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Pending
$2,750,000

1955 N Halsted St #Penthouse, Chicago, IL 60614

5beds
3,855sqft
: 
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Duplex, Single Family Residence
Built in 2018
-- sqft lot
$2,833,100 Zestimate®
$713/sqft
$300/mo HOA

What's special

Soaring ceilingsFive generously sized bedroomsIn-ceiling speaker wiringAttached garageDedicated dog runWaterfall island with seatingOversized windows
Set atop a boutique three-unit building in Lincoln Park, this extra-wide penthouse duplex offers the scale and presence of a single-family home with the ease of condominium living. A private elevator opens directly into the residence, while an attached garage makes daily life effortless. Soaring ceilings, oversized windows, and wide-plank hardwood floors create a home defined by volume, natural light, and exceptional finishes. Above it all, a private rooftop terrace occupying its own full level captures sweeping 360-degree views of the Chicago skyline. Thoughtfully designed for both everyday living and entertaining, the home features two distinct living areas across two levels, each anchored by its own fireplace. The upper-level lounge is paired with a custom bar and dedicated beverage center, while detailed millwork, paneled wainscoting, designer lighting, and bespoke built-ins add architectural depth throughout. The chef's kitchen balances beauty and function with custom cabinetry, a waterfall island with seating, under-cabinet lighting, a prep sink, pot filler, and a full suite of Wolf and Sub-Zero appliances, including three separate ovens. Two Miele dishwashers and a built-in wine refrigerator support both daily living and larger-scale entertaining. A butler's pantry with additional storage and a walk-in pantry with custom shelving provide exceptional organization. Five generously sized bedrooms offer flexibility for family, guests, and work-from-home living. The private primary suite includes two custom walk-in closets with interior lighting and a spa bath with soaking tub, dual vanities, heated floors, and a double shower with two rain heads, two shower heads, and a body spray. A steam shower enhances the guest bath, while the fifth bedroom serves equally well as a guest suite or private office. A built-in workstation on the main level adds further versatility. The approximately 1,800-square-foot rooftop terrace is designed as a true extension of the home, complete with a built-in pergola, gas fire pit, outdoor television area, and dedicated dog run. Four additional outdoor spaces extend from the main residence, including a first-floor deck with a gas line for grilling. A dedicated mudroom creates a practical drop zone to keep everyday clutter tucked away, while a full laundry room adds convenience. Additional features include zoned HVAC with Nest thermostats, DoorBird video intercom, a whole-home central vacuum system, in-ceiling speaker wiring, and automated blinds in select rooms. Steps from Armitage's shops and restaurants and just a mile from the lakefront, this penthouse offers a rare combination of scale, finish, privacy, outdoor space, and location in one of Chicago's most sought-after neighborhoods.
74 days
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52
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1
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Zillow last checked:

Listing updated:

Listed by:

John Federici 773-615-9896,

Compass,

William Fisher,

Compass

Source: MRED as distributed by MLS GRID,MLS#: 12527836MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Rooms
    • Room types: Bedroom 5, Deck, Pantry, Storage, Terrace, Walk In Closet
    Primary bedroom
    • Features: Flooring (Hardwood), Bathroom (Full)
    • Level: Second
    • Area: 288 Square Feet
    • Dimensions: 18X16
    Bedroom 2
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 156 Square Feet
    • Dimensions: 12X13
    Bedroom 3
    • Features: Flooring (Hardwood)
    • Level: Second
    • Area: 154 Square Feet
    • Dimensions: 14X11
    Bedroom 4
    • Features: Flooring (Hardwood)
    • Level: Second
    • Area: 144 Square Feet
    • Dimensions: 12X12
    Bedroom 5
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 140 Square Feet
    • Dimensions: 14X10
    Deck
    • Features: Flooring (Simulated Wood)
    • Level: Main
    • Area: 90 Square Feet
    • Dimensions: 15X6
    Dining room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Dimensions: COMBO
    Family room
    • Features: Flooring (Hardwood)
    • Level: Second
    • Area: 238 Square Feet
    • Dimensions: 17X14
    Kitchen
    • Features: Kitchen (Pantry-Butler, Pantry-Closet, Pantry-Walk-in), Flooring (Hardwood)
    • Level: Main
    • Area: 165 Square Feet
    • Dimensions: 15X11
    Laundry
    • Features: Flooring (Porcelain Tile)
    • Level: Second
    • Area: 36 Square Feet
    • Dimensions: 6X6
    Living room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 667 Square Feet
    • Dimensions: 23X29
    Pantry
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 30 Square Feet
    • Dimensions: 6X5
    Storage
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 30 Square Feet
    • Dimensions: 6X5
    Other
    • Level: Main
    • Area: 120 Square Feet
    • Dimensions: 24X5
    Other
    • Level: Second
    • Area: 120 Square Feet
    • Dimensions: 24X5
    Walk in closet
    • Features: Flooring (Hardwood)
    • Level: Second
    • Area: 98 Square Feet
    • Dimensions: 14X7
    Heating
    • Natural Gas, Forced Air, Radiant Floor
    Cooling
    • Central Air, Zoned
    Appliances
    • Included: Double Oven, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Washer, Dryer, Gas Oven, Range Hood, Humidifier
    • Laundry: Upper Level, In Unit
    Features
    • Wet Bar, Elevator, 1st Floor Full Bath, Storage, Built-in Features, Walk-In Closet(s), Bookcases, Open Floorplan, Special Millwork, Quartz Counters
    • Flooring: Hardwood
    • Doors: French Doors, Lever Style Door Handles, Panel Door(s), Pocket Door(s)
    • Windows: Drapes, Blinds, Double Pane Windows, Window Treatments
    • Basement: None
    • Number of fireplaces: 2
    • Fireplace features: Gas Log, Gas Starter, Family Room, Living Room
    Interior area
    • Total structure area: 3,855
    • Total interior livable area: 3,855 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 1
    • Parking features: Off Alley, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
    • Attached garage spaces: 1
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: No Disability Access
    Features
    • Patio & porch: Roof Deck, Deck
    • Exterior features: Balcony
    • Fencing: Fenced
    Lot
    • Features: Landscaped
    Details
    • Additional structures: Pergola
    • Parcel number: 14333001361003
    • Special conditions: None
    • Other equipment: Central Vacuum

    Construction

    Type & style
    • Home type: Condo
    • Property subtype: Duplex, Single Family Residence
    Materials
    • Brick, Block, Limestone
    • Foundation: Concrete Perimeter
    Condition
    • New construction: No
    • Year built: 2018

    Utilities & green energy

    • Electric: 200+ Amp Service
    • Sewer: Public Sewer
    • Water: Lake Michigan, Public

    Community & HOA

    Community
    • Security: Security System, Carbon Monoxide Detector(s)
    HOA
    • Has HOA: Yes
    • Amenities included: Security Door Lock(s)
    • Services included: Water, Parking, Insurance, Exterior Maintenance, Scavenger, Snow Removal
    • HOA fee: $300 monthly
    Location
    • Region: Chicago

    Financial & listing details

    • Price per square foot: $713/sqft
    • Annual tax amount: $32,929
    • Date on market: 4/30/2026
    • Ownership: Condo

      Estimated market value

      $2,833,100

      $2.69M - $2.97M

      $5,738/mo

      Price history

      DateEventPrice
      5/28/2026Pending sale$2,750,000$713/sqft
      Source: MRED as distributed by MLS GRID #12527836 Report a problem
      5/20/2026Listing removed$2,750,000$713/sqft
      Source: MRED as distributed by MLS GRID #12527836 Report a problem
      5/5/2026Contingent$2,750,000$713/sqft
      Source: MRED as distributed by MLS GRID #12527836 Report a problem
      4/30/2026Listed for sale$2,750,000+23.6%$713/sqft
      Source: MRED as distributed by MLS GRID #12527836 Report a problem
      4/20/2018Sold$2,225,000$577/sqft
      Source: MRED as distributed by MLS GRID #09693436 Report a problem

      Public tax history

      Tax history is unavailable.

      Monthly payment

      Est. payment

      Payment breakdown

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      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.
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      Climate risks

      Neighborhood: Old Town

      Getting around

      96 / 100
      Walker's Paradise
      83 / 100
      Excellent Transit
      90 / 100
      Biker's Paradise

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Oscar Mayer Elementary School
      • High: Lincoln Park High School
      • District: 299

      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.

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