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$799,900
4 Beds ⋅ 4 Baths ⋅ 12759002 MLS ⋅ NEW Status
Welcome to this beautifully renovated 5-bedroom, 4-bath bungalow offering over 3,000 square feet of finished living space in sought-after Jefferson Park. Thoughtfully redesigned from top to bottom, this move-in-ready home combines timeless character, modern luxury, and an exceptionally versatile floor plan across three finished levels. The bright, open-concept main level is designed for both everyday living and entertaining, featuring a stunning chef's kitchen with quartz countertops, an oversized island, soft-close cabinetry, premium stainless steel appliances, and a spacious dining area. Engineered wire-brushed oak hardwood flooring and two elegant electric fireplaces add warmth and sophistication throughout the home. A spacious main-level bedroom and full bath provide excellent flexibility for guests, extended family, or a home office. Upstairs, the private primary suite creates a comfortable retreat with added separation and privacy. The beautifully finished lower level features high ceilings, a private exterior entrance, an additional bedroom, and a full bath-ideal for related living, guests, recreation, or a private workspace. Two mudrooms and a separate, generously sized laundry area add outstanding storage, organization, and everyday convenience. Extensive improvements include dual-zone energy-efficient HVAC, new windows, a tankless water heater, new furnace, ejector pump, new tuckpointing, and a roof approximately three years old-offering buyers added peace of mind. Outside, enjoy a fully fenced backyard with plenty of green space plus a 2.5-car garage. Situated on an oversized 30-foot-wide lot and conveniently located near Prussing Elementary School, Portage Park, shopping, dining, the Blue Line, Metra, and I-90/94. With 5 bedrooms, 4 full baths, over 3,000 square feet of finished living space, quality craftsmanship, and a flexible multilevel layout, this exceptional Jefferson Park home is truly move-in ready. Schedule your private showing and see everything this home has to offer!

5748 W Eastwood Avenue, Chicago
$919,000
4 Beds ⋅ 4 Baths ⋅ 12754500 MLS ⋅ PRICE CHANGE 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 $6,900/month.

5047 W Winnemac Avenue, 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
$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
$675,000
3 Beds ⋅ 3 Baths ⋅ 12732107 MLS ⋅ ACTIVE Status
Move right into this beautifully updated Chicago bungalow that blends timeless character with the modern finishes today's buyers are looking for. Offering 5 bedrooms, 3 full baths, and three finished levels of living space, this home delivers the flexibility to fit the way you live. Natural light fills the spacious living and dining rooms, while the kitchen serves as the heart of the home with waterfall quartz countertops, abundant cabinetry, a pantry, and a full stainless steel appliance package. Just beyond, a versatile bonus room is perfect for a home office, breakfast nook, playroom, or reading lounge. The main level offers two bedrooms and a stylish full bath. Upstairs, the entire second floor is dedicated to a private primary suite featuring generous closet space and a spa-inspired ensuite with dual vanities and an oversized walk-in shower with dual rain shower heads. The finished lower level expands your living space with a large family room, two additional bedrooms, a full bath, and a dedicated laundry area-ideal for guests, a home gym, hobbies, or multigenerational living. Enjoy peace of mind with major updates, including newer windows, HVAC, sump pump and drainage system, and a brand-new garage. Set in the heart of Portage Park, you'll love being close to neighborhood restaurants, coffee shops, parks, shopping, the Blue Line, Metra, and I-90/94. Move-in ready, thoughtfully updated, and designed for the way today's buyers want to live.

4431 N Marmora Avenue, Chicago
$714,900
4 Beds ⋅ 4 Baths ⋅ 12730153 MLS ⋅ CONTINGENT Status
Extensively remodeled brick bunglalow in desirable Jefferson Park The main level features dramatic ceilings and an open floor plan. It showcases attention to detail with white oak Purezawood engineered hardwood flooring, oversized moldings, recessed can lighting, with complimenting natural light. The modern kitchen features forty two inch white shaker cabinetry, a thirty six inch custom range hood, quartz countertops with eight foot waterfall Island and Samsung stainless steel appliances appliance package. Two large bedrooms and full spa like bathroom add to the living space. Double wide french doors open to a newer deck, perfect for hosting or entertaining. An extra wide rear stair case adds an elevated feel to the home. The second floor features an airy primary suite with two closets, hotel like bathroom with custom tile and glass work. A double vanity and overized multi jet shower provides a luxury experience. The second floor is rounded out with an additional bedroom, second full bathroom, and a laundry room. A taller than average ceiling height makes this level feel larger. Step down to the finished basement. It can be decorated to suit multiple needs; a work from home space, entertainment space, children play area, or in-law suite. An extra bedroom provides flexibility. The lower level houses the mechanicals, newer HVAC system, sump pump, and radon mitigation system. Additional updates include newer plumbing, water service line, 200-amp electrical service, windows, roof, spray foam insulation through all three floors. The exterior of the home has plenty of yard space to spread out on to. The 2.5-car garage has a 9-foot garage door with additional space for a car port. Enjoy maintenance free living in an excellent area of Chicago!

