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Explore Similar Apartments Within 10 Miles of Winston Woods, IL

  • /26

    $389,900

    • 4 Beds
    • 2 Baths

    3545 Oak Ave, Brookfield, IL 60513

    Are you looking for the opportunity to reimagine a property to suit your wants and needs? Discover the ideal spot for your family, with top-rated schools just a stone's throw away! Enjoy easy access to transportation options like Metra trains and buses, along with major highways (I-290, I-294, I-55, I-88) that make commuting a breeze. You'll find a vibrant dining scene and shopping areas

    Agent Photo

    Brandy Bell

    Baird & Warner

    (708) 742-7195

    3545 Oak Ave, Brookfield, IL 60513
  • /27

    $550,000

    • 4 Beds
    • 3 Baths

    624 Prairie Ave, Downers Grove, IL 60515

    Great investment opportunity or perfect for the owner occupant - collect rent while living in one unit! Located in a prime spot just minutes from vibrant downtown Downers Grove, this solid brick duplex is nestled in a desirable residential neighborhood with convenient access to shopping, dining, and the Metra. This well-maintained property features separate utilities and central air conditioning

    Denis Horgan Redfin Corporation

    624 Prairie Ave, Downers Grove, IL 60515
  • /52

    $259,900

    • 3 Beds
    • 2 Baths

    200 E 11th St, Lockport, IL 60441

    Deal of the Year! Less than $130K per door-a rare find in today's market. Don't miss this versatile 2-unit property offered at an unbeatable price in as-is condition rare opportunity for both savvy investors and owner-occupants! Just a short walk to downtown Lockport, the first-floor unit features a family room, kitchen, full bath, and the easy potential to add a second bedroom with a simple

    Robert Miller Vylla Home

    200 E 11th St, Lockport, IL 60441
  • /25

    $370,000

    • 4 Beds
    • 2 Baths

    1935 S Hamilton St, Lockport, IL 60441

    Solid Brick Duplex in Lockport - Investor or Related Living Opportunity Rarely available all-brick duplex offering two spacious 2-bedroom, 1-bath units in excellent condition. Each side features a bright living room, large eat-in kitchen, in-unit laundry hook-ups, and zoned heating for comfort and efficiency. Bedrooms are generously sized, and updates include fresh paint, newer flooring,

    David Geekie Village Realty, Inc.

    1935 S Hamilton St, Lockport, IL 60441
  • /22

    $299,900

    • 3 Beds
    • 3 Baths

    1108 E 9th St, Lockport, IL 60441

    Investment Opportunity in Unincorporated Lockport - 2-Unit Property! Great opportunity to own a versatile property in unincorporated Lockport! This brick ranch home features 2 bedrooms and 1.5 bathrooms with a large eat-in kitchen and a cozy nook for an additional table. Perfect for multi-generational living or rental income, the property also includes a 1-bedroom studio apartment with a

    Tim Sherry Crosstown Realtors, Inc.

    1108 E 9th St, Lockport, IL 60441
  • /16

    $629,900

    • 7 Beds
    • 5 Baths

    4420 Vernon Ave, Brookfield, IL 60513

    WOW MUST SEE THIS !!! SOLID ALL BRICK 2 FLAT NICELY LOCATED IN BROOKFIELD! Building features two large 3 bedrooms and 1.5 bathroom apartments, and 2 bedroom in the basement in law apartment, 2 car garage, 5 total parking spaces. newer windows, roof, boiler , each unit has A/C and furnace only 4 years old, A Great investment opportunity. Walk distance to park . Must see to appreciate

    Bernadeta Szczech RE/MAX 10

    4420 Vernon Ave, Brookfield, IL 60513
  • /2

    $1,500,000

    921 & 933 N College Ave, Wheaton, IL 60187

    2 buildings with a total of 9 Apartments. 8 are 2BR, 1 bath and all 8 are rented. One is 3BR 2 baths and the church has used it for offices. 921 has 3 units and 933 has 6! Tenants pay for all utilities except water. NOTE: Church next door owns these units and is also fo sale for $1.1M see L# 12455523

    Lee Dominguez Grace Mercy & Peace LLC

    921 & 933 N College Ave, Wheaton, IL 60187
  • /16

    $1,150,000

    314 Beach Ave, La Grange Park, IL 60526

    8-Unit Investment Opportunity in the Heart of La Grange Park! This well-maintained building is a rare chance to acquire strong-performing real estate in one of the western suburbs' most desirable communities. ***This is 8 units from one owner out of a 12 unit condo building*** The property features eight spacious 2-bedroom apartments, with five units recently renovated, ensuring a mix of

