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24390 Deep Neck Farm Ln, Royal Oak
$5,850,000
7 Beds ⋅ 6 Baths
Introducing White Swan Point, an exceptional Chesapeake waterfront estate offering one of the Eastern Shore's most commanding settings. Positioned at the confluence of Broad Creek and the Choptank River, the property enjoys nearly 5,000 feet of shoreline with sweeping western and southwestern vistas that capture spectacular sunsets, cooling summer breezes, and an ever-changing panorama of sailboats, yachts, and waterfowl. With close proximity to major metropolitan areas, this private waterfront retreat offers a rare combination of architectural quality, recreational opportunity, and lasting investment. Whether envisioned as a family compound, executive retreat, or waterfront residence for entertaining on a grand scale, the setting delivers an experience that is increasingly difficult to replicate along the Chesapeake Bay. Constructed in 2006 by its builder as their personal residence, the approximately 8,500 square foot home reflects enduring craftsmanship and design throughout. Seven ensuite bedrooms provide generous accommodations for family and guests, while soaring ceilings, three fireplaces, richly appointed living spaces, and a sunlit morning room create an atmosphere that is both elegant and welcoming. A distinctive turret crowns the residence, providing a remarkable vantage point from which to enjoy the sunset as it settles across Broad Creek. Outdoor living is at the heart of the estate. Expansive terraces, waterside porches, and beautifully landscaped gathering spaces transition naturally toward the shoreline, where the pool, pool house, outdoor kitchen, and riverfront fire pit become the backdrop for unforgettable evenings overlooking the water. Nearly every outdoor amenity has been carefully positioned to take advantage of the property's extraordinary western exposure and uninterrupted water views. For the boating enthusiast, the estate offers exceptional privacy and water access along Broad Creek, providing an ideal setting for cruising to St. Michaels, Oxford, Tilghman Island, and destinations throughout the Chesapeake Bay. Approximately 1,900+/- feet of stone revetment protects the prominent shoreline, while an additional 2,500+/- feet along the quiet waters of Bridge Creek remains preserved in its natural state, creating a diverse waterfront environment rich with wildlife and native vegetation. Beyond the residence, the property continues to offer remarkable flexibility. Approximately 13 acres are under cultivation with an additional 3.5 acres in pasture, presenting opportunities for equestrian pursuits, hobby farming, or simply preserving the estate's open landscape. A substantial 40-foot by 60-foot barn includes workshop space, equipment storage, and a second-floor caretaker or guest apartment, providing exceptional utility for managing the property or accommodating extended stays. White Swan Point represents far more than an extraordinary waterfront home. It is an opportunity to own one of Maryland's signature Chesapeake estates, where privacy, recreation, architectural quality, and timeless waterfront living come together in one exceptional offering.

24390 Deep Neck Farm Ln, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

420 Duhamel Corner Rd, Marydel
$990,000
4 Beds ⋅ 3 Baths
Big reduction Three Homes! With each independent and separate addresses, all on 48 acres. The lands include woods and a pond. The primary home is 2800 square feet just recently remodeled. Open concept living all the rooms are very spacious with a kitchen with tons of storage and lots of counter space. There is an office space as well so many options to use as additional bedrooms or hobby room. A laundry area that is a room not a closet. The HVAC system was just replaced on the main home, as many other features of this house. Number two house was just put on the property in 2025, Clayton Holmes three bedrooms two baths would make a wonderful in-laws house or a rental. Number three house sits to the back of the property again is its own separate structure, is a remodled single wide. Would make an excellent income, Property or a caretaker residence. This property offers so many options it’s unlimited. It also includes a 30 x 50 insulated pole barn with a concrete floor electric separate meter and pitcher pump. Two pasture areas exist with shelter for live stock they currently have goats. This is a absolutly one of a kind property if you want to have a Equine center lots of room to build a indoor arena or to raise livestock. The entire family can live here and have there own house. The current owners have greatly improved the property it is now waiting for the next care takers to see what they do with this special property and its new use.

