating and waterfowl enthusiasts alike. Further enchanting features of this exceptional estate include: A meticulously tended landscape affording abundant space for gardening and outdoor activities. Thoughtfully designed covered porches and outdoor areas, ideal for hosting gatherings and peaceful sitting A 3-car garage, tailored to cater to your storage and vehicular needs. A prime location that seamlessly balances proximity to essential amenities with tranquil privacy and seclusion.

5816 Ross Neck Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

$399,900
3 Beds 3 Baths
Motivated Seller - Price Reduced Again!!! An Amazing Transformation! A quiet, rural setting but centrally located on the picturesque Delmarva. Just a quick drive to tax-free shopping in Delaware, a day at the beach, a visit to one of the many quaint, yet vibrant, Eastern Shore towns, waterfront marinas and many unique eateries and restaurants. Owner has meticulously upgraded every room of this beautiful home! Original hardwood floors were preserved on the main level, kitchen has been completely renovated with soft close cabinetry, granite counter tops, appliances including a gas stove, touchless faucet and tile flooring. Custom trim and moldings have been added as well as all windows have been reglassed. All bathrooms have had tubs/showers, vanities, fixtures and flooring replaced. Perfect for entertaining - the family room leads to a spacious paver patio overlooking a private back yard. The 12' X 16' shed has ample storage with potting shelf, lofts, front and rear doors, and is situated in front of the raised garden beds with a convenient yard hydrant. An insulated garage door with remote has been installed and the garage includes a utility sink and heater. Move in ready - don't wait!

4505 Marigold Ln, Hurlock

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$475,000
3 Beds 2 Baths
Nestled on Maryland's Eastern Shore, this breathtaking 9-acre waterfront property offers an exceptional natural retreat. Enjoy stunning westerly sunset views overlooking the Chesapeake Bay and Little Choptank River, amidst a wooded acreage with a pond for deer and turkey hunting. The charming saltbox style home boasts a Great Room with vaulted ceiling and hardwood floors, while the fully-equipped kitchen features all appliances, ceramic tile backsplash, recessed lighting, and a breakfast bar. Relax in the sunroom that overlooks the waterfront with broad westerly views. The home's first-floor bedroom and full bathroom offer convenience and comfort. Additionally, a fenced area off the rear of the home provides ideal play space for dogs or kids. This total electric home has been updated with recent heat pump/central air, new windows, new roof, and recent water heater and well pump. Situated in the heart of Dorchester County, the property is located just off the Iron Man triathlon biking route and is in proximity to Blackwater National Wildlife Refuge and Harriet Tubman Visitors Center. Food lovers can relish in the fresh farm-grown produce and flowers at Emily's Produce, indulge in the best Cheesesteak Subs and Boardwalk fries at Woolford Country Store, or savor the freshest crabs and crabmeat at Lindy's Seafood. Alternatively, Palm Beach Willies and Boats and Hose offer a great spot for dinner and drinks down the road.

1325 Broadview Dr, Cambridge

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

$374,995
3 Beds 2 Baths
Thriving vacation rental or your ISLAND DREAM HOME you choose! Coastal Island Living at the Bayside Bungalow! RELAX while you turn back time and enjoy chasing the sunsets on the beautiful Chesapeake Bay, located in Fishing Creek Maryland, also known as a string of islands called Hoopers Island. Enjoy the fly away beautiful Big Blue Barn Photo opps with #MDCRAB TOO! The possibilities are endless on this property either as a vacation Bungalow, primary residence or fishing village commercial business! The home is ready for a fun peaceful couples’ getaway, a cool place for a team retreat, small weddings, hunting lodge for the week, scrap booking and wine with the gals or family reunion! With so much space at your disposal, this property is ideal for large groups of friends, family retreats, and relaxing getaways. Spend endless spring/summer or fall days outside, enjoying the huge backyard. Toss the frisbee, play touch football, or become an avid bird watcher and search for the swans, ducks, geese, osprey, blue heron, egret and eagles that often visit the property! Head back to the house for lunch in the backyard on picnic tables. At night use the grill to roast veggies and steak 🥩 for dinner. The Bungalow built in the 1950’s has been lovingly restored in 2019 to make awesome new memories. The Bungalow has 1,650sf with 400 sf bonus room, 40’x100’ pole barn and 3.8 acres of low land marsh with an emerald green field. Enjoy magnificent waterfront SUNSET VIEWS! This property was family owned and built by The Island's famous boat Captain Jack and Ms. P. Captain Jack was a proud boat builder. His unique boats with his signature hauls have been sold far and wide until 2012 when he passed away, The custom in home bar is named after him! Updated the original family’s home to kept the legacy in the Bungalow alive! Captain Jacks Bar has been made from his restored workbenches from the old boat building also check out the game room coffee table from the back of an original boat and chairs! You will find loving touches throughout the home to make for memorable vacations or coastal lifestyle. Take in the awesome custom wood work in the Bungalow. The wood is from Hooper’s Island pine that was cut, dried and milled from an local island property. Private back yard with fire pit seating for 10 and two picnic tables to pick crabs fresh caught that day. Hoopers has numerous crab factories where the local waterman bring their catch, just ask and we will point you in the right direction (in season) or oysters we know who to call! The options are endless! The bungalow is the perfect place to read a book, enjoy family time in the game room keeping score with air hockey for the next guest to beat! A local favorite is to take one of the beach cruisers for a spin! We have been featured in Coastal living Magazine. Voted “BEST COASTAL SMALL TOWN” want to go Hunt from a john boat? Enjoy the local famous Seka deer even go charter fishing??? Fishing and crabbing with Maryland Fishing license is permitted from the island causeway and local pier, Tyler’s Cover. Drop your personal boat in the water at one of the two FREE LOCAL BOAT RAMPS. Nature's artwork is at your fingertips, egrets, osprey, blue herons and bald eagles are all around. Sea glass collecting along the causeway is worth the trip alone! Bring your kayak or Stand up Paddle Board, (SUP) a great location with open waters.

