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Browse All Chicago IL Historical Properties for Sale

$42,500
1 Beds ⋅ 2 Baths ⋅ 12740212 MLS ⋅ ACTIVE Status

7720 S Jeffery Boulevard Unit #1S, Chicago
$347,900
6 Beds ⋅ 4 Baths ⋅ 12740190 MLS ⋅ ACTIVE Status

3311 W Monroe Street, Chicago
$170,000
2 Beds ⋅ 2 Baths ⋅ 12740215 MLS ⋅ ACTIVE Status
Better than new in this market. Affordability at its best. Steps to the Calumet River. A well maintained, originally 3 beds, converted to 2 large bedrooms currently and can easily be converted back to the original. 2 baths, wrought iron fencing , side drive, and large backyard. Conveniently close to transportation and expressway.

440 E 134Th Street, Chicago
$249,999
1 Beds ⋅ 1 Baths ⋅ 12711776 MLS ⋅ ACTIVE Status
Condo located on the Magnificent Mile in the heart of downtown Chicago! This charming south-facing unit features an open-concept layout, refinished hardwood floors, refreshed white cabinetry. Expansive bay windows bring in abundant natural light and showcase the vibrant city setting. The spacious primary bedroom offers built-in closet and storage space. The bathroom includes an oversized vanity with generous storage. Residents enjoy 24-hour door staff, an indoor pool, fitness center, outdoor deck, storage, on-site dry cleaning, and a common laundry room. The monthly assessment includes heat, air conditioning, cable, and internet. Heated attached garage parking is available for rent. With no rental cap, this property is also an excellent opportunity for investors. Ideally located in Streeterville near world-class shopping, restaurants, nightlife, the lakefront, and public transportation. Property is being sold AS-IS.

535 N Michigan Avenue Unit #2306, Chicago
$649,000
4 Beds ⋅ 2 Baths ⋅ 12733369 MLS ⋅ ACTIVE Status
This rare 1 story style duplex has been completely renovated from top to bottom, inside and out! The exterior features an all new torch-down roof, windows, doors, siding, gutters, vents, mailboxes, light fixtures, and all of the brick has been properly tuck-pointed. Inside, both units have undergone a total transformation into truly turnkey condition, ready for immediate occupancy. All new engineered hardwood flooring, oversized 7" baseboards, doors/hardware, blinds, closet shelving, and wooden railings with metal balusters throughout. Both bathrooms are tastefully remodeled including professionally installed tile work. Both kitchens boast gorgeous white shaker cabinets, quartz countertops, and stainless steel appliances. The basement provides ample storage space and houses the two new high efficiency furnaces along with two new air conditioners outside. The home's zero-front setback allows for a nice large back yard. This location in desirable Norwood Park is only .5 miles from the Metra station and 1 mile from both the CTA Blue Line station and I-90 tollway for easy commuting. See the 3D virtual tour!

7120 W Highland Avenue, Chicago
$519,000
3 Beds ⋅ 3 Baths ⋅ 12739072 MLS ⋅ CONTINGENT Status
This refined 4-bedroom Galewood bungalow offers a premium blend of modern luxury and timeless character in a wonderful neighborhood filled with tree-lined streets. Freshly painted interiors and new windows create a bright, elegant atmosphere, while the updated kitchen showcases stainless steel appliances, elevated finishes and thoughtfully curated details. The renovated bathrooms echo the same upscale aesthetic with contemporary fixtures and clean, sophisticated design. A newer roof, updated plumbing and 3 efficient mini splits for cooling add long-term confidence and comfort. Outside, the expanded deck provides a polished outdoor living experience ideal for entertaining or unwinding. The dedicated theater room elevates the home further, delivering a high-end entertainment space. A turnkey residence with premium upgrades throughout, this bungalow stands out as a polished, move-in ready retreat.

1625 N Natchez Avenue, Chicago
$559,999
4 Beds ⋅ 2 Baths ⋅ 12740089 MLS ⋅ ACTIVE Status
Beautiful 4bedroom 2bath home in the heart of Chicago's vibrant Pilsen neighborhood, combining classic Chicago character with modern finishes throughout. Step inside to a bright open concept floor plan featuring recessed lighting, new flooring, a spacious living and dining area ideal for everyday living and entertaining. The beautifully designed kitchen features white shaker cabinetry, quartz countertops, stainless steel appliances, and a large center island. Both full bathrooms have been completely updated with modern vanities, tile, and contemporary finishes. The fully finished lower level provides an impressive amount of additional living and entertainment space, complete with a full bathroom, laundry room and a unique spiral staircase connecting the levels. A two car garage provides the added convenience of off street parking. Convenient access to I-55, CTA Pink line, near restaurants, shops, parks and everything the city has to offer. A move in ready home with space, style and location you've been looking for!

2042 W Coulter Street, Chicago
$420,000
4 Beds ⋅ 2 Baths ⋅ 12740079 MLS ⋅ PENDING Status
Great opportunity to own a classic brick 2-flat in Chicago! Each unit offers 2 bedrooms, 1 full bath, a separate sitting room and approximately 1,000 square feet of living space. The property underwent extensive renovations in 2020, including updates to the kitchens, bathrooms, roof and interior finishes. Both units feature open kitchen and dining areas, quartz countertops, glass tile backsplashes, stainless steel appliances and hardwood flooring. The sitting room in each unit provides flexible additional living space and is ideal for a home office, den or reading room. The full unfinished basement provides plenty of additional storage, and separate utilities add convenience for both owner-occupants and investors. Exterior features include a fenced yard and detached 2.5-car brick garage. An excellent opportunity to live in one unit while generating income from the other or add a solid 2-flat to your investment portfolio. Conveniently located near shopping, dining, transportation and neighborhood amenities. Schedule your showing today!

