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Browse All Chicago IL 5 Bedroom Properties for Sale

$12,250,000
5 Beds ⋅ 7 Baths ⋅ 12640008 MLS ⋅ ACTIVE Status
Introducing penthouse 64 at One Bennett Park, a Robert A.M. Stern building. A one-of-a-kind full-floor residence defined by exceptional scale, light, and sweeping lake and skyline panoramas. Encompassing approximately 7,940 square feet, with 5 bedrooms, 5 full bathrooms, and 2 powder rooms, this residence is thoughtfully composed and reflects the quiet confidence and refined detailing for which One Bennett Park is known. Designed with a seamless balance of sophistication and ease, the interiors by Soucie Horner Design Collective feature bespoke elements and an elegant material palette. The entry foyer with vaulted ceilings and direct elevator access makes a striking first impression. The custom-designed kitchen by 210 Design House effortlessly connects to the family room and is appointed with Italian cabinetry and a full suite of premium appliances, including Wolf, Sub-Zero, and Miele. A butler's pantry enhances functionality with a wine refrigerator, ice machine, and warming drawer. The combined living and dining areas are anchored by a ventless gas fireplace and framed by unmatched views. A separate family room with built-in millwork opens to a private north-facing terrace, while an additional terrace with southern exposure offers multiple outdoor living options. The expansive primary suite is a private retreat, complete with dual en-suite bathrooms, a walk-in dressing room, and multiple walk-in closets. A dedicated library with built-in alcoves provides the ideal setting for a home office or study. Interior finishes include rift and quartered white oak hardwood flooring throughout, prewiring for motorized shades with blackout capabilities in bedrooms, and thoughtfully designed lighting, including recessed art lighting and Lutron-controlled systems with customizable settings. Additional features include a utility room with full-size washer and dryer, laundry sink, and storage. Residents enjoy personalized 24-hour concierge services, and valet parking via a discreet porte-cochere, designed for both convenience and privacy. Our full suite of building amenities is unrivaled in Chicago and includes a world-class fitness center, yoga room, Pilates studio, salon and massage suite. The inviting 41st floor owner's lounge also offers residents a gracious gathering space with beautiful outdoor terraces, lounge area with fireplace, billiards room, private dining and cordial room. This highly anticipated penthouse is currently under construction and expected to deliver August 2026. Reach out to learn more about this unique offering. Two garage parking spaces with valet service included. An additional parking space available for purchase.

451 E Grand Avenue Unit #PH64, Chicago
$449,900
5 Beds ⋅ 2 Baths ⋅ 12642930 MLS ⋅ PENDING Status
Own your home while your tenant helps with the mortgage! Beautifully renovated brick 2-flat with each unit boasting new white shaker cabinets, quartz countertops, new stainless steel appliances, new bathrooms, and a washer & dryer in the building; Fresh new concrete slab carport in the rear. Spacious duplex owner's unit plus a income-producing second floor already occupied. Smart living and long-term investment in one. Bring your offers today!

8018 S Harvard Avenue, Chicago
$215,000
5 Beds ⋅ 2 Baths ⋅ 12645755 MLS ⋅ CONTINGENT Status
Beautiful Single family in Englewood ready a new family or investor. Home includes stove, fridge, washer and dryer hookups, unfinished basement, parking pad is currently occupied and renting at 1900 per month.

5749 S Wolcott Avenue, Chicago
$300,000
5 Beds ⋅ 3 Baths ⋅ 12636845 MLS ⋅ CONTINGENT Status
Excellent investment opportunity in Chicago! This well-maintained two-unit property offers incredible versatility for investors or owner-occupants looking to generate rental income. The main building features two spacious units with bright living areas, updated flooring, generous room sizes, and functional layouts designed for comfortable living. A standout feature of this property is the separate 1-bedroom coach house, newly rehabbed with fresh finishes, updated kitchen and bath, new flooring, and a modern, move-in-ready feel. Perfect for additional rental income, related living, or a private guest space. The property also includes updated exterior stairs and porches, a fenced backyard with patio space for outdoor entertaining, and ample yard area. Conveniently located near schools, parks, shopping, public transportation, and major expressways, this property is ideal for investors seeking strong income potential or buyers looking to live in one unit while renting the others. Don't miss this unique multi-unit opportunity with three total living spaces and endless possibilities!

3017 E 83Rd Street, Chicago
$215,000
5 Beds ⋅ 2 Baths ⋅ 12640146 MLS ⋅ CONTINGENT Status
Beautiful Single family in Englewood ready a new family or investor. Home includes stove, fridge, washer and dryer hookups, unfinished basement, parking pad is currently occupied and renting at 1900 per month.

5725 S Wolcott Avenue, Chicago
$4,695,000
5 Beds ⋅ 7 Baths ⋅ 12639287 MLS ⋅ ACTIVE Status
A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor footprint for Wicker Park, 1407 N. Hoyne Ave. is a one-of-a-kind opportunity for the homeowner who wants an expansive city estate with pedigree and a modern program. Originally built for beer baron John H. Rapp in 1886, this 8250 SqFt-square-foot, 5 bed/4.3 bath single-family home underwent a multi-year renovation and restoration by Rugo Raff Architects. Preserving elements of its Victorian charm while optimizing sightlines and integrating first-class finishes was paramount. This special home's unheard of 98' x 110' lot affords multiple green spaces, including a deep front yard with mature landscaping, a side yard with raised garden beds and a European-style pergola. Inside, an elegant entry plus an oval-shaped entry hall link to a lovely living room with an abundance of natural light, a traditional turret, and a wood-burning fireplace, and a formal dining room just beyond with hand-scraped walnut floors. The custom chef's kitchen stuns with O'Brien Harris cabinetry, white quartzite countertops, professional-grade Wolf/Sub-Zero appliances, an herb garden, a full butler's pantry, a breakfast dining space with banquette seating, and a built-in desk. The main level also features an intimate family room with built-in walnut cabinetry and a chic beverage center, and two beautiful limestone terraces accessed via French doors: a 12' x 23' west terrace for open-air entertaining and a 12' x 17' side terrace that's perfectly appointed for large-scale alfresco dining with an outdoor kitchen and a built-in grill. A striking example of this home's flawless interior architecture is the centrally located, curving suspended staircase. The second level is devoted to two secondary bedrooms (one with custom bunk beds), the first of two laundry rooms, and an impressively spacious primary suite with a sitting area, a custom dressing room, a walk-in closet, and a marble-clad ensuite bath with two vanities, a soaking tub, and a deluxe shower. The third floor presents two designer offices--a handsome den with knotty alder wood floors and a gas fireplace, a cozy den with a wet bar, an exercise room, and yet another polished guest bedroom. But there's more... This truly magnificent home also comes complete with a fully finished garden level with a massive playroom that opens onto a basement terrace, a wine room, a kitchenette, another large guest bedroom with den perfect for related living, a second laundry room, a walk-in storage room, and a custom mudroom that connects to an attached garage. Additional callout details and amenities include restored original doors and hardware, custom woodwork and trim throughout, designer lighting and wallcoverings throughout, four total fireplaces, 97 Marvin windows, a Lutron lighting system, self-irrigating planters on both terraces, and an excess of custom interior storage. Walking distance to Wicker Park proper and the world-class shopping and dining that extends from the neighborhood's famed Six Corners, 1407 N. Hoyne Ave. is a one-of-a-kind home with uncompromising design and comforts. Coach house available separately and additional garage parking can be added if acquired, please inquire.

