View All Jefferson Park Chicago IL Homes near High School Listings

$929,000
4 Beds 4 Baths 12754500 MLS NEW Status
Welcome Home to this beautifully maintained contemporary residence, where modern design meets comfortable everyday living right on the border of Jefferson Park and Forest Glen! Thoughtfully designed for both entertaining and every day life, this super spacious home offers 4 bedrooms, 4 baths, a fully finished basement, two additional rooms and a beautifully landscaped backyard. The open-concept main level is filled with natural light from all angles and features a stunning kitchen with custom cabinetry, quartz countertops, stainless steel appliances, and a large island overlooking the seating and dining areas anchored by a cozy electric fireplace, with a bonus room attached, perfect for a sunny office space! Plus an ample living area also on the main level leading right out to your own private oasis. Step outside to a beautifully landscaped backyard with a paver patio, creating the perfect setting for summer gatherings or quiet evenings at home. On the top floor, start your mornings with coffee on your private balcony right off the spacious primary suite facing South, flooding the space with more natural sunlight. Enjoy the convenience of second-floor laundry where all 4 bedrooms live. Downstairs, the finished lower level expands your living space featuring a full wet bar, full bath, and a versatile bonus room perfect for a guest suite, home office, gym, or 5th bedroom. Designer lighting, custom window treatments and dual HVAC systems, add comfort and peace of mind. PLUS 2.5 car garage with EV parking! Ideally located in the top-rated public school district - Beaubien Elementary just one block over and Taft High School nearby. Plus surrounded by plenty of parks & hiking trails, the CTA Blue Line, Metra stations and I-90/94, this home offers the perfect blend of city convenience, and neighborhood charm. *Also available for rent at $7,900/month.

5047 W Winnemac Avenue, Chicago

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

5748 W Eastwood Avenue, Chicago

$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

$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

$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

$480,000
3 Beds 3 Baths 12713873 MLS CLOSED Status
RARE COMMODITY OF TREX COVERED FRONT PORCH AND REAR DECK IN ONE HOME!! Great value and location is waiting for you in this south-facing, updated and long loved English with a front covered porch, sitting on a 30 foot-wide lot, in the heart of the highly coveted Jefferson Park. As soon as you enter you are welcomed by a large, sun-drenched living room with bay windows. Main level also includes a large dining room, fully equipped and updated kitchen with Stainless-Steel Appliances, one good sized guest bedroom and a full bathroom. Updates on the main level include freshly painted walls (06/2026), resurfaced hardwood floors (06/2026), new kitchen countertops (2026) and new carpet in the guest bedroom (2026). Upper level brings the master bedroom as well as a secondary bedroom and a half bath. Updates on upper level include newer windows, new carpet (2026) as well as freshly painted walls (06/2026). Full updated basement includes updated full bathroom (2021), newer laminate flooring (2021), new carpet on the stairs (2026) as well as fresh paint (06/2026). Fully equipped laundry room also included in the basement. Other updates include; New Roof (2015), New Hot Water Heater (2014), Freshly painted rear deck (2025), new garage door (06/2026), all gutters were cleaned (06/2026), full exterior pressure wash (06/2026) and new backyard grass (06/2026). All these updates provide confidence and security for years to come. **PRIME JEFFERSON PARK LOCATION** Easy access to I-90 and I-94 as well as the Jefferson Park CTA and METRA make it a great choice for commuters. Less than a mile away from the highly rated Prussing Elementary, 1.5 miles from Taft High School as well as from Wilbur Wright College. Easy Access to Harlem Irving Plaza, Harwood Heights, Norwood Park as well as Ridgemoor Country Club. Do not miss out.

