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Leonardtown MD Real Estate & Homes for Sale

73 Properties Found

The median home value in Leonardtown, MD is $419,000. This is higher than the county median home value of $259,900. The national median home value is $209,892. The average price of homes sold in Leonardtown, MD is $419,000. Approximately 58% of Leonardtown homes are owned, compared to 34% rented, while 8% are vacant. Leonardtown real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Leonardtown real estate agent to arrange a tour today!
Learn more about Leonardtown Real Estate.


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1–25 of 73 properties displayed
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Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,731
Status:
NEW LISTING
MLS#:
MDSM165698
Type:
Single Family, Single Family-Detached
Subdivision:
Singletree
Lot size:
0.43 Acres
Year built:
1998
Courtesy: Century 21 New Millennium
View additional info

Get here first--this lovely home will impress and delight! Upgrades, updates and meticulous care are evident from your first look. Lovely landscaping greets you and the two-story foyer is filled with light! Gleaming hardwood flooring, granite countertops, stainless appliances, updated lighting, chair rail and crown molding...the list goes on. Enjoy an open-concept family room to kitchen, the heart of the home. KT boasts ceramic tile flooring, island w/breakfast bar, granite counters, tile backsplash and bumped-out eating area. Separate living & dining rooms plus a study/office w/French door entry complete the main level. Spacious master bedroom w/walk-in closet and attractive bath w/ceramic tile, soaking tub & separate shower. Three more good-sized BRs and guest bath w/new cabinetry & double sinks, tiled tub/shower; laundry is upstairs, and front-loaders convey. Huge unfinished basement, heat pump w/propane backup, 2017 A/C, 2018 roof & HW heater. Pretty back yard with patio--lot almost a half-acre! 2-car garage, too. All within walking distance to downtown Leonardtown--come see!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,208
Status:
NEW LISTING
MLS#:
MDSM165570
Type:
Single Family, Single Family-Detached
Subdivision:
Singletree
Lot size:
0.24 Acres
Year built:
1992
Courtesy: Century 21 New Millennium
View additional info

In-town Leonardtown home!! Spacious custom-built all brick home on a corner lot. 1st floor Master Suite w/sitting area & large Master BA. Great Rm has vaulted ceiling & fireplace with new pellet stove. KIT has plenty of cabinets & Breakfast Nook w/sliders leading to brick patio.Two huge BRs on upper level, with plenty of closets and walk-in floored attic! One car attached garage, new roof and carpet. Close to hospital, shopping and schools!!

Open House:

Saturday, 10/26 10:00-12:00PM

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,876
Status:
NEW LISTING
MLS#:
MDSM165512
Type:
Single Family, Single Family-Detached
Subdivision:
Clark's Rest
Lot size:
0.23 Acres
Year built:
2017
Courtesy: Century 21 New Millennium
View additional info

***OPEN HOUSE, OCTOBER 26th, 10AM - Noon***Located in the Sought-out Clark's Rest Neighborhood: Beautiful Home (Pinehurst Floor Plan) offering an open floor plan that is perfect for entertaining. Gourmet Kitchen w/ granite, stainless steel appliances, breakfast bar, huge pantry. Crown/chair molding, hardwood foyer. Owners Suite w/ large bedroom, 2 walk-in closets, bath w/ separate tub & shower. Basement w/ 5th bedroom, recreational room, full bath, ample storage room, plus rough-in for kitchenette/wet bar. Solar panels, 2-car garage w/ epoxy flooring, paved side parking space, composite deck (w/ pond and nature trail view), fenced-in backyard.***No need to wait months for a new built***This beautiful home awaits you!

