427 Charlestown Drive, Bolingbrook, IL 60440 - Photo 1

1/1

$439,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1 Partial Bath
2,470 Sq. Ft.
2 Car Garage

1/1

Property Description

Welcome home! This beautifully updated 4-bedroom, 2.1-bath home in the Winston Woods subdivision was fully remodeled in 2020 and offers over 2,400 square feet of comfortable living space with a smart, functional layout. The main level features a modern kitchen with granite countertops and stainless steel appliances, a bright living and dining area, a cozy family room with a brick fireplace, a powder room, and a sunroom. Upstairs, you'll find four bedrooms and two updated full bathrooms. The primary suite includes a private bathroom and a walk-in closet. The finished basement includes a spacious rec room, perfect for entertaining or extra living space. Attached 2-car garage with newer overhead doors and openers. The large backyard features a newer concrete patio-ideal for outdoor gatherings. Conveniently located just minutes from the Bolingbrook Promenade, I-355, I-55, and plenty of shopping and dining options.

Full Property Details

Full Property Details for 427 Charlestown Dr

General

Sold For: $439,000
Taxes: $10,287 (2024)
Status: Closed
Type: Single Family
Source: MRED
MLS ID: 12495204
Added to Site: 95 day(s) ago

Interior

Fireplace: Yes
Fireplace(s): Family Room
Appliances: Range, Microwave, Dishwasher, Refrigerator, Stainless Steel Appliance(s)

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1

Bedrooms

Total Bedrooms: 4

Parking

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

Location

Area: Bolingbrook
County: Will
Subdivision: Winston Woods
Driving Directions: Boughton Rd to Pinecrest Rd to Charlestown Dr W 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
Heating Type: Natural Gas, Forced Air

Utilities

Water: Public

Structural Information

Construction: Vinyl Siding, Brick
Exterior Const.: Vinyl Siding, Brick
Basement Desc.: Finished, Partial
Foundation: Concrete Perimeter
Roof: Asphalt
Square Feet: 2,470
Sq. Ft. Source: Plans
Year Built: 1977
Built Before 1978: Yes

Additional Structures

Other Structures: Shed(s)

Lot Features

Lot Size Range: .25 to .49 Acre
Lot Dimensions: 68 x 135

Financial Considerations

Parking Included: Yes
Assessment Year: 1977
Tax Amount: $10,287
Tax Year: 2024

Disclosures and Reports

Ownership: Fee Simple
Property ID: 1202024020140000

Listed by @properties Christies International Real Estate
Sold by Real Broker, LLC

What's Your Home Worth?

* Indicates a required field

For a complimentary comparative market analysis, please contact us so we can discuss your home's value.

Your Property Information

Address optional

City *State *

Zip Code *

Your Contact Information

First Name *Last Name *

Email Address *

Phone Number *

Comment *

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Submit, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

Listing agents

— 427 Charlestown Dr —

@properties Christies International Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 427 Charlestown Dr

School District:Valley View Community Unit School District 365u

Name	Grades	Distance
Wood View Elementary School 197 Winston Drive, Bolingbrook, IL 60440	K-5	0.6 mi
Brooks Middle School, Bolingbrook, IL 350 Blair Lane, Bolingbrook, IL 60440	6-8	2 mi
Bolingbrook High School 365 Raider Way, Bolingbrook, IL 60440	9-12	3 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 427 Charlestown Dr

Date

Details

Price

Change

Source

11/25/2025

Sold

$439,000

—

MLS

10/14/2025

Listed

$439,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

7624 Westview Ln, Woodridge, IL 60517 - Photo 1

Just Listed

$399,900

7624 Westview Ln Woodridge, IL 60517

Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
1,073
Sq. Ft.

2713 Northcreek Dr, Woodridge, IL 60517 - Photo 1

Just Listed

$225,000

2713 Northcreek Dr #5 Woodridge, IL 60517

Condo
Active
Updated 13 hours ago

2
Beds
2
Total Baths
971
Sq. Ft.

794 Farragut Ave, Romeoville, IL 60446 - Photo 1

Just Listed

$300,000

794 Farragut Ave Romeoville, IL 60446

Single Family
Active
Updated 2 days ago

4
Beds
2
Total Baths
1,200
Sq. Ft.

218 Montrose Dr, Romeoville, IL 60446 - Photo 1

Just Listed

$249,900

218 Montrose Dr Romeoville, IL 60446

Single Family
Active
Updated 5 days ago

2
Beds
1
Total Bath
955
Sq. Ft.

611 Flambeau Ct, Romeoville, IL 60446 - Photo 1

Price Reduced

-$30,000 (-6%)

$470,000

611 Flambeau Ct Romeoville, IL 60446

Single Family
Active
Updated 4 days ago

5
Beds
4
Total Baths
2,600
Sq. Ft.

Listed by Sadeebra Watson (708) 560-1087

3026 Roberts Dr, Woodridge, IL 60517 - Photo 1

Price Reduced

-$3,000 (-1.6%)

$184,000

3026 Roberts Dr #7 Woodridge, IL 60517

Condo
Active
Updated 3 days ago

2
Beds
2
Total Baths
1,150
Sq. Ft.

1973 W Crestview Circle, Romeoville, IL 60446 - Photo 1

Price Reduced

-$10,000 (-4%)

$239,900

1973 W Crestview Circle Romeoville, IL 60446

Townhouse
Active
Updated 3 days ago

2
Beds
3
Total Baths
1,507
Sq. Ft.

1009 Walter St, Lemont, IL 60439 - Photo 1

Price Reduced

-$18,600 (-2.94%)

$614,900

1009 Walter St Lemont, IL 60439

Single Family
Active
Updated 1 day ago

5
Beds
4
Total Baths
3,562
Sq. Ft.

9 Shilling Ct, Bolingbrook, IL 60440 - Photo 1

Sold

$380,000

9 Shilling Ct Bolingbrook, IL 60440

Single Family
Closed

4
Beds
2
Total Baths
1,950
Sq. Ft.

Listed by Shahzana Ripp

446 Alcester Ct, Bolingbrook, IL 60440 - Photo 1

Sold

$415,000

446 Alcester Ct Bolingbrook, IL 60440

Single Family
Closed

4
Beds
2
Total Baths
1,950
Sq. Ft.

451 Alcester Ct, Bolingbrook, IL 60440 - Photo 1

Sold

$449,900

451 Alcester Ct Bolingbrook, IL 60440

Single Family
Closed

5
Beds
2
Total Baths
2,206
Sq. Ft.

725 N Pinecrest Rd, Bolingbrook, IL 60440 - Photo 1

Sold

$400,000

725 N Pinecrest Rd Bolingbrook, IL 60440

Single Family
Closed

4
Beds
3
Total Baths
2,050
Sq. Ft.

427 Charlestown Drive, Bolingbrook, IL 60440 (MLS# 12495204) is a Single Family property that was sold at $439,000 on November 25, 2025. Want to learn more about 427 Charlestown 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.

427 Charlestown Dr Bolingbrook, IL 60440