4 Bedroom homes for sale & real estate in Leonardtown, MD

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COMING SOON

ABOUT THIS HOME
4 Bedroom Homes for Sale in Leonardtown, MD
Stunning Dunleigh model by Marrick Homes on over 1 full acre in desirable Leonardtown Farms! Offering nearly 3,400 sq ft of finished living space, this beautifully maintained 4BR/2.5BA home features a spacious, gourmet kitchen with large center island, upgraded cabinets and granite countertops, and stainless steel appliances – perfect for entertaining. Enjoy formal living and dining rooms, plus a comfortable family room with fireplace just off the kitchen. A private office/study on the main level is ideal for remote work or flex space. The full, unfinished basement provides endless potential for future expansion and/or storage. Step outside to a beautiful backyard featuring a stamped

$699,900

4 beds2.5 baths3,372 sq ft

42975 Baywood Pl, Leonardtown, MD 20650

1.08 acre lot • 3 garage spots • Built 2010

(888) 860-7369

ABOUT THIS HOME
4 Bedroom Homes for Sale in Leonardtown, MD
Welcome to 23581 Gallent Fox Way, a beautifully maintained and thoughtfully upgraded home nestled in the heart of highly desirable Leonard’s Grant. Situated in one of Leonardtown’s most sought-after communities, this 4-bedroom, 3.5-bath 3,933 sq ft residence combines comfort, convenience, and a true sense of community living. Perfectly positioned directly across from the community pool and recreation center and adjacent to the neighborhood Green, this location offers stunning views and unmatched access to neighborhood amenities right outside your front door. Step inside to find a warm, inviting layout enhanced by a recently renovated kitchen featuring modern finishes, ample cabi

$645,900

4 beds3.5 baths3,736 sq ft

23581 Gallent Fox Way, Leonardtown, MD 20650

9,733 sq ft lot • 2 garage spots • Community pool

(443) 771-8009

ABOUT THIS HOME
4 Bedroom Homes for Sale in Leonardtown, MD
Nestled within one of the most desirable subdivisions, this classic two-story Colonial welcomes you home with charm and a sense of privacy on two wooded acres Step inside and feel the warmth of meticulously cared-for details : gleaming hardwood floors through the main level, a spacious separate dining room into a beautifully updated kitchen. Corian countertops, stainless steel appliances, and center island make it a joy to cook and gather Kitchen opens into a cozy family room anchored by a wood-burning fireplace and a light-filled sunroom with lots of windows inviting the outside in. Connecting deck overlooking your own peaceful woods Upstairs, four generous bedrooms offer restful retr

$574,900

4 beds2.5 baths2,594 sq ft

20753 Chestnut Ridge Dr, Leonardtown, MD 20650

2 acre lot • 2 garage spots • Built 1994

(301) 862-2169

ABOUT THIS HOME
4 Bedroom Homes for Sale in Leonardtown, MD
COMING SOON! Beautiful 4 bedroom, 2 1/2 bathroom colonial on over half an acre lot in Breton Bay! This home has has everything you could want with formal living & dining rooms, kitchen w/ upgraded counter tops and appliances. The kitchen has bar style seating, a breakfast nook with built in bench and a seating area perfect for morning coffee and enjoying views of the back yard and pool. The back yard is landscaped with various flowering plants & bushes. The salt water pool provides endless opportunities to relax and entertain in this outdoor oasis. The entire yard has 6 ft. vinyl fencing and ample storage with several sheds. Close to schools, shopping, and area amenities. Jus

$550,000

4 beds2.5 baths2,328 sq ft

22338 White Oak Rd, Leonardtown, MD 20650

0.66 acre lot • 2 garage spots • Pool

(301) 862-2169

ABOUT THIS HOME
4 Bedroom Homes for Sale in Leonardtown, MD
Waterfront Retreat with Spectacular Sunsets Waterfront Retreat with Spectacular Sunsets. Welcome to your dream waterfront retreat! This charming 4-bedroom, 2-bath home is perfectly situated on 2.1 quiet acres with no HOA, offering the peace and privacy you’ve been looking for. Step inside to find large windows that frame breathtaking water views and allow natural light to fill the spacious living room, dining room, kitchen, and family room. A large screened-in porch invites you to relax and take in the fresh breezes while watching the spectacular sunsets over the water. Enjoy waterfront living with your very own private pier, ideal for boating, fishing, or simply unwinding by the shor

$859,000

4 beds2 baths2,586 sq ft

40171 Little Woods Ln, Leonardtown, MD 20650

2.1 acre lot • Garage • Built 1954

(301) 862-2169

Property at 43018 Bluejay Ln, Leonardtown, MD 20650, 4 beds, 2.5 baths

$645,900

4 beds2.5 baths2,888 sq ft

43018 Bluejay Ln, Leonardtown, MD 20650

(443) 771-8009

Property at lot 106-23683 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$449,900

