8 Chester Dr, Rye, NY 10580
Property image
Property image
OFF MARKET

$3,535,500

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 4,600 sqft (on 0.52 acres)

8 Chester Dr, Rye, NY 10580

Greenhaven
Est. Refi. Payment $23,065/mo*
Refinance Your Home
Currently Off Market - Sold Jun 25, 2018 for $2,075,000

Home Value

Trulia Estimate
$3.54M
Since last month
Increased$66K (+1.9%)
Since last year
Increased$572K (+19.3%)
Since last sale
Increased$1M (+70.8%)
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 +104% in the last 10 years
MonthEstimated value
2026
August 2026$3.54M
August 2026$3.54M
July 2026$3.48M
June 2026$3.35M
May 2026$3.2M
April 2026$3.12M
March 2026$3.12M
February 2026$3.04M
January 2026$3.03M
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
0.10
Single-Family Home
$2,500,000
07/21/26
5
3.5
4,046
0.10
Single-Family Home
$2,750,000
06/03/26
5
4
4,357
0.10
Single-Family Home
$2,750,000
07/01/26
5
4
4,357
0.11
Single-Family Home
$2,557,000
11/04/25
5
3.5
3,388
0.19
Single-Family Home
$1,764,830
05/18/26
5
4
5,068
0.14
Single-Family Home
$2,250,000
05/19/26
5
3
3,545
0.18
Single-Family Home
$2,715,000
07/02/26
4
3.5
2,938
0.19
Single-Family Home
$3,600,000
08/18/26
5
4.5
5,320
0.21
Single-Family Home
$3,050,000
07/23/26
6
4.5
3,787
0.37
Single-Family Home
$3,400,000
06/16/26
5
4
5,038

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
0.04
$2,958,600
4
4.5
3,880
Off Market
0.06
$2,514,800
4
3
3,370
Off Market
0.10
$2,500,000
5
3.5
4,046
Recently Sold
0.11
$2,727,700
5
3.5
3,388
Off Market
0.11
$5,203,000
5
6
6,221
Off Market
0.13
$4,263,100
5
5.5
5,486
Off Market
0.10
$2,750,000
5
4
4,357
Recently Sold
0.15
$2,607,000
4
3.5
2,604
Recently Sold
0.14
$4,609,300
6
5.5
5,073
Off Market
0.14
$2,250,000
5
3
3,545
Recently Sold
0.13
$2,238,700
4
3.5
3,398
Off Market
0.14
$3,500,000
6
6.5
5,996
Recently Sold

Local Information

  • Map ViewExplore the area around 8 Chester Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1957
0.52 acre lot
4,600 sqft
$769/sqft

About this House

Stunning Greenhaven home Renovated from Top to bottom in 2007 and thoughtfully expanded to in 2017!! Sunny bright and spacious this home has it everything from the Living Room with custom built-ins and fireplace, to the Formal DR w/ doors to slate patio to the Magnificent Oversized Chefs Kitchen with stainless steel appliances, an amazing island for prep and a sitting area all right next to the welcoming family room!! The Brand New Master Suite addition is state of the art with walk in closets, Spa Like Master Bathroom and a private office. Just as Fabulous as the inside is the outside entertaining space with the brand new slate patio and the Oversized Park Like Backyard!
8 Chester Dr, Rye, NY 10580 is a 5 bedroom, 5 bathroom, 4,600 sqft single-family home in Greenhaven, built in 1957. It last sold for $2,075,000 on Jun 25, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,535,500.

Home Details for 8 Chester Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1.5
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.52 acres

Price and Tax history

DateEventPrice
Jun 25, 2018
Source: OneKeyยฎ MLS as distributed by MLS GRID #H4808039
Sold
$2,075,000
Mar 29, 2018
Source: Agent Provided
Pending
$2,075,000
Mar 1, 2018
Source: Agent Provided
Listed For Sale
$2,075,000
Jul 29, 2015
Source: OneKeyยฎ MLS as distributed by MLS GRID #H4513840
Sold
$1,750,000
Apr 22, 2015
Source: Agent Provided
ListingRemoved
$1,695,000

Market trends in Rye

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.43M
$54.17K
MoM
Sale-to-List Price
โ€”
Price per sq ft
$774
$32
MoM
Available listings
32
9
MoM

Around this home

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 8 Chester Dr

  • What is 8 Chester Dr estimated to be worth?
    Trulia's estimated value for 8 Chester Dr in Rye, NY is $3,535,500.
  • What is the price history for 8 Chester Dr?
    8 Chester Dr in Rye, NY last sold for $2,075,000 in June 2018.
  • 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 $2.43M. That is up $54.17K from the prior month.
  • How big is the lot at 8 Chester Dr?
    The lot at 8 Chester Dr in Rye, NY is about 0.52 acres (22,642 sq ft).

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