1407 N Hoyne Avenue, Chicago
$330,000
5 Beds ⋅ 2 Baths ⋅ 12638087 MLS ⋅ CONTINGENT Status
Step into the charm of a classic 1898 Chicago Greystone, ideally situated in the evolving North Lawndale neighborhood just west of Douglas Park, between Roosevelt and Douglas Blvd. This area is seeing exciting revitalization-take a look around and you'll notice the steady stream of beautifully restored homes adding to the neighborhood's appeal. Inside, both units offer a timeless layout with formal living room and dining room, hardwood floors. The first-floor unit features two comfortable bedrooms and is currently rented month to month. Upstairs, the second unit features a formal living room and dining room with three bedrooms and is currently rented on a flexible month-to-month basis. Recent updates include new hot water tanks for both units and individual forced-air heating systems, offering convenience and independence for each space. The unfinished basement opens the door to future possibilities-whether you envision a duplex-down for added living space or a separate finished area for additional rental income. 2 parking spots on the back parking pad, new fence was recently installed. With both front and rear access, the potential here is easy to imagine. A location that keeps you connected-close to CTA lines, I-290, the Illinois Medical District, UIC, Pilsen, the West Loop, and downtown. A property with character, flexibility, and upside in a neighborhood on the rise-come take a look and see how it fits your vision.

1317 S Homan Avenue, Chicago
$239,000
5 Beds ⋅ 3 Baths ⋅ 12636006 MLS ⋅ CONTINGENT Status
Early American Investment Property. Three Units Building. 2-2 bedrooms units and 1-1 bedroom unit. Separate utilities for each apartment, some freshly painted rooms, some need work getting ready for new owner final touches. Sold as is! Full basement, newer windows, spacious back yard and 2 car garages with space for 3 cars. Call for a free pass to see!

10305 S Avenue J, Chicago
$1,900,000
5 Beds ⋅ 4 Baths ⋅ 12628828 MLS ⋅ ACTIVE Status
RIVERFRONT LIVING with PRIVATE YARD! Now under construction and delivering this Fall! Finish Selections Happening Now! Introducing RiverWard - a collection of 35 new construction, extra-wide row homes tucked along the north branch of the Chicago River. Perfectly situated in an idyllic location and with access to Southport, Roscoe Village, and the expressway, this exclusive offering will deliver contemporary new construction row homes never before available in the neighborhood. Residence 20-B boasts an incredible location directly on the north bank of the Chicago River, delivering over 4700 SF of indoor and outdoor living space plus 335 SF private fenced yard. This is a once-in-a-generation chance for riverfront living with skyline views. Designed by acclaimed-developer ZSD in conjunction with Sullivan, Goulette & Wilson, the EXTRA-WIDE (22 FEET!) home boasts sophisticated and functional design for today's homebuyer. Imagine living in a home wider than a single-family in the area! Spanning four levels of living, this 5-bedroom residence delivers a family room, loft office with skyline views, private rooftop, and attached two car garage. All four bedrooms are on the same, upper level with the option to add a 5th bedroom to the first level. At the heart of this home is a spacious, contemporary kitchen, with immense cabinet count and integrated appliances from Sub-Zero, Wolf, and Bosch, designed to cater to both the casual cook and the culinary enthusiast. The massive quartz waterfall peninsula and full-height cabinetry throughout provides the desired function and storage expected from a single-family home. This home includes an open-concept living and dining room and a private 225 SF walkout terrace complete with gas, water, and electric. A separate Powder Room and oversize Family Room finish off the large main level. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, dressing room, and "wet room" bathroom with European glass shower, standalone tub, skylight, and double vanity with quartz countertop. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace with skyline views. Your attached extra-wide 2 car garage ensures you have all the comforts of a single-family home without any of the maintenance. RiverWard delivers contemporary new construction row homes with unparalleled access to the expanded Chicago RiverWalk. Construction pricing available from 1.26M to 1.925M and time is running out to select final finishes. Move in before this Thanksgiving. Contact Corwin Partners for a private appointment at Sales Gallery at 2977 N Clybourn.

2235 W Oakdale Avenue, Chicago
$125,000
5 Beds ⋅ 2 Baths ⋅ 12633827 MLS ⋅ ACTIVE Status
INVESTOR OPPORTUNITY!!! This investor-friendly 2-story home offers strong potential in a prime location just minutes from Rainbow Beach and the South Shore Cultural Center. The property features a flexible layout with 2 bedrooms and 1 bathroom on the main level, along with 2 additional bedrooms and 1 bathroom on the second floor-making it ideal for a potential conversion into a 2-unit income-producing property. The home also includes a full basement, providing additional space for storage or future finishing, as well as a 2-car garage for added convenience. With the right vision and updates, this property presents an excellent opportunity for investors or rehabbers looking to maximize value. Don't miss out-investors, bring your offers!

