Woodlawn, Chicago Real Estate & Homes For Sale

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39 homes

Real Estate & Homes For Sale Near Woodlawn, Chicago, IL

We found 30 more homes matching your filters just outside Woodlawn

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Woodlawn, Chicago, IL Real Estate Trends

Learn about the Woodlawn, Chicago, IL housing market through trends and averages.

Affordability of Living in Woodlawn, Chicago, IL

The median home value is $262,924
MonthMedian home value
May 2025$261k
June 2025$259k
July 2025$258k
August 2025$256k
September 2025$255k
October 2025$254k
November 2025$255k
December 2025$257k
January 2026$259k
February 2026$262k
March 2026$263k
April 2026$263k
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Trends and affordability stats are provided by third party data sources.

Average Home Value in Woodlawn, Chicago, IL, by Home Size

Home SizeHome Value*
2 bedrooms (See homes)$204,720
3 bedrooms (See homes)$287,559
4 bedrooms (See homes)$364,717
*Home value over the past month

Explore the Neighborhood

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Neighborhood stats provided by third party data sources.

What Locals Say about Woodlawn

Review Highlights

Woodlawn, Chicago: family-focused, park-rich, near lake and UChicago; solid access and upside. People praise parks, lake access, transit, UChicago events, and tight-knit feel. Concerns include crime pockets, rising rents from gentrification, parking, pricey daycares.
AI-generated summary of moderated reviews.
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  • Carmen Robinson Mapp
    Woodlawn, Chicago
    "I work, not sure of events in the area. Good idea to speak to the alderman’s office. University is near they sometimes offer events in the neighborhood"
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  • Trulia User
    Woodlawn, Chicago
    "This is a nice looking neighborhood with some good people store are well maintained streets are clean it’s a great place to call home "
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  • Trulia User
    Woodlawn, Chicago
    "Gentrification is happening rapidly. Most of the original homeowners are being priced out. it's difficult to find a rental at a decent price "
    2
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  • Trulia User
    Woodlawn, Chicago
    "I've lived in this neighborhood for over ten years. The neighbors are friendly and courteous, the children can play in the parks safely and it's a pretty quiet neighborhood. Great area to raise a family."
    6
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  • Carolyn C.
    Woodlawn, Chicago
    "I live in the Bronzville Area for 24 yrs i love my area there's the lakefront Educa Schools/ Bus Stops train Station"
    2
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  • Trulia User
    Woodlawn, Chicago
    "The summer events in Washington park give residents an opportunity to connect and enjoy the weather in a safe space"
    1
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  • Trulia User
    Woodlawn, Chicago
    "This neighborhood has been pretty mixed with good and bad. Affordable, but be aware of your surroundings. "
    0
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  • Trulia User
    Woodlawn, Chicago
    "Great Area to raise your children for younger couples. There is plenty of elementary schools in the area. And a good neighborhood for older people 55 and older. Lotta condos and single-family homes in the neighborhood. No parking, nobody shoveled sidewalks."
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  • Trulia User
    Woodlawn, Chicago
    "Very quite street and friendly neighbors. Would live here forever but renting would love to own my own property in this area"
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  • Trulia User
    Woodlawn, Chicago
    "There are other dog owners for play with your dog. You can setup play date for animals. There is a lot of parks"
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  • Trulia User
    Woodlawn, Chicago
    "Speedy trip to downtown on lakeshore drive is easy most days and leisurely on the others. I love my commute. "
    1
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  • Mauriceterry06
    Woodlawn, Chicago
    "I drive and it's pretty easy access to and from any location in Chicago and the surrounding South suburbs. I love the access I have to the lakefront in the summer!! 😍"
    2
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  • Brionyearnold
    Woodlawn, Chicago
    "It’s a neighborhood community for the most part. There is still issues with crime in the neighborhood but it seems as though it is being dealt with. Tons of development happening so it’s a great area to invest in. "
    4
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  • Leonora.bowers
    Woodlawn, Chicago
    "The are always residents walking their dogs around the neighborhood. It’s a family and dog friendly area "
    1
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  • Kigaines95
    Woodlawn, Chicago
    "Pretty easy commute to and from work. Easy access to US 41 and the Dan Ryan. Green line and red line trains are either a short walk or short bus ride away. "
    3
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  • Marques W.
    Woodlawn, Chicago
    "Christmas the neighbors go all out for the holidays with the lights and decorations it really makes ups feel like home"
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  • Tameka L.
    Woodlawn, Chicago
