Winchester IN Real Estate & Homes for Sale

20 Properties Found

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Beds:
3
Baths:
1.00
Sq.Ft.:
1,092
Status:
NEW LISTING
MLS#:
202622334
Type:
Single Family
Lot size:
0.17 Acres
Year built:
1900
Courtesy: Tarter Realty Auction and Appraisal Company
View additional info

ADDITIONAL INFORMATION

This 3BR/1BA home features plenty of opportunity with one bedroom on the main floor, two upstairs, a front living room, a dining room flowing into the kitchen overlooking the backyard, and a detached garage. Perfect for investors or buyers ready to make it their own.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,128
Status:
NEW LISTING
MLS#:
202622209
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1900
Courtesy: Tarter Realty Auction and Appraisal Company
View additional info

ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
1.00
Sq.Ft.:
834
Status:
NEW LISTING
MLS#:
22106167
Type:
Single Family
Subdivision:
Southwest
Lot size:
0.12 Acres
Year built:
1900
Courtesy: Beycome Brokerage Realty LLC 804-656-5007
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ADDITIONAL INFORMATION

Charming house located at 542 S Wall St in Winchester, IN. A great opportunity to own a property in this area.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,360
Status:
Active
MLS#:
202620129
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1930
Courtesy: RE/MAX Evolve
View additional info

ADDITIONAL INFORMATION

Nicely updated home just outside of Winchester with 3 bedrooms and 1 bathroom. Metal roof, flooring, paint, and kitchen cabinets all new. Large laundry room; small garage and storage shed. USDA, FHA and VA buyers welcome!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,608
Status:
Active
MLS#:
202619999
Type:
Single Family
Lot size:
1 Acres
Year built:
1979
Courtesy: RE/MAX Evolve
View additional info

ADDITIONAL INFORMATION

Welcome home to this charming and well-maintained 3-4 bedroom, 2.5 bathroom ranch-style home on a peaceful 1-acre lot on the edge of town. Nicely updated throughout with comfortable living spaces and a versatile bonus room attached to the garage, perfect for a possible 4th bedroom, man cave, office, gym or hobby room. Enjoy outdoor living with a fenced dog run, storage shed and plenty of room to roam. This home is move-in ready with pride of ownership throughout!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,085
Status:
Active
MLS#:
202619607
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1900
Courtesy: RE/MAX Evolve
View additional info

ADDITIONAL INFORMATION

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

Beds:
3
Baths:
2.00
Sq.Ft.:
1,783
Status:
Active
MLS#:
202619600
Type:
Single Family
Lot size:
0.23 Acres
Year built:
2026
Courtesy: Tarter Realty Auction and Appraisal Company
View additional info

ADDITIONAL INFORMATION

Welcome to this stunning BRAND NEW construction in one of Winchester’s most desirable neighborhoods! Thoughtfully designed from top to bottom, this beautiful 3 bedroom, 2 bathroom ranch offers modern style, quality craftsmanship, and an inviting open concept layout perfect for everyday living and entertaining. Enjoy the convenience of an attached one car garage, spacious living areas, and a large covered porch ideal for relaxing and enjoying the outdoors. With attention to detail throughout, this home is truly move in ready. A must see!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
202619485
Type:
Single Family
Subdivision:
Other
Lot size:
2.78 Acres
Year built:
1967
Courtesy: Tarter Realty Auction and Appraisal Company
View additional info

ADDITIONAL INFORMATION

Character, charm, and acreage, this one has it all! This inviting 3 bedroom, 2 bathroom home offers approximately 1,200 square feet of living space and sits on nearly 3 picturesque acres. Featuring an attached 2 car garage, a partially fenced yard, and plenty of room to spread out, this property offers the ideal balance of comfort and outdoor enjoyment. Full of warmth and unique appeal, this home is ready to welcome its next owner.