7930 S Muskegon Avenue, Chicago
$519,900
5 Beds ⋅ 2 Baths ⋅ 12633396 MLS ⋅ ACTIVE Status
HOT UPDATED BRIDGEPORT 2 FLAT! FIRST FLOOR UNIT INCLUDES 2 BEDS, 1 BATH, LARGE LIVING & DINING AREA W/ GRAY REFINISHED HARDWOOD FLOORS & HIGH CEILINGS. LARGE UPDATED KITCHEN FEATURES NEW MODERN CABINETS, SS APPLIANCES, QUARTZ COUNTERS & SPACE FOR A TABLE / ISLAND. UPDATED BATHROOMS. CENTRAL HEAT THROUGHOUT. SECOND FLOOR UNIT INCLUDES 3 BEDS, 1 BATH W/ AN OPEN LAYOUT LIVING & DINING AREA. LARGE UPDATED KITCHEN FEATURES NEW MODERN CABINETS, SS APPLIANCES, QUARTZ COUNTERS & SMALL DECK. ALL CEMENT REAR YARD IS LOW MAINTENANCE. TWO CAR GARAGE, SEPARATE UTILITIES. AMAZING BRIDGEPORT LOCATION CLOSE TO ORANGE LINE, MARIANO'S, CERMAK PRODUCE, HOLDEN ELEMENTARY, ART GALLERIES, EXPRESSWAY, DOWNTOWN AND MORE. EXCELLENT OPPORTUNITY TO LIVE & RENT OR FOR EXTENDED FAMILY SITUATIONS.

3088 S Lyman Street, Chicago
$269,999
5 Beds ⋅ 2 Baths ⋅ 12634306 MLS ⋅ ACTIVE Status
Solid brick 2-unit building featuring spacious layouts and excellent income potential. The first-floor unit offers 2 bedrooms, 1 bathroom, and a large living room filled with natural light. The second-floor unit mirrors the layout with 2 bedrooms, 1 bathroom, and its own comfortable living space.The finished attic adds additional living space with a bedroom. The back yard includes a parking pad. Perfect for an owner-occupant looking to live in one unit while generating rental income from the other, or an investor seeking a strong cash-flow opportunity. Located in the rapidly growing Back of the Yards area-take advantage of the continued development and appreciation.

5205 S Wood Street, Chicago
$1,825,000
5 Beds ⋅ 5 Baths ⋅ 12628798 MLS ⋅ PENDING Status
MOVE-IN THIS FALL! NOW UNDER CONSTRUCTION! Introducing RiverWard - a collection of 35 new construction, extra-wide row homes tucked along the north branch of the Chicago River. Perfectly situated in an idyllic location and with access to Southport, Roscoe Village, and the expressway, this exclusive offering will deliver contemporary new construction row homes never before available in the neighborhood. Residence 21-B boasts a desirable location on the north bank of the Chicago River, delivering over 4800 SF of indoor and outdoor living space plus 400 SF private fenced yard. Designed by acclaimed-developer ZSD in conjunction with Sullivan, Goulette & Wilson, the EXTRA-WIDE (22 FEET!) home boasts sophisticated and functional design for today's homebuyer. Spanning four levels of living, this 5-bedroom residence delivers a family room, loft office with skyline views, private rooftop, and two car garage parking. All four bedrooms are on the same, upper level with the option to add a 5th bedroom to the first level. At the heart of this home is a spacious, contemporary kitchen, with immense cabinet count and integrated appliances from Sub-Zero, Wolf, and Bosch, designed to cater to both the casual cook and the culinary enthusiast. The massive quartz waterfall peninsula and full-height cabinetry throughout provides the desired function and storage expected from a single-family home. This home includes an open-concept living and dining room and a private 225 SF walkout terrace complete with gas, water, and electric. A separate Powder Room and oversize Family Room finish off the large main level. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, dressing room, and "wet room" bathroom with European glass shower, standalone tub, skylight, and double vanity with quartz countertop. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace with skyline views. Your attached extra-wide 2 car garage ensures you have all the comforts of a single-family home without any of the maintenance. RiverWard delivers contemporary new construction row homes with unparalleled access to the expanded Chicago RiverWalk. Construction pricing available from 1.26M to 1.925M. Move-In This Fall! Contact Corwin Partners for a private appointment at Sales Gallery at 2977 N Clybourn.

2235 W Oakdale Avenue Unit #21-B, Chicago
$2,489,000
5 Beds ⋅ 8 Baths ⋅ 12630212 MLS ⋅ ACTIVE Status
Discover unparalleled modern living in this brand-new 2026 home, designed for both entertaining and comfort. This expansive residence occupies a prime corner lot-fully fenced for privacy and perched directly across from beautiful Revere Park. The stunning rooftop deck provides a rare outdoor oasis ideal for dining, entertaining, or relaxing while soaking in the elevated neighborhood perspective. Enjoy sweeping park views that flood the interior with abundant natural light and offer unobstructed vistas of lush greenery and the vibrant cityscape beyond. Step inside this exceptional 6-bedroom, 6+ bathroom home, where every bedroom features its own en suite bath for maximum privacy and convenience which includes a bedroom on the main level. The gourmet primary kitchen showcases a massive 11-foot island complete with top-of-the-line Sub-Zero and Wolf appliances. The fully finished basement features heated flooring, a second entertaining kitchen, a 200+ bottle wine closet, and a full-sized laundry room. Nestled in the heart of North Center-one of Chicago's most sought-after neighborhoods-this home is served by the highly regarded Bell School District. Tree-lined streets, strong community spirit, historic charm, and walkable access to top dining, shopping, and recreation make this location truly unbeatable. Blending timeless design with an idyllic park-front corner lot setting and standout modern amenities, this property offers the pinnacle of urban living in Chicago's vibrant North Center.

