Real Estate Investment Properties for Sale in Essex, CT

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

Explore a variety of short-term homes & houses in Essex, CT. Invest wisely with VRBO & Essex, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Essex, CT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
11 N Main St Essex, CT Welcome to the reimagined John Miner House on North Main Street in the charming Connecticu...	4 beds \| 2 baths \| 3,036 sq.ft.	$1,350,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.78% Airbnb Rental Income: $null Traditional Rental Income: $7050 Airbnb ROI: N/A Traditional ROI: 3.78%
9 Essex Hills Dr Essex, CT Exquisitely updated & remodeled Essex home on the cusp of South Cove with easterly views. ...	4 beds \| 2 baths \| 2,676 sq.ft.	$1,850,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.73% Airbnb Rental Income: $null Traditional Rental Income: $3874 Airbnb ROI: N/A Traditional ROI: 0.73%
33 Deep River Road Essex, CT Incredible investment opportunity. Mixed use/flex space including two existing apartments....	4 beds \| 6 baths \| 7,309 sq.ft.	$829,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.59% Airbnb Rental Income: $null Traditional Rental Income: $7525 Airbnb ROI: N/A Traditional ROI: 7.59%
45 Main St Essex, CT The Parker Bull House, circa 1754, is one of the oldest historic homes in Essex. Located i...	3 beds \| 2 baths \| 2,456 sq.ft.	$824,900	Airbnb cash on cash: -0.76% Traditional cash on cash: 3.23% Airbnb Rental Income: $1435 Traditional Rental Income: $4068 Airbnb ROI: -0.76% Traditional ROI: 3.23%
60 N Main Street Essex, CT Sweet reproduction Saltbox Colonial in Essex Village. Home has been in the same family for...	3 beds \| 3 baths \| 1,344 sq.ft.	$769,900	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.04% Airbnb Rental Income: $1435 Traditional Rental Income: $2903 Airbnb ROI: -0.6% Traditional ROI: 2.04%
65 Main St #21 Essex, CT Enjoy easy one floor living just steps from charming Ivoryton Village. This bright, end un...	2 beds \| 2 baths \| 1,256 sq.ft.	$384,900	Airbnb cash on cash: 0.04% Traditional cash on cash: 2.91% Airbnb Rental Income: $1944 Traditional Rental Income: $2495 Airbnb ROI: 0.04% Traditional ROI: 2.91%
134 River Rd Essex, CT Commanding one of the highest and most breathtaking viewpoints in Essex, Eagles Peak offer...	5 beds \| 7 baths \| 7,405 sq.ft.	$2,495,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 2.05% Airbnb Rental Income: $2910 Traditional Rental Income: $9907 Airbnb ROI: -1.26% Traditional ROI: 2.05%

Real Estate investment in Essex, CT

There are 8 properties for sale in the city of Essex . The median list price in Essex is $397,450 and the average price per square foot is $207. In February 2026, the average monthly cash on cash return in Essex is 3.00%. The average monthly rental income in Essex is $4,134.

Essex, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 8 investment properties available for sale in Essex.

In 2026, the best neighborhood to buy investment property is Essex.

The ROI for Long-Term is higher than the Short-Term in Essex with average rental income of $4,134.

Your search for investment property begins and ends here

Investment Property for Sale in Essex, CT

11 N Main St

Essex, CT

4 beds | 2 baths | 3,036 sq.ft.

$1,350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.78%

Airbnb Rental Income: $null

Traditional Rental Income: $7050

Airbnb ROI: N/A

Traditional ROI: 3.78%

9 Essex Hills Dr

Essex, CT

4 beds | 2 baths | 2,676 sq.ft.

$1,850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.73%

Airbnb Rental Income: $null

Traditional Rental Income: $3874

Airbnb ROI: N/A

Traditional ROI: 0.73%

33 Deep River Road

Essex, CT

4 beds | 6 baths | 7,309 sq.ft.

$829,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.59%

Airbnb Rental Income: $null

Traditional Rental Income: $7525

Airbnb ROI: N/A

Traditional ROI: 7.59%

45 Main St

Essex, CT

3 beds | 2 baths | 2,456 sq.ft.

$824,900

Airbnb cash on cash: -0.76%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $1435

Traditional Rental Income: $4068

Airbnb ROI: -0.76%

Traditional ROI: 3.23%

60 N Main Street

Essex, CT

3 beds | 3 baths | 1,344 sq.ft.

$769,900

Airbnb cash on cash: -0.6%

Traditional cash on cash: 2.04%

Airbnb Rental Income: $1435

Traditional Rental Income: $2903

Airbnb ROI: -0.6%

Traditional ROI: 2.04%

65 Main St #21

Essex, CT

2 beds | 2 baths | 1,256 sq.ft.

$384,900

Airbnb cash on cash: 0.04%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $1944

Traditional Rental Income: $2495

Airbnb ROI: 0.04%

Traditional ROI: 2.91%

134 River Rd

Essex, CT

5 beds | 7 baths | 7,405 sq.ft.

$2,495,000

Airbnb cash on cash: -1.26%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $2910

Traditional Rental Income: $9907

Airbnb ROI: -1.26%

Traditional ROI: 2.05%

Real Estate investment in Essex, CT

Essex, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Essex?

Which neighborhoods in Essex to invest in 2026?

Long-Term vs. Short-Term Rentals in Essex, Connecticut: Which will earn the best returns?

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