Homes for Sale near Winchester Community High School

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  /36

  $84,900

  • 2 Beds
  • 1 Bath
  • 1,384 Sq Ft

  613 S Main St, Winchester, IN 47394

  This 2 bedroom home could become a 3 bedroom by converting the attic space which already has a dedicated stairway. Metal roof is less than 3 years of age. Vinyl windows updated in last 5 years. Newer gas furnace. Front porch brick recently tuck pointed.

  

  Gary Coats

  Flesher Brothers Auctioneering and Real Estate Inc

  (765) 417-4158

  613 S Main St, Winchester, IN 47394
• 

  

  

  /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

  (765) 562-8784

  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.

  

  Kyle Tom

  Coldwell Banker Lingle

  (765) 739-3258

  924 Water View St, Winchester, IN 47394
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  /33

  $189,900

  • 2 Beds
  • 2 Baths
  • 1,364 Sq Ft

  162 Sunset Dr, Winchester, IN 47394

  New Roof and Gutters, Windows and Screens, Attic Insulation, Garage Door and Siding. Freshly painted interior (including garage) and carpet cleaning. This unit features a Sun Room overlooking a pond.

  

  Gary Coats

  Flesher Brothers Auctioneering & Real Estate Inc.

  (765) 737-2529

  162 Sunset Dr, Winchester, IN 47394
• 

  

  

  /23

  $219,900

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  501 N Maple St, Winchester, IN 47394

  Charming 3-bed, 2-bath brick ranch situated on a spacious oversized corner lot. This home offers great curb appeal and a functional layout, featuring an updated master suite with its own bathroom and walk-in closet. Enjoy the fenced backyard - perfect for pets, play or entertaining - plus the convenience of an attached 1.5-car garage. Lovingly cared for by the same family for over 25 years, this

  Jairo Correa Re/Max Evolve

  501 N Maple St, Winchester, IN 47394
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  /18

  $219,900

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  742 S Huntsville Rd, Winchester, IN 47394

  Welcome to this beautifully updated 3-bedroom, 2-bath home in Winchester! This move-in ready property offers a well-designed floor plan with modern updates throughout. You’ll love the ample storage, large backyard perfect for gatherings or gardening, and the convenience of an attached garage. With its blend of comfort, style, and functionality, this home is ready for its next owner. Don’t miss

  Jammie Michael Tarter Realty Auction and Appraisal Company

  742 S Huntsville Rd, Winchester, IN 47394
• 

  

  /16

  $139,900

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  424 E South St, Winchester, IN 47394

  Nicely updated 2 bedroom, 1 bathroom home in Winchester. This property offers a comfortable layout with recent improvements throughout and a spacious fenced in yard. Conveniently located near town amenities, it’s move-in ready and waiting for its new owner.

  Jill Friend Tarter Realty Auction and Appraisal Company

  424 E South St, Winchester, IN 47394
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  /18

  $174,900

  • 3 Beds
  • 1 Bath
  • 1,257 Sq Ft

  2588 N Old Highway 27, Winchester, IN 47394

  3-bedroom, 1-bath home featuring numerous recent updates, including fresh paint, new flooring, roof, well pump, and kitchen counters. The home offers a functional layout with two main-level bedrooms and a spacious open upstairs area for the third bedroom, complete with closets in each room. Outside, enjoy a detached garage, additional storage shed, and a generous open backyard.

  Paul Faddis Tarter Realty Auction and Appraisal Company

  2588 N Old Highway 27, Winchester, IN 47394
• 

  

  /19

  $139,900

  • 2 Beds
  • 1 Bath
  • 1,370 Sq Ft

  232 E Washington St, Winchester, IN 47394

  2-bedroom, 1-bath home in Winchester featuring a spacious living room with electric fireplace, dining room, large utility room, and an office. Enjoy the porch, 1-car detached garage, and a chain-linked fenced backyard.

