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 2 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
111 River Park Dr Middlebury, IN 111 River Park Dr, Middlebury, IN 46540 \| Condo/Coop	2 beds \| 3 baths \| 2,485 sq.ft.	$364,900	Airbnb cash on cash: -0.03% Traditional cash on cash: 5.68% Airbnb Rental Income: $1083 Traditional Rental Income: $2669 Airbnb ROI: -0.03% Traditional ROI: 5.68%
210 River Park Drive Middlebury, IN This beautifully appointed villa in the quaint town of Middlebury is where comfort, qualit...	3 beds \| 3 baths \| 2,800 sq.ft.	$419,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 5.37% Airbnb Rental Income: $1935 Traditional Rental Income: $3206 Airbnb ROI: 0.84% Traditional ROI: 5.37%
Other Investment Properties for Sale in Middlebury
767 Oakleaf Drive Middlebury , IN New 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: 4.05% Traditional cash on cash: 6.12% Airbnb Rental Income: $2565 Traditional Rental Income: $2579 Airbnb ROI: 4.05% Traditional ROI: 6.12%
14188 CR 28 Middlebury , IN Great, Updated Property now for sale! Situated on 6 acres, this 3-bedroom, 2-bathroom prop...	3 beds \| 2 baths \| 2,300 sq.ft.	$675,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 2.47% Airbnb Rental Income: $1935 Traditional Rental Income: $2657 Airbnb ROI: 0.51% Traditional ROI: 2.47%
101 Hemsberd St Middlebury , IN All new Carpeting and freshly painted. It has a Main Level Master Suite and an additional ...	3 beds \| 3 baths \| 1,788 sq.ft.	$309,900	Airbnb cash on cash: 2.45% Traditional cash on cash: 6.47% Airbnb Rental Income: $1935 Traditional Rental Income: $2597 Airbnb ROI: 2.45% Traditional ROI: 6.47%
518 Sunset Ln Middlebury , IN MOTIVATED SELLERS! Welcome to this summer ready home on Sunset Dr. You will love the space...	3 beds \| 2 baths \| 2,942 sq.ft.	$367,000	Airbnb cash on cash: 1.98% Traditional cash on cash: 6.15% Airbnb Rental Income: $1935 Traditional Rental Income: $2860 Airbnb ROI: 1.98% Traditional ROI: 6.15%
205 Greenfield Dr Middlebury , IN Top Quality all brick executive Middlebury home built by Town and Country Builders with ov...	6 beds \| 4 baths \| 6,412 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.41% Airbnb Rental Income: $null Traditional Rental Income: $3808 Airbnb ROI: N/A Traditional ROI: 1.41%
13889 Adirondack Ct Middlebury , IN Gorgeous home in Middlebury Schools! Custom built home. Extra deep garage, finished baseme...	5 beds \| 3 baths \| 4,073 sq.ft.	$789,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.08% Airbnb Rental Income: $null Traditional Rental Income: $3497 Airbnb ROI: N/A Traditional ROI: 3.08%
12853 King Fish Ct Middlebury , IN *BACK ON MARKET AT NO FAULT OF SELLER * Step into this beautifully refreshed home! The...	3 beds \| 2 baths \| 1,970 sq.ft.	$349,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 7.37% Airbnb Rental Income: $1935 Traditional Rental Income: $3074 Airbnb ROI: 2.34% Traditional ROI: 7.37%
606 Claudia Ln Middlebury , IN Great move-in ready home in Westlake Estates conveniently located near schools and US20! T...	3 beds \| 2 baths \| 1,176 sq.ft.	$289,900	Airbnb cash on cash: 3.19% Traditional cash on cash: 5.44% Airbnb Rental Income: $1935 Traditional Rental Income: $2040 Airbnb ROI: 3.19% Traditional ROI: 5.44%
53339 State Road 13 Middlebury , IN Take a look at his amazing Barndo located just outside of Middlebury on 6+ rolling/wooded ...	4 beds \| 3 baths \| 3,528 sq.ft.	$899,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 2% Airbnb Rental Income: $2565 Traditional Rental Income: $3312 Airbnb ROI: 0.37% Traditional ROI: 2%
10281 County Road 4 Middlebury , IN Peace is all you will think of at this home. Nestled on 1 acre in the desirable Middlebury...	3 beds \| 1 baths \| 1,990 sq.ft.	$374,900	Airbnb cash on cash: 1.86% Traditional cash on cash: 3.46% Airbnb Rental Income: $1935 Traditional Rental Income: $1988 Airbnb ROI: 1.86% Traditional ROI: 3.46%
610 Claudia Ln Middlebury , IN This 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: 2.82% Traditional cash on cash: 6.86% Airbnb Rental Income: $1935 Traditional Rental Income: $2639 Airbnb ROI: 2.82% Traditional ROI: 6.86%
1116 Erin Ct Middlebury , IN Middlebury living at it's finest! This gorgeous brick home features 3 bedrooms and 3.5 bat...	3 beds \| 3 baths \| 3,729 sq.ft.	$498,500	Airbnb cash on cash: 0.68% Traditional cash on cash: 4.97% Airbnb Rental Income: $1935 Traditional Rental Income: $3423 Airbnb ROI: 0.68% Traditional ROI: 4.97%
53982 Midnight Star Middlebury , IN 53982 Midnight Star, Middlebury, IN 46540 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 5.97% Airbnb Rental Income: $950 Traditional Rental Income: $780 Airbnb ROI: 3.95% Traditional ROI: 5.97%
11955 W 710 N Middlebury , IN 11955 W 710 N, Middlebury, IN 46540 \| Single Family Residential	3 beds \| 1 baths \| 1,424 sq.ft.	$390,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 2.71% Airbnb Rental Income: $1935 Traditional Rental Income: $1757 Airbnb ROI: 1.8% Traditional ROI: 2.71%
55902 Little Creek Ln #70 Middlebury , IN 55902 Little Creek Ln #70, Middlebury, IN 46540 \| Other	N/A beds \| N/A baths \| N/A	$89,900	Airbnb cash on cash: 3.79% Traditional cash on cash: 6.98% Airbnb Rental Income: $950 Traditional Rental Income: $883 Airbnb ROI: 3.79% Traditional ROI: 6.98%

