Middlebury, IN Homes

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  /30

  $348,500 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,336 Sq Ft

  13149 State Road 120, Middlebury, IN 46540

  Welcome to this private 2-acre retreat in the Middlebury School District! This fully renovated 4-bedroom, 2-bath home is perfectly situated down a long, tree-lined drive, offering both privacy and convenience — within walking distance to York Elementary. The main level features a spacious primary bed and bath with a walk-in shower, main floor laundry, a coffee bar and drop zone, a large walk-in

  

  Rich Carpenter

  Bright Star Real Estate Services LLC

  (574) 498-7953

  13149 State Road 120, Middlebury, IN 46540
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  /31

  $374,900 Sold Oct 15, 2025

  • 2,241 Sq Ft
  • $167/SF
  • 46 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2015

  12885 Winding River Dr, Middlebury, IN 46540

  Nestled on a generous 3/4 acre in the highly sought-after Middlebury School System, this charming home offers a fantastic blend of comfort and style. With its neutral decor and spacious room sizes, it creates an inviting atmosphere that feels both warm and welcoming. The finished walkout basement is a true gem, featuring a sprawling recreation room complete with a stylish bar—perfect for

  Jennea Schirr McKinnies Realty, LLC Elkhart

  12885 Winding River Dr, Middlebury, IN 46540
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  /29

  Est $629,887 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,358 Sq Ft

  11303 Echo Valley, Middlebury, IN 46540

  11303 Echo Valley, Middlebury, IN 46540
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  /29

  $415,000

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

  510 Crystal Valley Dr, Middlebury, IN 46540

  Nestled on just under 2 acres, this unique property offers privacy in town — you won’t even realize you’re in town! Featuring 4 full bedrooms and 3 full baths, including a finished walkout basement with an additional bedroom and full baths, this home provides plenty of room for family and guests. Step outside to enjoy a patio just outside the walkout basement. The property also includes a

  The Hostetler Team Bright Star Real Estate Services LLC

  510 Crystal Valley Dr, Middlebury, IN 46540
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  /25

  $528,000 Sold Oct 10, 2025

  • 2,296 Sq Ft
  • $230/SF
  • 12 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1920

  11685 W 710 N, Middlebury, IN 46540

  This meticulously updated lakefront property offers the perfect blend of charm, comfort, and functionality. Nestled just north of Middlebury, the main house features 2 bedrooms and 3 full baths, including a spacious primary suite with a walk-in tiled shower, soaking tub, and dual vanities. Enjoy panoramic lake views from the kitchen, dining and living room areas. The cozy window seat with built

  Allison Miller Century 21 Circle

  11685 W 710 N, Middlebury, IN 46540
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  /24

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  12615 State Road 120, Middlebury, IN 46540

  12615 State Road 120, Middlebury, IN 46540
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  /17

  $390,000

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  611 Claudia Ln, Middlebury, IN 46540

  Across from Northridge High School! Enjoy the convenience of being just minutes from Northridge High School in this spacious 4-bedroom, 2.5-bath, two-story home located in the desirable Westlake Estates subdivision. The main level features a primary suite with private bath, a convenient laundry room with laundry chute, a generous eat-in kitchen, and a formal dining room—perfect for everyday

  Tammy Harper Century 21 Circle

  611 Claudia Ln, Middlebury, IN 46540
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  /35

  $4,000,000 Sold Oct 07, 2025

  • 8,113 Sq Ft
  • $493/SF
  • 17 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1991

  58639 County Road 35, Middlebury, IN 46540

  AUCTION!!! This is truly an estate type property that is a must see to fully appreciate! The large brick home has 5 bedrooms and 6 baths with amazing views over the large pool deck area and the large semi private pond. The property also has a large guest house with a large entertaining room along with 2 bedrooms and 1 bath with a full walkout basement which includes a workshop. There is also a

  Jesse Riegsecker Bright Star Real Estate Services LLC

  58639 County Road 35, Middlebury, IN 46540
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  /32

  Est $697,301 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,492 Sq Ft

  10715 County Road 10, Middlebury, IN 46540

  10715 County Road 10, Middlebury, IN 46540
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  /20

  $395,000

  • 3 Beds
  • 1 Bath
  • 1,990 Sq Ft

  10281 County Road 4, Middlebury, IN 46540

  Peace is all you will think of at this home. Nestled on nearly 2 acres 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

  Josh Lenker McKinnies Realty, LLC Elkhart

  10281 County Road 4, Middlebury, IN 46540
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  /36

  $265,000 Sold Oct 07, 2025

  • 1,864 Sq Ft
  • $142/SF
  • 41 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1967

  51585 E County Line Rd, Middlebury, IN 46540

  *MOTIVATED SELLER*Enjoy beautiful views of Stone Lake from this well-maintained 3-bedroom, 2-bath home situated on 1.12 acres. This property features a brand-new spacious open-concept kitchen, a large main bedroom, a walk-out basement offering additional living or recreational space, and a brand-new roof. The oversized, detached garage provides ample room for vehicles, storage, or a workshop.

