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$1,400,000
3 Beds 5 Baths 12670499 MLS NEW Status Powhatan BLDG.
Perched on the 11th floor of the iconic 1929 Art Deco Powhatan, this exceptional residence offers a rare combination of luxury, elegance, and comfort. Widely regarded as one of the building's finest apartments, this expansive single-level home is larger than many houses and showcases breathtaking lake and park views, among the best in the city. Meticulously renovated and presented in move-in condition, the residence is flooded with natural light and thoughtfully designed for both grand-scale entertaining and everyday living. Highlights include a stunning chef's kitchen with top-of-the-line appliances, an estate-sized butler's pantry, a formal dining room, soaring ceilings, hardwood floors, a beautiful fireplace with a hand-carved mantel, two-zone central air conditioning, and a spacious in-unit laundry room. The private living quarters feature three generously sized bedrooms, abundant closet space, and beautifully re-imagined en-suite baths, including dual primary baths. The Powhatan is renowned for its striking Art Deco architecture and distinguished amenities, including a restored lobby, indoor swimming pool, fitness center, and a spectacular rooftop ballroom with expansive terraces for outdoor dining and entertaining. This full-service co-op offers 24-hour door staff, valet parking, elevator attendants, on-site maintenance personnel, and private storage. Monthly assessments include parking, real estate taxes, and an unparalleled level of service. Significant capital improvements completed over the past decade have further enhanced the building's infrastructure and long-term value. A truly one-of-a-kind residence in one of Chicago's most celebrated landmark buildings.

4950 S Chicago Beach Drive Unit #11A, Chicago

$40,000
2 Beds 1 Baths 12741378 MLS NEW Status
A well-maintained residence offering excellent value and strong long-term potential. Located on the 7th floor, this unit provides bright natural light and pleasant open views. The building features a fully renovated marble lobby, 24hour reception, and onsite security, creating a secure and welcoming environment for residents and guests. The home includes 2 bedrooms, 1 bathroom, and a functional combined living/dining/kitchen layout that offers flexibility for updates or customization. Ideal for buyers seeking an affordable entry into the Hyde Park/Kenwood market or investors looking for a value-add opportunity. Close to the lakefront, parks, public transit, and neighborhood amenities. Cash only!

4850 S Lake Park Avenue Unit #709, Chicago

$229,999
2 Beds 2 Baths 12755276 MLS NEW Status
BEAUTIFUL TOP-FLOOR 2-BEDROOM, 2-BATH CONDO IN KENWOOD! This bright and spacious home features a desirable open-concept living and dining area with soaring ceilings and rich cherry hardwood floors throughout. The primary suite offers a private bath and a generous walk-in closet, creating the perfect retreat. The updated kitchen is equipped with stainless steel appliances, ample cabinetry, and an in-unit washer and dryer for added convenience. Low HOA assessments make this home an exceptional value. Ideally located in the heart of Kenwood, you'll enjoy easy access to the University of Chicago, shopping, restaurants, public transportation, Lake Shore Drive, and the expressway. Just minutes from downtown Chicago, this home offers the perfect combination of comfort, convenience, and location. Don't miss the opportunity to make this exceptional condo your new home!

4731 S Ingleside Avenue Unit #A3, Chicago

$399,998
3 Beds 2 Baths 12729152 MLS NEW Status
Classic greystone character, generous room sizes, and thoughtful renovations come together in this approximately 1,800-square-foot, 3-bedroom, 2-bath second-floor condo. Hardwood floors flow through the main living areas, including a bright living room with bay windows, recessed lighting, and a fireplace, as well as a separate dining area framed by graceful arched openings. Renovated within the past five years, the kitchen features abundant white shaker cabinetry, marble-look quartz countertops, an oversized waterfall island with seating, a farmhouse sink, subway tile backsplash, stainless steel appliances, and a family-sized double-door refrigerator. The expansive primary suite offers plenty of room to unwind and connects to a beautifully renovated bath with marble-look porcelain tile, a freestanding tub, separate shower with rainfall showerhead and niche, and a double vanity with quartz countertops. A 200-square-foot rear deck extends the living space outdoors. In-unit laundry, central HVAC, and included exterior parking complete the home, all conveniently located near the University of Chicago and Metra transportation.

