For Sale38d on market
289 Winding Creek Dr
Naperville, IL, 60565 • Winding Creek Estates • DuPage County
$959,900
$270/sqft
Down payment assistance available
5Beds
4Baths
3,552Sqft
0.23 acLot
1987Built
Property DNA
Georgian Style
Built 1987 · 39 years of history
Winding Creek
Winding Creek Estates
Outdoor Living
Deck · Patio
1 Fireplace
Wood Burning · Gas Starter · Family Room
2-Car Garage
Concrete · Garage Door Opener · Yes · Garage Owned · Attached · Garage
Hardwood Floors
Quality flooring throughout
Market activity
Demand and pricing signals for this listing
137 views
People checking out this listing
1 saves
Buyers have saved this home
38 days on market
Established listing
$270/sqft
Price per square foot
About this home
Single Family · Built 1987
HIGHLY DESIRABLE WINDING CREEK NEIGHBORHOOD - HEATED IN GROUND POOL - DISTRICT 203 SCHOOLS! This gorgeous 5 BR 3.5 bath Georgian offers the best of both worlds; loaded with updates & in a prime location in one of the most sought after neighborhoods & school districts around. With nearby community pool, tennis & volleyball, & close proximity to schools, parks & the DuPage River Trail, this location is IDEAL. If you prefer to entertain at home, spend summers in your FENCED IN YARD by the in-ground HEATED POOL w/newer liner (2022) & new programmable heater (2023) extending your pool season! Featuring TWO primary suites (one on the main floor & one upstairs), the main floor ADDITION w/vaulted ceilings, skylights & floor to ceiling windows, serves as a wonderful private guest suite with private bathroom; home office or even potential for related living. Real HARDWOOD FLOORS throughout the main level & a cozy wood burning fireplace. Modern kitchen is a chef's dream with stainless steel appliance package, granite counters, large island & walk in pantry. Convenient main floor laundry/mud room just off the kitchen, plus a formal living room, dining room & family room on the main level. Upstairs, retreat to the massive primary suite; with new sliding barn door to the walk in closet, ensuite bathroom with double sinks, jacuzzi tub, separate shower & skylight! Three additional good sized bedrooms & another full bath round out the upstairs floorplan. Still looking for more space? Head down to the FINISHED BASEMENT for movie night in the Rec Room or squeeze in a quick workout in the finished exercise room; which could also double as a quiet home office. TONS OF RECENT UPDATES including a NEW ROOF in 2020, new main furnace & AC in 2022, new guest room furnace/AC in 2024 (zoned) both with convenient WIFI thermostats. Nearly all windows replaced in 2021; except 3 bay windows & office; plus new blown-in R-60 attic insulation; lowering your utility costs! This home has been lovingly maintained & is sure to move quickly in one of the most desirable neighborhoods around!
Standout features identified
Our analysis highlights cozy wood burning fireplace, heated in ground pool, and home office as key attractions of this home.
Estimated monthly payment
Based on current rates
$5,930/month
Principal & Interest$4,644
Property Tax$960
Insurance$320
HOA$6
Down payment20% ($191,980)
3%50%
Est. 6.08% rate · 30yr fixed · $767,920 loan
Full calculator →At a glance
Key facts and listing details
TypeSingle Family Residence
Year Built1987
HeatingNatural Gas, Forced Air, Sep Heating Systems - 2+
CoolingCentral Air
Parking2 Attached Garage spaces
HOA$75 annually
Lot10,018 sqft
Days on Zillow38 Days
Price/sqft$270
Property
Home typeSingle Family
Sub-typeSingle Family Residence
StyleGeorgian
Year built1987
Stories2
Systems
HeatingNatural Gas, Forced Air, Sep Heating Systems - 2+
CoolingCentral Air
RoofAsphalt
ConstructionBrick, Cedar
Water / SewerPublic / Public Sewer
Parking & Outdoor
ParkingConcrete, Garage Door Opener, Yes, Garage Owned, Attached, Garage
