246 apartments for sale in Windsor Park, Chicago city Cook County Illinois

Welcome to this inviting two-bedroom condo in the heart of Hyde Park, offering a wonderful blend of vintage charm and comfortable living. From the moment you enter, you'll appreciate the soaring ceilings, classic trim, and beautiful architectural details that give the home its distinctive character. The spacious living room is filled with natural light and features an abundance of windows that lead into a charming enclosed sunroom. Whether used as a cozy reading nook, home office, or a place to enjoy your morning coffee, this versatile space adds to the appeal of the home. The adjacent formal dining room provides generous space for hosting dinners, entertaining guests, or enjoying everyday meals. A convenient butler's pantry connects the dining area to the kitchen and includes the in-unit washer and dryer for added functionality. Both bedrooms are generously sized and comfortably accommodate queen-sized beds along with additional furniture. Ideally situated near the University of Chica

Sun-drenched south shore condominium. Located on a quiet south shore tree lined street. Beautifully appointed! Hardwood floors throughout! Large Eat-in kitchen! Jacuzzi bath with marble surround! Partially furnished! Onsite laundry! Make it your home or a money making arm chair turn key investment! AirBnB's & rentals welcome! Great location! University of Chicago & UMED 5 minute drive! Walking distance to Metra, Starbucks, and shopping. Obama Library less than one mile away! A vibrant community to be a part of!

Set along the historic Hyde Park/Kenwood Boulevard, this top floor condo offers the space of a single-family home. With 2,600 square feet, four bedrooms, separate dining room and two outdoor private living areas this is a home offering inviting places to entertain, unwind or simply settle in. The spacious living and family rooms offer comfortable places to gather around original fireplaces, while the dining room with its coffered ceiling, original built-ins and park views create the ideal space for weeknight dinners to long evenings with friends. Throughout the home, pocket doors, original hardware and beautifully preserved architectural details tell the story of its past while providing comfortable modern living. The updated kitchen brings a fresh layer to the home with Bosch appliances, granite countertops, marble tile, and a custom movable island. A butler's pantry and beverage center add extra function and storage, while French doors open to the private rear deck. At the front of t

Welcome to this charming 1 bedroom condo located in a meticulously maintained building in the heart of Chatham. This unit offers a fantastic opportunity for an owner-occupant or investor looking to add their personal touch. Featuring a functional layout, generous room sizes, and abundant natural light, the home provides a solid foundation for customization and value-add improvements. Bring your vision and creativity to transform this space into something truly special. Conveniently located near shopping, dining, public transportation, and neighborhood amenities. Sold as-is

This Triplex is a Sheer Surprise! You will boast to own this Residence, this beautifully updated luxury condo offers three expansive levels of living in the heart of South Shore. Ideally located just minutes from Lake Shore Drive, the lakefront, beaches, golf course, Hyde Park, and the Obama Presidential Center, this residence delivers both convenience and lifestyle. Step inside to find 10-foot ceilings, abundant natural light, and real hardwood floors throughout. The open-concept main level is thoughtfully designed for both everyday living and entertaining. The modern chef's kitchen features custom 42' cabinetry, stainless steel appliances, and leather-finish granite countertops, seamlessly connecting to the dining and living areas. The upper level hosts three generously sized bedrooms, including a spacious primary bedroom, a custom walk-in closet (owner will de-convert). The lower level adds valuable versatility with an additional bedroom or office space, along with a hard wired thea

Beautifully updated and move in ready 2 bed, 1 bath co-op in sought-after Hyde Park has custom closets throughout. North-facing unit offers peaceful tree-top views over the courtyard. Unbeatable location just steps to the University of Chicago, Lakefront Trail, Whole Foods, Trader Joe's, Metra Electric Line, CTA buses, and Michelin-starred restaurants. Cash transactions only; rentals not permitted. In addition to the purchase price, a $5,620 transfer shares deposit to Harper Square Cooperativ is required

Prime location and historical landmark building across from South Shore Country Club. Featured in the Smithsonian National Museum of African American History, you will love the opulence. Lots of natural light, and it can be converted into a three-bedroom condo. The generously sized bedrooms, original hardwood floors, and large kitchen will give you the space you need. Enjoy the proximity to the lakefront. Many easy transportation options. This is a short sale in its early stages, so buyers will need to be patient. Heat is included in the assessment. Nearby Parking is available for rent. Sold AS-is

Up to $70,000 in grant assistance may be available for qualified buyers, making homeownership at 4316 S. Michigan Avenue more attainable than you may have imagined. Welcome to a beautifully crafted new-construction residence where thoughtful design, modern luxury, and everyday convenience come together in one of Chicago's most exciting and evolving neighborhoods. This exceptional four-bedroom, 2.1-bath home offers the perfect balance of style and functionality, anchored by one of the most sought-after features in today's market-a first-floor primary suite. Imagine arriving home after a long day and retreating to your private sanctuary without ever climbing a flight of stairs. Bathed in natural light, the primary suite offers a sense of calm and comfort that feels worlds away from the city outside. The spa-inspired bath and generous closet space create an environment designed for relaxation, restoration, and effortless daily living. The heart of the home unfolds into an expansive open-c

