20627, MD homes for sale & real estate

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41480 Whimsical Ct, Leonardtown, MD 20650
41480 Whimsical Ct, Leonardtown, MD 20650
41480 Whimsical Ct, Leonardtown, MD 20650
ABOUT THIS HOME
20627, MD Homes for Sale
Welcome home to this stunning and spacious colonial in sought after Leonards Grant. This home enjoys over 3,800 square feet and is situated on . 46 acre at the end of the cul-de-sac making it a private oasis. Upon entering, you're greeted by a two story foyer that is filled with natural sunlight. You'll instantly notice the pristine hard wood floors that flow throughout the home, along with the abundance of sunlight. A formal dining room and formal living room are traditionally located on each side of the foyer. As you progress into the home, you enter the family room complete with a vaulted ceiling, gas fireplace, and a wall of windows which provide plenty of natural light, and views of na

$724,900

5 beds4 baths3,825 sq ft

41480 Whimsical Ct, Leonardtown, MD 20650

0.46 acre lot • $81 HOA • 2 garage spots

(703) 229-8935

23092 Town Run Dr, Leonardtown, MD 20650
23092 Town Run Dr, Leonardtown, MD 20650
23092 Town Run Dr, Leonardtown, MD 20650
ABOUT THIS HOME
20627, MD Homes for Sale
Welcome home to The Meadows of Town Run, and this Montross floorplan built by QBHI. The Montross is an efficient floorplan with no wasted space. With 2600 sq ft of above grade living area, 4 bedrooms and 2.5 baths, this home lives comfortably for any family. The beautiful kitchen opens generously to both the living room and an extended morning room. The cozy deck, just off the morning room leads to the expansive backyard, ideal for yard games and entertaining. The second floor features four large bedrooms to include a large owners suite with connected bath and dual vanities as well as the convenient laundry room serving this sleeping floor of the home. The basement is home to the recreatio

$675,000

5 beds3.5 baths3,806 sq ft

23092 Town Run Dr, Leonardtown, MD 20650

9,226 sq ft lot • $45 HOA • 2 garage spots

(301) 862-2169

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41402 Silver Charm Ct, Leonardtown, MD 20650
41402 Silver Charm Ct, Leonardtown, MD 20650
41402 Silver Charm Ct, Leonardtown, MD 20650
ABOUT THIS HOME
20627, MD Homes for Sale
Escape the stresses of everyday life and enjoy your breezy coastal retreat with the luxuries of Leonard's Grant community that has it all from a spacious pool, basketball court, tennis court, playground, or feel free to frolic in the wide open green field. Designed to bring that beachy tranquility to your everyday life with a coastal design reminiscent of cool breezes and sandy beaches. Freshly painted with Sherwin Williams exuding coastal ambiance with creamy accents. Gorgeous new carpet throughout. The premium deep ocean blue fiber cement exterior greets you as you walk into your oasis. Fenced backyard complete with two large garden beds and endless possibilities. Enjoy your massive deck

$635,000

5 beds3.5 baths4,046 sq ft

41402 Silver Charm Ct, Leonardtown, MD 20650

9,100 sq ft lot • $81 HOA • 2 garage spots

(301) 862-2169

41900 Nazareth Ct, Leonardtown, MD 20650
41900 Nazareth Ct, Leonardtown, MD 20650
41900 Nazareth Ct, Leonardtown, MD 20650
ABOUT THIS HOME
20627, MD Homes for Sale
Welcome to the Academy Hills of Leonardtown. Just minutes from historic downtown Leonardtown, this impeccably maintained Colonial blends timeless charm with modern upgrades. The main level features a traditional floor plan, recent upgrades including stainless steel appliances—highlighted by a brand-new refrigerator, oven, and microwave—plenty of cabinet space, a formal dining room, and a convenient powder room. Major system updates include a brand-new Roof and a new HVAC system for added peace of mind. Upstairs, newly installed banisters, the high-ceiling primary suite offers a relaxing retreat with dual walk-in closets and a luxurious en-suite bath featuring a corner soaking tu

