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.

Condos for Sale in Westport, CT

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

Showing 5 Condo 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
14 Strathmore Ln #14 Westport, CT Sought after Strathmore Lane Complex. 2 bedroom 2 1/2 bath unit is looking for your specia...	2 beds \| 2 baths \| 1,440 sq.ft.	$440,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 3.63% Airbnb Rental Income: $2098 Traditional Rental Income: $3395 Airbnb ROI: -0.83% Traditional ROI: 3.63%
60 Wilton Road #2C Westport, CT Fully completed and ready for occupancy. Unit 2C is the ONLY 4 BEDROOM unit in the buildin...	4 beds \| 4 baths \| 3,460 sq.ft.	$3,699,000	Airbnb cash on cash: -2.45% Traditional cash on cash: -0.28% Airbnb Rental Income: $3149 Traditional Rental Income: $9885 Airbnb ROI: -2.45% Traditional ROI: -0.28%
41 Richmondville Avenue unit: Duplex 2 #Duplex 2 Westport, CT IMMEDIATE OCCUPANCY! Only TWO homes remain at The Mill Westport! This impressive home has ...	2 beds \| 3 baths \| 1,760 sq.ft.	$2,495,000	Airbnb cash on cash: -1.65% Traditional cash on cash: -0.53% Airbnb Rental Income: $2098 Traditional Rental Income: $4152 Airbnb ROI: -1.65% Traditional ROI: -0.53%
Other Investment Properties for Sale in Westport
32 Edgewater Hillside Westport , CT A breathtaking waterfront retreat where architecture, craftsmanship, and setting unite in ...	3 beds \| 4 baths \| 3,236 sq.ft.	$4,495,000	Airbnb cash on cash: -0.76% Traditional cash on cash: -0.21% Airbnb Rental Income: $4985 Traditional Rental Income: $6255 Airbnb ROI: -0.76% Traditional ROI: -0.21%
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%
11 Old Hill Road Westport , CT Nestled in the heart of Westport's coveted Old Hill neighborhood, this home offers the cha...	4 beds \| 5 baths \| 3,935 sq.ft.	$2,527,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 2.15% Airbnb Rental Income: $3149 Traditional Rental Income: $9457 Airbnb ROI: -0.85% Traditional ROI: 2.15%
17 Clover Lane Westport , CT SOPHISTICATED CONTEMPORARY RETREAT - CLOVER LANE Exciting opportunity to own a beautifully...	5 beds \| 4 baths \| 2,994 sq.ft.	$2,095,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 1.98% Airbnb Rental Income: $1762 Traditional Rental Income: $6847 Airbnb ROI: -0.89% Traditional ROI: 1.98%
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%
116 Roseville Road Westport , CT Tucked away on a picturesque property with a peaceful pond and complete privacy, this cust...	5 beds \| 7 baths \| 5,771 sq.ft.	$3,950,000	Airbnb cash on cash: -1.29% Traditional cash on cash: 1.31% Airbnb Rental Income: $1762 Traditional Rental Income: $10788 Airbnb ROI: -1.29% Traditional ROI: 1.31%

Your search for investment property begins and ends here

Condos for Sale in Westport, CT

14 Strathmore Ln #14

Westport, CT

2 beds | 2 baths | 1,440 sq.ft.

$440,000

Airbnb cash on cash: -0.83%

Traditional cash on cash: 3.63%

Airbnb Rental Income: $2098

Traditional Rental Income: $3395

Airbnb ROI: -0.83%

Traditional ROI: 3.63%

60 Wilton Road #2C

Westport, CT

4 beds | 4 baths | 3,460 sq.ft.

$3,699,000

Airbnb cash on cash: -2.45%

Traditional cash on cash: -0.28%

Airbnb Rental Income: $3149

Traditional Rental Income: $9885

Airbnb ROI: -2.45%

Traditional ROI: -0.28%

41 Richmondville Avenue unit: Duplex 2 #Duplex 2

Westport, CT

2 beds | 3 baths | 1,760 sq.ft.

$2,495,000

Airbnb cash on cash: -1.65%

Traditional cash on cash: -0.53%

Airbnb Rental Income: $2098

Traditional Rental Income: $4152

Airbnb ROI: -1.65%

Traditional ROI: -0.53%

Other Investment Properties for Sale in Westport

Westport , CT

3 beds | 4 baths | 3,236 sq.ft.

$4,495,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: -0.21%

Airbnb Rental Income: $4985

Traditional Rental Income: $6255

Airbnb ROI: -0.76%

Traditional ROI: -0.21%

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%

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%

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%

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%

Westport , CT

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

$3,450,000