Recently Sold Winchester, IN Homes

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  /35

  $426,000 Sold Jul 31, 2025

  • 2,507 Sq Ft
  • $170/SF
  • 90 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1960

  953 S Main St, Winchester, IN 47394

  Nestled at the end of the secluded and picturesque PawPaw Lane, this beautiful brick home offers the perfect blend of luxury, privacy, and charm. Situated on approximately 6.5 acres at the edge of the city limits, the property provides plenty of space to enjoy the outdoors. The home features 4 spacious bedrooms and 3 full bathrooms, including a large master suite with a walk-in closet. A gas log

  Matt Tarter Tarter Realty Auction and Appraisal Company

  953 S Main St, Winchester, IN 47394
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  /36

  $155,000 Sold Jul 29, 2025

  • 1,946 Sq Ft
  • $80/SF
  • 31 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1920

  2031 N 350 E, Winchester, IN 47394

  Opportunity knocks. This home owners has decided to make it a quick sale, we have marked the property down significantly and the seller is letting it go "as is" with one exception! A full price offer, we will replace the roof at the sellers expense! Land, outbuildings, brick home in a private rural setting with room to stretch your legs and grow a family. It's the perfect scenario for those

  Lucius Conner Viking Realty

  2031 N 350 E, Winchester, IN 47394
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  /35

  $350,000 Sold Jul 22, 2025

  • 2,272 Sq Ft
  • $154/SF
  • 223 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  2468 S Us Highway 27, Winchester, IN 47394

  Charming Country Estate on 7 Acres with Modern Updates and Unique Features Welcome to your dream retreat! Nestled on 7 beautiful acres across two parcels, this 1.5-storyhome offers an extraordinary combination of modern updates and classic country charm. Thoughtfully renovated, this early 1900's "Rossville Sears Home" features everything from custom finishes to adaptable spaces that make it

  Gary Coats Flesher Brothers Auctioneering & Real Estate Inc.

  2468 S Us Highway 27, Winchester, IN 47394
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  /36

  $350,000 Sold Jul 22, 2025

  • 2,272 Sq Ft
  • $154/SF
  • 223 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  2468 S Us Hwy 27, Winchester, IN 47394

  Charming Country Estate on 7 Acres with Modern Updates and Unique Features Welcome to your dream retreat! Nestled on 7 beautiful acres across two parcels, this 1.5-story home offers an extraordinary combination of modern updates and classic country charm. Thoughtfully renovated, this early 1900’s “Rossville Sears Home” features everything from custom finishes to adaptable spaces that make it

  Gary Coats Flesher Brothers Auctioneering and Real Estate Inc

  2468 S Us Hwy 27, Winchester, IN 47394
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  /17

  $310,000 Sold Jul 16, 2025

  • 1,884 Sq Ft
  • $165/SF
  • 109 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  1687 S 300 E, Winchester, IN 47394

  This charming 3-bedroom, 2-bathroom country home sits on approximately 11 acres, featuring beautiful woodwork and a spacious kitchen with an island. The property includes a 3-car garage with overhead storage, a 14x28 storage building, and a 36x42 barn with a 12x42 lean-to. Enjoy peaceful country living with a 2-acre pond and ample space for work or recreation. A rare opportunity—schedule your

  Paul Faddis Tarter Realty, Auction & Appraisals Co

  1687 S 300 E, Winchester, IN 47394
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  /9

  $14,900 Sold Jul 03, 2025

  • 1,085 Sq Ft
  • $14/SF
  • 1 Day On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  134 E Carl St, Winchester, IN 47394

  Selling as-is! Property has water damage from a flood.

  Brody Tarter Re/Max Evolve

  134 E Carl St, Winchester, IN 47394
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  /28

  $317,000 Sold Jun 27, 2025

  • 2,160 Sq Ft
  • $147/SF
  • 49 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  1775 S Bloomingsport Rd, Winchester, IN 47394

  Discover the perfect blend of comfort and country living in this well maintained 4-bedroom, 2-bathroom home situated on a spacious lot in rural Winchester. This inviting property features a heated, detached 3-car garage and a large barn, offering ample storage and workspace. Inside, you’ll find a thoughtfully designed layout with a main-floor master bedroom and full bathroom for convenience.