Beds:
3
Baths:
4.00
Sq.Ft.:
15,312
Status:
Active
MLS#:
202619416
Type:
Single Family
Lot size:
5 Acres
Year built:
2003
Courtesy: Tarter Realty Auction and Appraisal Company
View additional info

ADDITIONAL INFORMATION

The 2003-built home features 3 bedrooms, 3 bathrooms, a full basement, and an attached 2-car garage — providing generous living space with room to grow. A separate 2-car detached garage adds exceptional storage and flexibility for equipment, vehicles, or hobbies. Included with the property is Countryside Barkyard, a thriving, high-end pet boarding, grooming, and daycare facility built just 4 years ago. The purpose-built commercial space is fully equipped and move-in ready — no buildout, no renovations, just a loyal customer base and a business with an established regional reputation waiting for its next owner. The facility features 34 kennels with private outdoor runs, a dedicated cat boarding suite, a full grooming department with capacity for up to 4 groomers, 4 outdoor play yards, and a large indoor play area — everything needed to operate at full capacity from day one. This is a rare opportunity to purchase a home where the property itself pays. Ideal for an owner-operator, a family looking for an entrepreneurial lifestyle change, or a buyer seeking built-in income with the comfort of a residential setting.

Beds:
4
Baths:
1.00
Sq.Ft.:
1,849
Status:
Active
MLS#:
202619234
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1900
Courtesy: Tarter Realty Auction and Appraisal Company
View additional info

ADDITIONAL INFORMATION

Spacious 3-4 bedroom, 1 bathroom home in Winchester! This property features large living spaces, main floor laundry, a generously sized bathroom, and a flexible layout with multiple bedroom options. Upstairs includes a bright loft area and two additional bedrooms filled with natural light. A great opportunity with plenty of space for a growing family or future updates.

Beds:
1
Baths:
1.00
Sq.Ft.:
3,780
Status:
Active
MLS#:
202618184
Type:
Single Family
Lot size:
4 Acres
Year built:
2021
Courtesy: Flesher Brothers Auctioneering and Real Estate Inc
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ADDITIONAL INFORMATION

Here is a rare opportunity to secure a versatile barndominium on the desirable west edge of Winchester — a property that truly delivers the best of both worlds. Built in 2021, this 48' × 70' structure combines comfortable residential living with an exceptional heated shop under one roof, all situated on approximately four acres within the city limits of Winchester, Randolph County, Indiana. The living quarters offer 980+/- square feet of thoughtfully appointed space, while the adjoining shop spans over 2,800 heated square feet — ideal for the serious hobbyist, tradesperson, or entrepreneur seeking a professional-grade workspace just steps from home. Three oversized 14-foot overhead doors provide drive-in access and accommodate virtually any equipment or vehicle. The building is loaded with infrastructure that sets it apart: a robust 400-amp electrical service, natural gas, and full city water and sewer connections ensure reliability and long-term utility. The concrete floor with floor drain makes cleanup and heavy use a breeze, and the concrete approach provides all-weather access. Step outside to enjoy the wraparound covered porch — a perfect place to take in the open acreage that surrounds the property. The grounds have been actively improved with plastic drainage tile installed throughout the four acres, significantly enhancing water management and ensuring the land remains in excellent condition season after season. Property highlights: Built 2021 — like-new condition 400-amp electrical service Three 14' overhead doors City water & city sewer Natural gas Heated shop space Concrete floor with floor drain Concrete approach Wraparound covered porch Plastic drainage tile on 4+/- acres Whether you are looking for a premier personal shop, a home-based business location, or a unique live-work property in a convenient small-city setting, 871 W. Washington Street checks every box. Properties of this caliber seldom come to market — do not miss your chance to bid.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,472
Status:
Active
MLS#:
22098711
Type:
Single Family
Subdivision:
No Subdivision
Lot size:
0.12 Acres
Year built:
1900
Courtesy: Vision One Real Estate 317-804-5333
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ADDITIONAL INFORMATION

