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.
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.
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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 ...
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...
Stunning new construction duplex up in a brick and limestone building situated on an oversized 26-foot-wide lot. Located on tree lined Mohawk Street and walking distance ...
WELCOME HOME! This brand-new, 8-unit boutique elevator building is perfectly situated on one of Old Town's most premier one-way streets, located only one block west of We...
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 ...
WELCOME HOME! This brand-new, 8-unit boutique elevator building is perfectly situated on one of Old Town's most premier one-way streets, located only one block west of We...
Extra-wide three bedroom on triple lot in prime Old Town location. This new construction property built by Halcyon Development offers luxury in amenities as well as desig...
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...
Welcome to this stunning property that epitomizes the saying "LOCATION, LOCATION, LOCATION!" Nestled in the heart of Old Town, this 3-bedroom, 2-bathroom duplex up reside...
Introducing an exquisite duplex up residence nestled in the heart of Old Town. This 3 bedroom, 3 bath gem seamlessly blends elegance and functionality. The second-level p...
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 ...
Highly-desirable Scott Street full floor penthouse with elevator access directly into the unit! Soaring 11-ft. ceiling height, NESW exposure, and open-concept set up make...
Move-in ready 3-bedroom, 2.5-bathroom duplex-up nestled in the desirable Old Town neighborhood. As you enter the inviting foyer, prepare to be captivated by the open all-...
EXTRA WIDE PENTHOUSE IN AN ELEVATOR BUILDING WITH A SPECTACULAR, REDONE 650+ SQ. FT. A PRIVATE ROOF TOP DECK WITH 360 VIEWS OF THE CITY. SPACIOUS 2 BED, 2 BATH PLUS BONUS...
Tastefully renovated 2 bedroom+ office, 2 bathroom condo in a historic building in the heart of Old Town! Just steps from Wells St; Burton Place is a quiet cul-de-sac kno...
Spectacular, spacious 3 bedroom, 2 bath top floor penthouse in Old Town! eco-friendly, modern, green mid-rise of just 6 units offering an elevator. Open layout w/bamboo f...
GENEROUS PRICE IMPROVEMENT on this gorgeous and VERY spacious 3 bd / 3 bth duplex condo in the heart of Old Town! Sitting on a beautiful treelined street 1510 N Hudson is...
Come home to this huge duplex in the heart of Old Town with 2000 square feet of interior and 350 square feet of exterior space. Charm abounds in this beautiful, classic C...
Welcome to urban living at its finest! This exquisite 2-bedroom, 2-bathroom condo at 1414 N. Wells in Chicago offers the perfect blend of style, convenience, and outdoor ...
Experience a great location and convenience in this unique, private Old Town coach house. Two bedrooms, 2.1 baths, TWO CAR GARAGE, two outdoor spaces and much more! The ...
Chic and sophisticated RH FURNISHED (Restoration Hardware) TOTAL renovation of sun-drenched, extra-wide, 2BR/1.1BA condo (with heated garage parking included) in sought-a...
Fantastic 2 bed/2 bath + den condo located in an Edmund Krause designed boutique elevator building right in the heart of Old Town! This unit boasts over 1500 sq ft with h...
Buyer Got Cold Feet!! Nothing else like it on the market. If home is where the heart is your heart will love to call this unit home. This home has been recently update...
Gorgeous southeast facing corner unit with 2 bedrooms + den/2 bathrooms, a large wrap around balcony and 10 foot ceilings in the heart of Old Town. This is the most sough...
Incredible Corner Unit in Highly Sought After James House in Sandburg Village! Perfect Location where Lincoln Park, The Gold Coast and Old Town Merge! Beautifully Updated...
Welcome to The Venetian! This 2 bedroom, 2 bathroom home is nestled in the historic heart of Old Town. This light filled, spacious and well-maintained unit fits the mold ...
Move right in and enjoy this beautifully rehabbed, high floor, corner unit that features on trend design, stunning city views, two bedrooms plus two full baths, loads of ...
