21 John Jay Pl, Rye, NY 10580
OFF MARKET

21 John Jay Pl
Rye, NY 10580

  • 6 Beds
  • 5 Baths
  • 4,442 sqft (on 0.74 acres)

$2,966,300

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $18,506/mo*
Refinance Your Home

$2,966,300

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $18,506/mo*
Refinance Your Home
6 Beds
5 Baths
4,442 sqft
(on 0.74 acres)

Local Information

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

Description

This classic Colonial checks all of the boxes in the desirable Greenhaven area of Rye & sited on a quiet cul-de-sac. This impeccably renovated home offers a perfect floorplan featuring a chef's kitchen with a walk-in-pantry that opens to the expansive three-quarter of an acre fenced-in backyard. The three-car attached heated garage attaches to the mudroom, providing excellent access to the home's main kitchen/living area. Off the kitchen is a large family room that opens to a screened-in patio, perfect for indoor/outdoor living. The well-appointed living and dining rooms flank the pretty entryway to this center hall Colonial. All six bedrooms are located on the second floor, three with en-suite bathrooms. A back staircase provides privacy for a home office, au-pair suite, or guest quarters. The primary suite boasts a large walk-in closet and a beautiful bathroom. Don't miss your opportunity to live in this beautiful home.
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
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 21 John Jay Pl

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 10Types of Rooms: Walk In Closet, Dining Room
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.74 acres

Price History for 21 John Jay Pl

DatePriceEventSource
06/07/2023ListingRemovedZillow Rentals
05/21/2023$13,000Listed For RentZillow Rentals
05/27/2020$1,957,500Sold
OneKey® MLS as distributed by MLS GRID #H6005045
03/25/2020$1,995,000PendingAgent Provided
03/25/2020$1,995,000Listed For SaleAgent Provided
02/12/2020$1,995,000ListingRemovedAgent Provided
02/12/2020$1,995,000PendingAgent Provided
01/17/2020$1,995,000Listed For SaleAgent Provided
07/03/2019$1,950,000ListingRemovedAgent Provided
06/19/2019$1,950,000PriceChange
Agent Provided
03/11/2019$2,222,000Listed For SaleAgent Provided
11/20/2018$2,395,000ListingRemovedAgent Provided
10/23/2018$2,395,000PriceChange
Agent Provided
04/12/2018$2,495,000Listed For SaleAgent Provided
02/14/2018$2,495,000ListingRemovedAgent Provided
01/05/2018$2,495,000PriceChange
Agent Provided
10/26/2017$2,595,000Listed For SaleAgent Provided
11/03/2014$2,150,000Sold
OneKey® MLS as distributed by MLS GRID #H3402770
02/28/2014$2,195,000ListingRemovedAgent Provided
02/04/2014$2,195,000Listed For SaleAgent Provided
12/27/2004$1,500,000Sold
N/A
09/20/2004$1,500,000Sold
N/A
07/15/1999$1,250,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$31,320
Home facts updated by county records

Comparable Sales for 21 John Jay Pl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
37 Barlow Lane, Rye, NY
0.06
Single-Family Home
$2,250,000
05/19/26
5
3
3,545
12 Walden Lane, Rye, NY
0.44
Single-Family Home
$2,275,000
10/20/25
6
3.5
4,052
68 Greenhaven Road, Rye, NY
0.25
Single-Family Home
$2,557,000
11/04/25
5
3.5
3,388
14 Anchor Drive, Rye, NY
0.32
Single-Family Home
$1,795,000
07/24/25
4
3
3,396
1 Hannan Place, Rye, NY
0.41
Single-Family Home
$2,695,000
07/15/25
5
4.5
3,834
9 John Jay Place, Rye, NY
0.16
Single-Family Home
$1,699,000
09/01/25
3
3
3,266
4 Morris Court, Rye, NY
0.49
Single-Family Home
$3,350,000
06/16/25
5
5.5
5,308
14 Morris Court, Rye, NY
0.44
Single-Family Home
$3,775,000
07/17/25
4
5
5,200
4 Bixby Court, Rye, NY
0.46
Single-Family Home
$2,850,000
08/22/25
4
4.5
5,562
15 Bradford Avenue, Rye, NY
0.47
Single-Family Home
$4,525,000
08/12/25
6
5.5
6,960

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Assigned Schools

These are the assigned schools for 21 John Jay Pl.
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

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

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21 John Jay Pl, Rye, NY 10580 is a 6 bedroom, 5 bathroom, 4,442 sqft single-family home built in 1972. This property is not currently available for sale. 21 John Jay Pl was last sold on May 27, 2020 for $1,957,500. The current Trulia Estimate for 21 John Jay Pl is $2,966,300.