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Homes for Sale near Winchester Community High School

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  • /43

    $139,900

    • 2 Beds
    • 2 Baths
    • 1,764 Sq Ft

    326 S Meridian St, Winchester, IN 47394

    This classic home features 2 bedrooms with the possibility of a 3rd and 2 full bathrooms, 1 on each level. This house really does feel like home with the warm hardwood floors, classic woodwork, and inviting front porch. The den could be used as a bedroom on the main level. The owners have invested $50k+ in this home since purchasing it to remodel and upgrade, so now it is move in ready for you!

    Agent Photo

    Matt Glentzer

    Re/Max Evolve

    (765) 790-5248

    326 S Meridian St, Winchester, IN 47394
  • /17

    $49,900

    • 3 Beds
    • 2 Baths
    • 1,843 Sq Ft

    113 E Main St, Saratoga, IN 47382

    Spacious fixer upper on a corner lot in downtown Saratoga was most recently a rental property. Roof was replaced in 2020

    Agent Photo

    Gary Coats

    Flesher Brothers Auctioneering and Real Estate Inc

    (765) 389-6266

    113 E Main St, Saratoga, IN 47382
  • /36

    $309,000

    • 4 Beds
    • 1 Bath
    • 2,492 Sq Ft

    2980 S 225 E, Winchester, IN 47394

    Discover the perfect blend of historic charm and rural comfort in this beautifully maintained 1900 farmhouse, offering 2,492 finished sq. ft. of inviting living space. Resting on 3.34 acres, this property is ideal for anyone seeking privacy, space, and a true country-living experience. The home features 4 bedrooms, including a spacious main-level primary suite. Upstairs, one of the bedrooms

    Agent Photo

    Jerrett Flesher

    Flesher Brothers Auctioneering and Real Estate Inc

    (765) 754-4088

    2980 S 225 E, Winchester, IN 47394
  • /23

    $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
  • /15

    $129,900

    • 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
  • /23

    $220,000

    • 3 Beds
    • 1 Bath
    • 1,848 Sq Ft

    684 E 225 N, Winchester, IN 47394

    Discover this 3 bedroom, 1 bathroom farmhouse offering 1,848 square feet of living space, perfectly situated on just under 6 acres. This property is thoughtfully set up for livestock and outdoor living, combining country charm with updates. The home features dual heating, a newer refrigerator and dishwasher, new kitchen flooring (October 2025), and the metal roof was installed in 2019. Outdoor

    Jill Friend Tarter Realty Auction and Appraisal Company

    684 E 225 N, Winchester, IN 47394
  • /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
  • /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
  • /18

    $89,900

    • 3 Beds
    • 1 Bath
    • 1,383 Sq Ft

    208 S Portland St, Ridgeville, IN 47380

    Charming 3–4 bedroom home in the peaceful town of Ridgeville! Situated on three lots, this property offers plenty of outdoor space and a detached garage. The home features beautiful original woodwork that adds character and warmth throughout. A full basement with easy-access stairs provides excellent storage . A wonderful opportunity to enjoy small-town living with timeless charm.

    Matt Tarter Tarter Realty Auction and Appraisal Company

    208 S Portland St, Ridgeville, IN 47380
  • /9

    $69,900

    • 2 Beds
    • 1 Bath
    • 1,076 Sq Ft

    230 W South St, Winchester, IN 47394

    2 bedroom, 1 bathroom home in Winchester

    Brody Tarter RE/MAX Evolve

    230 W South St, Winchester, IN 47394
  • /44

    $160,000

    • 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
  • /13

    $19,900

    • 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 The Taflinger Real Estate Group

    105 N Sheridan St, Ridgeville, IN 47380
  • /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
  • /21

    $94,900

    • 2 Beds
    • 1 Bath
    • 948 Sq Ft

    315 W Orange St, Winchester, IN 47394

    Step inside this beautifully remodeled 1.5-story home and fall in love with the modern updates and low-maintenance living. Every detail has been thoughtfully renovated --featuring new flooring, windows, siding, appliances, plumbing, and updated electrical throughout. The spacious kitchen has been completely remodeled and shines with new finishes and fixtures, perfect for home-cooked meals and

    Dean Retz Coldwell Banker Lingle

    315 W Orange St, Winchester, IN 47394
  • /4

    $69,900

    • Land
    • 2.38 Acres
    • $29,370 per Acre

    TBD W 500 N, Winchester, IN 47394

    2.38 acres located just north of IN-32 in Randolph County. The property includes a livestock barn with a hay loft and open ground. With its convenient location and versatile layout, this land offers plenty of potential for it's next owner.

