Real Estate Investment Properties for Sale in Middlebury, VT

Looking for investment property in Middlebury, VT with high ROI ?

Explore a variety of short-term homes & houses in Middlebury, VT. Invest wisely with VRBO & Middlebury, VT 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, VT

Search for Single Family Residential for Sale in Middlebury, Vermont. 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 18 Single Family Residential 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
12 Stonegate Drive Middlebury, VT Welcome to 12 Stonegate Drive! This charming single-level home offers 2 bedrooms and 1 ful...	2 beds \| 1 baths \| 1,040 sq.ft.	$319,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 3.12% Airbnb Rental Income: $1662 Traditional Rental Income: $1752 Airbnb ROI: 1.27% Traditional ROI: 3.12%
53 High Street Middlebury, VT Attention Buyers!! Investors, Multi-generational living, first time home buyers! HUGE P...	3 beds \| 3 baths \| 1,740 sq.ft.	$275,000	Airbnb cash on cash: 5.25% Traditional cash on cash: 9.05% Airbnb Rental Income: $3069 Traditional Rental Income: $3355 Airbnb ROI: 5.25% Traditional ROI: 9.05%
103 Court Street Middlebury, VT Opportunity Knocks in the conveniently located 5 bedroom home in Middlebury! The property ...	5 beds \| 4 baths \| 3,160 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.71% Airbnb Rental Income: $null Traditional Rental Income: $5167 Airbnb ROI: N/A Traditional ROI: 5.71%
35 Barnes Brook Road #9.4 Middlebury, VT Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welco...	2 beds \| 2 baths \| 1,516 sq.ft.	$388,900	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.26% Airbnb Rental Income: $1662 Traditional Rental Income: $3058 Airbnb ROI: -0.85% Traditional ROI: 4.26%
39 Barnes Brook Road #9.3 Middlebury, VT Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from...	2 beds \| 2 baths \| 1,516 sq.ft.	$585,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 1.89% Airbnb Rental Income: $1662 Traditional Rental Income: $3060 Airbnb ROI: -1.53% Traditional ROI: 1.89%
26 Meadowlark Lane #7.5 Middlebury, VT Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welco...	2 beds \| 2 baths \| 1,538 sq.ft.	$388,900	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.23% Airbnb Rental Income: $1662 Traditional Rental Income: $3047 Airbnb ROI: -0.85% Traditional ROI: 4.23%
10 Meadowlark Lane Middlebury, VT Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welco...	3 beds \| 3 baths \| 2,019 sq.ft.	$482,500	Airbnb cash on cash: 1.36% Traditional cash on cash: 3.98% Airbnb Rental Income: $3069 Traditional Rental Income: $3554 Airbnb ROI: 1.36% Traditional ROI: 3.98%
30 South Street Middlebury, VT This classic village home is in a great location! Situated on South St., with sidewalks on...	4 beds \| 2 baths \| 2,037 sq.ft.	$595,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 3.59% Airbnb Rental Income: $3566 Traditional Rental Income: $3377 Airbnb ROI: 2.52% Traditional ROI: 3.59%
68 Court Street Middlebury, VT Close to town and move-in ready! If you're in the market for a house with charm, characte...	4 beds \| 2 baths \| 1,652 sq.ft.	$410,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 5.84% Airbnb Rental Income: $3566 Traditional Rental Income: $3371 Airbnb ROI: 4.3% Traditional ROI: 5.84%

Your search for investment property begins and ends here

Single Family Homes for Sale in Middlebury, VT

12 Stonegate Drive

Middlebury, VT

2 beds | 1 baths | 1,040 sq.ft.

$319,000

Airbnb cash on cash: 1.27%

Traditional cash on cash: 3.12%

Airbnb Rental Income: $1662

Traditional Rental Income: $1752

Airbnb ROI: 1.27%

Traditional ROI: 3.12%

53 High Street

Middlebury, VT

3 beds | 3 baths | 1,740 sq.ft.

$275,000

Airbnb cash on cash: 5.25%

Traditional cash on cash: 9.05%

Airbnb Rental Income: $3069

Traditional Rental Income: $3355

Airbnb ROI: 5.25%

Traditional ROI: 9.05%

103 Court Street

Middlebury, VT

5 beds | 4 baths | 3,160 sq.ft.

$625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.71%

Airbnb Rental Income: $null

Traditional Rental Income: $5167

Airbnb ROI: N/A

Traditional ROI: 5.71%

35 Barnes Brook Road #9.4

Middlebury, VT

2 beds | 2 baths | 1,516 sq.ft.

$388,900

Airbnb cash on cash: -0.85%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $1662

Traditional Rental Income: $3058

Airbnb ROI: -0.85%

Traditional ROI: 4.26%

39 Barnes Brook Road #9.3

Middlebury, VT

2 beds | 2 baths | 1,516 sq.ft.

$585,000

Airbnb cash on cash: -1.53%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $1662

Traditional Rental Income: $3060

Airbnb ROI: -1.53%

Traditional ROI: 1.89%

26 Meadowlark Lane #7.5

Middlebury, VT

2 beds | 2 baths | 1,538 sq.ft.

$388,900

Airbnb cash on cash: -0.85%

Traditional cash on cash: 4.23%

Airbnb Rental Income: $1662

Traditional Rental Income: $3047

Airbnb ROI: -0.85%

Traditional ROI: 4.23%

10 Meadowlark Lane

Middlebury, VT

3 beds | 3 baths | 2,019 sq.ft.

$482,500

Airbnb cash on cash: 1.36%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $3069

Traditional Rental Income: $3554

Airbnb ROI: 1.36%

Traditional ROI: 3.98%

30 South Street

Middlebury, VT

4 beds | 2 baths | 2,037 sq.ft.

$595,000

Airbnb cash on cash: 2.52%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $3566

Traditional Rental Income: $3377

Airbnb ROI: 2.52%