Chicago IL Real Estate & Homes for Sale

This renovated grey stone two-unit residence is a rare find, blending the grace and grandeur of historic architecture with the comfort and efficiency of modern upgrades. From granite countertops and solid wood cabinets to hardwood floors and energy-saving windows, every detail has been considered for today's lifestyle. The formal dining rooms and enclosed porches expand your options for living and entertaining, while the unfinished basement with two entrances offers endless potential for further expansion or income. Whether you're seeking a home to fill with memories, a lucrative investment, or a property that can adapt to your changing needs, this residence stands ready to exceed expectations. With its unbeatable combination of location, design, and future promise, this grey stone is not just a place to live-it's a place to thrive.

Hidden Gem in South Shore-a perfect option for homeowners & investors. Spacious 3 bedroom + 2 full bath condo located in the heart of South Shore! Step inside and be greeted by an open floor plan, sparkling hardwood flooring throughout, updated kitchen with S.S appliances. 3 generously sized bedrooms with oversized closets, plenty of room for storage. Enjoy the convenience of in-unit washer & dryer. Large private deck for relaxing ~Gated parking space at the rear of the building. Close to public transportation, parks and shopping. The future Obama Presidential Library coming in 2026.

A special home on Harper in move-in condition with garage parking! This thoughtfully redesigned Victorian home is perfectly situated on one of Hyde Park's most popular and charming blocks. Highly upgraded by the current owners, the resulting 5-bedroom, 3.5-bath home retains an abundance of historic vintage detail (high ceilings, hardwood floors), plus numerous modern upgrades, including central a/c, new baths and kitchen, and a wonderfully finished basement. The newly-redesigned open kitchen comes with hardwood cabinets, stone counters, a professional grade stove and hood, and a separate breakfast area. The basement has been recently completely renovated to include a TV/gaming area, an additional bedroom (perfect for guests and/or teens), and a modern full bath. Spacious deck off the dining room overlooks the deep, grassy backyard. Easy walking distance to downtown transportation, the shops on 57th Street, the University of Chicago campus, and both Lab School locations.

BEAUTIFUL FURNISHED MODEL NOW OPEN! BRAND NEW CONSTRUCTION...IN POPULAR WOODLAWN NEIGHBORHOOD! READY FOR MOVE-IN! Contemporary 5BR/3.5BA features modern design and stunning finishes. Including; spacious kitchen with white shaker style cabinetry, stainless steel appliances w/beverage cooler, breakfast bar, & STUNNING BRAND NEW CONSTRUCTION IN THE HIGHLY DESIRABLE WOODLAWN NEIGHBORHOOD! MOVE-IN READY! This contemporary 5-bedroom, 3.5-bath home boasts a sleek design with exquisite finishes. The spacious kitchen features white shaker-style cabinets, stainless steel appliances with a beverage cooler, a breakfast bar, and stone countertops. Enjoy large picture windows, 9-foot ceilings, hardwood floors on the main and upper levels, a gas fireplace, designer lighting, ceiling fans, and a stylish mudroom with built-in shelving. The main bedroom suite offers a private bath with double sinks, a separate soaking tub and shower, and 2 custom closet systems, Secondary bedrooms share a convenient Jack & Jill bath. The upper level also includes a laundry room with custom shelving, washer/dryer included. The fully finished basement has luxury vinyl wood flooring, 2 additional bedrooms, a bathroom, and an entertainment room. Enjoy a 2-car garage and a spacious backyard deck ideal for entertaining. **PRIME LOCATION!** Just minutes from public transportation, the lake, LSD, the Loop, Hyde Park, and the University of Chicago campus.

Located at the center of University of Chicago campus, this Victorian style spacious 3 bedrooms and 2 full baths condominium is perfect for primary residence or investment property! Huge living room with fireplace and a bright sunroom, high ceiling and hardwood floor throughout, original wood molding and trim, a large kitchen and formal dining room. In-unit laundry, basement storage. This condominium is in move-in condition! Nice porch and beautiful fenced yard. Ray school district, Close to lots of lovely restaurants, bookstore, laboratory school and all UC facilities. Very safe community.

