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

5748 W Eastwood Avenue, Chicago

$919,000
4 Beds 4 Baths 12754500 MLS PRICE CHANGE Status
Welcome Home to this beautifully maintained contemporary residence, where modern design meets comfortable everyday living right on the border of Jefferson Park and Forest Glen! Thoughtfully designed for both entertaining and every day life, this super spacious home offers 4 bedrooms, 4 baths, a fully finished basement, two additional rooms and a beautifully landscaped backyard. The open-concept main level is filled with natural light from all angles and features a stunning kitchen with custom cabinetry, quartz countertops, stainless steel appliances, and a large island overlooking the seating and dining areas anchored by a cozy electric fireplace, with a bonus room attached, perfect for a sunny office space! Plus an ample living area also on the main level leading right out to your own private oasis. Step outside to a beautifully landscaped backyard with a paver patio, creating the perfect setting for summer gatherings or quiet evenings at home. On the top floor, start your mornings with coffee on your private balcony right off the spacious primary suite facing South, flooding the space with more natural sunlight. Enjoy the convenience of second-floor laundry where all 4 bedrooms live. Downstairs, the finished lower level expands your living space featuring a full wet bar, full bath, and a versatile bonus room perfect for a guest suite, home office, gym, or 5th bedroom. Designer lighting, custom window treatments and dual HVAC systems, add comfort and peace of mind. PLUS 2.5 car garage with EV parking! Ideally located in the top-rated public school district - Beaubien Elementary just one block over and Taft High School nearby. Plus surrounded by plenty of parks & hiking trails, the CTA Blue Line, Metra stations and I-90/94, this home offers the perfect blend of city convenience, and neighborhood charm. *Also available for rent at $6,900/month.

5047 W Winnemac Avenue, Chicago

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

5100 N Long Avenue, Chicago

$489,000
3 Beds 3 Baths 12737355 MLS CONTINGENT Status
Beautifully updated brick home on a picturesque, tree-lined street in one of the Northwest Side's most desirable neighborhoods. Situated on an oversized nearly 5,000 sq. ft. lot, this move-in ready home offers the perfect blend of space, comfort, and modern updates. The versatile floor plan features 4 bedrooms and 3 full bathrooms, including a first-floor bedroom and full bath ideal for guests, a home office, or multigenerational living. The second floor offers a private primary suite with an ensuite bath, while the finished basement provides additional living space with a recreation room, bedroom, full bath, and laundry. The spacious fenced backyard is perfect for entertaining or relaxing, featuring a large private deck, fire pit area, and plenty of room to enjoy the outdoors. A driveway and detached 2.5-car garage add convenience and functionality. Inside, you'll find beautifully refinished hardwood floors, stainless steel appliances, and numerous updates throughout. Located within the highly sought-after John W. Garvy Elementary School (K-8) and William Howard Taft High School districts, this home offers access to some of the Northwest Side's most desirable schools. Enjoy easy access to O'Hare International Airport, the Blue Line, Metra, I-90, parks, shopping, restaurants, and everyday conveniences. This exceptional home offers the ideal combination of location, space, and updates-ready for its next owners to enjoy. Property is being sold as-is.

5126 N Mulligan Avenue, Chicago

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

5028 W Ainslie Street, Chicago

$516,900
3 Beds 2 Baths 12716481 MLS CONTINGENT Status
Timeless charm, exceptional outdoor living, and an unbeatable Jefferson Park location define this classic brick Georgian on picturesque Mulligan Avenue. Situated on an expansive 5,208-square-foot lot-nearly 70 percent larger than a standard Chicago lot-this sun-filled 3-bedroom, 2-bath home offers abundant space, character, and endless potential. Newly refinished hardwood floors add warmth throughout the main level. The backyard is a true highlight, featuring a spacious 16' x 22' maintenance-free composite Trex deck overlooking an oversized yard-ideal for entertaining, gardening, or relaxing in your own private outdoor oasis. A detached two-car garage and generous green space complete this exceptional setting. Located within the attendance boundaries of John W. Garvy Elementary School (K-8) and William Howard Taft High School (7-12), an acclaimed International Baccalaureate (IB) World School, the home offers access to some of the Northwest Side's most desirable public schools. Enjoy the convenience of nearby parks, shopping, dining, CTA and Metra transportation, expressways, O'Hare International Airport, and the added benefit of being within Chicago city limits for buyers with municipal residency requirements. Offering timeless architecture, an oversized lot, outstanding outdoor living, and an exceptional location, this is a rare opportunity to own a truly special home in one of Jefferson Park's most sought-after neighborhoods!

