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 |
|---|---|---|---|
54 Currier Place #54Cheshire, CTOne of the many advantages of purchasing a home in Currier Woods is its location directly ... |
3 beds | 3 baths | 1,456 sq.ft. |
$349,900 |
Airbnb cash on cash: 2.61%
|
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: -2.07%
|
16 Deepwood DriveCheshire, CTRENOVATED & REIMAGINED - move in for less than the average Cheshire rent! A seller-paid fi... |
3 beds | 2 baths | 1,566 sq.ft. |
$465,000 |
Airbnb cash on cash: 2%
|
327 W Main StreetCheshire, CTA TRUE SHOWSTOPPER IN CHESHIRE! Welcome to 327 West Main Street, where timeless New Englan... |
4 beds | 2 baths | 2,123 sq.ft. |
$595,000 |
Airbnb cash on cash: 0.1%
|
393 S Meriden RoadCheshire, CTHouse in now available to be shown anytime! Discover this charming two-bedroom ranch locat... |
2 beds | 2 baths | 1,382 sq.ft. |
$349,900 |
Airbnb cash on cash: -1.18%
|
41 Soderman Way #41Cheshire, CTNothing to do but move into this stunning Carriage Home at The Reserve at Stonebridge Cros... |
3 beds | 3 baths | 2,975 sq.ft. |
$759,900 |
Airbnb cash on cash: 0.02%
|
885 S Brooksvale RoadCheshire, CTDiscover this truly exceptional custom Colonial home, distinguished by its thoughtful desi... |
5 beds | 5 baths | 3,948 sq.ft. |
$1,279,000 |
Airbnb cash on cash: N/A
|
502 Oak Avenue #17Cheshire, CTStylish, beautifully renovated and filled with natural light, this end-unit condominium is... |
2 beds | 1 baths | 900 sq.ft. |
$199,000 |
Airbnb cash on cash: 0.48%
|
1827 Marion RoadCheshire, CTThey are not making anymore land! Owner motivated to pass this beautiful property to a new... |
4 beds | 2 baths | 2,160 sq.ft. |
$1,600,000 |
Airbnb cash on cash: -0.81%
|
1100 Coleman RoadCheshire, CTOWNER MOTIVATED! Great Opportunity. Beautiful setting. Come see! Welcome to 1100 Coleman R... |
4 beds | 3 baths | 2,280 sq.ft. |
$649,000 |
Airbnb cash on cash: -0.51%
|
233 Forest LaneCheshire, CTThere's a lot to work with at 233 Forest Lane wether you're an investor or future owner oc... |
3 beds | 2 baths | 1,413 sq.ft. |
$319,900 |
Airbnb cash on cash: 3.62%
|
3 Racebrook CourtCheshire, CTDiscover a rare blend of privacy, light and effortless single level living at Copper Hill ... |
2 beds | 2 baths | 1,960 sq.ft. |
$538,000 |
Airbnb cash on cash: -1.68%
|
20 Baxter CourtCheshire, CTWelcome to 20 Baxter Court, an impressive Colonial offering luxury, space, and exceptional... |
4 beds | 4 baths | 4,515 sq.ft. |
$1,300,000 |
Airbnb cash on cash: -1.64%
|
35 Brookside PlaceCheshire, CTWelcome to 35 Brookside Place, a spacious and inviting four-bedroom Colonial offering comf... |
4 beds | 3 baths | 2,256 sq.ft. |
$675,000 |
Airbnb cash on cash: -0.58%
|
7 Edith PlaceCheshire, CTInvestors and Contractors take notice. This 3,839 Colonial is ready to be brought back to ... |
4 beds | 5 baths | 3,839 sq.ft. |
$479,900 |
Airbnb cash on cash: -2.46%
|
135 Wallingford RoadCheshire, CTOpportunity meets location in Cheshire! Situated on just under a half acre corner lot with... |
3 beds | 1 baths | 1,400 sq.ft. |
$315,000 |
Airbnb cash on cash: 3.26%
|
Real Estate investment in Cheshire, CT
There are 22 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 $242. In November 2026, the average monthly cash on cash return in Cheshire is 4.00%. The average monthly rental income in Cheshire is $3,135.