9994 S Winston Ave, Chicago, IL 60643
OFF MARKET

9994 S Winston Ave
Chicago, IL 60643

Longwood Manor
  • 3 Beds
  • 2 Baths
  • 1,483 sqft

$267,600

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $1,885/mo*
Refinance Your Home

$267,600

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $1,885/mo*
Refinance Your Home
3 Beds
2 Baths
1,483 sqft

Local Information

  • Map ViewExplore the area around 9994 S Winston Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1972
Living Area
1,483 sqft
Price/Sqft
$180
Parking
Garage

About this House

This single-family home is located at 9994 S Winston Ave, Chicago, IL. 9994 S Winston Ave is in the Longwood Manor neighborhood in Chicago, IL and in ZIP code 60643. This property has 3 bedrooms, 2 bathrooms and approximately 1,483 sqft of floor space. This property has a lot size of 1.25 acres and was built in 1972.
9994 S Winston Ave, Chicago, IL 60643 is a 3 bedroom, 2 bathroom, 1,483 sqft single-family home in Longwood Manor, built in 1972. It last sold for $269,900 on Jul 6, 2007. It is currently off market. The Trulia Estimate is $267,600, with a rent estimate of $2,199/month.

Home Details for 9994 S Winston Ave

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Stone
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 6336 sqft

Price History for 9994 S Winston Ave

DatePriceEventSource
07/06/2007$269,900Sold
MRED as distributed by MLS GRID #06463180

Market trends in Chicago

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$382K
$16.67KMoM
Sale-to-List Price
100.0%
0.1%MoM
Price per sq ft
$290
$13MoM
Available listings
5747
168MoM
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Property Tax and Assessment

Year2024
Tax$3,567
Assessment$210,000
Home facts updated by county records

Comparable Sales for 9994 S Winston Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9932 S Throop St, Chicago, IL
0.12
Single-Family Home
$253,750
10/30/25
3
1.5
1,487
10134 S Charles St, Chicago, IL
0.25
Single-Family Home
$345,000
12/08/25
3
2
2,100
10116 S Malta St, Chicago, IL
0.15
Single-Family Home
$180,000
02/14/26
3
2
1,337
1156 W 102nd St, Chicago, IL
0.28
Single-Family Home
$250,000
05/04/26
3
2
1,344
10051 S May St, Chicago, IL
0.29
Single-Family Home
$226,000
10/29/25
3
1.5
1,197
9856 S Prospect Ave, Chicago, IL
0.42
Single-Family Home
$290,081
01/07/26
3
2
1,246
1571 W 100th Pl, Chicago, IL
0.26
Single-Family Home
$445,000
05/22/26
3
1.5
2,163
9829 S Charles St, Chicago, IL
0.39
Single-Family Home
$130,000
06/12/26
4
2
1,555
1648 W 100th St, Chicago, IL
0.41
Single-Family Home
$362,252
05/29/26
4
2
1,600
1109 W 101st St, Chicago, IL
0.32
Single-Family Home
$213,000
10/23/25
4
1.5
1,100

Nearby homes

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Assigned Schools

These are the assigned schools for 9994 S Winston Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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

What Locals Say about Longwood Manor

At least 103 Trulia users voted on each feature.

  • 98 % Say there are sidewalks

  • 84 % Say parking is easy

  • 84 % Say yards are well-kept

  • 80 % Say streets are well-lit

  • 75 % Say car is needed

  • 68 % Say there's holiday spirit

  • 61 % Say it's quiet

  • 58 % Say kids play outside

  • 56 % Say it's dog friendly

  • 54 % Say it's walkable to restaurants

  • 52 % Say they plan to stay for at least 5 years

  • 51 % Say there are community events

  • 47 % Say neighbors are friendly

  • 47 % Say it's walkable to grocery stores

  • 33 % Say there's wildlife

  • 29 % Say people would walk alone at night

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Peaceful environment it provides and the amount of friendly neighbors it has . This community is also close to near markets and a park ."
    1
    Flag
  • Trulia User
    "l have never lived in the neighborhood, but as far as I can tell, the neighborhood looks like someplace l wouldn't mind living in."
    4
    Flag
  • Trulia User
    "Easily accessible and quite safe when taking Metra. If driving downtown, taking the expressway is basically safe but can be congested depending upon the time of day someone will travel."
    0
    Flag
  • Trulia User
    "I have lived in this neighborhood for 21 years and it is a wonderful place to live. Lots of friendly people!"
    1
    Flag
  • AC
    "The neighborhood is pet friendly. Pet owners are able to walk their dogs and have them socialize with other pets. "
    1
    Flag
  • C. B. .
    "Around Christmas the lights be almost in every window on the block it’s so beautiful I’m usual around on the holidays."
    21
    Flag
  • Nicoleblessed 1.
    "Neighbors look out for each other. The block is quite. People stay to themselves. They keep their lawns clean and looking nice. In the winter the block looks out for you to make sure your snow is removed "
    3
    Flag
  • Jbrown3835
    "Its a nice area, and the proximity to the expressway is great convenience. My neighbors have been my neighbors for over 15 yrs. Its my home "
    2
    Flag
  • Stovalldeanna20
    "It's surprisingly quiet. Also certain blocks are very nice. The block is kept quiet and clean. Yards are taken care. "
    4
    Flag
  • Bjane4259
    "close to major expressways, public transportation, not far from downtown, suburbs, shopping malls and stores."
    8
    Flag
  • baseballislife1
    "I live in the area and it is very guiet and nice to live. Schools in the area is great. I have live here for years and would recommend this area to families who want to raise their children up in a quiet safe enviroment with working class . Close to Trinty church and transportant. My family love it here and so do I."
    6
    Flag

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Homes for sale near 9994 S Winston Ave

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Off Market Homes Near 9994 S Winston Ave

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Frequently asked questions about 9994 S Winston Ave

  • What is 9994 S Winston Ave estimated to be worth?
    Trulia's estimated value for 9994 S Winston Ave in Chicago, IL is $267,600.
  • What is the price history for 9994 S Winston Ave?
    9994 S Winston Ave in Chicago, IL last sold for $269,900 in July 2007.
  • 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 $382K. That is up $16.67K from the prior month.
  • Does 9994 S Winston Ave have air conditioning?
    Yes, 9994 S Winston Ave in Chicago, IL has air conditioning.
  • How big is the lot at 9994 S Winston Ave?
    The lot at 9994 S Winston Ave in Chicago, IL is about 1.3 acres.