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$249,900
1 Beds ⋅ 1 Baths
Welcome to Jamaica Daybreak I, Unit 301—an exceptional top-floor, end-unit condo in the heart of Ocean City. This turnkey one-bedroom, one-bathroom retreat blends coastal charm with low-maintenance living, making it the perfect vacation getaway, investment property, or year-round beach escape. Inside, you'll find a full kitchen, an inviting open living space, central heat and air conditioning, and the convenience of an in-unit washer and dryer. Offered fully furnished, this move-in-ready condo makes it easy to start enjoying the beach lifestyle from day one. Take advantage of the added privacy of this end-unit location and unwind on your balcony after a day on the sand. Just a short stroll from the beach, boardwalk, Jolly Roger Amusement Park, restaurants, shopping, and entertainment, this prime location puts the very best of Ocean City right at your doorstep. Whether you're searching for a personal coastal retreat or a strong investment opportunity, Jamaica Daybreak I, Unit 301 is ready to help you make lasting beach memories.

203 33rd St Unit #301, Ocean City

Listing courtesy of Holiday Real Estate. Contact: 4105247700
$399,000
4 Beds ⋅ 2 Baths
Complete and ready for its New Owner! OPEN HOUSE FRIDAY, SEPTEMBER 4TH 4:30-6:30PM! Brand new construction offering 4 bedrooms, 2 full baths. Situated just outside of town limits, this home delivers the perfect balance-enjoy the convenience of nearby shopping, dining, and amenities without the added cost of city taxes. Thoughtfully designed with modern living in mind, this home will feature an open layout, quality finishes, and the opportunity to secure your new home before completion. NO HOA-giving you freedom to truly make it your own. Don't miss your chance to get in early and make this home yours. Colors, materials, and siding selections are subject to change. Photo is a model picture

2267 Jenkins Creek, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$220,000
3 Beds ⋅ 1 Baths
Come see this newly renovated 3-bedroom, 1-bath rancher in Fruitland! This move-in ready home features brand-new LVP flooring and new kitchen countertops. Situated on a spacious lot with mature trees, there's plenty of room to enjoy outdoor activities. Conveniently located near shopping, restaurants, and other local amenities, this home is also just minutes from Salisbury University. Whether you're a first-time homebuyer, looking for a starter home, or searching for your next investment property, this home offers endless possibilities. Don't miss your opportunity to see it for yourself before it's gone! Please note that the property is currently tenant-occupied, and the new owner will be required to honor the existing lease through its expiration.

512 Sheldon Ave, Fruitland

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$868,000
4 Beds ⋅ 3 Baths
OPEN SUNDAY SEPT 20, 11;30;AM-1:30 PM--A must see home! Super floor plan! Wonderful hardwood floors! Custom fixtures and finishes throughout! The best Family/Great room ever with floor to ceiling fireplace with vaulted ceilings plus outside access to stone patio w/hot tub. Wonderful kitchen featuring oak cabinetry, upgraded appliances, crown moldings, tile & granite backsplash & countertops and eat in breakfast area. Formal Dining room, main level fourth bedroom or office with half bath and exterior entrance, perfect for occasional client or guest. Large 17x13 1st level Living Rm with hardwoods & display center. Inside entrance to the four car garage with additional built-in storage & shelving! Upper level primary bedroom suite featuring 2 walk in closets, gorgeous primary bath with double vanity, huge walk in shower, quartz counters and trim, jetted soaking tub and wainscoting & chair rail finishes. Bedroom #2 w/walk in closet & double entry full bath. Bedroom #3 w/walk in closet, ceiling fan and upper deck access. Upper level laundry area with washer, dryer, shelving and deep sink. Exterior features include 1 Acre lot, beautiful pool with adjoining deck, screen porch, patio w/hot tub and garden shed. Front porch with covered sitting area. Oversized driveway w/side parking area perfect for boat or RV storage. Exterior audio & video system currently in use but not included in the sale. Your super opportunity for a wonderful home!

