20 Hillside Pl, Rye, NY 10580
OFF MARKET

20 Hillside Pl
Rye, NY 10580

  • 5 Beds
  • 3.5 Baths
  • 3,668 sqft

$2,978,400

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $18,411/mo*

$2,978,400

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $18,411/mo*
5 Beds
3.5 Baths
3,668 sqft

Local Information

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

Description

Walk to beach and park from this crisp Rye Colonial located on a quiet tree lined street on Milton Point! Built in 2014 by a well known local builder, this five bedroom home features a fabulous layout for today's living with beautiful millwork and all of the modern conveniences. Stroll to award winning Milton School from this "move in ready" home with high ceilings throughout. The sunny kitchen/family room space with fireplace is the heart of the home, offering Carrera marble island and countertops, premier Viking appliances and access to partially covered private deck and fenced yard. The walkout lower level is an incredible space with a large playroom area with a dramatic tray ceiling detail, convenient guest bedroom (currently used as an office), bath and laundry room. 1170 lower level SF included in total. River birch trees line the perimeter of the yard offering privacy and shade in warm weather. Just unpack and enjoy Rye at its best from this quality home and location!
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
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 20 Hillside Pl

Interior Features

Heating & Cooling
Heating: Other, OtherCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Interior Details
Number of Rooms: 11
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2014
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 7840 sqft

Price History for 20 Hillside Pl

DatePriceEventSource
03/23/2020$1,880,000Sold
OneKey® MLS as distributed by MLS GRID #H6004426
02/03/2020$1,925,000PendingAgent Provided
01/16/2020$1,925,000Listed For SaleAgent Provided
02/18/2014$1,895,000Sold
OneKey® MLS as distributed by MLS GRID #H3301683
11/14/2013$1,895,000Listed For SaleAgent Provided
06/24/2013$1,985,000ListingRemovedAgent Provided
01/22/2013$1,985,000Listed For SaleAgent Provided
09/18/2012$860,000Sold
OneKey® MLS as distributed by MLS GRID #H3222030
07/13/2012$869,000Listed For SaleAgent Provided
05/08/1997$250,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$30,100
Home facts updated by county records

Comparable Sales for 20 Hillside Pl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.22
Single-Family Home
$2,450,000
08/27/25
4
3.5
3,517
0.29
Single-Family Home
$3,495,000
01/21/26
5
4.5
4,064
0.31
Single-Family Home
$1,400,000
10/23/25
5
4.5
3,686
0.39
Single-Family Home
$2,500,000
06/02/25
4
3
2,394
0.48
Single-Family Home
$1,755,000
06/19/25
6
5.5
6,024
0.16
Single-Family Home
$1,214,000
08/04/25
3
2.5
2,160
0.29
Single-Family Home
$1,539,000
07/23/25
4
3
2,321
0.50
Single-Family Home
$2,750,000
09/15/25
5
5
3,354
0.26
Single-Family Home
$1,675,000
10/24/25
3
1.5
2,006
0.33
Single-Family Home
$1,836,000
07/02/25
3
2.5
1,976

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Hillside Pl.
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"
  • Dbenzanava
    "Dogs owners would like it very much. There are special Dog bakeries & pet shops catering to your pet. "
  • Brianrollins1959
    "When we walk our dog.There is always someone else walking their dog.Every one usually picks up after their dog "
  • 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 "
  • Felix Vazquez Jr
    "They send helpful information in the mailbox which allows us to find events that are happening in the town"
  • Trulia User
    "Very kid friendly - just note it’s not the Rye school system. Nice walking area around the Neightborhood"
  • Patricia I.
    "Halloween window displays on Puchase street by the school children. Christmas street fair on Purchase st."
  • Nickalvarez4
    "7 minutes to metro north. Good parking at train station. Trains on schedule. 37 min train ride in to Grand Central."
  • Ltifdle
    "Right now my commute is down the staircase. Otherwise very convenient to all highways (i287, hutch, i95) and trains to city."
  • 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."
  • 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 "
  • Rosemary
    "Green community lots of parks great schools. Nice main avenue luxury shopping. Bistro restaurants. Some Catholic Church around. "
  • 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. "
  • Manonbartels2008
    "Short and easy, fast commute. Plenty of trains, on time and easy access. Parking at station is hard due to permit wait list."
  • Fernando
    "I love Rye. It is a very quiet and peaceful neighborhood. the place is nice with good restaurants. "
  • Trulia User
    "Rye has Metro North station with direct access to city. Also there are 2 major highways with 4 exits in Rye."
  • 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. "
  • 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."
  • Michael C.
    "Extremely beautiful every season. Very quiet, family friendly to a fault. Winding roads assure privacy and security. "
  • Lriddle
    "My neighborhood is convenient to Westchester county, greenwich / Stamford by car and or nyc by train."
  • 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. "
  • Lriddle
    "Storybook Main Street with shops and restaurants. Very convenient commuting to work opportunities in Westchester, Connecticut and nyc."
  • 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."
  • Contessa1313
    "Best of all possible areas for schools, trains, buses, walking, bicyling, water sports, gardening,etc."

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20 Hillside Pl, Rye, NY 10580 is a 5 bedroom, 4 bathroom, 3,668 sqft single-family home built in 2014. This property is not currently available for sale. 20 Hillside Pl was last sold on Mar 23, 2020 for $1,880,000. The current Trulia Estimate for 20 Hillside Pl is $2,978,400.