Winchester, IN Homes

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  /38

  $189,900

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  214 E South St, Winchester, IN 47394

  Nicely updated home features a very sizable kitchen with ample cabinet space and extra-large island yet still has a formal dining room. Luxury vinyl plank and newer carpet throughout this 3-bedroom 2-bathroom home. Step outside onto a sizeable back deck measuring 24'x36' with an additional 5'x13' side deck overlooking Salt Creek. New tankless on-demand Gas Water Heater 2026, HVAC new in 2021,

  

  Gary Coats

  Flesher Brothers Auctioneering and Real Estate Inc

  214 E South St, Winchester, IN 47394
• 

  

  /2

  $750 Per Month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • 408 E North

  408 E North St, Winchester, IN 47394

  Two bedroom, one bath two-story duplex located near Ardagh. Will be available approximately Mid June.

  408 E North St, Winchester, IN 47394
• 

  

  

  /26

  $259,900

  Sold Dec 09, 2025

  2 Crestwood Dr, Winchester, IN 47394

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 2025

  Last Sold Summary

  • $158/SF
  • 1 Day On Market

  Last Listing Agent Brody Tarter RE/MAX Evolve

  2 Crestwood Dr, Winchester, IN 47394
• 

  

  

  /15

  Est $260,852

  Not Listed For Sale

  150 Sunset Dr, Winchester, IN 47394

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft
  • Built 2016

  150 Sunset Dr, Winchester, IN 47394

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Diana Martin NonMember MEIAR
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  /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.

  

  Kyle Tom

  Coldwell Banker Lingle

  924 Water View St, Winchester, IN 47394
• 

  

  /39

  $320,000

  Sold Jul 07, 2026

  889 S Huntsville Rd, Winchester, IN 47394

  • 3 Beds
  • 2.5 Baths
  • 2,096 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Below List Price
  • $153/SF
  • 108 Days On Market

  Current Estimated Value $323,028

  Last Listing Agent Jill Friend Tarter Realty, Auction & Appraisals Co

  889 S Huntsville Rd, Winchester, IN 47394
• 

  

  /33

  Est $181,545

  Not Listed For Sale

  3197 E 300 N, Winchester, IN 47394

  • 3 Beds
  • 1 Bath
  • 1,324 Sq Ft
  • Built 1908

  3197 E 300 N, Winchester, IN 47394

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Jammie Michael Tarter Realty Auction and Appraisal Company
• 

  

  /16

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  521 S Clem St, Winchester, IN 47394

  New roof, facia, gutters, gutter helmet, windows and flooring in this 3 bedroom, 2 bathroom Ranch home with 1960 sq. ft. of living space that features an extra large master suite. The gas log fireplace is a functional focal point to enjoy. Nestled between Willard school and Winchester's Gaslight addition. Electric Water Heater is Rented.

  

  Gary Coats

  Flesher Brothers Auctioneering and Real Estate Inc

  521 S Clem St, Winchester, IN 47394
• 

  

  /14

  $124,500

  Sold Jun 24, 2026

  811 S Hemlock Trail, Winchester, IN 47394

  • 3 Beds
  • 1.5 Baths
  • 1,168 Sq Ft
  • Built 1978

  Last Sold Summary

  • 8% Below List Price
  • $107/SF
  • 14 Days On Market

  Current Estimated Value $135,839

  Last Listing Agent Jill Friend Tarter Realty Auction and Appraisal Company

  811 S Hemlock Trail, Winchester, IN 47394
• 

  

  /29

  Est $272,836

  Not Listed For Sale

  635 E 225 N, Winchester, IN 47394

  • 3 Beds
  • 2 Baths
  • 2,027 Sq Ft
  • Built 1860

  635 E 225 N, Winchester, IN 47394

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Paul Faddis Tarter Realty Auction and Appraisal Company
• 

  

  /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

  

  Kyle Tom

  Coldwell Banker Lingle

  919 Water View St, Winchester, IN 47394
• 

  

  /30

  $235,000

  Sold Oct 14, 2025

  601 W Franklin St, Winchester, IN 47394

  • 3 Beds
  • 2.5 Baths
  • 2,202 Sq Ft
  • Built 1934

  Last Sold Summary

  • 10% Below List Price
  • $107/SF
  • 25 Days On Market

  Current Estimated Value $217,268

  Last Listing Agent Mark Tooley Tarter Realty, Auction & Appraisals Co

  601 W Franklin St, Winchester, IN 47394
• 

  

  /25

  Est $294,280

  Not Listed For Sale

  5301 W 400 N, Winchester, IN 47394

  • 4 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1890

  5301 W 400 N, Winchester, IN 47394

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Curtis Cunningham Wagner Auctioneering & Real Estate
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  /37

  $119,900

  $15K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  1424 E Greenville Pike, Winchester, IN 47394

  1/2 Acre rural listing just outside the city limits of Winchester featuring hardwood floors, 2 bedrooms, 1 bathroom with attached garage, New carpet in the Great Room. Clean move-in ready condition with Refrigerator, Electric Range, Washer and Dryer included. Forced Air Propane Furnace replaced 7 years ago.