  Jill Friend Tarter Realty, Auction & Appraisals Co

  1775 S Bloomingsport Rd, Winchester, IN 47394
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  /33

  $170,000 Sold Jun 20, 2025

  • 1,324 Sq Ft
  • $128/SF
  • 1 Day On Market

  • 3 Beds
  • 1 Bath
  • Built 1908

  3197 E 300 N, Winchester, IN 47394

  A nature lover’s dream! This 10-acre property—mostly wooded with approximately 2 acres of tillable land, offers the perfect mix of seclusion and opportunity. The farmhouse features 3 bedrooms, a wood pellet stove, and new roof and is ready for your personal touch. Wildlife is abundant, with deer frequently spotted on the property, making it ideal for hunters or those seeking a peaceful rural

  Jammie Michael Tarter Realty Auction and Appraisal Company

  3197 E 300 N, Winchester, IN 47394
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  /3

  $933,300 Sold Jun 17, 2025

  • Land
  • 55 Acres
  • $16,969 per Acre

  • 1 Day On Market

  0 County Road 500 N, Winchester, IN 47394

  55 Acres of Productive Farmland – Ready for Your Operation Situated in Jackson Township, Randolph County, Indiana, this 55-acre farm is a fantastic opportunity for farmers looking to expand their operation. With approximately 52 tillable acres, the ground is currently cash rented for the 2025 season, offering immediate income or the option to plan ahead for your own use. The land is predominantly

  Don Leis Leis Realty Company

  0 County Road 500 N, Winchester, IN 47394
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  /4

  $14,500 Sold Jun 11, 2025

  • Land
  • 1.25 Acres
  • $11,591 per Acre

  • 1 Day On Market

  1201 W 300 N, Winchester, IN 47394

  The home that sat on the property is still there and burned. The owners are selling the property as is and as land only. Do not enter the home.

  Mitch Waters Home Experts Realty

  1201 W 300 N, Winchester, IN 47394
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  /23

  $133,400 Sold Jun 10, 2025

  • 1,025 Sq Ft
  • $130/SF
  • 1 Day On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  607 W Newton St, Winchester, IN 47394

  Charming 2-bedroom, 1-bath brick home with timeless curb appeal and plenty of space to make your own! This well-maintained property features a spacious 2-car attached garage, an enclosed 3-seasons room perfect for relaxing or entertaining, and a versatile bonus room ideal for a home office, hobby space, or guest area. Inside, you'll find a comfortable layout with solid construction, natural

  James Meredith NextHome Elite Real Estate

  607 W Newton St, Winchester, IN 47394
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  /9

  $15,000 Sold Jun 04, 2025

  • 834 Sq Ft
  • $18/SF
  • 28 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  542 S Wall St, Winchester, IN 47394

  This charming fixer-upper is full of potential and priced to sell! Featuring 2 bedrooms and 1 bathroom, this home is a blank canvas ready for your vision. Whether you're an investor looking for your next flip or a buyer wanting to build equity, this is an opportunity you don't want to miss.

  Jairo Correa Re/Max Evolve

  542 S Wall St, Winchester, IN 47394
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  /24

  $100,000 Sold Jun 02, 2025

  • 2,700 Sq Ft
  • $37/SF
  • 251 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1885

  225 E Short St, Winchester, IN 47394

  Wanting to expand your rental portfolio with a high-cash flowing asset? This property features 4, 1 bedroom apartments with overall rents totaling near $2500/month! Utilities are ratio-billed back to the tenants. All units are currently rented! 48 hour notice is a must for all showings!

  Curtis Cunningham Wagner Auctioneering and Real Estate

  225 E Short St, Winchester, IN 47394
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  /22

  $75,000 Sold May 28, 2025

  • 2,059 Sq Ft
  • $36/SF
  • 79 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  317 E North St, Winchester, IN 47394

  Whether you’re an investor looking for your next project or a homeowner wanting to create your dream space, this property offers the perfect opportunity. This large home offers 5 bedrooms and 2 full bathrooms that you can bring back to its former glory! You’ll immediately be drawn to the wrap-around porch on a great porch located within walking distance to downtown Winchester. Inside you’ll

  Curtis Cunningham Wagner Auctioneering and Real Estate

  317 E North St, Winchester, IN 47394
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  /6

  $108,000 Sold May 22, 2025

  • 768 Sq Ft
  • $141/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  840 N West St, Winchester, IN 47394

  Quaint 3-bedroom, 1-bathroom home with recent updates! Situated on an oversized lot with plenty of potential and curb appeal. Also featured is a detached garage for extra storage or parking. Priced to sell at $104,900!

  Miranda Fields Re/Max Evolve

  840 N West St, Winchester, IN 47394
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  /30

  $197,000 Sold May 20, 2025

  • 1,860 Sq Ft
  • $106/SF
  • 30 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  549 W Franklin St, Winchester, IN 47394

  Updated home with a new roof, exterior paint, windows, bathrooms, kitchen and flooring. Features include 4 bedrooms, 2 full bathrooms, central air, large detached garage and much more. Home is ready move-in ready!

