Recently Viewed Properties
See This Home
Save This Listing
Close

$1,250,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,195 Sq. Ft.
  • 2 Car Garage
  • Updated 5 hours ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Saturday 3/14 1:00 PM - 3:00 PM

22029 Woodwinds Drive,Leesburg, VA 20175

22029 Woodwinds DriveLeesburgVA20175

Get directions

View more dates

Join us at 22029 Woodwinds Drive on:

  • Open House: 10:00 AM - 12:00 PM

    Saturday 3/14 10:00 AM - 12:00 PM

    22029 Woodwinds Drive,Leesburg, VA 20175
    22029 Woodwinds DriveLeesburgVA20175
  • Open House: 1:00 PM - 3:00 PM

    Sunday 3/15 1:00 PM - 3:00 PM

    22029 Woodwinds Drive,Leesburg, VA 20175
    22029 Woodwinds DriveLeesburgVA20175
See This Home
Save This Home
See This Home
Save This Home
This spacious and thoughtfully designed home offers a flexible layout with room for everyone. The upper level features three bedrooms and two full bathrooms, while the main level includes the Primary bedroom and beautiful large bathroom with a separate tub/ shower as well as 2 large walk in closets. The main level also includes a beautiful office, laundry room, and large open entertaining areas with a convenient half bath too. The walk-out basement is filled with natural light and provides excellent additional living space, newly installed gym flooring for a dedicated workout area, along with multiple large storage rooms. Beautifully maintained and set on a property that offers incredible privacy, this home also features exceptional outdoor space with a screened in porch and a large deck, and large garden provides a wonderful opportunity for homegrown produce, with cherries, blackberries, raspberries, tomatoes, squash, and asparagus that return and produce each year. The backyard also includes a kids playground area and plenty of room to relax and garden. Major improvements include a new roof, 6" gutters, and leaf guards (2021), updated electrical with new panels, whole-home surge protection, and a dedicated garage sub-panel, plus enhanced garage electrical-perfect for a workshop setup. The garage has also been upgraded with insulation and its own mini-split system, along with an EV charger for added convenience. Energy efficiency shines with new high-efficiency windows and doors throughout most of the home. Additional recent updates include a new hot water heater (Dec 2024) and updated appliances, including the dishwasher, refrigerator, stove, and laundry.

Full Property Details for 22029 Woodwinds Dr

General

  • Price: $1,250,000
  • Taxes: $9,125 (2026)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VALO2117290
  • Updated: Today (3/12/2026)
  • Added to Site: Today

Interior

  • Fireplace: Yes
  • Number of Fireplaces: 2

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 3
  • Bedrooms Main & Up: 1

Additional Information

  • Shared Amenities: Common Grounds

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Type: Attached Garage
  • Garage Description: Garage - Side Entry

Location

  • County: LOUDOUN
  • Subdivision: LITTLE RIVER ESTATES
  • Driving Directions: Off Shady Creek CT

School Information

  • School District: Loudoun County Public Schools

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Heat Pump - Electric BackUp, Heat Pump - Gas BackUp
  • Heating Fuel: Electric
  • Water Heater: Propane

Utilities

  • Sewer: Septic = # of BR
  • Water: Well

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Other
  • Basement: Yes
  • Basement Desc.: Daylight, Full, Fully Finished, Heated, Walkout Level, Windows
  • Foundation: Permanent
  • Stories Description: Lower 1, Main, Upper 1
  • Square Feet: 5,195
  • Sq. Ft. Source: Estimated
  • Living Area: 4,995 Sq. Ft.
  • Finished Above Grnd: 3,134 Sq. Ft.
  • Finished Below Grnd: 1,861 Sq. Ft.
  • Year Built: 1997
  • Year Built Source: Assessor

Unit Information

Unit 1

  • Bathrooms-Lower: 1

Lot Features

  • Lot Size (Acres): 3.09
  • Lot Size (Sq. Ft.): 134,600
  • Lot Size Source: Assessor
  • Zoning: AR1

Financial Considerations

  • Price Per Sq. Ft.: $398.85
  • Assessment Year: 2026
  • City/TownTax Freq: Annually
  • County Tax: $9,125
  • County Tax Freq: Annually
  • Tax w/Assessment: $1,253,230
  • Tax Amount: $9,125
  • Tax Year: 2026
  • Tax Total Finished Sq. Ft.: 4995

