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Winchester, IN Homes for Sale

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  • /19

    $269,900

    • 3 Beds
    • 2.5 Baths
    • 1,642 Sq Ft

    919 Water View St, Winchester, IN 47394

    Currently under construction this extraordinary custom-built ranch home with nearly 1700 square feet has 3 bedrooms 2 baths and is currently being constructed in one of Winchesters most beautiful subdivisions “Lakeview Park”. This amazing Lakeview Construction home is one of the last 12 homes that will be constructed in the subdivision, and has a floor plan that is very modern and inviting. You

    Agent Photo

    Kyle Tom

    Coldwell Banker Lingle

    (765) 563-5769

    919 Water View St, Winchester, IN 47394
  • /18

    $299,900

    • 3 Beds
    • 2.5 Baths
    • 2,093 Sq Ft

    924 Water View St, Winchester, IN 47394

    Currently under construction this extraordinary custom-built 2 Story home with nearly 2,100 square feet has 3 bedrooms 2 baths and is currently being constructed in one of Winchesters most beautiful subdivisions “Lakeview Park”. This amazing Lakeview Construction home is one of the last 12 homes that will be constructed in the subdivision, and has a floor plan that is very modern and inviting.

    Agent Photo

    Kyle Tom

    Coldwell Banker Lingle

    (765) 266-2024

    924 Water View St, Winchester, IN 47394
  • /30

    $174,900

    • 4 Beds
    • 2 Baths
    • 2,256 Sq Ft

    622 W South St, Winchester, IN 47394

    Spacious 4-bedroom, 2-bathroom home conveniently located across from Willard Elementary. This property features a large attached garage with a bonus room and plenty of storage throughout. Enjoy comfortable living with generous room sizes and practical spaces designed for everyday use.

    Matt Tarter Tarter Realty Auction & Apprai

    622 W South St, Winchester, IN 47394
  • /18

    $179,900

    • 3 Beds
    • 2 Baths
    • 2,010 Sq Ft

    527 W South St, Winchester, IN 47394

    Step into this welcoming home filled with charm, comfort, and thoughtful upgrades throughout. Beautiful hardwood floors lead you into a spacious living and dining room combo for an open, airy space perfect for hosting, relaxing, and everything in between. With two full bathrooms, you’ll enjoy a luxurious soaker tub in one and a brand-new shower in the other. Custom window blinds add both style

    Brianna Turner Key Realty Indiana

    527 W South St, Winchester, IN 47394
  • /27

    $339,900

    • 3 Beds
    • 2.5 Baths
    • 1,977 Sq Ft

    1041 S Huntsville Rd, Winchester, IN 47394

    BRAND NEW 3-bedroom, 2.5-bath home in Winchester with top-tier construction throughout. This open-concept layout is filled with natural light and features beautiful woodwork, solid interior doors, custom kitchen cabinetry, a large island, and pantry. The main-floor primary suite includes a private bath with a walk-in shower, while two bedrooms and a full bath are upstairs. Built with quality in

    Paul Faddis Tarter Realty, Auction & Appraisals Co

    1041 S Huntsville Rd, Winchester, IN 47394
  • /24

    $179,900

    • 3 Beds
    • 2 Baths
    • 1,115 Sq Ft

    404 E Thompson St, Winchester, IN 47394

    Beautifully renovated 3-bedroom, 2-bath home featuring a spacious primary suite with a private bathroom and tile surround stand-up shower. The kitchen offers granite countertops and new appliances, providing both style and functionality. Additional highlights include a detached garage, along with brand new siding and windows that enhance the home's efficiency and curb appeal. Move-in ready and

    Matt Tarter Tarter Realty Auction & Apprai

    404 E Thompson St, Winchester, IN 47394
  • /15

    $179,900

    • 2 Beds
    • 1.5 Baths
    • 1,541 Sq Ft

    985 E Washington St, Winchester, IN 47394

    Brick and wood sided ranch style home on a large lot. 2 bedrooms 1.5 baths. Updated interior with new vinyl plank flooring in the kitchen and patio room, new carpet in the living rom and bedrooms. New paint. New well pump. 2 car attached garage and an addition detached garage, Sunroom. Fireplace.