2457 W Byron Street, Chicago
$1,350,000
5 Beds ⋅ 5 Baths ⋅ 12613593 MLS ⋅ ACTIVE Status
Presenting an exceptional opportunity to own a meticulously-maintained, classic brick 4-unit building in the heart of one of Chicago's most coveted neighborhoods - East Ukrainian Village. Positioned at the prime corner of Augusta and Honore, this property is surrounded by new development and multi-million-dollar homes, offering easy access to the city's finest dining, shopping, and transportation options. The building features a total of 5 bedrooms and 5 bathrooms across its 4 units, each with separate gas and electric meters, individual furnaces, and forced air heat. Unit #2F, a duplex-up, is equipped with central A/C, while the remaining units benefit from window units. Located in an area filled with new construction and upscale residences, this property promises both solid rental income and long-term growth potential. Just steps from a vibrant array of local amenities, residents enjoy the best of city living with convenient access to public transit and major roadways. Whether you are looking to add to your portfolio or seek a steady income-generating property, this opportunity is not to be missed!

958 N Honore Street, Chicago
$2,875,000
5 Beds ⋅ 5 Baths ⋅ 12354016 MLS ⋅ CONTINGENT Status
This 5-bedroom, 4.1 bath residence is move in ready offering exceptional entertaining space and meticulous updates throughout the home. Ideally situated on one of the most sought after blocks in prestigious East Lincoln Park. This home showcases refined architectural details and high-end finishes throughout, reflecting an uncompromising attention to detail. The fabulous gourmet kitchen features custom white cabinetry, quartzite countertops, 12ft island, warming drawer, counter seating and top-of-the-line appliances including Wolf, Sub-Zero, and Bosch. Beautifully designed walk-in pantry with custom cabinetry and quartzite countertop. The beverage/coffee bar includes wine fridge and refrigerator drawers. The kitchen opens to a cozy sitting area and flows seamlessly to a deck for grilling, leading to a spectacular rooftop garage deck with pergola, creating the ultimate city retreat for entertaining, dining, and relaxing outdoors.The gracious formal dining room creates the perfect setting for intimate dinners and large gatherings. The sun filled living room with a quartzite stone fireplace, oversized arched windows, tray ceiling, crown molding, recessed lighting and rich hardwood floors adds elegance and sophistication. The home offers exceptional flexibility with the ability to reimagine the current layout to best suit your lifestyle. The dining room can easily be transformed into a comfortable family room conveniently located off the kitchen., while the existing living room can become an elegant dining space while maintaining the area in front of the fireplace as a living room for relaxing and entertaining. Second level offers 3 bedrooms, 2 full baths, and laundry. Luxurious primary suite with redesigned fireplace, spa bath with jetted soaking tub, oversized shower, double vanity, dual walk-in custom closets and a private deck. Spacious second bedroom features a fireplace and ensuite bath while the third bedroom shares a hall bath. Top level offers a versatile and impressive living space, including a large family room with skylights, wet bar, and a full wall of French doors opening to a spectacular private deck. A fourth bedroom or office with a full bath has two walls of rich wood bookcases leading to a private terrace with tree top and skyline views. Lower level offers a spacious recreation room with heated floors, fireplace, 5th bedroom, full bath, second laundry room, and an abundance of storage. Walk-out to private patio from the lower level. The homes 2.5-car garage is equipped with EV-ready 220 line. Incredible outdoor space throughout this home with 4 decks, a garage rooftop deck and a patio. Home improvements include New Roof (2021), 3 New HVAC systems (2022), Complete Kitchen Renovation (2022), New heated tile floor in family room (2022), Refurbished all hardwood floors (2022), Interior freshly painted (2022) and much more. See Additional Information on the MLS for more home improvements. Truly turnkey luxury in an unbeatable location near parks, shops, restaurants, lakefront, Lincoln Park Zoo and top-rated schools. A must see to appreciate all the incredible improvements this home has to offer.

1816 N Hudson Avenue, Chicago
$529,000
5 Beds ⋅ 3 Baths ⋅ 12622841 MLS ⋅ ACTIVE Status
Oversized Lot 47.5 x 125.4 Spacious brick 5 bedrooms with hardwood floors, full basement, 2 car garage with a fenced in yard, and additional outdoor parking spot. Features two separate living areas including separate entrances. Main level has 3 bedrooms, 1 bath, separate dining room, kitchen, sliding doors lead out to large deck. Upper level is set up as in-law arrangement with 2 bedrooms, living/family room, breakfast room, bonus room, bathroom, and enclosed porch. Basement has recreation room, office space that could double as your sixth bedroom, additional storage space, laundry room and full bath. Patio expands into Large wrap around yard. Warm welcoming haven for generations to come! Near Steinmetz College Prep, The Brickyard Shopping, Bell Park, Shabbona Park, and Riis Park. Property being sold AS-IS.

6254 W Barry Avenue, Chicago
$410,000
5 Beds ⋅ 3 Baths ⋅ 12618271 MLS ⋅ CONTINGENT Status
2-unit building in Chicago's Austin neighborhood-perfect for investors or owner-occupants! This solid 2-flat features functional layouts in both units and has been thoughtfully updated over the years. Improvements include new windows (2021),new electrical panel, roof approximately 8 years old, newer washer & dryer and newer boilers and water heaters in both units for added efficiency and peace of mind. Conveniently located near public transportation, schools, parks, and local amenities. Great opportunity for rental income or multi-generational living! Property is being sold AS-IS. Renovation financing is required.

1216 N Mason Avenue, Chicago
$767,700
5 Beds ⋅ 3 Baths ⋅ 12613557 MLS ⋅ CONTINGENT Status
Pure poetry in this beautifully renovated Prairie-style brick home includes a meticulously maintained and breathtaking Japanese garden !!! Perfectly situated on a rare double lot in the heart of Albany Park! Blending classic architectural character with thoughtful modern updates, this expansive residence offers over 3,400 square feet of living space, featuring five spacious bedrooms and 2.5 bathrooms designed for comfortable everyday living and effortless entertaining. The sun-filled main level showcases soaring 9-foot ceilings, gleaming hardwood floors, and an impressive chef's kitchen complete with quartz countertops, premium stainless steel appliances, a large center island, and a stunning stone fireplace that serves as the heart of the home. Upstairs, generously sized bedrooms, refinished hardwood flooring, and quality finishes continue the home's sophisticated appeal, while the finished upper level and lower level provide exceptional flexibility for guest rooms, a home office, recreation, or multigenerational living. Outside, the beautifully landscaped double lot is a true urban retreat, featuring a serene Japanese-inspired garden, blooming redbud trees, mature landscaping, and a charming vintage fence that creates both privacy and curb appeal. A detached 2.5-car garage completes the package. Located just moments from parks, neighborhood restaurants, shopping, public transportation, Metra, and expressways, this exceptional home offers the perfect combination of historic charm, modern luxury, and an unbeatable Albany Park location. A rare opportunity to own one of the neighborhood's most distinctive properties. Sold as is - thanks

