View All Jefferson Park Chicago IL Homes with Main Floor Primary Listings

$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

$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

$829,800
4 Beds 4 Baths 12740378 MLS ACTIVE Status
Discover this stunning, Feng Shui-inspired 5-bedroom, 4-bath bungalow in the heart of sought-after Jefferson Park. Completely renovated from top to bottom, this exceptional home offers over 3,000 square feet of beautifully finished living space on an oversized 30-foot-wide lot. Every detail has been thoughtfully designed, blending timeless character with today's modern style and comfort. The open-concept main level features a chef's kitchen with quartz countertops, a large island, soft-close cabinetry, premium stainless steel appliances, and a spacious dining area perfect for entertaining. Two elegant electric fireplaces and engineered wire-brushed oak hardwood flooring throughout all three finished levels create a warm, sophisticated feel. For added convenience, the main level includes a spacious bedroom and a full bath, while the second floor features a private primary suite, creating an ideal layout for guests, multigenerational living, or flexible family needs. Enjoy peace of mind with dual-zone energy-efficient HVAC, new windows, a tankless water heater, a new furnace, an ejector pump, new tuckpointing, and a roof approximately three years old. The finished lower level offers high ceilings, a private exterior entrance, an additional bedroom, and a full bath-perfect for related living, guests, a home office, or recreation. Additional highlights include two mudrooms and a separate, spacious laundry area, providing exceptional functionality, organization, and convenience for everyday living. Step outside to a fully fenced backyard with plenty of green space and a 2.5-car garage. Conveniently located near Prussing Elementary School, Portage Park, shopping, restaurants, the Blue Line, Metra, and I-90/94, this move-in-ready home combines luxury finishes, quality craftsmanship, and an unbeatable location.

5748 W Eastwood 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

$935,000
3 Beds 4 Baths 12697395 MLS PENDING 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

$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

$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

$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

$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

$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

$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

$772,500
4 Beds 3 Baths 12593177 MLS CLOSED Status
Stunning 4-Bedroom, 3-Bath Home on a 41x210 Lot in the Heart of Indian Woods Welcome to this spacious and thoughtfully updated 4-bedroom / 3 bathroom single-family home in the heart of the Indian Woods subdivision of Jefferson Park. Surrounded by the peaceful beauty of the Cook County Forest Preserve, this home perfectly blends modern living, abundant space, and serene surroundings. Set on an expansive 41 x 120 lot, this home offers extraordinary outdoor potential and privacy. A new addition was built in 2019, showcasing Anderson windows, a new roof with skylights, and a brand new second and third level. The main level consists of generous size living and dining area, an updated kitchen, full bathroom, and the 4th bedroom that can be used as an office or guest suite depending on your needs. There is also a large mud room / coat room that leads to the rear entry. The second level is comprised of 3 large bedrooms, all on the same floor, with walk-in closets and a laundry room with full size side by side washer/dryer and custom shelving. The primary bedroom features soaring ceilings, plenty of space for dressers, a large walk-in closet, and a beautifully done bathroom with a double bowl vanity and large stand up shower. The top level of the home features a massive multi-use space that can function as a 5th bedroom, entertainment space, or kids playroom. Other features and updates include, dual HVAC system, full unfinished basement with great ceiling height, flood control system, updated electrical service, custom 3 process water filtration system throughout the house, 6' privacy fence around the property, and a 2-car garage with a lofted space that was built in 2014. Gated driveway that can also accomodate 6 vehicles. Last but not least, this home is located in the highly sought after Farnsworth elementary school district. Walking distance to Metra, bus stop, and Jefferson Park Blue Line station.

