Waterfront homes for sale & real estate in Maryland, MD

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ABOUT THIS HOME
Waterfront Home for sale in Maryland, MD:
117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects of the building. The Sellers salvaged much of the original moldings, doors and trim to be reused and repurposed throughout the spaces to instill its original character wherever possible. The waterfront offers a floating dock, a BBQ patio & picnic area, kayak and paddle board storage, and the

$685,000

3 beds3 baths3,000 sq ft

117 Water St N Unit 1A, Chestertown, MD 21620

Bbq patio • Picnic area • Kayak storage

(410) 673-3344

ABOUT THIS HOME
Waterfront Home for sale in Maryland, MD:
Welcome to Waterfront Living at Its Finest in Sought-After Caine Woods This stunning 4-bedroom, 3-bath waterfront masterpiece checks every box — and then some. Situated on a peaceful canal in North Ocean City's coveted Caine Woods community, this spacious, move-in ready home delivers the ultimate coastal lifestyle with direct water access, expansive outdoor living, and room for the whole crew. Step inside to a generous open floor plan anchored by a grand fireplace — perfect for those crisp coastal evenings. The large gourmet kitchen features an oversized eat-at island ideal for entertaining, flowing seamlessly into a separate dining room, living room, and sitting room. A full ba

$1,499,000

4 beds3 baths2,044 sq ft

14121 Caine Stable Rd, Ocean City, MD 21842

4,500 sq ft lot • 2 garage spots • Built 1987

(410) 914-4100

ABOUT THIS HOME
Waterfront Home for sale in Maryland, MD:
Discover the perfect blend of peace, space, and convenience with this rare waterfront opportunity on Turville Creek. This versatile property features a charming single-family home, a detached garage, and a large warehouse offering endless possibilities for personal use, storage, or business potential. The home has been a rental and could use a little love and a personal touch, but it has great bones and plenty of charm waiting to be refreshed. Even better, the property is already rented for the season, giving you the opportunity to capitalize on approximately $52,000 in rental income. Enjoy peaceful creek views and direct water access, perfect for kayaking, boating, and watching the sunset

$724,900

4 beds2 baths1,632 sq ft

11212 Gum Point Rd, Berlin, MD 21811

1.39 acre lot • 12 parking spots • Built 1956

(443) 552-7579

ABOUT THIS HOME
Waterfront Home for sale in Maryland, MD:
🔥 Eastern Shore Waterfront Estate 🔥 Welcome to a true sportsman’s paradise tucked along the shores of the Chesapeake Bay—where space, privacy, and waterfront living come together in a BIG way. Built in 1988 and spanning nearly 5,000+/- square feet, this one checks boxes most properties can’t even reach… 🏡 5 Bedrooms | 3.5 Baths | 4,933+/- Sq Ft Step inside and you’ll find: • A massive eat-in country kitchen (with heated floors 👀) • Formal dining for hosting the big nights • TWO oversized family rooms for spreading out • Space for everyone… and then some But here’s where it gets wild 👇 🎯 Next-Level Extras: • Huge workshop

$1,250,000

5 beds3.5 baths4,933 sq ft

5253 Ragged Point Rd, Cambridge, MD 21613

10.24 acre lot • 2 garage spots • Built 1988

(410) 228-0800

ABOUT THIS HOME
Waterfront Home for sale in Maryland, MD:
Pretty Views! This is a legally Licensed 2 Unit - Waterfront Home Plus 1 Bedroom Guest House/In-Law - home has 2 Bedrooms Plus Den - - 2 Baths - 70 ft private Pier - Deep Water - - Deck - Large Shed - Public Water - Central Air in Main house only - Main home built in 1986 - age of In-law unknown. Sold "as Is" Voluntary Community Association has ramp, pier and park - Separate Electric meters - separate septic - Ready for a quick settlement!