420 Duhamel Corner Rd, Marydel

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

28816 Jasper Ln, Easton
$719,900
4 Beds ⋅ 3 Baths
Welcome to 28816 Jasper Lane in the highly sought-after Cooke’s Hope community. This beautifully maintained end-unit townhome offers 4 bedrooms and 2.5 baths, including a convenient main-level primary suite complete with a walk-in closet and relaxing soaking tub. The light-filled living room features a dramatic vaulted ceiling and cozy gas fireplace, creating the perfect space to unwind or entertain. Enjoy the ease of a 2-car garage and step outside to your own picturesque backyard with a stone patio—ideal for quiet mornings or evening gatherings. Nestled in the desirable Cooke’s Hope neighborhood, residents enjoy scenic walking trails, tranquil ponds, a dog park, tennis courts, and more—bringing a true sense of community and connection to nature. A rare opportunity to enjoy peaceful living with upscale amenities you won’t want to miss.

28816 Jasper Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

54f Queen Caroline Ct, Chester
$349,900
3 Beds ⋅ 3 Baths
Completely remodeled in 2026 with a new kitchen to include new appliances, quartz counters, and backsplash, 3 new bathrooms, all new flooring throughout, new washer and dryer and freshly painted. Nestled in the serene enclave of Queens Landing, this exquisite remodeled in 2026 Colonial townhouse offers a harmonious blend of luxury and comfort. Spanning 1,440 square feet, the open floor plan invites you to experience a seamless flow between the combination dining and living areas, perfect for both intimate gatherings and entertaining. The family room, conveniently located off the kitchen, creates a warm atmosphere where cherished memories are made. Indulge in the elegance of three spacious bedrooms all on the same level and two and a half beautifully recently remodeled bathrooms, designed for relaxation and rejuvenation. The inviting ambiance is enhanced by the cozy fireplace, providing a perfect backdrop for cozy evenings at home. Step outside to discover the community's stunning outdoor pool, where you can unwind under the sun or enjoy leisurely afternoons by the water. With direct access to the Chester River, water enthusiasts will appreciate the navigable waters, ideal for kayaking or simply soaking in the tranquil views. Queens Landing boasts an array of amenities, including a clubhouse, exercise room, and scenic bike trails, fostering an active and vibrant lifestyle. The meticulously maintained common grounds offer a picturesque setting for leisurely strolls or social gatherings. This property is not just a home; it's a lifestyle choice that embodies luxury, comfort, and community. Experience the best of waterfront living in this exceptional residence, where every detail has been thoughtfully curated for your enjoyment. Schedule your tour today!!

54f Queen Caroline Ct, Chester

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

32930 Oyster Bank Ter, Easton
$675,000
3 Beds ⋅ 3 Baths
Discover the perfect blend of privacy in this spacious three bedroom, 3 full bath , Colonial located in the sought-after High Banks community. Set on over 4 acres in the water-privileged section with access to the Choptank River, this home offers a bright open floor plan, durable LVP flooring, wood stove insert with marble hearth, crown molding, and a nice open kitchen with a center island ideal for everyday living and entertaining. The second floor offers a nice loft / bonus area with fireplace, spacious owners suite with WIC and attached bath, plus a walk-in attic with potential for additional living space. Step outside to your own private retreat featuring a fenced rear yard, in-ground swimming pool, full pool bath with exterior access, and an expansive composite deck with vinyl railing—perfect for summer gatherings. Additional highlights include a new roof in 2025, new water heater April 2026, Polaris pool pimp replaced Fall 2025. attached 2-car garage with workbench. New shower in primary bathroom 2025, Chesapeake Crawl space Nov 2024,. Enjoy peaceful country living while remaining close to downtown amenities. Less than a mile to Kingston Landing – a public boat ramp for easy access to the water. Fence as-is.

32930 Oyster Bank Ter, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

104/106 Stewart St, Easton
$465,000
Duplex in-town Easton. Each unit (104 & 106) offers 3 bedrooms, 1 full bath, and 1 half bath, along with a living room, dining room, and kitchen. Bedrooms are located on the second floor, with walk-up attic access above for additional storage. Each unit has a basements with interior access, basements house the washer/dryer, oil furnaces, and hot water heaters. Interior features include a mix of wood and tile/laminate flooring. Each unit also has front porch and a rear kitchen entrance that leads to a shared backyard. On-street parking is available, along with two detached outbuildings/garages accessed from the alley. Heating is oil-fired with separate systems for each unit. Both units are tenant-occupied. Conveniently located near Idlewild Park and Easton’s Rails-to-Trails. Unit 104 is leased month to month, unit 106 is now vacant.

