1845 N Winchester, Chicago, IL

$1,795,000

Overview

  • 265038
  • Property ID
  • Updated On:
  • April 15, 2026
  • 5
  • Bedrooms
  • 4
  • Bathrooms
  • 4,400 ft2
  • Property Size

Description

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.

Bathrooms
3+
Bedrooms
5+
Climate Control
Air Conditioning
Heating
Floor Area
3,000+ sqft
Parking
Garage
Swimming Pool
Yes
Other Features
Central Air
Detached
Lake Michigan
Natural Gas
Public Sewer
Stone
Zoned

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$9,203.32
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 6,959.57

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Information for the property at 1845 N Winchester, Chicago, IL, 60622 (Property ID: 265038) is deemed reliable but not guaranteed. Property details, pricing, and availability are subject to change without notice. Buyers should independently verify all information before making any real estate decisions.

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Sunita Kakarlapudi