Real Estate Investment Properties for Sale in Wilton, CT
Looking for investment property in Wilton, CT with high ROI ?
Explore a variety of short-term homes & houses in Wilton, CT. Invest wisely with VRBO & Wilton, 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 Wilton, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
20 Newsome LaneWilton, CTThis inviting ranch offers a spacious, thoughtfully designed floor plan and is tucked away... |
3 beds | 2 baths | 1,600 sq.ft. |
$899,000 |
Airbnb cash on cash: 1.94%
|
33 Middlebrook Farm RoadWilton, CTNestled in Wilton's most prestigious enclave, the home offers nearly 3 acrs of breathtakin... |
5 beds | 7 baths | 5,860 sq.ft. |
$2,545,000 |
Airbnb cash on cash: -2.93%
|
29 Grumman AvenueWilton, CTThis just might be the most convenient location in all of Wilton! On the southernmost edge... |
2 beds | 1 baths | 1,234 sq.ft. |
$675,000 |
Airbnb cash on cash: -2.25%
|
181 Old Boston RoadWilton, CTNestled on 1.12 acres in sought-after South Wilton, this spacious Colonial offers an ideal... |
4 beds | 3 baths | 3,604 sq.ft. |
$1,299,000 |
Airbnb cash on cash: -0.51%
|
37 Old Wagon RoadWilton, CTBeautifully maintained 4BR/3BA Colonial set on a quiet cul-de-sac in central Wilton. Offer... |
4 beds | 3 baths | 4,040 sq.ft. |
$1,299,000 |
Airbnb cash on cash: -0.51%
|
175 Kellogg DriveWilton, CTThis stunning New England Shingle-Style Residence was completely reimagined, renovated, an... |
5 beds | 5 baths | 4,486 sq.ft. |
$1,750,000 |
Airbnb cash on cash: -2.84%
|
160 Olmstead Hill RoadWilton, CTSet on just over two acres with long views to roughly fifty acres of protected open space,... |
4 beds | 3 baths | 3,282 sq.ft. |
$1,788,000 |
Airbnb cash on cash: -1.22%
|
515 Belden Hill RoadWilton, CT"Highest and Best by Friday 10/10 at 5 pm" True South Wilton Gem with Over $500K in Upgrad... |
5 beds | 4 baths | 3,357 sq.ft. |
$1,279,000 |
Airbnb cash on cash: -2.73%
|
60 Village Walk #60Wilton, CTTHE OFFER DEADLINE FOR HIGHEST & BEST TUES. OCT.14 1:00PM Desirable, mint condition and mo... |
2 beds | 2 baths | 1,085 sq.ft. |
$459,000 |
Airbnb cash on cash: -3.28%
|
93 East Meadow RoadWilton, CTYour search for historic charm and modern luxury in South Wilton ends here. This 1935 Fraz... |
4 beds | 3 baths | 3,650 sq.ft. |
$2,149,000 |
Airbnb cash on cash: -1.54%
|
76 Sturges Ridge RoadWilton, CTWelcome to this exceptional 7,811 sq ft Georgian Colonial estate, gracefully sited on 2.45... |
5 beds | 9 baths | 7,811 sq.ft. |
$3,495,000 |
Airbnb cash on cash: -2.99%
|
Real Estate investment in Wilton, CT
There are 11 properties for sale in the city of Wilton . The median list price in Wilton is $1,299,000 and the average price per square foot is $357. In October 2025, the average monthly cash on cash return in Wilton is 1.00%. The average monthly rental income in Wilton is $5,646.