5259 N Winthrop Ave #1, Chicago, IL 60640
Property image
Property image
OFF MARKET

5259 N Winthrop Ave #1
Chicago, IL 60640

Edgewater
  • 2 Beds
  • 1 Bath
  • 1,200 sqft

$335,100

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $2,354/mo*
Refinance Your Home

$335,100

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $2,354/mo*
Refinance Your Home
2 Beds
1 Bath
1,200 sqft

Local Information

  • Map ViewExplore the area around 5259 N Winthrop Ave #1.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Living Area
1,200 sqft
Price/Sqft
$279
HOA
$451/Monthly

About this House

Bright and sunny Edgewater 2bdrm/1 bath vintage condo w/modern updates. Has gorgeous hardwood floors throughout. Nicely appointed kitchen featuring stainless appliances, custom oak cabinetry & stone tiled floor. Living room has a fireplace with brick surround & mantle bordered by original stained glass windows. Bathroom was completely remodeled with porcelain tile, custom vanity and walk-in rain head shower. Formal Dining Room with Custom light fixtures. Organized closets. Full size w/d. Outdoor deck space. Building also has a bike room plus large storage spaces. Located just steps to Starbucks and a block or so from Marianos and Jewel. Also within a block are CTA stop that goes direct to O'hare and the Red Line EL stop.
5259 N Winthrop Ave #1, Chicago, IL 60640 is a 2 bedroom, 1 bathroom, 1,200 sqft condo in Edgewater. It last sold for $257,500 on Nov 3, 2023 (1% below the $260,000 asking price). It is currently off market. The Trulia Estimate is $335,100, with a rent estimate of $2,562/month.

Home Details for 5259 N Winthrop Ave #1

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1200 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Range, Dishwasher, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)DishwasherDryerLaundry: Washer Hookup,In UnitRefrigeratorWasher
Heating & Cooling
Heating: Steam,Radiator(s)Has CoolingAir Conditioning: Wall Unit(s)Has HeatingHeating Fuel: Steam
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas Log, Gas Starter, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: ScreensFlooring: HardwoodCommon Walls: End Unit
Levels, Entrance, & Accessibility
Number of Stories: 3Accessibility: No Disability AccessFloors: Hardwood
View
No View
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: RubberPatio / Porch: Porch
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, Single Family Residence
Building
Construction Materials: BrickNot a New Construction
Property Information
Parcel Number: 14082110431022

Price & Status

Price
List Price: $260,000
Status Change & Dates
Off Market Date: Sat Sep 23 2023Possession Timing: Close Of Escrow

Location

Direction & Address
City: Chicago
School Information
Elementary School District: 299Jr High / Middle School District: 299High School District: 299

HOA

HOA Fee Includes: Heat, Water, Insurance, Exterior Maintenance, Lawn Care, Scavenger, Snow RemovalHas an HOAHOA Fee: $451/Monthly

Listing Info

Special Conditions: None

Offer

Listing Terms: FHA

Business

Business Information
Ownership: Condo

Miscellaneous

Mls Number: 11866040

Additional Information

HOA Amenities: Bike Room/Bike Trails,Coin Laundry,StorageSource Internet Entire Listing DisplaySource Internet Address DisplayMRD REMARKSINTERNET: Yes
Last check for updates: about 3 hours ago
Listed by Benjamin Staker, (312) 493-6181
Certified Realty Group LLC
Bought with: Paulina Sarko, (773) 987-6688, @properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID, MLS#11866040

Price History for 5259 N Winthrop Ave #1

DatePriceEventSource
11/03/2023$257,500Sold
MRED as distributed by MLS GRID #11866040
09/25/2023$260,000ContingentMRED as distributed by MLS GRID #11866040
09/14/2023$260,000PriceChange
MRED as distributed by MLS GRID #11866040
08/23/2023$275,000Listed For SaleMRED as distributed by MLS GRID #11866040
05/04/2016$167,000Sold
MRED as distributed by MLS GRID #08815348
03/31/2016$175,000PriceChange
Agent Provided
12/12/2015$155,000PendingAgent Provided
12/07/2015$155,000PriceChange
Agent Provided
09/22/2015$170,000PriceChange
Agent Provided
07/14/2015$175,000PendingAgent Provided
06/14/2015$175,000PriceChange
Agent Provided
04/29/2015$180,000PriceChange
Agent Provided
03/14/2015$185,000PriceChange
Agent Provided
01/14/2015$195,000PriceChange
Agent Provided
12/18/2014$200,000PriceChange
Agent Provided
11/10/2014$229,000PriceChange
Agent Provided
10/10/2014$250,000PriceChange
Agent Provided
09/19/2014$257,000Listed For SaleAgent Provided
10/24/2007$242,000Sold
N/A
06/08/2000$135,000Sold
N/A

Market trends in Edgewater

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$280K
$9.25KMoM
Sale-to-List Price
100.0%
0.5%MoM
Price per sq ft
$260
$5MoM
Available listings
148
9MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$4,330
Assessment$248,470
Home facts updated by county records

Comparable Sales for 5259 N Winthrop Ave #1

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1057 W Berwyn Ave #1, Chicago, IL
0.00
Condo
$330,000
07/15/26
2
1
1,312
5217 N Winthrop Ave #G, Chicago, IL
0.07
Condo
$280,000
05/19/26
2
2
1,200
5100 N Sheridan Rd #410, Chicago, IL
0.20
Condo
$180,000
03/26/26
2
1
1,250
5231 N Winthrop Ave #1S, Chicago, IL
0.05
Condo
$328,000
03/18/26
2
2
1,300
904 W Winona St #G, Chicago, IL
0.28
Condo
$265,000
04/21/26
2
1
950
1307 W Foster Ave #1G, Chicago, IL
0.30
Condo
$249,000
08/13/25
2
1
1,000
5224 N Winthrop Ave #1C, Chicago, IL
0.07
Condo
$254,990
04/10/26
1
1
800
1046 W Balmoral Ave #1D, Chicago, IL
0.16
Condo
$282,500
08/28/25
1
1
1,100
5230 N Kenmore Ave #3C, Chicago, IL
0.05
Condo
$280,550
01/30/26
1
1
757

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 5259 N Winthrop Ave #1.
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"
    5
    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. "
    5
    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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

4087 pet-friendly rentals in Chicago, IL

Explore by feature - Garage

1515 rentals with a garage in Chicago, IL

Explore by feature - Air Conditioning

4428 rentals with air conditioning in Chicago, IL

Explore by feature - Pool

588 rentals with a pool in Chicago, IL

Explore by feature - Washer/dryer

3841 rentals with a washer/dryer in Chicago, IL

Explore by feature - Outdoor Space

362 rentals with an outdoor space in Chicago, IL

Homes for sale near 5259 N Winthrop Ave #1

Skip to last item
Skip to first item

Off Market Homes Near 5259 N Winthrop Ave #1

Skip to last item
Skip to first item
Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information