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

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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: 0.82% Traditional cash on cash: 5.95% Airbnb Rental Income: $1337 Traditional Rental Income: $2089 Airbnb ROI: 0.82% Traditional ROI: 5.95%
57 Bellevue Terrace Seymour, CT Welcome to your dream home in the heart of Seymour, Connecticut, a fully updated hillside ...	3 beds \| 2 baths \| 1,250 sq.ft.	$465,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 4.12% Airbnb Rental Income: $1218 Traditional Rental Income: $3242 Airbnb ROI: -1.44% Traditional ROI: 4.12%
77 South Main Street Seymour, CT Bright and Spacious Single family with a great Location..! 3 Bedrooms 2 Full Bathrooms, ni...	3 beds \| 2 baths \| 1,080 sq.ft.	$385,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 3.85% Airbnb Rental Income: $1218 Traditional Rental Income: $2608 Airbnb ROI: -1.09% Traditional ROI: 3.85%
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.	$265,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 4.24% Airbnb Rental Income: $1337 Traditional Rental Income: $1930 Airbnb ROI: 0.22% Traditional ROI: 4.24%
154 South Benham Road Seymour, CT Welcome to 154 South Benham Road in Seymour! This spacious 4,664 sq. ft, 5-bed, 4-bath, ho...	5 beds \| 4 baths \| 4,664 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.1% Airbnb Rental Income: $null Traditional Rental Income: $6378 Airbnb ROI: N/A Traditional ROI: 8.1%
14 Spruce Brook Road Seymour, CT This stunning 3 bedroom, 2 bathroom ranch has been fully remodeled from top to bottom! Enj...	3 beds \| 2 baths \| 1,894 sq.ft.	$589,900	Airbnb cash on cash: -1.79% Traditional cash on cash: 2.41% Airbnb Rental Income: $1218 Traditional Rental Income: $3141 Airbnb ROI: -1.79% Traditional ROI: 2.41%
31 Skokorat Street Seymour, CT Move right in to this "one-level living" home! This 3 BR, 1 1/2 BA ranch shows pride in ow...	3 beds \| 2 baths \| 1,296 sq.ft.	$387,500	Airbnb cash on cash: -1.1% Traditional cash on cash: 4.13% Airbnb Rental Income: $1218 Traditional Rental Income: $2726 Airbnb ROI: -1.1% Traditional ROI: 4.13%
12 Deerfield Drive Seymour, CT Welcome to this charming custom ranch-style home offering space, versatility, and comfort ...	3 beds \| 2 baths \| 2,761 sq.ft.	$449,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 4.76% Airbnb Rental Income: $1218 Traditional Rental Income: $3406 Airbnb ROI: -1.38% Traditional ROI: 4.76%
17 Warren Drive #17 Seymour, CT Welcome to 17 Warren Drive, a beautifully maintained end-unit townhouse nestled in the des...	3 beds \| 3 baths \| 1,921 sq.ft.	$415,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 5.62% Airbnb Rental Income: $1218 Traditional Rental Income: $3602 Airbnb ROI: -1.52% Traditional ROI: 5.62%
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.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.06% Airbnb Rental Income: $null Traditional Rental Income: $4443 Airbnb ROI: N/A Traditional ROI: 3.06%
17 Patton Avenue Seymour, CT Welcome to this charming ranch-style home, perfectly situated in a peaceful neighborhood a...	3 beds \| 2 baths \| 1,288 sq.ft.	$250,000	Airbnb cash on cash: 0% Traditional cash on cash: 7.89% Airbnb Rental Income: $1218 Traditional Rental Income: $2691 Airbnb ROI: 0% Traditional ROI: 7.89%
148 Bungay Road Seymour, CT Here is your rare opportunity to own this contemporary home with en-suite bedroom at the m...	3 beds \| 3 baths \| 2,412 sq.ft.	$549,000	Airbnb cash on cash: -1.69% Traditional cash on cash: 4.88% Airbnb Rental Income: $1218 Traditional Rental Income: $4197 Airbnb ROI: -1.69% Traditional ROI: 4.88%
56 Kathy Drive Seymour, CT If you're looking for an updated, move-in ready home in a great neighborhood location, 56 ...	3 beds \| 3 baths \| 1,444 sq.ft.	$450,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 4.04% Airbnb Rental Income: $1218 Traditional Rental Income: $3108 Airbnb ROI: -1.38% Traditional ROI: 4.04%

Real Estate investment in Seymour, CT

There are 19 properties for sale in the city of Seymour . The median list price in Seymour is $419,900 and the average price per square foot is $224. In December 2025, the average monthly cash on cash return in Seymour is 4.00%. The average monthly rental income in Seymour is $3,125.

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

There are 19 investment properties available for sale in Seymour.

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

The ROI for Long-Term is higher than the Short-Term in Seymour with average rental income of $3,125.

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: 0.82%

Traditional cash on cash: 5.95%

Airbnb Rental Income: $1337

Traditional Rental Income: $2089

Airbnb ROI: 0.82%

Traditional ROI: 5.95%

57 Bellevue Terrace

Seymour, CT

3 beds | 2 baths | 1,250 sq.ft.

$465,000

Airbnb cash on cash: -1.44%

Traditional cash on cash: 4.12%

Airbnb Rental Income: $1218

Traditional Rental Income: $3242

Airbnb ROI: -1.44%

Traditional ROI: 4.12%

77 South Main Street

Seymour, CT

3 beds | 2 baths | 1,080 sq.ft.

$385,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $1218

Traditional Rental Income: $2608

Airbnb ROI: -1.09%

Traditional ROI: 3.85%

129 Old Ansonia Road

Seymour, CT

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

$265,000

Airbnb cash on cash: 0.22%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $1337

Traditional Rental Income: $1930

Airbnb ROI: 0.22%

Traditional ROI: 4.24%

154 South Benham Road

Seymour, CT

5 beds | 4 baths | 4,664 sq.ft.

$599,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.1%

Airbnb Rental Income: $null

Traditional Rental Income: $6378

Airbnb ROI: N/A

Traditional ROI: 8.1%

14 Spruce Brook Road

Seymour, CT

3 beds | 2 baths | 1,894 sq.ft.

$589,900

Airbnb cash on cash: -1.79%

Traditional cash on cash: 2.41%

Airbnb Rental Income: $1218

Traditional Rental Income: $3141

Airbnb ROI: -1.79%

Traditional ROI: 2.41%

31 Skokorat Street

Seymour, CT

3 beds | 2 baths | 1,296 sq.ft.

$387,500

Airbnb cash on cash: -1.1%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $1218

Traditional Rental Income: $2726

Airbnb ROI: -1.1%

Traditional ROI: 4.13%

12 Deerfield Drive

Seymour, CT

3 beds | 2 baths | 2,761 sq.ft.

$449,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $1218

Traditional Rental Income: $3406

Airbnb ROI: -1.38%