Refine Search
Map
Sort by
$575,000
4 Beds ⋅ 2 Baths ⋅ 12754787 MLS ⋅ NEW Status
City-certified two-flat in the heart of Gladstone Park offering exceptional flexibility for investors, owner-occupants, or multi-generational living. Thoughtfully updated over the years, this well-maintained property features remodeled kitchens and bathrooms on both the first and second floors, along with an updated first-floor primary bedroom. Each unit offers comfortable living space, while the second-floor apartment features two private entrances and an expanded rear deck overlooking the beautifully landscaped yard. A partially finished basement includes an in-law suite, with 1 bedroom and 1 full bath providing additional flexible living space. Outside, you'll find a true urban oasis with raised garden beds, fruit trees, a patio, and mature landscaping that creates a private retreat. The insulated 2.5-car garage was fully rehabbed in 2023 and offers excellent storage or workshop potential. Additional improvements include newer windows, hardwood floors, and numerous updates throughout. Interior stairs connecting the first and second floors remain behind the dining room wall, offering the potential for a future single-family conversion if desired. This versatile property combines income potential, beautifully maintained outdoor space, and a prime Gladstone Park location. Property is being sold As-Is.

5942 W Thorndale Avenue, Chicago
$399,000
2 Beds ⋅ 3 Baths ⋅ 12735325 MLS ⋅ CONTINGENT Status
MULTIPLE OFFERS RECEIVED - HIGHEST AND BEST BY 8/28, 2PM; MOVE-IN READY, classic charm meets modern! If you want a completely redesigned home, this one is not to miss! Remodeled just three years ago, this Jefferson Park/Gladstone Park property sits on an extra wide 70 ft corner Chicago lot, offering more outdoor space, more privacy, and a layout that lives larger than expected. With an open concept main level, updated finishes throughout, and three levels of flexible living space, this home is an ideal fit for buyers moving up from a condo or apartment, downsizers seeking comfort without sacrificing space, or investors looking for a strong rental or Airbnb opportunity. Step inside to a bright, seamless main floor with refinished hardwood floors that feel so satisfying to walk on, updated modern lighting, and an airy flow between living, dining, and the remodeled kitchen. The kitchen features two-tone soft close shaker cabinetry, quartz counters, Frigidaire stainless appliances, and a cook's dream pot filler-perfect for everyday meals or weekend entertaining. A convenient half bath on the main level adds comfort for guests and flexible living. Upstairs, you'll find two comfortable bedrooms and an updated full marble bath with modern finishes and smart mirros. The finished lower level creates a full second living zone with a family room, full bath, and a wet bar with undermount refrigerator-ideal for game nights, extended stay guests, or a teen retreat. The generous layout also offers flexibility for a true third bedroom if desired, giving buyers even more options for guests, extended family, or private living quarters. With its privacy and amenities, the lower level also offers appealing potential for Airbnb or short-term rental income. Outside, enjoy a peaceful yard with mature peach, apple, and fig trees, a charming garlic patch, and thoughtful perennial plantings that add beauty without demanding heavy maintenance. And with a flat water bill, that is right, no water meter. You can water as much as you like-perfect for gardeners, hobby growers, or anyone who loves a lush outdoor space. The covered front porch offers a quiet spot to unwind and enjoy the neighborhood. Parking is easy and convenient thanks to a dedicated parking pad off the alley, with an alley approach that feels like your own private driveway-and plenty of street parking for visitors. And for buyers considering future expansion, the extra-wide lot offers the potential to add a garage if desired. Located moments from parks, schools, local shops, the 22 min walk to the Blue Line, Metra, and 90/94, this turnkey home blends modern updates, flexible space, and a welcoming layout in one of the Northwest Side's most beloved neighborhoods. Get ready to move in and start making cherished memories.