113 Bentons Pleasure Rd, Chester

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$349,990
4 Beds ⋅ 4 Baths
Beautifully positioned backing to the golf course, this move-in ready luxury 4-level end-unit townhome is located in Lennar's premier waterfront community of Tides at River Marsh on Maryland's scenic Eastern Shore. Offering 3 bedrooms, 3 full baths, 1 half bath, and a 2-car garage, this home features luxury vinyl plank flooring, a spacious kitchen with a large quartz island, stainless steel appliances, and stylish cabinetry. The finished walk-out lower level provides additional living space with direct outdoor access, while the expansive fourth-level loft opens to a private rooftop deck, perfect for relaxing or entertaining. Adjacent to the Hyatt Regency Chesapeake Bay Resort, residents enjoy resort-style amenities including a clubhouse, swimming pool, walking and biking trails, tennis and pickleball courts, championship golf, and nearby marina access. Conveniently located just minutes from downtown Cambridge's shopping, dining, and waterfront attractions, with easy access to Annapolis and Delaware beaches. To view this home, visit the sales center located at 2112 Winterberry Lane, Cambridge MD 21613

2206 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$324,999
Rare opportunity at the end of the community of Queen Annes Colony: these are the last two available lots on Queens Court. The corner, Lot 7 priced at $324,999 and adjacent Lot 8 $ 274,999 both sit in a premier location with peeks of the bay. Both lots are cleared, builder ready and now served by public sewer. While the pair together creates the perfect setup for a private compound or simply securing the final premium homesites in a desirable eastern shore setting. Close proximity to Queen Anne Marina, Blue Heron Golf Course and minutes to the great restaurants of Kent Island. Lot 7 Corner 324,999 Lot 8 Adjacent 274,999 Call for details. purchase one or get better pricing on both.

300 Queens Ct, Stevensville

Listing courtesy of Engel & Volkers Ocean City. Contact: (443) 292-6767
$285,000
3 Beds ⋅ 2 Baths
Enjoy comfort, convenience, and scenic surroundings in this lovely3‑bedroom, 2‑bath condo located in the desirable Thompson Creek community. This inviting home features a cozy living room fireplace and a peaceful pond view, creating a warm and relaxing atmosphere year‑round. Residents benefit from outstanding community amenities, including a walking trail, outdoor pool, and fitness center. Perfectly situated for easy access to the Bay Bridge, local shopping, dining, and commuter routes, this location offers both practicality and lifestyle appeal. A wonderful opportunity to enjoy low‑maintenance Eastern Shore living in a beautifully maintained community. Pictures are vitural

1403 Marion Quimby Dr, Stevensville

Listing courtesy of Benson & Mangold, LLC. Contact: (443) 988-0483
$315,000
4 Beds ⋅ 3 Baths
Nestled in the prestigious Cambridge Historic District, this exquisite Victorian masterpiece, built in 1869, seamlessly blends timeless elegance with modern luxury. Spanning over 2,500 square feet, this detached residence boasts four spacious bedrooms and two and a half opulent bathrooms, offering an unparalleled living experience. Step inside to discover a grand foyer adorned with intricate moldings and soaring ceilings, leading to a series of inviting living spaces. The heart of the home features not one, but four stunning fireplaces, each a testament to the craftsmanship of a bygone era. The rich architectural details are complemented by an abundance of natural light streaming through large windows, creating an inviting atmosphere. The elegant dining area flows seamlessly into the living spaces, making it ideal for hosting lavish dinner parties. Outside, the landscaped grounds offers space for a serene retreat and an attached screened-in porch, while the charming streets of the historic district invite leisurely strolls and exploration. A prime location and a few blocks from the water, this residence is not just a home; it's a lifestyle. Experience the allure of historic charm combined with modern luxury in this exceptional property, where every detail has been thoughtfully curated for the discerning homeowner.

903 Locust St, Cambridge

Listing courtesy of The Property Shoppe, LLC. Contact: 4432259975
$100,000
OPPORTUNITY ZONE - 3.43 Acres Industrial lot for sale in the Princess Anne Industrial Park. Fully equipped with water, sewer, utilities and access roads. Fiber optic lines at the entrance to the park. The site is level, cleared and ready for immediate construction (subject to permits). The Industrial Park is accommodating to a wide range of light manufacturing, warehouse, service and office users. The Town of Princess Anne is committed to maintaining an attractive industrial park for all present and future businesses, and customers. All construction plans and timetables are subject to approval by the Princess Anne Town Commissioners. Located in the Princess Anne Industrial Park with Industrial Park Zoning. Located in a State of Maryland Enterprise Zone for new construction tax abatements and a HUB Zone which promotes job growth, capital investment and economic development to historically underutilized business zones. Princess Anne, Somerset County, is accessible to the east cost markets with north/south and east/west access by major US highways.