Garage2 spaces
BasementFinished,Crawl Space,Rec/Family Area,Storage Space,Partial
Fireplaces1
FencingFenced
Lot10,018 sqft
Location & Tax
NeighborhoodWinding Creek Estates
Annual tax$13,764
Parcel0830308017
Bathrooms & Fees
Full baths3
HOA$6/mo
Features & details
18 categories of property features
Interior Features
Interior
Cathedral Ceiling(s)
In-Law Floorplan
1st Floor Full Bath
Appliances
Range
Microwave
Dishwasher
Refrigerator
Washer
Dryer
Disposal
Stainless Steel Appliance(s)
Cooktop
Humidifier
Gas Water Heater
Flooring
Hardwood
Heating
Natural Gas
Forced Air
Sep Heating Systems - 2+
Cooling
Central Air
Laundry
Main Level
Fireplace
Wood Burning
Gas Starter
Family Room
Windows
Screens
Skylight(s)
Accessibility
No Disability Access
Exterior Features
Exterior
Fire Pit
Parking
Concrete
Garage Door Opener
Yes
Garage Owned
Attached
Garage
Construction
Brick
Cedar
Patio & Porch
Deck
Patio
Lot Features
Landscaped
Community
Park
Pool
Sidewalks
Street Paved
Security
Carbon Monoxide Detector(s)
Pool Features
In Ground
Other Equipment
Ceiling Fan(s)
Sump Pump
Backup Sump Pump;
Radon Mitigation System
Room details
19 rooms detailed
Master Bedroom
Second17×16 ft272 sqft
Flooring (Carpet)Bathroom (FullDouble SinkTub & Separate Shwr)
Bedroom2
Second14×12 ft168 sqft
Flooring (Carpet)
Bedroom3
Second13×11 ft143 sqft
Flooring (Carpet)
Bedroom4
Second14×14 ft196 sqft
Flooring (Carpet)
Bedroom5
Main17×16 ft272 sqft
Flooring (Hardwood)
Other
Listing insights
Market data and value estimates
StatusFor Sale
Days on market38
Tax rate1.93%
Price/sqft$270
On marketMar 3, 2026
PostedMar 3, 2026
Last sold$550,000
MLS statusContingent
MLS updatedMar 7, 2026
Tour days6
Views137
Favorites1
How are the schools in Naperville?
3 schools rated nearby
Location
Naperville, IL, 60565
Price history
6 events
DateEventPrice$/sqftSource
Mar 8, 2026Contingent$959,900$270MRED as distributed by MLS GRID
Mar 3, 2026Listed For Sale$959,900$270MRED as distributed by MLS GRID
Nov 30, 2020Sold$550,000$155MRED as distributed by MLS GRID
Oct 16, 2020Pending Sale$550,000$155Baird & Warner
Oct 14, 2020Listed For Sale$550,000$155Baird & Warner
Apr 3, 2006Sold$525,000$148Public Record
Contingent$959,900
Mar 8, 2026•$270/sqft•MRED as distributed by MLS GRID
Listed For Sale$959,900
Mar 3, 2026•$270/sqft•MRED as distributed by MLS GRID
Sold$550,000
Nov 30, 2020•$155/sqft•MRED as distributed by MLS GRID
Pending Sale$550,000
Oct 16, 2020•$155/sqft•Baird & Warner
Listed For Sale$550,000
Oct 14, 2020•$155/sqft•Baird & Warner
Sold$525,000
Apr 3, 2006•$148/sqft•Public Record
Tax history
25 years of records
YearTax paidAssessed value
Apr 10, 2024$13,764$232,683
Apr 10, 2023$13,279$212,360
Apr 10, 2022$13,111$208,590
Apr 10, 2021$12,638$200,700
Apr 10, 2020$12,372$197,100
Apr 10, 2019$12,017$188,570
Apr 10, 2018$12,020$188,570
Apr 10, 2017$11,784$182,210
Apr 10, 2016$11,553$175,620
Apr 10, 2015$11,489$165,380
Apr 10, 2014$11,622$162,140
Apr 10, 2013$11,447$162,530
Apr 10, 2012$11,082$168,860
Apr 10, 2011$10,904$179,550
Apr 10, 2010$10,815$189,440
Apr 10, 2009$10,679$199,380
Apr 10, 2008$10,382$196,620
Apr 10, 2007$9,896$185,670
Apr 10, 2006$9,744$178,070
Apr 10, 2005$9,413$166,880
Apr 10, 2004$9,197$157,580
Apr 10, 2003$8,670$145,370
Apr 10, 2002$8,179$136,160
Apr 10, 2001$7,621$126,660
Apr 10, 2000$6,711$119,600
Nearby homes
Neighborhood details
Local context around this listing
Naperville, IL • DuPage County
Nearby neighborhoods
AshburyBrookdaleCountry LakesMaplebrookMoser HighlandsOld FarmStillwaterTall GrassUniversity HeightsWhite Eagle Club
Nearby cities
AuroraBolingbrookDowners GroveElmhurstJolietLombardNapervillePlainfield
Nearby zip codes
60440605406056360564605656056660567
Similar homes
Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. [Click here for more information](/mls-disclaimers/#17)
No obligation · Same-day response