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$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

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

6100 N Mason Avenue, Chicago

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

5336 W Leland Avenue, Chicago

$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

$399,000
2 Beds 3 Baths 12735325 MLS CONTINGENT Status
MULTIPLE OFFERS RECEIVED - HIGHEST AND BEST BY 8/28, 2PM; MOVE-IN READY, classic charm meets modern! If you want a completely redesigned home, this one is not to miss! Remodeled just three years ago, this Jefferson Park/Gladstone Park property sits on an extra wide 70 ft corner Chicago lot, offering more outdoor space, more privacy, and a layout that lives larger than expected. With an open concept main level, updated finishes throughout, and three levels of flexible living space, this home is an ideal fit for buyers moving up from a condo or apartment, downsizers seeking comfort without sacrificing space, or investors looking for a strong rental or Airbnb opportunity. Step inside to a bright, seamless main floor with refinished hardwood floors that feel so satisfying to walk on, updated modern lighting, and an airy flow between living, dining, and the remodeled kitchen. The kitchen features two-tone soft close shaker cabinetry, quartz counters, Frigidaire stainless appliances, and a cook's dream pot filler-perfect for everyday meals or weekend entertaining. A convenient half bath on the main level adds comfort for guests and flexible living. Upstairs, you'll find two comfortable bedrooms and an updated full marble bath with modern finishes and smart mirros. The finished lower level creates a full second living zone with a family room, full bath, and a wet bar with undermount refrigerator-ideal for game nights, extended stay guests, or a teen retreat. The generous layout also offers flexibility for a true third bedroom if desired, giving buyers even more options for guests, extended family, or private living quarters. With its privacy and amenities, the lower level also offers appealing potential for Airbnb or short-term rental income. Outside, enjoy a peaceful yard with mature peach, apple, and fig trees, a charming garlic patch, and thoughtful perennial plantings that add beauty without demanding heavy maintenance. And with a flat water bill, that is right, no water meter. You can water as much as you like-perfect for gardeners, hobby growers, or anyone who loves a lush outdoor space. The covered front porch offers a quiet spot to unwind and enjoy the neighborhood. Parking is easy and convenient thanks to a dedicated parking pad off the alley, with an alley approach that feels like your own private driveway-and plenty of street parking for visitors. And for buyers considering future expansion, the extra-wide lot offers the potential to add a garage if desired. Located moments from parks, schools, local shops, the 22 min walk to the Blue Line, Metra, and 90/94, this turnkey home blends modern updates, flexible space, and a welcoming layout in one of the Northwest Side's most beloved neighborhoods. Get ready to move in and start making cherished memories.

5150 N Moody Avenue, Chicago

$595,000
3 Beds 2 Baths 12734653 MLS ACTIVE Status
Welcome to this 3BR/2BA plus den refreshed ranch home in Jefferson Park! This residence features 3 bedrooms on the main level and two full bathrooms. The home has been thoughtfully rehabbed to provide a fresh, move-in-ready experience while maintaining its original character. Bright, inviting living spaces flow seamlessly, creating a warm and functional layout ideal for both everyday living and entertaining. The kitchen is bright and has a eat in area for a kitchen table. The lower level is open with a office plus a wet bar area with fridge and sink. A standout feature is the extra tall garage, adding convenience and value with secure parking and additional storage space. Located in a desirable neighborhood, this property falls within the Farnsworth Elementary and Taft High School District, making it an excellent choice for those seeking access to well-regarded local schools. With its combination of space, updates, and location, is a place you'll be proud to call home. Nestled between Elston & Milwaukee Avenue, this location has easy to 90/94 and Metra at Jefferson Park.

