Real Estate Investment Properties for Sale in Cheshire, CT
Looking for investment property in Cheshire, CT with high ROI ?
Explore a variety of short-term homes & houses in Cheshire, CT. Invest wisely with VRBO & Cheshire, 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 Cheshire, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1481 Marion RoadCheshire, CTWelcome to Blackberry Woods, Cheshire's newest neighborhood! This private, secluded lot pr... |
4 beds | 3 baths | 3,775 sq.ft. |
$1,299,000 |
Airbnb cash on cash: N/A
|
35 Stonehenge PlaceCheshire, CTDiscover the perfect blend of architectural style and natural beauty in this welcoming mid... |
4 beds | 3 baths | 3,377 sq.ft. |
$725,000 |
Airbnb cash on cash: N/A
|
9 Burning Tree PlaceCheshire, CTWelcome to the Copper Hill Association, a highly desirable and beautifully maintained neig... |
2 beds | 2 baths | 1,810 sq.ft. |
$575,000 |
Airbnb cash on cash: -0.91%
|
106 Far Horizon DriveCheshire, CTWarm and welcoming ranch style home situated in a centrally located neighborhood in the he... |
3 beds | 3 baths | 1,872 sq.ft. |
$575,000 |
Airbnb cash on cash: -1.28%
|
365 Maple AvenueCheshire, CTWelcome to 365 Maple Ave, a quintessential Cheshire Colonial where timeless New England ch... |
4 beds | 3 baths | 3,167 sq.ft. |
$619,900 |
Airbnb cash on cash: N/A
|
80 Orleton CourtCheshire, CTBeautifully maintained and truly move-in ready, this 4-bedroom Colonial is tucked away on ... |
4 beds | 3 baths | 2,351 sq.ft. |
$639,900 |
Airbnb cash on cash: N/A
|
383 Lincoln DriveCheshire, CTOpportunity knocks in this ranch located in a desirable central Cheshire neighborhood with... |
3 beds | 2 baths | 1,044 sq.ft. |
$350,000 |
Airbnb cash on cash: -0.59%
|
840 Westside RoadCheshire, CTInquire immediately-ask your agent to secure this one before it's gone. Welcome to 840 Wes... |
3 beds | 1 baths | 1,491 sq.ft. |
$395,000 |
Airbnb cash on cash: -0.91%
|
73 Southwick Court unit: 73Cheshire, CTBeautiful Manor home at Southwick, a 55+ community offering maintenance-free living and pr... |
2 beds | 3 baths | 1,450 sq.ft. |
$369,900 |
Airbnb cash on cash: 0.47%
|
Real Estate investment in Cheshire, CT
There are 14 properties for sale in the city of Cheshire . The median list price in Cheshire is $575,000 and the average price per square foot is $271. In April 2026, the average monthly cash on cash return in Cheshire is 4.00%. The average monthly rental income in Cheshire is $2,818.