5881 N Central Avenue, Chicago

$565,000
3 Beds 2 Baths 12310542 MLS CLOSED Status
Charming, updated farmhouse on an extra-wide lot in Jefferson Park! This inviting home blends timeless character with thoughtful modern updates. A lovely front porch welcomes you inside to a sunlit living room and spacious dining room featuring an original built-in hutch, flowing seamlessly into the stunning renovated kitchen. The kitchen is beautifully designed with striking white and navy cabinetry, quartz countertops with peninsula seating, a white tile backsplash, and stainless steel appliances including a French door refrigerator. The main level also offers a bedroom with built-in bookshelves and a newly renovated full bathroom, plus an enclosed back porch that's perfect for a mudroom, home office, or cozy sitting area. Upstairs you'll find a spacious primary bedroom with skylight, a third bedroom, walk-in closet, and another newer full bathroom with walk-in shower and convenient washer/dryer. The full unfinished basement offers abundant storage and second washer/dryer. Outside, enjoy a fully fenced patio and expansive, private side yard, plus a two-car garage and additional parking pad. Fantastic location close to Roberts Square Park, Beaubien Elementary, neighborhood favorites like Gale Street Inn and Elly's Brunch & Cafe, the Blue Line CTA, Metra, and I-90/I-94. Recent improvements: kitchen renovation and appliances, upstairs laundry (2023), garage roof, soffits and gutters (2021), furnace and A/C (2019), and tear-off roof, addition of second-floor full bath and renovation of first-floor full bath (2015).

5229 W Carmen Avenue, Chicago

$785,000
4 Beds 4 Baths 12577399 MLS CLOSED Status
Nestled in the heart of Indian Woods, this beautifully maintained 4 bed, 4 bath home offers 2,469 square feet above grade plus a full finished lower level rec room on an extraordinary 35x218 lot. Originally built in 1923 and thoughtfully expanded, this home seamlessly blends vintage character with modern functionality. The main level features hardwood floors, crown molding, a gas fireplace, formal living and dining spaces, and a spacious kitchen with abundant cabinetry, granite countertops, stainless steel appliances, peninsula seating, and a bright breakfast area overlooking the yard. A main level bedroom and full bath offer flexibility for guests or a home office. Upstairs you'll find three bedrooms, including a stunning primary suite with vaulted ceilings, gas fireplace, large walk-in closet, and a private bath with double sinks and separate shower. Two additional bedrooms and another full bath with a jacuzzi tub complete the second floor. The finished lower level provides generous recreation space with a kitchenette (sink, microwave, and mini fridge), a full bath, and ample storage. Step outside to a truly special outdoor retreat, professionally landscaped grounds, lush gardens throughout the entire property, a 20x12 covered back porch with a beverage fridge, jacuzzi spa, natural gas grill, and expansive yard space perfect for entertaining or relaxing. The property is just steps to the North Branch Trail leading to the Chicago Botanic Gardens, a rare lifestyle amenity. A heated and a/c 24x23 two car garage includes a bonus loft space ideal for a home office, studio, or workshop. The entire home features a hardwired speaker system with individual room volume controls. Exceptional space, character, and outdoor living in one of Chicago's most beloved northwest side neighborhoods.

5255 W Ardmore Avenue, Chicago

$676,500
3 Beds 4 Baths 12573904 MLS CLOSED Status
Welcome to this stunning move-in ready home located in desirable Jefferson Park neighborhood. Featuring an open layout on the main level offers a perfect blend of comfort, functionality, and timeless design. Enjoy hardwood floors throughout both levels, a spacious kitchen with elegant maple cherry cabinets, granite countertops, and stainless-steel appliances. The main floor includes a convenient bedroom and a full bathroom - perfect for guests, a home office or related living. Upstairs, the primary suite impresses with a cathedral ceiling, two walk-in closets, and a private bathroom. One additional bedroom, a full bath, and a conveniently located laundry room complete the second floor. The finished basement adds versatility with an additional bedroom, full bath, and extra space for entertainment. Recent updates include a newer furnace, water heater, sump pump, complete roof tear-off , and a garage featuring a beautiful pine and cedar interior with an epoxy floor. Outdoor enhancements include new bluestone pavers, a custom pergola with swing, limestone front stairs with stainless-steel railing, and a natural gas line for grilling. The home also features a camera system, two-zone heating, and fresh paint throughout. Perfectly situated across from a park, this home is within highly rated Smyser Elementary and Taft High School boundaries (Chicago District 299). Conveniently walkable to restaurants, grocery stores, public transit, and the Metra station-offering a true blend of city living and suburban comfort. Schedule your private showing today and discover the charm and quality this Jefferson Park gem has to offer!

