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 |
|---|---|---|---|
1 Mountaincrest DriveCheshire, CTPREMIUM WOOD FLOORS JUST INSTALLED in this Mountaincrest custom colonial showcasing luxuri... |
4 beds | 5 baths | 4,791 sq.ft. |
$1,200,000 |
Airbnb cash on cash: N/A
|
324 South Meriden RoadCheshire, CTWelcome to this stunning custom-built colonial home where no detail has been overlooked. S... |
4 beds | 5 baths | 3,946 sq.ft. |
$999,900 |
Airbnb cash on cash: N/A
|
1481 Marion RoadCheshire, CTInquire about special builder incentives available until June 30th! Welcome to Blackberry ... |
4 beds | 3 baths | 3,775 sq.ft. |
$1,299,000 |
Airbnb cash on cash: N/A
|
264 Timber LaneCheshire, CTCharming ranch with endless potential! Welcome to this delightful ranch-style home nestled... |
3 beds | 2 baths | 1,350 sq.ft. |
$409,000 |
Airbnb cash on cash: -1.38%
|
1715 Musso View AvenueCheshire, CTWelcome home to this gorgeous ranch-style gem in desirable Cheshire! Nestled on a beautifu... |
3 beds | 2 baths | 1,985 sq.ft. |
$449,500 |
Airbnb cash on cash: -1.54%
|
4 Brookfield CourtCheshire, CTNestled in desirable and centrally located Cheshire neighborhood, this beautifully maintai... |
4 beds | 3 baths | 2,300 sq.ft. |
$675,000 |
Airbnb cash on cash: N/A
|
130 Edwards RoadCheshire, CTWelcome to this spacious ranch, ideally situated in a desirable neighborhood with sidewalk... |
3 beds | 3 baths | 2,042 sq.ft. |
$455,000 |
Airbnb cash on cash: -1.56%
|
31 Nathan Hale CourtCheshire, CTMultiple offers, deadline 10/6, 5:00 PM. Tucked away on 3.5 beautiful acres this spectacul... |
4 beds | 3 baths | 3,427 sq.ft. |
$714,900 |
Airbnb cash on cash: N/A
|
95 Orleton CourtCheshire, CTPristine 4-bed, 2.5-bath Colonial in sought-after Moss Farms Village. Set on a quiet cul-d... |
4 beds | 3 baths | 2,880 sq.ft. |
$654,900 |
Airbnb cash on cash: N/A
|
16 Deepwood DriveCheshire, CTThis three-bedroom home presents a wonderful opportunity for its next owner to unlock its ... |
3 beds | 1 baths | 1,486 sq.ft. |
$274,900 |
Airbnb cash on cash: -0.54%
|
112 Laurel TerraceCheshire, CTWelcome to 112 Laurel Terrace, a well-maintained 3-bedroom, 2-bath ranch-style home offeri... |
3 beds | 2 baths | 1,404 sq.ft. |
$420,000 |
Airbnb cash on cash: -1.43%
|
40 Woodridge Drive #40Cheshire, CTAct Fast! This beautifully updated 2-story condo is a rare find that won't last! Tucked aw... |
2 beds | 2 baths | 1,574 sq.ft. |
$265,000 |
Airbnb cash on cash: -0.3%
|
440 Mount Sanford RoadCheshire, CTLocation, Location, Location! Don't miss your chance to step into the South End of Cheshir... |
4 beds | 4 baths | 3,816 sq.ft. |
$724,900 |
Airbnb cash on cash: N/A
|
48 Willow StreetCheshire, CTNewly built in 2017, this home is a lifestyle that starts with it's amazing location to th... |
4 beds | 3 baths | 2,494 sq.ft. |
$630,000 |
Airbnb cash on cash: N/A
|
975 Wolf Hill RoadCheshire, CTWelcome to this beautifully maintained home. The house features hardwood floors throughout... |
3 beds | 3 baths | 1,882 sq.ft. |
$575,000 |
Airbnb cash on cash: -1.88%
|
Real Estate investment in Cheshire, CT
There are 18 properties for sale in the city of Cheshire . The median list price in Cheshire is $597,400 and the average price per square foot is $236. In December 2025, the average monthly cash on cash return in Cheshire is 4.00%. The average monthly rental income in Cheshire is $3,865.