Chi - Woodlawn Real Estate

Chi - Woodlawn Real Estate

Welcome to Woodlawn, a vibrant neighborhood nestled on the South Side of Chicago, Illinois. Rich in history and culture, Woodlawn has undergone a remarkable transformation, making it one of the city's most exciting areas to call home. Once known for its historic architecture and strong community ties, Woodlawn is now a flourishing hub of innovation, creativity, and diversity.

The neighborhood boasts a unique blend of residential charm and urban convenience. Tree-lined streets are adorned with stunning vintage homes, many of which reflect the architectural elegance of the early 20th century. As you stroll through the area, you'll discover a mix of cozy cafes, local boutiques, and community parks that foster a friendly atmosphere. The neighborhood's commitment to revitalization is evident in its ongoing development projects, which aim to enhance the quality of life for residents while preserving its rich heritage.

Woodlawn is home to several educational institutions, including the University of Chicago, which adds an intellectual vibrancy to the area. The neighborhood is also conveniently located near public transportation, making it easy to access downtown Chicago and other parts of the city.

Outdoor enthusiasts will appreciate the proximity to Washington Park and the scenic views along the historic Midway Plaisance. With a strong sense of community and a rich cultural tapestry, Woodlawn is not just a place to live; it's a place to thrive. Whether you’re looking for a family-friendly environment, an artistic enclave, or a vibrant urban lifestyle, Woodlawn has something to offer everyone. Come and explore the charm of Woodlawn—your new home awaits!

Newest Listings in Chi - Woodlawn

$289,999
2 Beds ⋅ 2 Baths ⋅ 12764243 MLS ⋅ NEW Status
Welcome to 6500 S. Minerva Avenue, Unit 3N, a spacious 2-bedroom, 2-bathroom condo in Chicago's Woodlawn neighborhood near the University of Chicago, Hyde Park, Jackson Park, Lake Michigan, and the Obama Presidential Center. A deeded parking space, in-unit laundry, private balcony, hardwood flooring, low monthly assessments, and no rental restrictions add exceptional flexibility and value. The expansive open-concept layout offers plenty of room for full-size living and dining furniture while maintaining a comfortable flow for everyday living and entertaining. Hardwood floors extend throughout the home, creating a warm and cohesive feel. The updated kitchen features granite countertops, stainless steel appliances, a subway tile backsplash, and a large dark wood island with pendant lighting. The island provides additional workspace, storage, and breakfast-bar seating while connecting the kitchen to the main living area. The generously sized primary bedroom includes French doors that open onto a private, brick-enclosed balcony with space for outdoor seating and treetop views. The second bedroom is well suited for use as a guest room, home office, or den. Two full bathrooms provide convenience and privacy, while a stacked washer and dryer are tucked inside a dedicated hallway closet. A deeded parking space is included in the secured rear lot. With no rental restrictions, the property offers flexibility for buyers seeking a primary residence, future rental, or long-term investment. This condo is minutes from the University of Chicago campus and Law School, Hyde Park, Jackson Park, the Midway Plaisance, 63rd Street Beach, public transportation, dining, shopping, and cultural attractions. Its proximity to the Obama Presidential Center places it within one of the South Side's most closely watched areas. This move-in-ready home offers the space, location, and flexibility that are difficult to find at this price point. Schedule your private showing today.

6500 S Minerva Avenue Unit #3N, Chicago
$175,000
2 Beds ⋅ 1 Baths ⋅ 12758533 MLS ⋅ NEW Status
This cheerful, vintage, restored unit is just south of the Midway Plaisance at the borderline of Hyde Park & Woodlawn. Recently refreshed and updated with refinished, hardwood floors, all brand new stainless-steel appliances, new kitchen cabinet doors, new paint throughout, upgraded lighting + ceiling fans, bathroom restoration & more! The kitchen has stainless steel shelving and the pantry closet contains the new refrigerator. The bathroom features a refinished bathtub, matching backsplash and wall tile, new toilet, and a new sink + vanity cabinet. The modern vinyl winds are easy to operate. ------ This dynamic location is about a block away from University of Chicago institutions, with easy access to the new Presidential Library, parks, museums, lakefront, grocery stores, shopping, trains including the CTA & Metra. Enjoy peaceful convenient living with ideal access for commuting north or south. ------ The monthly HOA assessment is low, especially for Hyde Park: $475.02. And it includes heat, water, common insurance, refuse removal, storage, exterior maintenance & more. There is a laundry room on-site. ------ This unit is move-in ready!