4512 S Greenwood Avenue Unit #3, Chicago

$144,900
1 Beds 1 Baths 12750129 MLS NEW Status Newport Condominiums BLDG.
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 service, waste management, and extermination are included in the monthly HOA dues. The indoor pool, sauna, and fitness center are available through an optional annual membership for an additional fee. Parking for this residence is leased separately for an additional monthly fee. With no rental cap, this residence also presents an attractive opportunity for investors seeking a property in a desirable lakefront community. Cats are welcome; dogs are not permitted. The current special assessment has been paid in full by the owner for this unit. Just moments from the lakefront trails, beaches, the University of Chicago, the Museum of Science and Industry, neighborhood cafes, local dining, shopping, and convenient transportation downtown, Residence 1911S offers a refined yet connected Hyde Park lifestyle-with some of the city's most captivating views waiting at home. Schedule your private showing today.

4800 S Chicago Beach Drive Unit #1911S, Chicago

$445,000
4 Beds 2 Baths 12754001 MLS NEW Status
Beautifully updated 4-bedroom home in the heart of Hyde Park featuring timeless hardwood floors, soaring ceilings, and an impressive vaulted foyer upon entry. The home has a dramatic 36 ft gallery hallway creating an elegant flow to spacious bedrooms. Sun-filled south-facing exposure pours natural light throughout the home, charming sunrooms at both the front and rear of the property offering the perfect spaces to relax, work, or entertain. Thoughtfully updated while maintaining character and warmth, this home combines classic architecture details and modern comfort in one of Hyde Park's most desirable areas. Enjoy easy access to local coffee shops, restaurants, whole foods, and neighborhood favorites along 53rd Street. Convenient transportation options include Metra, CTA, and easy access to Lake Shore Drive. Garage Parking and large storage space included. This home will not disappoint!

1140 E Hyde Park Boulevard Unit #3D, Chicago

$210,000
2 Beds 2 Baths 12748792 MLS ACTIVE Status
Stunning 15th-floor 2-bedroom, 2-bath condo at The Newport Condominiums with sweeping panoramic views of Lake Michigan and Hyde Park. Expansive windows and desirable south, east and west exposures fill the home with natural light, creating a bright and inviting atmosphere. Spacious living and dining areas offer plenty of room to relax and entertain, while generously sized bedrooms provide comfort and flexibility. Enjoy full-service building amenities including 24-hour door staff, on-site management and engineering, valet service, rooftop sundeck, indoor pool, fitness center, package receiving and more. Optional access to the building's health club includes an indoor pool, hot tub, gym, sauna and locker rooms for a small additional fee. Perfectly situated near the University of Chicago, Lake Michigan lakefront, parks, shopping, public transportation and Hyde Park's renowned dining scene, this home combines comfort, convenience and breathtaking views in one unbeatable location. Don't miss the opportunity to make this stunning lakefront residence your own. Schedule your private showing today!

4800 S Chicago Beach Drive Unit #1507S, Chicago

$275,000
4 Beds 4 Baths 12749408 MLS ACTIVE Status Powhatan BLDG.
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-hour elevator operator who accompanies all guests and residents to their apartments; roof top ballroom w/ piano, terraces and catering kitchen; indoor pool; exercise rm; bike rm; laundry rm and large private storage rm. Assessment includes parking, real estate taxes, and all building amenities and services.

4950 S Chicago Beach Drive Unit #4A, Chicago

$399,900
3 Beds 2 Baths 12685740 MLS ACTIVE Status
Nestled in the heart of the historic South Kenwood Landmark District, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of timeless neighborhood charm and modern comfort. Overlooking the green spaces of Madison Park, this second floor home enjoys peaceful treetop views. 5041 S Dorchester is a boutique building of just five residences. The property was completely renovated and modernized in 2001, including all new building systems. Inside, you'll find a thoughtfully designed open-concept layout featuring hardwood floors throughout, a contemporary kitchen with stainless steel appliances, granite countertops, and the perfect amount of space for both everyday living and entertaining. The spacious floor plan includes three generous bedrooms, two outdoor spaces, elegant marble tile baths, and the convenience of in-unit laundry along with central heat & air conditioning. The primary bedroom leads to its own private balcony for relaxing or morning coffee. The primary bath has dual entry access to the primary and second bedrooms. The third bedroom opens to a second outdoor space and leads down to the parking area. Rare for the neighborhood, the home includes two deeded parking spaces (one of the spaces is covered) in a secure gated lot. Enjoy an unparalleled Hyde Park lifestyle just steps from Whole Foods, Madison Park, neighborhood dining and shopping, the lakefront, and the vibrant cultural and academic amenities of the University of Chicago. Nearby Metra and CTA transportation provide quick access to downtown Chicago. A happy and spacious home in one of Chicago's most architecturally significant and sought-after neighborhoods.