  Paul Faddis Tarter Realty Auction and Appraisal Company

  232 E Washington St, Winchester, IN 47394
• 

  

  /26

  $154,900

  • 4 Beds
  • 1 Bath
  • 1,864 Sq Ft

  410 E Thompson St, Winchester, IN 47394

  Welcome to 410 Thompson Street! This charming home offers 3-4 bedrooms, 1 bathroom and 1,864 sq ft of living space with spacious rooms throughout. Enjoy the outdoors with a large back deck, a fully fenced backyard with vinyl fencing and a detached garage for extra storage or parking. With its versatile layout and inviting features, this property is ready for you to make it your own.

  Jairo Correa Re/Max Evolve

  410 E Thompson St, Winchester, IN 47394
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  /10

  $169,900

  • 3 Beds
  • 1.5 Baths
  • 1,196 Sq Ft

  1249 E Greenville Pike, Winchester, IN 47394

  Ranch home sitting just outside of Winchester on a large lot. 3 bedrooms, 1.5 bathroom with attached garage. Nicely updated kitchen, flooring and vinyl windows. Additional sheds for storage. Concrete driveway, central air and new gas furnace. Affordable utility bills.

  Brody Tarter RE/MAX Evolve

  1249 E Greenville Pike, Winchester, IN 47394
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  /26

  $195,000

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  171 S Ball St, Winchester, IN 47394

  This 3-bedroom, 2.5-bath home sits on just over half an acre and offers the perfect balance of country charm and modern updates. The original attached garage has been converted into a spacious master suite, giving you plenty of room to relax and unwind. The home features a newer roof, comfortable living spaces, and a spa addition at the back of the house—ideal for year-round enjoyment. Outside,

  Emily Williams Re/Max Evolve

  171 S Ball St, Winchester, IN 47394
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  /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
• 

  

  /19

  $158,000

  • 3 Beds
  • 1 Bath
  • 1,704 Sq Ft

  1446 Harbours Woodland Ct, Winchester, IN 47394

  Take a look at this beautiful home nestled in a serene neighborhood just outside of Winchester. The main floor features a spacious primary bedroom for added convenience, while two additional bedrooms upstairs provide plenty of room for family or guests. Outside, you’ll love the detached garage and barn—perfect for storage, hobbies, or extra space. Whether you're enjoying the peaceful surroundings

  Jammie Michael Tarter Realty Auction and Appraisal Company

  1446 Harbours Woodland Ct, Winchester, IN 47394
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  /38

  $218,000

  • 5 Beds
  • 2 Baths
  • 2,349 Sq Ft

  544 N Main St, Winchester, IN 47394

  Beautifully Remodeled 5-Bedroom Home – Move-In Ready! This fully renovated 5-bed, 2-bath home features new electrical, plumbing, HVAC, and stylish updates throughout. Enjoy a spacious layout with modern finishes, an eat-in kitchen with all new stainless steel appliances, and a large master on main level. A detached garage will be completed shortly. Bonus: Seller offers in-house financing with

  Brody Tarter Re/Max Evolve

  544 N Main St, Winchester, IN 47394
• 

  

  /19

  $139,900

  • 4 Beds
  • 1 Bath
  • 2,080 Sq Ft

  105 S Portland St, Ridgeville, IN 47380

  Plenty of space inside and out with this 4-bedroom home in a quiet small-town setting! Enjoy a huge living room, updated vinyl flooring in part of the home, and a roomy kitchen with tons of cabinet space. Relax on the covered front porch or take advantage of the large backyard with mature trees. The fully insulated two-car garage with a metal roof is perfect for hobbies or extra storage. Ready

  Curtis Cunningham Wagner Auctioneering and Real Estate

  105 S Portland St, Ridgeville, IN 47380
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  /23

  $178,000

  • 3 Beds
  • 1 Bath
  • 1,746 Sq Ft

  300 S Evans St Unit Saratoga, Winchester, IN 47394

  Charming Home with a Countryside Feel! Experience the warmth of small-town living with a touch of countryside tranquility at 300 S. Evans Street, Saratoga, Indiana. Conveniently located near local favorites like Manning Pizza and Subs and Saratoga Park, this home is also just a short drive from both Union City and Winchester—offering the perfect blend of peaceful living and accessibility. Step