  Crystal Miller RE/MAX Results

  51585 E County Line Rd, Middlebury, IN 46540
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  /30

  Est $530,219 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,507 Sq Ft

  54018 Timber Wind, Middlebury, IN 46540

  54018 Timber Wind, Middlebury, IN 46540
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  /33

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,802 Sq Ft

  13762 Shavano Peak Dr, Middlebury, IN 46540

  Beautiful 2-story home in the desirable Summit neighborhood! This 4-bedroom, 2.5-bath sits on a partially wooded 0.82-acre corner lot with a spacious backyard and storage shed. Features include a hardwood entryway, large windows for natural light, main-level office and laundry, and an oversized 3-car garage with an 18’ door. The finished lower level offers a large living area and bonus room.

  Steve Miller RE/MAX Results

  13762 Shavano Peak Dr, Middlebury, IN 46540
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  /36

  $974,900 Sold Oct 03, 2025

  • 4,060 Sq Ft
  • $240/SF
  • 46 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  53415 County Road 35, Middlebury, IN 46540

  EQUISITE!! This sprawling Ranch is pure perfection--custom-built by Barry Yoder So many features: 3 bedrooms, 2 1/2 baths, accented by all beautiful architecture and built-ins. The Main Level consists of Primary bedroom with en-suite: his/hers vanities, large walk-in closet, den/office off. of the primary, 1/2 guest bath, extra wide hall-ways, very large kitchen with quartz bar/island, brick

  Toni Bontrager Berkshire Hathaway HomeServices Elkhart

  53415 County Road 35, Middlebury, IN 46540
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  /36

  Est $338,154 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,216 Sq Ft

  12815 Winding River Dr, Middlebury, IN 46540

  12815 Winding River Dr, Middlebury, IN 46540
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  /34

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft

  15981 County Road 22, Middlebury, IN 46540

  OPEN HOUSE!! This Saturday October 11th from 1pm-3pm. Major Price Drop! Reduced $25K – now just $450,000! This beautiful country property has so much to offer! 4 Acres including 360 degrees of rolling hills and beautiful scenery. The home is a well-maintained sprawling ranch, 3 bedrooms, 2 full bathrooms, a nice size living room, large bedrooms, with a walk-out basement. The dinette patio door

  Anthony Lancaster Snyder Strategy Realty Inc.

  15981 County Road 22, Middlebury, IN 46540
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  /27

  $345,000 Sold Sep 29, 2025

  • 2,154 Sq Ft
  • $160/SF
  • 27 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2021

  12843 Sunfish Dr, Middlebury, IN 46540

  This beautifully maintained 4-bedroom, 3-bath home offers a seamless open-concept layout, perfect for both everyday living and entertaining. At the heart of the home is a modern kitchen featuring a large center island, ample cabinetry, and contemporary finishes that flow effortlessly into the dining and living areas. All kitchen appliances are included, making this home truly move-in ready.

  Josh Lenker McKinnies Realty, LLC Elkhart

  12843 Sunfish Dr, Middlebury, IN 46540
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  /16

  Est $260,950 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,636 Sq Ft

  401 Scott St, Middlebury, IN 46540

  401 Scott St, Middlebury, IN 46540
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  /32

  $445,000

  • 4 Beds
  • 3 Baths
  • 3,840 Sq Ft

  10858 County Road 4, Middlebury, IN 46540

  Spacious Country Living in Middlebury Schools on 4.25 Private Acres! Tucked away 600 feet off the road for privacy, this nearly 4,000 sq ft home offers space, comfort, and a peaceful setting just minutes from the 80/90 Toll Road. The ML features a split-bedroom layout with 3 bedrooms and 2 full baths, including a sprawling primary suite with dual sinks, a soaker tub, separate shower, and a

  Steve Miller RE/MAX Results

  10858 County Road 4, Middlebury, IN 46540
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  /35

  $292,000 Sold Sep 23, 2025

  • 2,136 Sq Ft
  • $137/SF
  • 23 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  603 Wayne St, Middlebury, IN 46540

  Enjoy peaceful mornings on the back deck overlooking a spacious backyard—complete with a play area, newer shed, and well-maintained landscaping. Just steps from the Pumpkinvine Nature Trail, this home offers the perfect blend of small-town charm and outdoor adventure. Inside, you’ll find a spacious kitchen with a breakfast bar, pantry, and plenty of storage throughout. The newer vinyl

