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Leonardtown MD Real Estate & Homes for Sale

74 Properties Found

The median home value in Leonardtown, MD is $361,250 This is higher than the county median home value of $253,600. The national median home value is $185,800. The average price of homes sold in , is $. Approximately 49.23% of Leonardtown homes are owned, compared to 41.19% rented, while 9.58% are vacant. Leonardtown real estate listings include condos, townhomes, and single family homes for sale. . Commercial properties are also available. If you see a property Leonardtown real estate agent to arrange a tour today !
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1–25 of 74 properties displayed
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$400,000

22259 Orchard Court Leonardtown, MD 20650

Beds:
4
Baths:
3.00
Sq.Ft.:
2,556
Status:
NEW LISTING
MLS#:
SM10013411
Type:
Single Family
Subdivision:
Hanover At Breton Bay
Lot size:
0.4594 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Century 21 New Millennium
View additional info

Large 4 bedroom 2 1/2 bath Colonial featuring kitchen with breakfast nook opens to family room with gas fireplace and access to the rear deck. Master Suite includes walk in closet, soaking tub and separate shower. Additional features include hardwood floors, formal dining room, office, unfinished basement and attached 2 car garage.

$239,000

39843 Lady Baltimore Avenue Leonardtown, MD 20650

Beds:
4
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
SM10014242
Type:
Single Family
Subdivision:
St Clements Woods
Lot size:
1.2 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Century 21 New Millennium
View additional info

Charming 4 bedroom 2 bathroom home in Leonardtown. Lot is over an acre on a flat lot. House sits in the middle of the lot giving you ample front and back yard space. Long drive way with large parking area for multiple vehicles. Master bedroom on main level with an option of a 2nd floor master in large upstairs bedroom. Community offers great parks and water access.

$385,000

20499 Chestnut Ridge Drive Leonardtown, MD 20650

Beds:
3
Baths:
3.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
SM10009065
Type:
Single Family
Subdivision:
Chestnut Ridge Subd
Lot size:
2.31 Acres
Year built:
1994
A broker reciprocity listing Courtesy: Century 21 New Millennium
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Beautiful rambler located in Chestnut Ridge neighborhood of Leonardtown. Bright open floor plan with hardwood floors on the main level. 3 bedrooms/3 full baths. Large full finished walk out basement with ceramic floors and gas fireplace...plenty of room to add a 4th bedroom and still have great entertaining space! Oversized 2 car garage. All sitting on nice level private 2.3 acre lot.

$373,000

23260 Jenifer Court Leonardtown, MD 20650

Beds:
4
Baths:
3.00
Sq.Ft.:
3,046
Status:
Active
MLS#:
SM10007443
Type:
Single Family
Subdivision:
Estates At Singletree
Lot size:
0.3056 Acres
Year built:
2004
A broker reciprocity listing Courtesy: RE/MAX 100
View additional info

Shows like a model. Owner's suite is to die for. It has an attached 13x12 sitting rm w/10x12 wic Beautiful open floor plan. Located walking distance of historic downtown Leonardtown, hospital & restaurants. Beautiful kitchen w/gas range, island, 42" cabinets & desk w/under cabinet lighting. FRM features raised hearth fireplace. 23x15 deck over looking fenced yard. Great home for entertaining!

$346,900

23273 Lindsay Road Leonardtown, MD 20650

Beds:
4
Baths:
4.00
Sq.Ft.:
2,815
Status:
Active
MLS#:
SM10007218
Type:
Townhouse
Subdivision:
Clark's Rest Phase 1
Lot size:
0.0966 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Marrick Homes LLC
View additional info

Callaway Floorplan! End Unit Townhome. 2-Car Rear Load Garage, Elevator Option Available, Gas Heat, Tankless Water Heater, Gas Cooking, 4 BR's and 3.5 Baths, Granite at Kitchen, SS Appliances, Upgraded Cabinetry, Gas Fireplace, Hardwood at 1st Floor, Ceramic Tile in all Baths, Upgraded Tile tub surround and shower walls, Finished Rec. Room. 2nd Floor Laundry. HUGE Owner's Suite Walk in Closet.

$349,900

23263 Lindsay Road Leonardtown, MD 20650

Beds:
4
Baths:
4.00
Sq.Ft.:
2,815
Status:
Active
MLS#:
SM10007178
Type:
Townhouse
Subdivision:
Clark's Rest Phase 1
Lot size:
0.0773 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Marrick Homes LLC
View additional info

Callaway Floorplan! End Unit Townhome. 2-Car Rear Load Garage, Elevator Option Available, Gas Heat, Tankless Water Heater, Gas Cooking, 4 BR's and 3.5 Baths, Granite at Kitchen, SS Appliances, Upgraded Cabinetry, Gas Fireplace, Hardwood at 1st Floor, Ceramic Tile in all Baths, Upgraded Tile tub surround and shower walls, Finished Rec. Room. 2nd Floor Laundry. HUGE Owner's Suite Walk in Closet.

