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.
Sold for $645,000
$645,000
14401 Windy Oak Cir, Upper Marlboro, MD 20772
3beds
2,028sqft
Single Family Residence
Built in 1915
2.23 Acres Lot
$644,200 Zestimate®
$318/sqft
$3,156 Estimated rent
Home value
$644,200
$580,000 - $715,000
$3,156/mo
Zestimate® history
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List your homeWhat's special
Refined finishesWell-maintained groundsUpdated mechanical systemsExpansive rear deckSolar panelsNew roofBrand-new hvac system
Zillow last checked:
Listing updated:
Listed by:
Brad Kappel 410-279-9476,
TTR Sotheby's International Realty,
Listing Team: Brad Kappel Team, Co-Listing Team: Brad Kappel Team,Co-Listing Agent: Christian Schou 443-926-4509,
TTR Sotheby's International Realty
Bought with:
Phillip Allen, 0650174
Corcoran McEnearney
Source: Bright MLS,MLS#: MDPG2199126
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Laundry, Bathroom 2, Primary Bathroom
Primary bedroom
- Level: Upper
Bedroom 2
- Level: Upper
Bedroom 3
- Level: Upper
Primary bathroom
- Level: Upper
Bathroom 2
- Level: Upper
Dining room
- Level: Main
Kitchen
- Level: Main
Laundry
- Level: Main
Living room
- Level: Main
Heating
- Forced Air, Heat Pump, Humidity Control, Zoned, Electric, Propane
Cooling
- Central Air, Ceiling Fan(s), Electric
Appliances
- Included: Oven, Dishwasher, Dryer, Refrigerator, Washer, Water Heater, Stainless Steel Appliance(s), Electric Water Heater
- Laundry: Main Level, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Dining Area, Floor Plan - Traditional, Formal/Separate Dining Room, Eat-in Kitchen, Kitchen Island, Kitchen - Table Space, Pantry, Primary Bath(s)
- Flooring: Hardwood, Ceramic Tile, Wood
- Windows: Double Hung, Screens, Skylight(s)
- Basement: Exterior Entry,Partial,Heated,Interior Entry,Concrete,Sump Pump,Unfinished,Walk-Out Access
- Number of fireplaces: 2
- Fireplace features: Wood Burning, Other
Interior area
- Total structure area: 2,572
- Total interior livable area: 2,028 sqft
- Finished area above ground: 2,028
- Finished area below ground: 0
Property
Parking
- Parking features: Asphalt, Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Patio & porch: Porch, Deck
- Pool features: None
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 2.23 Acres
- Features: Backs to Trees, Cleared, Front Yard, Landscaped, Open Lot, Wooded, Private, Secluded, Rural
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 17151740604
- Zoning: RE
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Farmhouse/National Folk
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Other
- Roof: Architectural Shingle
Condition
- Very Good
- New construction: No
- Year built: 1915
- Major remodel year: 2019
Utilities & green energy
- Sewer: On Site Septic, Private Septic Tank
- Water: Well
Community & HOA
Community
- Security: Security System
- Subdivision: Windy Oaks
HOA
- Has HOA: No
Location
- Region: Upper Marlboro
Financial & listing details
- Price per square foot: $318/sqft
- Tax assessed value: $344,900
- Annual tax amount: $4,725
- Date on market: 4/17/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Conventional,FHA,VA Loan,Cash
- Inclusions: See Documents For Inclusions / Exclusions
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 5/29/2026 | Sold | $645,000+1.6%$318/sqft |
Source:  Bright MLS #MDPG2199126 Report a problem | ||
| 4/20/2026 | Contingent | $635,000$313/sqft |
Source: Bright MLS #MDPG2199126 Report a problem | ||
