416 E Chicago Ave, Naperville, IL 60540
Property image
Property image
OFF MARKET

416 E Chicago Ave
Naperville, IL 60540

  • 5 Beds
  • 3 Baths
  • 3,435 sqft (on 0.31 acres)
5 Beds
3 Baths
3,435 sqft
(on 0.31 acres)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
116 S Wright St, Naperville, IL
0.17
Single-Family Home
$730,000
12/30/25
4
3
2,527
105 S Wright St, Naperville, IL
0.16
Single-Family Home
$770,000
01/21/26
4
3
2,384
132 S Wright St, Naperville, IL
0.15
Single-Family Home
$1,225,000
06/29/26
4
3
2,538
444 S Sleight St, Naperville, IL
0.29
Single-Family Home
$885,000
12/13/25
4
4
3,462
829 E Porter Ave, Naperville, IL
0.33
Single-Family Home
$785,000
07/24/26
3
3
2,341
309 White Oak Dr, Naperville, IL
0.35
Single-Family Home
$1,100,000
07/16/26
5
3.5
3,753
455 S Wright St, Naperville, IL
0.32
Single-Family Home
$650,000
04/15/26
3
1.5
1,876
8 N Sleight St, Naperville, IL
0.22
Single-Family Home
$711,000
08/28/25
4
2
2,263
205 N Wright St, Naperville, IL
0.40
Single-Family Home
$575,000
10/06/25
5
2.5
4,293
1009 Anne Rd, Naperville, IL
0.52
Single-Family Home
$685,000
08/17/26
5
2.5
2,566

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
401 E Highland Ave, Naperville, IL 60540
0.04
$980,600
4
1.5
2,654
Off Market
140 S Loomis St, Naperville, IL 60540
0.06
$1,280,900
3
2.5
2,884
Off Market
132 S Loomis St, Naperville, IL 60540
0.08
$2,123,400
5
3.5
4,523
Off Market
304 S Loomis St, Naperville, IL 60540
0.07
$685,900
2
1.5
1,493
For Sale
304 Loomis St, Naperville, IL 60540
0.08
$527,200
2
1
-
Off Market
330 S Brainard St, Naperville, IL 60540
0.10
$1,184,800
4
3.5
2,754
Off Market
124 S Loomis St, Naperville, IL 60540
0.09
$1,202,800
4
2
2,779
Off Market
321 S Sleight St, Naperville, IL 60540
0.09
$684,600
3
1.5
1,710
Off Market
519 Highland Ave, Naperville, IL 60540
0.09
$1,582,200
4
2.5
2,508
Off Market
114 S Loomis St, Naperville, IL 60540
0.11
$1,034,800
4
2
2,477
Off Market
324 S Loomis St, Naperville, IL 60540
0.10
$1,250,100
4
3.5
2,696
Off Market
328 S Loomis St, Naperville, IL 60540
0.11
$2,088,500
4
4.5
3,897
Recently Sold

Local Information

  • Map ViewExplore the area around 416 E Chicago Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1888
Lot Size
0.31 acres
Living Area
3,435 sqft
Parking
Garage

About this House

Just blocks to everything! Great location in heart of downtown Naperville. Home has been expanded and updated in many areas, but still retains its historic details and charm. Nice, spacious floorplan on 1st and 2nd floors. 5 Bedrooms upstairs. Big master with private bath. Unfinished basement with tons of storage. Amazing screened front porch with swing. 2 car garage. 8 blocks from train station. A truly amazing home in the heart of Naperville!
416 E Chicago Ave, Naperville, IL 60540 is a 5 bedroom, 3 bathroom, 3,435 sqft single-family home built in 1888. It last sold for $749,900 on Jun 15, 2021. More recently, it was listed as a rental in March 2019 with an asking price of $3,200 per month. That rental listing was removed on June 28, 2019. It is currently off market. The Trulia Estimate rent is $5,426/month.

Home Details for 416 E Chicago Ave

Interior Features

Interior Details
BasementAdditional StorageNumber of Rooms: 10Types of Rooms: Dining Room, Family Room, LibraryStorage
Heating & Cooling
Heating: GasHeating Fuel: Gas
Appliances & Utilities
DishwasherDryerMicrowaveRefrigerator
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood, Slate

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleExterior: StonePorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1888
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.31 acres

Price and Tax history

DateEventPrice
Jun 15, 2021
Source: MRED as distributed by MLS GRID #11068906
Sold
$749,900
Jun 28, 2019
Source: Agent Provided
ListingRemoved
$3,100
Jun 6, 2019
Source: Agent Provided
PriceChange
$3,100
Price decreased by 3%
Mar 23, 2019
Source: Agent Provided
Listed For Rent
$3,200
Sep 28, 2018
Source: Agent Provided
ListingRemoved
$3,300

Market trends in Naperville

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$601K
$26.67KMoM
Sale-to-List Price
100.0%
0.1%MoM
Price per sq ft
$267
$7MoM
Available listings
493
9MoM

Around this home

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

LGBTQ Local Legal Protections

Frequently asked questions about 416 E Chicago Ave

  • What is the price history for 416 E Chicago Ave?
    416 E Chicago Ave in Naperville, IL last sold for $749,900 in June 2021.
  • Is Naperville a buyer's or seller's market?
    Naperville is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Naperville?
    The median sale price in Naperville is $601K. That is up $26.67K from the prior month.
  • What do residents say about Naperville?
    Residents describe Naperville, IL as dog-friendly, pedestrian-friendly, and easy to park in. See recently sold homes in Naperville, IL.
  • Does 416 E Chicago Ave have laundry facilities?
    Yes, 416 E Chicago Ave in Naperville, IL has laundry facilities.
  • How big is the lot at 416 E Chicago Ave?
    The lot at 416 E Chicago Ave in Naperville, IL is about 0.31 acres (13,617 sq ft).

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 416 E Chicago Ave

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