Welcome home to this charming and cozy 2 bedroom, 1.5 bathroom home in the heart of Winchester. This home features a large front porch perfect for enjoying this summer. Once inside you will find 1,472 sq feet of living space including a large living room that opens to an open concept kitchen and dining room. Upstairs your two bedrooms provide ample room for your family. The full bath upstairs also features the washer/dryer to make doing laundry a breeze. The backyard provides plenty of space to enjoy the outdoors and you will also find a shed for extra storage. Room measurements are approximate.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,220
Status:
Active
MLS#:
202612418
Type:
Condo
Subdivision:
Summer Pointe
Year built:
2011
Courtesy: Tarter Realty Auction and Appraisal Company
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ADDITIONAL INFORMATION

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 Pointe, just across from Walmart and near local restaurants, shops, and gas stations, placing daily essentials right within reach.

Beds:
2
Baths:
1.00
Sq.Ft.:
916
Status:
Active
MLS#:
202611172
Type:
Single Family
Subdivision:
Other
Lot size:
0.14 Acres
Year built:
1900
Courtesy: RE/MAX Evolve
View additional info

ADDITIONAL INFORMATION

Welcome to 544 N Meridian Street! This charming 2-bed, 1-bath home offers 916 square feet of comfortable living space with a spacious feel. You'll love the generously sized rooms and ample closet space, providing both functionality and flexibility. Recent updates - including fresh paint and new flooring - give the home a clean, modern touch while maintaining its inviting character. Whether you're a first-time buyer or looking to downsize, this move-in-ready property is a fantastic opportunity!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,541
Status:
Active
MLS#:
202610569
Type:
Single Family
Lot size:
0.6 Acres
Year built:
1964
Courtesy: Berkshire Hathaway Indiana Realty
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ADDITIONAL INFORMATION

Brick and wood sided ranch style home on a large lot. 2 bedrooms 1.5 baths. Updated interior with new vinyl plank flooring in the kitchen and patio room, new carpet in the living rom and bedrooms. New paint. New well pump. 2 car attached garage and an addition detached garage, Sunroom. Fireplace.

Beds:
3
Baths:
2.00
Sq.Ft.:
3,150
Status:
Active
MLS#:
202608323
Type:
Single Family
Lot size:
0.4 Acres
Year built:
2026
Courtesy: Tarter Realty Auction and Appraisal Company
View additional info

ADDITIONAL INFORMATION

Stunning new construction featuring eye-catching stone accents and a beautifully designed open layout. The welcoming entry leads into a bright open-concept living room, dining area, and kitchen equipped with all new appliances, creating an ideal space for everyday living and entertaining. Just off the kitchen, the primary suite offers scenic golf course views and a luxurious private bath complete with a tiled shower, soaking tub, dual vanities, private water closet, and a spacious walk-in closet. On the opposite side of the home, two additional bedrooms provide natural light and ample closet space, with a full bathroom conveniently located between them. An oversized garage includes a two-car bay plus a separate one-car bay with its own entrance. The massive basement offers endless potential for future living space, recreation, or storage. A freshly poured concrete driveway completes this thoughtfully designed home built for comfort, entertaining, and growing into the future.

Beds:
2
Baths:
1.00
Sq.Ft.:
681
Status:
Active
MLS#:
202607913
Type:
Single Family
Subdivision:
Other
Lot size:
0.11 Acres
Year built:
1939
Courtesy: RE/MAX Evolve
View additional info

ADDITIONAL INFORMATION

Cozy 2BR/1BA home with covered porch featuring 681 sq ft of easy, low-maintenance living. Check it out!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,676
Status:
Active
MLS#:
202604949
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1956
Courtesy: Tarter Realty Auction and Appraisal Company
View additional info

