Jackson Park Highlands Homes

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  /12

  $99,900

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  6922 S Jeffery Blvd Unit 3S, Chicago, IL 60649

  Huge vintage unit needs TLC and can be spectacular! All the rooms are large, three bedrooms and three full baths, 9' ceilings, fireplace and more. Make minor repairs or rehab to taste. The subject is blocks from 71st Street beach, Jackson Park golf course, DuSable Lake Shore Drive, South Shore Cultural Center, Jackson Park Yacht Club, and steps to Jeffery Jump express and Metra Rail station. No

  Gary Weglarz Applebrook Realty, Inc.

  6922 S Jeffery Blvd Unit 3S, Chicago, IL 60649
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  /8

  $1,686 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Condo for Rent

  6709 S Cregier Ave Unit 3D, Chicago, IL 60649

  6709 S Cregier Ave Unit 3D, Chicago, IL 60649
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  /41

  $707,000 Sold May 21, 2025

  • 3,600 Sq Ft
  • $196/SF
  • 79 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1914

  6919 S Constance Ave, Chicago, IL 60649

  A rare opportunity to move right into a well loved and updated home in the Jackson Park Highlands for an affordable price. With its 5 bedrooms and 5 baths, central air conditioning, modernized eat-in kitchen, updated bathrooms and mechanicals, this house combines easy living with graceful historic charm and character detail. Pull the moving truck up and move right in. Large, beautifully

  Derek Walvoord Exit Strategy Realty / EMA Management

  6919 S Constance Ave, Chicago, IL 60649
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  /29

  Est $580,434 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,720 Sq Ft

  6747 S Euclid Ave, Chicago, IL 60649

  6747 S Euclid Ave, Chicago, IL 60649
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  /32

  $300,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  6943 S Euclid Ave, Chicago, IL 60649

  Rarely will you find potential such as this in the Jackson Park Highlands community!! This manor style mansion has nothing but potential, the exterior has an estate appeal, all red brick, side driveway leads back to an extra wide two in half car brick garage. As you enter this home you will be amazed at the large room sizes which continue to give the classic estate feel that was reminiscent of

  Ryan Smith RE/MAX Premier

  6943 S Euclid Ave, Chicago, IL 60649
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  /28

  $175,000 Sold Mar 03, 2025

  • 3,000 Sq Ft
  • $58/SF
  • 237 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1927

  6922 S Jeffery Blvd Unit 7N, Chicago, IL 60649

  CASH ONLY - Character abounds in this spacious, estate-style 3,000 square foot, 3-bedroom 2.5 bath condominium in Jackson Park Highlands. Terra cotta-adorned exterior leads to a captivating foyer with original wainscoting and leaded glass. Only two units per elevator stop. This sun-filled condo boasts 9-foot ceilings, a grand wood-burning fireplace, casement windows, solid oak doors, huge

  Warren Davis eXp Realty

  6922 S Jeffery Blvd Unit 7N, Chicago, IL 60649
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  /50

  Est $698,928 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,660 Sq Ft

  6801 S Cregier Ave, Chicago, IL 60649

  6801 S Cregier Ave, Chicago, IL 60649
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  /68

  $1,585,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,651 Sq Ft

  6907 S Constance Ave, Chicago, IL 60649

  A rare and exceptional opportunity to embrace a life of refined living within a perfectly appointed Jackson Park Highlands manor. The main level offers a harmonious blend of welcoming intimacy and expansive grandeur, effortlessly accommodating both large-scale entertaining and cherished family moments. The meticulously appointed kitchen, designed for both everyday functionality and catering to

  Wayne Beals Exit Strategy Realty / EMA Management

  6907 S Constance Ave, Chicago, IL 60649
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  /18

  $381,000 Sold Feb 07, 2025

  • 2,620 Sq Ft
  • $145/SF
  • 108 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1908

  6836 S Bennett Ave, Chicago, IL 60649

  Welcome to 6836 S Bennett, a spacious 2,620 sq ft home offering 4 bedrooms and 1.5 baths. This property is perfect for those looking to invest in a home with great potential. While it requires some work, it boasts beautiful architectural details and a charming layout. Sold as-is, this home presents an excellent opportunity to customize and create your dream living space. Awesome project as a

