1443 W Highland Avenue

Chicago, IL
$ 745,000 Beds 3 Baths 1.5
Monthly Estimate* How much can I afford?

Welcome home to this timeless Edgewater gem, ideally situated on one of the neighborhood's most coveted tree-lined streets. Rich in vintage charm and thoughtfully updated for today's lifestyle, this home offers the perfect blend of character, comfort, and modern convenience.Step inside to a sun-drenched living room anchored by a stunning stone wood-burning fireplace, creating a warm and inviting gathering space. Beautiful architectural details and an abundance of natural light flow into the spacious formal dining room-perfect for hosting holiday dinners or entertaining family and friends.The beautifully renovated kitchen (2020) is both stylish and functional, featuring quartz countertops, a full-height quartz backsplash, stainless steel appliances, abundant cabinetry, and generous prep space for the home chef.Upstairs, you'll find three generously sized bedrooms with ample closet space and natural light. The expansive lower level offers a large family room with endless possibilities for recreation, a home office, workout space, or media room, along with dedicated laundry and abundant storage.The outdoor living space is just as impressive. Your private backyard oasis features extensive 2026 improvements, including refreshed landscaping, a refurbished patio, and new sod, creating the perfect setting for summer barbecues, morning coffee, or relaxing evenings. A detached two-car garage completes the home.Enjoy peace of mind with numerous recent improvements, including a new tear-off roof (2025), renovated kitchen (2020), and furnace (2014).Located just moments from Lake Michigan, the Red Line, Whole Foods, neighborhood parks, and the vibrant shops, restaurants, and cafes of Edgewater and Andersonville, this exceptional home offers the best of city living with the charm of a welcoming residential neighborhood that has two of the best block parties! Don't miss this rare opportunity to own a beautifully updated home in one of Chicago's most sought-after communities.

Price Change

  • Price
  • $ 745,000
  • City
  • Chicago
  • Bedrooms
  • 3
  • Full Bathrooms
  • 1
  • County
  • COOK
  • Half Bathrooms
  • 1
  • Area
  • CHI - Edgewater
  • Lot Size
  • Zip
  • 60660
  • Year Built
  • 1898
  • Taxes
  • $ 10187
  • Style
  • MLS#
  • 12610093
Listed By: @properties Christie's International Real Estate
Data Source: Midwest Real Estate Data (MRED)

Features

General

Sewer Public Sewer
Heating Natural Gas,Forced Air
Cooling Central Air
Possession Closing
Appliances Microwave,Dishwasher,Refrigerator,Washer,Dryer,Stainless Steel Appliance(s),Oven
Garage Spaces 2
Association Fee Includes None
Construction Materials Vinyl Siding
Year Built 1898
Township Lake View
Tax Year 2024
Ownership Fee Simple
Assoc Fee Paid Per Not Applicable
County Cook
New Construction No
Property Type Residential
Total Rooms 7
Full Baths 1
Status Price Change
Directions Devon to Greenview to Highland East to Home
City Chicago
High School District 299
MLS Area CHI - Edgewater
Tax Annual Amount 10187.16
Standard Status Active
Middle/Junior School District 299
Elementary School District 299
Property Type Detached Single

Interior Features

Basement Finished,Full
Total Fireplaces 1
Half Baths 1
Total Bedrooms 3
Room Type No additional rooms
LivingAreaSource Not Reported
Total Baths 2
Bedrooms Possible 3

Exterior Features

Parking Features Yes,Detached,Garage
Water Source Lake Michigan
Total Parking 2
Lot Dimensions 25 X 110
Waterfront Y/N No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Elmwood Park, IL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

8/5/2026 Listed $760,000
9/9/2026 2% - $745,000

Property vs Zip Code Average in 60660

Price
AVG $960K
$750K
Taxes
AVG $15,513
$10,187
Year Built
AVG 1933
1898
Visits
AVG 36
66
Data Provided by Inside Real Estate®

Areas That We Cover

1443 W Highland Avenue Chicago, IL is a Single Family Home for sale at $745000 and a lot size of Acre(s). 1443 W Highland Avenue Chicago has 3 bedrooms, 1 baths and was built in 1898. The property's zip code is 60660 which is in Chicago, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.