Experience elevated living in this stunning 3-bedroom, 2-bathroom top-floor condo, nestled in the vibrant and historic Woodlawn neighborhood. Boasting an expansive 1,750 sq. ft. open-concept layout, this home is designed for modern comfort and effortless entertaining. Step into a sun-drenched living room featuring coffered ceilings, select-grade hardwood floors, and a private balcony overlooking a lush community garden. The contemporary gourmet kitchen is a chef's dream, equipped with sleek 42" white shaker cabinets, premium Bosch stainless steel appliances, a spacious center island, and a breakfast bar flowing seamlessly into the dining area. The luxurious primary suite is a true retreat, bathed in natural light with picturesque views. The en-suite bathroom offers a dual vanity, a relaxing soaking tub, a separate glass-enclosed shower, and a walk-in closet with Closet Works organizers. The generously sized second and third bedrooms provide ample closet space, making this home as functional as it is beautiful. Additional highlights include soaring 9' ceilings, recessed lighting, an in-unit laundry room with a full-size washer and dryer, and extra storage. Enjoy the potential of a shared private rooftop deck, offering breathtaking 360-degree views of the Chicago skyline. One dedicated exterior parking space is included. Located just steps from the University of Chicago, this prime location is near major CTA transit options, the upcoming Obama Presidential Library, the proposed Tiger Woods-designed golf course, and an expanding selection of retail, dining, and entertainment. With Woodlawn rapidly becoming one of Chicago's most sought-after neighborhoods, now is the time to make your move! Don't miss this incredible opportunity-schedule your showing today!

Designed by renowned architect Paul Frederick Olsen, this elegant 1924 condo is perfectly positioned at the eastern edge of the Midway Plaisance, just steps from the future Obama Presidential Center. The surrounding area is undergoing a $4 million revitalization, including a universally accessible playground, restored historic landscaping, improved drainage, and refurbishment of the Cheney-Goode Memorial. Tucked away in a serene, landscaped courtyard, this generously sized apartment spans nearly 1,000 square feet and the full width of the building. It offers tranquil views of two picturesque gardens and a rare combination of vintage character and thoughtful updates. The separate living room opens to a charming Juliet balcony, while the spacious dining room-ideal as an office or family room-adds flexibility to the layout. Classic details like hardwood floors, picture-frame molding, and a vintage tiled bathroom add timeless appeal. Comfort is ensured year-round with mini-split air conditioning. Additional features include a private washer and dryer for the owner's exclusive use, secure bike storage, and a dedicated storage locker-all located in the basement of the building tier. A heated garage space in the neighboring Vista Homes garage is included and may also be rented. Unbeatable location just steps from the University of Chicago campus, Metra train, and CTA #6 and #15 bus routes. Monthly assessments cover heat, gas, Everywhere Wireless internet, and property taxes. Smoke-free building.

Income, Income, Income! Its Multiunit - 3 Units, 2 3br 1 bath about 1000 SQFT, 1 basement 3 be Unit about 800 SQFT. The top floor is rented for $1,500 and prepaid till September 2025. The basement is rented for $900 and prepaid till September 2025. 1st floor is vacant now to show the unit.

Timeless Greystone 3 flat building is now available for you in RED HOT Washington Park neighborhood of Chicago. As the owner, you have the flexibility of living in the top floor unit while collecting stable market rents from the tenants on first and second floor, or rent the top floor unit and max out your income!!! Each unit is 4BR and 2 bathrooms!! Hardwood floors THROUGHOUT each unit. First floor unit is a Duplex down and features ceramic tile flooring in the basement as well as a separate emergency exit. Fenced back yard with detached two car garage. Owner over the last few years has updated each unit, as well as installed a new $60K rear exterior staircase and decking, so not much for you to do here other than move in and enjoy and collect your rents. Ideal location - just a half mile to beautiful Washington Park, one mile to University of Chicago/ U of C Medical Center / Hyde Park, quarter mile to Dan Ryan Expressway as well as the Garfield Green Line Station