5150 N Moody Avenue, Chicago
$829,900
8 Beds ⋅ 5 Baths ⋅ 12705609 MLS ⋅ ACTIVE Status
BEAUTIFULLY MAINTAINED BRICK 2-FLAT WITH A GARDEN APARTMENT IN THE MOST DESIRABLE NORWOOD PARK LOCATION BETTER THAN NEW, LESS 40 YEARS OLD. GREAT OPPORTUNITY FOR INVESTORS OR MULTI-FAMILY LIVING. JUST MINUTES AWAY FROM TOP-RATED SCHOOLS. FARNSWORTH ELEMENTARY SCHOOL AND TAFT HIGH SCHOOL. EACH OF THE 2 UNITS FEATURE 3 BEDROOMS AND 2 BATHS. LARGE KITCHEN WITH A DINETTE AREA. All SEPERATE UTILITIES. NEWER WINDOWS. 2.5 BRICK GARAGE. GARDEN APARTMENT WITH 2 ENTRANCES, HIGH CEILINGS, 2 BEDROOMS, 1 BATH HAS BEEN COMPLETELY REMODELED IN 2026. FRESHLY PAINTED. BEAUTIFUL KITCHEN WITH 42" WHITE CABINETS, GRANITE COUNTERTOPS, NEW FLOOR AND NEW RECENT LIGHTING. THE FIRST FLOOR APARTMENT IS CURRENTLY VACANT. THE ESTIMATED RENTAL POTENTIAL IS $2,600 FOR THE 1ST FLOOR. 2ND FLOOR APARTMENT ALSO WITH ESTIMATED RENTAL POTENTIAL OF $2,600. HAS LEASE THAT ENDS ON APRIL 2027. COIN-OPERATED LAUNDRY LOCATED IN THE BASEMENT. THE PROPERTY IS WITHIN WALKING DISTANCE TO JEFFERSON PARK TRANSIT-CENTER PROVIDING ACCESS TO CTA BLUE LINE, METRA AND AMTRAK. CLOSE TO KENNEDY EXPRESS AND EDEN EXPRESSWAY. CLOSE TO DOWNTOWN CHICAGO AND O'HARE AIRPORT.

5789 N Elston Avenue, Chicago
$590,000
5 Beds ⋅ 3 Baths ⋅ 12701869 MLS ⋅ RE-ACTIVATED Status
3 Total Dwelling Units Multi-Family building (zoning RS-3 on recent Zoning Certificate attached in Additional Info) on an oversized double Lot (6,250 Sq Feet) right in the heart of Jefferson Park. Attention: Rehabbers, Developers (for Value in the Land). Also, for Homeowners/Owner Occupied to live in one apartment and rent out two other units. 3 units comprise: Two smaller 2bed/1 bath apartments in divided 1st Floor. And on the 2nd Floor, one 2 bedrm/ 1 bath apartment with Living Rm/Family Rm and Dining Room. Full unfinished basement is just an open space with mechanicals and laundry room. Newer roof was installed in 2022. 2 car garage. Plus an additional rent from 3 parking spaces.

5484 W Gettysburg Street, Chicago
$679,000
4 Beds ⋅ 2 Baths ⋅ 12672019 MLS ⋅ CLOSED Status
Solid brick two-flat with a non-conforming basement apartment located on a beautiful tree-lined street in sought-after Jefferson Park. The first-floor unit features hardwood floors, 2 bedrooms, 1 bath, spacious living and dining rooms, & a fully applianced kitchen with sliding glass doors leading to a large rear deck. An in-unit washer and dryer add convenience. The second-floor unit offers hardwood floors throughout, a bright living room, dining room, kitchen, and full bath. The non-conforming basement apartment includes 2 bedrooms, a kitchen, and living room, providing additional flexibility and potential income opportunities. Many newer appliances throughout the property. 2 brand new hot water tanks. Additional lwasher and dryer are located in the common basement area. Outside, enjoy a spacious fenced yard & storage shed. A 2-car garage, and 2 additional parking pads add additional income opportunities. All 3 units currently rented! Conveniently located near transportation, shopping, dining, parks, and everything Jefferson Park has to offer. Great investment opportunity! Sold AS IS. All offers require Mortgage Pre-Approval Letter. Cash Buyer-VERIFIED Proof of Funds No Love letters or Escalation Clauses Seller/Broker makes no representation of legality of bsmt apartment.

5038 N Mango Avenue, Chicago
$570,000
5 Beds ⋅ 4 Baths ⋅ 12667295 MLS ⋅ CLOSED Status
Exceptional investment opportunity on the border of Jefferson/Portage Park! This beautifully maintained and updated brick 2-flat with an additional finished garden apartment offers incredible flexibility for investors and owner-occupants alike. The spacious first-floor unit features 2 bedrooms plus a versatile den that can easily serve as a third bedroom or home office, a large sun-filled living room, formal dining room, updated cabinet kitchen, and a beautifully maintained bath. The recently refinished second-floor unit offers a bright and inviting layout with a large living room, formal dining room, updated kitchen, spacious bedroom, additional den with potential for a second bedroom, gleaming hardwood floors, and a stylish tiled bath with a whirlpool tub. The finished garden apartment provides additional living space with its own kitchen and bathroom, making it ideal for extended family or additional income potential (buyer to verify legal use). Outside, enjoy a lovely backyard, a huge garage with additional rental income, and a well-cared-for property that has been lovingly maintained over the years. Ideally located near Jefferson and Portage Parks, Jewel-Osco, restaurants, shopping, public transportation, the Blue Line, and the Kennedy Expressway, this property offers unbeatable convenience and easy access to downtown Chicago and O'Hare Airport. Whether you are looking to live in one unit while collecting rental income or expand your investment portfolio, this is a rare opportunity with strong existing income and upside.

4450 N Mango Avenue, Chicago
$649,900
6 Beds ⋅ 2 Baths ⋅ 12657416 MLS ⋅ ACTIVE Status
Incredible Two-Flat in the Sought-After Jefferson Park Neighborhood! Don't miss this beautifully maintained and updated two-flat offering exceptional value for both investors and owner-occupants. Each spacious apartment features 3 bedrooms and 1 bathroom with an excellent, functional layout, abundant natural light, and beautifully refinished hardwood floors throughout. Both kitchens have been tastefully updated with white cabinetry, quartz countertops, and modern finishes, while the bathrooms have been stylishly renovated. Additional improvements include updated electrical panels, providing peace of mind for years to come. The property also offers a 2-car garage, private basement storage space for each unit, and separate washers and dryers for added convenience. Ideally located within walking distance to Indian Road Park and Hitch Elementary School, with easy access to shopping, dining, transportation, and everything Jefferson Park has to offer. A truly turnkey opportunity in one of Chicago's most desirable neighborhoods!

6029 N Austin Avenue, Chicago
$860,000
4 Beds ⋅ 2 Baths ⋅ 12642736 MLS ⋅ CLOSED Status
Highest and Best Offers due by May 26th at 11AM. This beautifully updated brick 2-flat with garden apartment shows pride of ownership everywhere you look! Sitting on a quiet tree-lined street close to the Jefferson Park Blue Line "L" stop and the Jefferson Park Metra Station as well and providing easy access to the expressways, downtown Chicago and the airport too, the location simply couldn't be better! This classic Chicago building sits on an extra-wide lot, offering ample yard space and a backyard patio as well as a new 2-car garage with party door. The property has been very well-maintained by its current owners and is in excellent shape. The 2nd floor owner's unit underwent a complete gut rehab and features a reconfigured floor plan with an amazing eat-in kitchen that's twice the size of typical kitchens, making it perfect for cooking and entertaining with tons of counter space, all stainless appliances and a gorgeous backsplash. It also features a beautiful new bathroom, 2 bedrooms including a huge primary bedroom with tree-top views, new windows and gas forced air heat with central air. 1st floor apartment is comprised of a large kitchen with 42" cabinetry, all stainless appliances, stone countertops and lots of storage and counter space, 2 BR's, an updated bathroom, separate dining room and huge living room. Garden apartment has been remodeled and has 2 bedrooms, a stunning bathroom and kitchen with all stainless appliances. Building improvements include new copper plumbing throughout, all new high-efficiency hot water heaters and HVAC systems, new garage, tear-off roof in 2013, and so many other thoughtful updates including mud-room areas in the back entrances with space to hang coats and sit down to put your shoes on and off. This property is in incredibly good condition and resides in a highly desired location close to transportation, restaurants, grocery stores, bars, entertainment, and the Six Corners as well.

5010 N Major Avenue, Chicago
$450,000
3 Beds ⋅ 2 Baths ⋅ 12615939 MLS ⋅ CLOSED Status
A luxurious penthouse on the top floor of a three-apartment building. Step inside and you'll find everything you desire. Beautiful hardwood floors throughout. Exceptionally bright, spacious rooms. You'll be flooded with natural light, including skylights above to truly warm the space. This unit's fireplace can be used with gas or real wood. The kitchen boasts stainless steel appliances and gorgeous maple cabinets. The oversized granite island provides a great little breakfast bar, with a separate dining area to the right for more entertainment space. Three large, comfortable bedrooms, two bathrooms with a jacuzzi, a washer and dryer, a private balcony, high ceilings, and a two-car garage. All this creates a sense of comfort and luxury. The roof is two years old. The entire building is very well maintained, and the Association has good financial reserves.

6140 W Gunnison Street Unit #3, Chicago
$451,000
4 Beds ⋅ 2 Baths ⋅ 12551946 MLS ⋅ CLOSED Status
**We have received multiple offers and are asking all interested parties to submit their best and final offers by tomorrow, January 12th at 4pm Solid brick legal 2-unit in Jefferson Park offering exceptional value and income potential. The main level features 3 bedrooms, 1 bath, hardwood floors, a living room with fireplace, separate dining room, and a full unfinished basement-perfect for future expansion. Also, offers a 1-car detached garage. The legal second-floor apartment includes 1 bedroom, 1 full bath, living room, plus a versatile bonus room ideal for an office, study, or walk-in closet. Major updates already completed including roof (2024), siding & gutters (2024), garage siding & gutters (2024), boiler (2 yrs), electrical (2019), and windows (~10 yrs). Vacant units and strong income potential. An excellent opportunity for owner-occupants or investors seeking a smart value-add property. Hurry and schedule your showing today!

5845 W Ainslie Street, Chicago
$640,000
5 Beds ⋅ 3 Baths ⋅ 12526740 MLS ⋅ CLOSED Status
Highest and best offers due by Wednesday December 10th at 5PM. Well-maintained legal 2-flat with a non-conforming in-law apartment in the finished basement, ideally located in Jefferson Park. Both units feature spacious living and dining room combos with large eat-in kitchens. Unit 1 features 2 bedrooms, 1 bathroom, plus a den/bonus room off an enclosed porch, along with a nicely remodeled kitchen and bathroom. Unit 2 offers 2 bedrooms and 1 bathroom, with an enclosed porch currently used for storage and ready for updating. Coin-operated laundry conveniently located in the basement. The building is fully occupied with units on month-to-month basis. The brick 2 car garage is also rented. Solid brick construction with recent tuck-pointing completed within the last 3 years. Roof is approximately 10 years old. Both boilers are about 2 years old; one furnace is approx 1 year old, and the second furnace is older but in good working condition. Room sizes and room count are estimates, Buyer to verify. Excellent income-producing property in a desirable Jefferson Park location.

5555 N Mango Avenue, Chicago
$950,000
8 Beds ⋅ 4 Baths ⋅ 12500488 MLS ⋅ CLOSED Status
has been exclusively engaged to market for sale 5677-79 W. Higgins Ave., a center-entrance jumbo 4-unit apartment building in Chicago's Jefferson Park neighborhood. The offering presents a tremendous opportunity for a rehabber/developer to acquire a project-ready asset in one Chicago's most highly sought-after northwest side neighborhoods. Notably, the Subject Property will be delivered vacant at closing - allowing an investor to start project work immediately upon closing. The Subject Property is comprised of four (4) spacious 2 Bed/1 Bath units, each featuring a large separate living and dining room. Typical floor plans are provided in the "Additional Information" section at the end of the offering memorandum. Recent capital improvements include a replaced sanitary line, a newer electrical service, replaced windows, a newer high-capacity common hot water heater, copper plumbing supply lines to all units, and PVC waste pipes from all units. The property also features a well-maintained, covered, rear porch and includes a large four (4) car brick garage. The offering presents an excellent opportunity for an investor to capitalize on the prior owner's significant capital investment across many of the major building systems - effectively reducing the project costs towards delivering a "new construction-like" asset in a neighborhood where renter demand for high-quality newer housing is exceptionally strong.

5677 W Higgins Avenue, Chicago
$717,000
5 Beds ⋅ 3 Baths ⋅ 12497566 MLS ⋅ CLOSED Status
Great opportunity to own this recently renovated all brick two flat building with additional garden in-law apartment and gorgeous fenced yard and new oversized three car garage that accomodates big veichles. The property features large two bed 1 bath units on 1st and 2nd level (owner's unit) are with CENTRAL AIR AND HEATING and updated kitchens and bathrooms. Tenants are paying own utilities (electric & gas). Enjoy the privacy of a fully fenced backyard with a cozy covered patio and beautifully landscaped yard for gathering and grilling. Prime location, close to publick transportation, highways, shooping, parks.

5354 W Montrose Avenue, Chicago
$665,000
4 Beds ⋅ 3 Baths ⋅ 12496805 MLS ⋅ CLOSED Status
WELCOME TO THIS BEAUTIFULLY UPDATED BRICK 2 FLAT IN THE DESIRABLE JEFFERSON PARK. EACH UNIT WITH THE SAME LAYOUT FEATURES A SPACIOUS LIVING ROOM, DINING ROOM, 2 BEDROOMS, A DEN/OFFICE OR A THIRD BEDROOM AND AN ELEGANT BATHROOM. THE TOTAL REHAB IN 2023 INCLUDES: NEW ROOF (TEAR OFF) WITH ADDITIONAL INSULATION, NEW ELECTRIC SYSTEM WITH A NEW 200 AMP. SERVICE, NEW WINDOWS, DOORS, NEW CENTRAL HEATING AND AIR CONDITIONING UNITS, GORGEOUS KITCHENS WITH 42" CABINETS, QUARTZ COUNTERTOPS AND A STAINLESS STEEL APPLIANCES, STUNNING HARDWOOD FLOORS THROUGHOUT. TWO CAR GARAGE. EACH APARTMENT PAYS THEIR OWN HEAT, ELECTRIC AND GAS. THE FULL BASEMENT ALREADY HAS A VERY NICE BATHROOM AND THE REST IS WAITING FOR YOUR REMODELING IDEAS. GREAT LOCATION WITH A WALKING DISTANCE TO THE ELEMENTARY SCHOOL, CLOSE TO EXPRESSWAY, SHOPPING ETC. DON'T MISS THIS FANTASTIC INVESTMENT PROPERTY!

5510 N Luna Avenue, Chicago
$727,500
5 Beds ⋅ 3 Baths ⋅ 12485436 MLS ⋅ CLOSED Status
Beautiful brick two-flat with additional In-law apartment in the basement with one bedroom, one bath. Both units offer, generous living and dining room, 2 bedrooms, den and one bath. Hardwood floors on each level. First floor apartment and in- law apartment completely redone with stainless steel appliances. All new windows thru out the building, except one, newer roof, siding on the back porch and detached two car garage. Great location, close to expressway, blue line and buses. Great opportunity for investors and owner occupant.

5626 N Central Avenue, Chicago
$679,000
7 Beds ⋅ 5 Baths ⋅ 12405381 MLS ⋅ CLOSED Status
GREAT OPPORTUNITY TO LIVE OR INVEST IN JEFFERSON PARK. EACH UNIT PAYS THEIR OWN HEAT,GAS,AND ELECTRIC. Huge 1st and 2nd floor apartments, 3brs, 1.5 baths have oak floors throughout! Some bathrooms have been updated! 1ST FLOOR HAS EXTENDED KITCHEN, BOTH HAVE LIVING ROOM DINING ROOM COMBO AND BOTH HAVE EAT IN KITCHENS! 2ND FLOOR HAS ENCLOSED PORCH! Full basement with non conforming, updated 1 bedroom garden apartment that leases for $1400 per month. And a 2.5 GARAGE. This is a great location on a residential block of mostly single family homes. MANY UPGRADES HERE! Aluminum sofits & fascia, Newer windows on first and second floor apartments, newer pumps on boilers, newer ejector pump, newer chimney lining, newer dryer exhausts. Easy access to O'Hare Airport, the Kennedy (I-90), Edens (I-94), CTA and Pace buses and Jefferson Park CTA and Metra stations! Don't miss this opportunity! In great shape but offered as is.

5063 N Menard Avenue, Chicago
$285,000
3 Beds ⋅ 2 Baths ⋅ 12359039 MLS ⋅ CLOSED Status
LOCATED IN THE VIBRANT JEFFERSON PARK, this charming home offers unbeatable convenience with easy access to the Kennedy Expressway, public transit, & nearby stores like Mariano's, Trader Joe's, & Whole Foods. Loved for 27 years, this home is ready for new owners to make it their own. WELCOMING FRONT PORCH LEADS to the main level - features hardwood floors, a cozy family room, dining room, updated bath, and a delightful kitchen with a walk-in pantry-think Friends vibes, where you can whip up your favorite meals & grab a snack just like Monica's apartment! The back porch is perfect for relaxing, and upstairs, you'll find 2 spacious bedrooms and a bath with a soaking tub. The basement offers storage & laundry space, while the newer 1-car detached garage is just 2 years old. Appliances are all under 10 years old, with the fridge being just 3 years old. This home is being sold As-Is, and while the roof needs replacement, it's a great opportunity for investors or those ready to add their personal touch. VERY WALKABLE, AMPLE STREET & GARAGE PARKING COMPLETE THE PACKAGE!

5646 W Grover Street, Chicago
$659,900
7 Beds ⋅ 5 Baths ⋅ 12348667 MLS ⋅ CLOSED Status
Legal 3 flat...solid all brick 3 flat with a all brick 3 car garage. There are (2) 3 bedroom 1.1 bath apartments with large living rooms and huge eat-in kitchens, exposed hardwood floors and it is presumed there is hardwood under the carpeting in the living room and hallways. The garden unit is a large 1 bedroom 1 bath apartment. There are 3 boilers, 3 electric panels, 3 hot water tanks and 3 gas meters. All 3 apartments have a front and side entrance. The garden unit tenant has a lease through 8-31-25. The first and second floor apartments are vacant. SOLD AS-IS

5849 W Higgins Avenue, Chicago
$618,000
6 Beds ⋅ 4 Baths ⋅ 12339300 MLS ⋅ CLOSED Status
An exceptional opportunity awaits in the desirable Gladstone/Jefferson Park area! This well maintained, all-brick multi-unit building offers nearly 3,000 square feet of living space, presenting a perfect blend of investment potential and comfortable residence. Ideal for extended family living or lucrative rental opportunities, this property boasts three separate heating systems, three hot water tanks, three gas meters and 200 Amp electrical service featuring four panels. Building is sold as a legal 2-flat. It is situated on oversized Chicago lot with a nice backyard and two car garage. The location is excellent, extremely convenient to all amenities you need; stores, dining, parks, schools, Golf course and Woods Preserve. For commuters, the Gladstone Metra and Forest Glen Metra stations are about a mile away. Easy access to I-90/94, minutes to Blue Line/CTA Jefferson Park station makes this location ideal for anyone seeking quick commute to the loop or O'Hare. The building spans two floors with generously sized apartments ...endless possibilities await you here. Building has front, back and side entrances to the interior. Apartments are ready for occupancy featuring hardwood floors, wooden kitchen cabinetry and ceramic tile bathrooms. The owner's apartment, including a studio, have been thoughtfully remodeled showcasing modern kitchen cabinetry complemented by granite countertops, stainless steel appliances and two newly upgraded bathrooms with ceramic tiles and up to date fixtures. The laundry and storages for occupants are located on the lower level. The back yard is fully fenced in to provide privacy and an exceptional spot for entertaining or relaxing. Overall, this property is a stand-out choice in a desirable location that combines convenience with smart investment potential.

5814 N Elston Avenue, Chicago
$682,000
8 Beds ⋅ 3 Baths ⋅ 12269044 MLS ⋅ CLOSED Status
Solid brick legal 3 Flat Multi- Family building ( new Zoning Certificate just received) on a wider city lot in heart of Jefferson Park. Two units have 3 bedrooms 1 bath. Third unit is high Garden apartment -2 bedrooms 1 bath. Each unit has an eat-in kitchen and large living room area. Back porch. Coin operated laundry w/ newer washer and dryer on- site in mechanical room. 4 gas meters. 4 electric boxes. Newer hot water tank (Appx. 2022). One "Weil- Mclain" furnace. Private backyard with paver patio. 2 car garage w/ new roof (Appx. 2022). Great rental location never vacancies and close to Jefferson Pk Transit Station, blue line, Pace transport.Close access to I- 90 Expressway.

5910 W Higgins Avenue, Chicago
$550,000
4 Beds ⋅ 2 Baths ⋅ 12220622 MLS ⋅ CLOSED Status
Jefferson Park 2 flat plus an attic in-law on a wide lot! This building is impeccably maintained by its owner and tenants. Each apartment has 2br/1ba with an extra bonus room off the kitchen. Nice backyard has a deck, and a 2.5 car detached garage with an additional exterior parking space. Close to O'Hare airport, shopping, restaurants, I-90/94, and public transportation. This home is being sold AS-IS.

5024 N Meade Avenue, Chicago
$580,000
4 Beds ⋅ 3 Baths ⋅ 12166071 MLS ⋅ CLOSED Status
MOTIVATED SELLER!!! DO NOT MISS OUT!! BRING YOUR OFFERS FOR THIS STUNNING PORTAGE/JEFFERSON PARK ALL BRICK 2 FLAT WITH ADDITIONAL GARDEN IN-LAW APARTMENT. PERFECT LOCATION AND VERY WELL MAINTAINED BUILDING. BEAUTIFULLY UPDATED THROUGHOUT-GORGEOUS KITCHENS, UPDATED BATHS, LIVING ROOMS AND ENCLOSED PORCHES. GREAT OPPORTUNITY TO LIVE IN ONE UNIT AND RENT OUT THE OTHER (LONG TERM TENANT IN UPSTAIRS UNIT) OR RENT OUT BOTH UNITS! EXCELLENT INVESTMENT OPPORTUNITY! THE PROPERTY FEATURES A 2 1/2 CAR GARAGE, LARGE AND BEAUTIFULLY MAINTAINED FENCED IN YARD WITH DECK AND PATIO AREA. LOADS OF STORAGE AS WELL. EACH UNIT OFFERS SEPARATE UTILITIES. LOCATED IN ONE OF CHICAGO'S MOST DESIREABLE NEIGHBORHOODS, THIS PROPERTY IS JUST STEPS AWAY FROM PARKS, SHOPS, RESTAURANTS, CTA, METRA AND EXPRESSWAYS. HOME WARRANTY INCLUDED!