1749 N Meade Avenue, Chicago
$1,335,000
3 Beds ⋅ 3 Baths ⋅ 12739882 MLS ⋅ ACTIVE Status
Beautiful, rarely available, corner row house ideally positioned in the heart of the Gold Coast across the street from Washington Square Park. This historic gem offers a living room plus a separate dining space both with fireplaces. The bright kitchen has abundant storage and counter space. Two gracious bedrooms, a large , 2 story family room with the 3rd fireplace plus the full bath can be found on the second level. The top floor master suite offers a fabulous closet/dressing area and an over-sized master bath. Full, high basement can be finished for extra living space.

849 N Dearborn Street, Chicago
$608,800
12740064 MLS ⋅ ACTIVE Status
GREAT INCOME OPPORTUNITY AND POTENTIAL!!! 1031 EXCHANGE POSSIBILITY. FULLY RENTED!!! LONG TERM TENANTS! HUGE 3 STORE FRONT SOLID BRICK BUILDING ON IRVING PARK RD FOR SALE; NOT FAR FROM HOT NEW DEVELOPMENTS OF SIX CORNERS. VERY WELL-MAINTAINED BUILDING. SUBSTANTIAL UPGRADES. HIGH VISIBILITY AND GREAT ACCESSIBILITY. VERY CLOSE TO I-90/94. HIGHLY CONFIDENTIAL!

5052 W Irving Park Road, Chicago
$365,000
6 Beds ⋅ 2 Baths ⋅ 12740054 MLS ⋅ ACTIVE Status
Don't miss this exceptional opportunity to own a versatile two-unit property with endless potential. Live in one unit while generating rental income from the other, or add this solid investment to your portfolio. The unfinished basement offers a blank canvas for your creative vision and the brand new garage adds even more value. Whether you're an owner-occupant or an investor, this property is ready for its next chapter.

530 N Lawler Avenue, Chicago
$260,000
3 Beds ⋅ 2 Baths ⋅ 12740043 MLS ⋅ ACTIVE Status
Welcome to this spacious 3-bedroom, 1.5-bath home offering comfort, functionality, and plenty of room to grow. The main level features two bedrooms, a spacious living area, and an updated kitchen and bathroom. The primary bedroom is located on the upper level in the finished attic and includes a private half bath. The partially finished basement provides additional living or recreational space, perfect for a family room, home office, gym, or storage. Step outside to a generously sized backyard with plenty of space for entertaining, outdoor activities, gardening, or simply enjoying the outdoors.

8340 S Yates Boulevard, Chicago
$346,900
5 Beds ⋅ 2 Baths ⋅ 12740049 MLS ⋅ ACTIVE Status
seller credits available to assist with closing cost! Discover this oversized home with 8 bedrooms and 2 full bathrooms, located in the growing Gage Park area of Chicago, Illinois. It's larger than a typical home, offering ample space for your family. Conveniently located just 10 minutes from Midway Airport, it's also close to public transportation, shops, and dining. This is a fantastic opportunity-the house is in good condition and move-in ready! Don't miss out on this growing neighborhood!

6455 S California Avenue, Chicago
$195,000
2 Beds ⋅ 1 Baths ⋅ 12739085 MLS ⋅ CONTINGENT Status ⋅ Clear Ridge BLDG.
Welcome to this bright and move in ready top floor end unit condo on a quiet, tree lined street! Featuring 2 spacious bedrooms, 1 bath, a private balcony, and parking. Enjoy a bright kitchen with pantry, spacious living room, and generous closet space. AC unit (2019) and water heater (2020). Convenient first floor laundry. HOA includes water, scavenger, common insurance, lawn care, and snow removal. Ideally located near parks, shopping, restaurants, the Orange Line, and I-55. Schedule your showing today!

6416 W 64Th Place Unit #3A, Chicago
$109,900
2 Beds ⋅ 2 Baths ⋅ 12740023 MLS ⋅ CONTINGENT Status
Opportunity to own this townhome in the heart of Avalon Park, offering an opportunity to add your personal touches. The home requires some TLC, its solid structure and prime location make it a standout choice. 3 Levels of living area, 2 bedrooms, 1 bath, and basement. Parking pad for 2 cars. Corner Lot.

1300 E 87Th Street, Chicago
$379,900
3 Beds ⋅ 2 Baths ⋅ 12738831 MLS ⋅ CONTINGENT Status
Exquisite Brick Georgian on a beautiful tree-lined street, just bursting with charm. It's been beautifully maintained and is ready for a new owner to call it home. New roof and deck on house 2025, and you'll find a new furnace and AC from 2021. The tuckpointing and front facade updates, along with the chimney work done in 2022, really give it a fresh look. The kitchen got a complete remodel in 2017, Stove and Dishwasher 2017, Refrigerator 2026, Microwave 2021. Gleaming hardwood floors run throughout, and also under the carpet on the second floor. You'll love the beautifully manicured lawn and the spacious two-car garage. All the heavy lifting is done-just pack your bags and move in! Plus, you're conveniently close to public transportation, shopping, restaurants, and Midway Airport..

5948 S Komensky Avenue, Chicago
$374,900
2 Beds ⋅ 1 Baths ⋅ 12738771 MLS ⋅ CONTINGENT Status
Fantastic Corner lot boulevard home on corner of Wellington and Kolmar Blvd in Belmont Gardens on 31.5 wide lot! This super cute vintage (1956) home has had updates and is well maintained. A bit wider( due to corner) Open spaced living room an dining room with beautiful picture window and load of light. Kitchen has functional layout and can accomodate table with some organization and leads out to a deck and nice sized yard.2 very good sized bedrooms, good amount of closet space. LOTS of room to add more beds and baths! smart light switches in some rooms Both lower level and attic level have 7'.4" cielings. lower level has decent light from several windows.Tear off roof and many windows replaced 2013, 1st floor was redone with new wood floors,drywall,etc 2013. Circuit breakers. Insulated attic has room to be a great main suite bed. Lower level could easily fit another bath and 2 beds, rec room.Owner relocating.fabulous(opinion ) wallpaper is peelable.

