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

EXQUISITE Gold Coast Single Family Home PLUS coach house, blends ultra modern design with original classic features, and was completely renovated in 2008 by Marc & Patricia Trudeau, Pavlecic Trudeau Architects. Featured in CS Magazine, this 7500 sq ft, 5 Bedroom home boasts two grand staircases, stained glass windows, multiple fireplaces which coexist perfectly in a modern, open floor plan

Matt Laricy Americorp, Ltd

Experience the epitome of luxury in this remarkable 4,680 square foot single-family home - a newer build that sets a new standard for lavish and vibrant living! Step inside to discover the attention to detail, stunning finish level, and a beautifully designed sanctuary; adorned with breathtaking light fixtures and cozy built-ins that exude warmth and sophistication. Embrace the outdoors in

Mark Dollard Jameson Sotheby's Intl Realty

Stunning beyond words, this East Lincoln Park masterpiece redefines luxury at every turn. Set on a 36x131 on coveted Orchard street, this 9,200 square foot home speaks to a most discerning buyer seeking the ultimate blend of superior craftsmanship and refined luxury. A chic city retreat featuring a plunge pool and beautifully landscaped yard. Upon entering, you are welcomed by the striking drama

Susan Miner Premier Relocation, Inc.

Recently completed, beautifully RENOVATED luxury at its finest within the sought-after Kingsbury Estates (including private, gated alley). Exquisite six bedroom, six full & three half bath residence offering 10,000 sq ft of ultimate living in the heart of River North. Features include a 5-stop elevator, recreation/billard room, theatre room, wine cellar, library/office, 4 fireplaces, 2 covered

Paul Gorney eXp Realty

Historic Gold Coast Row Home on Extra-Deep Lot with Rare Garden Oasis and 2-Car Garage! Perfectly positioned on a quiet, tree-lined block in Chicago's prestigious Gold Coast, this stately row home sits on an exceptional 25' x 132' lot-offering a rare combination of historic charm, expansive indoor-outdoor living, and coveted parking. A beautifully landscaped, oversized garden and a rare 2-car

Carrie McCormick @properties Christie's International Real Estate

Welcome to one of Old Town's finest homes built on and oversized lot and surrounded by mature gardens of Boxwood, Limelight Hydrangea and Thorndale Ivy. Enter through its custom iron gates and be ready to fall in love. This home views like a story book with all of its special features and architectural details. Full limestone and brick construction originally built in 2012 and perfected

Cara Buffa Berkshire Hathaway HomeServices Chicago

Prepare to be captivated by one of Chicago's most extraordinary real estate offerings: The Lincoln Street Bath House, a jaw-dropping fusion of historic grandeur and cutting-edge luxury. One of only four surviving municipal bath houses in the city, this rare architectural masterpiece-originally built between 1894 and 1918-has been transformed into a spectacular private residence that radiates

Jennifer Mills Jameson Sotheby's Intl Realty

Exquisitely appointed and impeccably maintained, this 7000 SQFT home in River North's sought-after mansion district has it all: 5 bedrooms, 4.1 baths, 4 private terraces, a fully finished lower level, an attached two-car garage and an in-home elevator services all floors. Entertain on a grand scale with outdoor spaces and large recreation rooms on multiple levels. The first level features a

Carrie McCormick @properties Christie's International Real Estate

This masterfully designed 6-bedroom, 6-bathroom single-family home in Near North offers over 8,500 square feet of bespoke living space. Paired with four private outdoor areas, this is a rare opportunity to experience expansive, luxurious city living in one of Chicago's most sought-after neighborhoods. The residence is a true showcase of craftsmanship, scale, and thoughtful detail. The

Emily Sachs Wong @properties Christie's International Real Estate

Chic design and contemporary finishes define this unique residence on a peaceful block in the heart of Old Town. Upon entry, you will find yourself in an exquisite two-story living room with large, picture windows, a fireplace, wide 5" oak plank floors, and sleek, white finishes, ushering in an abundance of natural light. The floor plan flows seamlessly into the separate dining area with a large

Carrie McCormick @properties Christie's International Real Estate

East Bucktown luxury home that includes attention to detail rarely seen today. The home sits on an oversized lot and is steps to everything the vibrant neighborhood offers; 606-Trail, Damen retail, shops, restaurants and transit, offers the next owner the perfect place to call home. The brick and limestone facade create a class curb appeal, with a copper bay window and gas-lit lamps adorn the

Christopher Mundy @properties Christie's International Real Estate

Ultra notable, extra-wide Astor Street home, originally built in the 1890's, and completely reconfigured in 1930. In the late 90's the current owners commissioned award winning architect Rugo Raff who received the "Excellence in Restoration" award from the City of Chicago. Upon entry to the home, the classic Deco styling is evident in the curved granite, granite ribbed glass, and terrazzo

Emily Sachs Wong @properties Christie's International Real Estate

Welcome to this exceptional nearly 4,000 sq ft modern residence, where thoughtful upgrades redefine luxury city living! Situated in Ukrainian Village, this custom home offers every amenity imaginable-inside and out! Step into a sun-drenched floor plan with hardwood floors throughout (5 years old), and soaring ceilings that give way to meticulously designed spaces on every level. A true

Victoria Mullins Haus & Boden, Ltd.