    Daniel Merrion Coldwell Banker Realty

    314 Beach Ave, La Grange Park, IL 60526
  • /30

    $565,000

    • 4 Beds
    • 2 Baths

    4617 Blanchan Ave, Brookfield, IL 60513

    Don't miss this incredible opportunity to own this multi family home sitting on an oversized 75x125 spacious lot. Both the first and second floors feature 2-bedrooms, 1-Full bathroom spacious living room and separate dining room in both units, partially finished basement, ready for your ideas. Whether you're an investor looking to add to your portfolio or an owner-occupant seeking extra rental

    Leticia Mercado Shopping Casas Chicago LLC

    4617 Blanchan Ave, Brookfield, IL 60513
  • /20

    $550,000

    • 2 Beds
    • 3 Baths

    111 W Indiana St, Wheaton, IL 60187

    Fantastic Investment Opportunity in Prime Downtown Wheaton Location! Just blocks from Mariano's, shops, restaurants, pickleball courts, the Illinois Prairie Path, and the Metra station-this property offers unbeatable access to all the amenities of vibrant downtown Wheaton. Conveniently located minutes from Wheaton College and the College of DuPage, and only 4 miles to Northwestern Medicine

    Patricia Murray Berkshire Hathaway HomeServices Chicago

    111 W Indiana St, Wheaton, IL 60187
  • /82

    $685,000

    • 8 Beds
    • 5 Baths

    7549 Banks St, Justice, IL 60458

    Legal two unit with garden in-law suite.

    Vanessa Carlson iRealty Flat Fee Brokerage

    7549 Banks St, Justice, IL 60458
  • /13

    $650,000

    • 5 Beds
    • 3 Baths

    27W180 Cooley Ave, Winfield, IL 60190

    Fantastic Multi-Unit Property in Prime Winfield Location! Corner lot with detached 2-car garage and extra parking. Shared front entry leads to separate units. Upper unit features 3 bedrooms, full bathroom, spacious living room with hardwood floors, eat-in kitchen, private laundry, and rear access. Lower unit includes 2 bedrooms, 2 full bathrooms, living room open to kitchen and in-unit laundry.

    Salma Torres @properties Christie's International Real Estate

    27W180 Cooley Ave, Winfield, IL 60190
  • /23

    $320,000

    • 4 Beds
    • 3 Baths

    6607 Conrad Ave, Hodgkins, IL 60525

    Discover an exceptional investment opportunity with this legal two-building, three-unit property located in the charming Village of Hodgkins. Situated within the highly-rated Lyons Township High School District, this property is poised for excellent rental income. Each of the three units offers a comfortable and functional layout, featuring two bedrooms in the front house and one bedroom each in

    Tom Hinshaw Baird & Warner

    6607 Conrad Ave, Hodgkins, IL 60525
  • /7

    $849,000

    • 5 Beds
    • 3 Baths

    4386 Woodland Ave, Western Springs, IL 60558

    In the heart of Western Springs' beloved Old Town neighborhood-just steps from the town's most popular restaurants, shops, and the train-this one-of-a-kind multi-unit building stands out with architectural charm reminiscent of the French Quarter in New Orleans. Fully rented with three happy tenants under lease, the property offers immediate income in a highly desirable location. The building has

    Marty Dunne Berkshire Hathaway HomeServices Chicago

    4386 Woodland Ave, Western Springs, IL 60558
  • /28

    $599,000

    • 4 Beds
    • 3 Baths

    818 N La Grange Rd, La Grange Park, IL 60526

    Rare opportunity to own a true side-by-side duplex in beautiful La Grange Park - ideal for owner-occupants, investors, or multi-generational living. This unique property lives like 2 attached townhomes, each with private front and rear entrances, separate utilities, and a comfortable multi-level layout that offers space, privacy, and flexibility. Each unit features its own spacious living areas,

    Michael Kozuchowski Century 21 S.G.R., Inc.

