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    Old Town Chicago Real Estate Search

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    Old Town Real Estate Offers Historic Chicago Gems

    Enjoy the arts on Old Town real estate.Check out Old Town real estate to live in the heart of historic Chicago. It is the location of many of the city’s older, Victorian-style buildings, including St. Michael’s Church, one of only seven structures to survive the Great Chicago Fire. Today, anyone beginning an Old Town real estate search will find a great variety of housing options. There are many lovely older homes with brick facings and artistic stone work. You can also find historic row houses which have been updated into condo buildings, while great care was taken to preserve details like built-in cabinetry, stained glass windows, stone work, and detailed woodwork.

    Explore Old Town Chicago and Find a Thriving Arts Scene

    In addition to historic construction, house-hunters will find plenty of new construction in Old Town, some designed in keeping with established styles, while other buildings have struck a bolder, more modern look. There are many new condo buildings with sleek lines, open floor plans, and sunny balconies. They also have hardwood floors, stone countertops, top of the line appliances, and spa-like master suites.

    Old Town Chicago is a wonderfully walkable area and public transit options are plentiful. The arts thrive in the neighborhood, especially stand up comedy. Two noteworthy venues are Zanies Comedy Club and The Second City. The Old Town Art Fair is held annually in June and is sponsored by the Old Town Triangle Association. The art fair includes around 250 nationally known artists who exhibit their work, as well as food, live music, and children’s activities. The Old Town Art Center is another local fixture. It offers gallery space to artists, as well as classes and workshops to the public. You’ll also find a great restaurant scene, with lots of locally owned and beloved restaurants, cafes, bars, and pubs. As the area gentrifies, more national chains are moving in, too.

    Call the office today so we can show you Old Town!

    Search Old Town Chicago Real Estate

    Our website features the best Old Town Chicago real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

    You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

    Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

    Considering selling or refinancing your home? Get an INSTANT property valuation now!

    Contact us today to find out how we can be of assistance to you!

    Old Town Chicago Homes for Sale

    1550 N Clark Street Unit #701, Chicago image
    1550 N Clark Street Unit #701, Chicago $3,350,000

    Fifteen Fifty on the Park is Chicago's newest and most exciting luxury condominium building in the Gold Coast. Fifteen Fifty On The Park features 32 residences offering ...

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    • 4 Beds
    • 5 Baths
    • 11680536 MLS
    • ACTIVE Status
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    1550 N Clark Street Unit #401, Chicago image
    1550 N Clark Street Unit #401, Chicago $2,400,000 ▼

    ONLY A FEW UNITS REMAIN! Fifteen Fifty on the Park is Chicago's newest and most exciting luxury building in where Lincoln Park meets Gold Coast. Fifteen Fifty On The Park...

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    • 4 Beds
    • 5 Baths
    • 11680534 MLS
    • ACTIVE Status
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    1550 N Clark Street Unit #303, Chicago image
    1550 N Clark Street Unit #303, Chicago $1,700,000 ▼

    ONLY A FEW UNITS REMAIN! Fifteen Fifty on the Park is Chicago's newest and most exciting luxury building in where Lincoln Park meets Gold Coast. Fifteen Fifty On The Park...

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    • 3 Beds
    • 4 Baths
    • 11680532 MLS
    • ACTIVE Status
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    1524 N Mohawk Street Unit #1, Chicago image
    1524 N Mohawk Street Unit #1, Chicago $1,299,000

    Stunning new construction brick and limestone building situated on an oversized 26-foot-wide lot. Located on tree lined Mohawk Street and walking distance to everything ...

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    • 4 Beds
    • 4 Baths
    • 11743675 MLS
    • ACTIVE Status
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    1522 N Wieland Street, Chicago image
    1522 N Wieland Street, Chicago $1,200,000

    Incredible Value At NEW PRICE! Introducing W8 Old Town! Halcyon Development presents eight distinct new residences in luxury boutique building. 1522 Wieland is W8's duple...

