Leonardtown Homes for Sale

Sort Option
  • _score
  • Price ↓
  • Newest Listings First
  • Square Footage ↓
  • Year Built ↓
Grid
List
Map

Single Family

22295 GORE STREET, LEONARDTOWN, Maryland 20650

2Bedroom(s)
1Bathroom(s)
3Parking(s)
25Picture(s)
854Sqft
This is a very charming home with an excellent view of St. Clements Bay, where you would enjoy beach & boating privileges. This 2 bedroom 1 bath home features an eat-in kitchen and living room with vent free gas fireplace. Also includes a detached garage, shed and rear deck. Driveway was recently paved to the street.
$230,000

Single Family

41447 CHALLEDON WAY, LEONARDTOWN, Maryland 20650

5Bedroom(s)
4Bathroom(s)
4Parking(s)
25Picture(s)
3,400Sqft
This stately QBH Mattingly model with lovely brick accents is newly available in the popular Leonard's Grant Community! Meticulously maintained home boasts 5 spacious bedrooms; 3 1/2 baths; Formal living room with crown molding; Formal dining room with crown and chair rail molding; Hardwood flooring through-out; Large gourmet kitchen complete with center island, double wall ovens, gas cooktop ope
$465,000

Single Family

40862 SPRING HOUSE LANE, LEONARDTOWN, Maryland 20650

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,797Sqft
Pleasant one-story living in sought-after Breton Bay neighborhood. Fabulous new kitchen counters and appliances are ready for you! Hardwood floors in main part of house and in the attached great room with gas fireplace. Relax in the cheerful Florida room.
$306,900

Single Family

44105 VIBBERT LANE, LEONARDTOWN, Maryland 20650

3Bedroom(s)
3Bathroom(s)
25Picture(s)
2,600Sqft
NO HOA: ample parking for 6-8 vehicles....or your boat or RV plus over-sized 2 car garage! Beautiful home in perfect condition and check out the yard! In addition to the 3 generous bedrooms, there is a large sitting room off of master bedroom that could be a 4th bedroom or a perfect office. Huge covered rear porch; open interior floor plan.
$415,000

Single Family

21810 ROSE BANK ROAD, LEONARDTOWN, Maryland 20650

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,908Sqft
Welcome to this beautiful waterfront home in a serene corner of Leonardtown! Uniquely located on a quiet road, this lovely brick home sits on 1.29 partially wooded acres on Cherry Cove Creek. Nature abounds. Enjoy terrific views from all the the open living space facing the water, flowing from the kitchen/dining area to the large adjoining family room.
$485,000

Single Family

41191 BRETON BEACH RD, LEONARDTOWN, Maryland 20650

4Bedroom(s)
4Bathroom(s)
25Picture(s)
62.87Acre
Amazing opportunity to own 63+ acres on the Breton Bay Peninsula within walking distance to the Potomac River and several boat ramps nearby. Nearly level land offers a mix of pasture and woods.
$860,000

Single Family

43935 MAIN WAY ROAD, LEONARDTOWN, Maryland 20650

3Bedroom(s)
3Bathroom(s)
5Parking(s)
25Picture(s)
1,644Sqft
Walk on the beach, swim in the river, or kayak to your heart's content! Then return home and enjoy the outdoors from the upper deck or the lower screened-in in porch.
$300,000

Single Family

22595 POINT LOOKOUT, LEONARDTOWN, Maryland 20650

3Bedroom(s)
1Bathroom(s)
6Picture(s)
1,388Sqft
As-IS beautiful lot with a home that needs to be rehabbed .
$99,500

Single Family

21130 WOODMERE DRIVE, LEONARDTOWN, Maryland 20650

4Bedroom(s)
3Bathroom(s)
6Parking(s)
25Picture(s)
2,396Sqft
Coming Soon! Great home....great lot....great oversized garage....great location....this home has it all! The home sits on nearly 1 acre corner lot in Wilderness Run of Leonardtown. Home has been well maintained and is move in ready! Hardwood floors throughout upper level and new carpet in lower level. Granite countertops and stainless appliances in kitchen.
$335,000

Single Family

23051 BROWN ROAD, LEONARDTOWN, Maryland 20650

3Bedroom(s)
3Bathroom(s)
2Picture(s)
1,740Sqft
Over 5 Acres of land here. Currently a manufactured home on the property with rehab potential. Value is in the land! Sold "AS IS" no exceptions. Detached garage on property as well. A lot of things laying around all over on this property.
$121,000

