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$695,000
Welcome to this beautiful Taylors Island lot facing the breathtaking Chesapeake Bay! This private lot enjoys over 700 feet of exposure to the magnificent bay along with 300 feet on the protected Oyster Cove. This 38+ acre lot is absolutely pristine while enjoying a soothing combination of 50% specimen trees and 50% open level pasture land. If you are a nature enthusiast look no farther as this land enjoys a plethora of wildlife from sika deer to a wide range of ducks, geese, fish and butterflies. In fact, fishermen delight in the abundant schools of rockfish and perch swimming just off the coast. This lot is well situated on Taylors Island as it is just 1 mile from the marina and 2 great local restaurants, yet just 45 minutes from Oxford, Easton and St. Michaels and 1.5 hours from Annapolis and Ocean City. Privacy abounds yet excellent internet, phone, and great electric service are readily available. BWI Airport is less than 2 hours away and it is less than 3 hours to our fabulous capitol city Washington, DC! The lot has a great potential building site and an existing perc that is well documented. The site provides great water views. Entrance to the lot is to the right of 4550 Hoopers Neck Road and is marked by a sign at the beginning of the farm road. The main gravel driveway at 4550 Hoopers Neck Road leads to to an existing home with wonderful additional waterfront acreage. Lot 37 as 4550 is referred to enjoys 2000 linear feet along the Chesapeake Bay in addition to 400 feet along Oyster Cove! The buyer of the 38 acre lot will be offered the "first right of refusal" to purchase this additional parcel so that the combined acreage could exceed 61 acres.

Hoopers Neck Rd, Taylors Island

Listing courtesy of Compass. Contact: (410) 429-7425

$180,000
Discover the opportunity to create your custom Eastern Shore retreat with award-winning Bay to Beach Builders, known for their Amish craftsmanship and exceptional attention to detail. Or the lot can be purchased and use your own builder. The Strasburg offers thoughtfully designed single-level living with approximately 1,928 sq. ft., 3 bedrooms, 2 baths, and a spacious open-concept layout ideal for both everyday comfort and entertaining. This home features a welcoming great room, well-appointed kitchen with a generous island, private owner’s suite with walk-in closet and luxury bath, and the option to customize finishes and spaces to suit your lifestyle. Located on Heather Lane in Cambridge, MD, this exceptional 5.99-acre homesite offers rare privacy within a desirable development of newer, high-value residences, near and on the water. Just 15 minutes from historic downtown Cambridge, offering the perfect balance of seclusion and convenience. Choose the Strasburg as shown, or explore a variety of models and custom options to create the perfect home for this expansive and prestigious setting. Concept home pending final approvals.

Heather Lane, Cambridge

Listing courtesy of Keller Williams Select Realtors of Easton. Contact: 4106907356

$995,000
Two (2) parcels totaling 3.44 acres. An exceptional 3.44-acre commercial development site with approximately 525 feet of direct frontage on U.S. Route 50, the primary gateway to Maryland’s Eastern Shore. With triple road exposure along Route 50, Old U.S. Route 50, and Moose Lodge Road, the property delivers outstanding visibility and multiple access options, ideal for high-profile projects. Positioned just east of the Hyatt Regency Chesapeake Bay Resort, this site lies within Cambridge’s active retail and commercial corridor, where new development continues to expand. Parcels of this size and prominence are increasingly difficult to find. Adding further appeal, the property includes three existing homes that can generate rental income to help carry the note while plans progress, offering flexibility and reduced holding costs for investors and developers.

2925 Old Route 50/Ocean Gtwy, Cambridge

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

$165,000
INVESTOR ALERT! PRICE IMPROVEMENT! As well as price improvement seller is willing to provide credit toward roof replacement with an acceptable offer. Rare opportunity to own a duplex, with two rental units currently occupied! "Downtown" zoning, no flood insurance required and steps away from the up and coming waterfront project "Cambridge Harbour". Location, Location Location! Walking distance from Historic downtown Cambridge; including restaurants, marinas and shops. This unique property offers water views of the Choptank River, ample parking, and the convenience of being steps away from businesses while offering that neighborhood feel. The first floor unit offers two bedrooms, one full bath, kitchen, laundry, dining room and living room with direct access to garage. 2nd/3rd floor unit offers 3 bedrooms with a kitchenette, laundry, full bath, and living room. * Minimum 24 hours notice required for showings.*

