2 Winthrop Drive, Rye Brook, NY 10573
OFF MARKET

$1,772,400

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 3,054 sqft (on 0.34 acres)

2 Winthrop Drive, Rye Brook, NY 10573

Est. Refi. Payment $11,487/mo*
Refinance Your Home
Currently Off Market - Sold Aug 14, 2023 for $1,080,000

Home Value

Trulia Estimate
$1.77M
Since last month
$100 (0%)
Since last year
Increased$366K (+26%)
Since last sale
Increased$692K (+64.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +122% in the last 10 years
MonthEstimated value
2026
August 2026$1.77M
August 2026$1.77M
July 2026$1.77M
June 2026$1.71M
May 2026$1.7M
April 2026$1.66M
March 2026$1.64M
February 2026$1.59M
January 2026$1.55M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2 Churchill Road, Rye Brook, NY
0.16
Single-Family Home
$1,224,960
02/26/26
3
2
2,308
65 Windingwood Road S, Pt Chester, NY
0.13
Single-Family Home
$1,300,000
10/10/25
3
2
2,078
5 Carlton Lane, Rye Brook, NY
0.22
Single-Family Home
$1,075,000
11/24/25
4
3
2,619
12 Paddock Road, Rye Brook, NY
0.20
Single-Family Home
$975,000
11/04/25
3
2
1,967
5 Mark Drive, Rye Brook, NY
0.24
Single-Family Home
$1,500,000
09/09/25
4
2.5
3,161
17 Rock Ridge Drive, Rye Brook, NY
0.32
Single-Family Home
$1,461,224
07/13/26
3
3
3,540
11 Pine Ridge Road, Rye Brook, NY
0.27
Single-Family Home
$1,565,000
07/07/26
3
3
2,292

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
18 Berkley Drive, Rye Brook, NY 10573
0.07
$1,700,400
5
3
2,758
Off Market
5 Winthrop Drive, Rye Brook, NY 10573
0.07
$3,082,700
6
5
5,672
Off Market
65 Windingwood Road S, Pt Chester, NY 10573
0.13
$1,400,600
3
2
2,078
Off Market
2 Churchill Road, Rye Brook, NY 10573
0.16
$1,224,960
3
2
2,308
Recently Sold
10 Old Orchard Road, Rye Brook, NY 10573
0.17
$1,604,000
4
3
2,836
Off Market
1 Mark Drive, Rye Brook, NY 10573
0.17
$2,195,000
3
3.5
4,451
Off Market
26 Berkley Drive, Rye Brook, NY 10573
0.17
$1,221,900
4
3
1,536
Off Market
3 Berkley Lane, Rye Brook, NY 10573
0.17
$1,359,500
4
2
1,934
Off Market
12 Paddock Road, Rye Brook, NY 10573
0.20
$975,000
3
2
1,967
Recently Sold
7 Red Roof Drive, Port Chester, NY 10573
0.19
$3,281,700
6
5.5
5,890
Off Market
7 Carlton Lane, Rye Brook, NY 10573
0.20
$1,615,000
5
3
2,213
Recently Sold

Local Information

  • Map ViewExplore the area around 2 Winthrop Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1964
Lot Size
0.34 acres
Living Area
3,054 sqft
Price/Sqft
$580
Parking
2 Parking Spaces