Single Family

44504 WATSON LANE, LEONARDTOWN, Maryland 20650

3Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
2,304Sqft
Spacious 2 story home centrally located on a private 2.2 acre lot. 3 bedrooms and 2 baths with a loft area that could a great play room or potential 4th bedroom. Main level master bedroom with walk in closet. Large country kitchen with sliding door to the deck. Brand new Stainless Steel appliances (Refrigerator 2 yrs old). Huge family room with a wood stove that will heat the whole house.
$319,900

Single Family

41317 CHESTNUT HILL STREET, LEONARDTOWN, Maryland 20650

4Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
4,036Sqft
Pristine in better than new condition this home shows better than the model. Hardwood flooring throughout the main level. Nine foot ceilings, open floor plan. Gourmet kitchen with extra cabinets, butlers pantry, granite, stainless steel appliances, huge walk in pantry.
$497,999

Single Family

22580 BRETMAR PLACE, LEONARDTOWN, Maryland 20650

6Bedroom(s)
5Bathroom(s)
25Picture(s)
6,862Sqft
Elegant, custom-built colonial tucked away on over 4 private acres. Enter the home from the curved driveway and admire the lovely mature landscaping as you wander down the brick walkway. The home exudes the aura of a gracious, southern plantation from days gone by.
$750,000

Single Family

44012 COTTON TAIL COURT, LEONARDTOWN, Maryland 20650

4Bedroom(s)
3Bathroom(s)
6Parking(s)
1Picture(s)
3,046Sqft
***Under Construction*** Quality Built Homes presents the "Lancaster A1". This home plan features 4BR/3BA and full unfinished basement with rough-in for future bath. The Lancaster Model is a two story that features a large Family Room that opens up to the Grand Kitchen that includes, double ovens, large island, and a large corner pantry.
$479,134

Single Family

24010 BUTTERFLY COURT, LEONARDTOWN, Maryland 20650

3Bedroom(s)
2Bathroom(s)
6Parking(s)
1Picture(s)
2,328Sqft
Quality Built Homes presents the 'Ashland D2'. This home plan features 3 BR/2BA and a full unfinished basement with rough-in for future bath. The Ashland Model is a one story that features a GREAT ROOM with a Grand Kitchen equipped with an oversized island, walk-in pantry, and a covered porch in the back. As if this home couldn't get any better, it includes a mudroom with a bench and cubbies.
$479,997

Single Family

25063 MEADOWLARK COURT, LEONARDTOWN, Maryland 20650

4Bedroom(s)
3Bathroom(s)
6Parking(s)
1Picture(s)
2,758Sqft
ALMOST READY!!! Homesite #68 - STRATFORD MODEL will be a October Delivery!!! This home features a total of 4 bedrooms and 2 .5 baths. The home offers an Open Floor Plan, Mudroom, Grand Kitchen with a extra LARGE walk-in pantry. Master Suite comes with its own bath that includes QBH's Signature Grand Shower (4.5' x 7' tiled shower with two shower heads) and a large corner soaking tub.
$459,390

Single Family

43011 BLUEJAY LANE, LEONARDTOWN, Maryland 20650

3Bedroom(s)
2Bathroom(s)
6Parking(s)
2Picture(s)
2,328Sqft
Quality Built Homes presents the 'Ashland A1'. This home plan features 3 BR/2BA and a full unfinished basement with rough-in for future bath. The Ashland Model is a one story that features a GREAT ROOM with a Grand Kitchen equipped with an oversized island, walk-in pantry, and a covered porch in the back. As if this home couldn't get any better, it includes a mudroom with a bench and cubbies.
$474,554

Single Family

21744 POTOMAC VIEW DRIVE, LEONARDTOWN, Maryland 20650

4Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
2,450Sqft
Newly rennovated 4 bedroom with seasonal views of Breton Bay and the Potomac River! The owners have spared no expense in upgrading almost every inch of this property...
$379,000

Single Family

41404 BRETON BEACH ROAD, LEONARDTOWN, Maryland 20650

4Bedroom(s)
4Bathroom(s)
4Parking(s)
25Picture(s)
2,360Sqft
Wonderful Cape Cod on Breton Bay.
$624,900

Single Family

23205 JENIFER CT, LEONARDTOWN, Maryland 20650

4Bedroom(s)
4Bathroom(s)
25Picture(s)
0.36Acre
Former Model Home for the Estates At Singletree. The Augusta Model. Over 6500 SF. Loaded with all the bells and whistles. Owner has taken great care to keep the house in top condition. Open floor plan with many bump outs to create much more living space. Open floor plan. Enter two story foyer with dual stair case. Hardwood floors thru much of the house to include first and second levels.
$539,900

