Features & Amenities

Interior

  • Total Bedrooms

    4

  • Bathrooms

    2

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Vinyl Siding, Other

  • Parking

    Garage, Detached

Area & Lot

  • Lot Features

    Cul-De-Sac, Front Yard, Back Yard

  • Lot Size(acres)

    0.24

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Colonial

Financial

  • Sales Price

    $495,000

  • Tax Amount

    3974.0

  • Zoning

    R

Property Features

  • Association

    YES

  • Association Fee

    200.0

  • Association Fee Frequency

    Annually

  • Association Fee Includes

    N/A

  • Senior Community YN

    No

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA dues:

$

Total loan payment:

$

Total interest amount:

$

Location

County

SAINT MARYS

Elementary School

Middle School

High School

Listing Courtesy of Marizel C Brewington , RE/MAX One

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent MarylandSandbox

FOUNDER

MarylandSandbox

Call Maryland today to schedule a private showing.


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
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 tub, separate shower, and double vanity. Three additional bedrooms share a beautiful full bath with a tub located in the hallway. 

The fully fenced backyard boasts an expansive deck with fresh stain and railings—ideal for entertaining or relaxing outdoors. Additional improvements include attic insulation, fresh paint, and refreshed landscaping.

With a two-car garage, spacious layout, and proximity to Leonardtown’s waterfront, restaurants, shops, and community events, this home offers the perfect balance of comfort, style, and convenience.

41900 NAZARETH COURT

Message successfully sent.

What would you like to know?

Related Properties

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 refurbished in 2020 for added shoreline protection
✔ Private pier with an electric boat lift—perfect for boating adventures
Don’t miss this rare chance to own a piece of paradise with endless potential. Whether you’re looking for an investment, vacation retreat, or future dream home, this waterfront gem is a must-see!
#MDSM2022922

LEONARDTOWN

20798 WATERSIDE DRIVE

2 Beds

1 Baths

1,018 Sq.Ft.

$450,000

MLS#: MDSM2022922

Warm, charming with style on CHELSEY FAYE. The Chelsey Model Home  is a modestly sized one story design that is loaded with all the necessities. Beautiful white siding and stained timber accents are perfect material choices for the farmhouse style. Offering an open main level  with one large space for living and dining. The family room has a high ceiling.  Enjoy the cozy ambiance of this home with a warming fireplace. The owner's suite is private & separate from the other bedrooms. Perfect for relaxation & tranquility.  The owner's bath features a large shower and ample closet space. Bedroom three is a flexible space that doubles as a work space. The optional upper level adds another sleeping space and a large bonus room. The bonus room can be utilized as simple storage or finished for a recreation or exercise room; the choice is yours! Graham & Co Custom Builder.

Board and Batten is optional. 
Custom Build- floor plan can be modified.
New Construction Home to Be Built. 
Custom Builder. 
Second story is optional
#MDSM2016780

LEONARDTOWN

41815 CHELSEY FAYE

3 Beds

2 Baths

1,627 Sq.Ft.

$530,000

MLS#: MDSM2016780

Welcome home to this beautifully updated Colonial located in a charming and quiet Leonardtown neighborhood—just minutes from local restaurants, shopping, and all the conveniences of town living.
Freshly painted throughout and featuring brand-new carpet, this 4-bedroom, 2.5-bath gem is move-in ready and full of modern upgrades. The heart of the home is a gourmet kitchen with upgraded stainless steel appliances, granite countertops, and ample cabinet space—perfect for both everyday living and entertaining.
Upstairs, you’ll find a HUGE primary suite complete with a  en-suite bath and 2  closets, along with three additional spacious bedrooms and bathroom.
The basement is unfinished but already roughed in!  Finish, or not, to your liking!
Step outside to enjoy a large, beautiful deck overlooking a fully fenced backyard.
Added Bonus...Home has Hardwire Ethernet lines in every room of the house!! 
Don’t miss your chance to own this well-maintained home in a sought-after location in Leonardtown. 
Schedule your private showing today!
#MDSM2024680

LEONARDTOWN

23674 JM GOUGH COURT

4 Beds

2 Baths

3,857 Sq.Ft.