206 Maryland Ave, Cambridge

Listing courtesy of Keller Williams Realty. Contact: 3028467839

$429,900
3 Beds 2 Baths
Beautifully renovated Eastern Shore farmhouse on just under three-quarters of an acre, blending timeless character with modern updates and exceptional versatility. This move-in ready 3-bedroom, 2-bath home features high ceilings, abundant natural light, flexible living spaces, a home office, third-floor loft, detached garage, pool house, pool, hot tub, boat and RV storage, and high-speed fiber internet. Inside, thoughtfully updated living areas preserve the home's classic charm while offering today's conveniences. The main level includes a spacious living room and a private office that can easily serve as a fourth bedroom or guest room. The third-floor loft provides additional flexible space ideal for a recreation room, home gym, studio, or second office. Outdoor amenities are designed for entertaining and everyday enjoyment, featuring a large deck overlooking the pool and hot tub, a 20' x 26' pool house, and professionally installed garden and security lighting. A detached two-car garage with a full storage loft and covered carport provide excellent space for vehicles, a workshop, hobbies, a boat, or an RV. Recent improvements include a comprehensive renovation, updated split-system HVAC, and a brand-new roof installed in 2025 with a transferable warranty. Conveniently located on Maryland's Eastern Shore with easy access to Salisbury, Talbot County, Queen Anne's County, the Maryland and Delaware beaches, and Layton's Chance Winery, this property offers the perfect balance of peaceful country living and everyday convenience.

4904 Ravenwood Rd, Vienna

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$499,900
3 Beds 3 Baths
NEW PRICE!! This home just got better—now offered at $499,900 with a brand-new heat pump installed on the first floor! Welcome to Algonquin, a stunning home featuring three spacious bedrooms and 2.5 baths. The primary bedroom offers a beautiful bath and plenty of closet space. Multi levels create a bright, open feel accented by beautiful woodwork, moldings, and wood flooring. Enjoy a gourmet kitchen with granite countertops and a central island, alongside a formal dining room, living room, den, and office. For the fireplace lover, this home features both a cozy gas fireplace and a classic wood-burning fireplace to enjoy! Additional features include a convenient main-floor laundry, an attached garage, and a shed for extra storage. Embrace a peaceful lifestyle and enjoy your morning coffee or al fresco dining on the deck (complete with a retractable awning) or the patio with beautiful brick walkways. The partially fenced backyard is a dream, carefully cultivated to offer something in bloom and color all year long. Complete with a firepit and located in a wonderful water-privileged community!

11 Shawnee Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$349,900
3 Beds 3 Baths
Fully Renovated in Waterfront Community — Private Beach, Pier & Pavilion Access Included Everything is new. Everything is done. Just move in. This 3-bedroom, 3-bathroom raised rancher on Parsons Drive in Madison has been renovated top to bottom — and it sits in a waterfront community with private beach access, a fishing pier, and a community pavilion. New kitchen with stainless steel appliances, updated cabinetry, and generous counter space. New luxury flooring throughout. New HVAC system and CPVC plumbing. New siding. New spacious deck for entertaining or unwinding outdoors. Attached garage for everyday convenience. The full unfinished basement is a blank canvas — finish it for additional living space, set up a workshop, or use it for storage. The potential square footage here is a bonus most buyers overlook. All of this in a community where your amenities include a private beach, fishing pier, and pavilion — the waterfront lifestyle without the waterfront price tag. Every major system and finish has been replaced. Nothing to update, nothing to repair, nothing to wait for. Dorchester Sanitary Fee applies to the property

921 Parsons Dr, Madison

Listing courtesy of Real Broker, LLC - Chester. Contact: 8554500442

$390,000
5 Beds 3 Baths
Welcome to 112 Mariners Way, a stunning 5-bedroom, 2.5-bath home in the desirable Waterford Estates community. Built in 2022, this residence feels like new and offers modern living with thoughtful design. Inside, you’ll find a spacious layout that’s perfect for both everyday living and entertaining. The attached garage adds convenience, while the large primary suite and four additional bedrooms provide plenty of space for family or guests.Enjoy the outdoors on this .23-acre lot backing to trees for added privacy. The fully fenced backyard with a vinyl privacy fence is ideal for children, pets, and gatherings. With its prime location in a sought-after neighborhood, just minutes from Cambridge amenities and water access, this home is a must-see!

