Refine Search
Sort by
2124 S Trumbull Avenue, Chicago
$499,959
9 Beds ⋅ 3 Baths ⋅ 12797063 MLS
Investor's Dream: Fully Remodeled Multi-Family Gem This unique, high-yield investment opportunity is a true "cash cow" that checks every box for the savvy investor or the smart home buyer. Recently remodeled and move-in ready, this property features an efficient layout designed for consistent cash flow and high tenant demand. Property Highlights: * Unit 1: Spacious 5-bedroom, 2-bathroom layout located on the ground floor. * Unit 2: Well-appointed 4-bedroom, 1-bathroom residence on the second floor. * Upgrades: Recent renovations ensure low maintenance and immediate occupancy. * Prime Location: Situated in a highly desirable area with seamless access to public transportation, major commuter rail lines, and local shopping hubs. This property offers an exceptional blend of modern updates and strategic location, making it the perfect addition to any investment portfolio. Don't miss out on this rare chance to secure a turnkey asset in a thriving market-schedule your private tour today!

2124 S Trumbull Avenue, Chicago

3923 W Polk Street, Chicago
$537,900
6 Beds ⋅ 3 Baths ⋅ 12793905 MLS
We have an excellent opportunity for you to own an updated 3flat Greystone featuring 6 bedrooms and 3 full bathrooms in the West Garfield Area. All units are currently vacant and have been recently painted and refreshed, providing a clean palette for investors or owner occupants. Each unit features separate utilities, washer and dryer hookups and updated finishes throughout, including flooring, cabinetry, lighting and more. The main level unit has a separate living room and dining room, 2 bedrooms and 1 full bathroom. The second floor unit has a similar layout with 3 bedrooms and 1 full bathroom. The garden unit includes 1 bedroom and 1 full bathroom. Additional property features include a gated entry, exterior rear porch, fenced backyard with 2 exterior parking spaces and basement storage space. With 3 separate units, refreshed interiors and immediate availability for a new owner, this property presents an excellent opportunity for investors seeking rental income or buyers looking to expand their real estate portfolio. Schedule your showing today!

3923 W Polk Street, Chicago

6610 S Evans Avenue, Chicago
$594,900
6 Beds ⋅ 4 Baths ⋅ 12774665 MLS
Stunning 2-unit Greystone completely updated from top to bottom with virtually everything NEW! This impressive property combines the timeless character of a classic Chicago Greystone with an all-new interior, major new building systems, and beautiful contemporary finishes throughout. Major improvements include ALL-NEW electrical, plumbing, roof, garage, sidewalks, kitchens, bathrooms, flooring, lighting, fixtures and more. The thoughtfully designed interiors feature contemporary cabinetry, stone countertops, stylish backsplashes, stainless steel appliances, designer lighting, modern flooring and beautiful gold-tone accents. The bathrooms deliver a luxurious feel with contemporary vanities, illuminated mirrors, floor-to-ceiling tile and upscale fixtures. Unit 1 offers an impressive 3-bedroom, 2.5-bath layout, including a primary bedroom with its own private bath and a large dedicated laundry room. The spacious layout and elevated finishes create a comfortable, modern living environment that feels more like a single-family home. Unit 2 features 3 bedrooms and 1 beautifully updated bathroom, along with an all-new kitchen and contemporary finishes that continue the same attention to detail found throughout the property. With two updated units and major building components already replaced, this property offers an exceptional opportunity for an owner-occupant, investor or extended family looking for a truly move-in-ready multi-unit home. Ideally located just minutes from the new Obama Presidential Center, University of Chicago, parks, transportation and everything the surrounding community has to offer. A classic Chicago Greystone transformed for modern living

6610 S Evans Avenue, Chicago

439 E 48Th Street, Chicago
$720,000
4 Beds ⋅ 5 Baths ⋅ 12791424 MLS
This distinguished four-level graystone sits in the heart of Chicago's historic Bronzeville community and seamlessly blends classic architecture with modern comforts. The home's interior boasts an OPEN FLOOR PLAN accentuated by high ceilings and abundant natural light. HARDWOOD FLOORS flow throughout the main living areas, complemented by TWO FIREPLACES that add warmth and character. The gourmet kitchen is a chef's dream, featuring a central ISLAND WITH COOKTOP, DUAL WALL OVENS, granite countertops, and stainless steel appliances. The luxurious PRIMARY SUITE serves as a private retreat, complete with a spacious WALK-IN CLOSET and a deluxe bathroom outfitted with DOUBLE SINKS, a soaking tub, and a separate shower. Additional amenities include HEATED BATHROOM FLOORS. The FINISHED BASEMENT houses a WET BAR, the fifth bedroom and a RECREATION ROOM. Home has dual heating and air conditioning systems and a THREE CAR, BRICK garage