104/106 Stewart St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

106 Encore Ct, Centreville
$569,000
3 Beds ⋅ 3 Baths
Desired lot that backs to open space and woods is the bonus to this lovely Gershwin model! Formal living and dining space with rich hardwood floors as you enter will lead to the dramatic extended solarium with a floor to ceiling stone fireplace. Lots of large windows with with several transoms add to the natural light flowing into the house and loft that overlooks this space that holds the family room and the open kitchen. Granite countertops, cherry cabinets and double ovens, microwave and cooktop make entertaining easy! The entry level en suite primary offers 2 closets and an oversized bath with soaking tub and shower with a seat. First floor office with french doors for quiet business work if needed or can be a 4th bedroom. Guest bedrooms are located in a separate hall with a full bath nearby. Upper floor loft has a private en suite guest room and walk in closet. The patio is private and looks out over open space and woods. The community is well established with an impressive clubhouse and many amenities. Great price and a welcoming home is worth a look!

106 Encore Ct, Centreville

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

112 Lently Farm Ln, Centreville
$524,900
4 Beds ⋅ 3 Baths
Dreaming of a peaceful, private rural retreat near the Chesapeake Bay. This beautifully maintained 4-bedroom, 2.5-bath Colonial offers the perfect blend of comfort, space, and outdoor living—all set on just over an acre of level, manicured land. Enjoy your own private backyard oasis featuring a fully fenced 36' x 16' in-ground saltwater pool—perfect for relaxing or entertaining. The screened 3-season porch provides a tranquil space to unwind, while the cozy wood-burning fireplace and Bose surround sound system make the family room ideal for year-round enjoyment. Inside, you'll find a traditional layout with a spacious family room, separate living room, and formal dining room. The kitchen is enhanced with a reverse osmosis water system and instant hot water for added convenience and everyday luxury. The primary bedroom includes charming under-the-eaves storage, offering both character and functionality. Major updates provide peace of mind, including a new roof and gutters (2024), hot water heater (2023), and a 4-ton HVAC system (2021). Complete with an exterior shed and plenty of open space, this property delivers the privacy of country living with convenient access to the Chesapeake Bay.

112 Lently Farm Ln, Centreville

Listing courtesy of HomeSmart. Contact:

26765 Dutchtown Rd, Still Pond
$98,500
Situated at the end of a quiet dead-end street with only a handful of neighboring homes, this private 1/2 acre lot with a 1250 SF Rancher , 3 bedroom, 2 bath offers a serene setting backing to woods, with open farmland across the street. Enjoy the peace of rural living just minutes from the waterfront—only about 3 minutes to Betterton Beach. Location is the ultimate Pet safe environment as you're the last house on the road . Home within minutes of several boat ramps with direct access to Sassafras river . This home could possibly make a wonderful AirBB as it is close to some of the best hunting lands in Kent county as well as proximity to the upper Chesapeake bay . The home is a Rancher on block foundation with crawl space; however, it does not have a certificate of occupancy and requires a well, septic, and electric installation. The Septic engineering was completed Years ago and the County has record of it . There is currently no HVAC .This is a true blank canvas—ideal for buyers looking to build new, invest, or create a custom retreat in one of Kent County’s most charming and tightly held areas.Opportunities like this—combining privacy, proximity to the water, and build potential—are increasingly rare.

26765 Dutchtown Rd, Still Pond

Listing courtesy of DMV Prime Properties. Contact:

322 Allison Jane Dr Unit H-4, Stevensville
$565,000
4 Beds ⋅ 4 Baths
Welcome to Ellendale—where modern comfort meets Eastern Shore charm. This beautifully maintained 4-bedroom, 4 full bath townhome, built in 2023 by Baldwin Homes, offers a like-new feel with a spacious, light-filled layout and a 2-car garage. Designed for everyday living and effortless entertaining, the home features stylish finishes throughout, plus a top-floor retreat with a private balcony and wet bar—perfect for relaxing or hosting guests. Enjoy the added value of numerous furnishings included in the sale, including all TVs, washer and dryer, small bedroom furniture and vanity, dining table and chairs, kitchen bar stools, bar set, outdoor fire pit and chairs, and basement furniture. All other furniture is negotiable, offering flexibility to suit your needs. Nestled in the heart of Stevensville on Kent Island, you're just minutes from waterfront dining, boutique shopping, and historic Kent Narrows. With easy access to Route 50 and a quick drive to Annapolis, this home offers the perfect blend of convenience and coastal lifestyle.

