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

Welcome to your private waterfront sanctuary on Forest Lakes Drive. Set on nearly 2 secluded acres at the end of a quiet Middlebury cul-de-sac, this exceptional 5-bedroom, 3.5-bath East Lake home offers direct water access to canoe, kayak, and fish right from your private dock. Enjoy stunning water views from multiple vantage points, including the bright and inviting 3-season room—an ideal spot

Nate Paulus R1 Property Group LLC

Step back in time and bring your vision to life with one of Middlebury’s most recognizable historic homes—the Krider nursery family home. Originally built in 1890, this remarkable property showcases a beautiful blend of Second Empire and Italianate architecture while offering an incredible opportunity to complete the restoration of a true local landmark. Situated on approximately 1.5 acres, the

Jennea Schirr McKinnies Realty, LLC Elkhart

Discover affordable new home living at Tall Oaks #7, a charming 2-bedroom, 1-bath manufactured home featuring 768 square feet of modern comfort. Located in the peaceful Tall Oaks Manufactured Home Community off County Road 4 near scenic Stone Lake, this cozy home is perfect for anyone looking for low-maintenance living in a friendly neighborhood. This brand-new home offers a bright, open-concept

Frank Sheppard Thrive Communities, LLC

Welcome to this beautiful 3-bedroom 3-bath home offering over 2,800 square feet of finished living! Step inside to a bright, open-concept layout designed for comfortable everyday living and effortless entertaining. The spacious living area flows beautifully into a sun-filled four-season sunroom overlooking the backyard, creating the perfect place to relax and enjoy the outdoors from the comfort

Toni Bontrager 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

Beautifully remodeled home offers an impressive combination of modern updates, spacious living areas, and luxurious amenities. Featuring two large living rooms, there is plenty of space to entertain, relax, or create a dedicated family and gathering area. The remodeled kitchen provides a fresh, updated space for preparing meals and entertaining, while the fireplace adds warmth and character to

Cyle Jaskolka Realty Group Resources

Welcome to 13283 Cedar Creek Drive, where timeless design, impressive amenities, and exceptional comfort come together. The beautifully landscaped brick exterior leads into a bright and inviting interior highlighted by soaring vaulted ceilings, spacious living areas, and newer flooring throughout much of the home. Major improvements provide added comfort and peace of mind, including a newer roof,

Alex Bernth eXp Realty, LLC

AUCTION!! This amazing 20 acre property is set to sell at Phone Bid auction with bidding to end on September 24th at 5pm. The posted amount is the starting bid not the buy it now price. This home has 4 bedrooms and 3.5 baths and has been completely updated as of the last few years. The home has coffered ceilings in many of the rooms and 3 of the bedrooms all have their own en-suites! The finished

Jesse Riegsecker Bright Star Real Estate Services LLC

Welcome to comfortable, low-maintenance living in Winding River Estates! Built in 2021 and situated on a spacious 0.4-acre lot, this beautifully maintained 3-bedroom, 2-bath home offers comfortable, low-maintenance living in one of Middlebury’s most inviting neighborhoods. The bright, open-concept floor plan creates an easy flow throughout the main living areas, while the charming kitchen

Marlynn Mast Keller Williams Realty Group

**OPEN HOUSE Thursday 8/20 FROM 4-6PM** Located along State Road 120, this nicely-maintained home sits on 1.5 acres and offers plenty of room to enjoy both indoors and out. Major updates include a new furnace, central air conditioning, water heater, and gutters in 2023, along with a metal roof installed in 2020. The water softener and garage door are both less than one year old. With many of the

Nubia Cruz eXp Realty, LLC

OPEN HOUSES SEPTEMBER 17th and 18th 4:30-6:30. Enjoy space, privacy, and exceptional versatility on 3.31 acres in Middlebury Community Schools. This expansive 5-bedroom, 4-bath home features a large rear addition completed in 2011, providing an impressive amount of flexible living space. The main level offers two primary suites, two additional bedrooms, and a convenient laundry room. The updated

