New Listings for Sale in Leonardtown, MD

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COMING SOON

ABOUT THIS HOME
New Listing 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
New Listing 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

VIDEO TOUR

ABOUT THIS HOME
New Listing for sale in Leonardtown, MD:
Welcome to this spacious 5-bedroom, 3.5-bath home nestled on a beautiful corner lot in sought-after Leonard’s Grant. From the inviting covered porch to the thoughtfully designed open floor plan, this home offers both comfort and functionality. The gourmet kitchen seamlessly flows into the great room—perfect for entertaining. Step out onto the private patio just off the kitchen and savor your morning coffee in peace. The main-level primary suite features a sitting area and a large bathroom with dual vanities, offering a private retreat from the rest of the home. Upstairs, you’ll find a versatile loft area and three generously sized bedrooms. The fully finished basement adds

$639,000

5 beds3.5 baths4,500 sq ft

41430 Challedon Way, Leonardtown, MD 20650

Covered porch • Gourmet kitchen • Private patio

(443) 771-8009

NEW CONSTRUCTION

ABOUT THIS HOME
New Listing for sale in Leonardtown, MD:
* * * Immediate Delivery * * * Builder Incentive, BE HOME IN TIME FOR THE HOLIDAYS, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 106 Madison D3: Welcome to Meadows at Town Run. .. .Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex spac

$449,900

4 beds3.5 baths— sq ft

lot 106-23683 Dragonfly Ln, Leonardtown, MD 20650

Community amenities • Swimming pool • Fenced backyard

(443) 771-8009

OPEN FRI, 12PM TO 2PM

ABOUT THIS HOME
New Listing for sale in Leonardtown, MD:
* * * Immediate Delivery * * * Builder Incentive, BE HOME IN TIME FOR THE HOLIDAYS, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 104 Madison D3: Welcome to Meadows at Town Run. .. . Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex sp

$449,900

4 beds3.5 baths— sq ft

Lot 104- 23695 Dragonfly Ln, Leonardtown, MD 20650

Community amenities • Large walk-in pantry • Fenced backyard

(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

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COMING SOON

ABOUT THIS HOME
New Listing for sale in Leonardtown, MD:
Welcome to 23041 Ash Court, an inviting and spacious 5-bedroom, 2.5-bath home nestled on a beautiful corner lot in the highly desirable Redwood of Wildewood community. Offering nearly 3,000 sq ft of comfortable living space and set on just under a half-acre, this home delivers the perfect blend of privacy, function, and neighborhood charm. Step inside to discover a bright and flowing floor plan designed for everyday living and effortless entertaining. The updated eat-in kitchen features modern finishes, ample cabinetry, generous counter space, and a huge walk-in pantry, ideal for extra storage and organization. The kitchen opens to warm and welcoming living spaces that are perfect for gathe

$520,000

5 beds2.5 baths2,948 sq ft

23041 Ash Ct, California, MD 20619

0.43 acre lot • Built 1990

(443) 771-8009

COMING SOON

ABOUT THIS HOME
New Listing 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

$624,999

5 beds3.5 baths6,877 sq ft

45656 Edge Mill Ct, Great Mills, MD 20634

0.38 acre lot • 2 garage spots • Built 2005

(240) 737-5000

ABOUT THIS HOME
New Listing for sale in Leonardtown, MD:
THIS BEAUTY STANDS ALONE IN THE MARKET RIGHT NOW. FOR UNDER $300K: GLEAMING HARDWOODS ON THE LIVING LEVEL, NEW CARPET AND PAD THROUGHOUT THE UPPER LEVEL, NEW STAINLESS APPLIANCES, NEW SOFT-CLOSE CABINETS, CUSTOM BUTCHER BLOCK COUNTERTOPS, CUSTOM HAND-LAID TILE BACKSPLASH, FIREPLACE, ALL NEW LIGHTING AND HARDWARE THROUGHOUT, WASHER/DRYER, CROWN MOLDING THROUGHOUT, FRESH PAINT, NEW WINDOWS THROUGHOUT, LARGE ROOM SIZES, LOVELY MAIN SUITE WITH DUAL CLOSETS AND PRIVATE BATH, FRENCH DOORS TO A SPACIOUS FENCED BACK YARD. WALK TO SCHOOL/ DINING/SHOPPING, 10 MINUTES TO PAX RIVER NAWCAD.

