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Sold for $599,900 on 10/30/25
  • $599,900

    20591 Chestnut Ridge Dr, Leonardtown, MD 20650

    5beds
    3,061sqft
    Single Family Residence
    Built in 1995
    2.11 Acres Lot
    $600,000 Zestimate®
    $196/sqft
    $3,570 Estimated rent

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    $3,591/mo

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    What's special

    Welcome to this well-built colonial on a corner lot in the picturesque corner Chestnut Ridge neighborhood! With over 3,000 finished square feet, 5 bedrooms, and 3.5 bathrooms, this home is full of charm, character, and thoughtful craftsmanship. Situated on 2.11 acres, the home features a classic brick exterior, a welcoming front porch, and a spacious two-car garage. Inside on the main level, you'll find two comfortable living areas, a dedicated dining space, and a kitchen with granite countertops, stainless steel appliances, and plenty of room to make it your own. Step right out onto the back deck to enjoy the peaceful, private outdoor setting. All five bedrooms are located on the second and third floors, offering privacy and space for everyone. The rooms are generously sized, including a spacious primary suite and a versatile bonus room above the garage—perfect for a home office, playroom, or guest retreat. The unfinished basement adds even more flexibility, offering excellent storage or future expansion potential. New Roof in 2018. New Sump Pump 2025. Enjoy the quiet setting, timeless design, and endless potential Chestnut Ridge gem offers—ready for its next chapter. Don’t miss your chance to own a home with this much space, land, and value—schedule your private showing today! Back on the market, due to buyer not meeting home sale contingency

    Zillow last checked: 8 hours ago

    Listing updated: October 30, 2025 at 04:42am

    Listed by:

    Lauren Garner 240-925-5158,

    EXP Realty, LLC

    Bought with:

    Matt Burgan, 663374

    Infinitas Realty Group

    Source: Bright MLS,MLS#: MDSM2025274MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    • Main level bathrooms: 1
    Primary bedroom
    • Features: Flooring - Carpet, Ceiling Fan(s), Walk-In Closet(s)
    • Level: Upper
    Bedroom 2
    • Features: Flooring - Carpet, Ceiling Fan(s)
    • Level: Upper
    Bedroom 3
    • Features: Flooring - Carpet, Ceiling Fan(s)
    • Level: Upper
    Bedroom 4
    • Features: Flooring - Carpet, Ceiling Fan(s)
    • Level: Upper
    Bedroom 5
    • Features: Flooring - Carpet, Ceiling Fan(s)
    • Level: Upper
    Primary bathroom
    • Features: Soaking Tub, Double Sink
    • Level: Upper
    Basement
    • Features: Basement - Unfinished
    • Level: Lower
    Dining room
    • Features: Flooring - HardWood
    • Level: Main
    Foyer
    • Level: Main
    Other
    • Level: Upper
    Other
    • Features: Bathroom - Tub Shower
    • Level: Upper
    Half bath
    • Level: Main
    Kitchen
    • Features: Granite Counters, Flooring - HardWood, Kitchen Island, Kitchen - Propane Cooking, Pantry
    • Level: Main
    Laundry
    • Level: Upper
    Living room
    • Features: Flooring - Carpet, Ceiling Fan(s), Fireplace - Wood Burning
    • Level: Main
    Sitting room
    • Features: Flooring - Carpet
    • Level: Upper
    Sitting room
    • Features: Flooring - Carpet
    • Level: Main
    Heating
    • Heat Pump, Zoned, Electric
    Cooling
    • Ceiling Fan(s), Central Air, Zoned, Electric
    Appliances
    • Included: Cooktop, Dishwasher, Dryer, Exhaust Fan, Ice Maker, Oven, Refrigerator, Washer, Water Heater
    • Laundry: Dryer In Unit, Washer In Unit, Upper Level, Hookup, Lower Level, Laundry Room
    Features
    • Upgraded Countertops, Bathroom - Tub Shower, Walk-In Closet(s), Soaking Tub, Bathroom - Stall Shower, Pantry, Ceiling Fan(s), Combination Kitchen/Dining, Dining Area, Kitchen - Gourmet, Primary Bath(s), Dry Wall
    • Flooring: Wood, Carpet
    • Windows: Bay/Bow, Screens, Skylight(s)
    • Basement: Full,Interior Entry,Side Entrance,Unfinished,Walk-Out Access
    • Number of fireplaces: 1
    • Fireplace features: Wood Burning
    Interior area
    • Total structure area: 3,337
    • Total interior livable area: 3,061 sqft
    • Finished area above ground: 3,061
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage Door Opener, Garage Faces Side, Inside Entrance, Driveway, Attached
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Four
    • Stories: 4
    • Patio & porch: Patio, Deck
    • Exterior features: Storage
    • Pool features: None
    • Has view: Yes
    • View description: Trees/Woods
    Lot
    • Size: 2.11 Acres
    • Features: Backs to Trees, Front Yard, Level, Rear Yard, SideYard(s), Wooded
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 1903052974
    • Zoning: RNC
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Brick Front, Vinyl Siding
    • Foundation: Concrete Perimeter
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1995

    Utilities & green energy

    • Sewer: Private Septic Tank
    • Water: Well
    • Utilities for property: Cable Available

    Community & neighborhood

    Security
    • Security features: Main Entrance Lock, Smoke Detector(s)
    Location
    • Region: Leonardtown
    • Subdivision: Chestnut Ridge
    • Municipality: Unincorporated

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $100 annually
    • Association name: CHESTNUT RIDGE COMMUNITY ASSOCIATION

    Other

    Other facts
    • Listing agreement: Exclusive Agency
    • Listing terms: Cash,Conventional,FHA,USDA Loan,VA Loan
    • Ownership: Fee Simple
    • Road surface type: Black Top