  Nicolas Wyse RE/MAX Results

  603 Wayne St, Middlebury, IN 46540
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  /30

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft

  53259 Laplace Dr, Middlebury, IN 46540

  53259 Laplace Dr, Middlebury, IN 46540
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  /28

  $275,000

  • 5 Beds
  • 1.5 Baths
  • 2,016 Sq Ft

  1011 Spring Arbor Dr, Middlebury, IN 46540

  Beautifully renovated 5-bedroom, 1.5-bath home located in the highly desired Middlebury School District! This move-in ready property features new flooring, paint, light fixtures, newer appliances and metal roof. Enjoy outdoor living with a large vinyl-fenced yard and deck, perfect for relaxing or entertaining. Conveniently located near schools, parks, and shopping, this home combines comfort,

  Eddie Arevalo CENTURY 21 Bradley Realty, Inc

  1011 Spring Arbor Dr, Middlebury, IN 46540
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  /27

  $249,900 Sold Sep 19, 2025

  • 1,404 Sq Ft
  • $178/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  53162 Pine Dr, Middlebury, IN 46540

  Middlebury schools! Very nice 3-bedroom, 2-bath ranch-style home with a split bedroom floor plan. The master suite offers a walk-in shower, double-sink vanity, and handicap accessibility. All appliances included. Large 32' x 48' x 16' pole barn with space for a garage, storage, and a heated workshop.

  David Miller Berkshire Hathaway HomeServices Elkhart

  53162 Pine Dr, Middlebury, IN 46540
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  /20

  Est $546,721 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,088 Sq Ft

  13926 Adirondack Ct, Middlebury, IN 46540

  13926 Adirondack Ct, Middlebury, IN 46540
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  /36

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,313 Sq Ft

  59645 County Road 35, Middlebury, IN 46540

  Welcome to your peaceful country homestead! This beautiful walkout ranch offers 3 bedrooms and 2 bathrooms on the main level, plus an additional finished room in the fully finished basement—perfect for a home office, gym, or guest space. Sitting on nearly one acre, this property provides the ideal blend of country living with the convenience of being just a short drive from Downtown Middlebury

  Crystal Miller RE/MAX Results

  59645 County Road 35, Middlebury, IN 46540
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  /28

  $272,000 Sold Sep 16, 2025

  • 1,536 Sq Ft
  • $177/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  608 Claudia Ln, Middlebury, IN 46540

  Welcome to this beautiful 3 bedroom, 2 bathroom home located in Middlebury schools right off of US20 offering modern finishes and a warm, inviting atmosphere. Spacious living room with natural lighting, formal dining room, open kitchen next to a family room with fireplace. Large bedrooms include a master bedroom with its own private bath. Enjoy additional space with a full unfinished basement,

  Liliana Ballge McKinnies Realty, LLC Elkhart

  608 Claudia Ln, Middlebury, IN 46540
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  /10

  Est $264,248 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,836 Sq Ft

  208 S Main St, Middlebury, IN 46540

  208 S Main St, Middlebury, IN 46540
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  /24

  $349,900

  • 3 Beds
  • 2 Baths
  • 3,223 Sq Ft

  607 Claudia Ln, Middlebury, IN 46540

  Welcome to 607 Claudia Lane, perfectly situated on a spacious double lot in a quiet and desirable Middlebury neighborhood. This beautifully maintained 3-bedroom, 2-bath home offers the perfect combination of small-town charm and everyday convenience, featuring a 32x24 shop that’s ideal for hobbies, storage, or extra workspace. The home features city water and sewer, while the irrigation system

  Josh Lenker McKinnies Realty, LLC Elkhart

  607 Claudia Ln, Middlebury, IN 46540
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  /32

  $245,000 Sold Sep 12, 2025

  • 1,579 Sq Ft
  • $155/SF
  • 1 Day On Market

  • 3 Beds
  • 1 Bath
  • Built 1930

  104 W Spring St, Middlebury, IN 46540

  Welcome to your dream home in the heart of downtown Middlebury! This super adorable three-bedroom residence is situated within the highly sought-after Northridge school district. As you step inside, you're greeted by a gorgeous updated kitchen that boasts new cabinets and solid surface countertops, ideal for whipping up delicious meals. The brand new stainless steel appliances add a modern touch

  Brad Beer Heart City Realty LLC

  104 W Spring St, Middlebury, IN 46540
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  /32

  Est $358,182 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,419 Sq Ft

  125 River Park Dr, Middlebury, IN 46540

  125 River Park Dr, Middlebury, IN 46540
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  /36

  $257,000

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  11679 State Road 120, Middlebury, IN 46540