322 Allison Jane Dr Unit H-4, Stevensville

Listing courtesy of Mr. Lister Realty. Contact:

131 Fair Brook Way, Centreville
$585,000
4 Beds ⋅ 4 Baths
FHA assumable mortgage at an attractive 2.49% interest rate available to qualified buyers, subject to lender approval and assumption requirements. A standout offering in North Brook, this exceptional home, built in 2018, delivers 3,508 finished square feet of beautifully upgraded living space with 4 bedrooms and 3.5 baths. Showcasing over $100,000 in builder enhancements, this home reflects exceptional attention to detail throughout with a high-end level of finishes. From the moment you arrive, the inviting front porch sets a warm and welcoming tone. Step inside to discover a thoughtfully designed layout enhanced by an abundance of tall windows that fill the home with natural light, all complemented by custom blinds throughout. The heart of the home is the spacious gourmet kitchen, featuring a large island and breakfast bar—ideal for both everyday living and entertaining. Just off the kitchen, the morning room offers a bright and versatile space that can serve as a separate living or dining area, complete with a cathedral ceiling and direct access to the backyard, creating a seamless indoor-outdoor connection. The fully finished basement provides additional flexible living space, perfect for recreation, guests, or a home office. Upstairs, you’ll find a spacious primary suite with a spa-like bath, along with generously sized secondary bedrooms that offer comfort and flexibility for family or guests. Step outside to a backyard designed for entertaining and fun. Enjoy summer days in your in-ground, heated saltwater gunite pool with waterfall, surrounded by a composite deck, extensive hardscaping, and a fully fenced yard. A beautifully designed paver walkway leads to a custom Amish-built shed, completing this impressive outdoor retreat. Located in a vibrant community with trails, playgrounds, and easy access to Rt. 301, North Brook offers a playground, soccer field, pavilion, walking paths, ponds, and wooded areas to explore. Just moments from historic downtown Centreville, you’ll enjoy unique restaurants and shops, local events, arts and entertainment, and a variety of outdoor activities. Mortgage savings may be available for buyers of this listing.

131 Fair Brook Way, Centreville

Listing courtesy of Redfin Corp. Contact:

204 Lincoln, Saint Michaels
$598,000
3 Beds ⋅ 2 Baths
Rio Vista Community – No Town Taxes! Enjoy life in the desirable Rio Vista community, featuring exclusive resident access to a waterfront park on the Miles River. Located just outside historic St. Michaels, this home offers exceptional convenience with a grocery store, hardware store, restaurants, beauty salon, Pilates studio, YMCA, and garden center all just minutes away. This solid ranch-style home is currently tenant-occupied; a minimum of 24 hours' notice is required for showings. Home Features: Hardwood floors throughout Wood cabinetry kitchen with quartz countertops Bright tiled sunroom with a cozy wood stove Attached 2-car garage Comfortable single-level living Whether you're looking for a weekend retreat or a year-round residence, this property offers both comfort and convenience in a sought-after location. Priced below appraised value—an outstanding opportunity!

204 Lincoln, Saint Michaels

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

416 5 Farms Dr, Stevensville
$969,000
4 Beds ⋅ 3 Baths
STUNNING NEW CONSTRUCTION – Experience the pinnacle of modern luxury in this exquisite "Farmhouse Chic" masterpiece, perfectly situated in a highly coveted Kent Island community near the shores of the Chesapeake Bay. Offering over 2,600 square feet of meticulously crafted living space, this residence features 4 spacious bedrooms, 2.5 designer baths, and a versatile retreat living space tailored for contemporary life, with optional 5th and 6th bedrooms. Covell Signature Homes provides well-crafted homes specified to fit YOUR needs! Act soon and you can DESIGN YOUR DREAM HOME the way YOU want it, with all the finishes, options and features that work for YOUR life. The home’s striking exterior sets the stage for the upscale finishes found within. Step inside to an expansive open-concept Great Room and a gourmet kitchen designed for the culinary enthusiast, complete with high-end stainless-steel appliances, premium countertops, and a massive island perfect for entertaining. Durable, luxury vinyl plank flooring flows seamlessly throughout the main areas, leading to a dedicated private study—the ideal sanctuary for a home office or library - or an optional 5th bedroom. Retreat to the upper level where the additional living area provides a second gathering spot, while the primary suite offers a spa-like escape. The retreat living space can also convert to a 5th or 6th bedroom. Every inch of this home reflects a commitment to quality and style, blending rustic farmhouse charm with sophisticated, high-end details. The lifestyle is equally unmatched. Located in a premier water-access community, you can keep your boat at the Queen Anne Marina, enjoy a round of golf at the adjacent Blue Heron Golf Course, or explore the island’s famous waterfront dining just minutes away. This is more than a home; it is an incredible opportunity to own a piece of the Kent Island dream!