Beds:
7
Baths:
4 Full/2 Half
Sq.Ft.:
5,580
Status:
NEW LISTING
MLS#:
MDSM165654
Type:
Single Family, Single Family-Detached
Subdivision:
Swans Rest
Lot size:
1.66 Acres
Year built:
1990
Courtesy: O Brien Realty
View additional info

Elegant Waterfront Haven. Serene Leonardtown Location with Gorgeous Views of and private access to Flood Creek. Such a beautiful setting for this Sophisticated and Pretty Home. 10 minute Kayak from your pier down Flood Creek to the Potomac River. Great Blue Herons and Eagles are a daily delight. Custom Built with exceptional details throughout all 7000+s.f. The Main Floor Master Retreat is perfection. The 330 sf Sun Room Addition is incredible with wall to wall windows and glorious water and garden views. With every turn you discover another beautiful room and lovely detail in this home. Make an appointment today to see this Exquisite Southern Maryland Waterfront Home. It's exactly what you've been searching for.

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
1,688
Status:
NEW LISTING
MLS#:
MDSM165674
Type:
Single Family, Single Family-Detached
Subdivision:
Tudor Park
Lot size:
0.26 Acres
Year built:
1977
Courtesy: O Brien Realty
View additional info

What a charming, yet affordable, home, now available for sale in Saint Mary's County, in Southern Maryland. Located in a quiet community, in the heart of Leonardtown! This property offers so many conveniences! Enjoy nearby shopping and restaurants literally just 2-3 minutes away! Expand your knowledge and take a class at College of Southern Maryland, which is right around the corner! Visit Leonardtown Wharf, and enjoy events offered right in the Town of Leonardtown. This is a perfect location for those who work at the Court House or Saint Mary's Hospital as both locations are just a stones throw away! This is a charming 2 story home on a fully finished basement, featuring a great culdesac lot with a fenced in back yard! The home offers an easy maintenance exterior, updated baths, a contemporary kitchen with beautiful appliances that will thrill your inner chef! This home boasts a large deck, overlooking a beautiful back yard that backs to trees! With a yard like this, you will want to throw a party! Bring your grill and dazzle your guests with your culinary skills! Plan a garden - there is plenty of space! Additionally, this home offers affordable taxes which includes trash pickup, water and sewer! Make an appointment today to tour this charming Leonardtown home!

Beds:
2
Baths:
1 Full/1 Half
Sq.Ft.:
1,584
Status:
NEW LISTING
MLS#:
MDSM165482
Type:
Single Family, Single Family-Detached
Subdivision:
Leonardtown
Lot size:
0.7 Acres
Year built:
1930
Courtesy: Coldwell Banker Jay Lilly Real Estate
View additional info

Want to live in Leonardtown? Well here's your chance! Public and private schools, MedStar St. Mary~s Hospital, St. Mary~s Nursing Home, College of Southern Maryland, County Sheriff and State Police, Local Library, Governmental Center, and shopping within a 4 mile radius. Recent utility upgrades include; new oil tank, water heater and lines, furnace and newly sealed driveway. The Generac Generator conveys.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,288
Status:
NEW LISTING
MLS#:
MDSM165444
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
1.93 Acres
Year built:
1978
Courtesy: Century 21 New Millennium
View additional info

Great rambler on a 1.9 acre corner lot in Leonardtown. Privacy surrounds this one. Three generously sized bedrooms and 2 full baths. Kitchen was recently redone with Kraftmaid cabinets, soft close drawers, stainless steel appliances. Family room with fireplace, and one car attached garage. Two sheds, one used as workshop. Great location!!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,364
Status:
NEW LISTING
MLS#:
MDSM165526
Type:
Single Family, Single Family-Detached
Subdivision:
Breton Bay Estates
Lot size:
0.55 Acres
Year built:
1970
Courtesy: Century 21 New Millennium
View additional info

Well maintained rambler on .55 acres in charming Breton Bay. water views from the front porch and yard. 1 mile fro the beach, community pier, and pay ground. $50/year access fee. Roof replaced in 2008, New windows and siding in 2010, Hardwood floors in 2013, New hydrogen mound septic in 2016, 2 large sheds, large family room and living room. Nice deck, Level yard.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,683
Status:
NEW LISTING
MLS#:
MDSM165446
Type:
Single Family, Single Family-Detached
Subdivision:
Gosnell Pot Shores
Lot size:
0.87 Acres
Year built:
1966
Courtesy: Century 21 New Millennium
View additional info

Wonderful updated rambler in water oriented/access community. New roof and freshly painted!! Great corner lot that is over 3/4's of an acre with water views. Home features 3 beds, 2 baths, great living room, and nice size kitchen.Hardwood Flooring and updated appliances. Detached 2 car garage, and beautiful 20x40 inground gunite swimming pool. Deeded water access and just steps away from beaches on the Potomac River.