$545,000

3 beds3 baths1,192 sq ft

7818 Renshaw Rd, Pasadena, MD 21122

0.24 acre lot • Built 1986 • Listed 430 days

(410) 255-6650

Property at 101 Main St #119, Secretary, MD 21664, 3 beds, 2.5 baths

$295,000

3 beds2.5 baths1,809 sq ft

101 Main St #119, Secretary, MD 21664

(301) 774-5900

Property at 8620 Bozman Neavitt, St Michaels, MD 21663, 6 beds, 9 baths

$8,495,000

6 beds9 baths17,402 sq ft

8620 Bozman Neavitt, St Michaels, MD 21663

(202) 944-5000

Property at 117 Water St N Unit 1B, Chestertown, MD 21620, 1 bed, 1 bath

$200,000

1 bed1 bath700 sq ft

117 Water St N Unit 1B, Chestertown, MD 21620

(410) 673-3344

Property at 11400 Coastal Hwy Unit 7A, Ocean City, MD 21842, 3 beds, 2 baths

$799,000

3 beds2 baths1,498 sq ft

11400 Coastal Hwy Unit 7A, Ocean City, MD 21842

(410) 524-6400

Property at Lot #1 Exeter Rd, West Ocean City, MD 21842, 3 beds, 2.5 baths

$631,000

3 beds2.5 baths1,614 sq ft

Lot #1 Exeter Rd, West Ocean City, MD 21842

(410) 524-6400

Property at 13305 Wight St #103, Ocean City, MD 21842, 1 bed, 1 bath

$375,000

1 bed1 bath701 sq ft

13305 Wight St #103, Ocean City, MD 21842

(443) 552-7579

Property at 2 Dorchester St #306, Ocean City, MD 21842, 2 beds, 2.5 baths

$599,900

2 beds2.5 baths1,500 sq ft

2 Dorchester St #306, Ocean City, MD 21842

(443) 552-7579

Property at 31436 Sassafras River Ave, Galena, MD 21635, 4 beds, 3.5 baths

$2,150,000

4 beds3.5 baths5,236 sq ft

31436 Sassafras River Ave, Galena, MD 21635

(888) 860-7369

Property at 4108 Saulsbury Rd, Trappe, MD 21673, 5 beds, 1 bath

$2,250,000

5 beds1 bath2,278 sq ft

4108 Saulsbury Rd, Trappe, MD 21673

(877) 366-2213

Property at 170 Captains Quarters Rd #204, Ocean City, MD 21842, 2 beds, 2 baths

$310,000

2 beds2 baths832 sq ft

170 Captains Quarters Rd #204, Ocean City, MD 21842

(410) 524-6400

Property at 887 Deep Creek Dr #7, Mc Henry, MD 21541, 4 beds, 2 baths

$730,000

4 beds2 baths2,391 sq ft

887 Deep Creek Dr #7, Mc Henry, MD 21541

(301) 387-2000

Property at 111 58th St #46, Ocean City, MD 21842, 2 beds, 2 baths

$420,000

2 beds2 baths782 sq ft

111 58th St #46, Ocean City, MD 21842

(410) 543-4545

Property at 10135 Waterview Dr, Ocean City, MD 21842, 6 beds, 4.5 baths

$1,799,000

6 beds4.5 baths5,615 sq ft

10135 Waterview Dr, Ocean City, MD 21842

(443) 552-7579

Property at 112 / 114-A 75th St, Ocean City, MD 21842, 11 beds, 4 baths

$1,409,900

11 beds4 baths4,048 sq ft

112 / 114-A 75th St, Ocean City, MD 21842

(410) 208-3500

Property at 1757 Harbor Dr, Chester, MD 21619, 4 beds, 3.5 baths

$1,198,800

4 beds3.5 baths— sq ft

1757 Harbor Dr, Chester, MD 21619

(410) 729-7700

Property at 958 Seneca Park Rd, Middle River, MD 21220, 4 beds, 4 baths

$950,000

4 beds4 baths2,589 sq ft

958 Seneca Park Rd, Middle River, MD 21220

(410) 893-1199

Property at 107 Shade Hollow Rd, Grantsville, MD 21536, 3 beds, 2 baths

$299,800

3 beds2 baths1,520 sq ft

107 Shade Hollow Rd, Grantsville, MD 21536

(301) 745-4450

Property at 342 Lakefront Links Dr, Swanton, MD 21561, 5 beds, 5.5 baths

$1,500,000

5 beds5.5 baths3,606 sq ft

342 Lakefront Links Dr, Swanton, MD 21561

(301) 387-4700

Property at 4601-B Coastal Hwy #501, Ocean City, MD 21842, 3 beds, 3 baths

$749,900

3 beds3 baths1,662 sq ft

4601-B Coastal Hwy #501, Ocean City, MD 21842

(410) 524-6400

Property at 12301 Jamaica Ave Unit 156N4, Ocean City, MD 21842, 1 bed, 1 bath

