View All Jefferson Park Chicago IL Homes with Fenced Yard Listings

$679,000
4 Beds 2 Baths 12752583 MLS NEW Status
Spacious historic Chicago bungalow set on an oversized lot along a beautiful tree-lined street, blending timeless architectural character with generous living space and an exceptional outdoor setting. The sun-filled main level showcases gorgeous oak hardwood floors, rich original wood trim and baseboards, an inviting living room, separate formal dining room, and a full bathroom conveniently located on the first floor. The second level offers two generously sized bedrooms and a versatile sitting area, complemented by brand-new carpeting. The full finished basement significantly expands the living space with two additional bedrooms, a recreation room with brand-new carpet, full bathroom, laundry room, and cedar closet. A flood-control system has also been installed for added peace of mind. Outdoors, enjoy a fully fenced yard with a stone patio-ideal for entertaining, relaxing, and summer gatherings. A rare extra 45 x 125 lot provides remarkable additional space for gardening, recreation, or creating a private outdoor retreat. A complete roof tear-off and replacement was completed just a few years ago. Ideally located near Caldwell Woods, the North Branch Trail, Indian Road Park, forest preserves, golf courses, Metra, shopping, dining, and everyday conveniences. A distinctive Chicago bungalow offering historic charm, beautiful original woodwork, flexible living space, and an unusually generous property.

5720 N Manton Avenue, Chicago

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

6100 N Mason Avenue, Chicago

$535,000
4 Beds 2 Baths 12733038 MLS CONTINGENT Status
Welcome to 5302 N Luna Ave, a well-maintained two-flat located on a quiet, tree-lined street in highly desirable Jefferson Park. This versatile property is an excellent opportunity for an owner occupant looking to offset their mortgage with rental income or an investor seeking a solid multifamily addition to their portfolio. Both units offer comfortable layouts with beautiful hardwood floors, stainless-steel appliances, spacious kitchens, and updated bathrooms. Each unit features its own furnace and central air system, providing separate mechanicals and added convenience. The property also features separate water heaters, upgraded electrical panels, newer windows, roof, and multiple exterior decks. The full basement provides additional storage and utility space and includes separate laundry areas with two washers and two dryers, along with dedicated storage for each unit. Outside, enjoy a fenced-in yard and an oversized detached 2+ car garage-an excellent feature for additional parking, storage, or workspace. Situated on a 30 x 125 lot, the property offers plenty of outdoor space while maintaining a convenient urban location. Ideal location for city workers. Located near schools, shopping, dining, public transportation, major roadways, and the expressway, this property combines neighborhood charm with everyday convenience. Whether you're looking to live in one unit and rent the other or add a turnkey multifamily property to your investment portfolio, 5302 N Luna Ave is an opportunity you won't want to miss.

5302 N Luna Avenue, Chicago

$579,999
4 Beds 3 Baths 12744009 MLS ACTIVE Status
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit. 1st floor unit availabe for owner occupancy now. Do not miss this chance to live and have others pay your mortage!

5037 W Winona Street, Chicago

$699,000
3 Beds 3 Baths 12741785 MLS ACTIVE Status
Completely rehabbed all-brick English Tudor in beautiful Jefferson Park, perfectly set on an extra-wide 40' x 133' lot with a spacious backyard and oversized deck ideal for entertaining. This thoughtfully redesigned home blends classic character with modern efficiency and upscale finishes throughout. Featuring 4 bedrooms (2 upper level, 1 main, 1 lower), each with custom closet organizers, and 3 full baths showcasing designer tile work. The stunning chef's kitchen boasts a 7-foot island with waterfall edges, full quartz backsplash, and sleek finishes. The second floor addition includes a new dormer creating a private primary suite with a brand-new full bath. The finished lower level offers all tile flooring, a large laundry/mudroom, and a welcoming family room with fireplace and wet bar-perfect for relaxing or hosting. Major mechanical upgrades include all new high-efficiency HVAC, 200-amp electrical service, tankless water heater, new plumbing, new windows, new roof, LED can lighting, and all new fixtures, doors, trim, and ceiling fans. Enjoy indoor-outdoor living with double-door walkout access to the extra-large deck and fully fenced yard. The 2.5-car garage is EV-ready with a dedicated panel. Energy efficiency is maximized with fiberglass and spray foam insulation, plus spray-foam-insulated drain lines for sound reduction. Move-in ready with quality craftsmanship, thoughtful upgrades, and timeless curb appeal in a sought-after location.Make an appointment to see this beautiful home you will not be disapointed.