Step into this sun filled 2-bedroom, 2-bath condo located in the vibrant Hyde Park neighborhood. Bright and airy, the open layout is filled with natural sunlight, offering a comfortable and welcoming living space. Featuring a large living room with ample space for a dining area. The kitchen includes brand new vinyl plank flooring, newly painted cabinets. The primary bedroom includes generous closet storage and an en-suite bath with a walk in shower. The second bedroom provides ample space for guests, a home office, or additional living space. Featuring fresh paint and new light fixtures throughout. Seller is offering a $3,000 credit towards new vinyl flooring. The building offers a full suite of amenities including a pool, fitness center, and 24-hour door staff. A deeded garage parking spot is included, and monthly assessments conveniently cover water, heat, gas, cable TV, and parking. Excellent Hyde Park location within close proximity of the University of Chicago campus, Trader Joe's, Museum of Science & Industry, Metra Station, Jackson Park, 63rd St Beach, and more! Unit can be rented.

Exquisite rehabbed brick 2-story home on beautiful Park Manor on treelined street. Gorgeous 3 bedroom and 2.1 bathroom with contemporary touches. Main level is open and ideal for entertaining. Living and dining rooms flow right into the updated and spacious kitchen. Kitchen has solid maple cabinets, stunning breakfast bar, beverage cooler with fresh counters and huge covered deck on rear off of kitchen. Remodeled powder room completes first floor. So many vintage features with modern touches. Upstairs holds all three spacious bedrooms with hardwood floors and generous closets. Renovated full bathroom with skylight and custom tile work. Basement is a generous space to unwind with recreational room in the finished basement. Outside features also include a fenced front and extensive rear yard, covered patio off garage and nicely done storage under the rear deck. Recently updated systems include electrical, plumbing, furnace plus new roof on house and garage! Workmanship is impeccable. Seller will install new stainless kitchen appliances before closing. Seller is willing to help with closing assistance with a quick close!

Set in exceptionally well-located Woodlawn on the confluence of Hyde Park walking distance to University of Chicago Campus. Built New 2022 Developer Owned and Operated. Expansive footprint, 3 flats all 3 bedroom 2 baths Exceptional Elegance, Intelligent Design, Professional Fully Appointed Kitchen Cabinetry, Integrated Appliances, Quartz Island Engineered floors, Fireplace, Curated Gallery of Cohesive Design Offering relief from ordinary, Sequestered Primary Suite, lifestyles primary bathroom offer Opulent oversized Shower w/ Frame less Glass, Custom Mirrors and Designer Plumbing fixtures. Urban Intimacy w/ Hyper Convenience Experience excellence. Veteran developers of 25 + years, Hyper Convenient, AAA Trophy Piece Perfect Turnkey, Owner Occupied, Investor or 1031. This is an exceptional property and location. 48 hours' notice for all showings required.

