144 Winding Trl, Diamond, IL 60416
Property image
Property image
SOLD
MAY 15, 2026

$264,500

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,275 sqft

144 Winding Trl, Diamond, IL 60416

Est. Refi. Payment $1,894/mo*
Refinance Your Home
Currently Off Market - Sold May 15, 2026 for $259,000

Home Value

Trulia Estimate
$265K
Since last month
Increased$2K (+0.6%)
Since last year
Increased$22K (+9%)
Since last sale
Increased$6K (+2.1%)
Learn more about this home's value by checking out its Trulia Estimate and the value of nearby homes.

Trulia Estimate

The of this home's value increased by +85% in the last 10 years
MonthEstimated value
2026
August 2026$265K
August 2026$264K
July 2026$263K
June 2026$261K
May 2026$260K
April 2026$259K
March 2026$258K
February 2026$258K
January 2026$256K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
116 Winding Trl, Diamond, IL 60416
0.01
$221,800
2
1
1,205
Off Market
132 Winding Trl, Diamond, IL 60416
0.00
$252,400
2
2
1,275
Off Market
136 Winding Trl, Diamond, IL 60416
0.00
$267,700
2
2
1,275
Off Market
142 Winding Trl, Diamond, IL 60416
0.00
$266,100
2
2
1,275
Off Market
108 Winding Trl, Diamond, IL 60416
0.05
$254,800
2
1
1,278
Off Market
1335 E Stellon St, Diamond, IL 60416
0.05
$260,400
2
2
1,299
Off Market
202 Dusty Trl, Diamond, IL 60416
0.05
$267,100
2
1.5
1,275
Off Market
202 Dusty Trl #202, Coal City, IL 60416
0.05
$259,900
2
1.5
1,275
For Sale
104 Winding Trl #0, Diamond, IL 60416
0.09
$215,400
2
1
1,205
Off Market
78 Oregon Trl, Diamond, IL 60416
0.10
$280,000
2
2
1,275
Off Market
68 Oregon Trl, Diamond, IL 60416
0.10
$265,000
2
2
1,275
Recently Sold

Local Information

  • Map ViewExplore the area around 144 Winding Trl.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 2004
1,275 sqft
$203/sqft
2 Car Garage
HOA $260/mo

About this House

"Estate Sale" Being Sold AS-IS (please initial contract accordingly) No known defects. Beautiful Duplex home in 55 and older active adult community. 2 Bedroom, 2 Bath, 2 car garage. Cathedral ceilings create a beautiful open and spacious home. New Roof August 2024. New laminate wood flooring 2024. Established landscape and patio. Association includes lawn care, snow removal, clubhouse, care of pond and common areas. Close to I55 and downtown Coal City. Come see this great little country community! Call now for your private showing!
144 Winding Trl, Diamond, IL 60416 is a 2 bedroom, 2 bathroom, 1,275 sqft condo built in 2004. It last sold for the $259,000 asking price on May 15, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $264,500, with a rent estimate of $1,913/month.
Last check for updates: about 4 hours ago
Listed by Julie VanDuyne, (815) 325-9871
Coldwell Banker Real Estate Group
Bought with: Jim Ludes, (815) 712-7786, Hexagon Real Estate
Source: MRED as distributed by MLS GRID, MLS#12601541

Home Details for 144 Winding Trl

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1275 Square Feet
Appliances & Utilities
Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, DryerDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Levels, Entrance, & Accessibility
Number of Stories: 1Accessibility: Two or More Access Exits, Hall Width 36 Inches or More, Lever Door Handles, Bath Grab Bars, Main Level Entry, Disability Access
View
No View

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Patio, Porch
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Asphalt,Garage Door Opener,Yes,Garage Owned,Attached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, Duplex, Single Family Residence
Building
Construction Materials: Vinyl Siding, BrickNot a New Construction
Property Information
Parcel Number: 0636356019

Price & Status

Price
List Price: $259,000Price Per Sqft: $203/sqft
Status Change & Dates
Off Market Date: Wed Apr 15 2026Possession Timing: Close Of Escrow

Location

Direction & Address
City: Diamond
School Information
Elementary School District: 1Jr High / Middle School District: 1High School District: 1

HOA

HOA Fee Includes: Insurance, Clubhouse, Lawn Care, Snow RemovalHas an HOAHOA Fee: $260/Monthly

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Condo

Miscellaneous

BasementMls Number: 12601541

Additional Information

HOA Amenities: Party Room,PatioSource Internet Entire Listing DisplayMRD IDX Comments Reviews: YesMRD Listing On IDX Display: YesMRD Address On VOW Display: YesMRD AVM On IDX Display: YesMRD Price History On IDX Display: YesMRD Market Time On IDX Display: YesSource Internet Address DisplayMRD REMARKSINTERNET: YesMRD Remarks On VOW Display: Yes

Price and Tax history

DateEventPrice
May 15, 2026
Source: MRED as distributed by MLS GRID #12601541
Sold
$259,000
Apr 15, 2026
Source: MRED as distributed by MLS GRID #12601541
Contingent
$259,000
Apr 13, 2026
Source: MRED as distributed by MLS GRID #12601541
Listed For Sale
$259,000
Nov 1, 2024
Source: MRED as distributed by MLS GRID #12104350
Sold
$235,000
Sep 9, 2024
Source: Coldwell Banker Real Estate Group #12104350
Pending
$235,000

Market trends in Diamond

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
5
1MoM

Around this home

What Locals Say about Diamond

At least 26 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 94 % Say kids play outside

  • 86 % Say car is needed

  • 84 % Say parking is easy

  • 84 % Say there's holiday spirit

  • 77 % Say it's walkable to restaurants

  • 77 % Say people would walk alone at night

  • 75 % Say yards are well-kept

  • 69 % Say streets are well-lit

  • 66 % Say neighbors are friendly

  • 66 % Say there are sidewalks

  • 63 % Say there's wildlife

  • 62 % Say it's quiet

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

  • 47 % Say it's walkable to grocery stores

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Hiltrace
    "Nice neighborhood, decent park, decent schools. Close to a highway. Growing area. Not too big, not overpopulated. Needs more diversity and more restaurants."
    0
    Flag
  • Cassidy F.
    "Dog owners will be able to walk their dogs. It is common for people to have dogs, and only 5 minutes away there is a dog park in Coal City."
    0
    Flag
  • Hiltrace
    "Diamond day is an attempt at a nice social event. We could use some more social events. Garage sales day is nice."
    0
    Flag
  • Rstmll
    "Good neighbors and small town values are abundant. Many good restaurants within 5 miles or less. Several gyms in local area also. "
    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 144 Winding Trl

  • What is 144 Winding Trl estimated to be worth?
    Trulia's estimated value for 144 Winding Trl in Diamond, IL is $264,500.
  • What is the price history for 144 Winding Trl?
    144 Winding Trl in Diamond, IL last sold for $259,000 in May 2026.
  • Is Diamond a buyer's or seller's market?
    Diamond is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Diamond?
    Residents describe Diamond, IL as dog-friendly, easy to park in, and walkable to restaurants. See recently sold homes in Diamond, IL.
  • Does 144 Winding Trl have air conditioning?
    Yes, 144 Winding Trl in Diamond, IL has air conditioning.
  • Does 144 Winding Trl have laundry facilities?
    Yes, 144 Winding Trl in Diamond, IL has in-unit laundry.

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