Middlebury Homes with Middlebury Elementary School

Welcome to Middlebury, Indiana – a charming town nestled in the heart of Elkhart County. Known for its picturesque landscapes and friendly community, Middlebury offers a delightful blend of small-town charm and modern conveniences. With a rich history and a vibrant cultural scene, this town is the perfect place for families, retirees, and everyone in between.

One of the standout features of Middlebury is its commitment to education, exemplified by the highly regarded Middlebury Elementary School. Families looking for homes in this area will appreciate the school’s strong academic programs and dedicated staff, making it an ideal environment for young learners. The school’s close-knit community fosters a sense of belonging, where parents and children alike can thrive.

Real estate options in Middlebury are diverse, ranging from cozy single-family homes to spacious properties with sprawling yards. Many of these homes are conveniently located within walking distance of Middlebury Elementary School, allowing families to enjoy easy access to quality education. The neighborhood is characterized by tree-lined streets and friendly neighbors, creating a welcoming atmosphere that makes it easy to feel at home.

In addition to its educational offerings, Middlebury boasts a variety of parks, recreational facilities, and local shops that contribute to a vibrant community life. Whether you’re exploring the scenic trails, enjoying local festivals, or dining at charming eateries, there’s always something to see and do.

Discover the warmth and charm of Middlebury, Indiana – where community spirit and quality education come together to create the perfect place to call home.

Newest Middlebury Homes with Middlebury Elementary School

$460,000

4 Beds ⋅ 5 Baths ⋅ 202629722 MLS ⋅ 4,112 SqFt. ⋅ Jami Stamm

Imagine owning a charming home just steps from the heart of one of Northern Indiana's most beloved tourist destinations. Located on historic Main Street in the quaint town of Middlebury, this property offers the ideal setting for a short-term rental, boutique Airbnb, or weekend getaway. The home sits on the Pumpkinvine Nature Trail and is just minutes away from Shipshewana's famous flea market and auctions, the Essenhaus Inn & Restaurant, Amish countryside tours, and endless opportunities for shopping, dining, and outdoor recreation. Whether visitors are coming for a girls' weekend, cycling adventure, Amish country experience, or Notre Dame football weekend, this location places them in the center of it all. Picture cozy gathering spaces, 4 thoughtfully designed bedrooms, and charming outdoor areas where guests can unwind after a day of exploring. With Middlebury's year-round tourism and limited boutique lodging options, this property presents an exciting opportunity to generate income while owning a piece of one of Indiana's most picturesque small towns. Whether you're looking to expand your investment portfolio or create a destination property with lasting appeal, this property offers location, charm, and exceptional Airbnb potential in one of the Midwest's hidden gems. All with a bonus apartment that could be rented!

435 S Main Street, Middlebury

Listing courtesy of Jami Stamm from Coldwell Banker Real Estate Group. Cell: 574-596-4868

$800,000

5 Beds ⋅ 5 Baths ⋅ 202629655 MLS ⋅ 5,028 SqFt. ⋅ Alex Bernth

OPEN HOUSE 11:00AM-2:00PM this Saturday! 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, updated HVAC system, whole-home generator, and tankless water heater offering endless hot water. A central vacuum system adds another layer of everyday convenience. A dedicated home office provides a quiet place to work, while the exercise room offers flexible space for fitness or hobbies. The finished basement creates the ultimate entertainment retreat, complete with a projector and screen for memorable movie nights at home. Step outside and discover a private backyard with an inground pool, offering the perfect setting for summer gatherings, relaxing afternoons, and evenings spent outdoors. The hot tub may also be negotiated separately. Offering privacy, thoughtful updates, versatile living spaces, and an exceptional collection of amenities, this remarkable Middlebury home is designed for both comfortable everyday living and effortless entertaining.

13283 Cedar Creek Drive, Middlebury

Listing courtesy of Alex Bernth from eXp Realty, LLC. 888-611-3912

$364,900

2 Beds ⋅ 3 Baths ⋅ 202629545 MLS ⋅ 3,270 SqFt. ⋅ Jennea Schirr

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 bright sunroom overlooking the peaceful pond—perfect for relaxing year-round. The spacious primary suite offers a private bath and walk-in closet, while main-floor laundry adds everyday convenience. The full basement provides exceptional storage and endless possibilities for additional finished living space, including the potential for two more bedrooms as the home already offers two egress windows. Major updates include a new roof (2024), furnace (2023), central air (2023), and water heater (2018), along with two sump pumps for added peace of mind. Enjoy a truly maintenance-free lifestyle with River Park Villas Association dues of $765 per quarter, which include lawn care, snow removal, exterior maintenance, and exterior property insurance—allowing you more time to enjoy your home and the beautiful surroundings.