Experience luxury living in this newer construction development of townhomes in Chicago's highly desirable lakefront East Woodlawn neighborhood, offering direct access to Jackson Park and just steps from the University of Chicago. These thoughtfully designed multi-level homes feature elegant, sun-filled interiors with soaring 14-foot living room ceilings, floor-to-ceiling windows, and sleek glass-panel staircases. Each residence offers four spacious bedrooms and three and half baths. The main level boasts an open-concept kitchen and dining area, perfect for entertaining, with modern dual-toned flat-panel cabinetry, paneled Fisher & Paykel appliances, built in 36" range, quartz waterfall island with seating for four, built in horizontal microwave, garbage disposer, and a built in dish washer. Euro tilt-and-turn door leading to a balcony framed by a stunning wall of windows. The top floor is devoted to a luxurious primary suite, featuring dual walk-in closets, a spa-inspired bathroom with a freestanding soaking tub, double vanities, an oversized glass-enclosed shower, and a Bio Bidet USPA 6800 heated toilet seat-all with direct access to a private rooftop terrace with a new storm door. The second level includes two generously sized bedrooms full bath with double vanity, lower level offers a versatile space ideal as a family room or a fourth bedroom with its own ensuite bath. Smart upgrades elevate this home even further, dimmer switches in all bedrooms and the dining area, Switch Bot smart light controls for the entry and second-floor deck lights, and Switch Bot automated curtain controls in the second bedroom. Additional features include a Blink entrance camera with enhanced security coverage. Built for comfort and efficiency, these homes include dual Nest-controlled HVAC systems, tankless water heaters, pre-wired sound systems, full masonry construction (with solid masonry party walls), and a two-car heated attached masonry garage. The location is walking distance to the Obama Presidential Center (currently under construction), 10 min walk to the University of Chicago Hyde Park Campus, the planned commercial corridor at 63rd Street and the lakefront's beaches, harbor, and trails. Commuting is easy with access to downtown via train, bus, or scenic Lake Shore Drive. Enjoy proximity to Jewel-Osco, Whole Foods, Trader Joe's, coffee shops, dining, and entertainment in nearby Hyde Park. This is modern urban living at its finest.

This is the one - a newly renovated huge single-family home! Experience the perfect blend of timeless elegance and contemporary comforts in this meticulously updated four-square prairie-style residence. Boasting 4 spacious bedrooms and 2 well-appointed bathrooms, the home also features a charming second-floor balcony overlooking a generous backyard, deck, and a detached garage for two vehicles. Nestled in the Greater Grand Crossing area, this property is on an extra wide lot, 50'x124', giving you plenty of outdoor space. The interior of the home is an impressive 2,343 sq ft plus an additional 1,629 sq ft of finished basement living space. The front door leads to the heart of the home. The entry way is sure to leave an impression with its elegant design, wainscoting and chandelier accenting an original stained-glass window. The main level features living room, dining room, first floor bedroom, full bathroom, large enclosed front sun porch and a gorgeous kitchen that leads out to the back deck and yard. Moving up to the 2nd level, you will find 3 large bedrooms, a full bath and an original built-in linen closet. The largest bedroom has a private exterior balcony. The fully renovated basement offers plenty of space and is ready for your ideas. Some of the highlights of the renovation are the new roof, central HVAC system, water heater, all new appliances, kitchen, bathrooms, flooring, trim, fixtures and the list goes on and on. The photos do not do this property justice. Be sure to set up your in-person tour today.

Multi-unit investment property with strong upside. The building includes 4 units: two with 3 bedrooms and two with 4 bedrooms, totaling 14 beds and 4 full baths. Three units are occupied; one is vacant. AS IS sale. Cosmetic improvements will be needed. Estimated ARV in the area is around $750K, making this a solid option for those looking to build equity.

This rare opportunity offers a delightful condo in a prime location near the University of Chicago that is waiting for you to apply your finishing touches and decorating style! The spacious two-bedroom unit boasts serene views of meticulously landscaped grounds complete with trees, seating areas, and tables. Inside, the home features a bright living room with wood burning fireplace, a separate dining room, including radiant floor heating under the vinyl flooring throughout the unit with an independent thermostat, modern windows spacious closets and video intercom entry system. Residents enjoy access to shared amenities such as storage, free laundry, exercise equipment, and bike racks, while an assigned off-street parking spot is included in the price. Situated in the heart of Hyde Park, this condo provides unparalleled convenience, with easy access to university campuses, medical facilities, vibrant dining and shopping on 53rd Street, public transit, the lakefront, and lush parks.

Enter into timeless elegance with this beautifully renovated 3-story Greystone located in the heart of Woodlawn, one of Chicago's most vibrant and rapidly developing neighborhoods. This spacious home features 4 bedrooms, plus an additional bedroom in the fully finished basement-perfect for guests, extended family or a private home office. The main level boasts an open-concept living and dining area, soaring ceilings, and refinished hardwood floors throughout. It is conveniently located near the Obama Presidential Center, University of Chicago, parks, public transit and the lakefront. Don't miss this one-of-a-kind Woodlawn gem!