5041 S Dorchester Avenue Unit #2N, Chicago

$119,900
1 Beds 1 Baths 12742556 MLS ACTIVE Status
Spacious 1 bedroom, 1 bath condo offering a comfortable open layout with generous living and dining space. Hardwood floors extend throughout the main living areas, which feature a fireplace and direct access to a private covered balcony overlooking the landscaped courtyard. The open kitchen includes granite countertops, ample cabinetry, a breakfast bar, and adjoining dining space. Large windows bring natural light into the home, while the well-proportioned floor plan provides comfortable space for everyday living and entertaining. A secure exterior parking space is included. Located in a beautifully maintained courtyard building in Chicago's historic Bronzeville neighborhood, with convenient access to public transportation, Lake Michigan, parks, dining, and neighborhood amenities.

1017 E 46Th Street Unit #2S, Chicago

$585,000
4 Beds 3 Baths 12741279 MLS ACTIVE Status
Welcome to Woodlawn Manor. Stay in the Chicago that shaped history. The Obama Presidential Center opens this summer. We're handing you the keys to the neighborhood that started it all. Steps away from the Obama Presidential Center, this four-bedroom "penthouse" sits in the heart of historic Kenwood, minutes from the brand-new Obama Presidential Center and steps from the University of Chicago. It's a 1908 residence with the kind of grandeur you can't rebuild: mahogany walls and beams restored to a glow, original leaded glass framing the treetops, and rooms big enough for the whole crew to spread out and still find a quiet corner. The kitchen is a cook's dream with Sub-Zero and Wolf appliances, granite surfaces and two walk-in pantries. Whether you bring in a chef or prefer DIY meals, this space is built for long dinners, slow mornings, and the feeling of waking up where history is being made. Formal dining room designed for the ultimate host; it comfortably accommodates a table for 12 or more, making it the perfect stage for holiday gatherings and elegant dinner parties. Sleeps your family or your group in comfort. An added perk: in-unit laundry. Walk to everything. Beyond your front door, you are steps away from the University of Chicago, lush parks, and the vibrant dining and shopping scene of Hyde Park. Come for the opening. Stay for the neighborhood.

5054 S Woodlawn Avenue Unit #3C, Chicago

$139,900
1 Beds 1 Baths 12731236 MLS ACTIVE Status
Enjoy lakefront living in this beautifully updated one-bedroom condo at 4800 S. Chicago Beach Drive. Located in a full-service high-rise, this bright and spacious residence features a generous open layout, luxury vinyl flooring, newer kitchen cabinetry and countertops, and stainless steel appliances, including a refrigerator, stove, dishwasher, and microwave.Large windows fill the unit with natural light and offer attractive neighborhood and lake views. The flexible living and dining area provides plenty of space for relaxing, entertaining, or working from home. Residents enjoy a wide range of building amenities, including 24-hour door staff, an indoor swimming pool, fitness center, onsite management, receiving room, laundry facilities, bike storage, and well-maintained common areas. Parking is available for rent. Ideally located near Chicago's lakefront, Jackson Park, the Lakefront Trail, beaches, the University of Chicago, the Museum of Science and Industry, public transportation, shopping, dining, and the Obama Presidential Center. This is an excellent opportunity for an owner-occupant or investor seeking comfort, convenience, and value in the Hyde Park-Kenwood area. Property can be delivered vacant or rented depending on the buyer's request. This Property is priced to sell and will not last! Call or text to schedule a private tour today!

4800 S Chicago Beach Drive Unit #308S, Chicago

$275,000
2 Beds 2 Baths 12687922 MLS ACTIVE Status
Welcome to this sun-filled penthouse residence, perfectly positioned within the highly sought-after, gated Shakespeare Court community. This spacious 2-bedroom, 2-bath condo offers an inviting blend of comfort, style, and convenience. Refinished hardwood floors flow throughout the home, while the open-concept living and dining area is anchored by a cozy gas fireplace. The well-appointed kitchen features stainless steel appliances, granite countertops, and warm maple cabinetry. The expansive primary suite offers an ensuite bath and generous space to unwind. Enjoy your morning coffee or evening breeze from the full-width front balcony. Additional highlights include central air, a new 2025 in-unit washer and dryer, and the rare convenience of two included parking spaces-one attached garage space and one exterior space. With a solid, professionally managed association and an exceptional location near the lakefront, Whole Foods, Mariano's, the University of Chicago, and all that Kenwood/Hyde Park has to offer, this condo delivers an outstanding combination of penthouse living and everyday convenience. Some photos are virtually staged so that you can imagine the potential.