416 5 Farms Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

8992 Mistletoe Dr, Easton
$699,000
Priced to Sell!! Positioned within the popular Talbot Commerce Park in Easton, this ±5.90-acre commercial/industrial lot presents an opportunity to secure a development-ready site in one of the Eastern Shore’s premier business hubs (approvals and permits required). Strategically located just off the Easton Bypass and U.S. Route 50, the Property offers exceptional regional connectivity, allowing for efficient access to major Mid-Atlantic markets while maintaining the operational advantages of Talbot County’s business-friendly environment. The park is fully improved with public water and sewer, paved access roads, and established infrastructure, eliminating many of the upfront hurdles typically associated with raw land development. On file are conceptual site plans, subdivision options, and architectural concept drawings. Zoned for Business Commercial / Industrial uses, Talbot Commerce Park supports a wide range of uses, including warehouse, distribution, self-storage, flex warehouse buildings, contractor yards, office uses, and more, making this site ideal for both owner-users and developers seeking flexibility in design and execution. The Property is also located within an area targeted for continued economic growth, with proximity to expanding business activity and potential eligibility for enterprise zone incentives, offering tax advantages tied to job creation and capital investment. With increasing demand for well-located industrial land and limited supply of shovel-ready sites in the region, 8992 Mistletoe Drive represents a compelling opportunity to develop immediately or hold for future appreciation within a growing commercial corridor.

8992 Mistletoe Dr, Easton

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

4020 Eastern Neck Rd, Rock Hall
$799,000
4 Beds ⋅ 2 Baths
This charming traditional home, originally built in 1957 was renovated around 2000. It offers a blend of classic appeal and modern comfort. Spanning about 3,300 square feet, the spacious layout invites you to create lasting memories. Wood and ceramic tile flooring throughout provide a cozy atmosphere. The expansive outdoor space offers endless possibilities. Currently in ag use, the 25 acres at the rear of the property could remain in ag use as tilled land and/or be used for hunting or as a horse farm. With ample room to customize, this home is a canvas for your personal touch. Located in Kent County, you'll enjoy a peaceful retreat while still being close to local amenities. This property is not just a house; it's a place where you can truly feel at home. Don't miss the opportunity to make this inviting space your own! This property is being sold as-is.

4020 Eastern Neck Rd, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

5120 Eastern Neck Rd, Rock Hall
$55,000
Welcome to 5120 Eastern Neck Road—an exceptional opportunity to own a .50-acre homesite just outside the charming waterfront town of Rock Hall. Perfectly positioned for both privacy and convenience, this property offers the ideal setting to bring your vision to life in a peaceful, coastal-inspired setting. This lot features an existing public water and sewer allocation already in place, offering added convenience as you plan your future build. This rare advantage saves both time and upfront costs, allowing you to focus on designing the home you’ve always imagined. Whether you envision a coastal retreat, full-time residence, or a weekend escape, this homesite is ready to accommodate your dreams. Enjoy the best of Eastern Shore living with easy access to marinas, waterfront dining, boutique shops, and local parks, all just minutes away. Spend your days boating, fishing, or simply soaking in the laid-back charm that makes Rock Hall such a sought-after destination. The property is located within a Critical Area and Flood Zone, so buyers are encouraged to consult with Kent County Government regarding specific building guidelines and requirements—ensuring your plans align seamlessly with local regulations. Opportunities like this—with utilities already in place, a prime location, and endless potential—don’t come along often. Bring your builder, your vision, and start creating your perfect Eastern Shore escape today!