4909 N Merrimac Avenue, Chicago
$970,000
3 Beds ⋅ 4 Baths ⋅ 12697395 MLS ⋅ CLOSED Status
Welcome to this exceptional newer construction home in the heart of Jefferson Park, offering 5 bedrooms, 3.5 bathrooms, and thoughtfully designed living space with premium finishes throughout. The open-concept main level is perfectly suited for both everyday living and effortless entertaining. The home is located within the top-rated Beaubien School District, offering access to one of the area's most sought-after neighborhood schools The chef-inspired kitchen is the centerpiece of the home, featuring high-end Bosch stainless steel appliances, custom walnut lower cabinetry, crisp white upper cabinetry, quartz countertops, a large center island, and abundant prep and storage space. The adjacent dining area opens seamlessly to a spacious deck overlooking the landscaped backyard, creating an ideal indoor-outdoor entertaining experience. A stylish powder room completes the main level. Upstairs, the luxurious primary suite offers a private retreat with vaulted ceilings, skylights, generous closet space, and a spa-inspired en-suite bath. Two additional spacious bedrooms, each with ample closet storage, share a beautifully appointed full bathroom. The finished lower level offers exceptional flexibility, with a spacious family room, wet bar, full bathroom, two additional bedrooms, and a dedicated laundry room-perfect for guests, a home office, a fitness room, or extended family living. The professionally landscaped front yard offers an inviting outdoor space, while the detached two-car garage provides everyday convenience. Ideally located just minutes from Metra and CTA transportation, major expressways, parks, shopping, dining, and all that Jefferson Park has to offer.

5028 W Ainslie Street, Chicago
$235,000
2 Beds ⋅ 1 Baths ⋅ 12644512 MLS ⋅ CLOSED Status
Nestled in the heart of Jefferson Park, this move-in ready, south-facing 2-bedroom, 1-bath residence overlooking the park offers abundant natural light and peaceful treetop views from the living room and private balcony. Hardwood floors flow throughout the main living areas, while the freshly painted interior creates a bright and inviting atmosphere. The functional floor plan offers comfortable living and ample storage throughout. The primary bedroom features new luxury vinyl plank flooring and excellent closet space, including a walk-in closet. Recent improvements include all new windows and glass sliding door, installed approximately four years ago, two wall A/C units installed approximately three years ago, an and new oven (2026). Exterior parking is included, and the well-maintained association offers convenient shared laundry just one flight down. Enjoy exceptional access to the Jefferson Park Transit Center with Metra, the CTA Blue Line, multiple bus routes, I-90/94, and nearby Jewel-Osco. Explore the seasonal Sunday Farmers Market at Memorial Park, grab coffee at Sweet Cafe or Weston's Coffee & Tap Co., and dine at Gale Street Inn or Joe's on Higgins-all just moments from home.

5470 W Higgins Avenue Unit #2W, Chicago
$435,000
3 Beds ⋅ 2 Baths ⋅ 12716755 MLS ⋅ CONTINGENT Status
Welcome to this classic brick English Tudor home, perfectly situated on a peaceful, tree-lined street. Combining timeless character with thoughtful updates, this home offers comfortable living spaces both inside and out. The main level features two spacious bedrooms and a beautifully renovated full bathroom with a modern walk-in shower. Enjoy entertaining in the separate formal dining room, while the bright kitchen showcases a charming farmhouse sink and ample workspace. A sun-filled enclosed sunroom provides the perfect spot to enjoy your morning coffee or unwind with a good book. Upstairs, you'll find a private and expansive primary bedroom suite complete with a convenient powder room, creating a comfortable retreat away from the main living areas. The full unfinished basement offers endless possibilities for additional living space, a home office, gym, workshop, or recreation room. A full-size washer and dryer, utility sink, and abundant storage add everyday convenience. Outside, relax or entertain on the spacious patio and take advantage of the detached two-car garage. Conveniently located with easy access to O'Hare Airport, I-90, parks, grocery stores, shopping, dining, and everyday amenities, this charming Tudor offers both character and opportunity in a desirable location. A wonderful opportunity to make this charming home your own while enjoying its timeless appeal and excellent location. Property is being sold AS-IS (inspection allowed).

