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.
Closed
$439,000
427 Charlestown Dr, Bolingbrook, IL 60440
4beds
2,470sqft
Single Family Residence
Built in 1977
9,180 Square Feet Lot
$-- Zestimate®
$178/sqft
$3,193 Estimated rent
Home value
Not available
Estimated sales range
Not available
$3,193/mo
Zestimate® history
Owner options
List your home for rent
$3,193/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$3,193/mo
Rent Zestimate®
Refinance and save
$3,203/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$3,203/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Four bedroomsStainless steel appliances
Zillow last checked:
Listing updated:
Listed by:
Peter Bellert 773-860-6955,
@properties Christies International Real Estate,
Tamara Borowiec 773-882-0823,
@properties Christie's International Real Estate
Bought with:
Elizabeth Charles
Real Broker, LLC
Source: MRED as distributed by MLS GRID,MLS#: 12495204
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Foyer, Recreation Room, Sun Room
Primary bedroom
- Features: Flooring (Carpet), Bathroom (Full)
- Level: Second
- Area: 162 Square Feet
- Dimensions: 18X9
Bedroom 2
- Features: Flooring (Carpet)
- Level: Second
- Area: 117 Square Feet
- Dimensions: 13X9
Bedroom 3
- Features: Flooring (Carpet)
- Level: Second
- Area: 176 Square Feet
- Dimensions: 16X11
Bedroom 4
- Features: Flooring (Carpet)
- Level: Second
- Area: 156 Square Feet
- Dimensions: 13X12
Dining room
- Features: Flooring (Wood Laminate)
- Level: Main
- Area: 130 Square Feet
- Dimensions: 13X10
Family room
- Features: Flooring (Carpet)
- Level: Main
- Area: 204 Square Feet
- Dimensions: 17X12
Foyer
- Features: Flooring (Ceramic Tile)
- Level: Main
- Area: 63 Square Feet
- Dimensions: 9X7
Kitchen
- Features: Kitchen (Eating Area-Breakfast Bar), Flooring (Ceramic Tile)
- Level: Main
- Area: 156 Square Feet
- Dimensions: 13X12
Living room
- Features: Flooring (Wood Laminate)
- Level: Main
- Area: 228 Square Feet
- Dimensions: 19X12
Recreation room
- Features: Flooring (Wood Laminate)
- Level: Basement
- Area: 286 Square Feet
- Dimensions: 22X13
Sun room
- Features: Flooring (Vinyl)
- Level: Main
- Area: 112 Square Feet
- Dimensions: 16X7
Heating
- Natural Gas, Forced Air
Cooling
- Central Air
Appliances
- Included: Range, Microwave, Dishwasher, Refrigerator, Stainless Steel Appliance(s)
Features
- Basement: Finished,Partial
- Attic: Pull Down Stair
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 3,188
- Total interior livable area: 2,470 sqft
Property
Parking
- Total spaces: 2
- Parking features: Concrete, Garage Door Opener, Yes, Garage Owned, Attached, Garage
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 2
- Patio & porch: Patio
Lot
- Size: 9,180 Square Feet
- Dimensions: 68 x 135
Details
- Additional structures: Shed(s)
- Parcel number: 1202024020140000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Vinyl Siding, Brick
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1977
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Winston Woods
HOA
- Services included: None
Location
- Region: Bolingbrook
Financial & listing details