959 E 61St Street Unit #2, Chicago
$100,000
12761503 MLS ⋅ NEW Status

6545 S Woodlawn Avenue, Chicago
$499,000
5 Beds ⋅ 2 Baths ⋅ 12760003 MLS ⋅ NEW Status
Prime Woodlawn location! Five-minute walk to the King Drive Green Line, surrounded by new construction and active redevelopment. The $580M Woodlawn Central campus broke ground in August, an 8-acre district bringing new 23,000 square feet of retail, a hotel, and hundreds of residences to 63rd Street. Fully gutted two-unit, eligible for a $25,000 Cook County assistance grant plus up to $15,000 in IHDA assistance for qualified buyers. Surrounded by new development! The building was taken to the studs. All new plumbing, HVAC and ductwork, furnaces and water heaters, plus new overhead electrical service and wiring. New windows, frames, and hardware. Both units filled with natural light. New kitchens and baths, new doors and trim. Enclosed rear porch structurally rebuilt with new siding. New concrete throughout: front porch, sidewalks, stairs, garage slab. Brand new two-car garage. Turnkey, no deferred maintenance. CHA and Section 8 market rents are $2,240 (3BD) and $1,740 (2BD). Schedule your tour today!

6317 S Eberhart Avenue, Chicago
$360,000
12 Beds ⋅ 4 Baths ⋅ 12759677 MLS ⋅ NEW Status
Woodlawn 4-Unit Brick - Gutted, Framed, and Priced to Move. Motivated seller is stepping away from this Woodlawn rehab, leaving a rare opening for a developer to take over a project that's ready to move to completion. This solid two-story brick 4-flat on a corner lot is sold strictly AS-IS. Classic Chicago construction: red pressed-brick facade, limestone belt courses, arched window openings, and an original ornamental cornice. New black double-hung windows have been installed throughout. Inside, the building has been fully gutted and re-framed. New wall framing, HVAC trunk lines, electrical panels, conduit, and recessed lighting boxes are in place, with plumbing rough-in started. Exposed brick and original timber joists throughout give the next owner a strong canvas for a high-end finish. Layout per plans: two duplex-down units on the first floor/garden level and two single-level units on the second floor. Architectural plans and permits are available. Corner location with open side yard and mature trees. Easy to show. Bring your crew and your vision. Experienced and qualified developers only. Property sold strictly AS-IS - please inspect prior to submitting an offer. Proof of funds required for access and for offers to be considered.

608 E 64Th Street, Chicago
$374,999
5 Beds ⋅ 4 Baths ⋅ 12757392 MLS ⋅ PRICE CHANGE Status
Welcome home to this beautifully renovated and spacious single family residence offering 5 bedrooms and 4 full bathrooms with plenty of room to live, gather, and entertain. Thoughtfully renovated from top to bottom, the home features hardwood flooring throughout the first and second levels with ceramic tile in the finished basement. Major improvements include a new roof installed in July 2025, all new appliances purchased in 2026, an updated kitchen, updated bathrooms, new electrical, new plumbing, new windows, two furnaces, and two water heaters. Renovation work was completed with permits. The impressive primary suite features a private attached bathroom and generously sized closet, creating a comfortable retreat with excellent storage. The finished basement provides additional living space with a bedroom, full bathroom, and family room, offering flexibility for guests, recreation, entertaining, or additional household space. The new appliances were purchased after the listing photos were taken and may not be reflected in the current photos. Seller is motivated and ready to consider offers. Schedule your private showing today and see everything this move in ready home has to offer.