6352 W Giddings Street, Chicago

$995,000
3 Beds 4 Baths 12545294 MLS CLOSED Status
The twin home is now for sale! Step through the grand 8-ft entry doors and immediately feel the quality, craftsmanship, and modern luxury that define this newly constructed home offering over 3,300 sq ft of beautifully finished living space in the heart of Jefferson Park. This vibrant Northwest Side community is known for its convenient transit options, parks, restaurants, and highly regarded schools, offering suburban comfort with easy access to city amenities. The gourmet kitchen stands as the focal point, designed with quartz countertops, contemporary backsplash, under-cabinet lighting, oversized island with bar seating, double oven, stainless steel appliances, and a dedicated bar area with wine/beverage cooler to elevate every gathering. The open-concept family room features a sleek electric fireplace, while the mudroom provides everyday convenience with a built-in bench and enclosed cabinetry. A fully fenced backyard with patio creates an ideal space for outdoor entertaining and leisure. Upstairs, the primary suite features soaring cathedral ceilings, a generous walk-in closet, and a spa-inspired bath with soaking tub, oversized walk-in shower, and double vanity. Two additional bedrooms are connected by a beautifully designed Jack & Jill bath with dual sinks. A second-floor laundry room with hookups adds flexibility for future convenience. The expansive finished lower level extends the living space with two additional bedrooms, a full bath, and a fully equipped laundry room including Samsung washer and dryer. The spacious entertainment area includes a wet bar, wine/beverage cooler, and custom coffee bar, perfect for movie nights, game day, or hosting long-term guests. Upgraded finishes throughout include red oak hardwood floors, oversized European windows that fill the home with natural light, and impressive 9 ft ceilings on the main level enhancing the open and airy feel. Behind the walls, you'll appreciate the thoughtful mechanicals: two energy-efficient furnaces with humidity control, ejector & sump pump system, and 200 Amp electrical service ensuring peace of mind for years to come. The brand-new oversized 2-car garage features an EV charging hookup and custom organized closets throughout add exceptional storage. Wrapped in durable Hardie board siding and backed by a builder's 1-year warranty, this home blends modern design, comfort, and efficiency, all within a sought-after neighborhood known for its community feel and unbeatable commuter access via Metra, CTA, and nearby highways. Move right in and start living the Jefferson Park lifestyle, your dream home awaits.

4908 N Austin Avenue, Chicago

$485,000
3 Beds 2 Baths 12538864 MLS CLOSED Status
Step inside this gorgeous Jefferson Park brick English home and prepare to be amazed. This beautifully maintained 3-bedroom, 2-bath residence offers generous space, timeless character, and thoughtful updates throughout. The warm and inviting living room flows seamlessly into a large formal dining room-perfect for hosting and everyday living. Wide, arched openings highlight the home's classic character while enhancing the open feel of the main level. The sun-filled eat-in kitchen features newer appliances and connects to a convenient mudroom with a custom organization system.The first floor is completed by two spacious bedrooms and a well-appointed full bath. Upstairs, discover a truly impressive space ideal for a primary suite or additional living area. The expansive main room features angled ceilings that add architectural interest, along with a full bath and a second room perfect for a home office or oversized walk-in closet-the possibilities are endless. The basement offers abundant storage and flexibility with a large utility room and recreation space ready to accommodate all your needs. Outdoor living shines with a two-level deck-ideal for summer entertaining and the perfect spot to enjoy Fourth of July fireworks. The fully fenced backyard provides ample green space, while the two-car garage boasts a new floor and separate 30-amp electrical service. Notable updates include a roof with 35-year architectural shingles (10 years old), a furnace with a 2025 blower motor, tuckpointing with a rebuild of the chimney 2024, and copper piping throughout. Everything has been meticulously taken care of-just move in and enjoy this exceptional city home.

