$2,095,000
5415 N Ashland Avenue
Chicago, IL, 60640
In a city where true rarity is increasingly hard to find, this Andersonville residence offers a level of living that is genuinely difficult to come by. Set on an exceptional 165-foot-deep lot nearly 40 feet longer than a standard Chicago parcel. Rarely found on the city grounds are a heated pool, a hot tub, a newly desighed one bedroom guest house with its own full kitchen and washer and dryer and a two-car garage. From the moment you step inside, the energy of the city fades away. This is a full-scale custom reconstruction by MK Builders, where every finish, material and system was selected without compromise, well beyond what any standard builder would deliver. A newly constructed greystone facade and double pane windows create an interior of remarkable quiet and calm, an unexpected luxury in one of Chicago’s most vibrant neighborhoods. It is a home best appreciated in person.Originally built in 1896 and completely reimagined from the studs out, the residence blends historic character with modern performance. All mechanical, electrical, and plumbing systems were completely replaced, giving this home the soul of a classic Chicago greystone and the peace of mind of a fully updated residence. Brilliant and Ring smart home technology allows effortless control of lighting, whole-home audio and security from anywhere. Whether hosting an intimate dinner or a large gathering around the pool, this home was designed from the ground up to entertain beautifully at every level.The chef’s kitchen is both a statement and a centerpiece. A dramatic 15-foot Silverwave stone island anchors the space. Professional grade appliances include a full Miele suite with steam oven and built-in espresso system, a Wolf convection oven and gas cooktop, and integrated Gaggenau refrigerator and dishwasher concealed behind custom European cabinetry. A custom appliance garage preserves the clean architectural lines.Throughout the home, hand-cut solid oak herringbone floors installed by European craftsmen speak to the level of care put into every detail. A custom staircase with hand-bent hardwood railings rises beneath a striking brass chandelier. Throughout, RH solid brass lighting fixtures and Silverwave stone accents create an atmosphere of quiet refinement that you simply cannot replicate.The primary suite is a true private retreat, featuring heated floors, a steam room with essential oil infusion, a chromotherapy soaking tub, a Japanese-style smart toilet and a beautifully appointed custom walk-in wardrobe with brass detailing. Two additional guest bedrooms open to Juliette balconies overlooking the pool and garden, an outlook that makes every morning feel a little different.The lower level was built for entertaining. A private home theater, a full bartender’s bar with a wine refrigerator, commercial ice maker and beverage drawers, a dedicated service laundry, a glass and steel home office wired with dual Ethernet and a private guest suite with its own full bath.The backyard is where this home sets itself completely apart. Professionally landscaped and enclosed by a privacy fence, the rear garden feels nothing like a city backyard. A heated pool, hot tub and expansive entertaining terrace create a setting that most Chicagoans drive past for years and never imagine exists behind the facade. The one-bedroom guest house works beautifully as a guest retreat, au pair quarters or an income-producing rental. A two-car garage with 220-volt EV charging completes the offering. Andersonville is one of Chicago’s most admired neighborhoods, offering walkability, vibrancy, and acclaimed restaurants, cafes and boutiques. Homes of this caliber do not become available often. Come see it in person.
Property Details
Price:
$2,095,000
MLS #:
MRD12624950
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subdivision:
Andersonville
Neighborhood:
chiedgewater
Listed Date:
Apr 21, 2026
Finished Sq Ft:
3,800
Year Built:
1886
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
Interior Features
Steam Room, Wet Bar, Built-in Features, Walk-In Closet(s), Special Millwork, Cocktail Lounge, Separate Dining Room
Laundry Features
Main Level, Upper Level, 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
Garage Spaces
2
Parking Features
Concrete, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
2
Parking Total
2
Patio And Porch Features
Patio
Window Features
Screens, Skylight(s), Drapes
Financial
HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$21,789
Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.
More About DebraMortgage Calculator
Map
Current real estate data for Single Family in Chicago as of May 04, 2026
2,731
Single Family Listed
69
Avg DOM
239
Avg $ / SqFt
$594,023
Avg List Price
Community
- Address5415 N Ashland Avenue Chicago IL
- SubdivisionAndersonville
- CityChicago
- CountyCook
- Zip Code60640
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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 $2,095,000 and features 5 beds, 5 baths, and has approximately 3,800 square feet of living space, and was originally constructed in 1886. The current price per square foot is $551. The average price per square foot for Single Family listings in Chicago is $239. The average listing price for Single Family in Chicago is $594,023. To schedule a showing of MLS#mrd12624950 at 5415 N Ashland Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.

Copyright 2026. All rights reserved.
5415 N Ashland Avenue
Chicago, IL





