Jefferson Park Real Estate

Jefferson Park Real Estate

Jefferson Park: A Hidden Gem in Chicago's Cook County

Located in the vibrant city of Chicago, Jefferson Park is a charming neighborhood nestled in Cook County, Illinois. With its rich history, diverse community, and convenient location, it's no wonder that Jefferson Park has become a sought-after area for both residents and visitors alike.

One of the highlights of Jefferson Park is its accessibility. Situated on the northwest side of Chicago, this neighborhood offers easy access to major highways, public transportation, and O'Hare International Airport. This makes it a convenient choice for commuters and frequent travelers.

Jefferson Park is known for its beautiful tree-lined streets, well-maintained parks, and a strong sense of community. Residents can enjoy a variety of amenities, including local shops, restaurants, and entertainment options. The neighborhood is also home to the Jefferson Park Transit Center, which serves as a major transportation hub for buses and trains.

For those seeking outdoor recreation, Jefferson Park offers several parks and green spaces. The namesake Jefferson Park is a popular spot for picnics, sports activities, and community events. Additionally, the nearby Forest Preserve District of Cook County provides ample opportunities for hiking, biking, and exploring nature.

Real estate in Jefferson Park offers a mix of housing options, including single-family homes, apartments, and condominiums. The neighborhood's diverse architecture adds to its charm, with a blend of classic and modern styles. Whether you're a first-time buyer or looking to upgrade, Jefferson Park has something to suit every lifestyle and budget.

In summary, Jefferson Park is a hidden gem in Chicago's Cook County, offering a combination of convenience, community, and natural beauty. With its prime location and diverse housing options, it's no wonder that Jefferson Park continues to attract those seeking a place to call home.

Newest Listings in Jefferson Park

$265,000
2 Beds ⋅ 1 Baths ⋅ 12714368 MLS ⋅ NEW Status
Move right into this beautiful second-floor condo featuring 2 bedrooms and 1 full bath! Freshly painted throughout with brand-new carpeting, this bright and inviting home offers an open floor plan with desirable southern exposure that fills the space with natural light. The spacious living room opens to a large private balcony, creating the perfect place to relax and enjoy the outdoors. The bright kitchen features ceramic tile flooring and an abundance of cabinet space. The generous primary bedroom offers two double-door closets, providing excellent storage. Additional highlights include an interior storage unit, a separate shed ideal for bike storage, and convenient laundry facilities located within the building. The building is well maintained and situated on a quiet residential street with an amazing park located behind the building. Enjoy easy access to Wilson Park, Jefferson Park, Portage Park, the Jefferson Park Library, Metra, the CTA Blue Line, shopping, dining, and major transportation routes. Investor-friendly association makes this an excellent opportunity for both owner-occupants and investors alike. Don't miss your chance to own this move-in-ready condo in a fantastic location!

5312 W Windsor Avenue Unit #2W, Chicago
$799,000
5 Beds ⋅ 3 Baths ⋅ 12719291 MLS ⋅ NEW Status
More Than a Two-Flat-A Rare Urban Lifestyle Property! Situated on two contiguous tax parcels totaling approximately 7,074 sq. ft., with approximately 100 feet of frontage and 150 feet of depth, this exceptional oversized corner property offers space, flexibility, and outdoor living rarely found in Chicago. The first-floor residence (approximately 1,600 sq. ft.) features three spacious bedrooms, updated flooring, granite finishes, a Jacuzzi tub, and an original fireplace converted from wood-burning to gas. The third bedroom is currently configured as part of a duplex-style layout with the versatile lower level, creating an ideal owner's suite or extended living space. The second-floor residence (approximately 1,000 sq. ft.) offers two spacious bedrooms, engineered hardwood flooring, granite finishes, abundant natural light, and a private upper-level deck accessed directly from the kitchen. Relax and enjoy panoramic views to the north, east, and west, with views extending toward the south, creating the feeling of being on top of the world. The lower level includes a third kitchen with a center granite island, a full marble bathroom, and separate exterior access, offering outstanding flexibility for entertaining, extended living, hobbies, a home office, or storage. Outdoor living truly sets this property apart. Enjoy an expansive multi-level cedar deck, a second-story view deck, multiple brick paver patios, a pergola entertainment area, an above-ground pool, beautifully landscaped gardens, and five distinct outdoor gathering areas, allowing family and guests to dine, relax, and entertain in multiple spaces at the same time. Additional highlights include approximately 2,600 sq. ft. of above-grade living space, 5 bedrooms, 3 full bathrooms, roof replaced in 2018, detached two-car garage, and convenient access to CTA, Metra, shopping, restaurants, and Interstates I-90, I-94, and I-294. Whether you're seeking an owner-occupied investment, multigenerational living, or a home designed for entertaining, this rare Jefferson Park property offers a lifestyle that is truly one of a kind.

