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14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
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14401 WINDY OAK CIRCLE
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14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
14401 WINDY OAK CIRCLE
Courtesy of TTR Sotheby's International Realty
Sold

14401 WINDY OAK CIRCLE

14401 WINDY OAK CIRCLE, UPPER MARLBORO, MD 20772

$645,000
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.

3
beds

3
baths

2,028 Sq.Ft. LIVING AREA

2.23 Acres lot

Brad Kappel

Brad Kappel

Christian Schou

Christian Schou

Features & Amenities

Interior

  • total bedrooms3
  • Total bathrooms3
  • full bathrooms2
  • half bathroom1
  • Flooring Hardwood, Ceramic Tile
  • Fireplace Wood, Other
  • APPLIANCES Oven - Wall, Dishwasher, Dryer, Refrigerator, Washer, Water Heater, Oven - Single, Stainless Steel Appliances
  • other interior Features 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

Area & Lot

  • Status Sold
  • Date Sold May 29, 2026
  • Living Area2,028 Sq.Ft.
  • Lot Area2.23 Acres
  • MLS® IDMDPG2199126
  • TypeResidential
  • YEAR BUILT1915
  • Architecture StylesColonial, Farmhouse/National Folk
  • View DescriptionTrees/Woods
  • Elementary SchoolMATTAPONI
  • Middle SchoolGWYNN PARK
  • High SchoolFREDERICK DOUGLASS

Exterior

  • STORIES3
  • water SourceWell
  • roofArchitectural Shingle
  • lot featuresBacks to Trees, Cleared, Front Yard, Landscaping, Open, Partly Wooded, Private, Secluded
  • parkingDriveway
  • HEAT TYPEForced Air, Heat Pump(s), Pellet Stove, Heat Pump - Electric Back Up, Humidifier, Zoned
  • AIR CONDITIONINGCentral A/C, Ceiling Fan(s)
  • sewerOn Site Septic, Private Septic Tank
  • SubstructureOther
  • Disability FeaturesNone
  • security FeaturesSecurity System
  • other exterior FeaturesOutbuilding(s)

Financial

  • Sales Price$645,000
  • Real Estate Tax $4,725/yr
  • Zoning RE

Work With Us

Brad Kappel and his team are dedicated to helping you find your dream home and assisting with any selling needs you may have. Make Your Move today!

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