27 E 99th Pl, Chicago, IL 60628
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Property image
OFF MARKET

27 E 99th Pl
Chicago, IL 60628

Roseland
  • 6 Beds
  • 2 Baths
  • 1,800 sqft

$235,600

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $1,671/mo*
Refinance Your Home

$235,600

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $1,671/mo*
Refinance Your Home
6 Beds
2 Baths
1,800 sqft

Home Value

Trulia Estimate
$236K
Since last month
Decreased$9K (-3.5%)
Since last year
Decreased$14K (-5.4%)
Since last sale
Increased$52K (+27.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +277% in the last 10 years
MonthEstimated value
2026
August 2026$237K
July 2026$238K
June 2026$245K
May 2026$253K
April 2026$251K
March 2026$248K
February 2026$247K
January 2026$244K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10018 S State St, Chicago, IL
0.11
Multi-Family Home
$270,000
01/09/26
4
2
-
10008 S Indiana Ave, Chicago, IL
0.18
Multi-Family Home
$90,000
09/17/25
4
2
-
10032 S King Dr, Chicago, IL
0.44
Multi-Family Home
$242,000
06/09/26
6
3
-
318 E 95th St, Chicago, IL
0.71
Multi-Family Home
$180,000
03/17/26
2
3
2,785
9419 S Saint Lawrence Ave, Chicago, IL
0.98
Multi-Family Home
$475,000
06/04/26
6
2
2,276
10015 S State St, Chicago, IL
0.09
Multi-Family Home
$240,000
12/15/25
6
2
-
9528 S Prairie Ave, Chicago, IL
0.57
Multi-Family Home
$165,000
12/23/25
7
3
-
10743 S Wabash Ave, Chicago, IL
1.01
Multi-Family Home
$69,000
04/21/26
4
2
1,932
10535 S Wabash Ave, Chicago, IL
0.75
Multi-Family Home
$120,000
11/08/25
6
2.5
-
236 E 92nd St, Chicago, IL
1.01
Multi-Family Home
$180,000
10/03/25
3
1
1,000

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
37 E 99th Pl, Chicago, IL 60628
0.02
$204,400
3
1.5
-
Off Market
47 E 100th St, Chicago, IL 60628
0.07
$190,000
5
2
1,700
Off Market
33 E 100th St, Chicago, IL 60628
0.06
$199,900
6
2
-
Off Market
15 E 99th Pl, Chicago, IL 60628
0.02
$245,000
5
1.5
3,125
Off Market
24 E 99th Pl, Chicago, IL 60628
0.04
$272,800
3
2
900
Off Market
34 E 100th Pl, Chicago, IL 60628
0.09
$243,900
5
1.5
1,300
Off Market
10003 S State St, Chicago, IL 60628
0.07
$145,800
3
1.5
1,064
Off Market
16 E 100th Pl, Chicago, IL 60628
0.09
$148,900
2
1
1,081
Off Market
70 E 100th Pl, Chicago, IL 60628
0.12
$263,000
4
2
1,008
Recently Sold
10015 S State St, Chicago, IL 60628
0.09
$240,000
6
2
-
Recently Sold
76 E 100th Pl, Chicago, IL 60628
0.13
$239,000
5
2
2,600
Recently Sold
9800 S Michigan Ave, Chicago, IL 60628
0.10
$386,600
4
4
2,680
Off Market

Local Information

  • Map ViewExplore the area around 27 E 99th Pl.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1890
Living Area
1,800 sqft
Price/Sqft
$131
Parking
Garage