About this House

Enjoy the sunset every evening from this corner lot home sitting on top of a hill; this raised ranch is waiting for you! The top floor is full of sunlight, featuring three bedrooms, two full baths, kitchen with breakfast area, formal dining room and living room with a picture window. The lower level has a large laundry room with built-in closets, powder room, family room with walkout patio and large bonus room with a cathedral ceiling and fireplace. The convenient two-car garage is oversized with a storage area. Outdoors is a beautifully landscaped oasis with a private, level backyard. Enjoy all the benefits that Rye Brook offers by being near Pine Ridge Park which offers many types of outdoor activities. This cherished home was lovingly owned by the same family for 53 years, and we invite you to begin your story here! Additional Information: ParkingFeatures:2 Car Attached,
2 Winthrop Drive, Rye Brook, NY 10573 is a 3 bedroom, 3 bathroom, 3,054 sqft single-family home built in 1964. It last sold for $1,080,000 on Aug 14, 2023 (7% above the $1,010,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,772,400, with a rent estimate of $7,177/month.
Last check for updates: about 11 hours ago
Listed by Mariko Hashimoto, (914) 806-6717
William Raveis-New York LLC, (914) 967-1333
Bought with: Kori Sassower, (914) 727-0169, Compass Greater NY, LLC, (914) 223-7623
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6250687

Home Details for 2 Winthrop Drive

Interior Features

Interior Details
Basement: Walk-Out AccessNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3054 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Cooktop, Dishwasher, Dryer, Refrigerator, Washer, Gas Water HeaterDishwasherDryerRefrigeratorWasher
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

Exterior Home Features
Patio / Porch: Patio
Parking & Garage
No CarportParking Spaces: 2Parking: Attached
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch
Building
Not Attached Property
Property Information
Not Included in Sale: See RemarksParcel Number: 48051350000003400100550000000

Price & Status

Price
List Price: $1,010,000
Status Change & Dates
Off Market Date: Mon Jun 12 2023

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: 3054 Square Feet

Community

Community Features: ParkNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.34 acres

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6250687Attic: ScuttleAttribution Contact: (914) 967-1333Showing Requirements: Lockbox, Showing Service

Additional Information

HOA Amenities: Park

Price and Tax history

DateEventPrice
Aug 14, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6250687
Sold
$1,080,000
Jun 12, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6250687
Pending
$1,010,000
Jun 1, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6250687
Listed For Sale
$1,010,000

Market trends in Rye Brook

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
18

Around this home

View nearby schools on GreatSchools
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. "
    0
    Flag
  • Dawn W
    "Lots of dogs being walked. Friendly neighbors. Dog parks nearby. People pick up mostly after their dogs "
    0
    Flag
  • 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 "
    0
    Flag
  • 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. "
    1
    Flag
  • Carlie F.
    "Great community & great people. Safe neighborhood with great schools. Very lucky to be living in such a great town in Westchester. "
    2
    Flag
  • 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 "
    0
    Flag
  • Laurensullivan122
    "Very good & quiet neighborhood. Safe to raise families, schools are good. No bars no nightlife. It’s pricey but nonetheless worth it. "
    1
    Flag
  • Neubauer1811
    "Great area and neighborhood for families! Schools are well regarded and it is so safe! Great for cycling, Cranberry Lakes around.... Enjoy!"
    2
    Flag
  • 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. "
    0
    Flag
  • Trulia User
    "Special education programs are limited within the Blind Brook District are very limited. Most children are moved out of the schools. "
    0
    Flag
  • Ccruz
    "Auto is best way to travel but local taxi service is acceptable to get around. Do not expect luxury cab service. "
    0
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-01 13:43:08 PDT 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

Frequently asked questions about 2 Winthrop Drive

  • What is 2 Winthrop Drive estimated to be worth?
    Trulia's estimated value for 2 Winthrop Drive in Rye Brook, NY is $1,772,400.
  • What is the price history for 2 Winthrop Drive?
    2 Winthrop Drive in Rye Brook, NY last sold for $1,080,000 in August 2023.
  • Is Rye Brook a buyer's or seller's market?
    Rye Brook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Rye Brook?
    Residents describe Rye Brook, NY as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Rye Brook, NY.
  • Does 2 Winthrop Drive have air conditioning?
    Yes, 2 Winthrop Drive in Rye Brook, NY has air conditioning.
  • Does 2 Winthrop Drive have laundry facilities?
    Yes, 2 Winthrop Drive in Rye Brook, NY has in-unit laundry.

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