3,671

Randolph, IN Homes

Section Image Section Image
  • /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) 739-3258

    924 Water View St, Winchester, IN 47394
  • /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
    • /15

      Est $137,250 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 846 Sq Ft

      4058 N Us Hwy 27, Winchester, IN 47394

      4058 N Us Hwy 27, Winchester, IN 47394
  • /36

    $86,900 Under Contract

    • 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.

    Agent Photo

    Gary Coats

    Flesher Brothers Auctioneering and Real Estate Inc

    (765) 417-4158

    613 S Main St, Winchester, IN 47394
  • /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
    • /28

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 600 Sq Ft

      2109 N 500 W, Winchester, IN 47394

      2109 N 500 W, Winchester, IN 47394
  • /36

    $412,500

    • 4 Beds
    • 2.5 Baths
    • 2,259 Sq Ft

    2554 E 100 S, Winchester, IN 47394

    Country Living at Its Best – Spacious Home with Barns, Shop & Gazebo Retreat! Beautifully maintained 4-bedroom, 2-1/2 bathroom farmhouse on 4.97 acres with 2,259 sq ft of finished living space. The heart of the home is the large eat-in kitchen, complete with solid oak cabinetry, a classic farmhouse porcelain sink, and plenty of counter space—ideal for gatherings and everyday living. You will also

    Agent Photo

    Jerrett Flesher

    Flesher Brothers Auctioneering and Real Estate Inc

    (765) 536-3597

    2554 E 100 S, Winchester, IN 47394
  • /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
    • /25

      Est $297,799 Not Listed For Sale

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

      5301 W 400 N, Winchester, IN 47394

      5301 W 400 N, 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

    Agent Photo

    Kyle Tom

    Coldwell Banker Lingle

    (765) 562-8784

    919 Water View St, Winchester, IN 47394
  • /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
    • /15

      Est $243,459 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,966 Sq Ft

      2747 W 500 S, Winchester, IN 47394

      2747 W 500 S, Winchester, IN 47394
  • /50

    $334,900

    • 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
  • /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
    • /13

      Est $156,761 Not Listed For Sale

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

      3587 W 500 S, Winchester, IN 47394

      3587 W 500 S, Winchester, IN 47394
  • /23

    $224,900

    • 3 Beds
    • 1.5 Baths
    • 1,392 Sq Ft

    1492 S Old Highway 27, Winchester, IN 47394

    This 3-bedroom, 1.5-bath home features custom woodwork throughout and a beautifully crafted kitchen with red oak cabinets and custom barstools. Relax on the screened-in front porch or enjoy the meticulously landscaped yard. The large garden area has been enriched with compost for 48 years—ideal for any gardening enthusiast. Outside, you'll find a 25x19 enclosed carport and a 30x18 outbuilding

    Paul Faddis Tarter Realty Auction and Appraisal Company

    1492 S Old Highway 27, Winchester, IN 47394
  • /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
    • /25

      Est $232,524 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft

      4020 S Bloomingsport Rd, Winchester, IN 47394

      4020 S Bloomingsport Rd, Winchester, IN 47394
  • /19

    $165,000

    • 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
  • /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
    • /40

      Est $343,739 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,576 Sq Ft

      3023 S Base Rd, Winchester, IN 47394

      3023 S Base Rd, Winchester, IN 47394
  • /36

    $238,000

    • 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
  • /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
    • /17

      Est $239,583 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,760 Sq Ft

      2615 E 200 S, Winchester, IN 47394

      2615 E 200 S, Winchester, IN 47394
  • /23

    $190,000

    • 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
  • /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
    • /24

      Est $129,433 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,456 Sq Ft

      4662 E Union City Pike, Winchester, IN 47394

      4662 E Union City Pike, Winchester, IN 47394
  • /44

    $190,000

    • 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
  • /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
    • /30

      Est $237,732 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,972 Sq Ft

      1956 E 200 S, Winchester, IN 47394

      1956 E 200 S, Winchester, IN 47394
  • /50

    $307,000

    • 3 Beds
    • 2 Baths
    • 2,090 Sq Ft

    1430 E Union City Pike, Winchester, IN 47394

    Welcome to this stunning mid-century ranch, offering the perfect blend of charm, space, and modern updates. This beautifully renovated home boasts 2,090 square feet of living space with 3 bedrooms, 2 fully remodeled bathrooms, and a dedicated office—ideal for today’s work-from-home lifestyle. Step inside to an inviting open-concept floor plan, where the spacious living area seamlessly flows into

    Dustin Leis Leis Realty Company

    1430 E Union City Pike, Winchester, IN 47394
  • /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
    • /23

      Est $254,334 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,246 Sq Ft

      17 Stonebridge Dr, Winchester, IN 47394

      17 Stonebridge Dr, Winchester, IN 47394
  • /28

    $179,900

    • 4 Beds
    • 2 Baths
    • 1,507 Sq Ft

    521 E Short St, Winchester, IN 47394

    Completely remodeled home in Winchester with plenty of space for your family! Located within walking distance of the Goodrich Park and High/Middle School, this home has a master bedroom/bathroom on the main floor and (3) large bedrooms upstairs. The living/kitchen area is open with recessed lighting, new cabinets, flooring and paint. Laundry room and full bathroom on the main floor. New HVAC,

    Brody Tarter RE/MAX Evolve

    521 E Short St, Winchester, IN 47394
  • /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
    • /50

      Est $444,776 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,177 Sq Ft

      6 Peck Dr, Winchester, IN 47394

      6 Peck Dr, Winchester, IN 47394
  • /42

    $198,700 Pending

    • 4 Beds
    • 2 Baths
    • 2,836 Sq Ft

    228 E North St, Winchester, IN 47394

    Large family home located in Winchester. 4 bedrooms with the possibility of a 5th along with 2 full bathrooms. You are greeted immediately with a large family room, stained glass and quarter sawn hardwood floors. Beautiful woodwork throughout and a great den with brick fireplace and gas insert perfect for an in-home office, mother-in-law suite or bedroom. A unique feature of the home are the

    Brody Tarter Re/Max Evolve

    228 E North St, Winchester, IN 47394
  • /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
    • /36

      Est $513,132 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 4,248 Sq Ft

      9 Peck Dr, Winchester, IN 47394

      9 Peck Dr, Winchester, IN 47394
  • /27

    $190,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,719 Sq Ft

    1076 N Old Highway 27, Winchester, IN 47394

    Lovely 4 bed, 2 bath home that blends a charming farmhouse feel with modern update and conveniences. The spacious living room features a large window and classic archway that leads into the dining room. The updated kitchen includes a dishwasher, range, and breakfast bar. A hidden mudroom houses the laundry area and a nice pantry. A roomy main floor master has a private setting and access

    Ashley Morris RE/MAX First Integrity

    1076 N Old Highway 27, Winchester, IN 47394

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winchester, IN

Housing Trends

Median Sale Price
$138,500
Median Single Family Sale Price
$239,900
Median 2 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$148
Number of Homes for Sale
3
Last 12 months Home Sales
7
Months of Supply
5.10
Median List Price
$165,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-8%
How to Buy a Home How to Finance a Home How to Sell a Home