Middlebury, IN Homes

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  /35

  Est $760,376 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,183 Sq Ft

  10065 County Road 24, Middlebury, IN 46540

  10065 County Road 24, Middlebury, IN 46540
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  /34

  $585,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,268 Sq Ft

  15315 County Road 18, Middlebury, IN 46540

  Welcome to this beautifully maintained two-story brick home, perfectly set on 3.02 acres with its very own stocked pond. From the moment you step inside, you’ll feel the warmth and thoughtful design throughout. The kitchen immediately captures your attention with its stunning wood countertops, tall cabinetry offering ample storage, and a picturesque view of the backyard. The open layout

  Tara Northam Berkshire Hathaway HomeServices Northern Indiana Real Estate

  15315 County Road 18, Middlebury, IN 46540
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  /15

  $240,000 Sold Jul 29, 2025

  • 1,960 Sq Ft
  • $122/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1915

  203 S Main St, Middlebury, IN 46540

  Charming Home in the Heart of Middlebury – Updated & Move-In Ready! Enjoy small-town living with access to the highly sought-after Middlebury School System. This beautifully maintained 3-bedroom, 2-bath home offers 1,960 square feet of inviting living space filled with nostalgic character and thoughtful modern updates. Step into a classic Coppes kitchen featuring timeless craftsmanship and unwind

  Steve Miller RE/MAX Results

  203 S Main St, Middlebury, IN 46540
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  /24

  Est $311,746 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,524 Sq Ft

  11330 Us Highway 20, Middlebury, IN 46540

  11330 Us Highway 20, Middlebury, IN 46540
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  /2

  $40,000 Pending

  52973 York Hills Dr, Middlebury, IN 46540

  This 0.45-acre residential lot offers the ideal setup for your next home build. The property features an existing septic system and two private wells, giving you a head start on development and added utility value. With nearly half an acre of space, there’s plenty of room for a custom home, outbuildings, or simply enjoying added privacy. Whether you're planning a primary residence or weekend

  Alex Bernth eXp Realty, LLC

  52973 York Hills Dr, Middlebury, IN 46540
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  /24

  $385,000 Sold Jul 28, 2025

  • 2,196 Sq Ft
  • $175/SF
  • 29 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  13988 County Road 28, Middlebury, IN 46540

  AUCTION!! This country property to sell at Phone Bid auction with bidding to endon June 24th at 5pm. The posted price is the posted starting bid not the buy it now price. This is a 3 bed 2 bath brand new home! If you are looking for a country property with an outbuilding and pasture area you are going to want to check this one out. Auction open houses are set for June 3,10,17 from 3-5pm.

  Jesse Riegsecker Bright Star Real Estate Services LLC

  13988 County Road 28, Middlebury, IN 46540
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  /20

  Est $147,484 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 656 Sq Ft

  12113 County Road 20, Middlebury, IN 46540

  12113 County Road 20, Middlebury, IN 46540
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  /35

  $324,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  52690 Rachael Ct, Middlebury, IN 46540

  New Construction in Middlebury Schools! Tucked in the back of Sandy Hill at the end of a quiet cul-de-sac, you'll find this well built and tastefully designed 3-bedroom, 2-bathroom new build. Situated on just under 1.2 acres, this house is surrounded by woods and farmland. You'll have a great place to enjoy the sunsets, wildlife, and crisp Fall evenings. Inside, the house has an open

  Craig Blough Bartel & Company

  52690 Rachael Ct, Middlebury, IN 46540
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  /6

  $275,000 Sold Jul 25, 2025

  • 3,068 Sq Ft
  • $90/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  608 Spring Arbor Dr, Middlebury, IN 46540

  PENDING AT PRINT - COMPARABLE PUROPOSES ONLY

  Chelsea Revella McKinnies Realty, LLC Elkhart

  608 Spring Arbor Dr, Middlebury, IN 46540
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  /32

  Est $376,738 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft

  14288 County Road 18, Middlebury, IN 46540

  14288 County Road 18, Middlebury, IN 46540
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  /24

  $345,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,862 Sq Ft

  53048 State Road 13, Middlebury, IN 46540

  Welcome to your private oasis just minutes from town! This beautifully remodeled home sits on a full acre in the desirable Northridge School District and offers the perfect blend of modern updates and serene surroundings. Featuring 3 spacious bedrooms and 2 full baths, including a main floor ensuite with a stunning walk-in tile shower, this home has been thoughtfully updated from top to bottom.

