5342 N Winthrop Ave #3W, Chicago, IL 60640
Property image
Property image
OFF MARKET

$228,600

Trulia Estimate
as of Sep 11, 2026
  • 1 Bed
  • 1 Bath
  • 975 sqft

5342 N Winthrop Ave #3W, Chicago, IL 60640

Edgewater

Home Highlights

Apartment
975 sqft
$234/sqft

Local Information

  • Map ViewExplore the area around 5342 N Winthrop Ave #3W.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Top floor condo walk up, in a quiet neighborhood, just around the corner from several grocery stores, Balmoral train stop, Edgewater community, a short walk from the lake, Freshly cleaned, painted within the last year, and a brand new dishwasher installed.

Renter responsible for gas, electric, and internet. Security deposit includes non refundable move in fee of $650. Deposit will be returned upon receipt of keys at the time of move out. No smoking of any kind allowed. Small pets ok. Background and credit check required. 12 month lease or more available.
5342 N Winthrop Ave #3W, Chicago, IL 60640 is a 1 bedroom, 1 bathroom, 975 sqft apartment in Edgewater. It last sold for $168,500 on Oct 1, 2021 (9,008% above the $1,850 asking price). More recently, it was listed as a rental in March 2025 with an asking price of $1,850 per month. That rental listing was removed on March 31, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $228,600, with a rent estimate of $2,201/month.

Home Details for 5342 N Winthrop Ave #3W

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Comparable Sales for 5342 N Winthrop Ave #3W

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5320 N Sheridan Rd #2205, Chicago, IL
0.15
Apartment
$220,000
11/14/25
1
1
800 sqft
5701 N Sheridan Rd #17U, Chicago, IL
0.49
Apartment
$220,000
11/21/25
1
1
950 sqft
5601 N Sheridan Rd #9C, Chicago, IL
0.37
Apartment
$125,000
05/06/26
1
2
750 sqft
4960 N Marine Dr #419, Chicago, IL
0.56
Apartment
$120,000
07/14/26
1
1
700 sqft
4936 N Winthrop Ave #1E, Chicago, IL
0.46
Apartment
$222,500
01/21/26
2
1
900 sqft
5415 N Sheridan Rd #2701, Chicago, IL
0.20
Apartment
$296,000
07/31/26
2
2
1,260 sqft
5920 N Kenmore Ave, Chicago, IL
0.72
Apartment
$155,000
10/20/25
1
1
650 sqft
5920 N Kenmore Ave #401, Chicago, IL
0.72
Apartment
$120,000
05/08/26
1
1
800 sqft
5455 N Sheridan Rd #3302, Chicago, IL
0.26
Apartment
$355,000
04/06/26
2
2
1,250 sqft
5601 N Sheridan Rd #21E, Chicago, IL
0.37
Apartment
$275,000
08/14/26
2
2
1,300 sqft
Home facts updated by county records

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Edgewater

Last updated Sep 2026
Trulia Rent Estimate$2,201/mo
Average rent
$1.94K
$36MoM
Available listings
244
View rental market trends in Chicago, IL

Around this home

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

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

What Locals Say about Edgewater

At least 265 Trulia users voted on each feature.