5624 N Mango Avenue, Chicago

$564,900
3 Beds 2 Baths 12725570 MLS CONTINGENT Status
Welcome to this beautiful Modernized style home with a lots of contemporary finishes mixed with a vintage look. Located in the Gladstone Park neighborhood this gorgeous home showcases a bright open layout with modern finishes throughout, including a stylish kitchen featuring white cabinetry, quartz countertops, and updated fixtures. The home features generously 4 sized bedrooms, 2 luxurious bathrooms, light-filled living and dining areas featuring refinished hardwood floors and the open layout ideal for both everyday living and entertaining. The living room offers a generous living spaces highlighted by a beautiful fireplace that creates a warm and inviting atmosphere. Downstairs, the finished basement provides the incredible additional living space and features a custom wet bar, making it the perfect setting for a family room, recreation area, home theater, or entertaining guests. Don't miss the opportunity to own this exceptional property that is ready for you call home!

5626 N Miltimore 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

$1,099,000
3 Beds 4 Baths 12717706 MLS ACTIVE Status
Impeccable 4 bedroom, 3.1 bath new construction single-family home on a 30' lot steps from the Metra in Jefferson Park. Spacious extra-wide floor plan with side bay featuring design forward fixtures and finishes. Open concept living/dining area with direct vent gas fireplace, arched niches with open shelving, and beautiful oak hardwood flooring. Chef quality eat-in kitchen perfect for entertaining features stainless Bosch appliance package, oversized peninsula with bar seating, butler pantry, and large walk in pantry. Adjoining family room with ample windows overlooking the backyard. Primary bedroom with vaulted ceiling, two WIC's with custom organizers, and spa like ensuite bath with frameless glass shower, dual sinks, and heated flooring. Two additional bedrooms with vaulted ceilings and custom closet organizers, hall bath with dual sinks, tub, linen closet, and heated flooring, and laundry room with washer/dryer and sink complete the upper level. Finished lower level includes spacious recreation room with wet bar, 4th bedroom, full bath, utilities/second laundry hookup, and LVP flooring throughout. Enclosed backyard with stamped concrete patio and an extra-wide 25' detached two-car garage. Close to restaurants, shopping, public transportation, parks, and other great neighborhoods. Exceptional quality home by top developer in Hitch elementary district. Plans, specs/finishes, and renderings are subject to change at Seller's discretion. Buyer/buyer's broker to verify all details prior to purchase. Buyer's broker must attend all showings and appointments.

5355 N Melvina 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

$1,060,849
3 Beds 4 Baths 12639032 MLS CLOSED Status
One of two impeccable 4 bedroom, 3.1 bath new construction single-family homes steps from the Metra in Jefferson Park. Spacious floor plan featuring design forward fixtures and finishes. Open concept living/dining area with direct vent gas fireplace and beautiful oak hardwood flooring. Chef quality eat-in kitchen perfect for entertaining features stainless Bosch appliance package, oversized peninsula with bar seating, butler pantry, and large walk in pantry. Adjoining family room with ample windows overlooking the backyard. Primary bedroom with vaulted ceiling, two WIC's with custom organizers, and spa like ensuite bath with frameless glass shower, dual sinks, and heated flooring. Two additional bedrooms with vaulted ceilings and custom closet organizers, hall bath with dual sinks, tub, linen closet, and heated flooring, and laundry room with washer/dryer and sink complete the upper level. Finished lower level includes spacious recreation room with wet bar, 4th bedroom, full bath, utilities/second laundry hookup, and LVP flooring throughout. Enclosed backyard with stamped concrete patio and a detached two-car garage. Close to restaurants, shopping, public transportation, parks, and other great neighborhoods. Exceptional quality home by top developer. Photos are from a similar recent project with comparable floor plan and finishes. Estimated completion mid June.

