Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,949,900

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,300 Sq. Ft.
  • 2.5 Car Garage
  • Updated 2 days ago
See This Home
Save This Home
See This Home
Save This Home
Exceptionally designed and custom built on the border Ukrainian Village and Wicker Park area. Four luxury levels of living space, 4500 square feet with 5-bedroom, 4.5-bath. It is a must see home with the most impressive craftsmanship of finishes. The open-concept main level features, chef's kitchen with the massive island, Subzero high-end appliances. Hardwood floors throughout. Breathtaking open staircase with skylights. Second level has two private suites, each with its own full bath. The whole top floor is a primary bedroom area with private balcony, spa-like bath with elegant French doors, a huge custom-built dressing room with the touch of boutique experience and separate slipping area with a fireplace. The finished lower level includes a family room with bar area with half bath and a full guest suite including a bedroom, full bath, lower level laundry. Outdoor space with a large fenced yard, fiber-composite deck of the kitchen and a two and half car garage. The house is conveniently located near restaurants, cafes, boutique stores, galleries fitness centers. Close proximity to downtown, hi-ways. Accessible by all means of transportation.

Full Property Details for 908 N Winchester Ave

General

  • Price: $1,949,900
  • Taxes: $24,693 (2023)
  • Status: Active
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12541916
  • Updated: 1/14/2026
  • Added to Site: 11 day(s) ago

Rental Information

  • Complex Features: Curbs, Gated, Sidewalks, Street Lights

Interior

  • Basement: Finished, D
  • Interior Features: Cathedral Ceiling(s), Sauna, Wet Bar
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Fireplace(s): Living Room, Basement, Bedroom, Wood-Burning, Gas Log, Gas Starter
  • Appliances: Range, Microwave, Dishwasher, Refrigerator, High-End Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Stainless Steel Appliance(s)
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Basement Baths: Yes
  • Bathroom Features: Whirlpool, Separate Shower, Steam Shower, Double Sink

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Equipment: Cable TV, Security System, Intercom, Carbon Monoxide Detectors, Sump Pump

Exterior

  • Exterior Features: Balcony

Parking

  • Garage: Yes
  • Garage Spaces: 2.5
  • Total Spaces: 2
  • Parking Features: Other, Garage Door Opener, Yes, Garage Owned, Detached, Garage

Location

  • Area: CHI - West Town
  • County: Cook
  • Township: Jefferson
  • Driving Directions: Chicago Ave to Winchester, Noth to property, one block East of Damen

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299

Community

  • Assoc. Fees Include: None

Heating & Cooling

  • Cooling Type: Central Air Conditioning, Zoned
  • Heating Type: Natural Gas, Forced Air, Zoned, Radiant Floor

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Construction: Block, Limestone
  • Exterior Const.: Block, Limestone
  • Basement: Yes
  • Basement Desc.: Finished, Daylight
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
  • Windows: Skylight(s)
  • Sub-Flooring: Hardwood
  • Square Feet: 4,300
  • Sq. Ft. Source: Estimated
  • Year Built: 2001
  • Remodeled/Updated: 2016

Lot Features

  • Lot Size Range: Less than .25 Acre
  • Lot Dimensions: 25 x 125

Financial Considerations

  • Parking Included: Yes
  • Assessment Year: 2001
  • Tax Amount: $24,693.23
  • Tax Year: 2023
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 17064210410000

Listed by Inter Properties Inc

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 908 N Winchester Ave —

  • Inter Properties Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Get a Great Insurance Rate

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 908 N Winchester Ave

School District:Chicago Public School District 299
NameGradesDistance
Columbus Elementary School, Chicago, IL
1003 North Leavitt Street, Chicago, IL 60622
PK-80.3 mi
Wells Community Academy High School
936 North Ashland Avenue, Chicago, IL 60622
9-110.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 908 N Winchester Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/06/2026
Listed
$1,949,900
72.56%
MLS
2/28/2017
Sold
$1,130,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 908 N Winchester Ave

Year
Property Taxes
Change
Tax Assessment
Change
2023
$24,693
3%
$120,000
—
2022
$23,978
2%
$120,000
—
2021
$23,461
20%
$120,000
32%
2020
$19,565
2%
$90,930
-8%
2019
$19,169
2%
$98,837
—
2018
$18,845
1%
$98,837
10%
2017
$18,621
—
$89,878
-5%
2016
$18,548
9%
$95,106
—
2015
$16,947
28%
$95,106
29%
2014
$13,193
2%
$73,673
—
2013
$12,921
1%
$73,673
—
2012
$12,773
—
$73,673
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 908 N Winchester Ave