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 12

Listed by Samson Properties, Nicholas Ryan Gashel and Samson Properties, Jason Cheperdak

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 22029 Woodwinds Dr —

  • Nicholas Ryan Gashel

    Samson Properties

  • Jason Cheperdak

    Samson 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 22029 Woodwinds Dr

School District:Loudoun County Public Schools
NameGradesDistance
Sycolin Creek Elementary School
21100 Evergreen Mills Road, Leesburg, VA 20175
PK-52.3 mi
Brambleton Middle School
23070 Learning Circle, Ashburn, VA 20148
6-83.1 mi
Independence High
23115 Learning Circle, Ashburn, VA 20148
9-123.2 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 22029 Woodwinds Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/12/2026
Listed
$1,250,000
31.16%
MLS
3/23/2021
Sold
$953,000
—
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 22029 Woodwinds Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,125
1%
$1,133,590
9%
2023
$9,078
13%
$1,037,520
15%
2022
$8,052
7%
$904,740
18%
2021
$7,521
-2%
$767,460
4%
2020
$7,672
-3%
$741,250
-2%
2019
$7,918
-4%
$757,700
—
2018
$8,224
-2%
$757,950
2%
2017
$8,380
-2%
$744,920
—
2016
$8,545
3%
$746,320
2%
2015
$8,282
2%
$729,710
4%
2014
$8,100
-1%
$701,260
3%
2013
$8,222
—
$682,310
—
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.

Estimate the Cost for 22029 Woodwinds Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Samson Properties, Nicholas Ryan Gashel and Samson Properties, Jason Cheperdak

Similar Properties near 22029 Woodwinds Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

44021 Riverpoint Dr, Leesburg, VA 20176 - Photo 1 Just Listed
$1,200,000
Open House

44021 Riverpoint Dr  Leesburg, VA 20176

  • Single Family
  • Active
  • Updated 5 hours ago
  • 4
    Beds
  • 5
    Total Baths
  • 4,198
    Sq. Ft.
Listed by Keller Williams Realty, Nicholas Ryan Thomas
20503 Tanager Pl, Leesburg, VA 20175 - Photo 1
$1,279,999

20503 Tanager Pl  Leesburg, VA 20175

  • Single Family
  • Active
  • Updated 5 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 4,515
    Sq. Ft.
Listed by Berkshire Hathaway HomeServices PenFed Realty, Kelly L Gaitten
1018 Laconian St SE, Leesburg, VA 20175 - Photo 1 Just Listed
$1,249,000

1018 Laconian St SE  Leesburg, VA 20175

  • Single Family
  • Active
  • Updated 21 hours ago
  • 5
    Beds
  • 5
    Total Baths
  • 4,911
    Sq. Ft.
Listed by Fairfax Realty of Tysons, Leman M Aliou
20018 Palmer Classic Pkwy, Ashburn, VA 20147 - Photo 1 Just Listed
$1,299,000
Open House

20018 Palmer Classic Pkwy  Ashburn, VA 20147

  • Single Family
  • Active
  • Updated 3 hours ago
  • 3
    Beds
  • 4
    Total Baths
  • 4,729
    Sq. Ft.
Listed by Washington Fine Properties, LLC, Micah A Corder and Washington Fine Properties, LLC, Jennifer H Thornett

Just Listed near 22029 Woodwinds Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

22296 Cornerstone Xing Ter, Ashburn, VA 20148 - Photo 1 Just Listed
$895,000
Open House

22296 Cornerstone Xing Ter  Ashburn, VA 20148

  • Townhouse
  • Active
  • Updated 5 hours ago
  • 3
    Beds
  • 4
    Total Baths
  • 3,101
    Sq. Ft.
Listed by Samson Properties, Ferris B Eways
43955 Minthill Terrace, Ashburn, VA 20147 - Photo 1 Just Listed
$580,000
Open House

43955 Minthill Terrace  Ashburn, VA 20147

  • Townhouse
  • Active
  • Updated 1 hour ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,001
    Sq. Ft.
Listed by eXp Realty LLC, Melissa Govoruhk
19770 Willowdale Pl, Ashburn, VA 20147 - Photo 1 Just Listed
$2,450,000
Open House