6640 S Champlain Avenue, Chicago
$650,000
5 Beds ⋅ 4 Baths ⋅ 12755646 MLS ⋅ ACTIVE Status
WHY BUY ONE LIVING SPACE WHEN YOU CAN HAVE TWO? BRAND-NEW CONSTRUCTION WOODLAWN DUPLEX designed for luxury living, house hacking, and income potential! Live upstairs and let the garden unit help reduce your mortgage-or maximize the property's rental potential in one of Woodlawn's most exciting locations. UNIT 1 offers 3 spacious bedrooms and 2.5 baths with HARDWOOD FLOORS THROUGHOUT. Enjoy an impressive overly sized open layout with quartz countertops, waterfall island, custom wet bar with glass rinser, fireplace, smart toilets, and high-end washer and dryer per unit. The spacious primary suite features its own private bath with double vanities. The GARDEN UNIT features 2 bedrooms and 1 bath with its own open modern open kitchen, living area, and high end washer/dryer in unit. Ideal for long-term rental income, extended family, or potential short-term rental use where permitted. Short-term rentals in the surrounding area can command strong rates, with demand supported by nearby attractions and institutions. LOCATION MATTERS! Minutes from the OBAMA PRESIDENTIAL CENTER, University of Chicago, Jackson Park, Museum of Science and Industry, Hyde Park, the lakefront, and convenient transportation. More upgrades include SOLAR PANELS that you ACTUALLY OWN to help reduce utility expenses, tankless hot water, a HUGE REAR DECK built for entertaining, and a BRAND-NEW 2-CAR GARAGE. NEW CONSTRUCTION. TWO LIVING SPACES. INCOME POTENTIAL. PRIME WOODLAWN LOCATION. GRANTS ASSISTANCE MAY BE AVAILABLE for qualified buyers. Schedule your private showing today!

6547 S Evans Avenue, Chicago
$849,000
7 Beds ⋅ 6 Baths ⋅ 12755888 MLS ⋅ ACTIVE Status
Legal 3 fla.Total gut Rehab to the studs with new constructions permits, all mechanicals are brand new. New water lines B Box and meters, windows, insulations, GE appliances, sump pump & ejector pump. Everything you see is NEW. 3300 sqft living space.LUXURY-DESIGNED LAYOUT WITH THREE MASTER SUITES ON THE 2ND FLOOR DUPLEXED TO THE MAIN LEVEL WITH COMPLETE OPEN CONCEPT FLOOR PLAN!!! GREAT FOR OWNER WITH OPTION TO RENT OR AIRBNB LOWER LEVEL. OVER 2,500SF OF LIVING SPACE WITH 4 BEDROOMS AND 3.5 BATHS DUPLEX WITH SEPARATE LARGE LOWER LEVEL APARTMENT WITH 2 BEDROOMS AND 1 FULL BATH EQUIPPED FOR AIRBNB OR RENTAL THAT WILL HELP WITH THE MORTGAGE! ALL NEW ROUGH FRAMING, SUPPORT BEAMS AND STAIRCASE IS COMPLETED. ALL NEW DUCTWORK COMPLETED. ALL NEW ROUGH ELECTRICAL COMPLETED WITH DUAL 200AMP SERVICE AND PANELS INSTALLED. ALL NEW CEMENT BASEMENT FLOOR POURED WITH OVER 7FT CEILING HEIGHT. NEW ROOF HAS BEEN INSTALLED. GARAGE ROOF, OVERHEAD DOOR AND TUCKPOINTING COMPLETED. EVERYTHING HAS BEEN DONE UP TO CITY CODE. THE VALUE IS ENDLESS AS EAST WOODLAWN IS ONE OF THE MOST PRIME REAL ESTATE IN CHICAGO WITH THE PROXIMITY TO ALL AMENITIES: NEW OBAMA LIBRARY, UNIVERSITY OF CHICAGO, MUSUEM OF SCIENCE AND INDUSTRY, LAKE SHORE BEACHES, JACKSON PARK GOLF COURSE, CTA GREEN LINE, HYDE PARK AND SO MUCH MORE.

6627 S Maryland Avenue, Chicago
$290,000
3 Beds ⋅ 2 Baths ⋅ 12754115 MLS ⋅ ACTIVE Status
Spacious and beautifully appointed 3-bedroom, 2-bath condominium offering approximately 1,700 square feet of comfortable living space in a highly desirable location. This sun-filled home features an open-concept floor plan designed for modern living and entertaining, complemented by rich hardwood flooring throughout the main living areas and a private balcony directly off the living room, perfect for enjoying your morning coffee or unwinding after a long day. The thoughtfully designed kitchen is equipped with stainless steel appliances and flows seamlessly into the expansive living and dining areas, creating an inviting space for gatherings of any size. The generously sized bedrooms provide exceptional comfort, while the oversized primary suite serves as a true retreat, featuring a massive en-suite bathroom and a spacious walk-in closet. Additional highlights include the convenience of in-unit laundry, abundant storage, and one exterior parking space. Ideally situated just minutes from the future Obama Presidential Center and close to parks, dining, shopping, public transportation, and the lakefront, this home offers the perfect blend of space, style, and location. Whether you're looking for your next primary residence or a smart investment opportunity, this move-in-ready home delivers exceptional value and lifestyle. Schedule your private showing today!

