5 Pilgrim Rd, Rye, NY 10580
OFF MARKET

5 Pilgrim Rd
Rye, NY 10580

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

$2,788,100

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $17,341/mo*
Refinance Your Home

$2,788,100

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $17,341/mo*
Refinance Your Home
6 Beds
5.5 Baths
5,462 sqft
(on 0.96 acres)

Local Information

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

Description

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.
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.

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 5 Pilgrim Rd

DatePriceEventSource
08/14/2019$1,775,000Sold
OneKey® MLS as distributed by MLS GRID #H4948961
08/02/2019$1,899,000PendingAgent Provided
06/13/2019$1,899,000Listed For SaleAgent Provided
10/19/2018$2,150,000Sold
OneKey® MLS as distributed by MLS GRID #H4810387
07/31/2018$2,295,000PendingAgent Provided
04/12/2018$2,295,000Listed For SaleAgent Provided
03/09/2018$2,495,000ListingRemovedAgent Provided
03/05/2018$2,495,000Listed For SaleAgent Provided
11/30/2017$2,495,000ListingRemovedAgent Provided
09/05/2017$2,495,000Listed For SaleAgent Provided
06/02/2017$2,495,000ListingRemovedAgent Provided
04/21/2017$2,495,000Listed For SaleAgent Provided
08/22/2002$1,875,000Sold
N/A
04/16/2002$1,875,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$22,800
Home facts updated by county records

Comparable Sales for 5 Pilgrim Rd

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
17 Puritan Road, Rye, NY
0.30
Single-Family Home
$1,800,000
08/07/25
6
4.5
3,757
2 Puritan Road, Rye, NY
0.05
Single-Family Home
$3,070,000
06/13/25
4
3
4,886
165 Polly Park Road, Rye, NY
0.49
Single-Family Home
$2,325,000
05/30/25
6
4.5
4,674
17 Pilgrim Road, Rye, NY
0.16
Single-Family Home
$3,973,000
10/01/25
5
5.5
6,473
472 Purchase Street, Rye, NY
0.77
Single-Family Home
$2,856,651
07/17/25
6
4.5
5,243
10 Kenilworth Lane, Rye, NY
0.55
Single-Family Home
$2,056,000
06/27/25
4
3.5
3,692
67 Wendover Road, Rye, NY
0.85
Single-Family Home
$1,840,000
07/30/25
4
4.5
3,828
26 GRISWOLD Road, Rye, NY
0.46
Single-Family Home
$4,300,000
09/10/25
5
5
6,545
16 Seville Avenue, Rye, NY
0.97
Single-Family Home
$3,249,000
08/13/25
6
5
5,549

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Pilgrim Rd.
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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

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
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  • Dbenzanava
    "Dogs owners would like it very much. There are special Dog bakeries & pet shops catering to your pet. "
    0
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  • 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
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  • Ltifdle
    "Right now my commute is down the staircase. Otherwise very convenient to all highways (i287, hutch, i95) and trains to city."
    0
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  • 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
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  • 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
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  • 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
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5 Pilgrim Rd, Rye, NY 10580 is a 6 bedroom, 6 bathroom, 5,462 sqft single-family home built in 1977. This property is not currently available for sale. 5 Pilgrim Rd was last sold on Aug 14, 2019 for $1,775,000. The current Trulia Estimate for 5 Pilgrim Rd is $2,788,100.