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 |
|---|---|---|---|
311 Mountain RdWilton, CTHighest and best due Sunday at 5 pm. Spacious colonial on circular drive with level yard ... |
4 beds | 3 baths | 3,300 sq.ft. |
$1,085,000 |
Airbnb cash on cash: 0.01%
|
175 Mountain RdWilton, CTBeautiful 1800 original farm house of "Rock House Woods" delights with charm of yesteryear... |
3 beds | 2 baths | 2,062 sq.ft. |
$899,000 |
Airbnb cash on cash: -0.53%
|
30 Bittersweet TrlWilton, CTBeautiful home with wonderful light in wooded setting with babbling brook - looking for it... |
4 beds | 3 baths | 2,076 sq.ft. |
$795,000 |
Airbnb cash on cash: 0.58%
|
8 Indian Rock PlWilton, CTConveniently located on a quiet cul de sac.This home was renovated and expanded with no ex... |
4 beds | 3 baths | 4,502 sq.ft. |
$1,575,000 |
Airbnb cash on cash: -0.52%
|
132 Westport RdWilton, CTThe Samuel Fitch House will warm your heart. Ranked as one of the most pristine ca.1800 ho... |
3 beds | 2 baths | 2,121 sq.ft. |
$650,000 |
Airbnb cash on cash: -0.21%
|
40 Village Walk #40Wilton, CTVillage Walk, Wilton's most-popular in-town/ pet-friendly community features a magnificent... |
2 beds | 2 baths | 1,088 sq.ft. |
$469,900 |
Airbnb cash on cash: 0.59%
|
1 Wilton AcresWilton, CTWelcome to #1 Wilton Acres, a masterfully reimagined South Wilton haven, where a classic s... |
4 beds | 3 baths | 2,240 sq.ft. |
$999,000 |
Airbnb cash on cash: 0.24%
|
332 Belden Hill RdWilton, CT332 Belden Hill Rd, Wilton, CT 06897 | Single Family Residential |
4 beds | 2 baths | 2,803 sq.ft. |
$1,099,000 |
Airbnb cash on cash: -1.01%
|
84 Wilton Crst #84Wilton, CT84 Wilton Crst #84, Wilton, CT 06897 | Condo/Coop |
N/A beds | 1 baths | 485 sq.ft. |
$249,500 |
Airbnb cash on cash: 3.49%
|
0 Old Mill RdWilton, CT0 Old Mill Rd, Wilton, CT 06897 | Other |
N/A beds | N/A baths | 0 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -1.51%
|
0 Mountain RdWilton, CT0 Mountain Rd, Wilton, CT 06897 | Single Family Residential |
5 beds | 5 baths | 6,900 sq.ft. |
$2,995,000 |
Airbnb cash on cash: N/A
|
00 Old Mill RdWilton, CT00 Old Mill Rd, Wilton, CT 06897 | Other |
N/A beds | N/A baths | N/A |
$1,250,000 |
Airbnb cash on cash: -1.51%
|
21 Old HighwayWilton, CTNestled in the heart of Wilton, just moments from town, Gannett House is a rare offering w... |
3 beds | 2 baths | 1,808 sq.ft. |
$895,000 |
Airbnb cash on cash: -0.5%
|
89 Chestnut Hill RdWilton, CT89 Chestnut Hill Rd, Wilton, CT 06897 | Single Family Residential |
6 beds | 5 baths | 5,576 sq.ft. |
$2,695,000 |
Airbnb cash on cash: N/A
|
253 Rivergate DrWilton, CT253 Rivergate Dr, Wilton, CT 06897 | Single Family Residential |
5 beds | 6 baths | 9,032 sq.ft. |
$3,495,000 |
Airbnb cash on cash: N/A
|
6 Admiral LnWilton, CTLocated in prime South Wilton just minutes from Westport and New Canaan, this exceptional ... |
4 beds | 3 baths | 4,169 sq.ft. |
$1,850,000 |
Airbnb cash on cash: -1.03%
|
45 Keelers Ridge RoadWilton, CTHIGHEST and BEST DUE TUESDAY at 5 pm First time ever on market. This light-filled colonial... |
4 beds | 4 baths | 4,152 sq.ft. |
$1,939,000 |
Airbnb cash on cash: -0.98%
|
300 Sturges Ridge RdWilton, CTA rare offering distinguished by architectural clarity, complete privacy, and a deeply per... |
5 beds | 4 baths | 7,907 sq.ft. |
$4,975,000 |
Airbnb cash on cash: N/A
|