- Price per square foot: $178/sqft
- Tax assessed value: $358,155
- Annual tax amount: $10,287
- Date on market: 10/14/2025
- Listing terms: Conventional
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 11/25/2025 | Sold | $439,000+48.8%$178/sqft |
Source:  MRED as distributed by MLS GRID #12495204 Report a problem | ||
| 3/13/2020 | Sold | $295,000+72%$119/sqft |
Source: MRED as distributed by MLS GRID #10619251 Report a problem | ||
| 9/10/2019 | Sold | $171,551+0.9%$69/sqft |
Source: Public Record Report a problem | ||
| 2/18/2015 | Sold | $169,999-38.7%$69/sqft |
Source: Public Record Report a problem | ||
| 6/17/2013 | Sold | $277,282$112/sqft |
Source: Public Record Report a problem | ||
| 2/21/2013 | Sold | $277,282+19.8%$112/sqft |
Source: Public Record Report a problem | ||
| 3/9/2006 | Sold | $231,500+65.4%$94/sqft |
Source: Public Record Report a problem | ||
| 1/19/1994 | Sold | $140,000$57/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $10,287 +6.7% | $119,385 +11.1% |
| 2023 | $9,644 +7.5% | $107,418 +11% |
| 2022 | $8,969 +7% | $96,742 +8.3% |
| 2021 | $8,386 +3.2% | $89,300 +3.4% |
| 2020 | $8,129 +3.3% | $86,364 +5% |
| 2019 | $7,867 +4.2% | $82,252 +4.5% |
| 2018 | $7,554 -2.9% | $78,725 -1.9% |
| 2017 | $7,781 -2.6% | $80,237 -0.2% |
| 2016 | $7,990 -6.6% | $80,400 +4.3% |
| 2015 | $8,556 | $77,100 |
| 2014 | $8,556 +9.3% | $77,100 +6.1% |
| 2013 | $7,829 -5.7% | $72,700 -13.3% |
| 2012 | $8,300 +6.6% | $83,900 -7.1% |
| 2011 | $7,787 +11.1% | $90,300 |
| 2010 | $7,010 +5.5% | $90,300 |
| 2009 | $6,645 +6.9% | $90,300 |
| 2008 | $6,215 | $90,300 +9.3% |
| 2007 | -- | $82,600 +5% |
| 2006 | $5,190 -4.9% | $78,700 |
| 2005 | $5,458 +10.2% | $78,700 +10.1% |
| 2004 | $4,953 +3.1% | $71,500 +4.7% |
| 2003 | $4,803 +4.1% | $68,300 +10% |
| 2002 | $4,615 -4.7% | $62,100 |
| 2001 | $4,840 +16.4% | $62,100 +10.1% |
| 2000 | $4,158 | $56,400 |
Find assessor info on the county website
Neighborhood: 60440
Nearby homes
- $422,5003 bd3 ba2.5k sqft425 Charlestown Dr, Bolingbrook, IL 60440Off Market
- $355,0004 bd3 ba2.4k sqft621 N Pinecrest Rd, Bolingbrook, IL 60440Sold
- $286,5003 bd3 ba2.5k sqft619 N Pinecrest Rd, Bolingbrook, IL 60440Sold
- $347,7003 bd1 ba2.5k sqft7 Pinecrest Ct, Bolingbrook, IL 60440Off Market
- $401,3004 bd2 ba2.1k sqft8 Pinecrest Ct, Bolingbrook, IL 60440Off Market
- $404,3004 bd2 ba2.4k sqft617 N Pinecrest Rd, Bolingbrook, IL 60440Off Market
- $404,5004 bd2 ba2.5k sqft423 Charlestown Dr, Bolingbrook, IL 60440Off Market
- $409,8005 bd3 ba2.6k sqft6 Pinecrest Ct, Bolingbrook, IL 60440Off Market
Nearby schools
GreatSchools rating
- 7/10Wood View Elementary SchoolGrades: K-5Distance: 0.6 mi
- 8/10Brooks Middle SchoolGrades: 6-8Distance: 2 mi
- 8/10Bolingbrook High SchoolGrades: 9-12Distance: 2.9 mi
Schools provided by the listing agent
- Elementary: Wood View Elementary School
- Middle: Brooks Middle School
- High: Bolingbrook High School
- District: 365U
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
- Illinois
- Will County
- Bolingbrook
- 60440
- 427 Charlestown Dr
Nearby cities
Nearby zip codes
Other Bolingbrook Topics
