Stunning Fully Renovated Bucktown Single-Family Home with Spectacular Rooftop Oasis! Welcome to 2334 N Oakley Avenue, an exceptional all-brick Bucktown residence that perfectly blends timeless Chicago architecture with sophisticated modern luxury. Completely renovated from top to bottom, this four-bedroom, three-and-a-half-bath home offers beautifully curated finishes, expansive living spaces, and one of the most impressive private rooftop retreats in the neighborhood. The sun-filled main level is designed for both everyday living and effortless entertaining. Rich hardwood floors, oversized windows, and a charming bay window with a Juliet balcony create a warm and inviting atmosphere. The open-concept layout flows seamlessly into a designer chef's kitchen featuring premium Wolf and Bosch appliances, sleek custom cabinetry, a large center island with breakfast seating, and a sunny breakfast nook. A stylish powder room completes the main level. Upstairs, the luxurious primary suite serves as a private sanctuary with oversized windows, a Juliet balcony, a spacious walk-in closet, and a spa-inspired ensuite bath featuring a soaking tub, oversized walk-in shower, and dual vanity. Two additional generously sized bedrooms offer abundant natural light and share a beautifully updated full bath. The finished lower level expands the home's versatility with radiant heated floors, a spacious recreation room, custom wet bar, fourth bedroom, full bath, and dedicated laundry room with Samsung washer and dryer-ideal for guests, extended family, a home office, or additional entertaining space. Crowning the home is an incredible 874-square-foot private rooftop deck, thoughtfully designed for year-round enjoyment. Complete with a covered outdoor kitchen, pergola, multiple lounge and dining areas, and plenty of room to entertain, it's the ultimate extension of the home's living space and the perfect backdrop for summer evenings with family and friends. Additional highlights include a detached two-car garage and an unbeatable Bucktown location just moments from Holstein Park, the 606 Trail, neighborhood restaurants, boutiques, coffee shops, nightlife, CTA Blue Line, and convenient expressway access. Located within the highly sought-after Pulaski International School District. This is a rare opportunity to own a turnkey luxury home with extraordinary indoor-outdoor living in one of Chicago's most desirable neighborhoods. Explore the home in 3D by clicking the Virtual Tour and experience every detail before you visit.
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Listed by:
Matt Laricy708-250-2696,
Americorp, Ltd
Source: MRED as distributed by MLS GRID,MLS#: 12709969
Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 4
Full bathrooms: 3
1/2 bathrooms: 1
Rooms
Room types: Breakfast Room, Recreation Room, Walk In Closet, Deck
Primary bedroom
Features: Flooring (Hardwood), Bathroom (Full, Double Sink, Tub & Separate Shwr)
Level: Second
Area: 225 Square Feet
Dimensions: 15X15
Bedroom 2
Features: Flooring (Hardwood)
Level: Second
Area: 120 Square Feet
Dimensions: 10X12
Bedroom 3
Features: Flooring (Hardwood)
Level: Second
Area: 96 Square Feet
Dimensions: 8X12
Bedroom 4
Features: Flooring (Hardwood)
Level: Lower
Area: 150 Square Feet
Dimensions: 10X15
Breakfast room
Features: Flooring (Hardwood)
Level: Main
Area: 162 Square Feet
Dimensions: 9X18
Deck
Level: Third
Area: 874 Square Feet
Dimensions: 46X19
Dining room
Level: Main
Dimensions: COMBO
Kitchen
Features: Kitchen (Eating Area-Breakfast Bar, Eating Area-Table Space, Island, Breakfast Room, Custom Cabinetry, Updated Kitchen), Flooring (Hardwood)
Features: Curbs, Gated, Sidewalks, Street Lights, Street Paved
HOA
Services included: None
Location
Region: Chicago
Financial & listing details
Price per square foot: $621/sqft
Annual tax amount: $11,893
Ownership: Fee Simple
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
Date
Event
Price
7/20/2026
Listing removed
$1,499,999$642/sqft
Source: MRED as distributed by MLS GRID #12691559Report a problem
6/30/2026
Listed for sale
$1,499,999-2.6%$642/sqft
Source: MRED as distributed by MLS GRID #12691559Report a problem
6/24/2026
Listing removed
$1,539,900$659/sqft
Source: MRED as distributed by MLS GRID #12661326Report a problem
5/28/2026
Listed for sale
$1,539,900-3.5%$659/sqft
Source: MRED as distributed by MLS GRID #12661326Report a problem
5/28/2026
Listing removed
$1,595,000$683/sqft
Source: MRED as distributed by MLS GRID #12625188Report a problem
4/24/2026
Listed for sale
$1,595,000$683/sqft
Source: MRED as distributed by MLS GRID #12625188Report a problem
4/13/2026
Listing removed
$1,595,000$683/sqft
Source: MRED as distributed by MLS GRID #12537490Report a problem
3/9/2026
Price change
$1,595,000-1.8%$683/sqft
Source: MRED as distributed by MLS GRID #12537490Report a problem
2/19/2026
Price change
$1,625,000-3%$696/sqft
Source: MRED as distributed by MLS GRID #12537490Report a problem
1/5/2026
Listed for sale
$1,675,000+191.3%$717/sqft
Source: MRED as distributed by MLS GRID #12537490Report a problem
6/20/2023
Sold
$575,000$246/sqft
Source: MRED as distributed by MLS GRID #11758356Report a problem
5/22/2023
Contingent
$575,000$246/sqft
Source: MRED as distributed by MLS GRID #11758356Report a problem
4/13/2023
Listed for sale
$575,000$246/sqft
Source: MRED as distributed by MLS GRID #11758356Report a problem
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Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.