559 Gregory Dr, Chicago Heights, IL 60411
Property image
Property image
OFF MARKET

$245,900

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,258 sqft

559 Gregory Dr, Chicago Heights, IL 60411

Est. Refi. Payment $1,832/mo*
Refinance Your Home
Currently Off Market - Sold Jan 31, 2025 for $210,000

Home Value

Trulia Estimate
$246K
Since last month
Decreased$3K (-1.3%)
Since last year
Increased$5K (+1.9%)
Since last sale
Increased$36K (+17.3%)
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 +311% in the last 10 years
MonthEstimated value
2026
September 2026$246K
August 2026$250K
July 2026$252K
June 2026$252K
May 2026$254K
April 2026$253K
March 2026$250K
February 2026$249K
January 2026$242K
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
512 Gregory Dr, Chicago Heights, IL
0.09
Single-Family Home
$245,000
10/20/25
3
2
1,536
830 Thomas St, Chicago Heights, IL
0.38
Single-Family Home
$237,000
10/10/25
4
2
2,023
1013 Damico Dr, Chicago Heights, IL
0.22
Single-Family Home
$330,000
12/16/25
4
2.5
1,807
656 W 14th Pl, Chicago, IL
0.50
Single-Family Home
$218,000
10/03/25
5
1.5
1,622
401 W 14th Pl, Chicago Heights, IL
0.40
Single-Family Home
$269,000
07/21/26
3
2
988
823 Bradoc St, Chicago Heights, IL
0.38
Single-Family Home
$302,700
09/02/26
3
2
1,540
523 W 8th St, Chicago Heights, IL
0.47
Single-Family Home
$170,000
04/20/26
3
1.5
1,194
410 Todd St, Park Forest, IL
0.73
Single-Family Home
$194,900
04/03/26
4
1.5
1,121
403 Todd St, Park Forest, IL
0.74
Single-Family Home
$216,000
05/22/26
4
2
1,551
283 W 10th St, Chicago Heights, IL
0.59
Single-Family Home
$240,000
03/20/26
3
2
1,772

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
1207 N Division St, Chicago Heights, IL 60411
0.05
$521,100
12
6
-
Off Market
1215 Division St, Chicago Heights, IL 60411
0.06
$398,000
12
6
-
Recently Sold
1215 N Division St, Chicago Heights, IL 60411
0.07
$431,700
12
6
-
Off Market
512 Gregory Dr, Chicago Heights, IL 60411
0.09
$258,200
3
2
1,536
Off Market
1207 Peggy Ln, Chicago Heights, IL 60411
0.08
$169,900
3
1
1,010
Off Market
1214 Damico Dr, Chicago Heights, IL 60411
0.11
$203,900
4
1.5
1,215
Off Market
1113 Damico Dr, Chicago Heights, IL 60411
0.14
$323,600
4
2.5
1,383
Off Market
1263 Division St, Chicago Heights, IL 60411
0.14
$522,600
12
6
-
Off Market
1220 Barbara Ln, Chicago Heights, IL 60411
0.16
$266,900
3
2
1,750
Off Market
1037 Damico Dr, Chicago Heights, IL 60411
0.18
$334,400
3
2
1,458
Off Market
1305 Peggy Ln, Chicago Heights, IL 60411
0.17
$182,900
3
1
1,010
Off Market

Local Information

  • Map ViewExplore the area around 559 Gregory Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1968
1,258 sqft
$195/sqft

About this House

What's unique:Full finished basementSide drivewayBreakfast areaEpoxy flooringFreshly painted wallsRefinished hardwood floors
Welcome to this charming brick raised ranch style home. It features four bedrooms and two bathrooms. The interior boasts freshly painted walls and refinished hardwood floors throughout, giving the space a warm and inviting atmosphere. The kitchen is open and connects seamlessly to the breakfast area, providing a spacious and functional layout. Additionally, the property includes a full finished basement with epoxy flooring. New roof, central air and new stainless steel appliances. The home also comes with side driveway. This well-maintained property offers a comfortable living space. Schedule your showing today!!!
559 Gregory Dr, Chicago Heights, IL 60411 is a 4 bedroom, 2 bathroom, 1,258 sqft single-family home built in 1968. It last sold for $210,000 on Jan 31, 2025 (1% above the $207,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $245,900, with a rent estimate of $2,534/month.
Last check for updates: about 19 hours ago
Listed by Carl Kee, (708) 265-5530
Upscale Realty Management Inc
Bought with: Marcus Whiteside, (312) 837-9939, Baird & Warner
Source: MRED as distributed by MLS GRID, MLS#12222676

