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Winston Woods Homes for Sale

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  • 168 Winston Dr, Bolingbrook, IL 60440
    168 Winston Dr, Bolingbrook, IL 60440
    /2

    $900,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    168 Winston Dr, Bolingbrook, IL 60440

    Architectural Dream Home - Modern Black & White Masterpiece Stunning new construction offering 4 bedrooms, 3.5 baths, and exceptional craftsmanship, set within a charming, established Bolingbrook neighborhood with no HOA. Ideally located just one block from Winston Woods Park, featuring wooded trails and tranquil nature views, and minutes from major expressways, dining, and The Promenade outdoor

    Agent Photo

    Jertheus Butts

    Coldwell Banker Realty

    (331) 255-4971

    168 Winston Dr, Bolingbrook, IL 60440
  • 3 Revere Ct, Bolingbrook, IL 60440
    3 Revere Ct, Bolingbrook, IL 60440
    3 Revere Ct, Bolingbrook, IL 60440
    /21

    $350,000

    • 4 Beds
    • 2.5 Baths
    • 1,905 Sq Ft

    3 Revere Ct, Bolingbrook, IL 60440

    Welcome to 3 Revere Ct in Bolingbrook, an inviting, move-in-ready home perfectly situated on a quiet cul-de-sac in the desirable Winston Woods subdivision. Step inside to a sun drenched living room that flows seamlessly into a separate dining area, creating an ideal layout for both everyday living and entertaining. The updated kitchen features granite countertops, rich mocha cabinetry, stainless

    Moin Haque Coldwell Banker Realty

    3 Revere Ct, Bolingbrook, IL 60440
  • 417 Cambridge Way, Bolingbrook, IL 60440
    417 Cambridge Way, Bolingbrook, IL 60440
    417 Cambridge Way, Bolingbrook, IL 60440
    /29

    $445,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,449 Sq Ft

    417 Cambridge Way, Bolingbrook, IL 60440

    Beautifully remodeled home in the highly sought-after Deerpath Woods neighborhood! This stunning raised ranch has been thoughtfully updated and features 3 spacious bedrooms and 2 full baths on the main level, with a fully finished lower level with half bath offering flexible living space-perfect for a family room, home office, or potential fourth bedroom. The bright, open living room overlooks a

    Sheryl Long Village Realty, Inc.

    417 Cambridge Way, Bolingbrook, IL 60440
  • 6 Charlestown Ct, Bolingbrook, IL 60440
    6 Charlestown Ct, Bolingbrook, IL 60440
    6 Charlestown Ct, Bolingbrook, IL 60440
    /32

    $409,990 Open Sat 11AM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 1,587 Sq Ft

    6 Charlestown Ct, Bolingbrook, IL 60440

    Meticulously Maintained Ranch - First Time on the Market in 50 Years! Rarely does a home with this much heart and history become available. Cherished by the same owner for nearly half a century, this 4-bedroom, 2.5-bath ranch in the sought-after Bolingbrook community is the definition of move-in ready. The main level features gleaming hardwood floors throughout, a bright and open flow, and 3

    Sean Cochran eXp Realty

    6 Charlestown Ct, Bolingbrook, IL 60440
Illinois Will County Bolingbrook Winston Woods

Real Estate & Homes for Sale in Winston Woods, Bolingbrook

Why Live in Winston Woods
Winston Woods offers a blend of suburban tranquility and urban convenience in Bolingbrook. The neighborhood is adjacent to Winston Woods Park, which provides residents with ample outdoor activities such as hiking and fishing at nearby Gateway Wetlands Park. The Promenade Bolingbrook shopping mall is a local highlight, with big-box and department stores like Macy’s and Barnes and Noble. Grocery needs are met by Costco, Meijer, and Aldi. Local restaurants include Wholey Granoly for vegan meals, Taquería El Valle for Mexican cuisine, and Danny's Pizza and Burger Bar for American fare. The Bolingbrook Performing Art Center has weekly live music and entertainment during the summer. Housing styles range from traditional ranch-style houses and Colonial Revivals to bi-level homes and multi-family townhouses. Residential streets are lined with trees and connected by sidewalks. Students may attend highly rated schools such as Brooks Middle School and Bolingbrook High School. North Bolingbrook Drive serves as a main thoroughfare, and U.S. Interstate 355 is nearby for access to nearby areas. The Pace Suburban Bus serves the area, and the Lemont Metra station has connection to Chicago. Chicago Midway International Airport is 23 miles away. Healthcare services are accessible at UChicago Medicine AdventHealth Bolingbrook, just 4 miles from the neighborhood.
Learn more about living in Winston Woods

Frequently Asked Questions

Is Winston Woods a good place to live?
Winston Woods is a good place to live. Winston Woods is considered somewhat walkable and bikeable with some transit options. Winston Woods has 6 parks for recreational activities. It is somewhat dense in population with 6.6 people per acre and a median age of 41. The average household income is $113,465 which is above the national average. College graduates make up 34.7% of residents. A majority of residents in Winston Woods are home owners, with 12.3% of residents renting and 87.7% of residents owning their home. A local real estate agent serving Winston Woods can help you decide if this neighborhood is the right one for you. Learn more on our Winston Woods neighborhood guide.
Is Winston Woods, IL a safe neighborhood?
Winston Woods, IL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Winston Woods?
The median home price in Winston Woods is $360,000. If you put a 20% down payment of $72,000 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $1,800 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $77K a year to afford the median home price in Winston Woods. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winston Woods is $113K.
What are the best public schools in Winston Woods?
The best public schools that serve Winston Woods are:
What are the best private schools in Winston Woods?
The best private schools that serve Winston Woods are:
What are the most popular zip codes in Winston Woods, Bolingbrook, IL?
The most popular zip codes in Winston Woods, Bolingbrook, IL include 60440, 60517, 60561, 60439 and 60516.
What are the most popular neighborhoods near Winston Woods, Bolingbrook, IL?
The most popular neighborhoods near Winston Woods, Bolingbrook, IL are East Bolingbrook, South Woodridge, Waterfall Glen, Hawthorne Hill and Seven Bridges.
Are home prices dropping in Winston Woods?
Yes, home prices in Winston Woods are down 2% in the last 12 months.

Home Trends in Winston Woods, IL

On average, homes in Winston Woods, Bolingbrook sell after 21 days on the market compared to the national average of 55 days. The median sale price for homes in Winston Woods, Bolingbrook over the last 12 months is $355,000, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$355,000
Median Single Family Sale Price
$355,000
Median Townhouse Sale Price
$274,900
Average Price Per Sq Ft
$191
Number of Homes for Sale
3
Last 12 months Home Sales
63
Months of Supply
0.60
Median List Price
$360,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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