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,711
Status:
Active
MLS#:
MDSM165370
Type:
Single Family, Single Family-Detached
Subdivision:
Leonards Grant
Lot size:
0.29 Acres
Year built:
2010
Courtesy: Century 21 New Millennium
View additional info

Shows like a model home & has been well taken care of. Wood floors on main level. Open floor plan. Fully finished basement with wet bar, theater room, gym area, bedroom & bath. Walk out to custom paver patio with built in fire pit. Beautiful back yard. Custom deck. Front porch.

Beds:
4
Baths:
3 Full
Sq.Ft.:
2,209
Status:
Active
MLS#:
MDSM165376
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
1.85 Acres
Year built:
1966
Courtesy: Classic Realty, Ltd.
View additional info

4 BEDROOM 2 BATH RAMBLER SITUATED ON A SPACIOUS LOT . HUD Owned, Sold Strictly AS-IS. HUD MAKES NO REPAIRS. HUD CASE# 244-041152 (IE)REPAIR ESCROW EQUAL HOUSING OPPORTUNITY. GROUND RENT/HOA/CONDO FEES/FF Fees if any to be verified by purchaser. All offers submitted to HUDHOMESTORE for bid status and availability visit HUDHOMESTORE. Managed by Olympus AMS

Beds:
4
Baths:
2 Full
Sq.Ft.:
1,108
Status:
Active
MLS#:
MDSM165358
Type:
Single Family, Single Family-Detached
Subdivision:
The Woods At Bayside
Lot size:
0.21 Acres
Year built:
2001
Courtesy: RE/MAX One
View additional info

Well priced home that is move in ready. New carpet and fresh paint. 4th bedroom in lower level. Unfinished basement to finish as you like has R/I for 3rd bath. Level yard and fenced backyard

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,472
Status:
Active
MLS#:
MDSM165334
Type:
Single Family, Single Family-Detached
Subdivision:
St Clements Shores
Lot size:
0.3 Acres
Year built:
1993
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Wonderful rancher/ rambler in a quiet community that has water access, if you chose to join the HOA. 3 bedrooms , wood floors, stainless refrigerator & stove. HUGE master bedroom with sitting area and cathedral ceiling.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,688
Status:
Active
MLS#:
MDSM165332
Type:
Townhouse
Subdivision:
Breton Bay
Lot size:
0.06 Acres
Year built:
1994
Courtesy: RE/MAX 100
View additional info

Beautifully renovated waterfront townhouse in desirable Breton Bay. Features open concept. Gas fireplace. Solid surface flooring. New appliances and hardware. Freshly painted and carpeted. Watch the sun set over Breton Bay from your private deck. Fish in you back yard. A truly must see. Won't last long!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,440
Status:
Active
MLS#:
MDSM165304
Type:
Single Family, Single Family-Detached
Subdivision:
Leonardtown
Lot size:
0.92 Acres
Year built:
1992
Courtesy: RE/MAX One
View additional info

Beautiful, custom and professionally renovated home in Leonardtown MD. Enjoy this magazine worthy, truly turn-key home that boasts all new flooring throughout, a fresh new kitchen with all new cabinets, granite countertops and stainless steel appliances. New flooring and paint throughout carries into a fully renovated main floor master suite! Huge flat yard, and brand new roof and much much more. Make this YOUR HOME! 352k appraisal attached.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,941
Status:
Active
MLS#:
MDSM165244
Type:
Single Family, Single Family-Detached
Subdivision:
September Point
Lot size:
62.87 Acres
Year built:
2008
Courtesy: Long & Foster Real Estate, Inc.
View additional info

