5 Winthrop Drive, Rye Brook, NY 10573
OFF MARKET

5 Winthrop Drive
Rye Brook, NY 10573

  • 6 Beds
  • 5 Baths
  • 5,672 sqft (on 1.07 acres)

$2,980,300

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $18,561/mo*

$2,980,300

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $18,561/mo*
6 Beds
5 Baths
5,672 sqft
(on 1.07 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

A rare & exceptional 6 bedroom, 5 bath colonial home nestled in the coveted Pine Ridge section of Rye Brook. This unique residence is situated on over a 1-acre lush flat property which provides an unparalleled level of luxury & privacy. Step inside this elegant home to discover a stunning array of modern features. The center of the home is the impressive custom kitchen w/ heated floors designed by Georgio with Quartzite countertops, custom cabinetry and high end appliances. The wall of glass doors from the kitchen leads to the blue stone patio for the ultimate entertaining flow. The show-stopping family room impresses with soaring ceilings & designer finishes. A first floor guest bedroom provides the comfort for various lifestyle needs. Don't miss the inviting office that actually makes you want to work! Upstairs you will find the primary bedroom which is a private sanctuary w/ high ceilings, large closets & an unparalleled new custom bathroom. 4 addl bedrooms & 2 full baths give you all the space you need. The beautiful gunite pool creates a resort-like atmosphere for outdoor entertaining. Featuring a rare three-car garage, large mudroom, formal living room, large dining room, PLUS bonus room for recreation, this home effortlessly combines elegance with modern functionality. Situated on a quiet street close to the park, this property offers a once-in-a-lifetime opportunity for refined living. Don't miss the chance to experience the epitome of luxury and style in this exclusive home. Additional Information: ParkingFeatures:3 Car Attached,
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from November 16, 2024

Home Highlights

Parking
3 Parking Spaces
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 5 Winthrop Drive

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 15
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 5
Dimensions and Layout
Living Area: 5672 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Gas Water Heater
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: Two

Exterior Features

Parking & Garage
No CarportParking Spaces: 3Parking: Attached
Pool
Pool: In GroundPool
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1900Year Renovated: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Brick, ClapboardNot Attached Property
Property Information
Condition: ActualParcel Number: 48051350000004200100470000000

Price & Status

Price
List Price: $2,775,000
Status Change & Dates
Off Market Date: Fri Mar 29 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Rye Brook
School Information
Elementary School: Bruno M Ponterio Ridge Street SchooJr High / Middle School: Blind Brook-Rye Middle SchoolHigh School: Blind Brook High SchoolHigh School District: Blind Brook-Rye

Building

Building Area
Building Area: 5672 Square Feet

Community

Community Features: ParkNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.0722 Acres

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash

Miscellaneous

BasementMls Number: H6289442Attic: WalkupAttribution Contact: (914) 727-0169Showing AttendedShowing Requirements: Lockbox

Additional Information

HOA Amenities: Park
Last check for updates: about 5 hours ago
Listed by Kori Sassower, (914) 727-0169
Compass Greater NY, LLC, (914) 223-7623
Bought with: Kori Sassower, (914) 727-0169, Compass Greater NY, LLC, (914) 223-7623
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6289442

Price History for 5 Winthrop Drive

DatePriceEventSource
06/07/2024$2,570,000Sold
OneKey® MLS as distributed by MLS GRID #H6289442
03/29/2024$2,775,000PendingOneKey® MLS as distributed by MLS GRID #H6289442
02/26/2024$2,775,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6289442
06/28/2013$1,800,000Sold
OneKey® MLS as distributed by MLS GRID #H3305355
03/19/2013$1,675,000ListingRemovedAgent Provided
02/28/2013$1,675,000Listed For SaleAgent Provided
11/23/2004$1,600,000Sold
N/A
05/17/1996$655,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$2,505,700
Home facts updated by county records

