Real Estate Investment Properties for Sale in Wilton, CT

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

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

Search for Single Family Residential for Sale in Wilton, 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 10 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
33 Middlebrook Farm Road Wilton, CT Nestled in Wilton's most prestigious enclave, the home offers nearly 3 acrs of breathtakin...	5 beds \| 7 baths \| 5,860 sq.ft.	$2,545,000	Airbnb cash on cash: -2.93% Traditional cash on cash: 1.33% Airbnb Rental Income: $909 Traditional Rental Income: $10630 Airbnb ROI: -2.93% Traditional ROI: 1.33%
29 Grumman Avenue Wilton, CT This just might be the most convenient location in all of Wilton! On the southernmost edge...	2 beds \| 1 baths \| 1,234 sq.ft.	$675,000	Airbnb cash on cash: -2.25% Traditional cash on cash: 1.27% Airbnb Rental Income: $998 Traditional Rental Income: $2859 Airbnb ROI: -2.25% Traditional ROI: 1.27%
515 Belden Hill Road Wilton, CT "Highest and Best by Friday 10/10 at 5 pm" True South Wilton Gem with Over $500K in Upgrad...	5 beds \| 4 baths \| 3,357 sq.ft.	$1,279,000	Airbnb cash on cash: -2.73% Traditional cash on cash: 2.97% Airbnb Rental Income: $909 Traditional Rental Income: $7339 Airbnb ROI: -2.73% Traditional ROI: 2.97%
93 East Meadow Road Wilton, CT Your search for historic charm and modern luxury in South Wilton ends here. This 1935 Fraz...	4 beds \| 3 baths \| 3,650 sq.ft.	$2,149,000	Airbnb cash on cash: -1.54% Traditional cash on cash: -0.35% Airbnb Rental Income: $4140 Traditional Rental Income: $5646 Airbnb ROI: -1.54% Traditional ROI: -0.35%
76 Sturges Ridge Road Wilton, CT Built by renowned master builder John Heggland, this exceptional 7,811 sq ft Georgian Colo...	5 beds \| 9 baths \| 7,811 sq.ft.	$3,495,000	Airbnb cash on cash: -2.99% Traditional cash on cash: -0.06% Airbnb Rental Income: $909 Traditional Rental Income: $10059 Airbnb ROI: -2.99% Traditional ROI: -0.06%
41 Calvin Road Wilton, CT Imagine morning coffee with birdsong, and afternoons spent in your own lovely and private ...	4 beds \| 4 baths \| 2,698 sq.ft.	$1,299,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 1.91% Airbnb Rental Income: $4140 Traditional Rental Income: $6180 Airbnb ROI: -0.51% Traditional ROI: 1.91%
269 Thunder Lake Road Wilton, CT Experience refined living in this serene and supremely private residence, ideally located ...	4 beds \| 3 baths \| 3,942 sq.ft.	$1,250,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 1.31% Airbnb Rental Income: $4140 Traditional Rental Income: $5250 Airbnb ROI: -0.4% Traditional ROI: 1.31%

Your search for investment property begins and ends here

Single Family Homes for Sale in Wilton, CT

33 Middlebrook Farm Road

Wilton, CT

5 beds | 7 baths | 5,860 sq.ft.

$2,545,000

Airbnb cash on cash: -2.93%

Traditional cash on cash: 1.33%

Airbnb Rental Income: $909

Traditional Rental Income: $10630

Airbnb ROI: -2.93%

Traditional ROI: 1.33%

29 Grumman Avenue

Wilton, CT

2 beds | 1 baths | 1,234 sq.ft.

$675,000

Airbnb cash on cash: -2.25%

Traditional cash on cash: 1.27%

Airbnb Rental Income: $998

Traditional Rental Income: $2859

Airbnb ROI: -2.25%

Traditional ROI: 1.27%

515 Belden Hill Road

Wilton, CT

5 beds | 4 baths | 3,357 sq.ft.

$1,279,000

Airbnb cash on cash: -2.73%

Traditional cash on cash: 2.97%

Airbnb Rental Income: $909

Traditional Rental Income: $7339

Airbnb ROI: -2.73%

Traditional ROI: 2.97%

93 East Meadow Road

Wilton, CT

4 beds | 3 baths | 3,650 sq.ft.

$2,149,000

Airbnb cash on cash: -1.54%

Traditional cash on cash: -0.35%

Airbnb Rental Income: $4140

Traditional Rental Income: $5646

Airbnb ROI: -1.54%

Traditional ROI: -0.35%

76 Sturges Ridge Road

Wilton, CT

5 beds | 9 baths | 7,811 sq.ft.

$3,495,000

Airbnb cash on cash: -2.99%

Traditional cash on cash: -0.06%

Airbnb Rental Income: $909

Traditional Rental Income: $10059

Airbnb ROI: -2.99%

Traditional ROI: -0.06%

41 Calvin Road

Wilton, CT

4 beds | 4 baths | 2,698 sq.ft.

$1,299,000

Airbnb cash on cash: -0.51%

Traditional cash on cash: 1.91%

Airbnb Rental Income: $4140

Traditional Rental Income: $6180

Airbnb ROI: -0.51%

Traditional ROI: 1.91%

269 Thunder Lake Road

Wilton, CT

4 beds | 3 baths | 3,942 sq.ft.

$1,250,000

Airbnb cash on cash: -0.4%

Traditional cash on cash: 1.31%

Airbnb Rental Income: $4140

Traditional Rental Income: $5250

Airbnb ROI: -0.4%

Traditional ROI: 1.31%

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