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$399,900
3 Beds ⋅ 2 Baths ⋅ 12755813 MLS ⋅ NEW Status
Don't miss the chance to own this wonderful brick, octagon bungalow in Jefferson Park! Hardwood floors and original woodwork throughout. Eat-in kitchen with a walk in pantry. Enclosed porch with a big window overlooks the yard and serves as an entryway for your shoes and coats. Full basement great for storage has a shower enclosure and toilet. Attic was finished a long time ago and current owners are using it for storage, but it is heated and has replacement windows. Close to I94/90, walking distance to Metra and Blue Line, walking and biking paths.

5425 N Linder Avenue, Chicago
$599,900
5 Beds ⋅ 3 Baths ⋅ 12755079 MLS ⋅ NEW Status
JEFFERSON PARK GEM WITH A BACKYARD RETREAT LIKE NO OTHER! Meticulously maintained and exceptionally inviting, this charming 2 flat, within walking distance to Jefferson Park station, offers spacious living and dining rooms, beautiful hardwood floors, a newer kitchen, a 2nd floor rental unit and a fully finished basement ideal for extended family, guests, recreation, or additional living space. But the true heart of this home is the extraordinary two-level rear deck. Directly connected to the house and accessible from both the first and second levels, this expansive outdoor living space is an entertainer's dream. A covered gazebo, mature grapevines, warm wood decking, and a built-in hot tub create a private backyard oasis that feels more like a destination than an ordinary city backyard. It's the perfect setting for summer gatherings, quiet evenings, morning coffee, or relaxing in the hot tub surrounded by greenery. The oversized, fully fenced yard provides exceptional privacy and additional space for entertaining, gardening, or enjoying the outdoors. This is more than a very nice Jefferson Park home-it is a home with a truly special outdoor lifestyle.

5128 W Ainslie Street, Chicago
$499,000
12755075 MLS ⋅ NEW Status
Highly visible 3,125 SF office/warehouse building with 25' of frontage along Elston. Located in a bustling mixed-use neighborhood on Chicago's Northwest Side. The versatile layout includes private offices, an open office area, two washrooms, a break room, and a rear 20' x 30' warehouse with 10.5' ceiling height and a drive-in door. The property offers excellent flexibility for a variety of users, including office, retail, warehouse, service, and other commercial uses. B3-1 zoning provides additional flexibility for future use. Conveniently located approximately one mile from I-90, two miles from I-94, and near CTA transportation.

5962 N Elston Avenue, Chicago
$575,000
4 Beds ⋅ 3 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
$579,900
5 Beds ⋅ 3 Baths ⋅ 12754676 MLS ⋅ NEW Status
What a yard! Gorgeous frame 2 unit spanning 2 lots in Jefferson Park side of Portage Park Chicago. Fully enclosed, this double lot has mature landscaping, an oversized garage, raised patio and additional storage shed. It doesn't lack hang out space nor growing space! This 2 unit has a partially finished basement with a bedroom/bar setup and full bath. The attic is unfinished with further expansion potential. The second floor has central heat and air with a brand new condenser and updated fridge. It features all hardwood, original hutch and high ceilings. Most of the windows have been updated in the last 15 - 20 yrs. Roof estimated 10-15yrs old. The 1st floor is boiler heated with 2 large bedrooms and a big kitchen with back sunroom. This unit is in need of some TLC. Unit 1 and garden are vacant and ready while 2nd floor's lease ends in Feb. 28th 2027. Great location by greenspace, walk to the Metra, bus and Jeff Park Blue line transit center and just 2 blocks from Jewel, great dive bars, Starbucks, Prussing Elementary, great Pilipino and Polish restaurants.. ALL within a 5 minute walk...

5753 W Giddings Street, Chicago
$929,000
4 Beds ⋅ 4 Baths ⋅ 12754500 MLS ⋅ NEW Status
Welcome Home to this beautifully maintained contemporary residence, where modern design meets comfortable everyday living right on the border of Jefferson Park and Forest Glen! Thoughtfully designed for both entertaining and every day life, this super spacious home offers 4 bedrooms, 4 baths, a fully finished basement, two additional rooms and a beautifully landscaped backyard. The open-concept main level is filled with natural light from all angles and features a stunning kitchen with custom cabinetry, quartz countertops, stainless steel appliances, and a large island overlooking the seating and dining areas anchored by a cozy electric fireplace, with a bonus room attached, perfect for a sunny office space! Plus an ample living area also on the main level leading right out to your own private oasis. Step outside to a beautifully landscaped backyard with a paver patio, creating the perfect setting for summer gatherings or quiet evenings at home. On the top floor, start your mornings with coffee on your private balcony right off the spacious primary suite facing South, flooding the space with more natural sunlight. Enjoy the convenience of second-floor laundry where all 4 bedrooms live. Downstairs, the finished lower level expands your living space featuring a full wet bar, full bath, and a versatile bonus room perfect for a guest suite, home office, gym, or 5th bedroom. Designer lighting, custom window treatments and dual HVAC systems, add comfort and peace of mind. PLUS 2.5 car garage with EV parking! Ideally located in the top-rated public school district - Beaubien Elementary just one block over and Taft High School nearby. Plus surrounded by plenty of parks & hiking trails, the CTA Blue Line, Metra stations and I-90/94, this home offers the perfect blend of city convenience, and neighborhood charm. *Also available for rent at $7,900/month.

5047 W Winnemac Avenue, Chicago
$295,000
2 Beds ⋅ 2 Baths ⋅ 12754394 MLS ⋅ NEW Status
Beautiful, freshly remodeled second floor 2 bedrooms 2 full bathrooms condo for sale in prime Chicago location. This condo features specious room sizes, good closet space, storage, separate dining area, eat in kitchen with the large island and a balcony right off the living room. Entire unit was freshly remodeled with modern touches! New flooring, heated bathroom's floors, new kitchen with under the cabinet's lights, newer appliances etc. This unit has a one off street assigned parking space. This unit has it's own laundry in the unit! Also additional storage unit and a coin laundry in the basement. Walking distance to Metro, grocery stores, banks, restaurants and gym. Do not miss it, will not last long! Rentals allowed, so investors welcome!

5322 W Windsor Avenue Unit #2C, Chicago
$340,000
3 Beds ⋅ 2 Baths ⋅ 12754165 MLS ⋅ NEW Status
Corner brick raised ranch single family home in NW Jefferson Park. Spacious 3 bed, 2 bath with over 1400 sf plus a tall, semi-finished basement. Hardwood floors under carpet, large bedrooms with generous closet space and an eat in kitchen. Primary bedroom has exposed oak floors, partially gutted en-suite bath and a large walk in closet. Gas forced heat and central air, roof approx 15 yrs old. 27'X124'corner lot zoned RS-2 with a detached 2 car brick garage. Property needs updating and TLC, this is an Estate Sale and being sold AS-IS. Great location near the Kennedy, blue line, shopping, dining, parks and forest preserves. Great opportunity to become a part of this awesome neighborhood!

5400 N Mulligan Avenue, Chicago
$59,900
12754255 MLS ⋅ NEW Status
Unit # 101. Efficiently built out office includes a waiting area, reception area, two exam rooms and a work room. Ideal office in well run HOA for a lawyer, dentist, accountant, etc. Perfect location to get your foot in the door in Jefferson Park.

4825 N Mason Avenue, Chicago
$230,000
3 Beds ⋅ 2 Baths ⋅ 12754215 MLS ⋅ NEW Status
A rare 3 bedroom and 1.5 bath condo in Jefferson Park! Large eat-in kitchen with newer appliances, ample cabinet and counter space for entertaining and open to the living/dining room. Hardwood floors, new lighting (2026) and freshly painted throughout the unit. Bedrooms are a great size with ample closet space, updated full bath (2026) and also a half bath. Unit has 2 ac wall units, a newer furnace (2021) and the building has coin-op laundry on the first floor, storage and comes with 1 assigned parking spot. Plenty of natural sunlight. Block away from the Metra, Blue line and CTA buses. Walking distance to plenty of restaurants, grocery store, Jefferson Park and Starbucks! Close to the 90/94 expressways. Investor friendly.

4928 N Lester Avenue Unit #2B, Chicago
$1,264,900
6 Beds ⋅ 4 Baths ⋅ 12754087 MLS ⋅ NEW Status
Rare historic and expansive 4 bed/2.5 bath + 2 bed/1 bath residence set on a raised elevation and oversized 9,125 SF corner lot in the Beaubien/Taft school district. Designed by noted Chicago architect Albert A. Schwartz, known for several landmark Chicago buildings, this architecturally significant "triple-thick/all-face" brick home offers a rare combination of historic craftsmanship, structural quality, and thoughtful modern updates. Soaring 9'7" ceilings, original custom oak woodwork, oversized 84" solid oak interior doors, a substantial custom oak entry door, custom wood storm door, original glass chandeliers, stained-glass windows, and a dramatic 96" balcony door showcase a level of detail rarely found today. Custom solid oak Pella front picture windows with authentic grids further complement the home's original character. Extensive recent improvements include a new large AZEK deck with built-in lighting atop a purpose-built concrete balcony, a reimagined kitchen with island, under-cabinet lighting and breakfast area, updated bathrooms, double-sided illuminated gas fireplace, new rear and basement stairs, Unico A/C, additional new windows, new balcony door, tuckpointing, gutters, soffits, tiled portico roof, extensive concrete work, and more. A radiant heat system provides quiet exceptional comfort, even warmth throughout the home without drafts or temperature fluctuations, offering efficient, consistent heating while preserving the integrity of the home. The extra family room is surrounded on three sides by architectural windows and features a fireplace, built-in shelving, and beautiful natural light. The private fenced and landscaped lot offers exceptional flexibility with an oversized full-brick 2-car garage, 2-car driveway, additional 2-car side parking pad for up to 6 total parking spaces, and a charming approximately 200 SF original accessory outbuilding, recently updated with new siding, windows, and doors, offering flexible use as additional storage, a studio, entertaining space, workshop, or seasonal. The purpose-built concrete balcony overlooks mature landscaping and offers seasonal skyline views. Compliments of the home's raised elevation and superior site grading, the bright 2 bed/1 bath garden-level unit with large above-grade windows and abundant natural light that create an inviting, highly-functional living environment. The flexible garden-level arrangement has existed for more than 100 years and offers excellent potential for multi-generational living, guest accommodations, home office use, or additional income with a private entrance. Ideally located near the Jefferson Park transportation hub with convenient access to the Metra and Blue Line, nearby Forest Glen Metra, and I-90/94. A rare opportunity to own a truly-distinctive Northwest Side residence where architectural pedigree, oversized scale, historic craftsmanship, abundant parking, and modern functionality come together in one extraordinary home.

5100 N Long Avenue, Chicago
$89,000
12742867 MLS ⋅ NEW Status
REMODELED COMMERCIAL CONDO IN THE HEART OF JEFFERSON PARK. ONE CONFERENCE ROOM AND ANOTHER LARGE OFFICE THAT ACCODOMATES 3 FULL SIZE DESKS, AS WELL AS ADDITIONAL AREA JUST OUTSIDE BOTH OFFICES FOR DESK SPACE. BEAUTIFUL ENTRY/WAITING AREA FOR YOUR CLIENTS. OFFICE PERFECT FOR A REAL ESTATE COMPANY, INSURANCE, ATTORNEY OR ANY BUSINESS WITH JUST THAT RIGHT AMOUNT OF SPACE FOR YOUR OFFICE NEEDS. LOCATED ON THE GROUND LEVEL WITH RESIDENTIAL CONDOS ABOVE WITH SEPARATE ENTRANCES. EXCEPTIONALLY MANAGED BUILDING. TALK ABOUT LOCATION! EXCELLENT LOCATION FOR TRANSPORTATION! MINUTES TO I-90/94 EXPRESSWAY, JEFFERSON PARK TRANSIT CENTER WITH BLUE LINE & METRA HUB WITH QUICK ACCESS TO O'HARE AND DOWNTOWN. SPACE INCLUDES PARKING SPOT AND AMPLE STREET PARKING ALWAYS AVAILABLE.

4825 N Mason Avenue Unit #102, Chicago
$250,000
2 Beds ⋅ 1 Baths ⋅ 12752443 MLS ⋅ NEW Status
100% CUSTOM-DESIGNED, NEWLY REMODELED! 5865 N Elston Ave is a multi-family condominium building located in the Jefferson Parkneighborhood on the northwest side of Chicago. This traditional, residential property is a reminder of mid-century Chicago, boasting a brick exterior masonry structure with a flat roofline, a perfectly manicured front lawn and easy street parking for guests just yards away. Fortunately, the rear of the property includes a paved outdoor lot with designated, assigned parking spaces for building residents. The roof and windows have been recently renovated as well. When entering one of the two secured entrances on either side of the building, you will find SMART LOCKS already installed on 2S for those of us who don't wish to scramble for our keys. Speaking of, the majority of this unit has been thoughtfully designed to make everything SMART-from the thermostat to the recessed lighting (with a "movie-theatre" dimmer feature.) Upon entering, you will be greeted with oak hardwood flooring throughout the living room, hallway, and bedrooms. The spacious front room includes a pass-through to the kitchen with a custom walnut eat-in counter providing a semi-open concept layout. The white and black kitchen, which includes a back entry, has been carefully crafted with sleekness in mind. Constructed by hand in the last few months, the unique countertop and backsplash showcases handmade, white shaker cabinets (soft-close), new crisp black hardware and appliances by Whirlpool and GE. The bedrooms receive plenty of light as well as layout flexibly. The bathroom features Carrera marble tiles and a dimmable, illuminated medicine cabinet with an internal outlet for charging devices. A Grohe faucet and pedestal sink are also present. A bidet attachment with warm and cold water control adds extra appeal. Need more storage? The basement includes two storage closets, an additional storage area plus the a personal GE washer and dryer. Schedule a tour today!

5865 N Elston Avenue Unit #2S, Chicago
$655,000
4 Beds ⋅ 2 Baths ⋅ 12751659 MLS ⋅ NEW Status
EXCEPTIONAL 2-FLAT | UPDATED UNITS | FLEXIBLE LIVING | INCOME POTENTIAL Beautifully maintained and thoughtfully updated, this versatile 2-flat offers an excellent opportunity for an owner-occupant, multi-generational household, or investor. Situated on a quiet residential street, the property features two, 2-bedroom, 1-bathroom units, each with updated kitchens, modern fixtures, comfortable living spaces, and the convenience of in-unit laundry. The enclosed rear stairwell leads to a well-maintained backyard, providing an outdoor space for entertaining, relaxing, gardening, or enjoying the outdoors. The basement offers additional flexibility with an in-law-style living area that can be used for extended family, guests, a home office, or potentially additional rental use, subject to applicable zoning and municipal requirements. Conveniently located near bus transportation with connections toward the Blue Line and close to a forest preserve offering walking trails, green space, and outdoor recreation. Whether you're looking to live in one unit and rent the other, accommodate extended family, or add a versatile property to your investment portfolio, this 2-flat offers updated living spaces, separate laundry, outdoor space, and multiple possibilities. A well-maintained multi-unit property with the flexibility today's buyers are looking for. Schedule your showing today!

5631 N Parkside Avenue, Chicago
$585,000
4 Beds ⋅ 2 Baths ⋅ 12751624 MLS ⋅ ACTIVE Status
Opportunity awaiting! Chicago's desirable Jefferson Park, two units property with a two car garage. Unit one features two bedrooms and one bathroom, unit two also offers two bedrooms and one bath. Basement is unfinished waiting for your ideas. Property is habitable needs work and is sold AS IS.

4855 N Mcvicker Avenue, Chicago
$863,900
5 Beds ⋅ 4 Baths ⋅ 12749829 MLS ⋅ ACTIVE Status
Welcome home to 6100 N. Mason. This jumbo mission style bungalow located in South Edgebrook, has been meticulously maintained and updated by the current owners. Situated on an oversized corner lot and really shows pride of ownership throughout. This 5 bedroom 3 1/2 bath home is bursting with natural sunlight. The first floor features a large cooks dream updated eat-in kitchen, with 42" custom cherry cabinets, all high end stainless steel appliances, counter top TV, granite countertops, an instant hot and filtered cold water faucet, beautiful tiled backsplash and a breakfast bar. You'll also find a beautifully updated full bath, large living room, separate large dining room and 3 bedrooms. On the second floor you'll find the large primary suite with a spa-like updated full bath, another bedroom, a powder room and a 2nd laundry room with a Bosch W/D. The full walkout basement truly expands your living space with a large family room with a wet bar, a recreation room, a large laundry room, utility/storage/workshop room and a bonus hot tub room. The fully fenced backyard will give so much enjoyment with the large composite deck with a Sunsetter retractable awning, above ground pool, a shed for storage and an extra large brick paver patio. And you won't have to cut the grass in the large back yard. It's low maintenance turf. This is more than just a home. It's a rare opportunity to live in one of Chicago's most desirable communities.

6100 N Mason Avenue, Chicago
$489,900
4 Beds ⋅ 2 Baths ⋅ 12751322 MLS ⋅ PRICE CHANGE Status
Charming Jefferson Park on a quiet tree line street- 4 bedroom 2 baths brick bungalow located one block from Farnsworth elementary school. Good size living room and separate dining room, hardwood floors throughout. two bedrooms on 1st floor and two bedrooms on 2nd floor. Lower level is totally renovated with a newer contemporary kitchen with shaker style cabinets and newer appliances - fantastic space for the older chiild that move back in or out of town guest or extra fun space for yourself (exterior door that exits to yard), finish lower level with drywall, lighting , heat, modify flooring and windows (bsmt area). Lower level has a front family rm, full bath with a shower, and 5th bdrm, / office plus a laundry area (separate area from finish area, great for privacy). fence yard with a 2 car detached garage. garage exit is very close to street perfect for snowy winters to get out to street. Heating system have new copper plumbing pipes and pump, newer hot water tank , circuit breakers with new a electric main and some new wiring.. Home is near transportation ( metra ,bus, blue line train), forest preserve and stores all nearby. wonderful location to get around with Elston ave that angle back into the inner city. lovely neighborhood to take a walk , walk the dog or cat, bike ride through the neighborhood, a very comfortable neighborhood to grow your family or yourself into. 2 REFRIGATORS AND 2 STOVES, 1WASHER & 1DRYER. Wonderful opportunity to renovated 1st floor kitchen and bath to your taste while using lower level kitchen and bath during renovations.

5325 N Linder Avenue, Chicago
$549,900
4 Beds ⋅ 4 Baths ⋅ 12750123 MLS ⋅ ACTIVE Status
5137 N Menard Ave offers a layout built for daily practicality and easy entertaining in Jefferson Park. The main floor features a defined, formal dining room-ideal for sit-down meals or dedicated hosting space-alongside a functional, updated kitchen with modern updates for immediate move-in readiness. Four full bedrooms and 2.5 baths provide complete flexibility for family living, guest rooms, or work-from-home setups. Location is the core value here: situated minutes from the I-90/Kennedy Expressway, Metra, and CTA Blue Line, commuting across the city or to O'Hare is straightforward. For recreation and dining, you are steps from Jefferson Memorial Park, Frank J. Wilson Park, and the surrounding local spots along Milwaukee and Higgins Avenues.

5137 N Menard Avenue, Chicago
$635,900
5 Beds ⋅ 3 Baths ⋅ 12748438 MLS ⋅ ACTIVE Status
NICE JEFFERSON PARK 2 FLAT WITH FINISHED BASEMENT! 2 OVERSIZE UNITS WITH CENTRAL AIR, THREE SEPARATE FURNACES AND HOT WATER TANKS, COPPER PLUMBING. BOTH UNITS HAVE FORMAL DINING ROOM, DEN AND SLIDING DOOR TO THE DECK! NEWER WIDOWS, NEWER 1ST FLOOR AC UNIT,TWO FURNACES AND WATER TANKS ARE NEWER TOO. 2 CAR GARAGE AND ADDITIONAL PARKING SPOT. COIN LAUNDRY. GREAT RES BLOCK! THE PROPERTY IS IN A GREAT SHAPE BUT SELLER WANTS TO SELL IT AS IS.

5475 N Monitor Avenue, Chicago
$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
$959,000
5 Beds ⋅ 4 Baths ⋅ 12745000 MLS ⋅ ACTIVE Status
Stunning newer construction that's not even broken in yet! 5-year new beauty in the heart of Jefferson Park that looks the same as the day it was built. This timeless Modern-Farmhouse style home with over 3,000sf of finished living space greets you with a front porch on a quiet, 1-way low traffic Avenue. Inside you'll be impressed with the to-die-for white kitchen including floor to ceiling cabinets and high-end SS appliances conveniently located adjacent and open to the first-floor family room area. 10 ft ceiling grace the first floor, 9-13 ft ceilings on 2nd floor & 9 ft ceilings in the fully finished lower level. Be amazed by the custom wide plank(real) hardwood flooring throughout. And, relish in the primary suite with a jaw-dropping luxury bathroom and spacious walk-in closet lined with organizers. One of two conveniently located laundry rooms is on the 2nd floor. Your sanctuary, in the daylight finished lower level, offers south exposure for loads of natural light, a 2nd family room, 2 more bedrooms and/or at-home offices, a full bathroom, a gorgeous built-in wet bar/cabinetry with reclaimed wood and a 2nd laundry room. The amenity list is endless, to name a few...recessed lighting, beamed & cathedral ceilings, crown molding, internet & TV access in all rooms, surround sound wiring, gas fireplace in living room, heated floors in primary bathroom, zoned heat/air, closet organizers, primary bathroom with 5-head shower, separate jet tub & 2 sinks, skylights, smart thermostats, rear deck & front porch just painted and stained, breakfast bar in kitchen, under-mount lighting in kitchen, white-veined quartz counters, huge organized walk-in kitchen pantry, oversized garage off alley with electric car charging capability, maintenance free exterior siding(cement fiber board & vinyl), cedar fenced front & back yards, entire house just professionally cleaned, and much, much more! And, just 1-3 blocks to 3 parks, Jewel grocery store, Metra Station, "L" station & Kennedy X-way! Come fall in love with your new home that's ready for immediate occupancy!

5336 W Leland Avenue, Chicago
$249,999
2 Beds ⋅ 1 Baths ⋅ 12745325 MLS ⋅ ACTIVE Status
Bright, move-in ready, and investor-friendly! This second-floor 2-bedroom, 1-bath condo offers desirable southern exposure, an open layout, fresh paint, and brand-new carpeting throughout. Natural light fills the spacious living room, which opens to a large private balcony-perfect for relaxing or enjoying your morning coffee. The kitchen offers plenty of cabinet space and ceramic tile flooring, while the generously sized primary bedroom features two double-door closets for excellent storage. Additional conveniences include an interior storage unit, separate bike storage shed, and laundry within the building. An amazing park located just behind the building provides even more outdoor space to enjoy. Situated on a quiet residential street with convenient access to Wilson Park, Jefferson Park, Portage Park, the Jefferson Park Library, Metra, CTA Blue Line, shopping, dining, and major transportation routes. If you're looking for a place to call home, this well-located, investor-friendly condo is ready for its next owner!

5312 W Windsor Avenue Unit #2W, Chicago
$674,900
3 Beds ⋅ 3 Baths ⋅ 12744402 MLS ⋅ ACTIVE Status
Extraordinary Jefferson Park 4-bedroom, 3-bathroom home showcasing extensive renovations and thoughtful custom design throughout. This property has been significantly upgraded, including new framing, insulation, drywall, windows, doors, trim, and a brand-new HVAC system. The main level welcomes you with soaring ceilings and a beautiful bay window that fills the living room with natural light. The sun-drenched living and dining area features white oak hardwood flooring in a seamless open-concept layout. The gourmet kitchen is a chef's dream, complete with two-toned shaker cabinetry, quartz countertops, gold hardware, a Kohler faucet, and premium LG stainless steel appliances - blending function and style. A bedroom and full bath complete the main floor. Upstairs, the private primary suite offers custom closets and a beautifully designed spa bath with a walk-in shower, double vanity, along with a second bedroom ideal for a nursery or kids' room. The finished lower level offers a spacious family room with wet bar and beverage fridge, a fourth bedroom, a full bath, a laundry area with GE washer and dryer, and generous storage. Additional upgrades include recessed lighting, updated gutters and soffits, front and rear porches, and CAT6 wiring for modern connectivity. Ideally located within walking distance of the Jefferson Park Blue Line and Metra stations, I-90/94, parks, restaurants, and more.

5722 W Grover Street, Chicago
$464,900
4 Beds ⋅ 2 Baths ⋅ 12742485 MLS ⋅ ACTIVE Status
Charming solid brick English-style home boasts four bedrooms on a beautiful tree-lined street in desirable Jefferson Park. Two bedrooms and a full bath on the main level. Hardwood floors, loads of natural light, gas forced heat, and central air. The second floor has two large bedrooms and access to a cedar closet. Newer heat and central air "wall split" for the second floor. Fully finished basement with full bath and laundry room. The basement offers "flexible space" options for family/rec room area, additional bedrooms, workout or office space. Generous outdoor space has an amazing new TREX deck and a 2-car detached garage. Excellent location near parks. Walking distance to Austin-Foster Playlot/playground, restaurants, and schools. Easy access to 90/94 & Metra. Updated electric, new refrigerator and dishwasher. Hot water tank is 10 years old; roof is from 2020. The basement is dry, but flood control is "as-is".

5405 N Mulligan Avenue, Chicago
$579,999
4 Beds ⋅ 3 Baths ⋅ 12744009 MLS ⋅ ACTIVE Status
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit. 1st floor unit availabe for owner occupancy now. Do not miss this chance to live and have others pay your mortage!

5037 W Winona Street, Chicago
$464,000
2 Beds ⋅ 2 Baths ⋅ 12743399 MLS ⋅ ACTIVE Status
Charming and efficient single-family home in the heart of Chicago's desirable Jefferson Park neighborhood! This detached 2-bedroom, 2-bathroom residence offers an ideal blend of classic character and modern convenience. Boasting 820 square feet of comfortable, central-air-conditioned living space, this home features an asphalt shingle roof. Perfect for first-time buyers or downsizers, the property sits on a manageable 3,348 square foot lot and includes a highly coveted Brand new 2 car garage. Extra large steam shower. Brand new appliances, and Security cameras. Enjoy top-tier neighborhood convenience with quick access to the Kennedy Expressway, CTA transit, and excellent local schools like Hitch Elementary and Taft High. Welcome home!

5505 N Nagle Avenue, Chicago
$245,900
2 Beds ⋅ 2 Baths ⋅ 12740997 MLS ⋅ ACTIVE Status
This gorgeous 2bedroom, 1.5bathroom condominium features a private balcony in the heart of Chicago's highly sought-after Jefferson Park neighborhood. Located on the second floor, the home offers a versatile layout with plenty of space to relax and entertain. Both bedrooms include generous closet space; the primary bedroom has its own .5 bathroom, while the second bedroom is ideal for a home office or guest room. Large windows throughout the unit bring in abundant natural light. The kitchen comfortably fits a dining table and includes convenient in unit laundry. parking spot #17 HOA Fee includes one assigned parking space, heating, cooking gas, trash pickup, snow removal, storage, and water. Situated in one of Chicago's most prized neighborhoods, this lovely home offers easy commuting throughout the city and beyond, along with access to Jefferson Park's vibrant activities

4835 N Central Avenue Unit #212, Chicago
$55,000
12742346 MLS ⋅ ACTIVE Status
Perfect for a Contractor looking to store equipment. Parcel can fit a pick-up truck, bob cat, boat trailer, or small container for storage. Signage visible from the Expressway. Drive By Only.

4833 W Wilson Avenue, Chicago
$699,000
3 Beds ⋅ 3 Baths ⋅ 12741785 MLS ⋅ ACTIVE Status
Completely rehabbed all-brick English Tudor in beautiful Jefferson Park, perfectly set on an extra-wide 40' x 133' lot with a spacious backyard and oversized deck ideal for entertaining. This thoughtfully redesigned home blends classic character with modern efficiency and upscale finishes throughout. Featuring 4 bedrooms (2 upper level, 1 main, 1 lower), each with custom closet organizers, and 3 full baths showcasing designer tile work. The stunning chef's kitchen boasts a 7-foot island with waterfall edges, full quartz backsplash, and sleek finishes. The second floor addition includes a new dormer creating a private primary suite with a brand-new full bath. The finished lower level offers all tile flooring, a large laundry/mudroom, and a welcoming family room with fireplace and wet bar-perfect for relaxing or hosting. Major mechanical upgrades include all new high-efficiency HVAC, 200-amp electrical service, tankless water heater, new plumbing, new windows, new roof, LED can lighting, and all new fixtures, doors, trim, and ceiling fans. Enjoy indoor-outdoor living with double-door walkout access to the extra-large deck and fully fenced yard. The 2.5-car garage is EV-ready with a dedicated panel. Energy efficiency is maximized with fiberglass and spray foam insulation, plus spray-foam-insulated drain lines for sound reduction. Move-in ready with quality craftsmanship, thoughtful upgrades, and timeless curb appeal in a sought-after location.Make an appointment to see this beautiful home you will not be disapointed.

4903 N Moody 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



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