37
Map
65 Round Hill Road
About This Property
Tucked along one of Armonk's most distinguished roads, this lavish contemporary home blends Mediterranean architectural influence with dramatic scale and thoughtful updates. Set on 2.56 private, landscaped acres with tranquil views of Gifford Lake, the residence offers over 7,700 square feet of light-filled living across three expansive levels.
A circular drive and central fountain welcome you to a double-height foyer, where sunlight filters through a barrel-vaulted skylight, and illuminating marble-inlaid floors. The sunken living room, with its carved imported stone fireplace and walls of glass, anchors the main level alongside an entertainer's kitchen outfitted with Sub-Zero, Wolf, and a newly installed Victory range hood. French doors open to a broad lake-facing deck-an ideal setting for gathering or reflection.
The first-floor primary suite occupies a distinct curved wing, offering a fireplace, dual walk-in closets, a spa bath, and an adjoining private study. Upstairs, four oversized bedrooms and two full baths offer flexibility for guests, work, or creative space.
Over the past year, the home has seen a comprehensive series of upgrades-ranging from exterior stucco restoration and full roof resurfacing to deck reinforcement, skylight replacements, a new fuel tank system, and curated landscaping to open up the lake view-reflecting long-term care and thoughtful investment in the property's future.
Located within the Byram Hills Central School District and just minutes from Armonk Square, the Connecticut border, and major commuting routes, 65 Round Hill Road offers a rare combination of architectural character, lifestyle flexibility, and a tranquil lakefront setting-all in one of Westchester's most sought-after communities.
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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 |
|---|---|---|---|
| Nov 5, 2025 | Sold | ||
| Sold | |||
| Sep 26, 2025 | In contract | - | |
| In contract | |||
| Jul 29, 2025 | Price Decreased |
$2,495,000
↓ $204K
(7.6%) | |
| Price Decreased | |||
| Jun 24, 2025 | Listed by Compass Greater NY, LLC | $2,699,000 | |
| Listed by Compass Greater NY, LLC | |||
| May 2, 2025 | No longer available | - | |
| No longer available | |||
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017