Big Beautiful home. Property features many updates throughout. Six ample sized bedrooms, 2 on each floor. Every Level has a full bathroom there is a summer kitchen in the lower level. The oversized attic features high ceilings with a loftlike feel & a galley kitchenett. Enjoy the summer in a nice yard and deck. The Garage is also quite large and a recently updated. Pride of ownership, dont miss

Gerardo Galan Galan Realty

Calling all investors and rehabbers! Check out this extremely rare brick workers cottage on a full-sized lot in the heart of east Pilsen. Bring this home back to life. Needs some TLC for this 7 bed 2 bath house featuring 4 bedrooms on the upper level and 3 in the lower level. Run your numbers and schedule a showing! Sold AS IS

Frank Montro Keller Williams Preferred Rlty

Overlooking iconic Humboldt Park, this custom-built, four-level home is where elegance meets everyday comfort. Set on an extra-wide, extra-deep lot, it's designed for both lively entertaining and quiet retreats with generous space for gatherings and intimate corners for slowing down. Step inside to soaring 10-foot ceilings, oak-stained hardwood floors, and beautifully crafted details-wainscoting,

Joe Betancourt Betancourt Realty

Stunning and rarely available recently FULLY RENOVATED SFH with soaring ceilings situated in the heart of HOT Ukrainian Village on a most coveted tree-lined street! This exceptional 5 bed / 3.5 bath single-family home with a 2-car garage showcases modern luxury, featuring hardwood floors throughout, high vaulted ceilings, an abundance of natural light, and an expansive open-concept

Rubina Bokhari Compass

Welcome to 826 S Bell Ave, a one-of-a-kind, custom-built single-family home tucked away on a peaceful cul-de-sac in the heart of Tri-Taylor/UIC/Medical District. Thoughtfully maintained by the same owners for over 35 years, this 5-bedroom, 4.5-bathroom residence radiates character, warmth, and unmatched flexibility. Step inside to find hardwood floors throughout the main level, elegant formal

Jeremy Bentivegna @properties Christie's International Real Estate

Welcome to this luxurious home, in Chicago's West Town neighborhood, with a modern design and exceptional comfort. Inside top-tier finishes include, custom millwork, wide-plank hardwood floors, 10' ceilings, 8' doors, LED lighting, ambient lighting, modern fixtures, and high end appliances. In the living room, floor-to-ceiling windows flood the space with natural light, complemented by a warm

Jennifer Christopher Oak Leaf Realty

Own a Rare Piece of Chicago History Don't miss this incredible opportunity to restore a true architectural gem. This massive Romanesque Revival Greystone, built circa 1890 by renowned architect Charles Weary, sits on an extra-wide 35' x 125' lot in red-hot East Garfield Park. Rich in character and potential, this rarely available historic mansion offers the perfect canvas for your vision.

Cynthia Grunst-Bednarz Baird & Warner

Bold Design Meets Exceptional Comfort in This Expansive 7-Bedroom West Town Home Experience the perfect blend of modern luxury and wide floor plan in this striking 7 bedroom, 5.1 bathroom, 4-level city home situated on a rare 30-foot-wide lot in highly desirable West Town. From the moment you step into the grand marble foyer with a statement staircase and generous coat closet, the home's scale

Tim Sheahan Compass

Stately mansion nestled on an oversized 33x 149 ft deep lot in the heart of prime Old Town. Rehabbed in 2016 to modernize the floor plan and restore the original masonry and most recently taken through a design refresh by Brianne Bishop Design, this magnificent mansion boasts approximately 9,200 sq ft of timeless elegance, featuring soaring 12-foot ceilings and exquisite craftsmanship throughout.

Mark Icuss Compass

*FOR FULL PHOTO GALLERY (100+ PICS), VISIT THE VIRTUAL TOUR LINK ABOVE* // Welcome to Leavitt House - a hidden gem of architectural brilliance nestled in the heart of Bucktown. Situated on a rare corner lot adjacent to the 606 Trail, this extraordinary single-family residence spans nearly 9,000 square feet and is unlike anything else in the city. Originally a warehouse, this four-level home

Jill Silverstein Compass

Welcome to this wonderful and impeccably maintained solid brick Lincoln Park Single Family home, featuring a super spacious, functional floorplan, and wonderful outdoor space. The main level features the amazing living space - with a gracious front living room, with beautiful Oak hardwood flooring, amazing light and a feature wood burning (or gas) fireplace The large separate dining room, in the

Sam Jenkins Jameson Sotheby's Intl Realty

Set on an expansive 44-ft-wide lot on the most coveted block of one of Chicago's most prestigious streets, 1853 N Burling is an exceptional custom-built estate. Situated in the heart of Lincoln Park, this architectural tour de force seamlessly combines masterful craftsmanship & refined modern living. Designed for extraordinary living, every element of this home has been carefully curated to