5459 N Lovejoy Avenue, Chicago
$204,999
1 Beds ⋅ 1 Baths ⋅ 12719391 MLS ⋅ NEW Status
Charming, freshly painted 1 bedroom, 1 bath condominium in the heart of Jefferson Park. This well maintained unit features a private balcony overlooking the courtyard and is situated toward the back of the courtyard for added privacy. This unit offers storage throughout, an additional private storage space in the basement, one assigned parking space, and convenient on site laundry facilities. Ideally located with easy access to I-90, I-94, public transportation, and a variety of dining and everyday amenities. A wonderful opportunity to own a move in ready unit in a convenient location.

5024 N Austin Avenue Unit #2E, Chicago
$589,000
4 Beds ⋅ 3 Baths ⋅ 12719365 MLS ⋅ NEW Status
Beautiful, Legal 2 Flat with in-law arrangement in the heart of Jefferson Park. Excellent building includes top floor unit 2 Bed 1 Bath. First floor unit 2 Bed 1 Bath and in-law down for an additional Bed and Bath. Bright open units each equipped with private rear porches. Pictures only reflect second floor unit but first floor is even bigger and more updated. Long time owner, solid and well maintained building. Excellent locations, located on a quiet street close to restaurants, shopping, parks, schools, train and highway! This home has it all! Don't miss out! HURRY!!

4923 N Mason Avenue, Chicago
$719,000
3 Beds ⋅ 3 Baths ⋅ 12719255 MLS ⋅ NEW 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
$350,000
2 Beds ⋅ 2 Baths ⋅ 12715173 MLS ⋅ NEW Status ⋅ Jefferson Courte BLDG.

4848 N Central Avenue Unit #209, Chicago
$475,000
4 Beds ⋅ 2 Baths ⋅ 12698253 MLS ⋅ NEW Status
Situated on an extra wide lot in a premier location of Jefferson Park, this turnkey 2 flat presents an extraordinary opportunity for investors, multi-generational living, or house hackers - live in one unit and generate income leasing the other unit! Both bright and airy apartments feature 2 bedrooms with walk-in closets, 1 bath, tall ceilings, formal living and dining rooms, charming breakfast nooks, and a private 1st floor deck. Enjoy total peace of mind with key recent updates, including newer furnaces (2024), a brand new 2nd floor water heater (2026), and a modernized 2nd floor kitchen with updated cabinets, counter top, backsplash and faucet (2023). An enclosed rear staircase connects both levels to a massive unfinished basement and attic, offering value add potential for a duplex-up expansion or a single family conversion. Outside, a fully fenced landscaped yard leads to a 2 car garage offering additional storage or rental potential. Ideally positioned near Beaubien Elementary district, the Blue Line, Metra stations, bus routes, I-90/94, multiple forest preserves, many grocery stores, and neighborhood favorites like Gale Street Inn and Westons Coffee & Tap Co., this versatile property delivers unbeatable convenience, flexible living options, and immediate income potential!