1033 E 46Th Street Unit #406, Chicago

$180,000
3 Beds 3 Baths 12734841 MLS ACTIVE Status Indian Village BLDG.
Beautiful and super spacious home in one of Hyde Park's most spectacular buildings. Great layout with expansive living and dining rooms, eat-in kitchen, en suite full baths for every bedroom, and all freshly painted. East and west exposure provides great natural light and wonderful cooling breezes. Ideal location a block from lakefront with bike trails, playgrounds, tennis courts, beaches, etc. Restaurants, shopping and groceries only a few blocks away as well. Asm incl: super high-speed internet, cable, gas, heat, water, exercise & bike rooms, 24-hour doorman. Handicapped elevator at building entrance. Professionally landscaped back yard w/tables & grill can be reserved for private parties. Assigned pkg: $190/ mo.

5000 S East End Avenue Unit #2A, Chicago

$115,000
2 Beds 1 Baths 12733343 MLS ACTIVE Status
Affordable opportunity to own in a prime Kenwood/Hyde Park location! Skip rising rents and step into a sun-filled, spacious co-op with park views, flexible layout, and easy access to transit, groceries, and the lakefront. Welcome to 5050 S. East End, formally known as The Chippewa - long associated with renowned Chicago architect Mies Van der Rohe. Large windows throughout fill the home with natural light, while newly installed luxury vinyl plank flooring offers a move-in ready feel. Steel kitchen cabinets have mid-century modern vibes creating a space that is both functional and full of personality, further exemplified by parquet wood flooring in the foyer. Oversized bedrooms and a generous combined living/dining area provide flexibility for a variety of living arrangements, whether working from home, entertaining, or creating distinctive spaces. Laundry and additional storage available in the building. Ample street parking and nearby rental options. Residents love the Hyde Park conveniences like Whole Foods, coffee shops, restaurants, community-minded fitness options and transit options for a simple commute. Co-op ownership offers a simplified monthly structure with property taxes, utilities, cable/internet included in the HOA fees. Set in a quiet, walkable, and bikeable neighborhood near the Obama Presidential Center, this is an ideal opportunity to build equity in a well-connected and established community!

5050 S East End Avenue Unit #3B, Chicago

$195,000
3 Beds 2 Baths 12725289 MLS ACTIVE Status
A rare find in Hyde Park-Kenwood: the largest unit at The Chippewa. This first-floor 3BR/2BA co-op stuns with east-to-west views and a semi-open layout built for gathering. The kitchen delivers custom soft-close cabinetry, white quartz counters, a deep stainless sink, and an LG induction range. Both baths feature white porcelain tile. Enjoy large walk-in closets with California Closets built-ins and custom shades throughout. The flexible third bedroom works as an office, gym, or playroom. Location is everything here: exceptionally walkable and bike-friendly, with the Obama Presidential Center, University of Chicago, and 53rd Street's shops, restaurants, and banks all just a quick trip away. Quick access to LSD, Whole Foods, public transit, and lakefront green space. Monthly assessment covers heat, water, electric, tax, cable, lawn care, scavenger, snow removal, and Wi-Fi. Board approval required. Buyers encouraged to complete their own due diligence. Owner is offering four months of paid parking located at 5140 Hyde Park Ave. Unit being sold as-is.

