Refine Search
Map
Sort by
$202,500
4 Beds ⋅ 2 Baths ⋅ 12755283 MLS ⋅ NEW Status
Large Brick 2 story Single Family located in the Woodlawn neighborhood of the City. Features Hardwood Floors throughout, beautiful Woodwork, Built-ins, Formal Dining Room, 1st floor Family Room, enclosed Porch, full unfinished Basement and a 2.5 Car Garage off the alley. Great location, close to the Obama Presidential Center, University of Chicago, Jackson Park, the Lakefront, Shopping, Dining and Transportation. HUD Case 137-453756, Insured Status: UI (Uninsured). HUD owned Property. The Seller Is selling this property in "AS IS" condition. Seller nor its representatives make any representations or warranties regarding the property. City Code violations, seller disclosure see attached

6625 S Woodlawn Avenue, Chicago
$559,000
3 Beds ⋅ 5 Baths ⋅ 12746791 MLS ⋅ ACTIVE Status
Welcome to 6642 S. Drexel Avenue, a beautifully restored historic residence in the heart of Woodlawn that has been thoughtfully deconverted from a two-flat into a stunning single-family home. Combining timeless character with modern luxury, this home underwent an extensive renovation and restoration completed in 2026. From the moment you enter, you'll appreciate the beautiful hardwood floors that flow throughout the home and the expansive open-concept main level designed for both everyday living and entertaining. The spacious floor plan offers generous living and dining areas, creating the perfect setting for gatherings of any size. The kitchen is truly the heart of the home, featuring backlit cabinetry, abundant storage, and ample space for a large eat-in dining area. Whether hosting guests or enjoying a quiet evening at home, this thoughtfully designed space provides both functionality and style. One of the home's most remarkable features is found on the second level, where you'll discover three spacious ensuite bedrooms-a rare and highly desirable layout seldom found in homes of this caliber. Each suite offers privacy, comfort, and its own dedicated bathroom, creating the ultimate retreat for family members and guests alike. The fully finished basement expands the living space even further, offering two additional bedrooms, a full bathroom, and endless possibilities for recreation, a home office, fitness area, or extended living arrangements. Additional features include a detached two-car garage and countless updates throughout the home that blend historic charm with contemporary finishes. Located in the rapidly growing Woodlawn community near Jackson Park, the University of Chicago, the Obama Presidential Center, and public transportation, this exceptional home offers a unique opportunity to own a piece of Chicago history reimagined for modern living. Zone B for Homegrown program up to $50k downpayment assistance available.

6642 S Drexel Avenue, Chicago
$599,000
4 Beds ⋅ 3 Baths ⋅ 12734337 MLS ⋅ ACTIVE Status
Beautiful 4-Bed, 3-Bath Chicago Home with Finished Basement & 2-Car Garage right next to Obama Presidential and University of Chicago!This stunning home offers an open-concept layout with a modern kitchen featuring a spacious island, sleek finishes, and ample cabinet space. The cozy family room with a fireplace creates the perfect gathering space. The fully finished basement with 2 bedrooms includes a full bathroom and laundry room. Upstairs, enjoy additional two oversized bedrooms with high ceilings, generous closets, full baths and a hot tub. Two private balconies, including one off the master bedroom, provide the perfect spots to relax outdoors. A detached 2-car garage completes this move-in-ready home. Don't wait-schedule your tour today!

6505 S Woodlawn Avenue, Chicago
$749,000
4 Beds ⋅ 4 Baths ⋅ 12732255 MLS ⋅ ACTIVE Status
Sophisticated 2023-built residence located in a quiet pocket of a flourishing historic corridor, just one block from UChicago. The home opens to a living space with 14-foot bay windows and flows into an elevated open-concept kitchen anchored by a waterfall island. Upper levels include a private primary suite with rooftop deck access and spa-inspired bath, along with two secondary bedrooms designed for flexible use. The lower level suite doubles as media, guests, or home office space. Construction emphasizes permanence and performance: full masonry walls, Euro tilt-and-turn windows, dual-zone HVAC, wired audio, hardwood floors, tankless water heater, and a heated two-car garage with EV charger. The location combines exceptional walkability, CTA and Metra access, and proximity to an array of vibrant local establishments, all near the lakefront and the new Obama Presidential Center.