4538 W Wellington Avenue, Chicago
$335,000
3 Beds ⋅ 2 Baths ⋅ 12739996 MLS ⋅ RE-ACTIVATED Status
Welcome to this beautifully updated Humboldt Park home offering three finished levels of living space! The finished main level, finished second level, and finished basement provide a versatile layout with plenty of room to enjoy. Featuring 3 bedrooms, 2 full bathrooms, plus a bonus room, this home offers flexible space for a variety of needs. Step inside to find hardwood floors and an inviting kitchen highlighted by granite countertops and a center island, providing additional workspace and seating. The finished basement expands the usable living space, while the finished upper level adds even more versatility. Outside, enjoy the brand-new concrete patio, creating an ideal space for outdoor relaxation and entertaining. With multiple finished levels, generous living space, updated finishes, and convenient access to neighborhood amenities, this home has plenty to offer. Come experience everything this property has to offer!

4226 W Haddon Avenue, Chicago
$550,000
9 Beds ⋅ 6 Baths ⋅ 12740010 MLS ⋅ CONTINGENT Status
**Exceptional South Shore 3-flat offering immediate rental income, long-term equity potential, and an outstanding opportunity for an investor OR an owner-occupant looking to HOUSE HACK!** Offered at **$550,000**, this well-maintained brick building features **three jumbo approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 full baths total.** Each unit offers large living rooms and bedrooms, formal dining rooms, beautiful hardwood floors and generous layouts that are increasingly difficult to find. The building is fully occupied by established, long-term residents who have demonstrated consistent payment history, currently carry **$0 tenant balances**, and take pride in caring for their homes. Current scheduled rent is **$3,912 per month/$46,944 per year**, giving a buyer income from day one, while **all three tenancies are currently month-to-month**, providing valuable future flexibility subject to applicable tenant rights and notice requirements. For a **first-time buyer or owner-occupant**, this is a compelling house-hacking opportunity: live in one of the three large 3-bedroom/2-bath units when legally available while collecting rent from the other two to help offset the cost of ownership. For an investor, the rental-growth potential is substantial. Current rents remain well below the approximately **$2,037/month average identified by the property's rental comparable analysis for similar 3-bedroom apartments within one mile**; at that benchmark, three units would generate approximately **$6,111/month or $73,332/year**, representing approximately **$2,199/month/$26,388 per year of potential additional gross rental income-about 56% above today's scheduled rent roll-if all three units ultimately achieved that benchmark.** Unit 2 currently rents for **$1,287/month**, and a **CHA rent increase to $2,000/month has already been submitted and is pending approval**, which alone would add **$713/month or $8,556/year** if approved. The building was designed with income-property ownership in mind: **tenants pay their own gas, heat and electricity**, each unit has **separate forced-air heating and individual controls**, and the property includes a **full basement with tenant storage, landlord storage, natural-gas basement heat and coin-laundry facilities as reported in the prior listing.** The full basement's size, ceiling height, layout and access may also offer an exciting opportunity to investigate future additional living/income-producing space or a garden/ADU configuration, **subject to City of Chicago approval, zoning, permits and buyer due diligence.** Outside, the property includes a valuable **owned detached 3-car garage**; the prior listing also reported a newer tear-off roof on the main building with a transferable warranty and a **2020 tear-off garage roof**, which buyers should independently verify. The equity story is equally exciting: comparable-market analysis reviewed during the listing process included renovated multifamily product with finished garden space selling in the **$700,000+ range**. Against the **$550,000 asking price**, that illustrates a **$150,000+ gross valuation spread** and the potential opportunity to build substantial equity through thoughtful improvements, increasing below-market rents and maximizing the property's existing space; comparable properties differ and future value is not guaranteed. Located in **South Shore**, one of Chicago's established lakefront communities, the property offers convenient access to the lakefront, beaches, schools, shopping and the recreational and cultural amenities surrounding the neighborhood. Whether you're a seasoned investor seeking a stabilized building with significant room to increase income, or a **first-time owner-occupant who wants to live in a spacious unit while tenants help pay the mortgage**, this property offers something increasingly difficult to find: **a clean and proven rent roll, $46,944 in current annual

7414 S Chappel Avenue, Chicago
$324,900
1 Beds ⋅ 1 Baths ⋅ 12740005 MLS ⋅ ACTIVE Status
Extra Large Parking Space Included in Heated Garage! This charming one-bedroom condo is full of character, featuring exposed brick, soaring ceilings, and hardwood floors throughout. Upon entering, you will find a spacious bedroom with ample storage, including a customized closet system. The nicely sized bathroom features a spacious vanity with plenty of storage, offering both style and functionality. The open-concept kitchen features stainless steel appliances, plenty of countertop space, and a large island that flows seamlessly into the living and dining area perfect for both everyday living and entertaining. Step outside onto your private balcony, an ideal spot for grilling, relaxing, or enjoying your morning coffee. Residents also enjoy a gorgeous common rooftop deck and fitness center, all with the added benefit of a low monthly HOA. Ideally located in the heart of River North near restaurants, grocery stores, public transportation, shopping, nightlife, and everything the neighborhood has to offer. A stylish city home with character, outdoor space, parking, and an unbeatable location! Schedule your showing today!

375 W Erie Street Unit #221, Chicago
$189,000
5 Beds ⋅ 2 Baths ⋅ 12739761 MLS ⋅ ACTIVE Status
Related living 2 units, 5 bedrooms, 2 kitchens, 2 bathrooms, basement for storage. NEW ROOF. 3 beds on the main 2 beds in the upstairs unit. Tenant on 2nd floor is month to month. freshly painted, floors on the main finished last year.

