21,806

Old Town Homes

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  • /56

    $3,990,000 Pending

    • 5 Beds
    • 4.5 Baths

    1841 N Orleans St, Chicago, IL 60614

    Exceptional Hartshorne Plunkard-designed contemporary renovation of a historic Old Town single-family home, thoughtfully crafted with sustainability in mind. Situated on an oversized lot in the prestigious Old Town Triangle, this remarkable residence is the only one of its kind to feature a beautifully landscaped side yard and a three-car garage with a green roof. Designed to maximize natural

    Philip Skowron Compass

    1841 N Orleans St, Chicago, IL 60614
  • /69

    $2,638 - $4,865 per month

    The Sinclair

    Studio - 4 Beds

    1201 N La Salle Dr, Chicago, IL 60610

    Brand new apartments, now leasing! The Sinclair is living life in Chicago?s most admired neighborhood: Gold Coast. You?ll not only have the best of city living every day, but also the experience of living life with the inspired features and amenities that make you feel at home. Make everyday a luxurious one ? from the artfully designed kitchens to the sun terrace featuring high-end cabanas. A

    1201 N La Salle Dr, Chicago, IL 60610
  • /2

    $900,000 Sold Dec 15, 2025

    1414 N Wells St Unit 407, Chicago, IL 60610

    • 2 Beds
    • 2 Baths
    • 1,401 Sq Ft
    • Built 1995

    Last Sold Summary

    • $642/SF
    • 0 Days On Market

    Current Estimated Value $798,655

    Last Listing Agent Ryan Preuett Jameson Sotheby's Intl Realty

    1414 N Wells St Unit 407, Chicago, IL 60610
    • /39

      Est $2,053,091 Not Listed For Sale

      1712 N Burling St, Chicago, IL 60614

      • 3 Beds
      • 3.5 Baths
      • 4,000 Sq Ft
      • Built 1985
      1712 N Burling St, Chicago, IL 60614

      Last Sold Summary

      • 11% Above List Price
      • $464/SF
      • 1 Day On Market

      Last Sold Price $1,855,000

      Last Listing Agent Emily Sachs Wong @ Properties

  • /27

    $799,000 Pending

    • 3 Beds
    • 2 Baths

    1845 N Halsted St Unit B, Chicago, IL 60614

    Tucked discreetly off Halsted, this beautifully private 3-level coach house offers a rare blend of charm and sophistication in the heart of prime Lincoln Park. Sun-drenched formal living and dining spaces flow effortlessly from a newly renovated white kitchen featuring stone countertops, stainless appliances, a farmhouse sink, and a generous eat-in area-perfect for both everyday living and

    Jennifer Mills Jameson Sotheby's Intl Realty

    1845 N Halsted St Unit B, Chicago, IL 60614
  • /18

    $4,595 per month

    • 2 Beds
    • 2 Baths
    • 984 Sq Ft
    • Apartment for Rent

    159 W North Ave Unit 402, Chicago, IL 60610

    Discover this newly developed gem, Old Town Luxury Suites, located in the historic district of Old Town and just steps away from popular restaurants, cafes, fitness centers, shopping and so much more. All units boast the finest quality of materials including private walk-out terraces and balconies. Featuring opulent custom kitchen millwork & quartz counter tops. Stainless Steel and black

    Anastasia Kokalias Oikos Realty LLC

    159 W North Ave Unit 402, Chicago, IL 60610
  • /32

    $235,000 Sold Aug 19, 2025

    1360 N Sandburg Terrace Unit 2605C, Chicago, IL 60610

    • 1 Bed
    • 1 Bath

    Last Sold Summary

    • 11 Days On Market

    Current Estimated Value $237,003

    Last Listing Agent Chris Gabriel The Khan Group LLC

    1360 N Sandburg Terrace Unit 2605C, Chicago, IL 60610
    • /19

      Est $364,452 Not Listed For Sale

      1460 N Sandburg Terrace Unit 1701A, Chicago, IL 60610

      • 2 Beds
      • 2 Baths
      • 1,130 Sq Ft
      • Built 1962
      1460 N Sandburg Terrace Unit 1701A, Chicago, IL 60610