4950 W Gunnison Street, Chicago
$529,900
5 Beds ⋅ 3 Baths ⋅ 12711245 MLS ⋅ NEW Status
Longtime owner offers this classic checkerboard two flat in super desirable Jefferson Park! Main floor unit features 3 beds and 1 full bath with large living room with crown molding, formal dining room with original woodwork and coved moldings throughout with nearly 9 ft ceilings (hardwood flooring under carpet)! Lots of windows (all 4 sides) and natural sunlight! 3 nicely sized beds, 1 full bath plus kitchen with large walk in pantry! 2nd floor unit features 2 beds and 1 full bath with with large living room, formal dining room plus large oversized kitchen with all appliances and pantry! Large back porch too! Full basement with 1/2 bath plus laundry room! Exterior features large patio overlooking well maintaned pine tree and garden area! 2 car detached garage! Great location...just steps to the blue line, minutes to the expressway and 10 minutes to the airport! Immediate possession if needed. Roof @ 10 yrs old and refurbished front stoop. Priced under recent appraisal...sold in as is condition! Opportunity is knocking!!

4933 W Ainslie Street, Chicago
$225,000
2 Beds ⋅ 1 Baths ⋅ 12644512 MLS ⋅ NEW Status
Nestled in the heart of Jefferson Park, this move-in ready, south-facing 2-bedroom, 1-bath residence overlooking the park offers abundant natural light and peaceful treetop views from the living room and private balcony. Hardwood floors flow throughout the main living areas, while the freshly painted interior creates a bright and inviting atmosphere. The functional floor plan offers comfortable living and ample storage throughout. The primary bedroom features new luxury vinyl plank flooring and excellent closet space, including a walk-in closet. Recent improvements include all new windows and glass sliding door, installed approximately four years ago, two wall A/C units installed approximately three years ago, an and new oven (2026). Exterior parking is included, and the well-maintained association offers convenient shared laundry just one flight down. Enjoy exceptional access to the Jefferson Park Transit Center with Metra, the CTA Blue Line, multiple bus routes, I-90/94, and nearby Jewel-Osco. Explore the seasonal Sunday Farmers Market at Memorial Park, grab coffee at Sweet Cafe or Weston's Coffee & Tap Co., and dine at Gale Street Inn or Joe's on Higgins-all just moments from home.

5470 W Higgins Avenue Unit #2W, Chicago
$649,900
3 Beds ⋅ 3 Baths ⋅ 12717732 MLS ⋅ NEW Status

5625 N Menard Avenue, Chicago
$516,900
3 Beds ⋅ 2 Baths ⋅ 12716481 MLS ⋅ NEW 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
$469,900
3 Beds ⋅ 2 Baths ⋅ 12716755 MLS ⋅ NEW Status
Welcome to this classic brick English Tudor home, perfectly situated on a peaceful, tree-lined street. Combining timeless character with thoughtful updates, this home offers comfortable living spaces both inside and out. The main level features two spacious bedrooms and a beautifully renovated full bathroom with a modern walk-in shower. Enjoy entertaining in the separate formal dining room, while the bright kitchen showcases a charming farmhouse sink and ample workspace. A sun-filled enclosed sunroom provides the perfect spot to enjoy your morning coffee or unwind with a good book. Upstairs, you'll find a private and expansive primary bedroom suite complete with a convenient powder room, creating a comfortable retreat away from the main living areas. The full unfinished basement offers endless possibilities for additional living space, a home office, gym, workshop, or recreation room. A full-size washer and dryer, utility sink, and abundant storage add everyday convenience. Outside, relax or entertain on the spacious patio and take advantage of the detached two-car garage. Conveniently located with easy access to O'Hare Airport, I-90, parks, grocery stores, shopping, dining, and everyday amenities, this charming Tudor offers both character and opportunity in a desirable location. A wonderful opportunity to make this charming home your own while enjoying its timeless appeal and excellent location.

5704 N Major Avenue, Chicago
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