5218 N Mason Avenue, Chicago

$995,000
3 Beds 4 Baths 12527376 MLS CLOSED Status
Step through the grand 8-ft entry doors and immediately feel the quality, craftsmanship, and modern luxury that define this newly constructed home offering over 3,300 sq ft of beautifully finished living space in the heart of Jefferson Park. This vibrant Northwest Side community is known for its convenient transit options, parks, restaurants, and highly regarded schools, offering suburban comfort with easy access to city amenities. The gourmet kitchen stands as the focal point, designed with quartz countertops, contemporary backsplash, under-cabinet lighting, oversized island with bar seating, double oven, stainless steel appliances, and a dedicated bar area with wine/beverage cooler to elevate every gathering. The open-concept family room features a sleek electric fireplace, while the mudroom provides everyday convenience with a built-in bench and enclosed cabinetry. A fully fenced backyard with patio creates an ideal space for outdoor entertaining and leisure. Upstairs, the primary suite features soaring cathedral ceilings, a generous walk-in closet, and a spa-inspired bath with soaking tub, oversized walk-in shower, and double vanity. Two additional bedrooms are connected by a beautifully designed Jack & Jill bath with dual sinks. A second-floor laundry room with hookups adds flexibility for future convenience. The expansive finished lower level extends the living space with two additional bedrooms, a full bath, and a fully equipped laundry room including Samsung washer and dryer. The spacious entertainment area includes a wet bar, wine/beverage cooler, and custom coffee bar, perfect for movie nights, game day, or hosting long-term guests. Upgraded finishes throughout include red oak hardwood floors, oversized European windows that fill the home with natural light, and impressive 9 ft ceilings on the main level enhancing the open and airy feel. Behind the walls, you'll appreciate the thoughtful mechanicals: two energy-efficient furnaces with humidity control, ejector & sump pump system, and 200 Amp electrical service ensuring peace of mind for years to come. The brand-new oversized 2-car garage features an EV charging hookup and custom organized closets throughout add exceptional storage. Wrapped in durable Hardie board siding and backed by a builder's 1-year warranty, this home blends modern design, comfort, and efficiency, all within a sought-after neighborhood known for its community feel and unbeatable commuter access via Metra, CTA, and nearby highways. Move right in and start living the Jefferson Park lifestyle, your dream home awaits.

4910 N Austin Avenue, Chicago

$585,000
4 Beds 2 Baths 12448844 MLS CLOSED Status
Welcome home to this beautifully renovated 5-bedroom, 2-bath all-brick bungalow in the heart of Jefferson Park - where modern luxury meets timeless Chicago charm. Step inside to a bright, open interior filled with natural light, featuring elegant, recessed lighting and a seamless flow throughout. The main level showcases a spacious open concept living and dining area that leads to a designer kitchen sure to impress. Enjoy brand-new stainless-steel appliances, quartz countertops, a stylish hex-tile backsplash, and satin brass fixtures that add just the right touch of sophistication and warmth. Retreat upstairs to the serene primary suite, complete with a convenient in-unit washer and dryer - one of two laundry areas in the home. Thoughtful upgrades continue with two new HVAC systems; dual-zone climate control for personalized comfort year-round. No detail has been overlooked: new architectural-grade roof, energy-efficient windows with custom window treatments, updated electrical and plumbing systems, and a full perimeter drain tile with sump pump for peace of mind. The basement offers endless possibilities for build out- perfect for a family room, home gym, office, or guest suite. Outside, relax or entertain in the privately fenced backyard, featuring a one-car garage plus two additional exterior parking spaces. Ideally located near parks, top-rated schools, public transit, and the Kennedy Expressway, this move-in-ready gem delivers modern living, classic character, and unbeatable convenience - all in one of Chicago's most welcoming neighborhoods.

