Real Estate Investment Properties for Sale in Chappaqua, NY
Looking for investment property in Chappaqua, NY with high ROI ?
Explore a variety of short-term homes & houses in Chappaqua, NY. Invest wisely with VRBO & Chappaqua, NY 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 Chappaqua, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
249 Mill River RoadChappaqua, NYExecutive Raised Ranch 4 beds 2 Bath home. Enjoy comfort and sophistication with red oak h... |
4 beds | 2 baths | 2,100 sq.ft. |
$799,000 |
Airbnb cash on cash: -0.24%
|
73 S Bedford RoadChappaqua, NYWelcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 b... |
4 beds | 3 baths | 1,584 sq.ft. |
$829,000 |
Airbnb cash on cash: 0.12%
|
20 Wallace WayChappaqua, NYWelcome to 20 Wallace Way â a rare offering in the sold-out Chappaqua Crossings Carriage... |
2 beds | 3 baths | 2,906 sq.ft. |
$1,599,000 |
Airbnb cash on cash: -3.12%
|
30 Rambling Brook RoadChappaqua, NYBeautifully updated 2-bedroom, 2.5-bath townhouse in the desirable Old Farm Lake community... |
2 beds | 3 baths | 1,244 sq.ft. |
$745,000 |
Airbnb cash on cash: -1.73%
|
7 Byram Meadows RoadChappaqua, NYWelcome to this beautifully maintained home featuring a spacious 476 sq ft sunroom with di... |
4 beds | 3 baths | 2,891 sq.ft. |
$1,375,000 |
Airbnb cash on cash: -1.09%
|
105 Douglas RdChappaqua, NY.Welcome to this unique and charming carriage home nestled in the heart of Chappaqua. Lega... |
3 beds | 2 baths | 2,220 sq.ft. |
$999,999 |
Airbnb cash on cash: -0.64%
|
26 Wallace WayChappaqua, NYWelcome to 26 Wallace Way - a standout residence in the coveted, sold-out Chappaqua Crossi... |
2 beds | 4 baths | 2,945 sq.ft. |
$1,780,000 |
Airbnb cash on cash: -2.92%
|
29 Meadow LnChappaqua, NY29 Meadow Ln, Chappaqua, NY 10514 | Single Family Residential |
4 beds | 2 baths | 2,445 sq.ft. |
$1,100,000 |
Airbnb cash on cash: -0.56%
|
23 Waters EdgeChappaqua, NY23 Waters Edge, Chappaqua, NY 10514 | Condo/Coop |
3 beds | 2 baths | 1,569 sq.ft. |
$849,000 |
Airbnb cash on cash: -0.78%
|
35 Neustadt LnChappaqua, NY35 Neustadt Ln, Chappaqua, NY 10514 | Single Family Residential |
4 beds | 3 baths | 5,216 sq.ft. |
$1,995,000 |
Airbnb cash on cash: -1.52%
|
Real Estate investment in Chappaqua, NY
There are 18 properties for sale in the city of Chappaqua . The median list price in Chappaqua is $1,099,500 and the average price per square foot is $379. In March 2026, the average monthly cash on cash return in Chappaqua is 1.00%. The average monthly rental income in Chappaqua is $4,223.