30380 Park Dr, Princess Anne

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440
$215,000
Welcome to Triple Crown Estates, Ocean Pines newest subdivision. This lot, which is on a non thru street, measures approximately 100' wide x 125' deep, allowing for more flexibility when planning your new home. Homes are subject to the following size restrictions. One story 1800 sq. ft. of living area. Two story 2200 sq, ft. of living area. All homes must have a 2 car or more garage. The maximum impervious surface coverage(see survey) is 3125 sq ft.. Buyer to verify all information pertaining to zoning, building and environmental restrictions The seller may consider owner financing. The seller may consider taking your lot as part of the deal as well. Look for painted stakes which are the approximate corners. Survey to be uploaded 7/31. Listing agent Steve Brophy has a financial interest in the property.

12 Jockey Ct, Berlin

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600
$293,000
2 Beds ⋅ 2 Baths
Welcome to 84 Mule Deer Court in the desirable Persimmon Creek community of Elkton, Maryland. This move-in-ready townhouse offers 2 bedrooms, 1.5 bathrooms, and a functional layout designed for comfortable everyday living. Upon entering, you'll be welcomed by a tiled foyer that leads to the lower level, featuring a versatile den or recreation room, a convenient laundry room, and walkout access to the fenced rear yard. The main living level boasts beautiful hardwood flooring throughout the spacious living room. The adjoining eat-in kitchen is well-appointed with a center island, pantry, double-bowl sink, ample cabinet and countertop space, and a ceiling fan, creating the perfect space for both daily living and entertaining. Step outside from the kitchen onto the generously sized deck, ideal for relaxing or hosting family and friends. Upstairs, you'll find two generously sized bedrooms. The primary suite features vaulted ceilings, dual walk-in closets, and a ceiling fan, providing a bright and comfortable retreat. This home is equipped with a residential fire sprinkler system, offering an added layer of safety and peace of mind for homeowners. Recent updates include a brand-new roof, new carpeting, and a water heater installed in 2025, providing added value and confidence for the next owner. Conveniently located just minutes from tax-free Delaware shopping, restaurants, and major commuter routes, this home combines comfort, convenience, and an exceptional location.

84 Mule Deer Ct, Elkton

Listing courtesy of Foraker Realty Co.. Contact: (484) 406-3004
$725,000
4 Beds ⋅ 5 Baths
Experience the best of coastal living in this exceptional four-story luxury townhome, perfectly positioned in an upscale community just two blocks from the beach in North Ocean City. With an established and proven rental history, this beautifully appointed property presents an outstanding opportunity as both an investment and a personal beach retreat. Offering thoughtfully designed living space, the home features three spacious bedrooms, three full baths, two half baths, and a fourth floor loft area. High end finishes, modern coastal style, and expansive living areas create an inviting atmosphere ideal for entertaining or relaxing after a day by the ocean. This home is sold fully furnished and ready for your enjoyment. The entry level welcomes you with a private two car garage, while the first living level offers a comfortable family room with a queen sleeper sofa, large Smart TV, and convenient half bath, creating the perfect space for guests or additional gathering space. The main living level is the heart of the home, showcasing an open concept design filled with natural light. The gourmet kitchen is equipped with premium finishes, abundant cabinetry, bar seating, and flows seamlessly into the dining area and spacious living room, where comfortable seating and a large Smart TV provide an ideal setting for everyday living or entertaining. Private balconies extend the living space outdoors, allowing you to enjoy the refreshing coastal breeze. The upper levels are dedicated to comfortable bedroom suites, including two generously sized bedrooms with beautifully appointed en suite baths and a luxurious top floor primary retreat featuring its own private bath. A versatile loft provides additional living space perfect for a media room, game room, or guest lounge, while a conveniently located laundry room adds everyday practicality. Residents of Lighthouse Bay enjoy exclusive master-planned amenities, including a resort-style swimming pool, picnic area, and BBQ area, perfect for outdoor gatherings. Ideally located on 143rd Street, this home places you within walking distance of the beach, restaurants, shopping, and entertainment. Fenwick Island is less than a mile away, while miniature golf, go karts, waterfront dining, and countless coastal attractions are just minutes from your door. Whether you're seeking a luxury vacation home, a year round coastal residence, or a turnkey investment property with excellent rental potential, this exceptional townhome offers the perfect combination of location, style, and lifestyle in one of North Ocean City's most desirable beach communities. Don’t miss out on this rare opportunity!

