Winchester, IN Homes for Sale under $400,000

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

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

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

Jill Friend Tarter Realty Auction and Appraisal Company

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