View All Jefferson Park Chicago IL Homes with Guest House Listings

$772,500
4 Beds 3 Baths 12593177 MLS CLOSED Status
Stunning 4-Bedroom, 3-Bath Home on a 41x210 Lot in the Heart of Indian Woods Welcome to this spacious and thoughtfully updated 4-bedroom / 3 bathroom single-family home in the heart of the Indian Woods subdivision of Jefferson Park. Surrounded by the peaceful beauty of the Cook County Forest Preserve, this home perfectly blends modern living, abundant space, and serene surroundings. Set on an expansive 41 x 120 lot, this home offers extraordinary outdoor potential and privacy. A new addition was built in 2019, showcasing Anderson windows, a new roof with skylights, and a brand new second and third level. The main level consists of generous size living and dining area, an updated kitchen, full bathroom, and the 4th bedroom that can be used as an office or guest suite depending on your needs. There is also a large mud room / coat room that leads to the rear entry. The second level is comprised of 3 large bedrooms, all on the same floor, with walk-in closets and a laundry room with full size side by side washer/dryer and custom shelving. The primary bedroom features soaring ceilings, plenty of space for dressers, a large walk-in closet, and a beautifully done bathroom with a double bowl vanity and large stand up shower. The top level of the home features a massive multi-use space that can function as a 5th bedroom, entertainment space, or kids playroom. Other features and updates include, dual HVAC system, full unfinished basement with great ceiling height, flood control system, updated electrical service, custom 3 process water filtration system throughout the house, 6' privacy fence around the property, and a 2-car garage with a lofted space that was built in 2014. Gated driveway that can also accomodate 6 vehicles. Last but not least, this home is located in the highly sought after Farnsworth elementary school district. Walking distance to Metra, bus stop, and Jefferson Park Blue Line station.

5881 N Central 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

$835,000
5 Beds 4 Baths 12009362 MLS CLOSED Status
1 HOUSE LEFT - WATCH FULL WALK THRU 4K DRONE TOUR ON VTOUR BUTTON (IS OF 5142 WINONA HOUSE) Two newly constructed 'Row Homes' on an oversized 45' wide lot (22.5 per house). These modern farmhouses live perfectly with an open concept floor plan featuring transitional interiors. You'll love the five bedrooms and 3.5 baths. The main floor is divided up with 70% of the square footage consisting of the kitchen and oversized family room, creating a great 'heart of the home' where everyone spends the bulk of their time. The kitchen boasts high-end Bosch appliances, custom built walnut lower cabinets and island, off-set by matte white 60" upper cabinets. Quartz countertops, decorative backsplash, fully vented custom hood, and matte black hardware finish out the kitchen. Outdoor entertainment is at its best; a large 'Trex' deck featuring a dividing wall for privacy from adjacent row home, is directly off the family room and beyond is a grassy back yard. The upstairs is equally impressive; the homes extra width affords graciously sized bedrooms. The primary bedroom is graced with two walk-in closets, large spa inspired bathroom. The other 2 bedrooms each feature large scale closets, and beautiful views from large windows. The top floor is complete with full side by side laundry in a proper laundry room, NOT closet. The lower level gets great natural light from the high ceilings. Entertainment is easy in this family room, a large space for an oversized entertainment center and a full wet bar. The last two bedrooms are also in the lower level; easily can have private guest quarters plus a private office and/or gym. There is a second laundry hook-up in the basement. Graciously sized 2 car garage. Winona has easy highway, Metra and CTA access. The farmhouse vibe is maintained with Hardie Board facade and rear with vinyl on the sides. Photos are of 5142 Winona, the sister home. PICS ARE OF THE ATTACHED HOME

5140 W Winona Street, Chicago

$875,000
5 Beds 4 Baths 11943879 MLS CLOSED Status
WATCH VIRTUAL TOUR TO TAKE A 4K DRONE WALK THRU THE HOUSE! Two newly constructed 'Row Homes' on an oversized 45' wide lot (22.5 per house). These modern farmhouses live perfectly with an open concept floor plan featuring transitional interiors. You'll love the five bedrooms and 3.5 baths. The main floor is divided up with 70% of the square footage consisting of the kitchen and oversized family room, creating a great 'heart of the home' where everyone spends the bulk of their time. The kitchen boasts high-end Bosch appliances, custom built walnut lower cabinets and island, off-set by matte white 60" upper cabinets. Quartz countertops, decorative backsplash, fully vented custom hood, and matte black hardware finish out the kitchen. Outdoor entertainment is at its best; a large 'Trex' deck featuring a dividing wall for privacy from adjacent row home, is directly off the family room and beyond is a grassy back yard. The upstairs is equally impressive; the homes extra width affords graciously sized bedrooms. The primary bedroom is graced with two walk-in closets, large spa inspired bathroom and skylights. The other 2 bedrooms each feature large scale closets, and beautiful views from large windows. The top floor is complete with full side by side laundry in a proper laundry room, NOT closet. The lower level gets great natural light from the high ceilings. Entertainment is easy in this family room, a large space for an oversized entertainment center and a full wet bar. The last two bedrooms are also in the lower level; easily can have private guest quarters plus a private office and/or gym. There is a second laundry hook-up in the basement. Graciously sized 2 car garage. Winona has easy highway, Metra and CTA access. The farmhouse vibe is maintained with Hardie Board facade and rear with vinyl on the sides. Taxes: $5,145.02

5142 W Winona 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

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Jefferson Park, Chicago IL · Curated MLS Search

Homes with Guest House in Jefferson Park, Chicago IL

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

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