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Winston Woods Homes for Sale

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  • 535 Jordan Way, Bolingbrook, IL 60440
    535 Jordan Way, Bolingbrook, IL 60440
    535 Jordan Way, Bolingbrook, IL 60440
    /35

    $318,000

    • 4 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    535 Jordan Way, Bolingbrook, IL 60440

    Welcome to this spacious townhome that has so many great features, completely updated with fresh paint throughout and beautiful LVP plank floors! All the bathrooms and showers have been updated. There are 4 bedrooms, a fenced yard, and a full finished basement with two additional rooms! The dishwasher and refrigerator are new, along with the AC, updated bathrooms, and a new roof! Make an

    Kimberly Brown-Lewis Redfin Corporation

    535 Jordan Way, Bolingbrook, IL 60440
  • 704 N Pinecrest Rd, Bolingbrook, IL 60440
    704 N Pinecrest Rd, Bolingbrook, IL 60440
    704 N Pinecrest Rd, Bolingbrook, IL 60440
    /3

    $258,750

    • 3 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    704 N Pinecrest Rd, Bolingbrook, IL 60440

    This SPLIT LEVEL style single family home offers 3 bedrooms and 2.5 bathrooms with approximately 1915 square feet of living space on a 0.18 acre lot. There are no inspection or financing contingencies on this cash only purchase. No Buyer Premium on this property. The buyer has the right to select their own title/closing company. The buyer is responsible for all closing costs in this transaction.

    Anthony Disano Parkvue Realty Corporation

    704 N Pinecrest Rd, Bolingbrook, IL 60440
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /35

    $324,900

    • 4 Beds
    • 2.5 Baths
    • 1,826 Sq Ft

    Unlisted Address

    This spacious, end-unit townhome in the desirable Winston Village Community is ready for its new owners! Located in a quiet neighborhood with friendly neighbors. With over 2,000 sq ft of living space, this home offers 4 bedrooms, 2.5 bathrooms, plus a versatile room that's perfect for an office, den, or media room. The master bedroom has a private bath with a large walk in closet. Key features

    Sanjesh Mankani Greatways Realty Inc

    Unlisted Address
  • 231 Charlotte Ln, Bolingbrook, IL 60440
    231 Charlotte Ln, Bolingbrook, IL 60440
    231 Charlotte Ln, Bolingbrook, IL 60440
    /37

    $384,900

    • 4 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    231 Charlotte Ln, Bolingbrook, IL 60440

    Welcome to sought after Bolingbrook area in the Winston Woods subdivision!! Your search is over. This beautiful split level home offers so much with 4 bedrooms, 2.5 baths, living and dining room with hardwood floors, family room with a fireplace looking into the enclosed rear porch/patio, unfinished basement, 2 car garage and a good sized fenced in rear yard with brick paver patio. The kitchen

    Coya Smith RE/MAX Premier

    231 Charlotte Ln, Bolingbrook, IL 60440
  • 168 Winston Dr, Bolingbrook, IL 60440
    168 Winston Dr, Bolingbrook, IL 60440
    /2

    $950,000 New Construction

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

    168 Winston Dr, Bolingbrook, IL 60440

    Architectural Dream Home - Modern Black & White Masterpiece This stunning new construction offers an elevated living experience with 4 bedrooms, 3.5 baths, and exceptional craftsmanship throughout. Located in a lovely, established Bolingbrook neighborhood with no HOA fees, the home sits just one block from Winston Woods Park-a serene natural area featuring undeveloped woods, peaceful walking

    Colleen Michalowski Crosstown REALTORS Inc

    168 Winston Dr, Bolingbrook, IL 60440
  • 130 Jerome Ln Unit 3, Bolingbrook, IL 60440
    130 Jerome Ln Unit 3, Bolingbrook, IL 60440
    130 Jerome Ln Unit 3, Bolingbrook, IL 60440
    /32

    $265,000

    • 5 Beds
    • 2.5 Baths
    • 1,460 Sq Ft

    130 Jerome Ln Unit 3, Bolingbrook, IL 60440

    Welcome home to this spacious and well-appointed 5-bedroom, 2.5-bathroom townhouse ideally located in Bolingbrook. Designed for both comfort and functionality, this home offers a flexible layout with living space across three finished levels and several recent mechanical and exterior updates for added peace of mind. The main floor is all Bamboo hardwood floors and has a welcoming entry with a

    Jake Wirtz Wirtz Real Estate Group Inc.

    130 Jerome Ln Unit 3, 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. 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 $370,000. If you put a 20% down payment of $74,000 and had a 30-year fixed mortgage with an interest rate of 6.15%, 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, West 83rd, Whalon Lake, South Woodridge and Hawthorne Hill.

Home Trends in Winston Woods, IL

On average, homes in Winston Woods, Bolingbrook sell after 29 days on the market compared to the national average of 53 days. The median sale price for homes in Winston Woods, Bolingbrook over the last 12 months is $366,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$366,000
Median Single Family Sale Price
$362,000
Average Price Per Sq Ft
$183
Number of Homes for Sale
6
Last 12 months Home Sales
62
Months of Supply
1.20
Median List Price
$370,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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