6227 D S Ellis Avenue, Chicago
$299,000
3 Beds ⋅ 2 Baths ⋅ 12693131 MLS ⋅ ACTIVE Status
Beautifully renovated in 2021, this classic brick bungalow combines timeless charm with modern style in the rapidly growing East Woodlawn neighborhood! This 3 bed + additional Den/Office/4th Bedroom in the Basement, 2 bath home features bright, updated living spaces, a sleek contemporary kitchen, modern baths, spacious bedrooms, and quality finishes throughout. Outside, the timeless brick exterior adds exceptional curb appeal. The large back yard is ready for your ideas and the newer 2 car garage adds great additional storage. Just minutes from downtown Chicago, the University of Chicago, the newly opened Obama Presidential Center, Jackson Park Golf Course, the lakefront, beaches, scenic trails, and world class restaurants, cafe's, and entertainment, this location offers the best of city living. With easy access to Lake Shore Drive, Metra, and CTA, commuting is a breeze. A lovely home in one of Chicago's fastest-growing neighborhoods-don't miss this opportunity!

6655 S University Avenue, Chicago
$649,000
4 Beds ⋅ 4 Baths ⋅ 12731593 MLS ⋅ ACTIVE Status
Experience bold, sophisticated luxury in the heart of highly sought-after East Woodlawn at 6148 S Ingleside Avenue, an exceptional newly renovated residence where thoughtful design, flexible living and future income potential come together just steps from the University of Chicago. This stunning home delivers an impressive combination of luxury and functionality, including a garage, extended rear main-level porch, approximately 2,347 square feet of beautifully finished living space, 4 bedrooms, 3.5 baths, multiple laundry areas, dramatic designer lighting, gorgeous hardwood flooring and brand-new finishes throughout. The stunning open-concept main living level is made for entertaining, flowing from an expansive living room into a dedicated dining area and showpiece chef-inspired kitchen with an oversized waterfall-style peninsula, quartz surfaces with striking gold veining, two-tone cabinetry, premium stainless-steel appliances, statement lighting and sleek black accents. Upstairs, retreat to a spacious primary suite highlighted by a beautiful bay-window setting and a truly show-stopping spa-inspired primary bath featuring dramatic floor-to-ceiling tile, double vessel sinks, soaking tub, separate glass-enclosed shower and designer fixtures, while an additional bedroom, full bath and conveniently located laundry complete the level. The lower level dramatically expands the home's possibilities with two bedrooms, a full bathroom, laundry and, uniquely among this particular block of homes, BOTH a private front entrance and separate rear entrance-an outstanding configuration for an in-law arrangement, multigenerational living, guests, home office space or future income-producing flexibility; subject to applicable zoning, licensing and City requirements, a future owner could explore adding a kitchen and utilizing this level as a separate living area or potential short-term rental. Outside, the extended rear porch and garage add even more everyday functionality and value. This residence combines modern luxury with the peace of mind of an extensive renovation and a location that is difficult to duplicate-the University of Chicago campus, world-class medical and academic institutions, neighborhood parks, public transportation and everyday conveniences are all nearby, with the Obama Presidential Center and continued investment throughout the surrounding area adding to East Woodlawn's incredible momentum. Brand-new everything, beautifully executed, incredibly versatile and designed for the way people actually live-6148 S Ingleside is a must-see home that will not disappoint.

6148 S Ingleside Avenue, Chicago
$439,000
4 Beds ⋅ 4 Baths ⋅ 12696617 MLS ⋅ PRICE CHANGE Status
Welcome to 1506 E. Marquette Rd., Chicago, IL, a beautifully designed home offering the perfect combination of space, comfort, and modern living. This spacious residence features 4 bedrooms, 2 full bathrooms, and 2 half bathrooms, making it ideal for growing families or those who love to entertain! The impressive primary suite serves as a private retreat, complete with a double vanity, relaxing soaking tub, and separate walk-in shower. Thoughtfully designed living spaces provide both functionality and comfort throughout the home! Enjoy outdoor living with two private balconies-one located on the first floor and another on the third floor-perfect for morning coffee, evening relaxation, or entertaining guests! The fully finished basement expands your living space and includes an additional half bathroom, making it ideal for a family room, recreation area, home office, fitness room, or guest space! With its generous layout, desirable amenities, and move-in-ready appeal, this home offers everything today's buyers are looking for. Schedule your private showing today and experience all that 1506 E. Marquette Rd. has to offer!