4834 N Mulligan 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

$649,900
6 Beds 2 Baths 12657416 MLS ACTIVE Status
Incredible Two-Flat in the Sought-After Jefferson Park Neighborhood! Don't miss this beautifully maintained and updated two-flat offering exceptional value for both investors and owner-occupants. Each spacious apartment features 3 bedrooms and 1 bathroom with an excellent, functional layout, abundant natural light, and beautifully refinished hardwood floors throughout. Both kitchens have been tastefully updated with white cabinetry, quartz countertops, and modern finishes, while the bathrooms have been stylishly renovated. Additional improvements include updated electrical panels, providing peace of mind for years to come. The property also offers a 2-car garage, private basement storage space for each unit, and separate washers and dryers for added convenience. Ideally located within walking distance to Indian Road Park and Hitch Elementary School, with easy access to shopping, dining, transportation, and everything Jefferson Park has to offer. A truly turnkey opportunity in one of Chicago's most desirable neighborhoods!

6029 N Austin Avenue, Chicago

$427,500
3 Beds 2 Baths 12624871 MLS CLOSED Status
MULTIPLE OFFERS - ALL OFFERS DUE TUESDAY MAY 12 5pm NO ESCLATION CLAUSES AND NO FURTHER SHOWINGS AT THIS TIME BEYOND SHOWING BLOCK OUTLINED IN BROKERS PRIVATE REMARKS On the Confluence of Portage Park in Jefferson Park, Estate Sale Same family for 56 years. Classic All Masonry American 4 Square sequestered on Iconic Made for TV Chicago Streetscape, 33 ft wide lot, Handsome facade with Whimsical Mayberry claim. Inviting Open Front Porch, Classic interior Floor Plan. 3 bedroom + Office/Den/ 3 season Room, 2 Full Baths Plus Full Unfinished Basement and Attic for further expansion potential. Hardwood Floors, Some Original Mill Work, Formal Dining Room, Eat in Kitchen, Generous Bedroom Sizes, Rear Deck overlooking Large Grassy Yard with 2 car Garage. Excellent location burgeoning with independent and cultural boutiques/commerce and connected to multiple gateways of transit. Beaubien School District. A Perfect Affordable Opportunity to Build Equity, Engage Community, and a Secure a Timeless Chicago Neighborhood Experience. Sold AS IS. Please Brokers Private Remarks for Showing Blocks Schedule. SOLD AS IS AS SEEN. Showings Start Saturday May 9th

5044 W Wilson 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

$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

$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

$435,000
4 Beds 3 Baths 12498894 MLS CLOSED Status
**NEW PRICE AND NEWLY REFRESHED** New paint on first and second floors and new carpet on top floors. Other updates to home completed as well including back deck refresh. Welcome to this charming Portage Park home ideally located with convenience in mind. A few short minutes to shopping, dining, public transit, major expressways, parks, top-rated schools and the recently redeveloped original Six Corners, everything you need is in reach within minutes! This spacious, two story home is bursting with natural light and offers abundant storage, including oversized closets in every bedroom. Original hardwood floors throughout the main level are accompanied by an eat-in kitchen with ceiling-high custom cabinets, modern high-end stainless steel appliances and granite countertops. Walk out the back door where you can enjoy a cup of coffee in the morning or grill out in the evening on your cozy, private deck overlooking the fenced in yard. This home boasts four generously sized bedrooms, two on the main level, and two in the renovated upstairs as well as three thoughtfully designed FULL bathrooms, one on each floor. Additionally, there is a FULLY professionally finished basement offering additional living space ideal for entertaining, an additional family room, home office, playroom or gym, the options are endless! Whether you're hosting friends and family or creating a quiet retreat, this lower level feels just as inviting as the main floors. The basement also includes a storage room with a brand new 50 gallon hot water heater. Ideal for families, there is no need for private schools or trying your luck with the CPS lottery, this residence is zoned for IB school Taft High School, walking distance to the elementary school, and conveniently located within walking distance to two playground parks. Updated in 2015 and bursting with character and good bones, this property is just waiting for your vision and finishing touches to truly shine. Bring your ideas and make this home your dream home today!

