Real Estate Investment Properties for Sale in Middlebury, CT

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

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

Search for Condo for Sale in Middlebury, Connecticut. 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
35 Nutmeg Road unit: Apt D1 #Apt D1 Middlebury, CT Middlebury Commons, Highly desirable 55+ community conveniently located to town center and...	1 beds \| 1 baths \| 889 sq.ft.	$229,000	Airbnb cash on cash: -1.97% Traditional cash on cash: 3.09% Airbnb Rental Income: $900 Traditional Rental Income: $1658 Airbnb ROI: -1.97% Traditional ROI: 3.09%
Other Investment Properties for Sale in Middlebury
24 Ridgewood Drive unit: 24 #24 Middlebury , CT Impeccably remodeled "Cummings" style townhouse set within the highly sought-after Ridgewo...	3 beds \| 4 baths \| 2,879 sq.ft.	$574,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 2.03% Airbnb Rental Income: $1510 Traditional Rental Income: $2867 Airbnb ROI: -1.32% Traditional ROI: 2.03%
3 Hunting Ridge Road Middlebury , CT Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 3 Hunting Ri...	3 beds \| 2 baths \| 1,700 sq.ft.	$624,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 3.24% Airbnb Rental Income: $1510 Traditional Rental Income: $3079 Airbnb ROI: -0.2% Traditional ROI: 3.24%
2 Deer Run Road Middlebury , CT Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 2 Deer Run R...	3 beds \| 3 baths \| 2,190 sq.ft.	$709,900	Airbnb cash on cash: -0.3% Traditional cash on cash: 3.49% Airbnb Rental Income: $1510 Traditional Rental Income: $3576 Airbnb ROI: -0.3% Traditional ROI: 3.49%
N Benson Road unit: 64 #64 Middlebury , CT An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55...	3 beds \| 3 baths \| 2,206 sq.ft.	$545,400	Airbnb cash on cash: -1.83% Traditional cash on cash: 4.37% Airbnb Rental Income: $1510 Traditional Rental Income: $4229 Airbnb ROI: -1.83% Traditional ROI: 4.37%
N Benson Road unit: 55 #55 Middlebury , CT An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55...	3 beds \| 3 baths \| 2,462 sq.ft.	$548,828	Airbnb cash on cash: -1.83% Traditional cash on cash: 4.61% Airbnb Rental Income: $1510 Traditional Rental Income: $4375 Airbnb ROI: -1.83% Traditional ROI: 4.61%
N Benson Road unit: 53 #53 Middlebury , CT An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55...	3 beds \| 3 baths \| 1,950 sq.ft.	$519,900	Airbnb cash on cash: -1.76% Traditional cash on cash: 4.3% Airbnb Rental Income: $1510 Traditional Rental Income: $4016 Airbnb ROI: -1.76% Traditional ROI: 4.3%
14 Deer Run Road Middlebury , CT Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 14 Deer Run ...	3 beds \| 2 baths \| 1,877 sq.ft.	$699,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 3.81% Airbnb Rental Income: $1510 Traditional Rental Income: $3337 Airbnb ROI: 0.33% Traditional ROI: 3.81%
N Benson Road unit: 45 #45 Middlebury , CT An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55...	3 beds \| 3 baths \| 1,950 sq.ft.	$525,438	Airbnb cash on cash: -1.78% Traditional cash on cash: 4.23% Airbnb Rental Income: $1510 Traditional Rental Income: $4018 Airbnb ROI: -1.78% Traditional ROI: 4.23%
N Benson Road unit: 66 #66 Middlebury , CT An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55...	3 beds \| 3 baths \| 1,950 sq.ft.	$522,128	Airbnb cash on cash: -1.77% Traditional cash on cash: 4.31% Airbnb Rental Income: $1510 Traditional Rental Income: $4034 Airbnb ROI: -1.77% Traditional ROI: 4.31%
N Benson Road unit: 49 #49 Middlebury , CT An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55...	3 beds \| 3 baths \| 1,950 sq.ft.	$533,416	Airbnb cash on cash: -1.8% Traditional cash on cash: 4.27% Airbnb Rental Income: $1510 Traditional Rental Income: $4091 Airbnb ROI: -1.8% Traditional ROI: 4.27%
N Benson Road unit: 46 #46 Middlebury , CT An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55...	3 beds \| 3 baths \| 1,950 sq.ft.	$522,128	Airbnb cash on cash: -1.77% Traditional cash on cash: 4.42% Airbnb Rental Income: $1510 Traditional Rental Income: $4091 Airbnb ROI: -1.77% Traditional ROI: 4.42%
18 Deer Run Road Middlebury , CT Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 18 Deer Run ...	3 beds \| 3 baths \| 2,190 sq.ft.	$799,900	Airbnb cash on cash: 0.13% Traditional cash on cash: 3.89% Airbnb Rental Income: $1510 Traditional Rental Income: $3876 Airbnb ROI: 0.13% Traditional ROI: 3.89%
N Benson Road unit: 52 #52 Middlebury , CT 5 Units Remaining! An address that elevates your lifestyle - Aberdeen Estates at Benson Wo...	3 beds \| 3 baths \| 2,206 sq.ft.	$560,753	Airbnb cash on cash: -1.86% Traditional cash on cash: 4.39% Airbnb Rental Income: $1510 Traditional Rental Income: $4344 Airbnb ROI: -1.86% Traditional ROI: 4.39%