5524 N Luna Avenue, Chicago

$780,000
3 Beds 4 Baths 12494986 MLS CLOSED Status
Jefferson Park spacious 4 bed, 3.1 bath single-family home with over 3600 sq. ft. of living space on four levels. The main level has hardwood floors, featuring a separate living room and formal dining room, a double-sided gas fireplace and a recently updated kitchen with stainless steel appliances, tons of cabinets, large island, breakfast bar, coffee bar and breakfast nook. Right off the kitchen is the upper deck, plus access to the completely built out stone patio/terrace with outdoor kitchen and fire pit. On the second level, you'll find two bedrooms, a large den/office, a full bath and a huge laundry room. Up one more flight of stairs, the entire top floor is the primary suite, inspired by the W Hotel. You'll enjoy the multiple dedicated spaces for sleeping, lounging by the gas fireplace, watching TV, plus a coffee bar with built-in mini fridge, massive custom walk-in closet and a recently refreshed en-suite bath with double vanity, soaking tub and steam shower. The lower level of the home features 10-foot ceilings throughout, with a large family room professionally wired with built-in lighting, audio system, disco ball and bar. Additionally, there is a fourth bedroom and full bath with heated floors, along with tons of additional storage. There is a 2 car garage with epoxy flooring, built-in bar, wall mounted TV and more storage. Other features to note; the home has a dual-zoned HVAC system, CAT5e wiring throughout, Dolby 5.1 surround sound system, smart thermostats and sump pump. Fantastic location, close to 90/94, the Jeff Park CTA and Metra stations, schools and great street parking. Built in 2005, these homes are set back off the main street in a tranquil and quiet neighborhood. There is an HOA that covers full lawn care (mowing, edging, leaf removal), snow removal from the alley, sidewalks and steps.

4703 N Laporte Avenue, Chicago

$715,000
5 Beds 3 Baths 12490732 MLS CLOSED Status
Welcome to this exquisite agent-owned residence located in the heart of Jefferson Park. This spacious home offers 5 bedrooms and 3 full bathrooms, perfectly accommodating family living and entertaining. As you step through the foyer, you're greeted by beautiful hardwood floors that flow seamlessly into the open-concept living, dining, and kitchen areas. The main level features a convenient bedroom and a mudroom that leads to an outdoor oasis. Step down four steps to a hot tub and an expansive multi-level backyard adorned with exotic Brazillian Ipe wood decking. The yard is designed with built-in planters, a privacy screen, and an 8-person hot tub for ultimate relaxation. Enjoy gatherings on the concrete stamped patio, complete with high-end astro turf and a concrete & cedar built-in grilling station. Venture upstairs to find two bedrooms, each boasting double closets and elegant herringbone wood flooring. The primary bedroom is a serene retreat, and both bedrooms share a luxurious bathroom with a Jacuzzi tub. The first level's bathroom is adorned with custom wallpaper, a high-end vanity, Restoration Hardware finishes, rain shower and a soaking tub. Descend to the basement via wooden stairs where a beautifully poured concrete floor welcomes you. This area is designed for versatility and features a custom-designed bathroom with TALA lighting fixtures, a walk-in shower with pebble stone tile, and Kohler smart shower finishes. Built-in shelving adds both convenience and style. The basement also houses a large laundry room with a full-size washer and dryer, two additional bedrooms, one with custom built-ins and the other with a walk-in master closet, and a family room featuring a shiplap encased electric fireplace complete with a wall of built-ins providing ample storage and display options. Every light in the home is equipped with dimmer switches for customizable ambiance, and the dual-zoned HVAC system is managed by two Nest smart thermostats, ensuring comfort and efficiency throughout the year. Situated in the prestigious Beubien Elementary School and Taft High School District, this home is an extraordinary blend of comfort and sophistication, with distinctive charm throughout its landscape. Don't miss the opportunity to own this exceptional property in Jefferson Park.