4433 N Narragansett Avenue, Chicago

$394,000
3 Beds 1 Baths 12460488 MLS CLOSED Status
Fall in love with this warm and charming Jefferson Park 4-bedroom, 1-bath home that perfectly blends modern updates with inviting comfort. Beautiful hardwood floors flow throughout the main level, complemented by a newly tiled eat-in kitchen with newer appliances and a freshly remodeled full bathroom. Spacious, king-sized primary bedroom and three additional bedrooms offer plenty of flexibility with built out closets-whether for guests, a home office, or a growing family. The finished basement provides a versatile second living space, as well as abundant storage and generous 4th bedroom. A sizable professionally landscaped backyard is your private oasis for summer barbecues and outdoor fun. 2-car garage and newer mechanicals (furnace 2023, AC 2024, water heater 2020) add convenience and peace of mind. All of this in a prime Jefferson Park location! Just two blocks to the Blue Line and Metra, across the street from award-winning Beaubien School, and a short stroll to parks, trails, Target, Mariano's, and Starbucks. Plus, quick access to I-90, Edens, and Kennedy makes getting around effortless!

5111 W Argyle Street, Chicago

$500,000
3 Beds 3 Baths 12439692 MLS CLOSED Status
Charming Brick Bungalow in the Heart of Gladstone Park! Welcome home to this beautifully maintained and updated brick bungalow-blending timeless charm with modern updates on a quiet, tree-lined street in sought-after Gladstone Park. Bright + Inviting: Step into a sun-filled, west-facing living room featuring a classic bay window that fills the space with natural light. Main Floor Convenience: The first floor offers a spacious bedroom and a refreshed full bath with tub/shower combo-perfect for guests or main-level living. Updated Kitchen: Enjoy a well-designed kitchen with spacious granite counters, tile backsplash, white cabinetry, and stainless steel appliances including a gas range and new dishwasher (2024). Dedicated Dining: A separate dining room features an accent wall, sleek modern light fixture, and a pantry for added storage. Room to Grow Upstairs: Two generous bedrooms including a primary suite with dual closets. The second bedroom overlooks the lush backyard and offers space for flexible layouts. A bright, full-height bathroom completes the upper level. Versatile Lower Level: Fully finished basement offers a second living area, playroom, home gym, or office-plus a convenient half bath, laundry room (new washer + dryer in 2025), and workshop/storage space. Outdoor Retreat: Entertain or relax in your private, fenced backyard with a newer deck (2022), paver patio (2022), and tuck pointing completed in 2025 as well as garden beds, and grassy yard. A 2-car garage (including new garage door 2022) adds extra storage and functionality. Other updates include new water heater (2025), new A/C (2024) and new roof + gutters on house and garage as of 2020. All this in commuter-friendly Gladstone Park - nestled between Jefferson Park, Norwood Park, and Union Ridge, with easy access to I-90, the Gladstone Park Metra, Austin-Foster Park, and Taft High School.

5321 N Moody Avenue, Chicago

$250,000
2 Beds 2 Baths 12401220 MLS CLOSED Status Shanghai Lil Condos BLDG.
Fantastic 2 bedroom, 2 full bathroom condo in the heart of highly sought-after Jefferson Park! This bright and airy second-floor unit offers the perfect blend of comfort and convenience, nestled in a well-maintained, all-brick, pet and investor friendly building. This well-maintained unit boasts an open floor plan with hardwood floors throughout. The spacious living room flows seamlessly into the dining room, which opens to one of two private balconies. A spacious kitchen features stainless steel appliances, a new dishwasher, stylish tile backsplash, a cozy eat-in area, and direct access to the second balcony- perfect for grilling! The primary bedroom includes a full en-suite bathroom and walk-in closet, and there's a convenient in-unit washer/dryer with an adjacent hallway closet. Additional highlights include a newer central heating and air conditioning system, dedicated basement storage, and a private, detached one-car garage for added convenience. With low monthly assessments and a prime location near shopping, dining, parks, expressways, the Jefferson Park Terminal, and Farnsworth/ Taft school districts, this move-in-ready home has it all. Must see!!