      Last Sold Summary

      • 6% Above List Price
      • $305/SF
      • 64 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Emily Sachs Wong @ Properties

  • /22

    $415,000 Pending

    • 1 Bed
    • 1.5 Baths
    • 1,041 Sq Ft

    1212 N Wells St Unit 303, Chicago, IL 60610

    Great Old Town condo featuring a cook's kitchen with refreshed cabinetry, new flooring throughout, track lighting, fireplace, private balcony, and in-unit laundry. The spacious primary suite offers an en-suite bath, while a separate den provides the perfect work-from-home or flex space. Floor-to-ceiling windows deliver panoramic east-facing views. Boutique building amenities include an exercise

    Steven Powers Century 21 S.G.R., Inc.

    1212 N Wells St Unit 303, Chicago, IL 60610
  • /49

    $1,471 per month

    Acclaim on North Avenue

    Studio - 3 Beds

    551 W North Ave, Chicago, IL 60610

    Affinity on North Avenue features spacious apartments that offer comfortable environments for every need. Ideally located at 551 W. North Avenue, this building has everything you're looking for all in a building that is just the right size - not so big that you're lost in the crowd. We have a great setting, elevator, parking, fitness center, business center and more. Our attentive staff will

    551 W North Ave, Chicago, IL 60610
  • /25

    $800,000 Sold Sep 16, 2025

    1740 N Clark St Unit 1738, Chicago, IL 60614

    • 3 Beds
    • 3.5 Baths
    • Built 1988

    Last Sold Summary

    • 17 Days On Market

    Current Estimated Value $872,124

    Last Listing Agent Deborah Ballis Compass

    1740 N Clark St Unit 1738, Chicago, IL 60614
    • /16

      Est $431,760 Not Listed For Sale

      247 W Scott St Unit 202, Chicago, IL 60610

      • 2 Beds
      • 2 Baths
      • 1,150 Sq Ft
      • Built 2002
      247 W Scott St Unit 202, Chicago, IL 60610

      Last Sold Summary

      • 9% Below List Price
      • $413/SF
      • 6 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Alan Cosby Westward360 RM

  • /32

    $2,599,000

    • 4 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    1851 N Halsted St Unit 2, Chicago, IL 60614

    Step directly from your private elevator into nearly 4,000 square feet of refined, single-level luxury, where craftsmanship and comfort come together in perfect harmony. Every detail of this exceptional four-bedroom, four-and-a-half-bath residence has been thoughtfully designed to balance timeless elegance with modern conveniences. The expansive chef's kitchen anchors the home-a true centerpiece

    Justin Lucas @properties Christie's International Real Estate

    1851 N Halsted St Unit 2, Chicago, IL 60614
  • /32

    $5,700 per month

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Condo for Rent

    1347 N Sedgwick St Unit 4, Chicago, IL 60610

    1347 N Sedgwick Street - Stunning Updated Home in the Heart of Old Town Experience modern city living in this beautifully updated 3-bedroom + loft, 2.5-bath home offering approximately 2,500 square feet of refined space. Every detail has been thoughtfully upgraded, blending contemporary design with timeless comfort. Step into a bright and open layout featuring high ceilings, expansive windows,

    Scott Birkeland SB Real Estate Group, PLLC

    1347 N Sedgwick St Unit 4, Chicago, IL 60610
  • /40

    $582,500 Sold Jul 31, 2025

    1850 N Clark St Unit 1409, Chicago, IL 60614

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Below List Price
    • $388/SF
    • 39 Days On Market

    Current Estimated Value $607,670

    Last Listing Agent Rafay Qamar Real Broker LLC

    1850 N Clark St Unit 1409, Chicago, IL 60614
    • /20

      Est $333,998 Not Listed For Sale

      1850 N Clark St Unit 1508, Chicago, IL 60614

      • 1 Bed
      • 1 Bath
      • 800 Sq Ft
      • Built 1974
      1850 N Clark St Unit 1508, Chicago, IL 60614

      Last Sold Summary

      • 6% Above List Price
      • $394/SF

      Last Sold Price $315,000

      Last Listing Agent Danny Lewis Baird & Warner

  • /26

    $224,999

    • 1 Bed
    • 1 Bath

    1540 N La Salle Dr Unit 1103, Chicago, IL 60610

    Welcome home to this beautifully maintained 1-bedroom plus den residence in the heart of Old Town, where space, light, and location come together effortlessly. This move-in-ready condo features an expansive open-concept layout with a generously sized living area, ample room for a full dining setup, and a dedicated den that's perfect for a home office, reading nook, or guest space.