4 beds3.5 baths— sq ft

lot 106-23683 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 105- 23689 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$449,900

4 beds3.5 baths— sq ft

Lot 105- 23689 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 104- 23695 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$449,900

4 beds3.5 baths— sq ft

Lot 104- 23695 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at 42043 Starlight Dr, Leonardtown, MD 20650, 4 beds, 3.5 baths

$559,900

4 beds3.5 baths2,472 sq ft

42043 Starlight Dr, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 103 - 23701 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$489,900

4 beds3.5 baths— sq ft

Lot 103 - 23701 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 95-23718 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$449,900

4 beds3.5 baths— sq ft

Lot 95-23718 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Oakley D1 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$469,900

4 beds3.5 baths2,966 sq ft

Oakley D1 Plan, Leonardtown, MD 20650

Listing provided by Zillow

Property at Cumberland D1 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$479,900

4 beds3.5 baths3,095 sq ft

Cumberland D1 Plan, Leonardtown, MD 20650

Listing provided by Zillow

Property at Madison D1 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths2,571 sq ft

Madison D1 Plan, Leonardtown, MD 20650

Listing provided by Zillow

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 Madison D2 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths2,604 sq ft

Madison D2 Plan, Leonardtown, MD 20650

Listing provided by Zillow

Property at Madison D3 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths2,554 sq ft

Madison D3 Plan, Leonardtown, MD 20650

Listing provided by Zillow

Property at 41810 Chelsey Faye Ln, Leonardtown, MD 20650, 4 beds, 3 baths

$720,000

4 beds3 baths2,650 sq ft

41810 Chelsey Faye Ln, Leonardtown, MD 20650

(301) 684-4895

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

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Nearby homes that match your criteria

NEW 12 HRS AGO

ABOUT THIS HOME
4 Bedroom Homes for Sale in Leonardtown, MD
Completely renovated. Better than new. New custom ceramic tile work in bathrooms by Santos. Kitchen has new Sunny wood cabinets. New quartz Calcutta Gray counter tops. Kitchen has stainless steel Samsung Bespoke appliances: slide in range, French door refrigerator with dual ice and water, slide in range, built in microwave and wine cooler New large Trex deck off kitchen. New red oak hardwood floor on main level. New carpet in bedrooms. New vinyl plank flooring on lower live and enclosed porch. New plumbing fixtures throughout. Over 3 acres, detached garage and carports.

$450,000

4 beds3.5 baths2,450 sq ft

25294 Vista Rd, Hollywood, MD 20636

Large trex deck • Vinyl plank flooring • Detached garage

(301) 355-6104

ABOUT THIS HOME
4 Bedroom Homes for Sale in Leonardtown, MD
Welcome to this beautifully updated colonial that proves good things come to those who renovate! This charming four-bedroom, two-and-a-half-bathroom home offers 2,088 square feet of thoughtfully refreshed living space that's ready to welcome its next chapter. Enter to discover gleaming refinished wood floors that flow throughout the main level, complemented by fresh paint that brightens every corner. The gourmet kitchen steals the show with stunning granite countertops, rich cherry cabinets, and a convenient breakfast bar perfect for morning coffee or casual dining. Adjacent to the kitchen, you'll find a cozy breakfast nook featuring a pellet stove – ideal for those chilly Maryland mo

$429,900

4 beds2.5 baths2,088 sq ft

45655 Centerview Ln, Great Mills, MD 20634

7,870 sq ft lot • 2 garage spots • Built 1995

(540) 662-4500

ABOUT THIS HOME
4 Bedroom Homes for Sale in Leonardtown, MD
Welcome to 44913 Widgeon Place, a beautifully maintained colonial tucked away on a quiet cul-de-sac just minutes from Naval Air Station Patuxent River. This home delivers the best of Southern Maryland living, surrounded by the Patuxent and Potomac Rivers with convenient access to the Chesapeake Bay. The charming front porch sets the stage, offering a warm welcome and the perfect place to relax and take in the peaceful surroundings. Inside, the home opens to gleaming hardwood floors, an elegant staircase, and an airy layout designed for comfort and flow. The spacious kitchen offers gently used appliances, ample counter space, and a pantry ideal for everyday cooking and entertaining. The adjo