5407 N Milwaukee Avenue Unit #2B, Chicago

$431,900
4 Beds 2 Baths 12358621 MLS CLOSED Status
Discover timeless character and modern updates in this classic solid brick bungalow situated on the border of Portage Park and Jefferson Park. This 4-bedroom, 1.5-bathroom home showcases beautiful hardwood floors, rich natural wood trim, detailed casing, and elegant crown molding throughout the main level. Step into a spacious living room that flows into a formal dining room-perfect for entertaining. The kitchen features warm wood cabinetry, granite countertops, a stylish tile backsplash, and stainless steel appliances. Two generously sized bedrooms, a full bath, and a bright sunroom that opens to the backyard complete the main floor. Upstairs, you'll find a roomy landing with dual closets and two additional bedrooms, each equipped with new mini split systems for year-round comfort. The expansive basement offers abundant storage, a half bath, a laundry area, and is partially finished with drywall ceilings and painted concrete floors and walls-ready to customize to your needs. Outside, enjoy your private backyard oasis, complete with a two-car garage featuring a party door and roof overhang-ideal for entertaining, rain or shine. Ideally located near green spaces like Portage Park, Dunham Park, and Ridgemoor Country Club, this home offers excellent access to shopping with Jewel-Osco, Mariano's, Aldi, and local neighborhood grocers nearby. Commuting is a breeze with quick access to I-90/94, the Jefferson Park Metra (UP-NW), and Blue Line CTA. Taft High School District and walking distance from Prussing Elementary and St Robert Catholic Bellarmine. Don't miss your chance to own this beautifully maintained home in one of Chicago's desirable neighborhoods-schedule your showing today!

4444 N Mason Avenue, Chicago

$789,000
4 Beds 4 Baths 12328240 MLS CLOSED Status
Welcome to the home you've been waiting for...exceptionally upgraded property with a number of appealing features. The living areas are thoughtfully designed and finely crafted with white millwork and classic hardwood flooring throughout the first and second floor. Flooded with natural light, the open floor plan provides flexibility and comfortable areas for everyday living or easy entertaining. There is a room for multiple cooks in the fully appointed Kitchen featuring upgraded stainless steel appliances and hood, soft close 42" cabinetry with under cabinet lighting, quartz countertops and backsplash, and a large Island (7x3) for additional seating. The harmonious flow between the Living, Dining and Family Rooms create an inviting atmosphere perfect for cozy family gatherings. The main floor includes two bedrooms and a full porcelain tile bathroom with oversized shower and modern fixtures, as well as a private Office complete with a stylish double barn door. There is also main floor laundry for your convenience, and a Mud Room right of the kitchen with a door to the fully fenced backyard, complete with a brick paver patio. The well designed second floor features two bedrooms and two Bathrooms. Primary Bedroom enjoys plenty of privacy along with multiple closets, including a walk-in, and an opulent en-suite Bathroom featuring a skylight, a spacious shower with custom glass doors, a free-standing soaking tub and a double vanity with up to date fixtures. The second Bedroom also offers the luxury of its own en-suite Bathroom, a rare and valuable feature. The full finished basement expends your living space, perfect for recreation or relaxation, and includes 5th Bedroom and a full Bathroom. A convenient laundry closet is ready for an additional washer/dryer, and you'll love the exterior access to the backyard and 2-car garage. The home has been freshly painted with neutral colors. Upgrades include new: plumbing, electric and panel, roof, windows, HVAC, hot water tank and ejector pump. New back porch and brick paver patio. The property is located in a very convenient northeast corner of Portage Park, minutes from Mayfair and Jefferson Park Metra stations, Addison and Jefferson Park Blue Line stations. Easy access to I-90/94, O'Hare, and Chicago Loop. Minutes away from Wilson Park and Jefferson Memorial Park with swimming pool, tennis courts, baseball courts, football/soccer field, playground. About one mile from Six Corners shops and restaurants, Aldi, Jewel, Target, Starbucks. It is also within highly desired Beaubien Elem School boundaries. This stunning property is a beautiful place to call home. Move in ready!