  Nicholas Black Coldwell Banker Realty

  6836 S Bennett Ave, Chicago, IL 60649
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  /15

  Est $721,343 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,880 Sq Ft

  6726 S Euclid Ave, Chicago, IL 60649

  6726 S Euclid Ave, Chicago, IL 60649
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  /36

  $475,500 Pending

  • 6 Beds
  • 4 Baths
  • 4,000 Sq Ft

  6846 S Cregier Ave, Chicago, IL 60649

  Welcome to the Jackson Park Highlands, a distinguished community where elegant mansions line every street. This expansive home boasts six generously sized bedrooms, 4 baths, including a jacuzzi tub and two walk-in showers. Step into the spacious foyer, which features a charming alcove sitting area perfect for quiet moments. For your convenience, the primary bedroom is situated on the main level,

  Patricia Smith Kale Realty

  6846 S Cregier Ave, Chicago, IL 60649
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  /2

  $785,000 Sold Jan 24, 2025

  • 7,849 Sq Ft
  • $100/SF
  • 16 Days On Market

  • 8 Beds
  • 8 Baths
  • Built 1932

  6909 S Cregier Ave, Chicago, IL 60649

  A Rare Architectural Masterpiece in the Historic Jackson Park Highlands. Step into the extraordinary with this iconic Philip B. Maher English Tudor, a stunning example of early 20th-century architecture nestled in the prestigious Jackson Park Highlands. This property is priced as a renovation. It offers an excellent opportunity to personalize with desired improvements. Sitting on more than four

  Faulkner Arnett RE/MAX Premier

  6909 S Cregier Ave, Chicago, IL 60649
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  /16

  Est $577,495 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  6956 S Euclid Ave, Chicago, IL 60649

  6956 S Euclid Ave, Chicago, IL 60649
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  /42

  $524,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,634 Sq Ft

  6707 S Euclid Ave, Chicago, IL 60649

  Welcome to a rare find in the historic Jackson Park Highlands landmark district. This grand Georgian home offers 4 bedrooms, 2 full baths, and 1 half bath in one of Chicago's esteemed neighborhoods. Perfect for families or individuals seeking elegance and a chic space, this renovated residence is move-in ready. Highlights include an open floor plan, hardwood floors, neutral color palettes, and

  Stephne Pettitt-Gaines EXIT Strategy Realty

  6707 S Euclid Ave, Chicago, IL 60649
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  /28

  $465,000 Sold Dec 19, 2024

  • 3,000 Sq Ft
  • $155/SF
  • 25 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1921

  6923 S Euclid Ave, Chicago, IL 60649

  Uncover a delightful rehabber's dream tucked away in the historic Jackson Park Highlands neighborhood of Chicago. This four-bedroom, three-and-a-half-bathroom residence invites you to unleash your creative vision within its generous 3,000 square feet interior and a double lot which measures over 13,000 square feet. The home features a spacious living and dining area, an inviting sunroom, a cozy

  Elias Masud Compass

  6923 S Euclid Ave, Chicago, IL 60649
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  /46

  Est $649,764 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,980 Sq Ft

  6937 S Constance Ave, Chicago, IL 60649

  6937 S Constance Ave, Chicago, IL 60649
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  /27

  $1,438,587 Sold Dec 06, 2024

  • 4,940 Sq Ft
  • $291/SF
  • 57 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1926

  6835 S Bennett Ave, Chicago, IL 60649

  Discover unparalleled elegance and modern sophistication at 6835 S Bennett Ave, nestled in the historic Jackson Park Highlands neighborhood of Chicago, IL. This property is truly one-of-a-kind-you won't find another home like this anywhere in Chicago. Meticulously crafted, it sits on a sprawling 10,000-square-foot lot and offers a wealth of luxurious amenities and thoughtful design. Upon

  Jertheus Butts Realty of America, LLC

  6835 S Bennett Ave, Chicago, IL 60649
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  /25

  Est $597,581 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,062 Sq Ft

  6826 S Bennett Ave, Chicago, IL 60649

  6826 S Bennett Ave, Chicago, IL 60649
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  /10

  $355,000 Sold Dec 04, 2024

  • 1,438 Sq Ft
  • $247/SF
  • 24 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  6953 S Cregier Ave, Chicago, IL 60649

  Your next home is here. Come see this unique and charming two-level home nestled in the historic neighborhood of Jackson Park Highlands. Built in 1988, this two level ranch style house has 3 bedrooms and 3 baths. Enter through the long foyer to enjoy the bay windows in both the living and dinning rooms. The eat-in kitchen has sky lighting and beautiful custom cabinets.The wooden staircase leads

  Janice Parks Baird & Warner

  6953 S Cregier Ave, Chicago, IL 60649
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  /34

  Est $789,955 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 7,125 Sq Ft

  6920 S Constance Ave, Chicago, IL 60649

  6920 S Constance Ave, Chicago, IL 60649
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  /8

  $340,000 Sold Oct 31, 2024

  • 3,080 Sq Ft
  • $110/SF
  • 60 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1916

