Jefferson County IN Homes under $500,000

Custom, newly updated all-brick ranch located in the highly desirable River Bluff Estates! Situated on approximately 3⁄4 of an acre, this beautifully maintained 3 bedroom, 2.5 bath home showcases quality craftsmanship and thoughtful design throughout. Interior highlights include 9-foot ceilings, elegant crown molding, and a spacious great room featuring a dramatic 13-foot cathedral ceiling that

Scott Lynch F.C. Tucker/Scott Lynch Group

Checkout the VIEW of the Ohio River and the Madison-Milton bridge, from this amazing home that is filled with charm, wonderful updates, and perfectly married with original historic character throughout! The location is hard to beat - walking distance to everything downtown Madison, and on a quiet street with wonderful proximity to everything. And no worries about parking - the NEW oversized

Jackie Armel Greene Coldwell Banker Harrell & Asso

Beautifully maintained 3-bedroom, 2-bath home tucked into a ?????, park-like setting with mature trees and stunning views of the river and downtown Madison. Step inside to a warm, inviting entry that opens to a cozy family room featuring natural wood beams and a charming fireplace. A spacious living room offers the perfect gathering space and flows into a gallery-style eat-in kitchen overlooking

Scott Lynch F.C. Tucker/Scott Lynch Group

An extremely rare 2 structure opportunity for OWNER-OCCUPANTS or for INVESTORS looking for an IMMEDIATE INCOME-PRODUCING property - proven AIRBNB GROSS INCOME OF OVER $69k FROM mid 2024-and all 2025 (financials available). The home has been maintained personally by local owners. FULLY FURNISHED with an acceptable offer. You can move right in or continue renting immediately! This beautifully

Scott Lynch F.C. Tucker/Scott Lynch Group

Located in a prime neighborhood on the Madison's Hilltop - just a golf cart ride away from Sunrise Golf Course or Historic Downtown Madison! This home is 4 bedroom with 2 full baths, 2 half baths and a great detached garage for vehicles, hobbies or storage. Improvements include: West Shore doors and windows with lifetime transferrable warranty, foundation repairs with lifetime transferrable

Robin Mingione eXp Realty, LLC

Spectacular 2,447 sq ft lakefront retreat offering sweeping, unobstructed views of the entire lake—arguably one of the finest vantage points on the water. Completely reimagined in 2022, this home underwent a full-scale renovation including new HVAC, roof, electrical, plumbing, radon mitigation system, windows, and trim—delivering both beauty and peace of mind. The expansive great room showcases

Carsha Strouse F.C. Tucker/Scott Lynch Group

Exceptional mixed-use investment opportunity in the heart of Historic Downtown Madison. This classic two-story brick storefront offers outstanding visibility and multiple income-producing possibilities in a prime Main Street location. The main level features approximately 1,700 square feet of retail or commercial space, ideal for a boutique, office, gallery, or specialty business. Above, the

Scott Lynch F.C. Tucker/Scott Lynch Group

Welcome to this one-owner, custom-built, two-story home, perfectly positioned on the edge of the Butler Falls Golf Course. Thoughtfully designed and impeccably maintained, this property blends space, comfort, and character in a truly special setting. Inside, you’ll find 4 generously sized bedrooms with abundant closet space and 3.5 bathrooms, offering room for everyone. A convenient laundry chute

Kelsey Shaw F.C. Tucker/Scott Lynch Group

Well-maintained property situated on just under one acre along Michigan Road in Madison. The living quarters are nicely finished, clean, and comfortable, offering excellent potential for owner occupancy or rental use.In addition to the residential dwelling, the property includes a functioning successful business and a variety of improvements that provide extensive storage, workspace, and

Andrew Phillips Coldwell Banker Harrell & Asso

Foxworthy Hollow property, two and one half lots, bordering the west edge of Hanover College. Giving an opportunity for enjoying the picturesque campus, viewing the Ohio River at The Point and for taking in all cultural and sports activities at the college. The home was built in 1952 by a wood buyer and has views of the tree lined street from the north. Faces Foxworthy Hollow, a ravine that is a

Brenda Eversole Century 21 River Valley

Welcome to your peaceful countryside retreat! This beautifully maintained 4-bedroom, 2-bath ranch-style home offers 2,144 sq ft of comfortable living space on a sprawling 6.43-acre lot—perfect for anyone seeking privacy, space, and versatility. Step inside to find large bedrooms and a desirable split-bedroom floor plan that ensures comfort and privacy for all. The largest bedroom is currently

Kelsey Shaw F.C. Tucker/Scott Lynch Group

Well-maintained country property close to Hanover on Carmel Rd. This home features 3 bedrooms, a bright four-season room, and an unfinished basement offering great storage or future potential. The property includes a large pole barn with a finished bar area, a separate hay barn, and a small yard barn for convenient outdoor storage. Located on a main road with a comfortable rural feel. An

Missy Demaree Century 21 River Valley

Prime Land Opportunity for Investors and Developers! Take advantage of the expansion of Hanover College's new Grad School just across the road. Currently zoned R-1 which allows up to 4 single family homes per acre. The Town of Hanover has recently annexed this property into town limits and has approved a comprehensive plan labeling this property to be mixed use zoning. Just to the west is

Robin Mingione eXp Realty, LLC

So many possibilities await you with this lovingly maintained home on over 1 1/2 acres with mature trees and a parklike setting with a decorative pond. This home offers 3 bedrooms, 2 full baths, one with a jetted tub and heated tile floor, living room with a gas fireplace, eat in kitchen with a pantry and granite counter tops, family room with a brick hearth and flue for a wood stove and a

Becky Law

New construction by Phillips Development Inc. located in desirable Jefferson Manor in Hanover! Conveniently situated near Hanover College and just minutes from Madison, this beautifully crafted home offers quality construction, stylish finishes, and a thoughtfully designed open concept layout. Featuring 3 bedrooms, 2 full bathrooms, and approximately 1,850 square feet, this home provides both

Scott Lynch F.C. Tucker/Scott Lynch Group

This gorgeous NEW BUILD is now ready for someone who appreciates quality and beauty.Nestled on a wooded lot of nearly an acre and a half, this home is located just five minutes from Madison’s hilltop. The exterior features earth-tone stone and matching front doors, providing a warm and inviting feel. Inside, the home offers an open floor plan and a stunning kitchen equipped with custom

Jackie Armel Greene Coldwell Banker Harrell & Asso