| 4/17/2026 | Listed for sale | $635,000+18.7%$313/sqft |
Source: Bright MLS #MDPG2199126 Report a problem | ||
| 2/5/2024 | Sold | $535,000$264/sqft |
Source: Bright MLS #MDPG2078460 Report a problem | ||
| 12/19/2023 | Pending sale | $535,000$264/sqft |
Source: Bright MLS #MDPG2078460 Report a problem | ||
| 12/19/2023 | Listing removed | -- |
Source: Bright MLS #MDPG2078460 Report a problem | ||
| 12/7/2023 | Price change | $535,000-2.7%$264/sqft |
Source: Bright MLS #MDPG2078460 Report a problem | ||
| 11/3/2023 | Listed for sale | $550,000$271/sqft |
Source: Bright MLS #MDPG2078460 Report a problem | ||
| 9/11/2023 | Listing removed | -- |
Source: Bright MLS #MDPG2078460 Report a problem | ||
| 5/23/2023 | Listing removed | $550,000$271/sqft |
Source: Bright MLS #MDPG2078460 Report a problem | ||
| 5/19/2023 | Listed for sale | $550,000+27.9%$271/sqft |
Source: Bright MLS #MDPG2078460 Report a problem | ||
| 10/9/2020 | Sold | $430,000+1.2%$212/sqft |
Source: Public Record Report a problem | ||
| 9/11/2020 | Pending sale | $425,000$210/sqft |
Source: RLAH Real Estate #MDPG580276 Report a problem | ||
| 9/8/2020 | Listed for sale | $425,000+16.4%$210/sqft |
Source: RLAH Real Estate #MDPG580276 Report a problem | ||
| 3/25/2016 | Sold | $365,000$180/sqft |
Source: Public Record Report a problem | ||
| 1/30/2016 | Pending sale | $365,000$180/sqft |
Source: Central Properties LLC #PG9531804 Report a problem | ||
| 12/5/2015 | Listed for sale | $365,000-1.4%$180/sqft |
Source: Central Properties LLC #PG9531804 Report a problem | ||
| 5/20/2011 | Listing removed | $370,000$182/sqft |
Source: RE/MAX 100 #PG7567487 Report a problem | ||
| 5/1/2011 | Pending sale | $370,000$182/sqft |
Source: RE/MAX 100 #PG7567487 Report a problem | ||
| 4/3/2011 | Listed for sale | $370,000+131.3%$182/sqft |
Source: RE/MAX 100 #PG7567487 Report a problem | ||
| 6/25/1999 | Sold | $160,000$79/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,807 +39.9% | $401,500 +7.6% |
| 2024 | $4,150 +8.2% | $373,200 +8.2% |
| 2023 | $3,835 +8.9% | $344,900 +8.9% |
| 2022 | $3,521 | $316,600 |
| 2021 | $3,521 | $316,600 |
| 2020 | $3,521 -20.6% | $316,600 +3.1% |
| 2019 | $4,432 | $306,933 |
| 2018 | $4,432 +8.7% | $306,933 +11.9% |
| 2017 | $4,077 +32.5% | $274,367 +13.5% |
| 2016 | $3,077 | $241,800 +3.8% |
| 2015 | $3,077 | $232,900 +4% |
| 2014 | $3,077 | $224,000 +4.1% |
| 2013 | -- | $215,100 |
| 2012 | -- | $215,100 |
| 2011 | -- | $215,100 -23.8% |
| 2010 | -- | $282,360 +8.2% |
| 2009 | -- | $260,850 +9% |
| 2008 | -- | $239,340 +9.9% |
| 2007 | -- | $217,830 +5.6% |
| 2006 | -- | $206,332 +162.9% |
| 2005 | -- | $78,496 -51.5% |
| 2004 | -- | $161,910 |
| 2003 | -- | $161,910 +3.6% |
| 2002 | -- | $156,232 +7.8% |
| 2001 | -- | $144,880 |
Find assessor info on the county website
Neighborhood: Marlton
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Nearby schools
GreatSchools rating
- 4/10Mattaponi Elementary SchoolGrades: K-5Distance: 2.8 mi
- 3/10Gwynn Park Middle SchoolGrades: 6-8Distance: 7.1 mi
- 5/10Frederick Douglass High SchoolGrades: 9-12Distance: 1.8 mi
Schools provided by the listing agent
- Elementary: Mattaponi
- Middle: Gwynn Park
- High: Frederick Douglass
- District: Prince George's County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$644,200
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Estimated market value
$644,200
- Maryland
- Prince Georges County
- Upper Marlboro
- 20772
- Marlton
- 14401 Windy Oak Cir
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