    Matt Laricy Americorp, Ltd

    1540 N La Salle Dr Unit 1103, Chicago, IL 60610
  • /50

    $2,228 - $6,297 per month

    Eugenie Terrace on the Park

    Studio - 3 Beds

    1730 N Clark St, Chicago, IL 60614

    In a city of icons, we're proud to stand as one. Rising 44 stories on Chicago's dazzling lakefront, Eugenie Terrace is renowned as the landmark address in Lincoln Park. Offering a stunning selection of studio, one, two, and three-bedroom apartments in Chicago, IL, our resort-class residences provide an ideal home for professionals, students, and families alike. Contact our friendly team today.

    1730 N Clark St, Chicago, IL 60614
  • /19

    $263,300 Sold Apr 04, 2025

    1460 N Sandburg Terrace Unit 504A, Chicago, IL 60610

    • 1 Bed
    • 1 Bath
    • Built 1965

    Last Sold Summary

    • 4% Below List Price
    • 14 Days On Market

    Current Estimated Value $257,300

    Last Listing Agent Nadiia Glavin Keller Williams ONEChicago

    1460 N Sandburg Terrace Unit 504A, Chicago, IL 60610
    • /14

      Est $532,511 Not Listed For Sale

      2151 N Seminary Ave Unit C, Chicago, IL 60614

      • 2 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1896
      2151 N Seminary Ave Unit C, Chicago, IL 60614

      Last Sold Summary

      • 7% Above List Price
      • $500/SF
      • 4 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Melanie Everett Compass

  • /17

    $475,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths

    1309 N Wells St Unit 1202, Chicago, IL 60610

    Welcome to this beautifully updated high-floor condo in the heart of Old Town. Floor-to-ceiling windows bring in incredible natural light and showcase sweeping south & west views of the Chicago skyline. The open layout feels bright and comfortable, with a refreshed kitchen that flows easily into a spacious living area - great for both everyday living and entertaining. Enjoy peace of mind with a

    Katie Keating Compass

    1309 N Wells St Unit 1202, Chicago, IL 60610
  • /8

    $3,995 per month

    • 2 Beds
    • 2 Baths
    • 1,253 Sq Ft
    • Apartment for Rent

    211 W Scott St Unit 408, Chicago, IL 60610

    Experience elevated city living at The Scott Residences-a premier location in the heart of Old Town Chicago where luxury meets convenience. Residence 408 is a spacious 2-bedroom, 2-bath home offering 1,253 sq. ft. of thoughtfully designed living space. Modern finishes and an expansive layout create(in unit W/D) the perfect balance of style, comfort, and functionality-ideal for anyone seeking

    Sandy Sherwood @properties Christie's International Real Estate

    211 W Scott St Unit 408, Chicago, IL 60610
  • /17

    $305,000 Sold Jun 09, 2025

    1660 N Lasalle Dr Unit 3009, Chicago, IL 60614

    • 1 Bed
    • 1 Bath
    • 880 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $347/SF
    • 22 Days On Market

    Current Estimated Value $318,553

    Last Listing Agent Leila Keene Baird & Warner

    1660 N Lasalle Dr Unit 3009, Chicago, IL 60614
    • /12

      Est $222,485 Not Listed For Sale

      1760 N Wells St Unit 1A, Chicago, IL 60614

      • Studio
      • 1 Bath
      • 500 Sq Ft
      • Built 1939
      1760 N Wells St Unit 1A, Chicago, IL 60614

      Last Sold Summary

      • 3% Above List Price
      • $430/SF
      • 5 Days On Market

      Last Sold Price $215,000

      Last Listing Agent John Park @ Properties

  • /29

    $476,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1560 N Sandburg Terrace Unit 1201J, Chicago, IL 60610

