Middlebury, IN Homes for Sale with Acreage

Open House Scheduled for August 23 1-3pm! A stone bridge and layered landscaping set the tone for this private 5.8-acre estate near downtown Middlebury. Inside, the home has been modernized—redesigned and furnished for a part-time retreat, though fully equipped for year-round living. Vaulted ceilings, high windows, and lit beams draw light into the open-concept living area and kitchen, where

Jesse Riegsecker Bright Star Real Estate Services LLC

Middlebury living at it's finest! This gorgeous brick home features 3 bedrooms and 3.5 baths and a spacious 3,729 sq.ft. of living area! The main level offers a fully redone kitchen and master bathroom with new flooring throughout! Step into the enclosed deck to your personal hot tub retreat or onto the redone back deck for that morning cup of joe overlooking your pond waterfront! Fully finished

Michael Patka Grogg Martin Realty

The large 4 bedroom 2 bath home nicely situated on 3 partially wooded acres was built in 2022 with ICF concrete forms being used for the main level making this a very affordable home to heat. The property does not currently have electricity to the home or barn. The barn was built in 2025 and set up for horses. The property does have horse pastures and some wooded area with wildlife seen quiet

Jesse Riegsecker Bright Star Real Estate Services LLC

Stunning 5-Acre Estate with Pond, Pool, and Oversized Heated Workshop – A Dream Hobbyist’s Shop & now available at a Stunningly low enough Value, that you can do any updates you want or add on to the barn or home. Welcome to your private slice of paradise, nestled on 5 beautifully maintained acres with abundant wildlife including deer, hawks, ducks, turkeys, and more. The serene backdrop includes

Daryle Lambright RE/MAX Results

Tucked away on nearly 10 acres in Middlebury, this 2022 custom stick-built home offers a peaceful retreat with space and modern comfort throughout. With approximately 6,000 sq. ft., 5 bedrooms, and 4 total baths, there’s room for family, guests, and more. The open main level centers around a wood burning fireplace and features radiant heated floors that extend through the entire home and the

Brianna Gilbert Keller Williams Realty Group

Fully remodeled 3 Bedroom, 2 Full Bathroom home on 2 acres in Middlebury. This well-maintained property features an updated kitchen with new appliances, reverse osmosis at the sink, and main-level laundry. The home is well insulated and sits on a clean crawl space with a vapor barrier. Recent updates include new mechanicals, a water softener, and modern finishes throughout. The detached

Nicolas Wyse RE/MAX Results

Nestled on just under 2 acres, this unique property offers privacy in town — you won’t even realize you’re in town! Featuring 4 full bedrooms and 3 full baths, including a finished walkout basement with an additional bedroom and full baths, this home provides plenty of room for family and guests. Step outside to enjoy a patio just outside the walkout basement. The property also includes a

The Hostetler Team Bright Star Real Estate Services LLC