  Brody Tarter Re/Max Evolve

  549 W Franklin St, Winchester, IN 47394
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  /13

  $52,400 Sold May 15, 2025

  • 1,008 Sq Ft
  • $52/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  865 N West St, Winchester, IN 47394

  Check out this 2-3 bed in Winchester! This home has a lot of potential on a spacious lot. There is a gas furnace, central air, and main floor laundry. Many of the windows have been updated. There is an attached one car garage. Outside you will find a spacious yard with an outbuilding for extra storage space.

  Mark Tooley Tarter Realty, Auction & Appraisals Co

  865 N West St, Winchester, IN 47394
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  /22

  $253,000 Sold May 13, 2025

  • 1,648 Sq Ft
  • $154/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  1496 E Washington St, Winchester, IN 47394

  Welcome to this charming 3-bedroom, 2-bathroom brick ranch nestled on a spacious lot in Winchester! This well-maintained home offers the perfect blend of comfort and functionality with its newly installed luxury vinyl plank flooring and inviting layout. Enjoy the changing seasons from the heated cozy three seasons room, perfect for relaxing or entertaining. The property also features a heated

  Jill Friend Tarter Realty, Auction & Appraisals Co

  1496 E Washington St, Winchester, IN 47394
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  /21

  $167,000 Sold May 12, 2025

  • 1,508 Sq Ft
  • $111/SF
  • 2 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1956

  409 S Jackson St, Winchester, IN 47394

  Don't miss the chance to own this beautifully maintained 2-bedroom, 1.5-bath ranch home, complete with a versatile den that could easily serve as a third bedroom. Situated on a spacious corner lot in a welcoming neighborhood, this home offers the perfect blend of comfort and convenience, just a short walk from Willard Elementary School. Step inside to find a bright and open combo dining/living

  Andrew Sullivan Keller Williams Indpls Metro N

  409 S Jackson St, Winchester, IN 47394
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  /5

  $27,500 Sold May 09, 2025

  • Land
  • 0.51 Acre
  • $53,922 per Acre

  • 319 Days On Market

  109-113 Metz St, Winchester, IN 47394

  Come see this shovel-ready property that spans 0.51 acres and is primed for immediate development. This land provides the perfect canvas to bring your vision to life. Don't miss out on the chance to develop your dream project on this prime piece of real estate in Winchester.

  Jill Friend Tarter Realty Auction and Appraisal Company

  109-113 Metz St, Winchester, IN 47394
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  /18

  $164,000 Sold May 07, 2025

  • 1,588 Sq Ft
  • $103/SF
  • 52 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1882

  3517 W 400 N, Winchester, IN 47394

  A charming 2-bedroom, 1-bathroom home situated on 1.39 acres. Boasting 1,588 sq ft of spacious living, this property features an open kitchen and dining area - perfect for entertaining. Enjoy the comfort of a lovely front porch to relax on. The property also features a brand new roof and siding, ensuring durability and peace of mind for years to come. The attached garage provides convenient

  Jairo Correa RE/MAX Evolve

  3517 W 400 N, Winchester, IN 47394
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  /9

  $122,000 Sold Apr 30, 2025

  • 2,310 Sq Ft
  • $53/SF
  • 1 Day On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  515 W Franklin St, Winchester, IN 47394

  Being sold "as-is".

  Brody Tarter Re/Max Evolve

  515 W Franklin St, Winchester, IN 47394
• 

  

  /22

  $167,900 Sold Apr 29, 2025

  • 1,599 Sq Ft
  • $105/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  701 N Main St, Winchester, IN 47394

  This beautifully remodeled 4-bedroom, 2-bathroom home offers 1,599 sq ft of spacious living on a large corner lot. The home has been recently updated, showcasing stylish finishes and thoughtful design touches. Outside, you'll find a generous yard with plenty of space to relax. Plus, a detached garage provides ample storage or workspace. Don't miss out on this move-in-ready gem!