5050 S East End Avenue Unit #1E, Chicago

$155,000
2 Beds 1 Baths 12717952 MLS PRICE CHANGE Status
This well-located two-bedroom, one-bath unit at 5050 S. East End Avenue presents an excellent opportunity to own a residence in Chicago's historic South Side, situated within the vibrant and evolving Hyde Park-Kenwood community. The apartment offers approximately 1,200 square feet of living space and features two bedrooms, one full bathroom, an open plan living room/dining area, and kitchen, providing a practical layout for comfortable living. The unit is well suited for a homeowner seeking an established neighborhood with convenient access to cultural institutions, educational resources, parks, transportation, shopping, dining, and other neighborhood amenities. A significant location advantage is the property's proximity to the Obama Presidential Center, less than 1 1/2 mile and the University of Chicago, 1 1/4 mile away, an approximate 30-minute walk to either site with convenient access by bicycle, public transportation, and automobile with a Walk Score of 87 ("Very Walkable") and a Bike Score of 96 ("Biker's Paradise"), 53rd Street, dubbed Downtown Hyde Park, is less than two blocks away and boasts a wide variety of stores, restaurants, banks, and other services. The board structure provides an opportunity to own an interest in the residential corporation, subject to the governing documents, rules, regulations, financial requirements, and board approval procedures. Prospective purchasers should independently verify all information regarding monthly assessments, taxes, building amenities, financing requirements, pet policies, rental restrictions, parking, and other policies. Perks include: Heat, Water, Electric, Tax, TV/Cable, Lawn Care, Scavenger, Snow Removal, Wi-Fi, Internet Access

5050 S East End Avenue Unit #2A, Chicago

$299,900
2 Beds 3 Baths 12723335 MLS ACTIVE Status
Welcome to this beautifully appointed 2-bedroom, 2.5-bath duplex that lives like a townhome, offering an exceptional combination of space, comfort, and modern convenience. Designed with both comfort and functionality in mind, this expansive home features hardwood flooring throughout the upper level, abundant natural light, and an open, inviting floor plan. The contemporary kitchen is appointed with granite countertops, rich cherry cabinetry, stainless steel appliances, and generous cabinet and prep space, making it ideal for everyday living and entertaining alike. The lower level has been enhanced with new flooring and new windows, adding both style and energy efficiency to the home's living space. The upper level offers two spacious bedroom suites, each with direct access to its own full bathroom. The primary suite features a private ensuite bath, while the second bedroom enjoys direct access to the hall bath, creating an ideal layout for guests, family, or a home office. A versatile loft-style flex space provides endless possibilities as a home office, reading nook, workout area, or creative space. Additional highlights include an in-unit washer and dryer, a convenient main-level powder room, a large private storage locker, an assigned parking space, and a private rear balcony-the perfect place to enjoy your morning coffee or unwind at the end of the day. Ideally situated on a quiet, tree-lined cul-de-sac, this home is just moments from neighborhood cafes, local dining, shopping, the lakefront, the University of Chicago, public transportation, Whole Foods, Trader Joe's, and the vibrant 53rd Street shopping corridor. With easy access to Lake Shore Drive, downtown Chicago is just minutes away. Whether you're looking for your first home, a place to entertain, or simply more room to live, this move-in-ready duplex offers the perfect blend of location, lifestyle, and value. Don't miss this exceptional opportunity!

4731 S Ingleside Avenue Unit #D1, Chicago

$124,900
1 Beds 1 Baths 12712232 MLS ACTIVE Status
Luxury living awaits at The Newport, one of Hyde Park's premier full-amenity buildings. This spacious 1-bedroom, 1-bathroom condo offers an incredible opportunity to add your personal touches while enjoying exceptional building amenities and an unbeatable location. Step inside to discover a bright, expansive living space featuring a dramatic wall of windows that fills the home with natural light. The generous open-concept layout offers flexible living and dining arrangements, while the kitchen provides abundant cabinet storage and plenty of potential for customization. Conveniently located just steps from the elevators, this unit makes everyday tasks, including bringing in groceries, effortless. Heated valet parking is included in the price, and the monthly assessment covers heat, water, cable TV, internet, parking, and a storage locker, offering outstanding value. The Newport is a full-service, professionally managed building featuring 24-hour door staff and security, on-site management and maintenance, beautifully maintained common areas, a complimentary shuttle service, laundry facilities, a bike room, and additional storage. Residents can enjoy the indoor pool, jacuzzi, sauna, and fitness center. Ideally situated in the heart of Hyde Park, this home is just minutes from downtown Chicago and a short walk to the scenic lakefront, parks, museums, restaurants, cafes, shopping, public transportation, the University of Chicago, and the new Obama Presidential Center. Whether you're searching for a primary residence, a city retreat, or an investment opportunity, this condo offers outstanding value in one of Chicago's most sought-after neighborhoods.

