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 RdChappaqua, NYNOW Easy to Show Welcome to this beautifully maintained raised ranch offering the perfect ... |
4 beds | 2 baths | 2,100 sq.ft. |
$895,000 |
Airbnb cash on cash: -0.91%
|
80 Bischoff AvenueChappaqua, NYExperience the best of convenient living in this stylishly updated 3-bedroom home, perfect... |
3 beds | 3 baths | 1,299 sq.ft. |
$685,000 |
Airbnb cash on cash: -2.97%
|
2 Timberland PassChappaqua, NYWelcome to Apple Hill Farm, sitting on highly desirable, 37+ Wooded Acres. Where calm meet... |
3 beds | 3 baths | 1,586 sq.ft. |
$879,000 |
Airbnb cash on cash: -3.09%
|
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. |
$809,000 |
Airbnb cash on cash: -0.51%
|
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: -2.91%
|
816 Hardscrabble RoadChappaqua, NYJust north of NYC, this move-in ready CHAPPAQUA home delivers effortless, elevated living-... |
3 beds | 3 baths | 2,444 sq.ft. |
$1,299,000 |
Airbnb cash on cash: -2.43%
|
368 N Greeley AvenueChappaqua, NYWelcome to Chestnut Oaks, a sought-after condominium community just moments from downtown ... |
1 beds | 2 baths | 1,207 sq.ft. |
$510,000 |
Airbnb cash on cash: -0.12%
|
25 Cabin Ridge RoadChappaqua, NYEscape to your own private retreat on 3.44 acres of wooded land, where rustic charm meets ... |
3 beds | 4 baths | 2,708 sq.ft. |
$1,199,000 |
Airbnb cash on cash: -2.93%
|
52-54 Orchard Ridge RoadChappaqua, NYRare opportunity to own two side-by-side residences on a beautifully landscaped 0.45-acre ... |
7 beds | 3 baths | N/A |
$1,595,000 |
Airbnb cash on cash: 0.45%
|
134 Bayberry CloseChappaqua, NYWelcome to 134 Bayberry Close in the sought-after Old Farm Lake community, in the heart of... |
2 beds | 3 baths | 1,818 sq.ft. |
$725,000 |
Airbnb cash on cash: -0.89%
|
676 Hardscrabble RoadChappaqua, NYRenovated and Reimagined Colonial on Spectacular Park-Like Grounds, this exceptional resid... |
3 beds | 3 baths | 2,420 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -2.34%
|
220 Mill River RdChappaqua, NY220 Mill River Rd, Chappaqua, NY 10514 | Single Family Residential |
3 beds | 1 baths | 1,538 sq.ft. |
$790,000 |
Airbnb cash on cash: -2.61%
|
Real Estate investment in Chappaqua, NY
There are 12 properties for sale in the city of Chappaqua . The median list price in Chappaqua is $899,462 and the average price per square foot is $455. In July 2026, the average monthly cash on cash return in Chappaqua is 2.00%. The average monthly rental income in Chappaqua is $4,385.