19770 Willowdale Pl  Ashburn, VA 20147

  • Single Family
  • Active
  • Updated 5 hours ago
  • 5
    Beds
  • 7
    Total Baths
  • 8,779
    Sq. Ft.
Listed by Pearson Smith Realty, LLC, Page C Corbo
43151 Whelplehill Terrace, Ashburn, VA 20148 - Photo 1 Just Listed
$689,000
Open House

43151 Whelplehill Terrace  Ashburn, VA 20148

  • Townhouse
  • Active
  • Updated 5 hours ago
  • 4
    Beds
  • 4
    Total Baths
  • 1,954
    Sq. Ft.
Listed by Foxtrot Company, Karen M Hall

Price Reduced near 22029 Woodwinds Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

17130 Quail Creek Cir, Hamilton, VA 20158 - Photo 1 Price Reduced
-$76,000 (-5.15%)
$1,399,000

17130 Quail Creek Cir  Hamilton, VA 20158

  • Single Family
  • Active
  • Updated 23 hours ago
  • 4
    Beds
  • 5
    Total Baths
  • 5,594
    Sq. Ft.
Listed by Berkshire Hathaway HomeServices PenFed Realty, Kelly L Gaitten
43416 Grandmoore St, Ashburn, VA 20148 - Photo 1 Price Reduced
-$20,000 (-2.07%)
$945,000
Open House

43416 Grandmoore St  Ashburn, VA 20148

  • Townhouse
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 5
    Total Baths
  • 3,067
    Sq. Ft.
Listed by Ashley Saahir (703) 881-2811
22171 Springside Terr, Ashburn, VA 20148 - Photo 1 Price Reduced
-$25,000 (-2.63%)
$925,000

22171 Springside Terr  #400  Ashburn, VA 20148

  • Condo
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,285
    Sq. Ft.
Listed by Real Broker, LLC, Jessica Saleck
19812 Rothschild Ct, Ashburn, VA 20147 - Photo 1 Price Reduced
-$100,000 (-4.01%)
$2,395,000

19812 Rothschild Ct  Ashburn, VA 20147

  • Single Family
  • Active
  • Updated 2 days ago
  • 6
    Beds
  • 7
    Total Baths
  • 8,427
    Sq. Ft.
Listed by Keller Williams Realty, Gregory A Wells

Recent Sales near 22029 Woodwinds Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

40946 Manor House Rd, Leesburg, VA 20175 - Photo 1 Sold
$1,070,000

40946 Manor House Rd  Leesburg, VA 20175

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,816
    Sq. Ft.
Listed by CENTURY 21 New Millennium, Zaryab Mahmood
Sold by Corcoran McEnearney, Shannon E Casey
40990 Waxwing Dr, Leesburg, VA 20175 - Photo 1 Sold
$1,350,000

40990 Waxwing Dr  Leesburg, VA 20175

  • Single Family
  • Closed
  • Updated 21 hours ago
  • 7
    Beds
  • 5
    Total Baths
  • 5,465
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Ronald L Rudison
Sold by Weichert, REALTORS, Karen Graves
21806 Watson Rd, Leesburg, VA 20175 - Photo 1 Sold
$1,075,000

21806 Watson Rd  Leesburg, VA 20175

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,778
    Sq. Ft.
Listed by Samson Properties, Ronald A Graham
Sold by Unrepresented Buyer Office, Unrepresented Buyer
21015 Honeycreeper Pl, Leesburg, VA 20175 - Photo 1 Sold
$1,135,500

21015 Honeycreeper Pl  Leesburg, VA 20175

  • Single Family
  • Closed
  • 5
    Beds
  • 5
    Total Baths
  • 4,491
    Sq. Ft.
Listed by Hunt Country Sotheby's International Realty, Chloe Mary Powell and Hunt Country Sotheby's International Realty, Sherry Lee Santmyer
Sold by RLAH @properties, Valeria Connolly and RLAH @properties, Eli Tucker

22029 Woodwinds Drive, Leesburg, VA 20175 (MLS# VALO2117290) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 22029 Woodwinds Drive is currently listed for $1,250,000 and was received on March 12, 2026. Want to learn more about 22029 Woodwinds Drive? Do you have questions about finding other Single Family real estate for sale in Leesburg? You can browse all Leesburg real estate or contact a Coldwell Banker agent to request more information.

Tour this property