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 softener and on-demand hot water heater. Enjoy low-maintenance living with slab construction, plus a covered front porch and an oversized covered rear patio overlooking neighboring woods for a peaceful and private setting. Move-in ready with modern finishes throughout.
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!
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 bedroom. Recent updates include a new roof in 2025. Additional features include a large laundry/washroom, mudroom with sink and closet, and two decks for outdoor enjoyment. The second home includes 4 bedrooms, 1 full bath, and in-floor heat throughout, providing comfortable living or rental potential. Property is well-equipped with energy-efficient systems, including 15 solar panels, 48V system with two 300 Ah batteries, a 16-kW diesel generator backup and natural gas boiler heat. The 48’ x 32’ barn (built in 2020) is ideal for livestock or equestrian use and features 4 box stalls, 5 tie stalls, wash bay, and tack room. The property includes 2 geothermal waterers, a garden shed, apple trees, and raspberry plants. A unique rural property with flexible use and excellent homesteading potential—don’t miss this opportunity! The main home is wired for electricity - seller is willing to restore to NIPSCO power with a good offer.
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 building was added in 2024.
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 home system that seamlessly manages lighting, security, and entertainment. At the heart of the home, the commercial-grade chef's kitchen stands out with its custom Italian design, premium Gaggenau appliances, multiple ovens, dual dishwashers, built-in espresso system, and an oversized hidden pantry for added function and storage. The main level study offers a refined workspace with rich cherry paneling, herringbone flooring, and a private reading loft accessed by a hidden spiral staircase, exclusively reachable from the study or the primary suite. The main floor primary suite is designed as a true retreat, featuring vaulted ceilings, a two-sided fireplace, private sitting area with deck, and a spa-like bath with heated flooring, walk-in shower, and a walk-in closet with ample storage. The lower level is built for entertaining, with a custom bar, temperature-controlled wine cellar and tasting room, and a spacious gathering area designed for watching sporting events or hosting guests. A dedicated movie theater with professional-grade acoustics, luxury seating, and high-end projection creates an immersive experience. Outdoor living is equally impressive, with multiple covered decks/patios and a fully equipped grilling area. A private spa retreat set within the woods features a sauna, cold plunge, and a wood-fired hot tub, creating a resort-like experience just steps from home. This is only a glimpse into the level of detail and design that truly defines this extraordinary estate. Schedule your private showing to fully experience everything this remarkable property has to offer!
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.

Albert Wright Page, License RB14038157, Xome Inc., License RC51300094, [email protected], 844-400-XOME (9663), 4471 North Billman Estates, Shelbyville, IN 46176

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Middlebury is located in Indiana. Middlebury, Indiana has a population of 3,446. Middlebury is less family-centric than the surrounding county with 28.6% of the households containing married families with children. The county average for households married with children is 31.62%.
The median household income in Middlebury, Indiana is $73,813. The median household income for the surrounding county is $61,182 compared to the national median of $69,021. The median age of people living in Middlebury is 44.5 years.
The average high temperature in July is 82.7 degrees, with an average low temperature in January of 16.6 degrees. The average rainfall is approximately 38.6 inches per year, with 34.9 inches of snow per year.