Charming, updated, and just minutes from the University of Chicago This brick beauty has it all! Welcome to this meticulously maintained 4-bedroom, 1.5-bath single-family home in the heart of Chicago's fast-growing Woodlawn neighborhood-just three blocks from the University of Chicago, the Cottage Grove Green Line, and the new Jewel-Osco. Inside, you'll find hardwood floors throughout, a sun-drenched freshly painted enclosed porch, and a stylish kitchen with granite countertops and stainless-steel appliances. The full basement offers a newer washer/dryer, and exciting potential for added living space and recreation or home office area. Enjoy a private backyard, a two-car garage, and peace of mind with major updates completed in the past six years-including a new roof, furnace, windows, hot water tank, and central air. This move-in-ready home blends charm, space, and smart updates in a location that's only getting better. Don't miss this opportunity to invest in one of Chicago's most promising neighborhoods.

Two unit is excellent condition and fully occupied is waiting for its new owner. Premium property in the Greater Grand Crossing community on quiet block. Unit 1 is duplexed down 5 bed 2 baths. Unit 2 is 3 bed 1 bath. Rent is below average for the market. Some notice needed to show - please do not disturb occupants.

First-Floor Beauty Near University of Chicago - Move-In Ready! Available now! This bright and beautiful first-floor condo offers the perfect blend of historic charm and modern updates in the heart of Woodlawn. This 3-bedroom, 2-bath condo features gleaming hardwood floors, fresh paint, and an elegant kitchen with granite countertops and upgraded cabinets. Prime Location! Just minutes from the University of Chicago, the upcoming Obama Presidential Library, Lake Shore Drive, and Jackson Park, with easy access to shopping, dining, and public transportation. Enjoy all the best of city living, with Hyde Park, the Museum of Science and Industry, and scenic lakefront trails just moments away. Don't miss this incredible opportunity to own a piece of history with modern conveniences! Schedule your showing today! MOTIVATED SELLER!

Welcome to 6139 S King Dr, a well-maintained and recently updated 3-unit building located in the vibrant and growing Woodlawn neighborhood. This solid property features new appliances throughout, with recent maintenance and improvements that make it ideal for both investors and owner-occupants. The garden unit has been completely remodeled and now includes brand-new appliances and furnace, offering comfortable and modern living space. Perfectly positioned near the University of Chicago, Washington Park, and the upcoming Obama Presidential Center, the property is in a high-demand area with strong appreciation potential. Enjoy convenient access to public transportation, including the CTA Green Line and several bus routes, along with easy connections to major expressways. Property is being Sold As-Is.

Excellent investment opportunity in prime East Woodlawn location! Just blocks from the future Obama President Center, this well-maintained property offers strong potential in one of Chicago's fastest growing neighborhoods. The upper level duplex features a spacious 3 bedroom, 2 bath layout, perfect for owner occupants or higher rental income. The first floor walk-in unit includes 2 bedrooms and 1 full bath, ideal for rental or extended family living. Enjoy a private, fenced-in backyard and a two car garage. Tenants have the advantage of the convenience of in-unit washer and dryers and separate utilities (gas and forced air). Proudly owned by the same owner since construction, this solid, dependable property reflects care and stability. Property is sold in current "AS IS " condition. Near University of Chicago, Metra, Hyde Park, and the Lake. Don't miss the rare opportunity to secure your place in one of the hottest neighborhoods in Chicago.