5120 Eastern Neck Rd, Rock Hall

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

920 Cloverfields Dr, Stevensville
$367,400
3 Beds ⋅ 1 Baths
Move-in ready rancher in Cloverfields, one of Kent Island’s desirable water-oriented communities with access to an impressive list of neighborhood amenities. This 3-bedroom home offers comfortable one-level living with updated flooring, fresh paint, a renovated bathroom, generous bedroom closet space, and a bright living area that feels clean, practical, and easy to maintain. There is professionally installed alarm and camera system, and the seller is including one free year of monitoring for the new owner. Outside, the .35 acrre lot offers a large yard with mature trees and plenty of space for outdoor living, gardening, play, pets, or future improvements. The real standout is the Cloverfields lifestyle. Community amenities include a beach, marina with rental slips, boat ramp, fishing pier, swimming pool, kiddie pool, clubhouse, playgrounds, basketball court, picnic areas, grills, pavilions, and more. Enjoy Eastern Shore living with everyday convenience, just minutes from the Chesapeake Bay Bridge, shopping, restaurants, dock bars, parks, and The Cross Island Trail. Whether you want a primary residence, weekend retreat, or an easy-to-maintain home close to the water, this property offers a rare combination of value, location, and community amenities on Kent Island. Schedule your showing and come see why Cloverfields is such a special place to call home.

920 Cloverfields Dr, Stevensville

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

323 Chenowith Dr, Stevensville
$672,800
4 Beds ⋅ 3 Baths
One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and kitchen, breakfast area that flows to the spacious family room.. Add a light-filled morning room off the rear or expand your space with plan extensions. . Upstairs accommodates four nicely sized bedrooms, including aprimary suite with a massive closet area. and you can customize your lower level rec area to suit your needs. Located just a short walk to the waterfront, the community features a boat launch, pavillion, playground, and bayfront recreational area. Move in ready with versatile living spaces and a thoughtful layout.

323 Chenowith Dr, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

233 Nichols Manor Dr, Stevensville
$699,800
4 Beds ⋅ 3 Baths
One of our most popular designs, The New Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and kitchen, breakfast area that flows to the spacious family room.. Add a light-filled morning room off the rear or expand your space with plan extensions. . Upstairs accommodates four nicely sized bedrooms, including aprimary suite with a massive closet area. and you can customize your lower level rec area to suit your needs. There is a community beach, a pool and rental slips for the boat. Additionally, there is a playground and tot lot. A great place to claim the Eastern Shore Way of Life. As part of the Cloverfield Home Association, residents enjoy an array of community amentities that elevate the lifestyle: a sparkling pool for summer fun, a private community beach where you can dip your toes in the sand, a playground and tot lot, a marina that has boat rental slips available, and additiaonl recreational spaces that make this neighborhood one of the most sought after on the Eastern Shore. With an easy commute to anywhere on the Eastern Shore, as well as quick access to Annapolis and even Washington DC. This location blends convenience with coastal charm.

233 Nichols Manor Dr, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

2855 Cox Neck Rd, Chester
$1,125,000
4 Beds ⋅ 5 Baths
Located in the prestigious Southwind community, a penisula between Crab Alley Bay & Cox Creek, this elegant contemporary ranch-style home offers an unparalleled lifestyle of luxury and comfort. Spanning over 4,400 sq. ft. of finished space, the interior boasts elegant marble flooring, complemented by crown moldings and built-ins that enhance its sophisticated charm. The gourmet kitchen, featuring upgraded countertops and a spacious island, flows seamlessly into the family room, perfect for entertaining. Relax in the primary suite with a lavish bath or unwind in the inviting family room by the fireplace with views out to Crab Alley. Three additional bedrooms (or two bedrooms and an office) and two baths round out the main level that offers sweeping scenic views from every vantage point. Step outside to discover a private oasis on 1.25 acres, complete with extensive hardscaping, a heated in-ground pool, and a soothing hot tub. Enjoy picturesque water views out the front and back, with access for kayaking and boating. The community amenities, including a beach, clubhouse, and tennis courts, elevate your living experience. This home is not just a residence; it's a lifestyle waiting to be embraced and enjoyed. Start living your best 'Shore Life' at 2855 Cox Neck Rd.

