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 |
|---|---|---|---|
11 Highland AvenueDarien, CTIdeally positioned just moments from downtown Darien and the train station, 11 Highland Av... |
4 beds | 4 baths | 3,095 sq.ft. |
$2,395,000 |
Airbnb cash on cash: -0.82%
|
31 Hancock LaneDarien, CTCompletely reimagined and renovated inside and out in 2023, 31 Hancock Lane is a remarkabl... |
3 beds | 5 baths | 4,733 sq.ft. |
$3,595,000 |
Airbnb cash on cash: -1.35%
|
71 Hale Lane #71Darien, CTLocation, Location, Location...in the heart of Downtown Darien, this Exceptional End-unit ... |
2 beds | 3 baths | 2,830 sq.ft. |
$2,450,000 |
Airbnb cash on cash: -0.99%
|
20 Marianne RoadDarien, CTNew construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, th... |
5 beds | 8 baths | 6,535 sq.ft. |
$4,199,000 |
Airbnb cash on cash: -0.28%
|
700 Hollow Tree Ridge RoadDarien, CTA private country estate with exceptional proximity to New York City, this Georgian Reviva... |
5 beds | 6 baths | 5,500 sq.ft. |
$3,699,500 |
Airbnb cash on cash: -0.75%
|
260 West AvenueDarien, CTMove-in ready and filled with natural light, this beautifully renovated raised ranch offer... |
4 beds | 3 baths | 2,412 sq.ft. |
$1,795,000 |
Airbnb cash on cash: -0.42%
|
18 Bates Farm LaneDarien, CTWelcome to this beautifully maintained 1994 Colonial, perfectly situated on a premier, fla... |
5 beds | 5 baths | 4,423 sq.ft. |
$3,480,000 |
Airbnb cash on cash: -0.43%
|
10 Hale Lane #10Darien, CTEnjoy the best of in-town living in this beautifully updated Middlesex Commons townhouse, ... |
2 beds | 3 baths | 1,460 sq.ft. |
$1,675,000 |
Airbnb cash on cash: -0.6%
|
13 Chestnut StreetDarien, CTCharming bungalow-style home offering easy one-floor living, abundant natural light, high ... |
4 beds | 3 baths | 2,303 sq.ft. |
$1,895,000 |
Airbnb cash on cash: -0.46%
|
24 Arrowhead WayDarien, CTIn the prestigious Tokeneke Association, this elegant 8,300sf Colonial on 1.78 acres sits ... |
5 beds | 9 baths | 8,388 sq.ft. |
$6,250,000 |
Airbnb cash on cash: -1.08%
|
22 Chestnut StreetDarien, CTDiscover the potential of this charming Colonial home situated on a 0.37-acre lot in a qui... |
3 beds | 1 baths | 1,266 sq.ft. |
$1,099,000 |
Airbnb cash on cash: -0.07%
|
Real Estate investment in Darien, CT
There are 11 properties for sale in the city of Darien . The median list price in Darien is $2,868,634 and the average price per square foot is $620. In November 2026, the average monthly cash on cash return in Darien is 2.00%. The average monthly rental income in Darien is $6,935.