Home Details for 559 Gregory Dr

Interior Features

Interior Details
Basement: Finished,FullNumber 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: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1258 Square Feet
Appliances & Utilities
Appliances: Range, Microwave, Dishwasher, Refrigerator, Stainless Steel Appliance(s)DishwasherLaundry: Gas Dryer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Gas & Electric
Electric: 100 Amp Service
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 1Accessibility: No Disability AccessFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete Perimeter
Parking & Garage
No Attached GarageParking: Concrete
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1968Year Renovated: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: BrickNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 32192130210000

Price & Status

Price
List Price: $207,000
Status Change & Dates
Off Market Date: Fri Dec 20 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: Chicago Heights
School Information
Elementary School: Kennedy Elementary SchoolElementary School District: 170Jr High / Middle School: Washington Junior High SchoolJr High / Middle School District: 170High School: Bloom High SchoolHigh School District: 206

Community

Community Features: Sidewalks, Street Lights

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 7259 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12222676Attic: Unfinished

Additional Information

SidewalksStreet LightsSource Internet Automated Valuation DisplaySource Internet Consumer CommentSource Internet Entire Listing DisplayMRD REMARKSINTERNET: YesSource Internet Address Display

Price and Tax history

DateEventPrice
Jan 31, 2025
Source: MRED as distributed by MLS GRID #12222676
Sold
$210,000
Dec 29, 2024
Source: MRED as distributed by MLS GRID #12222676
Contingent
$207,000
Dec 7, 2024
Source: MRED as distributed by MLS GRID #12222676
Listed For Sale
$207,000
Oct 22, 2024
Source: MRED as distributed by MLS GRID #12176500
ListingRemoved
$207,000
Oct 3, 2024
Source: MRED as distributed by MLS GRID #12176500
Listed For Sale
$207,000

Market trends in Chicago Heights

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
62
8MoM

Around this home

What Locals Say about Chicago Heights

At least 296 Trulia users voted on each feature.

