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.
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.
Charming house located at 542 S Wall St in Winchester, IN. A great opportunity to own a property in this area.
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!
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!
AFFORDABLE 2 bedroom, 1 bathroom home in Winchester. Attached garage, central air, and lots of recent improvements! Improvements include new flooring, paint, and countertops.
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!
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.
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.
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.
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.
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.
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.
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!
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.
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.
Cozy 2BR/1BA home with covered porch featuring 681 sq ft of easy, low-maintenance living. Check it out!
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.
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.
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.

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

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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.
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.