4,191

Middlebury, IN Homes

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  • /16

    $190,000 Pending

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

    7505 N 1200 W, Middlebury, IN 46540

    Agent Photo

    Angela Pritchard

    Addresses Unlimited, LLC

    (574) 766-7565

    7505 N 1200 W, Middlebury, IN 46540
  • /36

    $490,000 Sold Jun 30, 2025

    225 Greenfield Dr, Middlebury, IN 46540

    • 5 Beds
    • 3 Baths
    • 2,960 Sq Ft
    • Built 2000

    Last Sold Summary

    • 11% Below List Price
    • $166/SF
    • 65 Days On Market

    Current Estimated Value $505,246

    Last Listing Agent Toni Bontrager Berkshire Hathaway HomeServices Elkhart

    225 Greenfield Dr, Middlebury, IN 46540
    • /36

      Est $239,603 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,922 Sq Ft

      12311 County Road 24, Middlebury, IN 46540

      12311 County Road 24, Middlebury, IN 46540
  • /15

    $335,000 Pending

    • 4 Beds
    • 3 Baths
    • 1,628 Sq Ft

    57949 County Road 37, Middlebury, IN 46540

    This inviting 1,328-square-foot Middlebury home sits along a peaceful country road and offers a comfortable blend of space, functionality, and rural charm. Everything is at grade for easy access, featuring 4 bedrooms, 3 baths, an attached two-car garage, and a walk-out full basement with partially finished space for added living or storage options. The property also includes a convenient garden

    Agent Photo

    Emmon Schmucker

    Coldwell Banker Real Estate Group

    (574) 540-5957

    57949 County Road 37, Middlebury, IN 46540
  • /36

    $326,500 Sold Jul 10, 2025

    721 Highland Dr, Middlebury, IN 46540

    • 3 Beds
    • 2 Baths
    • 2,472 Sq Ft
    • Built 1989

    Last Sold Summary

    • $132/SF
    • 6 Days On Market

    Current Estimated Value $325,329

    Last Listing Agent Nicolas Wyse RE/MAX Results

    721 Highland Dr, Middlebury, IN 46540
    • /31

      Est $255,780 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,411 Sq Ft

      514 Morningstar Ct, Middlebury, IN 46540

      514 Morningstar Ct, Middlebury, IN 46540
  • /36

    $399,000

    • 7 Beds
    • 9 Baths
    • 4,087 Sq Ft

    525 Wayne St, Middlebury, IN 46540

    This iconic property, prominently situated at the top of the "S" Curves offers endless possibilities----With 2 kitchens, 2 family/living rooms, the layout is ideal for 2 separate residences, multi-generational living, or a prime Airbnb opportunity. The main level features 3 Bedrooms while the lower level offers 4 additional bedrooms, along with 7 full bathrooms and (2) 1/2 baths, providing

    Toni Bontrager Berkshire Hathaway HomeServices Elkhart

    525 Wayne St, Middlebury, IN 46540
  • /25

    $290,500 Sold Aug 29, 2025

    513 Sunset Ln, Middlebury, IN 46540

    • 4 Beds
    • 3 Baths
    • 2,419 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Above List Price
    • $120/SF
    • 16 Days On Market

    Current Estimated Value $289,053

    Last Listing Agent Allison Miller Century 21 Circle

    513 Sunset Ln, Middlebury, IN 46540
    • /36

      Est $427,877 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,600 Sq Ft

      505 Skyview Dr, Middlebury, IN 46540

      505 Skyview Dr, Middlebury, IN 46540
  • /36

    $585,000

    • 3 Beds
    • 3.5 Baths
    • 3,729 Sq Ft

    1116 Erin Ct, Middlebury, IN 46540

    Middlebury living at it's finest! This gorgeous brick home features 3 bedrooms and 3.5 baths and a spacious 3,729 sq.ft. of living area! The main level offers a fully redone kitchen and master bathroom with new flooring throughout! Step into the enclosed deck to your personal hot tub retreat or onto the redone back deck for that morning cup of joe overlooking your pond waterfront! Fully finished

    Michael Patka Grogg Martin Realty

    1116 Erin Ct, Middlebury, IN 46540
  • /36

    $499,000 Sold Jul 17, 2025

    59730 County Road 33, Middlebury, IN 46540

    • 6 Beds
    • 3.5 Baths
    • 3,908 Sq Ft
    • Built 1988

    Last Sold Summary

    • 11% Below List Price
    • $128/SF
    • 269 Days On Market

    Current Estimated Value $222,000

    Last Listing Agent Jesse Riegsecker Bright Star Real Estate Services LLC

    59730 County Road 33, Middlebury, IN 46540
    • /29

      Est $367,816 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,556 Sq Ft

      118 Krider Dr, Middlebury, IN 46540

      118 Krider Dr, Middlebury, IN 46540
  • /34

    $549,900 Pending

    • 5 Beds
    • 5.5 Baths
    • 4,384 Sq Ft

    824 Spring Meadow Farm Dr, Middlebury, IN 46540

    Welcome to Middlebury featuring this executive home on Meadow Valley Golf Course with the most amazing views!!! 5 Bedrooms, 5 1/2 Baths--Open Concept, 2 Kitchens, 2 large living spaces, family room, game room, 3 seasons room, ML Laundry, 2 Fireplaces, Walk-out lower level....Nearly 5,000 square foot of pure luxury living at its best....New roof in 2024, Brazilian Cherry Flooring, 2024, garage