  • 97 % Say it's dog friendly

  • 96 % Say there are sidewalks

  • 93 % Say it's walkable to restaurants

  • 91 % Say it's walkable to grocery stores

  • 84 % Say streets are well-lit

  • 73 % Say people would walk alone at night

  • 67 % Say there's holiday spirit

  • 64 % Say kids play outside

  • 58 % Say neighbors are friendly

  • 58 % Say they plan to stay for at least 5 years

  • 52 % Say it's quiet

  • 45 % Say there are community events

  • 44 % Say yards are well-kept

  • 40 % Say parking is easy

  • 39 % Say there's wildlife

  • 31 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Jex
    "There are kids of all ages around the neighborhood. You may have trouble finding parking for school events, but public transportation is ample."
    0
    Flag
  • Roberto Ron
    "It’s small and quiet, people are vigilant. I lived here for 13 years and it’s getting better and nicer. "
    2
    Flag
  • Ds5g7yrgps
    "My neighborhood has a beautiful historic district less than a block from the lake. Multiple CTA options several bus routes a few express lines to Michigan Ave and downtown. The redline is conveniently located just east of Broadway, and the renovations are coming along quickly!! Many great restaurants located on Broadway, and grocery stores Jewel, Whole Foods and Aldi. The area is great for a stroll through the neighborhood or a bike ride along the lakeshore."
    3
    Flag
  • Flakin12000
    "The public transportation is great. Very accessible and easy to use. Every corner there’s a bus stop. "
    1
    Flag
  • Davis Kendrick
    "Be careful on the streets, people will breeze through here without looking but other than that it’s a very safe and fun area for kids"
    1
    Flag
  • Trulia User
    "because we are community and we share with share and take care all of us we are together and we watch for everyone"
    6
    Flag
  • Trulia User
    "very nice and quiet area. close to the lake which is for me very important. I'll recommend this area. "
    1
    Flag
  • Trulia User
    "My neighborhood is so nice ,nearby public transportation. there are a nice people beautiful community "
    1
    Flag
  • Trulia User
    "it's nice. block parties in summer. quiet for the most part. there is a school and churches close. there is a mixture of some college kids and families. there are more students closer to loyola."
    2
    Flag
  • Trulia User
    "I've lived here since the beginning of the pandemic and been able to watch it evolve, the community comes together and is very open to others"
    6
    Flag
  • Trulia User
    "It’s quiet and near amazing public transit. Close enough to the beach and perfectly placed between downtown chicago and Evanston "
    4
    Flag
  • Trulia User
    "Edgewater id such an amazing beautiful quiet place. There are a lot of friendly people. I’m new here only been here since October 2021 and it’s now December and I love it! It’s very safe and many dog walkers every time you step outside! Great place to raise a family. Schools are close and many grocery stores. I have not been to any community events but they do have virtual ones on book clubs because I received an invitation in the mail. I’m sure anyone who moves here will love it! The only downfall is the parking lol. This neighborhood is very special and I’m sure it will forever be a safe place. "
    1
    Flag
  • Trulia User
    "Great access to the city with any means of transportation. Good access to beautiful beaches and parks. "
    1
    Flag
  • Trulia User
    "Accessible to everything. Short walk to grocery stores. Commute to downtown only takes 15 minutes. Beauty of Lake Michigan is a plus "
    1
    Flag
  • Trulia User
    "The beach is always a hit! Cycling is easy here and is both good for commuting and good exercise. Good restaurants and shopping is all near."
    1
    Flag
  • Trulia User
    "Sheridan Road is horrific! Dangerous intersections because of careless drivers. Big open spaces for kids to play near the lake is available and ideal for children. "
    1
    Flag
  • Trulia User
    "A nice diverse neighborhood plenty of shopping centers friendly people close to the beach very friendly neighborhood"
    0
    Flag
  • Matt K.
    "Lots of dogs and open spaces for them. Many dog parks and dog friendly beaches in and around the neighborhood."
    0
    Flag
  • Joeymarra12345
    "This is a great community, I really feel like I know most of my neighbors. There is a real sense of community and it is very safe as Chicago PD and Loyola PD patrol the area "
    2
    Flag
  • Bornactor56
    "It's a very dog friendly neighborhood, but picking up after your pet is absolutely mandatory. We like to keep a very clean neighborhood around here."
    5
    Flag
  • Unspecified
    "The love the fact that our Community does Festivals, farmers market, Street sales walk sales, Close side roads for restaurants"
    1
    Flag
  • Joeymarra12345
