Pictures coming 5/1/2025 for this beautifully well maintained and updated private home backing to woods. First showings start on 5/2/2025 . Welcome to 4403 Winding Oak Drive, an exquisite residence nestled in the charming neighborhood of Olney, MD. This elegant home offers an expansive 3,494 square feet of living space, seamlessly blending style and comfort to provide a truly inviting environment. Step inside and be greeted by a grand foyer that sets the stage for the home's sophisticated interior. The open-concept design ensures fluid movement throughout, enhancing the sense of space and ease. The home's generous lot size of 12,086 square feet offers ample outdoor space for relaxation and entertainment, making it an ideal setting for hosting gatherings or enjoying quiet moments amidst nature. The lushly landscaped grounds provide a serene backdrop, enhancing the overall tranquility of the property. Conveniently located close to both DC, Northern VA and Baltimore, the ICC, 270, 495 and 95 while surrounded by parks and trails, this home offers you the best of both worlds! Please note: The tax assessor states the square footage on the house is 5,018. The floor plans state closer to just under 4,000. Sellers and Compass make no warranty as to the exact square footage of this home. Thank you OPEN HOUSE CANCELED for 5/4/25 Whether you are entertaining guests or enjoying a peaceful evening at home, the versatile living areas cater to every lifestyle need. Discover the perfect blend of elegance and functionality at 4403 Winding Oak Drive — your new haven awaits.
Sold for $960,000 on 05/27/25
$960,000
4403 Winding Oak Dr, Olney, MD 20832
4beds
3,494sqft
Single Family Residence
Built in 2000
0.28 Acres Lot
$960,500 Zestimate®
$275/sqft
$4,633 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: May 28, 2025 at 08:26am
Listed by:
Susan Fitzpatrick 240-793-8523,
Compass,
Co-Listing Agent: James Fitzpatrick 240-793-4696,
Compass
Bought with:
Bonnie Casey Broccolino, 97969
Northrop Realty
Source: Bright MLS,MLS#: MDMC2177070

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Breakfast room
- Level: Main
Dining room
- Level: Main
Family room
- Level: Main
Half bath
- Level: Main
Half bath
- Level: Main
Kitchen
- Level: Main
Laundry
- Level: Main
Living room
- Level: Main
Office
- Level: Main
Recreation room
- Level: Lower
Utility room
- Level: Lower
Utility room
- Level: Lower
Heating
- Forced Air, Natural Gas
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Dishwasher, Disposal, Dryer, Oven, Oven/Range - Gas, Water Heater, Washer, Gas Water Heater
- Laundry: Main Level, Laundry Room
Features
- Combination Kitchen/Dining, Family Room Off Kitchen, Open Floorplan, Eat-in Kitchen, Kitchen - Country, Kitchen - Gourmet, Upgraded Countertops
- Flooring: Wood
- Basement: Full,Finished,Rear Entrance,Walk-Out Access
- Number of fireplaces: 1
- Fireplace features: Gas/Propane
Interior area
- Total structure area: 5,018
- Total interior livable area: 3,494 sqft
- Finished area above ground: 3,494
- Finished area below ground: 0
Property
Parking
- Total spaces: 5
- Parking features: Garage Faces Front, Driveway, Attached
- Attached garage spaces: 2
- Uncovered spaces: 3
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Pool features: None
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 0.28 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 160803191384
- Zoning: RE1
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Slab
Condition
- New construction: No
- Year built: 2000
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Location
- Region: Olney
- Subdivision: Oatland Farm
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $61 monthly
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Services availability

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