5339 N Wayne Ave, Chicago, IL 60640
Property image
Property image
OFF MARKET

5339 N Wayne Ave
Chicago, IL 60640

Andersonville
  • 5 Beds
  • 3 Baths
  • 3,873 sqft

$1,642,300

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $11,051/mo*
Refinance Your Home

$1,642,300

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $11,051/mo*
Refinance Your Home
5 Beds
3 Baths
3,873 sqft

Local Information

  • Map ViewExplore the area around 5339 N Wayne Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Beautiful sun filled American Foursquare on wide lot. Vintage leaded glass windows, open foyer and curved staircase welcome you to this wonderful home on a tree-lined sought after block in Lakewood Balmoral. Open concept kitchen with skylights remodeled in 2011. All 2.2 baths recently remodeled too! 5 Bedrooms include a master ensuite + additional full bath on the second floor. Upgrades include: exterior paint/stucco, red oak floors on 2/3 floors, new furnace, newer dishwasher, stove and microwave. Well maintained front and back yards with fish pond and large deck for entertaining. Great neighborhood close to everything Andersonville has to offer - dining, entertainment, theater, lake/beach, bike path and transportation.
5339 N Wayne Ave, Chicago, IL 60640 is a 5 bedroom, 4 bathroom, 3,873 sqft single-family home in Andersonville, built in 1903. It last sold for $875,000 on Jul 28, 2016. It is currently off market. The Trulia Estimate is $1,642,300, with a rent estimate of $6,287/month.

Home Highlights

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

Home Details for 5339 N Wayne Ave

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 12
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Stucco
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1903
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 3690 sqft

Price History for 5339 N Wayne Ave

DatePriceEventSource
07/28/2016$875,000Sold
MRED as distributed by MLS GRID #09227663
05/24/2016$899,000PendingAgent Provided
05/16/2016$899,000Listed For SaleAgent Provided

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
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Property Tax and Assessment

Year2024
Tax
Assessment$880,010
Home facts updated by county records

Comparable Sales for 5339 N Wayne Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5352 N Magnolia Ave, Chicago, IL
0.09
Single-Family Home
$1,076,000
01/23/26
4
3
4,317
5226 N Magnolia Ave, Chicago, IL
0.17
Single-Family Home
$1,225,000
04/15/26
4
2.5
2,500
5247 N Wayne Ave, Chicago, IL
0.11
Single-Family Home
$930,000
01/15/26
4
2
2,294
5316 N Wayne Ave, Chicago, IL
0.06
Single-Family Home
$1,699,900
07/15/25
5
4
4,800
5338 N Ashland Ave, Chicago, IL
0.35
Single-Family Home
$900,000
11/14/25
4
3.5
4,000
1432 W Hollywood Ave, Chicago, IL
0.47
Single-Family Home
$1,050,000
01/22/26
4
3
3,568
1443 W Summerdale Ave, Chicago, IL
0.17
Single-Family Home
$2,600,000
03/02/26
5
4.5
5,400
5421 N Ashland Ave, Chicago, IL
0.32
Single-Family Home
$625,000
06/22/26
4
1.5
2,446
1443 W Catalpa Ave, Chicago, IL
0.22
Single-Family Home
$1,255,000
06/05/26
3
3.5
2,150
1433 W Winnemac Ave, Chicago, IL
0.45
Single-Family Home
$1,425,000
02/26/26
4
3.5
4,000

Nearby homes

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Assigned Schools

These are the assigned schools for 5339 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

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Homes for sale near 5339 N Wayne Ave

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Off Market Homes Near 5339 N Wayne Ave

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