2159 W Windsor Ave, Chicago, IL 60625
OFF MARKET

2159 W Windsor Ave
Chicago, IL 60625

Ravenswood
  • 4 Beds
  • 3 Baths
  • 1,875 sqft

$1,146,000

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $7,758/mo*
Refinance Your Home

$1,146,000

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $7,758/mo*
Refinance Your Home
4 Beds
3 Baths
1,875 sqft

Local Information

Map showing home location
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Commute Destination

Description

This single-family home is located at 2159 W Windsor Ave, Chicago, IL. 2159 W Windsor Ave is in the Ravenswood neighborhood in Chicago, IL and in ZIP code 60625. This property has 4 bedrooms, 3 bathrooms and approximately 1,875 sqft of floor space. This property has a lot size of 4566 sqft and was built in 1909.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 2159 W Windsor Ave

Interior Features

Levels, Entrance, & Accessibility
Stories: 1.5
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1909
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 4566 sqft

Price History for 2159 W Windsor Ave

DatePriceEventSource
10/04/1995$183,000Sold
N/A
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Property Tax and Assessment

Year2023
Tax$14,243
Assessment$734,750
Home facts updated by county records

Comparable Sales for 2159 W Windsor Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2149 W Eastwood Ave, Chicago, IL
0.12
Single-Family Home
$1,215,000
05/01/26
3
2
2,054
2135 W Leland Ave, Chicago, IL
0.19
Single-Family Home
$1,030,000
02/27/26
3
2
1,744
4519 N Western Ave, Chicago, IL
0.28
Single-Family Home
$395,000
02/17/26
3
2
1,817
2107 W Sunnyside Ave, Chicago, IL
0.12
Single-Family Home
$1,005,000
03/05/26
4
2
2,288
4556 N Damen Ave, Chicago, IL
0.19
Single-Family Home
$1,531,500
10/22/25
5
3
3,075
2103 W Sunnyside Ave, Chicago, IL
0.12
Single-Family Home
$845,000
04/23/26
3
2
1,824
2109 W Montrose Ave, Chicago, IL
0.19
Single-Family Home
$1,550,000
02/26/26
4
3
3,210
4917 N Seeley Ave, Chicago, IL
0.52
Single-Family Home
$485,000
08/22/25
4
2
1,897
4820 N Hamilton Ave, Chicago, IL
0.38
Single-Family Home
$1,162,500
05/30/25
5
2.5
2,800
2017 W Pensacola Ave, Chicago, IL
0.30
Single-Family Home
$1,000,000
06/23/25
4
2
3,000

Nearby homes

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Assigned Schools

These are the assigned schools for 2159 W Windsor 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

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

What Locals Say about Ravenswood

At least 250 Trulia users voted on each feature.

