Accessible homes for sale & real estate in Leonardtown, MD

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ABOUT THIS HOME
Accessible Home for sale in Leonardtown, MD:
Over 1/2 Acre | No HOA | One-Level Living: Set on a level 0.60-acre lot, this home offers approximately 1,200 square feet of living space. New flooring and fresh paint throughout provide a clean, refreshed interior, while the covered front porch adds a welcoming touch. Conveniently located near historic downtown Leonardtown, Leonardtown Wharf, and just a short commute to Naval Air Station Patuxent River.

$299,500

3 beds1.5 baths1,218 sq ft

42163 Blacksmith Shop Rd, Leonardtown, MD 20650

Covered front porch • One-level living • Level lot

(301) 862-2169

ABOUT THIS HOME
Accessible Home for sale in Leonardtown, MD:
Welcome to Leonardtown Wharf, where waterfront views, walkability, and low-maintenance living come together in one of Leonardtown’s most sought-after communities. These townhomes rarely become available, making this a unique opportunity to own a spacious three-level residence in an exceptional location. Offering nearly 2,800 square feet, this four-bedroom, three-and-a-half-bath townhome features hardwood flooring throughout most of the home and an abundance of indoor and outdoor living space. The main level offers an open and comfortable layout with a distinctive kitchen and dining area featuring trendy checkerboard flooring. The living room opens to a large double deck overlooking th

$515,000

4 beds3.5 baths2,764 sq ft

22538 Landing Way, Leonardtown, MD 20650

Hardwood flooring • Waterfront views • Distinctive kitchen

(443) 771-8009

ABOUT THIS HOME
Accessible Home for sale in Leonardtown, MD:
Welcome to this well cared for home! This cape cod features an unfinished walk-in attic for future expansion. Finish it yourself for instant equity or keep it for storage. This home features a first-floor bedroom with walk in closet, linen closet and bath for those of you who do not like stairs. Large kitchen with 3 pantries and peninsula with tons of storage. Breakfast area as well as separate dining area or another family room. Large living room with electric fireplace. Humongous garage with opener and storage. Private vinyl fenced yard features a brick patio. Lovely landscaping with underground sprinkler system. Close to Hospital, Board of education, medical facilities, shopping, restaur

$474,900

3 beds2 baths1,710 sq ft

41495 Garrett Ct, Leonardtown, MD 20650

Pantry • First-floor bedroom • Brick patio

(301) 884-9493

ABOUT THIS HOME
Accessible Home for sale in Leonardtown, MD:
Interior Photos Coming Soon! Expected on market date is Sept 1, 2026 Welcome to 41888 Jenkins Court in the highly desirable Academy Hills community of Leonardtown! Perfectly situated within walking distance of the Leonardtown Wharf and historic Leonardtown Square, this exceptional home places you just moments from charming shops, local dining, breweries, community events, and all that downtown Leonardtown has to offer. Built by P. F. Summers, this beautifully maintained residence offers an inviting blend of elegance, comfort, and functionality. From the moment you arrive, the professionally designed landscaping and welcoming wraparound front porch create an impressive first impression, whil

$535,000

4 beds3.5 baths2,562 sq ft

41888 Jenkins Ct, Leonardtown, MD 20650

Spacious kitchen • Upgraded cabinetry • Center island

(443) 771-8009

ABOUT THIS HOME
Accessible Home for sale in Leonardtown, MD:
Welcome to an extraordinary waterfront experience in the Rosebank community of Leonardtown, where panoramic views of Breton Bay, a private sandy beach peninsula, deep-water boating access, and comfort-inspired amenities create one of St. Mary’s County’s remarkable waterfront offerings this year. Perfectly positioned to capture breathtaking water views, this exceptional property offers a rare opportunity to own a private waterfront oasis with an expansive shoreline along both Breton Bay and Combs Creek, extending all the way to the point of its sandy beach peninsula. Enhanced riprap protection, extensive landscaping, and mature surroundings create a truly unforgettable setting. E

$1,590,000

5 beds3.5 baths2,993 sq ft

40115 Combs Creek Way, Leonardtown, MD 20650

Saltwater pool • Panoramic views • Expansive shoreline

(301) 862-2169

Property at 40751 Merlin Way, Leonardtown, MD 20650, 5 beds, 2.5 baths

$615,000

5 beds2.5 baths2,601 sq ft

40751 Merlin Way, Leonardtown, MD 20650

(240) 993-9888

Property at 40659 Klear Ct, Leonardtown, MD 20650, 4 beds, 2.5 baths

$439,000

4 beds2.5 baths2,774 sq ft

40659 Klear Ct, Leonardtown, MD 20650

(301) 934-8407

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ABOUT THIS HOME
Accessible Home for sale in Leonardtown, MD:
What a fantastic home under 300k! This duplex gives you the best of both worlds. Parking in front of the home, new storm door, blinds, stainless steel appliances, flooring, paint, HWH, windows and HVAC. Roof 10 years young. Refreshed baths. High ceilings, deck with wooden privacy fenced back yard. Master with nice bath and large walk-in closet. Assumable 5.75% interest rate.