4442 N Monitor Avenue, Chicago
$676,600
8 Beds ⋅ 5 Baths ⋅ 12187356 MLS ⋅ CLOSED Status
Fantastic brick multi-unit property featuring 3 large apartments located in the Portage Park neighborhood. Well taken care of property. Two of the oversized apartments feature 3 bedrooms, 2 full baths and balconies off of the eat-in kitchen of each unit. Garden level apartment features 2 bedrooms and one full bath. Long term tenants reside in 2nd floor and garden apartment are on month to month leases. Opportunity to increase rents. All apartements have separate utilities include boilers, water heaters and electric panels located in basement utility room. Each unit with wall AC units. 2-1/2 car garage is excellent for additional income/storage. Coin laundry in basement for extra income.

6208 W Gunnison Street, Chicago
$585,000
7 Beds ⋅ 3 Baths ⋅ 12165540 MLS ⋅ CLOSED Status
Located on a quiet and inviting tree lined street in the heart of Jefferson Park. This extra large, checkerboard brick octagon 2 unit, plus additional living space on lower level, offers easy access to all forms of transportation and is conveniently located within walking distance to entertainment, parks and shopping. Both 1st and 2nd floor apartments are spacious, sun drenched, 6 rooms, 3 bedrooms, 1 bath, with walk-in pantries (no closet in the 3rd bedroom). Features include updated cabinet kitchens and baths, newer windows, decorative fireplaces, hardwood floors, cove moldings and trim. The one bedroom, one bath, in-law apartment on the lower level is perfect for extended family or extra income. A relaxing, shaded brick paver patio and garden, fenced-in yard, plus a 2.5 car brick garage round out this commuters dream. This estate sale is in move-in condition, sold as-is and priced to go. Excellent value!

5000 N Major Avenue, Chicago
$450,000
5 Beds ⋅ 3 Baths ⋅ 12132795 MLS ⋅ CLOSED Status
Jefferson Park, This LEGAL 3-UNIT, all brick property sits on a quiet tree-lined street just 7 blocks or less from the Jefferson Park Metra Line, the park and grocery store with easy access to the expressway, the airport, Downtown Chicago and Six Corners as well. Current tenants are month to month and rents are below market value so easy to increase them. This property sits on an extra-wide 37.5 ft by 125 ft lot and has a large backyard and 1-car garage. Property has 3 electric and 3 gas meters and has been well cared for by long term own and recent improvements include a new roof (approximately 7 years old), most of plumbing has been updated, installation of a flood control system, coin laundry and updated high-efficiency furnace and central air in the first floor apartment. Configuration of the building is a 2BR, 1BTH apartment on first floor, a 2BR, 1BTH apartment on the second floor and a legal 1BR, 1BTH garden unit. This home could also make a good single-family conversion. (Seller is a licensed broker in the state of Illinois)

5852 W Wilson Avenue, Chicago
$595,000
5 Beds ⋅ 3 Baths ⋅ 12084103 MLS ⋅ CLOSED Status
Welcome to this impeccably maintained duplex home located on a serene street in the heart of Jefferson Park. Owned and cared for by the same family for years, this property boasts a meticulously updated brick 2-flat with an additional garden apartment, offering both comfort and versatility. The first floor of this charming home features three spacious bedrooms, complemented by generously sized living and formal dining rooms, perfect for gatherings and everyday living. The modern, updated cabinet kitchen is a chef's delight, complete with granite countertops and stainless steel appliances, ensuring both style and functionality. Throughout the home, beautiful hardwood floors enhance the ambiance, while the tiled bathroom with a whirlpool tub adds a touch of luxury. Downstairs, the basement reveals three finished rooms, including a kitchen and bath, ideal for an extra in-law apartment or additional living space. Outside, a lovely yard provides a peaceful retreat, while a huge garage offers ample storage and parking convenience. With the owner covering gas and electric for the first floor and garden apartment, this property presents an excellent investment opportunity with potential for increased rental income. Don't miss the chance to own this well-appointed duplex home in a desirable location, where comfort, convenience, and potential await. Schedule your showing today and envision the possibilities of calling this place home.