    Toni Bontrager Berkshire Hathaway HomeServices Elkhart

    824 Spring Meadow Farm Dr, Middlebury, IN 46540
  • /35

    $915,000 Sold Jan 16, 2026

    11306 Fishers Pond, Middlebury, IN 46540

    • 5 Beds
    • 3.5 Baths
    • 4,326 Sq Ft
    • Built 2020

    Last Sold Summary

    • 8% Below List Price
    • $212/SF
    • 160 Days On Market

    Last Listing Agent Toni Bontrager Berkshire Hathaway HomeServices Elkhart

    11306 Fishers Pond, Middlebury, IN 46540
    • /34

      Est $229,000 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,756 Sq Ft

      11500 County Road 10, Middlebury, IN 46540

      11500 County Road 10, Middlebury, IN 46540
  • /30

    $590,000

    • 4 Beds
    • 2 Baths
    • 4,656 Sq Ft

    12225 County Road 4, Middlebury, IN 46540

    The large 4 bedroom 2 bath home nicely situated on 3 partially wooded acres was built in 2022 with ICF concrete forms being used for the main level making this a very affordable home to heat. The property does not currently have electricity to the home or barn. The barn was built in 2025 and set up for horses. The property does have horse pastures and some wooded area with wildlife seen quiet

    Jesse Riegsecker Bright Star Real Estate Services LLC

    12225 County Road 4, Middlebury, IN 46540
  • /29

    $300,000 Sold Apr 25, 2025

    59491 State Road 13, Middlebury, IN 46540

    • 6 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 1949

    Last Sold Summary

    • 2% Above List Price
    • $115/SF
    • 2 Days On Market

    Current Estimated Value $311,966

    Last Listing Agent Josh Hendricks Creekstone Realty

    59491 State Road 13, Middlebury, IN 46540
    • /16

      Est $279,052 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,896 Sq Ft

      50968 County Road 37, Middlebury, IN 46540

      50968 County Road 37, Middlebury, IN 46540
  • /29

    $390,000

    • 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
  • /30

    $320,000 Sold Apr 17, 2025

    12853 Kingfish Ct, Middlebury, IN 46540

    • 3 Beds
    • 2.5 Baths
    • 2,063 Sq Ft
    • Built 2019

    Last Sold Summary

    • $155/SF
    • 67 Days On Market

    Current Estimated Value $339,440

    Last Listing Agent Jennea Schirr McKinnies Realty, LLC Elkhart

    12853 Kingfish Ct, Middlebury, IN 46540
    • /29

      Est $631,554 Not Listed For Sale

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

      11303 Echo Valley, Middlebury, IN 46540

      11303 Echo Valley, Middlebury, IN 46540
  • /37

    $239,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    980 Sharon Ct, Middlebury, IN 46540

    Easy living in this 2 Bed, 2 Full Bath in Middlebury with a nearly new roof, and recent mechanicals as well. Nice moderate colors, and a move in ready appliance package, means this could be just the house you've been looking for! Great curb appeal, and an oversized 2 car garage that is big enough to put a boat in! Main level laundry. Partially plumbed bonus room in the basement could be used for

    Nicolas Wyse RE/MAX Results

    980 Sharon Ct, Middlebury, IN 46540
  • /36

    $331,000 Sold Jul 11, 2025

    142 River Park Dr, Middlebury, IN 46540

    • 3 Beds
    • 3 Baths
    • 2,063 Sq Ft
    • Built 2015

    Last Sold Summary

    • 5% Below List Price
    • $160/SF
    • 76 Days On Market

    Current Estimated Value $336,247

    Last Listing Agent Nicolas Wyse RE/MAX Results

    142 River Park Dr, Middlebury, IN 46540
    • /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
  • /36

    $1,970,000

    • 5 Beds
    • 9 Baths
    • 8,414 Sq Ft

    622 Bristol Ave, Middlebury, IN 46540

    A stone bridge and layered landscaping set the tone for this private 5.8-acre estate near downtown Middlebury. Inside, the home has been modernized—redesigned and furnished for a part-time retreat, though fully equipped for year-round living. Vaulted ceilings, high windows, and lit beams draw light into the open-concept living area and kitchen, where original tile and hardware meet new hardwood

