Real Estate Investment Properties for Sale in Hebron, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
65 Wellswood Road Hebron, CT Nestled on a spacious 1.47-acre lot, this inviting 3-bedroom, 2-bath ranch offers comfort,...	3 beds \| 2 baths \| 1,248 sq.ft.	$310,000	Airbnb cash on cash: 2.86% Traditional cash on cash: 5.44% Airbnb Rental Income: $2430 Traditional Rental Income: $2588 Airbnb ROI: 2.86% Traditional ROI: 5.44%
233 Church Street Hebron, CT Welcome home as you drive down your newly paved 350 ft. driveway to this custom-built 3269...	5 beds \| 3 baths \| 3,269 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.3% Airbnb Rental Income: $null Traditional Rental Income: $4937 Airbnb ROI: N/A Traditional ROI: 4.3%
40 Cannon Drive Hebron, CT Back on the Market Contemporary Home in Joshua Farms Subdivision set on Private Yet Neighb...	3 beds \| 3 baths \| 1,950 sq.ft.	$495,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 4.13% Airbnb Rental Income: $2430 Traditional Rental Income: $3452 Airbnb ROI: 0.64% Traditional ROI: 4.13%
47 Mill Landing Road #47 Hebron, CT Gorgeous Custom Stand Alone Ranch! Fabulous Open Floor Plan! Solid Oak Floors! Fireplace! ...	2 beds \| 2 baths \| 1,428 sq.ft.	$364,900	Airbnb cash on cash: -0.19% Traditional cash on cash: 2.58% Airbnb Rental Income: $2254 Traditional Rental Income: $2637 Airbnb ROI: -0.19% Traditional ROI: 2.58%
24 Wood Acres Road Hebron, CT Large Country Cape with Full In Law 1st Floor Apartment! 11 Rooms! 3 Full Baths! Walk to t...	4 beds \| 3 baths \| 2,501 sq.ft.	$467,400	Airbnb cash on cash: N/A Traditional cash on cash: 5.96% Airbnb Rental Income: $null Traditional Rental Income: $4064 Airbnb ROI: N/A Traditional ROI: 5.96%
21 Abby Drive Hebron, CT Beautifully updated 3 bed 2.1 bath home, 2024 new engineered septic system, shared well, h...	3 beds \| 3 baths \| 1,984 sq.ft.	$449,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 5.57% Airbnb Rental Income: $2430 Traditional Rental Income: $3745 Airbnb ROI: 1.03% Traditional ROI: 5.57%
55 Brian Drive Hebron, CT Don't miss this great opportunity! An incredible value listed at just 729,900, 55 Brian Dr...	4 beds \| 4 baths \| 3,000 sq.ft.	$729,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.24% Airbnb Rental Income: $null Traditional Rental Income: $5784 Airbnb ROI: N/A Traditional ROI: 5.24%
218 Hope Valley Road Hebron, CT Picturesque!! Discover the perfect blend of privacy, comfort, and equestrian living. Tucke...	3 beds \| 3 baths \| 2,107 sq.ft.	$688,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.46% Airbnb Rental Income: $2430 Traditional Rental Income: $3674 Airbnb ROI: -0.41% Traditional ROI: 2.46%

Real Estate investment in Hebron, CT

There are 9 properties for sale in the city of Hebron . The median list price in Hebron is $495,000 and the average price per square foot is $219. In October 2025, the average monthly cash on cash return in Hebron is 4.00%. The average monthly rental income in Hebron is $3,745.

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

There are 9 investment properties available for sale in Hebron.

In 2025, the best neighborhood to buy investment property is Hebron.

The ROI for Short-Term is higher than the Long-Term in Hebron with average rental income of $2,430.

Your search for investment property begins and ends here

Investment Property for Sale in Hebron, CT

65 Wellswood Road

Hebron, CT

3 beds | 2 baths | 1,248 sq.ft.

$310,000

Airbnb cash on cash: 2.86%

Traditional cash on cash: 5.44%

Airbnb Rental Income: $2430

Traditional Rental Income: $2588

Airbnb ROI: 2.86%

Traditional ROI: 5.44%

233 Church Street

Hebron, CT

5 beds | 3 baths | 3,269 sq.ft.

$699,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.3%

Airbnb Rental Income: $null

Traditional Rental Income: $4937

Airbnb ROI: N/A

Traditional ROI: 4.3%

40 Cannon Drive

Hebron, CT

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

$495,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $2430

Traditional Rental Income: $3452

Airbnb ROI: 0.64%

Traditional ROI: 4.13%

47 Mill Landing Road #47

Hebron, CT

2 beds | 2 baths | 1,428 sq.ft.

$364,900

Airbnb cash on cash: -0.19%

Traditional cash on cash: 2.58%

Airbnb Rental Income: $2254

Traditional Rental Income: $2637

Airbnb ROI: -0.19%

Traditional ROI: 2.58%

24 Wood Acres Road

Hebron, CT

4 beds | 3 baths | 2,501 sq.ft.

$467,400

Airbnb cash on cash: N/A

Traditional cash on cash: 5.96%

Airbnb Rental Income: $null

Traditional Rental Income: $4064

Airbnb ROI: N/A

Traditional ROI: 5.96%

21 Abby Drive

Hebron, CT

3 beds | 3 baths | 1,984 sq.ft.

$449,000

Airbnb cash on cash: 1.03%

Traditional cash on cash: 5.57%

Airbnb Rental Income: $2430

Traditional Rental Income: $3745

Airbnb ROI: 1.03%

Traditional ROI: 5.57%

55 Brian Drive

Hebron, CT

4 beds | 4 baths | 3,000 sq.ft.

$729,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.24%

Airbnb Rental Income: $null

Traditional Rental Income: $5784

Airbnb ROI: N/A

Traditional ROI: 5.24%

218 Hope Valley Road

Hebron, CT

3 beds | 3 baths | 2,107 sq.ft.

$688,000

Airbnb cash on cash: -0.41%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $2430

Traditional Rental Income: $3674

Airbnb ROI: -0.41%