    "There are several perks around the neighborhood and many have stations with complimentary waste bags "
    2
    Flag
  • Joseph Y.
    "It’s a great residential area and I see people from all walks of life represented here. The quick access to the lakefront path is a great retreat if you live in a small place. "
    3
    Flag
  • Mikhayla S.
    "It’s quiet and very safe. Everyone minds their own business but they aren’t afraid to say hello and get to know you."
    19
    Flag
  • Zelaznickitomasz
    "location, neighborhood, easy access to the public beach, nice restaurants, 20 minutes to the downtown and any places in Chicago "
    7
    Flag
  • Trulia User
    "the beach parties, fireworks during summer & beautiful scenery at Berger park by Sheridan & granville. "
    2
    Flag
  • Jennifer B.
    "Great neighborhood. Love it. Very friendly. Store are very close Jewel, Aldi , Target , Mariano. And a variety of other store. Nice variety of restaurants chipotle, mc Donald’s, Sonic. Papa Johns. "
    6
    Flag
  • Mel W.
    "farmers market, summerfest, Halloween, great restaurants, parks and schools . lovely family neighborhood....."
    2
    Flag
  • Jennifer B.
    "Great cultural neighborhood. Cultural friendly. A very LGBQT friendly neighborhood. Love that the beach is close by. "
    4
    Flag
  • Cute C.
    "dogs are always friendly and welcomed to this neighborhood, it make you secured and happy that you can walk out your dog with no judgement from other people cause everyone in this neighborhood is friendly and kind"
    2
    Flag
  • Dschust88
    "It’s a great area for dog owners. Dog park near by for the puppies to play around in and a beach as well. A dog groomer in the area that is trust worthy. Plenty of walking room for you and your puppy. Don’t know if many dislikes in the area but I’m sure there might be some but I can’t think of any and can only think of all the wonderful and great things about loving wth a dog in this neighborhood. "
    2
    Flag
  • G_requejo
    "Edgewater became the most amazing area in Chicago. We have the lake closer, gym, supermarkets and plenty of multicultural restaurants. I♥️Edgewater "
    1
    Flag
  • Sam.reid.barnes
    "Quiet, Affordable, On the lake and Red line.A real hidden gem in Chicago. Parking is easy. Quick to downtown but also quick to Evanston too."
    1
    Flag
  • Monica R. N.
    "There are a lot of dog owners around the neighborhood. Bad thing some of them they don’t pick up after their pets."
    1
    Flag
  • Jane
    "tons parks. close to beaches. good schools. We have 1 drug dealer and a few druggies who are for the most part harmless. they just beg a lot. strong police presence keeps things in check. other than that... awesome neighborhood with mostly fun loving LGBTQ community and people from everywhere: Africa, Thailand, Etc. incredible food is everywhere too. "
    0
    Flag
  • Monica R. N.
    "There are great parks and playgroups around the area. The beach is so close that’s always a plus in the summer!"
    1
    Flag
  • Wendyaschmidt
    "Perhaps that places aren’t big enough and not many have yards but the walking possibilities are great."
    0
    Flag
  • Gift
    "public transportation, biking, and walking mostly. cta is never a problem really. don’t need a car much"
    0
    Flag
  • Michael K.
    "Completely unfamiliar with any neighborhood events. Just a peaceful part of Chicago to live away from any action. "
    1
    Flag
  • Mukund R. A.
    "I love this area . Peaceful & nice lake view 15 min drive to downtown . One of the my favorite neighborhood in Chicago."
    1
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Mar 31, 2025
Source: Zillow Rentals
ListingRemoved
$1,850
Mar 19, 2025
Source: Zillow Rentals
Listed For Rent
$1,850
Oct 1, 2021
Source: MRED as distributed by MLS GRID #11190484
Sold
$168,500
Sep 5, 2021
Source: Berkshire Hathaway HomeServices Chicago #11190484
Pending
$174,500
Sep 5, 2021
Source: MRED as distributed by MLS GRID #11190484
Contingent
$174,500

Frequently asked questions about 5342 N Winthrop Ave #3W

  • What is 5342 N Winthrop Ave #3W estimated to be worth?
    Trulia's estimated value for 5342 N Winthrop Ave #3W in Chicago, IL is $228,600.
  • What is the price history for 5342 N Winthrop Ave #3W?
    5342 N Winthrop Ave #3W in Chicago, IL last sold for $168,500 in October 2021.
  • Is Chicago a buyer's or seller's market?
    Chicago is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Chicago?
    The median sale price in Chicago is $281K. That is down $10.33K from the prior month.
  • Does 5342 N Winthrop Ave #3W have air conditioning?
    Yes, 5342 N Winthrop Ave #3W in Chicago, IL has air conditioning.
  • Does 5342 N Winthrop Ave #3W have laundry facilities?
    Yes, 5342 N Winthrop Ave #3W in Chicago, IL has in-unit laundry.

Homes for rent near 5342 N Winthrop Ave #3W

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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