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

This well-maintained bi-level home offers the perfect blend of comfort, style, and functionality. Step inside to find a beautifully remodeled kitchen (2018) featuring granite countertops, an abundance of cabinetry, and modern finishes—ideal for cooking and entertaining. The upper living area boasts brand-new carpet installed in 2025, creating a fresh and inviting atmosphere. Enjoy peace of mind

Lisa Schrock Berkshire Hathaway HomeServices Elkhart

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 inviting 4-bedroom, 2-bath home in Middlebury, ideally located less than half a mile from Northridge High School! Situated on a beautiful lot with pond frontage along the back of the property, this home also features a fenced-in backyard, creating a wonderful space for relaxing, and enjoying the outdoors. Inside, you’ll find a practical layout with four bedrooms and two bathrooms,

Ashley Lambright 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

Starting Bid $350,000.00 Bidding Ends Tuesday, Sept. 1 @ 5PM. This home is nestled within the highly desirable Middlebury School District. This exceptional ranch home offers the perfect blend of country serenity and modern convenience, situated on 3.59 acres of land tucked in near a major thoroughfare. Complete with a concrete approach to the garage and a covered front concrete porch that beckons

John Wainwright Lewis & Lambright Inc

Start Showing Date: 9/2/2026 This one truly has it all! If you have been looking for your own slice of heaven, this newer-construction home is the one you have been waiting for. Situated on 4.85 acres, with a beautiful creek flowing through the property and stock tank pool for relaxing. The spacious home features 5 bedrooms, 3.5 baths, and a well-designed open-concept floor plan. The primary

Lisa Schrock Berkshire Hathaway HomeServices Elkhart

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

OPEN HOUSE TOMORROW 1:00-3:00PM! 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

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

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

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

Beautiful 2019 ranch in a peaceful neighborhood with a country setting just minutes from downtown Middlebury! This 3 bedroom (split floorplan), 2 bath home has thoughtfully designed living space with an attached 2 car garage that is insulated and heated. The open floor plan is perfect for everday living and entertaining. All appliances will stay, along with a whole house water filtration system.

Kathy McMillan Berkshire Hathaway HomeServices Elkhart

NEW PRICE! OPEN HOUSE 8/23, 2-4pm. Stop by and see us! Set on a quiet street in the heart of downtown Middlebury, this beautiful 1900s farmhouse is a well-recognized part of this small community and offers genuine character and charm. Featuring 3-4 bedrooms and 2 full baths, the 2,055 sq/ft of living space is spread across two stories and includes the kind of period details and warmth that modern

David Rogers Cressy & Everett- Elkhart

*PRICE IMPROVEMENT-SELLER MOTIVATED* **OPEN HOUSE SUNDAY, AUGUST 30th 2pm-4pm** 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

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

Phone bid auction ending Thursday, September 10th, at 4:00 PM! The price listed is the starting bid, not the buy it now price. Enjoy country living on a quiet backroad just minutes from town! This 4-bedroom, 2-bath home features a new metal roof and an updated kitchen. Relax on the covered front porch or enjoy the privacy of the fenced backyard. The property offers a unique blend of efficiency

Leon Kramer Bright Star Real Estate Services LLC

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

Here's your chance to enjoy country living in Middlebury while still being in a desirable neighborhood! Situated on over half an acre, this beautifully maintained home offers the perfect blend of peaceful surroundings and modern convenience. From the moment you arrive, you'll appreciate the manicured lawn, welcoming covered front porch, basketball hoop, and the abundance of wildlife—including

Vanessa Ritsema McKinnies Realty, 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