Cheap homes for sale & real estate in Leonardtown, MD

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ABOUT THIS HOME
Cheap Home for sale in Leonardtown, MD:
Investor Alert! Stunning Waterfront Opportunity on the Potomac River. Discover the perfect waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living—whether it’s crabbing, fishing, kayaking, or canoeing, this location is an outdoor enthusiast’s paradise. Enjoy the sights and sounds of ospreys, fish, and abundant wildlife right from your doorstep. Key features include: ✔ Approximate water depth: 2.5 ft at low tide, 4.5 ft at high tide ✔ Seawall

$450,000

2 beds1 bath1,018 sq ft

20798 Waterside Dr, Leonardtown, MD 20650

Electric boat lift • Private pier • Waterfront living

(410) 535-6291

NEW CONSTRUCTION

ABOUT THIS HOME
Cheap Home for sale in Leonardtown, MD:
* * * Immediate Delivery * * * Builder Incentive, BE HOME IN TIME FOR THE HOLIDAYS, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 106 Madison D3: Welcome to Meadows at Town Run. .. .Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex spac

$449,900

4 beds3.5 baths— sq ft

lot 106-23683 Dragonfly Ln, Leonardtown, MD 20650

Community amenities • Swimming pool • Fenced backyard

(443) 771-8009

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Leonardtown, MD:
* * * Immediate Delivery * * * Builder Incentive, BE HOME IN TIME FOR THE HOLIDAYS, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 105 Madison D2: Photos Coming Soon New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison D2, a spacious and thoughtfully designed townhome by Quality Built Homes located in the vibrant new community of Meadows at Town Run II in Leonardtown, MD. This 3-level, 2,604 sq f

$449,900

4 beds3.5 baths— sq ft

Lot 105- 23689 Dragonfly Ln, Leonardtown, MD 20650

Finished rec room • New construction • Open-concept kitchen

(443) 771-8009

NEW CONSTRUCTION

ABOUT THIS HOME
Cheap Home for sale in Leonardtown, MD:
* * * Immediate Delivery * * * Builder Incentive, BE HOME IN TIME FOR THE HOLIDAYS, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Builder to honor promotional pricing for contracts that close by 12/31/25. Unit 104 Madison D3: Welcome to Meadows at Town Run. .. . Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex sp

$449,900

4 beds3.5 baths— sq ft

Lot 104- 23695 Dragonfly Ln, Leonardtown, MD 20650

Community amenities • Large walk-in pantry • Fenced backyard

(443) 771-8009

ABOUT THIS HOME
Cheap Home for sale in Leonardtown, MD:
A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This property may be best suited for an investor or seasoned buyer who has the vision and capacity to restore it with some well-deserved TLC. This single-family ranch-style home features 3 bedrooms and 1 bathroom. Built in 1961, it offers approximately 1,026 square feet of living space and is situated on a 2.02-acre lot. This home also includes a detached garage with space for two vehicles. For investors, the property's sizable lot and ranch-style d

$219,000

3 beds1 bath1,026 sq ft

20959 Redgate Ln, Leonardtown, MD 20650

Ranch-style design • Sizable lot • Nearby schools

(443) 660-9229

Property at 44646 Medleys Neck Rd, Leonardtown, MD 20650, 3 beds, 1 bath

$80,000

3 beds1 bath924 sq ft

44646 Medleys Neck Rd, Leonardtown, MD 20650

(301) 862-4000

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 Madison D2 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths2,604 sq ft

Madison D2 Plan, Leonardtown, MD 20650

Listing provided by Zillow

Property at Madison D1 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths2,571 sq ft

Madison D1 Plan, Leonardtown, MD 20650

Listing provided by Zillow

Property at Madison D3 Plan, Leonardtown, MD 20650, 4 beds, 3.5 baths

$445,900

4 beds3.5 baths2,554 sq ft

Madison D3 Plan, Leonardtown, MD 20650

Listing provided by Zillow

Property at 43488 Medleys Neck Rd, Leonardtown, MD 20650

$215,000

— beds— baths— sq ft

43488 Medleys Neck Rd, Leonardtown, MD 20650

(301) 862-2169

Property at Sunset Dr, Leonardtown, MD 20650

$25,000

— beds— baths— sq ft

Sunset Dr, Leonardtown, MD 20650

(301) 298-2892

Property at Long Leaf Ln, Leonardtown, MD 20650

$24,900

— beds— baths— sq ft

Long Leaf Ln, Leonardtown, MD 20650

(301) 934-9985

$5,000

— beds— baths— sq ft

Long Leaf Ln, Leonardtown, MD 20650

(410) 326-3133

Property at 40624 Breton Oaks Ln, Leonardtown, MD 20650

$159,900

— beds— baths— sq ft

40624 Breton Oaks Ln, Leonardtown, MD 20650

(301) 862-2169

Property at 22501 Bull Rd, Leonardtown, MD 20650

$175,000

— beds— baths— sq ft

22501 Bull Rd, Leonardtown, MD 20650

(301) 705-5000

Property at 24645 Springhill Ln, Leonardtown, MD 20650

$175,000

— beds— baths— sq ft

24645 Springhill Ln, Leonardtown, MD 20650

(301) 705-5000

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NEW CONSTRUCTION

ABOUT THIS HOME
Cheap Home 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
Cheap Home 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 2 days