  • 92 % Say there are sidewalks

  • 84 % Say parking is easy

  • 81 % Say car is needed

  • 80 % Say yards are well-kept

  • 72 % Say it's dog friendly

  • 71 % Say kids play outside

  • 69 % Say there's holiday spirit

  • 59 % Say it's walkable to grocery stores

  • 55 % Say it's walkable to restaurants

  • 54 % Say it's quiet

  • 54 % Say streets are well-lit

  • 47 % Say neighbors are friendly

  • 47 % Say they plan to stay for at least 5 years

  • 47 % Say there's wildlife

  • 39 % Say people would walk alone at night

  • 29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • K6kb7fxksk
    "It's safe, comfortable, and there are plenty of animals. I would recommend it to anyone who is looking for a neighborhood to live in."
    1
    Flag
  • Ggrkdkrxn8
    "To me mine is not because are neighbor keeps taking are parking spot and keep buying new cars and respecting us either "
    0
    Flag
  • Christina Collier
    "Quiet, friendly neighbors, schools close within walking distance of your home. Easy access to grocery stores and grocery."
    2
    Flag
  • Emmaroberts6478
    "Most of the people here are really friendly and almost everyone knows each other my area is safe. I haven’t heard anything bad yet."
    1
    Flag
  • Michelle (. W.
    "My neighborhood is close to shopping and major highways. It is not far from downtown either. Public transportation is easily accessible."
    7
    Flag
  • Andrea A.
    "Local parks are around , school is in walking distance . Grocery store is close by . Churches are in walking distance."
    1
    Flag
  • Jeffrey K.
    "Access to downtown is easy with two expressways within 15 minutes from the village boundaries. Commute usually takes 45 min depending on traffic. "
    1
    Flag
  • Deserea B.
    "I live here and work in the area! Pretty quiet. neighborhood needs to be rebuilt. So many vacant homes "
    2
    Flag
  • Olivia P.
    "Unless you mess with someone will people mess with you. If you keep to your self for the most part, you're fine living here. "
    2
    Flag
  • Gilbert.rivera
    "Easy to drive and get around. Easy access to all main expressways and even about 5-10 min to metra."
    4
    Flag
  • Sharnell D.
    "Very long commute taking the bus and train. The bus station is available for the residents that live in the area."
    1
    Flag
  • Morris B.
    "I've lived in this neighborhood and it's always been a good neighborhood. so I recommend this neighborhood. the schools are great a well "
    0
    Flag
  • Trulia User
    "it is a nice and quiet neighborhood and parks and close to schools and shopping and mall "
    2
    Flag
  • Sharnell D.
    "The commute to work is convenient and takes about an hour to get to down town. I use public transportation everyday."
    1
    Flag
  • Rhodesia W.
    "My neighbors are neighborly they speak dogs are mostly on their leashes kids play not disrespectful "
    7
    Flag
  • Midniterun34
    "I see people multiple and there seem to be a problem .so it’s a pretty good area the part I’m in I have also lived in other area of the Chicago heights that as not as quiet as this but just as nice I’ve lived in Chicago heights since 2000 and I like the area a lot some area are cookie cutter which is like the area I’m in now but what I like most of all some of the area like the old time neighborhoods like I grew up in in Chicago "
    10
    Flag
  • Amerahnmitchell
    "I’ve lived in this neighborhood my whole life. There’s 3 stores and 1 restaurant walking distance from my house"
    0
    Flag
  • Edward R.
    "Chicago Heights is a beautiful area my family has lived here for over 30yrs and now I'm looking for a house so I can raise my family here for another 30yrs."
    0
    Flag
  • Carlos E.
    "Nothing it’s just another day. Most people keep to themselves some people are friendly and I think if any events happens the church throws a festival. That’s about it"
    0
    Flag
  • Michael M.
    "I own a dog and it’s great for dog walking. There’s even a park within walking distance they can run in. "
    0
    Flag
  • at
    "Long and long and long not enough time too many trains stop signs suck their always trains after trains "
    0
    Flag
  • Aña Y
    "I've lived here for most of my life and I hate it here. Chicago Heights is a dump and its getting worse. There is no work and if you are poor there is little chance of changing anything. Plus there is loud music at all hours during the summer and no one cares. The neighbors have parties where they rent loudspeakers and they go nuts with drunk karaoke and Norteño music. "
    6
    Flag
  • Tyannacooper
    "it's okay some areas have really got bad wish I can relocate but this the only place thats affordable "
    2
    Flag
  • Drbig53
    "My neighborhood has Great value and is very well maintained by the people who live there therefore we have the opportunity to make progress "
    1
    Flag
  • Sharon H.
    "I see people walking their dogs around the neighborhood all the time. This is a dog friendly neighborhood. Xxxxxxxxxxxxx"
    1
    Flag
  • Xoefendiox
    "Watch your children closely. Someone chased my daughter home from school in a van so I had to stop letting her walk the block home. "
    1
    Flag
  • Ilse B.
    "Some areas are very quite and calm. Others are some what dangerous. You have to pick what fits your needs. "
    1
    Flag
  • Yoopergirl41
    "I rarely see people walking dogs around here so if your dog is reactive, it might actually be good. "
    1
    Flag
  • Jessica Z.
    "I see people walking their dogs a lot, the nearest parks allow dogs and have lots of room to run around and play. Everyone seems friendly and their dogs are well behaved."
    1
    Flag
  • Yoopergirl41
    "This area has access to Pace buses and enough sidewalks to allow for walking to stores and restaurants in nice weather. "
    0
    Flag

LGBTQ Local Legal Protections

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

Frequently asked questions about 559 Gregory Dr

  • What is 559 Gregory Dr estimated to be worth?
    Trulia's estimated value for 559 Gregory Dr in Chicago Heights, IL is $245,900.
  • What is the price history for 559 Gregory Dr?
    559 Gregory Dr in Chicago Heights, IL last sold for $210,000 in January 2025.
  • Is Chicago Heights a buyer's or seller's market?
    Chicago Heights is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Chicago Heights?
    Residents describe Chicago Heights, IL as pedestrian-friendly, easy to park in, and well-kept. See recently sold homes in Chicago Heights, IL.
  • Does 559 Gregory Dr have air conditioning?
    Yes, 559 Gregory Dr in Chicago Heights, IL has air conditioning.
  • Does 559 Gregory Dr have laundry facilities?
    Yes, 559 Gregory Dr in Chicago Heights, IL has laundry facilities.

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Off Market Homes Near 559 Gregory Dr

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