1123 Ball Park Rd, Fishing Creek

Listing courtesy of Goldsmith Realty, Inc.. Contact: 410-599-8312

$224,900
3 Beds 1 Baths
Back on Market due to Buyer's financing falling through. Welcome to this three-bedroom home nestled on a spacious two-acre lot. As you step inside, you'll be greeted by a cozy living room that seamlessly flows into the open kitchen and dining area, creating a warm and inviting space for family and friends. The hallway leads you to three comfortable bedrooms and a well-appointed full bathroom, along with the convenience of a dedicated laundry area. Notable upgrades include a recent tin roof installation and a modern sand mound system, taking care of the major structural improvements. Now, it's your opportunity to infuse your personal style into this home. A fresh coat of paint and new flooring will breathe new life into the interior, allowing you to customize it to your taste and preferences. This property offers the perfect canvas for you to create your dream home in a serene and spacious setting. Don't miss out on this wonderful opportunity to make it your own!

4893 Centennial Rd, Vienna

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (443) 978-3330

$499,900
3 Beds 2 Baths
Waterfront Property, gorgeous views! This 3 bed, 2 bath home sits on a beautiful 3.3+ acre lot overlooking the Choptank River. This property is being sold in as-is condition, any inspections are for the buyers own knowledge. There are multiple repairs that need to be done. With a little updating and repair to the existing dock/pilings, pool and house - this property has the potential to be a premier waterfront home with direct access to the Choptank River and Chesapeake Bay for boating and great fishing year-round! Approximately 50+/-ft of shoreline. Home is owner occupied, come see the potential this wonderful property has to over! Your private retreat, with wonderful broad waterfront views!

6026 Twin Point Cove Rd, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

$1,150,000
4 Beds 3 Baths
"Point of View" - WATERFRONT Home on 7.40+- acres in the Neck District of Point of View in Cambridge, MD, located on Brannock Bay on the Big Choptank River. The two-story home was originally built in 1820 and recently renovated within the last seven years, creating an easy, comfortable environment for family and friends. The bay room was added in 2022 with vaulted ceiling and large, picture windows overlooking the water and sunset views for more living and entertaining space. The large, high-ceilinged kitchen has been fully renovated with plenty of seating and designed so you can move about easily when cooking or entertaining. Centered between the kitchen and bay room is the spacious living room with details of the original construction still visible, adding to the charm and character of the home. Flooring, drywall, and paint was updated in 2022, as well. There are three, first floor bedrooms, including the primary bedroom with ensuite, and another full bathroom and laundry. There is also a second floor bedroom with two-piece bath and wall-to-wall window seating over-looking the water for spectacular viewing. In 2022, the screened in porch and additional decks were constructed with Trex decking material, including the sun deck accessible through the primary bedroom. 1,100 linear feet of shoreline has been reinforced with new, treated lumber bulkheading, including the boat ramp and dock. The offshore duck blind is built on pilings and conveys with the property. Improvements also include a pole shed supplied with electric and has concrete flooring, sliding 8 ft doors on opposite ends, with a large lean-to down the entire length on one side. Additionally, there is a water pump outside the pole shed with anti-freeze handle. Starlink is installed for internet access and four Nest cameras are installed for security. Recreational marine activities abound, enhanced by areas of grasses and shoals, including crabbing, fishing, waterfowl hunting, and boating. It is a short boat ride to Tilghman Island, Oxford, and St. Michaels, as well as points across the Chesapeake Bay. Less than a mile and a half south is Ragged Point Municipal Boat Ramp. The tranquil setting and beautiful sunsets provide a wonderful, enriched environment to get away from it all. Local eateries nearby, and only 18 minutes from Cambridge to access restaurants, the local brewery, and other amenities. The home will convey furnished. No HOA. Adjacent Lot #2 is also for sale - MDDO2005554. Across the road is 5.0+- acres of recreational land by a different seller also for sale to expand recreational opportunities - MDDO2005582. Flood insurance was just renewed and is unchanged with the premium remaining the same - see photos.