2855 Cox Neck Rd, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

21309 E Sharp St, Rock Hall
$550,000
This 10,000 SF commercial building presents a prime investment opportunity with significant investment potential. Located on an irregularly shaped parcel, the property offers flexibility for various development options, making it ideal for investors looking to capitalize on future growth. Built in 1955, the structure requires major rehabilitation, allowing for customization to meet market demands. The building features durable brick and aluminum facia on block construction. Concrete and hardwood flooring provide a solid foundation for redevelopment. Ample paved parking enhances accessibility, attracting potential tenants or customers. With no current association fees or amenities, investors can maximize their profit. The expansive size and strategic location position this property for various commercial uses, from retail to mixed-use developments. Seize the opportunity to transform this property into a lucrative asset in a growing market. A buyer is responsible to confirm all details and uses of the property.

21309 E Sharp St, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

29583 Skipton Estates Dr, Cordova
$759,000
4 Beds ⋅ 3 Baths
Seller has an assumable VA mortgage at 2.7% for a significant amount of principle. There are buyer requirements to assume this loan, but you do not have to be a veteran to apply/qualify. LA has info regarding the process. Brand new roof just completed with 50 year shingles! Extremely well maintained Skipton Estates colonial situated on a wooded 2 acre lot which offers loads of privacy and plenty of bird watching. Upon entering this spacious home you are greeted by a bright, open 2 story foyer with hardwood flooring that's open to the office/study and formal dining room. Continuing into the home features a generous family room that has cathedral ceilings and 2nd floor overlook, gas fireplace and is directly located off the kitchen and sunroom.The kitchen which is perfect for entertaining, offers cooktop with wall oven, tile flooring with an island and bar area with seating. Finishing off the 1st floor offers an oversized laundry room with cabinet storage, the primary bedroom with primary bath, tub, separate shower and double vanity and a walk in closet with sitting room. The 2nd floor offers 3 additional bedrooms as well as a spacious bonus room over the garage. The exterior offers private deck with sunroom and primary bedroom access, 3 car garage and utility shed. Situated in the Chapel School District and 10 minutes to Easton or Centreville and 20 minutes to the Bay Bridge.

29583 Skipton Estates Dr, Cordova

Listing courtesy of Benson & Mangold, LLC. Contact:

10490 Longwoods Rd, Easton
$498,900
4 Beds ⋅ 3 Baths
Tucked away in a quiet country setting just minutes from downtown Easton and convenient access to Rt. 50, this well-maintained Cape Cod offers the perfect balance of privacy and accessibility. Set on a .63-acre lot backing to open space, the home features a bright and inviting main living area with wood flooring, a wood-burning fireplace, and soaring cathedral ceilings that create an open, airy feel. The layout flows easily into the dining area and kitchen, making it well-suited for both everyday living and entertaining. Offering 4 bedrooms and 2.5 bathrooms, the home also includes a versatile bonus room. Recent updates include a new rear deck, ideal for outdoor dining or relaxing while overlooking the peaceful backyard, as well as a new washer and dryer installed in 2024 and a vapor barrier added in the crawlspace for improved efficiency and maintenance. Additional features include a spacious 2-car garage and a functional layout that offers both comfort and flexibility. Backing to open space and surrounded by a quiet setting, this property delivers a more relaxed pace of living while still being just minutes from Easton’s shops, restaurants, and everyday conveniences.

