28

Chesterfield, IN Homes for Sale

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  • /29

    $189,000

    $6K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    139 South St, Anderson, IN 46017

    Welcome to 139 South St! This spacious, recently updated 3-bedroom, 1.5-bath home offers a comfortable and functional layout with generous living areas. Recent improvements include new flooring and carpeting, fresh interior paint, an updated bathroom, and stainless steel appliances. The fully fenced backyard provides privacy and plenty of space for outdoor entertaining, pets, gardening, or

    Agent Photo

    Eric Forney

    Keller Williams Indy Metro Partners

    139 South St, Anderson, IN 46017
  • /27

    $85,000

    $5K PRICE DROP
    • Land
    • 5.25 Acres
    • $16,190 per Acre

    0 Denise Dr Unit LotWP001, Anderson, IN 46013

    Located on the southeast side of Anderson, Indiana, in Madison County, this +/- 5.25-acre parcel sits at the end of a quiet residential subdivision and offers a mix of open ground, young brush, and wooded acreage with a small pond at the northeast corner. The terrain varies across the parcel, transitioning from open ground into areas of young brush and light timber. The brush could be cleared to

    Tyler Fritz Whitetail Properties Real Estate

    0 Denise Dr Unit LotWP001, Anderson, IN 46013
  • /20

    $85,000

    • Land
    • 5.25 Acres
    • $16,190 per Acre

    300 South Dr, Anderson, IN 46013

    Seller willing to accept Seller Financed Offers with large downpayment. Located on the southeast side of Anderson, Indiana in Madison County, this +/- 5.25-acre parcel sits at the end of a quiet residential subdivision and offers a mix of open ground, young brush, and wooded acreage with a small pond at the northeast corner. The terrain varies across the parcel, transitioning from open ground

    Jeremy King King Properties

    300 South Dr, Anderson, IN 46013
  • /10

    $74,900

    • 2 Beds
    • 1 Bath
    • 1,269 Sq Ft

    4681 E State Road 236, Middletown, IN 47356

    Bryan Rhoads LKV Realty, LLC

    4681 E State Road 236, Middletown, IN 47356
  • /50

    $874,900

    $125K PRICE DROP
    • 20 Beds
    • 7 Baths

    8436 E Sr 32, Anderson, IN 46011

    TurnKey 8Unit Multifamily Portfolio - Fully Renovated & Stabilized Fantastic opportunity to acquire a fully occupied, cashflowing 8unit portfolio consisting of two singlefamily homes and two triplexes. All units have been updated with new vinyl plank flooring, fresh paint, and modernized kitchens and bathrooms. Driveway has been replaced for improved access. Unit Mix: SFH #1: 3 bed / 1 bath /

    Heather Clemmons Starr Real Estate LLC

    8436 E Sr 32, Anderson, IN 46011
  • /7

    $249,900

    • Land
    • 8.73 Acres
    • $28,625 per Acre

    400 South St, Anderson, IN 46017

    Build the Lifestyle You've Been Dreaming About! Nearly 9 acres of opportunity await, offering the perfect canvas for your custom dream home, hobby farm, mini ranch, or private recreational retreat. Whether you envision horses grazing in the pasture, a thriving homestead with goats and chickens, a large garden, or simply room to roam and enjoy the outdoors, this property provides the space and

    Adam Hartley RE/MAX Edge

    400 South St, Anderson, IN 46017
  • /26

    $259,900

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    5037 Timberwood Cir, Anderson, IN 46012

    This traditional architectural style home offers timeless appeal, with a remodeled open concept living floor plan. The kitchen is designed for both everyday meals and entertaining, featuring sleek stainless steel appliances that complement any culinary endeavor. This property offers three comfortable bedrooms, all with walk in closets providing ample personal space. With two full bathrooms and an

    Jalon Johnson Prime Location Real Estate Group LLC

    5037 Timberwood Cir, Anderson, IN 46012
  • /27

    $350,000

    $60K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,590 Sq Ft

    3087 S 380 E, Anderson, IN 46017

    Discover a unique opportunity with almost 2 acres and a 5,000 square foot pole barn. This charming tri-level residence features an updated exterior, four well-proportioned bedrooms, offering versatile living arrangements for comfort and personal space. Complimenting these are two full bathrooms, ensuring convenience and functionality. When entering the home, you enter your large family room with

    Adam Ross F.C. Tucker Company

    3087 S 380 E, Anderson, IN 46017
  • /3

    $26,900

    • Land
    • 13,939 Sq Ft
    • $84,062 per Acre

    0 Hanover Dr, Anderson, IN 46012

    Don't miss this opportunity to own a spacious 0.32 - acre parcel ready for your vision. Whether you're looking to build your dream home or invest in land, this property offers endless opportunities. Endless potential awaits! Buyers to verify utilities, zoning and building requirements.