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    • 3 Beds
    • 3 Baths
    • 11785143 MLS
    • ACTIVE Status
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    1540 N North Park Avenue Unit #4S, Chicago image
    1540 N North Park Avenue Unit #4S, Chicago $1,150,000

    Fantastic Old Town location for this like-new condo in a boutique elevator building! Located on a tree-lined street, nestled among single family homes, and steps from all...

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    • 3 Beds
    • 2 Baths
    • 11766258 MLS
    • ACTIVE Status
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    1526 N Wieland Street Unit #3N, Chicago image
    1526 N Wieland Street Unit #3N, Chicago $1,100,000

    Incredible Value At NEW PRICE! Extra-wide luxury elevator building on triple lot now delivering! Classic Chicago red-brick building with Brooklyn vibes. Highlights range...

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    • 3 Beds
    • 3 Baths
    • 11785147 MLS
    • ACTIVE Status
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    1526 N Wieland Street Unit #3S, Chicago image
    1526 N Wieland Street Unit #3S, Chicago $1,100,000

    Incredible Value At NEW PRICE! Introducing W8 Old Town! Halcyon Development presents eight distinct new residences in luxury boutique building. Extra-wide 3 bed/2.1 bath ...

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    • 3 Beds
    • 3 Baths
    • 11773673 MLS
    • ACTIVE Status
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    242 W Scott Street, Chicago image
    242 W Scott Street, Chicago $1,050,000

    A sophisticated townhouse on a quiet cul-de-sac in the heart of Old Town, located in sought after Old Town Square with a large courtyard in the middle of the complex whic...

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    • 2 Beds
    • 3 Baths
    • 11790167 MLS
    • ACTIVE Status
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    155 W Burton Place Unit #2, Chicago image
    155 W Burton Place Unit #2, Chicago $999,995 ▼

    This one-of-a-kind property is a work of art by Edgar Miller and Sol Kogen at Carl Street Studios. Nestled behind a secure iron gate in a picturesque courtyard in the hea...

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    • 4 Beds
    • 4 Baths
    • 11714788 MLS
    • ACTIVE Status
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    1526 N Wieland Street Unit #2S, Chicago image
    1526 N Wieland Street Unit #2S, Chicago $999,000

    Incredible Value At NEW PRICE! Introducing W8 Old Town! Halcyon Development presents eight distinct new residences in luxury boutique building. Extra wide 3 bed/2.1 bath ...

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    • 3 Beds
    • 3 Baths
    • 11785145 MLS
    • ACTIVE Status
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    337 W Scott Street, Chicago image
    337 W Scott Street, Chicago $849,000 ▼

    4-story brick townhouse, 3+ beds, 2+ baths, 2600 sq. ft., front yard patio, cul-de-sac w/ guest parking, interior courtyard & play area. Attached 2-car heated garage,...

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    • 4 Beds
    • 3 Baths
    • 11671949 MLS
    • ACTIVE Status
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    225 W Scott Street Unit #3E, Chicago image
    225 W Scott Street Unit #3E, Chicago — Old Town $825,000

    Penthouse unit with PRIVATE rooftop in the heart of OLD TOWN! This impeccable 3 bed, 2 full bath unit will not disappoint even the most discerning of buyers. If you're lo...

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    • 3 Beds
    • 2 Baths
    • 11785790 MLS
    • ACTIVE Status
    • Old Town Bldg.
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    1542 N Wieland Street Unit #3, Chicago image
    1542 N Wieland Street Unit #3, Chicago $800,000

    Penthouse located in Old Town! Duplex offering 3 bedrooms plus a family room, living room offers 23' ceilings, fireplace, hardwood floors, & open layout. Kitchen w/island...

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    • 3 Beds
    • 3 Baths
    • 11625520 MLS
    • ACTIVE Status
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    1524 N Mohawk Street Unit #2, Chicago image
    1524 N Mohawk Street Unit #2, Chicago $799,000

    Stunning new construction brick and limestone building situated on an oversized 26-foot-wide lot. Located on tree lined Mohawk Street and walking distance to everything ...