$417,000

23697 Jm Gough Court Leonardtown, MD 20650

Beds:
6
Baths:
5.00
Sq.Ft.:
4,304
Status:
Active
MLS#:
SM10002583
Type:
Single Family
Subdivision:
Villages At Leonardtown
Lot size:
0.3253 Acres
Year built:
2005
A broker reciprocity listing Courtesy: O Brien Realty
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A Beautiful Large Home with 6BR/4.5BA. 4300sf +addtl storage! Hardwood throughout main floor, crown, chair rail, Formal LR & DR, FamRm w/FP, Office. Finished Walk-OUT not UP lower level. RecRm, In-Law Suite. Master w/luxury bath & stunning glass block shower. JR Master Suite w/full bath. Large deck. Fenced yard. Backs to Trees and conservation area. Cul-de-sac. 26 min to NAS.

$348,000

42023 Starlight Drive Leonardtown, MD 20650

Beds:
5
Baths:
4.00
Sq.Ft.:
4,326
Status:
Active
MLS#:
SM9994268
Type:
Single Family
Subdivision:
Kingston Subdivision
Lot size:
0.7922 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Century 21 New Millennium
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Beautiful, open and spacious, that's how I would describe this fully finished, three level home, located in a highly sought after neighborhood in Leonardtown. Fully finished basement has massive family room with a walk out to your large backyard that backs to trees. Extra widened paved driveway makes for ease when guests arrive. Custom Amish built shelves can stay!

$224,900

22790 Dorsey Street Leonardtown, MD 20650

Beds:
3
Baths:
2.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
SM10005878
Type:
Single Family
Subdivision:
Leonardtown
Lot size:
0.2126 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Residential Plus Real Estate Services
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Beautifully renovated rambler in downtown Leonardtown. Be part of the revitalization of this quaint and expanding area. Walk to town and wharf. Open floor plan living/dining & kitchen, hardwood floors, new carpet, master w/walk-in closet and private bathroom. Sit on your front porch and enjoy the neighborhood, or the privacy in your fenced back yard. Great remodel, must see!!

$564,900

22193 Monterey Place Leonardtown, MD 20650

Beds:
4
Baths:
3.00
Sq.Ft.:
4,024
Status:
Active
MLS#:
SM10005204
Type:
Single Family
Subdivision:
Clearfields Of Breton Ba
Lot size:
1 Acres
Year built:
2004
A broker reciprocity listing Courtesy: RE/MAX 100
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UPGRADES THROUGHOUT!! This Exquisite Home rests on 1 full acre with an in-ground pool (9' depth) and hot tub built in. Rear yard is perfect for entertaining. Inside boasts a Gourmet Kitchen w/center island, butler's pantry, sunken Family Room, Sunroom, Formal living and dining rooms, and home office. Stunning Master Bedroom w/ Luxury bath, sitting room, and walk-in closets. So much more to see!

$335,000

21140 Autumn Court Leonardtown, MD 20650

Beds:
4
Baths:
3.00
Sq.Ft.:
2,064
Status:
Active
MLS#:
SM10004540
Type:
Single Family
Subdivision:
Redgate
Lot size:
0.48 Acres
Year built:
1997
A broker reciprocity listing Courtesy: The Pinnacle Real Estate Co.
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Wonderful weather no matter the season at Autumn Court in this 4-BR colonial in the secluded subdivision, Wilderness Run!Expanded kitchen w/granite open to family & dining rooms, leads to fun & inviting outdoor amenities like extended stamped concrete patio with curves & landscaping in the large back yard , paver-patio perfect for picnicking, and a fire pit for gathering with friends & family.

$339,900

20776 Chestnut Ridge Drive Leonardtown, MD 20650

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
SM10004370
Type:
Single Family
Subdivision:
Chestnut Ridge Subd
Lot size:
8.24 Acres
Year built:
1991
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
View additional info

Located in the community of Chestnut Ridge. This Colonial style home is sited on 8 acres of privacy. Four bedrooms and two full baths, three car attached garage plus a full unfinished basement , Hardwood floors in living and dining room, ceramic tile in kitchen, family room with wood fireplace, so many possibilities with this home

$465,000

22044 Philip Drive Leonardtown, MD 20650

Beds:
3
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
SM9998058
Type:
Single Family
Subdivision:
Prospect Hill
Lot size:
2.24 Acres
Year built:
2000
A broker reciprocity listing Courtesy: O Brien Realty
View additional info

Fabulous Breton Bay location; all brick, custom-built home. Open floor-plan, vaulted ceilings, large, private backyard, finished basement w/ fireplace & full bath. Main level has family room w/ fireplace & large office w/ built-ins. The Mulberry's offers tennis courts & boat or RV storage. Local golf, tennis & pool membership available!

