Welcome to **8 Winding Oak Court**, a beautifully maintained Colonial nestled on a desirable corner lot in the sought-after Oatland Farm community of Olney. This elegant 4-bedroom, 2.5-bath home offers an attached two-car garage, formal living and dining rooms, a convenient butler’s pantry, and a spacious primary suite with a private ensuite bath. Recent updates add to the home's appeal, including **hardwood floors installed in 2022, an HVAC system replaced in 2023, a roof replaced in 2023, and siding replaced in 2023.** The primary bathroom has also been updated, and fresh paint throughout the home. Thoughtfully designed for both everyday living and entertaining, this home offers a wonderful combination of traditional charm, comfortable living spaces, and meaningful updates. Located near parks, shopping, dining, and major commuter routes, this is an excellent opportunity to own a well-maintained home in one of Olney's established communities.
For sale
Price cut: $77K (8/22)
$998,000
8 Winding Oak Ct, Olney, MD 20832
4beds
4,005sqft
Single Family Residence
Built in 1998
0.25 Acres Lot
$979,900 Zestimate®
$249/sqft
$58/mo HOA
What's special
Attached two-car garageDesirable corner lotPrivate ensuite bathSpacious primary suite
- 35 days |
- 997 |
- 12 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Nicole Payton 240-354-7460,
RLAH @properties 2025188781,
Co-Listing Agent: Althea Hearst 202-390-5624,
RLAH @properties
Source: Bright MLS,MLS#: MDMC2246144
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Basement, Foyer, Sun/Florida Room, Laundry, Office, Storage Room, Primary Bathroom, Full Bath
Primary bedroom
- Level: Upper
Bedroom 2
- Level: Upper
Bedroom 3
- Level: Upper
Bedroom 4
- Level: Upper
Primary bathroom
- Level: Upper
Basement
- Level: Lower
Dining room
- Level: Main
Foyer
- Level: Main
Other
- Level: Upper
Kitchen
- Level: Main
Laundry
- Level: Lower
Office
- Level: Main
Storage room
- Level: Lower
Other
- Level: Main
Heating
- Forced Air, Natural Gas, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Gas Water Heater
- Laundry: Laundry Room
Features
- Basement: Partially Finished
- Number of fireplaces: 2
Interior area
- Total structure area: 4,651
- Total interior livable area: 4,005 sqft
- Finished area above ground: 3,405
- Finished area below ground: 600
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Garage Faces Front, Attached, Driveway
- Attached garage spaces: 2
- Uncovered spaces: 2
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Pool features: None
Lot
- Size: 0.25 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 160803144372
- Zoning: RE1
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Slab
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 1998
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Oatland Farm
HOA
- Has HOA: Yes
- HOA fee: $58 monthly
- HOA name: OATLAND FARM HOMEOWNERS ASSOCIATION
Location
- Region: Olney
Financial & listing details
- Price per square foot: $249/sqft
- Tax assessed value: $798,033
