Welcome to this beautifully rehabbed 4-bedroom, 3.5-bathroom home in the heart of Bucktown, blending timeless elegance with modern updates and incredible outdoor spaces. Remodeled in 2018 and professionally redesigned in 2021, this thoughtfully updated home features a spacious main floor with a sunlit living room centered around a sleek built-in electric fireplace and 86" TV, which is included, an inviting dining area, and an open-concept kitchen that flows seamlessly into the family room. The kitchen boasts soft-close cabinetry, quartzite countertops, a new Bosch dishwasher, and a reverse osmosis water filter - all perfect for the aspiring home chef. The second level offers a massive primary suite with floor-to-ceiling windows, a spa-like en suite bathroom featuring a double vanity, large soaking tub, steam shower, and two expansive walk-in closets. Down the hall, you'll find a second bedroom and a third room ideal for a nursery, home office, or reading retreat. The third level is a bright and airy open space - perfect for a second family room, home gym, art studio, or playroom - and opens directly onto two private rooftop decks with breathtaking views of downtown Chicago. The fully finished basement includes an additional living space, a fourth bedroom, and a full bathroom - perfect for guests or in-laws. Enjoy Chicago's warmer months from multiple outdoor spaces: a front yard, backyard with deck off the main level, garage rooftop deck, and skyline views from the front and rear rooftop decks. This is a rare opportunity to own a move-in-ready home in one of the city's most desirable neighborhoods, steps from parks, restaurants, shopping, public transit, and the famed 606 walking trail.
New
Price cut: $50K (6/5)
$1,425,000
2128 N Winchester Ave, Chicago, IL 60614
4beds
4,200sqft
Est.:
Single Family Residence
Built in 2006
2,999.98 Square Feet Lot
$1,483,000 Zestimate®
$339/sqft
$-- HOA
What's special
Sleek built-in electric fireplaceFully finished basementPrivate rooftop decksFloor-to-ceiling windowsIncredible outdoor spacesMultiple outdoor spacesOpen-concept kitchen
- 4 days
- on Zillow |
- 1,443 |
- 79 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: June 05, 2025 at 09:39am
Listing courtesy of:
Benyamin Lalez 773-466-7150,
Compass,
Mark Buckner,
Compass
Source: MRED as distributed by MLS GRID,MLS#: 12385256

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Attic, Bonus Room, Recreation Room
Primary bedroom
- Features: Flooring (Hardwood), Bathroom (Full)
- Level: Second
- Area: 288 Square Feet
- Dimensions: 16X18
Bedroom 2
- Features: Flooring (Hardwood)
- Level: Second
- Area: 140 Square Feet
- Dimensions: 14X10
Bedroom 3
- Features: Flooring (Hardwood)
- Level: Second
- Area: 216 Square Feet
- Dimensions: 12X18
Bedroom 4
- Features: Flooring (Hardwood)
- Level: Basement
- Area: 180 Square Feet
- Dimensions: 15X12
Other
- Features: Flooring (Hardwood)
- Level: Attic
- Area: 350 Square Feet
- Dimensions: 25X14
Bonus room
- Features: Flooring (Hardwood)
- Level: Third
- Area: 238 Square Feet
- Dimensions: 17X14
Dining room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 195 Square Feet
- Dimensions: 15X13
Family room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 224 Square Feet
- Dimensions: 16X14
Kitchen
- Features: Kitchen (Island), Flooring (Hardwood)
- Level: Main
- Area: 208 Square Feet
- Dimensions: 16X13
Laundry
- Features: Flooring (Ceramic Tile)
- Level: Lower
- Area: 50 Square Feet
- Dimensions: 5X10
Living room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 255 Square Feet
- Dimensions: 15X17
Recreation room
- Features: Flooring (Carpet)
- Level: Basement
- Area: 493 Square Feet
- Dimensions: 29X17
Heating
- Natural Gas
Cooling
- Central Air
Appliances
- Included: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Trash Compactor, Stainless Steel Appliance(s), Wine Refrigerator, Cooktop, Range Hood
- Laundry: Gas Dryer Hookup, Electric Dryer Hookup
Features
- Cathedral Ceiling(s), Wet Bar, Walk-In Closet(s)
- Flooring: Hardwood
- Basement: Finished,Rec/Family Area,Daylight
- Number of fireplaces: 2
- Fireplace features: Gas Log, Family Room, Basement
Interior area
- Total structure area: 0
- Total interior livable area: 4,200 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, On Site, Garage Owned, Detached, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 3
- Patio & porch: Deck, Patio
Lot
- Size: 2,999.98 Square Feet
- Dimensions: 24X125
Details
- Parcel number: 14312080280000
- Special conditions: None
- Other equipment: Central Vacuum, Sump Pump, Backup Sump Pump;
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Concrete Perimeter
Condition
- New construction: No
- Year built: 2006
- Major remodel year: 2015
Utilities & green energy
- Electric: Fuses
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Curbs, Sidewalks, Street Lights, Street Paved
HOA
- Services included: None
Location
- Region: Chicago
Financial & listing details
- Price per square foot: $339/sqft
- Tax assessed value: $1,020,000
- Annual tax amount: $21,597
- Date on market: 6/5/2025
- Ownership: Fee Simple
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