About this House

ROSELAND 2 UNIT IN EXCELLENT CONDITION! FIRST FLOOR UNIT OFFERING LARGE LIVING ROOM, FORMAL DINING ROOM, NEW MODERN CABINET KITCHEN, 2 BEDROOMS, & A NEW FULL MODERN BATH! SECOND FLOOR UNIT OFFERING LARGE LIVING ROOM, FORMAL DINING ROOM, NEW MODERN CABINET KITCHEN, 3 BEDROOMS, & A NEW FULL MODERN BATH! FULL UNIFINISHED BASEMENT-AWAITING YOUR FINISHING TOUCHES. NEW PLUMBING, NEW ELECTRIC, NEW FLOORING & FRESHLY PAINTED T/O, NEWER ROOF, PLUS A YARD LEADING TO A 2.5 CAR GARAGE!
27 E 99th Pl, Chicago, IL 60628 is a 6 bedroom, 2 bathroom, 1,800 sqft multi-family in Roseland, built in 1890. It last sold for $185,000 on May 3, 2022. It is currently off market. The Trulia Estimate is $235,600, with a rent estimate of $1,888/month.

Home Details for 27 E 99th Pl

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Interior Details
Number of Rooms: 8

Exterior Features

Exterior Home Features
Roof: Shake Shingle
Parking & Garage
GarageParking Space: 1Parking: Garage Detached

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: Multi Family

Community

Units in Building: 2

Lot Information

Lot Area: 4356 sqft

Price and Tax history

DateEventPrice
May 3, 2022
Source: MRED as distributed by MLS GRID #11307949
Sold
$185,000
Mar 9, 2022
Source: RE/MAX International #11307949
Pending
$175,000
Mar 8, 2022
Source: MRED as distributed by MLS GRID #11307949
Contingent
$175,000
Jan 21, 2022
Source: RE/MAX International #11307949
PriceChange
$175,000
Price increased by 13%
Jan 21, 2022
Source: RE/MAX International #11093468
Pending
$155,000

Market trends in Chicago

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$389K
$10.33KMoM
Sale-to-List Price
100.2%
0.2%MoM
Price per sq ft
$294
$8MoM
Available listings
5488
263MoM
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Around this home

Neighborhood Overview

Roseland
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Roseland

At least 165 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 81 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say parking is easy

