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Middlebury, IN Homes for Sale with Acreage

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    $799,500

    • 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 for the 1st time below $800K! 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 a peaceful stream at the rear of the property, a fully stocked

    Daryle Lambright RE/MAX Results

    56085 Cr 33, Middlebury, IN 46540
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    $974,900

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

    11306 Fishers Pond, Middlebury, IN 46540

    This stunning home is truly inspired by The Farm as this farm-style gem is straight from a magazine. The large front porch with swing welcomes you into a grand foyer awaiting the open concept custom kitchen featuring quartz counters, with waterfront views to the POND. The Living Room features a gas fireplace and off the kitchen/living is the 3 seasons room also featuring the waterfront views,

    Toni Bontrager Berkshire Hathaway HomeServices Elkhart

    11306 Fishers Pond, Middlebury, IN 46540
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    $648,500

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

    53564 State Road 13, Middlebury, IN 46540

    Secluded 2-Acre Estate in Middlebury Schools – A Private Retreat! Beautifully designed home, nestled on a secluded 2-acre estate accessed by a long private drive shared with only a few homes. The spacious master suite features a tile walk-in shower and a generous closet, while three of the bedrooms have private bathrooms. A custom kitchen, with maple cabinetry and granite countertops. Additional

    Steve Miller RE/MAX Results

    53564 State Road 13, Middlebury, IN 46540
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    $585,000 Open Sun 2PM - 4PM

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

    15315 County Road 18, Middlebury, IN 46540

    OPEN HOUSE: SUNDAY 9/28/25 2:00P-4:00P!!!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

    Tara Northam Berkshire Hathaway HomeServices Northern Indiana Real Estate

    15315 County Road 18, Middlebury, IN 46540
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    $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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    $425,000

    • 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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    $1,970,000

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

    622 Bristol Ave, Middlebury, IN 46540

    Open House Scheduled for August 23 1-3pm! 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

    Jesse Riegsecker Bright Star Real Estate Services LLC

    622 Bristol Ave, Middlebury, IN 46540
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    $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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    $450,000

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

    15981 County Road 22, Middlebury, IN 46540

    Major Price Drop! Reduced $25K – now just $450,000! This beautiful country property has so much to offer 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 leads to a partial wrap around back deck that overlooks the

    Anthony Lancaster Snyder Strategy Realty Inc.

    15981 County Road 22, Middlebury, IN 46540
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    $455,000

    • 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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    $90,000

    • Land
    • 4.12 Acres
    • $21,866 per Acre

    53982 Midnight Star, Middlebury, IN 46540

    Private, secluded, wooded. Borders Morning Star Nature Preserve.

    David Singell Myers Trust Real Estate

    53982 Midnight Star, Middlebury, IN 46540

Home Trends in Middlebury, IN

Housing Trends

Median Sale Price
$289,950
Median Single Family Sale Price
$289,900
Median 2 Bedroom Sale Price
$315,000
Average Price Per Sq Ft
$115
Number of Homes for Sale
7
Last 12 months Home Sales
54
Months of Supply
1.60
Median List Price
$319,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
8%
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