Middlebury, IN Homes

• 

  

  

  /35

  $324,000

  Sold Oct 31, 2025

  52690 Rachael Ct, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2025

  Last Sold Summary

  • $260/SF
  • 16 Days On Market

  Current Estimated Value $334,525

  Last Listing Agent Craig Blough Bartel & Company

  52690 Rachael Ct, Middlebury, IN 46540
• 

  

  

  /36

  Est $332,566

  Not Listed For Sale

  807 Hidden Ct, Middlebury, IN 46540

  • 3 Beds
  • 2.5 Baths
  • 2,639 Sq Ft
  • Built 1996

  807 Hidden Ct, Middlebury, IN 46540

  Last Sold Summary

  • 35 Days On Market
• 

  

  

  /50

  $1,200,000

  • 6 Beds
  • 6 Baths
  • 6,412 Sq Ft

  205 Greenfield Dr, Middlebury, IN 46540

  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

  Julie Thatcher Coldwell Banker Real Estate Group

  205 Greenfield Dr, Middlebury, IN 46540
• 

  

  

  /28

  $389,000

  Sold Nov 07, 2025

  13149 State Road 120, Middlebury, IN 46540

  • 4 Beds
  • 2 Baths
  • 2,336 Sq Ft
  • Built 1971

  Last Sold Summary

  • 12% Above List Price
  • $167/SF
  • 57 Days On Market

  Current Estimated Value $359,004

  Last Listing Agent Rich Carpenter Bright Star Real Estate Services LLC

  13149 State Road 120, Middlebury, IN 46540
• 

  

  

  /19

  Est $314,895

  Not Listed For Sale

  805 Hidden Ct, Middlebury, IN 46540

  • 3 Beds
  • 2.5 Baths
  • 1,963 Sq Ft
  • Built 1997

  805 Hidden Ct, Middlebury, IN 46540

  Last Sold Summary

  • 144 Days On Market
• 

  

  /20

  $580,000

  • 5 Beds
  • 3.5 Baths
  • 4,590 Sq Ft

  12330 County Road 4, Middlebury, IN 46540

  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

  Steven Koleno Beycome Brokerage Realty LLC

  12330 County Road 4, Middlebury, IN 46540
• 

  

  /36

  $375,000

  Sold Jul 31, 2025

  13043 County Road 14, Middlebury, IN 46540

  • 5 Beds
  • 3 Baths
  • 2,768 Sq Ft
  • Built 1997

  Last Sold Summary

  • $135/SF
  • 7 Days On Market

  Current Estimated Value $408,746

  Last Listing Agent Nicolas Wyse RE/MAX Results

  13043 County Road 14, Middlebury, IN 46540
• 

  

  /36

  Est $331,548

  Not Listed For Sale

  705 Spring Valley Dr, Middlebury, IN 46540

  • 4 Beds
  • 2.5 Baths
  • 2,570 Sq Ft
  • Built 1998

  705 Spring Valley Dr, Middlebury, IN 46540

  Last Sold Summary

  • 3 Days On Market
• 

  

  /27

  $300,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,234 Sq Ft

  515 Sunset Ln, Middlebury, IN 46540

  Well cared for and sparkling 3 bedroom, 2 bathroom brick ranch in Middlebury! This home has been meticulously maintained and features a newer roof and newer siding (2021) for added peace of mind. Inside you'll find a functional layout and comfortable living spaces throughout. Large eat-in kitchen with newer refrigerator and dishwasher, breakfast bar, and formal dining room. Nice sized bedrooms

  Anthony Lancaster Snyder Strategy Realty Inc.

  515 Sunset Ln, Middlebury, IN 46540
• 

  

  /25

  $320,000

  Sold Mar 20, 2026

  203 Southern Cross Dr, Middlebury, IN 46540

  • 4 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1977

  Last Sold Summary

  • 2% Above List Price
  • $211/SF
  • 3 Days On Market

  Current Estimated Value $312,065

  Last Listing Agent Steve Miller RE/MAX Results

  203 Southern Cross Dr, Middlebury, IN 46540
• 

  

  /25

  Est $242,596

  Not Listed For Sale

  607 Morningstar Ct, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 1,411 Sq Ft
  • Built 2004

  607 Morningstar Ct, Middlebury, IN 46540

  Last Sold Summary

  • 53 Days On Market
• 

  

  /25

  $374,900

  $10K PRICE DROP

  • 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 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

  Josh Lenker McKinnies Realty, LLC Elkhart

  10281 County Road 4, Middlebury, IN 46540
• 

  

  /24

  $349,900

  Sold Dec 03, 2025

  607 Claudia Ln, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 3,223 Sq Ft
  • Built 1985

  Last Sold Summary

  • $109/SF
  • 25 Days On Market

  Current Estimated Value $438,000

  Last Listing Agent Josh Lenker McKinnies Realty, LLC Elkhart

  607 Claudia Ln, Middlebury, IN 46540
• 

  

