Homes with Pools for Sale in St. Mary's County, MD

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ABOUT THIS HOME
Home with a Pool 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 beds2.5 baths2,214 sq ft

49465 Demko Rd, Lexington Park, MD 20653

108.84 acre lot • 10 parking spots • Built 1900

(301) 862-2169

NEW 13 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in St. Mary's County, MD:
Brand new home is ready and waiting for you! This popular 4-bedroom home, thoughtfully upgraded for modern living. Highlights include quartz countertops, stainless steel appliances, and luxury vinyl plank flooring throughout the main level. The master suite features a custom-tiled shower, while 9' ceilings add an airy feel. Exterior upgrades include a sodded lawn with an in-ground sprinkler system. Builder provides 2-10 warranty. Located near Piney Point Lighthouse and Museum with enjoy easy access to the public pier and beach. Dining and shopping options like Ruddy Duck Restaurant and Chief's/Dent's Store are just minutes away. Boat launching facility less than a mile away.

$559,900

4 beds2.5 baths2,400 sq ft

17490 Lighthouse Commons Dr, Piney Point, MD 20674

Quartz countertops • Custom-tiled shower • Sodded lawn

(301) 862-2169

ABOUT THIS HOME
Home with a Pool for sale in St. Mary's County, MD:
welcome to 37250 tanyard dr, a beautifully maintained home set on a gorgeous piece of property in mechanicsville. major updates were completed in 2021, including the roof, windows, and doors, giving you peace of mind for years to come. inside, the home is thoughtfully laid out with comfortable, functional spaces that flow well for everyday living and entertaining. you’ll appreciate the rare convenience of four bathrooms, including two full baths and two additional baths, offering plenty of room for family and guests. the primary suite is a true retreat, featuring a spacious master bathroom and a large walk-in closet. step outside and you’ll find an entertainer’s dream. the

$475,000

4 beds2 baths1,988 sq ft

37250 Tanyard Dr, Mechanicsville, MD 20659

1.01 acre lot • 2 garage spots • Pool

(240) 222-3200

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in St. Mary's County, MD:
Located in highly desirable Mechanicsville, this spacious 5-bedroom, 3-bath home sits on a beautiful and private 4+ acre lot with a fantastic flat yard. Enjoy multiple outbuildings—perfect for storage, hobbies, or equipment. The home features a large kitchen and updated bathrooms throughout. Nestled in a quiet neighborhood, this property offers room to grow and the peace of country living with convenience close by.

$430,000

5 beds3 baths1,426 sq ft

27320 Days End Ln, Mechanicsville, MD 20659

4.69 acre lot • Built 1988

(301) 298-2892

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in St. Mary's County, MD:
Nestled in the charming Rustic Hills neighborhood, this delightful split-level home offers a perfect blend of comfort and community. Built in 1977, This home has been well cared for with NVAC replaced 2021, Owner's suite totally redone 2025, New roof 2025, Windows and siding replaced 2025. It features four spacious bedrooms and two and a half bathrooms, making it an ideal retreat for those seeking a warm and inviting atmosphere. Step inside to discover beautiful hardwood flooring that flows throughout the living spaces, complemented by a cozy brick fireplace-perfect for gathering with loved ones on chilly evenings. The well-appointed kitchen boasts essential appliances, including a dishwa

