Gladstone Park Real Estate

Welcome to Gladstone Park, a hidden gem nestled in the vibrant city of Chicago, Illinois. Located in Cook County, this charming neighborhood offers a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets, friendly community atmosphere, and rich history, Gladstone Park is an ideal place for families, young professionals, and anyone seeking a welcoming environment.

One of the standout features of Gladstone Park is its accessibility. Residents enjoy easy access to public transportation, making commuting to downtown Chicago a breeze. The neighborhood is also conveniently located near major highways, allowing for quick trips to the surrounding suburbs and beyond.

Nature lovers will appreciate the abundance of green spaces in Gladstone Park. The eponymous park offers a variety of recreational activities, including walking trails, playgrounds, and sports facilities, creating a perfect backdrop for family outings and weekend picnics. The nearby North Branch of the Chicago River provides additional opportunities for outdoor adventures, from kayaking to biking along scenic trails.

Community spirit thrives in Gladstone Park, with local events and gatherings fostering connections among neighbors. The area boasts a mix of charming boutiques, cafes, and restaurants, providing delightful options for dining and shopping. Whether you're savoring a meal at a local eatery or exploring the unique shops, you'll find that Gladstone Park has something for everyone.

In summary, Gladstone Park is a vibrant neighborhood that offers the best of both worlds—urban amenities and suburban charm. With its welcoming community, beautiful parks, and convenient location, it’s no wonder that so many people are proud to call Gladstone Park home. Come discover your new haven in this delightful corner of Chicago!

Newest Listings in Gladstone Park

$649,900

5 Beds ⋅ 3 Baths ⋅ 12716625 MLS ⋅ NEW Status

NICE JEFFERSON PARK 2 FLAT WITH FINISHED BASEMENT! 2 OVERSIZE UNITS WITH CENTRAL AIR, THREE SEPARATE FURNACES AND HOT WATER TANKS, COPPER PLUMBING. BOTH UNITS HAVE FORMAL DINING ROOM, DEN AND SLIDING DOOR TO THE DECK! NEWER WIDOWS, NEWER 1ST FLOOR AC UNIT,TWO FURNACES AND WATER TANKS ARE NEWER TOO. 2 CAR GARAGE AND ADDITIONAL PARKING SPOT. COIN LAUNDRY. GREAT RES BLOCK! THE PROPERTY IS IN A GREAT SHAPE BUT SELLER WANTS TO SELL IT AS IS.

5475 N Monitor Avenue, Chicago

$549,900

4 Beds ⋅ 2 Baths ⋅ 12701495 MLS ⋅ ACTIVE Status

Fantastic investment opportunity in the desirable Jefferson Park neighborhood-a well-maintained and updated 2-flat that offers both turnkey investment potential and the option for owner-occupancy. Each unit features 2 bedrooms and 1 bathroom, complemented by beautiful hardwood floors, central HVAC, and a bonus back porch. The main floor unit boasts modern upgrades, including stainless steel appliances, maple cabinetry, and new light fixtures. Both units have separate utilities, ensuring convenience and privacy. The unfinished lower level provides dedicated laundry spaces, mechanical systems, and open storage for each unit. Additionally, there is a detached 2.5 garage currently leased to a neighbor, adding extra income potential. Situated on a quiet, tree-lined street, this property is within walking distance to the Gladstone Park Metra station, offers quick highway access, and is close to schools, parks, restaurants, and shopping. Current tenant leases expire in December 2026 and June 2027.

5848 W Catalpa Avenue, Chicago

$575,000

6 Beds ⋅ 3 Baths ⋅ 12677202 MLS ⋅ ACTIVE Status

Updated 2 flat with extra basement non-conforming apartment. All electric, plumbing and HVAC were updated approximately 8 years ago along with some kitchens and bathrooms. Nice size apartments first and second floors have 2 bedrooms. Extra tandem bedroom on 1st floor. Basement is 4 room 2 bedrooms. Nice yard and a 2 car garage. Rents: Non-conforming garden $1250. Includes all utilities. 1st floor: $1800. 1st floor pays utilities and receives a $100. credit for basement utilities so they pay $1700. net rent. 2nd floor: $1595. They pay their own utilities. Garage $300. Rented to someone not living in property Mo. to Mo. Total income $4845. a month $58140 gross yearly less $12444. expenses or $45696. Net income or 7.74% return!! Great investment.

5445 N Magnet Avenue, Chicago

$399,000

12582052 MLS ⋅ ACTIVE Status

Jefferson Park 2 adjoining buildings sold together! This impressive yellow brick corner single story site with storefront and office space on concrete slab offers endless possibilities for an entrepreneur or expanding business. Separate entries and mechanicals these stand along buildings could easily be combined or operated separately. Both spaces highly improved with newer oversized windows complete with privacy shades, new furnaces and a/c condensers, new hot water heaters, new flooring, new steel doors, new electric wiring and panels, new drywall and trim. Newer roofs on both buildings. Furnished with built in desks and office furniture. Tall ceilings and lots of natural light with modern baths and employee kitchenette. Easy street parking and flexible b3-1 zoning ideal for real estate brokerage, attorney, accountant, financial services, medical and dental offices, it, web development, tech start-ups, design studios, coffee shops, cafes, restaurants, retail storefronts, flower shops, credit & financial services, art studios and much more. Location is unmatched: minutes from the Jefferson Park Metra station and CTA blue line, with direct access to I-90. Perfectly positioned between O'Hare international airport and downtown Chicago. Outstanding vehicle visibility on one of the northwest side's busiest commercial streets. Chase bank around corner. New neighborhood restaurants, bakeries and bars emerging in the area including Cured and Crafted Artesian Sandwiches, Corral House Bar & Grill, New Paradise Bakery and Coffee, 5800 North Cafe, Sweet Cafe, Neko Sushi & Thai and October Cafe.

5696 N Milwaukee Avenue, Chicago

$1,099,000

12475279 MLS ⋅ ACTIVE Status

Your opportunity to own an income generating, fully leased mixed-use building in the heart of Gladstone Park. Located on high-visibility Northwest Highway directly across from the Gladstone Park Metra station, this property offers a turnkey investment in a great location. The building includes one commercial space with a full basement, currently operating as a restaurant/cafe, plus three residential apartments and an attached garage. Residential units include one spacious 2 bed/2 bath with the garage and two 1 bed/1bath units. This transit-oriented asset features stable cash flow and a reliable tenant base - an ideal opportunity for investors seeking long-term income in a well-connected Northwest Side location. All residential units have received new HVAC, plumbing, electrical, and water heaters within the past five years. The commercial space features updated plumbing, electric, and HVAC systems (2009) along with a newer water heater. The rubber-coated roof was recoated in 2020, ensuring long-term durability and reduced maintenance costs. Nearby parks, schools, and walkable residential blocks enhance the area's livability, while the building's proximity to downtown Chicago and O'Hare International Airport further amplifies its appeal. This property represents a rare opportunity to invest in a stabilized, mixed-use asset in one of Chicago's most connected and resilient neighborhoods.

5481 N Northwest Highway, Chicago

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