Real Estate Investment Properties for Sale in Madison, CT

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

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

Search for Condo for Sale in Madison, 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 2 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
91 Legend Hill Road unit: 91 Madison, CT In the heart of Madison, discover this exceptional 3-bedroom, 3 full bath condo that has b...	3 beds \| 3 baths \| 1,884 sq.ft.	$625,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 3.95% Airbnb Rental Income: $2035 Traditional Rental Income: $3528 Airbnb ROI: 0.49% Traditional ROI: 3.95%
Other Investment Properties for Sale in Madison
696 Green Hill Road Madison , CT Discover timeless shoreline living in Madison. Privately set behind a stately stone wall i...	4 beds \| 3 baths \| 2,857 sq.ft.	$888,888	Airbnb cash on cash: 0.02% Traditional cash on cash: 3.26% Airbnb Rental Income: $2506 Traditional Rental Income: $4584 Airbnb ROI: 0.02% Traditional ROI: 3.26%
75 Fairview Drive Madison , CT 3 bedroom 2 full baths close to town private road, close to Bower Park, 2 car garage attac...	3 beds \| 2 baths \| 1,419 sq.ft.	$450,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 3% Airbnb Rental Income: $2035 Traditional Rental Income: $2346 Airbnb ROI: 1.01% Traditional ROI: 3%
132 Summer Hill Road Madison , CT PRISTINE NEW CONSTRUCTION where thoughtful design meets high end craftsmanship. This newly...	4 beds \| 5 baths \| 4,517 sq.ft.	$2,375,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 2.4% Airbnb Rental Income: $2506 Traditional Rental Income: $8448 Airbnb ROI: -0.57% Traditional ROI: 2.4%
70 High Hill Circle Madison , CT Nestled in a sought after neighborhood and privately set back from the cul-de-sac, this be...	5 beds \| 5 baths \| 4,760 sq.ft.	$1,395,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 3.92% Airbnb Rental Income: $2567 Traditional Rental Income: $8290 Airbnb ROI: -0.97% Traditional ROI: 3.92%
25 Williamsburg Circle Madison , CT Tucked away in one of Madison's most desirable neighborhoods, this beautifully maintained ...	4 beds \| 4 baths \| 3,982 sq.ft.	$850,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 5.53% Airbnb Rental Income: $2506 Traditional Rental Income: $6236 Airbnb ROI: 0.05% Traditional ROI: 5.53%
2 Esterly Farms Road unit: 2 Madison , CT Welcome to Esterly Farms! Nestled in an intimate condo community, this hidden gem offers t...	1 beds \| 2 baths \| 1,344 sq.ft.	$400,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 3.06% Airbnb Rental Income: $1794 Traditional Rental Income: $2762 Airbnb ROI: -0.82% Traditional ROI: 3.06%
22 Nathans Lane Madison , CT Location, Location, Location! Madison Top-rated School Systems! WELCOME to 22 Nathans Lane...	3 beds \| 2 baths \| 2,582 sq.ft.	$499,900	Airbnb cash on cash: 0.83% Traditional cash on cash: 5.74% Airbnb Rental Income: $2035 Traditional Rental Income: $3802 Airbnb ROI: 0.83% Traditional ROI: 5.74%
76 Bartlett Drive Madison , CT Welcome to 76 Bartlett Drive, a spacious and thoughtfully updated 4-bedroom, 2.5-bath home...	5 beds \| 3 baths \| 3,100 sq.ft.	$749,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 4.13% Airbnb Rental Income: $2567 Traditional Rental Income: $4504 Airbnb ROI: 0.47% Traditional ROI: 4.13%
37 Lantern Hill Road Madison , CT An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town ...	5 beds \| 5 baths \| 6,319 sq.ft.	$2,875,000	Airbnb cash on cash: -1.67% Traditional cash on cash: -0.23% Airbnb Rental Income: $2567 Traditional Rental Income: $5799 Airbnb ROI: -1.67% Traditional ROI: -0.23%
40 Hull Road Madison , CT Seldom-available offering in one of Madison's premier neighborhoods. This versatile split-...	4 beds \| 3 baths \| 3,462 sq.ft.	$825,000	Airbnb cash on cash: 0% Traditional cash on cash: 2.72% Airbnb Rental Income: $2506 Traditional Rental Income: $3990 Airbnb ROI: 0% Traditional ROI: 2.72%
61 Hartford Avenue Madison , CT Own an architectural masterpiece with waterviews! Rarely is a Robert Page (AIA) designed c...	3 beds \| 4 baths \| 3,306 sq.ft.	$2,495,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 0.43% Airbnb Rental Income: $2035 Traditional Rental Income: $5344 Airbnb ROI: -1.23% Traditional ROI: 0.43%
70 Wildwood Avenue Madison , CT Welcome to this warm and comfortable quintessential New England Cape Cod home in sought-af...	3 beds \| 4 baths \| 1,916 sq.ft.	$725,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 4.14% Airbnb Rental Income: $2035 Traditional Rental Income: $4248 Airbnb ROI: 0.09% Traditional ROI: 4.14%

Your search for investment property begins and ends here

Condos for Sale in Madison, CT

91 Legend Hill Road unit: 91

Madison, CT

3 beds | 3 baths | 1,884 sq.ft.

$625,000

Airbnb cash on cash: 0.49%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $2035

Traditional Rental Income: $3528

Airbnb ROI: 0.49%

Traditional ROI: 3.95%

Other Investment Properties for Sale in Madison

Madison , CT

4 beds | 3 baths | 2,857 sq.ft.

$888,888

Airbnb cash on cash: 0.02%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $2506

Traditional Rental Income: $4584

Airbnb ROI: 0.02%

Traditional ROI: 3.26%

Madison , CT

3 beds | 2 baths | 1,419 sq.ft.

$450,000

Airbnb cash on cash: 1.01%

Traditional cash on cash: 3%

Airbnb Rental Income: $2035

Traditional Rental Income: $2346

Airbnb ROI: 1.01%

Traditional ROI: 3%

Madison , CT

4 beds | 5 baths | 4,517 sq.ft.

$2,375,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $2506

Traditional Rental Income: $8448

Airbnb ROI: -0.57%

Traditional ROI: 2.4%

Madison , CT

5 beds | 5 baths | 4,760 sq.ft.

$1,395,000

Airbnb cash on cash: -0.97%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $2567

Traditional Rental Income: $8290

Airbnb ROI: -0.97%

Traditional ROI: 3.92%

Madison , CT

4 beds | 4 baths | 3,982 sq.ft.

$850,000

Airbnb cash on cash: 0.05%

Traditional cash on cash: 5.53%

Airbnb Rental Income: $2506

Traditional Rental Income: $6236

Airbnb ROI: 0.05%

Traditional ROI: 5.53%

Madison , CT

1 beds | 2 baths | 1,344 sq.ft.

$400,000

Airbnb cash on cash: -0.82%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $1794

Traditional Rental Income: $2762

Airbnb ROI: -0.82%

Traditional ROI: 3.06%

Madison , CT

3 beds | 2 baths | 2,582 sq.ft.

$499,900

Airbnb cash on cash: 0.83%

Traditional cash on cash: 5.74%

Airbnb Rental Income: $2035

Traditional Rental Income: $3802

Airbnb ROI: 0.83%

Traditional ROI: 5.74%

Madison , CT

5 beds | 3 baths | 3,100 sq.ft.

$749,000

Airbnb cash on cash: 0.47%

Traditional cash on cash: 4.13%