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Woolsey Homes for Sale

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  • /63

    $995,000

    • 5 Beds
    • 4.5 Baths
    • 4,872 Sq Ft

    4280 Lawnvale Dr, Gainesville, VA 20155

    Extraordinary privacy, timeless architecture, and exceptional outdoor living come together in this beautifully updated custom home. Surrounded by mature trees and lush landscaping, this impressive residence offers striking curb appeal, a highly desirable main-level primary suite, and a spectacular backyard retreat designed for entertaining and everyday enjoyment.The private backyard is

    Scott Jacobs LPT Realty, LLC

    4280 Lawnvale Dr, Gainesville, VA 20155
  • /78

    $949,900

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,319 Sq Ft

    4560 Lynn Forest Dr, Gainesville, VA 20155

    PRICE IMPROVEMENT! Stately All‑Brick Colonial on 1.6 Private Acres in Gainesville — First Time Ever on the Market & in great condition!Welcome to 4560 Lynn Forest Drive, offered for sale for the very first time. Nestled on 1.6 secluded, wooded acres, this all‑brick colonial delivers the rare combination of prime Gainesville convenience and true privacy. Set far back from the road with a grand

    Shelley Mastro RE/MAX Real Estate Connections

    4560 Lynn Forest Dr, Gainesville, VA 20155
  • /65

    $800,000

    $48K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,211 Sq Ft

    14063 Timothy Dr, Gainesville, VA 20155

    Step inside this raised rambler and discover a home transformed by a meticulous renovation where no detail was spared. Elegant and timeless finishes bring new life to this one level living home . Warm hardwood flooring in the living areas sets the modern farmhouse charm. A now open floor plan provides clear sight lines between the living and dining rooms to the kitchen and sun room. Expansive

    Chris Ann Cleland Long & Foster Real Estate, Inc.

    14063 Timothy Dr, Gainesville, VA 20155
  • /111

    $1,665,000

    • 4 Beds
    • 4.5 Baths
    • 6,354 Sq Ft

    4384 Despain Place, Haymarket, VA 20169

    Instant Equity in Dominion Valley Country Club — Listed at Appraised Value, Before $30–40K in Solar ValueThis home was independently appraised at $1,665,000 — and that figure doesn't even include the Tesla solar system with backup battery and EV charging, valued separately at an additional $30,000–$40,000. Buyers effectively step into instant equity from day one.Few lots in

    Yalcin Zabun Samson Properties

    4384 Despain Place, Haymarket, VA 20169
  • /83

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 3,722 Sq Ft

    12100 Richland Dr, Catharpin, VA 20143

    THIS GREAT LOCATION FOUR BEDROOM BRICK HOME IS READY FOR THE NEW OWNERS! HARDWOOD FLOORS ON THE MAIN LEVEL WITH OFFICE. MULTIPLE FIREPLACES, HUGE LOVELY KITCHEN WITH GRANITE COUNTER TOPS AND BAR, SUNKEN FAMILY ROOM, SEPARATE DINING ROOM, 2 FULL BATHS & 1 HALF BATH. SCREENED IN BACK PORCH, UNFINISHED BASEMENT WITH PLENTY OF ROOM FOR STORAGE. 2-CAR GARAGE & HOT TUB. OVER 5 AC LOT WITH BOARD

    Amy Cooper The Realty Solutions Group, , LLC.

    12100 Richland Dr, Catharpin, VA 20143
  • /53

    $1,139,900

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,275 Sq Ft

    13870 Shelter Manor Dr, Haymarket, VA 20169

    This is it! What an opportunity! Enjoy the rare chance to own 5 private acres in sought-after Shelter Lakes. Mature, wooded lot with peaceful surroundings create a true retreat while remaining convenient to shopping, dining, commuter routes, and top local amenities. Room to breathe- Space to live and the Haymarket lifestyle you have been looking for. Proudly offered by the original owner, this

    Patty Young Pearson Smith Realty, LLC

    13870 Shelter Manor Dr, Haymarket, VA 20169

Why Live in Woolsey

Woolsey in Prince William County, Virginia, is a welcoming community known for its friendly atmosphere and rural charm. The neighborhood features meandering country roads, bucolic meadows, and rolling hills, with a mix of historic working farms and newer homes. Housing options range from older homes with modern updates to large, luxury residences, providing a variety of living styles. The area is served by highly rated schools, including Gravely Elementary, Reagan Middle School, and Battlefield High School, which offer strong academic and extracurricular programs. Local features include small businesses like the Wi-Not Convenience Store and nearby retail hubs in Haymarket, where residents can find grocery stores, home improvement shops, and dining options such as East Ocean Restaurant. Outdoor enthusiasts can enjoy Bull Run Golf Club, Catharpin Recreational Park with its sports facilities and playground, and Greenville Farm Family Campgrounds for eco-friendly camping experiences. Additionally, La Grange Winery, a 20-acre working vineyard set on an 18th-century estate, offers a unique local attraction with its historic manor house and reputed ghost sightings. Woolsey's blend of rural tranquility and modern amenities makes it an attractive option for those seeking a simpler lifestyle. The community's rich history and welcoming nature continue to draw new residents looking for a peaceful yet engaging environment.

Woolsey, South Riding, VA Home Prices vs. Nearby Neighborhoods

Woolsey Hickory Grove Seven Hills Sudley Springs
Median Home Price
$1,100,000
$1,002,600
$995,000
$955,000
Median Sale Price
$1,165,000
+35% YoY
$850,000
-14% YoY
$1,005,000
+6% YoY
$1,075,000
+6% YoY
Median Single Family Price
$1,040,000
$1,031,250
$1,150,000
$952,450
Total Active Listings
6 listings
6 listings
8 listings
20 listings
Market Conditions
3 Months of Supply
Seller's Market
4 Months of Supply
Balanced Market
4 Months of Supply
Seller's Market
9 Months of Supply
Buyer's Market

Frequently Asked Questions

Is Woolsey a good place to live?
Woolsey is a good place to live. Woolsey is considered very car-dependent and somewhat bikeable. Woolsey is a suburban neighborhood. Woolsey has 6 parks for recreational activities.It is sparse in population with 1.0 people per acre and a median age of 44. The average household income is $188,034 which is above the national average. College graduates make up 56.7% of residents. A majority of residents in Woolsey are home owners, with 5% of residents renting and 95% of residents owning their home. A local real estate agent serving Woolsey can help you decide if this neighborhood is the right one for you. Learn more on our Woolsey neighborhood guide.
How much do you need to make to afford a house in Woolsey?
The median home price in Woolsey is $1,100,000. If you put a 20% down payment of $220,000 and had a 30-year fixed mortgage with an interest rate of 6.76%, your estimated principal and interest payment would be $5,710 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $245K a year to afford the median home price in Woolsey. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Woolsey is $188K.
What are the best public schools in Woolsey?
The best public schools that serve Woolsey are:
What are the best private schools in Woolsey?
The best private schools that serve Woolsey are:
What are the most popular zip codes in Woolsey, South Riding, VA?
The most popular zip codes in Woolsey, South Riding, VA include 20155, 20169, 20105, 20152 and 20120.
What are the most popular neighborhoods near Woolsey, South Riding, VA?
The most popular neighborhoods near Woolsey, South Riding, VA are Sudley Springs, Dominion Valley, Piedmont, Hickory Grove and Heritage Hunt.
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