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    • 2 Beds
    • 2 Baths
    • 11743677 MLS
    • ACTIVE Status
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    1317 N Larrabee Street Unit #303, Chicago image
    1317 N Larrabee Street Unit #303, Chicago — River North $750,000

    Spacious sun drenched unit in The Stanton, a 14 unit boutique elevator building offers the best of modern design and urban living. Featuring floor to ceiling windows thro...

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    • 3 Beds
    • 2 Baths
    • 11764797 MLS
    • ACTIVE Status
    • River North Bldg.
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    1414 N Wells Street Unit #306, Chicago image
    1414 N Wells Street Unit #306, Chicago — Old Town $725,000

    Welcome home to this absolutely STUNNING designer condo in an elevator building on Wells Street in the heart of Old Town Chicago! This 2 bedroom, 2 bathroom, 1700 + sq. f...

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    • 2 Beds
    • 2 Baths
    • 11766251 MLS
    • ACTIVE Status
    • Old Town Bldg.
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    1530 N Cleveland Avenue Unit #1, Chicago image
    1530 N Cleveland Avenue Unit #1, Chicago $720,000

    Step inside this extra bright and charming 3-bedroom duplex home with fantastic outdoor space, in coveted Historic Old Town! Located on a beautiful tree-lined street, thi...

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    • 3 Beds
    • 3 Baths
    • 11769871 MLS
    • ACTIVE Status
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    1414 N Wells Street Unit #503, Chicago image
    1414 N Wells Street Unit #503, Chicago $700,000

    Welcome home to this spacious 2 bed/2 bath condo in a boutique elevator building located on Wells Street in the Old Town neighborhood! Freshly painted throughout, this ea...

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    • 2 Beds
    • 2 Baths
    • 11779097 MLS
    • ACTIVE Status
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    1510 N Hudson Avenue Unit #1, Chicago image
    1510 N Hudson Avenue Unit #1, Chicago $679,000 ▼

    Welcome to your new home in the the heart of Old Town! This newly renovated 3bed/3bath duplex down checks all the boxes. Stunning modern finishes throughout. Kitchen incl...

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    • 3 Beds
    • 3 Baths
    • 11757711 MLS
    • ACTIVE Status
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    225 W Scott Street Unit #1E, Chicago image
    225 W Scott Street Unit #1E, Chicago $675,000

    Welcome home to this gorgeous and unique duplex condo in the heart of Old Town, situated just off Wells St on a quiet and quaint, tree-lined street. Expansive condo feat...

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    • 2 Beds
    • 2 Baths
    • 11782340 MLS
    • ACTIVE Status
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    1414 N Wells Street Unit #208, Chicago image
    1414 N Wells Street Unit #208, Chicago $675,000 ▼

    Quintessential Chicago living in the heart of Old Town! Perfectly situated condo in sought after boutique elevator building on historic Wells Street. Amazing unit with ...

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    • 2 Beds
    • 2 Baths
    • 11717779 MLS
    • ACTIVE Status
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    1447 N Cleveland Avenue Unit #F, Chicago image
    1447 N Cleveland Avenue Unit #F, Chicago — Cleveland Court $634,000

    Welcome to this charming Old Town townhouse, boasting 3 bedrooms and 3 bathrooms. Step inside and be captivated by the open layout kitchen featuring ample cabinet space a...

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    • 3 Beds
    • 3 Baths
    • 11790639 MLS
    • NEW Status
    • Cleveland Court Bldg.
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    1560 N Sandburg Terrace Unit #1512J, Chicago image
    1560 N Sandburg Terrace Unit #1512J, Chicago $625,000

    A truly unique opportunity in James House. This lovely 3 bed/3 bath NE corner unit enjoys breathtaking views of Lake Michigan, Lincoln Park, the city and the Historic Gol...

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    • 3 Beds
    • 3 Baths
    • 11792810 MLS
    • NEW Status
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    1407 N Wells Street Unit #2, Chicago image
    1407 N Wells Street Unit #2, Chicago $624,900 ▼

    One year of free rental GARAGE parking included down the block. You cannot be in a better spot in Chicago looking over Wells Street on your own, private, one of a kind 35...