5704 N Major 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
$325,000
3 Beds ⋅ 3 Baths ⋅ 12657362 MLS ⋅ CLOSED Status
Incredible opportunity in fantastic Jefferson Park location awaits in this classic brick bungalow with curb appeal and so much versatility. This 3 bedroom 2.1 bath home is bursting with potential and is ideal for an investor looking to make some improvements or a homeowner looking to build instant equity. The main level boasts hardwood floors throughout (except kitchen) with charming arch details and a spacious living room and equally generous dining room. The 2 bedrooms on this level share a hall bath which needs some attention as well as cosmetic updates. The kitchen has endless potential with tons of space and opportunity to create your dream space and it leads directly to an enclosed sunroom. Upstairs, you will find an incredible primary suite that offers a pitched ceiling with beam details, tons of light and closet space and not only a spacious bedroom but an adjacent bonus family room! Full bath on this level includes a stand up shower and huge soaking tub. A truly unique feature of this home is that it offers both interior access to the expansive, unfinished basement with great ceiling height and tons of possibilies, as well as interior access to the 2nd level of the home....a rare combination to find! Don't miss this chance to add your vision to this charming home! This is an estate sale, so the home is being sold as-is; see agent notes for ages of windows/mechanicals

5216 N Liano Avenue, Chicago
$410,000
3 Beds ⋅ 2 Baths ⋅ 12696405 MLS ⋅ CLOSED Status
Homes like this don't come along often. Lovingly cared for by the same family for nearly 50 years, this classic Jefferson Park bungalow sits on a 30-foot-wide lot on one of the neighborhood's most desirable residential streets. Rich with character, pride of ownership, and endless potential, this is a rare opportunity to create your dream home while appreciating the exceptional care it has received over the decades. The inviting main level offers a light-filled living room surrounded by windows, a separate formal dining room, two spacious bedrooms, a full bath, and an eat-in kitchen ready for your personal vision. Upstairs, a thoughtful dormer addition creates a true primary retreat featuring a large bedroom, full bath, and a separate sitting area that could serve as a home office, nursery, reading nook, or more. The lower level is the home's hidden treasure. Preserved with the warmth and charm of an Upper North Woods lodge, the expansive recreation room showcases rich wood finishes, a built-in bar, and abundant space for entertaining, relaxing, or creating lifelong memories. A large laundry room, storage, and workshop offer additional flexibility. While the home presents an outstanding opportunity for cosmetic updates, it has been impeccably maintained and cherished throughout its ownership, providing an incredible foundation for its next chapter. Outside, enjoy spacious front and back yards, an oversized one-car garage, and an additional parking pad. Tucked into one of the community's most desirable pockets, you'll enjoy the perfect balance of peaceful residential living while remaining just minutes from parks, forest preserves, neighborhood favorites, shopping, and the exceptional transportation options that have made Jefferson Park one of Chicago's most sought-after Northwest Side neighborhoods.

5337 N Ludlam Avenue, Chicago
$780,000
4 Beds ⋅ 4 Baths ⋅ 12693284 MLS ⋅ CLOSED Status
Spectacular fully-renovated 5-bedroom, 4-bathroom residence delivering master-class craftsmanship and sophisticated modern design in a highly desirable Jefferson Park location. From the curb, the home makes a bold statement with its striking dark exterior contrasted by crisp white trim. Inside, a complete top-to-bottom transformation unfolds across an expansive, light-filled open-concept main floor, accented by gleaming hardwood flooring and premium finishes throughout. The custom chef's kitchen serves as the home's centerpiece, boasting pristine white cabinetry, high-end appliances, and an oversized entertainment island. Upstairs, the luxurious primary suite offers a serene, spa-inspired retreat, complemented by beautifully appointed bathrooms. The fully finished lower level dramatically expands your living space, ideal for a media room, home gym, or guest quarters. Step outside to a private outdoor oasis featuring a spacious deck, generous backyard, and a brand-new concrete driveway leading to a detached garage. Perfectly positioned for effortless city living, this home offers unbeatable location convenience just minutes from the Kennedy Expressway (I-90) and steps from the Jefferson Park Transit Center for seamless Blue Line and Metra access. True turn-key luxury.