4903 N Moody Avenue, Chicago

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

5336 N Laramie Avenue, Chicago

$530,000
4 Beds 2 Baths 12644600 MLS CLOSED Status
Welcome to this beautifully updated home where modern finishes, thoughtful design, and inviting living spaces come together seamlessly. From the moment you arrive, the striking curb appeal sets the tone with newer exterior finishes, a welcoming front porch with seating space, and meticulously maintained landscaping. Inside, you'll find a warm and stylish living room highlighted by bay windows, bamboo flooring, recessed lighting, high ceilings, and a sleek fireplace feature wall that creates the perfect focal point. The heart of the home is the stunning open-concept kitchen and dining area, designed for both everyday living and entertaining. Featuring custom cabinetry, quartz countertops, stainless steel appliances made up of a double oven and high end Bosch refrigerator, oversized islands with seating, built-in drawer microwave, plenty of cabinet storage and abundant prep space; this kitchen is truly a standout, almost completely updated just last year. The remodeled main floor bathroom features a new tub and vanity, shiplap and Kohler finishes. The upper level also offers exceptional ceiling height, a full bathroom with updated fixtures, and a primary bedroom that feels like a private retreat with its generous footprint and plentiful closet space. The expansive layout of this home is felt in the abundance of natural light creating an ideal gathering space everyday, and on special occasions. The unfinished basement is exceptionally clean and well maintained, featuring convenient backyard access and versatile space ideal for storage, or future finishing possibilities. The backyard is sure to be your own private outdoor retreat featuring a gazebo covered entertainment area complete with lighting, mounted outdoor tv cabinet, and plenty of room to relax or host summer get-togethers. The fully fenced yard and detached garage complete this outdoor space beautifully. All in all, this is a well maintained, move-in ready property that blends modern updates with comfort and functionality and is wrapped in an eye-catching package. Be sure to check out the feature sheet. Close to Jefferson Park Transportation Hub, the Kennedy Expressway, O'Hare airport, shopping, schools, and neighborhood parks.

5831 W Leland Avenue, Chicago

$600,000
3 Beds 4 Baths 12640062 MLS CLOSED Status
The kind of home that checks every box - and then a few you forgot to put on the list. 2007 construction in one of Chicago's most coveted north side neighborhoods - Portage Park and Jefferson Park - where quiet, tree-lined streets meet effortless city access. Steps from the Metra and CTA Blue Line, and yet the moment you turn onto this block the city noise fades completely. This is what the right home actually feels like. Four spacious bedrooms, three full baths, one half bath, and a 2-car garage gives you room for everyone and everything. The open concept kitchen is anchored by a large center island, granite countertops, and premium Dacor and GE appliances - all updated between 2020 and 2022 - so everything just works. Hardwood floors, generous room sizes, and natural light flow throughout, creating a home that feels warm and welcoming from the moment you walk in. A charming front porch sets the tone for the kind of neighborhood where people actually know each other. The large back deck and fully fenced yard are private, generous, and made for entertaining all summer long. The lower level with fireplace offers flexible space for a family room, media lounge, or kids' hangout - perfect for relaxed evenings and weekend gatherings. Upstairs, the primary suite delivers the spa retreat you have been promising yourself - Jacuzzi tub, separate shower, and a space that finally lets you exhale. Steps from Jefferson Park & pool, the Metra, and the Blue Line, the Loop is always within easy reach and this neighborhood is always worth coming home to. Quiet street. Impeccable bones. City convenience without city compromise. This property is being sold as-is.