    Experience the pinnacle of city living in this magnificent corner 2 bedroom, 2 bathroom condo, perfectly positioned to capture vast south skyline views and serene west sunsets. Enjoy the seamless flow of gorgeous real hardwood floors throughout the entire unit, complemented by abundant natural light. A separate, dedicated dining area provides an ideal setting for entertaining guests. The

    Debra Flynn Baird & Warner

    1560 N Sandburg Terrace Unit 1201J, Chicago, IL 60610
  • /9

    $2,600 per month

    Apartment for Rent

    1 Bed

    1553 N Wells St, Chicago, IL 60610

    Located in the heart of Old Town, this apartment offers the perfect mix of modern living and historic charm. Enjoy easy access to Wells Street’s top restaurants, bars, and boutiques, along with Old Town’s famous comedy scene, including The Second City. The neighborhood is walkable, close to Lake Michigan, North Avenue Beach, Lincoln Park Zoo, and public transportation (5-minute walk to Sedgwick

    1553 N Wells St, Chicago, IL 60610
  • /16

    $750,000 Sold Oct 10, 2025

    2033 N Bissell St Unit 3, Chicago, IL 60614

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Above List Price
    • $556/SF
    • 3 Days On Market

    Current Estimated Value $752,907

    Last Listing Agent Kathryn Boyle @properties Christie's International Real Estate

    2033 N Bissell St Unit 3, Chicago, IL 60614
    • /40

      Est $1,513,906 Not Listed For Sale

      2135 N Clifton Ave, Chicago, IL 60614

      • 5 Beds
      • 6 Baths
      • 2,000 Sq Ft
      • Built 1893
      2135 N Clifton Ave, Chicago, IL 60614

      Last Sold Summary

      • 33% Below List Price
      • $1,130/SF
      • 19 Days On Market

      Last Sold Price $2,260,000

      Last Listing Agent Lauren Mitrick Wood Compass

  • /29

    $4,400,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 5,200 Sq Ft

    2119 N Seminary Ave, Chicago, IL 60614

    Just is time for the Holidays! We are incredibly excited to offer this amazing opportunity to build your Custom Dream Home on the most sought after block in Lincoln Park. Ideally situated on tree lined Seminary and nestled in the top rated Oscar Mayer and Lincoln school Districts, this home will impress the most discerning of buyers. Comprised of 6 Bedrooms and 6.1 bathrooms, this home showcases

    Andrew Thurston Sheehan Real Estate

    2119 N Seminary Ave, Chicago, IL 60614
  • /11

    $1,950 per month

    • Studio
    • 1 Bath
    • Condo for Rent

    1832 N Lincoln Ave Unit 2, Chicago, IL 60614

    Step into this beautifully designed studio apartment, nestled within a restored historic mansion on Lincoln Avenue. Featuring an open layout, soaring ceilings, and a decorative fireplace, the space feels both airy and inviting.The studio effortlessly blends vintage charm with modern updates, including brand-new flooring and a stylish butcher block island, creating a timeless yet functional living

    Nichole Connelly Jameson Sotheby's Intl Realty

    1832 N Lincoln Ave Unit 2, Chicago, IL 60614
  • /2

    $315,000 Sold May 01, 2025

    1355 N Sandburg Terrace Unit 2202D, Chicago, IL 60610

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Built 1963

    Last Sold Summary

    • 1% Below List Price
    • $350/SF
    • 1 Day On Market

    Current Estimated Value $311,440

    Last Listing Agent Stephen Paige Coldwell Banker Realty

    1355 N Sandburg Terrace Unit 2202D, Chicago, IL 60610
    • /17

      Est $336,101 Not Listed For Sale

      1411 N Wells St Unit 1E, Chicago, IL 60610

      • 1 Bed
      • 1 Bath
      • 850 Sq Ft
      • Built 2000
      1411 N Wells St Unit 1E, Chicago, IL 60610