    Paul Faddis Tarter Realty Auction and Appraisal Company

    TBD W 500 N, Winchester, IN 47394
  • /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
  • /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
  • /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
  • /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
  • /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
  • /21

    $184,900

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

    122 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.

    Jill Friend Tarter Realty Auction and Appraisal Company

    122 Sunset Dr, Winchester, IN 47394
  • /20

    $90,000

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    2929 W 800 N, Ridgeville, IN 47380

    Pete Shawver Shawver Auctioneering & Real Estate

    2929 W 800 N, Ridgeville, IN 47380
  • /25

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,388 Sq Ft

    28 Stonebridge Dr, Winchester, IN 47394

    Beautifully updated 2-bed, 2-bath condo featuring an open floor plan, modern finishes and abundant natural light. The master suite includes custom closets and a private full bath. Enjoy cooking in the stylish kitchen with stainless steel appliances. An attached 2-car garage provides added convenience and storage. Move-in ready and perfectly designed for low-maintenance living!

    Jairo Correa RE/MAX Evolve

    28 Stonebridge Dr, Winchester, IN 47394
  • /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
  • /23

    $160,000

    • 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
  • /15

    $99,900

    • 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 & Appraisals Co

    607 N Portland St, Ridgeville, IN 47380
  • /24

    $139,900

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft

    114 E Orange St, Winchester, IN 47394

    Updated home in Winchester with 3 bedrooms, 1 bathroom and an attached garage. Roof, siding and windows have all been recently replaced. Big kitchen with newer cabinets, appliances and flooring. USDA, FHA and VA buyers are welcomed.

    Brody Tarter RE/MAX Evolve

    114 E Orange St, Winchester, IN 47394
  • /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
  • /18

    $164,900

    • 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
  • /28

    $269,900

    • 3 Beds
    • 2 Baths
    • 2,606 Sq Ft

    504 S Meridian St, Winchester, IN 47394

    NEW, NEW, NEW! Beautifully remodeled throughout, this move-in-ready home offers modern style and exceptional space. Step inside to a welcoming foyer that opens to a large living room, a separate dining room and a versatile office/bedroom. The updated kitchen sits conveniently next to a dedicated laundry room and a full bathroom completes the main level. Upstairs features two bright bedrooms and a

    Jairo Correa RE/MAX Evolve

    504 S Meridian St, Winchester, IN 47394
  • /25

    $374,900

    • 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 and Appraisal Company

    1041 S Huntsville Rd, Winchester, IN 47394
  • /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
  • /23

    $214,900

    • 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
  • /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
  • /23

    $119,900

    • 2 Beds
    • 1 Bath
    • 1,014 Sq Ft

    625 E Beech St, Winchester, IN 47394

    Charming 2 bedroom, 1 bath home featuring a welcoming covered front deck and a back deck. The property also includes a detached 2-car garage, offering ample parking and storage. There's main floor laundry in the spacious bathroom as well. Enjoy the large backyard with an additional concrete patio, ideal for gatherings or relaxing outdoors. A must-see home that combines comfort and convenience!

    Heather Clemmons Starr Real Estate LLC

    625 E Beech St, Winchester, IN 47394
  • /26

    $129,900

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    6893 N US Highway 27, Ridgeville, IN 47380

    Recently remodeled 3-bedroom, 2-bathroom home featuring an open-concept layout and an inviting electric fireplace. The eat-in kitchen offers plenty of space for gatherings, while the large bonus room adds versatility for a home office, playroom or extra living area. Enjoy the generous lot, perfect for outdoor activities, gardening or future expansion. The primary suite includes a private bathroom

    Jairo Correa Re/Max Evolve

    6893 N US Highway 27, Ridgeville, IN 47380
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