5029 W Windsor Avenue, Chicago
$849,900
3 Beds ⋅ 4 Baths ⋅ 12686644 MLS ⋅ CLOSED Status
Experience elevated living in this exceptional new construction single-family home, perfectly positioned just minutes from the Metra and CTA Blue Line in highly sought-after Jefferson Park. One of only nine exclusive residences by a premier Chicago developer, this home presents a rare opportunity to own modern luxury in a truly connected location. The sun-filled main level showcases a seamless open-concept design, offering expansive living and dining areas framed by oversized front windows with plantation shutters. Rich hardwood flooring flows throughout, complemented by a striking contemporary gas fireplace with a dramatic floor-to-ceiling surround. The chef-inspired eat-in kitchen is both sophisticated and functional, featuring a full stainless steel appliance package, soft-close shaker cabinetry, sleek quartz countertops, a generous island with breakfast bar seating, a butler's pantry, and a walk-in pantry for exceptional storage. The adjoining family room opens effortlessly to the rear patio, creating the perfect setting for indoor-outdoor entertaining, complete with low-maintenance AstroTurf. Upstairs, the bright and spacious primary suite serves as a private retreat, offering ample storage and a spa-like ensuite bath with dual vanities and a frameless glass shower. Two additional well-appointed bedrooms, a full guest bath with dual sinks and tub, a linen closet, and a conveniently located second-floor laundry room complete this level. The finished lower level adds incredible versatility, featuring a large recreation room with heated floors, a stylish wet bar, a fourth bedroom, a full bath, and utility space-ideal for guests, entertaining, or a work-from-home lifestyle. Thoughtfully designed for today's buyer, this home boasts impressive ceiling heights, on-trend finishes, and abundant natural light throughout. Enjoy a fully enclosed yard, private patio, and a detached two-car garage equipped with two electric vehicle chargers and a new smart garage door. Ideally located near dining, shopping, parks, and forest preserves, and within the boundaries of the highly regarded Beaubien Elementary School, this home offers the perfect balance of luxury and convenience. A rare opportunity to own in one of Chicago's most accessible and desirable neighborhoods.

5348 W Argyle Street, Chicago
$750,000
4 Beds ⋅ 4 Baths ⋅ 12670736 MLS ⋅ CLOSED Status
Set on a tree-lined street in one of Chicago's most desirable, family-oriented neighborhoods, this 5-bedroom, 3.1-bath home on an oversized lot, delivers on every front. Light pours through an open floor plan across the main and upper levels, grounded by hardwood floors throughout. The kitchen is a standout - granite countertops, bar seating, stainless steel appliances, and a functional layout that makes cooking and entertaining effortless. Clever built-in storage solutions are found throughout. The primary bedroom includes a large walk-in closet, and the remodeled ensuite features a premium walk-in shower. The finished basement adds meaningful square footage with a family room, additional bedroom, updated bathroom, laundry with new LG washer/dryer, and a dedicated workspace with custom shelving and peace of mind with drain tile installed in 2023. Outside, a beautifully landscaped yard features a large paved patio, garden beds, and a wired backyard shed/workshop on a concrete pad. Two-car garage. Owned solar panels (2021) keep utility costs low, and major systems are solid throughout - dual-zone heat and AC, 200-amp electric, and dual-pane casement windows. Custom blinds installed throughout in 2025 are still under warranty. Blocks from Beaubien Elementary and walking distance to Mariano's, Target, and Starbucks. Easy access to the Metra Northwest Line, CTA Blue Line, and I-94 and I-90.

4831 W Winnemac Avenue, Chicago
$735,000
3 Beds ⋅ 4 Baths ⋅ 12673703 MLS ⋅ CLOSED Status
This stunning two-story home in the sought-after Indian Woods neighborhood offers three bedrooms, four full bathrooms, and an exceptional blend of space, comfort, and luxury. From the moment you enter, you're welcomed by an abundance of natural light, gleaming hardwood floors, and an inviting living room centered around a stylish slate composite fireplace. The spacious kitchen features granite countertops, ample cabinetry, and convenient bar seating. Adjacent to the kitchen is a versatile living area that can easily serve as a formal dining room, family room, or flexible gathering space to suit your lifestyle. A full bathroom and charming three-season room complete the main level, while multiple professionally tinted skylights fill the home with sunshine throughout the day. Upstairs, you'll find three generously sized bedrooms, including an expansive primary suite that easily accommodates a king-sized bed and sitting area. The luxurious primary bath is a true retreat, featuring a large Jacuzzi tub, oversized steam shower, and spacious walk-in closet. For added convenience, the second floor also includes a dedicated laundry room with built-in organizers and folding space. An additional full bathroom serves the remaining bedrooms. The finished basement provides even more living space with a recreation room with room for an office area, abundant storage, and a fourth full bathroom. Situated on an impressive 41' x 190' lot, the outdoor space is equally inviting. Enjoy a large brick paver patio, expansive green space, underground sprinkler system, and a detached two-car brick garage with 7' door along with side drive access. With the forest preserve just steps away and newly added bike and walking paths a half block away, this home offers endless opportunities to enjoy the outdoors. Tucked away in a private setting while remaining close to everything the city has to offer, this exceptional home provides convenient access to highly rated schools, public transportation, expressways, restaurants, shopping, and more.