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Inter Properties Inc

Similar Properties near 908 N Winchester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1242 W Dickens Ave, Chicago, IL 60614 - Photo 1
$1,900,000

1242 W Dickens Ave  Chicago, IL 60614

  • Single Family
  • Active
  • Updated 2 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 5,113
    Sq. Ft.
5801 S Blackstone Ave, Chicago, IL 60637 - Photo 1 Just Listed
$1,975,000

5801 S Blackstone Ave  Chicago, IL 60637

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 5
    Total Baths
  • 3,919
    Sq. Ft.
2729 N Hampden Ct, Chicago, IL 60614 - Photo 1
$1,850,000

2729 N Hampden Ct  Chicago, IL 60614

  • Single Family
  • Active
  • 5
    Beds
  • 4
    Total Baths
  • 3,449
    Sq. Ft.
2036 W Erie St, Chicago, IL 60612 - Photo 1
$1,949,000

2036 W Erie St  Chicago, IL 60612

  • Single Family
  • Active
  • Updated 1 day ago
  • 6
    Beds
  • 6
    Total Baths
  • 4,100
    Sq. Ft.

Just Listed near 908 N Winchester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

5507 W Cermak Rd, Cicero, IL 60804 - Photo 1 Just Listed
$349,900

5507 W Cermak Rd  Cicero, IL 60804

  • Commercial
  • Active
  • Updated 3 days ago
1826 S 49th Ct, Cicero, IL 60804 - Photo 1 Just Listed
$459,000

1826 S 49th Ct  Cicero, IL 60804

  • Single Family
  • Active
  • Updated 2 days ago
  • 5
    Beds
  • 2
    Total Baths
  • 1,900
    Sq. Ft.
5322 W 23rd St, Cicero, IL 60804 - Photo 1 Just Listed
$260,000

5322 W 23rd St  Cicero, IL 60804

  • Single Family
  • Active
  • Updated 5 days ago
  • 5
    Beds
  • 3
    Total Baths
  • 1,738
    Sq. Ft.
4901 W 14th St, Cicero, IL 60804 - Photo 1 Just Listed
$25

4901 W 14th St  Cicero, IL 60804

  • Commercial Lease
  • Active
  • Updated 2 days ago

Price Reduced near 908 N Winchester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1638 S Central Ave, Cicero, IL 60804 - Photo 1 Price Reduced
-$2,000 (-0.73%)
$272,900

1638 S Central Ave  Cicero, IL 60804

  • Single Family
  • Active
  • Updated 11 hours ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,700
    Sq. Ft.
1337 S Austin Blvd, Cicero, IL 60804 - Photo 1 Price Reduced
-$10,000 (-1.74%)
$565,000

1337 S Austin Blvd  Cicero, IL 60804

  • Multi-Family
  • Active
  • Updated 5 days ago
  • 5
    Total Beds
5734 W Cermak Rd, Cicero, IL 60804 - Photo 1 Price Reduced
-$36,000 (-5.26%)
$649,000

5734 W Cermak Rd  Cicero, IL 60804

  • Lots/Land
  • Active
  • Updated 19 hours ago
1809 S 49th Ave, Cicero, IL 60804 - Photo 1 Price Reduced
-$10,000 (-3.23%)
$299,900

1809 S 49th Ave  Cicero, IL 60804

  • Multi-Family
  • Active
  • Updated 4 days ago
  • 3
    Total Beds

Recent Sales near 908 N Winchester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1934 W Superior St, Chicago, IL 60622 - Photo 1 Sold
$1,995,000

1934 W Superior St  Chicago, IL 60622

  • Single Family
  • Closed
  • Updated 9 days ago
  • 4
    Beds
  • 5
    Total Baths
  • 4,000
    Sq. Ft.
846 N Hoyne Ave, Chicago, IL 60622 - Photo 1 Sold
$2,000,000

846 N Hoyne Ave  Chicago, IL 60622

  • Commercial
  • Closed
1850 W Superior St, Chicago, IL 60622 - Photo 1 Sold
$1,699,900

1850 W Superior St  Chicago, IL 60622

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
1112 N Damen Ave, Chicago, IL 60622 - Photo 1 Sold
$1,825,000

1112 N Damen Ave  Chicago, IL 60622

  • Multi-Family
  • Closed
  • 8
    Total Beds

908 N Winchester Avenue, Chicago, IL 60622 (MLS# 12541916) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 908 N Winchester Avenue is currently listed for $1,949,900 and was received on January 06, 2026. Want to learn more about 908 N Winchester Avenue? Do you have questions about finding other Single Family real estate for sale in West Town? You can browse all West Town real estate or contact a Coldwell Banker agent to request more information.

Tour this property