  Karin Barga EB Real Estate

  300 S Evans St Unit Saratoga, Winchester, IN 47394
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  /44

  $178,000

  • 3 Beds
  • 1 Bath

  300 S Evans St, Winchester, IN 47394

  Charming Home with a Countryside Feel! Experience the warmth of small-town living with a touch of countryside tranquility at 300 S. Evans Street, Saratoga, Indiana. Conveniently located near local favorites like Manning Pizza and Subs and Saratoga Park, this home is also just a short drive from both Union City and Winchester—offering the perfect blend of peaceful living and accessibility.Step

  Karin Barga EB Real Estate

  300 S Evans St, Winchester, IN 47394
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  /16

  $149,900

  • 2 Beds
  • 1 Bath
  • 1,636 Sq Ft

  627 S Main St, Winchester, IN 47394

  This beautifully remodeled 2-bedroom, 1-bathroom home offers a perfect blend of classic charm and modern upgrades. Fresh paint and new flooring run throughout the home, creating a clean and inviting atmosphere. The layout includes both a comfortable living room and an adjacent family room, providing flexible space for relaxing or entertaining. The spacious kitchen features plenty of room for

  Paul Faddis Tarter Realty, Auction & Appraisals Co

  627 S Main St, Winchester, IN 47394
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  /13

  $29,900

  • 2 Beds
  • 1 Bath
  • 938 Sq Ft

  105 N Sheridan St, Ridgeville, IN 47380

  Charming Small-Town Opportunity! This 2-bedroom, 1-bath home in Sheridan offers 938 sq ft of living space with a layout full of potential. Built in 1890, the property features the character of an older home and is ready for updates to make it shine again. Ideal as an affordable residence or an investment opportunity, this home is located in quiet Randolph County with small-town appeal. Bring your

  Brad Taflinger Taflinger Real Estate Group

  105 N Sheridan St, Ridgeville, IN 47380
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  /14

  $59,900

  • 2 Beds
  • 1.5 Baths
  • 1,648 Sq Ft

  603 S Stone St, Winchester, IN 47394

  2–3 bedroom, 2 bathroom home on a corner lot in Winchester. Features include spacious rooms, a flexible layout with potential for an additional bedroom or office, and an inviting floor plan for everyday living.

  Jill Friend Tarter Realty Auction and Appraisal Company

  603 S Stone St, Winchester, IN 47394
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  /5

  $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
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  /15

  $109,900

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  607 N Portland St, Ridgeville, IN 47380

  Come see this newly remodeled 2 bedroom, 1 bathroom home in Ridgeville. Updates include new flooring, updated kitchen, and fresh paint. Features a gas furnace, storage shed, and walk-up attic space that could be used for additional storage or potential living space.

  Jill Friend Tarter Realty Auction and Appraisal Company

  607 N Portland St, Ridgeville, IN 47380
• 

  

  /16

  $84,900

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  215 Best Ave, Winchester, IN 47394

  3 bedroom, 2 bathroom home with approximately 1,280 square feet of living space, this two story property features a main level primary suite with walk-in closet and an updated full bath. Two additional bedrooms with a second full bath upstairs. The compact lot is easy to maintain while still providing room for outdoor enjoyment.

  Don Hall Re/Max Evolve

  215 Best Ave, Winchester, IN 47394
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  /8

  $34,900

  • 3 Beds
  • 1 Bath
  • 1,391 Sq Ft

  410 S High St, Winchester, IN 47394

  This 3-bedroom, 1-bath home is full of potential and ready for your vision! In addition to the main living areas, the home features a flexible space that could be used as an office or hobby room. The spacious backyard is perfect for outdoor activities, gardening, or simply relaxing, and it includes an outbuilding for extra storage. Conveniently located close to Willard Elementary and the

  Paul Faddis Tarter Realty Auction and Appraisal Company

  410 S High St, Winchester, IN 47394
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  /17

  $115,000

  • 6,142 Sq Ft

  118 S Walnut St, Ridgeville, IN 47380

  Investor’s dream in downtown Ridgeville! This building features two newly renovated 2BR/1BA apartments currently rented for $550 & $600/mo, each with laundry hookups and new electric furnaces (leases available). Main level includes a former retail space with working restroom and a 3BR/1.5BA apartment in need of renovation. Upstairs offers 2,000+ sq ft of storage with great potential. Don’t miss

