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$1,075,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 4,651 Sq. Ft.
  • 2 Car Garage
  • Updated 2 days ago
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Welcome to 8 Winding Oak Drive, 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 features an attached two-car garage, formal living and dining rooms, a butler's pantry, and a spacious primary suite complete with a private ensuite bath. Thoughtfully designed for both everyday living and entertaining, this home offers timeless charm in one of Montgomery County's most established neighborhoods. Conveniently located near parks, shopping, dining, and major commuter routes, this is an exceptional opportunity to call Olney home.

Full Property Details for 8 Winding Oak Ct

General

  • Price: $1,075,000
  • HOA FEE: $58/month
  • Taxes: $9,370 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDMC2246144
  • Updated: 7/23/2026
  • Added to Site: 3 day(s) ago

Interior

  • Rooms/Areas: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Basement, Foyer, Sun/Florida Room, Laundry, Office, Storage Room, Primary Bathroom, Full Bath
  • Fireplace: Yes
  • Number of Fireplaces: 1

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 4

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Front Entry

Location

  • County: MONTGOMERY
  • Subdivision: OATLAND FARM
  • Cross Streets: Winding Oak Drive
  • Driving Directions: Use GPS

School Information

  • School District: Montgomery County Public Schools
  • Elementary School: Belmont
  • Middle School: Rosa M. Parks
  • High School: Sherwood

Community

  • Association: Yes
  • Assoc. Name: OATLAND FARM HOMEOWNERS ASSOCIATION

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas, Electric
  • Water Heater: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Frame
  • Basement: Yes
  • Basement Desc.: Fully Finished
  • Foundation: Slab
  • Roof: Architectural Shingle
  • Stories Description: Main, Upper 1
  • Square Feet: 4,651
  • Sq. Ft. Source: Assessor
  • Living Area: 4,005 Sq. Ft.
  • Finished Above Grnd: 3,405 Sq. Ft.
  • Finished Below Grnd: 600 Sq. Ft.
  • Year Built: 1998
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 11,085
  • Lot Size Source: Assessor
  • Zoning: RE1

Financial Considerations

  • Price Per Sq. Ft.: $315.71
  • Association Fee: $58
  • Assoc Fee Freq.: Monthly
  • Assessment Year: 2026
  • City/TownTax Freq: Annually
  • County Tax: $8,835
  • County Tax Freq: Annually
  • Tax w/Assessment: $798,033
  • Tax Amount: $9,370
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 4005

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 29

Listed by RLAH @properties, Nicole Payton

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Listing agent

— 8 Winding Oak Ct —

  • Nicole Payton

    RLAH @properties

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 8 Winding Oak Ct

School District:Montgomery County Public Schools, Gaithersburg, MD
NameGradesDistance
Belmont Elementary School, Olney, MD
19528 Olney Mill Road, Olney, MD 20832
K-51.7 mi
Rosa M. Parks Middle School
19200 Olney Mill Road, Olney, MD 20832
6-80.9 mi
Sherwood High School
300 Olney-Sandy Spring Rd, Ashton-Sandy Spring, MD 20860
9-123.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 8 Winding Oak Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/23/2026
Listed
$1,075,000
70.66%
MLS
7/30/2013
Sold
$629,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 8 Winding Oak Ct

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,678
—
$767,500
8%
2024
$8,664
35%
$713,733
8%
2022
$6,405
31%
$659,967
9%
2022
$4,886
-26%
$606,200
—
2018
$6,584
5%
$604,200
—
2021
$6,282
1%
$602,200
—
2020
$6,244
1%
$600,200
1%
2019
$6,202
-1%
$596,033
1%
2018
$6,275
-1%
$591,867
1%
2017
$6,368
8%
$587,700
4%
2016
$5,883
3%
$565,333
4%
2015
$5,691
3%
$542,967
4%
2014
$5,509
—
$520,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by RLAH @properties, Nicole Payton

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8 Winding Oak Court, Olney, MD 20832 (MLS# MDMC2246144) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 8 Winding Oak Court is currently listed for $1,075,000 and was received on July 23, 2026. Want to learn more about 8 Winding Oak Court? Do you have questions about finding other Single Family real estate for sale in Olney? You can browse all Olney real estate or contact a Coldwell Banker agent to request more information.

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