770 Hills Point Rd, Cambridge

Listing courtesy of The Land Group. Contact: (410) 934-3478

$789,000
4 Beds 2 Baths
This is a beautiful property that can be used for a winery, wedding venue, horse farm, solar farm, etc. The 9 stable horse barn has a loft upstairs with water/electric & hardwood floors. There is an old corn crib & outhouse on the property along with a large pond with fish, in the pasture. The white vinyl fence partially covers one of the pastures & runs along MD-392 E. There is a 60x40 shop with electric & the property has 3 road frontages along Cokesbury Rd, MD-392 & Bethel Rd. The driveway is C-shaped, tree lined & has 2 entrance/exits on MD-392 & Cokesbury Rd. There is an inground pool on the property that has not been in use for some years now. Turkey & record buck can be seen on the property & high yield for non-irrigated corn currently in use. There is a large chicken house on the property. Currently this property has lots of "stuff" on it & is in the process of being cleaned up. Please be careful walking the property.

5962 Cokesbury Rd, Rhodesdale

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$119,900
3 Beds 1 Baths
New Well ***Price Reduced, includes three parcels (approximately 5+/- acres total)! Sika Deer Hunting, fishing, biking, hiking & crabbing! This 3 bedroom, 1 bath rancher sits in the heart of Sika Country and in the heart of the Eastern Shore! Enough acreage to put up a couple stands to hunt Sika Deer on two different locations (2 of the parcels). Close to county boat ramps and marinas which gives you great access to Fishing Bay and Honga River for boating, fishing year round, kayaking & crabbing at your doorstep! Ten minutes to Blackwater Refuge, a nature lovers paradise. New well was just installed, septic system is functioning, application for new septic has been applied for. Property sold AS-IS. Three (3) parcels convey approximately 5 acres total: parcel 1 with house sits on approx 1.5 acres, parcel 2 directly across the street is approx 2.5 acres (this lot is narrow and long which enables good placement for a sika deer stand), parcel 3 is approx 1 acre wooded acre (approx 1 mile from house) another site for deer stand and feeder.

2740 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

$479,900
4 Beds 1 Baths
This property will be hunted during the upcoming season; for safety reasons, the seller must be notified before any showings, and these must not restrict hunting access/use of the property. Prime location. Unique opportunity for a group of hunters who prefer to own and secure a prospering hunting camp over leases. This property generates a hefty yearly lease of $10,000 per year and has had a proven track record of yearly SIKA stag success for the last decade. Multiple, easily-accessible tree stand sites throughout the property on cleared trails for either walking or riding ATVs. Outstanding ponds provide endless opportunities for waterfowl blinds within a short distance of the house. This tract is located on a major county road and is a short drive to boat launches on the Honga River for exceptional fishing and crabbing. When sold lease will end per agreement with Lessee and Lessor. The property features two access points from separate adjacent county roads for ingress and egress. This tract features a lot of unique diversity with several wooded areas, well-managed trails through the marsh, and even some tillable acreage. While the accessibility is very good, hunters have also utilized trails implemented for an Argo ATV to reach the more remote hunting sites. The updated 1880s home has a lot of character, and the four bedrooms can easily accommodate at least 6-7 hunters. Quality features like the staircase, hardwood floors, and fireplace provide a primary residence's comfort. A small outbuilding with electricity is great for storing ATVs, equipment, and decoys. There is a small screened patio area for cooking and entertaining outside. One nearby pond is located right in the backyard, so ducks and game can be regularly spotted from the house. The property is being sold ‘AS-IS’ and is being conveyed with some furniture, all kitchen appliances, all laundry.