    Jesse Riegsecker Bright Star Real Estate Services LLC

    622 Bristol Ave, Middlebury, IN 46540
  • /29

    $895,000 Sold Jun 16, 2025

    10908 County Road 10, Middlebury, IN 46540

    • 5 Beds
    • 3.5 Baths
    • 4,737 Sq Ft
    • Built 2012

    Last Sold Summary

    • 3% Below List Price
    • $189/SF
    • 7 Days On Market

    Current Estimated Value $893,221

    Last Listing Agent Penny Seegers eXp Realty, LLC

    10908 County Road 10, Middlebury, IN 46540
    • /32

      Est $693,242 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
  • /30

    $339,000 Pending

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

    525 S Main St, Middlebury, IN 46540

    Price Reduced!! Right in the heart of Middlebury with .80 acre in the Northridge school system, is this beautifully updated meticulously kept home walk in 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 personal office or

    Kimberlie Whitsel The LT Group Real Estate

    525 S Main St, Middlebury, IN 46540
  • /36

    $615,000 Sold Nov 21, 2025

    53564 State Road 13, Middlebury, IN 46540

    • 4 Beds
    • 5 Baths
    • 4,501 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Below List Price
    • $137/SF
    • 3 Days On Market

    Current Estimated Value $629,871

    Last Listing Agent Steve Miller RE/MAX Results

    53564 State Road 13, Middlebury, IN 46540
    • /30

      Est $554,509 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
  • /2

    $320,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,618 Sq Ft

    510 Caprice Dr, Middlebury, IN 46540

    Welcome home to this beautifully updated quad-level home in the sought-after Middlebury School District! Featuring 3 bedrooms and 21⁄2bathrooms, this home combines space, style, and comfort in one perfect package. Step inside to discover brand new carpet on the upper level and newer flooring throughout the rest of the home. The main level features soaring ceilings and an open layout that connects

    Courtney Barber McKinnies Realty, LLC Elkhart

    510 Caprice Dr, Middlebury, IN 46540
  • /29

    $247,000 Sold Mar 21, 2025

    606 Claudia Ln, Middlebury, IN 46540

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Below List Price
    • $210/SF
    • 5 Days On Market

    Current Estimated Value $266,376

    Last Listing Agent Drew Overmyer At Home Realty Group

    606 Claudia Ln, Middlebury, IN 46540
    • /36

      Est $335,852 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
  • /25

    $315,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,520 Sq Ft

    203 Southern Cross Dr, Middlebury, IN 46540

    **Multiple Offers received. All offers due by February 12, 4:00 PM.** Updated 5 bedroom, 2 bath home in the desirable Middlebury School District! Major mechanical updates include a new furnace, central air conditioning, and water heater. The kitchen is equipped with newer range and dishwasher. Step outside to enjoy summer days in the 16x32 in-ground pool, all within a fully fenced backyard that

    Steve Miller RE/MAX Results

    203 Southern Cross Dr, Middlebury, IN 46540
  • /36

    $334,900 Sold Jan 14, 2026

    12850 Kingfish Ct, Middlebury, IN 46540

    • 4 Beds
    • 2 Baths
    • 2,040 Sq Ft
    • Built 2019

    Last Sold Summary

    • $164/SF
    • 3 Days On Market

    Last Listing Agent Darla Brock SUNRISE Realty

    12850 Kingfish Ct, Middlebury, IN 46540
    • /16

      Est $258,343 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,636 Sq Ft

      401 Scott St, Middlebury, IN 46540

      401 Scott St, Middlebury, IN 46540
  • /36

    $739,500

    • 4 Beds
    • 3 Baths
    • 2,856 Sq Ft

    56085 Cr 33, Middlebury, IN 46540

    Stunning 5-Acre Estate with Pond, Pool, and Oversized Heated Workshop – A Dream Hobbyist’s Shop & now available at a Stunningly low enough Value, that you can do any updates you want or add on to the barn or home. Welcome to your private slice of paradise, nestled on 5 beautifully maintained acres with abundant wildlife including deer, hawks, ducks, turkeys, and more. The serene backdrop includes

    Daryle Lambright RE/MAX Results

    56085 Cr 33, Middlebury, IN 46540
  • /2

    $185,000 Sold Oct 06, 2025

    54856 State Road 13, Middlebury, IN 46540

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1994

    Last Sold Summary

    • 5% Below List Price
    • $150/SF
    • 1 Day On Market

    Last Listing Agent Glenda Laughlin Bright Star Real Estate Services LLC

    54856 State Road 13, Middlebury, IN 46540
    • /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
  • /36

    $365,000 Under Contract

    • 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middlebury, IN

Housing Trends

Median Sale Price
$290,000
Median Single Family Sale Price
$289,900
Median 2 Bedroom Sale Price
$324,900
Average Price Per Sq Ft
$116
Number of Homes for Sale
6
Last 12 months Home Sales
42
Months of Supply
1.70
Median List Price
$324,950
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
3%
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