  Charming and nicely updated 3 Bed, 1.5 Bath home with a partially finished basement in the Middlebury Countryside. Beautifully remodeled kitchen with Quartz countertops, and open concept living room with vinyl planking floors. Updated lighting, and refinished hardwood floors in hall and bedrooms. Nice big yard with patio space for outdoor enjoyment. 2 Car Garage with side entry door (formerly a

  Nicolas Wyse RE/MAX Results

  11679 State Road 120, Middlebury, IN 46540
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  /16

  $435,000 Sold Sep 12, 2025

  • 3,320 Sq Ft
  • $131/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  11298 Us Highway 20, Middlebury, IN 46540

  Enjoy country living with modern comfort in this beautiful open-concept home located in Middlebury School district. Situated on almost 3 acres. This property offers an abundant natural light throughout, Feature include newer fireplace, master suite, updated kitchen, open stairway, attached 2 car garage with an additional detached 2 car garage, set up for horses, garden shed, full house back up

  Lisa Helmuth RE/MAX Results

  11298 Us Highway 20, Middlebury, IN 46540
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  /33

  Est $453,837 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,754 Sq Ft

  102 Greenfield Dr, Middlebury, IN 46540

  102 Greenfield Dr, Middlebury, IN 46540
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  /30

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,972 Sq Ft

  525 S Main St, Middlebury, IN 46540

  Location, location, location, on main street in the heart of Middlebury with .80 acre in the Northridge school system. Step inside this beautifully updated meticulously kept home and take in the charm. This home offers 4 bedrooms with the Master on the main floor with walk in closet and fireplace, and sliding glass door that opens to your deck. Full bath and there is a bonus room that can be your

  Kimberlie Whitsel The LT Group Real Estate

  525 S Main St, Middlebury, IN 46540
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  /30

  $339,000 Sold Sep 11, 2025

  • 2,303 Sq Ft
  • $147/SF
  • 42 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2017

  12804 Spoonbill Ct, Middlebury, IN 46540

  OPEN HOUSE SUNDAY August 3rd 12-2pm EST. Agents welcome! This move in ready two story house in Winding River Estates has everything you need, and more. The main living space features a lovely fireplace with built in storage in the hearth you can decorate for every season. The large kitchen is perfect for entertaining and opens to the dining room featuring an accent wall and great view of the

  Kristin Bales Listing Leaders, NCI-Plymouth

  12804 Spoonbill Ct, Middlebury, IN 46540
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  /34

  Est $311,175 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,440 Sq Ft

  113 N Brown St, Middlebury, IN 46540

  113 N Brown St, Middlebury, IN 46540
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  /28

  $359,900

  • 3 Beds
  • 2.5 Baths
  • 2,445 Sq Ft

  12837 Spoonbill Ct, Middlebury, IN 46540

  Perfectly move in ready and up to date! Located in a great neighborhood on the outskirts of Middlebury, this home is 10 years old but feels brand new with thoughtful, classy improvements throughout. Two year old custom built kitchen is GORGEOUS w/contrasting cabinets, island, quartz counter tops, under mount sink, enlarged pantry with barn doors, flooring, etc... The home was repainted and has

  Kyleen Miller RE/MAX Results

  12837 Spoonbill Ct, Middlebury, IN 46540
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  /35

  $320,000 Sold Sep 08, 2025

  • 1,336 Sq Ft
  • $240/SF
  • 53 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  54879 Moonfish Ct, Middlebury, IN 46540

  Ranch home on a full basement! Located in the Winding River Estates community, this home offers lots of space and a split-bedroom layout. The exterior has a charming front porch and maintenance free siding. The great room has a cathedral ceiling and is open to the nook and the kitchen. Enjoy cooking in this custom kitchen with an island, breakfast bar, gas range, dishwasher and microwave. The

  Elizabeth Urschel CENTURY 21 Bradley Realty, Inc

  54879 Moonfish Ct, Middlebury, IN 46540
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  /20

  Est $365,953 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,259 Sq Ft

  143 River Park Dr, Middlebury, IN 46540

  143 River Park Dr, Middlebury, IN 46540
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  /36

  $2,138,400

  • 4 Beds
  • 4.5 Baths
  • 4,740 Sq Ft

  52610 County Road 39, Middlebury, IN 46540

  Welcome to this exceptional 65-acre property, offering the perfect blend of privacy, natural beauty, and future potential. Mostly wooded with scenic trails throughout, the land is ideal for outdoor enthusiasts, private enjoyment, or a prime investment opportunity with potential to subdivide into residential lots. Dual road frontage on SR 120 and County Road 39. The impressive 3,220 sq ft home

  Allison Miller Century 21 Circle

  52610 County Road 39, Middlebury, IN 46540

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