911 W 84Th Street, Chicago
$249,000
2 Beds ⋅ 2 Baths ⋅ 12739796 MLS ⋅ ACTIVE Status
Very large 2 bedrooms, 2 full bath condominium. Good condition. Great Oriole Park Location. Heat & gas is included in the association. Parking space #47 and visitors parking. Laundry & party room main level. Conveniently located right by I-90 & public transportation to O'Hare and downtown Chicago. No rentals are allowed.

7227 W Higgins Avenue Unit #503, Chicago
$349,900
3 Beds ⋅ 2 Baths ⋅ 12739826 MLS ⋅ CONTINGENT Status
Wow! Here's a Lovely Home that's been wonderfully maintained, and sits in the Heart of Garfield Ridge! 3 Generous Bedrooms! 2 Full Baths! The Roof was replaced in 2018 and the HWH in 2013! The Main level of the home features 3 Generous Bedrooms, an Eat-in-Kitchen w/ a small island, a Charming Full Bath, a nice sized Front Rm, and modern Thermal-pane windows throughout!! The Basement is mostly finished with a large Family Rm/Rec Room open space, a 2nd full bath, a Laundry Area, Sump Pump, and Tons of Storage! The rear yard has a nice 2 Car Garage and also features a sharp Concrete Patio and is just perfect for those Summer BBQ's or Evening Nights around an outdoor fireplace! You Better Hurry on this one!

6040 W 59Th Street, Chicago
$152,500
2 Beds ⋅ 1 Baths ⋅ 12737837 MLS ⋅ ACTIVE Status
**This is a must see home!** Welcome to this solid and charming residence in the Washington Heights neighborhood! This well-maintained 2-bedroom, 1-bathroom home offers spacious and inviting living spaces throughout. Upon entering, you'll find a spacious living room and dining room showcasing some of the home's original charm. The full kitchen features a butcher block island, providing additional preparation and counter space. A full basement offers additional storage, utility space, as well as a potential below-grade shelter area during severe weather events. Central air conditioning, updated water heater, and HVAC system. Outside, enjoy a spacious, well-manicured backyard with a concrete parking pad, along with additional parking available on the adjacent paved driveway. Situated on a well-maintained residential block, this home offers convenient access to public transportation, restaurants, schools, and other neighborhood amenities. Move-in ready and available for immediate occupancy.

10228 S Carpenter Street, Chicago
$299,900
2 Beds ⋅ 2 Baths ⋅ 12739915 MLS ⋅ CONTINGENT Status
Majestic panoramic lake and city views are yours as you engulf yourself into the best of Hyde Park. Chicago's premier high rise condo. Whether you daily take in the calming waters of Lake Michigan or the lush greenery of Hyde Park's iconic parks, you are immersed into a luxurious lifestyle. Just steps from the lake front, great restaurants, shopping, and all the charm of Hyde Park. Stunning remodeled design features, open concept, 2-bedroom, 2 bath, quartz counters, custom stainless steel appliances, separate pantry area. Generous oversized Living Room with breathtaking Lake views, private balcony will be your home outside. Both bedrooms are spacious, bathrooms are updated. Located in full amenity building with 24 hours door staff, pool, fitness center, party room, onsite management, and more. Walking distance to Whole Foods, Trader Joes, restaurants, University of Chicago, Museum of Science and Industry and the New Obama Presidential Center. Join the vibrant Hyde Park Energy where the mix of life, comfort and unbeatable location meet. Easy to show. Immediate occupancy upon Closing. Best Value in Hyde Park.

5201 S Cornell Avenue Unit #27D, Chicago
$115,000
2 Beds ⋅ 1 Baths ⋅ 12739566 MLS ⋅ ACTIVE Status
INVESTOR OPPORTUNITY! Bring your vision to this full-gut renovation project offering incredible potential for an investor, rehabber, or developer. The property has been completely gutted and is ready for a full transformation, allowing the new owner to create their own layout, finishes, and design from the ground up. Currently unfinished with no interior walls or active electrical. Situated on a spacious DOUBLE LOT, providing additional outdoor space and even more possibilities. A true blank canvas ready for someone to bring it back to life. Property is being sold AS-IS. Don't miss the opportunity to transform this property and unlock its full potential!

9952 S Vincennes Avenue, Chicago
$625,000
2 Beds ⋅ 2 Baths ⋅ 12739888 MLS ⋅ CONTINGENT Status
Built in the early 1900s by acclaimed Chicago architect Paul Gerhardt and nestled on a beautiful tree-lined street in the heart of East Lincoln Park, this breathtaking vintage 2-bedroom/1.5 bath home showcases an extraordinary collection of original architectural details rarely found today. Rich, ornate woodwork is beautifully preserved throughout, illuminated by the sunlight that pours through the expansive bay windows in the living room, accentuating the intricate crown moldings, decorative ceiling beams and wall paneling, elegant main archway, and stunning pier mirror as you enter the home. There are two generously sized bedrooms to enjoy. The master bedroom, featuring an original pocket door separating it from the living room, is a peaceful retreat where you can relax with a floor-to-ceiling bookcase that is every bibliophile's dream and large double doors opening up to the front balcony where you can sit and enjoy a nice cup of coffee to start the day or a glass of wine to wind down. The second bedroom is bright with room for a large bed, exercise equipment, and ample closet space. Down the hall, you are greeted by an elegant separate dining room ready to host your next dinner party with a large, ornate built-in cabinet to showcase your fine China or other treasures, original leaded glass windows, wood paneling, and ceiling beams. Next door is a chef's kitchen featuring a large island with wooden countertops, pantry, and ample cabinet space. A versatile den/office area sits just off the kitchen, offering a quiet place to work from home or additional flex space. Modern amenities complete your new home, including SpacePak central air conditioning, in-unit washer and dryer, two storage units, and access to a large, common rooftop deck with great views of the city. The flexible floor plan also presents the opportunity to convert the home into a two-bathroom residence. A deeded parking space in a private heated garage with 24/7 security is available for an additional $25,000. Ideally located just steps from the lakefront, Lincoln Park Zoo, the Peggy Notebaert Nature Museum, shopping, acclaimed restaurants, public transportation, and Lake Shore Drive, this home offers the perfect blend of preserved craftsmanship and modern city living in one of Chicago's most desirable neighborhoods. It is a truly one-of-a-kind home full of warmth, character, and timeless elegance.

