14401 Windy Oak Cir, Upper Marlboro, MD 20772
Local realty services provided by:CENTURY 21 Harbor Realty
14401 Windy Oak Cir,Upper Marlboro, MD 20772
$635,000
- 3 Beds
- 3 Baths
- 2,028 sq. ft.
- Single family
- Active
Listed by: bradley r kappel, christian schou
Office: ttr sotheby's international realty
MLS#:MDPG2199126
Source:BRIGHTMLS
Price summary
- Price:$635,000
- Price per sq. ft.:$313.12
About this home

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....
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Home facts
- Year built:1915
- Listing ID #:MDPG2199126
- Added:1 day(s) ago
- Updated:April 18, 2026 at 09:42 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Flooring:Ceramic Tile, Hardwood
- Dining Description:Dining Area, Dining Room, Formal/Separate Dining Room
- Bathrooms Description:Bathroom 2, Primary Bath(s), Primary Bathroom
- Kitchen Description:Built-Ins, Dishwasher, Kitchen - Eat-In, Kitchen - Island, Kitchen - Table Space, Oven - Single, Oven - Wall, Pantry, Refrigerator, Stainless Steel Appliances, Water Heater
- Bedroom Description:Primary Bedroom
- Basement:Yes
- Basement Description:Daylight, Heated, Interior Access, Outside Entrance, Partial, Poured Concrete, Sump Pump, Unfinished, Walkout Stairs
- Living area:2,028 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C
- Heating:Electric, Forced Air, Heat Pump - Electric BackUp, Heat Pump(s), Humidifier, Propane - Leased, Zoned
Structure and exterior
- Roof:Architectural Shingle
- Year built:1915
- Building area:2,028 sq. ft.
- Lot area:2.23 Acres
- Lot Features:Backs to Trees, Cleared, Front Yard, Landscaping, Open, Partly Wooded, Private, Rural, Secluded
- Architectural Style:Colonial, Farmhouse/National Folk
- Construction Materials:Frame
- Exterior Features:Deck(s), Outbuilding(s), Porch(es)
- Levels:3 Story
Schools
- High school:FREDERICK DOUGLASS
- Middle school:GWYNN PARK
- Elementary school:MATTAPONI
Utilities
- Water:Well
- Sewer:On Site Septic, Private Septic Tank
Finances and disclosures
- Price:$635,000
- Price per sq. ft.:$313.12
- Tax amount:$4,725 (2023)
Features and amenities
- Laundry features:Dryer, Laundry, Washer
- Amenities:Built-Ins, Ceiling Fan(s), Double Hung Windows, Security System
Parking
- Parking description:Asphalt Driveway
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