5442 N Wayne Ave, Chicago, IL 60640
Property image
Property image
OFF MARKET

5442 N Wayne Ave
Chicago, IL 60640

Andersonville
  • 4 Beds
  • 3.5 Baths
  • 3,125 sqft

$1,443,100

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $9,720/mo*
Refinance Your Home

$1,443,100

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $9,720/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,125 sqft

Local Information

  • Map ViewExplore the area around 5442 N Wayne Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

A rare find of a beautiful home on one of the most desirable blocks in the Lakewood Balmoral section of Andersonville. Enjoy a truly impressive tree-lined street filled with stunning historic architecture and blocks known for their community feel and off-the-charts trick-or-treating. This is an area you definitely want to call home. The impressive house sits on an extra wide 37.5' wide lot with a rare side drive, and has charming curb appeal. A heated porch area creates an ideal sitting room entry that opens to a home with beautiful transitional finishes. Walls have been pulled back to open the main floor up, providing a comfortable and flowing living space. The front foyer has been opened to the living room to make it more usable and better incorporated in to the rest of the home, while the decorative fireplace in the living room is highlighted by the stone surround and hearth, along with the wood mantel and built in cabinetry. A formal dining room area has been transformed in to a family room (although could easily be used as dining again). The kitchen includes cherry cabinetry with stainless steel appliances, marble backsplash tiles, and an intelligent layout for cooking, with a bright, sun-filled table space off the back overlooking the back yard. The powder room on this main level has been updated with newer finishes. Three bedrooms are on the second level. The master bedroom includes a master bathroom with tub and separate shower. A fully renovated hall bathroom is shared by the additional two bedrooms. The attic area has been finished off and was used as a bedroom. This versatile space can also double as a play room, home office area, Zoom room, art studio or anything else your needs might require. Downstairs is a fully finished lower level with beautiful built-in cabinetry lining several areas for exceptional storage. A wet bar area with full fridge, sink, and counter help create an entertainment space. There is another newer full bathroom on this level, as well as a laundry area. And the home has a furnace (no radiators) and central air. Outdoor space is increasingly important right now, and this home offers plenty of it. The kitchen area opens out to a large deck that overlooks a paverstone pad area with basketball hoop, along with a lush green yard. A garage has been transformed in to a work shed. (Note the garage doesn't open out to the alley currently anymore. The current owner parks on the side pad which has room for at least two cars.) And besides being on one of the prettiest streets and blocks in the city, this home is so convenient to stroll over to the heart of Andersonville on Clark Street. Enjoy numerous restaurants, including Lady Gregory's, Calos, Andies, Vicente, Hopleaf, Bird Cage, Reza's, Anteprima, Hamburger Mary's, and the list goes on. Don't forget George's Ice Cream or Lost Larson's for dessert. Shop at any of the local shops, from furniture shops, clothing stores, record shops, toy stores, book stores, and more. Walk to the Red Line El stop, grocery stores and the Bryn Mawr historic district. Peirce Elementary School is just a few blocks walk away, and numerous esteemed private schools surround the area as well. This is truly a rare opportunity to live in one of the most desirable areas in a beautiful home.
5442 N Wayne Ave, Chicago, IL 60640 is a 4 bedroom, 4 bathroom, 3,125 sqft single-family home in Andersonville, built in 1910. It last sold for $875,000 on Nov 4, 2020. It is currently off market. The Trulia Estimate is $1,443,100, with a rent estimate of $7,069/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 5442 N Wayne Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6Types of Rooms: Dining Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: WoodPorch
Parking & Garage
GarageParking Spaces: 3Parking: Garage Detached

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 4612 sqft

Price History for 5442 N Wayne Ave

DatePriceEventSource
11/04/2020$875,000Sold
MRED as distributed by MLS GRID #10822074
09/16/2020$929,000PendingAgent Provided
08/29/2020$929,000PendingToActiveAgent Provided
08/26/2020$929,000PendingAgent Provided
08/18/2020$929,000Listed For SaleAgent Provided
01/28/2002$615,000Sold
N/A
09/18/1998$447,500Sold
N/A
10/27/1995$200,000Sold
N/A