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. Recently built (2007) cottage style home w/ 1st floor owner's suite, open living areas, first floor office, two story stacked stone fireplace, hardwood floors, oversized windows, 2 covered porches & an over sized 2 car garage. The property also includes a large 2 story center aisle barn w/ a 2 bedroom apartment plus office. A great place for family, friends or a business. The property offers several outbuildings, miles of board fencing, lighted riding ring & trails. Close to PAX river, St. Marys College, the historic downtown and the MedStar St. Marys Hospital. Need help with the down payment? Ask about MARBIDCO

Beds:
4
Baths:
3 Full
Sq.Ft.:
3,941
Status:
Active
MLS#:
MDSM165240
Type:
Single Family, Single Family-Detached
Subdivision:
Breton Bay
Lot size:
62.87 Acres
Year built:
2008
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Live where you work. Successful horseback riding business. Property & business for sale. Step up and take over the reigns of this long time profitable business built from the ground up by the seller. All the pieces are in place to make money from day one. Helpful seller will get you started and show you how he did it for so many years. 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. Recently built (2007) cottage style home w/ 1st floor owner's suite, open living areas, first floor office, two story stacked stone fireplace, hardwood floors, oversized windows, 2 covered porches & an over sized 2 car garage. The property also includes a large 2 story center aisle barn w/ a 2 bedroom apartment plus office. A great place for family, friends or a business. The property offers several outbuildings, miles of board fencing, lighted riding ring & trails. Close to PAX river, St. Marys College, the historic downtown and the MedStar St. Marys Hospital. Need help with the down payment? Ask about MARBIDCO. Serious inquiries only please and confidentially agreement must be signed prior to appointments.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,340
Status:
Active
MLS#:
MDSM165206
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.42 Acres
Year built:
1947
Courtesy: Cottage Street Realty LLC
View additional info

Beautifully remodeled 3 bedroom, 2 bath home. Everything in this charming home is completely brand new: roof, siding, stone front, LVT flooring, HVAC, electric, plumbing, kitchen appliances, etc. Open floor plan with granite counter tops and soft-closing cabinets! Spacious laundry room. Large flat back yard with a shed and privacy fence along the side and back. Nice front porch and back barbecue patio. Conveniently located near the heart of Leonardtown and schools. MUST SEE!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,675
Status:
Active
MLS#:
MDSM165184
Type:
Single Family, Single Family-Detached
Subdivision:
Meadows At Town Run
Lot size:
0.19 Acres
Year built:
1920
Courtesy: RE/MAX United Real Estate
View additional info

!! TO BE BUILT !! The NEW "Adelina"located on a gorgeous flat lot in desired Leonardtown! Walk into this home and watch your guests jaw drop at the stunning staircase. Tons of light will enter this home with all of the windows! Master suite is complete with 2 closets and a "Deluxe" master bathroom!! No worries about running out of hot water because there is a tank-less hot water heater STANDARD! There is still time to choose some options!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
3,046
Status:
Active
MLS#:
MDSM165180
Type:
Single Family, Single Family-Detached
Subdivision:
Meadows At Town Run
Lot size:
0.21 Acres
Year built:
2019
Courtesy: RE/MAX United Real Estate
View additional info

!! TO BE BUILT !! The very popular "Lancaster" floor plan located on a gorgeous flat lot in desired Leonardtown! This home has a little bit of everything for everyone - HUGE bedrooms so no one is fighting over who has the biggest room, a mudroom with drop zone, a "grand" kitchen with tons of cabinets and "deluxe master bathroom". No worries about running out of hot water because there is a tank-less hot water heater STANDARD! There is still time to choose some options!