4800 S Chicago Beach Drive Unit #1503S, Chicago

$75,000
3 Beds 2 Baths 12705188 MLS ACTIVE Status
Beautifully maintained and thoughtfully designed, this spacious three-bedroom residence offers an ideal blend of comfort, style, and functionality. Expansive wall-to-wall windows flood the home with natural light while showcasing stunning city and treetop views. The open floor plan is anchored by a contemporary fireplace with custom built-in shelving, while a separate dining area provides the perfect setting for everyday living and entertaining. The kitchen features stainless steel appliances, marble countertops with beveled edges, abundant cabinetry, a large island, and generous storage space. Rigid-core flooring extends throughout the home, creating a seamless and sophisticated aesthetic. The spacious bedrooms offer exceptional closet space, beautiful views, and the flexibility to accommodate a dedicated home office, guest room, or creative workspace, including thoughtfully designed built-in organization with storage for more than 80 pairs of shoes. Harper Square amenities include door staff, on-site management, a hospitality room, fitness center, laundry facilities, commissary services, and available garage parking for a nominal monthly fee. Ideally situated in the heart of Hyde Park and Kenwood, this exceptional location offers convenient access to the lakefront, shopping, dining, museums, public transportation, and major expressways. Cash purchase only. Board approval required. Proof of funds required before showings.

4850 S Lake Park Avenue Unit #1201, Chicago

$185,000
1 Beds 1 Baths 12703440 MLS ACTIVE Status
Investor Special!!! Turnkey income-producing opportunity in the highly sought-after historic Drexel Boulevard corridor. This spacious 1-bedroom, 1-bath condominium offers wood-finish flooring throughout, a cozy fireplace, a large bathroom with dual vanities, and an efficient layout that appeals to long-term tenants. The well-maintained building features secure fob entry, an assigned exterior parking space, and low HOA dues. The unit is currently leased to an excellent long-term tenant paying $1,750 per month through March 1, 2027, providing immediate, stable cash flow from day one with no vacancy concerns. Seller is also offering a $2,500 appliance credit, allowing the new owner or future occupant to update the appliances to their personal preference while adding value to the property. A professionally managed, investor-friendly building that allows rentals, making this a rare opportunity to acquire a turnkey asset with immediate income and future upside.

4537 S Drexel Boulevard Unit #203, Chicago

$505,000
4 Beds 3 Baths 12703019 MLS ACTIVE Status
Set along the iconic boulevard of historic Kenwood, this expansive and character-filled residence at 5036 S. Drexel Blvd. #3N blends timeless architectural detail with thoughtful modern updates. Located in a distinguished 1910 building designed by renowned architect Frank B. Jobson, this beautifully preserved home offers exceptional scale, rich craftsmanship, and a layout that lives comfortably for both everyday living and entertaining. With ~2,600 square feet, this space truly lives like a single family home. Inside, original details take center stage: from quarter-sawn oak wall paneling and pocket doors to coffered ceilings, leaded glass built-ins, Honduras mahogany paneling, original sconces and French doors. Hardwood flooring runs throughout featuring maple in the kitchen and oak throughout the remaining living spaces, while original wood doors and hardware further preserve the home's historic charm. The spacious living and dining areas offer elegant entertaining space filled with warmth and character. The dining room showcases stunning original built-ins, quarter-sawn oak detailing, coffered ceilings and lush park views, while the living and family rooms feature striking Honduran mahogany paneling, stunning gas fireplaces with original mantels and tile work. Completed in 2026, the updated kitchen combines functionality and design with granite countertops, full wall marble tile backsplash, Bosch appliances, LG dishwasher, outside venting Bosch hood, abundant cabinetry, and a custom movable island with extensive storage. The charming butler's pantry provides additional storage and workspace and a separate lovely beverage center are an extension to your kitchen. The home offers four spacious bedrooms, including a newly updated fourth bedroom and half bath completed in 2026. The hallway bathroom was renovated in 2021 with marble finishes, Kohler and Grohe fixtures, custom vanity inserts and a custom medicine cabinet. This unit provides two private outdoor spaces: an enchanting front balcony off of the family room, accented with stone arches and overlooking the boulevard and the rear deck off of the kitchen complete with original glass French doors. Additional highlights include generous closet space, in-unit laundry, replacement windows throughout most of the home, beautifully restored radiators and new energy-efficient, quiet window AC units. The building has a parking lot with five spaces which are available on a first arrival basis. Street parking is very accommodating, as Drexel Boulevard is not designated as either a snow or bus route. Residents enjoy close proximity to the University of Chicago, University of Chicago Medicine, the new Northwestern outpatient facility, Hyde Park stores and restaurants, lakefront access, and multiple transportation options nearby.