    Nichole Marshall F.C. Tucker/Prosperity

    0 Hanover Dr, Anderson, IN 46012
  • /19

    $540,000

    $10K PRICE DROP
    • Land
    • 8 Acres
    • $67,500 per Acre

    0 W 100 S Unit MBR22125559, Anderson, IN 46017

    Lapel School District! Beautiful country property with expansive farmland views, mature trees, private drive access, and plenty of space for your future plans. Two large barns have lighting, while the rear outbuilding does not. A well connected to the barn has been used to water animals and gardens. The septic system from the former home remains on the property; its condition and functionality

    Candy Bair RE/MAX Real Estate Solutions

    0 W 100 S Unit MBR22125559, Anderson, IN 46017
  • /13

    $265,000

    • 3 Beds
    • 3 Baths
    • 3,357 Sq Ft

    632 Oxford Rd, Anderson, IN 46012

    Discover the possibilities at 632 Oxford Rd, Anderson! Located in a sought-after neighborhood, this charming single-story home offers 3,173 square feet of living space, featuring 3 bedrooms and 3 full bathrooms. Situated on a beautiful 0.54-acre wooded lot, the property offers a peaceful setting with plenty of outdoor space to enjoy. Recent updates include a new well installed in 2025, a grinder

    Taylor Licht RE/MAX Complete

    632 Oxford Rd, Anderson, IN 46012
  • /50

    $874,900

    $125K PRICE DROP
    • 20 Beds
    • 11 Baths
    • 10,000 Sq Ft

    8436 E Sr 32, Anderson, IN 46011

    Turn-Key 8-Unit Multifamily Portfolio — Fully Renovated & Stabilized Fantastic opportunity to acquire a fully occupied, cash-flowing 8-unit portfolio consisting of two single-family homes and two triplexes. All units have been updated with new vinyl plank flooring, fresh paint, and modernized kitchens and bathrooms. Driveway has been replaced for improved access. Unit Mix: SFH #1: 3 bed / 1 bath

    Heather Clemmons Starr Real Estate LLC

    8436 E Sr 32, Anderson, IN 46011
  • /68

    $339,900

    • 3 Beds
    • 2.5 Baths
    • 2,479 Sq Ft

    5507 Emerson Way, Anderson, IN 46017

    A well-kept 1997 ranch with 2,479 square feet all on one level - and a run of recent updates that means you won't spend your first year fixing things. The kitchen opens right into the living room, with a peninsula for stools and stainless appliances throughout. Refrigerator, microwave, and oven were replaced in 2020; the dishwasher is brand new in 2026. Fresh flooring runs through the kitchen,

    Shamyl Tufail eXp Realty, LLC

    5507 Emerson Way, Anderson, IN 46017
  • /40

    $315,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,424 Sq Ft

    3367 E 150 N, Anderson, IN 46012

    Welcome to this beautiful two-story home in Anderson's prestigious Emerald Glen neighborhood. Brick-and-siding exterior, country setting, and convenient access to town create the perfect balance of charm and modern comfort. Walk through the arched transom entrance onto ceramic tile and a natural wood staircase-there's plenty of room to welcome guests. The living room showcases wood floors, white

    Kevin Majeski eXp Realty, LLC

    3367 E 150 N, Anderson, IN 46012
  • /6

    $44,000

    • Land
    • 18,730 Sq Ft
    • $102,326 per Acre

    0 Eastwood Way Unit 202639353, Anderson, IN 46017

    Seller Financing Available! A gorgeous plot of residential land ready for YOU to build on. Inside a neighborhood with strong home values, your new build here will shine! Survey and soil test available.

