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

  • /34

    $324,975

    • 3 Beds
    • 3.5 Baths
    • 2,218 Sq Ft

    8146 S Prairie Park Place, Chicago, IL 60619

    Welcome to Chatham Park Place, a rare opportunity to own in this exclusive gated enclave tucked away on a quiet block in the heart of Chatham. This spacious townhome at 8146 S Prairie Park Place features a wide and flexible floorplan that lives like a single-family home, offering 3 generously sized bedrooms, 3.5 bathrooms, a full bright basement, and a large private yard. Step into the

    Cameron Sutton @properties Christie's International Real Estate

    8146 S Prairie Park Place, Chicago, IL 60619
  • /17

    $270,000

    • 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
  • /40

    $319,000

    • 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
  • /13

    $199,873

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft

    7628 S Maryland Ave Unit 1, Chicago, IL 60619

    Need a Jump-Start to Homeownership? This beautifully remodeled corner brick two-story townhome with a 2 car garage is just the charge you're looking for! Step inside to a fresh, move-in ready interior featuring new, stylish wood-laminate flooring throughout. Enjoy a welcoming living room, a well-appointed, fully remodeled kitchen, and updated bathrooms. Its versatile layout offers either three

    Thomas Domasik RE/MAX 10 in the Park

    7628 S Maryland Ave Unit 1, Chicago, IL 60619
  • /13

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    1428 E 55th St, Chicago, IL 60615

    Exceptional opportunity for homeownership! At the most desirable location of Hyde Park, this charming 3-bedroom, 1.5-bathroom townhouse offers 1,400 sq ft of living space. Built in 1964, by renowned architects I.M. Pei. The home features solid oak hardwood floors throughout with skylight, and a big private yard. Conveniently situated near the University of Chicago campus, shopping centers, and

    Megan Chen Prosperity Homes Co.

    1428 E 55th St, Chicago, IL 60615
  • /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
  • /33

    $758,500

    • 3 Beds
    • 3.5 Baths

    6223 S Ellis Ave, Chicago, IL 60637

    Experience luxury living in this newer construction development of townhomes in Chicago's highly desirable lakefront East Woodlawn neighborhood, offering direct access to Jackson Park and just steps from the University of Chicago. These thoughtfully designed multi-level homes feature elegant, sun-filled interiors with soaring 14-foot living room ceilings, floor-to-ceiling windows, and sleek

    Catherine Pabatao Coldwell Banker Realty

    6223 S Ellis Ave, Chicago, IL 60637
  • /6

    $60,000

    • 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
  • /13

    $105,300

    • 3 Beds
    • 1.5 Baths
    • 1,386 Sq Ft

    8001 S Essex Ave, Chicago, IL 60617

    Built in 1992....2 story townhouse with one car attached garage on corner lot...Don't let the exterior size fool you, unit has almost 1400 square feet....Main floor has living room, half bath, spacious kitchen & eat-in area. Also in eat-in area is a Landry Closet with plenty of room for full size Washer/Dryer, shelving, storage....2nd floor has 3 bedrooms (decent size) & full bath...Off the

    Dave Kunovski Kuno Real Estate

    8001 S Essex Ave, Chicago, IL 60617
  • /22

    $135,000

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    7843 S Yates Blvd, Chicago, IL 60649

    Welcome to this beautifully maintained 3-bedroom, 2-bath row house offering the perfect blend of comfort, charm, and functionality. Featuring gleaming hardwood floors throughout and abundant natural light, this spacious home is move-in ready and ideal for everyday living or entertaining. The main living areas are bright and airy, creating a warm and inviting atmosphere. The partially finished

    Brittney Burton RE/MAX Premier

    7843 S Yates Blvd, 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
  • /21

    $130,000

    • 1 Bed
    • 1 Bath
    • 1,460 Sq Ft

    7010 S East End Ave Unit 4, Chicago, IL 60649

    Just one block away from the historic Jackson Park Highlands neighborhood, this is affordable luxury and an excellent opportunity for an income generating rental or a place to call home in the HOT South Shore area. This duplex down features 1 bedroom on the main floor, full bath, a dining and living area. Kitchen is fully equipped with marble floors, new dishwasher, new microwave and 42 inch

    Kemeyon McNair Baird & Warner

    7010 S East End Ave Unit 4, Chicago, IL 60649
  • /18

    $159,000

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    2654 E 77th St, Chicago, IL 60649

    Discover this exquisite two-story townhome nestled in the sought-after Southshore neighborhood. This home features three spacious and beautifully appointed bedrooms, providing ample space for relaxation and comfort. With three bathrooms (one full and two half baths), convenience is at your fingertips. The fully finished basement includes a dedicated laundry room, adding to the home's

    Sheena Dunn Coldwell Banker Realty

    2654 E 77th St, Chicago, IL 60649
  • /17

    $189,900

    • 2 Beds
    • 1 Bath
    • 848 Sq Ft

    5214 S Calumet Ave, Chicago, IL 60615

    Completely re-designed and rehabbed to perfection... Heres a Great home for a small family or an investor looking to add to the Portfolio... Take a look at this newly rehabbed Townhome located in a desirable area where the property values are on the rise... Schedule an appointment and take advantage of a rare opportunity to own at a great price in a Historic neighborhood...

    LeRoy Willis LeRoy L. Willis

    5214 S Calumet Ave, Chicago, IL 60615
  • /8

    $109,800

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    7300 S Dorchester Ave Unit B, Chicago, IL 60619

    MOVE IN READY TWO STORY BRICK TOWNHOME IN SOUTH SHORE WITH SUPER LOW 847 DOLLAR PER YEAR PROPERTY TAXES! STREET PARKING IS EASY, BUT THERE IS POTENTIAL TO PARK 2-3 CARS IN THE REAR. FHA OFFERS WELCOME.

    Joseph Konney Top Care Realty LLC

    7300 S Dorchester Ave Unit B, Chicago, IL 60619
  • /18

    $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, so don't let the market time deter you. 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

    Dawn Haley ASAGA Realty & Housing Development

    7251 S Ridgeland Ave Unit E, Chicago, IL 60649
  • /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 Single Family Sale Price
$645,000
Average Price Per Sq Ft
$179
Number of Homes for Sale
1
Last 12 months Home Sales
0
Median List Price
$670,000
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