9765 S Winston Ave, Chicago, IL 60643
FOR SALE
NEW - 2 HRS AGO

$256,000

  • 3 Beds
  • 1 Bath
  • 1,092 sqft

9765 S Winston Ave, Chicago, IL 60643

Longwood Manor
Est. Mortgage $1,837/mo*
Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 1918
$234/sqft
Garage

Local Information

  • Map ViewExplore the area around 9765 S Winston Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Attention all qualified Buyers, don't miss this Classic, Brick, Chicago Bungalow in Washington Heights, a prime location steps from Beverly! This Delightful 3 bedroom home is an Estate Sale! The home features a covered front porch, a spacious living room and dining room with refinished hardwood floors, two bedrooms, a kitchen with a pantry, a bathroom, and an enclosed back porch on the main level. The finished upstairs attic includes the 3rd bedroom and two additional rooms that can serve as a sitting area or den. A full, finished, walk-out basement includes a dry bar for entertaining. The home was freshly painted and has Central Air to keep cool in the summer! A side drive leads to the two-car garage in the fenced backyard. The fresh landscaping adds to the home's curb appeal. Situated on a well-maintained residential block, enjoy convenient access to I-57, the Metra Rock Island Line, shopping, dining, schools and local services. The property has good bones and is a solid value opportunity!
Last check for updates: about 3 hours ago
Listing courtesy of: Betty Turner, (773) 719-3346
Betty Turner
Anielle Lipe
Transcending Real Estate Services
Source: MRED as distributed by MLS GRID, MLS#12757735
Also Listed on MRED as distributed by MLS GRID.

Home Details for 9765 S Winston Ave

Active Status

MLS Status: New

Interior Features

Interior Details
Basement: Finished,Exterior Entry,Rec/Family Area,Storage Space,Full,Walk-Out AccessNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1092 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: RangeLaundry: In Unit
Heating & Cooling
Heating: Natural Gas,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
No Spa
Windows, Doors, Floors & Walls
Window: ScreensDoor: Storm Door(s)Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 1.5Accessibility: No Disability AccessFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Fencing: Fenced, Chain Link
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Asphalt,Side Driveway,Garage Door Opener,Yes,Garage Owned,Detached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1918
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Bungalow
Building
Construction Materials: BrickNot a New ConstructionIs Habitable Residence
Property Information
Parcel Number: 25081040150000

Price & Status

Price
List Price: $256,000Price Per Sqft: $234
Status Change & Dates
Possession Timing: Close Of Escrow

Location

Direction & Address
City: ChicagoCommunity: Hillards
School Information
Elementary School District: 299Jr High / Middle School District: 299High School District: 299

Agent Information

Listing Agent
Listing ID: 12757735

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 980 sqft

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12757735Attic: Finished, Full, Interior Stair

Additional Information

Source Internet Entire Listing DisplayMRD IDX Comments Reviews: NoMRD Listing On IDX Display: YesMRD AVM On IDX Display: NoMRD Address On VOW Display: YesMRD Price History On IDX Display: NoMRD Market Time On IDX Display: NoMRD REMARKSINTERNET: YesSource Internet Address DisplayHide Days On Site DisplayHide Price History DisplayMRD Remarks On VOW Display: Yes

Around this home

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

Market trends in Chicago

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$387K
$8.33KMoM
Sale-to-List Price
100.1%
0.1%MoM
Price per sq ft
$290
$3MoM
Available listings
5485
8MoM

Home Value

Trulia Estimate
$252K
Since last month
Increased$94K (+59.4%)
Since last year
Increased$138K (+120.3%)
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 +103% in the last 10 years
MonthEstimated value
2026
September 2026$252K
August 2026$163K
July 2026$158K
June 2026$140K
May 2026$129K
April 2026$126K
March 2026$132K
February 2026$113K
January 2026$108K
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
1328 W 98th St, Chicago, IL
0.10
Single-Family Home
$217,000
08/20/26
3
1
880
9636 S Bishop St, Chicago, IL
0.18
Single-Family Home
$131,000
11/24/25
3
2
1,111
1341 W 97th St, Chicago, IL
0.14
Single-Family Home
$184,000
05/05/26
4
2
2,300
9619 S Bishop St, Chicago, IL
0.21
Single-Family Home
$272,000
07/02/26
4
2
960
1221 W 97th Pl, Chicago, IL
0.24
Single-Family Home
$218,000
06/22/26
4
2
1,020

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
9810 S Loomis St, Chicago, IL 60643
0.04
$209,600
2
1.5
-
Off Market
1334 W 98th St, Chicago, IL 60643
0.09
$357,000
4
3.5
2,300
Off Market
1328 W 98th St, Chicago, IL 60643
0.10
$217,000
3
1
880
Recently Sold
1323 W 97th Pl, Chicago, IL 60643
0.12
$313,200
5
2
1,800
Off Market
9842 S Winston Ave, Chicago, IL 60643
0.10
$303,900
3
2
-
Off Market
1320 W 98th Pl, Chicago, IL 60643
0.12
$359,300
6
2.5
2,500
Off Market
1400 W 99th St, Chicago, IL 60643
0.12
$317,900
5
2
1,103
Off Market
1417 W 97th St, Chicago, IL 60643
0.12
$256,500
4
2
1,724
Off Market
9745 S Beverly Ave, Chicago, IL 60643
0.11
$116,875
4
2
1,710
Recently Sold
1309 W 98th St, Chicago, IL 60643
0.14
$132,500
3
1
1,200
For Sale
1327 W 98th Pl, Chicago, IL 60643
0.13
$193,500
4
1
1,500
Off Market

Price and Tax history

YearProperty taxTax assessment
2024
$2,820
$140,000
Home facts updated by county records

LGBTQ Local Legal Protections

Betty Turner, Betty Turner
Agent Phone: (773) 719-3346
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

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 9765 S Winston Ave

Skip to last item
Skip to first item

Frequently asked questions about 9765 S Winston Ave

  • What is the estimated monthly payment for 9765 S Winston Ave?
    Based on a $256,000 list price with 20% down at today's rates, the estimated monthly payment for 9765 S Winston Ave in Chicago, IL is approximately $1,885 (about $1,385 principal & interest, $425 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 9765 S Winston Ave compare to homes in Chicago?
    9765 S Winston Ave in Chicago, IL is listed at $256,000, about 34% below the $387K median sale price in Chicago.
  • What do residents say about the Longwood Manor neighborhood?
    Residents describe the Longwood Manor neighborhood in Chicago, IL as pedestrian-friendly, easy to park in, and well-kept. See homes for sale in Longwood Manor, Chicago.
  • What are the closest schools to 9765 S Winston Ave?
    The closest schools to 9765 S Winston Ave in Chicago, IL are Corliss High School (rated 1/10), Green W Elementary School (Pre-K/Middle, rated 4/10).
  • Does 9765 S Winston Ave have air conditioning?
    Yes, 9765 S Winston Ave in Chicago, IL has air conditioning.
  • Does 9765 S Winston Ave have laundry facilities?
    Yes, 9765 S Winston Ave in Chicago, IL has laundry facilities.
9765 S Winston Ave, Chicago, IL 60643 is a 3 bedroom, 1 bathroom, 1,092 sqft single-family home built in 1918. 9765 S Winston Ave is located in Longwood Manor, Chicago. This property is currently available for sale and was listed by MRED as distributed by MLS GRID. The MLS # for this home is MLS# 12757735.