111 River Park Drive, Middlebury

Listing courtesy of Jennea Schirr from McKinnies Realty, LLC Elkhart. Cell: 574-215-9291

$299,900

4 Beds ⋅ 1 Baths ⋅ 202629465 MLS ⋅ 3,384 SqFt. ⋅ Jennea Schirr

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 home has already undergone extensive structural and mechanical improvements, including all new electrical, a new electrical panel, new gas, water, and electrical service lines, a new metal roof (2017), basement tuck-pointing and the exterior of home. Home offers original hardwood flooring. City water has already been run to the property and simply needs to be activated. Inside, you’ll find timeless character at every turn, including a spacious study, formal dining room, an expansive enclosed wraparound porch featuring a log fireplace, and original architectural details waiting to be showcased. The current kitchen plans are at the rear of the home, with plans already envisioned for a future addition that would include a pantry and main-level bedroom. Upstairs offers space for four bedrooms and space for 2 bathrooms, seller envisioned a jack and Jill for one. Upstairs has a loft area with built-in bookshelf. Original shutters for the windows remain stored in the attic, preserving even more of the home’s historic charm. Additional improvements include a restored carport and detached garage. Whether you’re dreaming of restoring a grand historic residence, creating a bed and breakfast, or owning one of Middlebury’s most iconic homes, the Krider House offers a rare opportunity to finish a remarkable restoration while honoring its rich history. Home is being sold in its current condition. Buyer to verify all measurements, zoning, intended use, and historical preservation requirements, if applicable.

313 Bristol Avenue, Middlebury

Listing courtesy of Jennea Schirr from McKinnies Realty, LLC Elkhart. Cell: 574-215-9291

$1,200,000

6 Beds ⋅ 6 Baths ⋅ 202629033 MLS ⋅ 7,320 SqFt. ⋅ Julie Thatcher

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 years. Step inside the stunning foyer and discover impeccable craftsmanship and designer finishes throughout. The inviting lodge-inspired family room features a striking stone fireplace, while the spectacular custom kitchen is a true showpiece with premium finishes, abundant storage, and a hidden butler's pantry. The adjoining buffet and beverage area makes entertaining effortless, whether hosting holidays in the formal dining room or enjoying casual meals in the bright breakfast area overlooking your private back yard. You will love the spacious mudroom/laundry room. The perfect "drop spot" for coats, or backpacks. The main-level den/office with gorgeous custom woodwork provides the perfect work-from-home space. Upstairs, the luxurious primary suite features dual walk-in closets and a spa-inspired bath with a soaking tub and oversized tiled shower. Three additional bedrooms include a Jack-and-Jill bath with a walk-in shower and a third full bath with tub. The lower level is designed for entertaining with a custom kitchen, stone accents, a spacious family room with a second fireplace, bar area, two additional bedrooms, a fourth full bath, and a stunning wine room where fireside entertaining is at your fingertips for game nights, gatherings, or relaxing with friends. Outside, enjoy a private backyard surrounded by mature trees and abundant wildlife, along with a newly constructed deck ideal for outdoor living and entertaining. Beyond its beautiful finishes, this home offers peace of mind with new roof, windows, updated mechanicals, and a heated three-car attached garage. Every detail has been thoughtfully updated, and nothing has been overlooked. This is a rare opportunity to own one of Middlebury's finest homes.

205 Greenfield Drive, Middlebury

Listing courtesy of Julie Thatcher from Coldwell Banker Real Estate Group. 574-522-2822

$209,900

4 Beds ⋅ 1 Baths ⋅ 202628938 MLS ⋅ 2,484 SqFt. ⋅ Daryle Lambright

Historic Character Meets Opportunity:)! Nestled in the heart of Middlebury, this classic 4 BR, 1 BA two-story home is rich with timeless architectural details and ready for its next chapter. The inviting wraparound porch welcomes you inside, where an original staircase, tall ceilings, spacious living and dining rooms, and beautiful historic trim showcase the character only a classic home can offer. Recent improvements provide an excellent foundation for future updates, including updated electrical, new windows (2015), a high-efficiency furnace and central air (2019), a durable metal roof, and some updated lighting and ceiling fans. Situated on nearly a half-acre, this rare in-town property features a detached 1-car garage, a barn with its own workshop, mature shade trees, and room to enjoy. Newer washer and dryer are included. Being offered As-Is, this is a wonderful opportunity to restore, personalize, and build equity while preserving the timeless charm of a classic Middlebury home.