(301) 855-8600

ABOUT THIS HOME
Cheap Home for sale in Leonardtown, MD:
THIS BEAUTY STANDS ALONE IN THE MARKET RIGHT NOW. FOR UNDER $300K: GLEAMING HARDWOODS ON THE LIVING LEVEL, NEW CARPET AND PAD THROUGHOUT THE UPPER LEVEL, NEW STAINLESS APPLIANCES, NEW SOFT-CLOSE CABINETS, CUSTOM BUTCHER BLOCK COUNTERTOPS, CUSTOM HAND-LAID TILE BACKSPLASH, FIREPLACE, ALL NEW LIGHTING AND HARDWARE THROUGHOUT, WASHER/DRYER, CROWN MOLDING THROUGHOUT, FRESH PAINT, NEW WINDOWS THROUGHOUT, LARGE ROOM SIZES, LOVELY MAIN SUITE WITH DUAL CLOSETS AND PRIVATE BATH, FRENCH DOORS TO A SPACIOUS FENCED BACK YARD. WALK TO SCHOOL/ DINING/SHOPPING, 10 MINUTES TO PAX RIVER NAWCAD.

$298,750

3 beds2.5 baths1,332 sq ft

22415 Greenview Ct, Great Mills, MD 20634

$55 HOA • Built 1983 • Listed 5 days

(443) 771-8009

COMING SOON

ABOUT THIS HOME
Cheap Home for sale in Leonardtown, MD:
Welcome to Piney Point living at its finest—your chance to own a slice of waterfront charm on Maryland’s treasured St. George’s Creek. This beautifully maintained rambler delivers the perfect blend of comfort, convenience, and coastal lifestyle, all in a quiet, no-HOA community with DEEDED water access and front-yard water views. Step inside and feel instantly at home. The open-concept layout is bright, inviting, and designed for easy living—whether you’re hosting friends, relaxing after a long day, or enjoying a peaceful morning coffee. The kitchen is the heart of the home and shines with granite countertops, stainless steel appliances, and plenty of cabinet s

$324,000

2 beds2 baths1,040 sq ft

45394 Walnut St, Piney Point, MD 20674

6,000 sq ft lot • 6 parking spots • Built 2005

(301) 970-2447

COMING SOON

$279,999

4 beds2.5 baths1,693 sq ft

20801 Harlequin Ln, Callaway, MD 20620

$33 HOA • Built 1987 • Listed 5 days

(888) 889-5764

ABOUT THIS HOME
Cheap Home for sale in Leonardtown, MD:
Welcome to this beautifully updated end-unit townhome, offering modern upgrades and a fantastic location! Step inside to find a bright and open main level featuring gleaming hardwood floors, 9-foot ceilings, and a stunning kitchen with plenty of space for cooking and entertaining. The home includes a fully finished basement with new vinyl flooring—perfect for a rec room, home office, or extra living space. Upstairs, you’ll find comfortable bedrooms and updated bathrooms that bring a fresh, stylish touch. In the last four years, the major systems and features have been taken care of for you, including a new roof, new HVAC, updated bathrooms, and an improved back patio ideal for r

$325,000

3 beds3.5 baths2,528 sq ft

21396 Lookout Dr, Lexington Park, MD 20653

$40 HOA • 2 garage spots • Built 2006

(410) 326-3133

Property at 45246 Coledorall Ct, California, MD 20619, 3 beds, 2 baths

$370,000

3 beds2 baths1,144 sq ft

45246 Coledorall Ct, California, MD 20619

(443) 975-7555

Property at 45851 N Poteat Ct, California, MD 20619, 4 beds, 2 baths

$308,999

4 beds2 baths1,400 sq ft

45851 N Poteat Ct, California, MD 20619

(301) 862-4000

Property at 25228 Sotterley Rd, Hollywood, MD 20636, 3 beds, 1.5 baths

$449,000

3 beds1.5 baths1,624 sq ft

25228 Sotterley Rd, Hollywood, MD 20636

(888) 860-7369

Property at 44672 Willow Oak Ct, California, MD 20619, 3 beds, 2.5 baths

$315,000

3 beds2.5 baths1,405 sq ft

44672 Willow Oak Ct, California, MD 20619

(888) 860-7369

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 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 46016 Gooseneck Dr, Lexington Park, MD 20653, 3 beds, 3 baths

$310,000

3 beds3 baths1,920 sq ft

46016 Gooseneck Dr, Lexington Park, MD 20653

(301) 862-2169

Property at 22518 Armsworthy Ct, California, MD 20619, 3 beds, 2 baths

$249,900

3 beds2 baths1,248 sq ft

22518 Armsworthy Ct, California, MD 20619

(410) 326-3133

Property at 23139 Primrose Way, California, MD 20619, 4 beds, 3 baths

$380,000

4 beds3 baths2,016 sq ft

23139 Primrose Way, California, MD 20619

(443) 771-8009

Property at 66 Weatherall, Montross, VA 22520, 3 beds, 2.5 baths

$369,000

3 beds2.5 baths1,500 sq ft

66 Weatherall, Montross, VA 22520

(703) 222-3300

Property at Saint Johns Rd, Hollywood, MD 20636

$250,000

— beds— baths— sq ft

Saint Johns Rd, Hollywood, MD 20636

(301) 862-2169

Property at 40412 B Somerville Ln, Leonardtown, MD 20650

$149,900

— beds— baths— sq ft

40412 B Somerville Ln, Leonardtown, MD 20650

(240) 925-9431

Cheap Homes for Sale in Leonardtown

There are currently 17 cheap homes 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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