439 E 48Th Street, Chicago

1822 N Fremont Street, Chicago
$4,995,000
4 Beds ⋅ 7 Baths ⋅ 12793009 MLS
1822 N. Fremont Street | A Statement in Modern Luxury Introducing an exceptional new-construction single-family residence that redefines contemporary luxury living .Delivered in 2025, this extraordinary four-level home offers 6 ensuite bedrooms, 6 full bathrooms, and one half bath, with an uncompromising commitment to design, scale, and elevated finishes throughout. A striking expression of modern sophistication, the home features an expansive open-concept floor plan, soaring ceilings, and impeccably curated high-end finishes that create a seamless balance of architectural elegance and everyday comfort. Generously proportioned interiors flow effortlessly between living and entertaining spaces, while two additional family rooms provide exceptional versatility for relaxation, media, and gathering. Three private outdoor terraces extend the living experience beyond the interiors, offering sophisticated settings for open-air entertaining and intimate moments of retreat. A private two-car garage completes this exceptional offering. Thoughtfully conceived and masterfully executed, this remarkable residence delivers the scale, sophistication, and modern amenities expected of Chicago's premier luxury homes. A rare opportunity to experience elevated city living in an extraordinary new-construction residence.

1822 N Fremont Street, Chicago

4818 S Evans Avenue, Chicago
$850,000
5 Beds ⋅ 4 Baths ⋅ 12792436 MLS
Welcome home to this beautifully renovated 5-bedroom, 3.5-bathroom Greystone. Fully rebuilt in 2016 and newly renovated in 2024, This one-of-a-kind home blends classic Chicago character with modern upgrades. The fully remodeled chef's kitchen boasts black matte stainless-steel LG appliances, a marble island with matching backsplash, extended countertops, additional cabinetry, and a spacious walk-in pantry makes it complete. It also has a large 12x20 deck, a perfect set-up for entertaining. The large living room and separate dining room makes this open concept space very enjoyable, not to mention the newly coffered ceiling den located right off the massive kitchen. It is the perfect cozy space to relax after cooking an amazing meal. The 10' ceilings, oak hardwood floors, contemporary lighting fixtures, and LED recessed lighting throughout this home gives it a luxurious feel. The massive primary suite features his-and-hers walk-in closets plus additional sleek cabinets for your shoes! It features a contemporary electric fireplace for those cozy fall/winter nights. It is the perfect space for a deep slumber and an even better space for your mornings! as you can enjoy your coffee on your own private 12x20 deck that overlooks your beautiful and tranquil backyard garden. The master bathroom have been beautifully appointed with quality finishes, a spa inspired soaking tub, separate shower, a double vanity, beautiful stylish mirrors, marble tile and heated floors. The finished walkout basement offers flexible living space with vinyl wood flooring, a full bath, a kitchenette/bar, and separate office/recreation areas plus a spacious bedroom. A perfect space for perhaps in-laws or visiting guests. All bedrooms are spacious, and there is additional storage space, throughout the home. The detached 2-car garage built in 2016, offers parking, storage, and additional flex-space potential. THIS IS A MUST SEE HOME IS PERSON TO APPRECIATE IT'S BEAUTY. Schedule your showing today.