$299,900

3 beds2.5 baths1,422 sq ft

22055 Saint Elizabeths Ct, Great Mills, MD 20634

Refreshed baths • Deck • High ceilings

(301) 884-9493

ABOUT THIS HOME
Accessible Home for sale in Leonardtown, VA:
TURNKEY WATERFRONT RETREAT – ESTABLISHED AIRBNB OR YOUR DREAM SUMMER HOME! Discover the ultimate waterfront getaway in the desirable Ragged Point subdivision! Situated on almost a full acre with nearly 100 feet of waterfront along the beautiful lower Potomac River, this exceptional beach house offers the perfect blend of coastal charm, modern updates, and an unforgettable waterfront lifestyle. Currently operating as an active Airbnb with an established rental track record, this property presents an exciting opportunity to continue as a short-term rental investment, enjoy as a turnkey summer home, or make it your year-round waterfront retreat! An added benefit for waterfront buyers: Th

$945,000

4 beds2 baths2,248 sq ft

902 Blackbeard Pond Rd, Hague, VA 22469

Private dock • Motorized boat lift • Private sandy beach

(540) 681-1500

NEW CONSTRUCTION

ABOUT THIS HOME
Accessible Home for sale in Leonardtown, VA:
Construction has Started House in Drywall Stages Now and can be Completed in 60-90 days +- Purchaser still has time to pick some interior and exterior Finishes Located in Westmoreland County, in the charming, up-and-coming community of Glebe Harbor positioned on the Potomac River. This 3 bedroom, 2 bath has 1435 Square feet and features a 13x8 Front Porch and 12x19 Covered Deck with ample space for an evening grill or morning cup of coffee. Just few minutes to the beach and community centre featuring; a pool, tennis courts, boat ramp, clubhouse, and 4 sandy beaches. The home design features; ,an open floor plan, Tray Ceiling in the Living Area and 9ft ceilings throughout the rest of the

$299,900

3 beds2 baths1,435 sq ft

119 Merganser St, Montross, VA 22520

Covered deck • Clubhouse • Front porch

(540) 373-2000

ABOUT THIS HOME
Accessible Home for sale in Leonardtown, MD:
Nestled in the serene Woodland Acres, this charming ranch-style home offers a perfect blend of comfort and functionality. With 3 spacious bedrooms and 2 full bathrooms, this residence is designed for easy living. The heart of the home features a combination kitchen and living area, ideal for gatherings and everyday moments. Enjoy the convenience of modern appliances, dishwasher, and refrigerator, making meal prep a breeze. Step inside to discover luxury vinyl plank in the main living space, complemented by cozy carpeting in the bedrooms. The entry level bedroom provides flexibility for guests or a home office, while the primary bath offers a private retreat. The partially finished basement

$369,900

3 beds2 baths2,122 sq ft

23279 By The Mill Rd, California, MD 20619

0.73-acre lot • Handy shed • Luxury vinyl plank

(301) 684-4895

ABOUT THIS HOME
Accessible Home for sale in Leonardtown, VA:
NESTLED WITHIN THE TREES LIES THIS UNIQUE 3 BEDROOM, 2 BATH HOME FOR YEAR-ROUND ENJOYMENT. THE GREAT ROOM BOASTS WOODEN CEILING BEAMS ALONG WITH BUILT-IN BOOKCASE AND CABINETS ON ITS FIRST LEVEL. ON THE SECOND LEVEL THE HOME HAS A REMODELED KITCHEN WITH QUARTZ COUNTER TOPS, SOFT CLOSE SHAKER STYLE CABINETS AND DRAWERS, OPEN PANTRY, AND AN ADDITIONAL PANTRY CLOSET, DINING AREA HAS CATHEDRAL CEILING ALONG WITH AN ADDITIONAL BUFFET WITH QUARTZ COUNTERTOP AND WALL CABINETARY. THIS LEVEL HAS ACCESS TO THE TWO-TIER DECK (8'X8 AND 9'X13') AREA THAT GIVES YOU ROOM FOR RELAXATION, SPACE FOR GRILLING SOMETIMES YOU CAN OBSERVE VISITORS OF DEER, FOX, OWLS AND BIRDS IN THIS AREA. THE DECK HAS NEW POS

