Recently Viewed Properties
See This Home
Save This Listing
Close

$485,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,866 Sq. Ft.
  • 2 Car Garage
See This Home
Save This Home
See This Home
Save This Home
This spacious custom built home offering 4,866 sq. ft. of living space has a full brick front and a striking concrete circular driveway. Built in 1994, this 5 bedroom residence includes a first floor office, 3.1 baths, zoned heating and cooling with newer mechanicals, and a full finished walkout basement. The main level features a large kitchen with oak cabinetry, center island, all appliances included, and an adjoining bay window breakfast area overlooking the expansive family room. The family room impresses with its vaulted ceiling, skylights, and lighted ceiling fan, and brick fireplace creating a bright and inviting gathering space. Upstairs bedrooms are generously sized, while the walkout basement adds exceptional versatility with two recreation rooms, a kitchenette with refrigerator and stove and a 5th bedroom-ideal for guests, extended family, or entertainment. The fenced backyard includes a multilevel wood deck offering abundant outdoor space; both deck and fence need minor maintenance. A rare opportunity to own a substantial custom home with tremendous potential in a desirable Bolingbrook location.

Full Property Details for 156 Winston Dr

General

  • Sold For: $485,000
  • Taxes: $14,701 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12558052
  • Added to Site: 108 day(s) ago

Interior

  • Interior Features: Vaulted Ceiling(s), Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Family Room, Gas Starter

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Basement Baths: Yes

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms(Blw Grade): 1

Additional Information

  • Equipment: Carbon Monoxide Detectors, Ceiling Fan(s), Sump Pump
  • Other Features: School Bus Service

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Concrete, Circular Driveway, Garage Door Opener, Yes, Garage Owned, Attached, Garage

Location

  • Area: Bolingbrook
  • County: Will
  • Subdivision: Winston Trails
  • Driving Directions: Boughton to Winston N to home

School Information

  • School District: 365U
  • Midd School District: 365U
  • Elementary School: Wood View Elementary School
  • Middle School: Brooks Middle School
  • High School: Bolingbrook High School
  • Private School: Bolingbrook High School

Community

  • Assoc. Fees Include: None

Heating & Cooling

  • Cooling Type: Central Air Conditioning, Zoned
  • Heating Type: Natural Gas, Forced Air, Zoned

Utilities

  • Water: Lake Michigan

Structural Information

  • Architectural Style: Georgian
  • Construction: Vinyl Siding, Brick
  • Exterior Const.: Vinyl Siding, Brick
  • Basement Desc.: Finished, Full, Walk-Out Access
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
  • Windows: Screens, Skylight(s)
  • Square Feet: 4,866
  • Sq. Ft. Source: Other
  • Year Built: 1994

Manufactured Home

  • Model: Custom

Lot Features

  • Lot Size (Acres): 0.2
  • Lot Size Range: Less than .25 Acre
  • Lot Dimensions: 76 x 120 x 75 x 120
  • Fence: Yes
  • Fencing (Description): Fenced

Financial Considerations

  • Parking Included: Yes
  • Assessment Year: 1994
  • Tax Amount: $14,701
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 1202023140330000

Meet the listing agent

Meet the listing agent
— 156 Winston Dr —

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 156 Winston Dr

School District:Valley View Community Unit School District 365u
NameGradesDistance
Wood View Elementary School
197 Winston Drive, Bolingbrook, IL 60440
K-50.2 mi
Brooks Middle School, Bolingbrook, IL
350 Blair Lane, Bolingbrook, IL 60440
6-81.3 mi
Bolingbrook High School
365 Raider Way, Bolingbrook, IL 60440
9-122.3 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 156 Winston Dr

Date
Details
Price
Change
Source
5/08/2026
Sold
$485,000
7.78%
MLS
2/07/2026
Listed
$450,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Similar Properties near 156 Winston Dr

