Middlebury, IN Homes for Sale

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

You will appreciate the many updates throughout this beautiful 4-bedroom, 2.5 bath home! Enjoy peace of mind with new Renewal by Andersen windows and patio door installed in January 2022. The main level features newer laminate flooring, updated kitchen cabinets. The kitchen also offers a stylish farmhouse sink and gorgeous quartz countertops. Additional major updates include a new roof and

Lisa Schrock Berkshire Hathaway HomeServices Elkhart

Set on over 17 private acres in Middlebury, this open-concept split-bedroom luxury home blends modern comfort with natural beauty in a truly serene setting. A 1-acre pond, fed by a fresh sandy creek, offers year-round enjoyment for fishing, swimming, and peaceful waterfront views surrounded by mature woods and abundant wildlife. Inside, the home features a bright, flowing layout designed for both

Chantel Boone RE/MAX Results

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

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

Charming 3-bedroom, single-story home in Middlebury offering comfortable living in a convenient location. The practical layout features inviting living spaces, spacious bedrooms, and plenty of potential to make it your own. Outside, enjoy the added value of a pool and pole barn, providing space to relax, entertain, or pursue your hobbies. Located near local shops, schools, dining, and all that

Geoff Cavender eXp Realty, LLC

Looking for something "like new" without the new construction price tag? Here it is! This stunning home, built in 2022, features 4 bedrooms, 2 baths, and a 3-car garage. The open-concept layout and bright paint colors create a cheerful, welcoming space. The kitchen boasts an quartz countertop island where everyone is sure to gather, and the main-level laundry adds everyday convenience. The

Jami Stamm Coldwell Banker Real Estate Group

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

Live auction at the property, 6:00 PM, August 5th! Nestled on 20 scenic acres just minutes from Middlebury and the Northridge campus, this cedar log home offers the perfect blend of rustic charm and modern comfort. The cedar log home features warm wood interiors, a dramatic family room with cathedral ceilings, and a cozy wood-burning stove. Upstairs, you’ll find two more bedrooms, a full bath,

Leon Kramer Bright Star Real Estate Services LLC

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, bonus room in basement and 2 full

Kelly Dyksen Rooted Realty

LOOKING FOR THE LAKE LIFE? Enjoy lakefront living on sought-after Stone Lake with this 3-bedroom, 1-bath home offering year-round spectacular views and a relaxed lakeside setting. Large windows and inviting four seasons room capture the beauty of the water and bring the outdoors in, creating the perfect backdrop for everyday living or weekend getaways. Inside, the home features warm, lived-in

Kim Vuittonet Cressy & Everett- Goshen

This beautifully appointed villa in the quaint town of Middlebury is where comfort, quality and serenity come together. Gorgeous hardwood flooring, ceramic tile and stone countertops throughout. The daylight basement with bedroom, bath and kitchenette offers additional living space for entertaining, hobbies or relaxing. Enjoy spa-like comfort in the LL bath with heated bathroom floors and barrier

Michele Mathewson Berkshire Hathaway HomeServices Elkhart

Start Showing Date: 7/6/2026 Spacious secluded home two story home with 5 bedrooms and 3 baths! Tucked away in a wooded setting with trails, this inviting home offers the perfect blend of peaceful surroundings and 8 minutes from town in Middlebury schools. The upstairs features 3 bedrooms, 2 baths, an open-concept kitchen, dining, and living space filled with natural light and a laundry room. The

Liliana Ballge McKinnies Realty, LLC Elkhart

This classic 3 Bed 3 Full Baths has everything you need, and more! Every room has been freshly painted, new light fixtures, new carpet and LVT waterproof flooring, new appliances, the lower level was completely remodeled and ready for new owners. The roof is 2 years old, the furnace and AC less than 4 years old. This quad level has all the bedrooms as well as two full baths on the upper level.

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

Here's an opportunity to own a versatile country property featuring two homes, a 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 living room with wood-burning fireplace, and a walkout basement complete with kitchenette, den, and additional

Leon Kramer Bright Star Real Estate Services LLC

Discover spacious, brand-new living at Tall Oaks #10, a beautifully designed manufactured home that combines modern style, comfort, and functionality. Nestled in the peaceful Tall Oaks Manufactured Home Community off County Road 4 near scenic Stone Lake, this home offers the perfect blend of affordable ownership and everyday convenience. Step inside and you'll immediately appreciate the bright,

Frank Sheppard Thrive Communities, 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

Peace is all you will think of at this home. Nestled on 1 acre in the desirable Middlebury area, this 3-bedroom, 1-bath retreat offers a perfect blend of comfort, privacy, and potential. Just seconds from Stone Lake, the property is currently a successful Airbnb and a proven income-producing opportunity. It is ideal as a full-time residence, weekend getaway, or investment. Inside, the layout

Josh Lenker McKinnies Realty, LLC Elkhart

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