2159 W  Windsor Ave, Chicago, IL 60625
OFF MARKET

2159 W Windsor Ave
Chicago, IL 60625

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

$1,285,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $8,804/mo*

$1,285,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $8,804/mo*
4 Beds
3 Baths
1,875 sqft

Home Value

Trulia Estimate
$1.29M
Since last month
Increased$31K (+2.5%)
Since last year
Increased$267K (+26.2%)
Since last sale
Increased$1M (+601%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +58% in the last 10 years
MonthEstimated value
2026
August 2026$1.28M
July 2026$1.25M
June 2026$1.27M
May 2026$1.15M
April 2026$1.15M
March 2026$1.11M
February 2026$1.02M
January 2026$989K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.26
Single-Family Home
$1,227,212
07/02/26
4
3
2,500
0.12
Single-Family Home
$1,215,000
05/01/26
3
2
2,054
0.12
Single-Family Home
$1,005,000
03/05/26
4
1.5
2,288
0.19
Single-Family Home
$1,030,000
02/27/26
3
2
1,744
0.19
Single-Family Home
$1,700,000
06/16/26
4
2.5
3,600
0.28
Single-Family Home
$395,000
02/17/26
3
2
1,817
0.19
Single-Family Home
$1,531,500
10/22/25
5
3
3,075
0.12
Single-Family Home
$845,000
04/23/26
3
2
1,824
0.19
Single-Family Home
$1,550,000
02/26/26
4
3
3,210
0.30
Single-Family Home
$1,450,000
07/21/26
5
3.5
2,199

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.01
$1,222,000
4
2
-
Recently Sold
0.06
$1,105,000
3
2.5
-
Recently Sold
0.06
$347,300
2
1
-
Off Market
0.06
$324,200
1
1
-
Off Market
0.08
$1,417,600
5
3
-
Off Market
0.08
$1,762,000
5
4.5
4,200
Recently Sold
0.08
$286,800
1
1
-
Off Market
0.08
$320,000
2
1
-
Recently Sold
0.10
$1,287,700
4
2
4,500
Off Market
0.09
$3,364,200
6
6
-
Off Market
0.10
$612,600
2
2.5
1,400
Off Market
0.10
$793,100
3
2.5
-
Off Market

Local Information

  • Map ViewExplore the area around 2159 W Windsor Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1907
Living Area
1,875 sqft
Price/Sqft
$686
Parking
Garage

About this House

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 1907.
2159 W Windsor Ave, Chicago, IL 60625 is a 4 bedroom, 3 bathroom, 1,875 sqft single-family home in Ravenswood, built in 1907. It last sold for $183,000 on Oct 4, 1995. It is currently off market. The Trulia Estimate is $1,285,800, with a rent estimate of $4,805/month.

Home Details for 2159 W Windsor Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9
Levels, Entrance, & Accessibility
Stories: 1.5
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1907
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 4566 sqft

Price and Tax history

DateEventPrice
Oct 4, 1995
Source: N/A
Sold
$183,000

Market trends in Ravenswood

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$584K
$73.33K
MoM
Sale-to-List Price
109.5%
1.3%
MoM
Price per sq ft
$395
$17
MoM
Available listings
28
10
MoM

Around this home

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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

  • 80 % 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."
  • Joe Plymale
    "Great access to public transportation. Walkable to great restaurants and everything else I would need. Nice neighborhood. "
  • John W
    "Great parks, schools, regional library,Old Town Music school, sports programs for everyone, beautiful mature trees everywhere. "
  • 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"
  • Trulia User
    "Violence for all basically. Parking is poop. This neighborhood isn’t great homies. Words words words"
  • 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. "
  • Marley M.
    "My neighborhood has great access to transportation and the commute is never more than an hour to the Loop."
  • Singto K.
    "Beautiful quiet neighborhood with friendly neighbors and good vibes. I would consider living here for a long time. "
  • 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. "
  • 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. "
  • 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."
  • Adriana S.
    "Beautiful, clean, and resourceful! Love living here. Feels safe, beautiful parks all around. Shopping and restaurants!"
  • Mark V.
    "pretty great neighbors, great neighborhood schools. neighborhood block parties and new street lights."
  • 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."
  • Tony L.
    "Small community feel. Everyone is friendly Ang you know everyone. I love to live here forever. Tony "
  • 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 "
  • James K.
    "Great neighborhood. Lots of parks, restaurants, stores and events. Nice size lots. Safe area. Good selection of housing. "
  • 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."
  • 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."
  • Denisnev
    "Family friendly, everything is within walking distance. Lots of choices. Central point to the neighborhood ie a square. "
  • Leanne L.
    "Many attractive streets to walk down. May stores to visit while walking. The brewery’s are dog friendly"
  • Kittybcurran
    "There are lots of young families about, and it’s super safe. It feels like a great place to grow up. "
  • Dennis B.
    "We have Neighborhood farmers markets every Wednesday. And we have a good walking area in Ravenswood. "
  • 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."
  • Lisa K.
    "Nice and lovely neighborhood. Great stores and bars and restaurants. Great neighboring neighborhoods too. "
  • Mcapuzzi62
    "Thursday’s in the square summertime are awesome for families and singles. Great area overall. We really enjoy living here "
  • 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 "
  • 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. "
  • Elsa V.
    "very diverse neighborhood. love this area grew up here. schools are always improving. close to CTA train, Metra and good food."
  • Rachel D.
    "Love walking my dog at Winnemac Park. Lots of pup meetups! Ravenswood is low key and I like it that way. "
  • 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 "
  • 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."
  • Corey s.
    "No community events in my neighborhood, you willl have to go to another neighborhood like Andersonville. "
  • daughteroftheking29
    "It’s a wonderful area to live I love Ravenswood great family friendly part of the city!! Very clean and safe!"
  • 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. "

LGBTQ Local Legal Protections

Frequently asked questions about 2159 W Windsor Ave

  • What is 2159 W Windsor Ave estimated to be worth?
    Trulia's estimated value for 2159 W Windsor Ave in Chicago, IL is $1,285,800.
  • What is the price history for 2159 W Windsor Ave?
    2159 W Windsor Ave in Chicago, IL last sold for $183,000 in October 1995.
  • 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 $584K. That is up $73.33K from the prior month.
  • Does 2159 W Windsor Ave have air conditioning?
    Yes, 2159 W Windsor Ave in Chicago, IL has air conditioning.
  • How big is the lot at 2159 W Windsor Ave?
    The lot at 2159 W Windsor Ave in Chicago, IL is about 0.10 acres (4,566 sq ft).

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