Pending Listings in St. Mary's County, MD

123 homes

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UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in St. Mary's County, MD:
Welcome to sought-after Breton Bay, just minutes from the heart of Leonardtown! This spacious five-bedroom home sits on a generous . 77-acre lot and offers the perfect blend of comfort, functionality, and neighborhood amenities. Enjoy the charm of a wraparound front porch, a maintenance-free deck, and a large, level backyard with plenty of room to relax, entertain, and play. Inside, the first floor features luxury vinyl plank flooring throughout most of the living spaces, with ceramic tile in the upgraded kitchen, complete with an island. The versatile layout includes a formal dining room, a dedicated office, an additional living room, and a step-down family room, providing plenty of space

$589,900

5 beds2.5 baths2,652 sq ft

21747 Potomac View Dr, Leonardtown, MD 20650

Ceramic tile kitchen • Formal dining room • Large level backyard

(301) 208-2288

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in St. Mary's County, MD:
Come visit this charming home located in a peaceful, quiet rural setting among farms and the Amish community, yet just minutes from historic downtown Leonardtown where you will find numerous shops and restaurants to explore and enjoy. The home sits on a nicely cleared one acre lot with large front yard and fenced in back yard complete with an Amish built chicken coop and a spacious 11'x24' shed to house all of your extra tools and toys. Inside, you'll find an inviting open floor plan featuring a cozy family room with a gas fireplace, ideal for gatherings. The kitchen boasts upgraded countertops, stainless steel appliances, an eat-in area and large kitchen island, making meal prep a delight.

$499,000

3 beds2.5 baths2,258 sq ft

25165 Jones Rd, Mechanicsville, MD 20659

Open floor plan • Cleared one acre lot • Spacious shed

(301) 208-2288

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in St. Mary's County, MD:
Fixer-upper opportunity featuring 3 bedrooms, 2 bathrooms, and a 2-car garage. Set on a desirable, level wooded lot, this property offers a quiet, tree-lined backdrop and plenty of room to roam. Bring your contractor, your design vision, and your imagination to transform this diamond in the rough into a stunning showcase. Sold as-is—bring all offers!

$269,700

3 beds2 baths1,640 sq ft

45261 Cuckold Creek Ln, Hollywood, MD 20636

Level wooded lot • 1.04 acre lot • 2 garage spots

(410) 286-1496

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in St. Mary's County, MD:
AS-IS, needs work. Address does not match the street address (County is corecting). Sqft on tax ercord incorrect also; doesn't include lower finished level.

$250,000

2 beds1.5 baths2,850 sq ft

22259 Linwood Way, Great Mills, MD 20634

0.23 acre lot • Built 1990

(301) 863-2400

UNDER CONTRACTFLOOR PLAN

ABOUT THIS HOME
Pending Listing in St. Mary's County, MD:
Rare Waterfront Estate in Leonardtown! Nestled on 26.62 scenic acres, this charming Cape Cod farmhouse offers an unbeatable blend of pastoral beauty and waterfront living. Enjoy sweeping views of Blake Creek, extensive water frontage, and a private pier—perfect for kayaking, paddle boarding, crabbing, fishing, and peaceful small motor boating on this quiet tidal inlet. Inside, thoughtful additions provide multiple living spaces for relaxing and entertaining. The main level features a welcoming entry sitting room with a brick-surrounded electric fireplace, a spacious family room with a wood stove, and a dramatic sunroom with vaulted beam ceilings and a wall of sliding glass doors showc