4953 N Meade Avenue, Chicago

$453,000
2 Beds 2 Baths 12656625 MLS CLOSED Status
Nestled on a quiet, tree-lined street in Chicago's sought-after Jefferson Park neighborhood, this beautifully maintained brick raised ranch combines classic Chicago charm with modern comfort. Featuring 3 spacious bedrooms, 2 full bathrooms, and a fully finished lower level, this home offers the perfect blend of functionality, warmth, and flexible living space. The updated eat-in kitchen boasts granite countertops, stainless steel appliances, abundant cabinetry, and huge pantry - jackpot! The finished basement provides additional living space ideal for either related living or always needed storage space. Basement includes additional family room, second kitchen with sink, stove, and fridge, spacious bedroom with en-suite bathroom. Outside, enjoy a beautifully fenced backyard perfect for summer entertaining, gardening, or relaxing evenings, along with a detached 1.5-car garage. More recent updates include: basement bathroom (2026), washer/dryer (2023), furnace and AC (2019). Landscaping completely redone and meticulously maintained! Talk about curb and backyard appeal! Located just minutes from the Jefferson Park Forest Glen Metra (UP-NW and MD-N), blue Line, Edens and Kennedy expressways, parks, shopping, and neighborhood restaurants, this home delivers the best of city living with a welcoming residential feel. MINUTES from the highly-rated Beaubien school, and within the Taft High School limits! A rare opportunity to own a move-in-ready raised ranch in one of Chicago's most beloved northwest side neighborhoods. Taxes don't have any exemptions on them, so they'll be even lower once homeowner exemption is applied!

4906 W Argyle Street, 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

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

5151 W Winona Street, Chicago

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

4442 N Melvina Avenue, Chicago

$440,000
3 Beds 2 Baths 12457578 MLS CLOSED Status
This home is a gem! Welcome home to a beautiful, all brick English Tudor on a purely residential street! Walk into an inviting living room accentuated with hardwood floors, recessed lighting and a huge bay area window, which invites a massive amount of natural sunlight into your home. The sun exposure lights up your home, and your heart. Then, entertain family and friends in your formal dining room; this area comfortably seats six people. There is a full bathroom nestled between two large bedrooms with ample closet space; the first floor bathroom is trimmed in white timeless tiles. Then, head into a very spacious kitchen featuring gleaming 30" oak cabinets, granite counter-tops, stainless steel appliances and, best of all, a breakfast eat-in area! Furthermore, this all leads to an additional room off of the kitchen, which can be used as a third bedroom, a den or an office. The second floor can also be used for additional storage, or it can be converted into additional living space in its current structure or it can be converted into a dormered attic. Then, unwind and relax in your finished basement! The basement features a kitchenette, a full bathroom, a cozy space that can be utilized as a family room and two (2) additional bedrooms, which adds to the functionality and value of this home. More so, the basement can be converted into multi-generational housing with all its previously mentioned basement amenities coupled with a walk-out basement for that added sense of privacy! Then, after a long day, enjoy your beautiful yard; it is nearly a maintenance free yard! Close to shopping, various transportation arteries and top-rated schools including Taft High School! Show and sell! Easy to show. A 10!

5522 N Long Avenue, 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

$615,000
6 Beds 3 Baths 12364637 MLS CLOSED Status
Exceptionally large BRICK 2-Flat with additional GARDEN IN-LAW located in a heart of Portage Park and within the highly desirable TAFT HS district! Fenced-in backyard with patio ideal for outdoor relaxation and activities. 2 car detached garage, storage shed and plenty of street parking. Each unit features: 3 bedrooms, 1 bath, generous living room, formal dining room, eat-in kitchen and is loaded with storage space. Top floor unit nicely updated, once occupied by the owners. Shared coin-operated laundry (owned) and generous storage room in the basement. NEWER MECHANICALS: forced-air gas furnace (American Standard 2017), CENTRAL A/C (American Standard 2017), 2 hot water heaters ( one is GE 2013, other Rheem Performance 2019). Building has 2 separate gas/electric meters. All units are rented below market to long-time, month-to-month tenants - offering great upside for investors or future owner-occupants. Garage and coin laundry bring in additional income. Current property taxes don't reflect any exemptions- potential reduction if owner-occupied. Nestled in the most prime pocket of Portage Park, steps away from Elementary/Middle school, playground, soccer field, near parks, shopping, restaurants, multiple transit options (CTA, Blue Line, Metra) and easy access to I- 90/94 and O'Hare/downtown. Whether you're looking to live in one unit and rent the other or capitalize on a high-demand rental area, this versatile and well-located property offers unmatched potential.

