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Explore Similar Townhomes Within 2 Miles of Jackson Park Highlands, IL

  • /22

    $425,000

    • 3 Beds
    • 3.5 Baths
    • 2,182 Sq Ft

    6201 S Drexel Ave, Chicago, IL 60637

    Wow! This Three level Corner Townhome comes with Three Bedrooms and Three Full Bathrooms. There is also one Half Bath. This Woodlawn Area Property Has Many Enjoyable Features. Enjoy the 2 Car Garage with your own Private Side Drive. Enter the Garage From 62nd Street. If Needed, there is even Space for Additional Parked Cars within the Side Drive Area. Now, Enter the Property Through it's Gated

    Milton Clark Berkshire Hathaway HomeServices Starck Real Estate

    6201 S Drexel Ave, Chicago, IL 60637
  • /17

    $228,777

    • 3 Beds
    • 1.5 Baths
    • 1,224 Sq Ft

    8559 S Drexel Ave, Chicago, IL 60619

    Chatham large, corner townhouse all brick. Step into this beautifully rehabbed 4-bedroom, 1.5-bathroom home where modern updates meet timeless charm! From the moment you enter, you'll be greeted by stunning flooring throughout, creating a warm and inviting atmosphere. The open-concept kitchen is a true showstopper, featuring a sleek quartz island, new cabinets and brand-new stainless steel

    Toni Dortch Realty of America, LLC

    8559 S Drexel Ave, Chicago, IL 60619
  • /14

    $545,000

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    1222 E 64th St Unit 1E, Chicago, IL 60637

    Discover refined urban living in this expansive 3,000 sq. ft. greystone duplex, ideally located just steps from the Obama Presidential Library and University of Chicago. This exceptional gated property seamlessly blends classic charm with modern luxury. Step inside to beautiful natural hardwood floors that flow throughout the home, leading to a chef-inspired kitchen featuring 42-inch cabinetry,

    Grace Little Coldwell Banker Realty

    1222 E 64th St Unit 1E, Chicago, IL 60637
  • /40

    $316,000 Pre-Foreclosure

    • 3 Beds
    • 3 Baths
    • 2,300 Sq Ft

    1363 E 64th St Unit 1, Chicago, IL 60637

    Experience contemporary living in this spacious duplex condo featuring 3 bedrooms, 3 full bathrooms. The main level welcomes you with a bright and airy living room, accentuated by sleek finishes and modern fixtures throughout. Each bedroom is generously sized, offering ample closet space for comfortable living. Enjoy the convenience of a in-unit laundry with a washer and dryer included. This home

    Catalina Gomez de la casa Su Familia Real Estate Inc

    1363 E 64th St Unit 1, Chicago, IL 60637
  • /4

    $89,900

    • 3 Beds
    • 1.5 Baths
    • 1,407 Sq Ft

    8044 S Colfax Ave, Chicago, IL 60617

    Welcome to 8044 S Colfax Ave, a solid and well-kept home in Chicago's South Shore community. While the property hasn't been recently updated, it's in good shape and ready for its next owner to add personal touches over time. With a comfortable layout and plenty of natural light, this home offers an affordable path to homeownership often costing less than renting in the area. It's also a

    Jessica Macey Real Broker LLC

    8044 S Colfax Ave, Chicago, IL 60617
  • /20

    $129,900

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    7251 S Ridgeland Ave Unit E, Chicago, IL 60649

    Attention all first-time homebuyers and aspiring investors seeking the ideal rental or Airbnb property! This townhome has recently undergone a significant renovation as of June 17, 2025. As you step inside, you'll be welcomed by spacious living areas featuring elegant wood laminate flooring that adds a touch of sophistication. Head up to the upper level, where you'll find a luxurious updated

    Dawn Haley ASAGA Realty & Housing Development

    7251 S Ridgeland Ave Unit E, Chicago, IL 60649
  • /15

    $160,000

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    8539 S Saint Lawrence Ave, Chicago, IL 60619

    This solid townhome in the Chatham area is price to sell. Agents bring your buyers to view and buy this lovely 3bedroom 1.5 bathroom townhouse today!! Property is being Sold-As-Is. Nice solid townhome in the beautiful Chatham area. Make your offer today!!

