View All Hyde Park Chicago IL Homes with Bonus Room Listings

$170,000
1 Beds 1 Baths 12660204 MLS CLOSED Status
Spacious 1-bedroom-plus-den vintage co-op at 5470 S. Woodlawn, Unit 1W, in Hyde Park, Chicago. This nearly 1,000-square-foot residence lives like a 2-bedroom, with a separate den, all-season sunroom, or flex space that works beautifully as a home office, guest room, nursery, or art studio. Set in a beautiful vintage courtyard building with lovely landscaping, this move-in ready co-op is full of classic 1920s character. Inside, you will find original hardwood floors, decorative fire-place, elegant crown molding, wainscoting, original door hardware, and a beautiful built-in sideboard/hutch that adds warmth, charm, and timeless architectural detail. The layout includes both a spacious living room and a formal dining room, creating a comfortable and functional floor plan for everyday living and entertaining. The formal dining room opens to the all-season sunroom overlooking the courtyard, giving the home a bright and flexible bonus space. The generously sized kitchen features a stainless steel appliance package, ample cabinet and counter space, and built-in wine storage. As a co-op, the monthly assessment of $717 includes property taxes and heat, so there is no separate tax bill. Rentals are permitted, making this a flexible option for investors and owner-occupants alike. Ample street parking is available, and the home includes an additional large basement storage unit measuring approximately 10 x 5 x 10. The location is the standout. You are a 7-minute walk from the University of Chicago main campus and a 10-minute walk from the University of Chicago Laboratory Schools. Downtown Hyde Park, with its shops and restaurants, is within walking distance, along with Trader Joe's, Target, Starbucks and CVS. A bus stop is located around the corner, and Lake Michigan, Promontory Point, and surrounding green spaces are just a short walk away. This Hyde Park co-op offers the square footage and flexibility of a 2-bedroom at a reasonable price point, along with the charm of a true vintage gem in one of Chicago's most established lakefront neighborhoods.

5470 S Woodlawn Avenue Unit #1W, Chicago

$975,000
3 Beds 4 Baths 12697117 MLS ACTIVE Status
Price improvement! A rare opportunity to own a quintessential vintage rowhome in the heart of historic Hyde Park-where timeless architecture and thoughtful modern updates come together to create an exceptional place to call home. Offering 3 bedrooms plus a bonus room, 3.5 bathrooms, a fully finished walk-out basement, private outdoor space, 2nd floor laundry, central AC, and heat (dual zoned) and a garage, this spacious residence delivers the character of a classic Chicago home with the comfort and functionality of today's lifestyle. From the moment you arrive, you'll be captivated by the home's striking historic facade, intricate architectural details, and inviting front porch. Step through the private vestibule into a gracious foyer that opens to an expansive main level filled with warmth and natural light. Oversized west-facing windows illuminate the home from front to back, while original-inspired moldings, soaring ceilings, and rich architectural details showcase the craftsmanship that makes Hyde Park's historic homes so beloved. Designed for both elegant entertaining and everyday living, the open floor plan offers generous spaces for formal living and dining rooms, a comfortable family room, and a spectacular chef's kitchen that serves as the heart of the home. Beautifully blending classic style with contemporary design, the kitchen features custom cabinetry, an oversized quartz island, double ovens, designer lighting, abundant storage, and premium finishes that make every gathering effortless. A convenient powder room completes the main level. The home's beautiful staircase serves as a stunning architectural centerpiece, leading to the second floor where you'll find three spacious bedrooms, two full bathrooms, and a versatile bonus room-ideal as a home office, nursery, reading room, or dressing area. The serene primary suite offers oversized windows that flood the room with natural light, along with a spacious en-suite bathroom designed for comfort and privacy. A full-size laundry room on the second floor adds everyday convenience. The fully finished walk-out basement expands the home's incredible living space with a large recreation room, flexible bonus area perfect for a home gym, media room, or guest suite, a full bathroom, another laundry room, and an exterior exit for added convenience and versatility. Outside, enjoy your own private retreat featuring a spacious deck, generous backyard, and garage parking-an uncommon combination in one of Chicago's most sought-after historic neighborhoods. Perfectly situated just moments from the University of Chicago, neighborhood parks, acclaimed restaurants, charming cafes, shopping, and the lakefront, this exceptional home offers the best of Hyde Park living while preserving the timeless character that makes the neighborhood one of Chicago's architectural treasures. Welcome home.

