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: 6.02%
|
1008 King StreetChappaqua, NYMajor Renovation required.Property being sold As Is. Verify Taxes with municipality. Price... |
1 beds | 2 baths | 1,052 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.24%
|
9 Point PlaceChappaqua, NYWelcome to 9 Point Place, an exquisite, 4-bedroom, 3.5-bath Colonial located at the end of... |
4 beds | 4 baths | 4,100 sq.ft. |
$1,550,000 |
Airbnb cash on cash: 1.04%
|
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: 6.15%
|
77 Further LaneChappaqua, NYAccepted offer 8/19 Inspections scheduled 8/20 Showing for back-ups only. Discover excepti... |
2 beds | 2 baths | 1,549 sq.ft. |
$775,000 |
Airbnb cash on cash: -1.6%
|
59 Crest RoadChappaqua, NYNestled in a tranquil cul-de-sac, this captivating single-family home effortlessly combine... |
4 beds | 3 baths | 2,550 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 3.06%
|
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. |
$1,699,000 |
Airbnb cash on cash: -2.83%
|
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: -1.36%
|
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. |
$1,500,000 |
Airbnb cash on cash: 2.26%
|
Real Estate investment in Chappaqua, NY
There are 9 properties for sale in the city of Chappaqua . The median list price in Chappaqua is $829,000 and the average price per square foot is $373. In October 2025, the average monthly cash on cash return in Chappaqua is 2.00%. The average monthly rental income in Chappaqua is $4,227.