  

  Gary Coats

  Flesher Brothers Auctioneering and Real Estate Inc

  1424 E Greenville Pike, Winchester, IN 47394
• 

  

  /50

  $545,000

  Sold Jul 31, 2026

  4622 N US Highway 27, Winchester, IN 47394

  • 6 Beds
  • 3.5 Baths
  • 3,063 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $178/SF
  • 2 Days On Market

  Current Estimated Value $308,072

  Last Listing Agent Paul Faddis Tarter Realty, Auction & Appraisals Co

  4622 N US Highway 27, Winchester, IN 47394
• 

  

  /13

  Est $184,289

  Not Listed For Sale

  3587 W 500 S, Winchester, IN 47394

  • 4 Beds
  • 1 Bath
  • 1,988 Sq Ft
  • Built 1880

  3587 W 500 S, Winchester, IN 47394

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Brody Tarter Re/Max Evolve
• 

  /2

  $3,043,656

  • Land
  • 161 Acres
  • $18,905 per Acre

  US Highway 27, Winchester, IN 47394

  Discover an exceptional 161-acre land offering located at the northwest corner of US Hwy 27 and W 300 N in Section 5 of White River Township, Randolph County, Indiana. With a proven cash-rent history and quality tillable ground, this tract presents an excellent opportunity for farmers, investors, or those seeking a significant land holding in a desirable location.

  Dustin Leis Leis Realty

  US Highway 27, Winchester, IN 47394
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  /30

  $169,900

  Sold Jul 10, 2026

  622 W South St, Winchester, IN 47394

  • 4 Beds
  • 2 Baths
  • 2,256 Sq Ft
  • Built 1952

  Last Sold Summary

  • 3% Below List Price
  • $75/SF
  • 242 Days On Market

  Current Estimated Value $173,542

  Last Listing Agent Matt Tarter Tarter Realty Auction & Apprai

  622 W South St, Winchester, IN 47394
• 

  

  /20

  Est $191,492

  Not Listed For Sale

  3928 W 300 S, Winchester, IN 47394

  • 3 Beds
  • 1 Bath
  • 2,244 Sq Ft
  • Built 1900

  3928 W 300 S, Winchester, IN 47394

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Matt Tarter Tarter Realty, Auction & Appraisals Co
• 

  

  /20

  $89,900

  $10K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 1,085 Sq Ft

  134 E Carl St, Winchester, IN 47394

  AFFORDABLE 2 bedroom, 1 bathroom home in Winchester. Attached garage, central air, and lots of recent improvements! Improvements include new flooring, paint, and countertops.

  Brody Tarter RE/MAX Evolve

  134 E Carl St, Winchester, IN 47394
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  /2

  $20,000

  Sold Sep 17, 2025

  St Rd Indiana 32, Winchester, IN 47394

  • Land
  • 1.89 Acres
  • $10,582 per Acre

  Last Sold Summary

  • 43% Below List Price
  • 9 Days On Market

  Last Listing Agent Paul Faddis Tarter Realty Auction and Appraisal Company

  St Rd Indiana 32, Winchester, IN 47394
• 

  

  /7

  Est $73,291

  Not Listed For Sale

  1319 W 500 S, Winchester, IN 47394

  • 4 Beds
  • Built 1890

  1319 W 500 S, Winchester, IN 47394

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Paul Faddis Tarter Realty Auction and Appraisal Company
• 

  

  /22

  $179,900

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  509 S Oak St, Winchester, IN 47394

  Welcome home to this inviting 3-bedroom, 1-bath home featuring spacious rooms and plenty of room to live and entertain. Enjoy the convenience of an attached garage, plus a fenced pet area for four-legged family members. Beautiful curb appeal welcomes you from the moment you arrive, making this a home you won’t want to miss!

  Jairo Correa RE/MAX Evolve

  509 S Oak St, Winchester, IN 47394
• 

  

  /14

  $135,000

  Sold Apr 16, 2026

  625 N West St, Winchester, IN 47394

  • 4 Beds
  • 1 Bath
  • 1,588 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $85/SF
  • 20 Days On Market

  Current Estimated Value $134,917

  Last Listing Agent Jammie Michael Tarter Realty Auction and Appraisal Company

  625 N West St, Winchester, IN 47394
• 

  

  /35

  Est $330,898

  Not Listed For Sale

  2468 S Us Highway 27, Winchester, IN 47394

  • 4 Beds
  • 2 Baths
  • 2,272 Sq Ft
  • Built 1900

  2468 S Us Highway 27, Winchester, IN 47394

  Last Sold Summary

  • 223 Days On Market

  Last Listing Agent Gary Coats Flesher Brothers Auctioneering & Real Estate Inc.
• 

  

