5

Winchester, IN Homes for Sale with Acreage

Section Image
  • 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 Progress Blvd, Winchester, IN 47394
    TBD Progress Blvd, Winchester, IN 47394
    TBD Progress Blvd, Winchester, IN 47394
    /3

    $249,900

    • Land
    • 1.49 Acres
    • $167,718 per Acre

    TBD Progress Blvd, Winchester, IN 47394

    Prime 1.48-acre parcel on US 27, positioned near Walmart and a variety of thriving businesses including restaurants, retail stores, gas stations, and medical offices. High-visibility location with strong traffic counts makes this property an excellent opportunity for commercial development.

    Paul Faddis Tarter Realty Auction and Appraisal Company

    TBD Progress Blvd, Winchester, IN 47394
  • 1460 W 300 S, Winchester, IN 47394
    1460 W 300 S, Winchester, IN 47394
    1460 W 300 S, Winchester, IN 47394
    /27

    $199,900

    • 3 Beds
    • 1 Bath
    • 1,527 Sq Ft

    1460 W 300 S, Winchester, IN 47394

    Enjoy the feel of country living with this 3-bedroom, 1-bath home in rural Winchester, set on a spacious yard surrounded by mature trees and open space. Inside, the home offers a welcoming open dining and living area, highlighted by a wood-burning stove. The bedrooms offer plenty of space and natural light, and the oversized bathroom features a fully updated design with a new vanity, stand-up

    Paul Faddis Tarter Realty Auction and Appraisal Company

    1460 W 300 S, Winchester, IN 47394
  • 1749 S Base Rd, Winchester, IN 47394
    1749 S Base Rd, Winchester, IN 47394
    1749 S Base Rd, Winchester, IN 47394
    /36

    $699,900

    • 4 Beds
    • 5 Baths
    • 5,091 Sq Ft

    1749 S Base Rd, Winchester, IN 47394

    Welcome to a home that truly has it all, where space, style, and setting come together in a way that’s hard to find and even harder to forget. This stunning, meticulously maintained brick estate offers over 5,000 square feet of living space, featuring 4 bedrooms, a master suite on the main floor, 3 full baths, and 2 half baths. From the moment you step inside, you’re greeted with expansive

    Jill Friend Tarter Realty Auction and Appraisal Company

    1749 S Base Rd, 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 51 days on the market compared to the national average of 57 days. The median sale price for homes in Winchester, IN over the last 12 months is $141,000, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$141,000
Median Single Family Sale Price
$141,000
Median 2 Bedroom Sale Price
$189,900
Average Price Per Sq Ft
$101
Number of Homes for Sale
17
Last 12 months Home Sales
116
Months of Supply
1.80
Median List Price
$164,900
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
6%
How to Buy a Home How to Finance a Home How to Sell a Home

In Winchester, there are currently 5 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.

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