5151 W Winona Street, Chicago

$725,000
4 Beds 4 Baths 12417233 MLS CLOSED Status
Stunning Renovated Bungalow in Portage Park - Introducing a beautifully rehabbed bungalow on an oversized lot, located on a quiet, tree-lined street in the heart of Portage Park. This spacious home features 4 bedrooms and 4 elegantly designed bathrooms, offering the perfect blend of classic charm and modern luxury. Step inside to an open-concept main level with a bright and airy living room that seamlessly flows into a chef's dream kitchen, complete with top-of-the-line stainless steel appliances, custom white cabinetry, quartz countertops, elongated subway tile backsplash, and a massive island with breakfast bar seating. Adjacent to the kitchen, you'll find a stylish dining area and a custom-designed coffee bar/butler's pantry including a wine fridge-ideal for entertaining. The main floor also includes one spacious bedroom, a full bathroom, and direct access to a maintenance-free Trex deck, perfect for relaxing or hosting guests. Upstairs, you'll find three generous bedrooms and two full bathrooms, including a luxurious primary suite with a private bath including designer finishes. The fully finished basement offers exceptional flexibility with a large family room, separate sleeping space, the perfect space for a wine cellar, bonus room, full bathroom, laundry room, and abundant storage. Additional highlights include a 2-car garage, electric fireplace in the main living room, waterproof luxury vinyl plank flooring in the lower level, new gutters in 2023, party door on garage, new security doors on the front and back of the house, and meticulous attention to detail throughout. Just minutes to the expressway, restaurants, and everything beautiful Portage Park has to offer!

4416 N Mason Avenue, Chicago

$250,000
2 Beds 2 Baths 12484740 MLS CLOSED Status
Bright & Modern 2BR near Jefferson Park - New Windows, HVAC & Appliances! Beautifully renovated 2-bedroom, 1.1-bath condo ready for its new owner! The spacious living room with a stylish accent wall is perfect for TV display and gatherings. Step outside to a large private balcony, ideal for relaxing. The updated eat-in kitchen features stainless steel appliances (2022), a mosaic glass tile backsplash, and room for a table. The generously sized primary bedroom includes a remodeled half bath with a new vanity, mirror, lighting, toilet, and ceramic tile flooring. The main bathroom has also been refreshed with a modern vanity, lighted mirror, light fixtures, and ceramic tile flooring (2025). Additional updates include newer laminate flooring throughout (2022). Windows replaced in 2023, and a balcony door in 2021, HVAC in 2023 with an energy eco smart AC. There are light fixtures with fans in the bedrooms and kitchen, and on top of that, there are concrete subfloors that provide excellent sound isolation, privacy, and energy efficiency. The HVCA has extended warranties for 10 years. The windows have a limited lifetime warranty for broken seals and latches. The refrigerator and dishwasher have an Asurant warranty until 2027. The professionally managed building offers extra storage, a bike room, and a coin laundry. Fantastic location near Jefferson Park, the Blue Line, shopping, and major highways. Investor-friendly, pet-friendly -rentals allowed!

5330 W Windsor Avenue Unit #3I, Chicago

$775,000
5 Beds 4 Baths 12472893 MLS CLOSED Status
Stunning renovated 2-unit with a luxurious, large duplex-up on a quiet 1-way street in the heart of Jefferson Park on sought-after Sunnyside Ave! - Owners Unit (duplex-up) features 3 bedrooms and 2 full baths w/ two stories of luxury living on the 2nd & 3rd levels and boasts 1,650 sq ft. and features in-unit laundry, Newer Kitchen w/ premium Omega Cabinetry, New KitchenAid appliance package, granite counters, breakfast bar & custom butler's pantry, main-floor bath features a jacuzzi tub w/ classic subway tile, the second-floor primary bath features heated porcelain floors and a luxurious Steam-Shower with Custom Grohe fixtures! Upper-level family room features beautiful built-in cabinets, skylights with tons of light, and surround sound. - 1st floor unit features 2 bedrooms + a separate dining room that could be converted into a 3rd bedroom, updated kitchen & bath, plus a separate laundry room in the basement. The basement features tons of potential to duplex down and currently features tons of storage, a workroom, and a 1/2 bath. Both units have their own newer HVAC and Central air. Upper unit has a new tankless water heater, newer thermal pane windows, newly refinished hardwood floors throughout, and freshly painted throughout as well. This lovely one of a kind home features a front porch, a back porch, as well as two balconies--one off the 2nd story front and a 2nd in back with Glass French doors off the master suite leading to the balcony which overlooks the paver brick yard with new cedar fence and award winning landscaping!! 2 1/2 car garage with access from a newly paved alley way with newer roof. This is a one-of-a-kind beauty that is truly move-in ready. Excellent location with a short walk to all the area parks, restaurants, nightlife, schools, transportation & more!