6526 S Kimbark Avenue Unit #2S, Chicago
$365,000
6 Beds ⋅ 2 Baths ⋅ 12753109 MLS ⋅ ACTIVE Status
Rarely Available Greystone 2-Flat! This Gem has the original wood work thru-out along with gorgeous hardwood flooring. The built-in on the first level adds character that blends with the remodeled upgrades perfectly. All units feature remodeled kitchen and baths with stainless steel appliances, dishwasher and granite countertops with ceramic style modern flooring and new vinyl windows (2022)Newer roof with silver coating. Seperate heat in all units. First floor has 3 bedrooms and Second floor has 3 bedrooms. Partially finished basement with laundry and storage. Detached 2 Car Garage and conveniently located near transportation and the Obama Presidential Library.

6525 S Vernon Avenue, Chicago
$267,000
4 Beds ⋅ 2 Baths ⋅ 12744188 MLS ⋅ ACTIVE Status
Welcome to 6511 S Ellis Ave, an updated 4-bedroom, 1.5-bath townhome offering generous living area and plenty of outdoor space. Updates include new flooring, kitchen backsplash, quartz countertops, stainless steel appliances, several new windows, a new furnace and hot water tank. The roof was replaced in 2019. The full basement offers additional flexible living space, with a finished, carpeted family room and a huge storage room. Outside, enjoy a fully fenced and landscaped backyard plus a two-car parking pad. Ideally located near the University of Chicago and Obama Presidential Center, with convenient access to both Lake Shore Drive and the Dan Ryan Expressway. Move-in ready and thoughtfully updated, this home offers space, comfort, parking, and outdoor living in a convenient Chicago location.

6511 S Ellis Avenue, Chicago
$240,000
2 Beds ⋅ 2 Baths ⋅ 12751538 MLS ⋅ ACTIVE Status
Cultural Legacy Meets Lakeside Luxury | Turn-Key Hyde Park/Woodlawn Oasis. Welcome to Kimbark Estates; a striking, classic brick icon offering the definitive Chicago lifestyle. This beautifully updated 2-bedroom, 2-bathroom condo isn't just a place to live; it's your front-row seat to the city's most exciting cultural renaissance with a gated deeded parking space that is adjacent to the building. Step inside and feel the immediate lift of soaring ceilings and expansive, sun-drenched open-concept living; the unit faces east which optimizes natural light into the unit. Massive windows frame serene, tree-lined views, bathing the gleaming oak hardwood floors in rich, natural light. It's an urban sanctuary that feels worlds away from the city bustle, yet keeps you effortlessly connected to it all. Love to entertain? The seamless layout flows directly into a chef-ready gourmet kitchen. Anchored by a massive wrap-around breakfast bar and sleek granite countertops, this space features premium stainless steel appliances and abundant warm cabinetry that makes hosting an absolute breeze. Central air conditioning ensures crisp, cool comfort all summer long. Skip the laundromat and enjoy the ultimate luxury of your own in-unit washer and dryer. This is a World-Class Location; Live moments from the global spotlight of the brand-new Obama Presidential Center and the architectural majesty of the University of Chicago. Sun & City: Spend your weekends exploring 4 stunning Lake Michigan beaches, or enjoy a seamless, commute into downtown Chicago via nearby DuSable Lake Shore Drive, CTA or the Metra. When the day is done, retreat to bedrooms designed to inspire. Visualize your primary suite styled to absolute, plush perfection alongside a versatile second bedroom ideal for a high-end home office or creative studio. The spa-inspired bathrooms offer a true daily indulgence: choose between a deep, relaxing jacuzzi soaking tub or a sleek, dramatic black marble tile design. Don't Wait, Your Next Chapter Starts Here. Turn-key properties in this red-hot cultural hub do not stay on the market. If you are ready to buy, this is the opportunity you've been waiting for. Schedule your private tour today before someone else snaps up your dream!

6324 S Kimbark Avenue Unit #300, Chicago
Start Your Search



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.