4818 S Evans Avenue, Chicago

3318 W Flournoy Street, Chicago
$325,000
5 Beds ⋅ 2 Baths ⋅ 12776067 MLS
**Great Investment Opportunity Just Minutes from Downtown Chicago!** Discover the potential of this spacious **Brick Greystone two-unit property**, ideal for investors and owner-occupants looking to build equity or expand their real estate portfolio! This beautiful Chicago Greystone offers generous living spaces and extra-large bedrooms on both levels. The **second-floor unit features 3 bedrooms and 1 bathroom**, while the **first-floor unit offers 2 bedrooms and 1 bathroom with a duplex layout connecting to the unfinished basement**. Bring your vision and creativity to the basement, offering exciting possibilities for future improvements and customization, subject to applicable building codes and approvals. **Both units are currently vacant**, giving the next owner the flexibility to move right in, establish rental income, or make improvements to maximize the property's potential. The spacious, open backyard offers additional possibilities for a newly constructed garage, concrete parking slab, or outdoor entertainment space. Conveniently located with access to downtown Chicago, major expressways, shopping, dining, and public transportation. Whether you're a seasoned investor looking to expand your portfolio or an owner-occupant interested in house hacking, this **Chicago Greystone** offers space, character, flexibility, and outstanding value-add potential. **Bring your ideas, explore the possibilities, and make this investment your own!**

3318 W Flournoy Street, Chicago

4408 S Michigan Avenue, Chicago
$839,000
9 Beds ⋅ 6 Baths ⋅ 12783163 MLS
Discover timeless Chicago architecture in this stately three-unit greystone located in the heart of Bronzeville. This classic building blends historic character with modern convenience. Each spacious residence features 3 bedrooms, 2 full bathrooms, and a separate formal dining room offering generous living space ideal for both everyday living and entertaining. The thoughtfully designed interiors include hardwood floors, soaring ceilings, in-unit laundry, and abundant natural light. Spacious kitchens are appointed with granite countertops, ample cabinetry, and room for a breakfast table or casual dining. Each unit is separately metered and equipped with its own furnace and water heater, providing convenience, efficiency, and simplified property management. The first and second-floor units are occupied by long-term tenants, providing immediate, stable rental income. The third-floor unit is currently vacant, presenting an ideal opportunity for an owner-occupant to move right in while benefiting from rental income, or for an investor to lease the unit and maximize the property's income potential. Step outside to enjoy brand-new rear porches, providing each unit with a private outdoor deck. The property also features gated parking with one dedicated parking space for each unit, offering added convenience for residents. The full basement provides additional value with the potential to create an additional dwelling unit or expand the property's existing living space. Situated on a picturesque tree-lined street, this exceptional investment or owner-occupant opportunity is just minutes from public transportation, neighborhood parks and green spaces, and the vibrant dining, shopping, and cultural attractions of nearby Hyde Park and South Loop. Whether you're looking to expand your investment portfolio or own a piece of Chicago's architectural heritage, this exceptional Bronzeville greystone offers the perfect blend of historic character and modern amenities. Enjoy stable rental income or sell later as individual condos. An outstanding opportunity for both investors and owner-occupants.

4408 S Michigan Avenue, Chicago

4319 W Jackson Boulevard, Chicago
$350,000
5 Beds ⋅ 2 Baths ⋅ 12778343 MLS
Greystone architecture and original details give this early 1900s two-flat a character that's distinctly Chicago. Projecting bays, tall windows, hardwood floors and original millwork bring warmth and architectural interest throughout two well laid out residences. The first-floor unit offers 2 bedrooms and 1 bath with separate living and dining rooms, an updated kitchen with granite countertops and stainless steel appliances, in-unit laundry hookup, and a primary bedroom with walk-in closet. Upstairs, the 3-bedroom, 1-bath residence features an expansive living and dining space, updated kitchen and bath, hardwood floors, and in-unit laundry hookup. A full unfinished basement offers additional storage, two points of egress, and utility. The rear of the property features generous outdoor space and parking for up to four vehicles. With two distinct residences, the property lends itself equally well to owner-occupancy or a fully income-producing investment. Located in West Garfield Park along historic Jackson Boulevard, with convenient access to CTA bus service, nearby Blue and Green Line connections, I-290, Garfield Park, and downtown Chicago.