$850,000

3 beds3 baths2,731 sq ft

19445 Blake Farms Ln, Leonardtown, MD 20650

Waterfront estate • Private pier • Spacious family room

(301) 863-2400

Property at 22995 Wedgewood Ln, California, MD 20619, 3 beds, 3 baths

$474,900

3 beds3 baths3,090 sq ft

22995 Wedgewood Ln, California, MD 20619

(240) 925-2224

Property at 45817 Meadowlark Dr, Great Mills, MD 20634, 4 beds, 3.5 baths

$494,900

4 beds3.5 baths3,904 sq ft

45817 Meadowlark Dr, Great Mills, MD 20634

(301) 862-2169

Property at 44798 Medleys Neck Rd, Leonardtown, MD 20650, 4 beds, 4.5 baths

$772,000

4 beds4.5 baths3,000 sq ft

44798 Medleys Neck Rd, Leonardtown, MD 20650

(301) 843-5100

Property at 44706 Clarkes Landing Rd, Hollywood, MD 20636, 4 beds, 2 baths

$425,000

4 beds2 baths2,032 sq ft

44706 Clarkes Landing Rd, Hollywood, MD 20636

(301) 862-2169

Property at 22630 Quiet Ln, Leonardtown, MD 20650, 3 beds, 2.5 baths

$467,000

3 beds2.5 baths1,568 sq ft

22630 Quiet Ln, Leonardtown, MD 20650

(301) 884-9493

Property at 35455 Golf Course Dr, Mechanicsville, MD 20659, 3 beds, 2 baths

$425,000

3 beds2 baths1,344 sq ft

35455 Golf Course Dr, Mechanicsville, MD 20659

(443) 771-8009

Property at 43905 Lanedon Dr, Leonardtown, MD 20650, 3 beds, 2 baths

$290,000

3 beds2 baths1,568 sq ft

43905 Lanedon Dr, Leonardtown, MD 20650

(301) 702-4200

Property at 23678 Myrtle Point Rd, California, MD 20619, 3 beds, 3 baths

$499,000

3 beds3 baths1,560 sq ft

23678 Myrtle Point Rd, California, MD 20619

(443) 771-8009

Property at 30185 Melissa Ct, Mechanicsville, MD 20659, 3 beds, 2 baths

$399,900

3 beds2 baths1,728 sq ft

30185 Melissa Ct, Mechanicsville, MD 20659

(301) 702-4200

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

$775,000

3 beds2.5 baths2,591 sq ft

38884 Collinwood Dr, Abell, MD 20606

(301) 702-4200

Property at 20953 Pintail Ct, Callaway, MD 20620, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths2,731 sq ft

20953 Pintail Ct, Callaway, MD 20620

(301) 208-2288

Property at 24975 Beavan Ct, Chaptico, MD 20621, 3 beds, 2 baths

$449,000

3 beds2 baths1,848 sq ft

24975 Beavan Ct, Chaptico, MD 20621

(443) 771-8009

Property at 28335 Old Village Rd, Mechanicsville, MD 20659, 4 beds, 2.5 baths

$549,900

4 beds2.5 baths2,546 sq ft

28335 Old Village Rd, Mechanicsville, MD 20659

(301) 862-2169

Property at 26251 True Grit Ct, Mechanicsville, MD 20659, 4 beds, 2.5 baths

$529,900

4 beds2.5 baths2,032 sq ft

26251 True Grit Ct, Mechanicsville, MD 20659

(410) 535-1000

Property at 26875 Redgate Dr, Mechanicsville, MD 20659, 3 beds, 2.5 baths

$415,000

3 beds2.5 baths2,100 sq ft

26875 Redgate Dr, Mechanicsville, MD 20659

(301) 862-2169

Property at 44971 Shore Dr, Tall Timbers, MD 20690, 4 beds, 3 baths

$394,900

4 beds3 baths2,280 sq ft

44971 Shore Dr, Tall Timbers, MD 20690

(855) 450-0442

Property at 18532 Cherryfield Rd, Drayden, MD 20630, 3 beds, 2 baths

$475,000

3 beds2 baths1,948 sq ft

18532 Cherryfield Rd, Drayden, MD 20630

(301) 862-2169

Property at 48448 Mattapany Rd, Lexington Park, MD 20653, 7 beds, 3 baths

$350,000

7 beds3 baths2,530 sq ft

48448 Mattapany Rd, Lexington Park, MD 20653

(301) 298-2892

Property at 22220 Bull Rd, Leonardtown, MD 20650, 4 beds, 4 baths

$590,000

4 beds4 baths3,750 sq ft

22220 Bull Rd, Leonardtown, MD 20650

(301) 855-8600

Property at 21762 N Essex Dr, Lexington Park, MD 20653, 4 beds, 2 baths

$274,900

4 beds2 baths1,375 sq ft

21762 N Essex Dr, Lexington Park, MD 20653

(301) 862-2169

Property at 23341 Red Oak Ct, California, MD 20619, 3 beds, 2.5 baths

$289,900

3 beds2.5 baths1,700 sq ft

23341 Red Oak Ct, California, MD 20619

(301) 870-7653

Property at 42163 Blacksmith Shop Rd, Leonardtown, MD 20650, 3 beds, 1.5 baths

$299,500

3 beds1.5 baths1,218 sq ft

42163 Blacksmith Shop Rd, Leonardtown, MD 20650

(301) 862-2169

Property at 22055 Saint Elizabeths Ct, Great Mills, MD 20634, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths1,422 sq ft