$480,000

4 beds2.5 baths2,528 sq ft

41900 Nazareth Ct, Leonardtown, MD 20650

0.24 acre lot • $17 HOA • 2 garage spots

(443) 771-8009

OPEN SUN, 2PM TO 4PM3D WALKTHROUGH

23080 Town Run Dr, Leonardtown, MD 20650
23080 Town Run Dr, Leonardtown, MD 20650
23080 Town Run Dr, Leonardtown, MD 20650
ABOUT THIS HOME
20627, MD Homes for Sale
Welcome to this exceptionally upgraded Quality Built Homes Adelina model in the highly desirable Meadows at Town Run community in Leonardtown, Maryland. Built with nearly every available upgrade, this stunning home offers 5 bedrooms, 3.5 bathrooms, and nearly 3,800 square feet of finished living space, thoughtfully designed for comfort, function, and style. You’ll immediately appreciate the expanded footprint, featuring both a 4-foot house extension and a 4-foot garage extension, providing larger living areas and an oversized garage perfect for storage, hobbies, or larger vehicles. The two-story foyer, coffered ceiling in the family room, and hardwood floors set the tone for quality a

$695,000

5 beds3.5 baths3,794 sq ft

23080 Town Run Dr, Leonardtown, MD 20650

9,226 sq ft lot • $38 HOA • 2 garage spots

(443) 771-8009

Property at 41430 Whimsical Ct, Leonardtown, MD 20650, 5 beds, 3.5 baths

$634,999

5 beds3.5 baths3,907 sq ft

41430 Whimsical Ct, Leonardtown, MD 20650

(443) 256-3773

Property at 22064 Daffodil Ct, Leonardtown, MD 20650, 6 beds, 4.5 baths

$689,900

6 beds4.5 baths5,012 sq ft

22064 Daffodil Ct, Leonardtown, MD 20650

(443) 771-8009

Property at 23392 Marview Ct, Leonardtown, MD 20650, 3 beds, 3.5 baths

$434,900

3 beds3.5 baths2,306 sq ft

23392 Marview Ct, Leonardtown, MD 20650

(301) 862-2169

Property at 23246 Lindsay Dr, Leonardtown, MD 20650, 5 beds, 3.5 baths

$650,000

5 beds3.5 baths3,876 sq ft

23246 Lindsay Dr, Leonardtown, MD 20650

(301) 862-2169

Property at 23242 Clarks Rest Rd, Leonardtown, MD 20650, 5 beds, 3.5 baths

$599,000

5 beds3.5 baths3,296 sq ft

23242 Clarks Rest Rd, Leonardtown, MD 20650

(240) 925-2224

Property at Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$439,900

4 beds3.5 baths2,554 sq ft

Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 89-23676 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$459,900

4 beds3.5 baths2,966 sq ft

Lot 89-23676 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at 41430 Challedon Way, Leonardtown, MD 20650, 5 beds, 3.5 baths

$650,000

5 beds3.5 baths4,500 sq ft

41430 Challedon Way, Leonardtown, MD 20650

(443) 771-8009

Property at Lot 88-23676 Dragonfly Ln, Leonardtown, MD 20650, 4 beds, 3.5 baths

$439,900

4 beds3.5 baths2,604 sq ft

Lot 88-23676 Dragonfly Ln, Leonardtown, MD 20650

(443) 771-8009

Property at 41810 Chelsey Faye Ln, Leonardtown, MD 20650, 4 beds, 3 baths

$675,000

4 beds3 baths2,650 sq ft

41810 Chelsey Faye Ln, Leonardtown, MD 20650

(301) 684-4895

Property at 41815 Chelsey Faye, Leonardtown, MD 20650

$95,000

— beds— baths— sq ft

41815 Chelsey Faye, Leonardtown, MD 20650

(301) 684-4895

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Nearby homes that match your criteria