4319 W Jackson Boulevard, Chicago

3244 W Potomac Avenue, Chicago
$1,199,000
5 Beds ⋅ 3 Baths ⋅ 12773705 MLS
Stunning Chicago jumbo 2 flat greystone just steps from Humboldt Park! Set on an oversized lot, this impressive greystone is exceptionally wide itself, taking advantage of the additional lot width and creating unusually spacious, open residences throughout. This truly special property offers an exceptional combination of classic character, generous living space, and thoughtful amenities. The spacious former owner's unit features beautiful hardwood floors throughout, an extra-wide open floor plan, an oversized bathroom, and the convenience of in-unit laundry. With its impressive greystone facade, oversized lot, exceptionally wide and spacious apartments, and prime location, this property offers a rare combination of character, scale, and location. The width of the units creates for expansive living and dining spaces with an open, feel that sets these apartments apart. An outstanding opportunity for an owner-occupant or investor seeking a distinctive multi-unit property in one of Chicago's most vibrant neighborhoods. Also ideal for someone looking to convert into a spectacular single family residence. Outside, a beautifully manicured lawn adds rare green space and wonderful curb appeal. The property also offers a common laundry room in the basement, three dedicated tenant storage areas, and a three-car garage. A truly special property that must be seen to fully appreciate its exceptional size, and character. Rent increases have been provided to tenants, with new rents scheduled to be in effect January 2027. New monthly rents: Unit 1 - $2,600; Unit 2 - $2,700; Garden Unit - $1,800, for total scheduled rental income of $7,100/month or $85,200 annually. Each apartment gets one designated garage spot included. Property also generates approximately $1,600/year in coin laundry income, bringing total projected annual income to approximately $86,800. **Second-floor dining room light fixture and bedroom fixture is owned by the tenant and is excluded from the sale. Seller and listing broker make no representation as to the legality of the basement apartment.

3244 W Potomac Avenue, Chicago

5402 S Drexel Avenue, Chicago
$650,000
4 Beds ⋅ 2 Baths ⋅ 12776182 MLS
Surprise! And you thought the best of Hyde Park had passed you by. This is Hyde Park at its best at a price you'll love. For more than fifty years one family took loving care of this grand lady. This Home has all the original wood, cabinets and mirrors that make Hyde park town homes classic. There is a new kitchen and some enhancements that don't disturb the original character or elegance of the home. These town homes give you space and luxury. It needs some updates. This is an estate sale. The family would love to transfer the home to someone who will love it as they have and create memories. Come take a look, see if this is what you've been waiting for. This grand lady is seeking someone who will love and care for her for years to come. Is that you?

5402 S Drexel Avenue, Chicago

1239 S Avers Avenue, Chicago
$549,900
11 Beds ⋅ 5 Baths ⋅ 12769474 MLS
Exceptional House-Hack Opportunity in North Lawndale 3-Unit Building | 11 Bedrooms | 5 Bathrooms Discover an outstanding opportunity to own a 3-unit multifamily property at 1239 S. Avers Ave in Chicago's North Lawndale neighborhood. Featuring 11 bedrooms and 5 bathrooms, this generously sized building offers a versatile setup for both owner-occupants and investors. Perfect for a house-hacking strategy, an owner-occupant can live in one unit while renting the remaining units to generate rental income and help offset monthly housing expenses. For investors, the property offers the potential to maximize rental income while building long-term equity. Each unit provides spacious living areas, multiple bedrooms, functional floor plans, and abundant natural light, creating comfortable spaces for tenants and larger households alike. Property Highlights 3 legal residential units 11 total bedrooms 5 total bathrooms Spacious and functional floor plans Abundant natural light Strong potential for rental income Excellent opportunity for owner-occupants and house hackers Attractive long-term investment potential Convenient access to public transportation Close to schools, parks, shopping, and neighborhood amenities Easy access to major expressways and downtown Chicago Located in North Lawndale, the property is situated in an area that has experienced ongoing investment and redevelopment. Its location, size, and three-unit configuration provide flexibility for a variety of ownership and investment strategies. Whether you're looking to reduce your housing expenses through rental income, expand your real-estate portfolio, or establish a long-term income-producing asset, this property offers an opportunity worth exploring. Schedule your private showing today and discover the possibilities this versatile multifamily property has to offer.