411 S Main Street, Middlebury

Listing courtesy of Daryle Lambright from RE/MAX Results. Cell: 574-238-4587

$309,900

3 Beds ⋅ 3 Baths ⋅ 202628648 MLS ⋅ 2,988 SqFt. ⋅ Sheila Showalter

MOVE RIGHT IN to this 3 BR 3 bath cape code style home in convenient Middlebury location. You'll appreciate the spacious rooms, the open kitchen and dining area. Kitchen has abundant cabinets, breakfast bar, pantry, built-in desk and the appliances are inlcuded. Large living room, open stairway leads to 2 upper bedrooms and a full bath. Primary bedroom has adjoining bath w/ a double vanity. Main level laundry. Furnace & A/C new in 2023. Full unfinished basement w/ egress window. Large front porch. Rear patio. 2 car attached garage. Northridge Schools, check it out today!

101 Hemsberd Street, Middlebury

Listing courtesy of Sheila Showalter from RE/MAX Results. Cell: 574-536-5815

$374,900

3 Beds ⋅ 1 Baths ⋅ 202622865 MLS ⋅ 1,990 SqFt. ⋅ Joshua Lenker

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 includes a unique catwalk connecting the upstairs bedrooms, offering an open view that overlooks the living room below and adds character to the space. Unwind on the covered porch, enjoy cozy evenings around the fire pit, and take advantage of the attached garage. Surrounded by nature in a peaceful, quiet setting, yet still close to all that Middlebury has to offer. This home is a rare find.

10281 County Road 4, Middlebury

Listing courtesy of Joshua Lenker from McKinnies Realty, LLC Elkhart. Cell: 574-215-4959

$367,000

3 Beds ⋅ 2 Baths ⋅ 202622289 MLS ⋅ 3,144 SqFt. ⋅ Kelly Dyksen

MOTIVATED SELLERS! 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 bathrooms. Other updates include New Vinyl flooring, New complete owners suite remodel, updated bathroom, fresh paint, new water softener, and new pool liner! The finished basement provides another area to entertain with wet bar. Outside you will love the new landscape, large yard and beautiful in ground swimming pool! Summer is here and this home is ready for it! Don't miss the opportunity to make a splash!

518 Sunset Lane, Middlebury

Listing courtesy of Kelly Dyksen from Rooted Realty. 574-238-3213

$460,000

4 Beds ⋅ 6 Baths ⋅ 202619303 MLS ⋅ 4,112 SqFt. ⋅ Jami Stamm

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 rare to find! The yard is spacious and backs up to the extremely popular Pumpkinvine Trail, great for walking and biking enthusiasts! This is a rare gem! Don't miss your chance to make it your own!

435 S Main Street, Middlebury

Listing courtesy of Jami Stamm from Coldwell Banker Real Estate Group. Cell: 574-596-4868

$199,900

202614096 MLS ⋅ Crystal Miller

Escape to the tranquility of country living with this 6-acre property in the sought-after Middlebury Community School District. Surrounded by open skies and rural charm, this land offers the perfect setting for your dream home, hobby farm, or private getaway. Enjoy the peace and quiet of the countryside while still being just a short drive from local conveniences.

VL County Road 28, Middlebury

Listing courtesy of Crystal Miller from RE/MAX Results. Cell: 574-607-7156

$319,500

3 Beds ⋅ 2 Baths ⋅ 202610852 MLS ⋅ 2,064 SqFt. ⋅ Lisa Schrock

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 with numerous recent upgrades, including a new roof (2021), newer vinyl replacement windows, brand-new siding (2024), and a freshly redone back deck (2024)—perfect for outdoor gatherings. The lower level features a cozy fireplace, great for relaxing on cool evenings. Outside, you'll love the expansive fenced-in backyard and a second 24' x 24' garage with a brand-new roof (2024), offering additional storage or workshop potential.

610 Claudia Lane, Middlebury

Listing courtesy of Lisa Schrock from Berkshire Hathaway HomeServices Elkhart. Office: 574-293-1010

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IDX information is provided by the Indiana Regional MLS and is exclusively for the consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

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