4531 N Lavergne Avenue, Chicago

$495,000
2 Beds 2 Baths 12282156 MLS CLOSED Status
Stunning, transformed home at 4655 N Leamington! The inviting front porch sets the tone for this beautiful residence. Once inside, you'll be amazed by the spaciousness and abundance of natural light in this open, modern floor plan. Brand new gleaming floors flow seamlessly through the expansive living and dining room combination, which opens to a brand-new kitchen. This kitchen features shaker-style cabinets, quartz countertops, stainless steel appliances, and a convenient eat-in bar area-perfect for entertaining. Luxurious modern bathroom and a bedroom are conveniently located on the first floor, providing easy access and comfort. Upstairs, you'll find a private master suite with an adjoining office/den space, offering a peaceful retreat. The beautifully finished basement includes a new updated bathroom, a cozy family room, and two generously sized bedrooms, perfect for guests or family. Outside, enjoy the privacy of a fenced-in backyard, along with a 1.5-car garage and ample parking.Newly painted, new windows.Charming tree-lined street in the heart of vibrant Jefferson Park .Award winning Beaubien Elementary ,Taft High school! Fabulous area close to transportation, walk to the blue line,Metra.Close to interstate 90,Wilson Park,Jefferson Park,restaurants,stores,coffe shops.

4655 N Leamington Avenue, Chicago

$625,000
4 Beds 3 Baths 12174588 MLS CLOSED Status
A brilliant gem in Jefferson Park! GUT-rehabbed - down to the studs. Gorgeous re-imagined home on an oversized corner lot. No stone went unturned. Solid hardwood throughout this elegant open floor plan. The spacious living room and dining room sit in the sunny front of the home with southeastern exposure. The state-of-the-art kitchen with a magnificent quartz island, custom cabinetry, and high-end stainless steel appliances, opens to a cozy family room bathed in afternoon sunlight. Step out to the large back deck overlooking the yard which is surrounded by a custom privacy fence. 4 nice bedrooms on all 3 levels including a private guest room and bath on the lower level. Enjoy the lower level family room with its own egress out to the yard. Plentiful and thoughtful storage throughout this house. TWO laundry rooms. Brand new detached garage off of the street. This home is in the Garvy school district and is a few minutes from the Ridgemoor Country Club, parks, and restaurants.

4900 N Moody Avenue, Chicago

$595,000
4 Beds 5 Baths 12171501 MLS CLOSED Status
Beautifully renovated, turnkey, 4-bedroom (currently used as a 5 bedroom)/4.1-bathroom single-family home that offers the perfect layout for multi-generational living, larger families, or generating rental income for the clever house hacker who wants to reduce their mortgage. The front of the house, built in 2010, features 3 spacious bedrooms, and 3 full baths, two of which are en-suite, while the back includes a private in-law/guest suite complete with a full kitchen, 1.1 bathroom, family room, and separate entrance. This space is ideal for extended family, guests, or a quiet work-from-home retreat. Recent updates include a new roof at the rear of the home, two modern kitchens with 42" shaker-style cabinets, sleek quartz countertops, stainless steel appliances, new bathrooms, refinished hardwood floors and more. The entire home has been freshly painted and boasts a new front porch and zoned HVAC for maximum comfort. Convenience is key with main-floor laundry, plus an additional laundry room in the basement where you will find an additional guest bedroom, gym, or office. The massive rooftop deck is perfect for entertaining. 2-car garage with overhead door. Easy access to the expressway and O'Hare, with Taft High School just a short few minute walk away. This home offers style, function, and the unique ability to lower your housing costs with this gorgeous 3-level setup that can evolve as your needs do.