4757 N Linder 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

$442,000
3 Beds 2 Baths 12598567 MLS CLOSED Status
Charming, warm, and full of opportunity, this inviting single-family home offers flexible living spaces designed to grow with you. The main level welcomes you with natural light and comfort, featuring two bedrooms-including one with a walk-in closet and the other with a step-in closet - quite unusual for the age of this home. One full bath, and a kitchen with a walk-in pantry that's ready for everyday living. The large rear porch extends your living space, perfect for morning coffee, summer evenings, or hosting friends. While there is room to make updates and add your own style, the home is comfortably move-in ready-allowing you to settle in now and improve over time at your own pace. Overall, freshly painted with wallpaper removed, the home feels bright, clean, and ready for its next chapter. From the rear porch, step outside and you'll discover one of this home's most special features: an extra-wide city lot, creating a rare sense of space in this area. The fully fenced yard is lined with established perennial gardens that return year after year-an unexpected delight that brings color, texture, and life to the property with minimal effort, even for a novice gardener. Upstairs, a private retreat awaits with a bedroom and adjoining sitting room-ideal for a cozy reading nook, home office, or nursery-with the flexibility to create an additional bedroom. A convenient half bath completes the space, offering both function and future potential. Tucked away on a quiet side street yet incredibly connected, you're just moments from the Kennedy Expressway, Metra, and Blue Line, making daily commutes to downtown Chicago or O'Hare refreshingly simple. A detached 2 car garage, walk-out basement, and abundant storage throughout add to the home's everyday practicality. Taxes do not reflect a homeowner's exemption, offering potential savings for an owner-occupant. Recent updates include a new A/C unit. Property is being conveyed AS-IS.

5027 W Ainslie Street, Chicago

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

5229 W Carmen Avenue, Chicago

$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

$432,610
2 Beds 2 Baths 12407141 MLS CLOSED Status
Nestled in the tranquil neighborhood of Jefferson Park, this elegant single-family home at 5507 West Ardmore Avenue, Chicago, is a sanctuary of comfort and style. Meticulously updated, this home offers two charming bedrooms and one and a half well-appointed bathrooms. The heart of this home is its beautifully renovated kitchen, featuring Samsung stainless steel appliances from 2021, including a fridge and microwave, complemented by a Bosch dishwasher. The cozy living area is graced with a charming fireplace, perfect for unwinding during chilly evenings. The entire house benefits from an electrical rewire completed in 2021, ensuring modern efficiency and safety. Pristine hardwood floors lead you seamlessly to a capacious full basement, ideal for storage or additional living space. Recent updates in functionality include a Bryant furnace installed in 2022 and a new natural gas meter fitted in 2021. The convenience is further enhanced by an LG washer and dryer set, added in 2023. Outside, the property boasts a large fenced backyard, offering both privacy and a perfect space for outdoor activities. The yard is framed by a durable chainlink fence, complemented by a cedar fence that enhances both security and aesthetic appeal. This residence is a harmonious blend of classic charm and contemporary upgrades, making it an exquisite choice for those seeking a refined living experience in one of Chicago's welcoming communities.