3D WALKTHROUGH

22626 Chickadee Ln, Leonardtown, MD 20650
22626 Chickadee Ln, Leonardtown, MD 20650
22626 Chickadee Ln, Leonardtown, MD 20650
ABOUT THIS HOME
20627, MD Homes for Sale
Welcome to 22626 Chickadee Lane—an exceptional 4-bedroom, 3.5-bath home nestled on a serene 2-acre lot in the highly sought-after Avenmar neighborhood of Leonardtown. This elegant property offers the perfect blend of privacy, space, and convenience with an open-concept layout that is flooded with natural light and designed for comfortable living and entertaining. Inside, you'll find generously sized rooms, a flowing floor plan, and thoughtful finishes throughout. The main living spaces are bright and airy, creating a warm and inviting atmosphere ideal for gatherings or quiet evenings at home. Outside, enjoy your large and private TWO ACRE lot. The hardscaping and wooded back yard are

$649,000

4 beds3.5 baths3,048 sq ft

22626 Chickadee Ln, Leonardtown, MD 20650

2 acre lot • $200 HOA • 2 garage spots

(240) 925-2224

40801 Kiskadee Ln, Leonardtown, MD 20650
40801 Kiskadee Ln, Leonardtown, MD 20650
40801 Kiskadee Ln, Leonardtown, MD 20650
ABOUT THIS HOME
20627, MD Homes for Sale
Welcome to 40801 Kiskadee Lane — a truly exceptional residence nestled on over 3 private acres in the prestigious waterfront community of Avenmar. This grand colonial home is an entertainer’s dream, offering over 6,000 square feet of beautifully designed living space, and is specially offered with the last available building lot in the community — an additional 3.5+ acre parcel for $200,000, giving you over 6.5 acres of tranquil privacy and future investment potential. (Seller prefers to sell together) As you enter this elegant home, you are immediately welcomed by the soaring ceilings and abundant natural light of the two-story family room, creating an open and inviting a

$784,990

5 beds3 baths6,064 sq ft

40801 Kiskadee Ln, Leonardtown, MD 20650

3.18 acre lot • $200 HOA • 2 garage spots

(410) 535-6291

22362 Armstrong Dr, Leonardtown, MD 20650
22362 Armstrong Dr, Leonardtown, MD 20650
22362 Armstrong Dr, Leonardtown, MD 20650
ABOUT THIS HOME
20627, MD Homes for Sale
Charming Home with a Rare Double Lot in Society Hill, Leonardtown, MD Seller is wiling to Offer Some Seller Paid Closing Help! Nestled in the desirable Society Hill neighborhood of Leonardtown, this one-of-a-kind property offers a rare opportunity with its expansive double lot—a true gem in the community. While the home retains a timeless charm, it presents an exciting chance to add your personal touch and modern updates. Inside, you'll find character-filled spaces, including spacious living areas, and an inviting layout that exudes warmth. The home’s unique charm shines through in its craftsmanship, offering a perfect blend of nostalgia and potential. The large lot provides

$429,900

3 beds3 baths2,028 sq ft

22362 Armstrong Dr, Leonardtown, MD 20650

1.06 acre lot • 2 garage spots • Community pool

(301) 862-2169

Kiskadee Ln, Leonardtown, MD 20650
Kiskadee Ln, Leonardtown, MD 20650
Kiskadee Ln, Leonardtown, MD 20650
ABOUT THIS HOME
20627, MD Homes for Sale
The LAST BUILDING SITE in Avenmar! You won't want to miss this opportunity to purchase the last builder developed parcel in one of Leonardtown's most sought after communities! With over 3.5 wooded acres, this property offers a flat, private, wooded setting like no other. Community features pier, boat ramp, stables, pool, community center and so much more! Contact us for more info, or to set up a private tour, today! This sale is offered in tandem with 40801 Kiskadee Ln (seller prefers to sell both properties together). * The building site (and future home) is located off of the private street Kiskadee Ln *

$200,000

— beds— baths— sq ft

Kiskadee Ln, Leonardtown, MD 20650

3.53 acre lot • $200 HOA • Car-dependent

(410) 535-6291

Average home prices near 20627, MD

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