14401 Windy Oak Circle • Upper Marlboro, MD 20772

$635,000 Beds: 3 • Baths: 2 full 1 partial • Sq. Feet: 2028 • MLS ID: MDPG2199126 • Subdivision: WINDY OAKS • School Dist: PRINCE GEORGES COUNTY PUBLIC SCHOOLS
Set on 2.23 private acres in Upper Marlboro, 14401 Windy Oak Circle presents a rare opportunity to enjoy space, privacy, and versatility without sacrificing proximity to Washington, D.C. and Annapolis. Originally rooted in classic farmhouse character, the home was thoughtfully reimagined in 2019 with a generously sized addition, updated mechanical systems, and refined finishes that support modern living. The result is a warm and inviting three-bedroom, two-and-a-half-bath residence that feels both timeless and move-in ready. Recent upgrades include a new roof, solar panels, a brand-new HVAC system, and a water softener with reverse osmosis—offering both peace of mind and lasting value. Inside, the layout is intuitive and highly livable, with a natural flow between spaces that supports both everyday living and entertaining. Outdoors, the property truly distinguishes itself. The 2.23 acres of usable land offer flexibility for a variety of lifestyles, while an expansive rear deck creates an ideal setting for gatherings, outdoor dining, or quiet evenings. The well-maintained grounds provide endless opportunities for recreation, gardening, or future expansion. The barn introduces an additional layer of utility and possibility, well-suited for storage, workshop use, or hobby farming, and adaptable to meet a range of needs depending on your lifestyle. This is a property defined by optionality—space to expand, space to create, and space to unwind. A setting that offers a sense of retreat while remaining connected to the region’s most desirable destinations. For those seeking land, privacy, and a thoughtfully updated home, 14401 Windy Oak Circle represents a turnkey opportunity with enduring appeal. View this listing at: http://ragnorealty.com/mls=MDPG2199126

Property Features

  • Taxes: $4,725
  • Basement: Yes
  • Wooded: Yes
  • Roof Type: Architectural Shingle
  • Exterior: Frame
  • Special View Info: Trees/Woods
  • Lot Size: 2.23 Acres
  • Lot Dimensions: 2.23 Acre(S)
  • Heating: Forced Air,Heat Pump(s),Pellet Stove,Heat Pump - E
  • Fuel Type: Electric,Propane - Leased
  • Cooling: Central A/C,Ceiling Fan(s)
  • Year Built: 1915
  • Fireplaces: 2
  • Water: Well
  • Sewer: On Site Septic,Private Septic Tank
  • Stories: 3.0
  • Additional Structures: Above Grade,Below Grade
  • Location Description: Rural
  • Lot Description: Backs to Trees, Cleared, Front Yard, Landscaping, Open, Partly Wooded, Private, Secluded
  • Structure Type: Detached
  • Parking Features: Asphalt Driveway
  • Appliances: Oven - Wall,Dishwasher,Dryer,Refrigerator,Washer,Water Heater,Oven - Single,Stainless Steel Appliances
  • Rooms: Living Room,Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Kitchen,Laundry,Bathroom 2,Primary Bathroom
  • Basement: Outside Entrance,Daylight, Partial,Heated,Interior Access,Partial,Poured Concrete,Sump Pump,Unfinished,Walkout Stairs
  • SQFT Total Finished: 2028
  • SQFT Above Finished: 2028
  • Exterior: Outbuilding(s)
  • Interior: Built-Ins,Ceiling Fan(s),Dining Area,Floor Plan - Traditional,Formal/Separate Dining Room,Kitchen - Eat-In,Kitchen - Island,Kitchen - Table Space,Pantry,Primary Bath(s),Wood Floors
  • Fireplace: Wood,Other
  • Flooring: Hardwood,Ceramic Tile
  • Windows: Double Hung,Screens,Skylights

School Information

  • High School: FREDERICK DOUGLASS
  • Middle School: GWYNN PARK
  • Elementary School: MATTAPONI
  • School District: PRINCE GEORGES COUNTY PUBLIC SCHOOLS
Printed April 18, 2026


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