    Nicholas Hindes Peter Khosla, Inc

    0 Eastwood Way Unit 202639353, Anderson, IN 46017
  • /38

    $231,000

    $29K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,944 Sq Ft

    1023 Avalon Ln, Anderson, IN 46017

    Discover the charm of 1023 Avalon LN, a captivating single-family residence in Chesterfield . Built in 1960 and spanning 1944 square feet, this inviting home is ready for its next chapter, offering a comfortable and stylish living experience. Perfect corner lot location close to highway, schools, and shopping.This Bi -Level home provides ample space with 4 bedrooms (2 bedrooms on the main floor,

    Beth Slomka Trueblood Real Estate

    1023 Avalon Ln, Anderson, IN 46017
  • /24

    $149,900

    $3K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 900 Sq Ft

    612 Hampton Ln, Anderson, IN 46017

    Welcome home to this charming 3-bedroom, 1-bath home in Chesterfield! Offering approximately 900 square feet of comfortable living space, this move-in-ready home is a great opportunity for its next owner. Several major updates were completed in 2020, including new flooring, windows, and HVAC, providing added peace of mind. Step outside to a fully fenced backyard with plenty of space for pets,

    Heather Upton Keller Williams Indy Metro NE

    612 Hampton Ln, Anderson, IN 46017
  • /47

    $344,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,180 Sq Ft

    1311 N 400 E, Anderson, IN 46012

    Discover the charm of single-story living at 1311 N 400 E, ANDERSON, IN. Built in 1968, this inviting 2180 square foot residence offers a ready-to-move-in experience, designed for comfortable living and seamless entertaining. The heart of this home, the kitchen, features a practical peninsula, creating an ideal space for both meal preparation and casual gatherings. Gather around the fireplace in

    Marty Dulworth RE/MAX Real Estate Solutions

    1311 N 400 E, Anderson, IN 46012
  • /23

    $149,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    708 Charles St, Anderson, IN 46017

    **Welcome Home to 708 Charles Street!** Nestled on a spacious corner lot in a peaceful neighborhood, this charming, move-in ready ranch instantly welcomes you with its inviting curb appeal and covered front porch-the perfect spot to enjoy your morning coffee or unwind in the evening. Inside, you'll find a warm and functional layout featuring two comfortable bedrooms, a bright full bathroom, and

    Sarah Wagner F.C. Tucker Company

    708 Charles St, Anderson, IN 46017
  • /41

    $294,400

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    4695 E 100 S, Anderson, IN 46017

    3 BD, 2 BA, 1,560 SF manufactured home on 4.73 acres in a desirable rural location. Property features nearly 5 acres of land with mature fruit trees, wooded views, abundant wildlife, and open space ideal for outdoor enjoyment. Interior includes a large Living Room open to the formal Dining Area and Kitchen with breakfast bar. Spacious Family Room with scenic country views. Split floor plan with

    Candy Bair RE/MAX Real Estate Solutions

    4695 E 100 S, Anderson, IN 46017
  • /23

    $85,000

    $5K PRICE DROP
    • Land
    • 5.25 Acres
    • $16,190 per Acre

    300 South St, Anderson, IN 46017

    UPDATE- Seller willing to accept Seller Financed Offers with large downpayment. Located on the southeast side of Anderson, Indiana in Madison County, this +/- 5.25-acre parcel sits at the end of a quiet residential subdivision and offers a mix of open ground, young brush, and wooded acreage with a small pond at the northeast corner. The terrain varies across the parcel, transitioning from open

    Tyler Fritz Whitetail Properties

    300 South St, Anderson, IN 46017
  • /58

    $375,000

    • 4 Beds
    • 3.5 Baths
    • 4,462 Sq Ft

    804 North St, Anderson, IN 46017

    Discover the space, charm, and peaceful setting of this sprawling brick ranch featuring nearly 4,000 sq. ft. of finished living space, 4 bedrooms, and 3 1/2 baths. The inviting great room with a wood burning fireplace showcases beautiful hardwood floors and a wall of windows that fills the space with natural light while providing a serene view of the many mature trees surrounding the property.

    Becky Boles Carpenter, REALTORS®

    804 North St, Anderson, IN 46017
  • /38

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,740 Sq Ft

    3531 Tudor Rd, Anderson, IN 46012

    **NOT FOR RENT!!!** Welcome to 3531 Tudor Rd, a beautifully updated home offering space, comfort, and major improvements in a convenient Anderson location. This 3-bedroom, 1.5-bath home features over 1,700 square feet of living space with a fresh, modern feel throughout. Recent updates include all new paint, brand-new flooring, a new roof, and new stainless steel appliances, making this a true