4510 N Menard Avenue, 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

$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

$375,000
4 Beds 3 Baths 11979942 MLS CLOSED Status
WELCOME HOME to the property of your dreams in beautiful Gladstone Park! This solid brick home exudes charm with its vintage features and countless updates. As you step inside, you'll be greeted with all the feels of a traditional Chicago bungalow including wood floors, high ceilings, rich trim and baseboards, custom fixtures, elegant archways, and much more! The warm and inviting atmosphere leads you through spacious rooms that are not just big; they are extra-large, providing ample space for your lifestyle. A full eat-in Kitchen, Formal Dining Room, huge Living Room, and FOUR bedrooms round out this move-in ready charmer- All you need to do is just add your personal flair and finishing touches! The yard has plenty of room for a garden, hot tub, or She Shed... The choice is yours! Back inside, the basement boasts high ceilings and the potential to easily finish this space according to your preferences. The newer boiler ensures efficient heating, while the flood control system and professionally sealed basement guarantee a secure and dry environment. Located in the quiet and beautiful Gladstone Park, this home is a haven for nature enthusiasts and families alike. Enjoy the convenience of being close to three picturesque playgrounds, golf courses, and highly sought-after Taft High School. Forest preserves nearby provide opportunities for running, biking, and refreshing walks to enjoy all of the Chicago seasons. For those who enjoy adventure and fitness, close access to the Chicago River, bike trail, and Thaddeus S. "Ted" Lechowicz Woods adds to the appeal. Commuting is also a breeze with an easy walk to the Gladstone Park Metra station and proximity to the Jefferson Park Blue Line and Metra station via the Milwaukee Ave bus. Quick access to the major 90 and 94 highways ensures a seamless journey to downtown, airports, suburbs, and beyond. Don't miss the opportunity to make this amazing Chicago bungalow yours! See it today!