- Annual tax amount: $9,370
- Date on market: 7/23/2026
- Listing agreement: Exclusive Agency
- Ownership: Fee Simple
Estimated market value
$979,900
$931,000 - $1.03M
$4,531/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/22/2026 | Price change | $998,000-7.2%$249/sqft |
Source:  Bright MLS #MDMC2246144 Report a problem | ||
| 7/23/2026 | Listed for sale | $1,075,000+70.7%$268/sqft |
Source: Bright MLS #MDMC2246144 Report a problem | ||
| 8/21/2013 | Sold | $629,900$157/sqft |
Source: Public Record Report a problem | ||
| 5/15/2013 | Listed for sale | $629,900+1.6%$157/sqft |
Source: Re/Max Realty Centre, Inc. #MC8081246 Report a problem | ||
| 7/21/2012 | Listing removed | $619,900$155/sqft |
Source: RE/MAX REALTY CENTRE #MC7869156 Report a problem | ||
| 6/22/2012 | Price change | $619,900-1.6%$155/sqft |
Source: RE/MAX REALTY CENTRE #MC7869156 Report a problem | ||
| 4/12/2012 | Listed for sale | $629,900+106.9%$157/sqft |
Source: RE/MAX Realty Centre, Inc. #MC7814884 Report a problem | ||
| 9/25/1998 | Sold | $304,400$76/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,678 +5.6% | $767,500 +7.5% |
| 2024 | $8,216 +8.1% | $713,733 +8.1% |
| 2023 | $7,604 +13.7% | $659,967 +8.9% |
| 2022 | $6,689 +0.4% | $606,200 +0.3% |
| 2021 | $6,661 +0.3% | $604,200 +0.3% |
| 2020 | $6,643 +1.1% | $602,200 +0.3% |
| 2019 | $6,572 -0.2% | $600,200 +0.7% |
| 2018 | $6,584 -2% | $596,033 +0.7% |
| 2017 | $6,718 +30% | $591,867 +0.7% |
| 2016 | $5,168 | $587,700 +4% |
| 2015 | $5,168 | $565,333 +4.1% |
| 2014 | $5,168 | $542,967 +4.3% |
| 2013 | -- | $520,600 |
| 2012 | -- | $520,600 |
| 2011 | -- | $520,600 -21.2% |
| 2010 | -- | $660,730 +0.5% |
| 2009 | -- | $657,566 -1.6% |
| 2008 | -- | $668,420 +2.6% |
| 2007 | -- | $651,240 +18.1% |
| 2006 | -- | $551,372 +22.1% |
| 2005 | -- | $451,506 +28.4% |
| 2004 | -- | $351,640 |
| 2003 | -- | $351,640 +12.5% |
| 2002 | -- | $312,560 +6.7% |
| 2001 | -- | $293,020 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 20832
Nearby schools
GreatSchools rating
- 8/10Belmont Elementary SchoolGrades: K-5Distance: 1.7 mi
- 9/10Rosa M. Parks Middle SchoolGrades: 6-8Distance: 0.9 mi
- 7/10Sherwood High SchoolGrades: 9-12Distance: 3.8 mi
Schools provided by the listing agent
- Elementary: Belmont
- Middle: Rosa M. Parks
- High: Sherwood
- 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.
- $925,0004 bd3 ba3.5k sqft4508 Winding Oak Dr, Olney, MD 20832Sold
- $1,007,8004 bd4 ba3k sqft6 Winding Oak Ct, Olney, MD 20832Off Market
- $907,200-- bd2 ba2.7k sqft7 Winding Oak Ct, Olney, MD 20832Off Market
- $901,300-- bd3 ba2.7k sqft4510 Winding Oak Dr, Olney, MD 20832Off Market
- $1,063,4004 bd4 ba3.9k sqft4 Winding Oak Ct, Olney, MD 20832Off Market
- $859,7004 bd3 ba2.5k sqft4505 Winding Oak Dr, Olney, MD 20832Off Market
- $939,4004 bd4 ba2.6k sqft5 Winding Oak Ct, Olney, MD 20832Off Market
- $924,700-- bd2 ba3.2k sqft4507 Winding Oak Dr, Olney, MD 20832Off Market
A local agent can set up tours, give advice and negotiate with sellers.
