4

Chester, IL Homes for Sale with Pool

Section Image Section Image
  • 601 Erskine St, Chester, IL 62233
    601 Erskine St, Chester, IL 62233
    601 Erskine St, Chester, IL 62233
    /54

    $299,000

    $51K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,514 Sq Ft

    601 Erskine St, Chester, IL 62233

    PRICE REDUCED! SELLER IS MOTIVATED FOR OFFERS! So much to take in, and you don't find a property like this in the city limits often. Features 1.75 acres of seclusion with woods but so close to the downtown part of Chester. Three buildings: Lovely home built in 1990, former beauty shop and tanning salon (built in 2003) and oversized garage/workshop building all sits at the top of a hill in a very

    Agent Photo

    Robin Bert

    Worth Clark Realty

    601 Erskine St, Chester, IL 62233
  • 209 Knapp Ave, Chester, IL 62233
    209 Knapp Ave, Chester, IL 62233
    209 Knapp Ave, Chester, IL 62233
    /57

    $275,000

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    209 Knapp Ave, Chester, IL 62233

    Put this one on your "checks a lot of boxes" and "must see" list! To name just a few of the exceptional things this home offers: Big family room with two walk-outs to the fenced side yard, deck and swimming pool. The Cabana/Tiki Bar for the pool is a great place to party! Huge master bedroom suite with walk-in closet (it's the size of small bedroom itself). Lots of updates to this beautiful home.

    Agent Photo

    Robin Bert

    Worth Clark Realty

    209 Knapp Ave, Chester, IL 62233
  • 7 Greenbriar Ln, Chester, IL 62233
    7 Greenbriar Ln, Chester, IL 62233
    7 Greenbriar Ln, Chester, IL 62233
    /81

    $525,000

    $24K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,849 Sq Ft

    7 Greenbriar Ln, Chester, IL 62233

    Wow this one checks all boxes! Secluded with lots of trees on the 8.82 acres! Take a deep breath before you enter this amazing home, you're gonna need it! This efficient earth home features 5+ bedrooms (4 on main level, 1 plus bonus room up), 5 bathrooms (3 full-2 half (1 is in the pool house), huge living room with fireplace and open floor plan to the dining room and kitchen. Big 2 car attached

    Agent Photo

    Robin Bert

    Worth Clark Realty

    7 Greenbriar Ln, Chester, IL 62233
  • 328 van Zant St, Chester, IL 62233
    328 van Zant St, Chester, IL 62233
    328 van Zant St, Chester, IL 62233
    /50

    $189,900

    Open Sun 11AM - 1PM
    • 3 Beds
    • 1 Bath
    • 1,088 Sq Ft

    328 van Zant St, Chester, IL 62233

    Cute, comfortable, and thoughtfully updated! This well-maintained 3-bed, 1-bath ranch offers just under 1,100 sqft of inviting living space with many of the major updates already taken care of. A BRAND-NEW ROOF adds immediate peace of mind, while newer windows (within the last 2 years), all-new sewer lines (within the last 3 years), updated flooring (within the last 6 years), and a serene water

    Tyson Roedl Century 21 Advantage

    328 van Zant St, Chester, IL 62233
Illinois Randolph County

Homes for Sale with Pool in Chester, IL

Home Prices in Chester, IL

The median home sale price in Chester, IL is $157,000, up 30% year-over-year. Homes in Chester sell in 109 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$157,000
Median Single Family Sale Price
$165,000
Median 2 Bedroom Sale Price
$76,000
Median 1 Bedroom Sale Price
$60,000
Average Price Per Sq Ft
$96
Number of Homes for Sale
12
Last 12 months Home Sales
43
Months of Supply
3.30
Median List Price
$180,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
30%
How to Buy a Home How to Finance a Home How to Sell a Home

In Chester, there are currently 4 homes for sale with a pool, providing a refreshing retreat and a space for leisure. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer recreation right at home. Additionally, buyers can consider properties with access to community pools, offering a convenient space for relaxation and socializing. Whether you prefer a private pool or the convenience of a community pool, browse homes for sale with a pool in Chester, IL and discover your ideal residence.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group