Jackson Park Highlands Homes for Sale

Welcome to Jackson Park Highlands, a hidden gem nestled in the heart of Chicago, Illinois. Known for its picturesque streets and charming homes, this neighborhood offers a unique blend of suburban tranquility and urban convenience. With its rich history and vibrant community, Jackson Park Highlands is the perfect place for families, young professionals, and anyone looking to enjoy the best of city living.

The neighborhood is characterized by its stunning architecture, featuring a mix of classic Chicago bungalows, elegant two-flats, and modern single-family homes. Many properties boast spacious yards and beautifully landscaped gardens, providing residents with a serene outdoor oasis. The tree-lined streets invite leisurely strolls, while the close-knit community fosters a warm and welcoming atmosphere.

For those seeking homes for sale, Jackson Park Highlands offers a diverse array of options to suit various lifestyles and budgets. Whether you’re looking for a cozy starter home or a more expansive property to accommodate a growing family, you’ll find an impressive selection of listings that cater to your needs. The neighborhood’s real estate market is thriving, making it an excellent opportunity for both first-time buyers and seasoned investors.

Residents enjoy easy access to a wealth of amenities, including parks, schools, and shopping centers. The nearby Jackson Park, with its scenic trails and recreational facilities, is perfect for outdoor enthusiasts. Plus, with convenient public transportation options, commuting to downtown Chicago is a breeze.

Discover the charm and community spirit of Jackson Park Highlands—your dream home awaits!

Newest Jackson Park Highlands Homes for Sale

$614,900

4 Beds ⋅ 3 Baths ⋅ 12704475 MLS ⋅ ACTIVE Status

Located in historic Jackson Park Highlands, this spacious 4-bedroom, 2.5 -bath home is filled with character, personality, and room to truly LOVE WHERE YOU LIVE. Some homes are simply properties. Others carry history, memories, and a legacy that deserves to continue. For more than 40 years, this home has been owned by the same family, and now it is ready for its next chapter. From the dedicated study and formal dining room to the family room designed for gathering, this home gives you space to live, work, entertain, and create new memories. And then there's the additional room that once served as the home's hot tub room. Yes, a dedicated hot tub room. Bring your vision and reimagine the space as a wellness room, home gym, creative studio, lounge, or something completely your own. Need even more space? The home also features a fully unfinished basement with a dedicated laundry area, offering additional room for storage and the opportunity to explore future possibilities based on your needs and vision. Come in. Walk the home. See the character. Imagine the possibilities. With minor upgrades, thoughtful improvements, and your personal touch, this property offers the opportunity to create a home that reflects your style and how you want to live. Jackson Park Highlands is known for its distinctive architecture, beautiful homes, tree-lined streets, and rich history. You're also minutes from Jackson Park, Chicago's lakefront and beaches, the Museum of Science and Industry, golf, DuSable Lake Shore Drive, and the Obama Presidential Center. After more than four decades of one family's memories, this home is ready for a new story, a new vision, and a new legacy. This home SCREAMS: LOVE WHERE YOU LIVE. Ready to walk it? Let's get you inside.

6723 S Euclid Avenue, Chicago

$750,000

5 Beds ⋅ 3 Baths ⋅ 12672666 MLS ⋅ ACTIVE Status

This well-kept craftsman home in Jackson Park Highlands is set on a 50 x 134 sf lot; what appears to be small and quaint from the outside is deceptively large at just under 4,700 sf. One large cozy room reveals itself to another with natural light that follows you throughout the day. This home features 5 bedrooms, 3 bathrooms, wrap-around terrace, expansive recreation room, and a two-car garage. Upon entering, the foyer opens up to a large hallway with views into the dining room and living room that is large enough to have multiple seating areas. French doors allow access to the terrace from the living room and adjacent family room making this home comfortable for indoor/outdoor entertaining. In the kitchen, stainless steel appliances and granite countertops make food prep and cooking easy. Walk through the dining room to a private area at the rear of the house where the primary suite is located with its own screened porch. Just past the second bedroom are stairs to three additional bedrooms and another full bath on the second floor. In the basement, you will find a finished recreation room with a wet bar. An office, full bathroom, laundry/mechanical room and storage areas complete the lower level. Below the generously sized two-car garage is a full basement. Its caddy corner location on the property creates a lovely outdoor space to read a book or have dinner on a summer night with friends. This property is sold AS-IS and will shine with a few creative thoughts and aesthetic ideas. Walk to play a round of golf at the Jackson Park Golf Course or to the lakefront trail; the Obama Presidential Center is only minutes away. Easy access to Metra, CTA, and DuSable Lake Shore Drive will take you directly to the Loop.

6840 S Constance Avenue, Chicago

$899,000

6 Beds ⋅ 4 Baths ⋅ 12653086 MLS ⋅ ACTIVE Status

Experience a true lifestyle upgrade in Jackson Park Highlands, commanding one of the larger homes and premier lots in this historic landmark neighborhood. This impeccably maintained brick residence pairs grand-scale luxury with a sprawling urban sanctuary. Inside, the massive six-bedroom, four-bathroom floor plan flows seamlessly across three levels, designed for both high-end entertaining and effortless daily living. The main level showcases grand, sun-drenched rooms that flow seamlessly together. Host unforgettable gatherings in the formal living room, anchored by a stately wood-burning fireplace that promises warmth and refined conviviality during the autumn and winter months. The heart of the home is a fully upgraded chef's kitchen, beautifully appointed with professional-grade Bosch and GE Profile appliances, custom 42-inch cabinetry, and endless granite counter space. Ascend the grand staircase to the upper levels, where the bedrooms offer generous proportions and serene views. The third floor contains a private penthouse lounge, the ultimate high-end hangout space complete with a custom wet bar. Outside, the property transforms into an unmatched private oasis. A welcoming front porch offers the perfect spot to greet neighbors and enjoy the tree-lined streetscape. The timeless curb appeal at the front of the property is enhanced with the expansive entertainment deck which overlooks a massive, secure backyard retreat filled with apple and peach trees, raspberries and grapes (super sized 80x135 lot). Complete with an oversized side driveway for premier parking and generous landscaping, this home offers a rare combination of gracious space and sophisticated living. Positioned in the highly coveted Jackson Park Highlands, this landmark home offers an unparalleled south side location. You are just minutes from the University of Chicago campus, the upcoming Obama Presidential Center, Lake Michigan's pristine beaches, world-class golf courses, and the Quantum Computing Campus (IQMP). This is a rare opportunity to own a palatial piece of Chicago history with the luxury of modern space.

6910 S Euclid Avenue, Chicago

$729,000

4 Beds ⋅ 4 Baths ⋅ 12510159 MLS ⋅ ACTIVE Status

The Jackson Park Highlands is one of the city's best kept secrets. This amazing area of Land Mark Status homes features tree lined streets, well-manicured lawns, deep set backs and no alleys. It epitomizes suburban living within the city. Now offering for sale one of its most stately residences. A majestic English Tudor home with tall ceilings and spacious sun filled rooms. There are four bedrooms, two full baths, two powder rooms, a library with double door entry, butler's pantry and finished basement with wet bar. underneath the carpeting there are hard wood floors. Loads of period charm and eloquence are found here. Side drive, 2.5 car garage, superb location near the University of Chicago, golf course, beaches, marinas, and only minutes away from world class shopping, dining and entertaining. Come take a look and make it your own.

6731 S Cregier Avenue, Chicago

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