$298,750

3 beds2.5 baths1,332 sq ft

22415 Greenview Ct, Great Mills, MD 20634

$55 HOA • Built 1983

(443) 771-8009

COMING SOON

ABOUT THIS HOME
New Listing for sale in Leonardtown, MD:
Welcome to Piney Point living at its finest—your chance to own a slice of waterfront charm on Maryland’s treasured St. George’s Creek. This beautifully maintained rambler delivers the perfect blend of comfort, convenience, and coastal lifestyle, all in a quiet, no-HOA community with DEEDED water access and front-yard water views. Step inside and feel instantly at home. The open-concept layout is bright, inviting, and designed for easy living—whether you’re hosting friends, relaxing after a long day, or enjoying a peaceful morning coffee. The kitchen is the heart of the home and shines with granite countertops, stainless steel appliances, and plenty of cabinet s

$324,000

2 beds2 baths1,040 sq ft

45394 Walnut St, Piney Point, MD 20674

6,000 sq ft lot • 6 parking spots • Built 2005

(301) 970-2447

ABOUT THIS HOME
New Listing 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 44792 Locust Ridge Ct #858, California, MD 20619, 2 beds, 1.5 baths

$235,000

2 beds1.5 baths936 sq ft

44792 Locust Ridge Ct #858, California, MD 20619

(410) 326-3133

Property at 23155 Pine Bark Ln, California, MD 20619, 3 beds, 2 baths

$325,000

3 beds2 baths1,366 sq ft

23155 Pine Bark Ln, California, MD 20619

(301) 862-2169

Property at 21396 Lookout Dr, Lexington Park, MD 20653, 3 beds, 3.5 baths

$325,000

3 beds3.5 baths2,528 sq ft

21396 Lookout Dr, Lexington Park, MD 20653

(410) 326-3133

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 45246 Coledorall Ct, California, MD 20619, 3 beds, 2 baths

$370,000

3 beds2 baths1,144 sq ft

45246 Coledorall Ct, California, MD 20619

(443) 975-7555

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 23459 Sugar Pine Ln, California, MD 20619, 3 beds, 3 baths

$414,900

3 beds3 baths2,148 sq ft

23459 Sugar Pine Ln, California, MD 20619

(410) 220-4648

$279,999

4 beds2.5 baths1,693 sq ft

20801 Harlequin Ln, Callaway, MD 20620

(888) 889-5764

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 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 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 44672 Willow Oak Ct, California, MD 20619, 3 beds, 2.5 baths

$315,000

3 beds2.5 baths1,405 sq ft

44672 Willow Oak Ct, California, MD 20619

(888) 860-7369

Property at 44123 Plowmans Ln Unit B, California, MD 20619, 3 beds, 2.5 baths

$333,990

3 beds2.5 baths1,628 sq ft

44123 Plowmans Ln Unit B, California, MD 20619

(410) 878-7465

Property at Saint Johns Rd, Hollywood, MD 20636

$250,000

— beds— baths— sq ft

Saint Johns Rd, Hollywood, MD 20636

(301) 862-2169

New Listings for Sale in Leonardtown

There are currently 6 new listings for sale in Leonardtown at a median listing price of $525K. 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 50 days. This map is refreshed with the newest listings in Leonardtown every 15 minutes.

In the past month, 11 homes have been sold in Leonardtown. In addition to houses in Leonardtown, there was also 1 condo, 13 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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