5043 W Sunnyside Avenue, Chicago

$640,000
3 Beds 4 Baths 12474674 MLS CLOSED Status
Welcome to Edgebrook Glen - your private urban escape! Tucked within one of the city's most exclusive & hidden enclaves, this rarely available "Linden Plus" model offers a perfect balance of comfort, style & space. Thoughtfully designed for modern living, the home features 3 upstairs bedrooms, a flexible lower-level, 3.1 baths, huge deck off the main level & attached 2-car garage. Eco-friendly solar panels provide year-round energy savings, making sustainable living a reality. From the moment you arrive, a charming covered front porch-upgraded with low-maintenance composite decking welcomes you to relax & enjoy the peaceful surroundings of this beautifully landscaped, private subdivision. Inside, a sunlit living/dining area features soaring ceilings, gleaming hdwd floors t/o & a cozy gas-start fireplace - perfect for both entertaining & quiet evenings. A few steps down is an open-concept kitchen/family room area which serves as the heart of the home, offering granite countertops, newer S/S appliances, a custom tile backsplash & center island, ideal for casual meals or morning coffee. Upstairs, you'll find 3 generously sized bdrms, including a luxurious primary suite w/ vaulted ceilings, dual walk-in closets, a private composite balcony & a spa-inspired ensuite bath featuring a double sink vanity, walk-in shower & soaker tub. The walk-out lower level offers exceptional versatility, with space for a guest suite, 4th bdrm, home office or den, along with a full bath, laundry/utility room & direct access to the 2-car garage. Outside, enjoy summer days in a fully fenced backyard with an expansive composite deck (14' x 14') - perfect for private entertaining or quiet relaxation. Edgebrook Glen residents enjoy access to 2 community parks, tranquil green space, the North Branch Trail & Forest Preserve. Commuting is easy with nearby CTA, Metra & I-90/94, plus popular local spots like Colletti's Pizza & Mariano's are just minutes away. Peaceful, private & exceptionally well-located, this home offers more than just a place to live - it's a lifestyle. Schedule your private showing today!

5233 W Olive Avenue, Chicago

$729,000
3 Beds 3 Baths 12426961 MLS CLOSED Status
Welcome home to this award winning brick bunglow,located on a corner double lot, west facing, in Portage Park/Mayfair. This home offers 3 bedrooms,3 bathrooms, a Tiki bar,a garage with 2 parking spots and a paved brick driveway for 2 more additional parking spots. The home & the garage roofs were a tear off replacing sofift,facia & gutters with gutter guards 2022-23. The heating is radiant heat throughout and air conditioning is Mitsubishi mini split system. 4 heads that offer A/C & heat throughout the home. On that first cold day of the year turn the mini split on- to warm you up. Hardwood floors through-out with original pickled oak tirm,baseboards & solid core doors in the home. The electrical has been updated to 200-amp service. There is plenty of closets and stroage space throughout the entire home. The windows on the main floor east, west,& south are Pella Architectural Series double hung wood windows. The kitchen is the winner of the 2018 Chicago Bungalow Assn. Driehaus Award for Interior Rehabilitation. It was gutted to the bricks. The cabinets are solid maple inset cabinets with dovetail & soft-close hardware. Custom made walnut island & large spice cabinet. Solid walnut baseboards & window trim with a beadboard ceiling. Quartz counter tops & Subway Ceramics period-correct tile backsplash. Lighting is Schoolhouse Electric light fixtures & LED undercabinet lighting. The stove is Betazzoni 36" wide gas range/oven with hood, dishwasher is Fischer Paykell dual drawer, the refrigerator is Big Chill w/icemaker with reverse-osmosis water filtration. Both the flooring in the kitchen & dining room were replaced with maple. The dining room offers custom designed 2 solid cherry floating credenzas with a glassware cabinet. The lighting is two Louis Paulsen PH 5 pendant lights above the dining table. There is a pantry closet off the dining room. The extra spacious living room has a ventless fireplace with original built-ins and Rejuvenation wall sconces. The primary bedroom is an en-suite with a walk-in closet & updated maple flooring. Bathroom was completely updated in 2025 with tile floor,wainscotting walls,vintage clawfoot bathtub, Kohler pedestal sink & toilet. The second bedroom has the original wood paneling with a large closet. The upstairs landing has an Operable skylight. The first-floor 3rd bedroom is large with a good-sized closet. 1st floor bathroom built in solid walnut vanity with storage shelves,pedestal sink & multi-flush Kohler toilet. The main floor has a middle room currently used as a TV room this could also be used as dining room. You decide! The enclosed back porch was made level,wainscotting, carpet & additional electric outlets added. Now to the lower level. The Tiki Bar is the winner of the 2020 Chicago Bungalow Assn Driehaus Award for Covid Creativity. The bar is equipped with a sink, room for a small frig,window well shelves, floating glassware shelves & seating around the bar. There is a custom floating bench and canned lighting though-out the bar. If you are having a party, there is an easy access door to the lower level that directs you right to the Tiki Bar. The third bathroom is located right off the Tiki Bar & updated in 2025. New oversized tiled shower & custom vanity with sink. The lower level has an incredible workshop with plenty of storage & built-ins. Build & craft away! There is plenty of storage for all your Costco, wine & whatever else you need to store. The washer & dryer also located in the lower level with an old school large sink with plenty of storage cabinets. The backyard is perfect outdoor space for barbecues or just relaxing. The CTA Montrose/Blueline,Metra & 94 are 5-10 mintues away.

