1644 Windward Ct, Naperville, IL 60563
OFF MARKET

1644 Windward Ct
Naperville, IL 60563

  • 3 Beds
  • 3 Baths
  • 1,538 sqft (on 0.25 acres)

$361,600

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $2,524/mo*
Refinance Your Home

$361,600

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $2,524/mo*
Refinance Your Home
3 Beds
3 Baths
1,538 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 1644 Windward Ct.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
2001
Lot Size
0.25 acres
Living Area
1,538 sqft
Price/Sqft
$235

About this House

Do you own a house in Naperville, Wheaton, or Lisle within the price range of $300,000 to $500,000? Would you like to permanently trade it with a comfortable and less expensive house? If you answer "yes" to both questions, please read on. Our beautiful $249,900 house in Naperville is conveniently located in a cul-de-sac within one mile from Route 59 train station, close to downtown Naperville and I-88. It is a meticulously maintained end-unit townhouse with 3bed/2.5bath, 2-car attached garage, and a full basement. The house was built in 2001 and has brand new carpet changed in 2008. We are interested in trading it with your property based on fair market value.
1644 Windward Ct, Naperville, IL 60563 is a 3 bedroom, 3 bathroom, 1,538 sqft townhouse built in 2001. It is currently off market. The Trulia Estimate is $361,600, with a rent estimate of $2,778/month.

Home Details for 1644 Windward Ct

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: Townhouse

Lot Information

Lot Area: 10890 sqft

Price History for 1644 Windward Ct

DatePriceEventSource
09/07/2009$249,900ListingRemovedAgent Provided
08/28/2009$249,900Listed For SaleAgent Provided

Market trends in Naperville

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$575K
$11.67KMoM
Sale-to-List Price
99.9%
0.1%MoM
Price per sq ft
$260
$6MoM
Available listings
484
34MoM
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Comparable Sales for 1644 Windward Ct

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1710 Windward Ave, Naperville, IL
0.00
Townhouse
$400,000
04/20/26
3
2.5
1,538
1644 Windward Ave, Naperville, IL
0.00
Townhouse
$365,000
08/29/25
3
2.5
1,984
1659 Windward Ct, Naperville, IL
0.00
Townhouse
$380,000
09/29/25
3
2.5
2,205
1748 Windward Ave, Naperville, IL
0.00
Townhouse
$362,000
03/21/26
2
2.5
1,334
1706 Windward Ave, Naperville, IL
0.00
Townhouse
$332,000
04/02/26
2
2.5
1,334
612 Esla Ct, Naperville, IL
0.17
Townhouse
$375,000
04/29/26
3
3
2,220
866 Pas Ct #103, Naperville, IL
0.35
Townhouse
$320,000
06/25/26
2
2.5
1,383
2755 Sheridan Ct, Naperville, IL
0.56
Townhouse
$365,000
02/02/26
3
2.5
1,646
2751 McClennan Ct, Naperville, IL
0.56
Townhouse
$402,751
07/01/26
3
2.5
1,646
2752 McClennan Ct, Naperville, IL
0.56
Townhouse
$372,500
03/12/26
3
2.5
1,646

Nearby homes

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Assigned Schools

These are the assigned schools for 1644 Windward Ct.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Naperville

At least 1032 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 90 % Say there are sidewalks

