427 Charlestown Drive, Bolingbrook, Illinois 60440

Subdivision > Winston Woods

$439,000

For Sale
Status: Contingent
Sqft: 2,470
Cost/Sqft: $178
Beds: 4
Baths: 3
Year Built: 1977
Property Taxes: $10,287
Days On Market: 11
Lot Size: 0,00
Map
Street View

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.

Property Specifics

Single Family
1977
No
Will
Winston Woods
0 / Not Applicable
12495204
1202024020140000

Nearby Schools

NAME: DISTRICT: DISTANCE:
Grade School
Wood View Elementary School
365U
Middle School
Brooks Middle School
365U Not in DB
High School
Bolingbrook High School
365U Not in DB

Property History

DATE: EVENT: PRICE: SOURCE:
16 Dec, 2014 Sold $169,999 MRED MLS
9 Oct, 2014 Under contract $149,999 MRED MLS
Last price change $159,999 MRED MLS
29 Nov, 2013 Listed for sale $231,000 MRED MLS
13 Mar, 2020 Sold $295,000 MRED MLS
7 Feb, 2020 Under contract $299,900 MRED MLS
25 Jan, 2020 Listed for sale $299,900 MRED MLS
16 Oct, 2025 Under contract $439,000 MRED MLS
14 Oct, 2025 Listed for sale $439,000 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 4
Bedrooms Above Ground: 4
Bedrooms Below Ground: 0
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fourth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 3
Partial Bathrooms: 1
Bathroom Amenities: —
Bathroom in Basement: 0
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

2
68 x 135
Pull Down Stair
Not in DB

Tax History

Year Property Taxes
2014 $8,300
2020 $7,554
2025 $10,287

Nearby Similar Homes

419 Charlestown Drive, Bolingbrook, Illinois 60440
For Sale
$350,000
4 beds / 2.1 baths / 2,132 ft2
Single Family / Built: 1977
44

451 Alcester Court, Bolingbrook, Illinois 60440
For Sale
$449,900
5 beds / 2.0 baths / 2,206 ft2
Single Family / Built: 1976
36

5 Derbyshire Court, Bolingbrook, Illinois 60440
For Sale
$479,000
5 beds / 3.0 baths / 2,650 ft2
Single Family / Built: 1972
22

601 Derbyshire Lane, Bolingbrook, Illinois 60440
For Sale
$395,000
4 beds / 2.0 baths / 1,950 ft2
Single Family / Built: 1972
37

231 Charlotte Lane, Bolingbrook, Illinois 60440
For Sale
$404,900
4 beds / 2.1 baths / 1,915 ft2
Single Family / Built: 1973
26

500 Falcon Ridge Way, Bolingbrook, Illinois 60440
For Sale
$300,000
4 beds / 2.1 baths / 1,915 ft2
Single Family / Built: 1973
1025

Nearby Sold Comparables

427 Charlestown Drive, Bolingbrook, Illinois 60440
Sold
$149,999
4 beds / 2.1 baths / 2,132 ft2
Single Family / Built: 1977
4348

427 Charlestown Drive, Bolingbrook, Illinois 60440
Sold
$299,900
4 beds / 2.1 baths / 2,132 ft2
Single Family / Built: 1977
2100

621 Pinecrest Road, Bolingbrook, Illinois 60440
Sold
$349,000
4 beds / 2.1 baths / 2,494 ft2
Single Family / Built: 1978
430

615 Pinecrest Road, Bolingbrook, Illinois 60440
Sold
$340,000
5 beds / 2.0 baths / 2,508 ft2
Single Family / Built: 1977
856

430 Charlestown Drive, Bolingbrook, Illinois 60440
Sold
$440,000
5 beds / 3.0 baths / 2,662 ft2
Single Family / Built: 1971
290

428 Charlestown Drive, Bolingbrook, Illinois 60440
Sold
$222,000
4 beds / 2.1 baths / 1,915 ft2
Single Family / Built: 1971
3460


Contact Agent

Listing Provided By

@properties Christie's International Real Estate