SoldOct 30, 2025

Listed by Christian Moisio from Compass

Listed and Bought with Deborah Hess from Compass

Source: Midwest Real Estate Data, LLC #12461246

4449 North Monticello Avenue, Chicago, IL, 60625

$455,000

2
1
2

SingleFam

2 days on the market

Sold: Oct 30, 2025

What's around 4449 North Monticello Avenue

About this property

A Home with History - Perfectly Right-Sized! A true Chicago Craftsman Bungalow distinguished with the city's coveted "Orange" Historic Resources Survey rating-a designation reserved for architecturally and historically significant properties. With 2 Bedrooms and 1 Bath on the main level this charming home is ideal for empty nesters looking to downsize or first-time buyers who prefer the privacy of a single-family home over shared condo living. From its low-pitched front gable roof and deep eaves to the welcoming front entry, every detail reflects timeless craftsmanship. Inside, you'll find original stained glass windows that cast jewel-toned light, warm natural woodwork, and an enclosed sun porch with undeniable romance-perfect for ferns, wicker chairs, and slow weekend mornings. A partially finished and waterproofed basement, with excellent ceiling height offers flexible space for hobbies, guests, or a home office, and possibility to add another Bedroom/Bath. Fully insulated Attic with interior stairs, offers additional storage. Mature, professionally landscaped front yard and paved walkway, rear garden is a vegetable lover's dream with its above ground vegetable and flower gardens + an extra tall two car garage with storage loft complete the picture, framing this home in vintage charm. Whether you're drawn to its historic character, its serene setting, or the independence of single-family living, this is a rare opportunity to own a piece of Chicago's history-and make it your own.

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