5459 N Lovejoy Avenue, Chicago IL 60630
$749,000

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Property Description

More Than a Two-Flat-A Rare Urban Lifestyle Property! Situated on two contiguous tax parcels totaling approximately 7,074 sq. ft., with approximately 100 feet of frontage and 150 feet of depth, this exceptional oversized corner property offers space, flexibility, and outdoor living rarely found in Chicago. The first-floor residence (approximately 1,600 sq. ft.) features three spacious bedrooms, updated flooring, granite finishes, a Jacuzzi tub, and an original fireplace converted from wood-burning to gas. The third bedroom is currently configured as part of a duplex-style layout with the versatile lower level, creating an ideal owner's suite or extended living space. The second-floor residence (approximately 1,000 sq. ft.) offers two spacious bedrooms, engineered hardwood flooring, granite finishes, abundant natural light, and a private upper-level deck accessed directly from the kitchen. Relax and enjoy panoramic views to the north, east, and west, with views extending toward the south, creating the feeling of being on top of the world. The lower level includes a third kitchen with a center granite island, a full marble bathroom, and separate exterior access, offering outstanding flexibility for entertaining, extended living, hobbies, a home office, or storage. Outdoor living truly sets this property apart. Enjoy an expansive multi-level cedar deck, a second-story view deck, multiple brick paver patios, a pergola entertainment area, an above-ground pool, beautifully landscaped gardens, and five distinct outdoor gathering areas, allowing family and guests to dine, relax, and entertain in multiple spaces at the same time. Additional highlights include approximately 2,600 sq. ft. of above-grade living space, 5 bedrooms, 3 full bathrooms, roof replaced in 2018, detached two-car garage, and convenient access to CTA, Metra, shopping, restaurants, and Interstates I-90, I-94, and I-294. Whether you're seeking an owner-occupied investment, multigenerational living, or a home designed for entertaining, this rare Jefferson Park property offers a lifestyle that is truly one of a kind. The interior pics were taken by the owner before the property was rented.

Features & Information

Key Details

  • List Price $749,000
  • Property Taxes $5,485
  • Year Built 1886
  • Status Price Change
  • List Market Time 18

Units

  • Unit 1

  • Floor 1
  • Rooms 6
  • Beds 3
  • Baths 1
  • Appliances Stove, Refrigerator, Washer, Dryer, Dishwasher, Microwave, Central Air Conditioner, Fireplace-Gas
  • Rent $2,080/mo
  • Tenant Pays None
  • Lease Expires 12/26
  • Unit 2

  • Floor 2
  • Rooms 4
  • Beds 2
  • Baths 1
  • Appliances Stove, Refrigerator, Microwave, Hardwood Floors
  • Rent $1,500/mo
  • Tenant Pays None
  • Lease Expires 07/27

Exterior Features

  • Parking

  • # of Cars:  2

Building Information

  • Number of Units 2
  • Age of Building 100+ Years

Location

  • County Cook
  • Township Jefferson
  • Corporate Limits Chicago
  • Directions to Property Milwaukee Right On Catalpa To Lovejoy
  • Schools

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

  • Tax 5485.26
  • Tax Year 2025
  • Tax Exemptions Homeowner
  • Parcel Identification Number 13082140210000

Listed by Pietro Losacco for New Concept Realty | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 8/26/2026 4:32 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 Jefferson Park

Often called the "Gateway to Chicago" because of its historical importance to travelers and immigrant passage to the U.S., or a city within a city because of its self-sufficient, small-town environment, Jefferson Park is a neighborhood with rich cultural history and attractive residential property. Homebuyers will find a good assortment of real estate in Jefferson Park that covers every style of living, from contemporary condominiums to early Victorian houses. The area is surrounded by suburban, country club golf courses and thick forest preserves, so Jefferson Park residents are not for want of open space and lush greenery. Many of the homes in this neck of the woods have private yards and the small neighborhood parks provide even more room to stretch the legs and get a breath of fresh air. Entertainment in Jefferson Park comes in the form of community festivals, local theater, and knocking the pins down at the bowling alley. After working up an appetite, set out for any one of Jefferson Park's dozens of restaurants, cafés, bakeries, delis, pizzerias and takeouts.

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