1506 E Marquette Road, Chicago
$575,000
4 Beds ⋅ 4 Baths ⋅ 12710393 MLS ⋅ ACTIVE Status
Welcome to WOODLAWN "SAME AS" NEW CONSTRUCTION 3-STORY, 5 BEDROOM 3.5 BATH SINGLE FAMILY HOME. WITH OVER 2,000 OF ADDITIONAL NEWLY BUILT SQUARE FOOTAGE, FOR A TOTAL OF 3,808 SQFT - THIS IS A BRAND NEW HOME! This exquisite modern-style home has been completed with over 350k in expansion, redesign, renovation and is ready for the discerning Buyer seeking luxury, comfort and convenience. This is a well curated floor plan with an expansive main level, featuring new hardwood flooring throughout, 10ft ceilings, plenty of natural sunlight, separate living/dining room combo, Butler's pantry with wine cooler, walk-in kitchen pantry, half bath and storage room! However, that's not it! Keep walking and you'll notice a beautiful chef kitchen with custom-built soft close cabinetry, over-sized 11ft waterfall island with breakfast bar overhangs, Calacatta white quartz countertops with ceramic tile backsplash, professional series stainless steel appliances with double oven, eat-in breakfast nook large enough for 6-chair table, and a spacious family room! The entire second floor is a family oasis that includes primary bedroom with walk-in closet, spa-like master suite with separate soaker tub, massive shower and double vanity sinks. 3 additional bedrooms and another full bath with double vanity sinks for all the kids, laundry has been added to the 2nd floor for your convenience, dual controlled heating and cooling, and hardwood floors throughout. Can't wait to see your face drop with all the space in the basement! Drain-tile zero flooding system, vinyl flooring, an additional bedroom, full bath with more storage and utility room. The wrought iron fence and wood fenced yard provides privacy and professional landscaping brings urban oasis to life. New cement patio and sidewalk and new 2.5 car garage. This home is surrounded by new construction, The Obama Library, University of Chicago, Jackson Park Golf Course, Children's Hospital, Museum of Science & Industry and Lake Shore Beaches ALL are within a few miles away! Come take a tour and fall in love!!

638 E 65Th Street, Chicago
$210,000
4 Beds ⋅ 3 Baths ⋅ 12702142 MLS ⋅ ACTIVE Status
Move-in ready!

6521 S Saint Lawrence Avenue, Chicago
$500,000
3 Beds ⋅ 4 Baths ⋅ 12683860 MLS ⋅ ACTIVE Status
Welcome to this four-bedroom, three-and-one-half bathroom home in West Woodlawn. This home was rehabbed in 2019 with classic materials that continue to showcase its elegance. The main level of the house is designed with an open concept; a cozy living room with bay windows is warmed by a fireplace and opens to a formal dining area and kitchen with stainless steel appliances and quartz countertops. A powder room and glass doors opening up to a spacious deck and the backyard make it easy to entertain guests. Upstairs are three generously sized bedrooms that include the primary with its en-suite bathroom and another full bathroom with a walk-in shower. The fully finished basement has a comfortable recreation room, a fourth bedroom, another full bathroom, laundry, mechanical room, and additional storage. This property has a two-and-a-half car garage and is surrounded by a privacy fence. The University of Chicago campus and hospitals are four blocks away; arrive within minutes to explore the Obama Presidential Center. Walk to grab coffee or have breakfast at Daley's (Chicago's oldest restaurant) before taking the CTA to the loop.

