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.

Condos for Sale in Middlebury, IN

Search for Condo for Sale in Middlebury, Indiana. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 1 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
209 River Park Drive Middlebury, IN Maintenance free living in Middlebury! Well maintained one owner condo in the Villas of R...	2 beds \| 2 baths \| 1,675 sq.ft.	$349,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 3.42% Airbnb Rental Income: $1756 Traditional Rental Income: $2342 Airbnb ROI: 0.17% Traditional ROI: 3.42%
Other Investment Properties for Sale in Middlebury
622 Bristol Avenue Middlebury , IN Open House Scheduled for August 23 1-3pm! A stone bridge and layered landscaping set the ...	5 beds \| 9 baths \| 8,414 sq.ft.	$1,970,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.38% Airbnb Rental Income: $null Traditional Rental Income: $7301 Airbnb ROI: N/A Traditional ROI: 1.38%
12804 Spoonbill Court Middlebury , IN OPEN HOUSE SUNDAY August 3rd 12-2pm EST. Agents welcome! This move in ready two story hous...	4 beds \| 3 baths \| 2,303 sq.ft.	$339,000	Airbnb cash on cash: 2.54% Traditional cash on cash: 7.94% Airbnb Rental Income: $1946 Traditional Rental Income: $3155 Airbnb ROI: 2.54% Traditional ROI: 7.94%
608 Fieldstone Lane Middlebury , IN Adorable Ranch located in Northridge School District- situated on a cul-de-sac--This home ...	3 beds \| 2 baths \| 2,252 sq.ft.	$305,000	Airbnb cash on cash: 4.87% Traditional cash on cash: 7.3% Airbnb Rental Income: $2658 Traditional Rental Income: $2724 Airbnb ROI: 4.87% Traditional ROI: 7.3%
312 W Bristol Street Middlebury , IN Nestled on scenic CR 8 near Krider Gardens and the Pumpkinvine Trail, this stunning 4-bedr...	4 beds \| 3 baths \| 3,640 sq.ft.	$455,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 6.33% Airbnb Rental Income: $1853 Traditional Rental Income: $3550 Airbnb ROI: 1.18% Traditional ROI: 6.33%
750 Oakleaf Drive Middlebury , IN New Construction by Fischer Homes in the beautiful Parkrose community with the Jensen plan...	4 beds \| 3 baths \| 2,800 sq.ft.	$374,990	Airbnb cash on cash: 1.81% Traditional cash on cash: 6.12% Airbnb Rental Income: $1946 Traditional Rental Income: $2948 Airbnb ROI: 1.81% Traditional ROI: 6.12%
764 Oakleaf Drive Middlebury , IN New Construction by Fischer Homes in the beautiful Hampton Walk community featuring the Yo...	4 beds \| 3 baths \| 2,256 sq.ft.	$349,990	Airbnb cash on cash: 2.23% Traditional cash on cash: 6.29% Airbnb Rental Income: $1946 Traditional Rental Income: $2765 Airbnb ROI: 2.23% Traditional ROI: 6.29%
13745 Ranier Drive Middlebury , IN Nestled in the highly sought-after "The Summit" neighborhood, this remarkable 4-bedroom, 3...	4 beds \| 3 baths \| 2,788 sq.ft.	$469,900	Airbnb cash on cash: 1.37% Traditional cash on cash: 5.14% Airbnb Rental Income: $1946 Traditional Rental Income: $3093 Airbnb ROI: 1.37% Traditional ROI: 5.14%
792 Oakleaf Drive Middlebury , IN Trendy new Fairfax American Classic plan by Fischer Homes in beautiful Parkrose featuring ...	4 beds \| 3 baths \| 2,491 sq.ft.	$379,990	Airbnb cash on cash: 1.76% Traditional cash on cash: 5.94% Airbnb Rental Income: $1946 Traditional Rental Income: $2923 Airbnb ROI: 1.76% Traditional ROI: 5.94%
778 Oakleaf Drive Middlebury , IN Gorgeous new DaVinci Modern Farmhouse plan by Fischer Homes in beautiful Parkrose featurin...	3 beds \| 2 baths \| 1,756 sq.ft.	$359,990	Airbnb cash on cash: 3.72% Traditional cash on cash: 5.06% Airbnb Rental Income: $2658 Traditional Rental Income: $2479 Airbnb ROI: 3.72% Traditional ROI: 5.06%
13909 Shavano Peak Drive Middlebury , IN Stunning ... New Construction! The property is still in the early stages, giving you the p...	3 beds \| 3 baths \| 2,569 sq.ft.	$689,760	Airbnb cash on cash: 1.9% Traditional cash on cash: 3.85% Airbnb Rental Income: $2658 Traditional Rental Income: $3276 Airbnb ROI: 1.9% Traditional ROI: 3.85%
608 Claudia Lane Middlebury , IN Welcome to this beautiful 3 bedroom, 2 bathroom home located in Middlebury schools right o...	3 beds \| 2 baths \| 1,536 sq.ft.	$269,900	Airbnb cash on cash: 4.72% Traditional cash on cash: 6.16% Airbnb Rental Income: $2658 Traditional Rental Income: $2394 Airbnb ROI: 4.72% Traditional ROI: 6.16%
741 Oakleaf Drive Middlebury , IN New construction by Fischer Homes in beautiful Parkrose featuring the Breckenridge floorpl...	4 beds \| 3 baths \| 3,135 sq.ft.	$399,990	Airbnb cash on cash: 1.59% Traditional cash on cash: 6.18% Airbnb Rental Income: $1946 Traditional Rental Income: $3157 Airbnb ROI: 1.59% Traditional ROI: 6.18%
11306 Fishers Pond Middlebury , IN This stunning home is truly inspired by The Farm as this farm-style gem is straight from a...	5 beds \| 4 baths \| 4,326 sq.ft.	$974,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.62% Airbnb Rental Income: $null Traditional Rental Income: $4007 Airbnb ROI: N/A Traditional ROI: 2.62%
53415 County Road 35 Middlebury , IN EQUISITE!! This sprawling Ranch is pure perfection--custom-built by Barry Yoder So many f...	3 beds \| 3 baths \| 4,060 sq.ft.	$974,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 1.53% Airbnb Rental Income: $2658 Traditional Rental Income: $3237 Airbnb ROI: 0.19% Traditional ROI: 1.53%
54879 Moonfish Court Middlebury , IN Ranch home on a full basement! Located in the Winding River Estates community, this home o...	3 beds \| 2 baths \| 1,336 sq.ft.	$339,900	Airbnb cash on cash: 4.17% Traditional cash on cash: 5.25% Airbnb Rental Income: $2658 Traditional Rental Income: $2371 Airbnb ROI: 4.17% Traditional ROI: 5.25%