5403 S Greenwood Avenue, Chicago

$510,000
3 Beds 3 Baths 12579324 MLS CLOSED Status Campus Hyde Park BLDG.
Welcome home to this very special opportunity, this rarely available, premier location in the heart of Hyde Park, steps from the University of Chicago campus and Lab School. This gorgeous, sun-filled vintage six-unit residence is extremely unique as it features an elevator for frequent travelers and residents seeking added accessibility with a beautifully renovated lobby showcasing timeless architectural charm! The residence offers expansive single-level living with three generously sized bedrooms plus a versatile sunroom ideal for creative arts or entertainment. The primary bedroom suite overlooks the serene back garden. Two full baths add convenience for the three bedrooms plus a powder room at the front of the house for your guests while you entertain. A thoughtfully designed layout enhances this gracious living and dining room which overlook a quiet, lush tree-lined street. Beautifully enriched hardwood floors run throughout, complemented by exquisite original details including crown moldings, arched doorways, and extensive built-ins for all the books you can imagine. Storage is exceptional with four walk-in closets. The kitchen presents an exciting opportunity for the next owner to design a dream space tailored to their style, with an adjoining bonus room ideal for an office or den. Monthly assessments include real estate taxes, water, heat, all common area janitorial cleaning, landscaping, garbage and snow removal. Also, residents have use of the beautifully maintained back garden and board room /pool room entertaining space. Enjoy the added luxury of being steps from Lake Michigan, the central Hyde Park retail areas and Hyde Parks' nationally recognized cultural institutions, art galleries, and museums including: The Kenneth C. Griffin Museum of Science of Industry, The Hyde Park Art Center, The Court Theater, the Smart Museum of Art, Frank Lloyd Wright's Robie House, Rockefeller Chapel and The Obama Presidential Center. This community offers incredible living experiences with lakefront beaches, bike trails, marinas, golf courses, tennis courts, and parks. Transportation is readily accessible with the University of Chicago bus line, Chicago Metra, CTA, UChicago bus route and DIVVY bikes.

5750 S Kenwood Avenue Unit #1N, Chicago

$1,242,500
3 Beds 4 Baths 12582577 MLS CLOSED Status
Located on a quiet, tree-lined block in the heart of The University of Chicago campus neighborhood, 5530 S Kimbark Avenue offers timeless architectural features paired with modern comfort. Set on a deep lot, the home showcases classic curb appeal with an inviting limestone facade, mature landscaping, and gracious proportions throughout. Inside, you'll find sun-drenched living spaces highlighted by generous ceiling heights, oversized windows, and beautifully preserved architectural details. The flowing open floor plan on the main level is ideal for both everyday living and elegant entertaining, with spacious formal and informal gathering areas, a thoughtfully designed kitchen, copious closet space, a powder room, and seamless indoor-outdoor connectivity. The upper level features three well-appointed bedrooms offering comfort and privacy, including a serene primary suite retreat. An additional flexible den/family room provides the perfect setting for a home office, library, TV room or guest accommodations. The lower level is a real bonus in this well-designed home. Recently fully renovated, it features a large bright recreation room and contemporary full bath, the perfect play area and/or additional overnight guest space. Outdoors, the landscaped yard offers a private oasis-ideal for relaxing, gardening, or hosting summer gatherings. The highly-desirable detached full 2-car garage with ample storage completes the property. Perfectly positioned near neighborhood shops, restaurants, parks, and public transportation, 5530 S. Kimbark Avenue is a rare opportunity to own a distinguished home in one of Chicago's most sought-after communities.

