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.
Investment Property for Sale in Madison, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
696 Green Hill RoadMadison, CTDiscover 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%
|
75 Fairview DriveMadison, CT3 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%
|
132 Summer Hill RoadMadison, CTPRISTINE 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%
|
35 Hotchkiss LaneMadison, CTThis expanded 3 bedroom 2.5 bath Cape-style home offers 2,400+square feet of thoughtfully ... |
3 beds | 3 baths | 2,400 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -1.26%
|
70 High Hill CircleMadison, CTNestled 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%
|
25 Williamsburg CircleMadison, CTTucked 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%
|
2 Esterly Farms Road unit: 2Madison, CTWelcome 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%
|
22 Nathans LaneMadison, CTLocation, 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%
|
11 Longview Terrace unit: 11Madison, CTAn exceptional stand-alone condominium that captures the essence of luxurious coastal livi... |
3 beds | 4 baths | 3,545 sq.ft. |
$1,110,000 |
Airbnb cash on cash: -1.73%
|
76 Bartlett DriveMadison, CTWelcome 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%
|
37 Lantern Hill RoadMadison, CTAn 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%
|
40 Hull RoadMadison, CTSeldom-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%
|
61 Hartford AvenueMadison, CTOwn 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%
|
70 Wildwood AvenueMadison, CTWelcome 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%
|
18 St. Francis Woods RoadMadison, CTSpacious Split-level home with deck, open porch and patio overlooking large, level lot. Th... |
3 beds | 3 baths | 1,824 sq.ft. |
$469,900 |
Airbnb cash on cash: 0.69%
|
91 Legend Hill Road unit: 91Madison, CTIn 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%
|
Real Estate investment in Madison, CT
There are 18 properties for sale in the city of Madison . The median list price in Madison is $420,000 and the average price per square foot is $232. In March 2026, the average monthly cash on cash return in Madison is 3.00%. The average monthly rental income in Madison is $4,640.