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
$960,000
4403 Winding Oak Dr, Olney, MD 20832
4beds
3,494sqft
Single Family Residence
Built in 2000
0.28 Acres Lot
$959,700 Zestimate®
$275/sqft
$4,561 Estimated rent
Home value
$959,700
$873,000 - $1.05M
$4,561/mo
Zestimate® history
Owner options
List your home for rent
$4,561/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$4,561/mo
Rent Zestimate®
Refinance and save
$5,901/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$5,901/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Grand foyerOpen-concept designLushly landscaped grounds
Zillow last checked:
Listing updated:
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
Rooms
- Room types: Living Room, Dining Room, Kitchen, Family Room, Breakfast Room, Laundry, Office, Recreation Room, Utility Room, Half Bath
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 & HOA
Community
- Subdivision: Oatland Farm
HOA
- Has HOA: Yes
- HOA fee: $61 monthly
Location
- Region: Olney
Financial & listing details
- Price per square foot: $275/sqft
- Tax assessed value: $749,000
- Annual tax amount: $8,650
- Date on market: 5/2/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 5/27/2025 | Sold | $960,000+6.7%$275/sqft |
Source:  Bright MLS #MDMC2177070 Report a problem | ||
| 5/11/2025 | Pending sale | $899,900$258/sqft |
Source: Bright MLS #MDMC2177070 Report a problem | ||
| 5/4/2025 | Contingent | $899,900$258/sqft |
Source: Bright MLS #MDMC2177070 Report a problem | ||
| 5/2/2025 | Listed for sale | $899,900+154.9%$258/sqft |
Source: Bright MLS #MDMC2177070 Report a problem | ||
| 2/10/2000 | Sold | $353,075$101/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,465 +3.2% | $749,000 +5.1% |
| 2024 | $8,202 +5.3% | $712,500 +5.4% |
| 2023 | $7,789 +10.4% | $676,000 +5.7% |
| 2022 | $7,057 +0.4% | $639,500 +0.3% |
| 2021 | $7,026 +0.3% | $637,300 +0.3% |
| 2020 | $7,006 +1.1% | $635,100 +0.3% |
| 2019 | $6,929 -0.2% | $632,900 +0.7% |
| 2018 | $6,942 -1.9% | $628,367 +0.7% |
| 2017 | $7,078 +32.2% | $623,833 +0.7% |
| 2016 | $5,354 | $619,300 +4.6% |
| 2015 | $5,354 | $592,200 +4.8% |
| 2014 | $5,354 | $565,100 +5% |
| 2013 | -- | $538,000 |
| 2012 | -- | $538,000 |
| 2011 | -- | $538,000 -25.9% |
| 2010 | -- | $726,450 +2.5% |
| 2009 | -- | $709,016 +2.5% |
| 2008 | -- | $691,583 +2.6% |
| 2007 | -- | $674,150 +17.5% |
| 2006 | -- | $573,840 +21.2% |
| 2005 | -- | $473,530 +26.9% |
| 2004 | -- | $373,220 |
| 2003 | -- | $373,220 +11.9% |
| 2002 | -- | $333,520 +6.3% |
| 2001 | -- | $313,670 |
Find assessor info on the county website
Neighborhood: 20832
Nearby homes
- $918,600-- bd2 ba3k sqft4405 Winding Oak Dr, Olney, MD 20832Off Market
- $1,035,700-- bd3 ba3.8k sqft4401 Winding Oak Dr, Olney, MD 20832Off Market
- $981,400-- bd2 ba3.7k sqft4407 Winding Oak Dr, Olney, MD 20832Off Market
- $1,030,7005 bd4 ba3.7k sqft18723 Olney Mill Rd, Olney, MD 20832Off Market
- $868,1004 bd4 ba2.5k sqft4402 Winding Oak Dr, Olney, MD 20832Off Market
- $1,005,700-- bd2 ba3.7k sqft4404 Winding Oak Dr, Olney, MD 20832Off Market
- $798,7004 bd3 ba2.4k sqft4400 Winding Oak Dr, Olney, MD 20832Off Market
- $1,026,400-- bd4 ba3.6k sqft4406 Winding Oak Dr, Olney, MD 20832Off Market
Nearby schools
GreatSchools rating
- 8/10Belmont Elementary SchoolGrades: K-5Distance: 1.5 mi
- 9/10Rosa M. Parks Middle SchoolGrades: 6-8Distance: 0.6 mi
- 6/10Sherwood High SchoolGrades: 9-12Distance: 3.8 mi
Schools provided by the listing agent
- District: Montgomery 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.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$959,700
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$959,700
- Maryland
- Montgomery County
- Olney
- 20832
- 4403 Winding Oak Dr
Nearby cities
Nearby zip codes
Other Olney Topics