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    • 2 Beds
    • 2 Baths
    • 11714711 MLS
    • ACTIVE Status
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    1555 N Sandburg Terrace Unit #602, Chicago image
    1555 N Sandburg Terrace Unit #602, Chicago — Kilmer House $595,000 ▼

    Beautifully rehabbed southeast corner penthouse unit in the boutique Kilmer House where Old Town meets the Gold Coast. Spacious and light-filled 3 bedroom, 2 bath condo o...

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    • 3 Beds
    • 2 Baths
    • 11720858 MLS
    • ACTIVE Status
    • Kilmer House Bldg.
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    343 W Old Town Court Unit #601, Chicago image
    343 W Old Town Court Unit #601, Chicago $575,000 ▼

    Large and sundrenched, split 2 bed, 2 bath PLUS DEN is located in a boutique elevator building in the Heart of Old Town. This unit features floor to ceiling, south-facing...

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    • 2 Beds
    • 2 Baths
    • 11774652 MLS
    • ACTIVE Status
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    1518 N Hudson Avenue Unit #2, Chicago image
    1518 N Hudson Avenue Unit #2, Chicago $559,900

    Live in the heart of Old Town in this 2bed/2bath condo that looks like it was ripped right out of a magazine. This luxurious condo has the chic design that you have been ...

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    • 2 Beds
    • 2 Baths
    • 11770481 MLS
    • ACTIVE Status
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    343 W Old Town Court Unit #702, Chicago image
    343 W Old Town Court Unit #702, Chicago $395,000

    Fabulous top floor unit in the heart of the Old Town. Included is a DESIGNATED PARKING SPOT IN HEATED GARAGE ATTACHED TO BUILDING. Take the elevator from the heated garag...

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    • 1 Beds
    • 1 Baths
    • 11784406 MLS
    • ACTIVE Status
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    1444 N Orleans Street Unit #5J, Chicago image
    1444 N Orleans Street Unit #5J, Chicago $389,900

    Spacious 2 bed, 2 bath condo located in the heart of Old Town in boutique elevator building with attached and heated garage parking! Lovely open concepts cook's kitchen f...

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    • 2 Beds
    • 2 Baths
    • 11633911 MLS
    • ACTIVE Status
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    1342 N North Park Avenue Unit #3, Chicago image
    1342 N North Park Avenue Unit #3, Chicago $385,000 ▼

    Beautiful 2 bedroom condo in the heart of Old Town! Sunny 3rd floor unit features 2 enormous bedrooms (perfect for guests, office and Peloton spaces), a large living room...

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    • 2 Beds
    • 1 Baths
    • 11775468 MLS
    • ACTIVE Status
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    1560 N Sandburg Terrace Unit #501J, Chicago image
    1560 N Sandburg Terrace Unit #501J, Chicago $375,000 ▼

    Great opportunity for investor or partial rehab! Ideally located where the Old Town and Gold Coast neighborhoods intersect, the highly coveted James House means you're cl...

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    • 2 Beds
    • 2 Baths
    • 11786533 MLS
    • PRICE CHANGE Status
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    1555 N Sandburg Terrace Unit #607K, Chicago image
    1555 N Sandburg Terrace Unit #607K, Chicago — Kilmer House $375,000 ▼

    Highly sought-after top floor remodeled 2 bedroom 2 baths overlooking Sandburg Village pool and sunny west city views! Centrally located near the Gold Coast, Lincoln Par...

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    • 2 Beds
    • 2 Baths
    • 11785975 MLS
    • PRICE CHANGE Status
    • Kilmer House Bldg.
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    1455 N Sandburg Terrace Unit #2204B, Chicago image
    1455 N Sandburg Terrace Unit #2204B, Chicago — Bryant House $374,900

    Presenting this stunning brand new two bedroom unit on 22nd floor in Bryant House - Be the first to live in this gut renovated two bedroom, one bathroom unit, ideally loc...

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    • 2 Beds
    • 1 Baths
    • 11787145 MLS
    • ACTIVE Status
    • Bryant House Bldg.
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    Chicago image
    Chicago $335,000

    Absolutely Lovely Split 2Bed 2Bath Corner Unit offering Sparkling City Views, Incredible Sunsets and Tons of Natural Light. A Huge Balcony just off the LR for Grilling an...