$469,900

4 beds2.5 baths2,430 sq ft

44913 Widgeon Pl, Callaway, MD 20620

0.24 acre lot • 2 garage spots • Built 2000

(301) 843-5100

COMING SOON

ABOUT THIS HOME
4 Bedroom Homes for Sale in Leonardtown, MD
Located in the quiet Meadow Lake neighborhood, this well-maintained 4-bedroom, 2.5-bath colonial offers a comfortable and truly move-in ready living experience. The home features a newly updated kitchen and a refreshed primary bathroom, bringing modern appeal to its classic design. Set on a quiet lot, the property includes a peaceful backyard—ideal for unwinding or everyday outdoor enjoyment. With close proximity to schools, shopping, and Pax River, the location provides both convenience and a welcoming residential atmosphere. The unfinished basement offers excellent potential for future expansion, giving new owners the opportunity to customize the space to suit their needs. Additiona

$425,000

4 beds2.5 baths2,084 sq ft

22190 Goldenrod Dr, Great Mills, MD 20634

9,736 sq ft lot • 2 garage spots • Built 1999

(301) 298-2892

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom Homes for Sale in Leonardtown, 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
4 Bedroom Homes for Sale in Leonardtown, MD
Welcome to 45890 Skipjack Dr, a beautifully maintained home that offers comfort, convenience, and tremendous value in the heart of Lexington Park. This inviting property boasts a bright, functional layout featuring spacious living areas, a well-equipped kitchen, a cozy breakfast nook, a formal dining room, and a sun-filled morning room. Upstairs, you’ll find generously sized bedrooms, including a welcoming primary suite, with additional rooms ideal for family, guests, or a home office. Step outside to enjoy a private backyard perfect for relaxing, grilling, or creating your own outdoor oasis. The home is complete with an attached garage and a driveway for effortless, convenient parkin

$470,000

4 beds4 baths3,402 sq ft

45890 Skipjack Dr, Lexington Park, MD 20653

0.31 acre lot • 2 garage spots • Built 2001

(240) 737-5000

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 43998 Swift Fox Dr, California, MD 20619, 4 beds, 3.5 baths

$540,000

4 beds3.5 baths3,413 sq ft

43998 Swift Fox Dr, California, MD 20619

Property at 994 N Glebe Rd, Montross, VA 22520, 4 beds, 3 baths

$749,900

4 beds3 baths2,835 sq ft

994 N Glebe Rd, Montross, VA 22520

(703) 222-3300

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

$625,000

4 beds4 baths4,495 sq ft

43248 Waverly Ct, Hollywood, MD 20636

(301) 862-2169

Property at 45869 Belvoir Rd, Great Mills, MD 20634, 4 beds, 2.5 baths

$399,000

4 beds2.5 baths2,662 sq ft

45869 Belvoir Rd, Great Mills, MD 20634

(410) 394-0990

Property at 24440 Morgan Rd, Hollywood, MD 20636, 4 beds, 3 baths

$424,900

4 beds3 baths2,058 sq ft

24440 Morgan Rd, Hollywood, MD 20636

(240) 925-2224

Property at 20932 Sawgrass Dr, Lexington Park, MD 20653, 4 beds, 3.5 baths

$485,000

4 beds3.5 baths3,490 sq ft

20932 Sawgrass Dr, Lexington Park, MD 20653

(833) 335-7433

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 43361 Quail St, Hollywood, MD 20636, 4 beds, 3.5 baths

$625,000

4 beds3.5 baths3,769 sq ft

43361 Quail St, Hollywood, MD 20636

(571) 386-1075

Property at 23771 Myrtle Glen Way, California, MD 20619, 4 beds, 3 baths

$415,000

4 beds3 baths2,290 sq ft

23771 Myrtle Glen Way, California, MD 20619

(240) 484-8887

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 23609 Crosswinds Way, California, MD 20619, 4 beds, 3.5 baths

$450,800

4 beds3.5 baths2,452 sq ft

23609 Crosswinds Way, California, MD 20619

Property at 23175 Whistlewood Ln, California, MD 20619, 4 beds, 2.5 baths

$489,900

4 beds2.5 baths2,169 sq ft

23175 Whistlewood Ln, California, MD 20619

$279,999

4 beds2.5 baths1,693 sq ft

20801 Harlequin Ln, Callaway, MD 20620

(888) 889-5764

4 Bedroom Homes for Sale in Leonardtown

There are currently 20 4 bedroom homes in Leonardtown. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Leonardtown stay on the market for 56 days. This map is refreshed with the newest listings in Leonardtown every 15 minutes.

In the past month, 7 homes have been sold in Leonardtown. In addition to houses in Leonardtown, there was also 1 condo, 7 townhouses, and 0 multi-family units for sale in Leonardtown last month. Find your dream home in Leonardtown 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 Leonardtown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Leonardtown. Our Leonardtown real estate stats and trends will give you more information about home buying and selling trends in Leonardtown. If you're looking to sell your home in the Leonardtown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Leonardtown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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