5827 N Markham Avenue, Chicago

$366,000
2 Beds 2 Baths 11996134 MLS CLOSED Status
****RARELY AVAILABLE ***** in a GREAT NEIGHBORHOOD *** a SOLID-BRICK **** SPACIOUS RANCH HOME **** WITH a 3 CAR GARAGE **** on a QUIET RESIDENTIAL *** TREE-LINED PORTION of LAWRENCE AVE!!!!! ************ ***** THIS RESIDENCE BOASTS a SPACIOUS LIVING ROOM *** GENEROUSLY SIZED BEDROOMS with a FABULOUS MASTER BEDROOM *** that has A HUGE WALK-IN CLOSET and EN-SUITE BATHROOM!!!***** ******* Pssssssssttt....the MASTER CLOSET is to DIE FOR!!!! ******* DID I MENTION THE FULL UNFINISHED BASEMENT with EXTERIOR ACCESS AWAITING YOUR PERSONAL TOUCH!!!! ******** *********THIS is YOUR RARE OPPORTUNITY to OWN a PROPERTY in a NEIGHBORHOOD of MUCH HIGHER-PRICED HOMES!!!******* KEY FEATURES: ******** GREAT SCHOOLS: LOCATED in the HIGHLY SOUGHT AFTER *** TAFT HIGH SCHOOL ***** and SMYSER * GARVEY * PRUSSING ELEMENTARY SCHOOLS ***** PROVIDING EXCELLENT EDUCATIONAL OPPORTUNITIES!!!!!!!********* ********* CONVENIENT LOCATION: SITUATED CLOSE to I-90/94 * the BLUE LINE * METRA * JEFFERSON PARK TRAIN STATION * and the CTA CLOSE BY!!!!***** ******* THIS HOME OFFERS EASY ACCESS to EVERYTHING YOU NEED *** RESTAURANTS and SHOPPING areas CLOSE BY!!!! *****WITHIN WALKING DISTANCE to DUNHAM PARK with TENNIS COURTS * RIDGEMOOR GOLF COUNTRY CLUB * WILBUR WRIGHT COLLAGE * and MANY ELEMENTARY SCHOOLS!! *********** ******* LARGE LIVING ROOM: RELAX and UNWIND in the SPACIOUS LIVING ROOM, PERFECT FOR ENTERTAINING GUESTS or SPENDING QUALITY TIME with FAMILY!!! ****** ****** MASTER BEDROOM with EN-SUITE BATHROOM: RETREAT TO THE MASTER BEDROOM FEATURING an EN-SUITE BATH FOR ADDED CONVENIENCE and PRIVACY with an ENORMOUS CLOSET!! **** YOU WILL NOT BE DISAPPOINTED!!!******* ******* UNFINISHED WALKOUT BASEMENT: THE LOWER LEVEL CURRENTLY BOASTS A WASHER and DRYER along with AMPLE STORAGE SPACE * PROVIDING ENDLESS POSSIBILITIES FOR EXPANSION and CUSTOMIZATION ** POTENTIAL FOR A 2nd FAMILY ROOM or ANOTHER BEDROOM and BATHROOM ***** the OPTIONS are ENDLESS!!!!!! *********** ********* a THREE (3) CAR GARAGE: PLENTY OF ROOM FOR PARKING and STORAGE, PLUS ADDITIONAL SPACE for a WORKSHOP or HOBBY AREA!!!! ********* ****** DON'T MISS OUT on this FANTASTIC OPPORTUNITY!!! ******** *******WITH it's PRIME LOCATION and UNLIMITED POTENTIAL *** THIS ALL-BRICK RANCH HOME OFFERS the PERFECT CANVAS for YOUR DREAM LIVING SPACE!!!! ********** ********** THIS HOME NEEDS some TLC and UPDATING but is READY for the REHABBER or FIRST TIME BUYER to ADD THEIR OWN FINISHING TOUCHES!!! ***** ****** THIS HOUSE IS IN THE MIDDLE OF a GREAT AREA for SCHOOLS and ACTIVITIES for the whole FAMILY!!! ************ ****** THIS HOME is PRICED to SELL!!! ********* ***** DON'T WAIT TOO LONG or YOU WILL MISS OUT!! *********

6234 W Lawrence Avenue, Chicago

$775,000
3 Beds 4 Baths 11969022 MLS CLOSED Status
Welcome to your dream home! This stunning single-family home boasts 4 spacious bedrooms and 3 1/2 beautifully appointed bathrooms. The large living room and dining room share a see-through fireplace that gracefully separates the space while still allowing for a seamless flow throughout the first floor. The dining room is open to the heart of the home; the kitchen. Featuring an abundance of cabinets and counter space with a large island and separate breakfast bar with plenty of seating space, this kitchen is a chef's and entertainer's dream. On the second floor you'll find 2 generously sized bedrooms with ample closet space and lots of natural light, as well as the large primary bedroom with an en-suite bathroom with double sinks, large shower and a soaking tub. The full, finished basement is another highlight of the home with high ceilings, lots of natural light and a large family room with a wet bar and wine fridge. The additional space in the basement provides plenty of room for entertaining guests or relaxing with family, as well as the large 4th bedroom, full bath and laundry room. The home features gleaming hardwood floors throughout the main and second level, two separate zoned heating/cooling systems, 2 car garage and a huge, full attic for extra storage! Conveniently located near parks, Forest Preserve with access to miles of trails and bike paths, public transportation, expressways, restaurants, shopping and highly rated Beaubien Elementary school, this home checks off all the boxes!