14303 Coastal Hwy Unit #14303C, Ocean City

Listing courtesy of Northrop Realty. Contact: (302) 539-0800
$330,000
2 Beds ⋅ 2 Baths
Adorable arts & craft style home with many upgrades and amenities. The original wood floors are warm and welcoming, wile the custom cabinetry and concrete countertops and sinks add an elegant modern touch. Two plus bedrooms and a custom built sleeping loft provide enough room for occasional guests. Fixed stairs to the attic offer room to expand. The Chesapeake Bay is a short walk to the end of the road where you can launch a kayak or just enjoy the water views. Just outside the quaint town of Rock Hall, this charming cottage would make a great vacation or retirement home.

21352 Allens Ln, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$90,000
3 Beds ⋅ 1 Baths
Investor Special! Renovations have already been started, and now there’s plenty of opportunity to bring your own vision to life. This home has been taken down to the studs and offers 2 rooms on the main level, plus potential for an additional guest room upstairs. The stairs to the upper level have been removed, giving the next owner the chance to rework the access and layout as part of the renovation. Situated on a 0.77-acre shaded lot with a fully fenced front yard, the property offers plenty of outdoor space along with room to reimagine the interior. The seller has started the magic. You finish it with your vision. Whether you’re looking for your next renovation project or investment opportunity, there’s plenty of potential here. Conveniently located with access to US Route 50, US Route 13, and nearby Salisbury. Property is being sold strictly as-is. Buyers are responsible for conducting their own due diligence regarding zoning, intended use, access to the upper level, and all property improvements.

7010 Archie Dennis Rd, Parsonsburg

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$599,900
5 Beds ⋅ 3 Baths
Please remove shoes or use shoe covers provided! Welcome to the rarely-available upgraded Hudson model at Perry's Retreat located at 106 Pixie Court. This beautiful unit offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT. This home presents a rare opportunity to own one of the community's most desirable models in a cud-de-sac. The main level features an open concept design that seamlessly connects the kitchen, dining, and living areas, creating an ideal layout for both everyday living and entertaining. A private office with French doors provides the perfect work from home space, while an additional ensuite bedroom on this level offers endless possibilities as a guest room, or hobby space. The upgraded kitchen serves as the heart of the home, showcasing quartz countertops, stainless steel appliances, upgraded backsplash, additional wall oven, and a large island overlooking the spacious living room. Luxury vinyl plank flooring in most of the main level adds both style and durability. Upstairs, the spacious primary suite offers a relaxing retreat with a tray ceiling, two oversized walk-in closets, and a beautifully appointed en-suite bathroom featuring dual vanities, private water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a backyard that creates a setting for relaxation and entertaining. Community amenities include a playground, open green space for neighborhood events. Conveniently located just minutes from Route 50, residents enjoy easy access to Kent Island, Annapolis, Easton, St. Michaels, Oxford, Tilghman Island, Baltimore, and Washington, D.C. Directly across from the community, the Chesapeake Bay Environmental Center offers hiking trails, kayaking, wildlife viewing, educational programs, and summer camps, allowing you to fully embrace the Eastern Shore lifestyle. Professional photos coming soon!