  Glenda Laughlin Bright Star Real Estate Services LLC

  53048 State Road 13, Middlebury, IN 46540
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  /16

  $210,000 Sold Jul 21, 2025

  • 1,161 Sq Ft
  • $181/SF
  • 7 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1996

  705 Day Spring Ct, Middlebury, IN 46540

  Welcome to this well-maintained 1 bed, 1 bath ranch home, perfectly situated near schools, shopping, and all the conveniences of Middlebury living. Ideal for the first-time homeowner or those looking to downsize, this home offers comfortable living with smart updates throughout. Step inside to find newer LVP flooring in the kitchen and bathroom, creating a modern, low maintenance feel. The

  Sam Roule Howard Hanna SB Real Estate

  705 Day Spring Ct, Middlebury, IN 46540
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  /36

  Est $580,154 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,160 Sq Ft

  57972 County Road 33, Middlebury, IN 46540

  57972 County Road 33, Middlebury, IN 46540
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  /16

  $290,000 Sold Jul 21, 2025

  • 1,754 Sq Ft
  • $165/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  401 Shoemaker Dr, Middlebury, IN 46540

  *Multiple Offer Deadline 6/18/25 6PM*Nestled in the quiet, low-traffic neighborhood of Highland Hills, this well-maintained home offers convenience and comfort just minutes from schools and shopping. The ML features a spacious family room with a cozy fireplace, main floor laundry, and a fully equipped kitchen—all kitchen appliances, washer, dryer, water softener, and reverse osmosis system are

  Steve Miller RE/MAX Results

  401 Shoemaker Dr, Middlebury, IN 46540
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  /29

  Est $277,603 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  57286 County Road 35, Middlebury, IN 46540

  57286 County Road 35, Middlebury, IN 46540
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  /36

  $499,000 Sold Jul 17, 2025

  • 3,908 Sq Ft
  • $128/SF
  • 269 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1988

  59730 County Road 33, Middlebury, IN 46540

  Price Reduced! Check out this 6 Bedroom 3.5 Bath country log home nicely located on 3 acres in the Middlebury School System. This home has a full walkout basement with a 2nd kitchen area. The home also has large wrap around deck with parts of it being covered, it also has a newer standing seam metal roof and an outdoor kitchen fire pit area. The home is currently off-grid with no electricity to

  Jesse Riegsecker Bright Star Real Estate Services LLC

  59730 County Road 33, Middlebury, IN 46540
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  /30

  Est $247,854 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,508 Sq Ft

  57244 County Road 35, Middlebury, IN 46540

  57244 County Road 35, Middlebury, IN 46540
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  /36

  $445,000 Sold Jul 16, 2025

  • 3,340 Sq Ft
  • $133/SF
  • 33 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1964

  10974 County Road 10, Middlebury, IN 46540

  Nestled on over 3 beautiful acres, this exquisitely updated sprawling ranch is a true gem that beautifully marries modern elegance with inviting warmth. As you step inside, you’ll be greeted by an open floor plan adorned with luxurious vinyl plank flooring that flows seamlessly throughout. The kitchen is nothing short of a chef’s paradise, featuring an abundance of cabinets, generous counter

  Chelsea Revella McKinnies Realty, LLC Elkhart

  10974 County Road 10, Middlebury, IN 46540
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  /27

  Est $314,759 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  971 Summer Hill Ct, Middlebury, IN 46540

  971 Summer Hill Ct, Middlebury, IN 46540
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  /5

  $835,000 Sold Jul 15, 2025

  • 3,528 Sq Ft
  • $237/SF
  • 1 Day On Market

  • 4 Beds
  • 3 Baths
  • Built 2021

  53339 State Road 13, Middlebury, IN 46540

  Here is a 4 bed 3 bath barndominium on 6 acres just outside of Middlebury.

