3414 N Hamilton Avenue, Chicago IL 60618
$1,749,900

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Property Description

A rare opportunity to own an essentially new-construction single-family home within the timeless framework of a classic Chicago masonry residence, perfectly positioned on one of Roscoe Village's most desirable blocks in the Audubon School District. This move-in-ready luxury gut renovation offers five bedrooms, multiple outdoor spaces, a three-car heated garage, and the rare combination of classic architectural character with the comfort, efficiency, and polish today's buyers expect from new construction. The design language throughout the home is elevated yet welcoming, balancing clean modern lines with warm natural textures and carefully selected architectural details. Rich wood cabinetry, refined lighting, crisp white millwork, and beautifully layered finishes create a sense of cohesion from room to room. Even the smaller spaces have been treated with intention, including the jewel-box powder room, where designer wallpaper, paneled wainscoting, a floating wood vanity, brass fixtures, and curated accents bring personality, charm, and sophistication. Every element has been chosen to feel fresh, functional, and enduring - a home that is not only visually striking, but thoughtfully designed for the way people truly live. At the heart of the home, a stunning chef's kitchen makes an immediate impression with custom Allure cabinetry, premium Thermador appliances, dramatic quartz surfaces, and an oversized waterfall island with microwave drawer. Designed to be as functional as it is beautiful, the kitchen offers generous prep space, abundant storage, elegant brass hardware, and seamless connection to the open-concept living and dining areas. The second level features three spacious bedrooms, including a beautifully appointed en-suite bedroom ideal as a secondary primary suite, guest suite, or flexible bedroom suite, along with a convenient second-floor laundry room. Occupying the entire third level, the private primary retreat features multiple professionally organized closets, a secluded rooftop terrace, and a spa-inspired bath with radiant heated floors, dual vanities, illuminated mirrors, and a luxurious wet room. The finished lower level adds exceptional versatility with a spacious family room, fifth bedroom, full bath, second laundry area, and private sauna for an elevated at-home wellness experience. Additional highlights include a complete gut renovation, new electric, plumbing, roof, windows, insulation, dual-zoned HVAC, radiant heated bathroom floors, professionally organized closets throughout all five bedrooms, two laundry areas, designer finishes, and exceptional storage. Outdoor living is equally impressive with multiple decks, landscaped front and rear yards, custom paver patios and walkways, a cedar-and-iron fenced yard, and an expansive rooftop deck with pergola above the three-car masonry heated-garage. Moments from neighborhood restaurants, boutiques, parks, grocery stores, and highly regarded schools including Audubon Elementary, Lane Tech, and DePaul College Prep, this turnkey residence delivers space, style, location, and peace of mind in one extraordinary Roscoe Village home.

Features & Information

Key Details

  • List Price $1,749,900
  • Property Taxes $14,477
  • Square Feet 2552
  • Year Built 1895
  • Status Contingent
  • Market Time 12

Rooms

  • Total Rooms 10
  • Number of Bedrooms 4
  • Number of Bathrooms 4.1
  • Primary Bedroom

  • Room Size 14X15
  • Floor Level Third
  • Flooring Hardwood
  • Primary Bathroom Full,Double Sink,Tub & Separate Shwr
  • Bedroom 2

  • Room Size 18X12
  • Floor Level Second
  • Flooring Hardwood
  • Bedroom 3

  • Room Size 13X10
  • Floor Level Second
  • Flooring Hardwood
  • Bedroom 4

  • Room Size 13X11
  • Floor Level Second
  • Flooring Hardwood
  • Bedroom 5

  • Room Size 14X18
  • Floor Level Basement
  • Flooring Carpet
  • Living Room

  • Room Size 18X14
  • Floor Level Main
  • Flooring Hardwood
  • Family Room

  • Room Size 10X14
  • Floor Level Main
  • Flooring Hardwood
  • Dining Room

  • Room Size 9X16
  • Floor Level Main
  • Flooring Hardwood
  • Kitchen

  • Room Size 10X17
  • Floor Level Main
  • Flooring Hardwood

Additional Rooms

  • Deck

  • Room Size 30X19
  • Floor Level Second
  • Flooring Other
  • Terrace

  • Room Size 10X18
  • Floor Level Third
  • Flooring Other
  • Recreation Room

  • Room Size 14X11
  • Floor Level Basement
  • Flooring Carpet
  • Storage

  • Room Size 8X12
  • Floor Level Basement
  • Flooring Ceramic Tile
  • Bar/Entertainment

  • Room Size 10X3
  • Floor Level Basement
  • Flooring Ceramic Tile
  • Other Room

  • Room Size 8X12
  • Floor Level Main
  • Flooring Other
  • Second Laundry

  • Room Size 7X8
  • Floor Level Basement
  • Flooring Ceramic Tile
  • Laundry

  • Room Size 3X5
  • Floor Level Second
  • Flooring Ceramic Tile

Interior Features

  • Appliances

  • Appliances Included Microwave, Dishwasher, Refrigerator, High End Refrigerator, Washer, Dryer
  • Heating & Cooling

  • Heating Type Natural Gas, Forced Air, Sep Heating Systems - 2+, Zoned, Radiant Floor
  • Air Conditioning Central Air, Dual
  • Fireplace

  • # of Fireplaces 1
  • Type of Fireplace Living Room, None

Exterior Features

  • Building Information

  • Age of Building 100+ Years
  • Exposure South,East,West
  • Recent Rehab Yes
  • Rehab Year 2026
  • Parking

  • # of Cars 3

Location

  • County Cook
  • Township Lake View
  • Corporate Limits Chicago
  • Directions to Property Roscoe To Hamilton, North On N Hamilton To Home
  • Schools

  • Elementary School District 299
  • Junior High District 299
  • High School District: 299
  • School Name Lake View High School
  • Property Taxes

  • Tax 14476.65
  • Tax Year 2025
  • Tax Exemptions None
  • Parcel Identification Number 14193120360000
  • Lot Information

  • Lot Size Standard Chicago Lot

Listed by Deborah Hess for Compass | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 8/9/2026 6:02 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Explore Roscoe Village

Nestled on between North Center and Lakeview, Roscoe Village is a quaint north side neighborhood full of charm. Known to locals as a “village within the city,” Roscoe Village boasts a collection of laidback taverns, cozy cafes, plentiful dining options, and funky boutiques. Originally settled in the 19th century, Roscoe Village was once home to the world’s largest amusement park—Riverview Park—which opened its gates in 1903. The area has long held to its vintage appeal, with a variety of classic frame and brick homes peppered throughout the neighborhood. A lively community, Roscoe Village boasts a variety of large and small scale area events, adding to the bubbly personality of this popular neighborhood.

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