5858 N Luna Avenue, Chicago
$565,000
3 Beds ⋅ 3 Baths ⋅ 12674695 MLS ⋅ CLOSED Status
***MULTIPLE OFFERS RECEIVED; HIGHEST & BEST DUE SUNDAY (6/14) BY 7PM***South Edgebrook! Nestled on an extra-wide lot in one of Chicago's most sought-after neighborhood pockets, this beautifully remodeled 3-bedroom, 2.1-bathroom home is truly exceptional. A comprehensive 2021 renovation brought fresh, modern updates like a bright, open floor plan, sleek new overhead lighting, and all-new flooring, all while thoughtfully preserving timeless details like the elegant double-crown molding that adds character to the main living areas. The main floor welcomes you with abundant natural light and a layout that's perfect for unwinding or hosting. The living room, with its cozy mantled fireplace, feels instantly inviting, while the separate foyer provides a generous area to greet guests. The adjacent dining area connects effortlessly to the fully updated kitchen, complete with sleek quartz countertops, custom cabinetry, stainless steel appliances, and a breakfast bar with seating! What was originally the back porch has been fully finished and opened to the kitchen, now ideal for a breakfast nook, drop-zone/mudroom, or work-from-home setup. Two bedrooms and a full bath complete the main level. Upstairs, you'll find an expansive primary suite featuring an adjacent office, ample closet space, and a convenient half bath. The full, finished basement adds even more living space, offering a large family/rec room, an additional full bath, and plenty of storage. This backyard is an entertainer's dream! Enjoy the heated pool, unwind on the new back deck (2024), or host summer gatherings on the brick paver patio with French party doors off the garage. Other notable updates include: front porch (2024); fence (2023), roof and siding (2019), boiler (2012); and two (hardwired) ring doorbells. Located on a quiet, tree-lined street just minutes from top-rated schools, scenic forest preserves, miles of biking/walking trails, vibrant local dining and easy access to Metra, CTA, I-90/94 and so much more! This is the lifestyle upgrade you've been waiting for-don't miss your chance to call this incredible property home!

5836 N Manton Avenue, Chicago
$499,900
3 Beds ⋅ 2 Baths ⋅ 12664773 MLS ⋅ ACTIVE Status
Beautifully Updated 3-Bedroom Home in Jefferson Park Welcome to this spacious and well-maintained 3-bedroom, 2-bath home in the desirable Jefferson Park neighborhood. The main level features new luxury vinyl flooring and a refreshed kitchen, creating a warm and inviting space for everyday living and entertaining. Upstairs, you'll find a private and generously sized primary suite with a unique layout, hardwood flooring, and its own en-suite bathroom, offering comfort and privacy. The finished basement provides additional living space that can easily serve as a family room, recreation room, home office, or whatever best suits your lifestyle. Outside, enjoy a nicely fenced backyard and a detached 2-car garage. Conveniently located near public transportation, restaurants, shopping, and major highways, this home offers easy access to downtown Chicago-just a 30-minute drive away. Don't miss the opportunity to make this versatile and charming home your own!

5718 N Parkside Avenue, Chicago
$645,000
4 Beds ⋅ 3 Baths ⋅ 12659676 MLS ⋅ ACTIVE Status
Welcome to modern elegance and total peace of mind. This beautifully renovated and reimagined home offers 4 spacious bedrooms, 3 full bathrooms, and high-end finishes throughout-every detail pairs intentional design with function in every way. The heart of the home is a contemporary modern kitchen featuring crisp white shaker cabinets, quartz countertops, stainless steel appliances, and a large island-perfect for entertaining. The main level offers two generously sized bedrooms and a full bath. The second floor has a large seamless primary suite with a dedicated Single zone mini-split heating and cooling system for year round comfort, a beautiful full bathroom with a walk-in shower and the 4th bedroom. The lower level includes a family room with electric fireplace designed for movie nights and celebration, a walk-up bar complete with a wine refrigerator, a full bathroom and new LVP floors. Home's exterior is just as impressive, with new siding on the garage busting curb appeal and durability. Major improvements includes: new HVAC, new dedicated Single zone Mini split heating and cooling system in second floor primary suite, new water heater, new electric panel, new hardwood floors in 2nd floor and kitchen, new LVP floor in basement, new windows in basement (Climate Guard), new garage siding. Located in a desirable neighborhood, this property combines luxury renovations with everyday comfort. Quick access to the CTA Blue Line, Metra, and I-90/I-94. Convenient to downtown, O'Hare, parks, and local shopping, dining, entertainment, schools and more!

