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Studio to 3 Bedroom Homes for Sale in Middlebury, IN

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  • /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
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    $345,000

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

    54795 Winding River Dr, Middlebury, IN 46540

    Step into modern elegance with this stunning 2-story home in the highly sought-after Winding River subdivision in Middlebury, built in 2022 and located within the top-rated Middlebury School District. Offering 2,100 sq. ft. of thoughtfully designed living space, this home features 3 spacious bedrooms, 2.5 bathrooms, and a seamless open-concept layout perfect for everyday living and entertaining.

    Natashia Bontrager McKinnies Realty, LLC

    54795 Winding River Dr, Middlebury, IN 46540
  • /36

    $367,000

    • 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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    $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
  • /8

    $54,900

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    10039 County Road 4 Unit 5, Middlebury, IN 46540

    Discover affordable new home living at Tall Oaks #5, a charming 2-bedroom, 1-bath manufactured home featuring 672 square feet of modern comfort. Located in the peaceful Tall Oaks Manufactured Home Community off County Road 4 near scenic Stone Lake, this cozy home is perfect for anyone looking for low-maintenance living in a friendly neighborhood. This brand-new home offers a bright, open-concept

    Frank Sheppard Thrive Communities, LLC

    10039 County Road 4 Unit 5, Middlebury, IN 46540
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    $344,900

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

    510 Caprice Dr, Middlebury, IN 46540

    Open House Saturday 12/6/2025 12-2PM. Welcome home to this beautifully updated quad-level home in the sought-after Middlebury School District! Featuring 3 bedrooms and 21⁄2 bathrooms, 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

    Courtney Barber McKinnies Realty, LLC Elkhart

    510 Caprice Dr, Middlebury, IN 46540
  • /2

    $275,000

    • 3 Beds
    • 3 Baths
    • 2,654 Sq Ft

    974 Highfield Ct, Middlebury, IN 46540

    Bring in the New Year in this 3 bedroom, 3 bathroom home on a cul-de-sac in Middlebury. The kitchen has a breakfast bar, and all kitchen appliances will stay. The large master bedroom has an en-suite bath. Laundry is on the main floor for convienent access. Washer and dryer will stay. Plenty of room for entertaining upstairs and downstairs. Downstairs has a large extra room, a bathroom, and a

    Amber Hapner Coldwell Banker Real Estate Group

    974 Highfield Ct, Middlebury, IN 46540
  • /11

    $54,900

    • 2 Beds
    • 2 Baths
    • 784 Sq Ft

    10039 County Road 4 Unit 16, Middlebury, IN 46540

    Welcome home to Tall Oaks #16, a brand-new 2-bedroom, 2-bath manufactured home offering style, efficiency, and comfort. Located in the peaceful Tall Oaks Manufactured Home Community just off County Road 4 near scenic Stone Lake, this home combines modern finishes with low-maintenance living. Step inside to a bright, open-concept floor plan featuring energy-efficient construction and a modern

    Frank Sheppard Thrive Communities, LLC

    10039 County Road 4 Unit 16, Middlebury, IN 46540
  • /26

    $235,000

    • 3 Beds
    • 1.5 Baths
    • 2,246 Sq Ft

    200 E Berry St, Middlebury, IN 46540

    Charming Downtown Middlebury Living! Nestled on a desirable corner lot in the heart of downtown Middlebury, this home offers unbeatable walkability to the coffee shop, library, playground, parks, and post office. Step inside to a welcoming entryway highlighted by a beautiful wood staircase. The spacious living room flows into a versatile bonus space complete with built-in cabinets—perfect for an

    Stephen Schemenauer Keller Williams Realty Group

    200 E Berry St, Middlebury, IN 46540

Home Trends in Middlebury, IN

Housing Trends

Median Sale Price
$290,000
Median Single Family Sale Price
$289,950
Median 2 Bedroom Sale Price
$315,000
Average Price Per Sq Ft
$118
Number of Homes for Sale
8
Last 12 months Home Sales
47
Months of Supply
2.00
Median List Price
$324,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
5%
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