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.
Listed By
Agency Name: TTR Sotheby's International Realty
Shown By
Agent Name: Joshua Ragno
Agent Phone: Cell: (717) 816-5912
Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Estimated Payment
$ 1,992.19 per month $1,413.23 Principal & Interest $393.75 Property Tax $185.21 Homeowner's InsuranceYou are now registered to view virtual open houses for the listings.
14401 Windy Oak Circle | MLS# MDPG2199126
This single family home located at 14401 Windy Oak Circle , Upper Marlboro, MD 20772 is currently listed for sale with an asking price of $635,000. This property was built in 1915 and has 3 bedrooms and 2 full and 1 partial baths with 2028 sq. ft. Windy Oak Circle is located in the WINDY OAKS subdivision within the PRINCE GEORGES COUNTY PUBLIC SCHOOLS school district. Search WINDY OAKS real estate on www.ragnorealty.com today.