4827 N Harding Avenue, Chicago
$4,795,000
5 Beds ⋅ 6 Baths ⋅ 12594762 MLS ⋅ ACTIVE Status
Welcome to 453 West Briar Place in Chicago's East Lakeview neighborhood, just steps from the lakefront. From the award-winning builder of 647 West Melrose street and numerous custom single family homes, this boutique, six-unit building covers nearly three city lots, features 30-foot wide living spaces and has attached garage parking with direct elevator access to the residences. The units are finished like a custom home with wide plank flooring, professional appliances, and Kalista plumbing fixtures. This tri-plex Penthouse has 5 bedrooms and 5.5 baths-- perfectly laid out over nearly 5000 square feet of indoor and 1300 square feet of outdoor spaces. A separate dining room, rec-room, two wet bars, and an outdoor kitchen are just a few of the rare amenities included. A private roof top deck with elevator service is also included. 2 deeded parking spaces come standard with time still to customize your dream home! *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase. Buyer's Broker must attend all showings/appointments.

453 W Briar Place Unit #PH-WEST, Chicago
$169,000
5 Beds ⋅ 2 Baths ⋅ 12624314 MLS ⋅ ACTIVE Status
Gorgeous, renovated brick two-flat is an investor's dream and guarantees YEARS of cash flow with long term tenants! This is a solid investment that will produce great returns!! Tenants will enjoy living in a quiet neighborhood convenient to The University of Chicago, major highways, public transportation, restaurants, shopping, and Lake Michigan. In-unit features include: Brand New Appliances, Open Concept Layout, Large Closet Space, and LED Lighting. This property won't last!

531 W 61St Place, Chicago
$240,000
5 Beds ⋅ 3 Baths ⋅ 12624073 MLS ⋅ CONTINGENT Status
Great Opportunity to Own this Fantastic 1.5 Story Home. Plenty of Space and Great Location!! Property features 3 bathrooms, 3 bedrooms on 2nd level and 2 bedroom in the basement, can also be used as recreation room of Family room. Newer flooring, newer mechanicals, newer roof, solid wood cabinetry including bathroom vanities and kitchen cabinets. Updated Electrical throughout. Huge back Yard with nice Patio for summer fun and entertainment. This Austin beauty has a lot to offer. Close to Green and Blue trains and 2 bus lines, 20 minutes to downtown and 5 minutes to Oak Park.

415 N Lawler Avenue, Chicago
$130,000
5 Beds ⋅ 3 Baths ⋅ 12623764 MLS ⋅ ACTIVE Status

10721 S Wentworth Avenue, Chicago
$65,000
5 Beds ⋅ 3 Baths ⋅ 12623050 MLS ⋅ CONTINGENT Status
Solid investment opportunity with strong upside potential. This frame 2-flat includes two spacious 2-bedroom units and an additional 1-bedroom garden unit, offering multiple income streams. The property features individual heating systems for each unit, improving efficiency and tenant appeal. While the building requires rehabilitation, it presents a prime value-add opportunity for investors seeking to renovate and increase rental income or resale value. The large backyard offers ample space to add a garage or parking pad-an attractive feature for future tenants.

8405 S Baltimore Avenue, Chicago
$133,300
5 Beds ⋅ 2 Baths ⋅ 12596933 MLS ⋅ RE-ACTIVATED Status

1333 W 71St Street, Chicago
$3,000,000
5 Beds ⋅ 5 Baths ⋅ 12615483 MLS ⋅ ACTIVE Status
**8 of 16 Homes PRE-SOLD before the MLS!** 1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinner West Elementary, Whitney Young High School, Skinner Park, and the dog park. The elegant masonry design features stunning residences that will offer more bedrooms, more bathrooms, more offices, and more living spaces than any other new construction in the area, plus the largest private outdoor spaces in the West Loop. These are condos, but for people with a 10-year plan in the city's best neighborhood. Residence 3B is an incredible single-level home with all the rooms of a single-family home. Boasting fantastic SW natural light, this private elevator home greets you with a grand formal entry, apart from other condos in the area. The home spans 4 suites, gracious Primary Suite with massive Dressing Room and Primary Bath with separate European glass shower and standalone soaking tub, separate private Office, bright Family Room with attached Library/homework area, and TWO expansive, private walkout terraces totaling 515 SF of outdoor living space. The bespoke chef's kitchen stands ahead of other new developments in Chicago, delivering full-height custom cabinetry from Scavolini, curved kitchen island with plenty of counter space and seating, quartz countertops and full-height backsplash, and an integrated appliance suite from Miele and Wolf. Separate 30" refrigerator and 30" freezer columns, integrated gas cooktop, gas oven, speed oven/microwave, and walk-in pantry ensures that the kitchen is ready for your next homecooked meal or catered event. With a full-sized laundry room and large closets throughout, the home is smartly and thoughtfully designed for the needs of today's buyer. Plus two heated garage parking spaces are included in the purchase price. Early buyers will have the opportunity to personalize the finishes in their home. 3/4/5 Bedroom+ Family+ Office homes available from 1.9M to 4.3M. Sales Gallery Now Open! Call today to secure your next West Loop home!

1282 W Washington Boulevard Unit #2A, Chicago
$500,000
5 Beds ⋅ 2 Baths ⋅ 12619248 MLS ⋅ ACTIVE Status
Come see this property located in the desirable Irving Park neighborhood, offering a great opportunity for both investors and owner-occupants. This property sits on a well-positioned lot and features solid bones with plenty of potential to update, renovate, or customize to your vision. Whether you're looking to create your ideal living space or maximize rental income, this is a versatile property that allows you to make it your own. Conveniently located near parks, schools, shopping, and public transportation, making it attractive for tenants and future resale alike. A great value-add opportunity in a strong and growing area.