5317 N Nagle Avenue, Chicago

$500,000
3 Beds 2 Baths 12163885 MLS CLOSED Status
Say "goodbye" to cookie-cutter homes and say "hello" to this one-of-a-kind stunner at 5127 W. Argyle! This 3bedroom plus office home has been updated with modern conveniences and unexpected architectural details. This charming, bright house is move-in ready! Located on a tree-lined, one-way street across from award winning Beaubien Elementary School (2024 GreatSchools Thrive Award), and just a half block from Roberts Square Park! This home has impressive vaulted ceilings and windows in the spacious living room and kitchen, which let natural light stream in all year long. The kitchen features granite counters, stainless steel appliances, and a tile backsplash. The main level also has hardwood floors throughout, a formal dining room adjacent to the living room, three bedrooms, and a renovated (2020) full bathroom. The expansive finished lower level features a family room, office/den, full bath with large soaking tub, laundry room, very generous storage space, and access to the backyard. The kitchen has sliding doors to a beautiful composite deck (installed 2021) which overlooks the private yard with a vinyl privacy fence (installed 2018), perfect for entertaining! This home has several discreet features that make it more accessible, including an exterior Savaria wheelchair lift to the deck (installed 2019), and in the main floor bathroom there is a step-in shower with grab bars and an attached bidet on a raised toilet platform. There is also a spacious, two-car garage and a dual gate check valve flood control system! Many additional recent updates include: 2024-refinished hardwood floors, 2 new windows; 2023- new furnace; 2021- attic insulation; 2019-new hot water heater; 2017-new air conditioner. This home is a commuter's friend, close to 90/94, and near the Jefferson Park CTA Blue Line and buses, and the Metra! Nearby shopping includes Mariano's, Target, Starbucks, and Ross.

5127 W Argyle Street, Chicago

$711,000
4 Beds 4 Baths 12115670 MLS CLOSED Status
FARNSWORTH SCHOOL DISTRICT! CHARMING 4 BED + FAMILY ROOM + REC ROOM 3.5 BATH (IDEAL 3 BEDS 2 BATHS LAUNDRY UP LAYOUT) ALMOST 4,000SQFT CORNER SFH IN SOUGHT-AFTER EDGEBROOK GLEN NEIGHBORHOOD WALKING DISTANCE TO MARIANO'S AND THE METRA! ESPRESSO CABINETS, STAINLESS STEEL APPLIANCES AND GRANITE COUNTERTOPS ISLAND KITCHEN OVERLOOKS FAMILY ROOM W/ FIREPLACE AND ACCESS TO LARGE DECK AND PRIVATE YARD SPACE IDEAL FOR INDOOR/OUTDOOR ENTERTAINING! SOUTH-FACING LIVING ROOM OVERLOOKS THE LARGE COMMUNAL PARK/GREEN SPACE AND SEPARATE/ELEGANT DINING ROOM W/ HARDWOOD FLOORS T/O THE MAIN LEVEL; PRIMARY SUITE W/ MASSIVE WALK-IN-CLOSET AND SPA-CALIBER HEATED PRIMARY BATH W/ SEPARATE SOAKING TUB, SHOWER AND DOUBLE SINK VANITY; GREAT SIZE SECONDARY BEDROOMS ALL W/ WALK-IN-CLOSET, TASTEFULLY DONE HALLWAY FULL BATH AND LARGE LAUNDRY CLOSET COMPLETES THE SECOND FLOOR; FINISHED LOWER LEVEL W/ X-LARGE REC ROOM, 4TH BEDROOM, FULL BATH AND SECOND LAUNDRY HOOKUP; TRIPLE ZONE HVAC; ATTACHED 2-CAR GARAGE!

5224 W Seminole Street, Chicago

$875,000
5 Beds 4 Baths 12088229 MLS CLOSED Status
Welcome to this exceptional 5-bedroom, 4-bathroom newer construction home in Jefferson Park, offering a stunning view of the expansive Roberts Square Park directly across the street. The open floor plan seamlessly connects the living, dining, and kitchen areas, showcasing beautiful hardwood floors and a charming fireplace. The chef's kitchen is a highlight, featuring custom cabinets, uplighting, quartz waterfall countertops, Bosch stainless steel appliances, a spacious island, and a custom pantry with cabinets and a beverage fridge. Step off the kitchen onto a generous deck, ideal for grilling and entertaining. The second level primary bedroom provides a peaceful retreat, complete with two walk-in closets with custom shelving and a private bathroom featuring dual sinks, a soaking tub, and a separate marble shower. Two additional spacious bedrooms, a full bath and laundry complete the second floor. The finished lower level includes a mudroom, 5th bedroom, a recreation room, wet bar, ample windows for natural light, and direct access to the backyard which has green space, added landscaping and a 2.5 car garage. This home is perfectly situated across from Roberts Square Park, within the Beaubien School District, and near the Jefferson Park Blue Line and Metra stops. Don't miss out on this exceptional opportunity!