Market trends in Chicago

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$370K
$21.67KMoM
Sale-to-List Price
99.9%
0.5%MoM
Price per sq ft
$281
$14MoM
Available listings
5571
201MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax
Assessment$930,000
Home facts updated by county records

Comparable Sales for 5442 N Wayne Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5352 N Magnolia Ave, Chicago, IL
0.16
Single-Family Home
$1,076,000
01/23/26
4
3
4,317
5226 N Magnolia Ave, Chicago, IL
0.31
Single-Family Home
$1,225,000
04/15/26
4
2.5
2,500
5247 N Wayne Ave, Chicago, IL
0.24
Single-Family Home
$930,000
01/15/26
4
2
2,294
1443 W Catalpa Ave, Chicago, IL
0.13
Single-Family Home
$1,255,000
06/05/26
3
3.5
2,150
1432 W Hollywood Ave, Chicago, IL
0.33
Single-Family Home
$1,050,000
01/22/26
4
3
3,568
5338 N Ashland Ave, Chicago, IL
0.35
Single-Family Home
$900,000
11/14/25
4
3.5
4,000
5316 N Wayne Ave, Chicago, IL
0.18
Single-Family Home
$1,699,900
07/15/25
5
4
4,800
5421 N Ashland Ave, Chicago, IL
0.28
Single-Family Home
$625,000
06/22/26
4
1.5
2,446
1619 W Bryn Mawr Ave, Chicago, IL
0.37
Single-Family Home
$1,005,000
04/28/26
3
2.5
2,029
5453 N Paulina St, Chicago, IL
0.41
Single-Family Home
$1,600,000
10/15/25
5
4
2,700

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 5442 N Wayne Ave.
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.

Neighborhood Overview

Andersonville
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Andersonville

At least 255 Trulia users voted on each feature.