2439 Toddville Rd, Wingate

Listing courtesy of Keller Williams Select Realtors. Contact: (410) 972-4000

$514,000
4 Beds 1 Baths
NEW UPDATES, Perfect for a Sportsman's Get Away, Multi family property or an Oyster Farm (some infrastructure in place). 2.85 acres situated on the Honga River with acces to the Chesapeake Bay. 3 bedroom house with 1 bath and large family room (family room is currently being used as a 4rth bedroom). NEW CARPET HAS BEEN INSTALLED THROUGHOUT THE HOUSE, ALONG WITH FRESH PAINT. Kitchen has high quality cabinets and there is a new oversized shower in the bathroom. 3 substantial outbuildings, one is a waterfront private bar, one is a former crab picking house with a huge screened in area for crab feast, a wash room and a bathroom with outdoor shower. Private harbor with a 120 foot pier, 500 feet of waterfront, half riprap, the other half is bulkhead. BRAND NEW Pier has a 12k lb boat lift on the end and the harbor has a floating dock. Lots of room for parking in the back lot. One full acre is vacant and has a second septic system on it which is fully functional (supports outside bathroom). Plenty of great fishing with local hunting. Sunrises and Sunsets are FREE Dont miss this opportunity of a life time to own your very own Sportsman's Paradise OR PERFECT SPOT FOR AN OYSTER NURSERY. Property being SOLD AS IS but it has no major issues. SELLER IS MOTIVATED!! But not nuts NO OWNER FINANCING

1640 Steamboat Wharf Rd, Fishing Creek

Listing courtesy of Save 6, Incorporated. Contact:

$699,900
7 Beds 3 Baths
THE ORIGINAL HOME OF "CAPTAIN JOHNNIE" BUILT IN 1920 AND TOTALLY RESTORED. EXPANSIVE WATER-VIEWS WITH 300 FEET OF RIP RAP/BULK HEADING. PERFECT FOR YEAR ROUND LIVING, WEEKLY VACATION RENTAL OR VACATION HOME . BEAUTIFUL HARDWOOD FLOORS, FULLY EQUIPPED EAT IN KITCHEN, HUGE FAMILY/GREAT ROOM WITH WALL MOUNTED TV . HOME IS FULLY FURNISHED AND EXCEPTIONALLY EQUIPPED - EVERYTHING EXCEPT POOL/CARD TALBE CONVEYS. DIRECT TV AND HUGHES INTERNET. NIT-RED SEPTIC SYSTEM, HAS BEEN A SUCCESSFUL VACATION RENTAL - CAN PROVIDE DOCUMENTATION. LARGE OUTBUILDING HOUSING BIKES,CANOES AND KAYAKS THAT ALL CONVEY FABULOUS ON LINE ARTICLE AND PICTURES OF HOOPERS ISLAND AND LOCATION "ONLYINYOURSTATE - MARYLAND - MOST SCENIC DRIVE MD

1632 Steamboat Wharf Rd S, Fishing Creek

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937

$579,900
4 Beds 2 Baths
Price Improvement! Caruso Homes Proposed New Construction. The Baywood plan is a single family ranch style home and features the highly sought after first floor master suite starting at 2,372 sq. ft. with the capability of up to 6,006 sq. ft. and up to 5 bedrooms. Enjoy one-level living, or add a second floor for additional space. Choose from hundreds of luxury options and finishes to design your dream...screened porch, gourmet kitchen, stone or modern fireplaces, 2nd floor loft, spa baths, and basements made for entertaining with theater room, wet bar and much more!. With additional distinctive floor plans and hundreds of features to choose from, you can design a dream home that is truly personalized to fit your lifestyle. Picture all of this on 2.75+/- ACRE cleared Lot in Ferry Farm Estates! The community is close down Ragged Point Marina and only 15 minutes to historic downtown Cambridge, an authentic Chesapeake town on Maryland’s Eastern Shore known for its delicious local seafood, RAR micro-brewery, Layton’s Chance winery, wildlife, and rich heritage. By Caruso Homes. Prices and features are subject to change without notice from the Builder. Purchase price varies by chosen elevation and options. Price shown is the Base House price with the Lot and estimated site requirements. Upgraded options and custom changes are at an additional cost. Photos and tours may display optional features or upgrades that are not included in the price. Final square footage are approximate and will be finalized with final options.--Other Caruso Models are available. Please contact Sales Manager for additional details. This is NOT a builder-tie in and lot can be purchased separately MLS#-MDDO2003590

827 Kim Dr, Cambridge

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767