49 Mollbrook DriveWilton, CTTucked away at the end of a quiet cul-de-sac in desirable Lower Lower Wilton on the Westpo... |
4 beds | 3 baths | 3,892 sq.ft. |
$1,499,000 |
Airbnb cash on cash: -0.66%
|
18 Deerfield RoadWilton, CTBEST AND FINAL Monday 6/8 at 4PM. Spacious 3 Bedroom over sized Cape/Colonial, with all be... |
3 beds | 2 baths | 2,732 sq.ft. |
$965,000 |
Airbnb cash on cash: -0.67%
|
70 Wilton Crest #70Wilton, CTRare opportunity to experience refined living in this unique end-unit townhouse within Wil... |
2 beds | 3 baths | 1,449 sq.ft. |
$649,000 |
Airbnb cash on cash: 0.55%
|
45 Spectacle LaneWilton, CTTucked away on peaceful and highly sought-after Spectacle Lane, this property offers an ex... |
3 beds | 4 baths | 2,725 sq.ft. |
$1,625,000 |
Airbnb cash on cash: -1.06%
|
18 W Meadow RoadWilton, CTSet on a beautifully landscaped, level property in South Wilton, 18 West Meadow offers exc... |
4 beds | 5 baths | 4,808 sq.ft. |
$1,999,000 |
Airbnb cash on cash: -1.3%
|
85 Carriage RoadWilton, CTFirst time on the market in over 45 years, this lovingly maintained Colonial is ready to w... |
5 beds | 4 baths | 3,761 sq.ft. |
$875,000 |
Airbnb cash on cash: N/A
|
195 Range RoadWilton, CTThis charming home is set on over 2 flat acres in desirable South Wilton and offers the ea... |
3 beds | 2 baths | 1,816 sq.ft. |
$879,000 |
Airbnb cash on cash: -0.65%
|
66 Glen Vw #66Wilton, CTTurnkey LUXURY condo living in the heart of Wilton. Welcome to your ultimate move in ready... |
2 beds | 3 baths | 1,320 sq.ft. |
$765,000 |
Airbnb cash on cash: -0.6%
|
30 Cobbs Mill RoadWilton, CTBring your vision of the perfect home to life with this rare opportunity to build a bespok... |
4 beds | 4 baths | 3,500 sq.ft. |
$2,495,000 |
Airbnb cash on cash: -2.2%
|
1 Wilton Acres RoadWilton, CTWelcome to #1 Wilton Acres, a masterfully reimagined South Wilton haven, where a classic s... |
4 beds | 3 baths | 2,240 sq.ft. |
$999,000 |
Airbnb cash on cash: 0.24%
|
65 Whipple RdWilton, CTNestled on a peaceful 1.12-acre lot along a quiet South Wilton street, this property offer... |
4 beds | 3 baths | 2,329 sq.ft. |
$825,000 |
Airbnb cash on cash: 0.39%
|
48 Mountain RdWilton, CT48 Mountain Rd, Wilton, CT 06897 | Single Family Residential |
3 beds | 2 baths | 2,234 sq.ft. |
$799,000 |
Airbnb cash on cash: -1.14%
|
9 Glen Rdg #9Wilton, CT9 Glen Rdg #9, Wilton, CT 06897 | Condo/Coop |
1 beds | 1 baths | 1,129 sq.ft. |
$600,000 |
Airbnb cash on cash: -2.17%
|
8 Glen Rdg #8Wilton, CT8 Glen Rdg #8, Wilton, CT 06897 | Condo/Coop |
2 beds | 2 baths | 1,394 sq.ft. |
$759,000 |
Airbnb cash on cash: -1.66%
|
82 Old Mill RdWilton, CT82 Old Mill Rd, Wilton, CT 06897 | Single Family Residential |
3 beds | 2 baths | 2,391 sq.ft. |
$1,049,000 |
Airbnb cash on cash: -1.61%
|
8 Ground Pine RdWilton, CT8 Ground Pine Rd, Wilton, CT 06897 | Single Family Residential |
3 beds | 2 baths | 1,884 sq.ft. |
$975,000 |
Airbnb cash on cash: -1.5%
|
147 Thayer Pond RdWilton, CT147 Thayer Pond Rd, Wilton, CT 06897 | Single Family Residential |
4 beds | 3 baths | 2,404 sq.ft. |
$999,500 |
Airbnb cash on cash: -0.8%
|
Real Estate investment in Wilton, CT
There are 53 properties for sale in the city of Wilton . The median list price in Wilton is $1,099,000 and the average price per square foot is $317. In August 2026, the average monthly cash on cash return in Wilton is 2.00%. The average monthly rental income in Wilton is $5,327.