Comparable Sales for 5 Winthrop Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.17
Single-Family Home
$3,020,000
07/29/25
6
5.5
5,890
0.34
Single-Family Home
$2,455,000
07/14/25
5
4.5
3,412
0.53
Single-Family Home
$2,975,000
12/22/25
5
5.5
5,091
0.17
Single-Family Home
$2,170,000
04/09/26
4
3.5
3,185
0.17
Single-Family Home
$2,020,000
07/29/25
3
3.5
4,451
0.35
Single-Family Home
$1,200,000
10/23/25
6
7
5,590
0.35
Single-Family Home
$2,250,000
04/07/26
5
3.5
3,297
0.76
Single-Family Home
$3,600,000
06/26/25
6
6
6,067
0.63
Single-Family Home
$2,350,000
05/22/26
5
2.5
3,606

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Winthrop Drive.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Rye Brook

At least 100 Trulia users voted on each feature.
  • 84 % Say it's dog friendly

  • 80 % Say people would walk alone at night

  • 78 % Say yards are well-kept

  • 76 % Say car is needed

  • 75 % Say parking is easy

  • 72 % Say there's holiday spirit

  • 70 % Say there are sidewalks

  • 68 % Say it's quiet

  • 67 % Say it's walkable to restaurants

  • 65 % Say they plan to stay for at least 5 years

  • 65 % Say streets are well-lit

  • 61 % Say it's walkable to grocery stores

  • 57 % Say kids play outside

  • 53 % Say neighbors are friendly

  • 46 % Say there's wildlife

  • 37 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Michael Hirsch
    "Lots of green grass for dogs to run around. Lots of parks to take dogs to as well. Pretty much the ideal suburban neighborhood for any dog. "
  • Dawn W
    "Lots of dogs being walked. Friendly neighbors. Dog parks nearby. People pick up mostly after their dogs "
  • Lorraine olivieri
    "It’s 25 mins not a bad commute at all. I think I would like to live closer to my job eventually. I don’t think this part is necessary "
  • Gsprague914
    "It’s a safe place to live and the schools are very good. There are many shops and clean parks for children and families to visit. "
  • Carlie F.
    "Great community & great people. Safe neighborhood with great schools. Very lucky to be living in such a great town in Westchester. "
  • Fredbediaga
    "It has easy access to Hutchison highway so you can go anywhere very quickly. For the train you will need to go to port Chester "
  • Laurensullivan122
    "Very good & quiet neighborhood. Safe to raise families, schools are good. No bars no nightlife. It’s pricey but nonetheless worth it. "
  • Neubauer1811
    "Great area and neighborhood for families! Schools are well regarded and it is so safe! Great for cycling, Cranberry Lakes around.... Enjoy!"
  • Marisol S.
    "Its a suburban area but it doesn’t feel like it, in a good way. You still see people walking to the nearest stores or restaurant. People don’t depend on a car to get to and from. "
  • Trulia User
    "Special education programs are limited within the Blind Brook District are very limited. Most children are moved out of the schools. "
  • Ccruz
    "Auto is best way to travel but local taxi service is acceptable to get around. Do not expect luxury cab service. "
  • davidnjones
    "Beautiful Historic Rye village, only 10 min drive away. Schools very good. Some bus services but car needed for convenience. Some beautiful homes in this well maintained area."

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Apartments for Rent

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Homes for sale near 5 Winthrop Drive

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Off Market Homes Near 5 Winthrop Drive

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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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. Some IDX listings have been excluded from this website. Click here for more information

Homes for rent near 5 Winthrop Drive

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5 Winthrop Drive, Rye Brook, NY 10573 is a 6 bedroom, 5 bathroom, 5,672 sqft single-family home built in 1900. This property is not currently available for sale. 5 Winthrop Drive was last sold on Jun 7, 2024 for $2,570,000 (7% lower than the asking price of $2,775,000). The current Trulia Estimate for 5 Winthrop Drive is $2,980,300.