$550,000

MLS#: MDSM2024680

Spacious brick rambler overlooking lake and golf course on full, walk-out basement with attached 2 car garage. Kitchen boasts brand new stainless appliances, pantry and lovely lake view! Lots of table space in the kitchen area or the formal dining area. Both family room and rec room have wood burning fireplaces. This Mid-century/Modern open floorplan is a delight! Cozy family room off of kitchen, generous bonus room and spacious living room allow everyone extra elbow room. Hardwood floors throughout almost the entire home. Master bedroom overlooks the lake and opens on to deck that runs the entire length of the home facing the lake. Low maintenance yard is a bonus. Optional Breton Bay Community Association, beach, pool, tennis and golf are at your fingertips.
#MDSM2025464

LEONARDTOWN

22186 MONTEREY PLACE

4 Beds

2 Baths

4,167 Sq.Ft.

$510,000

MLS#: MDSM2025464

Nice Colonial with Covered Front Porch with concrete, Brick paver sidewalk and step, front load two car garage with exterior door to back yard.  Storm Front Door with Side lights, Formal Living Room with Crown Molding, Dining Room Crown and Chair Molding, Hardwood Flooring in Foyer, Hall and Powder Room.  Nice Kitchen with Center Island granite countertops, ceramic backsplash, Ceiling Light, New Dishwasher, Microwave, Refrigerator and Smooth Top Electric Stove, Bay Window, New Mannington Audra Rigid kitchen flooring, closet and pantry.  Family Room with Ceiling Fan, French to Trek Deck, Pergola, paver sidewalk to back garage door, stairs to basement.  Fenced rear yard, shed is "AS IS".

Upper Level with BR 1 with 2 windows, double door closet, BR 2 with Single window, double door closet and ceiling fan, BR 3 with Ceiling Fan and single window.  Hall  Bath with single sink and vanity, Tub/Shower Fiberglass,  Vinyl Flooring.  Primary Bedroom with Walk-In Closet with Window, Primary Bath with vinly flooring, medicine cabinet, large double vanity, linen closet, separate fiberglass shower.  Jacuzzi Tub with large stationary window, and Hall Closet.  Lower level features, finished family room, den, office area and laundry room with single stationary sink, washer and dryer, sump pub with back-up battery.  

Your oasis awaits you in the beautiful backyard.  Nicely landscaped and has two fruit baring fig trees.  Roof reshingled in  2020, solar panels 2021 and are owned, HVAC 2021.  Brand new blacktop driveway is shared with one neighbor.  In a very nice neighborhood but you wouldn't know you were in a neighborhood.
#MDSM2025686

LEONARDTOWN

21056 WOODMERE DRIVE

4 Beds

2 Baths

2,205 Sq.Ft.

$583,000

MLS#: MDSM2025686

Charming Home with a Rare Double Lot in Society Hill, Leonardtown, MD

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 endless possibilities—expand the home, create an outdoor oasis, or enjoy the extra space for recreation and entertaining. The entire home generator will ensure your lights are on even when the power is out.

Located just minutes from downtown Leonardtown, you'll have easy access to local shops, restaurants, and waterfront attractions. If you're looking for a home with personality, history, and room to grow, this is your chance to make it your own!
#MDSM2023036

LEONARDTOWN

22362 ARMSTRONG DRIVE

3 Beds

3 Baths

2,028 Sq.Ft.