Welcome to this beautiful 1-bedroom, 1-bath in the Parkshore Coop. Unit offers natural light throughout, updated kitchen and private balcony. One block from the lake, park and museum. Property taxes, water, heat, cooking gas, internet/direct tv are included in the monthly assessments. The Parkshore amenities include 24 hour door staff, laundry, guest suite, fitness room, beautiful garden and bike storage. Pet friendly building. Easy location to the Metra, bus stop and restaurants

Fluid Integration of a Curated Gallery with Cohesive Design. Introducing 4705 S Champlain Avenue Offering an Exceptional, Expansive Series of 3 bedroom 2 baths Elevator Residences with Attached Heated Garage Set on the Confluence of Bronzeville and Historic Kenwood. Exudes Elegance Paired with Intelligent Design. Sweeping Open Floorplan with split bedroom layout, Professional Fully Appointed Custom Designed Transitional Kitchen Cabinetry, Luxury Integrated Stainless Steel Appliances, All Encompassing Granite Island, Custom Full Back splash, Formal Dining Room, Stained Hardwood Floors, Premium Mill Work, Crown Molding, Oversized Baseboards, Elevated Gas Fireplace with Mantle and Custom Sconce lighting. Show Stopping Intimate Sequestered Primary Suite with Walk in Closet professionally outfitted, Lifestyles Primary Bathroom offer Opulent Whirlpool Tub & Separate Over Sized Shower with Dual Heads, Brushed Nickel Fixtures, Frame less Glass, Custom Mirrors & Lighting complete with Double Va

Welcome to Midway Apartments and this spacious one-bedroom unit, where vintage character and gracious proportions come together beautifully. High ceilings, handsome oak floors, plaster moldings, and vintage lighting are among the home's many distinctive features. Built in 1925 and designed by noted Chicago architect Paul Frederick Olsen, Midway Apartments is a beautifully maintained courtyard co-op is distinguished by limestone and metal architectural details, with inviting landscaping. The property is ideally situated just steps from the Obama Presidential Center, the University of Chicago, Promontory Point and a wealth of neighborhood amenities. Within the residence, the formal dining room entered through French doors and enhanced by a bright sunroom overlooking the gardens of Vista Homes. This delightful space offers a peaceful setting for morning coffee, reading, or simply enjoying the garden views. The well-appointed kitchen features abundant storage, space for a table and chairs,

This 2-bedroom, 1-bath condo is located in a classic vintage courtyard building just steps from the University of Chicago campus. The home features hardwood floors, original wood doors and trim, and abundant natural light throughout. The living room opens to a charming breakfast nook, creating a comfortable and functional living space. The kitchen was completely renovated from fall 2024 through winter 2025, with extensive updates including new electrical wiring and fixtures, updated plumbing, new cabinetry, countertops, tiled backsplash, a range hood vented to the exterior, new flooring, and a new garbage disposal. The comprehensive renovation provides a beautifully updated kitchen while maintaining the character of the vintage home. The second bedroom offers flexibility as a guest room, home office, workout space, or den. In-unit washer and dryer add convenience, and the stairway landing light has recently been repaired. Ideally located one block from Rockefeller Chapel and approximat

Perched high above Hyde Park on the 15th floor of one of the neighborhood's most distinguished vintage buildings, this exceptional residence offers sweeping panoramic views of Lake Michigan. Originally configured as a four-bedroom, the approximately 2,200-square-foot home has been thoughtfully reconfigured to create an elegant and highly functional three-bedroom, two-and-one-half-bath residence with 9.5-foot ceilings, gracious proportions, and abundant natural light. Substantially renovated in 2014, the home beautifully balances the craftsmanship of the 1920s with sophisticated contemporary design. Original plaster moldings were carefully preserved and restored, while dark-stained wood floors and sophisticated lighting bring refinement throughout. The spacious foyer leads to expansive entertaining rooms, with the formal living and dining rooms oriented toward spectacular lake views. The generously proportioned eat-in kitchen is designed for both everyday living and entertaining, with c

This is a lovely affordable condo located in in the Washington Park area. The unit boasts hardwood floors throughout, and exposed brick in the living room. The kitchen has beautiful granite countertops, and stainless-steel appliances along with maple cabinetry. There are 2 lovely bathrooms with one in the main suite. This unit has a parking space included in the price for added convenience. This unit is being sold as-is condition