5837 N Marmora Avenue, Chicago
$430,000
3 Beds ⋅ 3 Baths ⋅ 12629466 MLS ⋅ CLOSED Status
Updated 3 bedroom, 3 bathroom brick bungalow on a quiet residential block in Chicago's Jefferson Park neighborhood. The main level lives as an open-concept living, dining, and kitchen layout with light hardwood floors, crown molding, and a wall of front windows pulling in natural light. The renovated kitchen features dark espresso shaker cabinetry, quartz countertops, a glass tile backsplash, a stainless steel farmhouse sink, gas range with vent hood, and a full stainless appliance package. A breakfast bar with pendant lighting connects the kitchen to the dining area, and a custom spiral staircase leads to the upper level. Two main-floor bedrooms share a fully updated bathroom with a tiled tub and shower and glass block window. Upstairs, the private primary suite includes a dressing area and en-suite bath with tub/shower, tile surround, and storage niches. The finished basement adds more square feet of livable space, including a recreation room with recessed lighting and tile floors that can flex as a home office or media space, a third full bathroom with a walk in standing shower, and a dedicated laundry room with utility sink. The mechanical room offers additional storage. Outside, the fully fenced rear yard provides parking on a concrete pad, an artificial turf section, and a mix of modern horizontal slat and traditional wood privacy fencing low-maintenance outdoor space with room to grill or hang out. Close to Mariano's, nearby Cook County forest preserves, parks, and Jefferson Park's transit hub for CTA Blue Line, Metra, and Pace bus access. Near I-90/94, downtown Chicago, and O'Hare. Forest Glen offers a true neighborhood feel a few blocks off Foster's retail corridor. Schedule your private showing today!

5336 N Laramie Avenue, Chicago
$450,000
4 Beds ⋅ 3 Baths ⋅ 12652884 MLS ⋅ CLOSED Status
*** Under Contract but showings/offers welcomed. The current buyer is awaiting FHA approval of the building *** Set within an all-brick building in the heart of Jefferson Park, this meticulously maintained extra-wide 4 bedroom, 3 bath duplex-down offers the perfect combination of generous living space, thoughtful upgrades, and an unbeatable location. Completely move-in ready, this home is filled with natural light, soaring ceilings, custom lighting, and exceptional storage throughout. The beautifully renovated kitchen is designed for both everyday living and entertaining, featuring newer upgraded appliances, granite countertops, an enormous peninsula breakfast bar with seating for 6, and an abundance of white shaker wood cabinetry. The open layout offers flexibly of furniture layout and easily accommodates a full-sized dining table plus buffet or additional storage pieces, creating a truly functional and inviting main living and entertaining space. The spacious primary suite serves as a private retreat with organized built-in storage, additional closet and a luxurious upgraded bath complete with dual sink vanity, separate jetted soaking tub, and walk-in shower. The main level also includes a second bedroom, full bath, and access to the sunny outdoor space off the hallway. The expansive lower level boasts an enormous family/recreation room anchored by a fireplace, two additional bedrooms, a full bath, and a large laundry room complete with sink and convenient cabinet storage. Additional highlights include electric silhouette blinds, Elfa organized closets throughout, a large dedicated storage closet, plus an additional storage area off the lower back door ideal for bikes and seasonal items. One parking space is included in the price! Unbeatable convenience with Jewel, Starbucks, and CVS just a one-minute walk away, along with nearby dining, nightlife, parks, easy access to the Jefferson Park Blue Line + Metra, and major expressways for seamless commuting. This is an incredible opportunity to live like a single family home with the convenience of a low maintenance condo. Check it out!

5617 W Lawrence Avenue Unit #1, Chicago
$500,000
4 Beds ⋅ 3 Baths ⋅ 12651323 MLS ⋅ CLOSED Status
This 4-bedroom, 3-bath home offers a spacious layout with all bedrooms located upstairs, including a large primary bedroom featuring its own laundry closet for added convenience. The home includes 2 full baths upstairs and an additional full bath in the basement. The main level provides plenty of living space along with 2 kitchens, creating flexibility for a variety of living arrangements or future ideas. A second laundry area is also located in the basement. Outside, the property features a 2-car detached garage and room to make the space your own over time. With a solid amount of square footage and a flexible layout, this home offers great potential for the next owner. Near highways, stores and more! This sale is based on the completion of a prior transaction.

