1 Windcrest Rd, Rye, NY 10580
OFF MARKET

1 Windcrest Rd
Rye, NY 10580

  • 6 Beds
  • 7 Baths
  • 9,000 sqft (on 2 acres)

$8,254,200

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $52,612/mo*
Refinance Your Home

$8,254,200

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $52,612/mo*
Refinance Your Home
6 Beds
7 Baths
9,000 sqft
(on 2 acres)

Home Value

Trulia Estimate
$8.25M
Since last month
Increased$157K (+1.9%)
Since last year
Increased$896K (+12.2%)
Since last sale
Increased$3M (+48.7%)
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 +39% in the last 10 years
MonthEstimated value
2026
August 2026$8.25M
July 2026$8.1M
June 2026$8.05M
May 2026$8.09M
April 2026$7.69M
March 2026$8.05M
February 2026$8.01M
January 2026$7.87M
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
5 Sunset Ln, Rye, NY
0.16
Single-Family Home
$8,000,000
08/25/25
7
6
8,352
17 Boxwood Lane, Rye, NY
0.33
Single-Family Home
$6,505,000
04/23/26
5
6
7,150
4 Windcrest Rd, Rye, NY
0.06
Single-Family Home
$7,400,000
05/22/26
5
4
4,431
44 Grace Church Street, Rye, NY
0.79
Single-Family Home
$6,495,000
06/02/26
8
6
8,209
9 Boxwood Lane, Rye, NY
0.41
Single-Family Home
$3,234,160
11/18/25
5
5.5
5,752
227 Central Avenue, Rye, NY
0.18
Single-Family Home
$3,100,000
08/12/26
6
5.5
4,621
12 Pine Island Rd, Rye, NY
0.40
Single-Family Home
$7,500,000
02/04/26
4
4.5
4,645
73 Park Drive S, Rye, NY
0.96
Single-Family Home
$7,200,000
11/10/25
6
7
8,585
25 Summit Avenue, Rye, NY
0.11
Single-Family Home
$3,020,629
09/22/25
4
3.5
4,828
19 Hilltop Place, Rye, NY
0.63
Single-Family Home
$10,750,000
10/03/25
9
10.5
11,236

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
17 Summit Avenue, Rye, NY 10580
0.10
$3,883,900
7
5.5
5,988
Off Market
25 Summit Avenue, Rye, NY 10580
0.11
$3,215,700
4
3.5
4,828
Off Market
15 Maple Avenue, Rye, NY 10580
0.10
$2,095,600
4
2
2,051
Off Market
321 Locust Avenue, Rye, NY 10580
0.22
$1,550,000
3
2.5
1,279
Recently Sold
227 Central Avenue, Rye, NY 10580
0.18
$3,100,000
6
5.5
4,621
Recently Sold
5 Graham Court, Rye, NY 10580
0.18
$2,943,300
5
3.5
3,990
Off Market
246 North Street, Rye, NY 10580
0.24
$1,966,300
3
2.5
2,791
Off Market
86 Maple Avenue, Rye, NY 10580
0.25
-
-
-
-
Off Market
16 Boxwood Lane, Rye, NY 10580
0.32
$1,995,000
-
-
-
Recently Sold
17 Boxwood Lane, Rye, NY 10580
0.33
$6,505,000
5
6
7,150
Recently Sold
104 Maple Avenue, Rye, NY 10580
0.30
$1,465,800
7
3
2,928
Off Market
86 A Maple Avenue, Rye, NY 10580
0.33
$1,795,000
4
4.5
2,837
For Sale

Local Information

  • Map ViewExplore the area around 1 Windcrest Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2000
Lot Size
2 acres
Living Area
9,000 sqft
Price/Sqft
$917
Parking
Garage

About this House

Don't miss a rare opportunity to purchase one of Rye's most desirable properties. This imposing 9,000 sq ft Georgian colonial presides over 1.9 immaculately manicured acres on prestigious Windcrest Road - a unique offering in this sought-after neighborhood. Enjoy luxury, elegance, and privacy; entertain lavishly; relax in splendor; this remarkable 6-bedroom/7.1 bath home sets the highest standards for craftsmanship, custom features, and first class amenities.
1 Windcrest Rd, Rye, NY 10580 is a 6 bedroom, 7 bathroom, 9,000 sqft single-family home built in 2000. It last sold for $5,550,000 on May 10, 2012. It is currently off market. The Trulia Estimate is $8,254,200, with a rent estimate of $39,306/month.