5530 S Kimbark Avenue, Chicago

$2,015,000
4 Beds 5 Baths 12030094 MLS CLOSED Status
Built in 1910, this Arts and Crafts School gem has been magnificently restored. Situated on a generously sized lot elevated above Woodlawn Avenue, the home was an early commission of noted Chicago architect Walter Shattuck. He conceived of a highly refined and beautifully detailed interior housed within a handsome brick and limestone facade. In 1998 the current owners undertook a complete restoration of the house, done by true craftsmen with the charge to do it right. The original layout remains; the wood paneled entry welcomes guests and connects the elegant living and dining rooms, each featuring a fireplace and windows of art glass. Moving past the sweeping bay of the dining room and through the glass doors, one finds an extraordinary conservatory - it simply has to be seen to be believed. The chef's kitchen offers top-of-the-line appliances, custom made stainless steel pot rack and butcher block island. The kitchen has a storage pantry as well as a butler's pantry, while a covered porch offers space to grill and access to the yard. The grand main staircase winds around an original Elliott's of London clock cased in stunning quarter sawn oak. On the second level there are four generously sized bedrooms and three full baths. All the baths were completely gutted and updated with historically appropriate tile and high-end fixtures. An unexpected bonus is a third level greenhouse with access to what could become a roof top deck. Two staircases lead to the lower level with a large laundry, workout room, steam shower, powder room, storage rooms and a workshop that can be renovated for other purposes. The mechanicals of the house are 21st century: all new copper plumbing, upgraded electrical service and panel, two zone Spacepack A/C, new 70g hot water tank, alarm system, and internet/cable ready. Outdoors, the professionally landscaped yard is gracious, gated and well removed from the street. There is a coach house, with a two-bedroom apartment above, that is currently being used as a garage by the current owners. The garage and paved space accommodates off the street parking for 4 cars. 5122 South Woodlawn is literally a jewel box of a home, which seems appropriate as it was originally built for a jeweler with an eye for only the finest.

5122 S Woodlawn Avenue, Chicago

$285,000
2 Beds 1 Baths 11841475 MLS CLOSED Status
Welcome to this lovely 2 bedroom, 1 bathroom condo nestled on a tree-lined Hyde Park block. This home offers 2 living spaces including the front living room adorned with a decorative fireplace and built-in shelving. The rear living space with its beamed ceiling is located right off of the recently updated open kitchen equipped with stainless steel appliances, granite countertops, lots of smart storage, newly installed tile flooring and subway tile backsplash (2018). The condo has great storage throughout including a large hallway walk-in pantry and a walk-in closet within the primary bedroom. Bright and lovely tiled bathroom includes a new marble top vanity (2022). High 9.5' ceilings and beautiful newly refinished hardwood floors throughout. The vintage character of this condo has been maintained including crown molding and the custom wood radiator covers. There's also an in-unit washer/dryer for your convenience. You have your choice of 3 outdoor areas to enjoy: the private front balcony overlooking Blackstone and an oversized shared rear deck which overlooks the community's courtyard - your 3rd outdoor space. Hidden from street view, there's an incredible enclosed community courtyard complete with seating, community gardens, grilling areas and a swing set. Definitely a nice bonus to have as an extension of your home. The building is very well-managed. There's additional assigned storage in the basement along with workshop areas for your use. This location is close to downtown Hyde Park's restaurants and shops, blocks from the lakefront, parks and the University of Chicago. Easy access to Lake Shore Drive.

5557 S Blackstone Avenue Unit #1, 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.

Hyde Park, Chicago IL · Curated MLS Search

Homes with Bonus Room in Hyde Park, Chicago IL

An editorially curated view of every active homes with bonus room listing in Hyde Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings