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$555,000
3 Beds ⋅ 3 Baths ⋅ 12524448 MLS ⋅ CLOSED Status
Sought-after Jefferson Park Area - Completely Remodeled in 2025! This stunning four-bedroom, 2 1/2-bath home features a convenient dog wash in the laundry area and has been fully renovated from top to bottom with exquisite interior finishes for the most sophisticated taste. Every detail has been thoughtfully updated, including: * Brand-new 2025 upgrades: Cove lighting t/o, Windows lower level & some upper level, flooring, interior doors, exterior doors, lighting, faucets, fixtures, painting, electrical panel, chimney liner & cap. * Gourmet kitchen: cabinets, quartz countertops, appliances, and thoughtfully designed shelving. * Spa-inspired bathrooms: All new with porcelain tiles and elegant mosaic accents. * Garage upgrades: New roof siding & epoxy floors. * Luxury touches: Solid red oak hardwood floors in the hallway and kitchen, wine refrigerator, washer and dryer included. * Comfort & convenience: Central air conditioning in the house. * Exterior improvements: New railings, fencing yard with dog run area; professionally landscaped grounds. This home blends modern sophistication with functional design, perfect for those seeking style, comfort, and convenience in Jefferson Park. PLEASE TAKE A MOMENT TO SEE VIDEO IN VIRTUAL TOUR!!

5625 W Leland Avenue, Chicago
$553,000
4 Beds ⋅ 3 Baths ⋅ 12440696 MLS ⋅ CLOSED Status
Stylish, Spacious & Fully Renovated in the Heart of Jefferson Park! This beautifully updated 4-bed, 2.1-bath home blends timeless charm with modern comfort. From the moment you step inside, you'll notice the warm white oak-stained hardwood floors and natural light pouring in through energy-efficient vinyl windows. The open-concept main level features a generous living room, two bedrooms, and a full bath-ideal for flexible living or guest space. The showstopper kitchen was fully gutted and reimagined with quartz countertops, white shaker cabinetry, stainless steel appliances, and a classic subway tile backsplash. A cozy, finished porch just off the kitchen offers the perfect bonus space for a home office, reading nook, or playroom. Upstairs, you'll find two more bedrooms and a convenient half bath. The fully finished basement-complete with exterior access-boasts a spacious family room, custom wet bar, a sleek full bath with walk-in shower, dedicated laundry area, and ample storage. Major updates include: new HVAC & A/C condenser, new 2-car garage, copper plumbing, upgraded 100-amp electrical panel, spray foam insulation, and all-new mechanicals-ensuring peace of mind for years to come. All this in a fantastic Jefferson Park location near parks, top-rated schools, shopping, Metra & Blue Line, and easy expressway access. Truly a turn-key gem you don't want to miss!

5406 N Mulligan Avenue, Chicago
$551,508
3 Beds ⋅ 2 Baths ⋅ 12584927 MLS ⋅ CLOSED Status
Beautifully rehabbed 5-bedroom, 2-bath ranch in Jefferson Park offering the perfect blend of space, style, and convenience. This thoughtfully updated home features a spacious, functional layout with five bedrooms and two full modern bathrooms. The main floor showcases a stunning, bright kitchen with custom cabinetry, stainless steel appliances, and elegant quartz countertops with a matching backsplash. A beautifully designed bathroom with a double vanity and a shower-tub combination adds both comfort and style. The main level also includes three bedrooms and a welcoming living and dining room combination, ideal for everyday living and entertaining. The fully finished lower level offers a large family room, two additional bedrooms, a full bathroom, and a dedicated laundry room, providing plenty of flexible space for guests, extended family, or a home office. Quality finishes are found throughout the home. Step outside to enjoy a spacious deck and a fenced backyard-perfect for entertaining, gardening, or simply relaxing. A two-car garage adds extra convenience. Located close to Austin-Foster Park, shopping, dining, everyday amenities, and public transportation. Quick and easy access to the Kennedy Expressway makes commuting a breeze. Don't miss this move-in-ready gem! Property is for sale only.

5423 N Moody Avenue, Chicago
$551,500
5 Beds ⋅ 2 Baths ⋅ 12595625 MLS ⋅ CLOSED Status
Welcome to this charming residence nestled in a quiet, tree-lined neighborhood of Forest Glen/Norwood Park 1 block from Edgebrook Wood. This well-maintained, all brick, jumbo Bungalow home offers a comfortable and functional layout, perfect for both everyday living and entertaining with 5 bedrooms and 2 full bathrooms with office. The interior features a bright and inviting large living space with abundant natural light, complemented by hardwood flooring under carpeting and timeless finishes throughout. Large eat-in kitchen with newer appliances. Three bedrooms on main floor and full bathroom. These Generously sized bedrooms provide flexibility for family, guests, or a home office setup. The home also includes well-appointed bathrooms and additional living space that can be customized to suit your needs. Second floor offers 2 large bedrooms. Finished basement with office, full bathroom, family room, laundry room, mechanical room, storage and walk out to rear yard. This property has seen several key upgrades, including all new windows, a new roof, and tuckpointing completed on both the house and garage-offering peace of mind and long-term durability. Additional improvements include new front stairs and an extended 130 ft concrete driveway, providing both convenience and excellent curb appeal with 2 car garage. Step outside to enjoy a spacious backyard-perfect for relaxing, gardening, or outdoor entertaining. Conveniently located near parks, schools, shopping, dining, and public transportation, this home combines suburban charm with city accessibility. Don't miss the opportunity to make this inviting, move-in-ready property your own!

5541 W Ardmore Avenue, Chicago
$550,000
4 Beds ⋅ 2 Baths ⋅ 12550366 MLS ⋅ CLOSED Status
Stunning Fully Rehabbed Brick Bungalow on a great street in Jefferson Park close to Forest Glen. Exceptional Workmanship and Design of a true Chicago gem. The home has 9 foot ceilings, Beautiful Kitchen w/ Quartz Countertops, brand new Stainless appliances and a walk-in pantry for additional storage. Brand New Hardwood floors throughout with natural water based colors. Two brand new full bathrooms with top of the line finishes and plumbing fixtures including Kohler, Delta and Grohe. All new casings and doors. Second floor features a large open space for two possible bedrooms and is equipped with zoned AC/Heat and hardwood floors. Full finished basement with Luxury Vinyl flooring, a huge family room, office space, laundry room and space for extra rooms. All new 200 AMP electrical, Copper pipes and new HVAC and Ductwork. Nice size fenced yard with brand new concrete and outdoor space. Email/text Mladen Rados. with any additional questions.

5408 N Luna Avenue, Chicago
$549,000
2 Beds ⋅ 2 Baths ⋅ 12713331 MLS ⋅ CLOSED Status
Welcome to this beautifully remodeled home, perfectly situated on an oversized lot in the highly desirable Jefferson Park neighborhood. This move-in-ready residence has been completely renovated with quality craftsmanship and modern finishes throughout. The main level features a spacious and inviting layout, including a stunning European-style kitchen with sleek cabinetry, premium finishes, and contemporary design. You'll also find generously sized bedrooms and a beautifully updated full bathroom, providing both comfort and functionality. The finished basement offers exceptional flexibility with a second kitchen, an additional bedroom, a full bathroom, and a separate exterior entrance, making it ideal for an in-law arrangement, extended family living, or potential rental income. The attic presents an incredible opportunity to add even more living space. Water hookups are already installed, allowing for an easy conversion into additional bedrooms and a full bathroom, a luxurious primary suite, or a private guest retreat. Situated on an oversized lot, the property offers plenty of outdoor space for entertaining, gardening, or future improvements. The backyard is a gardener's delight, featuring an abundance of mature red and white currant bushes along with gooseberry bushes, providing both beauty and a delicious seasonal harvest. Conveniently located near parks, schools, shopping, restaurants, and public transportation, this exceptional home combines modern style, versatile living space, and endless possibilities. Don't miss this rare opportunity to own a fully remodeled home with income potential and room to grow!

4833 N Moody Avenue, Chicago
$545,300
3 Beds ⋅ 2 Baths ⋅ 12624461 MLS ⋅ CLOSED Status
Bright, airy, and completely remodeled 3 bedroom, 2 bath brick ranch in Jefferson Park with standout craftsmanship throughout. Gorgeous kitchen with custom cabinetry, quartz countertops, and stainless steel appliances, plus newer flooring throughout the home. The spacious basement, featuring high ceilings offers incredible flexibility for living, entertaining, or play, along with generous storage. Step outside to a covered wood deck overlooking the yard-perfect for everyday enjoyment. Two-car detached garage. Paid off solar panels and backup battery provide added efficiency and long-term savings. Fantastic location close to Metra, CTA, parks, shops, and more. A turnkey home with thoughtful updates from top to bottom.

5343 N Moody Avenue, Chicago
$541,000
5 Beds ⋅ 3 Baths ⋅ 12628778 MLS ⋅ CLOSED Status
THIS SUN-FILLED 2 FLAT WITH GREAT CURB APPEAL OFFERS A WONDERFUL OPPORTUNITY FOR INVESTORS OR HOME OWNERS. 1ST FLOOR IS ON MONTH TO MONTH LEASE-PERFECT IF YOU'D LIKE TO BE OWNER OCCUPANT. OR THEY MAY STAY IF YOU PREFER. CURRENTLY BLDG FULLY RENTED! LOCATED IN THE HEART OF LOVELY GLADSTONE PARK. THERE'S ALSO AN ADDITIONAL NON-CONFORMING LIVING ARRANGEMENT IN BASEMENT & A ONE CAR GARAGE WITH BRAND NEW ROOF! HOME HAS NICELY LANDSCAPE FRONT YARD AND PRIVATE FENCED SIDE YARD. THE KITCHENS HAVE NEWER APPLIANCES & THERE ARE UPDATED BATHS. 1ST & 2ND FLOOR APARTMENTS HAVE HARDWOOD FLOORS! BOTH FIRST AND SECOND FLOOR UNITS HAVE 2 BEDROOMS. & 1 BATH. THE DOWNSTAIRS APARTMENT IS A COZY 1 BEDROOM, 1BATH. SEPARATED HEAT FOR 1ST AND SECOND FLOOR. ALL 3 UNITS CURRENTLY RENTED! Seller/Broker make no representation of legality of bsmt apartment.

5649 N Mason Avenue, Chicago
$541,000
4 Beds ⋅ 2 Baths ⋅ 12455272 MLS ⋅ CLOSED Status
Desirable, air conditioned, brick 2-FLAT on attractive residential street with convenient location to Jefferson Park train and expressway access. Well maintained 2-FLAT features new roof in 2021, two new furnaces and one central air conditioning unit in 2016, new bathroom toilets and bathroom windows in 2023, new washers and dryer in 2024, new hot water heaters in 2023. Overhead sewer installed in 2007 (or 2008). Hardwood floors. Ample closet and storage space. Fenced backyard. 2 car garage (rented separately to 2nd floor tenant). Full, unfinished basement with doors to entry vestibule and backyard. Please note that rental prices are lower than current market value. This would be a great place to call home or to have as an investment property.

5107 N Mango Avenue, Chicago
$540,038
3 Beds ⋅ 2 Baths ⋅ 12526129 MLS ⋅ CLOSED Status
Welcome to where modern meets luxury! This wonderfully remodeled home will not disappoint. Freshly refinished hardwood floors, with modern lighting throughout. Premium gourmet Galley style kitchen with top shelf, appliances, and high cabinets. Master bedroom sports, a humongous walk-in closet. Beautiful mudroom with pantry and deep coat closet. True dream spa-like bathrooms with wonderful niches and top of the line bathroom fixtures. Premium brand new windows and tear roof everything done with permits, done to city code. Brand new Siding on the garage and back porch. Huge full basement, sporting dry bar with so much natural light throughout. Big back yard with new rear stairs. There is no better home at this price point! This is where new construction, meets the historic bungalow home. We love the home we almost don't wanna sell it. Hurry before this one is gone!

5844 W Leland Avenue, Chicago
$539,900
5 Beds ⋅ 3 Baths ⋅ 12424469 MLS ⋅ CLOSED Status
Location, location, location! Beautiful, move-in ready, solid brick Bungalow on an oversized lot in hot Jefferson Park. An investors dream. This property has been greatly cared for and maintained. Tuckpointed walls, updated windows, appealing landscaping greet you as you walk up to the building. Wonderful South facing porch as you enter to foyer guiding you to two spacious units. Starting upstairs we have a large living area, spacious and sunlit bedroom, and updated kitchen. Plenty of storage throughout. Classy vinyl flooring and fully stocked kitchen. Leading to main level we have another remodeled kitchen with brand new quartz countertops, with SS sink and appliances. Freshly painted rooms. Pristine wood floors throughout. Three very large bedrooms each with lots of storage space and a stunning full bathroom. Updated lighting and electric. The upper level is perfect for an in-law arrangement. Each unit has separate heating and electric meter. Full finished basement provides endless possibilities, boasts 2 entrances, tall ceiling height, a wet bar, fully updated bathroom with shower, and an additional room that can be used as an office, craft room, or extra bedroom! The second exit leads to the back yard and very well maintained 2.5 car garage. This building is a pleasure to show!

5448 W Agatite Avenue, Chicago
$535,000
3 Beds ⋅ 3 Baths ⋅ 12584383 MLS ⋅ CLOSED Status

Chicago
$535,000
5 Beds ⋅ 3 Baths ⋅ 12563903 MLS ⋅ CLOSED Status
Welcome home to this charming Dutch Colonial in the heart of Jefferson-where classic character meets modern living! From the moment you step onto the large, inviting front porch, you'll imagine morning coffee, evening chats, and memories in the making. Inside, this bright and spacious two-story home offers 5 bedrooms and 3 full bathrooms-perfect for growing families, guests, or a home office setup. The generous primary suite features its own private bath, creating a peaceful retreat at the end of the day. The heart of the home is the stunning, modern kitchen with crisp 42" white cabinets, granite countertops, and stainless steel appliances-ideal for weeknight dinners and weekend entertaining. Hardwood floors flow throughout the first floor, while can lighting adds a warm, stylish touch throughout the home. Need more space? The fully spacious basement is ready for a playroom, home gym, or hangout zone. Big-ticket updates are already done, including a 4 year old roof, newer windows, and newer HVAC system-giving you peace of mind for years to come. Outside, enjoy the convenience of a 2-car garage and a location that keeps you close to everything you need. This is more than a house-it's the place where your next chapter begins. Come see it today and fall in love!

5646 N Menard Avenue, Chicago
$535,000
4 Beds ⋅ 3 Baths ⋅ 12439173 MLS ⋅ CLOSED Status
This thoughtfully renovated home blends classic charm with modern updates across three levels. Enter the first floor in a proper foyer, opening to a bright living room and dedicated dining room. The brand new kitchen, featuring stainless steel appliances, is bathed in natural light from two new sliding glass doors leading to a new deck! Completing the main level is a full bath, bedroom, and den - great for an office or walk in closet. Upstairs, you'll find three additional bedrooms, laundry, a spacious full bath with jacuzzi tub, and balcony. The finished basement adds even more flexibility with a fifth bedroom, second family room/flex room, plenty of storage, half bath, and a second laundry room. Out back, enjoy the large yard bordered by brand new fence, roomy deck for entertaining, and one-car garage with space to expand to two. All just steps from Dunham Park, Ridgemoor Country Club, and Wright College. Come enjoy all the beautiful updates the seller has made!

4585 N Mulligan Avenue, Chicago
$534,000
3 Beds ⋅ 3 Baths ⋅ 12454270 MLS ⋅ CLOSED Status
Raised Ranch. Large windows allow natural sunlight. Hardwood floors throughout the house. Open custom kitchen with granite countertops and stainless steel appliances; breakfast bar with open eating area looking true the beautiful yard. Full finished basement- huge open space for entertainment, gym and playroom. Glass block windows, overhead sewer, sump pump. Plenty of closets and storage room. The whole house freshly painted. Gorgeous fenced backyard and detached 2.5 car garage. A great location with excellent schools. Convenient for public transportation options, and easy access to I90 expressway. One block away from Dunham Park.

4567 N Merrimac Avenue, Chicago
$532,500
3 Beds ⋅ 2 Baths ⋅ 12570589 MLS ⋅ CLOSED Status
Welcome to your new home in Jefferson Park! A fantastic updated brick two-story home on a quiet dead end street. This home features beautiful hardwood floors, a light-filled living room, 3 good sized bedrooms, 2 full baths, a built-in office/work space and a renovated eat-in kitchen. The huge primary suite occupies the entire second floor with room for sleeping and room for a lovely sitting area/den or whatever you can imagine. Three skylights bring loads of natural light to the second floor that boasts plenty of closets and a huge bathroom with double bowl sinks. When you need some fresh air, the covered back deck awaits you. The clean lower level is ready for your ideas with ample ceiling height and a ping pong table ready for your action. Park your car in the garage with easy alley access. It is in a perfect location for commuting. Minutes off the Kennedy and Eden expressways and a short commute to two Metra lines; the Milwaukee District North and the Union Pacific Northwest along with the Jefferson Park Blue line that can zip you to O'Hare or Downtown.This home is blocks from highly rated Beaubien Elementary School and Roberts Square Park. You won't need to go far to find what you need with Mariano's, Whole Foods, Seafood City, Target and other shopping nearby. If you'd rather not cook you'll have plenty to choose - from burgers to sushi to pasta to ribs - all within the area just waiting for you to explore. This home has been well maintained and is ready for you to make it yours. Come see.

4944 W Winona Street, Chicago
$532,000
5 Beds ⋅ 3 Baths ⋅ 12588296 MLS ⋅ CLOSED Status
Multiple offers have been received. Seller is asking for highest & best offers by Wednesday 03/18 at 12noon. Amazing Jefferson Park multi-unit investment opportunity perfectly positioned between I-90 & I-94 and close to Jefferson Park Metra and CTA transit depot, this well-maintained three-unit property delivers an unbeatable combination of location, income potential, and long-term value. Highly sought after location neighboring Sauganash, Forest Glen, Portage Park, Mayfair and conveniently located near restaurants & shopping, Gale Street Inn, Whole Foods, Target, Seafood City, Starbucks, etc. and highly rated Beaubien Elementary School consistently ranked among Chicago's top schools just 3 blocks away. This is an ideal opportunity with many options: live-in one unit and generate income leasing the other units OR perfect for seasoned investors to add to their portfolio. Also, a great space for multi-generational living. The building features two spacious 2-bedroom, 1-bathroom units with large and spacious kitchens plus an additional garden-level unit with lots of natural light, all with separately metered utilities paid by tenants. Significant recent upgrades include a new roof (2024) on both the main building and the detached 2-car garage, a newer garage door, several windows replaced, thermo-coils and fans replaced in wall heaters and 1 new hot water heaters (2024). All bedrooms feature original hardwood floors. Common area shared large deck and backyard plus on-site laundry. All units have had successful rental history. Immediate income potential and significant upside for the next owner. Seller and Broker do not represent that the garden unit is a legal or permitted dwelling unit. Buyers are advised to verify legality, zoning, and compliance with local authorities prior to purchase. Selling as-is

4940 W Ainslie Avenue, Chicago
$530,000
3 Beds ⋅ 2 Baths ⋅ 12698293 MLS ⋅ CLOSED Status
Completely renovated and move-in ready, this exceptional 3-bedroom, 2-bath brick split-level offers four levels of thoughtfully designed living space, quality craftsmanship, and an unbeatable Northwest Side location. The bright, open main level features beautiful hardwood floors throughout, an expansive living room, dining area, and a stunning designer kitchen with custom two-tone cabinetry, quartz countertops, stainless steel appliances, farmhouse sink, subway tile backsplash, double wall ovens, abundant storage, and a large center island with cooktop-perfect for everyday living and entertaining. The upper level features three generously sized bedrooms with hardwood floors, ample closet space, and a full bathroom. Just a few steps down, the spacious family room features attractive porcelain tile flooring, a cozy wood-burning fireplace, an updated full bathroom, and sliding glass doors leading to the fully fenced backyard-creating the perfect space for relaxing or entertaining year-round. The lower level provides outstanding unfinished storage space with a utility area, porcelain tile flooring, laundry, and direct access to the expanded attached garage, offering exceptional space for vehicles, storage, hobbies, or a workshop. Extensive improvements include updated mechanical systems, featuring a newer boiler, central air conditioning system, hot water heater, replacement baseboard heating throughout, and all copper plumbing. Additional updates include newer windows, recessed lighting, crown molding, solid core doors, and quality finishes throughout. The fully fenced backyard features an approximately 8-year-old fence, providing a private outdoor space for entertaining, pets, or play. Both refrigerators are included with the home. The location is equally impressive. Just minutes from Dunham Park, one of the Northwest Side's most popular neighborhood destinations, residents enjoy baseball and softball fields, tennis courts, playgrounds, walking paths, and one of Chicago's longest-running youth baseball programs-a true centerpiece of the community. Nearby Wright College offers higher education, continuing education, and community events, while shopping, restaurants, grocery stores, public transportation, and convenient access to I-90/94 make commuting throughout Chicago and the surrounding suburbs easy.

6320 W Lawrence Avenue, Chicago
$530,000
4 Beds ⋅ 2 Baths ⋅ 12644600 MLS ⋅ CLOSED Status
Welcome to this beautifully updated home where modern finishes, thoughtful design, and inviting living spaces come together seamlessly. From the moment you arrive, the striking curb appeal sets the tone with newer exterior finishes, a welcoming front porch with seating space, and meticulously maintained landscaping. Inside, you'll find a warm and stylish living room highlighted by bay windows, bamboo flooring, recessed lighting, high ceilings, and a sleek fireplace feature wall that creates the perfect focal point. The heart of the home is the stunning open-concept kitchen and dining area, designed for both everyday living and entertaining. Featuring custom cabinetry, quartz countertops, stainless steel appliances made up of a double oven and high end Bosch refrigerator, oversized islands with seating, built-in drawer microwave, plenty of cabinet storage and abundant prep space; this kitchen is truly a standout, almost completely updated just last year. The remodeled main floor bathroom features a new tub and vanity, shiplap and Kohler finishes. The upper level also offers exceptional ceiling height, a full bathroom with updated fixtures, and a primary bedroom that feels like a private retreat with its generous footprint and plentiful closet space. The expansive layout of this home is felt in the abundance of natural light creating an ideal gathering space everyday, and on special occasions. The unfinished basement is exceptionally clean and well maintained, featuring convenient backyard access and versatile space ideal for storage, or future finishing possibilities. The backyard is sure to be your own private outdoor retreat featuring a gazebo covered entertainment area complete with lighting, mounted outdoor tv cabinet, and plenty of room to relax or host summer get-togethers. The fully fenced yard and detached garage complete this outdoor space beautifully. All in all, this is a well maintained, move-in ready property that blends modern updates with comfort and functionality and is wrapped in an eye-catching package. Be sure to check out the feature sheet. Close to Jefferson Park Transportation Hub, the Kennedy Expressway, O'Hare airport, shopping, schools, and neighborhood parks.

5831 W Leland Avenue, Chicago
$526,000
4 Beds ⋅ 2 Baths ⋅ 12507103 MLS ⋅ CLOSED Status
4 BEDROOM 2 BATH CLASSIC BRICK BUNGALOW IN JEFFERSON PARK! THIS HOME HAS BEEN LOVED BY THE SAME FAMILY FOR OVER 40 YEARS. THE MAIN LEVEL FEATURES A MASSIVE 32X12 SPACIOUS LIVING ROOM/DINING ROOM, A LARGE EAT-IN KITCHEN OPEN TO A BRIGHT FAMILY ROOM ,2 BEDROOMS AND A FULL BATH. 2 ADDITIONAL BEDROOMS ON SECOND FLOOR AND A HUGE UNFINISHED ATTIC. LARGE OPEN BASEMENT WITH HIGH CEILINGS, BATHROOM AND UTILITY/LAUNDRY ROOM AWAITING ALL OF YOUR IDEAS. UPGRADES INCLUDE: WHOLE HOUSE FRESHLY PAINTED IN 2025, NEW CARPET 2025, NEW BASEBOARDS AND CROWN MOLDING 2025, NEW COUNTERTOPS AND SINK 2025, NEW HOT WATER TANK 2020, NEW ROOF TEAR OFF 2016, NEW FURNACE AND A/C 2016, ALL NEWER VINYL REPLACEMENT WINDOWS IN WHOLE HOUSE EXCEPT LIVING ROOM, HARDWOOD UNDER CARPET, CEDAR CLOSETS AND A 2 CAR GARAGE WITH PARTY DOOR OPEN TO YARD. CLOSE TO SCHOOLS, PARKS, SHOPS, BLUE LINE, METRA AND ALL TRANSPORTATIONS. PROPERTY BEING SOLD IN 'AS IS' CONDITION NO KNOWN ISSUES

5109 W Ainslie Street, Chicago
$525,000
6 Beds ⋅ 4 Baths ⋅ 12703033 MLS ⋅ CLOSED Status
Rare opportunity to purchase a legal 4 unit in Jefferson Park in highly sought after Beaubien elementary! A well maintained building that has been cared for over 30 years by the current owners, the property offers (two) 2 bed 1 bath units and (two) smaller 1 bed 1 bath units. The top front unit has in unit washer/dryer and is a duplex up that expands to the attic with 2nd bedroom, skylight, and huge walk in closet. Very attractive building with below market rents and separate utilities with tenants paying their own gas and electric. Each unit is equipped with newer wall furnaces, newer hot water tanks, and hardwood floors or LVP/laminate. Solid architectural shingled roof that is 13 years old, mostly vinyl windows, 200 amp electrical, and most waterlines have been upgraded to copper with booster pump. Tall two car garage is leased for $250/month for additional income. Incredible Jefferson Park location with easy highway access and nearby Metra and CTA Blue Line.

4849 W Ainslie Street, Chicago
$525,000
3 Beds ⋅ 3 Baths ⋅ 12628249 MLS ⋅ CLOSED Status
Step into timeless elegance at 5042 W Winnemac Ave, a meticulously renovated all-brick 1929 Jefferson Park 2-flat that masterfully fuses historic charm with contemporary luxury. This property is a rare gem, offering two distinct units that cater to both multi-generational living and investment opportunities. Every detail has been thoughtfully designed to create a harmonious blend of historic character and modern convenience. First-Floor Duplex-Down (Unit 1) The main level and fully reimagined lower level of Unit 1 provide a sophisticated sanctuary with 2 bedrooms and 2 baths. The living room, featuring custom built-ins and freshly painted walls, exudes warmth and charm. Gleaming hardwood floors flow throughout the first floor, which also includes a versatile exercise room that can double as a private office. The gourmet kitchen is a chef's dream, complete with granite countertops, stainless steel appliances, and crisp white cabinetry that enhances the bright and airy feel of the space. The first-floor bathroom features a tub and shower combo, an updated vanity, and a modernized design. The fully renovated basement bathroom offers a luxurious glass-enclosed shower with subway tile and a sleek, contemporary aesthetic. The fully renovated lower level also boasts new laminate vinyl plank flooring and features a spacious family room and additional living space. Step outside to your private yard oasis, perfect for entertaining or relaxing, and enjoy the convenience of in-unit laundry. Attic Penthouse (Unit 2) Unit 2 is a light-filled 1-bedroom, 1-bath penthouse that combines charm and functionality. The eat-in kitchen features white cabinetry, butcher block countertops, and a stainless steel stove, creating a clean and modern aesthetic. While hardwood floors are found in several rooms, the hallway and kitchen feature alternate flooring for added practicality. The bathroom is a serene retreat, complete with a soaker tub, elegant millwork, and white cabinetry. The convenience of a washer/dryer combo enhances everyday living, making this unit as versatile as it is beautiful. Located in the prestigious Jefferson Park neighborhood, this property offers unparalleled convenience for commuters and city explorers alike. The home is just a short walk to the Jefferson Park Transit Center, providing access to the Blue Line train, Metra rail, and multiple bus routes, making travel to downtown Chicago and beyond a breeze. For drivers, the property is ideally situated near the Kennedy Expressway (I-90) and the Edens Expressway (I-94), offering quick and easy access to major highways. Whether you're heading to O'Hare International Airport, downtown Chicago, or the suburbs, this location ensures seamless connectivity. The 2-car garage is a standout feature, with its very tall ceilings that can easily accommodate a work van or truck, making it ideal for professionals or those with larger vehicles. The property is equipped with dual furnaces (2018/2005) and a 2015 water heater, ensuring comfort and efficiency year-round. This property is a true masterpiece, offering a unique opportunity to own a home that combines historic charm, modern updates, and exceptional functionality. Whether you're seeking a luxurious multi-generational home or a prime investment property, 5042 W Winnemac Ave delivers on every level. Don't miss your chance to experience the pinnacle of refined living, schedule your private showing today.

5042 W Winnemac Avenue, Chicago
$522,500
5 Beds ⋅ 3 Baths ⋅ 12673635 MLS ⋅ CLOSED Status
Bright and sunny Dutch Colonial two-unit building with an in-law unit in Portage Park on an oversized lot. Each unit offers 2 large bedrooms divided by updated bathrooms with an in-law suite in the basement that includes a flexible one bedroom/studio with a seperate bathroom and living room. The property now includes modern heating and cooling systems in all three living areas including ductwork. Unit 1 had additional updates including beautiful hardwood and subfloors, a new bathroom (including tile, floor, toilet, sink and lighting), dishwasher added to the kitchen and was painted in April 2026. Excellent care has been taken over the years including exterior work on the porch and adding a new front and back gate. There are two hookups for laundry in the basement and 1 washer and dryer are included in the sale. The building has a beautiful backyard ideal for entertaining and pets. This is an ideal house hacker or any first time investor looking to live for pennies. Location has strong long term income potential in charming Portage Park close to restaurants, bars, shopping and many cute neighborhood parks.

5725 W Giddings Street, Chicago
$519,000
2 Beds ⋅ 2 Baths ⋅ 12589227 MLS ⋅ CLOSED Status
Totally renovated, high-end home in Chicago's desirable Jefferson Park neighborhood offering modern updates, thoughtful design, and convenient access to everything the northwest side has to offer. This beautifully maintained home underwent a complete gut renovation approximately seven years ago and features updated electrical, mechanicals, insulation, windows, and finishes throughout. The flexible layout is ideal for today's lifestyle and especially well suited for working from home with Ethernet wiring throughout the house for reliable connectivity. The inviting living space includes an electric fireplace and flows seamlessly into comfortable living and entertaining areas. The updated kitchen is a cook's dream designed for both everyday living and entertaining, featuring quality finishes, excellent workspace, and a convenient breakfast bar for casual dining and gathering. The home features two fully renovated bathrooms with electric radiant heated floors for added comfort. Major infrastructure improvements include a 2021 tear-off roof with 30-year architectural shingles, insulated walls and attic for improved energy efficiency, updated windows (approximately seven years), all new electrical with 100-amp service, and copper plumbing throughout. Mechanical upgrades include a tankless water heater, HVAC system with annual maintenance plan, and a new sump pump installed in 2024. Smart home features include Nest thermostat, Ring security system, and electronic door locks, all included. Exterior masonry improvements include tuckpointing completed approximately seven years ago, and a new front flower bed retaining wall installed in 2025. Additional exterior features include a flood control system located in the front yard (not currently active), plus gas lines serving both the outdoor grill and a fire table (fire table negotiable). The detached garage is a car lover's dream and an exceptional additional entertainment space for year-round enjoyment, renovated approximately 2.5 years ago and featuring a gas heater, polypropylene flooring, an additional overhead door opening to the rear yard, and negotiable audio/media components. The home also includes a practical mudroom closet with additional audio/media components negotiable. Long-time owner of seven years reports no water issues and no insurance claims during ownership other than the roof replacement. Exceptionally low property taxes just over $5K annually add to the value. Located in the highly sought-after Jefferson Park community with convenient access to parks, restaurants, shopping, public transportation, the Metra and CTA, and major expressways, making commuting and daily living easy.

4956 N Menard Avenue, Chicago
$516,000
5 Beds ⋅ 2 Baths ⋅ 12540621 MLS ⋅ CLOSED Status
Chic, Spacious and Fully Remodeled- Welcome to 5657 N. Parkside Ave! Step into this beautifully updated 5 bedroom gem in the heart of Jefferson Park, where modern design meets classic charm. From the moment you enter, you will be welcomed by a bright, oversized living room flooded with natural light. Flowing seamlessly from the living are is generously sized formal dining room ideal for hosting unforgettable dinners and celebrations. The heart of the home is the open concept kitchen, thoughtfully designed with style and functionality in mind. Located on a quiet, tree-lined street, this home offers both space and serenity, all while being just minutes from parks, stores, Metra, CTA Blue Line, expressways, and all the local charm that makes Jefferson Park so desirable. Don't miss your chance to own this turn-key beauty - schedule your showing today!

5657 N Parkside Avenue, Chicago
$515,000
4 Beds ⋅ 2 Baths ⋅ 12698253 MLS ⋅ CLOSED Status
Situated on an extra wide lot in a premier location of Jefferson Park, this turnkey 2 flat presents an extraordinary opportunity for investors, multi-generational living, or house hackers - live in one unit and generate income leasing the other unit! Both bright and airy apartments feature 2 bedrooms with walk-in closets, 1 bath, tall ceilings, formal living and dining rooms, charming breakfast nooks, and a private 1st floor deck. Enjoy total peace of mind with key recent updates, including newer furnaces (2024), a brand new 2nd floor water heater (2026), and a modernized 2nd floor kitchen with updated cabinets, counter top, backsplash and faucet (2023). An enclosed rear staircase connects both levels to a massive unfinished basement and attic, offering value add potential for a duplex-up expansion or a single family conversion. Outside, a fully fenced landscaped yard leads to a 2 car garage offering additional storage or rental potential. Ideally positioned near Beaubien Elementary district, the Blue Line, Metra stations, bus routes, I-90/94, multiple forest preserves, many grocery stores, and neighborhood favorites like Gale Street Inn and Westons Coffee & Tap Co., this versatile property delivers unbeatable convenience, flexible living options, and immediate income potential!

4950 W Gunnison Street, Chicago
$515,000
3 Beds ⋅ 2 Baths ⋅ 12693310 MLS ⋅ CLOSED Status
Tucked along an idyllic tree-lined street in the heart of Gladstone Park, this classic home offers the kind of charm and space you've been looking for. Just blocks to local parks, schools, and neighborhood shopping, this house also has easy access to 90/94 and is 0.3 miles from the Gladstone Park Metra stop for a commute under 30 minutes into the city. From the moment you arrive, the curb appeal draws you in, leading to a welcoming front porch where you can watch the rest of summer unfold. Step through the door into a bright and spacious living room, where front windows flood the room with natural light and a wood burning fireplace with gas starter sets the tone for cozy nights in. The adjoining dining room and full bathroom on the main level add both charm and everyday function. At the heart of the home, the large eat-in kitchen features an island and pantry, flowing effortlessly into a warm and inviting family room. It features a second fireplace and views overlooking the sparkling backyard pool, an entertainer's dream made for hosting friends and family all summer long. Upstairs, you'll find three generously sized bedrooms filled with natural light, including a true primary retreat with its own private balcony, a spacious walk-in closet, and a shared ensuite bathroom. There is also the added convenience of second floor laundry so you never have to haul baskets up and down the stairs again. The finished lower level offers even more room to spread out, with a rec room ready for movie nights, a dedicated utility room, and an additional oversized bonus room currently used as a home gym, easily transformed into a playroom, office, or guest suite to fit your family's needs. Step outside to your own private oasis, where the backyard pool and patio set the stage for years of memories to come. The 1 car garage off the alley completes this home. This Gladstone Park / Jefferson Park gem with low taxes offers the space, character, and lifestyle families dream of, all while keeping you connected to the city.

5457 N Monitor Avenue, Chicago
$515,000
4 Beds ⋅ 2 Baths ⋅ 12649232 MLS ⋅ CLOSED Status
Thoughtfully restored and beautifully updated, this 1928 brick bungalow blends the craftsmanship buyers love with the improvements they don't want to tackle. Original hardwood floors, stained glass windows, graceful archways, and rich architectural details create warmth and character throughout, while a stunning 2025 kitchen renovation brings the home comfortably into today's lifestyle. Designed as the heart of the home, the expanded kitchen features custom cabinetry, quartz countertops, designer tile, stainless steel appliances, abundant storage, and an oversized peninsula that naturally invites gathering, conversation, and everyday living. Sunlight fills the spacious living and dining rooms, highlighting the home's timeless charm. With four bedrooms and two full baths, a finished upper level, and a fully finished basement complete with recreation space, office, dry bar, and abundant storage, the home offers flexibility for today's changing needs. Major improvements including dual-zoned Daikin HVAC, new windows, upgraded 200-amp service, garage roof, hot water heater, and Trex rear stairs provide peace of mind for years to come. Located in the heart of Jefferson Park, near Forest Glen Metra, the Blue Line, forest preserves, shopping, dining, and expressways, this a rare opportunity to own a beautifully updated, certified Historic Chicago Bungalow that honors its history while living effortlessly for today. Whole Foods, Target, LA Fitness, and Cook County Forest Preserves all just minutes away. I-90/94 access when you need it. Home is being sold as-is and pool table stays.

5230 N Liano Avenue, Chicago
$515,000
4 Beds ⋅ 2 Baths ⋅ 12650485 MLS ⋅ CLOSED Status

5100 N Mobile Avenue, Chicago
$515,000
3 Beds ⋅ 3 Baths ⋅ 12607488 MLS ⋅ CLOSED Status
Spacious corner raised brick ranch. 3 bedrooms. Spacious basement with high ceilings and enclosed rooms that could be used as fourth bedroom, exercise room, office. Updated bathrooms and kitchen. New windows, newer roof, new flooring, all new cabinets and appliances. New epoxy flooring in basement. Entire home completely painted. Home is bright, clean and tastefully done. Move-in ready

5435 N Mobile Avenue, Chicago



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