  /31

  Est $248,757

  Not Listed For Sale

  514 Morningstar Ct, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 1,411 Sq Ft
  • Built 2005

  514 Morningstar Ct, Middlebury, IN 46540

  Last Sold Summary

  • 27 Days On Market
• 

  

  /36

  $460,000

  • 4 Beds
  • 6 Baths
  • 4,112 Sq Ft

  435 S Main St, Middlebury, IN 46540

  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

  Jami Stamm Coldwell Banker Real Estate Group

  435 S Main St, Middlebury, IN 46540
• 

  

  /6

  $275,000

  Sold Jul 25, 2025

  608 Spring Arbor Dr, Middlebury, IN 46540

  • 3 Beds
  • 2.5 Baths
  • 3,068 Sq Ft
  • Built 1992

  Last Sold Summary

  • $90/SF
  • 0 Days On Market

  Current Estimated Value $332,821

  Last Listing Agent Chelsea Revella McKinnies Realty, LLC Elkhart

  608 Spring Arbor Dr, Middlebury, IN 46540
• 

  

  /35

  Est $253,657

  Not Listed For Sale

  981 Sharon Ct, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 2001

  981 Sharon Ct, Middlebury, IN 46540

  Last Sold Summary

  • 3 Days On Market
• 

  

  /34

  $340,000

  Sold Jan 23, 2026

  54795 Winding River Dr, Middlebury, IN 46540

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft
  • Built 2022

  Last Sold Summary

  • 5% Below List Price
  • $219/SF
  • 166 Days On Market

  Current Estimated Value $346,693

  Last Listing Agent Natashia Bontrager McKinnies Realty, LLC

  54795 Winding River Dr, Middlebury, IN 46540
• 

  

  /34

  Est $248,070

  Not Listed For Sale

  988 Spring Crossing Dr, Middlebury, IN 46540

  • 2 Beds
  • 2 Baths
  • 1,326 Sq Ft
  • Built 2001

  988 Spring Crossing Dr, Middlebury, IN 46540

  Last Sold Summary

  • 30 Days On Market
• 

  

  /28

  $590,000

  Sold Aug 22, 2025

  11334 Fishers Pond, Middlebury, IN 46540

  • 5 Beds
  • 3.5 Baths
  • 3,923 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Below List Price
  • $150/SF
  • 332 Days On Market

  Current Estimated Value $613,779

  Last Listing Agent Jesse Riegsecker Bright Star Real Estate Services LLC

  11334 Fishers Pond, Middlebury, IN 46540
• 

  

  /24

  Est $209,246

  Not Listed For Sale

  987 Sharon Ct, Middlebury, IN 46540

  • 1 Bed
  • 1 Bath
  • 1,215 Sq Ft
  • Built 1999

  987 Sharon Ct, Middlebury, IN 46540

  Last Sold Summary

  • 18 Days On Market
• 

  

  /36

  $347,500

  Sold Feb 26, 2026

  59645 County Road 35, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 2,313 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Below List Price
  • $150/SF
  • 108 Days On Market

  Current Estimated Value $379,780

  Last Listing Agent Crystal Miller RE/MAX Results

  59645 County Road 35, Middlebury, IN 46540
• 

  

  /16

  Est $221,894

  Not Listed For Sale

  705 Day Spring Ct, Middlebury, IN 46540

  • 1 Bed
  • 1 Bath
  • 1,161 Sq Ft
  • Built 1996

  705 Day Spring Ct, Middlebury, IN 46540

  Last Sold Summary

  • 7 Days On Market
• 

  

  /23

  $315,000

  Sold Nov 07, 2025

  51561 E County Line Rd, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $184/SF
  • 100 Days On Market

  Last Listing Agent Jami Stamm Coldwell Banker Real Estate Group

  51561 E County Line Rd, Middlebury, IN 46540
• 

  

  /14

  Est $232,660

  Not Listed For Sale

  613 Day Spring Ct, Middlebury, IN 46540

  • 2 Beds
  • 2 Baths
  • 1,510 Sq Ft
  • Built 1993

  613 Day Spring Ct, Middlebury, IN 46540

  Last Sold Summary

  • 22 Days On Market
• 

  

  /20

  $267,000

  Sold Jun 24, 2026

  203 W Berry St, Middlebury, IN 46540

  • 4 Beds
  • 2 Baths
  • 2,018 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $132/SF
  • 8 Days On Market

  Current Estimated Value $268,307

  Last Listing Agent Seth Cripe eXp Realty, LLC

  203 W Berry St, Middlebury, IN 46540
• 

  

  /22

  Est $306,063

  Not Listed For Sale

  1004 Claire Ln, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft
  • Built 1994

  1004 Claire Ln, Middlebury, IN 46540

  Last Sold Summary

  • 8 Days On Market
• 

  