$469,900

4 beds2.5 baths2,352 sq ft

39441 Oak Ct, Mechanicsville, MD 20659

0.95 acre lot • 2 garage spots • Built 1977

(540) 662-4500

Property at 21681 Shelby St, Great Mills, MD 20634, 3 beds, 2 baths

$369,900

3 beds2 baths1,352 sq ft

21681 Shelby St, Great Mills, MD 20634

(410) 326-3133

Property at 23581 Gallent Fox Way, Leonardtown, MD 20650, 4 beds, 3.5 baths

$645,900

4 beds3.5 baths3,736 sq ft

23581 Gallent Fox Way, Leonardtown, MD 20650

(443) 771-8009

Property at 23170 Longview Blvd, Bushwood, MD 20618, 3 beds, 2.5 baths

$389,900

3 beds2.5 baths2,016 sq ft

23170 Longview Blvd, Bushwood, MD 20618

(240) 925-9431

Property at 21398 Arum Pl, Lexington Park, MD 20653, 4 beds, 2.5 baths

$449,900

4 beds2.5 baths2,348 sq ft

21398 Arum Pl, Lexington Park, MD 20653

(240) 925-9431

Property at 21675 Galatea St, Lexington Park, MD 20653, 3 beds, 2 baths

$349,900

3 beds2 baths1,368 sq ft

21675 Galatea St, Lexington Park, MD 20653

(240) 925-2224

Property at 45655 Centerview Ln, Great Mills, MD 20634, 4 beds, 2.5 baths

$429,900

4 beds2.5 baths2,088 sq ft

45655 Centerview Ln, Great Mills, MD 20634

(540) 662-4500

Property at 45656 Edge Mill Ct, Great Mills, MD 20634, 5 beds, 3.5 baths

$624,999

5 beds3.5 baths6,877 sq ft

45656 Edge Mill Ct, Great Mills, MD 20634

(240) 737-5000

Property at 44913 Widgeon Pl, Callaway, MD 20620, 4 beds, 2.5 baths

$469,900

4 beds2.5 baths2,430 sq ft

44913 Widgeon Pl, Callaway, MD 20620

(301) 843-5100

Property at 22087 Spring Valley Dr, Lexington Park, MD 20653, 3 beds, 1.5 baths

$180,000

3 beds1.5 baths1,280 sq ft

22087 Spring Valley Dr, Lexington Park, MD 20653

(301) 862-2222

Property at 23041 Ash Ct, California, MD 20619, 5 beds, 2.5 baths

$520,000

5 beds2.5 baths2,948 sq ft

23041 Ash Ct, California, MD 20619

(443) 771-8009

Property at 17863 2nd St, Tall Timbers, MD 20690, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,500 sq ft