22055 Saint Elizabeths Ct, Great Mills, MD 20634

(301) 884-9493

Property at 23405 Marview Ct, Leonardtown, MD 20650, 3 beds, 3.5 baths

$450,000

3 beds3.5 baths2,306 sq ft

23405 Marview Ct, Leonardtown, MD 20650

(410) 394-0990

Property at 36102 Bay Dr, Maddox, MD 20621, 3 beds, 1 bath

$280,000

3 beds1 bath1,344 sq ft

36102 Bay Dr, Maddox, MD 20621

(301) 862-2169

Property at 38842 Foley Mattingly Rd, Mechanicsville, MD 20659, 3 beds, 2 baths

$349,999

3 beds2 baths1,620 sq ft

38842 Foley Mattingly Rd, Mechanicsville, MD 20659

(443) 967-6687

Property at 37995 Mohawk Dr, Charlotte Hall, MD 20622, 3 beds, 2.5 baths

$555,000

3 beds2.5 baths1,848 sq ft

37995 Mohawk Dr, Charlotte Hall, MD 20622

(301) 863-2400

Property at 16320 Point Lookout Rd, St Marys City, MD 20653, 6 beds, 4.5 baths

$339,000

6 beds4.5 baths2,912 sq ft

16320 Point Lookout Rd, St Marys City, MD 20653

(301) 298-2892

Property at 21712 Cabot Pl, Lexington Park, MD 20653, 3 beds, 1.5 baths

$199,000

3 beds1.5 baths1,100 sq ft

21712 Cabot Pl, Lexington Park, MD 20653

(301) 862-2169

Property at 44602 Cedar Ct, California, MD 20619, 3 beds, 2.5 baths

$500,000

3 beds2.5 baths2,178 sq ft

44602 Cedar Ct, California, MD 20619

(410) 286-9632

Property at 21845 Primrose Willow Ln Unit E, Lexington Park, MD 20653, 3 beds, 2 baths

$265,000

3 beds2 baths1,220 sq ft

21845 Primrose Willow Ln Unit E, Lexington Park, MD 20653

(240) 925-6881

Property at 21940 Baja, Great Mills, MD 20634, 4 beds, 2 baths

$325,000

4 beds2 baths1,200 sq ft

21940 Baja, Great Mills, MD 20634

(301) 208-2288

Property at 24861 Three Notch Rd, Hollywood, MD 20636, 3 beds, 1 bath

$319,900

3 beds1 bath1,170 sq ft

24861 Three Notch Rd, Hollywood, MD 20636

(410) 286-1496

Property at 45059 Nolan Ct, Hollywood, MD 20636, 4 beds, 2 baths

$499,990

4 beds2 baths2,771 sq ft

45059 Nolan Ct, Hollywood, MD 20636

(301) 881-6398

Property at 46461 Porto Bello Ct, Drayden, MD 20630, 5 beds, 3 baths

$670,000

5 beds3 baths3,430 sq ft

46461 Porto Bello Ct, Drayden, MD 20630

(301) 862-2169

Property at 26837 Erin Dr, Mechanicsville, MD 20659, 3 beds, 2 baths

$419,990

3 beds2 baths1,800 sq ft

26837 Erin Dr, Mechanicsville, MD 20659

(240) 925-2224

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Pending Listings in St. Mary's County

There are currently 123 pending listings for sale in St. Mary's County at a median listing price of $450K. 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 58 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, 100 homes have been sold in St. Mary's County. In addition to houses in St. Mary's County, there were also 11 condos, 60 townhouses, and 1 multi-family unit 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.

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