453 W Fullerton Parkway Unit #2E, Chicago
$330,000
3 Beds ⋅ 1 Baths ⋅ 12739892 MLS ⋅ ACTIVE Status
Investor Only. Completely gut-rehabbed in September 2025, this 3-bedroom, 1-bathroom home features all-new electrical panel and wiring, new plumbing, central air conditioning, LVT flooring, granite countertops, modern lighting fixtures, in-unit washer and dryer, and a fully renovated bathroom with new tub, tile, vanity, and fixtures. Located in a stone building on a tree-lined block near shopping, restaurants, the medical district, and the Blue Line.

614 S Loomis Street Unit #2, Chicago
$550,000
3 Beds ⋅ 3 Baths ⋅ 12739310 MLS ⋅ CONTINGENT Status
This well maintained legal 2 unit building featuring a full basement and 2 car garage! The first floor unit offers 2 bedrooms, a comfortable living room, and an eat-in kitchen. The second floor unit features 1 bedroom, a spacious living room, and an eat-in kitchen. Each unit also includes its own porch, providing a great space to relax and enjoy the outdoors. The partially finished basement offers additional space for storage, recreation, or future use. A 2 car garage completes the property. Great opportunity for an owner occupant or investor looking to add a solid 2-unit property to their portfolio. Being sold strictly AS IS

3858 N Sawyer Avenue, Chicago
$449,900
3 Beds ⋅ 2 Baths ⋅ 12737965 MLS ⋅ CONTINGENT Status
There's much more than meets the eye in this well-maintained 3 bedroom, 2 bath home situated on a spacious corner lot in Clearing! The main level features refinished hardwood floors, updated bathrooms and a rear addition with a family room and separate den, providing valuable extra living space and flexibility. The finished basement adds even more, with a large family/rec room, separate laundry room and additional sleeping area or bonus room. Ample closets and storage throughout make the home as functional as it is spacious. Long-time owners have carefully maintained and updated the property over the years, including new mechanicals, roof, landscaping and hardscaping. Outside, the large privacy-fenced corner yard provides plenty of room for entertaining, relaxing and everyday enjoyment. With multiple living areas, flexible space and considerably more room than you might expect, this is a home that truly needs to be seen to be fully appreciated!

6056 W 60Th Street, Chicago
$150,000
2 Beds ⋅ 1 Baths ⋅ 12734188 MLS ⋅ ACTIVE Status
Beautiful opportunity in a cozy corner of the South Deering Neighborhood and steps away from Bradley Park and 97th Street. This two story home sits on a well kept street with a driveway to its east on an oversized lot complimenting a 1.5 car, detached garage with ample space. The home has two, Upstairs Bedrooms allowing plenty of space on the main level and unfinished basement. With tall ceiling heights all around, this property is a great investment. Make it yours Today! - Please Note some of the interior photos are Ai Edited to Remove Clutter -

9615 S Bensley Avenue, Chicago
$199,900
3 Beds ⋅ 1 Baths ⋅ 12739873 MLS ⋅ PENDING Status
THREE BEDROOMS 1 BATH, WITH UPDATED KITCHEN AND BATH, ALL APPLIANCES STAY. NEWER WINDOWS, EFFIECIENT AC UNIT, AND FULL UNFINISHED BASEMENT WITH LAUNDRY HOOK UP, HOME ASLO FEATURES TWO CAR GARAGE , AND PRIVATE YARD . HOME IS CLOSE TO CHICAGO STATE UNIVERSITY, MAJOR BUS LINES AND COMMUTER RAILS. BRING ALL OFFERS BEFORE THIS ONE GETS AWAY!!!!

10736 S King Drive, Chicago
$635,000
6 Beds ⋅ 4 Baths ⋅ 12739841 MLS ⋅ CONTINGENT Status
Endless possibilities await at this classic two-unit property in the highly desirable location. Featuring a spacious duplex-up and duplex-down configuration, this building offers an outstanding opportunity for investors, rehabbers, or owner-occupants looking to build equity in one of Chicago's most sought-after neighborhoods. Both units offer generous living space and the convenience of in-unit laundry, providing an excellent foundation for a renovation or value-add project. With strong bones and an ideal layout, this property is ready for your vision. Renovate and maximize rental income, create stunning owner-occupied living with additional rental revenue, or update both units for long-term investment potential. Located in an unbeatable location, you'll enjoy easy access to restaurants, coffee shops, grocery stores, parks, entertainment, public transportation, and major expressways. Just minutes from Roscoe Village, Lakeview, Bucktown, and the Southport Corridor, the neighborhood continues to attract homeowners and renters alike, making this an exceptional investment opportunity.

3008 N Clybourn Avenue, Chicago
$360,000
4 Beds ⋅ 2 Baths ⋅ 12739819 MLS ⋅ CONTINGENT Status
Beautifully renovated brick bungalow offering 6 bedrooms, 2 full bathrooms and finished living space on three levels totaling over 3000 sq ft. The main floor features a spacious living room, separate dining area and a modern kitchen with charcoal cabinetry, quartz countertops, and an island with seating. The finished attic provides additional bedrooms and flexible living space with dedicated mini-split heating and cooling. The full finished basement includes two bedrooms, a full bathroom and additional space for entertaining, working from home or extended living. Additional improvements include central HVAC, windows, and gutters. Outside, the property offers a detached garage plus a gated carport for additional secure parking. Conveniently located near shopping, schools and transportation. Move-in ready!