4440 N La Crosse Avenue, Chicago
$430,000
3 Beds ⋅ 2 Baths ⋅ 12647041 MLS ⋅ CLOSED Status
Beautifully maintained 3 bedroom, 2 bath condo in a desirable elevator building in Jefferson Park. Owned and meticulously cared for over the past 22 years, this spacious residence offers a functional open concept layout with generous room sizes, abundant natural light, and hardwood floors throughout the main living areas. The expansive living and dining space features a cozy gas fireplace and flows seamlessly to both front and rear private balconies, providing excellent indoor outdoor living and plenty of space to relax or entertain. The large kitchen offers ample cabinetry, a breakfast bar, and opens directly into the main living area for easy everyday living. The primary suite includes a private bath with double vanity, jacuzzi tub, separate shower, and access to a private balcony. Additional highlights include in-unit laundry, large storage room, and garage parking. Ideally located just steps from parks, coffee shops, grocery stores, restaurants, the Metra, Blue Line, and expressway access, this move-in ready home combines space, convenience, and pride of ownership in one exceptional package.

5362 W Lawrence Avenue Unit #2W, Chicago
$365,000
2 Beds ⋅ 2 Baths ⋅ 12648946 MLS ⋅ CLOSED Status
Beautifully updated 2 bed / 2 bath condo in an intimate, well-maintained 6-unit all-brick building in the heart of Jefferson Park! This spacious home features an upgraded kitchen with granite countertops, cherry cabinetry, and newer stainless steel appliances. Hardwood floors run throughout the main living areas, with brand new carpeting in both bedrooms. Oversized room sizes and an expansive living/great room with a cozy wood-burning fireplace and access to a large private terrace make this home ideal for both relaxing and entertaining. The primary bath has been tastefully refreshed with marble finishes, and additional updates include newer in-unit laundry and a brand new HVAC system (2025). Parking and extra basement storage are included. Rarely found with condo living, enjoy a shared grassy backyard perfect for BBQs, pets, or playtime. Unbeatable location close to the Jefferson Park Terminal, Metra, Blue Line, restaurants, shopping, and expressways. Incredible value!

5691 W Higgins Avenue Unit #2W, 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
$645,000
4 Beds ⋅ 3 Baths ⋅ 12606428 MLS ⋅ CLOSED Status
Welcome home to this beautifully remodeled 4+1-bedroom gem on a quiet, tree-lined street in Jefferson Park. Updated in 2024, it features a bright living room and sunroom with refinished hardwood floors, a main-level bedroom with marble bath, and a stunning kitchen with stainless steel appliances, wine fridge, walk-in pantry, and large island perfect for entertaining. Upstairs offers three spacious bedrooms, including a primary with dual closets, while the finished basement adds a family room, a 5th bedroom, and plenty of storage. With major updates already done-roof, HVAC, plumbing, electrical, and a fully lined sewer line. All just mins to the Metra, with quick access to the Blue Line and expressway.

5435 N Lieb Avenue, Chicago
$410,000
3 Beds ⋅ 3 Baths ⋅ 12639782 MLS ⋅ CLOSED Status
Welcome Home!!! This beautiful 3 level townhome will leave you speechless. As you enter the home you are greeted by a nice wide and open space full of light and warmth. Kitchen, living room and 1/2 bath are located on the main level. The kitchen features new granite, large island, maple cabinets and large balcony. The second floor has 2 large bedrooms, lots of closet space and the laundry room. Third floor has the primary bedroom with a large walk-in closet and private bathroom. Recent updates are a new deck, new windows, garbage disposal, water heater, new carpet, epoxy floor in the garage and the driveway was just completed. Located near the train station, expressway, Portage park and many more.