4509 N Mason Avenue, Chicago
$430,000
5 Beds ⋅ 2 Baths ⋅ 11979418 MLS ⋅ CLOSED Status
Nestled in the heart of Jefferson Park, this meticulously maintained brick 2-flat presents an exceptional investment opportunity. Boasting a prime location near the Blue Line and expressway access, this property features two 2-bedroom, 1-bathroom apartments, each with enclosed porches. The first-floor apartment features formal dining room, ideal for entertaining and enjoying family meals. Kitchens in both units have granite counters and dishwashers. In addition, apartments have beautiful hardwood floors throughout living areas and separate HVAC systems installed in 2020. Roof, gutters, downspouts, fascias, soffits, and porches have been replaced in 2012, providing peace of mind for years to come. Additional updates in 2012 include new windows, exterior doors, concrete sidewalk, electric panels, hot water heaters, flood prevention back-flow pump, drywall, appliances, and laundry facilities. A two-car garage provides convenient off-street parking for residents, with additional street parking available. Situated in Jefferson Park, this property offers easy access to public transportation. Proximity to the expressway offers added convenience for those who need to travel by car. With local amenities, parks, and schools nearby, this location has a vibrant neighborhood charm. Tenants pay all utilities. Gross income $34,800. Insurance $1,140, Water, sewer, trash around $240 per month. First floor Lease expires 06/30/24, second floor mtm. Short lot (114'), ideal for an owner looking for a minimal yard maintenance.

5349 N Lovejoy Avenue, Chicago
$735,000
8 Beds ⋅ 5 Baths ⋅ 11995398 MLS ⋅ CLOSED Status
Beautiful, oversized (all brick) 3 Flat. Build in 1998.Located in excellent area. In between Portage Park and Jefferson Park. Very close to Blue Line and Metra train station. Close to schools, shopping and parks. Please look at the Virtual tour to see all the beauty of this place. House have zoned Central Air through out the building. Each unit has separate electric and gas meters. All apartments have been recently updated. Two top units feature 1600SF each and lower apartment is 1200SF. Hardwood floors throughout 2nd and 3rd floor apartments. All new appliances in all units. Laundry room and storage in the building. Two upper apartments have large size patios overlooking back yard. Patio doors in those units have retractable shades that will protect you from the sun. 2.5 car garage has attic with ample storage space. Also has retractable awning. All gutters are maintenance free leaf gutters.Plenty of extra street parking. Only 3rd floor apartment is currently rented. For $1500. On month to month lease. Price to rent that one and 2nd floor unit could be $2200. For 1st floor unit you can get $1800. Total income(with all units rented) should be around $6200 per month. Thank you

5957 W Giddings Street, Chicago
$395,000
11942013 MLS ⋅ CLOSED Status
This brick mixed-use/flex/warehouse building is located in an outstanding location on Elston Ave in the thriving neighborhood of Jefferson Park and close to all transportation. The property is a great fit for an owner/user, investor, or business. The second floor consists of an 850 sqft 2-bedroom 1 bath apartment that is currently leased at $1200 per/month. The main level and basement are wide open and used as a warehouse with double-door access in the back and basement and a bath on 1st floor. The total building is approximately 2136 square feet without counting the basement. The outside has a generous paved space to park cars and work vehicles and there is a two-car detached garage located off the concrete alley. The yard space is fully fenced. so many possibilities await the next owner...office on 1st floor, stay in the apartment and run your business downstairs, investment, or expansion. Estate sale offered in "As Is" condition but well maintained. Roof 10 years old.

5572 N Elston Avenue, Chicago
$189,900
2 Beds ⋅ 1 Baths ⋅ 11924387 MLS ⋅ CLOSED Status
GREAT 2ND FLOOR 2BRS CONDO IN HOT JEFFERSON AREA. BRIGHT & SUNNY LIVING RM W/FIREPLACE & SOUTHERN EXPOSURE, FORMAL DINING RM, 2 LARGE BEDROOMS W/BIG CLOSETS. WALLS STENCILED BY HAND BY INTERIOR DESIGNER. ALL HARDWOOD FLOORS, THERMAL WINDOWS. KITCHEN W/42" MAPLE CABINETS, GRANITE COUNTERTOP & HONEY ONYX BACKSPLASH, CT FLOOR, PLUS BREAKFAST AREA. FORCE AIR HEATING & CENTRAL AC. UPDATED CT BATH W/STACKABLE WASHER & DRYER. EXTRA LARGE STORAGE IN BASEMENT. BRICK GARAGE W/1 PARKING SPACE (#11). FANTASTIC BACK YARD W/CEMENT PATIO - GOOD FOR SUMMER ENJOYMENT & BBQ. GREAT & CONVENIENT LOCATION - FEW BLOCKS AWAY FROM BLUE LINE, WALKING DISTANCE TO F. WILSON & T. JEFFERSON PARKS, CLOSE TO MAJOR H-WAYS, SHOPPING, RESTAURANTS. BEAUTIFUL & MOVE-IN CONDITION APARTMENT. LOW RE TAXES.

5418 W Windsor Avenue Unit #2S, Chicago



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

Copyright 2026 MRED LLC. All rights reserved.

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

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

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

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

Some listings have been excluded from this website.