ADDITIONAL INFORMATION

Well-maintained brick ranch offering 2 bedrooms and 2 full bathrooms in Winchester. Recent updates include new paint, new flooring, and a new furnace installed in 2024. The home features an all-seasons room with tile flooring that opens to the back patio for warm-weather enjoyment. The family room offers large windows and flows into the living room, with multiple doorways creating an open yet defined layout. The kitchen includes a breakfast bar and a designated dining area. A full hall bathroom serves the home, while the primary bedroom features a private bath with stand-up shower. Abundant closet space throughout, plus a 2-car attached garage, add to the home’s functionality.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,426
Status:
Active
MLS#:
202543494
Type:
Single Family
Lot size:
0.19 Acres
Year built:
1900
Courtesy: RE/MAX Evolve
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,977
Status:
Active
MLS#:
202541424
Type:
Single Family
Lot size:
0.33 Acres
Year built:
2025
Courtesy: Tarter Realty Auction and Appraisal Company
View additional info

ADDITIONAL INFORMATION

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 mind—spray foam insulation, heated crawl space, 2x6 exterior walls, engineered roof trusses every 2', and a 30-year shingle roof. Enjoy the 2-car garage with utility sink and a peaceful back porch overlooking the golf course.

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Albert Wright Page, License RB14038157, Xome Inc., License RC51300094, [email protected], 844-400-XOME (9663), 4471 North Billman Estates, Shelbyville, IN 46176


Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX information provided by the Indiana Regional MLS. Copyright 2026 Indiana Regional MLS. All rights reserved.

Albert Wright Page, License RB14038157, Xome Inc., License RC51300094, [email protected], 844-400-XOME (9663), 4471 North Billman Estates, Shelbyville, IN 46176

Listings courtesy of MIBOR as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. © 2024 Metropolitan Indianapolis Board of REALTORS®. All Rights Reserved.




Winchester Real Estate

Winchester is located in Indiana. Winchester, Indiana has a population of 5,016. Winchester is more family-centric than the surrounding county with 31.45% of the households containing married families with children. The county average for households married with children is 29.25%.

The median household income in Winchester, Indiana is $51,985. The median household income for the surrounding county is $54,912 compared to the national median of $69,021. The median age of people living in Winchester is 39.6 years.

Winchester Weather

The average high temperature in July is 83.3 degrees, with an average low temperature in January of 17.3 degrees. The average rainfall is approximately 39.1 inches per year, with 20.1 inches of snow per year.

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $146,200
    15.1%
    change since last quarter
  • # Active listings

    31
    30-day change

Winchester Schools and Demographics

Education near Winchester, IN

City County
High School Graduates 88.08 89.06
College Degree - 2 year 6.78 8.08
College Degree - 4 year 14.76 16.21
Graduate Degree 4.05 4.88
Expenditures per Student 9,504 9,504
Students per Teacher 18.8 18.8

Elementary Schools near Winchester, IN

Grades Students P/T Ratio ZIP
Deerfield Elementary School KG - 05 207 13.8 47380
North Side Elementary School PK - 06 514 13.9 47390
O R Baker Elementary School PK - 02 323 17 47394
Randolph Southern Elementary School KG - 06 242 13 47355
Union Elementary School KG - 06 162 16.2 47358
Willard Elementary School 03 - 05 215 13.4 47394

Middle Schools near Winchester, IN

Grades Students P/T Ratio ZIP
Lee L Driver Middle School 06 - 08 364 15.2 47394

High Schools near Winchester, IN

Grades Students P/T Ratio ZIP
Randolph Southern Junior/Senior High School 07 - 12 241 11.5 47355
Union City Community High School 07 - 12 418 13.9 47390
Union Junior & High School 07 - 12 174 10.2 47358
Winchester Community High School 09 - 12 460 15.3 47394

Demographics near Winchester, IN

City County
Neighborhood Type Small Town
Population 5,016 24,681
Population Density 1,454 55
Median Age 39.6 42.6
People per Household 2.3 2.4
Median Household Income 51,985 54,912
Average Income per Capita 25,822 28,044

Real estate near Winchester