$259,900

22501 Newtowne Neck Road Leonardtown, MD 20650

Beds:
4
Baths:
2.00
Sq.Ft.:
1,352
Status:
Active
MLS#:
SM10001200
Type:
Single Family
Subdivision:
None
Lot size:
1.02 Acres
Year built:
1975
A broker reciprocity listing Courtesy: Century 21 New Millennium
View additional info

WELL MAINTAINED 4 BEDROOM 2 BATH RAMBLER ON A SERENE 1 ACRE LOT w/ NO HOA! Pleasant landscaping, detached carport/pole barn, spacious flat backyard and a deck for cookouts. Enjoy the charming and richly historical town of Leonardtown with eclectic dining, artisan shops and art galleries, award winning Port of Leonardtown Winery as well as a 3 mile water trail to the Leonardtown Wharf Public Park

$388,000

41620 Matthew Court Leonardtown, MD 20650

Beds:
4
Baths:
3.00
Sq.Ft.:
2,682
Status:
Active
MLS#:
SM9999935
Type:
Single Family
Subdivision:
Estates At Singletree
Lot size:
0.2755 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Century 21 New Millennium
View additional info

Beautiful colonial located in the heart of Leonardtown. 4 bedrooms, 2 1/2 bathrooms, hardwood floors on main floor, gourmet kitchen w/upgraded appliances & granite counters, formal liv & din rooms, 2 story fam room w/gas fireplace, master bedroom suite w/tray ceiling & gas fireplace, master bath w/jetted tub & sep shower. Deck & patio w/fenced backyard, unfinished basement and 2 car garage.

$399,900

40844 Lake And Breton View Drive Leonardtown, MD 20650

Beds:
4
Baths:
3.00
Sq.Ft.:
2,760
Status:
Active
MLS#:
SM9999897
Type:
Single Family
Subdivision:
Breton Bay Ests
Lot size:
0.53 Acres
Year built:
1987
A broker reciprocity listing Courtesy: RE/MAX 100
View additional info

Beautiful 4BR 2.5 bath Colonial with water view and access. Home is over 2700 sq ft and is situated on a half acre flat lot that backs to mature trees. Private beach is steps away for you to enjoy kayaking, fishing, or swimming. Updated kitchen and bathrooms, huge family room with skylights, basement, screened porch, deck, fenced yard, shed, and more. Golf course and pool memberships available.

$549,900

23584 Pine Bluff Way Leonardtown, MD 20650

Open House:

Saturday, 7/29 11:00-2:00PM

Beds:
6
Baths:
5.00
Sq.Ft.:
5,630
Status:
Active
MLS#:
SM9999407
Type:
Single Family
Subdivision:
Leonard's Grant
Lot size:
0.1791 Acres
Year built:
2012
Courtesy: Berkshire Hathaway McNelis Group Properties
View additional info

Gorgeous custom home w/ every upgrade Leonard's Grant neighborhood One of the few houses located on the Village Green! Kitchen is a chef's dream & one of a kind: sub-zero refrigerator, ice-maker, two wet bars & more.Virtually every room in the house is detailed w/ crown & wainscoting Professionally installed home theater.Huge master suite w/ over sized closet & bath suite.Too much to list!Must see

$254,900

39864 Lady Baltimore Avenue Leonardtown, MD 20650

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
SM9999278
Type:
Single Family
Subdivision:
St Clements Shores
Lot size:
0.232 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
View additional info

Great Split foyer home with fresh paint, new flooring. Living room with hardwood floors and gas fireplace. Finished basement with family room and full bath. Plus attached two car garage.

$439,000

41242 Brenda Court Leonardtown, MD 20650

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
SM9987831
Type:
Single Family
Subdivision:
Prospect Hill
Lot size:
2.53 Acres
Year built:
1990
A broker reciprocity listing Courtesy: O Brien Realty
View additional info

Custom built home in highly sought-after location. Main level master bed/ba, family room, fireplace, formal living & dining. Spacious upper & lower level decks plus screened porch. This home is located in waterfront community; 45 X 18 foot boat slip at community pier conveys w/ deep (9 FT), sailboat water. Nearby golf, pool & tennis club available. Home is close to shopping and hospital. Must see!