4136 N Sacramento Avenue, Chicago
$550,000
5 Beds ⋅ 2 Baths ⋅ 12609065 MLS ⋅ ACTIVE Status

2836 S Union Avenue, Chicago
$1,299,999
5 Beds ⋅ 5 Baths ⋅ 12616276 MLS ⋅ PRICE CHANGE Status
Some homes impress. Others completely redefine what city living can be. Set on an exceptionally rare double lot in the heart of Norwood Park, this extraordinary three-story estate delivers something few Chicago homes ever can: privacy, serenity, and room to breathe. Imagine beginning your mornings overlooking lush green space instead of neighboring rooftops. Spend afternoons beside your private pool, practice your short game on the putting green, entertain beneath the pergola and outdoor kitchen, or unwind to the peaceful sounds of the water as the sun sets. Surrounded by mature landscaping and expansive lawns, every day feels like a getaway. Inside, timeless architecture meets exceptional craftsmanship. A breathtaking three-story foyer and sweeping staircase create an unforgettable first impression, while inlaid oak floors, custom millwork, solid oak doors, and walls of windows fill the home with warmth, character, and natural light. Designed for today's lifestyle, the home offers over 4,200 square feet of beautifully appointed living space, including two remarkable primary suites. One features an expansive spa-inspired bath, while the other is a vaulted retreat framed by a dramatic arched wall of windows with panoramic views stretching for miles. A first-floor bedroom and full bath provide exceptional flexibility for guests or multi-generational living. The inviting family room with fireplace, elegant formal dining room, dedicated office/flex space, and kitchen that seamlessly connects to the backyard make everyday living as effortless as entertaining. From the welcoming front porch swing and striking metal fencing to the extended driveway with parking for multiple vehicles, every detail has been thoughtfully curated. Located in sought-after Norwood Park with convenient access to Metra, expressways, O'Hare, shopping, dining, parks, schools, and medical centers, this home offers a lifestyle that is nearly impossible to replicate. Homes can be remodeled. Finishes can be updated. But you can't create another property like this. Lovingly cared for by the same family for generations, this is more than a luxury home. It's one of Chicago's rarest opportunities.

6883 W Hobart Avenue, Chicago
$180,000
5 Beds ⋅ 2 Baths ⋅ 12610328 MLS ⋅ ACTIVE Status
Great investment property! Property is located close to the expressway and transportation. Offers five bedrooms total. Three bedrooms in Unit #1 and two bedrooms in Unit #2. Property sits on a double lot. Great opportunity to own a two unit building on a solid block. Come check out and add this to your porfolio of properties today! Property is being sold AS-IS. Fully occupied and tenants are on a month to month lease.

10136 S Union Avenue, Chicago
$496,000
5 Beds ⋅ 2 Baths ⋅ 12615729 MLS ⋅ CONTINGENT Status
Immaculately maintained and spacious 5 bedrooms 2 bath home on large 50 x 140 lot in highly sought after Garfield Ridge! With the add on of an addition this beautiful updated home offers a flexible floor plan with living space on three finished levels. Features include living room with floor to ceiling windows, updated kitchen with a ton of white cabinets including a great buffet wall, ss appliances, along with a breakfast room! office in one of the bedrooms, Gather in the nice family rm or spacious lower level with a recreation room, bath and large laundry rm. Tons of storage in this home including a large tall attic. Enjoy outdoor fun in this large backyard , storage shed and large side concrete drive to accommodate many cars! So many updates including plantation shutters, hardwood floors under vinyl planks, dual zone HVAC. Hard to find this size lot and a driveway (no alley). You will love this home and neighborhood!!!

Chicago
$335,000
5 Beds ⋅ 2 Baths ⋅ 12615772 MLS ⋅ PENDING Status
Great investment opportunity in the Austin neighborhood! This property needs some TLC and offers strong potential for renovation, rental income, or value-add investment. Buyer and buyer's agent to conduct their own due diligence prior to submitting an offer. Located on Chicago's West Side, the property has convenient access to public transit (CTA Green Line & buses), parks and recreation nearby including Columbus Park, local retail and amenities, and easy connections to downtown Chicago. Sold as-is;Submit your offer today-don't miss this opportunity!

4912 W Fulton Street, Chicago
$199,900
5 Beds ⋅ 2 Baths ⋅ 12613801 MLS ⋅ PENDING Status
2 flat Graystone in Austin Area with 3 bedrooms on 2nd floor, 2 bedrooms on 1st floor, 5 minutes to I-290 expressway. This is a once in a lifetime investment opportunity. Solid 2 flat would make this a remarkable fix and fip candidate / Come and make an offer and have this be your Spring project! Property is being sold occupied / Please Do not disturb Occupants / being sold in AS IS condition / no survey nor disclosures / taxes are prorated / Please see agent remarks for offer submission instructions.

212 N Leamington Avenue, Chicago
$4,495,000
5 Beds ⋅ 5 Baths ⋅ 12595802 MLS ⋅ ACTIVE Status
On one of Lincoln Park's most coveted blocks, 1811 N Howe Street is a home that reveals itself in layers - each level, each room, each outdoor space more unexpected than the last. At nearly 5,900 square feet across three levels, this French Provincial limestone and brick residence is defined by a singular architectural vision: a soaring interior atrium with 30-foot ceilings and a south-facing glass block wall that floods the home with extraordinary natural light from the Brazilian cherry hardwood floors below to the high ceiling above. It is a home that manages to feel both grand and luminous, dramatic and deeply livable. The main level is designed for the full range of daily and celebratory life. A separate formal dining room - appointed with one of five antique fireplace mantels, each averaging over $20,000 - opens to a generously proportioned living room, also with a fireplace. The kitchen is equipped with a Sub-Zero refrigerator, Wolf range and oven, Bosch dishwasher, granite countertops, and Perenti custom cabinetry. A spacious family room anchors the rear of the main level. A powder room and two-car detached garage complete this level. The home's outdoor space features a spectacular private in-ground swimming pool surrounded by an expansive patio - a coveted rarity in Chicago - plus a courtyard entry at the front. The second level is devoted to private living. The primary suite features a gas fireplace, a spa-caliber bath with whirlpool tub, steam shower, granite double vanity, and a walk-in closet. Two additional bedrooms share this level, each served by refined ensuite baths, joined by a dedicated sauna, second-floor laundry, and a large private terrace. The third level adds a fourth bedroom, a full bath, a substantial den that serves equally as a fifth bedroom or creative space, and access via an outdoor walkway to a rooftop terrace above the garage with open sky above. A further upper terrace crowns the home. Six gas fireplaces in all - five with antique mantels - are distributed across every principal level, giving each room its own warmth and character. Three-zone HVAC (2016) and a newer hot water tank (2020) ensure mechanical reliability throughout. Interior design by Marty Lescht. Sprinkler system and landscape lighting. HOB (Howe/Orchard/Burling) neighborhood has an active and supportive association, including 24/7 security monitoring. Steps from Lincoln Park, the lakefront path, the farmers' market, and the best dining, shopping, and cultural life Chicago has to offer - in one of the city's most treasured neighborhoods.