Gold Coast Full Amenity Building - a complete refresh and upgrading of Eliot House is happening this year - NEW LOBBY, ELEVATORS and WINDOWS (completed). NO SPECIALS and ...
This bright 2-bed, 2-bath condo in the popular Old Town location has been freshly painted and is move-in ready. It features a living room with a new gas fireplace (2022),...
TOP FLOOR, CORNER UNIT, EXPANSIVE CITY & SUNSET VIEWS. Enjoy grilling and entertaining on your private balcony this fall with spectacular sunsets and views of downtown. T...
A very impressive brand new corner balcony unit with two bedrooms & separate office/den with stunning finishes throughout - Be the first to live in this gut renovated uni...
Prime northeast corner "02" tier on high floor is now available! This rehabbed, turnkey end unit is entertaining perfection. Large open kitchen, dining, living space wi...
Presenting this stunning new two bedroom, corner unit on high floor with balcony in Bryant House - Be the first to live in this gut renovated two bed, one bath unit, idea...
Fabulous top floor unit in the heart of the Old Town. Included is a DEEDED PARKING SPOT IN HEATED GARAGE ATTACHED TO BUILDING. Take the elevator from the heated garage di...
Sandburg Terrace at its finest - presenting one of the largest corner tier 2 bedroom + 1 bath + office/den with a huge balcony in the highly desirable Sandburg Village op...
Presenting this rare new two bedroom unit on a high floor (27th) with stunning views. It also has a bonus corner office space. The unit has been gut rehabbed and meticulo...
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...
Presenting this stunning brand new two bedroom unit in Dickinson House - Be the first to live in this gut renovated two bedroom, one bathroom unit, ideally located betwee...
This is your opportunity to be the first to own in this totally renovated 2 bed/1 bath in the highly regarded Bryant House. Enter into the freshly remodeled unit that fea...
Welcome home to this great 2 bed/2 bath corner unit in highly coveted Sandburg Terrace. The layout was thoughtfully redesigned with an open concept main living space with...
Stunning brand new two bedroom, high (27th) floor unit at Cummings House. The unit has been gut rehabbed and meticulously renovated. Be the first to live in this unit wit...
In a very strong, popular location on the cusp on Gold Coast and Old Town comes this spacious 1200SF two bed two bath residence. As part of the Sandburg strip, this Kilme...
BREATHTAKING LAKE VIEW!!! This completely remodeled residence offers a seamless fusion of contemporary style and metropolitan convenience. With an open-concept layout en...
Unbeatable location in Old Town! Quiet side street with a private courtyard entrance but just steps away from Wells St. entertainment, fine dining, shopping and night lif...
Discover this inviting one-bedroom residence within the desirable James House in Sandburg Village. Newly refinished hardwood floors in the open large living room and dini...
Fabulous & freshly updated 1 bedroom / 1 bath with PRIVATE BALCONY at the highly sought after JAMES HOUSE in iconic SANDBURG VILLAGE! Hands down the perfect location, wh...
Elevate your city lifestyle in this 750 sq ft, 1 bedroom, 1 bathroom corner unit in the heart of Old Town! Perched high above, in a full-service, pet-friendly building th...
Welcome to your urban oasis located on the edge of Old Town/Gold Coast! This 1-bedroom, 1-bathroom condo offers the ultimate in city living with modern amenities and brea...
Completely renovated one-bedroom condo featuring a spacious private balcony! This unit faces east and is situated on an elevated floor, offering captivating city views wi...
This amazing one bedroom unit is located in the middle of iconic Sandburg Village! It sits just above the treetops of Schiller Avenue bringing in loads of natural light t...
Gorgeous One-bedroom unit with balcony where you may enjoy the outdoor space in this serene tree-lined courtyard view from this intimate building. The unit has dark Oak h...
Rarely available '08' tier. Spectacular 10th floor Lake, Park & City Views from this NE corner Unit. Beautiful New Vinyl Plank Flooring through out. Retro Kitchen w/Gray ...
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