5507 W Ardmore 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

$718,000
5 Beds 3 Baths 12433150 MLS CLOSED Status
****** NEWLY REMODELED!!!! ********* From TOP to BOTTOM * Multi-Generational 2-flat BRICK building, with DUPLEX Down/In Law space in a NEWLY BUILT OUT Finished Basement!!! ******** Sits on a Quiet, Tree-Lined Street in the Heart of Jefferson Park!!!! ****** Just steps from Public Transportation, Parks, Schools, and Shops!!! *********** Each Spacious Unit Features Hardwood Floors! ****** The NEWLY FINISHED BASEMENT Unit Could Possibly be a 3rd Standalone Unit due to it having a private entrance ****** Whether you're an Investor or Owner-Occupant, this property Offers the Chance to Live in one unit * while renting the other!!!! ******** Don't Miss this Rare Opportunity to Own a Property in one of Chicago's Most Accessible Neighborhoods!!!!!!! ********** ******* First floor unit Features 2 Bedrooms * 1 Bathroom * Plus an Additional Sun Room / Sitting room off of the 1st Bedroom!!!!! ******* along with a Kitchen * Open Space Dining / Living Room & Family Room ******* ******* Second floor unit Features 2 bedrooms * 1 Bathroom * Plus an Additional closet / Changing Room off of the 1st Bedroom!!!! ********** along with a Kitchen * Open Space Dinning / Living Room & Family Room ******* ******* Duplex down/ In- Law space features 1 Bedroom * 1 Bathroom * with a NEW Beautifully Appointed Stall Shower * A Huge Recreational Room * Large Kitchen Area with BRAND NEW SS Refrigerator * A Spacious NEW Laundry Room with Side-by-Side Washer & Dryer * and a Utility Room can be found on the Lower Level * Along with Plenty of Storage in the Basement!!!!!!! ************ ******* in ALL Units the Rooms Seamlessly Connect the Kitchens and Living / Dining Rooms, Creating a Cohesive Living Space!!!! *********** ****** Large Windows Provide Ample Natural Light!!! ******** ********* This WHOLE Property FEATURES All Brand NEW Vinyl Windows with NEW Window Treatments * New Electrical Panels * NEW Copper & PVC Plumbing * NEWLY Tuck-Pointed * NEW Water Heaters * New CENTRAL A/C & Furnaces for the Units * and ALL NEW SS Appliances ******** ***** WAIT...........There is MORE!!!!!!!!!!! ******** Did I say ALL NEW Exterior Trim & Doors * Newer Roof & Vinyl Siding * Motion lights illuminate the Back Staircases * and a NEWLY finished 2.5 Car Garage with a NEW ROOF * NEW Vinyl Siding & NEW 8-foot Tall GARAGE DOOR and Electronic Opener * along with extra storage space ******* Now I think I am done...Maybe! LOL....Oh Yeh.....I Did forget to Mention the Smart Thermostats AND There is a Fenced-in Yard with a Newly Cemented Patio that Provides Space for Outdoor Relaxation!!!!! ****** ALL THIS and Great Schools and Parks Nearby!!!!!!!!! ************* Which Makes this Property PERFECTION!!!! ********* ********* Nothing to do here but MOVE RIGHT IN!!!!!! ************ This is One of the Best Multi-Family Properties on the market and a Great Investment Opportunity!!!

5623 N Miltimore Avenue, Chicago

$654,000
4 Beds 3 Baths 12368638 MLS CLOSED Status
Welcome to this meticulously maintained 2-flat nestled in a serene residential area. Just a 20 minute walk to Jefferson Park train station, this property offers the perfect blend of convenience and tranquility. Property Highlights: This 2-flat is a rare find, combining modern living with a prime location. Don't miss the opportunity to own this exceptional property. Property Features: Timeless Character: Original woodwork and vintage crystal door knobs add charm and history. Each unit has their own furnace. Modern Comfort: All windows have been replaced, enhancing energy efficiency. Updated Appliances: Dishwasher on the 1st floor replaced in 2022. Outdoor Living: Private fenced yard with elegant pavers, ideal for entertaining or relaxing. Recent Improvements: New sidewalks (2022) Roof replaced (2012) New flooring in living room, dining room, and bedroom on the 1st floor (2020) This move-in ready property offers the perfect balance of classic charm and modern living. Whether you're looking to live in one unit and rent the other, or invest in a turnkey rental, this home is a must-see. Outdoor Oasis: The yard features elegant pavers and a private fenced area, ideal for relaxation or entertaining. Peaceful Surroundings: Enjoy the calm of a quiet neighborhood while being close to essential amenities. This 2-flat is a rare find, combining modern living with a prime location. Don't miss the opportunity to own this exceptional property. Property Features: Timeless Character: Original woodwork and vintage crystal door knobs add charm and history. Modern Comfort: All windows have been replaced, enhancing energy efficiency. Updated Appliances: Dishwasher on the 1st floor replaced in 2022. Outdoor Living: Private fenced yard with elegant pavers, ideal for entertaining or relaxing. Prime Location: Walking distance to the train - perfect for commuters. Recent Improvements: New sidewalks (2022) Roof replaced (2012) New flooring in living room, dining room, and bedroom on the 1st floor (2020) This move-in ready property offers the perfect balance of classic charm and modern living. Whether you're looking to live in one unit and rent the other, or invest in a turnkey rental, this home is a must-see.

