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Winchester, IN Homes for Sale with Acreage

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  • 4803 W 500 N, Winchester, IN 47394
    4803 W 500 N, Winchester, IN 47394
    4803 W 500 N, Winchester, IN 47394
    /24

    $299,500

    • 2 Beds
    • 1 Bath
    • 1,703 Sq Ft

    4803 W 500 N, Winchester, IN 47394

    Country living at its finest! This beautiful farmhouse sits on 6.5 acres of pure charm — complete with a sparkling pond, a livestock barn, and a workshop. Imagine relaxing in the cozy cabin by the water or hosting unforgettable gatherings under the gazebo with friends and family. The property features a combination of comfort, space, and flexibility, with areas suitable for livestock, workshop

    Tyler Hartzell Tarter Realty Auction and Appraisal Company

    4803 W 500 N, Winchester, IN 47394
  • 4803 W 500 N, Winchester, IN 47394
    4803 W 500 N, Winchester, IN 47394
    4803 W 500 N, Winchester, IN 47394
    /50

    $299,900

    • 4 Beds
    • 1 Bath
    • 1,703 Sq Ft

    4803 W 500 N, Winchester, IN 47394

    4803 West 500 North in Winchester, Indiana is a homesteader’s dream nestled on 6.7 scenic acres. This rural property blends comfort, practicality, and outdoor living, making it a perfect fit for those seeking country independence, investment opportunity, or a lifestyle rooted in agriculture and nature. It features a gorgeous 1.5-acre fully stocked pond, ideal for quiet evenings or fishing, paired

    BRIAN INGLE FC Tucker Richmond

    4803 W 500 N, Winchester, IN 47394
  • TBD Symmes Center Dr, Winchester, IN 47394
    TBD Symmes Center Dr, Winchester, IN 47394
    TBD Symmes Center Dr, Winchester, IN 47394
    /3

    $349,900

    • Land
    • 3.57 Acres
    • $98,011 per Acre

    TBD Symmes Center Dr, Winchester, IN 47394

    Great location on a high traffic road with easy access to Highway 27 & Highway 32. This 3.57 +/- Acre parcel is located near major retail, restaurants, medical, and residential. Several recent and current developments in the area make this an ideal location. There are additional parcels available as well.

    Paul Faddis Tarter Realty, Auction & Appraisals Co

    TBD Symmes Center Dr, Winchester, IN 47394
  • TBD Symmes Center Dr, Winchester, IN 47394
    TBD Symmes Center Dr, Winchester, IN 47394
    TBD Symmes Center Dr, Winchester, IN 47394
    /4

    $364,900

    • Land
    • 3.44 Acres
    • $106,076 per Acre

    TBD Symmes Center Dr, Winchester, IN 47394

    Great location on a high traffic road with easy access to Highway 27 & Highway 32. This 3.44 +/- Are parcel is located near major retail, restaurants, Medical, and residential. Several recent and current developments in the area make this an ideal location. There are additional parcels available as well. Call today for more information.

    Paul Faddis Tarter Realty, Auction & Appraisals Co

    TBD Symmes Center Dr, Winchester, IN 47394
  • TBD N 200 Rd E, Winchester, IN 47394
    TBD N 200 Rd E, Winchester, IN 47394
    /2

    $1,224,000

    • Land
    • 68 Acres
    • $18,000 per Acre

    TBD N 200 Rd E, Winchester, IN 47394

    ±68 Acres in White River Township, Winchester, Indiana for sale in 1 tract. Buyer will receive immediate possession at closing and the farm tenancy is open for the 2026 crop year. Bids for the property will be accepted from Monday, September 22nd through Friday, October 31st at noon. Purchase Agreement, along with proof of funds or financing approval, should be dropped off to 112 S Meridian St,

    Brody Tarter RE/MAX Evolve

    TBD N 200 Rd E, Winchester, IN 47394
  • 500 W North St, Winchester, IN 47394
    500 W North St, Winchester, IN 47394
    500 W North St, Winchester, IN 47394
    /10

    $1

    • Land
    • 194 Acres
    • $0 per Acre

    500 W North St, Winchester, IN 47394

    A rare chance to acquire quality farm ground in Northwest Randolph County! This property consists of approximately 194 acres of productive tillable ground, located at the intersection of 300 W and 500 N. Three adjoining lots will be sold together as one tract. Auction will be held online only on September 30, 2025 from 8:00 AM to 6:00 PM.

    Matt Tarter Tarter Realty Auction and Appraisal Company

    500 W North St, Winchester, IN 47394
Indiana Randolph County Winchester

Homes for Sale with Acreage in Winchester, IN

Home Trends in Winchester, IN

On average, homes in Winchester, IN sell after 41 days on the market compared to the national average of 52 days. The median sale price for homes in Winchester, IN over the last 12 months is $132,248, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$132,248
Median Single Family Sale Price
$132,248
Median Townhouse Sale Price
$79,950
Median 2 Bedroom Sale Price
$189,900
Average Price Per Sq Ft
$87
Number of Homes for Sale
18
Last 12 months Home Sales
106
Months of Supply
2.00
Median List Price
$141,900
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home

In Winchester, there are currently 6 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Winchester, IN offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Winchester and discover the potential and freedom that comes with owning your own piece of property.

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