Real Estate Investment Properties for Sale in Weston, CT
Looking for investment property in Weston, CT with high ROI ?
Explore a variety of short-term homes & houses in Weston, CT. Invest wisely with VRBO & Weston, 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 Weston, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
38 Ravenwood DriveWeston, CTWelcome to 38 Ravenwood Drive, a classic Cape Cod-style home set on a private 2-acre parce... |
3 beds | 2 baths | 1,515 sq.ft. |
$649,900 |
Airbnb cash on cash: 1.26%
|
181 Georgetown RoadWeston, CTWelcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautif... |
4 beds | 4 baths | 2,958 sq.ft. |
$1,249,000 |
Airbnb cash on cash: 0.02%
|
103 Steep Hill RoadWeston, CTWelcome to this spacious 4-bedroom, 3-bath Colonial offering 2,700+ square feet of versati... |
4 beds | 3 baths | 3,532 sq.ft. |
$1,000,000 |
Airbnb cash on cash: 0.46%
|
3 Weston RoadWeston, CTHIGHEST AND BEST BY 5:00 10/5 Completely renovated storybook cape on the Saugatuck River, ... |
4 beds | 3 baths | 2,139 sq.ft. |
$1,149,000 |
Airbnb cash on cash: 0.33%
|
158 Steep Hill RoadWeston, CTLight-filled, beautifully renovated and wonderfully versatile, this striking Weston 5/6 be... |
5 beds | 4 baths | 4,577 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -1.51%
|
1 Greenlea LaneWeston, CTStunning, modern renovation on this spacious home ideally situated steps to the Westport/W... |
5 beds | 3 baths | 3,437 sq.ft. |
$1,299,900 |
Airbnb cash on cash: -1.35%
|
3 Trout Brook LaneWeston, CTBuilt on a private road this 1953 home on 2+ acres of land has a sloped frontyard and has ... |
4 beds | 3 baths | 1,610 sq.ft. |
$710,000 |
Airbnb cash on cash: 1.43%
|
494 Newtown TurnpikeWeston, CTTucked away in a picturesque wooded setting, The Treetop Cottage is a little slice of Verm... |
3 beds | 2 baths | 1,518 sq.ft. |
$684,000 |
Airbnb cash on cash: 1.92%
|
Real Estate investment in Weston, CT
There are 8 properties for sale in the city of Weston . The median list price in Weston is $1,559,152 and the average price per square foot is $576. In November 2026, the average monthly cash on cash return in Weston is 3.00%. The average monthly rental income in Weston is $5,256.