Your search for investment property begins and ends here

Condos for Sale in Middlebury, CT

35 Nutmeg Road unit: Apt D1 #Apt D1

Middlebury, CT

1 beds | 1 baths | 889 sq.ft.

$229,000

Airbnb cash on cash: -1.97%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $900

Traditional Rental Income: $1658

Airbnb ROI: -1.97%

Traditional ROI: 3.09%

Other Investment Properties for Sale in Middlebury

Middlebury , CT

3 beds | 4 baths | 2,879 sq.ft.

$574,000

Airbnb cash on cash: -1.32%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $1510

Traditional Rental Income: $2867

Airbnb ROI: -1.32%

Traditional ROI: 2.03%

Middlebury , CT

3 beds | 2 baths | 1,700 sq.ft.

$624,900

Airbnb cash on cash: -0.2%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $1510

Traditional Rental Income: $3079

Airbnb ROI: -0.2%

Traditional ROI: 3.24%

Middlebury , CT

3 beds | 3 baths | 2,190 sq.ft.

$709,900

Airbnb cash on cash: -0.3%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $1510

Traditional Rental Income: $3576

Airbnb ROI: -0.3%

Traditional ROI: 3.49%

Middlebury , CT

3 beds | 3 baths | 2,206 sq.ft.

$545,400

Airbnb cash on cash: -1.83%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $1510

Traditional Rental Income: $4229

Airbnb ROI: -1.83%

Traditional ROI: 4.37%

Middlebury , CT

3 beds | 3 baths | 2,462 sq.ft.

$548,828

Airbnb cash on cash: -1.83%

Traditional cash on cash: 4.61%

Airbnb Rental Income: $1510

Traditional Rental Income: $4375

Airbnb ROI: -1.83%

Traditional ROI: 4.61%

Middlebury , CT

3 beds | 3 baths | 1,950 sq.ft.

$519,900

Airbnb cash on cash: -1.76%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $1510

Traditional Rental Income: $4016

Airbnb ROI: -1.76%

Traditional ROI: 4.3%

Middlebury , CT

3 beds | 2 baths | 1,877 sq.ft.

$699,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $1510

Traditional Rental Income: $3337

Airbnb ROI: 0.33%

Traditional ROI: 3.81%

Middlebury , CT

3 beds | 3 baths | 1,950 sq.ft.

$525,438

Airbnb cash on cash: -1.78%

Traditional cash on cash: 4.23%