14401 Windy Oak Cir

Upper Marlboro, MD 20772
  • $635,000

    Price
  • 3

    Bed
  • 2.5

    Bath
  • 2,028

    SqFt

About the Listing TTRS9 - 3022116,3294086

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.

Listing Highlights

Status Active With Contingency
Days on Site 19
Property Type Residential
MLS ® MDPG2199126
Year Built 1915
Total Square Footage 2,028
Lot/Acreage 2.23
Neighborhood Windy Oaks
Elementary School Mattaponi
Middle School Gwynn Park
High School Frederick Douglass

Interior Details

  • Bedrooms: 3
  • Bathrooms: 2 Full / 1 Half
  • Appliances: Oven - Wall, Dishwasher, Dryer, Refrigerator, Washer, Water Heater, Oven - Single, Stainless Steel Appliances
  • Air Cond: Central A/C,Ceiling Fan(s)
  • Heating: Forced Air,Heat Pump(s),Pellet Stove,Heat Pump - Electric BackUp,Humidifier,Zoned
  • Fireplaces: 2, Wood,2 Fireplaces
  • Floor: Hardwood,Ceramic Tile
  • Above Ground Sq Ft: 2028
  • Below Ground Sq Ft: 0
  • Basement: Outside Entrance,Daylight,Partial,Heated,Interior Access,Poured Concrete,Sump Pump,Unfinished,Walkout Stairs
  • Other: 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
  • Water: Well

Exterior Details

  • Lot Description: Backs to Trees,Cleared,Front Yard,Landscaping,Open,Partly Wooded,Private,Secluded,Not New Construction,Horse Property: No
  • Garage Capacity: N/A
  • Zoning: RE
  • Roof: Architectural Shingle
  • Others: Outbuilding(s),Very Good
  • Sewer: On Site Septic,Private Septic Tank
  • Parking Features: Asphalt Driveway,Driveway

Financial Details

  • Tax Amount: $4,725
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2023

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14401 Windy Oak Cir Upper Marlboro, MD 20772

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Originating MLS: BRIGHT_MAIN

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