5036 S Drexel Boulevard Unit #3N, Chicago

$149,900
1 Beds 1 Baths 12701256 MLS ACTIVE Status
Updated one bedroom condo in an investor-friendly building across the street from the green oasis of Kenwood Community Park. This top floor condo features hardwood floors, combined living/dining space, spacious bedroom, and updated kitchen with stainless steel appliances and granite counters. The low monthly assessment of $301 includes heat and cooking gas. Access to the CTA #6 bus, University of Chicago UGo shuttle and #172 bus, and Metra Electric train station is within a short walking distance. Dog-friendly Kenwood Community Park, spanning 7 expansive acres, features tennis courts, baseball fields and athletic field for soccer or football. There is a wait list for onsite parking and ample street parking along Dorchester Ave.

4939 S Dorchester Avenue Unit #5F, Chicago

$105,000
1 Baths 12664473 MLS ACTIVE Status Newport Condominiums BLDG.
Located on the high 23rd floor in the south tower of the sought-after Newport Towers complex, this quaint, charming studio unit provides great space with amazing views of the lakefront and should not be overlooked! The unit offers a generous living space with southern and eastern exposure, sunrise views will brighten the space and make the unit feel larger and brighter day in day out! The galley kitchen can be opened to really open the space up and there is ample closet space not often found in studio units! The building is a full amenity building, garage rental space is available, on-site management, pool, gym, this building has it all. Also add walk to Lake, walk to museums and so much more it is hard to beat this unit at this value! Get inside today to appreciate all this unit has to offer!