  Jesse Riegsecker Bright Star Real Estate Services LLC

  53339 State Road 13, Middlebury, IN 46540
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  /28

  Est $291,979 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft

  972 Spring Hill Ct, Middlebury, IN 46540

  972 Spring Hill Ct, Middlebury, IN 46540
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  /36

  $331,000 Sold Jul 11, 2025

  • 2,063 Sq Ft
  • $160/SF
  • 76 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2015

  142 River Park Dr, Middlebury, IN 46540

  Immaculate 3-bed, 3-bath ranch in sought-after River Park Villas! Enjoy peaceful eastern views with open pasture and quiet mornings on the Trex deck. Maple hardwood floors, vaulted ceilings, and a spacious open layout make this home shine. Main-level primary suite, finished basement with guest bed and bath, plus tons of storage. Maintenance-free living just minutes from trails, dining, and

  Nicolas Wyse RE/MAX Results

  142 River Park Dr, Middlebury, IN 46540
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  /23

  Est $275,363 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  971 Highfield Ct, Middlebury, IN 46540

  971 Highfield Ct, Middlebury, IN 46540
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  /36

  $326,500 Sold Jul 10, 2025

  • 2,472 Sq Ft
  • $132/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  721 Highland Dr, Middlebury, IN 46540

  Here’s your opportunity to own an affordable, well-maintained home in the highly desirable Highland Hills subdivision in Middlebury. This 3-bedroom, 2-bath home includes hardwood floors, a bright sunroom, and a deck overlooking the backyard—perfect for relaxing or entertaining. The main level includes laundry for added convenience, while the finished basement provides extra living space with a

  Nicolas Wyse RE/MAX Results

  721 Highland Dr, Middlebury, IN 46540
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  /19

  Est $314,947 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,729 Sq Ft

  978 Oak Hill Ct, Middlebury, IN 46540

  978 Oak Hill Ct, Middlebury, IN 46540
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  /27

  $340,000 Sold Jul 02, 2025

  • 2,380 Sq Ft
  • $143/SF
  • 34 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  203 Krider Dr, Middlebury, IN 46540

  ** Back on Market at no fault of the seller. *** This Middlebury 2-story home is close to town, parks, and schools. It offers 4 bedrooms and 2.5 bathrooms. It has easy access in and out of the subdivision. Don’t miss the private backyard and a full basement that you can keep as is or finish how you want and enjoy. Included is a new 12x12 shed for extra storage.

  The Hostetler Team Bright Star Real Estate Services LLC

  203 Krider Dr, Middlebury, IN 46540
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  /36

  Est $312,179 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,528 Sq Ft

  706 Spring Valley Dr, Middlebury, IN 46540

  706 Spring Valley Dr, Middlebury, IN 46540
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  /36

  $525,000 Sold Jul 02, 2025

  • 4,122 Sq Ft
  • $127/SF
  • 206 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 2016

  10799 County Road 10, Middlebury, IN 46540

  Embrace the freedom of countryside elegance in this HOA-free estate. Perfectly positioned in sought-after Middlebury schools, this masterfully designed 5-6 Bedrooms, 4 Full Bath home artfully balances sophistication with practical living. The heart of the home showcases a gourmet kitchen where culinary dreams come to life - from its sleek stainless-steel appliances to premium quartz surfaces and

  Nicolas Wyse RE/MAX Results

  10799 County Road 10, Middlebury, IN 46540
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  /30

  Est $332,115 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,506 Sq Ft

  980 Heritage Dr, Middlebury, IN 46540

  980 Heritage Dr, Middlebury, IN 46540
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  /36

  $499,000 Sold Jun 30, 2025

  • 3,028 Sq Ft
  • $165/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  401 W Warren St, Middlebury, IN 46540

  LOCATION, LOCATION, LOCATION or FUN IN THE SUN!!! YOU pick because this home/property has it all!!! A covered front porch greets you to 3 bedrooms, 2 bathrooms, formal dining, huge main level primary suite, Main Level Laundry. The unfinished recreation room features an egress window, and your imagination. The kitchen with cherry cabinetry and pull-out pantry offers plenty of room for the

  Toni Bontrager Berkshire Hathaway HomeServices Elkhart

  401 W Warren St, Middlebury, IN 46540
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  /17

  Est $319,334 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,118 Sq Ft

  808 Spring Valley Dr, Middlebury, IN 46540

  808 Spring Valley Dr, Middlebury, IN 46540
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  /36

  $490,000 Sold Jun 30, 2025

  • 2,960 Sq Ft
  • $166/SF
  • 65 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2000