6351 S Evans Avenue, Chicago
$239,560
4 Beds ⋅ 3 Baths ⋅ 12698203 MLS ⋅ ACTIVE Status

6619 S Ellis Avenue, Chicago
$359,000
2 Beds ⋅ 3 Baths ⋅ 12696189 MLS ⋅ ACTIVE Status
Modernist Gem in the Heart of Woodlawn! Creative, cool, and highly functional, this impeccably updated Woodlawn bungalow offers a refreshing departure from the everyday. Blending Modernist aesthetics with Prairie-inspired details, 6334 S. Saint Lawrence is a move-in-ready sanctuary designed for the art-forward homeowner. The front entry opens into a voluminous, vaulted-ceiling great room, creating a gallery-like atmosphere perfect for showcasing a curated collection of furniture & art. Feel happy thanks to strategic skylights, the interior remains bright and airy even on the grayest Chicago winter days. The Chef's Alcove kitchen features a smart U-shaped design with brand-new appliances and sleek, minimalist lines. The main level hosts two spacious bedrooms and two full bathrooms, including a light-filled primary suite with a private en suite, that opens to the massive rear deck. Frank Lloyd Wright would approve of the custom-crafted oak staircase leads to the fully realized, walk-out lower level, which offers a generous family room and a private third bedroom with its own en suite bath-the perfect setup for guests or a quiet home office. Enjoy year-round comfort and peace of mind with zoned central heating and air conditioning. Outside, the massive gated rear yard is an entertainer's dream, featuring a massive rear deck with dramatic full-width stairs that invite you down to the grassy lawn and brand-new gated parking pad. Located just blocks from the Cottage Grove Green Line station and surrounded by the rapid development defining the Woodlawn corridor, this is a rare opportunity to own a uniquely designed, right-sized single-family home for the price of a local condo. Every detail has been carefully considered-now it's yours to enjoy.

6334 S Saint Lawrence Avenue, Chicago
$1
4 Beds ⋅ 4 Baths ⋅ 12664666 MLS ⋅ AUCTION Status
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 with 3.5 baths. 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!

6442 S Ingleside Avenue, Chicago
$695,000
3 Beds ⋅ 4 Baths ⋅ 12639798 MLS ⋅ PRICE CHANGE Status
Wonderful, well taken care of, updated and improved single family across the street from University of Chicago campus, a short walk to the Lab Schools, and close to the Obama Presidential Center. 4 bed home with tons of space and great light throughout. Fully finished basement with full bath, laundry room, bedroom and storage. Mudroom addition with additional storage underneath; 2 car garage. Home has many upgrades including roof and windows, wainscoting, oak stair treads and railings, crown molding.

1323 E 61St Street, Chicago
$389,999
5 Beds ⋅ 4 Baths ⋅ 12648972 MLS ⋅ ACTIVE Status
Welcome Home! This large beautifully rehabbed single-family home featuring 5 bedrooms and 4 bathrooms. This spacious property offers hardwood floors throughout the first and second levels, with ceramic tile in the finished basement. The finished basement includes 1 bedroom, 1 full bathroom, and a family room, providing additional living space for guests, extended family, or entertaining. The home has been renovated from top to bottom with major updates including a new kitchen, new bathrooms, new electrical, new plumbing, new windows, 2 furnaces, and 2 water heaters. All work was completed with permits. The home also features an exceptional primary bedroom with a private attached bathroom and a generously sized closet for extra storage. Appliances were purchased after the listing photos were taken. FHA Approved! Schedule a showing today! Seller is very motivated and all offers will be considered.

6640 S Champlain Avenue, Chicago
$349,000
3 Beds ⋅ 4 Baths ⋅ 12614066 MLS ⋅ ACTIVE Status

6845 S Saint Lawrence Avenue, Chicago
$559,500
2 Beds ⋅ 3 Baths ⋅ 12574225 MLS ⋅ PRICE CHANGE Status
Beautiful 3-Bed, 3-Bath Chicago Home with Finished Basement & 2-Car Garage! This stunning home offers an open-concept layout with a modern kitchen featuring a spacious island, sleek finishes, and ample cabinet space. The cozy family room with a fireplace creates the perfect gathering space. The fully finished basement includes a full bathroom, laundry room. Upstairs, enjoy two oversized bedrooms with high ceilings, generous closets, full baths and a hot tub. Two private balconies, including one off the master bedroom, provide the perfect spots to relax outdoors. A detached 2-car garage completes this move-in-ready home. Don't wait-schedule your tour today!

6505 S Woodlawn Avenue, Chicago



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 2026 MRED LLC. All rights reserved.

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

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.