Real Estate Investment Properties for Sale in Darien, CT
Looking for investment property in Darien, CT with high ROI ?
Explore a variety of short-term homes & houses in Darien, CT. Invest wisely with VRBO & Darien, 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 Darien, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
18 Pasture LaneDarien, CTYou won't want to miss this charming New England Cape Cod, sited on a level 1 acre, in one... |
4 beds | 4 baths | 3,061 sq.ft. |
$2,985,000 |
Airbnb cash on cash: -1.05%
|
17 Sunnyside AvenueDarien, CTSun-drenched and full of character, this beautifully updated English Colonial is set on a ... |
3 beds | 3 baths | 2,234 sq.ft. |
$1,510,000 |
Airbnb cash on cash: -0.77%
|
20 Marianne RoadDarien, CTNew construction and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial ... |
5 beds | 8 baths | 6,535 sq.ft. |
$4,495,000 |
Airbnb cash on cash: -0.11%
|
167 Hollow Tree Ridge RoadDarien, CTWelcome to 167 Hollow Tree Ridge Road! A move-in ready home offering comfort, convenience,... |
3 beds | 1 baths | 1,026 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.08%
|
561 Middlesex RoadDarien, CTIn the heart of Darien, where history lingers and owls whisper through the trees, stands a... |
4 beds | 4 baths | 3,411 sq.ft. |
$2,999,000 |
Airbnb cash on cash: -0.91%
|
865 Hollow Tree Ridge RoadDarien, CTSet on 7 acres, this exceptional estate offers a private, sophisticated retreat at the end... |
5 beds | 10 baths | 10,197 sq.ft. |
$13,000,000 |
Airbnb cash on cash: -2.73%
|
25 Devon RoadDarien, CT*ALL OFFERS IN BY 12PM MONDAY 3/16* Loved and cared for by the same family for 55 years, t... |
4 beds | 2 baths | 1,953 sq.ft. |
$1,450,000 |
Airbnb cash on cash: -0.68%
|
6 Cloudy LaneDarien, CTNestled on more than two private acres, 6 Cloudy Lane presents an exceptional opportunity ... |
5 beds | 6 baths | 5,864 sq.ft. |
$3,495,000 |
Airbnb cash on cash: -0.43%
|
44 Andrews DriveDarien, CTSituated proudly on a knoll near the center of town, this beautifully crafted Nantucket-st... |
5 beds | 6 baths | 6,517 sq.ft. |
$4,199,000 |
Airbnb cash on cash: -0.67%
|
12 Sunset RoadDarien, CTThis gracious Colonial blends timeless 1930s charm with thoughtful modern updates, ideally... |
4 beds | 5 baths | 4,306 sq.ft. |
$3,795,000 |
Airbnb cash on cash: -1.31%
|
86 Middlesex RoadDarien, CTThis gem of a home, in a prime Darien location, is ideal for both entertaining and casual ... |
4 beds | 3 baths | 2,850 sq.ft. |
$1,899,000 |
Airbnb cash on cash: -0.74%
|
Real Estate investment in Darien, CT
There are 11 properties for sale in the city of Darien . The median list price in Darien is $3,345,000 and the average price per square foot is $654. In March 2026, the average monthly cash on cash return in Darien is 1.00%. The average monthly rental income in Darien is $6,046.