106 Pixie Ct, Grasonville

Listing courtesy of HomeSmart. Contact: 3013524065
$479,900
3 Beds ⋅ 3 Baths
Beautiful Townhome in Marina Village at Ocean Pines Welcome to this charming 3-bedroom, 2.5-bath townhome located in the desirable Marina Village Townhomes section of the Ocean Pines community. Offering comfort, style, and an unbeatable location, this home is perfect for year-round living or a coastal getaway. The home features a one-car garage, durable hard-surface flooring on the stairs, hallway, and guest bedroom, and a bright sunroom that provides the perfect space to relax and unwind. Step outside to enjoy the freshly updated rear deck, overlooking a peaceful wooded backdrop. The spacious primary suite is a true retreat, featuring an ensuite bath, a unique double-sided fireplace, and a private deck where you can enjoy your morning coffee while taking in the tranquil wooded views. On the main level, you'll find a warm and inviting family room with a fireplace, a separate dining area, and an eat-in kitchen designed for comfortable everyday living and entertaining. Ideally situated within walking distance to the Ocean Pines Yacht Club, Mumford's Landing Pool, and Pines Point Provisions, this home allows you to enjoy some of the community's most popular amenities right at your doorstep.Don't miss the opportunity to own this wonderful Marina Village townhome that perfectly blends convenience, comfort, and coastal charm. Crawl space has been escapsulated.

953 Yacht Club Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$195,000
2 Beds ⋅ 1 Baths
Nestled in the charming waterfront community of Hoopers Island, this beautifully renovated traditional home is move-in ready and full of modern updates. Completely renovated in 2026, this home offers the perfect combination of comfort, style, and coastal charm. Inside, you'll find 2 spacious bedrooms and 1 full bathroom, featuring brand-new flooring, fresh paint throughout, new kitchen cabinets, and an inviting layout that feels bright and welcoming. The home also includes a brand-new roof, new windows, and a new HVAC system, giving you peace of mind for years to come. Ceiling fans add extra comfort, and the home comes equipped with a refrigerator, stove, washer, and dryer. Step outside onto the balcony and enjoy the peaceful surroundings, or take advantage of the 0.19-acre lot, offering space for gardening, relaxing, and entertaining. A storage shed provides additional room for tools and outdoor equipment. Located just minutes from the water, this home offers easy access to the Chesapeake Bay, making it a great choice for boating, fishing or simply enjoying the laid-back Eastern Shore lifestyle. With driveway and on-street parking available, convenience is built right in. Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this beautifully updated home is ready to welcome its next owner. Don't miss your chance to experience the charm of Hoopers Island living!

1227 Horse Point Rd, Fishing Creek

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500
$274,999
3 Beds ⋅ 2 Baths
ALMOST COMPLETED! Schedule your tour today! BRAND- NEW constructed rancher built by “Lomax Custom Homes” 1,232 square feet of stylish, efficient living… perfect for keeping your utility costs low. Featuring an open floor concept layout, kitchen island with quartz countertops, high-end cabinetry, stainless appliances, LVP floors, central air and heat, electric fireplace with mantel, encapsulated crawl space, and a 1-year builder warranty. Minutes to Easton, close to Cambridge amenities, and a straight drive to Ocean City beaches. Style, comfort, convenience, and peace of mind with a one year home warranty- make your move now and get it under contract before it is completed!**** Renderings and photos shown are from a previously constructed Lomax Custom Homes model and are intended to represent the quality and craftsmanship of the home to be built. Actual finishes, colors, and features may vary******* Property taxes are estimated and are subject to reassessment upon completion of construction. Buyers are encouraged to verify tax information with the appropriate county offices or a qualified real estate or tax professional.