  Jill Friend Tarter Realty, Auction & Appraisals Co

  118 S Walnut St, Ridgeville, IN 47380
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  /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 & Appraisals Co

  500 W North St, Winchester, IN 47394
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  /16

  $179,900

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

  170 Sunset Dr, Winchester, IN 47394

  This thoughtfully designed 2 bedroom, 2 bathroom condo offers a spacious living room that opens to a private back patio, a 2-car garage with a convenient utility closet, and an easy layout that’s ideal for everyday living. Located in Summers Pointe, just across from Walmart and close to local restaurants, shops, and gas stations — everything you need is right nearby.

  Paul Faddis Tarter Realty Auction and Appraisal Company

  170 Sunset Dr, Winchester, IN 47394
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  /25

  $395,000

  • 3 Beds
  • 2.5 Baths
  • 1,568 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 walk-in 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

  Paul Faddis Tarter Realty Auction and Appraisal Company

  1041 S Huntsville Rd, Winchester, IN 47394
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  /2

  $25,250

  • Land
  • 0.26 Acre
  • $97,115 per Acre

  418 N Union St, Winchester, IN 47394

  Build your dream property in the heart of Winchester! This vacant lot offers the perfect opportunity for new construction. Conveniently located near the high school, pool and park, this lot provides easy access to everything the community has to offer. Public utilities available. Don’t miss this chance to invest in a prime area with great potential!

  Jammie Michael Tarter Realty Auction and Appraisal Company

  418 N Union St, Winchester, IN 47394
• 

  

  /19

  $87,000

  • 4 Beds
  • 1 Bath
  • 1,886 Sq Ft

  516 N Meridian St, Winchester, IN 47394

  This spacious 4-bedroom, 1-bathroom home offers endless potential for the right buyer looking to put their personal touch on a fixer-upper. Situated on a generously sized lot, this property is perfect for those who value space and opportunity. The large backyard offers room for expansion, outdoor entertaining, or gardening. Inside, you'll find a classic layout with four well-sized bedrooms,

  Sarah Wagner F.C. Tucker Company

  516 N Meridian St, Winchester, IN 47394
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  /7

  $6,900

  605 Pierce St, Ridgeville, IN 47380

  Check out this 1 bed, 1 bath home in Ridgeville!

  Mark Tooley Tarter Realty Auction and Appraisal Company

  605 Pierce St, Ridgeville, IN 47380
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  /7

  $6,900

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  605 Pierce St, Ridgeville, IN 47380

  Check out this 1 bed, 1 bath home in Ridgeville!

  Mark Tooley Tarter Realty Auction and Appraisal Company

  605 Pierce St, Ridgeville, IN 47380
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  /3

  $249,900

  • 4,906 Sq Ft

  Multiple Adresses Unit See Remarks, Winchester, IN 47394

  Properties Included 803 S Beeson Winchester, IN 10050347 $79,900 216 N Vine St Muncie, IN 10050350 $99,900 1901 N Turner St Muncie, IN 10050346 $70,000

  BRIAN INGLE FC Tucker Richmond

  Multiple Adresses Unit See Remarks, Winchester, IN 47394
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  /9

  $64,900

  • 2 Beds
  • 1 Bath
  • 1,674 Sq Ft

  803 S Beeson Dr, Winchester, IN 47394

  Welcome to 803 South Beeson, Winchester, Indiana, a charming property that offers both comfort and potential. This home features two bedrooms, with two additional rooms that can be converted into bedrooms, providing flexible living space for your needs. It also includes one bathroom and boasts a nice, large backyard that is fenced in, perfect for outdoor activities and gatherings. With its

  BRIAN INGLE FC Tucker Richmond

  803 S Beeson 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
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  /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
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  /3

  $32,000

  • Land
  • 0.34 Acre
  • $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
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  /2

  $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
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  /2

  $35,000

  • Land
  • 0.36 Acre
  • $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

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