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Chesterfield, IN Houses for Sale

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  • 531 W Plum St, Anderson, IN 46017
    531 W Plum St, Anderson, IN 46017
    531 W Plum St, Anderson, IN 46017
    /24

    $174,900

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft

    531 W Plum St, Anderson, IN 46017

    Location, Location, Location, we've got that. Small town living with restaurants and shopping just walking distance away. You also have quick access to I-69 for easy of commuting. This all brick home is beautiful and unique with its cathedral/vaulted ceilings throughout. You will especially enjoy the large open living room/dinning room area that features a gas log fireplace and multiple windows

    Gail Ford J Meyer Real Estate Services, Inc

    531 W Plum St, Anderson, IN 46017
  • 405 North St, Anderson, IN 46017
    405 North St, Anderson, IN 46017
    405 North St, Anderson, IN 46017
    /48

    $174,900

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    405 North St, Anderson, IN 46017

    Charming 2-Bed 2-Bath Home with Garage and Fenced Yard! Welcome to the inviting 2-bedroom, 2-full bath home featuring comfort, updates, and great outdoor space! Gravel drive offers plenty of parking and leads to a one garage detached garage with bump out and built in shelving. Perfect for tools, projects, or extra storage. Enjoy peace of mind with a brand new roof and new windows throughout. All

    Megan Schipp-Hull Claybrook Realty

    405 North St, Anderson, IN 46017
  • 66 Circle Dr, Anderson, IN 46017
    66 Circle Dr, Anderson, IN 46017
    66 Circle Dr, Anderson, IN 46017
    /18

    $159,900

    • 3 Beds
    • 1.5 Baths
    • 1,437 Sq Ft

    66 Circle Dr, Anderson, IN 46017

    Nestled at 66 Circle DR, CHESTERFIELD, IN, this single-family residence in Madison County presents an inviting home, ready for you to move in and create lasting memories. The heart of this residence is undoubtedly the kitchen, where you can envision culinary creations coming to life, with a kitchen peninsula offering both preparation space and a casual dining spot, complemented by the timeless

    Marty Dulworth RE/MAX Real Estate Solutions

    66 Circle Dr, Anderson, IN 46017
  • 321 S Washington St, Anderson, IN 46017
    321 S Washington St, Anderson, IN 46017
    321 S Washington St, Anderson, IN 46017
    /21

    $144,900

    • 2 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    321 S Washington St, Anderson, IN 46017

    Nestled on a quaint, charming street in Chesterfield, this delightful 1915 bungalow radiates timeless character and cozy comfort. Start your mornings in the fully enclosed sun porch-your serene retreat for coffee, reading, or simply unwinding. Inside, the warmth and craftsmanship of this classic home shine through. With two inviting bedrooms and 1.5 baths, the layout offers just the right amount

    Brittany Burke Turnkey Realty of Indiana LLC

    321 S Washington St, Anderson, IN 46017
Indiana Madison County Chesterfield

Houses for Sale in Chesterfield, IN

Why Live in Chesterfield

Chesterfield, Indiana, is a rural town with a population of about 2,400, situated between Anderson and Daleville. Known for its slow pace of life and family-friendly atmosphere, Chesterfield offers a sense of community where residents often know each other. The housing market features midcentury bungalows, cottages, and ranch-style homes, with prices significantly lower than nearby towns. The median price for a single-family home is $150,000, while fixer-uppers range from $75,000 to $120,000. Chesterfield is surrounded by farmland, and new residential development is limited. Outdoor enthusiasts can enjoy Wallbridge Acres Park, Millcreek Town Park, and Makepeace Park, which offer amenities like basketball courts, ball fields, playgrounds, a skate park, and a sledding hill. The town is close to Mounds State Park, known for its prehistoric earthworks and hiking trails. The Millcreek Civic Center, a converted school, hosts community programs such as Zumba, karate classes, senior luncheons, and bingo. Dining options in Chesterfield include Juan’s Mexican Grill and Bar, Pizza King, Bamboo House Buffet, and Oscar Williams Smokehouse. Dublin Farm and Harvest Market provide local produce and groceries. Chesterfield is about a mile from Interstate 69, offering convenient access to Indianapolis in less than an hour. Seasonal events like the Fourth of July parade, Christmas with Santa, Easter egg hunts, and a long-standing Halloween parade foster community spirit.

Learn more about living in Chesterfield

Home Trends in Chesterfield, IN

On average, homes in Chesterfield, IN sell after 7 days on the market compared to the national average of 53 days. The median sale price for homes in Chesterfield, IN over the last 12 months is $145,000, down 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$145,000
Median Single Family Sale Price
$145,000
Average Price Per Sq Ft
$133
Number of Homes for Sale
0
Last 12 months Home Sales
4
Months of Supply
0.00
Median List Price
$145,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-5%
How to Buy a Home How to Finance a Home How to Sell a Home

In Chesterfield, there are currently 4 houses for sale, offering an array of options for potential buyers. With houses priced between $144,900 to $174,900, there's a range to accomodate every budget. As of December, 2025 the median home price in Chesterfield is $145,000, while the average sale price is $161,250, offering insights into the local housing market. On average, houses spend 7 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Chesterfield, IN and find the perfect place to call home.

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