4800 S Chicago Beach Drive Unit #2308S, Chicago

$120,933
1 Beds 1 Baths 12519785 MLS ACTIVE Status
***I-N-V-E-S-T-O-R-S---S-P-E-C-I-A-L---A-L-E-R-T-!-!-!***R-E-N-T-E-R-S---S-P-E-C-I-A-L---A-L-E-R-T-!-!-!*** B-U-Y-E-R-S---S-P-E-C-I-A-L---A-L-E-R-T-!-!-!*** HYDE PARK/KENWOOD CONDO WITH A LAKE VIEW ***LET'S MAKE A DEAL!!! F-O-R---I-N-V-E-S-T-O-R-S---THAT IS BUILDING THEIR PORTFOLIO --- DON'T MISS YOUR OPPORTUNITY TO OWN THIS 1 BEDROOM 1 BATHROOM CONDO IN THE HEART OF CHICAGO, WITH BREATHTAKING VIEWS OF LAKE MICHIGAN... IF YOU ARE AN INVESTOR THAT IS BUILDING YOUR REAL ESTATE PORTFOLIO AND WANT TO RENT OUT A CONDO TO PAY THE MORTAGE, THIS DEAL IS FOR YOU!!! NEWPORT IS INVESTOR FRIENDLY WITH NO RENTAL CAP... YOU WOULD LOVE TO OWN THIS CONDO... ***RENTERS, IF YOU ARE TIRED OF PAYING YOUR LANDLORD MORTGAGE, IT IS TIME FOR YOU TO OWN AND PAY YOUR OWN MORTGAGE... YOU WOULD LOVE TO OWN THIS CONDO... IF YOU LOVE NATURAL LIGHT AND WATCHING THE BEAUTIFUL MORNING SUNRISES INCLUDING THE SOUTHERN VIEW OF LAKE MICHIGAN, YOU WILL LOVE TO OWN THIS SPACIOUS SOUTH TOWER ONE BEDROOM CONDOMINIUM ON THE 19TH FLOOR IN THE HISTORIC KENWOOD/HYDE PARK NEIGHBORHOOD...THIS UNIT HAS CARPET THROUGHOUT IN THE LIVING ROOM DINING ROOM, HALLWAYS AND BEDROOM, WITH FANTASTIC CLOSET SPACE... THE KITCHEN HAS A NEW FLOOR, NEW STOVE, STOVE TOP, REFRIGERATOR, AND DISHWASER. THERE IS HEATED INDOOR VALET PARKING - NOT INCLUDED IN THE PRICE, BUT PARKING IS AVAILABLE TO RENT AND PARKING SPACES ARE OCCASIONALY FOR SALE... THE NEWPORT CONDOMINIUM BUILDING PROVIDES 24-HOUR DOORMAN, ON-SITE MANAGMENT/ENGINEER, RECEIVING ROOM, FREE BASIC CABLE,FREE INTERNET, COMMON LAUNDRY ON THE LOWER LEVEL, ACCESS TO THE BIKE ROOM AND ASSIGNED STORAGE/IF APPLICABLE, A GO-GROCER GROCERY STORE, AS WELL AS A ROOF TOP VIEW ON THE 28TH FLOOR IN THIS BUILDING... THE NEWPORT HEALTH CLUB INCLUDES AN INDOOR POOL, JACUZZI, SAUNA, AND EXERCISE ROOM (FOR AN ADDITIONAL FEE FOR: SINCLE $16.67, FAMILY $25.00 PER MONTH)... ADDITIONALLY, YOU WILL ENJOY THE CONVENIENCE OF THE FREE SHUTTLE BUS SERVICE TO LOCAL TRANSPORTATION HUBS, NEIGHBORHOOD GROCERY STORES, AND SHOPPING AREAS. THIS SECURE, WELL MANAGED BUILDING ALSO HAS ON-SITE HEATED INDOOR VALET PARKING...L-O-C-A-T-I-O-N-!---L-O-C-A-T-I-O-N-!---L-O-C-A-T-I-O-N-!---LOCATED IN THE HISTORIC KENWOOD/HYDE PARK COMMUNITY... WALKING DISTANCE TO CHICAGO'S BEAUTIFUL LAKEFRONT TO ENJOY WALKING AND BIKING PATH, ETC., CLOSE TO SHOPPING ON 53RD STREET, CAFES, RESTAURANTS, NEIGHBORHOOD PARK, METRO STATION, MUSEUMS, THE UNIVERSITY OF CHICAGO, AND SELECTION OF GREAT SCHOOLS. ALSO CLOSE TO WHOLE FOODS, TRADER'S JOE'S TARGET AND MUCH MORE!... WITHIN 7-10 MINUTES TO DOWNTOWN HYDE PARK, 15-20 MINUTES TO DOWNTOWN CHICAGO, MINUTES AWAY FROM PUBLIC TRANSPORTATION: CTA #2, #6, #28, AND CTA #55 THAT RUNS 24 HOURS A DAY.... AND MINUTES TO THE SOUTH SHORE OUTER DRIVE EXPRESS WAY, AND 15 MINUTES AWAY FROM INTERSTATE 57 EXPRESSWAY. ***INVESTORS***RENTERS***BUYERS*** MAY RECOGNIZE THE OPPORTUNITY THIS BUILDING HAS TO OFFER! OPPORTUNITY IS KNOCKING. WILL YOU ANSWER? *** M-A-K-E---Y-O-U-R---A-P-P-O-I-N-T-M-E-N-T---T-O-D-A-Y-!-!-!---D-O-N-'-T---D-E-L-A-Y!!! THANK YOU FOR YOUR INTEREST!

4800 S Chicago Beach Drive Unit #1910S, Chicago

$40,000
2 Beds 1 Baths 12603738 MLS ACTIVE Status
Seller is highly motivated and seeking a serious buyer ready to move in soon for this well-maintained 15th-floor, 2-bedroom, 1-bathroom unit offering comfort, convenience, and elevated city living near downtown Chicago. Located in the heart of Hyde Park, this home features brand-new appliances, including a gas stove covered in the monthly fee, along with the added benefit of higher-floor privacy and views. Property Details *Monthly Carrying Charges: $1,340 *Shares / Refundable Deposit: $5,460 *Garage Parking: Starting at $75/month Monthly Fee Includes *Heat, water, and cable (HBO, Showtime, and STARZ included) *Gas and appliance coverage (including stove) *All unit maintenance *Common area amenities Additional Highlights *24/7 building and garage security *Only electricity is excluded from the monthly fee *Owner-occupancy required for at least one year before resale All renovations or changes require board approval This 15th-floor unit offers a rare combination of affordability, security, and modern updates, making it an ideal opportunity for a buyer ready to act quickly and move right in in one of Chicago's most desirable neighborhoods. CASH DEAL ONLY

4850 S Lake Park Avenue Unit #1507B, Chicago



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