1239 S Avers Avenue, Chicago

7000 S Eberhart Avenue, Chicago
$290,000
3 Beds ⋅ 3 Baths ⋅ 12773573 MLS
BACK ON THE MARKET- Brand new roof & freshly staged! Beautifully renovated 4-bedroom (3 +1), 2.1 baths single-family home offering a massive amount of living space across multiple levels. The bright, modern interior showcases new luxury vinyl plank floors and is anchored by a sleek kitchen featuring contemporary cabinetry, quartz countertops, and stainless steel appliances. Upstairs, you'll find three exceptionally spacious bedrooms. Downstairs, the expansive, fully finished basement provides even more room to entertain, featuring a large family room, full bath, and a fourth bedroom or private home office. Throughout the home, the bathrooms have been completely updated with elegant tile and modern fixtures to create a spa-like feel. Complete with a brand-new central A/C system, a detached 2-car garage, and a prime location near shopping, parks, and tollways, this move-in-ready home truly has it all.

7000 S Eberhart Avenue, Chicago

652 W Sheridan Road, Chicago
$2,749,000
5 Beds ⋅ 5 Baths ⋅ 12767765 MLS
Nestled in leafy East Lakeview is this iconic 5 BR/4.1 BA Chicago Greystone on a massive 35' x 167.5' lot, with over 6,800 sq. ft. of finished living space. This home is essentially new construction inside of a vintage envelope. During its extensive 2016 gut renovation, no detail was overlooked, nor expense spared. Thoughtfulness, craftsmanship and innovation were at the fore. New Marvin windows were custom made to look like the originals, and all doors, staircases and wood trim were custom built to fit the style of the home, while adding a contemporary feel. The exterior facade and masonry was diligently maintained for authenticity. Stepping through the front door, the charming foyer leads to a grand staircase. Opening to a bright and airy south-facing formal living and dining room, the space is perfect for large scale entertaining and watching the seasons change from every window. The main living spaces flow beautifully into the chef's kitchen, which features custom cabinetry, quartz countertops, Wolf and Sub-Zero stainless steel appliances, two dishwashers, an island with bar seating, and a butler's pantry with a Sub-Zero wine refrigerator and beverage drawers. The back half of the main level is designed for fun and relaxation. Curl up with a movie or good book by the originally preserved fireplace, read the morning news in the dining area surrounded by windows, or host a competitive game night with plenty of room to spread out. The attached 2.5 car garage is easily spacious enough to store a third car; above it, with direct access from the living spaces, is an 800Sq.Ft. rooftop deck, perfect for large gatherings or a cozy retreat. Upstairs are 4BR's and 3BA's, with lots of natural light coming from the large windows and two skylights. The huge primary bedroom suite includes an oversized walk-in closet, with expansive custom cabinetry, a laundry hook-up, and a chute to the main laundry room. The en suite primary bathroom is spa quality, with large marble slabs, heated floors, dual vanity, walk-in shower and a full tub. Two other bedrooms are large and well designed with generous closets/storage, and the bathrooms have beautiful stone and tile, with heated floors. Currently the 4th bedroom is used as a stunning library and office with an original oak mantel and fireplace. Downstairs the entire lower level was dug down to add two feet of ceiling height and create additional comfortable living space, with stunning porcelain tile floors and radiant floor heat throughout. A large, open family/recreation room measures 54' feet long, has a surround- sound TV viewing space, and a future wet bar area (plumbing and power is already installed). The lower level has one additional bedroom and one full bath, and the adjacent rec room is large enough to easily add a 6th bedroom or an au paire/guest suite. This location is the best of lakefront living! Steps to the Lake Shore Drive pedestrian underpass to the lakefront path, Sydney Marovitz Golf Course, tennis courts, Belmont and Montrose Harbors, Starbucks on the next corner, and so much more. Multiple restaurants and neighborhood staples nearby such PR Italian Bistro, El Mariachi, Good Times BrewPub, and The Bake House, plus endless options down Broadway. Whole Foods, Jewel-Osco, Target and the soon-to-arrive Trader Joes are all within a four block walk or drive. Public transit is easy with the CTA Sheridan Red Line Station 3 blocks away, and the Broadway, Lake Shore Drive Express, Sheridan and Irving Park bus lines all within one block. Commuting downtown is easy and convenient via Lake Shore Drive at the end of the street. Plenty of school options nearby such as Bernard Zell Anshe Emet, Greeley Elementary, Disney Magnet School, or a straight shot down Lake Shore Drive to Latin School, Francis Parker and the Lab Schools.