4501 N Lavergne Avenue, Chicago

$625,000
4 Beds 3 Baths 12450077 MLS CLOSED Status
If you're dreaming of a fully renovated home with a massive yard, without leaving the city, look no further! Located on an extra-wide 37' lot on a quiet street in Portage Park, this beautifully updated home offers space, style, and modern updates at every turn. The sun-filled main level features an open-concept living and dining area with gleaming hardwood floors, leading into a stunning chef's kitchen with quartz countertops, herringbone tile backsplash, an oversized island with outlets on both ends, and a walk-in pantry. Let the outdoors in with double glass doors that lead to your 19' x 10' deck, an ideal spot for barbecues, morning coffee, or hosting friends and family. Two spacious bedrooms and a full bath on the main level make ideal guest rooms, in-law space, or offices. Upstairs, the serene primary suite boasts cathedral ceilings with wood beams, skylights, a thoughtfully designed custom walk-in closet, and a spa-like bath with quartz counters, penny tile floors, and an oversized glass shower accented by elegant brass hardware. Another sun-filled bedroom features a skylight, professionally built out closet, and a beautifully renovated full bath with a soaking tub complete the second level. In the basement, you will find a huge laundry room with side-by-side washer/dryer and generous storage space, a family room perfect for movie nights, and an additional space ideal for a home gym, office space, or playroom. This level also features a huge refinished crawl space for added storage. The oversized backyard is fully enclosed with premium 6' white vinyl privacy fencing and includes an elevated patio, a large grassy area with lush mature trees to one side, a custom dog run side-yard complete with river rocks, a detached 2-car garage, and an added concrete carport. Enjoy a 2-car garage with storage potential and the gated carport that could either be used as an extra parking space, a bonfire area, or as the perfect sports court! This backyard oasis offers plenty of opportunity to continue making it your own. With a new roof, skylights, HVAC, washer/dryer, and so much more, this home is completely move-in ready. Prime location near Dunning Square, Ridgemoor Country Club, and multiple parks, including Dunnham Park, which offers a playground, tennis courts, and multiple fields. Commuters will love the easy access to CTA, the Blue Line, the Kennedy Expressway, and ample free street parking. Top-rated schools include Smyser Elementary, Taft High School, and nearby Wright College. This fully renovated home on an oversized lot is truly a rare find!

4442 N Melvina Avenue, Chicago

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Jefferson Park, Chicago IL · Curated MLS Search

Homes with Main Floor Primary in Jefferson Park, Chicago IL

An editorially curated view of every active homes with main floor primary listing in Jefferson Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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