Real Estate Investment Properties for Sale in New Canaan, CT
Looking for investment property in New Canaan, CT with high ROI ?
Explore a variety of short-term homes & houses in New Canaan, CT. Invest wisely with VRBO & New Canaan, 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 New Canaan, CT
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
160 Park Street #103New Canaan, CTExperience a new vision of sophisticated single-level living at the Vue New Canaan, an exc... |
2 beds | 2 baths | 1,240 sq.ft. |
$1,375,000 |
Airbnb cash on cash: -2.46%
|
60 East AvenueNew Canaan, CTCharming in-town home with private yard and terrace. Bright open kitchen with attached liv... |
3 beds | 2 baths | 2,352 sq.ft. |
$1,199,000 |
Airbnb cash on cash: 0.66%
|
64 East AvenueNew Canaan, CTFabulous investment opportunity! In-town two family home. Each unit is on its own floor. T... |
4 beds | 3 baths | 3,042 sq.ft. |
$1,299,000 |
Airbnb cash on cash: 0.41%
|
160 Park Street #104New Canaan, CTEnjoy luxurious living in this stunning & sophisticated 3 Bd/3.5Bth condominium gem with f... |
3 beds | 4 baths | 2,217 sq.ft. |
$2,895,000 |
Airbnb cash on cash: -2.97%
|
171 Proprietors CrossingNew Canaan, CTJust renovated to perfection, this 5BR, 3.5BA classic Connecticut colonial with extra 1900... |
5 beds | 4 baths | 5,748 sq.ft. |
$2,675,000 |
Airbnb cash on cash: N/A
|
317 Park StreetNew Canaan, CTLuxury New Construction in the Heart of New Canaan! Experience the finest in modern liv... |
5 beds | 8 baths | 6,624 sq.ft. |
$3,750,000 |
Airbnb cash on cash: N/A
|
354 South AvenueNew Canaan, CTExperience extraordinary living in this sophisticated, estate-style majestic brick townhou... |
5 beds | 8 baths | 7,505 sq.ft. |
$5,995,000 |
Airbnb cash on cash: N/A
|
31 Selleck PlaceNew Canaan, CTWelcome to 31 Selleck Place -- a captivating vintage Colonial in a fabulous location (half... |
4 beds | 3 baths | 2,076 sq.ft. |
$1,550,000 |
Airbnb cash on cash: -1.38%
|
202 Weed StreetNew Canaan, CTA unique collaboration between past and present, 202 Weed Street is a 4,628 sq ft Colonial... |
5 beds | 4 baths | 4,628 sq.ft. |
$2,195,000 |
Airbnb cash on cash: N/A
|
216 White Oak Shade RoadNew Canaan, CTExperience the perfect blend of historic charm and modern living in this beautifully renov... |
4 beds | 4 baths | 2,404 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -1.53%
|
213 Marvin Ridge RoadNew Canaan, CTSignificant price improvement! It's all about the garden! Imagine having your very own par... |
4 beds | 4 baths | 3,846 sq.ft. |
$2,199,000 |
Airbnb cash on cash: -1.9%
|
650 Laurel RoadNew Canaan, CTThrough stone columns along a scenic approach is this first time on market custom-built fi... |
5 beds | 5 baths | 6,144 sq.ft. |
$2,850,000 |
Airbnb cash on cash: N/A
|
565 Oenoke RidgeNew Canaan, CTExperience Architectural History: The Celebrated Celanese House This is your chance to ow... |
4 beds | 5 baths | 4,927 sq.ft. |
$4,400,000 |
Airbnb cash on cash: -2.52%
|
16 Park LaneNew Canaan, CTThis lovely, newer construction home offers the perfect blend of modern amenities and clas... |
4 beds | 5 baths | 3,764 sq.ft. |
$2,495,000 |
Airbnb cash on cash: -2.05%
|
63 Middle Ridge RoadNew Canaan, CTExpanded and fully renovated in 2005, this exceptional Colonial is located in the prestigi... |
5 beds | 6 baths | 7,822 sq.ft. |
$3,895,000 |
Airbnb cash on cash: N/A
|
25 Gower StreetNew Canaan, CTLuxury New Construction in the Heart of New Canaan! Coming Soon 2026! Experience the fin... |
5 beds | 8 baths | 6,322 sq.ft. |
$4,600,000 |
Airbnb cash on cash: N/A
|
42 Forest Street #Loft ANew Canaan, CTAn extraordinary one of a kind loft in a posh enclave of town houses. Your private elevato... |
2 beds | 3 baths | 1,960 sq.ft. |
$2,300,000 |
Airbnb cash on cash: -3.44%
|
15 Burtis Avenue #East Penthouse CNew Canaan, CTIn the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs ... |
3 beds | 4 baths | 3,322 sq.ft. |
$5,995,000 |
Airbnb cash on cash: -3.05%
|
15 Burtis Avenue #East Plaza 203New Canaan, CTIn the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs ... |
2 beds | 3 baths | 1,525 sq.ft. |
$2,395,000 |
Airbnb cash on cash: -3.26%
|
15 Burtis Avenue #West Penthouse BNew Canaan, CTIn the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs ... |
3 beds | 3 baths | 2,494 sq.ft. |
$4,495,000 |
Airbnb cash on cash: -2.88%
|
15 Burtis Avenue #Townhome ANew Canaan, CTIn the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs ... |
3 beds | 3 baths | 1,767 sq.ft. |
$2,895,000 |
Airbnb cash on cash: -2.7%
|
15 Burtis Avenue #Townhome DNew Canaan, CTIn the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs ... |
2 beds | 4 baths | 2,174 sq.ft. |
$3,195,000 |
Airbnb cash on cash: -3.37%
|
197 Park Street #13New Canaan, CTWelcome to 197 Park Slope! As you step through the front gate and onto the blue stone pati... |
3 beds | 3 baths | 2,286 sq.ft. |
$2,375,000 |
Airbnb cash on cash: -2.28%
|
85 Locust Avenue #APT 516New Canaan, CTDiscover Cozy Elegance at The Village at New Canaan! Welcome to a charming one-bedroom, on... |
1 beds | 1 baths | 743 sq.ft. |
$434,900 |
Airbnb cash on cash: -0.59%
|
Real Estate investment in New-canaan, CT
There are 25 properties for sale in the city of New Canaan . The median list price in New Canaan is $2,495,000 and the average price per square foot is $702. In October 2025, the average monthly cash on cash return in New Canaan is N/A%. The average monthly rental income in New Canaan is $4,888.