5240 W Winnemac Avenue, Chicago

$547,000
5 Beds 3 Baths 12067092 MLS CLOSED Status
Welcome to this incredible building in the heart of Jefferson Park! This meticulously maintained property offers a great opportunity for both homeowners and investors. Upon entering the main level, you'll find a spacious two-bedroom, one-bathroom unit. The updated kitchen has modern appliances and tons of cabinet and counter space. The living area and seperate dining room provide ample space for entertaining guests. The second floor unit has two bedrooms and one bathroom. This spacious unit features an updated kitchen and living space with an enclosed back porch and skylight. The fully finished basement, complete with a private one bedroom, one bathroom unit, and separate exterior access has had many upgrades including new floors and an updated bathroom. The two-car garage provides secure parking and additional storage space. The property also features central air, new water heater, new condensor, many new appliances, professional landscaping and copper plumbing. In an incredible location just steps away from Farnsworth Elementary School, and public transporation!

5250 N Lieb Avenue, Chicago

$610,000
4 Beds 3 Baths 12046330 MLS CLOSED Status
Beautiful brick bungalow on extra-wide lot in highly sought-after Jefferson Park location! Flooded with natural light, this gorgeous home has been meticulously cared for and thoughtfully updated throughout, offering 4 bedrooms + Office and three levels of comfortable living space. On the main level, a gracious front entry welcomes you into this warm and inviting home. The spacious living room and separate formal dining room boast large windows, diagonal hardwood floors with beautiful trim and crown molding. The chef's kitchen dazzles with 42" custom cabinets, Juno under-cabinet lighting, SS appliances (brand new dishwasher) and exposed brick accents. All bathrooms have been tastefully updated, including Robern mirrors. 2 bedrooms and a heated sunroom overlooking the landscaped yard complete this level. The third level is adorned with beautiful hardwood floors, skylights and houses the generous primary suite, ensuite bath, office/bonus room, walk-in closet and awesome walk-out Trex deck! The immaculate basement showcases microcement flooring, offering additional living space, laundry, a 4th bedroom and a full bath with steam shower. New Xpert Flood Control System for extra peace of mind. Enjoy radiant flooring in all 3 bathrooms, the sunroom and two areas in the basement (rec and laundry area). Outside, a lovely private fenced yard with a Trex staircase deck to the sunroom and a truly unique garage built with reclaimed wood by the original owner, mountain climber Joe Stetson. Loads of additional updates in this home: all bedroom closets equipped with Elfa shelving, Bose speakers throughout, Hunter Douglas blinds, Pella windows, new gutters w/ heaters and so much more! Located on a low-traffic, tree-lined residential street. Ideally situated within walking distance of the Metra, Farnsworth School, and shopping, with easy access to expressways, the Blue Line, parks, and forest preserve trails.. Must see!

5319 N Ludlam Avenue, Chicago

$835,000
3 Beds 4 Baths 12024841 MLS CLOSED Status
The Millennial: A modern new construction single family home development minutes from the Metra station and Blue line in Jefferson Park! One of nine new SFH's by top Chicago developer. Sun filled open concept main level features spacious living/dining area with oversized front windows and hardwood flooring throughout + contemporary gas fireplace with floor-to-ceiling surround. Eat-in kitchen with stainless steel appliance package, soft close shaker cabinetry, quartz counters, island with breakfast bar seating, butler pantry, and walk-in pantry. Adjoining family room with exit to back patio. Bright and spacious primary bedroom with good storage and private bath featuring a frameless glass shower and dual sinks. Two additional bedrooms, full guest bath with tub, dual sinks, and linen closet, and laundry complete the upper level. Finished lower level with recreation room featuring wet bar, 4th bedroom, full bath, and utilities. Nice ceiling heights throughout. On trend design features and tons of natural light! Enclosed yard with patio and detached two-car garage. Great location close to restaurants, shopping, entertainment, parks, forest preserves, and more! Across the street from the Jefferson Park Metra station and near the Blue line.Top rated Beaubien Elementary School. Exterior photo is from one of the finished homes in the project with the same floor plan. Estimated completion May.

