5 Pilgrim Rd, Rye, NY 10580
Property image
Property image
OFF MARKET

5 Pilgrim Rd
Rye, NY 10580

  • 6 Beds
  • 5.5 Baths
  • 5,462 sqft (on 0.96 acres)

$2,917,700

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $18,661/mo*
Refinance Your Home

$2,917,700

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $18,661/mo*
Refinance Your Home
6 Beds
5.5 Baths
5,462 sqft
(on 0.96 acres)

Home Value

Trulia Estimate
$2.92M
Since last month
Increased$39K (+1.4%)
Since last year
Increased$379K (+14.9%)
Since last sale
Increased$1M (+64.4%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$2.92M
July 2026$2.88M
June 2026$2.87M
May 2026$2.78M
April 2026$2.66M
March 2026$2.66M
February 2026$2.65M
January 2026$2.63M
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
414 Polly Park Rd, Rye, NY
0.09
Single-Family Home
$999,800
02/27/26
5
5.5
5,565
205 Polly Pk Road, Rye, NY
0.42
Single-Family Home
$3,325,000
07/31/26
5
4.5
5,887
17 Pilgrim Road, Rye, NY
0.16
Single-Family Home
$3,973,000
10/01/25
5
5.5
6,473
26 GRISWOLD Road, Rye, NY
0.46
Single-Family Home
$4,300,000
09/10/25
5
5
6,545
527 Purchase Street, Rye, NY
0.67
Single-Family Home
$2,050,000
06/03/26
4
4.5
3,895
3 Brook View Lane, Rye, NY
0.63
Single-Family Home
$4,100,000
02/19/26
6
6.5
10,697
75 Kenilworth Road, Rye, NY
0.69
Single-Family Home
$2,096,000
11/25/25
8
6
9,711
14 Lakeside Drive, Rye, NY
0.93
Single-Family Home
$2,400,000
04/07/26
5
8
6,629
1 Polly Pk Road, RYE, NY
1.16
Single-Family Home
$2,100,000
09/26/25
5
5.5
5,789
35 Seville Avenue, Rye, NY
0.94
Single-Family Home
$3,587,500
01/09/26
5
5.5
4,283

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
2 Puritan Road, Rye, NY 10580
0.05
$3,350,100
4
3
4,886
Off Market
7 PURITAN Road, Rye, NY 10580
0.16
$5,707,500
6
7.5
9,923
Off Market
17 Pilgrim Road, Rye, NY 10580
0.16
$4,282,300
5
5.5
6,473
Off Market
15 Rockledge Road, Rye, NY 10580
0.22
$1,650,000
-
-
-
For Sale
17 Puritan Road, Rye, NY 10580
0.30
$1,951,900
6
4.5
3,757
Off Market
16 Plymouth Road, Rye, NY 10580
0.31
$2,932,200
4
4
5,659
Off Market
7 Belmont Avenue, Rye, NY 10580
0.36
$3,443,200
4
4.5
4,448
Off Market
600 Polly Park Road, Rye, NY 10580
0.37
$2,151,500
4
3.5
3,215
Off Market
205 Polly Pk Road, Rye, NY 10580
0.42
$3,325,000
5
4.5
5,887
Recently Sold
26 GRISWOLD Road, Rye, NY 10580
0.46
$4,634,000
5
5
6,545
Off Market
621 Purchase Street, Rye, NY 10580
0.46
$1,887,900
4
3.5
3,735
Off Market
165 Polly Park Road, Rye, NY 10580
0.49
$2,542,900
6
4.5
4,674
Off Market

Local Information

  • Map ViewExplore the area around 5 Pilgrim Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1977
Lot Size
0.96 acres
Living Area
5,462 sqft
Price/Sqft
$534
Parking
Garage

About this House

Stunning MODERN open concept one floor living on prime Rye cul de sac offering uber convenient locale. This modern design takes full advantage of its gorgeous, private near one acre grounds with walls of glass out to the rear deck accessed from all rear facing rooms. Step down to a gorgeous free form in-ground, heated pool with Bluestone patios and pool cabana, ideal for entertaining with summer kitchen and full bath. Six bedrooms with a master suite, plus four additional bedrooms on the first level. The second floor offers a private guest suite with sitting area. Dramatic library off the master suite is accessed from main hall and has cathedral ceilings, walls of glass and walls of floor to ceiling bookshelves as well as fireplace and wet bar. Lower level offers amazing finished space (additional approximate 650 square feet) ideal for a gym, wine plus tremendous unfinished space for multipurpose use! Attached 3-car garage. A spectacular setting lets you feel like you are on a vacation retreat year round. Move in for summer and entertain poolside.
5 Pilgrim Rd, Rye, NY 10580 is a 6 bedroom, 6 bathroom, 5,462 sqft single-family home built in 1977. It last sold for $1,775,000 on Aug 14, 2019. It is currently off market. The Trulia Estimate is $2,917,700, with a rent estimate of $15,260/month.

Home Details for 5 Pilgrim Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 11Ceiling Fan
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1977
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Exterior Features

Exterior Home Features
Exterior: Wood
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.96 acres

Price and Tax history

DateEventPrice
Aug 14, 2019
Source: OneKey® MLS as distributed by MLS GRID #H4948961
Sold
$1,775,000
Aug 2, 2019
Source: Agent Provided
Pending
$1,899,000
Jun 13, 2019
Source: Agent Provided
Listed For Sale
$1,899,000
Oct 19, 2018
Source: OneKey® MLS as distributed by MLS GRID #H4810387
Sold
$2,150,000
Jul 31, 2018
Source: Agent Provided
Pending
$2,295,000

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 5 Pilgrim Rd

  • What is 5 Pilgrim Rd estimated to be worth?
    Trulia's estimated value for 5 Pilgrim Rd in Rye, NY is $2,917,700.
  • What is the price history for 5 Pilgrim Rd?
    5 Pilgrim Rd in Rye, NY last sold for $1,775,000 in August 2019.
  • 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 5 Pilgrim Rd have air conditioning?
    Yes, 5 Pilgrim Rd in Rye, NY has air conditioning.
  • Does 5 Pilgrim Rd have a pool?
    Yes, 5 Pilgrim Rd in Rye, NY has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

12 rentals with an outdoor space in Rye, NY

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Off Market Homes Near 5 Pilgrim Rd

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