5357 N Melvina Avenue, 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

$775,000
5 Beds 4 Baths 12616928 MLS CLOSED Status
This beautifully reimagined Jefferson Park brick bungalow blends timeless architecture with a level of finish and functionality that's hard to come by. A true foyer welcomes you in, setting the tone with a beautiful statement porcelain tile. From there, the sun-filled living room flows into a formal dining space, where custom millwork and wainscoting adds character. This kitchen is the heart of the home and this one surely delivers. Thoughtfully designed with custom cabinetry, quartz countertops, large island and high-end stainless steel appliances, it offers both style and function. A built-in dining nook adds additional seating with the original 1927 front door repurposed as the table. The adjacent coffee bar gives a separate space in the morning to get ready before heading out the door. Right off the kitchen behind a sliding door is a spacious mudroom complete with built-in storage, laundry and plenty of room to keep everything organized. Additionally on this level is an office/bedroom and full bathroom. Up the bright stairwell, the primary suite offers a true retreat. The bathroom will surprise you with vaulted ceilings, a spa-inspired shower, double vanity, private water closet, elevated finishes and access to the generous walk-in closet. Two additional bedrooms and a well-appointed full bathroom complete the second level. The finished lower level expands your living space even further, featuring a huge family room, wet bar, and a standout wine cellar with custom racking, perfect for entertaining or unwinding at home. Another beautiful vintage save from the original 1927 home is the original kitchen sink, which has been repurposed here in the basement right off the wet bar as a functional yet beautiful design piece. The additional 5th bedroom allows for a great guest suite, office, or gym. There is a massive storage room which is separate from the utility closet. Off the back of the home is a covered porch, landscaped fenced in yard and two-car garage. Additional features throughout the home include hardwood flooring and new LVP flooring, recessed lighting, radiator heating controlled through Ecobee smart thermostat, NEST doorbells and more. Extensively updated with attention to detail throughout, this home offers the peace of mind of modern systems while maintaining the charm of a classic Chicago bungalow. Located in the coveted Beaubien School District, metra and blue line and super easy access to 94.

4823 W Argyle Street, Chicago

$849,900
3 Beds 4 Baths 12624807 MLS CLOSED Status
Stunning 4 Bed/3.5 Bath single family home with a 2 car garage in beautiful Jefferson Park area! Newly constructed in 2022, this home features a bright & open concept with high ceilings and elegant craftsmanship. Eat-in chef's kitchen equipped with SS appliances, oversize island with quartz countertops, & walk in pantry. Spacious master suite with two walk in closets and luxurious master bathroom with jet shower and double vanity. Second hallway bathroom with double vanity as well. Laundry on 2nd floor (bedroom level) but the home also has laundry hook ups in the lower level too. Basement includes a large recreation room with full wet bar, 4th bedroom, full bath, and lots of storage. Hardwood floors thru out 1st and 2nd floors, carpet in basement. Home has a drain tile system with sump and ejector, tankless water heater, and hi-efficiency HVAC. Enjoy the fenced in yard with a concrete patio ready for entertaining. Great location close to shopping, transportation (CTA Blue line & Metra just a few blocks!) and parks! Nothing to do but move in. Hurry, this one won't last long!

5739 W Grover Street, Chicago

$485,000
1 Beds 2 Baths 12618480 MLS CLOSED Status
Rare opportunity in Jefferson Park. This fully remodeled, turn-key home has been meticulously maintained, with true pride of ownership throughout. The interior features fully renovated rooms, brick veneer corner wall, crown molding and high-end stainless steel Italian appliances, including a Verona oven. Major updates have already been handled, including tuck-pointing, central heat and A/C, sump pump, and new water heater. The finished lower level adds valuable living space with in-home laundry and a full modern bathroom. Outside, enjoy a Heated 2-car garage with a brand-new roof. The garage also has a party door with a wet bar under a roof overhang perfect for an amazing year round experience. Located just 3 minutes to Metra and 4 minutes to the CTA Blue Line, offering quick access to downtown and O'Hare. Well-maintained, upgraded, and move-in ready-homes like this in Jefferson Park don't last.