  /29

  $174,900

  $10K PRICE DROP Pending

  • 3 Beds
  • 1.5 Baths
  • 1,589 Sq Ft

  420 E Fourth St, Winchester, IN 47394

  Welcome home to this charming 3-bedroom, 1.5-bath home with a 1-car garage and a spacious, fully fenced backyard that's perfect for pets, kids, or entertaining. Step inside to a generous living room featuring a cozy fireplace, offering plenty of space to relax, entertain, or gather with family and friends. One of this home's biggest highlights is its unbeatable location! Situated on the same road

  J. Bryan Barnett Seymour House of Realty

  420 E Fourth St, Winchester, IN 47394
• 

  

  /32

  $205,000

  Sold Aug 04, 2026

  809 S Pine View Ln, Winchester, IN 47394

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Above List Price
  • $126/SF
  • 5 Days On Market

  Current Estimated Value $208,178

  Last Listing Agent Paul Faddis Tarter Realty, Auction & Appraisals Co

  809 S Pine View Ln, Winchester, IN 47394
• 

  

  /28

  Est $254,563

  Not Listed For Sale

  1275 E 250 S, Winchester, IN 47394

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • Built 1960

  1275 E 250 S, Winchester, IN 47394

  Last Sold Summary

  • 198 Days On Market

  Last Listing Agent Edie Day F.C. Tucker/Crossroads Real Estate
• 

  

  /22

  $29,900

  $20K PRICE DROP Pending

  • 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
• 

  

  /4

  $45,000

  Sold May 08, 2026

  TBD W 500 N, Winchester, IN 47394

  • Land
  • 2.38 Acres
  • $18,908 per Acre

  Last Sold Summary

  • 36% Below List Price
  • 189 Days On Market

  Last Listing Agent Paul Faddis Tarter Realty, Auction & Appraisals Co

  TBD W 500 N, Winchester, IN 47394
• 

  

  /35

  Est $297,542

  Not Listed For Sale

  1088 E 250 S, Winchester, IN 47394

  • 3 Beds
  • 1.5 Baths
  • 2,415 Sq Ft
  • Built 1870

  1088 E 250 S, Winchester, IN 47394

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Chandra Falcone Better Homes and Gardens First Realty Group
• 

  

  /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
• 

  

  /18

  $69,900

  Sold Aug 11, 2026

  508 N West St, Winchester, IN 47394

  • 2 Beds
  • 1 Bath
  • 1,086 Sq Ft
  • Built 1900

  Last Sold Summary

  • 13% Below List Price
  • $64/SF
  • 188 Days On Market

  Current Estimated Value $73,884

  Last Listing Agent Jill Friend Tarter Realty Auction and Appraisal Company

  508 N West St, Winchester, IN 47394
• 

  

  /29

  Est $328,533

  Not Listed For Sale

  4180 E Greenville Pike, Winchester, IN 47394

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 2024

  4180 E Greenville Pike, Winchester, IN 47394

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Brody Tarter Re/Max Evolve
• 

  

  /9

  $299,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft

  1956 E 200 S, Winchester, IN 47394

  Country home with 3 bedrooms, 2 full bathrooms. Nice detached garage, pole building all sitting on an acre just outside of Winchester.

  Brody Tarter RE/MAX Evolve

  1956 E 200 S, Winchester, IN 47394
• 

  

  /39

  $230,000

  Sold Aug 25, 2026

  312 W South St, Winchester, IN 47394

  • 4 Beds
  • 2.5 Baths
  • 2,536 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $91/SF
  • 2 Days On Market

  Current Estimated Value $238,845

  Last Listing Agent Jill Friend Tarter Realty Auction and Appraisal Company

  312 W South St, Winchester, IN 47394
• 

  

  /17

  Est $330,273

  Not Listed For Sale

  1687 S 300 E, Winchester, IN 47394

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft
  • Built 1900

  1687 S 300 E, Winchester, IN 47394

  Last Sold Summary

  • 109 Days On Market

  Last Listing Agent Paul Faddis Tarter Realty, Auction & Appraisals Co
• 

  

  /22

  $89,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 894 Sq Ft

  420 N West St, Winchester, IN 47394

  2BR/1BA home in Winchester featuring a welcoming front living room that flows through to the dining room and open kitchen with a laundry area. A full bath sits just off the dining room, and two connected bedrooms await upstairs. Close to town amenities and a great fit as a starter home or rental.

  Paul Faddis Tarter Realty Auction and Appraisal Company

  420 N West St, Winchester, IN 47394
• 

  

  /14

  $84,900

  Sold Nov 04, 2025

  524 N Oak St, Winchester, IN 47394

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1939

  Last Sold Summary

  • $80/SF
  • 11 Days On Market

  Current Estimated Value $89,721

  Last Listing Agent Jill Friend Tarter Realty, Auction & Appraisals Co

  524 N Oak St, Winchester, IN 47394
• 

  

  /28

  Est $329,486

  Not Listed For Sale

  1775 S Bloomingsport Rd, Winchester, IN 47394

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1920

  1775 S Bloomingsport Rd, Winchester, IN 47394

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Jill Friend Tarter Realty, Auction & Appraisals Co

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