Real Estate Investment Properties for Sale in Seymour, CT

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
38 Sanford Street Seymour, CT Charming Stucco home! Perfect one floor living! Kitchen with granite countertops and dinin...	2 beds \| 1 baths \| 1,156 sq.ft.	$239,900	Airbnb cash on cash: 0.53% Traditional cash on cash: 5.67% Airbnb Rental Income: $1337 Traditional Rental Income: $2089 Airbnb ROI: 0.53% Traditional ROI: 5.67%
129 Old Ansonia Road Seymour, CT Excellent investment or starter home opportunity. This 2-bedroom, 1-bath property sits on ...	2 beds \| 1 baths \| 1,100 sq.ft.	$241,900	Airbnb cash on cash: 0.57% Traditional cash on cash: 4.96% Airbnb Rental Income: $1337 Traditional Rental Income: $1930 Airbnb ROI: 0.57% Traditional ROI: 4.96%
22 Brookfield Road Seymour, CT Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial located in the highly ...	4 beds \| 3 baths \| 3,853 sq.ft.	$729,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.68% Airbnb Rental Income: $null Traditional Rental Income: $4443 Airbnb ROI: N/A Traditional ROI: 3.68%
208 Bungay Road Seymour, CT Charming 3 bedroom and 2 full bath ranch style home with a spacious backyard and a huge de...	2 beds \| 2 baths \| 1,546 sq.ft.	$450,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 4.05% Airbnb Rental Income: $1337 Traditional Rental Income: $2927 Airbnb ROI: -0.7% Traditional ROI: 4.05%
17 Tibbets Road Seymour, CT A contemporary colonial nestled on 2.99 private acres featuring 3-5 bedrooms & 3 full bath...	4 beds \| 3 baths \| 2,317 sq.ft.	$619,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.3% Airbnb Rental Income: $null Traditional Rental Income: $4038 Airbnb ROI: N/A Traditional ROI: 4.3%
3 Roosevelt Dr Seymour, CT 3 Roosevelt Dr, Seymour, CT 06483 \| Single Family Residential	2 beds \| 1 baths \| 1,431 sq.ft.	$750,000	Airbnb cash on cash: -1.94% Traditional cash on cash: -1% Airbnb Rental Income: $1337 Traditional Rental Income: $1579 Airbnb ROI: -1.94% Traditional ROI: -1%
826 S Main Street Seymour, CT Welcome to 826 South Main Street - a charming, well-maintained Colonial style home with cl...	5 beds \| 3 baths \| 2,697 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.14% Airbnb Rental Income: $null Traditional Rental Income: $4625 Airbnb ROI: N/A Traditional ROI: 8.14%
18 Forest Rd Extension Seymour, CT WOW!! Perfect location for this one owner, lovingly cared for comfortable home! Get ready ...	3 beds \| 3 baths \| 2,139 sq.ft.	$564,900	Airbnb cash on cash: -1.25% Traditional cash on cash: 4.11% Airbnb Rental Income: $1218 Traditional Rental Income: $3657 Airbnb ROI: -1.25% Traditional ROI: 4.11%

Real Estate investment in Seymour, CT

There are 8 properties for sale in the city of Seymour . The median list price in Seymour is $387,000 and the average price per square foot is $273. In February 2026, the average monthly cash on cash return in Seymour is 4.00%. The average monthly rental income in Seymour is $2,508.

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

There are 8 investment properties available for sale in Seymour.

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

The ROI for Short-Term is higher than the Long-Term in Seymour with average rental income of $1,337.

Your search for investment property begins and ends here

Investment Property for Sale in Seymour, CT

38 Sanford Street

Seymour, CT

2 beds | 1 baths | 1,156 sq.ft.

$239,900

Airbnb cash on cash: 0.53%

Traditional cash on cash: 5.67%

Airbnb Rental Income: $1337

Traditional Rental Income: $2089

Airbnb ROI: 0.53%

Traditional ROI: 5.67%

129 Old Ansonia Road

Seymour, CT

2 beds | 1 baths | 1,100 sq.ft.

$241,900

Airbnb cash on cash: 0.57%

Traditional cash on cash: 4.96%

Airbnb Rental Income: $1337

Traditional Rental Income: $1930

Airbnb ROI: 0.57%

Traditional ROI: 4.96%

22 Brookfield Road

Seymour, CT

4 beds | 3 baths | 3,853 sq.ft.

$729,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.68%

Airbnb Rental Income: $null

Traditional Rental Income: $4443

Airbnb ROI: N/A

Traditional ROI: 3.68%

208 Bungay Road

Seymour, CT

2 beds | 2 baths | 1,546 sq.ft.

$450,000

Airbnb cash on cash: -0.7%

Traditional cash on cash: 4.05%

Airbnb Rental Income: $1337

Traditional Rental Income: $2927

Airbnb ROI: -0.7%

Traditional ROI: 4.05%

17 Tibbets Road

Seymour, CT

4 beds | 3 baths | 2,317 sq.ft.

$619,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.3%

Airbnb Rental Income: $null

Traditional Rental Income: $4038

Airbnb ROI: N/A

Traditional ROI: 4.3%

3 Roosevelt Dr

Seymour, CT

2 beds | 1 baths | 1,431 sq.ft.

$750,000

Airbnb cash on cash: -1.94%

Traditional cash on cash: -1%

Airbnb Rental Income: $1337

Traditional Rental Income: $1579

Airbnb ROI: -1.94%

Traditional ROI: -1%

826 S Main Street

Seymour, CT

5 beds | 3 baths | 2,697 sq.ft.

$449,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.14%

Airbnb Rental Income: $null

Traditional Rental Income: $4625

Airbnb ROI: N/A

Traditional ROI: 8.14%

18 Forest Rd Extension

Seymour, CT

3 beds | 3 baths | 2,139 sq.ft.

$564,900

Airbnb cash on cash: -1.25%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $1218

Traditional Rental Income: $3657

Airbnb ROI: -1.25%