5549 N Parkside 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

$715,000
4 Beds 3 Baths 12597777 MLS CLOSED Status
Move-in ready! Updated 4 Bedroom, 3 Bath home on oversized 41X209 Lot in the Indian Woods Subdivision of Jefferson Park. Granite Kitchen with Peninsula breakfast bar, substantial cabinets, stainless steel appliances(Micro 5 yrs, Refrigerator 1 yr) with eating area overlooking spacious rear deck. 1st Floor bedroom/office, large living room and full bathroom. 2nd floor has 3 bedrooms and updated bathroom with separate tub and walk-in seated shower. Primary bedroom has large walk-In closet. Pull down stair to attic space with great storage. Hardwood floors thru-out 1st and 2nd floor living areas. Great natural light thru-out. Full finished basement great for entertaining with family room, wet Bar, bathroom, laundry room and overhead sewer with sump pump. Dual zoned heating and a/c ( Both a/c units are 5 years old) and 3 year old hot water heater. Beautiful, extra deep backyard with paver patio, awesome 3+ car garage great for storage or projects and 3 additional shed spaces. Convenient access to neighborhood dining, shopping and groceries. Located near the scenic Edgebrook Forest Preserve/Caldwell Woods bike trails that stretches up to the Botanic Gardens. Please exclude all wine racks, shelves and ornamentation in basement area.

5877 N Central Avenue, Chicago

$1,000,000
4 Beds 4 Baths 12537616 MLS CLOSED Status
Tucked along a quiet, tree-lined street in the heart of Jefferson Park, this light-filled home offers a thoughtful layout designed for everyday family living. Hardwood floors and 9-foot ceilings create an open, airy feel throughout, anchored by a well-designed kitchen with custom cabinetry, new appliances, and an oversized quartz island that naturally brings everyone together. The family room opens directly to the backyard, making it easy to move between indoor and outdoor play, gatherings, and daily routines. Upstairs, the primary suite provides a comfortable retreat with a walk-in closet and en-suite bath, while three additional bedrooms, a full bath, and convenient second-floor laundry make day-to-day living efficient and practical. The finished lower level adds valuable flexibility with a generous rec room, fifth bedroom, full bath, office or flex space, rough-in plumbing for a wet bar, and a customized storage room-ideal for homework zones, guests, or hobbies. Outside, enjoy a fully fenced yard with patio and a two-car detached garage, all set within an established neighborhood close to parks, schools, Starbucks, and the local spots Jefferson Park families enjoy.

5744 W Ainslie Street, Chicago

$555,000
3 Beds 3 Baths 12487498 MLS CLOSED Status
Exceptional Opportunity - Sun-Drenched Ranch! This beautifully rehabbed ranch-style home features a bright, open-concept layout-perfect for both everyday living and entertaining. Thoughtfully updated throughout, this home includes: New plumbing, hot water tank, and 100-amp electrical service Energy-efficient windows, new interior & exterior doors Gleaming hardwood floors throughout Gourmet kitchen with 42" white soft-close cabinets, quartz countertops, and premium Samsung appliances Stylishly updated bathrooms with modern tilework and fixtures The full finished basement offers a spacious rec room, additional bedroom, full bath, wet bar and a large laundry room with ample storage. Enjoy outdoor living in the nice-sized backyard and take advantage of the oversized 2.5-car garage.

