4

Chesterfield, IN Houses for Sale

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  • /52

    $245,000

    • 4 Beds
    • 2.5 Baths
    • 5,290 Sq Ft

    5 W Main St, Anderson, IN 46017

    Listed in the Madison County in the Historical Home registry located 1 mile from the I-69 in Chesterfield, corner lot, a beautiful historic Chesterfield home formerly a general store & apothecary. Original floors, solid walnut hand made custom cabinets. Home boasts of very large rooms throughout, original bookcase from 1851, including a wet bar and the original wagon-delivery doors! Butcher block

    Agent Photo

    Diana Dunham

    Keller Williams Indy Metro NE

    (765) 227-3678

    5 W Main St, Anderson, IN 46017
  • /25

    $179,900

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

    419 Gaywood Dr, Anderson, IN 46017

    Nestled at 419 Gaywood DR, CHESTERFIELD, IN, this single-family residence in Madison County welcomes you with an inviting atmosphere, ready for you to move in. Step inside the nice size kitchen with lots of room for more cabinet space and counter tops, providing an inspiring space to create memorable meals. Imagine relaxing on the porch, enjoying the serene wood's view, or unwinding on the

    Marty Dulworth RE/MAX Real Estate Solutions

    419 Gaywood Dr, Anderson, IN 46017
  • /21

    $160,000

    • 2 Beds
    • 1.5 Baths
    • 877 Sq Ft

    321 S Washington St, Anderson, IN 46017

    Nestled on a quaint and charming street in Chesterfield, this utterly delightful 1915 bungalow radiates timeless character and cozy comfort. Just imagine: Start each morning by slipping into the fully enclosed sun porch, your serene retreat for savoring coffee, diving into a good book, or sparking your creative muse. From the moment you step inside, you'll feel the warmth and cultivation of a

    Brittany Burke Turnkey Realty of Indiana LLC

    321 S Washington St, Anderson, IN 46017
  • /18

    $174,000

    • 3 Beds
    • 2 Baths
    • 1,166 Sq Ft

    818 Vasbinder Dr, Anderson, IN 46017

    Step into this beautifully updated 3-bedroom, 2-bath home that combines modern touches with cozy charm. The heart of the home is the stylish kitchen, featuring brand-new appliances, a convenient breakfast bar, and a cozy coffee nook-perfect for quiet mornings or casual gatherings. Both full bathrooms have been thoughtfully remodeled, and fresh paint and new flooring flow throughout the entire

    Carson Cook F.C. Tucker Company

    818 Vasbinder Dr, Anderson, IN 46017

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.

Home Trends in Chesterfield, IN

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%
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