10490 Longwoods Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

123 Petrie Way, Stevensville
$2,375,000
4 Beds ⋅ 4 Baths
Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

123 Petrie Way, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

107 Petrie Way, Stevensville
$2,375,000
4 Beds ⋅ 4 Baths
Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

107 Petrie Way, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

14136 Kentmore Park Rd, Kennedyville
$499,000
4 Beds ⋅ 2 Baths
Amazing waterfront community on the Sassafras river. This Kentmore Park home was originally built in 1953. Major renovation in 2006 adding bedrooms, bathroom, basement, large light filled gathering room. The rear deck has space for outdoor dining and privacy. The perfect year round get away or primary residence. Well maintained. Four bedrooms and two baths. Lower level garage and walk out basement. Enclosed lawn and yard equipment storage space. Rear yard gathering area and room for a garden. Lovely pastoral view of farmland. Easy path to beach and central Kentmore Park Community areas. Tax free shopping in Delaware. Convenient shopping in Galena. Check out Cross Street Market for produce, local meat, specialty foods, plantings and friendly faces. Explore Jones Farm for local meats and ice cream. Event space for special occasions, pumpkin patch and seasonal surprises. Convenient Sassy Market for deli, fresh meat and the perfect snacks and beverages. Galena has fine and casual dining, pizza and delicious steak sandwiches. You are close to Historic Chestertown with casual and special dining, eclectic shopping, Chestertown Golf and Country Club, waterfront access, fishing and boating opportunities. Cruise the Chester River on the Packet for an adventure or special celebration. Visit historical buildings. Enjoy weekend activities in History Park in the center of town, farmers market, Tea Party, Crazy Days sales and more. Never a dull moment. Chestertown is full of history including Washington College and the Chestertown Tea Party Reenactment. This home offers so much not to mention lazy days on the beach, water sports, sailing, power boating, jet skis. Friendly and welcoming neighbors, gathering at the pier for taps and the sunset. Living the Life! Kentmore Park was established in the late 1940 era. Started mainly as a sailing community for weekend and summer enjoyment. Now a very active community with year round social events as many familys have expanded their time in Kentmore beyond spring, summer and fall. A mix of full time and part time residents. All ages are represented. There is a social club with $350.00 yearly dues. There are many activities with the Kentmore Park Improvement Association (KPIA) for all ages. Easy travel to points north and south. PA, NJ, DC. Easy day trip to Annapolis, Easton, St. Michaels.

14136 Kentmore Park Rd, Kennedyville

Listing courtesy of Gunther-McClary Real Estate. Contact:

11470 Wye Heights Rd, Easton
$3,495,000
11 Beds ⋅ 11 Baths
Nestled on a sprawling 42-acre estate adjacent to the historic Wye Heights Plantation, this stately 8-bedroom mansion offers an unparalleled blend of elegance, comfort, and tranquility. The grand interior is marked by soaring ceilings and meticulous detailing, with an elevator providing convenient access across multiple levels. The heart of the home is designed for both relaxation and entertaining, featuring a fully finished basement with a cozy pub and kitchenette. A guest apartment over the garage offers additional private quarters, ideal for hosting family or friends. Outside, a picturesque pond with a charming bridge adds to the serene beauty of the grounds, while the enclosed garden sunroom and an additional sunroom off the breakfast area both offer sweeping views of the gardens and pond. Expansive screened-in porches on both the main and upper levels invite you to savor the peaceful surroundings year-round. Whether you're seeking a private retreat or a magnificent estate for entertaining, this exceptional property provides an exquisite lifestyle amid nature and history.

11470 Wye Heights Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

11167 Oak Ln, Worton
$269,900
3 Beds ⋅ 1 Baths
Move-in ready and packed with updates, this 3-bedroom, 1-bath home offers an affordable opportunity to enjoy Eastern Shore living without a long list of projects waiting for you. Major improvements include a newer roof, HVAC system, water heater, stainless steel appliances, luxury vinyl plank flooring, carpet, fresh paint, recessed lighting, plus a vapor barrier and insulation in the crawlspace. Inside, the home feels bright, clean, and refreshed, making it an easy choice for buyers looking for comfort, convenience, and low-maintenance living. The location makes it even better. In approximately 12 minutes, you can be exploring historic Chestertown, spending the day at Betterton Beach, or enjoying waterfront dining, boating, and sunsets at Great Oak Landing. With its extensive updates, convenient location, and newly improved price, this home offers a lot of value for buyers.

11167 Oak Ln, Worton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

21279 W Sharp St, Rock Hall
$299,000
Discover a unique opportunity in the heart of the Town of Rock Hall with this commercial property, built in 1960 and situated on a 0.189-acre lot. This versatile space, constructed with durable block and featuring concrete flooring, offers a solid foundation for a variety of commercial or retail uses. The Town of Rock Hall is renowned for its vibrant community spirit, with local shops, restaurants, and waterfront attractions just a stone's throw away. Residents and visitors enjoy access to Main Street events and activities, with abundant recreational opportunities for outdoor enthusiasts. The property is walkable to public parking areas and is served by the free "Rock Hall Rides" Shuttle. This property presents an exceptional chance to invest in a thriving community, where business potential meets local charm.

21279 W Sharp St, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

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