5349 N Meade Avenue, 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

$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

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

5705 W Higgins Avenue, Chicago

$929,000
3 Beds 4 Baths 12442746 MLS CLOSED Status
Impeccable 4 bedroom, 3.1 bath new construction single-family home steps from the Jefferson Park Blue Line and Metra! Spacious floor plan featuring design forward interiors with great consideration given to fixtures and finish materials. Sun filled combined living/dining room with direct vent gas fireplace. Entertainer's kitchen with Bosch appliance package, white shaker cabinetry with transoms, large peninsula with bar seating, butlers pantry with sink and beverage center and separate pantry closet. Adjoining family room with oversized windows allowing tons of natural light and access to the patio. Spacious primary suite with accent millwork, two WIC's and ensuite bath with dual sinks, frameless glass shower and heated flooring. Two additional bedrooms, hall bath with dual sinks, tub and linen closet, and laundry with washer/dryer and sink complete the upper level. Finished lower level with nice ceiling heights, large rec room with wet bar and beverage center, 4th bedroom, full bath, second laundry hook-up, utilities and storage. Enclosed backyard with patio offers plenty of outdoor space plus a detached two-car garage. Close to restaurants, entertainment, shopping, public transportation, parks, and other conveniences. Located in top rated Beaubien Elementary district. Exceptional quality home by top developer.

5342 W Winnemac Avenue, Chicago

$455,000
5 Beds 2 Baths 12473871 MLS CLOSED Status
Rarely available Jefferson Park Gem! This lovingly maintained two-story home sits on a sun-filled + tree-lined premium corner lot - offering 5 above-grade bedrooms, 2 full baths, finished basement and a detached 2-car garage! Step into the inviting living room, highlighted by a beautiful bay window that fills the space with natural light. The bright kitchen includes all appliances and an eating area. The kitchen opens to the bright family room with vaulted cathedral ceiling, twin skylights, and a cozy fireplace. The sliding glass door leads to the elevated deck, overlooking the fenced backyard and direct access to the spacious two car garage. The main level includes two bedrooms and a full hall bath. Built on solid 1950s brick construction, the home was thoughtfully expanded with an upper addition featuring three generously sized bedrooms and a full bath. A finished basement adds even more living space, complete with a wet bar and a large recreation room-ideal for entertaining or relaxing.New H2O 2020 + Furnace 2022. The versatile layout offers flexibility for bedrooms, home offices, playrooms, or guest space. Every inch has been meticulously maintained, showcasing pride of ownership throughout, while also providing the opportunity to add your own modern touches over time. Phenomenal location-just a short walk to Austin Foster Park (nearly 5 acres of open green space)! Enjoy easy access to: schools, restaurants, shops anywhere in Chicago - with the CTA Blue Line, Metra, and expressways all nearby. Ideally set on a quiet, tree-lined street yet close to shopping and transportation, this home is a must-see!

5301 N Melvina Avenue, Chicago

$495,000
4 Beds 2 Baths 12471639 MLS CLOSED Status
Jefferson Park is a neighborhood located on the Northwest Side of Chicago, Illinois. It is one of the city's 77 community areas and serves as a major transportation hub, often referred to as the "Gateway to Chicago." This beautifully updated ranch-style home features four spacious bedrooms, including three on the main level and an oversized bedroom in the fully finished lower level. Both full bathrooms have been completely renovated with new tile, quartz countertops, and modern cabinetry. The stunning kitchen is a highlight of the home, showcasing quartz counters, a matching backsplash, and a dramatic waterfall peninsula that seamlessly connects to the open main living area. Gleaming hardwood floors extend throughout the main level, enhanced by new oak stairs that lead to the finished basement. The basement features luxury vinyl plank flooring, recessed lighting, an electric fireplace, and a wet bar complete with a beverage cooler. Additional upgrades include ceiling fans in every bedroom, fresh paint throughout, new interior hardware and lighting, new exterior doors, Climate Guard windows, and new gutters, soffits, and fascia, along with attic insulation. The home is equipped with a brand-new HVAC system for heating and air conditioning, a new water heater, and all-new appliances, including a washer and dryer, ensuring complete peace of mind. Outside, you can enjoy a newly constructed back deck and a fully updated garage that features a new roof, siding, windows, gutters, and an automatic door opener. This is definitely a turnkey home just waiting for you and your family. Close to schools shopping and expressway.

5243 N Nagle Avenue, Chicago

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

5448 W Agatite Avenue, Chicago

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

5406 N Mulligan Avenue, Chicago



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