  • 67 % Say streets are well-lit

  • 66 % Say there's holiday spirit

  • 65 % Say it's dog friendly

  • 59 % Say it's walkable to restaurants

  • 52 % Say neighbors are friendly

  • 47 % Say kids play outside

  • 45 % Say it's quiet

  • 44 % Say it's walkable to grocery stores

  • 42 % Say there's wildlife

  • 38 % Say they plan to stay for at least 5 years

  • 36 % Say there are community events

  • 22 % Say people would walk alone at night

Sourced by Trulia users. Learn more about our methodology.
  • Taylor
    "Commute is great besides rush hour when driving. There are multiple buses, trains, bikes and scooters to get around."
    1
    Flag
  • Shaakira Davis
    "To protect children at all costs. Don’t leave your dog by itself or someone will be or she because I had my dog stolen. She never go far not now I haven’t seen her since April 20,2024"
    2
    Flag
  • Trulia User
    "My neighborhood has access to Publix transportation including the CTA but and metra, both with access to downtown "
    0
    Flag
  • Trulia User
    "The people.They are like family. I’ve lived in the neighborhood for over a decade. The area is quiet lawn care is impeccable and the homes are well kept."
    1
    Flag
  • Trulia User
    "There are many friends and Family that are neighborly. I also know the area. I would love to be back in this community."
    0
    Flag
  • Trulia User
    "A quiet environment and neighborly neighbors, safe, transit availability, my Dad will feel safe walking around in the neighborhood."
    0
    Flag
  • Trulia User
    "I lived here for 11 years and I haven’t had any problems and the neighbors are friendly and we look out for each other "
    9
    Flag
  • Trulia User
    "my grandma sells snowballs she have a snowball stand and she only sell them in the summer she be close to a park "
    1
    Flag
  • Blakeinc38
    "Dog friendly parks and street with clean side walks quite nice very good area for dog lovers with big or small dogs "
    3
    Flag
  • Tanjaneka S.
    "it's pretty cool neighborhood. the buses are a half block away. Could be more stores in the area and playgrounds for the children and maybe a recreational center for the kids. "
    1
    Flag
  • Chiazokam
    "It’s chill. Good place to bring up kids. But the public schools are not A grade standard so my daughter goes to a charter school "
    0
    Flag
  • Kamie J.
    "The current neighborhood where I currently live at isn't safe to at all to live, the Landlord don't barley do any type of repairs that needs to be done to the house. whenever items in the house needs repairs really badly! I'm currently searching for a place to move as soon as Possible!"
    5
    Flag
  • Janaja M.
    "there’s a lot of street cats and there are no dog parks for there dog to go to play around and have fun."
    2
    Flag
  • Kamie J.
    "There's no kids doing trick or treating on the blocks on Holloween nor anybody is barely have any decorations up during the holiday months, I don't really comfortable with living here in the Roseland neighborhood anymore period, I'm so ready to moving away from over here so badly that I will be so happy when my lease close to ending, that's how badly I want to move away from over here and I've picked the wrong place to move into!"
    7
    Flag
  • Deja W.
    "Kids aren’t safe, children need to be watched closely and kept in close proximity. The neighborhood is rough."
    1
    Flag
  • Brenda B.
    "It no where to walk your dog the have no area for the dogs to run so this is not a good area for dogs at all"
    3
    Flag
  • Sharice L.
    "It’s ok, easy to catch there and back with good timing from transit app to keep me aware of how much time I have left before it comes."
    1
    Flag
  • Gfd H.
    "I’ve been living here for 5 years its too much shooting in Roseland i wouldn’t recommend moving over here. But its some areas that’s quite "
    42
    Flag
  • Shanovabohannon17
    "It’s dangerous in the Roseland. Stay away from here with your kids. This definitely isn’t the place to raise your kids. "
    3
    Flag
  • Loopyadorno
    "The gun shots you hear randomly throughout the day. Or the fireworks from April to August that are actually louder than the gunshots depending on where you are. "
    26
    Flag
  • Jetauwng
    "Roseland does not have community events that make this neighborhood feel special. There’s no effort and there’s too much crime anyway."
    1
    Flag
  • Lori T.
    "It’s very family oriented and everyone knows one another. I’ve been here all 48 years of my life . I feel really safe here"
    12
    Flag
  • roseland neighbor
    "Food pantries for the needy. Other than that it’s no events in the neighborhood most people don’t like to get involved like they use to back in the 90’s with all the block parties and back to school events or just things period that involves the kids. "
    4
    Flag
  • Fallon j.
    "For the most part it’s a pretty quiet neighborhood. I’m 35 and it’s been the same for as long as I can remember "
    0
    Flag
  • Michelle W.
    "I live in the neighborhood for two years I really do like it because we don't have like no crime in the neighborhood and we all look out for each other no matter what"
    21
    Flag
  • Maurnice H.
    "I live on this Block for 30 years and it has changed a great deal. The neighborhood has went down its a lot of shootings happening in this area my nephew just got shot next door to this house two weeks ago. Its not safe"
    42
    Flag
  • Bernice B.
    "ME AND MY FAMILY Lived here for 23 YEARS....There has been several Problems(break-ins) throughout the years. Friendly neighbors and relatively all over Nice Clean, Well Kept Neighborhood"
    6
    Flag
  • Tamikanowden
    "I live in this neighborhood for 2 yr and afraid to set on the front porch to long with my children I hated for them to go outside because I don’t wanted them to be shot or killed while riding a bike"
    7
    Flag

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Homes for sale near 27 E 99th Pl

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Off Market Homes Near 27 E 99th Pl

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Frequently asked questions about 27 E 99th Pl

  • What is 27 E 99th Pl estimated to be worth?
    Trulia's estimated value for 27 E 99th Pl in Chicago, IL is $235,600.
  • What is the price history for 27 E 99th Pl?
    27 E 99th Pl in Chicago, IL last sold for $185,000 in May 2022.
  • Is Chicago a buyer's or seller's market?
    Chicago is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Chicago?
    The median sale price in Chicago is $389K. That is up $10.33K from the prior month.