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 |
|---|---|---|---|
302 Gramercy Park unit: 302New Canaan, CTWelcome to Gramercy Park! Exquisite, boutique enclave of ten luxury residences nestled in ... |
3 beds | 4 baths | 2,417 sq.ft. |
$2,595,000 |
Airbnb cash on cash: -1.69%
|
160 Park Street unit: 102New Canaan, CTExperience the epitome of luxury living in this stunning and sophisticated 3Bd/3.5Bth cond... |
3 beds | 4 baths | 2,402 sq.ft. |
$3,100,000 |
Airbnb cash on cash: -1.92%
|
60 East AvenueNew Canaan, CTCharming in-town home with private yard and terrace. Bright open kitchen with attached liv... |
3 beds | 2 baths | 1,400 sq.ft. |
$1,000,000 |
Airbnb cash on cash: 0.9%
|
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
|
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: -1.32%
|
25 Gower StreetNew Canaan, CTLuxury New Construction in the Heart of New Canaan! Coming Soon 2026! Experience the fines... |
5 beds | 8 baths | 6,322 sq.ft. |
$4,600,000 |
Airbnb cash on cash: N/A
|
15 Burtis Avenue unit: East Plaza 203New Canaan, CTSustainable Chic Meets Village Charm: The Ultimate New Canaan Flat. - Discover the perfect... |
2 beds | 3 baths | 1,525 sq.ft. |
$2,395,000 |
Airbnb cash on cash: -3.26%
|
15 Burtis Avenue unit: West Penthouse BNew Canaan, CTElevated Elegance: The Penthouse Pinnacle at The Quartier. - Experience the height of luxu... |
3 beds | 3 baths | 2,494 sq.ft. |
$4,495,000 |
Airbnb cash on cash: -2.88%
|
104 Ramhorne RoadNew Canaan, CTCome delight in seeing an exceptional New Canaan residence designed with style, sophistica... |
4 beds | 6 baths | 3,985 sq.ft. |
$2,495,000 |
Airbnb cash on cash: -0.79%
|
204 Parade Hill RoadNew Canaan, CTHistoric Canaan Parish Gem! Originally built in 1775, this remarkable property began it's ... |
4 beds | 5 baths | 3,260 sq.ft. |
$2,595,000 |
Airbnb cash on cash: -0.7%
|
15 Burtis Avenue unit: Townhome BNew Canaan, CTIn the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs ... |
3 beds | 4 baths | 3,261 sq.ft. |
$6,095,000 |
Airbnb cash on cash: -3.08%
|
42 Hillcrest RoadNew Canaan, CTA masterpiece of modern luxury, this 8,400 sq ft estate by Arena Development has been meti... |
5 beds | 8 baths | 8,534 sq.ft. |
$4,999,000 |
Airbnb cash on cash: N/A
|
295 Brushy Ridge RoadNew Canaan, CTExperience the perfect synergy of classic New England charm and forward-thinking design in... |
5 beds | 7 baths | 6,705 sq.ft. |
$3,695,000 |
Airbnb cash on cash: N/A
|
164 Summer Street unit: Apt ANew Canaan, CTHighest & Best By Tuesday (Feb.17th) @ Noon.This home will feel like love at first sight. ... |
3 beds | 3 baths | 2,232 sq.ft. |
$1,095,000 |
Airbnb cash on cash: 0.39%
|
15 Burtis Avenue unit: West Plaza 203New Canaan, CTModern Duplex Sophistication at The Quartier. Experience the perfect harmony of town-and-c... |
3 beds | 3 baths | 2,171 sq.ft. |
$3,295,000 |
Airbnb cash on cash: -2.74%
|
15 Burtis Avenue unit: East Plaza 206New Canaan, CTEffortless Luxury: The Modern Flat at The Quartier Redefine your standard of living in thi... |
2 beds | 3 baths | 1,292 sq.ft. |
$1,995,000 |
Airbnb cash on cash: -3.24%
|
15 Burtis Avenue unit: East Penthouse DNew Canaan, CTThe Pinnacle of Village Sophistication: The Penthouse at The Quartier Perched in the heart... |
3 beds | 4 baths | 3,159 sq.ft. |
$5,795,000 |
Airbnb cash on cash: -3.03%
|
15 Burtis Avenue unit: Townhome CNew Canaan, CTThe Crown Jewel of New Canaan: Bespoke Luxury with an Unrivaled Lifestyle - Elevate your e... |
3 beds | 4 baths | 3,333 sq.ft. |
$6,095,000 |
Airbnb cash on cash: -3.1%
|
36 Village DriveNew Canaan, CTLocation dream! Charming Colonial styled split level home is picture perfect in sought aft... |
3 beds | 2 baths | 2,196 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -0.12%
|
64 Sunrise AvenueNew Canaan, CTHIGHEST AND BEST BY MON MARCH 2ND AT 5PM. Character meets convenience in this impeccable, ... |
4 beds | 4 baths | 2,685 sq.ft. |
$1,750,000 |
Airbnb cash on cash: -0.16%
|
113 Brushy Ridge RoadNew Canaan, CTThis 5800+ sq ft Colonial is the perfect blend of classic charm and modern timeless appeal... |
4 beds | 7 baths | 6,528 sq.ft. |
$2,849,000 |
Airbnb cash on cash: -1%
|
105 White Oak Shade RoadNew Canaan, CTTotally transformed - English countryside meets classic CT! Prominently sited on ~1.3 priv... |
4 beds | 4 baths | 3,744 sq.ft. |
$2,995,000 |
Airbnb cash on cash: -0.7%
|
205 Main Street unit: 33New Canaan, CTDelightful turn-key townhome in coveted Cobbler's Green, just a short stroll to New Canaan... |
3 beds | 3 baths | 2,620 sq.ft. |
$1,395,000 |
Airbnb cash on cash: -0.25%
|
83 South Avenue unit: Apt CNew Canaan, CTPerfect in so many ways. This beautifully renovated garden apartment sits on the rear side... |
1 beds | 1 baths | 518 sq.ft. |
$395,000 |
Airbnb cash on cash: 0.65%
|
45 Jelliff Mill Road unit: 45New Canaan, CTThis is a stunning 3 bedroom stand-alone home designed by Judith Larson, and built by The ... |
3 beds | 4 baths | 2,952 sq.ft. |
$1,795,000 |
Airbnb cash on cash: -0.33%
|
Real Estate investment in New-canaan, CT
There are 31 properties for sale in the city of New Canaan . The median list price in New Canaan is $2,545,000 and the average price per square foot is $898. In March 2026, the average monthly cash on cash return in New Canaan is -1.00%. The average monthly rental income in New Canaan is $5,670.