View All Jefferson Park Chicago IL 3-Flats Listings

$599,000
6 Beds ⋅ 3 Baths ⋅ 12746363 MLS ⋅ ACTIVE Status
Excellent opportunity to own this well-maintained brick 2-flat with a non-conforming 3rd unit in the basement. All 3 units have 2 bedrooms & 1 bath! This property offers spacious layouts, quality updates, & excellent income potential! Special unit feature include: Hardwood floors & a spacious deck overlooking the yard on the 1st floor & hardwood floors, a walk-in pantry, and an enclosed porch on the 2nd floor. Additionally there are thermopane windows throughout, a nice fully fenced yard, and a large 2 & 1/2-car garage with room for lawn equipment & a workbench. Front hallway freshly painted! Entire 1st floor and basement apartments painted last summer. Major improvements include a roof replacement in 2019 and most mechanicals recently replaced. Both hot water heaters in 2022 & 2025; 1st-floor furnace in 2022; & 1st-floor A/C in 2018. All this situated on an oversized 37' x 125' lot! Prussing School K-8 is just down the block! Lovely Neighborhood Location!

5839 W Eastwood Avenue, Chicago
$790,000
8 Beds ⋅ 5 Baths ⋅ 12740081 MLS ⋅ ACTIVE Status
Amazing investment opportunty to own an updated legal 2-flat with a finished English Garden Unit with HIGH ceilings in Jefferson Park. This property offers generous living space, strong rental income, and excellent flexibility for an investor, owner-occupant, or multi-generational household. Both Unit 1 and Unit 2 feature 3 bedrooms and 1.5 bathrooms with thoughtfully redesigned floor plans that provide larger bedrooms than typically found in vintage Chicago buildings. Each unit offers bright living spaces, recessed lighting, updated kitchens with quartz countertops, stainless steel appliances, and ample cabinetry, plus one full bathroom and a convenient powder room. Unit 1 is currently leased at $2,650 per month, including electricity, gas/heat, water, trash removal, landscaping, and one garage parking space. Unit 2 is currently leased at $2,400 per month, including electricity and water. Together, the two legal units currently generate $5,050 in monthly rental revenue, or $60,600 annually. The finished basement is currently vacant but can provide additional flexible living space with 2 bedrooms and 1 full bathroom and an estimated rental potential of approximately $2,300 per month (MLS Comparable#: 12616160), subject to applicable laws, zoning, approvals, and permitted use. If legally approved for rental use, the property's potential combined gross income could reach approximately $7,250 per month or $87,000 annually. Additional features include an oversized deck above the garage, shared outdoor space, rear decks, and coin-operated washer and dryer, providing added convenience and potential supplemental income. Conveniently located near shopping, dining, transportation, parks, and neighborhood amenities, this is a versatile income-producing property with updated interiors, spacious layouts, and excellent long-term potential. Schedule your private showing today and explore everything this unique Chicago 2-flat has to offer.

5759 N Elston Avenue, Chicago
$599,900
6 Beds ⋅ 4 Baths ⋅ 12736543 MLS ⋅ CONTINGENT Status
MULTIPLE OFFERS. Located in Chicago's Portage Park neighborhood just south of Lawrence Avenue, this brick two-flat offers a solid investment or owner-occupant opportunity. Unit #1 spans the main level with 3 bedrooms and 1.5 baths, while Unit #2 occupies the second floor with 3 bedrooms and 1.5 baths of its own. A full, partially finished basement adds valuable extra space for storage and a detached 2-car garage round out the practical features. The brick exterior offers durability and classic two-flat character. Just steps from the Jefferson Park Transit Center - with CTA Blue Line, Metra, and bus access - and close to the neighborhood's shops, restaurants, and everyday conveniences along Lawrence Avenue, this property offers strong appeal for tenants and owners alike.

4552 N Lockwood Avenue, Chicago
$575,000
5 Beds ⋅ 3 Baths ⋅ 12711245 MLS ⋅ CLOSED Status
Longtime owner offers this classic checkerboard two flat in super desirable Jefferson Park! Main floor unit features 3 beds and 1 full bath with large living room with crown molding, formal dining room with original woodwork and coved moldings throughout with nearly 9 ft ceilings (hardwood flooring under carpet)! Lots of windows (all 4 sides) and natural sunlight! 3 nicely sized beds, 1 full bath plus kitchen with large walk in pantry! 2nd floor unit features 2 beds and 1 full bath with with large living room, formal dining room plus large oversized kitchen with all appliances and pantry! Large back porch too! Full basement with 1/2 bath plus laundry room! Exterior features large patio overlooking well maintaned pine tree and garden area! 2 car detached garage! Great location...just steps to the blue line, minutes to the expressway and 10 minutes to the airport! Immediate possession if needed. Roof @ 10 yrs old and refurbished front stoop. Priced under recent appraisal...sold in as is condition! Opportunity is knocking!!

4933 W Ainslie Street, 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
$630,000
5 Beds ⋅ 3 Baths ⋅ 12676092 MLS ⋅ CLOSED Status
Fantastic investment opportunity on a quite tree lined street of Jefferson Park. Legal 3 flat perfect for an investor or live in owner looking to invest in themselves. Get the best of both worlds with a wonderful mix of vintage charm and modern conveniences. Kitchens and baths have been remodeled a while ago but very nice. Two 2-bedroom 1 bath units plus a large 4 room one bedroom on top floor. Enclosed back porches and lots of extra storage. All units have separate furnaces. Located in a quiet little neighborhood of Jefferson Park near Beaubien School and perfectly situated with easy commuter access to I-90 off Lawrence or hop on the Blue Line or Metra train just a couple blocks away. Still, plenty of opportunity to expand... additional potential square footage in the full high basement. Brand new 2 car garage and a nice, fenced yard. Rents $1900. 1st floor, $1800. 2nd floor, $1550. 3rd floor and $250 for garage with a total of $5500. monthly or $66,000 yearly gross less expenses of $18522. equals a net income of $47128. A 7% return on a cash-on-cash investment. Property in good condition and being sold "as is'". Any questions, offers or concerns contact Norbert Mika. See agent remarks.

5008 W Strong 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
$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
$740,000
8 Beds ⋅ 3 Baths ⋅ 12621770 MLS ⋅ CLOSED Status
Beautifully updated 3-flat located in the highly desirable Jefferson Park neighborhood of Chicago. Each unit offers three spacious bedrooms, modern finishes including granite countertops throughout, and updated shaker cabinetry. Enjoy the convenience of in-unit laundry in every apartment, along with central heating and air. The property also features a shared rear deck with ample street parking is readily available. Ideally situated just minutes from Harlem Irving Plaza, offering easy access to shopping, dining, and everyday conveniences. Don't miss this great property before it's gone! HIGHEST AND BEST DUE 4/20/2026 AT 1PM.

6030 W Lawrence Avenue, Chicago
$775,000
6 Beds ⋅ 3 Baths ⋅ 12606995 MLS ⋅ CLOSED Status
Perfect Opportunity for First-Time Buyer or Investor to own a 3 Flat in an Ideal Jefferson Park location! Close proximity to the award-winning Beaubien Elementary School and Taft High School! Park & playground is one block to the west, and CTA and Metra stops are just a few blocks and a short walk away. First time on the market in 39 years! Owner-occupied and/or Family-Occupied that whole time, and the renovations and improvements have been continuous. All three units offer individual furnaces and central AC, updated kitchens & baths, beautiful hardwood or bamboo floors, newer thermopane windows. Roof was a complete tear-off in 2020. Relax with a drink on the rebuilt front porch, or BBQ and entertain family/guests on the rear patio while admiring the perennial gardens. The owners will have the above ground pool removed prior to closing. Whether you are looking for your next investment, or are simply looking for a more affordable way to buy a home to live in, this property is ideal! Call/text to schedule your viewing today!

5055 W Argyle Street, Chicago
$625,000
9 Beds ⋅ 3 Baths ⋅ 12437405 MLS ⋅ CLOSED Status
Longtime family-owned and meticulously maintained, this rare extra-large 4,200 sq. ft. brick three-flat in Chicago's desirable Portage Park neighborhood offers a unique investment or owner-occupant opportunity. Each of the 3 spacious units features 3 bedrooms, a rare find in the area. Dry basement! 2 car garage! New boiler! Cash flow if owner occupancy as well as pure investment. Text Kelley to see this gem

5338 W Montrose Avenue, 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
$700,000
7 Beds ⋅ 5 Baths ⋅ 12491840 MLS ⋅ CLOSED Status
Fantastic opportunity in Jefferson Park! This well-maintained jumbo brick 2-flat is perfect for owner/occupants or investors. Each spacious unit offers 3 bedrooms, 2 ceramic title bathrooms, large living and dining rooms with carpeting over hardwood floors, and generous eat-in kitchens with ceramic title flooring--plus a brand new refrigerator in the first floor unit. First floor unit freshly painted. Hardwood floors throughout both units. The finished basement includes a recreation room with ceramic tile flooring, wet bar, electric fire place and a full bath, kitchen with new stove and bedroom. Ideal for extended family use. Utilities are separate (except water), and the property features a back porch, a fenced backyard accessed via the rear stairway and a detached 2.5-car garage. Located near bus stops, expressways, the Blue Line, schools, parks and shopping. Rental potential is strong for the area. Pre-qualified buyers only. Show and sell!

5705 W Higgins Avenue, Chicago
$570,000
5 Beds ⋅ 3 Baths ⋅ 12460326 MLS ⋅ CLOSED Status
Welcome to this beautifully maintained 2-flat with in-law suite, nestled on a quiet, tree lined street. This solid brick property has large 2 bedrooms / 1 bath units with heated bonus rooms which could be a terrific den or office. Additionally, there is central air through the entire building. The combined living/dining area can accommodate lots of large furniture pieces. The kitchens have plenty of room for breakfast tables. The lower level lays out as a massive in-law suite with a gorgeous newer bath, or it could make for a huge, lovely duplexed unit as the building has both front and rear stairs. It's an excellent, flexible floor plan. Unit 1 features newer appliances. The building also has a flood control system, 3 separate gas hot water boilers and free laundry in basement. The yard is beautiful and there's a large 2.5 car garage. Enjoy all that Jefferson Park has to offer such as fun restaurants, shopping, a Metra stop, a Blue Line stop taking passengers to both downtown and O'Hare, plus very easy highway access. Units are ready to rent right now, or with some cosmetic updates this could be a fabulous investment. The property is rock solid.

5132 N Mango Avenue, Chicago
$715,000
6 Beds ⋅ 4 Baths ⋅ 12390583 MLS ⋅ CLOSED Status
Unbelievable opportunity to live in sought-after Jefferson Park or expand your rental/investment portfolio with this impeccably maintained all-brick 2-flat featuring additional income-generating living space in the basement. Over $100K in recent improvements include a complete electrical service and distribution replacement ($37K, 2022) by ABC Electric with City of Chicago permits, new GFCIs, smoke/CO detectors, and Ring video doorbells; a fully renovated in-law suite ($40K) with new flooring, bathroom, kitchen, cabinets, and furnishings; and a new GAF roof ($10K) with Class A fire rating and 25-year limited warranty. Units 1 and 2 each offer 3 bedrooms, 1.5 baths, updated kitchens and baths (2019) with quartz counters and stainless steel appliances, hardwood floors under carpeting, fresh paint, and new exterior screen doors. The rented basement unit includes a full bath, bedroom, kitchen, living area, and laundry. Additional highlights include central air, generous outdoor space with a patio, 2-car garage, and parking pad. Located near O'Hare, I-90, I-94, CTA and Metra, this move-in-ready, income-producing property is a rare find you won't want to miss.

5534 N Central Avenue, Chicago
$405,000
6 Beds ⋅ 2 Baths ⋅ 12441563 MLS ⋅ CLOSED Status
Buyer financing fell through! Back on the market and a great investment opportunity in prime Portage Park. Bring your development ideas to this 2 flat on a 35 ft wide lot. Create a great duplex down with the first floor unit and continue to produce income with the second floor. Or build your dream single family home. Both units have 3 bedrooms and 1 bath plus a bright and spacious living room, dining room and kitchen with walk-in pantry. Hardwood floors throughout and second floor has newer carpet. Outdoor spaces in both the front and back. Nice size yard with 2 car garage. Unfinished basement with washer and dryer. Prime location close to the Blue Line, Metra and buses. Easy access to 90/94 Selling As-Is

5037 W Sunnyside Avenue, Chicago
$448,000
3 Beds ⋅ 2 Baths ⋅ 12419028 MLS ⋅ CLOSED Status
** MULTIPLE OFFERS RECEIVED BEST AND FINAL BY 8/3 NOON **.GREAT JEFFERSON PARK LOCATION. THIS WELL-CARED FOR CHARMING, SOLID 2 FLAT HAS GOOD BONES, HARDWOOD FLRS, CENTRAL AIR, ALL SEPARATE UTILITIES, ENCLOSED PORCHES, FULL UNFIN BSMT. EXTERIOR HAS NEWER SIDING & ROOF ON THE HOUSE & GARAGE(2012). BEAUTIFUL BACKYARD W/LGE PATIO, 30 FOOT LOT. SUPER LOCATION. CLOSE TO SHOPPING AND TRANSPORTATION!

5709 W Ainslie Street, Chicago
$842,000
8 Beds ⋅ 5 Baths ⋅ 12410165 MLS ⋅ CLOSED Status
Meticulously maintained Owner Occupied legal 4-unit building in Jeff Park includes a brick 3 flat & coach house. The front 3 story building includes 3 units + an additional finished lower level. The 1st floor was redesigned & rehabbed in 2015; the 2nd floor in 2014; & the 3rd in 2013. The coach house was gut rehabbed in 2008 & remodeled in 2025. The lower level was rehabbed in 2024. Currently the 1st floor lease includes use of the finished lower level & the room count includes this space. More recent improvements include new roof on both buildings in 2017, 200-amp electric service with 5 panels, Parks flood control installed in 2024, new gas boiler servicing the 1st, 2nd & basement in 2014, new 3rd floor wall heater-2023, new Mitsubishi Hyper Heat & Air mini split in coach house-2025. Great yard space & concrete patio + an additional covered patio for the coach house. Long term tenancies do not reflect market rent. Walk to Metra at Forest Glen & Jeff Pk, Blue line at Jeff Pk, the north branch bike trail at Forest Glen, also Mariano's, Target, LA Fitness, Starbucks all within walking distance.

5128 W Carmen Avenue, Chicago
$750,000
8 Beds ⋅ 4 Baths ⋅ 12396676 MLS ⋅ CLOSED Status
Drop in showing this Sunday (7/13/25) from 12:00 PM to 2:00 PM - don't miss this fantastic opportunity! Incredibly spacious and unique 2-flat with additional finished basement (in law unit), situated on an oversized 50' wide lot in the highly sought-after Jefferson Park/Forest Glen neighborhood. This property lives like a massive single-family home and offers tremendous versatility and income potential. The main level boasts 3 generously sized bedrooms and 2 full bathrooms, including a recently renovated bath. Enjoy a bright and airy open-concept living and formal dining area, plus a fully updated kitchen featuring 42" cabinets, granite countertops, a large island, washer and dryer hook up, and stainless steel appliances. This property also boasts a sun-filled sitting room providing additional lounging space. The large primary bedroom offers excellent closet space. Upstairs, you'll find a bright and modern 3-bedroom, 6-room apartment with its own private entry, an oversized primary bedroom with walk-in closet, updated kitchen, and full tile bath. Separate utilities and central A/C make it ideal for rental-easily generating $1,800+ per month. The full finished basement offers flexible living quarters with a full bath, second kitchen, spacious living area, laundry, and an additional room that can serve as a bedroom, office, gym, or more. Basement space can be duplexed with the first floor or used as its own unit. Additional highlights include beautiful hardwood floors throughout, majority of windows are new and just installed within the last year, flood control system, freshly painted deck, and a charming side yard and rear deck. This is a rare opportunity-homes on double lots like this don't come around often. Endless possibilities for investors or owner-occupants!

5125 N La Crosse Avenue, Chicago
$695,000
6 Beds ⋅ 2 Baths ⋅ 12373914 MLS ⋅ CLOSED Status
Charming all-brick 2-Flat in prime Portage Park Location! Situated on a quiet, tree-lined street, this well-maintained property is ideal for investors or owner-occupants seeking income potential. Each unit features 3 spacious bedrooms, 1 full bath, a generous sized living room, separate dining area, and a bright kitchen with a breakfast room. Unit 1 boasts freshly refinished hardwood floors, while Unit 2 includes a convenient laundry hook-up. A full, unfinished basement with a laundry area offers excellent storage and expansion potential, featuring generous ceiling height that makes the space feel open and functional. Enjoy the fenced backyard with a brick patio, plus a 2-car detached garage. Recent updates include fresh paint, updated bathrooms and overall excellent upkeep inside and out. Perfectly located within walking distance to the Montrose Blue Line, Kennedy Expressway, parks, schools, shopping, and just minutes to O'Hare. Live in one unit and rent the other-or rent both for strong, consistent cash flow. Natural light, hardwood flooring, and classic charm make this a standout opportunity in one of Chicago's most accessible neighborhoods!

5006 W Sunnyside Avenue, Chicago
$615,000
6 Beds ⋅ 3 Baths ⋅ 12364637 MLS ⋅ CLOSED Status
Exceptionally large BRICK 2-Flat with additional GARDEN IN-LAW located in a heart of Portage Park and within the highly desirable TAFT HS district! Fenced-in backyard with patio ideal for outdoor relaxation and activities. 2 car detached garage, storage shed and plenty of street parking. Each unit features: 3 bedrooms, 1 bath, generous living room, formal dining room, eat-in kitchen and is loaded with storage space. Top floor unit nicely updated, once occupied by the owners. Shared coin-operated laundry (owned) and generous storage room in the basement. NEWER MECHANICALS: forced-air gas furnace (American Standard 2017), CENTRAL A/C (American Standard 2017), 2 hot water heaters ( one is GE 2013, other Rheem Performance 2019). Building has 2 separate gas/electric meters. All units are rented below market to long-time, month-to-month tenants - offering great upside for investors or future owner-occupants. Garage and coin laundry bring in additional income. Current property taxes don't reflect any exemptions- potential reduction if owner-occupied. Nestled in the most prime pocket of Portage Park, steps away from Elementary/Middle school, playground, soccer field, near parks, shopping, restaurants, multiple transit options (CTA, Blue Line, Metra) and easy access to I- 90/94 and O'Hare/downtown. Whether you're looking to live in one unit and rent the other or capitalize on a high-demand rental area, this versatile and well-located property offers unmatched potential.

4510 N Menard Avenue, Chicago
$580,000
6 Beds ⋅ 5 Baths ⋅ 12302635 MLS ⋅ CLOSED Status
Available to show now! Spacious and well-maintained brick 2-flat+ full basement in the sought-after Jefferson Park/Portage Park area. This estate sale offers a long-time family-owned building featuring two generously sized 3-bedroom, 1.5-bath units, each approximately 1,350 sq. ft. The units also feature formal living/dining rooms + eat-in kitchens and large enclosed porches for extra storage. Original hardwood floors are beautifully preserved under the carpet. Recent updates include a roof less than 10 years old, two water heaters (2021), and boilers replaced in 2015 and 2021. Additional upgrades include an exterior double check valve (2021) and a newer sump pump. The expansive basement features 8-foot ceilings, radiant in-floor heating, a full bathroom, and is already framed-ready to be finished as an ADU or recreation area, complete with laundry and ample storage. Outside, enjoy a brick paver patio with a gas line for grilling and a 2-car brick garage. The second-floor unit is a well-preserved mid-century time capsule, while the first floor features updated kitchen flooring and newer stainless steel appliances. Prime location with easy access to the Blue Line, Metra, Kennedy Expressway, and I-294, plus nearby shopping and dining options like Jewel, Starbucks, Earl's BBQ and the beloved Delightful Pastries. A fantastic opportunity for investors or owner-occupants!

5834 W Giddings 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
$505,000
6 Beds ⋅ 3 Baths ⋅ 12301900 MLS ⋅ CLOSED Status
Multiple offers have been received. Asking for highest and best (H&B) offers by tomorrow, March 10, at 3:00 PM. Charming Two-Flat in Jefferson Park! This well-maintained property features two spacious 2-bedroom, 1-bath units, each with a breakfast area next to the kitchen, plus a 2 bedroom 1 bath in-law unit in the basement. Plenty of street parking available. Enjoy easy access to CTA Blue Line, Metra, I-90, and I-94, making commuting a breeze. Conveniently located near parks, shopping, schools, and dining, this home is an excellent opportunity for owner-occupants or investors in a high-demand area. AS-IS SALE!

5216 N Ludlam Avenue, Chicago
$725,000
6 Beds ⋅ 3 Baths ⋅ 12295226 MLS ⋅ CLOSED Status
Beautifully maintained two-flat with additional in law apartment in basement with 1 bed /1bath .Both units offer 3 bedrooms ,1 bath , generous living and dining spaces and big eat-in kitchen with enclosed back porch .Modern updated kitchens cabinets with ss appliances and granite countertops .New doors ,new windows ,hardwood floors and more. The back stairways leads to a nice fenced backyard with sprinkler system and coin operated laundry in basement .2-nd floor long time tenants low rent. Great Jefferson Park location never vacancies and close to expressway ,blue line and buses. This property is great opportunity for both investors and homeowners .

6108 W Higgins Avenue, Chicago
$545,000
6 Beds ⋅ 2 Baths ⋅ 12293828 MLS ⋅ CLOSED Status
Beautifully maintained and recently updated charming 2 flat on a 38 ft wide lot located on a one way tree lined street in a wonderful quiet pocket of Jefferson Park! Absolutely fantastic 3 bed, 1 bath units with updated Kitchens and baths, recently refinished hardwood floors throughout and enclosed back porches. Large 2 car garage for tenant parking and private, fully fenced backyard. All new copper piping installed from the street to the building and throughout the building. No more lead pipes! Additional unfinished accessible attic space can be finished to expand 2nd floor unit. Great curb appeal with inviting front porch. Accessible basement with clean laundry room and storage room. This is a fantastic investment property or occupy one unit and rent the other! Everything has been done and building is in impeccable condition! Both units are currently leased with excellent Tenants. Longtime owners have kept up with this classic 2 flat building and are conveying "AS-IS".

5117 W Strong Street, Chicago
$720,000
4 Beds ⋅ 3 Baths ⋅ 12283325 MLS ⋅ CLOSED Status
MUST SEE!!! LARGE AND EXTREMELY WELL MAINTAINED BRICK 2-FLAT ON A 40 x 127 LOT WITH SIDE DRIVEWAY ON A BEAUTIFUL TREE LINED STREET IN JEFFERSON PARK. OWNER HAS FINISHED UPDATING AND ORGANIZING AND IS READY TO MOVE ON. THE FIRST-FLOOR UNIT IS A 3 BEDROOM, 2 BATHROOM DUPLEX-DOWN PERFECT FOR OWNER OCCUPANCY. THE LOWER LEVEL BOAST A LARGE AND BRIGHT FAMILY ROOM. THE SECOND-FLOOR UNIT IS A 2 BEDROOM, 1 BATHROOM AND ENCLOSED PORCH, HARDWOOD FLOOR THROUGHOUT UNDER CARPETING. BOTH UNITS HAVE CENTRAL AIR, WASHER/DRYER, EXTRA STORAGE AND GARAGE SPACE. THIS AMAZING PROPERTY FEELS LIKE 2 SINGLE FAMILY HOMES. STEPS FROM THE NEIGHBORHOOD'S RESTAURANT, PARK, SHOPPING, AND PUBLIC TRANSPORTATION. CONVENIENT TO THE BLUE-LINE AND TRAIN, EASY ACCESS TO KENNEDY EXPRESSWAY. THIS BUILDING SITS ON AN EXTRA WIDE LOT PROVIDING A WIDE FLOOR PLAN AND AN ABUNDANT AMOUNT OF NATURAL SUN LIGHT. ADDITIONAL IMPROVEMENTS INCLUDE: ROOF, GUTTERS (2018), ENTIRE HOUSE ADVANCED PREMIUM CASEMENT WINDOWS (2017), ELECTRICAL WIRES UPDATED THROUGH ENTIRE HOUSE (2017), EVERREADY FLOOD CONTROL (2021), GARAGE EXTENSION (2024), DECK (2019), BASEMENT REHAB (2019). DON'T MISS THIS TRUE GEM, YOU WILL FALL IN LOVE WITH THIS HOME FROM THE MOMENT YOU STEP IN!

5408 W Sunnyside Avenue, Chicago
$653,000
5 Beds ⋅ 3 Baths ⋅ 12288280 MLS ⋅ CLOSED Status
MULTIPLE OFFERS RECEIVED! H/B by 5pm on 2/17. This remarkably charming 2-flat on a quiet tree-lined street is your chance to live in one unit and rent the other, or rent both units for profit. Each unit is bright and sunny, with large picture windows with south and eastern exposures. Both units have hardwood floors, arched doorways, charming details, and private balconies facing the double wide backyard. The 1st floor has a recently updated kitchen and bathroom, 2 bedrooms, and a bonus room. The second floor has 3 bedrooms and duplexes up to an upstairs studio/rec room with a separate bathroom and its own forced air heat and AC! This could easily be made into a 3rd unit or owner's suite. The large unfinished basement could be finished or used as storage. The huge yard has been lovingly maintained with prairie grass, perennial flowers, a privacy fence on one side, a non-fruiting pear tree, and a built in fire pit. Enjoy updated electrical, a high efficiency furnace and water heater, separate meters, and a 2 car garage. Close to 90/94, walkable to Portage, Jefferson, and Wilson Parks, Starbucks, Jewel, and so much more! Both units are currently rented (1st floor lease ends 09/26 2nd floor lease ends 06/25, but 2nd floor willing to vacate with 30 days notice negotiated before closing). Showing windows are Tuesdays between 12-2 and Sundays between 10-12. 24 hour notice required, LA will accompany.

5516 W Leland 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
$650,000
6 Beds ⋅ 3 Baths ⋅ 12159243 MLS ⋅ CLOSED Status
Beautifully maintained two-flat plus a non-conforming basement unit on a 30' wide lot in the highly desirable Jefferson Park neighborhood. Both main units offer 3 bedrooms, 1 bath, generous living and dining spaces, and extended kitchen/family room areas with enclosed back porch. The owner-occupied first-floor unit was updated in 2021 with modern finishes, including a spacious kitchen featuring Calacatta Ultra Quartz countertops, Frigidaire appliances, and custom cabinetry, making it move-in ready for comfortable living. The family room is located in the back, providing additional living space. The second-floor unit has an oversized kitchen extending into the back porch for added versatility. Both units benefit from separate utilities for maximum convenience. The property underwent extensive updates, including new electrical and plumbing in the first-floor unit and part of the basement in 2021, along with 1 new water heater (2021), tuckpointing (2021), sump pump (2020), and numerous newer windows. A fenced yard and 2-car garage complete the package. Ideally located just minutes from the CTA Blue Line, Forest Glen and Jefferson Park Metra stations, Mariano's, Cook County Forest Preserves, and Billy Caldwell Golf Course, with quick access to the I-90/94 expressways, this home offers unbeatable convenience.

5626 N Luna Avenue, Chicago
$430,000
5 Beds ⋅ 2 Baths ⋅ 12219587 MLS ⋅ CLOSED Status
This Dutch Colonial 2-flat, situated on an extra-wide lot in the desirable Jefferson Park/Forest Glen neighborhood, offers tremendous potential. Features include a spacious backyard, a 2 car garage, and an unfinished basement. Unit one has 3 bed, 1 bath. Unit 2 has 2 bed, 1 bath. Prime location near highways, public transportation, restaurants, shopping, and parks. Don't miss this chance to add value in a sought-after area!

5113 W Argyle Street, Chicago
$625,000
6 Beds ⋅ 3 Baths ⋅ 12178347 MLS ⋅ CLOSED Status
Here's your chance to own a beautifully updated 6-bed, 3-bath two-flat on a quiet, tree-lined street in Portage Park. This property offers exceptional curb appeal, with charming landscaping accentuating the classic brick facade and framing a quaint covered porch. Whether you're looking for an investment or a house hack, this opportunity is hard to beat-both units are move-in ready, featuring stunning oak hardwood flooring and well-designed 3-bed, 1-bath layouts. The bathrooms in both units have been fully updated, showcasing gorgeous tilework, modern vanities, and fixtures. The kitchens, updated with modern fixtures, lead to enclosed balconies, perfect for year-round enjoyment. Both units are equipped with new light fixtures, ceiling fans, and all-new blinds. An abundance of natural light fills the space, highlighting the crown molding, accent walls, and the striking oak coffered ceiling in the upper unit. The beautifully landscaped backyard provides a private retreat for the summer months. The large two-car detached garage, complete with a workbench, offers plenty of space for your vehicles or an additional income opportunity. The basement houses the laundry and mechanicals and features a bar, full bath, and elegant oak wood paneling, making it an ideal recreational space with value-add potential. With a new boiler (2023), hot water heater (2024), and gutters (2022), you can rest easy knowing the home's systems are up-to-date. The windows and roof are also in excellent condition, with a mix of brand-new windows and others replaced within the past 15 years. As the owner, you have the flexibility to live in one unit and rent out the other to help cover your mortgage, or rent both for consistent cash flow. Conveniently located near shopping, dining, and entertainment options, with easy access to bus lines, Mayfair and Montrose stations, and major highways-this property won't last long!

5036 W Sunnyside Avenue, Chicago
$715,000
8 Beds ⋅ 3 Baths ⋅ 12132913 MLS ⋅ CLOSED Status
Legal 3 flat. Extra wide city lot 39' X 129 feet. Two 3 bedrooms units and one 2 bedroom unit. Clean well maintained building. All new windows. Side driveway with street and alley access. Fully rented. 2 car garage with alley access. Fully fenced backyard. Many updates throughout property. The buyer will be the 3rd owner of this beautiful building.

5817 N Elston Avenue, Chicago
$541,000
7 Beds ⋅ 3 Baths ⋅ 12124739 MLS ⋅ CLOSED Status
Well maintained 2 flat brick building with 2 bed 1 bath first floor, 3 bed 1 bath 2nd floor & 2 bed 1 bath finished attic for extra income. Detached two car garage. Metra and Blue Line Jefferson Park Terminal are a few blocks away. Walk to school within a minute. New hot water tank was installed in 2024. Laundry in the building. 2nd floor has central air and forced air heat. Tenants pay all utilities. RENTS ARE WAY UNDER MARKET PRICE!!

5150 W Carmen Avenue, Chicago
$500,000
6 Beds ⋅ 2 Baths ⋅ 12076115 MLS ⋅ CLOSED Status
ESTATE SALE. AS-IS. 2 flat with unfinished basement. 3 beds plus den and 1 bath per unit. Washer dryer in basement. Gas forced heat and central air. Hardwoods under all carpet. Has been a family home with 2 separate units and has never been rented. Photos are of the second floor unit.

5322 W Carmen Avenue, Chicago
$590,000
5 Beds ⋅ 3 Baths ⋅ 12110467 MLS ⋅ CLOSED Status
Great Location-Well Maintained 2 Flat with a non-conforming Garden Apartment Building. It has 3 separate Electric Meters and 3 Circuit Breaker. New Roof (2019) - 2 New Hot Water Tanks (2023) - 2nd Floor New Boiler Heater (2023) - New Gutters (2017) - Garden has New Water Tank (2016), New Windows Throughout Entire Building. Garden Apartment all Brand New (2016). 1st and 2nd Unit have Kitchen Dinette - 2 Bedrooms with closets - Dining/Living Room Combination - Hardwood Floors Under the Carpets in Bedrooms and Dining/Living-Enclosed Porch. All Units are Occupied and have lease. Tenant Pays all Utilities, Owner Pays Taxes, Insurance, Water, Landscaping, Maintenance and any Repairs. Selling As Is Condition.

5674 W Higgins Avenue, Chicago
$696,500
5 Beds ⋅ 3 Baths ⋅ 12106116 MLS ⋅ CLOSED Status
Great invesment opportunity in Jefferson Park, two-flat with non-conforming garden unit. First floor is a 1,200 square foot 2 bed 1 bath plus den with a separate dining room. The second floor unit is a 2,000+ square foot duplex-up. The unit consists of 3 bedroom/2 bath, in-unit W/D, eat-in kitchen, formal dining room, sun-room, large, bright living room, crown molding, and hardwood floors throughout. Garden unit is a spacious 1 bed 1 bath.

5946 W Leland 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
$670,000
6 Beds ⋅ 4 Baths ⋅ 11973357 MLS ⋅ CLOSED Status
Jefferson Park Gem! Fresh and light-filled, this well maintained and immaculate 2-flat has 3 beds, 1.5 baths on each floor along with additional space in the garden offering a family room, 2 beds, 1 full bath and a wet bar. This building is move-in ready, both apts have large open spaces with big windows and shining HW floors throughout. The living room/dining room areas are unobstructed with an abundance of space for comfy furniture and an area for a dining table & chairs. There is a spacious eat-in kitchen for casual meals with access to the back stairway. There are 3 good sized bedrooms and 1 and 1/2 baths on each floor. The back stairway leads to a nice fenced-in backyard with a 2.5 car garage, complete with party door. The basement has a nice clean laundry room with an oversized sink and plenty of room for folding & ironing, and a separate utility room with additional storage space. Recent updates include: 2023 - All the hardwood floors refinished, fresh paint on all interior walls and ceilings, 2nd floor kitchen new SS frig and cooktop, 2022 - 1st floor kitchen new SS frig, 2020 - 1st floor water heater, 2018 - sump pump installed, 2017 - 2nd floor water heater, 2015 - basement refinished, both baths on 1st floor freshly updated, 2007 - new roof and soffits, 2004 - new windows. Great location just blocks from Farnsworth School, with easy access to the blue line, metra, 90/94 downtown and O'Hare. Great opportunity for a multi-family or investment property. Schedule your showing Today!

5408 N Central Avenue, Chicago
$552,400
6 Beds ⋅ 3 Baths ⋅ 11961541 MLS ⋅ CLOSED Status
Great investment opportunity as rental or live in owner with income to assist paying the mortgage. Attractive Dutch Colonial style 2 flat building with non-conforming garden unit. All 3 updated apartments. First floor 6 room 3 bedroom $1450. 2 Second floor 2 bedroom $1425. and i bedroom garden unit $1195. includes all utilities. Kitchens and baths all redone about 10-12 years ago and refinished hardwood floors. Separate heat and AC. 1st floor supplies heat for garden apt. Electric, copper plumbing updated and new windows at the same time. 1st floor rent per lease is $1500 and receives a $50 credit for the gas bill. Net rent $1450. 2 car garage rented for $250. Laundry $75. Great location on a nice side street. Tenant occupied requires minimum of 48 hour notice. Please be patient. Any questions or concerns please contact: Norbert Mika Do not contact Matthew Mika.

5807 N Marmora Avenue, Chicago
$581,500
6 Beds ⋅ 3 Baths ⋅ 11945179 MLS ⋅ CLOSED Status
Welcome to 5748 W Gunnison Ave, a stunning brick 2-flat in the heart of Jefferson Park, a neighborhood renowned for its vibrant community and convenience. This property is a perfect blend of timeless elegance and modern living, offering spacious units and recent updates. Each floor features a generous layout with 3 bedrooms and 1 bath, offering comfort and sophistication. The first unit is vacant, ideal for investors or homeowners seeking a multi-generational living solution. The second unit boasts freshly redone hardwood floors and new paint, complemented by a lease agreement that expires in December of 2024. Enjoy easy access to the blue line, Metra, Kennedy Expressway, and Interstate 294, making commuting and city exploration a breeze. This property has been maintained by one family for several decades reflecting pride and care in every corner. Each unit has its own furnace and water heater, ensuring comfort and independence for residents. The property includes a finished basement that has ample storage and additional potential for the future homeowner. The well-maintained yard and 2-car garage enhance the property's appeal, perfect for relaxation or entertainment. The property is being sold as-is.

5748 W Gunnison Street, Chicago
$405,000
5 Beds ⋅ 2 Baths ⋅ 11917554 MLS ⋅ CLOSED Status
Portage Park location! Spacious 2-flat with 5 beds/2 baths on a 4660 sq ft lot and 2-car garage. The 1st floor has HW floors throughout with a large light filled LR and separate formal dining room. Off the dining room is a good sized kitchen with plenty of cabinets and a walk-in pantry. There are 3 bedrooms and 1 full bath. The 2nd floor unit has HW floors throughout with a spacious living room, eat-in kitchen, enclosed porch, 2 bedrooms and full bath. There is a full basement with separate storage areas and common laundry area with washer & dryer, folding table and big sink. There are 3 meters, 2 newer hot water heaters and 1 furnace The enclosed back stairs lead to a large grassy backyard and the garage. Recent updates include, double glazed windows (except for back porches). siding, roof, fascia and gutters. Convenient location, just off Montrose within walking distance to the CTA bus and easy access to the Blue Line and Metra. Nice investment opportunity, owner occupant or multi-generational family. Tenant occupied, scheduled showings only on Saturday's from 11 - 2. Please schedule through showingtime.

4422 N Melvina Avenue, Chicago
$725,000
6 Beds ⋅ 5 Baths ⋅ 11913891 MLS ⋅ CLOSED Status
Prime Jefferson Park location walking distance to Jeff Park terminal - Blue Line, Metra & Pace. Rarely available 4 flat corner building, well cared for by long time owners. The 5118 Laramie side features 4 room, 1 bed units, the 5120 Laramie side are 5 room, 2 bed units. Beautiful original natural woodwork & doors throughout. Hardwood under carpeting. Enclosed rear stairway/porches. All separate utilities including 4 hot water heating units (baseboard), 4 hot water tanks, separate electric. There are 4 gas meters and 5 electric meters. All Copper plumbing. Roof re-coated in 2021. Basement has storage spaces, coin washer & dryer, work room, rec room and full bath. 3 car brick garage used by owner. There's plenty of non-zoned street parking. Large, 50 ft corner lot - patio, fenced rear & side yard space! Beaubien School, Park, & Mariano's nearby. Overall very good condition, being sold as is.

5118-5120 N Laramie Avenue, Chicago
$560,000
6 Beds ⋅ 3 Baths ⋅ 11906284 MLS ⋅ CLOSED Status
Immaculate brick two flat on a 30 ft lot! Amazing location, close to Portage Park, Expressway and Metra while sitting on a beautiful tree lined street. Both the top floor units are 3 bedrooms 1 bathroom with tons of natural light! Unit 2 has hardwood floors, Stainless appliances and granite countertops in a large kitchen, central air and heat, good closet space, and fully updated bathroom and is currently rented for $1650 with one parking spot and leased till August 2024. Unit 1 was refreshed in 2017 with a large kitchen and is currently rented for $1500 with one parking spot and leased till April 2024 (notice to vacate has been delivered to allow for an owner occupied buyer). Shared laundry in the utility room for all tenants. Stable rental units and never a vacancy. Beautiful patio and parking pad. Amazing opportunity for investors or live-in owners. Building has had spot tuckpointing and roof maintenance and lintel repairs. Two tankless HWH installed in 2019.

5253 W Agatite Avenue, Chicago
$575,000
7 Beds ⋅ 3 Baths ⋅ 11871587 MLS ⋅ CLOSED Status
This Mid-Century Chicago three-flat with 2-car garage has been loved and maintained by the same family since it was bought in 1963. The garage unit has a 1 bedroom and 1 bathroom. The second and third floor units have 3 bedrooms and 1 bathroom each. Back entrances for all 3 units will take you to the basement with a laundry/utility area where you will find 2 washers and 1 dryer. As a bonus, there is an office in the basement and an extra shower. Though you might not find the units adorned with modern upgrades, some may appreciate the retro look of the kitchens and bathrooms. Two units feature original hardwood floors. Both the home and garage have newer roofs in the past 4 years. The hot water tank for the third floor is new. The building is move-in read or ready for you to make it your own!

6346 W Montrose Avenue, Chicago
$520,000
4 Beds ⋅ 3 Baths ⋅ 11816301 MLS ⋅ CLOSED Status
Welcome to this recently updated (2021), wonderfully maintained legal 2-Flat with a finished basement in Jefferson Park. The 2 desirable units feature newer kitchens with stainless steel appliances and quartz countertops. Adjacent to the kitchen are 2 bright rooms which let in plenty of sunlight and have spacious closets. Both bathrooms have been updated. Currently, the basement unit is rented to a month-to-month tenant who pays $800 a month and takes care of lawn care and snow removal. Unit 1 is rented to long-term tenants for $1650 a month; their lease ends on 8/31 and will move out. Unit 2 has functioned as an Airbnb and is currently vacant. Additionally, there is a washer and dryer (replaced in 2021) as well as 2 boiler systems, 2 water heaters (1 replaced in 2021) in the basement. There are 3 electric and gas meters. In the back, there is a nicely sized backyard and a 2 car garage which is currently used by the basement tenant. Public transportation is readily available and the Jefferson Park Blue Line Train Station is down the street. Many restaurants/bars nearby. This building would be perfect for a live-in landlord: live in one unit and rent the others. Or, rent out all the units and collect the rents! The sellers cannot attest to the legality of the basement unit.

5761 N Elston Avenue, Chicago
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