Real Estate Investment Properties for Sale in Canaan, CT

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
315 Salisbury Rd Canaan, CT Three Bedroom Cape including Living Room, Kitchen, Dining room with Sliding glass door lea...	3 beds \| 1 baths \| 1,704 sq.ft.	$195,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 7.83% Airbnb Rental Income: $1166 Traditional Rental Income: $2031 Airbnb ROI: 1.09% Traditional ROI: 7.83%
76 S Canaan Rd Canaan, CT Endless possibilities for this renovation project! The main building is a blast from the p...	4 beds \| 1 baths \| 3,708 sq.ft.	$649,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 2.57% Airbnb Rental Income: $1261 Traditional Rental Income: $2971 Airbnb ROI: -0.92% Traditional ROI: 2.57%
59 Prospect Street Canaan, CT This charming home in Falls Village features 3 bedrooms and 1.5 bathrooms, along with two ...	3 beds \| 2 baths \| 1,511 sq.ft.	$335,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 5.76% Airbnb Rental Income: $1166 Traditional Rental Income: $2546 Airbnb ROI: 0.16% Traditional ROI: 5.76%
89 Under Mountain Road Canaan, CT This stunning, Architecturally Designed Modern home was newly constructed in 2022 boasts b...	3 beds \| 3 baths \| 2,796 sq.ft.	$2,695,000	Airbnb cash on cash: -1.46% Traditional cash on cash: -0.21% Airbnb Rental Income: $1166 Traditional Rental Income: $3910 Airbnb ROI: -1.46% Traditional ROI: -0.21%
37 Lower Barrack Road Canaan, CT Extraordinary Property with 99+/- Acres in 10 Parcels The details of this home are so fabu...	4 beds \| 3 baths \| 3,078 sq.ft.	$1,750,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 1.4% Airbnb Rental Income: $1261 Traditional Rental Income: $4892 Airbnb ROI: -1.08% Traditional ROI: 1.4%
89 Route 7 S Canaan, CT Beautifully maintained home sits above the road with nicely landscaped, private yard, pave...	3 beds \| 2 baths \| 1,848 sq.ft.	$425,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 5.63% Airbnb Rental Income: $1166 Traditional Rental Income: $3148 Airbnb ROI: -0.31% Traditional ROI: 5.63%
163 Dublin Road Canaan, CT Set on a quiet road in Falls Village, Connecticut, this enchanting 1790s Irish-inspired fa...	2 beds \| 2 baths \| 1,784 sq.ft.	$925,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 1.53% Airbnb Rental Income: $1343 Traditional Rental Income: $2758 Airbnb ROI: -0.59% Traditional ROI: 1.53%

Real Estate investment in Canaan, CT

There are 8 properties for sale in the city of Canaan . The median list price in Canaan is $697,000 and the average price per square foot is $296. In May 2026, the average monthly cash on cash return in Canaan is 3.00%. The average monthly rental income in Canaan is $2,971.

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

There are 8 investment properties available for sale in Canaan.

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

The ROI for Long-Term is higher than the Short-Term in Canaan with average rental income of $2,971.

Your search for investment property begins and ends here

Investment Property for Sale in Canaan, CT

315 Salisbury Rd

Canaan, CT

3 beds | 1 baths | 1,704 sq.ft.

$195,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 7.83%

Airbnb Rental Income: $1166

Traditional Rental Income: $2031

Airbnb ROI: 1.09%

Traditional ROI: 7.83%

76 S Canaan Rd

Canaan, CT

4 beds | 1 baths | 3,708 sq.ft.

$649,000

Airbnb cash on cash: -0.92%

Traditional cash on cash: 2.57%

Airbnb Rental Income: $1261

Traditional Rental Income: $2971

Airbnb ROI: -0.92%

Traditional ROI: 2.57%

59 Prospect Street

Canaan, CT

3 beds | 2 baths | 1,511 sq.ft.

$335,000

Airbnb cash on cash: 0.16%

Traditional cash on cash: 5.76%

Airbnb Rental Income: $1166

Traditional Rental Income: $2546

Airbnb ROI: 0.16%

Traditional ROI: 5.76%

89 Under Mountain Road

Canaan, CT

3 beds | 3 baths | 2,796 sq.ft.

$2,695,000

Airbnb cash on cash: -1.46%

Traditional cash on cash: -0.21%

Airbnb Rental Income: $1166

Traditional Rental Income: $3910

Airbnb ROI: -1.46%

Traditional ROI: -0.21%

37 Lower Barrack Road

Canaan, CT

4 beds | 3 baths | 3,078 sq.ft.

$1,750,000

Airbnb cash on cash: -1.08%

Traditional cash on cash: 1.4%

Airbnb Rental Income: $1261

Traditional Rental Income: $4892

Airbnb ROI: -1.08%

Traditional ROI: 1.4%

89 Route 7 S

Canaan, CT

3 beds | 2 baths | 1,848 sq.ft.

$425,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 5.63%

Airbnb Rental Income: $1166

Traditional Rental Income: $3148

Airbnb ROI: -0.31%

Traditional ROI: 5.63%

163 Dublin Road

Canaan, CT

2 beds | 2 baths | 1,784 sq.ft.

$925,000

Airbnb cash on cash: -0.59%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $1343

Traditional Rental Income: $2758

Airbnb ROI: -0.59%

Traditional ROI: 1.53%

Real Estate investment in Canaan, CT

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

How many investment properties are available for sale in Canaan?

Which neighborhoods in Canaan to invest in 2026?

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

Use analytics to find lucrative traditional or Airbnb properties in a matter of minutes.

No more spreadsheets, no more searching.