Home Details for 1 Windcrest Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 2.5
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Stucco
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price and Tax history

DateEventPrice
May 10, 2012
Source: N/A
Sold
$5,550,000
Nov 10, 2011
Source: Agent Provided
Listed For Sale
$5,800,000
Dec 6, 2005
Source: N/A
Sold
$5,800,000
Aug 25, 1998
Source: N/A
Sold
$1,175,000

Market trends in Rye

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.44M
Sale-to-List Price
105.3%
Price per sq ft
$743
Available listings
39
2MoM

Around this home

What Locals Say about Rye

At least 150 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 81 % Say people would walk alone at night

  • 81 % Say kids play outside

  • 81 % Say yards are well-kept

  • 77 % Say car is needed

  • 77 % Say parking is easy

  • 72 % Say it's quiet

  • 71 % Say streets are well-lit

  • 69 % Say it's walkable to restaurants

  • 66 % Say there's wildlife

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 56 % Say there are community events

  • 44 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Zjstempel
    "There are a lot of good public parks and nice sidewalks to walk on. also a lot of people own their own dogs"
    0
    Flag
  • Dbenzanava
    "Dogs owners would like it very much. There are special Dog bakeries & pet shops catering to your pet. "
    0
    Flag
  • Brianrollins1959
    "When we walk our dog.There is always someone else walking their dog.Every one usually picks up after their dog "
    0
    Flag
  • Brianrollins1959
    "I get on 287 in the AM . It’s a 15 minute ride to White Plains. But when l come home at 12:30pm . Every body is stressed out. And driving on my bumper. I have to watch because they almost running into me "
    3
    Flag
  • Felix Vazquez Jr
    "They send helpful information in the mailbox which allows us to find events that are happening in the town"
    2
    Flag
  • Trulia User
    "Very kid friendly - just note it’s not the Rye school system. Nice walking area around the Neightborhood"
    1
    Flag
  • Patricia I.
    "Halloween window displays on Puchase street by the school children. Christmas street fair on Purchase st."
    1
    Flag
  • Nickalvarez4
    "7 minutes to metro north. Good parking at train station. Trains on schedule. 37 min train ride in to Grand Central."
    0
    Flag
  • Ltifdle
    "Right now my commute is down the staircase. Otherwise very convenient to all highways (i287, hutch, i95) and trains to city."
    0
    Flag
  • Ltifdle
    "Homes have large yards where it’s safe for children to play. Stores and restaurants are conveniently nearby. Easy access to major roadways and trains to city."
    0
    Flag
  • Cleary.aileen
    "I live here and it’s really a great place to live , lots of great things go on here and great community spirit "
    1
    Flag
  • Rosemary
    "Green community lots of parks great schools. Nice main avenue luxury shopping. Bistro restaurants. Some Catholic Church around. "
    0
    Flag
  • Heatherosemusic
    "Grew up here with my grandma and I love it. It’s the quintessential suburbs with proximity to Manhattan, a quaint village, great schools, a beach, an amusement park and so much more. The ideal neighborhood to raise a family. "
    6
    Flag
  • Manonbartels2008
    "Short and easy, fast commute. Plenty of trains, on time and easy access. Parking at station is hard due to permit wait list."
    1
    Flag
  • Fernando
    "I love Rye. It is a very quiet and peaceful neighborhood. the place is nice with good restaurants. "
    1
    Flag
  • Trulia User
    "Rye has Metro North station with direct access to city. Also there are 2 major highways with 4 exits in Rye."
    1
    Flag
  • Dan K.
    "Extremely safe and well kept place to live and be! Definitely a higher price point than even other parts of Westchester, but it is what it promotes itself to be. "
    1
    Flag
  • Ltifdle
    "Wonderful neighborhood to raise a family. Can walk to the club for all types of sports year-round. Many choices for great schools. Close to town, doctors, worship."
    0
    Flag
  • Michael C.
    "Extremely beautiful every season. Very quiet, family friendly to a fault. Winding roads assure privacy and security. "
    3
    Flag
  • Lriddle
    "My neighborhood is convenient to Westchester county, greenwich / Stamford by car and or nyc by train."
    0
    Flag
  • John J.
    "It’s a pretty dog friendly neighborhood. Town park with great dog community few blocks away. Few places in town have water bowls out front. I’m guessing every 3rd house has dog. "
    2
    Flag
  • Lriddle
    "Storybook Main Street with shops and restaurants. Very convenient commuting to work opportunities in Westchester, Connecticut and nyc."
    0
    Flag
  • Cchidiya
    "everything is convenient and easily accessible even by foot. it's a beautiful neighborhood. people are friendly, restaurants are organic, shopping is amazing. there is always free parking everywhere."
    0
    Flag
  • Contessa1313
    "Best of all possible areas for schools, trains, buses, walking, bicyling, water sports, gardening,etc."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1 Windcrest Rd

  • What is 1 Windcrest Rd estimated to be worth?
    Trulia's estimated value for 1 Windcrest Rd in Rye, NY is $8,254,200.
  • What is the price history for 1 Windcrest Rd?
    1 Windcrest Rd in Rye, NY last sold for $5,550,000 in May 2012.
  • Is Rye a buyer's or seller's market?
    Rye is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Rye?
    The median sale price in Rye is $2.44M.
  • Does 1 Windcrest Rd have air conditioning?
    Yes, 1 Windcrest Rd in Rye, NY has air conditioning.
  • How big is the lot at 1 Windcrest Rd?
    The lot at 1 Windcrest Rd in Rye, NY is about 2 acres.

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Apartments for Rent

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Off Market Homes Near 1 Windcrest Rd

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