$3,995,000
5 Bed • 5 Bath • 7,393 Sq. Ft.5 bd · 5 ba · 7,393 sqft
9 Trails End
Chappaqua, NY 10514
Listed with Compass Greater NY, LLC
$5,499,000
Est. $32,538/moNew Rochelle, NY 10804 · Westchester County
Know your budget before you tour. Get pre-qualified
A remarkable combination of timeless architecture, exceptional craftsmanship and modern luxury awaits at 270 Trenor Drive in New Rochelle. Custom built in 2008 and designed by an award-winning architect, this magnificent brick-and-stone Tudor offers approximately 10,393 sq ft, 7 bedrooms and 7.5 baths on a beautifully landscaped property. Thoughtfully designed for both grand-scale entertaining and everyday living, the residence showcases rich hardwood flooring, extensive custom millwork and cabinetry, gracious proportions and sophisticated architectural detailing throughout. The impressive kitchen is equipped for serious entertaining with two Sub-Zero refrigerators, three dishwashers, two sinks, Wolff double ovens and cooktop. The primary suite is a private retreat featuring a spa-inspired bath, generous walk-in closet and private balcony. Six additional bedrooms provide exceptional flexibility throughout the residence. Beyond the principal living spaces, this home delivers an extraordinary collection of amenities. Enjoy movie nights in the dedicated 10-seat home theater, maintain your routine in the fully equipped mirrored fitness room, or work from an impressive wood-paneled home office/library with custom built-ins and window seating. The residence also features a backup generator and has been framed for a future three-story elevator. Outdoors, the property becomes a private retreat. Mature trees and lush landscaping frame an expansive level lawn, while multiple stone patio and seating areas create inviting spaces for dining, entertaining and relaxation. At the center of the setting is a beautiful gunite swimming pool, surrounded by greenery and complemented by the home's striking Tudor architecture. Additional highlights include a heated three-car attached garage, marble bath, steam shower and dressing area. An exceptional opportunity to own a distinctive custom residence offering scale, craftsmanship and resort-style amenities within convenient reach of New York City.
As reported by the listing office; verify enrollment with the district.
Listed with eRealty Advisors, Inc · Arya Rabinovits · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 14, 2026, 6:08 PM ET. ©2026 One Key MLS.
Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.
Estimated monthly payment
Representative rates
Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.
Be the first to know when a Westchester County home hits the market.
Market insights
Current listings
New in the last 30 days
54
Oct 2026
Average price
Active listings
$876,801
Oct 2026
Average days on market
Active listings
120 days
Oct 2026
Computed from 251 active OneKey MLS listings in New Rochelle, NY.
$3,995,000
5 Bed • 5 Bath • 7,393 Sq. Ft.5 bd · 5 ba · 7,393 sqft
9 Trails End
Chappaqua, NY 10514
Listed with Compass Greater NY, LLC
$5,100,000
3 Bed • 3.5 Bath • 3,226 Sq. Ft.3 bd · 3.5 ba · 3,226 sqft
16 BIRD Lane
Rye, NY 10580
Listed with Julia B Fee Sothebys Int. Rlty
$4,700,000
7 Bed • 7.5 Bath • 7,800 Sq. Ft.7 bd · 7.5 ba · 7,800 sqft
1 Ardsley Avenue E
Irvington, NY 10533
Listed with Compass Greater NY, LLC