View All Jefferson Park Chicago IL Maintenance-Free Community Homes Listings

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

5336 W Leland Avenue, Chicago

$714,900
4 Beds 4 Baths 12730153 MLS CONTINGENT Status
Extensively remodeled brick bunglalow in desirable Jefferson Park The main level features dramatic ceilings and an open floor plan. It showcases attention to detail with white oak Purezawood engineered hardwood flooring, oversized moldings, recessed can lighting, with complimenting natural light. The modern kitchen features forty two inch white shaker cabinetry, a thirty six inch custom range hood, quartz countertops with eight foot waterfall Island and Samsung stainless steel appliances appliance package. Two large bedrooms and full spa like bathroom add to the living space. Double wide french doors open to a newer deck, perfect for hosting or entertaining. An extra wide rear stair case adds an elevated feel to the home. The second floor features an airy primary suite with two closets, hotel like bathroom with custom tile and glass work. A double vanity and overized multi jet shower provides a luxury experience. The second floor is rounded out with an additional bedroom, second full bathroom, and a laundry room. A taller than average ceiling height makes this level feel larger. Step down to the finished basement. It can be decorated to suit multiple needs; a work from home space, entertainment space, children play area, or in-law suite. An extra bedroom provides flexibility. The lower level houses the mechanicals, newer HVAC system, sump pump, and radon mitigation system. Additional updates include newer plumbing, water service line, 200-amp electrical service, windows, roof, spray foam insulation through all three floors. The exterior of the home has plenty of yard space to spread out on to. The 2.5-car garage has a 9-foot garage door with additional space for a car port. Enjoy maintenance free living in an excellent area of Chicago!

4909 N Merrimac Avenue, Chicago

$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

$670,000
4 Beds 2 Baths 12609533 MLS CLOSED Status
Impressive Brick English Tudor with traditional elegance and modern amenities, located on the far Northwest side, in the tranquil Indian Woods / South Edgebrook neighborhood. The inviting living room with its leaded stained-glass windows and wood burning fireplace leads you into the separate dining room awaiting your large family/friend events. Host any size gathering in the bright and spacious maple cabinet kitchen with breakfast bar, stainless steel appliances, maintenance free Corian counters and adjoining open eating area with pantry. Second floor boasts the primary bedroom with towering beamed cathedral ceilings, walk-in closet, modern European style bath with spa like walk-in shower, double sink and backlit mirror. Combine the large second floor 4th bedroom as an office, den, dressing room or artist studio to create the ultimate private Primary suite. Updated first floor full bath. Partially finished basement with rec room, laundry room, utility room and room with roughed in plumbing for a 3rd bath. Plenty of space in the lower level to easily accommodate an additional bedroom. Coved ceilings, natural wood molding and beautiful hardwood floors throughout. The 2 Car garage with party door opens to your garden oasis. 2 zoned boiler, newer windows and tear off roof. Short walk to Caldwell Woods, the North Branch Trail and Indian Road Park. Nearby restaurants, shopping, Metra, expressways, and O'Hare.

6042 N Mason Avenue, Chicago

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

4416 N Mason Avenue, Chicago

$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

$375,000
12266858 MLS CLOSED Status
***HIGHEST AND BEST OFFERS DUE BY MONDAY JANUARY 13th at 5PM*** WOW!! Rare opportunity with this large all brick 1-level ranch featuring approximately 3000 total livable/usable square feet, including the full finished basement, a Family Room addition and a (B-1 zoned) approximately 500 Square foot attached commercial type space (with Higgins Ave. frontage), perfect for an at home business, additional rental income or just increased overall usable square footage. Most big-ticket items have already been completed including two brand new furnaces, updated high quality windows, updated electrical and plumbing, an entirely updated exterior (including roof, gutters, facia, concrete driveway/sidewalks) and more! Kitchen with bright updated cabinets, stainless fridge, convenient Lazy Susan's and plenty of counter space. Large, main level Family Room with fireplace could be easily converted to a bedroom and has its own entrance from the exterior. Basement features a 2nd kitchen, large Rec Room, utility/storage room and full bathroom. Hardwood floors are likely under the carpeting in major areas of main home (at least in the bedroom and living room areas we know of). Cozy private yard with maintenance free vinyl fence, large concrete patio and access to the all brick 2-car detached garage. The commercial space has its own separate entrance off Higgins, its own meters, 3 separate rooms, a bathroom and is currently set up as a Beauty Salon, however, can likely be used for other types of businesses. The home is in great shape however does still need some cosmetic updates and since it's an estate sale, we have limited information, and it must be conveyed "as-is" please. No exemptions currently on the already low tax bill! Desirable and convenient Jefferson Park location close to all major transit, shopping etc. Hurry on this one... just won't last.

