Real Estate Investment Properties for Sale in Southport, CT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
153 Pease Ave Southport, CT Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offerin...	4 beds \| 2 baths \| 3,597 sq.ft.	$1,450,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 1.73% Airbnb Rental Income: $4099 Traditional Rental Income: $5159 Airbnb ROI: 0.29% Traditional ROI: 1.73%
Investment Properties for Sale in Other Cities of Connecticut
23 Heaton Street Waterbury , CT Beautiful 3-Bedroom Home Built in 2009 - Move-In Ready! Welcome to 23 Heaton Street, a wel...	3 beds \| 3 baths \| 1,716 sq.ft.	$374,995	Airbnb cash on cash: -0.35% Traditional cash on cash: 3.94% Airbnb Rental Income: $1673 Traditional Rental Income: $2715 Airbnb ROI: -0.35% Traditional ROI: 3.94%
2 Elmwood Dr #2 Fairfield , CT Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro...	3 beds \| 3 baths \| 3,328 sq.ft.	$2,399,000	Airbnb cash on cash: -1.79% Traditional cash on cash: 0.1% Airbnb Rental Income: $2373 Traditional Rental Income: $5995 Airbnb ROI: -1.79% Traditional ROI: 0.1%
23 Arcadia Ave Stratford , CT GORGEOUS NORTHEN PARADISE GREEN CAPE THAT WILL HIT ALL THE HIGH NOTES FOR YOUR BUYER! BRAN...	3 beds \| 2 baths \| 1,653 sq.ft.	$525,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 4.22% Airbnb Rental Income: $2065 Traditional Rental Income: $3241 Airbnb ROI: 0.73% Traditional ROI: 4.22%
360 N Society Road Canterbury , CT INSTANT EQUITY when you finish this SPRAWLING Cape it COMPS out $525,000 to $550,000! OVER...	3 beds \| 2 baths \| 2,236 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.03% Airbnb Rental Income: $null Traditional Rental Income: $3171 Airbnb ROI: N/A Traditional ROI: 9.03%
19 Clover Court New London , CT Investor Alert - Well maintained 3 bedroom colonial on a dead end street with paved drivew...	3 beds \| 1 baths \| 1,311 sq.ft.	$209,900	Airbnb cash on cash: 4.83% Traditional cash on cash: 7.84% Airbnb Rental Income: $2087 Traditional Rental Income: $2148 Airbnb ROI: 4.83% Traditional ROI: 7.84%
100 Austin St New Britain , CT Perfect project here. This Colonial is in need of some love. With hardwood flooring, origi...	3 beds \| 1 baths \| 1,314 sq.ft.	$262,500	Airbnb cash on cash: 0.32% Traditional cash on cash: 4.33% Airbnb Rental Income: $1178 Traditional Rental Income: $1785 Airbnb ROI: 0.32% Traditional ROI: 4.33%
1 Broad Street #PHD2 Stamford , CT Luxury living at its finest. Park Tower 35th floor Penthouse Duplex boasting living room w...	3 beds \| 4 baths \| 3,341 sq.ft.	$2,000,000	Airbnb cash on cash: -3.84% Traditional cash on cash: -1.35% Airbnb Rental Income: $2038 Traditional Rental Income: $6132 Airbnb ROI: -3.84% Traditional ROI: -1.35%
286 Moose Hill Rd Monroe , CT Welcome to this well maintained ranch style home nestled away from nearby amenities, but c...	2 beds \| 1 baths \| 1,012 sq.ft.	$549,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 2.7% Airbnb Rental Income: $2198 Traditional Rental Income: $2727 Airbnb ROI: 0.59% Traditional ROI: 2.7%
32 WILLINGTON AVENUE Stafford Springs , CT Completely renovated old-style Colonial that sits on1.72 private acres. Nestled in the woo...	3 beds \| 2 baths \| 1,047 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.4% Airbnb Rental Income: $null Traditional Rental Income: $2593 Airbnb ROI: N/A Traditional ROI: 5.4%
262 Great Plain Rd #17 Danbury , CT NEWLY REMODELED CABIN IN LAKE COMMUNITY. WALK TO BEACH. LARGE SHED FOR STORAGE. LAKE VIEWS...	2 beds \| 1 baths \| 578 sq.ft.	$239,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 3.1% Airbnb Rental Income: $1708 Traditional Rental Income: $1218 Airbnb ROI: 3.18% Traditional ROI: 3.1%
619 Queen St Bridgeport , CT Here's your chance to own a highly sought-after rental property in Bridgeport's North End,...	3 beds \| 1 baths \| 864 sq.ft.	$359,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 3.88% Airbnb Rental Income: $1671 Traditional Rental Income: $2273 Airbnb ROI: 0.71% Traditional ROI: 3.88%

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

There are 1 investment properties available for sale in Southport.

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

The ROI for Short-Term is higher than the Long-Term in Southport with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Southport, CT

153 Pease Ave

Southport, CT

4 beds | 2 baths | 3,597 sq.ft.

$1,450,000

Airbnb cash on cash: 0.29%

Traditional cash on cash: 1.73%

Airbnb Rental Income: $4099

Traditional Rental Income: $5159

Airbnb ROI: 0.29%

Traditional ROI: 1.73%

Investment Properties for Sale in Other Cities of Connecticut

Waterbury , CT

3 beds | 3 baths | 1,716 sq.ft.

$374,995

Airbnb cash on cash: -0.35%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $1673

Traditional Rental Income: $2715

Airbnb ROI: -0.35%

Traditional ROI: 3.94%

Fairfield , CT

3 beds | 3 baths | 3,328 sq.ft.

$2,399,000

Airbnb cash on cash: -1.79%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $2373

Traditional Rental Income: $5995

Airbnb ROI: -1.79%

Traditional ROI: 0.1%

Stratford , CT

3 beds | 2 baths | 1,653 sq.ft.

$525,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $2065

Traditional Rental Income: $3241

Airbnb ROI: 0.73%

Traditional ROI: 4.22%

Canterbury , CT

3 beds | 2 baths | 2,236 sq.ft.

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.03%

Airbnb Rental Income: $null

Traditional Rental Income: $3171

Airbnb ROI: N/A

Traditional ROI: 9.03%

New London , CT

3 beds | 1 baths | 1,311 sq.ft.

$209,900

Airbnb cash on cash: 4.83%

Traditional cash on cash: 7.84%

Airbnb Rental Income: $2087

Traditional Rental Income: $2148

Airbnb ROI: 4.83%

Traditional ROI: 7.84%

New Britain , CT

3 beds | 1 baths | 1,314 sq.ft.

$262,500

Airbnb cash on cash: 0.32%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $1178

Traditional Rental Income: $1785

Airbnb ROI: 0.32%

Traditional ROI: 4.33%

Stamford , CT

3 beds | 4 baths | 3,341 sq.ft.

$2,000,000

Airbnb cash on cash: -3.84%

Traditional cash on cash: -1.35%

Airbnb Rental Income: $2038

Traditional Rental Income: $6132

Airbnb ROI: -3.84%

Traditional ROI: -1.35%

Monroe , CT

2 beds | 1 baths | 1,012 sq.ft.

$549,000

Airbnb cash on cash: 0.59%

Traditional cash on cash: 2.7%