5729 S Campbell Avenue, Chicago
$575,000
6 Beds ⋅ 3 Baths ⋅ 12693206 MLS ⋅ ACTIVE Status
Tucked into Portage Park, this rare legal three-flat has been generating steady income for years and comes fully tenant-occupied from closing. Built in 1922 on a generous 31x126 lot, it offers three two-bedroom units, a two-car garage, and a fenced backyard, giving an investor solid fundamentals to build on or a house-hacker room to move into one unit while the others help carry the mortgage. This property offers the new owner has real flexibility, whether that means adjusting rents to market or eventually settling into one of the units. The location does a lot of the work here too, maximizing rentability, just steps from the Montrose Blue Line, the #152 bus, Metra's Mayfair stop, and the shops around Six Corners, with Chopin Park close by. Interior photos are being held back out of respect for current residents, but are available on request through the listing agent, who's happy to arrange a private tour. Please allow a minimum 48 hrs' notice for showings. Property is being conveyed as-is.

5357 W Waveland Avenue, Chicago
$260,000
3 Beds ⋅ 2 Baths ⋅ 12739813 MLS ⋅ CONTINGENT Status
Welcome to this beautifully restored all-brick raised ranch in Chicago's West Englewood community, where classic character meets today's peace of mind. This home has been thoughtfully brought back to life from top to bottom! New tear off roof, new windows, new gutters and soffits, and fresh tuckpointing give the exterior a crisp, solid feel, with a new wrought iron handrail and railing, and a custom red door welcome you to the home while completing curb appeal. Inside, the updates keep coming: all-new Samsung appliances, updated electrical and plumbing, new water heater, new AC condenser, and a newly added sump pump for extra protection. The main floor offers three generously sized bedrooms, while the finished basement adds a fourth bedroom, a second full bathroom, and a walk in closet. Perfect for guests, related living, or a home office setup as well as additional storage. Smart touches like sensor lighting in the closets and attic round out the everyday conveniences. Move-in ready with the big-ticket items already done - all that's left to do is unpack. Schedule your showing today!

2115 W 68Th Place, Chicago
$260,000
4 Beds ⋅ 3 Baths ⋅ 12739613 MLS ⋅ PRICE CHANGE Status
Can you see yourself living in this beautiful grand beauty on this double lot? Perfect for living and entertaining. This diamond in the rough is going to make the pickiest/creative buyer excited about adding your touches. The home does need a person who is looking to make a house a home. This canvas is ready for your updates. This is that rare find that rewards someone who can see beyond the current condition and recognize the investment potential. This spacious American 4-Square offers the scale, character, and original details that are increasingly difficult to find. The home features beautiful millwork on both the first and second floors that are in good condition, there are entry and butler staircases, giving you a remarkable foundation to restore, modernize, and make your own. This isn't a turnkey property-and that's exactly the opportunity. Bring your team and turn this house into the home you've envisioned. With generous interior space and a spacious yard, garage slab there is room to create something truly special while building potential equity through thoughtful improvements. The basement could be duplexed or made into an accessory dwelling unit for a person with a vision for income or in-law suite. Location adds another layer of opportunity. Enjoy being a bike ride away from the Obama Presidential Center campus, golf facilities, beach options, harbors & marinas and the South Shore Cultural Center, with the surrounding community continuing to attract investment, development, and renewed interest. Move into the community while it is still affordable. Whether you're looking for an affordable home with room to grow, an investment project, or an opportunity to restore a piece of Chicago architectural character, this property is calling your name. The question isn't whether this house needs work. The question is: Can you see what it could become? If you have vision, resources, and an eye for transformation, come take a look and submit your offer on-site. The canvas is here. The space is here. The potential is here. Now it need, YOU, the right buyer here to make it outstanding again.

6845 S Chappel Avenue, Chicago
$350,000
6 Beds ⋅ 2 Baths ⋅ 12738329 MLS ⋅ CONTINGENT Status

4950 N Kilpatrick Avenue, Chicago
$849,000
5 Beds ⋅ 4 Baths ⋅ 12739204 MLS ⋅ ACTIVE Status ⋅ Commonwealth Plaza BLDG.
Rare opportunity to own a true 5-bedroom, 4-bath home with approximately 2,800 square feet in one of East Lakeview's most desirable lakefront locations adjacent to Lincoln Park. Created from combined residences 902-04, this exceptionally spacious condo offers the scale and flexibility of a single-family home with the convenience of high-rise living. The expansive floor plan features two separate living areas-a large living/dining room ideal for entertaining and an equally generous family room-providing a remarkable amount of everyday living space. The updated kitchen is outfitted with Sub-Zero, Thermador and Bosch appliances, abundant cabinetry and counter space. Five well-proportioned bedrooms include a spacious primary suite, while four full baths make the layout exceptionally functional for family, guests, home offices or live-in help. Laundry room, mud room 2 seprate entrances and exceptional amount of storage. While not marketed as a view unit, several windows offer glimpses of Lake Michigan, and the building's location directly along Lincoln Park puts the lakefront, park, trails and recreation just outside your door. Located in the highly sought-after Nettelhorst Elementary attendance area and moments from the best of Lakeview and Lincoln Park. An extraordinary amount of space in an irreplaceable park-and-lake location. This is an estate sale.