  6922 S Euclid Ave, Chicago, IL 60649

  Welcome to the Jackson Park Highland's, one of Chicago's most desirable communities. The Jackson Park Highlands District is a landmark designated historic district in the South Shore community. This home is centrally located near the future home of the Obama Presidential Center, Jackson Park Golf Course, Jackson Park Harbor, Lake Michigan bike/run/ walking path. Home is being sold "AS IS". Had a

  Stephne Pettitt-Gaines EXIT Strategy Realty

  6922 S Euclid Ave, Chicago, IL 60649
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  /37

  Est $670,689 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,704 Sq Ft

  6941 S Constance Ave, Chicago, IL 60649

  6941 S Constance Ave, Chicago, IL 60649
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  /18

  $375,000 Sold Aug 02, 2024

  • 1,898 Sq Ft
  • $198/SF
  • 74 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1951

  7040 S Constance Ave, Chicago, IL 60649

  Nestled within the lovely landscape of Chicago's JACKSON PARK HIGHLANDS sits a gem!! This beautiful and elegant home is a perfect space for all your needs. With 3-bedrooms, 2.5-baths this Georgian residence is the perfect blend of sophistication and transitional design. The seamless first floor connects the main living space with the family room and kitchen and overlooks the picturesque

  Pamela Tuggle @properties Christie's International Real Estate

  7040 S Constance Ave, Chicago, IL 60649
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  /10

  Est $629,356 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,742 Sq Ft

  6926 S Constance Ave, Chicago, IL 60649

  6926 S Constance Ave, Chicago, IL 60649
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  /33

  Est $547,448 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  6711 S Euclid Ave, Chicago, IL 60649

  6711 S Euclid Ave, Chicago, IL 60649
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  /16

  Est $500,297 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,260 Sq Ft

  6900 S Euclid Ave, Chicago, IL 60649

  6900 S Euclid Ave, Chicago, IL 60649
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  /46

  Est $633,395 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,698 Sq Ft

  6821 S Euclid Ave, Chicago, IL 60649

  6821 S Euclid Ave, Chicago, IL 60649
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  /21

  Est $473,942 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,394 Sq Ft

  6726 S Cregier Ave, Chicago, IL 60649

  6726 S Cregier Ave, Chicago, IL 60649
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  /50

  Est $792,664 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,020 Sq Ft

  6934 S Constance Ave, Chicago, IL 60649

  6934 S Constance Ave, Chicago, IL 60649
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  /60

  Est $289,279 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  6922 S Jeffery Blvd Unit 8, Chicago, IL 60649

  6922 S Jeffery Blvd Unit 8, Chicago, IL 60649
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  /19

  Est $404,389 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 1,964 Sq Ft

  7027 S Constance Ave, Chicago, IL 60649

  7027 S Constance Ave, Chicago, IL 60649
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  /18

  Est $526,044 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,224 Sq Ft

  6936 S Euclid Ave, Chicago, IL 60649

  6936 S Euclid Ave, Chicago, IL 60649
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  /30

  Est $709,006 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  6700 S Euclid Ave, Chicago, IL 60649

  6700 S Euclid Ave, Chicago, IL 60649
• 

  

  /30

  Est $603,359 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,958 Sq Ft

  6736 S Cregier Ave, Chicago, IL 60649

  6736 S Cregier Ave, Chicago, IL 60649
• 

  

  /20

  Est $593,642 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,806 Sq Ft

  6941 S Cregier Ave, Chicago, IL 60649

  6941 S Cregier Ave, Chicago, IL 60649
• 

  

  /46

  Est $691,049 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,600 Sq Ft

  7023 S Constance Ave, Chicago, IL 60649

  7023 S Constance Ave, Chicago, IL 60649
• 

  

  /37

  Est $794,619 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,032 Sq Ft

  6936 S Bennett Ave, Chicago, IL 60649

  6936 S Bennett Ave, Chicago, IL 60649
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  /26

  Est $650,282 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,886 Sq Ft

  6950 S Bennett Ave, Chicago, IL 60649

  6950 S Bennett Ave, Chicago, IL 60649
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  /14

  Est $651,951 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 4,000 Sq Ft

  6811 S Constance Ave, Chicago, IL 60649

  6811 S Constance Ave, Chicago, IL 60649
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  /54

  Est $638,395 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 3,617 Sq Ft

  6836 S Euclid Ave, Chicago, IL 60649

  6836 S Euclid Ave, Chicago, IL 60649

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