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25 Winding Lane
About This Property
Crossing The Threshold, The Arrival Gallery Establishes A Breathtaking Sense Of Scale. Anchored By A Honed, Dual-Tone Stone Floor Laid In A Classic Harlequin Motif, The Double-Height Foyer Draws The Eye Through Soaring, Light-Filled Living Spaces. The Culinary Quarters Redefine The Heart Of The Home, Featuring A Deep-Coffered Ceiling And Dual Monolithic Calacatta Gold Quartzite Islands. Concealing The Elite Professional Appliance Suite Is Custom White Oak Cabinetry, Supported By A Fully Equipped Scullery Designed For Flawless Entertaining And A Discreet Main-Level Guest Or Staff Bedroom Suite.
Designed For Ultimate Privacy, The Main-Level Primary Suite Functions As A Secluded Retreat, Complete With A Glass-Enclosed Sunlit Conservatory, A Luxury Dressing Space, And A Spa-Inspired Bath With Radiant Heated Marble Floors. A Commercial-Grade Elevator Services All Three Levels, Ascending To An Open Architectural Loft And Four Graciously Scaled En-Suite Bedrooms.
The Lower Level Serves As A Sweeping Recreation And Wellness Wing, Offering A Glass-Walled Fitness Center, Custom Wet Bar, Two Additional Bedrooms, And Endless Customization Potential. In Total, The Estate Boasts Eight Graciously Appointed Bedrooms, Seven Full Baths, And One Refined Powder Room. Outside, The Grounds Transition Seamlessly Into A Private Resort. A Custom Gunite Infinity-Edge Pool Is Framed By European Porcelain Pavers And A Fully Equipped Detached Pool House Featuring A Kitchen And Two Full Bathrooms.
Engineered For Peak Performance And Effortless Living, The Estate's Unseen Layers Are Just As Impressive, Featuring Whole-House Crestron Smart Automation, A Full-House Backup Generator, Multi-Zone Climate And Audio, And A Heated Three-Car Garage With Epoxy Flooring And Ev Charging. A True Sanctuary Built For The Legacy Portfolio.
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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 |
|---|---|---|---|
| Sep 1, 2026 | In contract | - | |
| In contract | |||
| Aug 31, 2026 | Price Increased |
$9,500,000
↑ $2M
(19.5%) | |
| Price Increased | |||
| Aug 18, 2026 | Listed by Compass Greater NY LLC | $7,950,000 | |
| Listed by Compass Greater NY LLC | |||
| Oct 21, 2025 | No longer available | - | |
| No longer available | |||
| Jun 1, 2025 | In contract | - | |
| In contract | |||
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About Upper Brookville
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Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017