Winchester, IN Homes for Sale under $300,000

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.

Paul Faddis Tarter Realty, Auction & Appraisals Co

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

Brody Tarter RE/MAX Evolve

HGTV Baby! Single wide for sale in Winchester, IN. $49,900. 78 Amanda Drive. Gutted and all new! Kids go to Ball State??? House them here!!! Flooring, insulation, walls, electrical, plumbing, bathrooms, kitchen, windows. Check this out! Owners moving. This place is amazing. No land contract. I have lenders for you on this already!!!!!! Call me 765-914-8169 Better Homes and Gardens. Lot rent is

Jeff Hazelett Better Homes and Gardens First Realty Group

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

Paul Faddis Tarter Realty Auction and Appraisal Company

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.

Paul Faddis Tarter Realty Auction and Appraisal Company

2,673 sq feet open concept with 2 bathrooms! Could be an awesome home outside of Winchester! 2 furnaces. Great roof and limestone structure! Would make an awesome daycare! 765-914-8169

Jeff Hazelett Better Homes and Gardens First Realty Group

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

Paul Faddis Tarter Realty Auction and Appraisal Company

A rare find in the heart of Winchester. This solid brick home was built in 1900 and has been exceptionally well kept with so much character. The property boast over 2,000 sq feet with original wood finishes. Newer roof put on in the last 6 years. The basement offers additional extra space with a workshop and flexible area for storage or a cozy hangout space. Schedule your tour today!

Austin Vandevender Coldwell Banker Lingle

Unlock the potential of this spacious two-story home in Winchester, featuring three bedrooms, one bath, and a detached garage on a generous lot. With vinyl windows, a newer roof, and a fireplace in the living room, this property is ready for your vision and updates. Bring your renovation ideas to life, there’s plenty of room to modernize the kitchen, bath, and living spaces. The detached garage

Seth Dawson Connected America LLC

Welcome to this charming 1.5-story home offering 1,357 square feet of comfortable living space! It features 3 bedrooms, 1 full bath, and the convenience of a main-level laundry room. Enjoy the functional layout with room to make it your own. Step outside to a back deck overlooking the spacious backyard—perfect for entertaining, relaxing, or enjoying outdoor activities. A partial basement provides

Heather Clemmons Starr Real Estate LLC

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

Steven Koleno Beycome Brokerage Realty LLC

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.

Mary Cordle Berkshire Hathaway Indiana Realty

Welcome to this turnkey investment opportunity offering immediate income potential! This unique property features both a triplex and a duplex on one parcel, creating a rare chance to expand your portfolio with five income producing units. All tenants are currently in place on 1 year leases, providing stable cash flow from day one. Professionally managed by Tarter Realty, this property has seen

Jill Friend Tarter Realty, Auction & Appraisals Co

This well-maintained 2-bedroom, 1-bath home offers the potential to easily convert an existing room into a 3rd bedroom, providing added flexibility for your needs. Recent updates include new carpet, newer interior paint, and a newer metal roof. Enjoy year-round comfort with forced-air heating and central air conditioning. Situated on approximately 1.417 acres within the city limits, this property

Jerod Clark Green Realty Group

Enjoy peaceful country living on over 6 acres with this charming ranch-style home featuring an open-concept layout and a walkout basement. The property includes a hay field, an insulated and heated shed, and a barn, offering plenty of room for recreation, gardening, hobby farming, or simply enjoying the outdoors. The walkout basement provides additional living space, featuring a functional

Jammie Michael Tarter Realty Auction and Appraisal Company

Make the discovery! NEW GUTTER SYSTEM BEING INSTALLED!! Looking for all the character of an older home with all the newer updates? This is the one! You won't find another one like it! This 5 Bed, 2 Bath home has a full unfinished basement and unfinished attic with a permanent staircase offering a blank canvas to significantly increase your square footage, over 5,000 total sqft! Multiple updates

Shaina Chatman Austyn Avenue Real Estate

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

Jill Friend Tarter Realty Auction and Appraisal Company