2607 Southside Ave., Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$325,000
3 Beds ⋅ 2 Baths
Welcome to your next home! This beautifully renovated property in the heart of Elkton, Maryland, blends old-world charm with modern updates and is completely move-in ready. From the moment you step inside, original hardwood floors and a large open-concept layout set the tone, offering timeless character alongside today's comforts. The main level is built for both everyday living and easy entertaining, featuring a spacious living room, a defined dining area, and a wrap-around open kitchen that serves as the heart of the home. The completely updated kitchen and bathrooms deliver a modern, stylish space to cook, relax, and unwind. Convenience meets comfort with a first-floor primary bedroom, full bath, and laundry area, making everyday living easy and accessible. Just off the side, a brand-new family room addition adds the perfect space for entertaining, movie nights, or stretching out with the family, and could easily flex into an additional bedroom to suit your needs. Upstairs, you'll find two generously sized bedrooms and a second full bath, ideal for guests, kids, or a home office setup. Recent upgrades mean the hard work is already done: fresh basement waterproofing, a brand-new electric service line run from the pole to the home, and a new electric panel with whole-home surge protection. That means modern electrical capacity, added safety, and peace of mind from day one. All that's left is to move in and make it yours. Outside, this home offers rare value on a double lot totaling over .35 acre. The .176-acre parcel comes with an additional .175-acre parcel included, giving you exceptional room to enjoy, expand, or invest this close to town. And the location is every bit as impressive. Situated just minutes from I-95, Route 40, and the Delaware line, with shopping and restaurants right within walking distance, you'll enjoy easy commuting and the everyday convenience of town living while still soaking in the charm of Elkton. Whether you're a first-time buyer or looking to upgrade without the stress of renovations, this one checks all the boxes. Don't wait. Move-in ready homes like this don't last long. Schedule your showing today!

134 Wesley St, Elkton

Listing courtesy of Realty Plus Associates. Contact: 4109144100
$799,900
4 Beds ⋅ 3 Baths
Experience the natural beauty and tranquility of Maryland's Eastern Shore from this exceptional waterfront retreat in Dorchester County. Tucked away at the end of a private street on Brooks Creek, this remarkable property boasts over 180 degrees of breathtaking water views from its spectacular lot. Designed for boating enthusiasts, the waterfront features approximately 120 feet of pier with multiple boat lifts, a bulk headed shoreline, a private boat ramp, a small sandy beach, and expansive lawn surrounded by mature landscaping. This charming 4-bedroom, 3-bath home has been thoughtfully designed to capture panoramic water views from virtually every room. The updated kitchen features granite countertops, stainless steel appliances, and ample workspace, while hardwood flooring flows throughout the main living areas. The open floor plan seamlessly connects the spacious dining area and living room, creating an inviting setting for everyday living and entertaining. Three generously sized bedrooms are located on the main level. The impressive family room is the heart of the home, showcasing a gas fireplace, built-in bar, and walls of windows that frame the ever-changing waterfront scenery. Upstairs, the private primary suite is a true sanctuary, featuring soaring cathedral ceilings and dramatic floor-to-ceiling windows that provide sweeping panoramic water views from both the sleeping and sitting areas. A second gas fireplace creates a cozy atmosphere, while the luxurious en-suite bath offers a garden tub, walk-in shower, and spacious walk-in closet. Outdoor living is equally exceptional. Relax on the expansive screened porch while enjoying spectacular sunsets and the abundant wildlife and waterfowl that call Brooks Creek home. An oversized concrete patio provides additional space for entertaining, and two storage sheds—including one equipped with two refrigerators—offer excellent convenience for boating, fishing, and gatherings. Dual driveways provide ample parking for multiple vehicles, boats, and trailers. From your private pier, enjoy easy access by boat to Tilghman Island, St. Michaels, and many of the Mid-Shore's most charming waterfront towns, where you'll find renowned restaurants, marinas, boutique shopping, and endless opportunities to experience the best of Eastern Shore living. Whether you're seeking a full-time residence, weekend escape, or the ultimate waterfront lifestyle, this rare Brooks Creek property offers an extraordinary combination of privacy, recreation, and unforgettable views.

803 Seabreeze Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707
$1,300,000
4 Beds ⋅ 3 Baths
Unlock exceptional income potential in the heart of downtown Ocean City with this versatile 4-bedroom, 3-bath single-family home at 106 Philadelphia Avenue. Built in 1930 and offering approximately 2,080 square feet of living space on a 3,275-square-foot lot, this property sits just two blocks from the beach and two blocks from the bay—placing you steps from the Boardwalk, restaurants, shops, nightlife, and the best of coastal living. What sets this property apart is its flexible multi-level layout designed for maximum rental returns or hybrid owner-occupant use. Each floor features its own bedrooms, full baths, and kitchen, along with independent front and rear entries. Live in one level while renting the other, or operate the entire home as a high-demand short-term vacation rental or steady year-round investment. The attic provides additional conversion potential for even more living or rental space. With parking for up to four vehicles, ceiling fans, and essential appliances including washer, dryer, range/oven, and microwave, the home is ready for immediate use. Whether you’re seeking a primary residence that generates supplemental income, a pure investment property, or a combination of both, 106 Philadelphia Avenue delivers strong income-producing potential in one of Ocean City’s most desirable downtown locations.Don’t miss this rare opportunity to own a flexible, cash-flow-friendly property in the heart of Ocean City.