      Last Sold Summary

      • 4% Above List Price
      • $381/SF
      • 19 Days On Market

      Last Sold Price $324,000

      Last Listing Agent Julie Chesne Compass

  • /2

    $2,750,000

    • 5 Beds
    • 3 Baths
    • 7,500 Sq Ft

    1962 N Bissell St, Chicago, IL 60614

    Chris Katsulis THE NAV AGENCY

    1962 N Bissell St, Chicago, IL 60614
  • /18

    $1,600 - $4,600 per month

    Apartment for Rent

    Studio - 2 Beds

    1522 N La Salle Dr, Chicago, IL 60610

    All of our fully furnished 11 units are located at 1520 - 1522 N. LaSalle, Chicago, IL. This is in the Old Town area of Chicago and approximately 2 miles directly north of the downtown central business loop district. Our units are a variety of different sizes: studio, 1 bedroom, 2 bedroom, and 3 bedroom units. All of our units are newly renovated and include hardwood floors, granite

    1522 N La Salle Dr, Chicago, IL 60610
  • /52

    $1,600,000 Sold Sep 29, 2025

    506 W Wisconsin St, Chicago, IL 60614

    • 4 Beds
    • 4 Baths
    • Built 1892

    Last Sold Summary

    • 4% Below List Price
    • 7 Days On Market

    Last Listing Agent Maureen Burns @properties Christie's International Real Estate

    506 W Wisconsin St, Chicago, IL 60614
    • /32

      Est $822,377 Not Listed For Sale

      1510 N Hudson Ave Unit 1, Chicago, IL 60610

      • 3 Beds
      • 3 Baths
      • 2,600 Sq Ft
      • Built 1994
      1510 N Hudson Ave Unit 1, Chicago, IL 60610

      Last Sold Summary

      • 27% Above List Price
      • $250/SF
      • 14 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Melanie Carlson @ Properties

  • /23

    $670,000 Pre-Foreclosure

    • 2 Beds
    • 3 Baths
    • 2,400 Sq Ft

    1428 N Mohawk St Unit A, Chicago, IL 60610

    Situated on an extra-wide 31' lot, this expansive 2,400 sq ft duplex truly lives like a single-family home. With 2 bedrooms, 3 full bathrooms, an glass enclosed den (perfect as a home office or guest space), and a large family room, this thoughtfully designed layout offers both comfort and flexibility. The main level welcomes you with a living room featuring a dramatic two-story wall of windows

    Stephanie Juckem Jameson Sotheby's Intl Realty

    1428 N Mohawk St Unit A, Chicago, IL 60610
  • /22

    $6,026 per month

    • 3 Beds
    • 2 Baths
    • 1,606 Sq Ft
    • Apartment for Rent

    211 W Scott St Unit 508, Chicago, IL 60610

    Stunning 3-Bedroom Residence in the Heart of Old Town! Experience elevated urban living in this exceptional 3-bedroom, 2-bath residence, featuring floor-to-ceiling windows, a large private balcony, a spacious open-concept layout, and condo-quality finishes throughout an intimate, boutique-style building. The modern kitchen is perfect for cooking and entertaining, complete with sleek contemporary

    Dean Matariyeh City Living Realty Inc.

    211 W Scott St Unit 508, Chicago, IL 60610
  • /2

    $1,675,000 Sold Aug 15, 2025

    2142 N Seminary Ave, Chicago, IL 60614

    • 6 Beds
    • 4 Baths
    • Built 1880

    Last Sold Summary

    • 5% Above List Price
    • 0 Days On Market

    Last Listing Agent Juliana Yeager @properties Christie's International Real Estate

    2142 N Seminary Ave, Chicago, IL 60614
    • /36

      Est $1,299,864 Not Listed For Sale

      1656 N Dayton St Unit 1, Chicago, IL 60614

      • 4 Beds
      • 4.5 Baths
      • 1,000 Sq Ft
      • Built 2024
      1656 N Dayton St Unit 1, Chicago, IL 60614

      Last Sold Summary

      • 28% Below List Price
      • $1,800/SF
      • 0 Days On Market

      Last Sold Price $1,800,000

      Last Listing Agent Patrick Teets Jameson Sotheby's Intl Realty

Showing Results 41 - 80, Page 2 of 18

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