Your search for investment property begins and ends here

Condos for Sale in Middlebury, IN

111 River Park Dr

Middlebury, IN

2 beds | 3 baths | 2,485 sq.ft.

$364,900

Airbnb cash on cash: -0.03%

Traditional cash on cash: 5.68%

Airbnb Rental Income: $1083

Traditional Rental Income: $2669

Airbnb ROI: -0.03%

Traditional ROI: 5.68%

210 River Park Drive

Middlebury, IN

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

$419,900

Airbnb cash on cash: 0.84%

Traditional cash on cash: 5.37%

Airbnb Rental Income: $1935

Traditional Rental Income: $3206

Airbnb ROI: 0.84%

Traditional ROI: 5.37%

Other Investment Properties for Sale in Middlebury

Middlebury , IN

4 beds | 3 baths | 1,842 sq.ft.

$324,990

Airbnb cash on cash: 4.05%

Traditional cash on cash: 6.12%

Airbnb Rental Income: $2565

Traditional Rental Income: $2579

Airbnb ROI: 4.05%

Traditional ROI: 6.12%

Middlebury , IN

3 beds | 2 baths | 2,300 sq.ft.

$675,000

Airbnb cash on cash: 0.51%

Traditional cash on cash: 2.47%

Airbnb Rental Income: $1935

Traditional Rental Income: $2657

Airbnb ROI: 0.51%

Traditional ROI: 2.47%

Middlebury , IN

3 beds | 3 baths | 1,788 sq.ft.

$309,900

Airbnb cash on cash: 2.45%

Traditional cash on cash: 6.47%

Airbnb Rental Income: $1935

Traditional Rental Income: $2597

Airbnb ROI: 2.45%

Traditional ROI: 6.47%

Middlebury , IN

3 beds | 2 baths | 2,942 sq.ft.

$367,000

Airbnb cash on cash: 1.98%

Traditional cash on cash: 6.15%

Airbnb Rental Income: $1935

Traditional Rental Income: $2860

Airbnb ROI: 1.98%

Traditional ROI: 6.15%

Middlebury , IN

6 beds | 4 baths | 6,412 sq.ft.

$1,200,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.41%

Airbnb Rental Income: $null

Traditional Rental Income: $3808

Airbnb ROI: N/A

Traditional ROI: 1.41%

Middlebury , IN

5 beds | 3 baths | 4,073 sq.ft.

$789,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.08%

Airbnb Rental Income: $null

Traditional Rental Income: $3497

Airbnb ROI: N/A

Traditional ROI: 3.08%

Middlebury , IN

3 beds | 2 baths | 1,970 sq.ft.

$349,000

Airbnb cash on cash: 2.34%