106 Philadelphia Ave, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$269,900
2 Beds ⋅ 2 Baths
Nestled among the trees in peaceful Nassawango Hills community of Snow Hill, Maryland, this charming log cabin offers a warm and inviting retreat surrounded by nature. Built in 1992 and situated on approximately half an acre, the home has distinctive character and natural beauty that make a log home so special. The exterior blends beautifully with its wooded surroundings, creating a private, relaxed setting that feels like a true escape from the busyness of everyday life. Inside, the exposed log construction gives the home a cozy, rustic character, while the open and comfortable living spaces make it equally suited to everyday living or a peaceful weekend getaway. The home features two bedrooms and two full bathrooms, with approximately 1,370 square feet of living space. A fireplace adds another layer of warmth and charm to the main living area, complementing the natural wood interior and the cabin’s comfortable atmosphere. One of the home’s greatest qualities is its setting. Mature woodland gives the property sense of privacy and tranquility, while its location provides convenient access to Snow Hill, Berlin, Salisbury, and Assateague ponies / beach. This is a home that feels connected to its surroundings – a place where the beauty of the outdoors, the warmth of natural wood, and the charm of a classic log cabin come together. It has the character of a genuine Eastern Shore retreat while still offering the comforts of a full-time home. There is something especially appealing about this property: it doesn’t simply look like a log cabin-it has the feeling of one. Warm, peaceful, private, surrounded by nature, 3842 Algonquin Trail in a distinctive home with a character all its own. The original blueprints indicate a three-bedroom floorplan is easily available within the existing footprint.

3842 Algonquin Trl, Snow Hill

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3023515000
$289,900
6 Beds ⋅ 2 Baths
Charming historic home offers 6 bedrooms and plenty of space to make your own. Located in the quaint village of Still Pond, it combines timeless character with modern updates and is just a short drive from the Chesapeake Bay and Betterton Beach. A wonderful opportunity to enjoy small-town living in Kent County.

12733 Still Pond Rd, Still Pond

Listing courtesy of Sell Your Home Services. Contact: 8882193009
$799,000
4 Beds ⋅ 4 Baths
Nestled in Midtown Ocean City's desirable Palm Coast community, this stunning 2007-built townhouse offers 2,022 square feet of low-maintenance coastal living just 300 feet from the beach. Featuring four bedrooms and three and a half bathrooms, the home is completely turn-key, fully furnished, and freshly upgraded with brand-new hallway flooring and trim throughout. Designed for both personal enjoyment and strong rental performance, the property features a rare, massive three-car attached garage for hassle-free beach parking and storage, along with easy access to nearby navigable bay waters. The low-overhead condo association covers essential services—including master building insurance, trash, and snow removal—without the high upkeep costs of an association pool, keeping monthly carrying costs low. Whether you are looking for a turnkey vacation rental business, a portfolio acquisition, or a spacious beach retreat in the heart of Ocean City, this property delivers unbeatable location, layout, and financial value.

5906 Coastal Unit #2S, Ocean City

Listing courtesy of EXP Realty, LLC. Contact: (866) 825-7169
$3,600,000
Property is listed as Farm - MLS# MDCC2008110 Land - MLS# MDCC2008112 Residential - MLS# MDCC2022552

424 Bailiff Rd, North East

Listing courtesy of RE/MAX Chesapeake. Contact:

$649,900
4 Beds ⋅ 4 Baths
Welcome to Rewastico Village in Hebron, MD, where quality craftsmanship meets modern design in this exceptional new construction home overlooking the community pond. Offering 4 bedrooms, 3.5 bathrooms, and an impressive list of premium builder upgrades, this home is thoughtfully designed for both everyday living and entertaining. Step inside to a welcoming formal dining room that leads into the spacious living room, featuring coffered ceilings and a cozy propane fireplace. The open-concept layout flows seamlessly into the beautifully appointed kitchen, complete with quartz countertops, stainless steel appliances, wood cabinetry with soft-close drawers, a pantry with wood shelving, and a convenient laundry room just off the kitchen. The first-floor primary suite is a private retreat featuring tray ceilings, a charming window bench, a spacious walk-in closet with wood shelving, and a luxurious en-suite bathroom with dual vanities, a soaking tub, and a walk-in tile shower. Upstairs, you'll find a second primary suite with vaulted ceilings, a private bath with a tile shower and single-sink vanity, and its own walk-in closet with wood shelving. Two additional bedrooms share a full bathroom with a dual vanity and tile tub/shower combination, while a large bonus room offers endless possibilities as a media room, home office, playroom, or additional living space. Step outside and enjoy peaceful pond views from the expansive TimberTech deck, featuring both covered and uncovered areas that provide the perfect setting for entertaining or relaxing outdoors. Additional highlights include a 2-car attached garage and premium exterior finishes, including CertainTeed siding, IKO Cambridge shingles with a manufacturer lifetime limited warranty, MI V3000 series windows by Miter Brands, upgraded exterior lighting, and an enhanced landscape bed package. Combining timeless finishes, quality construction, and a desirable pond-front setting in Rewastico Village, this move-in-ready home is one you won't want to miss. Schedule your private tour today.

26145 Millman Dr, Hebron

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3028460200
$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. 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
$699,000
4 Beds ⋅ 3 Baths
Enjoy a long, secluded driveway to a 2,185 sq ft home sitting on 7.9 acres of mature, heavily-forested woods with waterfront views of Grey’s Inn Creek. The home features vaulted ceilings and has access to a private pier and dock; it’s perfect for boating, fishing, crabbing, or just enjoying the outdoors. Located in Rock Hall, Maryland, known for hunting, fishing, and Chesapeake Bay boating, this property is being sold As-Is, offering a chance to remodel and complete your vision. Current owners originally built the house in 1986 as a cabin with a later add-on to the original structure. Rock Hall is a waterfront town located directly on the National Chesapeake Scenic Byway in Kent County. The boat pier will need extensive work and is non-operational. Property is being sold AS-IS with a Right-to-Inspect. Tremendous opportunity for a wooded, waterfront residence with some sweat equity.

21610 Hidden Creek Dr, Rock Hall

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

$369,900
4 Beds ⋅ 2 Baths
Adorable 4 bedroom 2 bathroom Cape Cod in the quiet Crestview neighborhood in Chestertown close to Restaurants, Shopping, the brand new YMCA and the Historic Downtown. Eat in kitchen with back deck overlooking a beautiful yard that backs up to farm land that is preserved forever. Freshly painted with new carpet! Washer & dryer in unit. Extra storage in knee walls upstairs. In Chestertown but outside the town limits so no town tax or water/sewer bill! Come make this home yours today, immediate occupancy.

1010 Twin Ct, Chestertown

Listing courtesy of Kevin Dey Realty. Contact:

$175,000
3 Beds ⋅ 3 Baths
Welcome to easy, one-level living in this well-maintained end-unit townhouse offering 3 bedrooms, 2 full baths plus a half bath, and an open floor plan designed for comfortable everyday living. The spacious living room features a soaring vaulted ceiling that fills the home with natural light, creating an inviting space for relaxing or entertaining. The kitchen offers abundant cabinet and counter space, a breakfast bar, and a dining area that flows seamlessly into the main living space. The primary suite includes a private full bath, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. Step outside to enjoy the rear patio—perfect for morning coffee or unwinding after a long day. As an end unit, the home also offers added privacy and green space. Conveniently located near shopping, restaurants, schools, and the amenities of downtown Pocomoke City, this move-in ready home offers the ease of low-maintenance living and is well suited for first-time buyers, those looking to downsize, or investors seeking a solid opportunity on Maryland's Eastern Shore. Investor Opportunity: The property is currently tenant-occupied, and the tenants have expressed a desire to remain, offering the potential for immediate rental income and a seamless transition for investors.

238 Morgans Ct, Pocomoke City

Listing courtesy of CENTURY 21 New Millennium. Contact: 5406650700