    Devan Lunceford Totalis Real Estate Solutions

    3531 Tudor Rd, Anderson, IN 46012
  • /28

    $239,900

    • 3 Beds
    • 1 Bath
    • 1,517 Sq Ft

    2868 E State Road 236, Anderson, IN 46017

    This well-maintained brick ranch offers comfortable living with several recent updates, and 4-car detached garage! The home features 3 bedrooms and 1 recently updated bathroom, along with new windows and gutters installed in 2025 and a metal roof for added peace of mind. Car enthusiasts, hobbyists, or anyone needing extra storage will appreciate the spacious 4-car detached garage, complete with a

    Cory Parker RE/MAX Real Estate Solutions

    2868 E State Road 236, Anderson, IN 46017
  • /63

    $800,000

    • 4 Beds
    • 6 Baths
    • 8,605 Sq Ft

    812 Woodcrest Way, Anderson, IN 46012

    Hidden within a small, wooded enclave, this custom-built estate offers nearly 8,600 square feet of living space on .81 acres where nature takes center stage. Enjoy abundant wildlife from your windows and experience a setting that feels far removed from the everyday. The home's architecture makes an immediate impression including beautifully refinished hardwood floors throughout the main level. A

    Jada Sparks Green eXp Realty, LLC

    812 Woodcrest Way, Anderson, IN 46012
  • /33

    $329,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,427 Sq Ft

    4616 Greenhill Way, Anderson, IN 46012

    This immaculate 3 bedroom 2 1/2 bath home has been totally updated! There is new flooring, lighting, and paint through most of the home. The main floor kitchen, dining, and living areas are open concept. Exterior improvements include a brand-new driveway, sidewalks, landscaping, and an above ground pool. There is a 30 ft by 12 ft storage building as well. The residence provides three comfortable

    Jeff Weightman Weightman Realty Group, LLC

    4616 Greenhill Way, Anderson, IN 46012
  • /34

    $235,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,774 Sq Ft

    2498 E 100 N, Anderson, IN 46012

    Welcome to this charming country property offering the perfect blend of peaceful rural living with the convenience of the city! This well-maintained 3-bedroom, 2-bath home sits on a beautiful lot fulled with mature landscaping and an abundance of fruit-bearing trees, creating your own private backyard oasis. Step outside and enjoy the covered patio, the perfect place to relax, entertain, or take

    Justin Puckett Keller Williams Indy Metro NE

    2498 E 100 N, Anderson, IN 46012
  • /34

    $595,000

    • 3 Beds
    • 3.5 Baths
    • 3,698 Sq Ft

    924 Woodcrest Way, Anderson, IN 46012

    Remarkable custom ALL BRICK ranch home in a park-like setting is an exceptional opportunity you won't want to miss! Nestled on a beautifully landscaped, wooded 1+ acre lot with an irrigation system supplied by a private well, this stunning residence offers the perfect blend of luxury, comfort, and privacy. The thoughtfully designed floor plan includes a 3-car garage and an upstairs bonus room

    Chris Schulhof RE/MAX Realty Services

    924 Woodcrest Way, Anderson, IN 46012

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.

Chesterfield, IN Home Prices

Chesterfield, IN
Median Home Price
$149,900
Median Sale Price
$130,000
-10% YoY
Avg. Price per Square Foot
$114
Median Single Family Price
$130,000
Total Active Listings
28 listings
Market Conditions
0 Months of Supply
Seller's Market

Frequently Asked Questions

What is the average home price in Chesterfield, IN?
Homes for sale in Chesterfield, IN have an average home price of $149,900.
Are home prices dropping in Chesterfield?
Yes, home prices in Chesterfield are down 19% in the last 12 months.
How many homes have sold over the last 12 months in Chesterfield, IN?
1 home has sold in Chesterfield, IN over the last 12 months.
What is the average household income in Chesterfield, IN?
The average household income in Chesterfield, IN is $83K.
What are the most popular zip codes in Chesterfield, IN?
The most popular zip codes in Chesterfield, IN include 46017, 46013, 47356, 46012 and 46011.
How much do you need to make to afford a house in Chesterfield?
The median home price in Chesterfield is $149,900. If you put a 20% down payment of $30,000 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $800 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $34K a year to afford the median home price in Chesterfield. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chesterfield is $83K.
How are the schools in Chesterfield, IN?
Chesterfield, IN has highly rated public and private schools. Some of the best schools in Chesterfield based on Niche Grades are Liberty Christian School, Anderson Christian School and East Elementary School. Browse all the schools in Chesterfield, IN to learn more.
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