652 W Sheridan Road, Chicago

3234 W Fulton Boulevard, Chicago
$649,900
6 Beds ⋅ 3 Baths ⋅ 12759675 MLS
GORGEOUS CLASSIC CHICAGO GREYSTONE 2-FLAT - BOTH RESIDENTIAL UNITS COMPLETELY REHABBED IN 2025! Both units have been beautifully renovated, while many major systems and exterior components have also been replaced or upgraded. Major 2025-2026 improvements include a NEW ROOF, WINDOWS, FURNACES, CENTRAL A/C, WATER HEATER, ELECTRICAL, PLUMBING, SIDING/EXTERIOR, GUTTERS & DOWNSPOUTS, SUMP PUMP, SEWER LINE, and BASEMENT/FOUNDATION WATERPROOFING. New drywall was installed throughout both units. Each unit features new kitchens with cabinets, countertops and appliances, remodeled bathrooms, updated flooring, fresh paint, new lighting, fixtures, doors and trim. New refrigerators, ranges, dishwashers, washers and dryers are included, along with smart thermostats and security cameras. The property also offers a rear deck, extra-deep backyard and parking, plus an unfinished basement with front and rear access, good ceiling height and separate heating. The basement provides excellent storage and flexible-use space, with potential for a future garden unit, subject to City of Chicago zoning, building-code and permitting requirements. Ideally located in East Garfield Park, just minutes from the United Center, Green Line, I-290, Garfield Park Conservatory, parks and Downtown Chicago. A wonderful opportunity to own a classic Chicago Greystone with two beautifully rehabbed residential units, major updates already completed, a spacious lot, and an unfinished basement with future potential. A great choice for an owner-occupant or investor!

3234 W Fulton Boulevard, Chicago

2428 N Rockwell Street, Chicago
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 12748261 MLS
Located in the heart of Logan Square, this classic brick two-flat underwent a full gut renovation in 2020, thoughtfully preserving its original architectural details while introducing updated finishes, modern systems and functional living spaces. The result maintains the vintage charm of a traditional Chicago two-flat while offering the comfort and convenience of a fully renovated home. The first-floor duplex-down offers 3 bedrooms and 2 full baths across two levels. The main level features a living room with the original fireplace and mantel, a dedicated dining room, two bedrooms, a full bath and a fully appointed kitchen. The lower level expands the living space with a spacious family room, perfect as a media room, home office or additional flex space, along with a third bedroom and second full bath. The second-floor unit offers 3 bedrooms and 1 full bath with a comfortable, functional layout and its own original fireplace mantel, preserving another piece of the home's vintage character. Both units feature enclosed porches, central heat and air conditioning, and updated interiors that complement the building's original details. A shared laundry area is conveniently located on the lower level, and the property also includes a shared backyard and detached 2-car garage. Ideally situated near Logan Square's restaurants, cafes, shopping, entertainment, parks and neighborhood amenities, this turnkey two-flat offers versatility for an owner-occupant, investor or multigenerational living. Located within the Northwest Side Housing Preservation Area, with two updated units, flexible living spaces and a prime neighborhood location, this is a unique opportunity to own a classic Chicago two-flat that has already undergone a comprehensive renovation. Photos from 2020 renovation, new photos coming soon!

2428 N Rockwell Street, Chicago

32 E Bellevue Place, Chicago
$3,490,000
6 Beds ⋅ 6 Baths ⋅ 12756996 MLS
An extraordinary opportunity to own a fully reimagined historic mansion in the heart of Chicago's coveted Gold Coast. This rare, turnkey residence is ideal for a private owner seeking effortless luxury or an investor looking to expand a portfolio of shortterm or AirBnB rentals. Originally crafted in 1887 by renowned architect John Wellborn Root, this timeless stone-and-brick villa blends rich architectural character with refined modern living-all just steps from the lake. Set on an oversized 24x130 lot, the home has undergone a comprehensive renovation, including a new roof, and offers more than 6,000 square feet across four beautifully finished levels. The main level centers around a stunning chef's kitchen with custom cabinetry, Wolf appliances, white quartz countertops, a mosaic backsplash, and an oversized island with integrated lighting. The grand dining area flows seamlessly into an elegant living room featuring two fireplaces, builtin shelving, and subtle undershelf illumination, creating an inviting atmosphere for everyday living and sophisticated entertaining. The sweeping staircase leads to a lavish primary suite with a fireplace, tray ceiling, hardwood floors, and a spa-caliber bath complete with its own fireplace, steam shower, freestanding soaking tub, and dual vanities. A massive custom walkin closet completes the retreat. A gracious second ensuite bedroom completes the level.The top floor offers two additional bedrooms and a cozy sitting room with a fireplace that opens to a spacious private rooftop deck. The lower level includes two more ensuite bedrooms and convenient access to the rare attached threecar garage.With six ensuite bedrooms, five-and-a-half baths, impeccable finishes, and thoughtful updates throughout, this historic home delivers exceptional comfort, versatility, and craftsmanship. A truly rare offering-masterfully restored, movein ready, and perfectly situated moments from the Gold Coast's finest dining, shopping, and lakefront living.