  • 97 % Say it's dog friendly

  • 96 % Say there are sidewalks

  • 93 % Say it's walkable to restaurants

  • 88 % Say it's walkable to grocery stores

  • 81 % Say streets are well-lit

  • 79 % Say people would walk alone at night

  • 70 % Say kids play outside

  • 70 % Say there's holiday spirit

  • 63 % Say parking is easy

  • 63 % Say neighbors are friendly

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

  • 54 % Say it's quiet

  • 50 % Say there's wildlife

  • 43 % Say there are community events

  • 42 % Say yards are well-kept

  • 33 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Samanthacamacho8075
    "this area is walker, runner friendly almost all people are always leisurely walking almost like a summer feel."
    0
    Flag
  • Joe Plymale
    "Great access to public transportation. Walkable to great restaurants and everything else I would need. Nice neighborhood. "
    0
    Flag
  • John W
    "Great parks, schools, regional library,Old Town Music school, sports programs for everyone, beautiful mature trees everywhere. "
    2
    Flag
  • Trulia User
    "Dog owners would like all the park space, especially the walking paths next to the north branch of the chicago river. The running track ma also be a good"
    0
    Flag
  • Trulia User
    "Violence for all basically. Parking is poop. This neighborhood isn’t great homies. Words words words"
    1
    Flag
  • Mark V.
    "this seams like a okay neighborhood other than the shooting at Mc Donald's and that crazy car chase and shooting on Foster and Western. other than that this is a great place to live. "
    5
    Flag
  • Marley M.
    "My neighborhood has great access to transportation and the commute is never more than an hour to the Loop."
    2
    Flag
  • Singto K.
    "Beautiful quiet neighborhood with friendly neighbors and good vibes. I would consider living here for a long time. "
    1
    Flag
  • Francesca D.
    "This is a beautiful charming neighborhood with everything you could love about Chicago. It has a small town charm but open to all walks of life. "
    3
    Flag
  • Paulette P.
    "I like it here. It’s very nice. Very safe. Lots of dogs. I like to walk alone at night. Very nice. I recommend. "
    0
    Flag
  • Alyssa E.
    "People let their dogs off-leash at Winnemac Park, but this isn’t actually allowed. There are plenty of great areas to walk your dog on-leash."
    1
    Flag
  • Adriana S.
    "Beautiful, clean, and resourceful! Love living here. Feels safe, beautiful parks all around. Shopping and restaurants!"
    5
    Flag
  • Mark V.
    "pretty great neighbors, great neighborhood schools. neighborhood block parties and new street lights."
    0
    Flag
  • Claud47
    "There are great parks and schools nearby. There are gyms within a few blocks and grocery stores within a mile. We can walk to the el and bus. There are several churches within the community."
    0
    Flag
  • Tony L.
    "Small community feel. Everyone is friendly Ang you know everyone. I love to live here forever. Tony "
    3
    Flag
  • Trulia User
    "I have noticed a few crimes happen on Damen. Overall for the extremely high cost of living here I feel like other neighborhoods might be a better value "
    1
    Flag
  • James K.
    "Great neighborhood. Lots of parks, restaurants, stores and events. Nice size lots. Safe area. Good selection of housing. "
    0
    Flag
  • Clareisanonymous
    "It is a 25 mins from brown line cta train to Merchandise Mart where my job is. It’s just the regular way that people commute to work in Chicago - the cta."
    0
    Flag
  • Carmen A.
    "This neighborhood feels very safe, and my dogs really enjoy going on walks, it’s not terribly loud, and it’s very convenient."
    0
    Flag
  • Denisnev
    "Family friendly, everything is within walking distance. Lots of choices. Central point to the neighborhood ie a square. "
    1
    Flag
  • Leanne L.
    "Many attractive streets to walk down. May stores to visit while walking. The brewery’s are dog friendly"
    0
    Flag
  • Kittybcurran
    "There are lots of young families about, and it’s super safe. It feels like a great place to grow up. "
    0
    Flag
  • Dennis B.
    "We have Neighborhood farmers markets every Wednesday. And we have a good walking area in Ravenswood. "
    0
    Flag
  • Katie
    "Friendly people lots of great restaurants and bars. Street festivals in the summer, easy access to the leak, the dog beach, downtown, and other interesting parts of the city."
    0
    Flag
  • Lisa K.
    "Nice and lovely neighborhood. Great stores and bars and restaurants. Great neighboring neighborhoods too. "
    0
    Flag
  • Mcapuzzi62
    "Thursday’s in the square summertime are awesome for families and singles. Great area overall. We really enjoy living here "
    0
    Flag
  • Deangeloarmwood
    "I have lived in this area for over 13 years and won’t even think of moving any place else. It’s a safe quit and Trendy area with lots of local bars and restaurants "
    0
    Flag
  • Chris J
    "Very friendly neighborhood. It's quiet and with lots of kids and families. Nice parks nearby and convenient to the metra and lakefront. Great place to live. "
    0
    Flag
  • Elsa V.
    "very diverse neighborhood. love this area grew up here. schools are always improving. close to CTA train, Metra and good food."
    1
    Flag
  • Rachel D.
    "Love walking my dog at Winnemac Park. Lots of pup meetups! Ravenswood is low key and I like it that way. "
    0
    Flag
  • Anna B.
    "The block parties and the Fourth of July fireworks show in winnemac park. There is also a wonderful tree lighting ceremony and the Chicago’s best October fest "
    0
    Flag
  • Mark S.
    "Good access to both the Metra and EL. It’s a long drive with lots of lights to get to 94. The buses are very convenient here."
    0
    Flag
  • Corey s.
    "No community events in my neighborhood, you willl have to go to another neighborhood like Andersonville. "
    0
    Flag
  • daughteroftheking29
    "It’s a wonderful area to live I love Ravenswood great family friendly part of the city!! Very clean and safe!"
    2
    Flag
  • Caitlin K.
    "Ravenswood has a Suburban feel in the city limits and easy access to trendier neighborhoods. You don’t need a car to get around and feel safe at all times. "
    4
    Flag

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2159 W Windsor Ave, Chicago, IL 60625 is a 4 bedroom, 3 bathroom, 1,875 sqft single-family home built in 1909. 2159 W Windsor Ave is located in Ravenswood, Chicago. This property is not currently available for sale. 2159 W Windsor Ave was last sold on Oct 4, 1995 for $183,000. The current Trulia Estimate for 2159 W Windsor Ave is $1,146,000.