  • 89 % Say car is needed

  • 82 % Say parking is easy

  • 79 % Say there's holiday spirit

  • 78 % Say people would walk alone at night

  • 78 % Say streets are well-lit

  • 78 % Say kids play outside

  • 77 % Say it's quiet

  • 73 % Say yards are well-kept

  • 60 % Say there's wildlife

  • 59 % Say they plan to stay for at least 5 years

  • 55 % Say it's walkable to restaurants

  • 55 % Say neighbors are friendly

  • 45 % Say it's walkable to grocery stores

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nikki
    "The amount of stores and shops but it’s expensive "
    0
    Flag
  • Rick.slavin
    "Great place. Amazing people, shops, dining, etc. very family friendly and great public schools. Wish everyone could live here. Amazing in every way."
    0
    Flag
  • AP
    "Lived here 10 years. Great proximity to train station, restaurants and retail. Great schools! Friendly neighborhoods. Safety and security is strong. Access to highways is good! "
    0
    Flag
  • Rick.slavin
    "It’s awesome. One of the best places I have ever lived. Naperville has the best schools, downtown area, shopping and restaurants. Family friendly and professional. Why live anywhere else?! "
    0
    Flag
  • Megan DeAngelis
    "Very dog and family friendly town with ample sidewalks, bike paths, incredibly dog friendly downtown area with shopping and restaurants, as well as parks. "
    0
    Flag
  • Debbylu24
    "Naperville offers excellent schooling, a safe environment, and convenient access to stores. It boasts beautiful parks and a diverse culinary scene with great restaurants and grocery stores. The community is incredibly friendly, making it a wonderful place to live. "
    0
    Flag
  • Debbylu24
    "Naperville offers excellent schooling, a safe environment, and convenient access to stores. It boasts beautiful parks and a diverse culinary scene with great restaurants and grocery stores. The community is incredibly friendly, making it a wonderful place to live. "
    0
    Flag
  • Megan DeAngelis
    "Nice area, clean landscaping, walking distance from grocery stores, gas stations, walking trails, and restaurants."
    0
    Flag
  • Astrid Romero
    "The dream Downtown, is magic, like an American movie. There are everything like excellents restaurants and bars, stores, entertainment, etc"
    1
    Flag
  • Emily Hallenbeck
    "Too far from the highway, and there is scarce work opportunity around naperville from my experience "
    0
    Flag
  • Shontel Johnson
    "Commute is ok. Live by major highway and right off busy street with great shopping area. No public transportation but close to train station. "
    0
    Flag
  • Ilara Bestel
    "I think dog owners would like here to have More sidewalks connecting places. Maybe they like the fact that here we have a lot of families and kids, it give us a sense of safety. "
    0
    Flag
  • Edgar.bolanos
    "Friendly neighbors and great schools nearby. Very close to the shopping areas and downtown. Bicycle tracks nearby."
    0
    Flag
  • Scott Robison
    "I moved to Naperville in 2019 from the Lakeview neighborhood in the city. I love this town! Huge variety of restaurants and bars. There is great shopping and all the public spaces are well maintained . I wish I had moved here sooner."
    2
    Flag
  • Ilara Bestel
    "Here at Benedetti drive in Naperville I know that has a lot of babies and little kids, but people barely go outside. I know because I see sometimes those families in the parking lot going out with their cars; but they don’t walk with their kids. "
    0
    Flag
  • Ilara Bestel
    "It’s a quite, safe and nice neighborhood. But nobody talks to each other. Neighbors are not so friendly. "
    0
    Flag
  • Bigcordo
    "Amazing schools with a outstanding reputation for special needs families. Naperville is safe, and has a wonderfully population. "
    0
    Flag
  • Kathleen Brennan
    "Great schools and park district also excellent library programs. Taxes high due to school district costs"
    0
    Flag
  • Aj.winter77
    "This area has Good schools, great nature possibilities. Wonderful parks. Great downtown area with lots to do. "
    1
    Flag
  • Kathleen Brennan
    "Plenty of neighbors walk dogs daily including on bike path with mutt bags for dog waste. The wolf crossing park has water fountain fitted for dogs to participate"
    0
    Flag
  • Kathleen Brennan
    " Commuter train runs express at rush hours and trip less than one hour. If you miss the express then trip about 90 minutes"
    0
    Flag
  • Carly
    "We drive everywhere, we’re close to route 59 and 88 so traveling is pretty easy. The train station isn’t too far either "
    0
    Flag
  • Amani.bakush
    "Diversity and good school district, quiet, all shopping centers near by. Everything the community needs from schools, college, university, hospitals are in this city and the best."
    1
    Flag
  • Lindsey.samawi
    "The perfect place to raise a family. It’s very family centered and many kid friendly activities held year round. "
    2
    Flag
  • Ahutchison116
    "Farmers Market, Annual Block Party, close walk to downtown Naperville and train to Chicago. Naperville River Walk and local parks are beautiful."
    0
    Flag
  • Ana S.
    "Very safe neighborhood, never had any problems, and we live to live here... we don’t know schools and don’t ha e pets "
    0
    Flag
  • Dana M. D.
    "Local dog park, dog friendly atmosphere, lots of trails, downtown Naperville is dog friendly. Lots of shops gave treats for dogs. "
    0
    Flag
  • Kori O.
    "Block parties , kids scheduled activities , friendly , safe , conveniently located close to shops and downtown. And schools. "
    1
    Flag
  • Mikayla M.
    "Quiet neighborhoods, people are nice and helpful. Naperville school system is one of the top twenty schools for learning. "
    0
    Flag
  • Jay2222
    "People enjoy walking their dogs and picking up behind them as they walk . Good neighborhood and nice neighbors . There are dog walkers available in the neighborhood "
    5
    Flag
  • Christine B.
    "Great access to downtown Chicago. 10 minutes from train. "
    2
    Flag
  • Charmayne S.
    "You have easy access to the metro train that runs into the city. Makes local stops along the way. You also have the local buses that travel into the city. We have lift, Uber and cabs. I would say we have a very good transit system "
    0
    Flag
  • Christine B.
    "Rib fest Last Fling Oktoberfest Naperville Settlement Art Fair Carillon concerts Triathlons Naperville Riverwalk Canoeing the river "
    5
    Flag
  • Justjen0676
    "There are many many dogs in the area and people are always out walking them. They usually are friendly and almost always pick up after their dogs. "
    0
    Flag
  • Venkat R.
    "Its a community of educated professionals. It’s diverse community, many are middle class immigrants to US."
    3
    Flag
  • Ariee31
    "Ribfest is usually really nice and has gained popularity over the years. There’s also a few firework displays for the fourth as well! "
    1
    Flag
  • Mrss66
    "Neighborhood is good with dog / owners, it seems that everyone has one so dogs are accepted and welcomed. "
    0
    Flag
  • P.B.
    "Great place, but realty taxes are exorbitant, and home values since the recession (of 2008) have not come back."
    0
    Flag
  • Catmandu513
    "My husband drives to one of the local commuter lots and commutes by train into the city. So much faster than driving! Tip: try to get an express train for the fastest trip to the city. "
    0
    Flag
  • Gretchen P.
    "Patio Crawls, Holiday Light Trolleys, Adult Halloween parties , winter pool parties, block party, so much fun"
    7
    Flag

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Homes for sale near 1644 Windward Ct

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Off Market Homes Near 1644 Windward Ct

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