Waterfront homes for sale & real estate in St. Mary's County, MD

43 homes

Sort:

Recommended

COMING SOON

ABOUT THIS HOME
Waterfront Home for sale in St. Mary's County, MD:
Beautiful 108-acre farm on Carroll Pond with limited access to the Chesapeake Bay. The original 1900s home has seen updates over the years and currently operates as an Airbnb (Trinity Oaks Farm). A hunter’s dream, private getaway, or ideal full-time homestead. The property includes 42 acres of forest, 33 acres of fields with 3 paddocks (with water and electric), and 32 acres of marsh and pond. Enjoy two ponds, wooded trails, abundant wildlife, and fenced areas for animals. The land is enrolled in a Preservation & Forestry Stewardship Plan. Several outbuildings provide additional utility. Kayak from the pond out to the bay and take in the peaceful, secluded setting. Cable has rec

$1,050,000

4 beds3 baths2,214 sq ft

49465 Demko Rd, Lexington Park, MD 20653

108.84 acre lot • Built 1900

(301) 862-2169

ABOUT THIS HOME
Waterfront Home for sale in St. Mary's County, MD:
Welcome to your waterfront sanctuary and entertainers dream home! The custom craftmanship in this home will amaze you. This 4 bedroom 2 1/2 bathroom home has everything at your fingertips. Family room w/ fireplace and exposed beams. Built in bar and entertainment space off family room and kitchen. Large gourmet kitchen and formal dining room. Upper level with primary bedroom and primary bathroom. 3 additional bedrooms and a full bathroom. The detached garage has a loft style apartment with kitchen and full bathroom. Pier with both stair and private road access . Sailboat depth with 6' MLW. Close to area amenities and access to Route 235. Schedule your online appointment today.

$1,200,000

4 beds2.5 baths2,671 sq ft

25890 Whiskey Creek Rd, Hollywood, MD 20636

1.07 acre lot • 2 garage spots • Built 2002

(301) 862-2169

ABOUT THIS HOME
Waterfront Home for sale in St. Mary's County, MD:
Southern Maryland waterfront beach dreamhome! This stately cape-cod style cottage features 2 bedrooms, and a guest loft (easily used as a 3rd bedroom/sleeping quarter), 2 full bathrooms, an inviting open floor plan with formal dining, cozy living space, and a bright kitchen. Feel right at home the minute you walk through the door, taking in the breathtaking views from every window! Wide open, unobstructed views of the Potomac River, as well as surrounding forrest/creek. No shortage of space to entertain on the back, side and front yards, the large garage, and the perfect beach for beachdays, fishing, boating, and bonfires. Beautiful oversized detached garage with pull through bay doors, i

$598,000

3 beds2 baths1,440 sq ft

14005 Cornfield Harbor Dr, Scotland, MD 20687

Open floor plan • Large garage • Unobstructed views

(443) 968-9595

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in St. Mary's County, MD:
Welcome to a luxuriously crafted waterfront home where design and comfort meet the tranquility of coastal living. Perfectly positioned to capture sweeping views of Cuckold Creek, this residence showcases exceptional finishes and attention to detail throughout. The Hardie board exterior, accented by lush landscaping and a charming gazebo overlooking the shoreline and pier, evokes a timeless Dutch Colonial aesthetic with modern coastal flair. Step inside and experience luxury and scenic water views at every turn — from the stunning owner’s suite to the showstopping kitchen featuring top-of-the-line appliances, including a Miele coffee system, and beautifully detailed cabinetry. Th

$1,675,000

3 beds3.5 baths4,241 sq ft

44850 Joy Chapel Rd, Hollywood, MD 20636

0.58 acre lot • Garage • Built 1973

(240) 925-2224

ABOUT THIS HOME
Waterfront Home for sale in St. Mary's County, MD:
Discover the charm and tranquility of country living with this beautiful waterfront property offering breathtaking views of the Patuxent River and St. Thomas Creek. The open main-level floor plan of this 3BR 2FB home captures water views from most areas, as does the rear of the fully finished walkout-level basement. The spacious walk-up attic could potentially offer future expansion into a third floor—perhaps maybe with dormers—to further enhance living space and capture even more stunning panoramic views. Enjoy the outdoors from the large rear deck or take advantage of direct water access with a private pier, jet ski ramp, boat lift, pier-side storage shed, and small beach area