$429,900

MLS#: MDSM2023036

End Unit Townhome with Coastal Charm & Waterfront Livin

End Unit Townhome with Coastal Charm & Waterfront Living

  This stunning 3-story end-unit townhome blends spacious living with coastal serenity in a picturesque waterfront community on Breton Bay. Just a short stroll from Leonardtown Square, you’ll enjoy easy access to shops, dining, and festive community events at the Wharf.
🏡 Home Highlights:
Key West-inspired architecture with multiple porches and decks—perfect for soaking in those breezy bay evenings
Private elevator for convenient, accessible living across all three floors
Three flexible bonus rooms, ideal for a home office, gaming zone, craft nook, den, or homeschooling space
Generous pantry to store all your culinary gadgets, from air fryers to blenders
Spacious layout designed for both entertaining and everyday comfort
🌊 Whether you’re watching the sunset over Breton Bay or hosting loved ones on the porch, this home offers a unique blend of relaxation, convenience, and vibrant community living.ownhome blends spacious living with coastal serenity in a picturesque waterfront community on Breton Bay. Just a short stroll from Leonardtown Square, you’ll enjoy easy access to shops, dining, and festive community events at the Wharf.
🏡 Home Highlights:
Key West-inspired architecture with multiple porches and decks—perfect for soaking in those breezy bay evenings
Private elevator for convenient, accessible living across all three floors
Three flexible bonus rooms, ideal for a home office, gaming zone, craft nook, den, or homeschooling space
Generous pantry to store all your culinary gadgets, from air fryers to blenders
Spacious layout designed for both entertaining and everyday comfort
 
Whether you’re watching the sunset over Breton Bay or hosting loved ones on the porch, this home offers a unique blend of relaxation, convenience, and vibrant community living.
#MDSM2026022

LEONARDTOWN

22542 LANDING WAY

3 Beds

3 Baths

2,752 Sq.Ft.

$530,000

MLS#: MDSM2026022

Unit 87 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 space that includes built-in cubbies and coat hooks, plus a versatile room that can function as a fourth bedroom, guest suite, or recreation room, complete with a full bath and closet. 

The main level boasts a spacious and open kitchen with Quartz countertops, brushed nickel fixtures, a center island, large walk-in pantry, and breakfast nook. The open-concept family room flows seamlessly from the kitchen to a 14x12 maintenance-free deck overlooking a fenced backyard—perfect for outdoor entertaining. 

Upstairs, retreat to the owner’s suite with tray ceiling, walk-in closet, and a luxurious Deluxe Signature Shower by QBHI featuring floor-to-ceiling tile, dual showerheads, a built-in seat, ledge, shelving niche, and recessed lighting. Two additional bedrooms, a full hall bath, and a convenient laundry room complete the upper level. 

Community amenities include sidewalks, a swimming pool, recreation center, pickleball and tennis courts, and playgrounds—all located in the heart of charming Leonardtown, Maryland.

Receive $7500 in closing help with preferred lender and title company. Ready for September delivery. Come experience the unmatched quality and thoughtful design that sets Quality Built Homes apart. Schedule your tour today!
#MDSM2026194

LEONARDTOWN

Lot 87 DRAGONFLY LANE 23670

4 Beds

3 Baths

2,604 Sq.Ft.

$439,900

MLS#: MDSM2026194

Welcome home to this beautifully maintained Cape Cod built by Hallmark Homes in 2016, situated on a peaceful 1.98-acre lot! Relax on the inviting front porch and take in the tranquil surroundings. Inside, you'll find a spacious living and dining room combo, perfect for entertaining. The kitchen features granite countertops, stainless steel appliances, and a walk-in pantry—ideal for any home chef.

The main level offers a convenient half bath and a private primary suite complete with a full en suite bathroom. Upstairs, you’ll find two generously sized bedrooms and a full bath, offering comfortable space for family or guests. A large bonus room over the 2-car garage is ready to be finished to fit your needs—home office, playroom, or media room!

Enjoy outdoor living on the 10x12 wood deck, and take advantage of the Amish-built shed that conveys with the home. Located just minutes from Leonardtown’s hospital, banks, restaurants, and charming downtown, and an easy commute to Patuxent River Naval Air Station. This is the perfect blend of space, comfort, and convenience—don’t miss it!
#MDSM2025630

LEONARDTOWN

40534 MISS ETTAS WAY

3 Beds

2 Baths

2,758 Sq.Ft.

$485,000

MLS#: MDSM2025630

 - property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here