Single Family

6944 LEONARDTOWN ROAD, BRYANTOWN, Maryland 20617

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,632Sqft
Country living at its best in this lovely Rambler with three bedroom, two bathrooms, family room, formal dining room or office , formal living room, laundry room, two car attached garage on 6.78 acres. Also has two car detached garage, shed. Great commuting location to La Plata, Waldorf, NSF Indian Head, NAVAIR Lexington Park, Washington DC, Northern Virginia Metro area.
$405,000

Single Family

19180 VALLEY LANE, LEONARDTOWN, Maryland 20650

3Bedroom(s)
2Bathroom(s)
2Parking(s)
1Picture(s)
1.07Sqft
Under Construction ready by November 2020. Kitchen with center island and granite counters. Master suite with walk-in shower. 9 ft ceilings. Nice upgrades thru out. Front porch and 12X12 deck for outdoor living. 2-car garage.
$379,900

Single Family

39753 LADY BALTIMORE AVENUE, LEONARDTOWN, Maryland 20650

3Bedroom(s)
2Bathroom(s)
4Parking(s)
18Picture(s)
1,620Sqft
Neat and clean 3 bedroom 2 full bath rambler . Fireplace, deck, shed and gravel driveway. Open floor plan, public water and sewer. Nice large flat lot. Wood burning fireplace.
$219,900

Single Family

22571 BULL ROAD, LEONARDTOWN, Maryland 20650

5Bedroom(s)
3Bathroom(s)
6Parking(s)
25Picture(s)
3,000Sqft
Looking for a home with more space inside and out....then look no further! This contemporary style home located in Breton Bay of Leonardtown has approximately 3000 sqft and sits on a nice level 1.83 acre lot. Home has been freshly painted through out and new carpet installed. Well maintained and move in ready! Family room with new gas fireplace.
$413,000

Single Family

41418 WHIMSICAL CT, LEONARDTOWN, Maryland 20650

5Bedroom(s)
4Bathroom(s)
4Parking(s)
25Picture(s)
4,051Sqft
Beautiful Well maintained home in Leonards Grant.
$490,000

Single Family

23576 HOLLYWOOD ROAD, LEONARDTOWN, Maryland 20650

3Picture(s)
2,696Sqft
DO NOT ENTER EITHER HOME. This listing is for the sale of two properties. 23576 Hollywood Rd and 23560 Hollywood Rd. Both properties have existing structures, but are uninhabitable. Great location on main road and very close to Leonardtown. Could potentially be rezoned for commercial use.
$220,000

Single Family

22154 MONTEREY PLACE, LEONARDTOWN, Maryland 20650

3Bedroom(s)
3Bathroom(s)
2Parking(s)
25Picture(s)
2,664Sqft
Beautiful Rambler on 2 acres located in Breton Bay. Home has 3 bedrooms and 3 Full baths. Finished basement with 2 car garage. The home overlooks the pond on the 16th hole of the Breton Bay Golf Course. Minutes to to the Breton Bay Country Club which offers Golf, Pool and Tennis memberships. A new heat pump was installed in November 2019. Quiet location at end of the street.
$379,999

Single Family

23259 DAIRY BARN DRIVE, LEONARDTOWN, Maryland 20650

4Bedroom(s)
3Bathroom(s)
2Parking(s)
23Picture(s)
0.18Acre
TO-BE-BUILT St. Mary's 2 Floorplan. This home can be ready in approximately 6 months. Separate Dining Room on First Floor, Open Between Family Room and Kitchen.
$417,900

Single Family

43939 LANEDON DRIVE, LEONARDTOWN, Maryland 20650

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,628Sqft
One level living at its finest in one of the best communities in town.Walking distance to public beach access. Huge fenced in yard. Alley access in the back for all of your future out building needs.Brand New Carpet, Updated Kitchen and bathrooms. This home is ready to be yours.
$260,000

Single Family

40990 GREENHILL LANE, LEONARDTOWN, Maryland 20650

4Bedroom(s)
6Bathroom(s)
2Parking(s)
25Picture(s)
4,528Sqft
This luxury estate home was built with both complete privacy, yet extreme convenience in mind. Custom built in 2014 and nestled on 17.7 private gorgeous acres, in the heart of Leonardtown (close to everything), this stunning move-in ready home makes for a five-star experience from the moment you step through the front door.
$650,000

