1443 W Highland Avenue, Chicago IL 60660
$745,000

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Property Description

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 gas 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.

Features & Information

Key Details

  • List Price $745,000
  • Property Taxes $10,187
  • Square Feet 0
  • Year Built 1898
  • Status Contingent
  • Market Time 67

Rooms

  • Total Rooms 7
  • Number of Bedrooms 3
  • Number of Bathrooms 1.1
  • Primary Bedroom

  • Room Size 18X13
  • Floor Level Second
  • Primary Bathroom None
  • Bedroom 2

  • Room Size 8X12
  • Floor Level Second
  • Bedroom 3

  • Room Size 9X12
  • Floor Level Second
  • Living Room

  • Room Size 18X18
  • Floor Level Main
  • Family Room

  • Room Size 20X18
  • Floor Level Basement
  • Dining Room

  • Room Size 11X17
  • Floor Level Main
  • Kitchen

  • Room Size 10X17
  • Floor Level Main

Additional Rooms

  • Laundry

  • Room Size 19X15
  • Floor Level Basement

Interior Features

  • Appliances

  • Appliances Included Microwave, Dishwasher, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s), Oven
  • Heating & Cooling

  • Heating Type Natural Gas, Forced Air
  • Air Conditioning Central Air
  • Fireplace

  • # of Fireplaces 1

Exterior Features

  • Building Information

  • Age of Building 100+ Years
  • Recent Rehab No
  • Parking

  • # of Cars 2

Location

  • County Cook
  • Township Lake View
  • Corporate Limits Chicago
  • Directions to Property Devon To Greenview To Highland East To Home
  • Schools

  • Elementary School District 299
  • Junior High District 299
  • High School District: 299
  • Property Taxes

  • Tax 10187.16
  • Tax Year 2024
  • Tax Exemptions Homeowner
  • Parcel Identification Number 14051030070000
  • Lot Information

  • Lot Size Less Than .25 Acre

Listed by Kathleen Cooper for @properties Christie's International Real Estate | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 10/24/2026 5:32 PM. 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.

Explore Edgewater

The Edgewater neighborhood sits directly along the shore of Lake Michigan, affording breathtaking skyline views. Renowned for its sweeping beachfronts and parks, Edgewater offers residents natural beauty with an urban backdrop. Originally developed as a summer oasis for Chicago’s high society, this lakefront community remained an illustrious playground for the elite well into the 20th century. Edgewater has preserved much of its historic past, most evident in the neighborhood’s Bryn Mawr Historic District. Like a well-preserved time capsule, this historic district is a nod to Edgewater’s roaring twenties past.

Today, Edgewater is an eclectic home to many, with a mix of high-rise buildings and complexes, single-family homes, and much more. The neighborhood is highly regarded for its antique shopping, with a variety of options for those on the hunt for their next great vintage find. The area is also known for its expansive dining options, with a variety of cuisines spanning the globe. Edgewater is a quick trip to the Loop, located just seven miles north of the city’s bustling downtown, and easily connects to the city via CTA trains, buses, and Lake Shore Drive.

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