$278,000

1 bed1 bath534 sq ft

12301 Jamaica Ave Unit 156N4, Ocean City, MD 21842

(443) 552-7579

Property at 21552 Chicken Point Rd, Tilghman, MD 21671, 5 beds, 2 baths

$899,000

5 beds2 baths2,655 sq ft

21552 Chicken Point Rd, Tilghman, MD 21671

(410) 829-3603

Property at 5111 Old Auger Rd, Crisfield, MD 21817, 3 beds, 3 baths

$450,000

3 beds3 baths2,531 sq ft

5111 Old Auger Rd, Crisfield, MD 21817

(410) 968-0478

Property at 12608 Selsey Rd, Ocean City, MD 21842, 4 beds, 3.5 baths

$1,999,999

4 beds3.5 baths4,523 sq ft

12608 Selsey Rd, Ocean City, MD 21842

(410) 524-6400

Property at 12395 Hidden Bay Dr, Berlin, MD 21811, 5 beds, 4 baths

$1,025,000

5 beds4 baths3,592 sq ft

12395 Hidden Bay Dr, Berlin, MD 21811

(443) 552-7579

Property at 1312 Tuggies Rd, Pasadena, MD 21122, 2 beds, 1 bath

$970,000

2 beds1 bath1,548 sq ft

1312 Tuggies Rd, Pasadena, MD 21122

(410) 320-2627

Property at 23794, 23790 Saint Clair Rd, California, MD 20619, 6 beds, 5.5 baths

$1,070,000

6 beds5.5 baths3,170 sq ft

23794, 23790 Saint Clair Rd, California, MD 20619

(240) 630-8689

Property at 21560 Chicken Point Rd, Tilghman, MD 21671, 3 beds, 2 baths

$799,000

3 beds2 baths1,314 sq ft

21560 Chicken Point Rd, Tilghman, MD 21671

(410) 829-3603

Property at 1214 Johnson Rd, Salisbury, MD 21804, 3 beds, 2 baths

$390,000

3 beds2 baths1,948 sq ft

1214 Johnson Rd, Salisbury, MD 21804

(443) 962-5665

Property at LOT#2 Exeter Rd, West Ocean City, MD 21842, 3 beds, 2.5 baths

$883,000

3 beds2.5 baths2,030 sq ft

LOT#2 Exeter Rd, West Ocean City, MD 21842

(410) 524-6400

Property at 421 Bayshore Dr #202, Ocean City, MD 21842, 2 beds, 2 baths

$480,000

2 beds2 baths1,000 sq ft

421 Bayshore Dr #202, Ocean City, MD 21842

(443) 856-2211

Property at 27295 Southside Island Creek Rd, Trappe, MD 21673, 6 beds, 5 baths

$7,985,000

6 beds5 baths9,566 sq ft

27295 Southside Island Creek Rd, Trappe, MD 21673

(410) 770-9255

Property at 714 Mooring Rd Unit C305, Ocean City, MD 21842, 2 beds, 2 baths

$365,000

2 beds2 baths1,026 sq ft

714 Mooring Rd Unit C305, Ocean City, MD 21842

(443) 856-2211

Property at 1826 Hoopersville, Fishing Creek, MD 21634, 2 beds, 2 baths

$799,000

2 beds2 baths1,200 sq ft

1826 Hoopersville, Fishing Creek, MD 21634

(410) 304-2011

Property at 1 Dock St #203, Crisfield, MD 21817, 2 beds, 2 baths

$244,000

2 beds2 baths1,283 sq ft

1 Dock St #203, Crisfield, MD 21817

(302) 846-7839

Property at 401 14th St #1, Ocean City, MD 21842, 2 beds, 2.5 baths

$779,900

2 beds2.5 baths1,206 sq ft

401 14th St #1, Ocean City, MD 21842

(410) 524-6400

Property at 5499 Anderby Hall Rd, Royal Oak, MD 21662, 3 beds, 4 baths

$4,000,000

3 beds4 baths5,921 sq ft

5499 Anderby Hall Rd, Royal Oak, MD 21662

(410) 543-4545

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Waterfront Homes for Sale in Maryland

There are currently 281 waterfront homes for sale in Maryland. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Maryland every 15 minutes.

Find your dream waterfront homes in Maryland using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Maryland are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Maryland. If you're looking to sell your home in the Maryland area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Maryland with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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