1811 N Howe Street, Chicago
$134,900
5 Beds ⋅ 2 Baths ⋅ 12611103 MLS ⋅ ACTIVE Status
Located in the sought after Grand Crossing community this large two story home has undergone a full renovation and is move in ready with an expansive floor plan where the home lives and feels much larger than the home appears! The main level features a very open and modern layout with a living room/dining room combo where the flooring has been updated and is newer, custom wainscoating in the dining room gives the space a charming classic feel. The main level bathroom offers a standalone shower with a new modern vanity, the kitchen is also updated with quartz counters, a stylish backsplash and the space has been opened to include a breakfast nook as well! The second level of the home lives much larger with 4 spacious bedrooms, a family room sitting area and full modern bathroom! The basement is unfinished and the rear yard offers parking pad with ability and space to build a garage! This home is move in ready, great condition and the space will have you amazed as you enter!!

7122 S Champlain Avenue, Chicago
$415,000
5 Beds ⋅ 3 Baths ⋅ 12586544 MLS ⋅ ACTIVE Status
Beautiful, large single-family brick home in up-and-coming North Lawndale which boasts access to local parks, community centers, and historic sites. 2026 gut rehab. House originally built in 2008. Multiple new construction homes on the same block. Adjacent lot for sale as well from the same owner. New electrical wiring, new HVAC units, new plumbing, new windows, all new inside finishes including kitchen, appliances, bathrooms. New detached 2 car garage. New roof. Nearby attractions include Shedd Park (0.5 mi), the urban agricultural hub Farm on Ogden (0.3 mi), and the Firehouse Community Arts Center. The area is walkable with access to CTA bus and rail options. Welcome home!

1810 S Hamlin Avenue, Chicago
$7,750,000
5 Beds ⋅ 5 Baths ⋅ 12282585 MLS ⋅ PENDING Status
Classic limestone and brick single-family home on two and a half lots on coveted Burling Street with spectacular outdoor space. This outdoor footprint includes a swimming pool, outdoor kitchen, temperature controlled four-season glass atrium with accordion windows, sport court, and a gated parking pad for guests. The main level features high ceilings across a large living room with hardwood floors and a stone fireplace, a formal dining room with modern millwork and glass French doors that open to the deck, a grand staircase, a powder room, a chef's kitchen, a built-in breakfast table, and a family room with a second fireplace and a coffered ceiling. The family room connects via sliding doors to a four-season sunroom accessing the best-in-class outdoor space. Back inside, the second level features two secondary bedrooms, a laundry room, and a fabulous primary suite with a third fireplace, two custom walk-in closets, and a spa bath with a dual vanity, soaking tub, and steam shower. The top floor is dedicated to a large entertainment space, a game room with a wet bar, a guest bedroom or office, a full bath, and two more decks. This home's lower level has a large recreation space, a guest bedroom, a full bath, a 2nd laundry room, and access to the home's attached garage. Additional callouts include heated sidewalks, front steps, and parking pad, amazing natural light throughout, arched transitions and doorways, designer light fixtures, abundance of storage, composite decking, irrigation, and professional landscaping. There is private neighborhood security with multiple cars working each night. Located within a short walk to the best dining and shopping in Lincoln Park, 1838 N Burling is elevated living on Chicago's North Side.

1838 N Burling Street, Chicago
$259,900
5 Beds ⋅ 2 Baths ⋅ 12599972 MLS ⋅ ACTIVE Status

5932 S Parnell Avenue, Chicago
$1,395,000
5 Beds ⋅ 5 Baths ⋅ 12594472 MLS ⋅ ACTIVE Status
This extraordinary custom-built estate redefines luxury living in Chicago's West Elsdon neighborhood. Constructed in 2005 with a full masonry and stone exterior, the residence offers over 5,760 square feet of living spaces, combining high-end mechanical systems with exceptional custom craftsmanship. The privately gated residence features 5 spacious bedrooms and 3 bathrooms, 2 powder rooms, including 3 bedroom suites with private bathrooms, offering comfort and privacy for family and guests. Every closet is finished with custom shelving systems. The first level showcases radiant heated floors, providing consistent and energy-efficient comfort. The second-level elegant living room features a gas fireplace and a stunning Rich Toffee custom library wall complete with a rolling ladder, creating a warm and sophisticated gathering space. The expansive chef's kitchen is equipped with Sub-Zero side-by-side oversized refrigeration, double ovens, two dishwashers, and a built-in trash compactor. The second-floor private garden includes a charming outdoor fireplace and beautifully maintained perennial landscaping creating a peaceful sanctuary above the city. A built-in elevator provides convenient access to every level of the home. The primary suite on the third level features a private balcony, built-in cabinet and a spa-inspired bathroom with a standalone shower and deep Jacuzzi soaking tub. The expansive rooftop deck offers breathtaking 360-degree skyline views, providing the perfect setting for entertaining or relaxing. 3-car heated garage plus additional outdoor parking spaces within the gated grounds. Located just 15 minutes from Downtown Chicago, the property offers convenient access to I-55, I-90/94, and I-294, as well as the Pulaski Orange Line and Midway International Airport, this exceptional property offers the rare combination of size, privacy, luxury amenities, and convenient city access. Schedule your private tour today!