  /24

  $264,900

  Sold Sep 03, 2025

  510 Redbud Ln, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 2,557 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $104/SF
  • 8 Days On Market

  Current Estimated Value $300,883

  Last Listing Agent Allison Miller Century 21 Circle

  510 Redbud Ln, Middlebury, IN 46540
• 

  

  /20

  Est $260,418

  Not Listed For Sale

  607 Fieldstone Ln, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 1990

  607 Fieldstone Ln, Middlebury, IN 46540

  Last Sold Summary

  • 10 Days On Market
• 

  

  /36

  $920,000

  Sold Jun 01, 2026

  52478 County Road 39, Middlebury, IN 46540

  • 5 Beds
  • 4 Baths
  • 3,038 Sq Ft
  • Built 2022

  Last Sold Summary

  • 29% Below List Price
  • $303/SF
  • 184 Days On Market

  Last Listing Agent Brianna Gilbert Keller Williams Realty Group

  52478 County Road 39, Middlebury, IN 46540
• 

  

  /26

  Est $283,091

  Not Listed For Sale

  505 Arbor Ct, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 1989

  505 Arbor Ct, Middlebury, IN 46540

  Last Sold Summary

  • 10 Days On Market
• 

  

  /36

  $850,000

  Sold Aug 04, 2025

  11592 Maple Ridge Dr, Middlebury, IN 46540

  • 4 Beds
  • 3.5 Baths
  • 5,152 Sq Ft
  • Built 2014

  Last Sold Summary

  • 7% Below List Price
  • $165/SF
  • 54 Days On Market

  Current Estimated Value $892,640

  Last Listing Agent Steve Miller RE/MAX Results

  11592 Maple Ridge Dr, Middlebury, IN 46540
• 

  

  /26

  Est $292,214

  Not Listed For Sale

  601 Spring Arbor Dr, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 2,362 Sq Ft
  • Built 1989

  601 Spring Arbor Dr, Middlebury, IN 46540

  Last Sold Summary

  • 80 Days On Market
• 

  

  /21

  $247,000

  Sold Aug 25, 2025

  511 Morningstar Ct, Middlebury, IN 46540

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Above List Price
  • $170/SF
  • 30 Days On Market

  Current Estimated Value $253,553

  Last Listing Agent Andrew Myers Myers Trust Real Estate

  511 Morningstar Ct, Middlebury, IN 46540
• 

  

  /26

  Est $245,084

  Not Listed For Sale

  514 S Main St, Middlebury, IN 46540

  • 2 Beds
  • 1.5 Baths
  • 1,053 Sq Ft
  • Built 1951

  514 S Main St, Middlebury, IN 46540

  Last Sold Summary

  • 130 Days On Market
• 

  

  /35

  $320,000

  Sold Sep 08, 2025

  54879 Moonfish Ct, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 2024

  Last Sold Summary

  • 13% Below List Price
  • $240/SF
  • 53 Days On Market

  Current Estimated Value $330,194

  Last Listing Agent Elizabeth Urschel CENTURY 21 Bradley Realty, Inc

  54879 Moonfish Ct, Middlebury, IN 46540
• 

  

  /36

  Est $286,622

  Not Listed For Sale

  615 Redbud Ln, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 1,348 Sq Ft
  • Built 1996

  615 Redbud Ln, Middlebury, IN 46540

  Last Sold Summary

  • 34 Days On Market
• 

  

  /29

  $375,000

  Sold Jun 03, 2026

  510 Crystal Valley Dr, Middlebury, IN 46540

  • 3 Beds
  • 3 Baths
  • 2,552 Sq Ft
  • Built 1983

  Last Sold Summary

  • 12% Below List Price
  • $147/SF
  • 235 Days On Market

  Current Estimated Value $376,645

  Last Listing Agent The Hostetler Team Bright Star Real Estate Services LLC

  510 Crystal Valley Dr, Middlebury, IN 46540
• 

  

  /35

  Est $404,292

  Not Listed For Sale

  512 Horizon Dr, Middlebury, IN 46540

  • 5 Beds
  • 3.5 Baths
  • 3,165 Sq Ft
  • Built 1994

  512 Horizon Dr, Middlebury, IN 46540

  Last Sold Summary

  • 4 Days On Market
• 

  

  /24

  $325,000

  Sold Oct 30, 2025

  53048 State Road 13, Middlebury, IN 46540

  • 3 Beds
  • 2 Baths
  • 2,862 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Below List Price
  • $114/SF
  • 7 Days On Market

  Current Estimated Value $353,984

  Last Listing Agent Glenda Laughlin Bright Star Real Estate Services LLC

  53048 State Road 13, Middlebury, IN 46540

Showing Results 121 - 160, Page 4 of 18