380 Whippoorwill Road
About This Property
Payment Calculator
Your Estimated Monthly Payment
Cap Rate Calculator
What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
How much can I actually make?
Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
How is cap rate calculated?
Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Oct 16, 2025 | Sold | ||
| Sold | |||
| Aug 27, 2025 | In contract | - | |
| In contract | |||
| Aug 9, 2025 | Price Decreased |
$600,000
↓ $25K
(4%) | |
| Price Decreased | |||
| Jun 27, 2025 | Listed by Compass Greater NY, LLC | $625,000 | |
| Listed by Compass Greater NY, LLC | |||
   | |||
|
This charming cottage has been completely reimagined, seamlessly blending timeless character with modern luxury. Fully gut-renovated and thoughtfully redesigned from top to bottom, this inviting home offers the perfect retreat—whether you're seeking a serene weekend escape or a full-time residence.
Ideally located just minutes from downtown Chappaqua and seconds from Chappaqua Crossing, Horace Greeley High School, and Whippoorwill Park, the convenience is unmatched.
Inside, the sun-drenched interior features an open layout with high-end finishes throughout. The custom kitchen (2018) is outfitted with sleek appliances and tailored cabinetry, while the beautifully updated bathrooms exude style and sophistication. Cozy living spaces and gorgeous hardwood floors enhance the home’s warmth and character. Every detail has been carefully curated, including updated systems and new windows, all while preserving the home’s original charm.
| |||
| Dec 3, 2019 | No longer available | - | |
| No longer available | |||
Property Highlights
Building Info
Comparables
Status
Price/ft²
Listed On
Sold On
About Westchester
Similar Homes for Sale
Currently no similar homes aroundNearby Rentals
$6,000 /mo
- 3 Beds
- 2 Baths
- 1,553 ft²
$5,900 /mo
- 3 Beds
- 2 Baths
- 1,416 ft²
Data Source: OneKey MLS
Your Privacy Choices
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017