Real Estate Investment Properties for Sale in Middlebury, IN
Looking for investment property in Middlebury, IN with high ROI ?
Explore a variety of short-term homes & houses in Middlebury, IN. Invest wisely with VRBO & Middlebury, IN Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Single Family Homes for Sale in Middlebury, IN
Search for Single Family Residential for Sale in Middlebury, Indiana. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 15 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
767 Oakleaf DriveMiddlebury, INNew construction by Fischer Homes in the beautiful Parkrose community, featuring the stunn... |
4 beds | 3 baths | 1,842 sq.ft. |
$324,990 |
Airbnb cash on cash: 3.29%
|
735 Oakleaf DriveMiddlebury, INNew Construction in the beautiful community of Parkrose, featuring the stunning Beacon Mod... |
3 beds | 2 baths | 1,414 sq.ft. |
$299,990 |
Airbnb cash on cash: 1.45%
|
622 Bristol AvenueMiddlebury, INA stone bridge and layered landscaping set the tone for this private 5.8-acre estate near ... |
5 beds | 9 baths | 8,414 sq.ft. |
$1,970,000 |
Airbnb cash on cash: N/A
|
1116 Erin CourtMiddlebury, INMiddlebury living at it's finest! This gorgeous brick home features 3 bedrooms and 3.5 bat... |
3 beds | 4 baths | 3,729 sq.ft. |
$549,000 |
Airbnb cash on cash: -0.15%
|
10070 Butternut DriveMiddlebury, INMultiple Offer Notification!!! Highest and Best due by 8pm 4/27/26. Lake Life is calling w... |
5 beds | 5 baths | 5,997 sq.ft. |
$675,000 |
Airbnb cash on cash: N/A
|
10152 County Road 2Middlebury, INThis 2-bedroom, 1-bath single-story home with a loft sits on 3 beautiful rural acres and o... |
2 beds | 1 baths | 1,424 sq.ft. |
$275,000 |
Airbnb cash on cash: -0.21%
|
13698 County Road 8 Lot 2 #2Middlebury, INWelcome to quiet seclusion with lots of wildlife and room to expand, only three miles to M... |
1 beds | 2 baths | 1,602 sq.ft. |
$519,900 |
Airbnb cash on cash: -0.52%
|
54230 County Rd 8Middlebury, INOpen House: Saturday, April 4th from 2:00â4:00 PM. Situated on 1.21 acres along the Litt... |
3 beds | 4 baths | 2,875 sq.ft. |
$425,000 |
Airbnb cash on cash: 0.84%
|
52736 Rachael CourtMiddlebury, INNew Construction in Middlebury Schools! Tucked in the back of Sandy Hill, you'll find th... |
3 beds | 2 baths | 1,634 sq.ft. |
$339,000 |
Airbnb cash on cash: 2.08%
|
13745 Ranier DriveMiddlebury, INWelcome to this beautifully maintained 4-bedroom, 3-bathroom home located in the highly so... |
4 beds | 3 baths | 3,176 sq.ft. |
$467,000 |
Airbnb cash on cash: 1.96%
|
510 Crystal Valley DriveMiddlebury, INNestled on just under 2 acres, this unique property offers privacy in town â you wonât... |
3 beds | 3 baths | 2,552 sq.ft. |
$390,000 |
Airbnb cash on cash: 0.76%
|
610 Claudia LaneMiddlebury, INThis well-maintained bi-level home offers the perfect blend of comfort, style, and functio... |
3 beds | 2 baths | 2,064 sq.ft. |
$319,500 |
Airbnb cash on cash: 1.66%
|
52478 County Road 39Middlebury, INTucked away on nearly 10 acres in Middlebury, this 2022 custom stick-built home offers a p... |
5 beds | 4 baths | 3,038 sq.ft. |
$1,099,900 |
Airbnb cash on cash: N/A
|
13635 Ranier DriveMiddlebury, INALL OFFERS ARE BEING REVIEWED AT 2:00 ON 4/16. Step into what could be your dream home!! ... |
3 beds | 2 baths | 2,061 sq.ft. |
$330,000 |
Airbnb cash on cash: 1.28%
|
12454 Stoney DriveMiddlebury, INMultiple Offers--please submit by 7pm 4/23/26---Well maintained one-story home in Middlebu... |
4 beds | 3 baths | 2,437 sq.ft. |
$325,000 |
Airbnb cash on cash: 3.6%
|