112 Mariners Way, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$599,000
3 Beds 3 Baths
Church Creek - Chesapeake Bay Waterfront - This is the location and property you have been looking for! Two Lots with 200 ft of Chesapeake Bay Waterfront. The 3 bedroom 2 bath home with large rooms. This property is located on the canal with jet ski and boat lift, as well as an additional lot conveys tax ID 1006093868 across the street that is waterfront. This will prevent you from losing your beautiful sunset on the Chesapeake Bay. The home is quality built and open floor plan to entertain year-round. The oversize detached garage features four doors for easy drive through access as well as a huge attic for storage. The garage is heated and air conditioned and ready for you to work on any project in the garage. The garage could also be converted into living space for in-law apartment. The home features a first-floor Primary bedroom and two additional bedrooms upstairs, with a Jack and Jill bath. Additional walk in storge area on second floor. The huge screen in porch area with hot tub, will be great to just relax and enjoy your views. Many recent upgrades like 2 new A/C heat and air handlers, also new A/C in garage.

3313 Belfiore Rd, Church Creek

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

$329,000
4 Beds 2 Baths
MOTIVATED SELLERS - BRING YOUR OFFERS - Step into this Victorian 1900’s home ideally located in Historic District of Cambridge, just a few doors away from the Choptank River, Long Wharf and Municipal Yacht Basin. Enjoy the convenience of being within walking distance to downtown galleries, restaurants, boutiques and dining. Come up the inviting brick walkway and brick steps to the charming wraparound porch perfect for entertaining or just relaxing in the breeze on a hot summer day. Welcome inside to the spacious living room with built-in bookcases, wood floors and a gas fireplace that has recently been serviced. Separate dining room offers plenty of space for a large table for gatherings and a pantry for storage. Eat-in kitchen has wood and laminate countertops with double glass doors overlooking the back deck and yard. Upstairs are three bedrooms and one full bathroom. Newer carpet covers the stairway and one of the bedrooms. Third level has room that could be used as an additional bedroom with adjacent huge attic area. Situated on a generous size lot, the back yard is great for a flower garden and the large deck is perfect for cook-outs. Also has a shed and fence across the back for privacy. Private off-street driveway. Victorian charm and character adorns this home. Come take a look at this timeless beauty.

122 Vue De Leau St, Cambridge

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

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

Goose Creek Rd, Toddville

Listing courtesy of Charis Realty Group. Contact: 2409139339

$265,900
3 Beds 2 Baths
BACK TO ACTIVE - PREVIOUS BUYER'S HOME SALE CONTINGENCY FELL THROUGH. Looking for a great home with one-level living? This well-maintained 3-Bedroom, 2-Bathroom home is what you've been looking for! The large (29' x 6') railed front porch is the perfect place for rocking chairs & relaxing, plus it offers a limited water view of the Choptank River. But if the backyard is your preferred outdoor space, then the 28' x 15' rear deck offers ample space for entertaining or enjoying the sunshine. The attached garage features additional storage and has direct access to the rear deck area & to the kitchen for ease when bringing in groceries. Original hardwood floors exist in all rooms except the kitchen & bathrooms (Living, Dining & hallway have carpet, but hardwood is underneath). The ease of the 4 1/2' hallway will be appreciated, whether moving furniture or for accessibility use. Besides all of the design and features that support efficient & comfortable living, this home is located just one block from the beautiful Choptank River and within close distance to grocery stores, banks, gas stations, restaurants, as well as the downtown businesses. Hot Tub is AS-IS, unsure of its functionality. New Furnace-2025, Attic Windows Replaced-2023, Refrigerator - 2021, Gutter Guards - 2020, Washer & Dryer - 2017, Central A/C Replaced - 2014, Crawlspce Poly - 2007, 40-Year Roof - 2001