Single Family

23180 GREENSTONE DRIVE, LEONARDTOWN, Maryland 20650

4Bedroom(s)
4Bathroom(s)
2Parking(s)
3Picture(s)
3,908Sqft
TO BE BUILT - Customize this home or bring your own plan and let us build your dream. Meet with the builder and discus your wants and needs and see it come to life. We have a home under construction now that you can view. The Preserves is a subdivison of Custom Homes many with over 5000 sq. ft. If you are looking for elegance, quality and perfect location.
$689,000

Single Family

23590 PINE BLUFF WAY, LEONARDTOWN, Maryland 20650

4Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
3,600Sqft
A house like this doesn~t come on the market very often! Located in highly desirable Leonard's Grant, this home is absolutely beautiful. Relax and unwind on the inviting front porch with great views of the green field or relax in the back on your luxurious patio and deck areas. New Brazilian teak hardwood flooring throughout the main level.
$480,000

Single Family

40444 OLD BRETON BEACH ROAD, LEONARDTOWN, Maryland 20650

5Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
3,065Sqft
Check out the link above to take a virtual walk through tour/ virtual showing from the safety and comfort of your home! Enjoy stunning water views from almost every room or sit on your huge porch and take it all in. Enter home into family room with gas fireplace and gorgeous water views. To the left is a main level bedroom/office with door leading to porch that wraps around the entire home.
$399,900

Single Family

40355 ROSEBANK LANE, LEONARDTOWN, Maryland 20650

5Bedroom(s)
3Bathroom(s)
6Parking(s)
25Picture(s)
2,240Sqft
Rosebank Lane is a slice of waterfront paradise, ready for new homeowners. Beautifully transformed, this rambler truly makes the most of the water. Five bedroom-3 bath home and detached studio with full bath offer tremendous possibilities. Open windows showcase the tranquility and natural surroundings offered by highly coveted Breton Bay. New vinyl siding, new roof, new AC. It's ready for you.
$580,000

Single Family

21675 JOE HAZEL ROAD, LEONARDTOWN, Maryland 20650

3Bedroom(s)
1Bathroom(s)
1Parking(s)
25Picture(s)
1,248Sqft
Beautiful three bedroom one bath rambler located on 1 acre of land on Breton Bay. Hardwood floors throughout this cozy home. Private pier. Peaceful and quiet, a great getaway. Call for appointment.
$479,000

Single Family

21285 HUNTING COURT, LEONARDTOWN, Maryland 20650

4Bedroom(s)
5Bathroom(s)
5Parking(s)
25Picture(s)
3,786Sqft
Loved by just one owner, this meticulously cared for colonial is a must see! Located in the highly sought-after Leonardtown Farm neighborhood. The main level boasts 9 ft ceilings, formal dining and living rooms have tray ceilings.
$550,000

Single Family

20938 CAMP COSOMA ROAD, LEONARDTOWN, Maryland 20650

3Bedroom(s)
2Bathroom(s)
4Parking(s)
25Picture(s)
1,440Sqft
Beautiful three bed two bath rambler in Leonardtown. Recently updated and truly "turn-key", this home offers comfortable living space, large flat yard for entertaining, great proximity to Southern Maryland amenities as well as a close driving distance to NAS Patuxent River.
$274,990

Single Family

6985 LEONARDTOWN ROAD, BRYANTOWN, Maryland 20617

4Bedroom(s)
4Bathroom(s)
2Parking(s)
1Picture(s)
4,232Sqft
Beautifully remodeled Colonial with huge spaces! Finished basement with full bath. Large master bedroom with spacious master bath. All 4 bedrooms on top level complete with new paint and flooring. New kitchen, appliances, countertops and cabinets. All on a spacious lot just south of Waldorf. Close to town but still the benefits or rural living.
$399,900

Single Family

19100 GLEN ELLEN AVENUE, LEONARDTOWN, Maryland 20650

3Bedroom(s)
2Bathroom(s)
3Parking(s)
25Picture(s)
946Sqft
Water View! Great investment opportunity, Two homes, Steps to the community beach and just across the street from the bay . This homes comes with endless possibilities . If you are looking for a home with an in-law suite , thinking about and Air B&B. opportunity or just a peaceful place all to yourself.
$365,000

Single Family

41456 CHARISMATIC WAY, LEONARDTOWN, Maryland 20650

4Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
3,420Sqft
It will feel just like home here in this Mattingly model in desirable Leonards Grant, located in the heart of Leonardtown! Traditional brick walk and steps lead to a gracious double front porch. The bright and cheerful interior features a LR/Library, DR, and FR with gas FP.
$459,900