5352 W Argyle Street, Chicago

$834,000
3 Beds 4 Baths 11955554 MLS CLOSED Status
Seven homes already SOLD! The Millennial: A modern new construction single family home development minutes from the Metra station and Blue line in Jefferson Park! One of nine new SFH's by top Chicago developer. Sun filled open concept main level features spacious living/dining area with oversized front windows and hardwood flooring throughout + contemporary gas fireplace with floor-to-ceiling surround. Eat-in kitchen with stainless steel appliance package, soft close shaker cabinetry, quartz counters, island with breakfast bar seating, butler pantry, and walk-in pantry. Adjoining family room with exit to back patio. Bright and spacious primary bedroom with good storage and private bath featuring a frameless glass shower and dual sinks. Two additional bedrooms, full guest bath with tub, dual sinks, and linen closet, and laundry complete the upper level. Finished lower level with recreation room featuring wet bar, 4th bedroom, full bath, and utilities. Nice ceiling heights throughout. On trend design features and tons of natural light! Enclosed yard with patio and detached two-car garage. Great location close to restaurants, shopping, entertainment, parks, forest preserves, and more! Across the street from the Jefferson Park Metra station and near the Blue line.Top rated Beaubien Elementary School. Photos are from one of the finished homes in the project with the same floor plan. Estimated completion April.

5354 W Argyle Street, Chicago

$825,000
3 Beds 4 Baths 11941078 MLS CLOSED Status
Seven homes already SOLD! The Millennial: A modern new construction single family home development minutes from the Metra station and Blue line in Jefferson Park! One of nine new SFH's by top Chicago developer. Sun filled open concept main level features spacious living/dining area with oversized front windows and hardwood flooring throughout + contemporary gas fireplace with floor-to-ceiling surround. Eat-in kitchen with stainless steel appliance package, soft close shaker cabinetry, quartz counters, island with breakfast bar seating, butler pantry, and walk-in pantry. Adjoining family room with exit to back patio. Bright and spacious primary bedroom with good storage and private bath featuring a frameless glass shower and dual sinks. Two additional bedrooms, full guest bath with tub, dual sinks, and linen closet, and laundry complete the upper level. Finished lower level with recreation room featuring wet bar, 4th bedroom, full bath, and utilities. Nice ceiling heights throughout. On trend design features and tons of natural light! Enclosed yard with patio and detached two-car garage. Great location close to restaurants, shopping, entertainment, parks, forest preserves, and more! Across the street from the Jefferson Park Metra station and near the Blue line.Top rated Beaubien Elementary School. Photos are from one of the finished homes in the project with the same floor plan. Estimated completion Feb.

5350 W Argyle Street, Chicago

$819,000
3 Beds 4 Baths 11941084 MLS CLOSED Status
Seven homes already SOLD! The Millennial: A modern new construction single family home development minutes from the Metra station and Blue line in Jefferson Park! One of nine new SFH's by top Chicago developer. Sun filled open concept main level features spacious living/dining area with oversized front windows and hardwood flooring throughout + contemporary gas fireplace with floor-to-ceiling surround. Eat-in kitchen with stainless steel appliance package, soft close shaker cabinetry, quartz counters, island with breakfast bar seating, butler pantry, and walk-in pantry. Adjoining family room with exit to back patio. Bright and spacious primary bedroom with good storage and private bath featuring a frameless glass shower and dual sinks. Two additional bedrooms, full guest bath with tub, dual sinks, and linen closet, and laundry complete the upper level. Finished lower level with recreation room featuring wet bar, 4th bedroom, full bath, and utilities. Nice ceiling heights throughout. On trend design features and tons of natural light! Enclosed yard with patio and detached two-car garage. Great location close to restaurants, shopping, entertainment, parks, forest preserves, and more! Across the street from the Jefferson Park Metra station and near the Blue line.Top rated Beaubien Elementary School. Photos are from one of the finished homes in the project with the same floor plan. Estimated completion Feb.

5356 W Argyle Street, Chicago



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