For Sale
Single family home for sale at 21395 Fairwood Ct, Leonardtown, MD 20650 | MLS# MDSM2033536 | Listing updated on 2026-11-01
Photo 1 of Single family home for sale at 21395 Fairwood Ct, Leonardtown, MD 20650 | MLS# MDSM2033536 | Listing updated on 2026-11-01
Photo 2 of Single family home for sale at 21395 Fairwood Ct, Leonardtown, MD 20650 | MLS# MDSM2033536 | Listing updated on 2026-11-01
Photo 3 of Single family home for sale at 21395 Fairwood Ct, Leonardtown, MD 20650 | MLS# MDSM2033536 | Listing updated on 2026-11-01
Photo 4 of Single family home for sale at 21395 Fairwood Ct, Leonardtown, MD 20650 | MLS# MDSM2033536 | Listing updated on 2026-11-01
68+
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Street View

$665,000

Monthly Est:$3,310

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon4,066sqft

21395 Fairwood Ct, Leonardtown, MD 20650

$3,310/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 2011

  • $27.5/mo HOA

  • 36,838 sqft lot

  • $164/sq.ft

Description

Welcome to 21395 Fairwood Ct., where space, comfort, and community come together on 0.85 acres in one of Leonardtown’s most desirable neighborhoods. Tucked near the end of a quiet street by the cul-de-sac, this 4-bedroom, 3.5-bath home offers more than 3,500 square feet of finished living space, a finished basement, and a large, level backyard with room to truly enjoy.

Inside, a bright and welcoming floor plan provides plenty of space for everyday living and entertaining. At the heart of the home is the updated kitchen, featuring a large center island with built-in beverage refrigerator, granite countertops, and durable tile flooring that continues into the bumped-out b
reakfast area overlooking the backyard. Multiple living spaces on the main level make it easy to host a crowd while still feeling comfortable and connected.

Outside, the property really shines. The fully-fenced, level backyard offers an incredible amount of usable space for pets, play, gardening, and gatherings. Enjoy summer dinners on the expansive deck, relax beneath the pergola-covered patio, or simply enjoy the privacy of your nearly one-acre lot. A large storage shed provides additional space for lawn equipment and outdoor gear.

Upstairs, the oversized primary suite offers a spacious walk-in closet and the added convenience of laundry hookups. Three additional generously sized bedrooms with ample closet space complete the upper level.

The finished basement adds even more flexibility with a large recreation area, full bathroom, bonus room, and unfinished storage space. Whether you need a home office, gym, playroom, hobby space, or guest area, there is room to make it your own.

A side-load two-car garage rounds out a home designed for buyers who want room to spread out without giving up the neighborhood feel.

Fairwood Ct. offers the kind of community atmosphere so many buyers are looking for—a place for evening walks, bike rides, backyard gatherings, and putting down roots—all while enjoying the space and privacy of a larger lot.

Over 3,500 finished square feet, 4 bedrooms, 3.5 bathrooms, a finished basement, nearly an acre, a fenced backyard, and an updated kitchen—all in Leonardtown. Come see just how much 21395 Fairwood Ct. has to offer.

  • Houzeo last checked: 12 minutes ago
  • Listing updated: November 1, 2026 at 5:20 pm
  • Listing Provided by: Lauren Coble Garner (240) 925-5158 | EXP Realty, LLC (888) 860-7369
  • Source: Bright MLS-NJ | MLS#: MDSM2033536 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Saint Marys Md County

  • City

    Leonardtown

  • Neighborhood

    --

  • Year Built

    2011

  • HOA Fees

    $27.5/mo

  • Finished Area

    4,066 sqft

  • Lot Size

    36,838 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDSM2033536

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    60

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Location

HOA Management

N/A

HOA Fees

$330/ Annually

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Appliances

    Dishwasher, Disposal, Microwave, Oven/range Electric, Range Hood, Refrigerator, Stainless Steel Appliances

  • Heating

    Heat Pump(s)

  • Exterior Features

    Extensive Hardscape, Outbuilding(s), Exterior Lighting, Gutter System

  • Cooling

    Central A/c

  • Interior Features

    Combination Kitchen/living, Family Room Off Kitchen, Kitchen Island, Wood Floors, Walk In Closet(s), Upgraded Countertops, Formal/separate Dining Room, Carpet, Breakfast Area

  • Sewer

    On Site Septic

Construction

  • Year Built

    Year Built: 2011

  • Home type

    Single Family Residence

  • Construction Materials

    Combination

  • Architectural Style

    Colonial

  • Foundation Details

    Slab

Utilities & Energy

  • Water Source

    Public

  • Basement

    Fully Finished, Combination, Walkout Stairs

Other Features

  • Subdivision Name

    Leonardtown Farms

  • Lot Features

    Cleared, Front Yard, Level, Rear Yard

  • Patio And Porch Features

    Deck

Price History

DateEventPrice

10/26/2026

Source: mls_logoBright MLS-NJ #MDSM2033536

Price Decreased

$665,000 -2.21%

$164/sqft

09/24/2026

Source: mls_logoBright MLS-NJ #MDSM2033536

Price Decreased

$680,000 -1.45%

$167/sqft

09/03/2026

Source: mls_logoBright MLS-NJ #MDSM2033536

Price Decreased

$690,000 -1.43%

$170/sqft

07/18/2026

Source: mls_logoBright MLS-NJ #MDSM2032510

Listed for Sale

$700,000 +1.45%

$172/sqft

07/18/2026

Source: mls_logoBright MLS-NJ #MDSM2032510

Off Market

$690,000 +74.68%

$170/sqft

Show more

Nearby Homes

Based on information from Bright MLS through Nov 04, 2026, 02:45AM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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