Single Family

20810 DEER WOOD PARK DRIVE, LEONARDTOWN, Maryland 20650

5Bedroom(s)
4Bathroom(s)
25Picture(s)
4,624Sqft
Check out this Beautiful 5 bedroom, 3.5 bath, brick colonial in the sought after Chestnut Hills Neighborhood with approximately 4600 SF of living space. Home sits on 3.68 acres and backs to trees for loads of privacy. The outdoor space is amazing here! So perfect for entertaining and family time! Great yard with plenty of room to play.
$500,000

Single Family

41460 CHALLEDON WAY, LEONARDTOWN, Maryland 20650

4Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
3,252Sqft
Beautiful Hayden floor plan. Owner has added several custom upgrades. Beautiful built-ins in basement and kitchen. Main level offers hardwood and gourmet kitchen. Home is in impeccable condition with front porch, rear deck and fenced backyard. Front of home actually faces Pensive Street; garage entry is on Challedon Way. Home is located a short walk to community pool, club house and amenities.
$454,000

Single Family

23232 CLARKS REST ROAD, LEONARDTOWN, Maryland 20650

4Bedroom(s)
4Bathroom(s)
2Parking(s)
25Picture(s)
2,718Sqft
Beautiful 4 Bedroom 3.5 Bath Colonial in the Clark's Rest Community. Gorgeous kitchen with 42" maple cabinets, granite counters, and stainless steel appliances. Open floor plan is perfect for entertaining. Large family room, dining area are open to kitchen. Hardwood foyer, carpeted bedrooms, ceramic tile in owner's bath, finished basement. Master Bedroom has two large closets.
$424,000

Single Family

40755 MAGEE DRIVE, LEONARDTOWN, Maryland 20650

4Bedroom(s)
2Bathroom(s)
2Parking(s)
25Picture(s)
2,632Sqft
This is not your typical Split Foyer! This home offers a huge open foyer, light & bright floor plan with finished basement featuring large family room, 2 bedrooms and full bath. Additional features include deck, patio and detached screened porch. This incredible property is a must see.
$325,000

Single Family

23324 LINDSAY DRIVE, LEONARDTOWN, Maryland 20650

3Bedroom(s)
3Bathroom(s)
2Parking(s)
22Picture(s)
0.15Acre
TO-BE-BUILT Lusby Floorplan (Rambler): Ready for you in 6 Months! Vinyl Planks at Foyer, Covered Front Porch, Covered Rear Porch, Walk-In Closet at Owner's Suite, Owner's Shower comes with Seat, HUGE Kitchen w/Island, Walk-In Pantry, Laundry on Main Level. Granite Kitchen Countertops, Upgraded Cabinetry, Stainless Steel Appliances.
$410,900

Single Family

23250 DAIRY BARN DRIVE, LEONARDTOWN, Maryland 20650

4Bedroom(s)
3Bathroom(s)
2Parking(s)
23Picture(s)
2,678Sqft
TO-BE-BUILT Kensington Floorplan. This home can be built in approximately 6 to 7 months. One of the large homesites in Clark's Rest.
$474,900

Single Family

25063 MEADOWLARK COURT, LEONARDTOWN, Maryland 20650

4Bedroom(s)
3Bathroom(s)
2Parking(s)
6Picture(s)
2,758Sqft
The "Stratford" now UNDER CONSTRUCTION in Meadows at Town Run! There is no wasted space in this home.... HUGE walk-in pantry, 19 x 17 Living Room wide open to the breakfast and kitchen area, large Mudroom and Dining Room with tons of natural light coming through the LOW-E Windows. Upstairs you will find 4 large bedrooms, a walk-in laundry room and HUGE master bedroom closet.
$459,390

Single Family

7022 LEONARDTOWN ROAD, BRYANTOWN, Maryland 20617

3Bedroom(s)
3Bathroom(s)
25Picture(s)
2,500Sqft
Enjoy country living all while 15 minutes from La Plata and 10 minutes from Charlotte Hall, MD on 4.98 Acres! 3 bedroom, 2.5 bathroom home settled off of Route 5 North. Views of Agricultural buildings from the kitchen window and the back deck. Wood burning stove in large family room. Laundry Room and mud room. Detached one car garage or shop space.
$439,000
64 Results returned.Per Page
Do NOT follow this link or you will be banned from the site!