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$725,000 Just Listed
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Property Description
Modern, light-filled 2-bedroom penthouse in a beautiful historic Chicago greystone, tucked onto a quiet residential street in one of the city's most vibrant neighborhoods. Fully updated in 2021, this home blends contemporary style and convenience with the architectural character of the original building. The south-facing main living space is bathed in incredible natural light and features hardwood floors, 9 foot ceilings, and motorized blinds for effortless comfort. At the heart of the home, a large open kitchen offers abundant storage, generous counter space, and a functional layout perfect for everyday living and entertaining. The spacious, updated primary suite includes a well-appointed bath with a large shower featuring both rainfall and handheld options. The unit has been professionally finished throughout in designer Farrow & Ball paint. Every room feels curated and move-in ready. Enjoy central air and heat, a full size washer and dryer, and a parking spot with a Level 2 EV charger. The unit has ample storage to round out the thoughtful details. You will find custom solid-wood closet organizers throughout, including both bedrooms, pantry, and hallway closets. Enjoy two private outdoor spaces: a convenient side deck off the kitchen, ideal for grilling or enjoying your morning coffee, and a roof deck (30x14) with sweeping views and room to gather. The unit includes full south building roof rights (an unfinished additional 27x21 area). Both finished decks feature premium, low-maintenance composite decking and gas line hookups. Unbeatable location: a 0.1-mile walk to the CTA Red Line and just half a mile to Andersonville's beloved independent shops and restaurants, a downtown express bus stop, and the attractions of Uptown-historic music venues, a climbing gym, international markets and more. The lakefront is under a mile away. Coffee shops, grocery stores, bakeries, gyms, parks, and museums are all just steps from your door. Well-maintained building with engaged, friendly neighbors and healthy reserves. A rare opportunity to own a turn-key penthouse in a welcoming, diverse community where there's always something to do nearby. The 2021 rehab included all new electrical, plumbing, as well as new water and sewer service lines. Spray foam insulation was added for increased comfort and energy savings. There is a layer of concrete between each floor providing excellent privacy and quiet.
Full Property Details
Full Property Details for 1226 W Winnemac Ave #3S
General
- Price: $725,000
- HOA FEE: $370/month
- Taxes: (2025)
- Status: Active
- Type: Condo
- Source: MRED
- MLS ID: 12716650
- Updated: Today (7/29/2026)
- Added to Site: Today
Interior
- Basement: None
- Interior Features: Storage
- Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Range Hood, Humidifier
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Bathroom Features: Separate Shower, Double Sink, Full Body Spray Shower, Soaking Tub
Bedrooms
- Total Bedrooms: 2
Additional Information
- Equipment: Cable TV, Carbon Monoxide Detectors
- Other Features: Commuter Train
Exterior
- Exterior Features: Balcony, Roof Deck
Parking
- Total Spaces: 1
- Parking Features: Concrete, Assigned, Off-Alley, Yes, Owned
Location
- Area: CHI - Uptown
- County: Cook
- Township: Lake View
- Subdivision: Andersonville
- Driving Directions: Broadway, West on Winnemac, property on north side of street.
School Information
- School District: 299
- Elem School District: 299
- Midd School District: 299
- High School District: 299
Community
- Assoc. Fees Include: Water, Insurance, Exterior Maintenance, Scavenger, Snow Removal, Other
- Pets Allowed: Yes
- Pets: Cats OK, Dogs OK
- Pet Restrictions: Cats OK, Dogs OK, / 999lbs.
- Mgmt. Company: Self Managed
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas, Forced Air, Radiant Floor
Utilities
- Sewer: Public Sewer
- Water: Lake Michigan
Structural Information
- Structure Type: Condo, Low-Rise (1 to 3 Stories), Penthouse
- Construction: Brick, Limestone
- Exterior Const.: Brick, Limestone
- Basement Desc.: None
- Windows: Screens
- Sub-Flooring: Hardwood
- Entry Floor Number: 3
- Stories/Levels: 3
- Square Feet: 1,522
- Sq. Ft. Source: Estimated
- Built Before 1978: Yes
Unit Information
- Units in Building: 5
Lot Features
- Lot Dimensions: COMMON
- Lot Features: Common Grounds
Animals
- Animals Allowed: Cats OK, Dogs OK
Financial Considerations
- Association Fee: $370
- Assoc Fee Freq.: Monthly
- Parking Included: Yes
- Tax Year: 2025
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Condo
- Property ID: 14083080681003
Listed by Berg Properties
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Schools
Schools serving 1226 W Winnemac Ave #3S
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Mccutcheon Elementary School 4865 North Sheridan Road, Chicago, IL 60640 | PK-8 | 0.4 mi |
Senn High School 5900 North Glenwood Avenue, Chicago, IL 60660 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1226 W Winnemac Ave #3S
Date
Details
Price
Change
Source
7/29/2026
Listed
$725,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1226 W Winnemac Ave #3S
1226 W Winnemac Avenue #3S, Chicago, IL 60640 (MLS# 12716650) is a Condo property with 2 bedrooms and 2 full bathrooms. 1226 W Winnemac Avenue #3S is currently listed for $725,000 and was received on July 29, 2026. Want to learn more about 1226 W Winnemac Avenue #3S? Do you have questions about finding other Condo real estate for sale in Uptown? You can browse all Uptown real estate or contact a Coldwell Banker agent to request more information.