4549 N Central Avenue Unit #8, Chicago
$890,000
4 Beds ⋅ 4 Baths ⋅ 12610807 MLS ⋅ CLOSED Status
Beautiful, oversized 4 bedroom 3 & 1/2 bathroom home on wide 34' lot in premier enclave of southeast Jefferson Park! Sunny southern exposure fills this open 22' wide open floor plan with natural light. Main level features front living space, half bath, & rear great room combining kitchen, dining space, and casual living space with wood burning fireplace. Well appointed kitchen features large island, granite countertops & stainless steel appliances. 500 sq' primary bedroom offers organized walk in closet & ensuite bathroom with travertine dual vanity, steam shower, and whirlpool tub. 2 additional bedrooms on 2nd level plus another full bathroom with travertine dual vanity & laundry closet. Lower level has rare true 10' ceiling, spacious family room with granite wet bar, oversized 4th bedroom, full stone bathroom & laundry room. Roof deck sits atop 2.5 car garage and connects to patio off of great room, both with premium Azek decking. Across the street from top rated Beaubien Elementary. Additional zoned street parking on Winnemac. Kitty corner from picturesque 4.5 acre Robert Square Park. Short walk or bike ride to the Forest Glen extension of the North Branch Trail. Easy access to 90/94, Forest Glen Metra & Jeff Park CTA and Metra hub. OWNER IS AN ILLINOIS LICENSED REAL ESTATE BROKER.

5150 W Winnemac Avenue, Chicago
$380,000
4 Beds ⋅ 2 Baths ⋅ 12627580 MLS ⋅ CLOSED Status
Discover an incredible opportunity in the heart of Jefferson Park with this versatile 4-bedroom, 2-bathroom home, perfectly suited for savvy investors or motivated homeowners looking to build instant equity. The main level boasts classic hardwood floors throughout, featuring three comfortable bedrooms and a full bath, while the expansive upstairs primary suite provides a private retreat with its own full bathroom. Downstairs, a massive unfinished basement awaits your creative vision-whether you're looking to add a recreation room or additional living space-complemented by a detached 2-car garage that offers ample parking and storage. With a little elbow grease and your personal touch, this property is a prime candidate for a high-return flip or a solid addition to a rental portfolio. Don't miss your chance to secure this diamond in the rough; book your showing today and unlock the potential of this Jefferson Park gem!

5335 N Moody Avenue, Chicago
$925,000
4 Beds ⋅ 4 Baths ⋅ 12608944 MLS ⋅ CLOSED Status
Welcome to this beautifully appointed 5bedroom, 4fullbath home offering exceptional space, timeless design, and modern technology, all perfectly situated on a quiet, low traffic cul-de-sac in sought after Jefferson Park. Designed for both comfort and style, this sun filled residence features a gorgeous open concept main floor highlighted by warm hardwood floors, a gas fireplace with custom mantel, designer lighting, and an open staircase that creates a seamless flow ideal for everyday living and entertaining. The chef's kitchen is truly the heart of the home, showcasing Bosch stainless steel appliances, classic shaker cabinetry, quartz countertops, a mosaic tile backsplash, and a generous center island with breakfast bar seating-perfect for casual meals or hosting gatherings. A main floor guest bedroom and full bath add flexibility, ideal for visitors, multigenerational living, or a home office. Upstairs, the sunny primary suite offers a private retreat with a spa bath featuring a frameless glass shower, designer tile, dual vanities, and a skylight. Two additional bedrooms, a full bath with tub, and a dedicated laundry room complete the upper level. The finished lower level elevates the home even further with impressive 13' ceiling heights, a spacious recreation room with wet bar and wine fridge, plus a fifth bedroom and full bath-perfect for guests, teens, or extended living. Outdoors, enjoy your own private patio, ideal for relaxing or entertaining. Additional highlights include a custom built, auto enthusiast's dream garage with epoxy flooring, abundant storage, and upgraded lighting. State-of-the-art security system, custom closets throughout, automatic shades in the family room, two zone HVAC with smart thermostats, and expandable smart Hue lighting in bedrooms and exterior-making this a truly move-in-ready, meticulously maintained home. Everyday convenience is unmatched, with nearby grocery stores, cafes, and locally loved restaurants along Foster and Lawrence Avenues, plus multiple neighborhood parks and green spaces just minutes away. The area is notably walkable for a residential setting and offers easy access to CTA bus routes and the Jefferson Park Transit Center, providing both Blue Line and Metra service for effortless commuting downtown or to O'Hare. Families will appreciate the home's close proximity to Beaubien Elementary School (PK8), located just a short walk away and widely regarded for its strong academics, active parent community, and welcoming neighborhood environment. High school students are typically served by William Howard Taft High School, rated in the upper tier of Chicago Public Schools A rare opportunity to own a thoughtfully designed, technology forward home offering exceptional space, natural light, privacy, and connectivity-this Jefferson Park gem truly checks every box. Check out the 3-D Tour and FACT SHEET (5033 WINONA AT A GLANCE) 1st showings 4/11/2026

5033 W Winona Street, Chicago



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