5928 W Higgins Avenue, Chicago

$375,000
2 Beds 3 Baths 12266514 MLS CLOSED Status
***HIGHEST AND BEST OFFERS DUE BY MONDAY JANUARY 13th at 5PM*** WOW!! Rare opportunity with this large all brick 1-level ranch featuring approximately 3000 total livable/usable square feet, including the full finished basement, a Family Room addition and a (B-1 zoned) approximately 500 Square foot attached commercial type space (with Higgins Ave. frontage), perfect for an at home business, additional rental income or just increased overall usable square footage. Most big-ticket items have already been completed including two brand new furnaces, updated high quality windows, updated electrical and plumbing, an entirely updated exterior (including roof, gutters, facia, concrete driveway/sidewalks) and more! Kitchen with bright updated cabinets, stainless fridge, convenient Lazy Susan's and plenty of counter space. Large, main level Family Room with fireplace could be easily converted to a bedroom and has its own entrance from the exterior. Basement features a 2nd kitchen, large Rec Room, utility/storage room and full bathroom. Hardwood floors are likely under the carpeting in major areas of main home (at least in the bedroom and living room areas we know of). Cozy private yard with maintenance free vinyl fence, large concrete patio and access to the all brick 2-car detached garage. The commercial space has its own separate entrance off Higgins, its own meters, 3 separate rooms, a bathroom and is currently set up as a Beauty Salon, however, can likely be used for other types of businesses. The home is in great shape however does still need some cosmetic updates and since it's an estate sale, we have limited information, and it must be conveyed "as-is" please. No exemptions currently on the already low tax bill! Desirable and convenient Jefferson Park location close to all major transit, shopping etc. Hurry on this one... just won't last.

5928 W Higgins Avenue, Chicago

$775,000
3 Beds 4 Baths 12169962 MLS CLOSED Status
You will absolutely be blown away by this highly customized single family home on premium corner lot in peaceful and secluded Edgebrook Glen enclave! Enjoy coffee on your covered front porch with amazing park view and gorgeously landscaped neighborhood! This home features high end designer finishes throughout. Significantly upgraded model-like 4 BR home is ready for your entertaining and enjoyment. Open concept first floor is flooded with natural light from the corner lot with South and East exposures. Stunning hardwood floors with cherry inlay and two fireplaces on main level. Chef's kitchen with updated GE Monogram stainless appliances, granite countertops, custom tile backsplash, and large island with custom pendant lighting. Kitchen adjacent to family room w/fireplace, enhances entertaining and flow. Large open dining room will accommodate huge dining set and is centrally located to the spacious and open floor plan. Beautiful formal living room space with second fireplace overlooks the park-like green space across the way. Primary suite with coved ceiling, new carpet, huge primary en-suite bathroom w/soaking tub, double vanity & oversized shower with glass doors. Two more large bedrooms and full bath on second level. Lower level guest suite & media/recreation room features professional home theatre w/multiple electronics included. Huge lower level family room/rec room is great for entertaining with ample space for huge sectional sofa and additional dining or entertaining space. Gorgeous custom wet bar with beverage fridge/wine cooler. 4th bedroom on lower level could also be a great work from home space or workout room. Professionally landscaped yard with brand new custom and maintenance free composite decking and privacy fence, and sprinkler and irrigation system. Additional features: extensive custom wainscoting, crown molding, hardwood floor inlays, 2 separate heating/air conditioning systems, custom mudroom bench and storage, in-ceiling surround sound speakers throughout home with all audio equipment included! Custom window treatments in all bedrooms. New hot water tank, new kitchen sink faucet and garbage disposal. Flood control in lower level with sump pumps & attached 2 car garage. This home is in immaculate condition, extremely well cared for and maintained! Neighborhood association's large private green space/park across street. Private gated access for homeowners on North end of the neighborhood leads out to quiet and peaceful road overlooking the Forest Preserve and neighborhood bike and running trail. Easy commute w/nearby access to bike trail extension, forest preserves, and expressway & Metra station. This home is stunning, do not miss!

5232 W Seminole Street, Chicago

$550,000
3 Beds 3 Baths 12165015 MLS CLOSED Status
Your dream home awaits! This exquisite 3+1 bedroom, 3 bathroom modern farmhouse was completely gutted and reimagined in 2023 to meet the highest standards of quality and design. The moment you step inside, you'll be captivated by the oversized windows that fill the home with natural light, the pristine white oak flooring, and the stylish modern touches that grace every corner. The open-concept living room, dining room, and kitchen create a seamless flow, perfect for both entertaining and everyday living. The elegant kitchen is the heart of the home, featuring crowned white cabinetry, luxurious quartz countertops, high-end stainless-steel appliances, and a large island with seating. Convenience meets sophistication with a beautiful full bathroom and a well-organized mudroom that leads to the backyard. The primary suite is a serene retreat, boasting dual closets and a private spa-like bathroom for ultimate relaxation. Two additional bedrooms on the main level provide ample space for family and guests. The beautifully finished lower level nearly doubles your living space, offering a large recreation room, a bedroom with a walk-in closet, and a full bathroom-perfect for guests. Additional storage and a laundry room ensure your home remains organized and functional. Outdoors, enjoy the maintenance-free composite front and back porch, a patio overlooking the fenced yard, and a brand-new 2-car garage! Great location close to restaurants, shops, grocery, parks, Metra, and easy highway access. Don't miss this unique opportunity to own this stunning, impeccably built home!

5722 W Wilson Avenue, Chicago

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Jefferson Park, Chicago IL · Curated MLS Search

Maintenance-Free Community Homes in Jefferson Park, Chicago IL

An editorially curated view of every active maintenance-free community homes listing in Jefferson Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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