330 W Diversey Parkway Unit #902-04, Chicago
$1,600,000
12739431 MLS ⋅ ACTIVE Status
Prime investment opportunity featuring a 24-unit residential building with strong in-place cash flow and clear value-add upside. The property offers an attractive unit mix of 1, 2, and 3-bedroom floor plans, catering to a diverse tenant base. 19 units are fully occupied by long-term tenants, providing immediate stability. Four units are turn-key ready-renovated and available for immediate leasing.One remaining vacant unit needs turnover.

9110 S Dauphin Avenue, Chicago
$56,500
2 Beds ⋅ 2 Baths ⋅ 12739645 MLS ⋅ ACTIVE Status
This wonderful property is just bursting with classic charm, beautiful natural light, and a lovely, spacious layout that's perfect for modern living! It's such a fantastic canvas, ready for your personal touches. Sold "As-Is."

10509 S Corliss Avenue, Chicago
$329,900
3 Beds ⋅ 2 Baths ⋅ 12739735 MLS ⋅ ACTIVE Status
MOVE IN READY! 5-bedroom, 2-bath brick bungalow with a finished attic! This move-in ready home has been fully updated throughout, including updated electrical, upgraded utilities, a newer furnace, and central air for worry-free living. Enjoy a bright, functional layout with extra versatility built in-featuring a finished attic ideal for additional living space, plus a rear bonus room perfect for a home office or storage space. The basement is a great addition with its own 2 bedrooms and full bathroom, perfect for an in-law arrangement or additional living space! Every detail has been taken care of, so you can simply move in and enjoy!

7526 S Honore Street, Chicago
$350,000
5 Beds ⋅ 2 Baths ⋅ 12738750 MLS ⋅ ACTIVE Status
Welcome to 1431 S. Christiana Avenue, a classic Chicago Greystone two-flat that offers an exceptional turn-key opportunity for savvy investors or owner-occupants looking for live-in rental income with strong upside. Beautifully presented with timeless stone masonry and a secure fenced perimeter, this property features bright, versatile living spaces highlighted by beautiful hardwood floors, light neutral tones, and classic arched pass-throughs. The main residential layout offers expansive, light-filled living rooms and dedicated dining areas, seamless eat-in kitchens equipped with extensive cabinet storage and gas ranges, functional full baths, and comfortable bedrooms alongside flexible bonus rooms ideal for home offices. Beyond the upper living quarters, the home presents incredible equity potential with a massive unfinished basement ready for duplexing down or future expansion, plus a low-maintenance back yard complete with a private concrete parking pad and easy access to local transit and Downtown Chicago.

1431 S Christiana Avenue, Chicago
$469,000
2 Beds ⋅ 2 Baths ⋅ 12701548 MLS ⋅ ACTIVE Status
Be ready to be WOWED! This designer-updated converted loft perfectly blends Chicago character with a polished, turnkey feel, all in an unbeatable Michigan Avenue location. Set in a boutique elevator building, this home immediately feels bright, open, and inviting, thanks to a full wall of south-facing windows that fill the space with sunshine throughout the day. Soaring ceilings, exposed brick, Brazilian cherry hardwood floors, custom lighting, fresh paint, and new carpet give the home a warm, sophisticated loft vibe. The fireplace anchors the living space, surrounded by custom built-ins and a cleverly hidden desk that makes working from home feel effortless. Built-in closets and a spacious in-unit laundry room add an impressive amount of storage. And then there's the private balcony-a true extension of the living space and the perfect spot for morning coffee, grilling with friends, or winding down with a glass of wine while taking in the energy of the city. The new water heater and brand-new, never-used refrigerator, oven, and microwave make this home truly move-in ready. One heated garage parking space is included. Life here is about as convenient as Chicago living gets. Walk to the lakefront, Soldier Field, Museum Campus, Grant Park, 12th Street Beach, Northerly Island, Trader Joe's, Mariano's, restaurants, shopping, and neighborhood parks. With CTA bus and Divvy right outside your door and easy access to the train and major expressways, getting around the city is a breeze. Stylish, sunny, full of character, and incredibly well located-with private outdoor space and heated parking to boot. This is the kind of loft that makes you want to move right in and start enjoying Chicago.

70 E 18Th Street Unit #2D, Chicago
$615,000
2 Beds ⋅ 2 Baths ⋅ 12739663 MLS ⋅ ACTIVE Status
Located run the very heart of the West Loop, 1000 West's location cannot be beaten and its authenticity of residences is unmatched. Residence 430 features exposed architecture of an 1882 originally built building used by Follett's as a book bindery and warehouse in its last commercial life. 17' to 22' exposed timber ceilings, timber columns and beams, real "tongue and groove" oak hardwood floors throughout, fireplace in living room. Gracious foyer with industrial elegant metal chandelier. Penthouse duplex, second bedroom and elevated home office on 1st level with adjacent full bathroom. In unit washer and dryer. Second floor primary suite with walk in closet, built-ins, bathroom with large shower, rain, dressed in stone, concrete counter. Open kitchen concept, peninsula, granite counter, stainless steel appliances, wine cooler, straight edge granite counters, full height backsplash. Washer dryer purchased from ABT on 9/12/25, painted condo 4/19/23, replaced dishwasher 2/19/21. Separate dining and living areas. Storage under the stairs and additional storage cage. PRIVATE DECK off living room. Amenity building with 24 hour doorstaff, onsite management, maintenance and engineer, freight elevators, loading dock for moves and deliveries. Tide Locker Dry Cleaning Service and additional storage cage for Residence #348. Monthly HOA includes high-speed 1-GIG internet service. Very pet-friendly building and walking distance to 3 well-known parks and 2 isolated dog parks. High owner occupancy. 178 units / over 136 different floors plans ranging from 800sf to 10,000sf. Plentiful local amenities including (FedEx, Walgreens, & International McDonald's HQ) just across the street on the west side of the building. Terrific walkability to Randolph's prized Restaurant Row and Fulton Market, abundant night life, restaurants on Madison Ave & Washington St. Surrounded by trendy eateries (Prince St. Pizza, Bonci, Voodoo Donuts, Levain Bakery, Milk Bar, Le Colombe) and Michelin-star restaurants (Smyth, Ever, Oriole, Elske) among many others. Whole Foods & Mariano's nearby on Halsted St. with Target a very short drive away. Green/Pink lines at Lake & Morgan, just 1.5 blocks away. Blue Line at Peoria & Van Buren. Rated one of the most sought-after urban places to live in the country, the West Loop continues to be THE MOST POPULAR AND FASTEST GROWING neighborhood to live in Chicago!. 1-GIG INTERNET. Garage parking 25k extra, not included in price.