  Miranda Fields Re/Max Evolve

  701 N Main St, Winchester, IN 47394
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  /13

  $80,900 Sold Apr 25, 2025

  • 1,088 Sq Ft
  • $74/SF
  • 1 Day On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  709 E Short St, Winchester, IN 47394

  Check out this home in Winchester! This beautiful home offers modern comfort and style in a great location. With two spacious bedrooms and one well-appointed bathroom, this home provides the perfect blend of functionality and cozy living. The kitchen and living areas flow effortlessly, offering a bright, welcoming atmosphere. The home is equipped with a gas furnace and central air for

  Mark Tooley Tarter Realty, Auction & Appraisals Co

  709 E Short St, Winchester, IN 47394
• 

  

  /23

  $239,900 Sold Apr 23, 2025

  • 1,548 Sq Ft
  • $155/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1967

  5880 Indiana 32, Winchester, IN 47394

  Take a look at this beautifully remodeled 2 bedroom, 2 full bathroom brick ranch home that sits on a serene 1 acre lot, partially fenced and nestled alongside a peaceful creek. Thoughtfully designed, the home features a bright and inviting layout, sunroom, large windows that bring in plenty of natural light, and an efficient geothermal heating and cooling system. You’ll love the new cabinets,

  Jill Friend Tarter Realty Auction and Appraisal Company

  5880 Indiana 32, Winchester, IN 47394
• 

  

  /20

  $93,000 Sold Apr 14, 2025

  • 1,510 Sq Ft
  • $62/SF
  • 67 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1860

  2640 E 300 N, Winchester, IN 47394

  Welcome to your new slice of country living! Nestled on a spacious lot just minutes from downtown Winchester, this cozy home offers both comfort and potential. Currently tenant-occupied, this property will be vacant and ready for you to make it your own at closing. With a bit of TLC, this home could shine. Don’t miss out on the opportunity to own a piece of serene Indiana countryside.

  Stephen DiJulius St. Joseph Realty Group

  2640 E 300 N, Winchester, IN 47394
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  /16

  $158,000 Sold Apr 04, 2025

  • 1,196 Sq Ft
  • $132/SF
  • 1 Day On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  330 Westwood Dr, Winchester, IN 47394

  This beautifully updated 2 bed /1 bath home is ready for you to move in and enjoy! Step inside and be greeted by an inviting open floor plan, perfect for entertaining and everyday living. The spacious living area flows seamlessly into the updated kitchen, creating an airy atmosphere. You'll appreciate the numerous updates throughout, including new carpet and paint (inside and out), updated light

  Lucius Conner Viking Realty

  330 Westwood Dr, Winchester, IN 47394
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  /12

  $140,000 Sold Apr 01, 2025

  • 2,327 Sq Ft
  • $60/SF
  • 2 Days On Market

  • Built 1940

  223 W Franklin St, Winchester, IN 47394

  Cash flowing Triplex with detached garage that is also rented making 4 sources of incoming rents each month. Gross rents are $1,765.00 with long-term tenants in each unit.

  Brody Tarter Re/Max Evolve

  223 W Franklin St, Winchester, IN 47394
• 

  

  /20

  $189,900 Sold Mar 28, 2025

  • 1,220 Sq Ft
  • $156/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2025

  104 Sunset Dr, Winchester, IN 47394

  This stunning 2-bedroom, 2-bathroom condo offers modern living at its finest. It features an open floor plan, an attached 2-car garage, and a dedicated 7x9 office space—perfect for working from home or hobbies. The primary bedroom offers a private bathroom with a walk-in shower. Designed for comfort and practicality, this home is ideal for those seeking a low-maintenance lifestyle in a prime

  Paul Faddis Tarter Realty, Auction & Appraisals Co

  104 Sunset Dr, Winchester, IN 47394
• 

  

  /13

  $42,000 Sold Mar 19, 2025

  • 1,560 Sq Ft
  • $27/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  2482 N 130 W, Winchester, IN 47394

  Country home on 2.27 acres. 3 bedroom, 2 bath in need of some TLC. 2 Car detached garage

  DAVE TARTER Tarter Realty, Auction & Appraisals Co

  2482 N 130 W, Winchester, IN 47394
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  /6

  $150,000 Sold Mar 13, 2025

  • Land
  • 1.88 Acres
  • $79,787 per Acre

  • 137 Days On Market

  TBD Symmes Center Dr, Winchester, IN 47394

  Great location on a high traffic road with easy access to Highway 27 & Highway 32. This 1.88 +/- 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
• 

  

  /25

  $150,000 Sold Mar 11, 2025

  • 2,188 Sq Ft
  • $69/SF
  • 118 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1902

  525 S Meridian St, Winchester, IN 47394

  Ideally situated near Winchester's parks, schools and downtown, this spacious 4-bedroom home offers 3 bathrooms and numerous recent enhancements. Upgrades include a new roof on the house and garage, modern gutters and central air. The property retains its original charm with original hardwood floors, intricate woodwork and vintage pocket doors!