    Mary Cordle Berkshire Hathaway Indiana Realty

    985 E Washington St, 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
  • /26

    $224,900

    • 2 Beds
    • 2 Baths
    • 1,676 Sq Ft

    4 Crestwood Dr, Winchester, IN 47394

    Well-maintained brick ranch offering 2 bedrooms and 2 full bathrooms in Winchester. Recent updates include new paint, new flooring, and a new furnace installed in 2024. The home features an all-seasons room with tile flooring that opens to the back patio for warm-weather enjoyment. The family room offers large windows and flows into the living room, with multiple doorways creating an open yet

    Paul Faddis Tarter Realty, Auction & Appraisals Co

    4 Crestwood Dr, Winchester, IN 47394
  • /35

    $234,999

    • 5 Beds
    • 2 Baths
    • 2,830 Sq Ft

    200 E South St, Winchester, IN 47394

    Make the discovery! Looking for all the character of an older home with all the newer updates? This is the one! You won't find another one like it! This 5 Bed, 2 Bath home has a full unfinished basement and unfinished attic with a permanent staircase offering a blank canvas to significantly increase your square footage, over 5,000 total sqft! Multiple updates have been done, and care taken to

    Shaina Chatman Austyn Avenue Real Estate

    200 E South St, Winchester, IN 47394
  • /15

    $109,900

    • 3 Beds
    • 1 Bath
    • 1,307 Sq Ft

    706 W Washington St, Winchester, IN 47394

    Updated 3 bedroom, 1 bathroom home in Winchester with large yard, deck and off-street parking. On the inside you will find a large utility room, central air, enclosed porch. 1 bedroom on the main floor and 2 bedrooms upstairs.

    Brody Tarter RE/MAX Evolve

    706 W Washington St, Winchester, IN 47394
  • /24

    $124,900

    • 2 Beds
    • 1 Bath
    • 1,049 Sq Ft

    516 N Union St, Winchester, IN 47394

    Charming 2-bedroom, 1-bath home offering 1,049 sq ft of comfortable living space. Features include beautiful hardwood floors, a functional layout and an attached garage. Situated on a generous 0.27-acre lot, providing plenty of outdoor space for entertaining, gardening or relaxing.

    Jairo Correa RE/MAX Evolve

    516 N Union St, Winchester, IN 47394
  • /18

    $69,900

    • 2 Beds
    • 1 Bath
    • 1,086 Sq Ft

    508 N West St, Winchester, IN 47394

    A great 2 bedroom, 1 bathroom home option in Winchester! This property features a spacious kitchen with plenty of room for dining, an oversized 1 car detached garage perfect for storage or hobbies, and an inviting enclosed front porch ideal for relaxing year round. Enjoy peace of mind with a durable metal roof and a convenient location close to downtown. Whether you’re a first time buyer or

    Jill Friend Tarter Realty Auction and Appraisal Company

    508 N West St, Winchester, IN 47394
  • /22

    $49,900

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    78 S Amanda Dr Unit Lot 18, Winchester, IN 47394

    HGTV Baby! Single wide for sale in Winchester, IN. $49,900. 78 Amanda Drive. Gutted and all new! Kids go to Ball State??? House them here!!! Flooring, insulation, walls, electrical, plumbing, bathrooms, kitchen, windows. Check this out! Owners moving. This place is amazing. No land contract. I have lenders for you on this already!!!!!! Call me 765-914-8169 Better Homes and Gardens. Lot rent is

    Jeff Hazelett Better Homes and Gardens First Realty Group

    78 S Amanda Dr Unit Lot 18, Winchester, IN 47394
  • /25

    $194,900

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    124 Sunset Dr, Winchester, IN 47394

    This thoughtfully designed 2-bedroom, 2-bath condo offers a spacious living room that seamlessly connects to the kitchen, dining area, and private back patio—creating an open, comfortable space for everyday living. The functional layout is easy to navigate and ideal for low-maintenance living. Additional features include a 1.5-car garage with a convenient utility closet. Located in Summers

    Paul Faddis Tarter Realty Auction and Appraisal Company

    124 Sunset Dr, Winchester, IN 47394
  • /19

    $119,900

    • 2 Beds
    • 1 Bath
    • 916 Sq Ft

    544 N Meridian St, Winchester, IN 47394

    Welcome to 544 N Meridian Street! This charming 2-bed, 1-bath home offers 916 square feet of comfortable living space with a spacious feel. You'll love the generously sized rooms and ample closet space, providing both functionality and flexibility. Recent updates - including fresh paint and new flooring - give the home a clean, modern touch while maintaining its inviting character. Whether you're

    Jairo Correa RE/MAX Evolve

    544 N Meridian St, 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
  • /3

    $32,000

    • Land
    • 14,810 Sq Ft
    • $94,118 per Acre

    Lot 5 Huntsville Rd, Winchester, IN 47394

    Check out this building lot on the beautiful Winchester Golf Course! Seller is a licensed agent.