$285,000

41703 Park Avenue Leonardtown, MD 20650

Beds:
3
Baths:
3.00
Sq.Ft.:
1,360
Status:
Active
MLS#:
SM9996608
Type:
Townhouse
Subdivision:
N/A
Lot size:
0.0621 Acres
Year built:
1983
A broker reciprocity listing Courtesy: Coldwell Banker Residential Brokerage
View additional info

Location, location, location!! 3 bedroom 2.5 bath townhouse in the heart of Leonardtown. The property features a large eat-in kitchen with built-in desk, master bedroom with master bath, sun room with pellet burning stove, and large secondary rooms. $500.00 home warranty incentive provided by seller. Extremely close to Leonardtown Wharf, hospital,and courthouse. NO HOA!!!

$289,000

40467 Breton View Drive Leonardtown, MD 20650

Beds:
4
Baths:
5.00
Sq.Ft.:
2,682
Status:
Active
MLS#:
SM9995989
Type:
Townhouse
Subdivision:
Breton Bay Pud
Lot size:
0.041 Acres
Year built:
1989
A broker reciprocity listing Courtesy: RE/MAX 100
View additional info

Gorgeous 4/BD 5/BA Townhouse in Breton Bay. Brand New Carpet, Laminate Flooring and Countertops, Master Bedroom w/Large Walk In Closet, Attached Master Bath, Double Sinks, Jacuzzi Tub and Sep Shower. 4th Level Loft w/BD & BA, Walk In Attic/Storage, BR & BA in Finished Basement, Lots of Storage, 10x20 Deck, HVAC Replaced within Last 2 Yrs, One Car Garage, Community Water Privileges, Golf & Tennis.

$379,900

41921 Kentucky Court Leonardtown, MD 20650

Beds:
5
Baths:
4.00
Sq.Ft.:
4,006
Status:
Active
MLS#:
SM9988538
Type:
Single Family
Subdivision:
Academy Hills Subdivisio
Lot size:
0.343 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
View additional info

Beautiful Home tucked away in Academy Hills....Hardwood and Tile Flooring...Two Master Bedroom Suites (Main and Upper Level)...Basement w/ Recreational Room, Workshop, Storage Room. Gourmet Kitchen w/ Island, Corian Counters, Family Room w/ Gas Fireplace, Formal Dining Room, Wainscoting, Crown Molding,...Office/Optional 6th Bedroom....Deck, Patio, Fenced yard. Close to schools, shopping, and PAX!

$377,000

23587 Gunnell Drive Leonardtown, MD 20650

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
SM9988509
Type:
Single Family
Subdivision:
Villages At Leonardtown
Lot size:
0.2927 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Century 21 New Millennium
View additional info

Inviting colonial convenient to Leonardtown. Many upgrades. Back yard relaxation with shaded deck in-ground Anthony gunite pool. New pool house/shed. Landscaping, mature trees and privacy fence. A picture is worth a thousand words--view houselens photos, walk thru video and 3-D doll house images.

$489,900

21375 Fairwood Court Leonardtown, MD 20650

Beds:
4
Baths:
4.00
Sq.Ft.:
4,324
Status:
Active
MLS#:
SM9987431
Type:
Single Family
Subdivision:
Leonardtown Farm
Lot size:
0.7531 Acres
Year built:
2012
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
View additional info

Beautiful Home...3/4 Acre Lot....Deck, TWO Pergolas, Covered Porch....Finished Basement....Gourmet Kitchen w/ Extended Cabinets, 5 Burner Gas Cook-top, Granite Counters, Breakfast Bar.....Breakfast Area w/ Vaulted Ceiling...Crown Molding, Chair Molding...Owner's Suite w/ Large Bedroom, Sitting Room, Wet Bar, Luxury Bath....Plus Much More!

$419,900

40640 Clearfields Court Leonardtown, MD 20650

Beds:
4
Baths:
3.00
Sq.Ft.:
3,487
Status:
Active
MLS#:
SM9983758
Type:
Single Family
Subdivision:
Clearfields Of Breton Ba
Lot size:
1.4 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Century 21 New Millennium
View additional info

Large open floor plan with plenty of natural light.Living room & den, Family room open to kitchen & breakfast room. Spacious chefs kitchen complete with Advantium oven and 2nd wall oven, cooktop, pot rack, large island. Dual staircases. Owners suite has additional room for gym or tv area & 2 walk in closets. Level yard great for the kids soccer field! Close proximity to shopping & Breton Bay Golf!

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.

Leonardtown MD Real Estate Listings Provided By:

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