    818 N La Grange Rd, La Grange Park, IL 60526
  • /68

    $1,749,900

    1016 S State St, Lockport, IL 60441

    Huge Price Drop - Don't Miss This Deal Exceptional Investment Opportunity Prime Downtown Lockport Property Seize a rare chance to own a remarkable asset in the heart of Downtown Lockport. This impressive three-story brick building, located at 1016 State St., was constructed in 2023 and offers a unique blend of luxury and versatility in an unbeatable location. The property features four modern,

    Robert Miller Vylla Home

    1016 S State St, Lockport, IL 60441
  • /29

    $950,000

    • 10 Beds
    • 5 Baths

    22252 W Taylor Rd, Plainfield, IL 60544

    Great Location! Great Investment! 5.11 Acre Fenced Farm with 7 Buildings. 3 Rentals homes, 2 1/2 Barns, 2 Garages. Total of 10 Bedrooms. 2 Separate Fenced in areas for Crops or Animals. Was Previously Rented to CBD Hemp Grower. Live in one unit and Rent the Rest or Rent them All. Property has 2 Parcel Numbers and 2 Addresses. CALL TODAY TO SCHEDULE A SHOWING!

    Jen Fay RE/MAX PREMIER

    22252 W Taylor Rd, Plainfield, IL 60544
  • /2

    $525,000

    • 2,880 Sq Ft

    2130 S 13th Ave, Broadview, IL 60155

    Well maintained 5 unit income building in Broadview. 4 units have 1 bedroom and feature large living rooms, all hardwood floors and birch cabinet kitchens. One unit has 3 bedrooms. Long time tenants on month to month leases. Roof and Thermopane windows less than 16 years old. Plenty of parking in back with 5 spots. 2 pins for property tax which is reflected in the tax amount. Don't miss

    Timothy Knafl Coldwell Banker Realty

    2130 S 13th Ave, Broadview, IL 60155
  • /2

    $2,699,900

    • 8 Beds
    • 8 Baths

    130 N Huffman St, Naperville, IL 60540

    Another unique build-to-suit opportunity in booming downtown Naperville by SACHS Design+Develop: 2-unit Chicago style shared wall single family homes perfect for a housing hack! Two 3000sf 4 bed, 3.1 homes that can be fully customized to suit buyer needs. Pricing includes Thermador appliance package and standard luxury developer finishes. Time to move out of your condo and take a step up: build

    Erik Sachs @properties Christie's International Real Estate

    130 N Huffman St, Naperville, IL 60540
  • /87

    $2,575,000 New Construction

    • 8 Beds
    • 10 Baths

    715 N Brainard St, Naperville, IL 60563

    Looking for luxury living just steps from Downtown Naperville? Welcome to 715-717 N Brainard Street, a truly exceptional custom-built duplex offering over 4,000 square feet of finely curated living space spanning four impressive levels - all just one block from the 5th Avenue Metra station! Offering every attention to detail, including 4 bedrooms; 5 full bathrooms; Marvin windows; Pinnacle

    Lori Johanneson @properties Christie's International Real Estate

    715 N Brainard St, Naperville, IL 60563

Why Live in Winston Woods

Winston Woods in Bolingbrook offers a blend of suburban tranquility and urban convenience. The neighborhood is adjacent to Winston Woods Park, providing residents with ample opportunities for outdoor activities such as hiking and fishing at nearby Gateway Wetlands Park. The Promenade Bolingbrook shopping mall is a local highlight, featuring stores like Macy’s and Barnes and Noble, while grocery needs are met by Costco, Meijer, and Aldi. Dining options include Wholey Granoly for vegan meals, Taquería El Valle for Mexican cuisine, and Danny's Pizza and Burger Bar for American fare. The Bolingbrook Park District hosts free live music and entertainment every Wednesday night during the summer at the Bolingbrook Performing Art Center. The area is characterized by wide, tree-lined streets and sidewalks, with home styles ranging from traditional Ranch and Colonial Revival to bi-level homes and multi-family townhouses. Schools such as Brooks Middle and Bolingbrook High School are highly rated, contributing to the neighborhood's appeal for families. Residents benefit from a low crime risk compared to the national average. For transportation, North Bolingbrook Drive and U.S. Interstate 355 provide connectivity, with the Pace Suburban Bus and Lemont Metra station offering public transit options. Chicago Midway International Airport is 23 miles away, and healthcare services are accessible at UChicago Medicine AdventHealth Bolingbrook, just 4 miles from the neighborhood.

Home Trends in Winston Woods, IL

Housing Trends

Median Sale Price
$375,000
Median Single Family Sale Price
$390,000
Average Price Per Sq Ft
$178
Number of Homes for Sale
8
Last 12 months Home Sales
58
Months of Supply
1.70
Median List Price
$389,499
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
8%
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