  • 98 % Say there are sidewalks

  • 97 % Say it's walkable to grocery stores

  • 97 % Say it's dog friendly

  • 96 % Say it's walkable to restaurants

  • 81 % Say streets are well-lit

  • 73 % Say people would walk alone at night

  • 72 % Say there's holiday spirit

  • 63 % Say neighbors are friendly

  • 60 % Say they plan to stay for at least 5 years

  • 57 % Say parking is easy

  • 57 % Say kids play outside

  • 54 % Say it's quiet

  • 44 % Say yards are well-kept

  • 42 % Say there are community events

  • 38 % Say there's wildlife

  • 30 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Mick Cockerill
    "Great variety of public transportation within walking distance of my home. Usual commute time downtown by Red Line is less than half an hour. "
    0
    Flag
  • Maria Superlano
    "I drive a car, traffic is not bad however the roads are pretty rough in the city. Commute is not a headache though. Only when the weather is bad. "
    0
    Flag
  • Mick Cockerill
    "Andersonville: Lived here since 2016. Friendly, liberal, diversified, wonderful restaurants, low crime, nearby grocery, drug stores, and small businesses. Public transportation at your fingertips. Walking distance to Lake Michigan beaches, bicycle, and running trails. Village-like atmosphere, but close to downtown Chicago and its many sights, museums, art galleries, and theater. Great place to live! "
    2
    Flag
  • Trulia User
    "Great area but just like any other neighborhood up north. Poor parking streets and sidewalks are not clean and to expensive for small apts"
    0
    Flag
  • Trulia User
    "Great starter area of Chicago. Schools are sub par though. Sent mine to private. Gang activity in certain areas. Plenty to walk too though. "
    0
    Flag
  • Trulia User
    "This collection of classic Chicago neighborhoods on the north side are a great place to work and live."
    0
    Flag
  • Barajas_jessie
    "Friendly neighbors and great restaurants. Walkable to many stores, restaurants, and bars. Not very far from the beach. Very quiet neighborhood for the most part."
    1
    Flag
  • Deborah C.
    "So much to do in this neighborhood, which is lively but quiet at night. Child-friendly restaurants and stores. Close to the lakefront trail. "
    1
    Flag
  • Deborah C.
    "The Sommerfest, the weekly farmer’s market, sidewalk sales, Viking pub crawl and many more events make this neighborhood fun. It is also a fairly quiet neighborhood; if you want lots of nightlife, live farther south. We are older, and really love the inclusive, friendly vibe here."
    1
    Flag
  • Todd
    "Close to the Bryn Mawr L stop. Public transportation is readily available. lake shore drive makes driving to the loop easy."
    1
    Flag
  • Deborah C.
    "I commute to the Rosemont area by car. It averages 40 minutes. By bus and blueline, it is about an hour and 15. To get downtown from here is easy by Metra, red line, or Clark 22 bus."
    0
    Flag
  • Deborah C.
    "Many of the restaurants allow dogs at their outdoor tables. Many businesses offer free dog biscuits and set out water. Several good pet shops along Clark St. "
    0
    Flag
  • Todd
    "It is a historic neighborhood with pretty large single family homes. Not as many children as you might think in the neighborhood."
    0
    Flag
  • Ecolatos
    "I've lived in this area for over 20 years and couldn't see myself living anywhere else. People are especially friendly, everyone says hello and if you have children or dogs they tend to be more talkative. We have an abundance of restaurants, grocery stores as well as public transportation all within walking distance. "
    2
    Flag
  • ssbv1934
    "proximity to public transportation, grocery store, shops, art festivals, literary events, music events"
    0
    Flag
  • Priscila E. D.
    "Work from home. Lake Shore Drive is gorgeous if going to down town is necessary. great neighborhood. "
    0
    Flag
  • Priscila E. D.
    "Great family neighborhood. Pet friendly neighborhood. Lgbtq neighborhood. All lives matter type place. "
    0
    Flag
  • Jonathan K.
    "Love the neighborhood filled with families, good stores, and great food. It’s so nice to know your neighbors and local shop owners. "
    4
    Flag
  • AS
    "Sidewalks usually clear in winter. Easy safe streets to walk at any hour. Easy walk to the lake. Great restaurants that allow dogs. "
    0
    Flag
  • Gdflip
    "Close to the lake! We have a community farmers market and an annual festival. We are close to great restaurants and the train. "
    0
    Flag
  • Genevieve P.
    "It is amazing here! Friendly and charming. Shopping, food, grocery, pharmacy, public transit all 5-10 minute walks in any direction. A wonderful community of forward thinkers and passionate humans."
    0
    Flag
  • Megan K.
    "Block parties and very friendly neighbors! Mix of families and renters, with a variety of people. More importantly, there’s a variety of bars, restaurants, and shopping right out your doorstep! Super safe area. I’ve lived in lake view, wicker park, and evanston and I’ve enjoyed Andersonville the most! "
    0
    Flag
  • Rascher
    "The neighborhood is close to shopping, restaurants and the like peeries the business district call so tries to run neighborhood wide meetings."
    1
    Flag
  • Wnderwanda
    "technically i live in andersonville. I love it here. I know my local busoness owners as well as many of my neighbors. Convenient location with convenient 24 hour public transportation. "
    1
    Flag
  • Kelly
    "Great area to live. Plenty to do, great restaurants and shopping."
    1
    Flag
  • Jameslct9
    "All the amenities of Lincoln Park without the congestion. 10 minutes from downtown"
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

4516 pet-friendly rentals in Chicago, IL

Explore by feature - Garage

1789 rentals with a garage in Chicago, IL

Explore by feature - Air Conditioning

5472 rentals with air conditioning in Chicago, IL

Explore by feature - Pool

677 rentals with a pool in Chicago, IL

Explore by feature - Washer/dryer

5851 rentals with a washer/dryer in Chicago, IL

Explore by feature - Outdoor Space

387 rentals with an outdoor space in Chicago, IL

Homes for sale near 5442 N Wayne Ave

Skip to last item
Skip to first item

Off Market Homes Near 5442 N Wayne Ave

Skip to last item
Skip to first item