Beds:
2
Baths:
1 Full
Sq.Ft.:
900
Status:
Active
MLS#:
MDSM165158
Type:
Single Family, Single Family-Detached
Subdivision:
William P Obrien
Lot size:
0.83 Acres
Year built:
1934
Courtesy: Century 21 New Millennium
View additional info

Waterfront cottage on almost an acre. This 2 bedroom 1 bath rambler features living /dining room, galley kitchen, large master with sitting area and an enclosed porch. Rip rap on waters edge. Property being sold as is

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,668
Status:
Active
MLS#:
MDSM165060
Type:
Single Family, Single Family-Detached
Subdivision:
Leonardtown Farms
Lot size:
0.86 Acres
Year built:
2011
Courtesy: Redfin Corp
View additional info

LEONARDTOWN FARM! Well known-sought after community zoned for desirable schools. Impeccably maintained home is well-suited for those needing room to spread out. Extended driveway and 2 car garage for parking, 5 BRS (6 if you count additional room with closet in Bsnmt) and 3.5 BAs. Freshly painted Living Room, Family Room, Dining Room PLUS Eat-in Kitchen. New refrigerator, microwave and cooktop in 2019. Rear deck opens to large back yard with shed and electric fence for potential pets. Great find in a neighborhood that rarely has homes come up for sale!

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,296
Status:
Active
MLS#:
MDSM165056
Type:
Single Family, Single Family-Detached
Subdivision:
Clark's Rest Phase 1
Lot size:
0.15 Acres
Year built:
2017
Courtesy: Premier Maryland Realty
View additional info

Price REDUCED! Clark's Rest Phase I - TURN KEY CONDITION, HOME LOOKS BRAND NEW. MOVE RIGHT-IN! Open concept floor-plan with large gorgeous modern kitchen featuring DOUBLE-OVENs, upgraded cabinets throughout, STAINLESS, granite. Dining area, and Living room with lovely floor-to-ceiling gas fireplace, separate Dining Room. Separate Laundry Room. From Informal dining area walk out to large composite deck for outdoor BBQing & Enjoying. Master bedroom with fabulous master-bathroom features double sinks, ahhh s-o-a-k-i-n-g tub & tiled tub surround, upgraded-tile separate shower & ceramic tile floors. Spacious bedrooms, 4 bedrooms upstairs. Basement with 1 bedroom, 1 finished full bathroom, finished den, and finished rec-room. 2-car garage in back with driveway parking for 2 more cars. A welcoming front porch! Enjoy community amenities - inground pool, tennis courts, Clubhouse, party room, walking-jog trails. Location is so convenient close to award-winning St Mary's Hospital, restaurants, dining, coffee shops, etc. Easy drive to PAX.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,764
Status:
Active
MLS#:
MDSM164928
Type:
Single Family, Single Family-Detached
Subdivision:
Rosebank
Lot size:
1.89 Acres
Year built:
1976
Courtesy: Berkshire Hathaway HomeServices PenFed Realty
View additional info

Rare opportunity to purchase Leonardtown waterfront. Quaint cottage on 1.89 acres located in the Rosebank community on historic Combs Creek off Breton Bay. Minutes from the Potomac River. Protected deep channel creek with views facing West. Large shade trees, paver walks, stone steps, fenced garden and small barn.~ Original cottage with addition in the 1980's. Many windows, gutters, roof and skylights replaced in 2005. Kitchen upgraded within 5 years. Some updating needed or move right in as a weekend getaway. Option to buy adjoining 1.54 acre wooded lot. Lot does not perc, but is a buildable site and could tie into public sewer with plant expansion. Very quiet, picturesque setting.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
2,980
Status:
Active
MLS#:
MDSM164892
Type:
Single Family, Single Family-Detached
Subdivision:
Chestnut Ridge
Lot size:
2.45 Acres
Year built:
1990
Courtesy: Keller Williams Three Bridges
View additional info

Peaceful tranquility is finally here in Leonardtown. This beautiful 4 bedroom 3 1/2 bath has so much to explore..From an open concept kitchen and living area to a spacious partially finished basement. Step outside to a nice sized 2.45 acre lot with complete privacy. New septic was installed 5 years ago, along with a 1 year old water heater and AC unit.

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