$599,900

3 beds2 baths3,140 sq ft

43979 Drum Cliff Rd, Hollywood, MD 20636

1.01 acre lot • 4 parking spots • Built 1945

(301) 609-9000

Property at 23396 Esperanza Cir, Lexington Park, MD 20653, 5 beds, 5.5 baths

$2,975,000

5 beds5.5 baths5,003 sq ft

23396 Esperanza Cir, Lexington Park, MD 20653

(301) 862-2169

Property at 38884 Collinwood Dr, Abell, MD 20606, 3 beds, 2.5 baths

$825,000

3 beds2.5 baths2,591 sq ft

38884 Collinwood Dr, Abell, MD 20606

(410) 535-6291

Property at 41832 Foxwell Point Ln, Leonardtown, MD 20650, 3 beds, 3 baths

$800,000

3 beds3 baths3,683 sq ft

41832 Foxwell Point Ln, Leonardtown, MD 20650

(410) 535-6291

Property at 20798 Waterside Dr, Leonardtown, MD 20650, 2 beds, 1 bath

$450,000

2 beds1 bath1,018 sq ft

20798 Waterside Dr, Leonardtown, MD 20650

(410) 535-6291

Property at 17203 Piney Point Rd, Piney Point, MD 20674, 6 beds, 3 baths

$874,900

6 beds3 baths2,683 sq ft

17203 Piney Point Rd, Piney Point, MD 20674

(202) 506-3674

Property at 40461 Old Breton Beach Rd, Leonardtown, MD 20650, 2 beds, 2.5 baths

$689,900

2 beds2.5 baths2,040 sq ft

40461 Old Breton Beach Rd, Leonardtown, MD 20650

(855) 450-0442

Property at 16242 Thomas Rd, Piney Point, MD 20674, 3 beds, 2.5 baths

$1,199,998

3 beds2.5 baths2,080 sq ft

16242 Thomas Rd, Piney Point, MD 20674

(202) 932-5100

Property at 23395 Esperanza Cir, Lexington Park, MD 20653, 5 beds, 3 baths

$899,000

5 beds3 baths2,483 sq ft

23395 Esperanza Cir, Lexington Park, MD 20653

(301) 862-2169

Property at 16460 Sayre Point Ln, Piney Point, MD 20674, 4 beds, 2 baths

$875,000

4 beds2 baths2,322 sq ft

16460 Sayre Point Ln, Piney Point, MD 20674

(301) 862-2169

Property at 18368 Hartman Dr, Lexington Park, MD 20653, 3 beds, 3 baths

$799,900

3 beds3 baths3,108 sq ft

18368 Hartman Dr, Lexington Park, MD 20653

(301) 684-4895

Property at 20436 Bowles Rd, Coltons Point, MD 20626, 2 beds, 2 baths

$355,000

2 beds2 baths896 sq ft

20436 Bowles Rd, Coltons Point, MD 20626

(443) 975-7555

Property at 24754 Half Pone Point Rd, Hollywood, MD 20636, 5 beds, 5 baths

$1,650,000

5 beds5 baths4,857 sq ft

24754 Half Pone Point Rd, Hollywood, MD 20636

(301) 862-2169

Property at 20938 Olen Mattingly Rd, Avenue, MD 20609, 4 beds, 3.5 baths

$775,000

4 beds3.5 baths1,962 sq ft

20938 Olen Mattingly Rd, Avenue, MD 20609

(703) 581-8605

Property at 49716 Airedele Rd, Ridge, MD 20680, 6 beds, 3 baths

$864,998

6 beds3 baths4,000 sq ft

49716 Airedele Rd, Ridge, MD 20680

(888) 860-7369

Property at 15363 Holly Dr, Scotland, MD 20687, 5 beds, 1.5 baths

$450,000

5 beds1.5 baths1,344 sq ft

15363 Holly Dr, Scotland, MD 20687

(301) 355-6104

Property at 21210 Bernie Lawrence Ln, Abell, MD 20606, 4 beds, 4 baths

$899,900

4 beds4 baths2,544 sq ft

21210 Bernie Lawrence Ln, Abell, MD 20606

(301) 884-7000

Property at 19700 Mulberry Fields Rd, Leonardtown, MD 20650, 6 beds, 4.5 baths

$20,000,000

6 beds4.5 baths13,458 sq ft

19700 Mulberry Fields Rd, Leonardtown, MD 20650

(202) 483-6300

Property at 17615 Driftwood Dr, Tall Timbers, MD 20690, 3 beds, 2.5 baths

$599,000

3 beds2.5 baths2,945 sq ft

17615 Driftwood Dr, Tall Timbers, MD 20690

(240) 925-2224

Property at 45991 Clarks Rd, California, MD 20619, 2 beds, 2 baths

$549,000

2 beds2 baths880 sq ft

45991 Clarks Rd, California, MD 20619

(410) 535-6291

Property at 39020 Sonnie Way, Clements, MD 20624, 1 bed, 1 bath

$499,000

1 bed1 bath392 sq ft

39020 Sonnie Way, Clements, MD 20624

(888) 860-7369