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

A singular apartment in Hyde Park's premier condominium building. Converted to condominiums in 1973, The Mews on Dorchester offers a unique combination of historic character, architectural elegance, and the ease of condominium living. Apartment One, originally the developer's residence, offers more than 4,500 square feet of living space, including the expansive lower level. Enjoy the gracious proportions of a single-family home enhanced by the convenience and peace of mind of a condominium. Currently configured as a five-bedroom, two-and-a-half-bath residence, the apartment is equally suited for sophisticated entertaining, a work-from-home retreat, and multigenerational living. Graceful architectural details, hardwood floors, original millwork, and two wood-burning fireplaces create warmth and distinction. Generously proportioned rooms provide an exceptional canvas for both classic and contemporary interiors; while dual-zoned central air-conditioning delivers modern comfort. At over 1,

Stunning, unobstructed Southern views in this high floor, 2 bed, 2 bath condo overlooking Jackson Park in East Hyde Park! Step in and say WOW to these sweeping, panoramic views of Lake Michigan, Jackson Park, the Museum of Science and Industry, and the Obama Presidential Library. Bathed in natural light, the open floor plan features spacious living room (with built-ins for your media center), updated kitchen with stainless steel appliances and breakfast bar + dining area with wall of built-in book cases, perfect for your library or decorative items. King-sized primary bedroom with deep, walk-in closet and en-suite bath. Generously sized guest bedroom easily fits furniture plus desk/office space. All with views! 1 garage parking space & private storage cage complete this home. Assessments include heat, air conditioning, high-speed internet, one parking right, and cable TV. All in a professionally managed, full-amenity, elevator building featuring 24-hour door staff, attended garaged, at

Discover this beautifully maintained 3-bedroom, 2-bathroom condo in the heart of Bronzeville, tucked away in an intimate 4-unit building. The thoughtfully designed open floor plan creates a seamless flow between the spacious living and dining areas and the stylish kitchen, complete with stainless steel appliances, granite countertops, and ample cabinetry. Vaulted ceilings and impressive ceiling height throughout help create an airy, open feel, minimizing the typical below-grade feel often associated with lower-level living. The spacious primary suite provides a private retreat with an en-suite bath featuring dual vanities, while two generously sized additional bedrooms share a well-appointed full bath. Recent updates include a new furnace installed in February 2026. Additional features include in-unit laundry and an assigned exterior parking space in a secure gated lot. Ideally located just minutes from public transportation, expressways, shopping, dining, and everything Bronzeville ha

Welcome to this beautiful 1-bedroom, 1-bath in the Parkshore Coop. Unit offers natural light throughout. One block from the lake, park and museum. Property taxes, water, heat, cooking gas, internet/direct tv are included in the monthly assessments. The Parkshore amenities include 24 hour door staff, laundry, guest suite, fitness room, beautiful garden and bike storage. Pet friendly building. Easy location to the Metra, bus stop and restaurants

Huge (4197 sq. ft), 4 br/4 bth sun-filled apartment w/ wonderful lake and park views at the Powhatan, an intimate 40-unit 1929 landmark designated Art Deco building overlooking Lake Michigan in Hyde Park. This beautiful apartment features gracious foyer opening to huge living rm ideal for family living and entertaining; large separate dining rm w/ 1920's chandelier sourced for the apartment; 4 ensuite bedrooms including luxurious primary suite w/ custom built-in closets and separate dressing rm; and bright, south-facing office/library w/ built-in bookshelves. Large gourmet kitchen features new maple countertops and painted tile commissioned by second homeowners from MoMA artist Jane Dickerman in the 1950's. The apartment also boasts high ceilings, parquet floors, new light fixtures throughout, washer/dryer, and assigned on-site self or valet parking in secure, gated lot. This full amenity building, famous for its exceptional service, includes 24-hour doorperson; on-site engineer; 24-ho

Welcome home to an abundance of natural light IN this South facing unit at Harper Square Co-op. Seller is highly motivated and looking for a serious buyer ready to bring their ideas to this 2 bed/1 bath. Perfect blend of comfort, convenience, security, and affordability with access to premium building amenities and city living near downtown Chicago. Perfect location and minutes from Chicago lakefront. University of Chicago and Lake Shore Dr to downtown. Metra, CTA, museum, shopping, restaurants are within walking distance. Co-op assessments include heat, air conditioning, water, cable, taxes, 24 hr. Doorperson, huge party room and laundry room. No rentals allowed. Please be aware that the co-op board enforces strict management policies and requires timely, and complete application submissions. Cash deals only

Need a Turn-Key Penthouse, 3 Bed, 2 Bath with Garage Included? This is it. Open floor plan and premium upgrades throughout. Steps from the lake, beaches, and public transit, this residence blends luxury finishes with everyday convenience. Living & Dining: Sun-drenched open layout, solid oak hardwood flooring throughout, bay windows, and designer light fixtures. Granite countertops, stainless steel appliances, and richly stained custom cabinetry. Spacious bedroom with a private balcony, walk-in closets, and an en-suite bath featuring a jetted tub and separate walk-in shower. Don't wait and make an appointment today!

