100 Dearborn Avenue
About This Property
Inside, nine-foot ceilings on every level, expansive windows that flood the home with natural light, custom millwork, and a high-end Lutron lighting system create a polished and inviting atmosphere throughout. The main level offers elegant yet comfortable living spaces, including a formal living room with gas fireplace, a dining room with custom glass-front cabinetry, and a beautifully designed chef's kitchen that opens seamlessly to a living room, creating an ideal setting for both entertaining and everyday life. A private home office and a well-appointed mudroom with built-in storage, located just off the two-car garage, add thoughtful functionality.
The second level features five en-suite bedrooms, each with custom closet systems. The primary suite serves as a serene retreat, highlighted by seasonal water views, a fully customized walk-in closet, and a spa-inspired bath with radiant heated floors, soaking tub, and double vanity.
The finished lower level offers exceptional versatility, featuring a spacious living area perfect for movie night, a large recreation area with built in desk, a dedicated gym with floor to ceiling mirrors, a kitchenette with refrigerator for effortless entertaining, two large walk-in closets for extra storage, and a climate-controlled walk-in wine cellar. An additional bedroom suite with attached bath on this level provides ideal accommodations for guests or extended living.
Outdoor living is equally impressive. Enjoy summer fireworks from the bluestone front porch, or entertain year-round in the private backyard, complete with an expansive bluestone patio, a fully equipped outdoor kitchen, and a built-in gas fire pit. Professionally designed landscaping and custom exterior lighting create a setting that is both private and inviting.
Modern conveniences throughout include motorized blackout shades in bedrooms, integrated speakers, whole-home security with leak detection, a fully networked system for seamless connectivity, spray-foam insulation, and a whole-house generator, ensuring both comfort and peace of mind.
At once refined & welcoming, 100 Dearborn Avenue offers a rare opportunity to enjoy turnkey coastal living just moments from Rye's schools, train, beach and vibrant downtown.
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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%.
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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 |
|---|---|---|---|
| Apr 17, 2026 | In contract | - | |
| In contract | |||
| Apr 3, 2026 | Listed by Compass Greater NY, LLC | $4,650,000 | |
| Listed by Compass Greater NY, LLC | |||
| Jul 16, 2020 | Sold | ||
| Sold | |||
| Feb 24, 2020 | Listed by Houlihan Lawrence Inc. | $3,295,000 | |
| Listed by Houlihan Lawrence Inc. | |||
| Jan 7, 2019 | Sold | ||
| Sold | |||
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Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017