1000 W Washington Boulevard Unit #430, Chicago
$400,000
10 Beds ⋅ 4 Baths ⋅ 12738449 MLS ⋅ CONTINGENT Status
GREAT DEAL - SOLD AS - IS- AWESOME 4 UNIT IN NICE WEST SIDE LOCATION - ONE TENANT SUBSIDIZED -TWO 2 BED 1 BATH AND TWO 3 BED 1 BATH. SPACIOUS UNITS IN VERY GOOD CONDITION - 1 UNIT VACANT WAS GETTING 1350 - EXCELLENT INCOME AND PRICED TO SELL - REHABBED AND - SOLD AS IS

525 W 118Th Street, Chicago
$559,999
7 Beds ⋅ 3 Baths ⋅ 12739688 MLS ⋅ ACTIVE Status
Attention - Prime Irving Park Location. Exceptional opportunity for owner-occupants, investors, or developers in a highly desirable Irving Park area. Conveniently situated near CTA, Metra, I-90/94, shopping, restaurants, parks, and coffee shops. This family-owned property of over 40 years offers versatile options - keep it as a two-flat with additional rental income, or transform it into your dream home, surrounded by luxurious single-family residences. First Floor: 2 bedrooms, living room, dining room, kitchen, 1 bathroom. Second Floor (duplexed to attic): Living room, dining room, kitchen, 5 bedrooms, 2 bathrooms. Additional features: ample storage, enclosed porches, 2-car garage, and a fully fenced yard & Separate laundry hookup .New roof will be put on this month , Property is being sold As-Is. Pre-approved buyers only.

4019 N Bernard Street, Chicago
$575,000
3 Beds ⋅ 2 Baths ⋅ 12735766 MLS ⋅ ACTIVE Status
A Rare Gem in Chicago's Historic Jackson Park Highlands-South Shore neighborhood! Welcome to 7021 S. Cregier Avenue, a beautifully maintained brick single-family home offering over 3,000 square feet of living space, timeless character, and exceptional indoor and outdoor living. This spacious home features 3 bedrooms, 2 bathrooms, in which one is a convenient first-floor powder room. Step inside through the-perfect four-season's room and enjoy a thoughtfully designed floor plan featuring a separate living room with a cozy fireplace, a formal dining room, generous bedroom sizes, and an abundance of natural light throughout. The full finished basement provides even more living and entertaining space and features a wine cellar, adding a unique touch to this already impressive home. Outside, escape to your own spacious backyard oasis-ideal for entertaining, relaxing, gardening, or creating the outdoor space of your dreams. Parking is plentiful with an exceptionally long private driveway that accommodates up to 7 cars, offering an incredible amount of off-street parking in addition to the garage. Perfectly situated near the Obama Presidential Center, Jackson Park Golf Course, Lake Michigan and lakefront amenities, parks, shopping, dining, and transportation, this home offers the perfect blend of historic neighborhood charm, space, convenience, and functionality. A rare opportunity in one of Chicago's most distinctive neighborhoods-7021 S. Cregier Avenue is Live & Ready!

7021 S Cregier Avenue, Chicago
$50,000
2 Beds ⋅ 2 Baths ⋅ 12738857 MLS ⋅ PENDING Status
Highest and best must be submitted by Tuesday, August 25th by 5 pm. INVESTOR SPECIAL - VALUE-ADD OPPORTUNITY! Add this gem to your investment portfolio and unlock the potential in this 2-bedroom, 2-bath Georgian-style home. This property offers an excellent opportunity for an experienced investor, rehabber, or developer seeking a full renovation project with income-producing potential. The property is in need of a complete gut rehabilitation and remediation and is being offered AS-IS; room sizes are approximates, must be verified by buyer. Bring your vision, renovation team, and investment strategy to restore this home and reposition it for its next chapter. With a functional residential footprint and an established Chicago neighborhood setting, the possibilities include renovation for rental income, resale, or long-term portfolio retention, subject to applicable zoning and municipal requirements. Endless potential for the investor who recognizes opportunity beyond current condition. Renovate, restore, reposition, and create value! Property is being sold AS-IS, WHERE-IS. Seller will make no repairs or provide credits for repairs. Buyer is responsible for performing all due diligence, inspections, remediation evaluations, municipal requirements, permits, violations, and verification of property condition. Cash or renovation-financing buyers are strongly encouraged. Bring this home back to life and make it your next investment!

106 W 91St Place, Chicago
$330,000
3 Beds ⋅ 2 Baths ⋅ 12739397 MLS ⋅ ACTIVE Status
Beautifully fully rehabbed and move-in ready brick split-level home at 336 E. 91st St.! This turnkey property features an open-concept living and kitchen area, 4 spacious bedrooms and 2 modern bathrooms. Additional highlights include a detached brick garage, contemporary finishes throughout, and plenty of living space. Conveniently located near schools, parks, shopping, public transportation, and major expressways, providing easy access to downtown Chicago and surrounding neighborhoods. A must-see home ready for its new owner!

336 E 91St Street, Chicago
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