Scott Bradshaw HomeFront Realty, LLC

Welcome home to this beautifully maintained 3-bedroom, 2-bath home nestled on a quiet street in one of Middlebury’s desirable neighborhoods. Conveniently located near schools, this move-in-ready home offers the perfect combination of comfort, convenience, and future potential. Inside, you’ll find an inviting layout featuring a spacious primary suite, updated stainless steel appliances, and newer

Chantel Boone RE/MAX Results

Welcome home to 217 Greenfield Dr — in Middlebury's Northridge school district, set on a wooded, professionally landscaped lot, this is a home that needs neither updating nor more space, which isn't something you find often at this price. From the moment you step inside, vaulted ceilings in the living and dining rooms set the tone: open and bright, with light pouring through room after room and

Kylee Sulkowski White Hat Realty Group, LLC

AUCTION! This property to sell at phone bid auction with bidding to end on September 22 at 5pm. The posted price is the starting bid not the buy it now price. This 3 bedroom 2 bath home has had many recent updates with the latest having the attached garage being converted over to a large family room. The home currently does not have electricity but does have some natural gas lighting throughout.

Jesse Riegsecker Bright Star Real Estate Services LLC

Discover affordable new home living at Tall Oaks #17, a charming 2-bedroom, 1-bath manufactured home featuring 832 square feet of modern comfort. Located in the peaceful Tall Oaks Manufactured Home Community off County Road 4 near scenic Stone Lake, this cozy home is perfect for anyone looking for low-maintenance living in a friendly neighborhood. This brand-new home offers a bright, open-concept

Frank Sheppard Thrive Communities, LLC

Completely updated Middlebury Landmark beauty, walkable to downtown! Over 3500 square feet. 4-Bedroom Colonial with first-floor primary suite. This home is built for entertaining. The first floor offers a completely updated kitchen, with room for a table. New cabinets, counters, fixtures, and stainless steel appliances. Tremendous dining and living room spaces to host any event. The first-floor

Timothy Sullivan Baird & Warner Res. Sales Inc.

**REDUCED PRICE-SELLER ISN'T PLAYING AROUND** 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

Kim Vuittonet Cressy & Everett- Goshen

ELEGANCE MEETS COMFORT IN THIS EXCEPTIONAL MIDDLEBURY HOME. Welcome to this stunning 5 bedroom, 3 1/2 bath home nestled in The Summit, beautifully situated on a park-like setting at the end of a peaceful cup-de-sac. Offering over 4,600 sq ft. of thoughtfully designed living space, this meticulously maintained home blends timeless elegance with everyday comfort. The heart of the home is the

Toni Bontrager Berkshire Hathaway HomeServices Elkhart

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

Welcome to this extraordinary custom all-brick estate nestled in the heart of Middlebury's prestigious Highland Woods subdivision. Perched atop the area's rolling hills, this exceptional Town & Country-built residence offers more than 6,000 square feet of beautifully finished living space and has been completely transformed with over $800,000 in luxurious updates completed within the past two

Julie Thatcher Coldwell Banker Real Estate Group

Welcome to effortless living in the desirable River Park Villas! This beautifully maintained villa offers 2 bedrooms plus a dedicated office or den, providing the flexibility today’s buyers are looking for. The thoughtfully designed floor plan features spacious living areas filled with natural light, a well-appointed kitchen with abundant cabinetry, ample counter space, and a pantry, plus a

Jennea Schirr McKinnies Realty, LLC Elkhart

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

Phone bid auction ending October 6th, at 4:00 PM! The price listed is the starting bid, not the buy it now price. Nestled in the countryside of Middlebury, this 3-acre property combines comfortable living, self-sufficiency, and room for work and play. The home features an updated living room, hickory kitchen cabinets, and a spacious deck overlooking the scenic backyard and woods. Equipped for

Leon Kramer Bright Star Real Estate Services LLC