Coveted Cylinder Unit with lovely views of lake front and beautiful landscaped courtyard at the historic Park Shore. Enjoy stunning views of the garden, lake, and museum from this beautiful space from kitchen and dining rooms. Features include elegant hardwood floors and a charming decorative fireplace. Residents have access to a party room, gym, and guest room for visitors. Conveniently walk to the beach, Promontory Point, the University of Chicago, a variety of restaurants, Trader Joe's, shopping, and more. Public transportation is easily accessible with nearby bus and train lines. Please note that taxes and utilities are included in the assessment fees of this Building

Sleek & sophisticated! Look no farther! This upscale condominium has everything you need! From flawless hardwood floors, shiny stainless steel appliances, large dine-in kitchen, soothing yet energizing jacuzzi bath, in unit washer/dryer, security system, custom paint through out, huge windows with refreshing views, track lighting, bike room, storage, pet friendly! Then there is location! Walk to the newly opened obama library, the lakefront, jackson park golf course across the street, museums, shopping, public transportation right outside your door! Every amenity you dream about! And it's fha approved!

Cash offers only! Enjoy stunning lake and city views from this spacious studio condo in Chicago's desirable South Shore neighborhood-just 15 minutes from Downtown and 10 minutes from Hyde Park! Investor-friendly building with NO RENTAL CAP. Enjoy 24-hour door staff, fitness center, party room, laundry, on-site management, and garage parking. Prime location near Lake Michigan, Jackson Park, South Shore Cultural Center, Obama Presidential Center, public transportation, shopping, dining, and entertainment. A fantastic opportunity to own or invest-schedule your showing today!

Spacious 3 bedroom, 2.5 bath Condo located in the desirable South Shore neighborhood. This unit offers a functional layout with generous room sizes, a cozy fireplace in the living room, and plenty of natural light throughout. This newly remodeled unit features fresh paint, new carpeting, new light fixtures with ceiling fans! Features include a 1 car detached garage for added convenience and ample storage space. Conveniently located near parks, schools, shopping public transportation and Lake Michigan. Property is being sold in AS IS condition, no surveys nor disclosures provided. Taxes prorated. Don't miss this opportunity to add your personal touches and make this condo your own. (Room sizes are estimates) Illinois Condominium Act applies

Perched on the 19th floor of The Newport Condominiums, Residence 1911S pairs elevated lakefront living with the character and culture that make Hyde Park one of Chicago's most celebrated neighborhoods. This south-facing home is filled with natural light, showcasing sweeping views of Lake Michigan, Lake Shore Drive, and the surrounding neighborhood from nearly every room. The thoughtfully renovated interior features an open-concept kitchen completed in 2018, creating an effortless flow between the kitchen, living, and dining spaces-ideal for entertaining or unwinding against a beautiful lakefront backdrop. Coordinating appliances from the renovation include a sleek integrated dishwasher for a clean, streamlined finish, while the updated bathroom adds to the home's polished appeal. The Newport offers 24-hour door staff and security, on-site convenience store, common-area laundry, rooftop access with panoramic Chicago skyline views, and one assigned storage space. Heat, water, scavenger s

Welcome to The Heritage on Drexel, where space, sunlight, and an exceptional Hyde Park location come together! This beautifully maintained, predominantly owner-occupied condominium building offers a quiet residential setting just steps from the University of Chicago campus. Located on the top floor, this spacious 2-bedroom home is filled with natural light from an abundance of oversized windows. The expansive open-concept living and dining areas provide plenty of room to entertain, relax, and work from home. Fresh paint and beautiful hardwood floors throughout give the home a bright, polished feel. The generously sized kitchen opens directly to the main living space and features abundant cabinetry, granite countertops, a large center island with seating, stainless steel appliances, dishwasher, and a brand-new refrigerator. Both bedrooms are impressively sized with excellent closet space, while in-unit laundry and central heating and air conditioning provide the everyday conveniences bu

Welcome to this efficiently designed two-bedroom, one-bath condo at University Park Condominiums, an architecturally significant I. M. Pei-designed community in the heart of Hyde Park. The functional layout features two comfortable bedrooms, a full bath, and a cozy living area that is easy to furnish and maintain-ideal as a primary residence or investment property. Residents enjoy 24-hour door staff, on-site management, an outdoor pool, fitness room, laundry facilities, receiving room, bike storage, and landscaped grounds. Conveniently located near the University of Chicago, Lake Michigan, parks, restaurants, shopping, buses, and Metra. Enjoy Hyde Park living in a full-amenity, pet-friendly building

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