Carrie McCormick @properties Christie's International Real Estate

Once in a lifetime opportunity to own a true urban oasis with a majestic renovated greystone on a 104'x126' vast city compound with a charming coach house overlooking a picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval leaded glass windows, ceiling medallions, oak fireplaces with

Jeffrey Lowe Compass

Grand and elegant home in the heart of the Gold Coast on a wide and deep lot. Extraordinary --approximately 8000 square foot --floorplan. Beautifully updated and maintained. The house has huge gracious formal entertaining rooms and wonderful casual/comfortable rooms for day-to-day living. The main level has a lovely entry foyer and grand formal living room with an adjacent dining room. The

Suzanne Gignilliat @properties Christie's International Real Estate

A rare piece of Chicago's history, the Thompson House at 915 N. Dearborn stands as one of the Gold Coast's original architectural treasures. Designed in 1888 by Cobb & Frost, the renowned architects behind the Newberry Library and University of Chicago, this grand residence was among the first to define the Gold Coast neighborhood after the Great Chicago Fire. For the next century, it was owned

Millie Rosenbloom Baird & Warner

New style. New look. Move right in! Freshly painted white in this total restoration of fabulous Gold Coast 1898 row house. No detail was overlooked. Luxury in every single inch of the home including moldings, marquetry, incredible original staircase, stained glass, 3 gas fireplaces, lovely built-ins, quality finishes, and stunning murals. Totally modern floorplan with amazing updated cook's

Suzanne Gignilliat @properties Christie's International Real Estate

The Savane Design + Build team presents an exceptional turnkey custom new construction home on THE most desirable block in Chicago on an ultra-rare double 50' x 125' lot. This home offers 5 to 8 Bedrooms, 5 plus baths, state-of-the-art luxury finishes, expansive indoor/outdoor living spaces, lavish master suite, 5 plus car attached heated garage, and highlighted with a penthouse great room with

Tom Moran @properties Christie's International Real Estate

Spanning 68' in coveted Kingsbury Estates, this home is truly one of a kind! Offering over 10,300 square feet, plus an additional 4200 square feet of the absolute best outdoor space, this home offers a suburban lifestyle right in the heart of the city. The entry is a great spot to host parties or events in the lounge & wine room. This entertaining space connects to a secondary living space

Emily Sachs Wong @properties Christie's International Real Estate

Brick single family in fast improving east Garfield Park, great condition that features 5 bedrooms 2 baths , house is vacant and ready to move in , easy to show

Juan Loza American International Realty

A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor footprint for Wicker Park, 1407 N. Hoyne Ave. is a one-of-a-kind opportunity for the homeowner who wants an expansive city estate with pedigree and a modern program. Originally built for beer baron John H. Rapp in 1886, this 8250 SqFt-square-foot, 5+ bed/5.5 bath single-family home underwent a

Tim Salm Jameson Sotheby's Intl Realty

West Town Development Opportunity! First time on the market! Two lots available. 612 & 610 N Ogden Ave. 612 N Ogden Ave has a 3-story single-family home on the lot. 610 N Ogden Ave is a vacant lot. Excellent location with tremendous potential! Corner of Ogden Ave and Racine Ave. B3-2 Zoning which allows for apartments above the ground floor. It also allows for shopping centers, large stores and

Jerome Crotty @properties Christie's International Real Estate

Nestled on the prestigious North Park Avenue, Significant Mansion stands as a remarkable architectural gem in the vibrant Old Town/Gold Coast neighborhood. This custom-built residence, constructed from exquisite masonry brick and limestone, spans an impressive 8,000 square feet and occupies a generous double lot measuring 50 feet in width. The property boasts an expansive side yard and

Chaz Walters Coldwell Banker Realty

Welcome to this exceptional new construction home in the rapidly evolving West Garfield Park neighborhood of Chicago. With 5 bedrooms and 3 full bathrooms, this spacious residence offers a rare combination of modern design, comfort, and value. The upper level features soaring vaulted ceilings and an open-concept layout that seamlessly connects the living room, kitchen, and dedicated dining area,

Craig Franzen Baird & Warner

Stunning new construction home spans 4000 square feet across three levels. Situated on a quiet one way street in desirable West Town, this residence offers 5 bedrooms + den/office, 3.1 bathrooms, spacious rooftop with doghouse, a 2 car masonry garage with roofdeck and outdoor fireplace, and a professionally landscaped yard. The interior boasts oversized windows, quartz countertops, designer

Tim Sheahan Compass

Nestled in the vibrant West Town neighborhood and within the sought-after Mitchell School District, this stunning new construction home redefines modern luxury. Boasting six spacious bedrooms and six beautifully appointed bathrooms, this residence offers an unparalleled living experience and is within easy walking distance to the diverse restaurants and shops along Chicago Avenue. Step inside and

Kevin Bigoness Baird & Warner

A Stunning New Construction Home in West Town Prepare to be captivated by this breathtaking 5-bedroom, 4.1-bathroom single-family residence. Thoughtfully designed with a modern aesthetic, this home features soaring ceilings, wide-plank oak hardwood floors, and oversized windows that flood the interior with natural light. The open-concept main level is perfect for contemporary city living,

Izabela Sloma Compass