Middlebury, IN Homes for Sale

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

Welcome to quiet seclusion with lots of wildlife and room to expand, only three miles to Middlebury! Tucked away on 4.72 picturesque acres, this hidden homestead offers the perfect blend of comfort, functionality, and outdoor enjoyment. The land is thoughtfully set up with horse pasture, a fenced garden, and a firewood storage shelter, making it ideal for hobby farming or peaceful country living.

Leon Kramer Bright Star Real Estate Services LLC

Lake Life is calling with this custom built 5 bed 4.5 bath home on over an acre of serene living. With access to a shared easement and boat dock and pontoon available, Forest Lakes subdivision on Middlebury's north end is an idyllic place to live. Quiet cul de sacs, luminaries over the holidays, 4th of July fireworks over Hunter Lake, this neighborhood offers so much fun, and peace at the same

Kristin Bales Listing Leaders, NCI-Plymouth

This 3 bedroom, 2 bathroom home sits on a spacious half-acre lot. The home features two separate living room spaces, providing extra space for relaxing, entertaining, or creating a playroom or office. Outside you'll find a 2 car detached garage with plenty of room for vehicles, storage, or hobbies.

Katelyn Flamion McKinnies Realty, LLC

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 original tile and hardware meet new hardwood

Jesse Riegsecker Bright Star Real Estate Services LLC

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

This 2-bedroom, 1-bath single-story home with a loft sits on 3 beautiful rural acres and offers a peaceful country setting with room to grow. Property is set up for horses with established pasture and stall. A new 10x37 covered front porch welcomes you in and provides the perfect spot to enjoy the surrounding countryside. Inside, you’ll find a spacious kitchen with an open layout offering great

Glenda Laughlin Bright Star Real Estate Services LLC

Charming and nicely updated 3 Bed, 1.5 Bath home with a partially finished basement in the Middlebury Countryside. Beautifully remodeled kitchen with Quartz countertops, and open concept living room with vinyl planking floors. Updated lighting, and refinished hardwood floors in hall and bedrooms. Nice big yard with patio space for outdoor enjoyment. 2 Car Garage with side entry door (formerly a

Nicolas Wyse RE/MAX Results