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$727,360

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 4,132 Sq. Ft.
  • 2 Car Garage
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Welcome home to this one-of-a-kind retreat in Leonardtown, where privacy, space, and thoughtful craftsmanship come together on over 3.5 gorgeous acres. Tucked away on a peaceful cul-de-sac and backing to beautiful trees, this lovingly maintained one-owner home is the kind of property that truly checks every box. And with the care that has gone into every detail over the years, it barely looks lived in. Built by Jeff Errington with quality 2x6 construction and Anderson windows and doors, the home offers 4 bedrooms, 2.5 baths, and a fantastic classic layout that just feels right the moment you walk in. The main floor is thoughtfully designed with a huge family room, a private office with French doors, a formal dining room large enough to seat 10, and a convenient mudroom and laundry room that keeps everyday life running smoothly. The kitchen is an absolute dream for anyone who loves to cook, featuring a 48-inch, 6-burner gas cooktop with griddle, double wall ovens, Craftmade cherry cabinets, a generous pantry, and plenty of room to gather. Freshly painted throughout and finished with crown moulding, upgraded trim, and Casablanca ceiling fans, the home feels bright, polished, and completely move-in ready. The owners suite is a true retreat , complete with a sitting room perfect for a home office, library, or a quiet reading nook. The ensuite bath is spa-worthy, featuring dual vanities, a marble surround soaking tub, and a separate shower. The walk-out basement offers tremendous potential with a bath rough-in already in place, giving you a head start on finishing the space exactly the way you want it. The backyard is where memories are made. A gorgeous Sylvan gunite pool and hot tub, both heated by a dedicated 500-gallon propane tank, means your pool is never cold and the fun never stops in spring, summer, fall, or winter. Dive right in from the diving board, then kick back while in-ground poolside speakers set the perfect mood for entertaining or unwinding. The pool has been freshly updated with a brand new heater, new filter, and new skimmers, and is beautifully enclosed by a 6-foot wrought iron fence for both safety and style. Beyond the pool, the outdoor fun continues with a dedicated gravel area for horseshoes and cornhole, plus a golf chipping and practice swing area for the golfer in the family. The extensive hardscape and lush, thoughtfully designed landscaping, including stunning Japanese maples, cherry trees, and crepe myrtles, provide beauty across every season. A separate shed keeps all your lawn equipment neatly tucked away and your garage clutter-free. Big-ticket items like the roof (under 5 years old) and two newer HVAC units mean you can simply move in and live worry-free. 15 minutes to Leonardtown and PAX River Naval air station. A fantastic walkable neighborhood with private lots and well cared for homes! Homes like this don't come around often, so come see it for yourself.

Full Property Details for 43500 Deer Run Ct

General

  • Sold For: $727,360
  • HOA FEE: $22/month
  • HOA FEE FREQ.: Annually
  • Taxes: $4,646 (2026)
  • Status: Closed
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDSM2030578
  • Added to Site: 46 day(s) ago

Interior

  • Number of Rooms: 17
  • Rooms/Areas: Living Room, Dining Room, Sitting Room, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Foyer, Breakfast Room, Bedroom 1, Laundry, Mud Room, Office, Bathroom 1, Bathroom 2, Half Bath
  • Interior Features: Bathroom - Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Breakfast Area, Carpet, Ceiling Fan(s), Crown Moldings, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Island, Kitchen - Table Space, Pantry, Primary Bath(s), Walk-in Closet(s), Window Treatments, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas/Propane
  • Appliances: Cooktop, Cooktop - Down Draft, Dishwasher, Dryer, Oven - Double, Oven - Wall, Oven/Range - Electric, Refrigerator, Six Burner Stove, Stainless Steel Appliances, Washer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 4

Other Rooms

  • Laundry: Common, Has Laundry, Main Floor, Washer In Unit

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Fenced, Filtered, Gunite, Heated, In Ground, Pool/Spa Combo

Exterior

  • Porch/Patio/Deck: Patio(s), Deck(s)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 8
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Side Entry, Garage Door Opener

Location

  • County: SAINT MARYS
  • Subdivision: CHESTNUT HILLS
  • Driving Directions: Route 5 to Deer Wood Park Dr., to right on Deer Run Ct, to 43500 deer run ct

School Information

  • School District: St. Mary's County Public Schools

Community

  • Association: Yes
  • Assoc. Name: CHESTNUT HILLS HOA

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Septic Exists
  • Water: Well

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Builder: Jeff Errington
  • Construction: Brick Front, Vinyl Siding
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Connecting Stairway, Full, Heated, Outside Entrance, Interior Access, Side Entrance, Unfinished, Walkout Level, Rough Bath Plumb
  • Foundation: Permanent
  • Roof: Architectural Shingle
  • Windows: Double Hung
  • Stories/Levels: 3
  • Stories Description: Main, Upper 1
  • Square Feet: 4,132
  • Sq. Ft. Source: Estimated
  • Living Area: 2,972 Sq. Ft.
  • Finished Above Grnd: 2,972 Sq. Ft.
  • Year Built: 1997
  • Year Built Source: Estimated
  • Property Condition: Excellent

Lot Features

  • Lot Size (Acres): 3.64
  • Lot Size (Sq. Ft.): 158,558
  • Lot Size Source: Estimated
  • Zoning: RNC
  • Lot Description: Backs to Trees, Cul-de-sac, Front Yard, Landscaping, Rear Yard, Secluded

Financial Considerations

  • Price Per Sq. Ft.: $230.48
  • Association Fee: $259
  • Assoc Fee Freq.: Annually
  • Tax w/Assessment: $517,633
  • Tax Amount: $4,646
  • Tax Year: 2026
  • Terms: Standard Sale

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 44

Listed by EXP Realty, LLC, Sarah M. Mulford-Martin
Sold by RE/MAX One, Danielle Rowe

Listing agent

— 43500 Deer Run Ct —

  • Sarah M. Mulford-Martin

    EXP Realty, LLC

Listing Office Email: md.broker@exprealty.net

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 43500 Deer Run Ct

School District:St. Marys County Public Schools
NameGradesDistance
Piney Point Elementary School
44550 Tall Timbers Road, Tall Timbers, MD 20690
PK-55 mi
Leonardtown Middle School
24015 Point Lookout Road, Leonardtown, MD 20650
6-83.5 mi
Leonardtown High School
23995 Point Lookout Road, Leonardtown, MD 20650
9-123.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 43500 Deer Run Ct

Date
Details
Price
Change
Source
5/14/2026
Sold
$727,360
6.18%
MLS
4/17/2026
Listed
$685,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by EXP Realty, LLC, Sarah M. Mulford-Martin
Sold by RE/MAX One, Danielle Rowe

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43500 Deer Run Court, Leonardtown, MD 20650 (MLS# MDSM2030578) is a Single Family property that was sold at $727,360 on May 14, 2026. Want to learn more about 43500 Deer Run Court? Do you have questions about finding other Single Family real estate for sale in Leonardtown? You can browse all Leonardtown real estate or contact a Coldwell Banker agent to request more information.