1005 Willowmere Ln, Cambridge

Listing courtesy of McClain-Williamson Realty, LLC. Contact:

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

5816 Indian Quarter Rd, Cambridge

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

$56,000
1 Beds 1 Baths
Nestled on 0.60 acres just outside the City of Hurlock, this charming country property offers a world of possibilities. Currently home to a 924 sq. ft. mobile home in need of removal, this land is the perfect blank slate for your dream home or weekend getaway. Across the street, a brand-new construction home sets the tone for new development and a peaceful neighborhood. If they can do it, so can you! According to the County and City of Hurlock it is outside the city limits and considered Dorchester County. They also said it has well and septic but you must call the Health Department to verify. Located just 15 minutes from Katie's Cafe, Johnny’s Tavern, and Suicide Bridge Restaurant, you'll enjoy the best of country serenity with convenient access to local hotspots. Plus, you're only 20 minutes to Cambridge, 50 minutes from St. Michaels, 75 minutes from Ocean City or Dover, and 90 minutes to Annapolis making weekend escapes a breeze. Fishing, boat, or water enthusiasts will love the nearby Chester River Country Club Lake, just 5 minutes away, offering a great spot to unwind. Whether you're looking to build new or embrace country life, this property offers a perfect balance of peace and accessibility

4715 Petersburg Back St, Hurlock

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$259,000
3 Beds 3 Baths
***SELLER OFFERING $10,000 TOWARDS BUYER'S CLOSING COSTS*** END UNIT located in Heron Point community, this nearly new 3 bedroom, 2.5 bath townhouse offers approximately 1,580 sq ft of fully upgraded modern open-concept living. Designed in 2022–2023, the home features a one‑car garage with an interior door that makes hauling groceries and personal items easier. The first level serves as your unloading zone/mudroom and office. The 2nd level has generous natural light in the living room and kitchen and has a porch view of the tree line, not other homes. You also have a half bathroom just before going upstairs to the 3rd level. On the 3rd level, the spacious primary suite has a walk-in closet attached to the full bathroom. The two additional bedrooms share a full hall bath. HOA fees cover all grass cutting and mulching, as well as snow removal from the streets! This home is not a new construction, so no additional builder costs! Spend your afternoons fishing from Bill Burton Fishing Pier on the Choptank River, or head to Long Wharf Park where no fishing license is needed. The Cambridge Municipal Yacht Basin and River Marsh Marina are just minutes away, and Blackwater National Wildlife Refuge is practically in your backyard for kayaking, birding, and weekend adventures. Downtown Cambridge is just minutes away, where you’ll find waterfront dining, a mile-long boardwalk at Sailwinds Park, local shops, the Thursday Farmer’s Market at Long Wharf, seasonal festivals, and historic brick streets, all with that genuine small town Eastern Shore feel.

600 Red Bill Ln, Cambridge

Listing courtesy of RE/MAX Advantage Realty. Contact:

$679,000
3 Beds 3 Baths
Do you dream of a serene escape that offers space for horses, waterfront views, and unlimited potential? This 10-acre horse farm on Hudson Creek in Dorchester County might just be the solution you’ve been looking for. The property is already set up with two fenced pasture areas, a barn, run-in shed, storage shed, and fresh water systems designed to care for your horses. It’s a peaceful and private setting, promising quiet moments and unchanging landscapes due to limited future development in the area. Water lovers will appreciate the 100-foot T-shaped pier offering over 4 feet of mean low water on protected Hudson Creek. From here, access the Chesapeake Bay easily or indulge in the best crabbing and fishing the region has to offer. There’s even a charming old crab shack near the shore, which, with some repairs, can regain its full potential. The oversized, detached brick 4-car garage is a bonus—ideal as a workshop, storage for hobby equipment, or a safe haven for collectible vehicles. Meanwhile, the main all-brick house, sold AS IS, offers a chance to renovate or rebuild. Featuring a brick fireplace, three bedrooms, two-and-a-half bathrooms, and an attached 2-car garage, this property allows you to create the perfect home tailored to your needs. If privacy, opportunity, and wide-open spaces are what you’ve been seeking, your search ends here. Welcome to your dream opportunity!

5816 Indian Quarter Rd, Cambridge

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