  Jairo Correa Re/Max Evolve

  525 S Meridian St, Winchester, IN 47394
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  /16

  $124,000 Sold Mar 07, 2025

  • 1,806 Sq Ft
  • $69/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  556 N East St, Winchester, IN 47394

  This 3-bedroom, 1.5-bathroom two-story home offers timeless charm and exciting potential. The main level features a primary bedroom, and a versatile layout ready to be tailored to your vision. Upstairs, you’ll find two spacious bedrooms with hardwood floors and an abundance of natural light, creating a warm and inviting atmosphere. Additional features include a 1-car garage with overhead storage,

  Paul Faddis Tarter Realty, Auction & Appraisals Co

  556 N East St, Winchester, IN 47394
• 

  

  /30

  $225,000 Sold Mar 07, 2025

  • 2,352 Sq Ft
  • $96/SF
  • 127 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1925

  892 S 125 E, Winchester, IN 47394

  Welcome home! Nestled on 2.24 acres, this charming four-bedroom, two-bathroom home offers both space and comfort. Enjoy year-round coziness with an updated AC unit, a wood-burning stove, and a reliable furnace. This property also features a barn and a couple of other nice outbuildings. The expansive lot provides plenty of room for outdoor activities, while the spacious interior is perfect for

  Jill Friend Tarter Realty, Auction & Appraisals Co

  892 S 125 E, Winchester, IN 47394
• 

  

  /3

  $10,750 Sold Mar 04, 2025

  • 615 Sq Ft
  • $17/SF
  • 1 Day On Market

  • 1 Bed
  • 1 Bath
  • Built 1900

  702 N West St, Winchester, IN 47394

  Investment Property

  Rahmed Paige F.C. Tucker Muncie, REALTORS

  702 N West St, Winchester, IN 47394
• 

  

  /28

  $261,000 Sold Mar 04, 2025

  • 1,576 Sq Ft
  • $166/SF
  • 198 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  1275 E 250 S, Winchester, IN 47394

  A must see! This beautiful newly renovated 3 bed, 2 bath home is move in ready! Country living sitting on 3 acres with only a short commute into town. The detached garage offers plenty of additional outdoor storage space.

  Edie Day F.C. Tucker/Crossroads Real Estate

  1275 E 250 S, Winchester, IN 47394
• 

  

  /14

  $109,900 Sold Mar 03, 2025

  • 1,089 Sq Ft
  • $101/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  447 E Elm St, Winchester, IN 47394

  This 2-bedroom, 1-bathroom home in Winchester offers charm and located only 1 minute from Baker Elementary! Offering cozy yet functional living, the home features an enclosed back porch, perfect for unwinding in any season. The spacious 24x20 detached two-car garage provides ample storage and workspace. Don’t miss this opportunity to own a delightful home in a prime location.

  Paul Faddis Tarter Realty Auction and Appraisal Company

  447 E Elm St, Winchester, IN 47394
• 

  /2

  $30,000 Sold Feb 27, 2025

  • Land
  • 0.24 Acre
  • $125,000 per Acre

  629 E Beech St, Winchester, IN 47394

  Affordable building lot with a large 40x20 2.5 car garage. Conveniently located on a corner lot. Call Tim @ 765-914-0994 for details.

  Tim Orr Coldwell Banker Lingle

  629 E Beech St, Winchester, IN 47394
• 

  

  /19

  $199,500 Sold Feb 27, 2025

  • 1,185 Sq Ft
  • $168/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1969

  609 Englewood Dr, Winchester, IN 47394

  Welcome to this beautifully updated 3-bedroom, 2-bath ranch-style home! Almost entirely remodeled, this home blends modern style with cozy comfort. The open and spacious living areas feature fresh finishes and stunning new luxury vinyl plank flooring throughout. The kitchen is equipped with high-quality cabinetry, offering ample storage, along with brand-new appliances—perfect for everyday living

  Jammie Michael Tarter Realty Auction and Appraisal Company

  609 Englewood Dr, Winchester, IN 47394
• 

  /2

  $35,000 Sold Feb 27, 2025

  • Land
  • 0.40 Acre
  • $87,500 per Acre

  • 7 Days On Market

  Lot 8 Huntsville Rd, Winchester, IN 47394

  Build your dream home on this ready-to-build lot located near the Winchester Golf Club. This spacious lot comes with utilities already in place, saving you time and money. Enjoy the perfect blend of tranquility and convenience, with nearby amenities, scenic views, and a welcoming community. Don’t miss this rare opportunity to create your ideal living space in one of Winchester’s most sought-after

  Paul Faddis Tarter Realty Auction and Appraisal Company

  Lot 8 Huntsville Rd, Winchester, IN 47394

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