5202 W Winona Street, Chicago

$618,000
6 Beds 4 Baths 12339300 MLS CLOSED Status
An exceptional opportunity awaits in the desirable Gladstone/Jefferson Park area! This well maintained, all-brick multi-unit building offers nearly 3,000 square feet of living space, presenting a perfect blend of investment potential and comfortable residence. Ideal for extended family living or lucrative rental opportunities, this property boasts three separate heating systems, three hot water tanks, three gas meters and 200 Amp electrical service featuring four panels. Building is sold as a legal 2-flat. It is situated on oversized Chicago lot with a nice backyard and two car garage. The location is excellent, extremely convenient to all amenities you need; stores, dining, parks, schools, Golf course and Woods Preserve. For commuters, the Gladstone Metra and Forest Glen Metra stations are about a mile away. Easy access to I-90/94, minutes to Blue Line/CTA Jefferson Park station makes this location ideal for anyone seeking quick commute to the loop or O'Hare. The building spans two floors with generously sized apartments ...endless possibilities await you here. Building has front, back and side entrances to the interior. Apartments are ready for occupancy featuring hardwood floors, wooden kitchen cabinetry and ceramic tile bathrooms. The owner's apartment, including a studio, have been thoughtfully remodeled showcasing modern kitchen cabinetry complemented by granite countertops, stainless steel appliances and two newly upgraded bathrooms with ceramic tiles and up to date fixtures. The laundry and storages for occupants are located on the lower level. The back yard is fully fenced in to provide privacy and an exceptional spot for entertaining or relaxing. Overall, this property is a stand-out choice in a desirable location that combines convenience with smart investment potential.

5814 N Elston Avenue, Chicago

$700,000
5 Beds 4 Baths 12212384 MLS CLOSED Status
Thoughtfully open and elegantly airy, this modern home reimagines the classic Chicago bungalow with exceptional design and flow. Transformed from its partitioned past, the home has been modernized for today's living, offering expansive, connected spaces that breathe with natural light and elegance. The main level boasts an open front-to-back design, oversized windows, and extra-height ceilings, all enhanced by a striking modern staircase. At the heart of the home is the showpiece kitchen, perfect for daily meals around the oversized island or hosting gatherings. A chef's dream, it features ample preparation space, incredible storage, and built-ins. Every detail reflects quality craftsmanship, from the high-end fixtures and eye-catching backsplash to the premium stainless steel appliances, including a dual oven gourmet setup currently outfitted with a baker's oven. The kitchen flows seamlessly to the welcoming dining room and the large private deck through sliding glass doors. The outdoor space is equally impressive, with a perfectly manicured, fully fenced yard complete with decorative planters. Multiple outdoor areas include an oversized deck, professionally built pergola, and trellis, creating ideal spots for relaxation and entertaining. The top floor houses three spacious bedrooms and two full bathrooms, all reflecting the modern design theme. The ensuite primary bedroom is surrounded by windows with open views and offers flexibility for furniture placement, a walk-in closet, and a spa-like bathroom with dual sinks, a soaking tub, and a separate shower. The secondary bedrooms provide ample space for beds and desks, complemented by generous closet space and additional hallway storage. The lower level, just four steps below grade, offers bright, usable year-round space with plenty of natural light from numerous windows. It includes a family room, two additional bedrooms, and a luxurious full bathroom with a walk-in shower. With direct exterior access, this level is perfect for long-term guests or easy cleanup after enjoying the yard. This home has been meticulously cared for and updated. Fully renovated in 2018, it has been further refined by the current owners. Between 2022 and 2023, the siding was upgraded and replaced, new sidewalks were constructed, and a US Waterproofing drain tile system with a sump pump and battery backup was installed. Fully move-in ready, this home blends exceptional design with a welcoming atmosphere in every room. Located on a tree-lined street in the residential Jefferson Park neighborhood east of Austin, it offers quick access to the 90/94 Expressway and is just minutes from restaurants, pubs, grocery stores, and all that Chicago has to offer.

4509 N Marmora Avenue, Chicago

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Jefferson Park, Chicago IL · Curated MLS Search

Homes with Fenced Yard in Jefferson Park, Chicago IL

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

Browse Active Listings