32 E Bellevue Place, Chicago

6627 S Maryland Avenue, Chicago
$849,000
7 Beds ⋅ 6 Baths ⋅ 12755888 MLS
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

1437 N Dearborn Street, Chicago
$3,750,000
5 Beds ⋅ 5 Baths ⋅ 12750844 MLS
A rare and seamless blend of architectural history and sophisticated modern living. Situated on one of the neighborhood's most desirable blocks, this spectacular 5,500 square foot, 5-6 bedroom, 4.5 bathroom greystone has been meticulously renovated for a comfortable contemporary lifestyle while honoring its classic Gold Coast character. The handsome three-story stone exterior is capped by an ornate, original copper pediment and roof cresting - welcoming one to the home's many well-preserved historic details. Inside, the expansive front living room offers an inviting layout with space for multiple seating arrangements, a stately fireplace, and a bright and large view, framing mature trees and beautiful Gold Coast architecture. The dining room features the second of the home's three original fireplaces and easily accommodates large family gatherings and dinner parties. The leaded-glass pocket doors provide an elegant partition between the dining room and the home's kitchen. Bathed in morning light, the expansive chef's kitchen is a triumph of thoughtful design and high-end utility. A thick slab of deeply veined white marble tops the oversized central island, which features comfortable counter seating beneath pendant lighting. The culinary suite is anchored by a 48" Wolf range with dual ovens, a Sub-Zero refrigerator, a Bosch dishwasher, and a dedicated wine and beverage fridge. A large bay window, built-in banquette seating, and custom storage cleverly tucked under the rear staircase ensure this magnificent space is as functional as it is beautiful. Stepping out onto the rear terrace reveals a curated private escape. A custom pergola provides shade, while integrated infrared heaters extend the space's use into the cooler months. Designed for effortless entertaining, this exceptional outdoor sanctuary features dedicated areas for grilling and alfresco dining, alongside a full outdoor living room where a fire table provides an inviting focal point for evening gatherings. Back inside, the grand main staircase provides a masterclass in late 19th-century craftsmanship. Rich hardwood handrails and treads contrast with the crisp white wainscoting and expertly carved newel posts. Cleverly concealing a discreet main-floor powder room, the staircase rises past a stunning original stained-glass window to the home's upper levels. Occupying the entire front portion of the home's second level, the primary suite has a deep-set picture window with leafy street views and two closets. The ensuite primary bathroom features beautiful tilework, an oversized, spa-quality shower, separate soaking tub, and double sinks. A second ensuite bedroom with a balcony and a multi-use family room are also located on this level. The home's third floor thoughtfully accommodates three additional, generously sized bedrooms. The front bedroom with cathedral ceilings and a library wall is accessed by a pass-through 14x10ft bonus room, which can be easily tailored to your lifestyle and needs. Completing this level, the two remaining bedrooms share a classic Jack-and-Jill bathroom. The lower level is home to a large family room, a temperature-controlled glass wine room, a dedicated home gym (bedroom six) with modern bath and shower, and a rear mudroom with laundry. A two-car tandem garage completes the home. 1437 N. Dearborn is a truly exceptional and inviting home not often found in the neighborhood. This is a rare opportunity; located two blocks from Lake Michigan and Lincoln Park, in close proximity to beaches, top-rated schools, seasonal farmers' markets, world-class shopping, and fine dining.

1437 N Dearborn Street, Chicago



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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

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

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

Some listings have been excluded from this website.

How much is your home worth?

Get instant property value now!