Your search for investment property begins and ends here

Condos for Sale in Middlebury, IN

209 River Park Drive

Middlebury, IN

2 beds | 2 baths | 1,675 sq.ft.

$349,900

Airbnb cash on cash: 0.17%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $1756

Traditional Rental Income: $2342

Airbnb ROI: 0.17%

Traditional ROI: 3.42%

Other Investment Properties for Sale in Middlebury

Middlebury , IN

5 beds | 9 baths | 8,414 sq.ft.

$1,970,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.38%

Airbnb Rental Income: $null

Traditional Rental Income: $7301

Airbnb ROI: N/A

Traditional ROI: 1.38%

Middlebury , IN

4 beds | 3 baths | 2,303 sq.ft.

$339,000

Airbnb cash on cash: 2.54%

Traditional cash on cash: 7.94%

Airbnb Rental Income: $1946

Traditional Rental Income: $3155

Airbnb ROI: 2.54%

Traditional ROI: 7.94%

Middlebury , IN

3 beds | 2 baths | 2,252 sq.ft.

$305,000

Airbnb cash on cash: 4.87%

Traditional cash on cash: 7.3%

Airbnb Rental Income: $2658

Traditional Rental Income: $2724

Airbnb ROI: 4.87%

Traditional ROI: 7.3%

Middlebury , IN

4 beds | 3 baths | 3,640 sq.ft.

$455,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 6.33%

Airbnb Rental Income: $1853

Traditional Rental Income: $3550

Airbnb ROI: 1.18%

Traditional ROI: 6.33%

Middlebury , IN

4 beds | 3 baths | 2,800 sq.ft.

$374,990

Airbnb cash on cash: 1.81%

Traditional cash on cash: 6.12%

Airbnb Rental Income: $1946

Traditional Rental Income: $2948

Airbnb ROI: 1.81%

Traditional ROI: 6.12%

Middlebury , IN

4 beds | 3 baths | 2,256 sq.ft.

$349,990

Airbnb cash on cash: 2.23%

Traditional cash on cash: 6.29%

Airbnb Rental Income: $1946

Traditional Rental Income: $2765

Airbnb ROI: 2.23%

Traditional ROI: 6.29%

Middlebury , IN

4 beds | 3 baths | 2,788 sq.ft.

$469,900

Airbnb cash on cash: 1.37%

Traditional cash on cash: 5.14%

Airbnb Rental Income: $1946

Traditional Rental Income: $3093

Airbnb ROI: 1.37%

Traditional ROI: 5.14%

Middlebury , IN

4 beds | 3 baths | 2,491 sq.ft.

$379,990

Airbnb cash on cash: 1.76%

Traditional cash on cash: 5.94%