5 Flagler DriveRye, NY 10580Sale Price: $2,675,000

  • Sale Price: $2,675,000
  • 630 Days Since Sale
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Federal 30-year interest rate: 6.37% last updated on May 7, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $2,675,000Sale Price
  • 5Bedrooms
  • 8Bathrooms
  • 1.18Acreage
  • 6,339Square Feet

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Prepare to be enchanted by this extraordinary 6339 sq ft Contemporary Colonial Flagler Estates Manor with a heated free-form Shoreline pool! Designed to blend the elegant traditionalism of a French Country Chateau with the best of striking modern interior luxury style, this breathtaking home is one-of-a-kind. Set on a gorgeous 1.18 acre property replete with lush specimen trees and perennial landscaping, the majestic exterior of this gracious residence is anchored by the grand cobbled brick forecourt and gardens, continuing up the stone steps to the covered front portico and entryway. Step into the dramatic skylit double-height Entry Foyer and enjoy the direct sightlines through to the spectacular Great Room with its soaring cathedral ceiling, 2-story stone fireplace and 2 dramatic walls of windows overlooking the rear patio, garden and pool. The light and airy interiors were designed to maximize modern open-plan living with generous proportions and intelligent layout, ideal for providing fantastic interior space for large-scale parties and entertaining! The oversized Chef's kitchen features a large island and bright Breakfast Room overlooking the pool and patio. Adjacent is the Formal Dining Room and the cozy Family Room/Library with walls of built-ins, wood-burning fireplace and sliding glass doors to outside. The serene Primary Suite is conveniently situated on the first floor in its own private wing with attached Sitting Room w. fireplace and wetbar, plus His Primary Bathroom with Walk-in Closet and a separate Hers Primary Bathroom with Walk-in Closet. Additional First Floor amenities include a First Floor Bedroom/Study with ensuite Bathroom, a Powder Room and Laundry. The grand staircase leading to the The 2nd floor features an airy walkway overlooking the Entry Foyer and Great Room, 3 light and bright upper Bedrooms, each with ensuite Bathroom, 2 with fireplaces, and striking views over the front and rear gardens. The finished Basement offers so much fabulous useable space: currently there is a Playroom/Rec Room, Lounge/Gaming area, Movie Theater, Full Bathroom, Wine Room, cedar closet, multiple large storage/utility rooms, and access to the spacious attached 3-car garage. The rear property offers a magnificent oasis of privacy and tranquility with a beautiful free-form Shoreline pool and hot tub set in a stone & brick patio with built-in barbeque, multiple shaded seating areas and upper lawn area - perfect for endless summers entertaining family and friends with glorious pool parties, BBQs, proms and engagements, sports and outdoor fun. This private yet accessible location offers easy access to the fabulous restaurants, shopping and amenities of downtown Rye, Harrison & Greenwich, just steps from Westchester Country Club and an easy drive to all the magnificent clubs, beaches and parks of the Long Island Sound, and all just a quick 35 minutes by train from Manhattan. (Note: photos with furniture are virtually staged). Additional Information: Amenities:Dressing Area,Marble Bath,Steam Shower,ParkingFeatures:3 Car Attached,

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Listed by Fiona M. Dogan of Julia B Fee Sothebys Int. Rlty ((914) 967-4600)

Listing Sold by Julia B Fee Sothebys Int. Rlty

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 15, 2026 12:40 AM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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