3914 W 51St Street, Chicago
$310,000
5 Beds ⋅ 2 Baths ⋅ 12590543 MLS ⋅ ACTIVE Status
Investment opportunity at 4327 W Monroe St in Chicago! This two-flat is fully occupied, making it an ideal income-producing property from day one. The building features two units-a spacious 3-bedroom, 1-bath unit and a comfortable 2-bedroom, 1-bath unit-offering strong rental appeal and steady cash flow. Whether you're expanding your portfolio or looking for a solid investment, this property checks all the boxes with established tenants already in place. Conveniently located with easy access to local amenities, transportation, and more. Don't miss out on this reliable, income-generating asset! Sold AS-IS.

4327 W Monroe Street, Chicago
$5,900,000
5 Beds ⋅ 6 Baths ⋅ 12593204 MLS ⋅ ACTIVE Status
Motivated Seller offers unparalleled opportunity to own a full floor penthouse at a truly outstanding value! Spanning 8,400 square feet, this residence offers 360-degree views of Chicago's iconic skyline, world-class architecture, and Lake Michigan, delivering front-row sunrise to sunset views. Perched above the Park Hyatt Hotel, this 5-bedroom, 4.2-bath home provides access to top-tier amenities: Spa, Indoor Pool, Fitness Center, In-Room Dining, and NoMI Restaurant. Enter the home through your own private and secure elevator foyer, leading to an expansive living and dining area with windows perfectly framing the lake, and illuminated by gallery-grade ERCO lighting to highlight any art collection. The thoughtful layout balances space both for large scale entertaining or quiet evenings at home. Crafted with the finest finishes and materials throughout, including an exceptional Bulthaup kitchen with integrated professional appliances. 2 garage parking spaces included. Premier location offering everything a first-class city like Chicago has to offer, within walking distance: Acclaimed Dining, Shopping, Museums, Lakefront, River Walk, Harbors, and more. Welcome Home.

800 N Michigan Avenue Unit #63PH, Chicago
$550,000
5 Beds ⋅ 3 Baths ⋅ 12267332 MLS ⋅ CONTINGENT Status

Chicago
$449,999
5 Beds ⋅ 3 Baths ⋅ 12590537 MLS ⋅ ACTIVE Status

5037 W West End Avenue, Chicago
$87,900
5 Beds ⋅ 2 Baths ⋅ 12582423 MLS ⋅ CONTINGENT Status
Incredible Investment Opportunity - Two Homes, One Price! Located on two oversized lots, this unique property offers outstanding potential for investors, rehabbers, or buyers eager to build equity. Featuring two separate homes and a spacious three-car garage, the possibilities are endless-whether you're considering renovation, rental income, or redevelopment. Both homes require a full renovation (one more extensively than the other), making this an ideal project for those looking to customize and maximize value. With strong comparable sales in the area reaching $250,000+, the upside potential is clear. Whether you're planning your next fix-and-flip, a long-term investment, or a multi-property project, this is a rare opportunity you don't want to miss. Bring your vision and unlock the full potential!

11920 S Calumet Avenue, Chicago
$109,900
5 Beds ⋅ 2 Baths ⋅ 12581776 MLS ⋅ NEW Status
Newly remodeled 5 bedroom & 2 bath house with large living room in a quiet neighborhood. The house features newer furnace, newer water heater, laminated floors throughout, new kitchen, iron fence and many more.... Show and sale!!!

706 E 72Nd Street, Chicago
$249,000
5 Beds ⋅ 2 Baths ⋅ 12579872 MLS ⋅ PENDING Status
This is a very nice two unit building that is close to schools and transportation,walking distance to metra station,lake michigan just a few blocks.second floor is conected to fixed attic with an extra bedroom and skylights installed.Ready to move in. Bring your preaproved buyers

8220 S South Shore Drive, Chicago
$1,449,900
5 Beds ⋅ 4 Baths ⋅ 12580209 MLS ⋅ CONTINGENT Status
"The Christiana Collection". Development of six luxury single family homes being built by very experienced builder in Avondale/Logan Square. This is where elegance meets modern living with stunning craftsmanship, custom woodwork and attention to details. Open floor plan with 3 ensuite bedrooms on the second floor, including spa-like primary bath with heated floors, double vanity, separate shower and free standing tub.The finished lower level with heated floors, offers 2 additional bedroom, a stylish wet bar and flexible space. Main level is perfect for entertaining and family life style with chef's dream kitchen with custom cabinets, great size island, quartz counters and butler's pantry, designated dinning area and family room with gas fireplace and buildouts. 2 laundry rooms for convenience, high ceilings on all 3 levels, plenty of closet space and great size mud room, that leads to enclosed porch, back yard and expansive roof deck over 2 car garage. Conveniently located to expressway, public transportation and Logan Square cafes and restaurants. This property is walkable and estimated completion June 2026. Pictures are from the model home that is located at the development site.

3057 N Christiana Avenue, Chicago
$1,495,000
5 Beds ⋅ 4 Baths ⋅ 12575802 MLS ⋅ PENDING Status
Designed by the well-known Prairie School architects Tallmadge & Watson, this spectacular, light-filled family home, just steps from the University of Chicago campus, has been meticulously modernized while preserving a wealth of period detail, including Roman brick fireplaces, incredible oak and birch woodwork, and hardwood floors throughout. The stunning kitchen has been completely renovated and the baths thoughtfully updated. Central a/c. The beautifully designed backyard has parking for 1 to 2 cars.

1201 E 56Th Street, Chicago
$279,000
5 Beds ⋅ 2 Baths ⋅ 12574719 MLS ⋅ CONTINGENT Status

7121 S Perry Avenue, Chicago
$45,000
5 Beds ⋅ 2 Baths ⋅ 12568618 MLS ⋅ PENDING Status
Spacious 2-story investor special ready to be brought back to life. Fire and smoke damage throughout, requiring a full gut rehab. Enter with caution. Sold as-is. Buyer to perform all due diligence before submitting an offer. Tax prorations at 100%. Solid as is. No survey, the buyer is responsible for violations. Room sizes are estimates. Cash only. Buyer is responsible for any violations. The property needs a total gut rehab.

7953 S Union Avenue, Chicago
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