Middlebury, IN Homes for Sale with Garage

Set on over 38 private acres in Middleburry, this remarkable 2018 Fireside Homes estate offers more than 12,000 sq ft of thoughtfully designed living space, combining luxury, privacy, and exceptional craftsmanship. A gated entrance opens to a long drive filled with natural beauty and wildlife. Inside, the home showcases extensive custom hardwoods and cabinetry, along with a fully integrated smart

Steve Smith Irish Realty

OPEN HOUSE SUNDAY JUNE 7th 1:00-3:00. This remarkable walk-out Ranch showcases 4,962 sq ft of beautifully designed living space. Enter from the inviting front covered porch into a spacious foyer that welcomes you home. This open concept custom-built home offers 4 bedrooms, 3 1/2 bathrooms, quartz counters, butlers pantry, Main Level Laundry,f for everyday convenience. As you make your way to the

Toni Bontrager Berkshire Hathaway HomeServices Elkhart

This genuinely remarkable property has a lot to offer. Selling via phone bid auction. Listing Price reflects current bid. Property is 34 acres framed with a perimeter of mature evergreens that provide a natural privacy barrier for quiet enjoyment or lively entertaining. Driving back the 500' cement driveway past the fenced, native-grass seeded pastures, you'll find a 4,138-sf 4-bedroom,

Craig Blough Bartel & Company

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

AUCTION! This Middlebury property to sell at Live Auction on June 20th at 12:00. The auction to be held at the property. This home is located on 1 acre and has 2 bedrooms and 1 bath. This property has a nice open floor plan and has had many recent updates. The home also has a full partially finished basement, a covered front porch and a attached one car garage. There is also a private backyard

Jesse Riegsecker Bright Star Real Estate Services LLC

Phone bid auction ending Thursday, July 9th, at 4:00 PM! The price listed is the starting bid, not the buy it now price. Welcome home to this country property in Middlebury, offering a perfect blend of rural charm and modern convenience. Situated on 3 acres down a tree-lined driveway, this home is set back from the road for added peace and privacy. The interior features an open-concept layout

Leon Kramer Bright Star Real Estate Services LLC

**Open House 6/6/26 from 1pm-3pm** Enjoy country living in this spacious tri-level home featuring an open concept layout filled with natural light and an open stairway. The inviting living area centers around a cozy fireplace, while the master suite offers a relaxing retreat. 2 car garage plus an additional detached 2 car garage, set up for horses. Enjoy a peace of mind with a full-house backup

Lisa Helmuth RE/MAX Results

Take a look at his amazing Barndo located just outside of Middlebury on 6+ rolling/wooded acres. This property truly has it all with 4 bedrooms 3.5 baths and large open areas which is perfect to host large gatherings or to use as a possible vacation rental. The large climate controlled garage has endless possibilities and is ideal for those who enjoy basketball, pickleball or have a large car

Jesse Riegsecker Bright Star Real Estate Services LLC

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

Phone bid auction ending Wednesday, June 24th at 3pm. Price listed is the starting bid, not the buy it now price. Escape to the peace and privacy of the countryside with this well-maintained 3-bedroom, 2-bath home situated on 14 acres with a perfect mix of open ground and woods. Inside, you’ll find numerous recent updates including new kitchen cabinets, luxury vinyl plank flooring, and a new

Leon Kramer Bright Star Real Estate Services LLC

Start Showing Date: 6/13/2026 Welcome to this summer ready home on Sunset Dr. You will love the space, updates and amenities that come together to make this home. Offering 1992 square feet of above grade square footage plus a finished basement! Enjoy the large family room with natural woodwork, large windows and lots of natural light. Home features updated white kitchen, 3 spacious bedrooms and 2

Kelly Dyksen Rooted Realty

Start Showing Date: 6/17/2026 Listed Coming SoonShowings start Wednesday June 17th3 Bed 3 Bathnew paint, flooring, light fixtures, roofQuad level with space for privacy and entertainingAttached two car garageInground Gunite poolMiddlebury Community Schools

Kristin Bales Listing Leaders, NCI-Plymouth

Brand-new construction featuring 4-5 Bedrooms, 3 Full Bathrooms, and a desirable split-bedroom floor plan. The open-concept living area offers plenty of room to gather, while the upstairs bonus space provides flexibility for a home office, recreation room, hobby area, or additional living space. The kitchen comes complete with a full appliance package, and additional upgrades include a water

Nicolas Wyse RE/MAX Results

PHONE BID AUCTION ending Tuesday, June 9th at 3PM. The price listed is the starting bid, not the buy it now price. Here's an opportunity to own a versatile country property featuring two homes, barn, and approximately 3 acres of pasture in Middlebury! Ideal for multi-generational living, hobby farming, or income potential. The primary residence offers 4 bedrooms and 2 full baths, a spacious

Leon Kramer Bright Star Real Estate Services LLC

Home with 2 additional buildings on 3.31 Acres in Middlebury. 2446 Square Feet Main floor with similar area in finished walk out basement. Main floor features 2 master suites and 2 additional bedrooms, plus 1 bedroom in the basement. 3.5 Bathrooms. Updated kitchen. Custom river rock shower. Addition was added to the house in 2011. There is a heated 24x40 out building and an additional 30x60

Steven Koleno Beycome Brokerage Realty LLC

Located in the heart of downtown in endearing Middlebury, the possibilities in this home are ENDLESS! The upper two levels were once a Bed & Breakfast, with 4 Bedrooms and 5 baths. The lower level has a separate entrance with entirely separate living quarters! The historic charm exudes in the two upper levels. Rich woodwork, a butlers pantry and the original fireplace provide character that is

Jami Stamm Coldwell Banker Real Estate Group