  225 Greenfield Dr, Middlebury, IN 46540

  ***MOTIVATED SELLER***: MIDDLEBURY SCHOOLS--Over 2,800 square foot of finished living-- walk-out Ranch nestled on just over a half acre in a park-like setting featuring: 5 bedrooms, 3 full baths, open concept, gas fireplace, split floor-plan, vaulted ceilings, wood planking throughout main level, central vac, irrigation system, plenty of storage, a garage under the garage (bunker) for all the

  Toni Bontrager Berkshire Hathaway HomeServices Elkhart

  225 Greenfield Dr, Middlebury, IN 46540
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  /32

  Est $291,015 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  1009 Hidden Meadow Ln, Middlebury, IN 46540

  1009 Hidden Meadow Ln, Middlebury, IN 46540
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  /36

  $290,000 Sold Jun 27, 2025

  • 2,521 Sq Ft
  • $115/SF
  • 40 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2006

  122 River Park Dr, Middlebury, IN 46540

  Welcome to easy living in this beautifully maintained 3-bedroom, 3-bath villa with a bonus office space—perfectly situated on a quiet lot that backs up to a peaceful farm for extra privacy and charm. Located in a friendly neighborhood near parks, walking trails, schools, and the heart of Middlebury, this villa offers the best of both comfort and convenience. The HOA takes care of snow removal,

  Angie Racolta Keller Williams Thrive North

  122 River Park Dr, Middlebury, IN 46540
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  /36

  Est $329,040 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,639 Sq Ft

  807 Hidden Ct, Middlebury, IN 46540

  807 Hidden Ct, Middlebury, IN 46540
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  /36

  $639,500 Sold Jun 27, 2025

  • 6,087 Sq Ft
  • $105/SF
  • 304 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2005

  13460 Cedar Creek Heights, Middlebury, IN 46540

  Immaculately maintained and unmatched quality home that is second to none. Custom built one owner Town & Country on 1.49 acres with peaceful and serene views. This all brick 6087 SF, 5 BR, 4.5 Bath 2 story home features 9–20 ft ceilings, and picturesque windows viewing the surrounding woods. The natural woodwork, cabinetry and crown moldings are stunning. The main level boasts exquisite hardwood

  Lisa Schrock Berkshire Hathaway HomeServices Elkhart

  13460 Cedar Creek Heights, Middlebury, IN 46540
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  /19

  Est $308,690 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,963 Sq Ft

  805 Hidden Ct, Middlebury, IN 46540

  805 Hidden Ct, Middlebury, IN 46540
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  /35

  $399,900 Sold Jun 26, 2025

  • 3,165 Sq Ft
  • $126/SF
  • 4 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1994

  512 Horizon Dr, Middlebury, IN 46540

  Professional photos and Showings to start Thursday May 22nd. Welcome to your dream home in the sought-after Middlebury School District! This spacious and well-maintained 5-bedroom, 3.5-bath residence offers a perfect blend of comfort, functionality, and outdoor enjoyment on a 0.28-acre lot. Step inside to discover a bright and open layout with a cozy gas fireplace at the heart of the main

  Courtney Barber McKinnies Realty, LLC Elkhart

  512 Horizon Dr, Middlebury, IN 46540
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  /36

  Est $308,223 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,570 Sq Ft

  705 Spring Valley Dr, Middlebury, IN 46540

  705 Spring Valley Dr, Middlebury, IN 46540
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  /28

  $305,000 Sold Jun 24, 2025

  • 1,998 Sq Ft
  • $153/SF
  • 63 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2013

  136 River Park Dr, Middlebury, IN 46540

  Seller offering 5k flooring/paint allowance! Maintenance-free living in Middlebury! Well maintained one owner condo in the Villas of River Park near downtown. Sit out on the open deck and enjoy the peaceful horse pasture views. 3 bed 3 bath with granite countertops and walk in pantry in the kitchen, vaulted ceiling in the living room, tray ceiling in master with twin vanity en-suite bath.

  Blake Sandberg Century 21 Circle

  136 River Park Dr, Middlebury, IN 46540

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