Real Estate Investment Properties for Sale in Middletown, CT
Looking for investment property in Middletown, CT with high ROI ?
Explore a variety of short-term homes & houses in Middletown, CT. Invest wisely with VRBO & Middletown, 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 Middletown, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
318 Carriage Crossing Lane unit: 318 #318MIDDLETOWN, CTIf you have been waiting for a fully updated condo in Middletown this one, is it. Trendy s... |
1 beds | 1 baths | 760 sq.ft. |
$195,000 |
Airbnb cash on cash: -0.75%
|
6 Bidwell TerraceMIDDLETOWN, CTBeautiful new construction property in Middletown CT. 3 bedrooms, 3 bathrooms. Large back ... |
3 beds | 4 baths | 1,104 sq.ft. |
$425,000 |
Airbnb cash on cash: -0.77%
|
10 Talias TrailMIDDLETOWN, CTWelcome home to 10 Talias Trail....start Spring in a new home and start "planting" new mem... |
4 beds | 3 baths | 2,285 sq.ft. |
$599,000 |
Airbnb cash on cash: N/A
|
70 Jack English DriveMIDDLETOWN, CTWelcome home to 70 Jack English Drive! This lovely 3-bedroom 2.5 bath Colonial checks off ... |
3 beds | 3 baths | 1,814 sq.ft. |
$549,900 |
Airbnb cash on cash: -1.58%
|
6 Hillside CourtMIDDLETOWN, CTWelcome to this beautifully maintained Colonial that showcases modern living, featuring a ... |
3 beds | 2 baths | 1,299 sq.ft. |
$315,000 |
Airbnb cash on cash: 0.3%
|
59 Trolley Crossing Lane unit: 59MIDDLETOWN, CTWelcome to 59 Trolley Crossing in Middletown, a beautifully updated and move-in-ready town... |
2 beds | 2 baths | 1,220 sq.ft. |
$229,900 |
Airbnb cash on cash: -0.05%
|
270 Higby RoadMIDDLETOWN, CT**HIGHEST AND BEST DUE BY MONDAY MARCH 23 AT 3 PM** Is there a 4-bedroom Colonial in Middl... |
4 beds | 3 baths | 2,844 sq.ft. |
$589,000 |
Airbnb cash on cash: N/A
|
215 Carriage Crossing Lane unit: 215MIDDLETOWN, CTAct Fast... This Rare Gem Won't Last! Tucked away in the peaceful and highly sought-after ... |
2 beds | 2 baths | 866 sq.ft. |
$225,000 |
Airbnb cash on cash: 1.82%
|
473 Westfield StreetMIDDLETOWN, CTWelcome to 473 Westfield Street - a beautifully maintained 3-bedroom, 2-bath ranch-style h... |
3 beds | 2 baths | 1,392 sq.ft. |
$329,900 |
Airbnb cash on cash: -0.07%
|
Real Estate investment in Middletown, CT
There are 16 properties for sale in the city of Middletown . The median list price in Middletown is $377,000 and the average price per square foot is $238. In March 2026, the average monthly cash on cash return in Middletown is 5.00%. The average monthly rental income in Middletown is $2,617.