20 Hillside Rd, Rye, NY 10580
OFF MARKET

20 Hillside Rd
Rye, NY 10580

  • 8 Beds
  • 2 Baths
  • 3,898 sqft (on 0.41 acres)

$1,654,300

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $10,259/mo*
Refinance Your Home

$1,654,300

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $10,259/mo*
Refinance Your Home
8 Beds
2 Baths
3,898 sqft
(on 0.41 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This multi-family home is located at 20 Hillside Rd, Rye, NY. 20 Hillside Rd is in Rye, NY and in ZIP code 10580. This property has 8 bedrooms, 2 bathrooms and approximately 3,898 sqft of floor space. This property has a lot size of 0.41 acres and was built in 1980.
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
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 20 Hillside Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: Multi FamilyArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 2

Lot Information

Lot Area: 0.41 acres

Price History for 20 Hillside Rd

DatePriceEventSource
04/14/1997$225,000Sold
N/A
01/19/1995$50,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$19,300
Home facts updated by county records

Comparable Sales for 20 Hillside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
236 Purchase St, Rye, NY
0.12
Multi-Family Home
$1,630,000
03/30/26
5
3
3,307
260 Purchase St, Rye, NY
0.06
Multi-Family Home
$850,000
12/22/25
2
1
1,797
97 Inwood Avenue, Port Chester, NY
0.53
Multi-Family Home
$950,000
08/29/25
6
3
3,780
130 Spring Street, Port Chester, NY
0.79
Multi-Family Home
$1,045,000
02/03/26
6
2
3,648
6 Wyman St, Rye Brook, NY
0.48
Multi-Family Home
$542,713
06/05/25
3
2
1,540
244 SOUTH RIDGE Street, Port Chester, NY
0.61
Multi-Family Home
$960,000
12/24/25
6
3
2,925
72 Orchard Avenue, Rye, NY
0.77
Multi-Family Home
$1,150,000
08/20/25
5
2
2,634
19 Westview Avenue, Rye Brook, NY
0.56
Multi-Family Home
$925,000
09/19/25
5
4
2,419
33 Alto Avenue, Port Chester, NY
1.02
Multi-Family Home
$950,000
12/02/25
4
2
3,631
22 Olivia Street, Port Chester, NY
0.79
Multi-Family Home
$835,000
09/11/25
5
2
2,252

Assigned Schools

These are the assigned schools for 20 Hillside Rd.
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 kids play outside

  • 81 % Say yards are well-kept

  • 80 % Say people would walk alone at night

  • 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

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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Off Market Homes Near 20 Hillside Rd

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Explore by feature

20 Hillside Rd, Rye, NY 10580 is a 8 bedroom, 2 bathroom, 3,898 sqft multi-family built in 1980. This property is not currently available for sale. 20 Hillside Rd was last sold on Apr 14, 1997 for $225,000. The current Trulia Estimate for 20 Hillside Rd is $1,654,300.