Homes with Garages for Sale in Leonardtown, MD

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ABOUT THIS HOME
Home with Garage 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
Home with Garage 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

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ABOUT THIS HOME
Home with Garage 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

ABOUT THIS HOME
Home with Garage 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
Home with Garage for sale in Leonardtown, MD:
Discover this stunning cedar siding contemporary waterfront home offering a perfect blend of comfort and character. Enjoy water access with a private shared dock, ideal for relaxing days on the water. Freshly painted throughout with brand-new flooring in basement and two bedrooms, this home shines inside and out. The sunroom features beautiful slate floors and peaceful views of the surrounding landscape. The living room boasts soaring ceilings, a brick fireplace, while the dining room showcases hardwood floors. The primary bedroom includes a private full bath for added convenience. Additional highlights include a mudroom, 2-car garage, and fully finished basement. Experience the beauty of w

$800,000

3 beds3 baths3,683 sq ft

41832 Foxwell Point Ln, Leonardtown, MD 20650

3.39 acre lot • 2 garage spots • Built 1991

(410) 535-6291

Property at 21117 Catnip Ct, Leonardtown, MD 20650, 5 beds, 3.5 baths

$610,000

5 beds3.5 baths3,526 sq ft

21117 Catnip Ct, Leonardtown, MD 20650

(443) 771-8009

Property at 40461 Old Breton Beach Rd, Leonardtown, MD 20650, 2 beds, 2.5 baths

$689,900

2 beds2.5 baths2,040 sq ft

40461 Old Breton Beach Rd, Leonardtown, MD 20650

(855) 450-0442

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 20959 Redgate Ln, Leonardtown, MD 20650, 3 beds, 1 bath

$219,000

3 beds1 bath1,026 sq ft

20959 Redgate Ln, Leonardtown, MD 20650

(443) 660-9229

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 21925 Budds Creek Rd, Leonardtown, MD 20650, 3 beds, 2 baths

$465,000

3 beds2 baths2,527 sq ft

21925 Budds Creek Rd, 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 18937 Hodges Ln, Leonardtown, MD 20650, 3 beds, 2 baths

$659,000

3 beds2 baths1,834 sq ft

18937 Hodges Ln, Leonardtown, MD 20650

(301) 609-9000

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 Wathen Rd, Leonardtown, MD 20650, 5 beds, 4 baths

$831,025

5 beds4 baths4,700 sq ft

Wathen Rd, Leonardtown, MD 20650

(240) 224-8005

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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NEW 1 HR AGO

ABOUT THIS HOME
Home with Garage 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

COMING SOON

ABOUT THIS HOME
Home with Garage 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

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Garage for sale in Leonardtown, VA:
New Construction! To Be Built One level living 3 bedroom, 2 full baths, One Car Built-in Garage w garage door opener. Stainless Kitchen Appliances wit hard surface counters and Island Hard surface flooring in common areas and bathrooms Asphalt Driveway Concrete front Porch Screened rear deck with steps to grade. Located in water front community of Glebe Harbor only a short drive to the Town of Montross See Floor Plan and Elevation in Documents. Photos of same plan built on another parcel in Glebe Harbor.

$309,900

3 beds2 baths1,307 sq ft

Lot 58 South Glebe Rd, Montross, VA 22520

0.25 acre lot • Garage • Community pool

(540) 710-8800

ABOUT THIS HOME
Home with Garage for sale in Leonardtown, MD:
Freshly painted and ready for it's next chapter! This delightful 3-bedroom home in Tall Timbers offers comfortable living with plenty of potential to make it your own. Featuring a light and bright interior with new paint throughout, it’s the perfect canvas for your personal style. Enjoy the peaceful surroundings of this sought-after community while still being just minutes from local conveniences, waterfront activities, and with a convenient commute to Patuxent River Naval Air Station. Don’t miss this opportunity to own a charming home in a wonderful location!

$399,900

3 beds2.5 baths1,500 sq ft

17863 2nd St, Tall Timbers, MD 20690

Garage • Built 2006 • Listed 4 days

(301) 855-8600

$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

COMING SOON

ABOUT THIS HOME
Home with Garage 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

Property at 45890 Skipjack Dr, Lexington Park, MD 20653, 4 beds, 4 baths

$470,000

4 beds4 baths3,402 sq ft

45890 Skipjack Dr, Lexington Park, MD 20653

(240) 737-5000

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 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 63 Bayview Ln, Hague, VA 22469, 2 beds, 1 bath

$495,000

2 beds1 bath840 sq ft

63 Bayview Ln, Hague, VA 22469

Property at 43913 Eucalyptus Way, California, MD 20619, 3 beds, 3.5 baths

$425,000

3 beds3.5 baths2,240 sq ft

43913 Eucalyptus Way, California, MD 20619

(301) 855-8600

Property at 1287 Glebe Harbor Dr, Montross, VA 22520, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths1,440 sq ft

1287 Glebe Harbor Dr, Montross, VA 22520

(804) 493-1888

Property at 44140 Outrigger Way, California, MD 20619, 1 bed, 1.5 baths

$308,500

1 bed1.5 baths1,645 sq ft

44140 Outrigger Way, 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 23015 Wedgewood Ln, California, MD 20619, 3 beds, 2.5 baths

$474,900

3 beds2.5 baths1,728 sq ft

23015 Wedgewood Ln, California, MD 20619

(240) 925-2224

Property at 252 Lighthouse Ln, Montross, VA 22520, 3 beds, 2.5 baths

$369,000

3 beds2.5 baths1,500 sq ft

252 Lighthouse Ln, Montross, VA 22520

(703) 222-3300

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

Homes with Garages for Sale in Leonardtown

There are currently 20 homes with garages for sale in Leonardtown at a median listing price of $550K. 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 53 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, 11 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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