Property at 43088 Island Vw, Hollywood, MD 20636, 3 beds, 2 baths

$649,850

3 beds2 baths1,372 sq ft

43088 Island Vw, Hollywood, MD 20636

(301) 609-9000

Property at 18937 Hodges Ln, Leonardtown, MD 20650, 3 beds, 2 baths

$659,000

3 beds2 baths1,834 sq ft

18937 Hodges Ln, Leonardtown, MD 20650

(301) 609-9000

Property at Undisclosed address, Leonardtown, MD 20650, 4 beds, 2 baths

$1,750,000

4 beds2 baths2,130 sq ft

Undisclosed address, Leonardtown, MD 20650

(301) 686-0545

Property at 37420 River Springs Rd, Avenue, MD 20609, 2 beds, 1.5 baths

$577,000

2 beds1.5 baths2,112 sq ft

37420 River Springs Rd, Avenue, MD 20609

(301) 884-9493

Property at 14623 C Way Dr, Scotland, MD 20687, 3 beds, 3 baths

$925,000

3 beds3 baths2,304 sq ft

14623 C Way Dr, Scotland, MD 20687

(571) 814-3002

Property at 37201 Gibson Rd, Bushwood, MD 20618, 4 beds, 2 baths

$2,950,000

4 beds2 baths2,349 sq ft

37201 Gibson Rd, Bushwood, MD 20618

(202) 234-3344

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 42520 Riverwinds Dr, Leonardtown, MD 20650, 4 beds, 2 baths

$1,999,999

4 beds2 baths2,744 sq ft

42520 Riverwinds Dr, Leonardtown, MD 20650

(301) 862-2169

Property at 16252 Thomas Rd, Piney Point, MD 20674

$339,000

— beds— baths— sq ft

16252 Thomas Rd, Piney Point, MD 20674

(202) 932-5100

Property at Lot 2 Ewell Ln, Hollywood, MD 20636

$200,000

— beds— baths— sq ft

Lot 2 Ewell Ln, Hollywood, MD 20636

(301) 609-9000

Property at 45410 Clarks Mill Rd, Hollywood, MD 20636

$899,000

— beds— baths— sq ft

45410 Clarks Mill Rd, Hollywood, MD 20636

(540) 374-1111

Property at 16129 Piney Point Rd, Piney Point, MD 20674

$559,000

— beds— baths— sq ft

16129 Piney Point Rd, Piney Point, MD 20674

(301) 863-2400

Property at 45493 Deer Crossing Ln, California, MD 20619

$350,000

— beds— baths— sq ft

45493 Deer Crossing Ln, California, MD 20619

(888) 860-7369

Property at 0 Waterloo Rd, Coltons Point, MD 20626

$499,900

— beds— baths— sq ft

0 Waterloo Rd, Coltons Point, MD 20626

(301) 862-2169

Property at 18500 Shipwreck Way, Dameron, MD 20628

$450,000

— beds— baths— sq ft

18500 Shipwreck Way, Dameron, MD 20628

(301) 298-2892

Property at 39645 Sweetpea Ln, Leonardtown, MD 20650

$799,900

— beds— baths— sq ft

39645 Sweetpea Ln, Leonardtown, MD 20650

(301) 609-9000

Viewing page 1 of 2

Waterfront Homes for Sale in St. Mary's County

There are currently 43 waterfront homes for sale in St. Mary's County at a median listing price of $465K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in St. Mary's County stay on the market for 49 days and receive 2 offers. This map is refreshed with the newest listings in St. Mary's County every 15 minutes.

In the past month, 133 homes have been sold in St. Mary's County. In addition to houses in St. Mary's County, there were also 17 condos, 54 townhouses, and 2 multi-family units for sale in St. Mary's County last month. Find your dream home in St. Mary's County 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 St. Mary's County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in St. Mary's County. If you're looking to sell your home in the St. Mary's County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in St. Mary's County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for St. Mary's County, MD

Nearby Counties

Cities

Nearby Counties with Waterfront Homes

Nearby Cities with Waterfront Homes

More to explore in St. Mary's County, MD

How to buy a house in St. Mary's County, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.