Similar homes
- $1,125,0004 bd4 ba4.2k sqft5019 Tothill Dr, Olney, MD 20832For Sale
MLS ID #MDMC2236884, Carolyn Simpkins, Weichert, REALTORS. Bright MLS - $1,195,0004 bd5 ba5.1k sqft18522 Rushbrooke Dr, Olney, MD 20832For Sale
MLS ID #MDMC2239374, Penny Chrissomallis, Samson Properties. Bright MLS - $1,023,0004 bd3 ba4.8k sqft22340 Flintridge Dr, Brookeville, MD 20833For Sale
MLS ID #MDMC2214264, Nadia Moreira, Samson Properties. Bright MLS - $975,0004 bd4 ba3.4k sqft9834 Shaded Day, Laurel, MD 20723For Sale
MLS ID #MDHW2073098, Hanh Pham, Samson Properties. Bright MLS - $1,175,0004 bd4 ba3.5k sqft18611 Brooke Rd, Sandy Spring, MD 20860For SaleMLS ID #MDMC2251112, Angela Cunha, Long & Foster Real Estate, Inc.. Bright MLS
- $970,0004 bd4 ba3.6k sqft8 Haller Ct, Poolesville, MD 20837For SaleMLS ID #MDMC2246252, Nancy Jamison Willard, Charles H. Jamison, LLC. Bright MLS
- $1,150,0005 bd4 ba4.9k sqft2112 Bordly Dr, Brookeville, MD 20833For SaleMLS ID #MDMC2227218, Saad Jamil, Samson Properties. Bright MLS
- $1,198,0004 bd4 ba4.7k sqft17511 Toboggan Ln, Rockville, MD 20855For SaleMLS ID #MDMC2229814, Mr. Eric Stewart, Long & Foster Real Estate, Inc.. Bright MLS
- $739,9004 bd4 ba3.5k sqft7050 Shadyside Dr, Mount Airy, MD 21771For SaleMLS ID #MDCR2037154, Maureen Nichols, RE/MAX Realty Plus. Bright MLS
- $995,0004 bd4 ba2.5k sqft11533 Flints Grove Ln, Gaithersburg, MD 20878For SaleMLS ID #MDMC2247762, Matthew Klein, Compass. Bright MLS
- $1,175,0004 bd4 ba3.8k sqft7921 Goodhurst Dr, Gaithersburg, MD 20882For SaleMLS ID #MDMC2238236, Doc Keane, Washington Fine Properties, LLC. Bright MLS
- $825,0005 bd4 ba4.7k sqft14929 Notley Rd, Silver Spring, MD 20905For SaleMLS ID #MDMC2250986, Alicia C Taylor, EXP Realty, LLC. Bright MLS
- $955,0004 bd5 ba3.5k sqft14112 Bear Creek Dr, Boyds, MD 20841For SaleMLS ID #MDMC2245334, Joaquin Cerritos, RE/MAX Realty Group. Bright MLS
- $975,0005 bd4 ba3.3k sqft1646 Woodstock Rd, Woodstock, MD 21163For SaleMLS ID #MDHW2071276, Debbie Weymouth, Keller Williams Realty Centre. Bright MLS
- $845,0004 bd3 ba2.8k sqft14921 Harrisville Rd, Mount Airy, MD 21771For SaleMLS ID #MDFR2086874, Karen Thompson, Berkshire Hathaway HomeServices PenFed Realty. Bright MLS
- $899,0004 bd5 ba4.3k sqft2 Seneca Forest Ct, Germantown, MD 20876For SaleMLS ID #MDMC2243302, Saji Sebastian, RE/MAX Town Center. Bright MLS
- $899,0004 bd4 ba4.9k sqft23816 Echo Creek Ct, Gaithersburg, MD 20882For SaleMLS ID #MDMC2230088, Joe Bernardo, Trusst Residential, LLC. Bright MLS
- $850,0005 bd4 ba2.8k sqft15804 Seurat Dr, Gaithersburg, MD 20878For SaleMLS ID #MDMC2252756, Chris Mann, REMAX Platinum Realty. Bright MLS
- $1,195,0004 bd4 ba3.9k sqft13576 Highland Rd, Clarksville, MD 21029For SaleMLS ID #MDHW2066770, Tony Sun, UnionPlus Realty, Inc.. Bright MLS
- $949,9955 bd3 ba3.4k sqft11890 Triadelphia Rd, Ellicott City, MD 21042For SaleMLS ID #MDHW2071472, Jim Bim, Winning Edge. Bright MLS
