Real Estate Investments for Sale in Middlebury, IN With High ROI

Are you looking for a vacation rental in Middlebury, IN? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

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 11 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
10700 County Road 4 Middlebury, IN Take a look at this fully renovated duplex nicely located in the country on over 1/2 acre ...	4 beds \| 2 baths \| 1,744 sq.ft.	$295,000	Airbnb cash on cash: 8.46% Traditional cash on cash: 3.63% Airbnb Rental Income: $3813 Traditional Rental Income: $1648 Airbnb ROI: 8.46% Traditional ROI: 3.63%
815 Springs Valley Road Middlebury, IN This nicely updated large 3 bedroom 2.5 bath home is located at the end of a quiet street ...	3 beds \| 3 baths \| 2,248 sq.ft.	$334,900	Airbnb cash on cash: 5.1% Traditional cash on cash: 4.34% Airbnb Rental Income: $2946 Traditional Rental Income: $2026 Airbnb ROI: 5.1% Traditional ROI: 4.34%
307 Eugene Drive Middlebury, IN Northridge Schools! Recently updated 3 bedroom/2 bathroom ranch in Northridge school distr...	3 beds \| 2 baths \| 1,826 sq.ft.	$274,900	Airbnb cash on cash: 6.48% Traditional cash on cash: 3.93% Airbnb Rental Income: $2946 Traditional Rental Income: $1604 Airbnb ROI: 6.48% Traditional ROI: 3.93%
54018 Timber Wind Middlebury, IN Welcome to this charming and inviting rustic retreat nestled on a wooded lot in The Farm s...	4 beds \| 4 baths \| 2,507 sq.ft.	$519,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 4.04% Airbnb Rental Income: $3813 Traditional Rental Income: $2927 Airbnb ROI: 4.17% Traditional ROI: 4.04%
13126 Bear Creek Court Middlebury, IN Meticulously maintained spacious ranch in the Middlebury School District. Attention to det...	3 beds \| 3 baths \| 2,283 sq.ft.	$399,900	Airbnb cash on cash: 3.98% Traditional cash on cash: 3.37% Airbnb Rental Income: $2946 Traditional Rental Income: $2036 Airbnb ROI: 3.98% Traditional ROI: 3.37%
505 Arbor Court Middlebury, IN Middlebury Schools! Move right in to this 3 bed 2 bath ranch on a cul-de-sac in Spring Va...	3 beds \| 2 baths \| 1,938 sq.ft.	$249,900	Airbnb cash on cash: 7.46% Traditional cash on cash: 5.27% Airbnb Rental Income: $2946 Traditional Rental Income: $1749 Airbnb ROI: 7.46% Traditional ROI: 5.27%
12294 County Road 24 Middlebury, IN Country living close to town in this 3 bedroom/2 1/2 bath ranch home. Tons of potential in...	3 beds \| 3 baths \| 987 sq.ft.	$199,900	Airbnb cash on cash: 9.73% Traditional cash on cash: 7.61% Airbnb Rental Income: $2946 Traditional Rental Income: $1864 Airbnb ROI: 9.73% Traditional ROI: 7.61%
309 Eastern Star Drive Middlebury, IN Northridge Schools! This home offers 2,300 sf with 4 bedrooms, 2.5 bathrooms on a huge cor...	4 beds \| 3 baths \| 2,251 sq.ft.	$285,000	Airbnb cash on cash: 9.47% Traditional cash on cash: 5.67% Airbnb Rental Income: $3813 Traditional Rental Income: $1969 Airbnb ROI: 9.47% Traditional ROI: 5.67%
603 Claudia Lane Middlebury, IN USDA ELIGIBLE..........SELLER IS OFFERING $5,000.00 TOWARDS BUYERS CLOSING COSTS, PRE PAID...	3 beds \| 3 baths \| 2,160 sq.ft.	$249,000	Airbnb cash on cash: 7.33% Traditional cash on cash: 6.48% Airbnb Rental Income: $2946 Traditional Rental Income: $2067 Airbnb ROI: 7.33% Traditional ROI: 6.48%
53570 State Road 13 Middlebury, IN One of a Kind! Luxury living with only the finest of amenities, you will enjoy the quaint ...	4 beds \| 6 baths \| 4,611 sq.ft.	$1,250,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 0.34% Airbnb Rental Income: $3813 Traditional Rental Income: $3502 Airbnb ROI: -0.1% Traditional ROI: 0.34%
403 Shoemaker Drive Middlebury, IN A very affordable opportunity to live in the Highland Hills subdivision in Middlebury Scho...	3 beds \| 2 baths \| 1,628 sq.ft.	$205,000	Airbnb cash on cash: 9.47% Traditional cash on cash: 5.43% Airbnb Rental Income: $2946 Traditional Rental Income: $1480 Airbnb ROI: 9.47% Traditional ROI: 5.43%

Your search for investment property begins and ends here

Single Family Homes for Sale in Middlebury, IN

10700 County Road 4

Middlebury, IN

4 beds | 2 baths | 1,744 sq.ft.

$295,000

Airbnb cash on cash: 8.46%

Traditional cash on cash: 3.63%

Airbnb Rental Income: $3813

Traditional Rental Income: $1648

Airbnb ROI: 8.46%

Traditional ROI: 3.63%

815 Springs Valley Road

Middlebury, IN

3 beds | 3 baths | 2,248 sq.ft.

$334,900

Airbnb cash on cash: 5.1%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $2946

Traditional Rental Income: $2026

Airbnb ROI: 5.1%

Traditional ROI: 4.34%

307 Eugene Drive

Middlebury, IN

3 beds | 2 baths | 1,826 sq.ft.

$274,900

Airbnb cash on cash: 6.48%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $2946

Traditional Rental Income: $1604

Airbnb ROI: 6.48%

Traditional ROI: 3.93%

54018 Timber Wind

Middlebury, IN

4 beds | 4 baths | 2,507 sq.ft.

$519,000

Airbnb cash on cash: 4.17%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $3813

Traditional Rental Income: $2927

Airbnb ROI: 4.17%

Traditional ROI: 4.04%

13126 Bear Creek Court

Middlebury, IN

3 beds | 3 baths | 2,283 sq.ft.

$399,900

Airbnb cash on cash: 3.98%

Traditional cash on cash: 3.37%

Airbnb Rental Income: $2946

Traditional Rental Income: $2036

Airbnb ROI: 3.98%

Traditional ROI: 3.37%

505 Arbor Court

Middlebury, IN

3 beds | 2 baths | 1,938 sq.ft.

$249,900

Airbnb cash on cash: 7.46%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $2946

Traditional Rental Income: $1749

Airbnb ROI: 7.46%

Traditional ROI: 5.27%

12294 County Road 24

Middlebury, IN

3 beds | 3 baths | 987 sq.ft.

$199,900

Airbnb cash on cash: 9.73%

Traditional cash on cash: 7.61%

Airbnb Rental Income: $2946

Traditional Rental Income: $1864

Airbnb ROI: 9.73%

Traditional ROI: 7.61%

309 Eastern Star Drive

Middlebury, IN

4 beds | 3 baths | 2,251 sq.ft.

$285,000

Airbnb cash on cash: 9.47%

Traditional cash on cash: 5.67%

Airbnb Rental Income: $3813

Traditional Rental Income: $1969

Airbnb ROI: 9.47%