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soldNew — 3d on market
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$645,000

Sold
3beds
|
3baths
|
2,028sqft
|
1915built
14401 Windy Oak Cir,Upper Marlboro, MD 20772

Sold onMay 29, 2026· Listed at $635,000

This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.

What's special

Just listed

On the market for 3 days

$318/sqft

Price per square foot

Built in 1915

111 years old

Overview

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 sy...

Listing updated: May 31, 2026 at 11:12 PM

Listed by:

Bradley R Kappel 410-279-9476, TTR Sotheby's International Realty, Co-Listing Agent: Christian Schou 443-926-4509, TTR Sotheby's International Realty

Source: Bright MLS · MLS #MDPG2199126Bright MLS

Property details

Price history

DateEventPrice
May 29, 2026Sold$645,000
Apr 17, 2026Listed for sale$635,000

Location

14401 Windy Oak Cir, Upper Marlboro, MD 20772

Nearby schools

MATTAPONI

Elementary School

GWYNN PARK

Middle School

FREDERICK DOUGLASS

High School

Recently sold nearby

Similar homes sold within 0.5 miles in the last 90 days.

This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.

Homes for sale near here

Active listings within ~5 miles of this address.

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Bright MLS

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 6/19/2026.