Real Estate Investment Properties for Sale in Westport, CT

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

Explore a variety of short-term homes & houses in Westport, CT. Invest wisely with VRBO & Westport, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Westport, CT

Search for Single Family Residential for Sale in Westport, Connecticut. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 33 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
110 Long Lots Rd Westport, CT Invest with success and buy through Auction.com. This foreclosure investment property is a...	5 beds \| 7 baths \| 7,809 sq.ft.	$4,795,000	Airbnb cash on cash: -2.87% Traditional cash on cash: -1.14% Airbnb Rental Income: $1762 Traditional Rental Income: $8950 Airbnb ROI: -2.87% Traditional ROI: -1.14%
489 Main St Westport, CT Single Family with legal accessory apartment. New 5 bedroom septic system- just installed ...	5 beds \| 4 baths \| 2,192 sq.ft.	$872,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 4.77% Airbnb Rental Income: $1762 Traditional Rental Income: $5916 Airbnb ROI: -0.77% Traditional ROI: 4.77%
86 Maple Ave S Westport, CT Renovated, refreshed, and move-in ready, this sunfilled Greens Farms gem offers the perfec...	4 beds \| 2 baths \| 3,218 sq.ft.	$2,450,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 2.89% Airbnb Rental Income: $3149 Traditional Rental Income: $10311 Airbnb ROI: -0.58% Traditional ROI: 2.89%
3 Laurel Ln Westport, CT Discover the epitome of elegance and sophistication on a quiet street, in a coveted area i...	4 beds \| 4 baths \| 4,204 sq.ft.	$3,785,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 1.12% Airbnb Rental Income: $3149 Traditional Rental Income: $8220 Airbnb ROI: -0.52% Traditional ROI: 1.12%
16 Burr School Rd Westport, CT A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern r...	5 beds \| 4 baths \| 5,056 sq.ft.	$3,450,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 1.36% Airbnb Rental Income: $1762 Traditional Rental Income: $9392 Airbnb ROI: -1.18% Traditional ROI: 1.36%
1 Coastal Ct Westport, CT Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community,...	5 beds \| 5 baths \| 5,550 sq.ft.	$4,995,000	Airbnb cash on cash: -2.88% Traditional cash on cash: -0.95% Airbnb Rental Income: $1762 Traditional Rental Income: $10209 Airbnb ROI: -2.88% Traditional ROI: -0.95%
40 Maple Ave N Westport, CT Prime location a few houses down from the Hunt Club three bedrooms with two additional bou...	3 beds \| 2 baths \| 3,171 sq.ft.	$1,699,900	Airbnb cash on cash: 0.93% Traditional cash on cash: 1.01% Airbnb Rental Income: $4985 Traditional Rental Income: $4095 Airbnb ROI: 0.93% Traditional ROI: 1.01%
123 Greens Farms Rd Westport, CT Classic Greens Farms Colonial - Timeless Elegance Meets Modern Comfort ~ Nestled in one of...	4 beds \| 3 baths \| 5,207 sq.ft.	$2,695,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 1.8% Airbnb Rental Income: $3149 Traditional Rental Income: $8922 Airbnb ROI: -0.74% Traditional ROI: 1.8%
5 Over Rock Lane Westport, CT A rare offering providing the best of both worlds! Enter through stone pillars to find thi...	3 beds \| 3 baths \| 2,107 sq.ft.	$1,500,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 1.37% Airbnb Rental Income: $4985 Traditional Rental Income: $4582 Airbnb ROI: 0.92% Traditional ROI: 1.37%
25 Old Rd Westport, CT Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial off...	5 beds \| 4 baths \| 6,330 sq.ft.	$2,550,000	Airbnb cash on cash: -1.15% Traditional cash on cash: 1.92% Airbnb Rental Income: $1762 Traditional Rental Income: $8552 Airbnb ROI: -1.15% Traditional ROI: 1.92%
60 Clinton Ave Westport, CT A GREAT OPPORTUNITY TO MOVE IN, EXPAND, OR CREATE YOUR DREAM HOME. Just minutes from downt...	3 beds \| 2 baths \| 1,670 sq.ft.	$1,300,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 1.38% Airbnb Rental Income: $4985 Traditional Rental Income: $3634 Airbnb ROI: 1.65% Traditional ROI: 1.38%
2 Fairport Rd Westport, CT Experience a new standard of modern elegance in this brand new luxury home in the heart of...	5 beds \| 4 baths \| 4,288 sq.ft.	$2,600,000	Airbnb cash on cash: -2.64% Traditional cash on cash: 0.33% Airbnb Rental Income: $1762 Traditional Rental Income: $8445 Airbnb ROI: -2.64% Traditional ROI: 0.33%
28 Turkey Hill Rd N Westport, CT Ideally located in the heart of Westport and close to all schools, this exceptional Contem...	4 beds \| 3 baths \| 3,244 sq.ft.	$2,100,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 1.23% Airbnb Rental Income: $3149 Traditional Rental Income: $5525 Airbnb ROI: -0.36% Traditional ROI: 1.23%

Your search for investment property begins and ends here

Single Family Homes for Sale in Westport, CT

110 Long Lots Rd

Westport, CT

5 beds | 7 baths | 7,809 sq.ft.

$4,795,000

Airbnb cash on cash: -2.87%

Traditional cash on cash: -1.14%

Airbnb Rental Income: $1762

Traditional Rental Income: $8950

Airbnb ROI: -2.87%

Traditional ROI: -1.14%

489 Main St

Westport, CT

5 beds | 4 baths | 2,192 sq.ft.

$872,000

Airbnb cash on cash: -0.77%

Traditional cash on cash: 4.77%

Airbnb Rental Income: $1762

Traditional Rental Income: $5916

Airbnb ROI: -0.77%

Traditional ROI: 4.77%

86 Maple Ave S

Westport, CT

4 beds | 2 baths | 3,218 sq.ft.

$2,450,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $3149

Traditional Rental Income: $10311

Airbnb ROI: -0.58%

Traditional ROI: 2.89%

3 Laurel Ln

Westport, CT

4 beds | 4 baths | 4,204 sq.ft.

$3,785,000

Airbnb cash on cash: -0.52%

Traditional cash on cash: 1.12%

Airbnb Rental Income: $3149

Traditional Rental Income: $8220

Airbnb ROI: -0.52%

Traditional ROI: 1.12%

16 Burr School Rd

Westport, CT

5 beds | 4 baths | 5,056 sq.ft.

$3,450,000

Airbnb cash on cash: -1.18%

Traditional cash on cash: 1.36%

Airbnb Rental Income: $1762

Traditional Rental Income: $9392

Airbnb ROI: -1.18%

Traditional ROI: 1.36%

1 Coastal Ct

Westport, CT

5 beds | 5 baths | 5,550 sq.ft.

$4,995,000

Airbnb cash on cash: -2.88%

Traditional cash on cash: -0.95%

Airbnb Rental Income: $1762

Traditional Rental Income: $10209

Airbnb ROI: -2.88%

Traditional ROI: -0.95%

40 Maple Ave N

Westport, CT

3 beds | 2 baths | 3,171 sq.ft.

$1,699,900

Airbnb cash on cash: 0.93%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $4985

Traditional Rental Income: $4095

Airbnb ROI: 0.93%

Traditional ROI: 1.01%

123 Greens Farms Rd

Westport, CT

4 beds | 3 baths | 5,207 sq.ft.

$2,695,000

Airbnb cash on cash: -0.74%

Traditional cash on cash: 1.8%

Airbnb Rental Income: $3149

Traditional Rental Income: $8922

Airbnb ROI: -0.74%