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    • 2 Beds
    • 2 Baths
    • 11737860 MLS
    • ACTIVE Status
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    1460 N Sandburg Terrace Unit #1808, Chicago image
    1460 N Sandburg Terrace Unit #1808, Chicago $299,500 ▼

    Enjoy tranquil views over Old Town, the Gold Coast and Lincoln park from this high floor in the heart of Sandburg Village. With lake and city exposures, this unit has bee...

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    • 1 Beds
    • 1 Baths
    • 11751404 MLS
    • ACTIVE Status
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    1355 N Sandburg Terrace Unit #1406D, Chicago image
    1355 N Sandburg Terrace Unit #1406D, Chicago — Sandburg $279,000

    DESIGNER GOLD COAST/OLD TOWN REHAB 2 BEDROOM WITH AMAZING VIEWS. HARD WOOD FLOORS, OPEN KITCHEN WITH GRANITE COUNTER TOPS, BREAKFAST BAR, WINE COOLER, DISHWASHER, MICROW...

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    • 2 Beds
    • 1 Baths
    • 11788430 MLS
    • ACTIVE Status
    • Sandburg Bldg.
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    1212 N Lasalle Street Unit #2310, Chicago image
    1212 N Lasalle Street Unit #2310, Chicago $249,900 ▼

    Amazing unobstructed north and west views from this high floor gold coast condo. The condo features a remodeled kitchen with stainless steel appliances, a remodeled bathr...

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    • 1 Beds
    • 1 Baths
    • 11777844 MLS
    • ACTIVE Status
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    1212 N La Salle Drive Unit #509, Chicago image
    1212 N La Salle Drive Unit #509, Chicago — Lasalle Private Residences $246,900

    Gold Coast/Old Town condo in sought-after building! Enjoy views from your own private balcony on the 5th floor! Association includes gym membership, 24-hour doorman, larg...

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    • 1 Beds
    • 1 Baths
    • 11783858 MLS
    • NEW Status
    • Lasalle Private Residences Bldg.
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    1360 N Sandburg Terrace Unit #2503, Chicago image
    1360 N Sandburg Terrace Unit #2503, Chicago — Sandburg Village $239,900

    Light and airy all opened up one bedroom unit. Kitchen is stainless and granite Bath also nicely updated. Over sized windows allowing for views of the Chicago skyline....

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    • 1 Beds
    • 1 Baths
    • 11787711 MLS
    • ACTIVE Status
    • Sandburg Village Bldg.
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    1212 N Lasalle Street Unit #2306, Chicago image
    1212 N Lasalle Street Unit #2306, Chicago — Lasalle Private Residences $210,000

    Investors only! This stunning convertible one bedroom in Gold Coast/Old Town is sure to impress. With floor to ceiling windows and a private balcony, you'll be able to en...

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    • 1 Beds
    • 1 Baths
    • 11751797 MLS
    • ACTIVE Status
    • Lasalle Private Residences Bldg.
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    1560 N Sandburg Terrace Unit #1607J, Chicago image
    1560 N Sandburg Terrace Unit #1607J, Chicago — Sandburg Village $179,900 ▼

    Fabulous convertible studio designed as a junior one bed. Perfect height to see nice city views from picture size windows. Leased thru 5/31/2023 24/48 hrs to show Ren...

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    • 1 Baths
    • 11754922 MLS
    • PRICE CHANGE Status
    • Sandburg Village Bldg.
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    Chicago image
    Chicago $172,000 ▼

    Gorgeous Sandburg Village Jr. 1 bed / 1 bath with amazing north facing lake views! New wood floors throughout, updated bath & additional storage. Full amenity building ...

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    • 1 Beds
    • 1 Baths
    • 11764498 MLS
    • ACTIVE Status
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    The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    Copyright 2023 MRED LLC. All rights reserved.

    Based on information submitted to the MRED as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MRED. MRED 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.

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