5415 N Ashland Avenue
Chicago, IL, 60640
$2,400,000
5 Beds
5 Baths
3,000 SqFt
0 Acres
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$2,400,000
5415 N Ashland Avenue
Chicago, IL, 60640
MLS #MRD12577537 image #0MLS #MRD12577537 image #1MLS #MRD12577537 image #2MLS #MRD12577537 image #3MLS #MRD12577537 image #4MLS #MRD12577537 image #5MLS #MRD12577537 image #6MLS #MRD12577537 image #7MLS #MRD12577537 image #8MLS #MRD12577537 image #9MLS #MRD12577537 image #10MLS #MRD12577537 image #11MLS #MRD12577537 image #12MLS #MRD12577537 image #13MLS #MRD12577537 image #14MLS #MRD12577537 image #15MLS #MRD12577537 image #16MLS #MRD12577537 image #17MLS #MRD12577537 image #18MLS #MRD12577537 image #19MLS #MRD12577537 image #20MLS #MRD12577537 image #21MLS #MRD12577537 image #22MLS #MRD12577537 image #23MLS #MRD12577537 image #24MLS #MRD12577537 image #25MLS #MRD12577537 image #26MLS #MRD12577537 image #27MLS #MRD12577537 image #28MLS #MRD12577537 image #29MLS #MRD12577537 image #30MLS #MRD12577537 image #31MLS #MRD12577537 image #32MLS #MRD12577537 image #33MLS #MRD12577537 image #34MLS #MRD12577537 image #35MLS #MRD12577537 image #36MLS #MRD12577537 image #37MLS #MRD12577537 image #38MLS #MRD12577537 image #39MLS #MRD12577537 image #40MLS #MRD12577537 image #41MLS #MRD12577537 image #42MLS #MRD12577537 image #43MLS #MRD12577537 image #44MLS #MRD12577537 image #45MLS #MRD12577537 image #46MLS #MRD12577537 image #47MLS #MRD12577537 image #48MLS #MRD12577537 image #49MLS #MRD12577537 image #50MLS #MRD12577537 image #51MLS #MRD12577537 image #52MLS #MRD12577537 image #53MLS #MRD12577537 image #54MLS #MRD12577537 image #55
Meticulously reimagined one-of-a-kind grey stone in Chicago’s sought-after Andersonville, sited on an extra-long city lot and anchored by an expansive, professionally landscaped yard with heated pool and hot tub. The exterior preserves the original 1896 brick, artfully restored to blend historic character with a refreshed, timeless facade. Inside, no expense was spared – designer finishes and best-in-class systems throughout. Two state-of-the-art home theaters, an 11-zone Sonos audio system with media servers, and whole-home Brilliant smart controls (video intercom + voice control) deliver effortless automation. Security includes a 12-camera Ring system fully integrated with Brilliant for comprehensive video and motion monitoring. The chef’s kitchen is a culinary masterpiece: Miele steam oven, built-in Miele espresso w/ warming drawer, Wolf convection oven and integrated gas cooktop, and fully integrated Gaggenau refrigerator/freezer and dishwasher behind custom European cabinetry. A dramatic 15′ Silverwave island is the center of the gourmet space. Solid oak herringbone floors (hand-cut and installed by European artisans), a hand-bent hardwood custom staircase with brass chandelier, and Silverwave tile details elevate every room. Lower level designed for entertaining: spacious home theater, bartender’s bar with built-in beverage drawers, wine fridge, commercial ice maker, dishwasher, and a convenient laundry. A custom steel-and-glass wall opens to a secure workspace wired with dual Ethernet to a Ubiquiti network. The lower-level guest suite features a full ensuite bath.The primary retreat overlooks mature trees and offers exceptional privacy with double-pane windows, heated stone counters, heated floors, steam room with essential-oil infusion, chromotherapy tub and a bespoke European-designed closet with brass finishes. Two additional guest bedrooms with Juliette balconies overlook the garden and pool; the guest bath features leathered Italian stone and custom built-ins. A second upstairs laundry adds convenience. Added to the property is a newly constructed 1-bedroom, 1-bath guest house with a full kitchen and washer/dryer – a turnkey income-producing unit that grosses approximately $40,000 over the spring and summer season. The home also includes a two-car garage. A rare blend of historic charm and modern luxury, masterfully reimagined for the most discerning buyer. Don’t miss this exceptional Andersonville offering.

Property Details

Price:
$2,400,000
MLS #:
MRD12577537
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subdivision:
Andersonville
Neighborhood:
chiedgewater
Listed Date:
Mar 3, 2026
Finished Sq Ft:
3,000
Year Built:
1886
GreystonePoolChi – EdgewaterChiedgewaterAndersonvillePeirce Elementary School Intl StSenn High School

Schools

School District:
299
Elementary School:
Peirce Elementary School Intl St
High School:
Senn High School

Interior

Appliances
Double Oven, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Wine Refrigerator, Oven, Range Hood, Front Controls on Range/Cooktop, Gas Cooktop, Gas Oven, Humidifier
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Fireplaces Total
1
Flooring
Hardwood
Heating
Natural Gas, Forced Air, Sep Heating Systems – 2+, Zoned
Laundry Features
Gas Dryer Hookup, In Unit, Laundry Closet, Multiple Locations

Exterior

Architectural Style
Greystone
Community Features
Pool, Curbs, Gated, Sidewalks, Street Lights, Street Paved
Construction Materials
Brick, Stone
Exterior Features
Balcony, Hot Tub
Parking Features
Concrete, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
2

Financial

HOA Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$21,789
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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 Mar 04, 2026
2,515
Single Family Listed
74
Avg DOM
222
Avg $ / SqFt
$535,725
Avg List Price

Community

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Property Summary

    Located in the Andersonville subdivision, 5415 N Ashland Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60640. It is listed for $2,400,000 and features 5 beds, 5 baths, and has approximately 3,000 square feet of living space, and was originally constructed in 1886. The current price per square foot is $800. The average price per square foot for Single Family listings in Chicago is $222. The average listing price for Single Family in Chicago is $535,725. To schedule a showing of MLS#mrd12577537 at 5415 N Ashland Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
5415 N Ashland Avenue
Chicago, IL