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

2208 Hiawatha Pkwy, Woodridge, IL 60517 - Photo 1
$475,000

2208 Hiawatha Pkwy  Woodridge, IL 60517

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,355
    Sq. Ft.
Listed by Kelley Zablocki (630) 675-9366 and Chick Briner (630) 204-5072
6212 Leonard Ave, Downers Grove, IL 60516 - Photo 1
$490,000

6212 Leonard Ave  Downers Grove, IL 60516

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,740
    Sq. Ft.
158 Cider St, Bolingbrook, IL 60490 - Photo 1
$475,000

158 Cider St  Bolingbrook, IL 60490

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,658
    Sq. Ft.
29W026 103rd St, Naperville, IL 60564 - Photo 1
$485,000

29W026 103rd St  Naperville, IL 60564

  • Single Family
  • Active
  • Updated 9 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,169
    Sq. Ft.

Just Listed near 156 Winston Dr

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

672 Cadillac Cir, Romeoville, IL 60446 - Photo 1 Just Listed
$279,900

672 Cadillac Cir  Romeoville, IL 60446

  • Townhouse
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,590
    Sq. Ft.
7852 Sprucewood Ave, Woodridge, IL 60517 - Photo 1 Just Listed
$389,900

7852 Sprucewood Ave  Woodridge, IL 60517

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,700
    Sq. Ft.
530 N Frieh Dr, Romeoville, IL 60446 - Photo 1 Just Listed
$329,999

530 N Frieh Dr  Romeoville, IL 60446

  • Townhouse
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,506
    Sq. Ft.
59 Freesia Ct, Romeoville, IL 60446 - Photo 1 Just Listed
$360,000
Open House

59 Freesia Ct  Romeoville, IL 60446

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,866
    Sq. Ft.

Price Reduced near 156 Winston Dr

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

3547 Mulligan Dr, Woodridge, IL 60517 - Photo 1 Price Reduced
-$5,000 (-0.97%)
$510,000

3547 Mulligan Dr  Woodridge, IL 60517

  • Townhouse
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,085
    Sq. Ft.
104 E Division St, Lemont, IL 60439 - Photo 1 Price Reduced
-$8,999 (-2.78%)
$315,000

104 E Division St  Lemont, IL 60439

  • Single Family
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
3424 Parliament Ln, Naperville, IL 60564 - Photo 1 Price Reduced
-$5,000 (-0.74%)
$669,999

3424 Parliament Ln  Naperville, IL 60564

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,379
    Sq. Ft.
4852 Snapjack Cir, Naperville, IL 60564 - Photo 1 Price Reduced
-$10,000 (-1.36%)
$724,900

4852 Snapjack Cir  Naperville, IL 60564

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,351
    Sq. Ft.

Recent Sales near 156 Winston Dr

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

464 Ridge Ln, Bolingbrook, IL 60440 - Photo 1 Sold
$432,627

464 Ridge Ln  Bolingbrook, IL 60440

  • Townhouse
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,459
    Sq. Ft.
409 N Ashbury Ave, Bolingbrook, IL 60440 - Photo 1 Sold
$430,000

409 N Ashbury Ave  Bolingbrook, IL 60440

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,244
    Sq. Ft.
421 N Ashbury Ave, Bolingbrook, IL 60440 - Photo 1 Sold
$420,000

421 N Ashbury Ave  Bolingbrook, IL 60440

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 1,900
    Sq. Ft.
853 Bonnie Brae Ln, Bolingbrook, IL 60440 - Photo 1 Sold
$510,000

853 Bonnie Brae Ln  Bolingbrook, IL 60440

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,047
    Sq. Ft.

156 Winston Drive, Bolingbrook, IL 60440 (MLS# 12558052) is a Single Family property that was sold at $485,000 on May 08, 2026. This property was listed by Ken Hurdle from our Naperville Office.Want to learn more about 156 Winston Drive? Do you have questions about finding other Single Family real estate for sale in Bolingbrook? You can browse all Bolingbrook real estate or contact a Coldwell Banker agent to request more information.