    Elener Farland Visions Manifested Realty LLC

    8539 S Saint Lawrence Ave, Chicago, IL 60619
  • /26

    $135,000

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    2430 E 73rd St, Chicago, IL 60649

    Buyers will love this beautiful, well-maintained 2-story townhome with W/D hook-up in walk-out basement. This townhome boasts 2 bedrooms and 1 bathroom (all upstairs). On a quiet corner, steps to public library, transportation, including Metra station. Blocks from South Shore Cultural Center, Lake Michigan, South Shore Drive, shopping and restaurants. No HOA fees and low property tax. Don't

    Carl Lowe Carl Lowe

    2430 E 73rd St, Chicago, IL 60649
  • /6

    $48,000

    • 3 Beds
    • 1 Bath
    • 1,789 Sq Ft

    2650 E 77th St, Chicago, IL 60649

    ***Attention all investors/rehabbers*** This spacious 1,789 square foot 3-bed, 2.5-bath brick townhouse is in need of a full renovation, but has excellent potential. Prime South Shore location just steps to Rainbow Beach and Metra. This home is being sold as-is. No survey. Must take subject to any violations/code compliance requirements. All showings require a hold-harmless.

    Anthony Disano Parkvue Realty Corporation

    2650 E 77th St, Chicago, IL 60649
  • /14

    $110,000

    • 2 Beds
    • 1 Bath
    • 1,205 Sq Ft

    8105 S Muskegon Ave, Chicago, IL 60617

    Looking for a great starter home to own for less than your rent? Want to add this investor friendly home to your portfolio driving instant cash flow? This two-story townhome, rehabbed in 2017, features a modern kitchen with all SS appliances, updated bathroom, beautiful floors, and exposed brick throughout adding so much charm to the space! Main level houses open concept living/dining room combo

    Briana Lester RE/MAX PREMIER

    8105 S Muskegon Ave, Chicago, IL 60617
  • /7

    $60,000

    • 2 Beds
    • 1 Bath
    • 1,106 Sq Ft

    8338 S Ingleside Ave, Chicago, IL 60619

    New price, 90,500. This newly listed attached two-story townhome presents a unique opportunity for investors or buyers seeking a complete gut rehab project. Sold strictly AS IS, this property has great potential, offering spacious layouts in a desirable location with many units in the complex rehabbed. This home can be accessed with a key but there may be residents. Due to the condition of the

    William Sherman @properties Christie's International Real Estate

    8338 S Ingleside Ave, Chicago, IL 60619
  • /5

    $729,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    6218 S Woodlawn Ave Unit B, Chicago, IL 60637

    Discover INSPIRE Woodlawn, a premier gated community featuring 14 newly constructed townhomes designed by Studio Dwell architects. These extra wide-27' feet--residence offers a main level with a great room and a chef's kitchen equipped with custom Italian flat-panel cabinets, a Bertazzoni appliance suite-including a 30" electric range, paneled counter-depth French door refrigerator, built-in

    Michelle Browne @properties Christie's International Real Estate

    6218 S Woodlawn Ave Unit B, Chicago, IL 60637
  • /5

    $769,500 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    6216 S Woodlawn Ave Unit A, Chicago, IL 60637

    Discover INSPIRE Woodlawn, a premier gated community featuring 14 newly constructed townhomes designed by Studio Dwell architects. These extra wide-27' feet--residence offers a main level with a great room and a chef's kitchen equipped with custom Italian flat-panel cabinets, a Bertazzoni appliance suite-including a 30" electric range, paneled counter-depth French door refrigerator, built-in

    Michelle Browne @properties Christie's International Real Estate

    6216 S Woodlawn Ave Unit A, Chicago, IL 60637

Why Live in Jackson Park Highlands

Jackson Park Highlands in Chicago is a neighborhood characterized by its quiet, elm-lined streets and well-maintained front lawns. Established in 1905, it became one of Chicago's model neighborhoods by the 1920s. The area features larger homes built in the early 20th century, including American foursquare, Colonial Revival, Tudor, and prairie styles. Strict property guidelines from the 1920s ensure spacious lots and a sense of privacy, with homes set back at least 30 feet from the property line. Located nine miles south of downtown Chicago, the neighborhood offers a peaceful retreat from the city's hustle and bustle. Residents often commute to downtown via the nearby Bryn Mawr train station. The neighborhood fosters a tight-knit community, with locals hosting social events like "flamingo Fridays."

Jackson Park Highlands is bordered to the north by Jackson Park, which offers numerous recreational activities such as soccer fields, baseball diamonds, tennis courts, and a golf course. The park also features harbors, a boat launch, and miles of paved trails, including a scenic Japanese garden. For dining options, 71st Street provides a variety of local restaurants like Slab Barbecue and Italian Fiesta Pizzeria, as well as convenient amenities such as Local Market Foods. The neighborhood's proximity to South Shore Beach and 63rd Street Beach allows residents to enjoy lakefront beaches and water activities. With crime rates lower than the national average, Jackson Park Highlands offers a safe and serene environment for its residents.

Home Trends in Jackson Park Highlands, IL

Housing Trends

Median Sale Price
$465,000
Median Single Family Sale Price
$465,000
Average Price Per Sq Ft
$157
Number of Homes for Sale
2
Last 12 months Home Sales
11
Months of Supply
2.20
Median List Price
$475,500
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-11%
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