This exquisite 2-unit property features a 3 bedroom / 2.5 bathroom duplex-up owner's unit and a 2 bedroom / 1 bathroom simplex investment unit. Take advantage of the unique opportunity to own a property that lives like a single family home while still benefitting from the rental income of a multi-unit. Superior workmanship and elegant finishes from top to bottom define this distinctive property. The open concept first floor is perfect for entertaining, while the 120 sf rear deck and generous private fenced yard offer the opportunity to host memorable outdoor gatherings in the warmer months. The living room is centered around a built-in electric fireplace, open niche shelving w/remote LED back-lighting, and an up-lit ceiling that provides an airy accent for the space, while the custom built steel railings offer a unique and industrial look. Prepare gourmet meals in a true chef's kitchen featuring solid 42" cabinets w/slow-close doors, pre-sealed quartz counters, herringbone glass backsplash, upgraded GE stainless steel appliances, and a 10' island with comfortable seating for 6. The dry bar off the dining area comes complete with a dual-zoned wine cooler and floating shelves, providing a sophisticated home for all of your wine and spirit beverages. Relax in luxury at the end of the day in your primary suite, complete with an in-wall fireplace, two closets, and a vaulted ceiling. Enjoy the spa-like en-suite bathroom featuring heated floors, a walk-in shower with body jets and rain shower head, frameless glass shower enclosure, and double bowl sink, all while listening to your favorite music through the Bluetooth-enabled exhaust vent speakers. Save money throughout the year with separate high-efficiency heating & cooling systems, high-efficiency power vent hot water heaters, Low-E / Argon windows, and LED lighting. Rest assured as your basement includes drain tile, a sump pump and a battery back-up pump. An oversized 2-car garage with an 8' overhead door, pre-wired for an electric car charger rounds out this spectacular property! Capitalize on the appreciation of South Side real estate driven by the Obama Presidential Library and the continuing expansion of the University of Chicago. Come and experience this breathtaking opportunity!

On the market for the first time in many years, this charming 4-bedroom, 2 full-bath "E" townhouse is located on a quiet street in the University of Chicago campus neighborhood. Designed by I.M. Pei in the early 1960s, it features a wonderfully laid out open floor plan on three above-grade levels and is in excellent condition, freshly painted throughout and with upgraded baths and kitchen (stainless appliances). Hardwood floors throughout the upper levels. Central a/c. Lower level family room opens to a private garden behind the house. Street parking is ample with a purchased City zoning permit. There is also a private parking lot and playground on the block for the homeowners in this association. Just a short walk to the University campus and both Lab School locations, as well as the Trader Joe's shopping center and downtown transportation. NOTE: the HOA fee is Annual, not Monthly.

Discover a fresh take on contemporary city living in this beautifully remodeled two-story home, thoughtfully designed for style, function, and everyday luxury in the heart of Chicago's resurging West Woodlawn community. This spacious home offers four well-sized bedrooms and three full modern bathrooms, along with a fully finished basement ideal for entertaining, remote work, or extra living space. An oversized two-car garage provides ample room for vehicles and storage, while the exterior includes a private, fenced backyard and secure wrought iron entry. New sod will be installed upon closing! The primary suite is a true retreat, featuring a spa-inspired en-suite bathroom with a soaking tub, large closet space, and direct access to a private terrace-an ideal spot to start your day with a coffee or wind down under the stars. Inside, you'll find designer finishes throughout, with custom accent walls, curated lighting, and a modern open-concept layout that brings warmth and sophistication to every room. The chef's kitchen is fully equipped with all-new Samsung stainless steel appliances, sleek cabinetry, and solid-surface countertops, offering both style and functionality. This home also includes large capacity stackable laundry, energy-efficient systems, and dual-zoned heating and cooling-two furnaces and two air conditioners, one for each level-to maximize comfort throughout the year. Natural light fills the home from every angle, creating a bright and inviting atmosphere. Ideally located just minutes from the upcoming Obama Presidential Center, this home is also close to the University of Chicago, several major hospitals, Jackson and Washington Parks, Lake Michigan, and convenient CTA and expressway access. If you're seeking modern luxury in a vibrant and growing neighborhood, this home on Langley delivers comfort, design, and location in one thoughtfully built package. Schedule your private tour today!