$359,900

3 beds2 baths2,087 sq ft

2894 N Independence Dr, Montross, VA 22520

Open pantry • Remodeled kitchen • Two-tier deck

(540) 373-2000

ABOUT THIS HOME
Accessible Home for sale in Leonardtown, MD:
Discover the perfect blend of comfort and convenience in this charming 2-bedroom, 2-bathroom unit located in the desirable Residences of Wildewood. Spanning 1,260 square feet, this home features an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, ideal for entertaining or cozy nights in. Step inside to find a beautifully designed space with combination of carpeting and elegant ceramic tile. The modern kitchen boasts essential appliances, including a built-in microwave, dishwasher, and electric oven/range, making meal prep a breeze. A pantry ensures you have ample storage for all your culinary needs. Retreat to the primary suite, complete with a walk-i

$289,900

2 beds2 baths1,260 sq ft

23560 F D R Blvd #305, California, MD 20619

$521 HOA • Garage • Built 2011

(301) 862-2169

Property at 422 South Glebe Rd, Montross, VA 22520, 3 beds, 2 baths

$550,000

3 beds2 baths1,670 sq ft

422 South Glebe Rd, Montross, VA 22520

Property at 23295 Sugar Pine Ln, California, MD 20619, 3 beds, 3 baths

$399,700

3 beds3 baths2,054 sq ft

23295 Sugar Pine Ln, California, MD 20619

(410) 286-1496

Property at 18645 Hebb Way, Drayden, MD 20630, 4 beds, 2.5 baths

$734,900

4 beds2.5 baths3,850 sq ft

18645 Hebb Way, Drayden, MD 20630

(301) 843-5100

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 45370 Barefoot Dr, California, MD 20619, 6 beds, 3.5 baths

$565,000

6 beds3.5 baths4,446 sq ft

45370 Barefoot Dr, California, MD 20619

(301) 934-8407

Property at 21020 Burch Family Ln, Avenue, MD 20609, 3 beds, 3 baths

$1,100,000

3 beds3 baths2,336 sq ft

21020 Burch Family Ln, Avenue, MD 20609

(443) 771-8009

Property at 88 Canoe Pl, Montross, VA 22520, 4 beds, 3 baths

$839,000

4 beds3 baths2,118 sq ft

88 Canoe Pl, Montross, VA 22520

(703) 222-3300

Property at 45846 Kingfisher, Lexington Park, MD 20653, 6 beds, 3.5 baths

$569,000

6 beds3.5 baths4,496 sq ft

45846 Kingfisher, Lexington Park, MD 20653

(301) 862-4000

Property at 22065 Mojave Dr, Great Mills, MD 20634, 3 beds, 2 baths

$294,700

3 beds2 baths1,056 sq ft

22065 Mojave Dr, Great Mills, MD 20634

(703) 581-8605

Property at 23520 F D R Blvd #204, California, MD 20619, 2 beds, 2 baths

$279,900

2 beds2 baths1,260 sq ft

23520 F D R Blvd #204, California, MD 20619

(301) 862-2169

Property at 23462 Sugar Pine Ln, California, MD 20619, 3 beds, 3 baths

$437,000

3 beds3 baths2,190 sq ft

23462 Sugar Pine Ln, California, MD 20619

(301) 862-2169

Property at 22386 Laceys Ln, California, MD 20619, 4 beds, 2.5 baths

$414,900

4 beds2.5 baths1,834 sq ft

22386 Laceys Ln, California, MD 20619

(240) 925-2224

Property at 20846 Autumn Mill Ct, Great Mills, MD 20634, 4 beds, 3 baths

$434,990

4 beds3 baths2,010 sq ft

20846 Autumn Mill Ct, Great Mills, MD 20634

(240) 615-8395

Property at 191 Seagull Ct, Montross, VA 22520, 3 beds, 2 baths

$384,900

3 beds2 baths1,673 sq ft

191 Seagull Ct, Montross, VA 22520

(540) 775-5661

Accessible Homes for Sale in Leonardtown

There are currently 7 accessible homes for sale in Leonardtown at a median listing price of $600K. 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 82 days. This map is refreshed with the newest listings in Leonardtown every 15 minutes.

In the past month, 4 homes have been sold in Leonardtown. In addition to houses in Leonardtown, there was also 1 condo, 10 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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