5030 W Argyle Street, Chicago

$899,000
6 Beds 6 Baths 11919177 MLS CLOSED Status
Welcome to this exquisite new construction home built in 2023, a true gem in the heart of Jefferson Park short 2 min to expressway. This remarkable residence, situated on a generous and wider lot measuring 31.7 by 126 feet, offers an array of modern amenities and elegant features for the discerning homeowner. As you step through the front door, you'll be greeted by an open and spacious layout with soaring high ceilings, adorned with custom-built 8-foot doors and luxurious hardwood floors that extend throughout the home. The sense of space and airiness is further accentuated by modern square can lights that bathe the interiors in a warm, inviting glow. The heart of this home is the kitchen, a culinary enthusiast's dream come true. It boasts KitchenAid appliances, a countryside sink set amidst white solid wood cabinets, and tasteful recessed lighting. The wall-mounted hood, kitchen island, and quartz countertops add a contemporary touch, making this kitchen perfect for both everyday use and entertaining. The first floor offers a seamless flow through a living room, dining room, family room, and a beautiful guest bathroom featuring modern marble floors. The second floor hosts five bedrooms and four full bathrooms, with the master bathroom boasting luxurious features such as body sprays, marble floors, a double sink, and a mirror with LED lighting. The convenience of second-floor laundry ensures your daily routines are simplified. Additionally, there is a second laundry hookup on the lower level, which also features a wet bar, a sixth bedroom, and another full bath. A versatile mud/utility room on this level could serve as an exercise room. The top floor is a true treasure, with an unfinished attic that has been thoughtfully prepped with polypro foam boards. This space presents the opportunity for customization, allowing you to create two rooms for any purpose that suits your lifestyle, be it a home office, hobby room, or additional living space. This home is equipped with modern conveniences, including a central vacuum system throughout the house, eliminating the need for filters. It also includes a 2 1/2 car garage, complete with electric outlets for two cars, ensuring both security and convenience for your vehicles. This is not just a home; it's a modern masterpiece designed for comfortable living, offering a blend of luxury and functionality that caters to every need. Don't miss the chance to make this stunning residence your own. Elementary school just block away, blue line train and metro few blocks. Easy access to expressway.

5004 W Argyle Street, Chicago

$330,000
2 Beds 2 Baths 11849301 MLS CLOSED Status
Step into comfort and charm on this idyllic tree-lined street in the heart of Jefferson Park. Settle into this timeless all-brick classic, complete with captivating bay windows that frame the essence of coziness and elegance. Hardwood floors lead you through this inviting abode, where you'll find two generously sized bedrooms and one and a half baths that promise a sense of ease and relaxation. For those who love to host, this home is a true gem, featuring an expansive living room, a welcoming dining room, and a kitchen that seamlessly flows into a sunroom drenched in natural light. Step outside to a backyard that offers ample space for your leisure and a 2.5-car garage with a convenient front driveway, ensuring your comfort and convenience. With a split floor plan that provides a private haven, you'll discover a main-level bedroom and a full bath, while upstairs, a spacious bedroom, complete with a walk-in closet and a half bathroom, awaits to embrace you in comfort. Unlock the potential of the unfinished basement, a blank canvas for your imagination and a treasure trove for storage. Nestled in the highly-regarded Garvey Elementary School District and Taft High School District, this home's location is enhanced by its proximity to an array of delightful restaurants, charming bakeries, and the prestigious Ridgemoor Country Club. Easy access to highways and transit opens up pathways to downtown, making urban exploration a breeze. This is more than just a property; it's an invitation to a life of comfort, convenience, and warm connections. Make your move today and embrace the best of Jefferson Park living.

5122 N Mobile Avenue, Chicago

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Jefferson Park, Chicago IL · Curated MLS Search

Homes near High School in Jefferson Park, Chicago IL

An editorially curated view of every active homes near high school listing in Jefferson Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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