    Paul Faddis Tarter Realty, Auction & Appraisals Co

    Lot 5 Huntsville Rd, Winchester, IN 47394
  • /36

    $579,900

    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft

    1027 S Huntsville Rd, Winchester, IN 47394

    Stunning new construction featuring eye-catching stone accents and a beautifully designed open layout. The welcoming entry leads into a bright open-concept living room, dining area, and kitchen equipped with all new appliances, creating an ideal space for everyday living and entertaining. Just off the kitchen, the primary suite offers scenic golf course views and a luxurious private bath complete

    Paul Faddis Tarter Realty Auction and Appraisal Company

    1027 S Huntsville Rd, 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
  • /16

    $147,000

    • 2 Beds
    • 1.5 Baths
    • 1,472 Sq Ft

    219 S Brown St, Winchester, IN 47394

    Welcome home to this charming and cozy 2 bedroom, 1.5 bathroom home in the heart of Winchester. This home features a large front porch perfect for enjoying this summer. Once inside you will find 1,472 sq feet of living space including a large living room that opens to an open concept kitchen and dining room. Upstairs your two bedrooms provide ample room for your family. The full bath upstairs

    Taylor Huntwork Vision One Real Estate

    219 S Brown St, 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
  • /24

    $144,900

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    603 N Residence St, Winchester, IN 47394

    Beautifully remodeled 3-bedroom, 1-bathroom home situated on a corner lot. Features an open floor plan with fresh interior paint, updated flooring, new HVAC and more. Move-in ready with modern updates throughout - perfect for comfortable living and easy entertaining.

    Miranda Martin RE/MAX Evolve

    603 N Residence St, Winchester, IN 47394
  • /2

    $35,000

    • Land
    • 15,681 Sq Ft
    • $97,222 per Acre

    1033 S Huntsville Rd, Winchester, IN 47394

    Check out this building lot on the beautiful Winchester Golf Course! Seller is a licensed agent.

    Paul Faddis Tarter Realty, Auction & Appraisals Co

    1033 S Huntsville 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
  • /5

    $44,900

    • Land
    • 15,246 Sq Ft
    • $128,286 per Acre

    302 N Main St, Winchester, IN 47394

    Paul Faddis Tarter Realty Auction and Appraisal Company

    302 N Main St, Winchester, IN 47394
  • /20

    $69,900

    • 2 Beds
    • 1 Bath
    • 681 Sq Ft

    401 W George St, Winchester, IN 47394

    Cozy 2BR/1BA home with covered porch featuring 681 sq ft of easy, low-maintenance living. Check it out!

    Jairo Correa RE/MAX Evolve

    401 W George St, Winchester, IN 47394

Why Live in Winchester

Winchester, Indiana, is a rural community of about 5,000 people and the seat of Randolph County. Known for its vibrant small business scene, Winchester boasts a bustling downtown district with local shops, restaurants, and essential county services anchored by the Randolph County Courthouse. U.S. Route 27 offers casual franchise eateries and a Walmart for groceries. The town is famously dubbed the "sugar cream pie capital" due to Wick’s Pies, a regional institution known for its custard-based treats. Winchester provides ample green space with nearly 100 acres, primarily in Goodrich Park, which features walking trails, playgrounds, a skate park, and a village swimming pool. For high-speed thrills, the Winchester Speedway, known as the fastest half-mile in the world, has been a local attraction since 1916. The Winchester Golf Club and the Randolph County YMCA offer additional recreational opportunities. Housing in Winchester includes early 20th-century homes and new builds, with common styles being National, bungalow, and ranch-style. The town has seen recent residential development with new subdivisions like Lakeview Park. Education is served by the Randolph Central School Corporation, which offers dual credit programs through Ivy Tech Community College. Winchester is conveniently located less than two hours from Fort Wayne and Indianapolis, with easy access to Interstate 70 and I-69. The community hosts year-round events, including the Winchester Main Street Festival and Majestic Christmas, providing residents with a variety of things to do throughout the year.

Frequently Asked Questions

What is the average home price in Winchester, IN?
Homes for sale in Winchester, IN have an average home price of $161,726.
How many homes have sold over the last 12 months in Winchester, IN?
116 homes have sold in Winchester, IN over the last 12 months.
What are the most popular zip codes in Winchester, IN?
The most popular zip codes in Winchester, IN include 47394, 47390, 47340, 47380 and 47355.
How much do you need to make to afford a house in Winchester?
The median home price in Winchester is $164,900. If you put a 20% down payment of $33,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $820 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $35K a year to afford the median home price in Winchester. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Winchester, IN?
Winchester, IN has highly rated public and private schools. Some of the best schools in Winchester based on Niche Grades are O.R. Baker Elementary School, Willard Elementary School and Winchester Community High School. Browse all the schools in Winchester, IN to learn more.

Home Trends in Winchester, IN

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%
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