17863 2nd St, Tall Timbers, MD 20690

(301) 855-8600

Property at 49220 Demko Rd, Lexington Park, MD 20653, 3 beds, 2 baths

$449,000

3 beds2 baths1,680 sq ft

49220 Demko Rd, Lexington Park, MD 20653

(410) 268-8696

Property at 13935 Point Lookout Rd, Ridge, MD 20680, 6 beds, 3.5 baths

$579,990

6 beds3.5 baths3,088 sq ft

13935 Point Lookout Rd, Ridge, MD 20680

(301) 855-8600

Property at 20753 Chestnut Ridge Dr, Leonardtown, MD 20650, 4 beds, 2.5 baths

$574,900

4 beds2.5 baths2,594 sq ft

20753 Chestnut Ridge Dr, Leonardtown, MD 20650

(301) 862-2169

Property at 35587 Golf Course Dr, Mechanicsville, MD 20659, 4 beds, 3 baths

$455,000

4 beds3 baths2,448 sq ft

35587 Golf Course Dr, Mechanicsville, MD 20659

Property at 46170 N Greens Rest Dr, Great Mills, MD 20634, 4 beds, 3.5 baths

$574,900

4 beds3.5 baths4,104 sq ft

46170 N Greens Rest Dr, Great Mills, MD 20634

(301) 863-2400

Property at 29845 Coolidge Dr, Mechanicsville, MD 20659, 3 beds, 2 baths

$369,900

3 beds2 baths1,871 sq ft

29845 Coolidge Dr, Mechanicsville, MD 20659

(410) 286-1496

Property at 22415 Greenview Ct, Great Mills, MD 20634, 3 beds, 2.5 baths

$298,750

3 beds2.5 baths1,332 sq ft

22415 Greenview Ct, Great Mills, MD 20634

(443) 771-8009

Property at 45851 N Poteat Ct, California, MD 20619, 4 beds, 2 baths

$308,999

4 beds2 baths1,400 sq ft

45851 N Poteat Ct, California, MD 20619

(301) 862-4000

Property at 25890 Whiskey Creek Rd, Hollywood, MD 20636, 4 beds, 2.5 baths

$1,200,000

4 beds2.5 baths2,671 sq ft

25890 Whiskey Creek Rd, Hollywood, MD 20636

(301) 862-2169

Property at 41430 Challedon Way, Leonardtown, MD 20650, 5 beds, 3.5 baths

$639,000

5 beds3.5 baths4,500 sq ft

41430 Challedon Way, Leonardtown, MD 20650

(443) 771-8009

Property at 38050 E Edinview Ct, Mechanicsville, MD 20659, 4 beds, 3 baths

$485,000

4 beds3 baths1,638 sq ft

38050 E Edinview Ct, Mechanicsville, MD 20659

(410) 535-6291

Property at 14005 Cornfield Harbor Dr, Scotland, MD 20687, 3 beds, 2 baths

$598,000

3 beds2 baths1,440 sq ft

14005 Cornfield Harbor Dr, Scotland, MD 20687

(443) 968-9595

Property at 44180 Cross Bow Ln, California, MD 20619, 3 beds, 2.5 baths

$599,000

3 beds2.5 baths2,655 sq ft

44180 Cross Bow Ln, California, MD 20619

(301) 862-2169

Property at 43248 Waverly Ct, Hollywood, MD 20636, 4 beds, 4 baths

$659,900

4 beds4 baths4,495 sq ft

43248 Waverly Ct, Hollywood, MD 20636

(301) 862-2169

Property at 20907 Governors Mill Ct, Great Mills, MD 20634, 5 beds, 3 baths

$540,000

5 beds3 baths2,950 sq ft

20907 Governors Mill Ct, Great Mills, MD 20634

(301) 290-0808

Property at 26669 Queentree Rd, Mechanicsville, MD 20659, 3 beds, 2 baths

$725,000

3 beds2 baths2,055 sq ft

26669 Queentree Rd, Mechanicsville, MD 20659

(540) 662-4500

Property at 21660 N Essex Dr, Lexington Park, MD 20653, 3 beds, 2 baths

$240,000

3 beds2 baths1,568 sq ft

21660 N Essex Dr, Lexington Park, MD 20653

(443) 771-8009

Property at 26579 Yowaiski Mill Rd, Mechanicsville, MD 20659, 3 beds, 2 baths

$342,500

3 beds2 baths1,152 sq ft

26579 Yowaiski Mill Rd, Mechanicsville, MD 20659

(703) 201-5440

Property at 22338 White Oak Rd, Leonardtown, MD 20650, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths2,328 sq ft

22338 White Oak Rd, Leonardtown, MD 20650

(301) 862-2169

Property at 25228 Sotterley Rd, Hollywood, MD 20636, 3 beds, 1.5 baths

$449,000

3 beds1.5 baths1,624 sq ft

25228 Sotterley Rd, Hollywood, MD 20636

(888) 860-7369

Property at 44850 Joy Chapel Rd, Hollywood, MD 20636, 3 beds, 3.5 baths

$1,675,000

3 beds3.5 baths4,241 sq ft

44850 Joy Chapel Rd, Hollywood, MD 20636

(240) 925-2224

Property at 21452 Compass Ct, Lexington Park, MD 20653, 5 beds, 3.5 baths

$470,000

5 beds3.5 baths4,334 sq ft

21452 Compass Ct, Lexington Park, MD 20653

(301) 843-5100

Property at 29057 Ann Cir, Mechanicsville, MD 20659, 4 beds, 3 baths

$479,900

4 beds3 baths2,298 sq ft

29057 Ann Cir, Mechanicsville, MD 20659

(301) 870-7653

Property at 29850 Eldorado Farm Dr, Mechanicsville, MD 20659, 4 beds, 3.5 baths

$699,500

4 beds3.5 baths4,344 sq ft

29850 Eldorado Farm Dr, Mechanicsville, MD 20659

(240) 583-1183

Property at 21488 Forest Run Dr, Lexington Park, MD 20653, 3 beds, 2 baths

$300,000

3 beds2 baths1,152 sq ft

21488 Forest Run Dr, Lexington Park, MD 20653

(410) 535-6291

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Homes with Pools for Sale in St. Mary's County

There are currently 311 homes with pools 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 54 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, 88 homes have been sold in St. Mary's County. In addition to houses in St. Mary's County, there were also 13 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.

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