3388 Red Oak Court • Middletown, MD 21769

$690,407 Beds: 4 • Baths: 3 full • Sq. Feet: 2616 • MLS ID: MDFR2083074 • Subdivision: MIDDLETOWN SOUTH • School Dist: FREDERICK COUNTY PUBLIC SCHOOLS
Nestled in the serene community of Middletown South, this charming ranch-style home offers a perfect blend of comfort and functionality, set on a generous 5.31-acre lot. With 4 spacious bedrooms and 3 full bathrooms, 3 bedrooms and 2 bathrooms of which are on the main level, this residence is designed to accommodate a variety of lifestyles, making it an ideal retreat for those seeking tranquility and space. Step inside to discover a warm and inviting interior featuring a harmonious open floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home boasts a country-style kitchen equipped with stainless steel appliances, upgraded quartz countertops, built-in microwave, and a convenient island, perfect for casual meals or entertaining guests. The cozy family room, complete with a propane gas log set on the main floor and a cozy wood-burning stove in the in-law suite downstairs, invites relaxation and warmth during cooler evenings. Natural light floods the home through a bay window and a sliding door, enhancing the beauty of the hardwood and ceramic tile flooring throughout. The primary suite on the main level offers a private oasis with a walk-in closet and an en-suite bathroom, ensuring comfort and privacy. Additional features include recessed lighting throughout and several smart home features such as keyless rear entry door, Ecobee wifi thermostat, Generac wifi backup whole-house generator with automatic load shedding smart transfer switch, wifi propane tank monitoring, and multiple wired and wifi cameras including Ring door bell and spotlight cameras. The lower level in-law suite offers a second kitchenette, bedroom, full bath, stackable laundry and den all with it's own private entrance from the outdoor patio, providing maximum versatility for various needs. Outside, the property is a true haven for outdoor enthusiasts, featuring a 2-story barn and multiple outbuildings. The expansive grounds are perfect for outdoor activities, while the scenic views of the surrounding mountains, trees, and the gentle flow of Catoctin Creek create a picturesque backdrop for your daily life. Enjoy private access to the creek, ideal for peaceful moments by the water. The exterior of the home is equally inviting, with thoughtful landscaping, exterior lighting, and ample parking options, including an oversized 2-car attached garage and an oversized paved driveway allowing parking for 5+ cars easily. For RV enthusiasts, there is a 20-30-50 amp hookup, water hookup, propane hookup, and sewer hookup behind the house on the asphalt pad, further enhancing flexibility and fun. There is also a full-house backup generator and owner-owned buried 500-gallon propane tank so you are fully covered in case of the rare weather emergency. The 2-car oversized garage has a separate mini split heating and cooling system with 2 head units for year-round comfort. Located in a suburban setting with complete privacy yet close to everything, this property offers the perfect balance of privacy and accessibility, making it a wonderful place to call home. Whether you're looking to unwind in your garden, explore the nearby trails, commute to nearby Frederick, Baltimore or Washington DC, or simply enjoy the beauty of nature, this residence is a sanctuary that promises comfort and joy for years to come. View this listing at: http://gundackergroup.com/mls=MDFR2083074

Property Features

  • Garage: 2
  • Taxes: $5,727
  • Basement: Yes
  • Roof Type: Asphalt
  • Exterior: Vinyl Siding
  • Parking Notes: 2 Total Parking Spaces
  • Special View Info: Garden/Lawn,Mountain,Panoramic,Scenic Vista,Trees/
  • Lot Size: 5.31 Acres
  • Lot Dimensions: 5.31 Acre(S)
  • Heating: Heat Pump(s),Central,Programmable Thermostat,Solar
  • Fuel Type: Central,Electric,Propane - Owned,Solar,Wood
  • Cooling: Ceiling Fan(s),Central A/C,Heat Pump(s),Programmab
  • Year Built: 1977
  • Fireplaces: 2
  • Water: Well
  • Sewer: Septic Exists
  • Stories: 2.0
  • Additional Structures: Above Grade,Below Grade
  • Fencing Description: Partially, Split Rail
  • Location Description: Suburban
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 2
  • Parking Features: Asphalt Driveway,Paved Driveway,Gravel Driveway,Paved Parking,Private
  • Appliances: Dishwasher,Dryer,Dryer - Front Loading,Exhaust Fan,Extra Refrigerator/Freezer,Oven - Self Cleaning,Oven/Range - Electric,Range Hood,Refrigerator,Stove,Washer,Washer - Front Loading,Built-In Microwave,Dryer - Electric,Icemaker,Stainless Steel Appliances,Washer/Dryer Stacked,Water Dispenser
  • Rooms: Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Family Room,Den,Foyer,In-Law/auPair/Suite,Laundry,Other,Utility Room,Workshop,Bathroom 2,Bathroom 3,Primary Bathroom
  • Basement: Connecting Stairway,Daylight, Partial,Full,Outside Entrance,Partially Finished,Rear Entrance,Walkout Level,Windows,Workshop,Garage Access,Heated
  • Lake Name: Catoctin Creek
  • Horse Amenities: Stable(s)
  • SQFT Total Finished: 2616
  • SQFT Above Finished: 1916
  • SQFT Below Finished: 700
  • Exterior: Chimney Cap(s),Exterior Lighting,Flood Lights,Gutter System,Kennels,Outbuilding(s),Other
  • Interior: Attic,Breakfast Area,Built-Ins,Combination Dining/Living,Floor Plan - Open,Kitchen - Country,Kitchen - Island,Primary Bath(s),Window Treatments,Wood Floors,2nd Kitchen,Ceiling Fan(s),Combination Kitchen/Dining,Combination Kitchen/Living,Dining Area,Family Room Off Kitchen,Kitchenette,Pantry,Recessed Lighting,Stove - Wood,Upgraded Countertops,Walk-in Closet(s)
  • Fireplace: Equipment,Fireplace - Glass Doors,Mantel(s),Brick,Flue for Stove,Gas/Propane,Wood
  • Flooring: Ceramic Tile,Hardwood
  • Water Access: Private Access
  • Windows: Bay/Bow,Screens,Sliding
  • Utilities: Cable TV,Electric Available,Propane,Sewer Available,Under Ground,Water Available

School Information

  • High School: MIDDLETOWN
  • Middle School: MIDDLETOWN
  • Elementary School: MIDDLETOWN
  • School District: FREDERICK COUNTY PUBLIC SCHOOLS
Printed June 12, 2026


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Agent License Information: 
The Gundacker Group

Licensed in Maryland, Pennsylvania, & West Virginia: Kimberley Gundacker

Licensed in Maryland: Sherry Davis 

11949 Robinwood Drive #100, Hagerstown, MD 21742
301-745-1620