1845 N Winchester
Chicago, IL, 60622
$1,795,000
5 Beds
4 Baths
4,400 SqFt
0 Acres
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$1,795,000
1845 N Winchester
Chicago, IL, 60622
MLS #MRD12618389 image #0MLS #MRD12618389 image #1MLS #MRD12618389 image #2MLS #MRD12618389 image #3MLS #MRD12618389 image #4MLS #MRD12618389 image #5MLS #MRD12618389 image #6MLS #MRD12618389 image #7MLS #MRD12618389 image #8MLS #MRD12618389 image #9MLS #MRD12618389 image #10MLS #MRD12618389 image #11MLS #MRD12618389 image #12MLS #MRD12618389 image #13MLS #MRD12618389 image #14MLS #MRD12618389 image #15MLS #MRD12618389 image #16MLS #MRD12618389 image #17MLS #MRD12618389 image #18MLS #MRD12618389 image #19MLS #MRD12618389 image #20MLS #MRD12618389 image #21MLS #MRD12618389 image #22MLS #MRD12618389 image #23MLS #MRD12618389 image #24MLS #MRD12618389 image #25MLS #MRD12618389 image #26MLS #MRD12618389 image #27MLS #MRD12618389 image #28MLS #MRD12618389 image #29MLS #MRD12618389 image #30MLS #MRD12618389 image #31MLS #MRD12618389 image #32MLS #MRD12618389 image #33MLS #MRD12618389 image #34MLS #MRD12618389 image #35MLS #MRD12618389 image #36
Absolutely stunning 4,400 sq ft single-family home in the heart of Bucktown. From the moment you step inside, you’re welcomed by soaring 12-foot ceilings and a grand front living room flooded with natural light from dramatic west-facing floor-to-ceiling windows overlooking Winchester Avenue. A gas-start, wood-burning fireplace anchors the space, creating the perfect setting for both relaxing and entertaining. The formal living room flows seamlessly into an expansive dining area, perfectly designed for hosting gatherings and holiday dinners. Just beyond, a well-appointed powder room leads you into an impressive chef’s kitchen featuring a massive granite peninsula, Sub-Zero refrigerator, Wolf double oven with stainless steel hood, and Bosch dishwasher-offering the ideal blend of function and luxury. The adjoining family room provides generous space for everyday living, complete with a casual dining area and direct access to the rear deck. Step outside to a thoughtfully designed outdoor oasis, including an upper-level garage deck with trellis-perfect for grilling, entertaining, and enjoying warm summer evenings. Upstairs, you’ll find three generously sized bedrooms, all with exceptional closet space. The expansive primary suite is a true retreat, featuring three closets and a spa-like ensuite bath with a separate Jacuzzi tub, walk-in shower with body sprays, and a rain shower head. Two additional large bedrooms share a well-appointed Jack-and-Jill bathroom, while the west-facing bedroom showcases stunning floor-to-ceiling windows that fill the space with natural light. There is an internal stairwell taking you to the roof with an opportunity to build out a roof top deck. The lower level offers incredible versatility and is only partially below grade, allowing for abundant natural light throughout. This level features a spacious family room with a second fireplace, refinished floors, two additional large bedrooms, and a full bathroom. One of the bedrooms is currently configured as a home fitness studio, offering flexible use for today’s lifestyle. A 2.5-car garage completes this exceptional home. Ideally located within walking distance to everything Bucktown has to offer, including the 606 Trail, Metra, Blue Line, and an endless array of dining, shopping, and entertainment options-this is city living at its finest.

Property Details

Price:
$1,795,000
MLS #:
MRD12618389
Status:
Active Under Contract
Beds:
5
Baths:
4
Type:
Single Family
Neighborhood:
chilogansquare
Listed Date:
Apr 15, 2026
Finished Sq Ft:
4,400
Year Built:
2009
Chi – Logan SquareChilogansquareBurr Elementary SchoolBurr Elementary School

Schools

School District:
299
Elementary School:
Burr Elementary School
Middle School:
Burr Elementary School

Interior

Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Fireplaces Total
2
Heating
Natural Gas, Zoned

Exterior

Construction Materials
Stone
Garage Spaces
2
Parking Features
Yes, Detached, Garage
Parking Spots
2
Parking Total
2

Financial

HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$29,359
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Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

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Current real estate data for Single Family in Chicago as of Apr 23, 2026
2,783
Single Family Listed
69
Avg DOM
232
Avg $ / SqFt
$568,683
Avg List Price

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Property Summary

    1845 N Winchester Chicago IL is a Single Family for sale in Chicago, IL, 60622. It is listed for $1,795,000 and features 5 beds, 4 baths, and has approximately 4,400 square feet of living space, and was originally constructed in 2009. The current price per square foot is $408. The average price per square foot for Single Family listings in Chicago is $232. The average listing price for Single Family in Chicago is $568,683. To schedule a showing of MLS#mrd12618389 at 1845 N Winchester in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
1845 N Winchester
Chicago, IL