    "I see dog owners safely walking their dogs all the time. In addition, each owner cleans up their dog’s poop."
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  • Bertel.jackson
    Woodlawn, Chicago
    "Up and coming neighborhood close to parks, museums and the beach. Dog friendly, relatively clean. Major grocer nearby. "
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  • Loetta H.
    Woodlawn, Chicago
    "Fairly quiet, close to public transportation. Close to lake and the downtown area. Nice homes on the area. Coffee shop near by. "
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  • Cynthia K.
    Woodlawn, Chicago
    "Festivals, farmer’s markets, and campus sporting and entertainment events at the University of Chicago "
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  • Samantha S.
    Woodlawn, Chicago
    "it is a great neighborhood that is striving to become better, every day. there are plenty of parks north of here, and the Midway Plaisance is great for walks, ice skating rink, soccer for children"
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  • Bertel.jackson
    Woodlawn, Chicago
    "Nice neighborhood. Close to the park and the beach. Public transportation friendly. Near to shopping"
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  • Quinton M.
    Woodlawn, Chicago
    "Nothing, There’s plenty of open space for pets to run and play. It’s a friendly neighborhood. We all look out for each other."
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  • Lhenley4
    Woodlawn, Chicago
    "You see people walking their dogs at any time of the day. There are many parks and open fields for the dogs to run."
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  • Heather A.
    Woodlawn, Chicago
    "Block parties, farmers markets, picnics, festivals, community involvement, quiet, friendly, diverse, affordable "
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  • JT Chicago
    Woodlawn, Chicago
    "Many events at the univ of Chicago and Hyde park. Easy access to libraries and public transportation. "
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  • Hightowerchalmerscarolyn
    Woodlawn, Chicago
    "my commute to down town is allways safe. people conversing about everything in city of chicago. really a good thing when there is no negative situation commute."
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  • Ilovecarmah
    Woodlawn, Chicago
    "There are a few parks, and decent schools for our children. For the most part it’s quiet and calm. There are a few groceries stores in the neighborhood that you can shop at as well as a family dollar that’s open till 10 pm. I believe it’s a good place to live and the families in the WoodLawn community are working families."
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  • MomOf2
    Woodlawn, Chicago
    "Daycares in this area are overpriced and small. There are plenty of parks nearby though and can meet new neighbors "
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  • Lakeesha H.
    Woodlawn, Chicago
    "This area is one big grave yard! The energy is heavy and negative all the way to the elementary school. Nothing but violence and death no place for children at ALL!!!!"
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  • Brittany C.
    Woodlawn, Chicago
    "I’ve lived in Woodlawn for 6 years now and it’s gentrifying more and more. I’ve noticed rent prices increasing for very cramped apartments. I don’t mind a diverse neighborhood, I actually welcome it, but not at the expense of not being able to afford a 2 or 3 bedroom apartment on this side of town. Overall, my block is quiet and I love the area, but feel that I’ll be pushed out sooner or later. "
    15
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  • Natasha R.
    Woodlawn, Chicago
    "I’ve lived in this area for five years and I really love the community. I am hopeful that I can find my own condo in the area this year just so I can stay in the area."
    17
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  • Chandra E.
    Woodlawn, Chicago
    "I used to live there years ago and it was a nice area. now that I visit my daughter its become diverse and cultural cultural cultural.."
    10
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  • Drbcaldwelldc
    Woodlawn, Chicago
    "Lots of dogs in the neighborhood of all shapes and sizes. Easy access to University of Chicago and greenery for dogs to run around in."
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  • Rani P.
    Woodlawn, Chicago
    "Close proximity to Jackson Park, the Bark Park (dog training area in Jackson Park) and access to the lake front."
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  • kayennen
    Woodlawn, Chicago
    "East Woodlawn is becoming the hot spot in Chicago. New amenities and attractions are planned. Close to lake and Hyde Park which is also increasing retail, etc."
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  • Drbcaldwelldc
    Woodlawn, Chicago
    "Close to U of C, lakefront, hospital, public transportation (bus and Green Line) and soon-to-be grocery store (Jewel)."
    8
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  • Earnestine C. H.
    Woodlawn, Chicago
    "Great location, close to downtown and public transportation. Neighborhood is up and coming. Overall good community. "
    5
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Learn more about Woodlawn

See information on schools, amenities and more.See Woodlawn Insights
Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information