Off market jul 2022 for $4M

$4,806,694

Est. refi paymentEst. refi $8,538/mo

•

5,020

sq ft

50 Hillside Rd, Rye, NY 10580

About this home

50 Hillside is truly a rare opportunity like no other! Set on a total of 1.27 acres in the coveted Rye Park neighborhood, this renovated handsome stone Colonial home is set on .77 acres, with approximately 5000 square feet including 6 bedrooms and 4.1 baths and includes a separate adjacent .50 acre building lot (aka 14 Evergreen). So conveniently located just a short walk to Rye Country Day School, downtown Rye shops and restaurants, Metro North trains, and clubs, this sun drenched home was thoughtfully updated and expanded to meet every need of today's modern family. Original architectural details including beautiful moldings, hardwood floors, built-in cabinetry and three fireplaces easily meld with contemporary lighting, new windows and doors, and an incredible flow. 50 Hillside is an entertainer's dream, whether throwing an Oscars viewing party for 10, a holiday party for 150 or a child's birthday party for 20, the home features wonderful entertaining flow inside and out with rooms easily flowing from one to another and multiple doors opening to terraces and the 1/2 acre side yard. And did I mention the sunsets? This property is not to be missed! Fully available! Additional Information: Amenities:Dressing Area,Marble Bath,ParkingFeatures:2 Car Detached,

Single-familyProperty Type

1922Year Built

1.27 acresLot Size

$958Est. Price/Sq.Ft.

2 spacesParking

Listing by Lisa Murphy • Houlihan Lawrence Inc.

Bought with Michael McCooey • Compass Greater NY, LLC

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6148693

Redfin Estimate

$4,806,694

$732K since sold in July 2022$87K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 39.6% higher than the average sale price ($3.44M) of 6 comparable homes.

SOLD SEP 21, 2026
$2,550,000
A
5 beds4.5 baths5,423 sq ft
3 Lakeside Dr, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
SOLD MAY 29, 2026
$3,450,000
B
5 beds4.5 baths4,612 sq ft
18 Lakeside Dr, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
SOLD AUG 14, 2026
$4,300,000
C
5 beds5.5 baths6,282 sq ft
365 Grace Church St, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
SOLD SEP 15, 2026
$4,250,000
D
6 beds4.5 baths3,914 sq ft
21 Loder St, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
SOLD JUL 6, 2026
$3,200,000
E
6 beds5.5 baths3,902 sq ft
40 Mendota Ave, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
SOLD JUN 15, 2026
$2,906,024
F
4 beds4.5 baths3,608 sq ft
1 Oneida St, Rye, NY 10580
Listing by Houlihan Lawrence Inc.

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Earn from this home

Sell

$1,534,705

Est. take-home

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Refinance

Est. cash available

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Rent

$4,638/mo

Redfin rental estimate

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Market trends in 10580, NY

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

107.7%

+1.2% MoM

Median sale price

$3.0M

$24K MoM

Avg. days on market

14d

1 days MoM

Recently sold homes

9 MoM

New listings for sale

OPEN SAT, 1PM TO 3PM
$2,095,000
4 beds3.5 baths2,420 sq ft
29 Overlook Pl, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
FOR SALE BY OWNER
$695,000
— beds— baths— sq ft
66 Milton Rd, Rye, NY 10580
OPEN SAT, 1PM TO 3PM
$924,000
2 beds2.5 baths1,579 sq ft
599 Midland Unit 3-9, Rye, NY 10580
Listing by Compass Greater NY, LLC
$355,000
1 bed1 bath800 sq ft
66 Milton Rd Unit D43, Rye, NY 10580
Listing by Compass Greater NY, LLC
$3,595,000
5 beds4.5 baths4,352 sq ft
65 Greenhaven Rd, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
$1,299,000
3 beds2 baths1,624 sq ft
3 Garden Dr, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
See all

Provided by Redfin

Sale history for 50 Hillside Rd

Year

Property tax

Land + Additions

Assessment*

2026

$57,966 (+2.5%)

$8,250 + $37,475

$45,725

2025

$56,527 (+3.3%)

$8,250 + $37,475

$45,725

2024

$54,701 (+5.0%)

$8,250 + $37,475

$45,725

2023

$52,092 (+1.3%)

$8,250 + $37,475

$45,725

2022

$51,427 (+0.3%)

$8,250 + $38,550

$46,800

2021

$51,275 (+1.2%)

$8,250 + $38,550

$46,800

2020

$50,649 (+126.7%)

$8,250 + $38,550

$46,800

2019

$22,342

$8,250 + $42,550

$50,800

2018

$8,250 + $42,550

$50,800

2017

$8,250 + $42,550

$50,800

2016

$8,250 + $42,550

$50,800

2014

$8,250 + $42,550

$50,800

2013

$8,250 + $42,550

$50,800

2012

$8,250 + $42,550

$50,800

2011

$8,250 + $42,550

$50,800

2010

$8,250 + $42,550

$50,800

2009

$8,250 + $42,550

$50,800

2008

$8,250 + $42,550

$50,800

Tax history for 50 Hillside Rd

Year

Property tax

Land + Additions

Assessment*

2026

$57,966 (+2.5%)

$8,250 + $37,475

$45,725

2025

$56,527 (+3.3%)

$8,250 + $37,475

$45,725

2024

$54,701 (+5.0%)

$8,250 + $37,475

$45,725

2023

$52,092 (+1.3%)

$8,250 + $37,475

$45,725

2022

$51,427 (+0.3%)

$8,250 + $38,550

$46,800

2021

$51,275 (+1.2%)

$8,250 + $38,550

$46,800

2020

$50,649 (+126.7%)

$8,250 + $38,550

$46,800

2019

$22,342

$8,250 + $42,550

$50,800

2018

$8,250 + $42,550

$50,800

2017

$8,250 + $42,550

$50,800

2016

$8,250 + $42,550

$50,800

2014

$8,250 + $42,550

$50,800

2013

$8,250 + $42,550

$50,800

2012

$8,250 + $42,550

$50,800

2011

$8,250 + $42,550

$50,800

2010

$8,250 + $42,550

$50,800

2009

$8,250 + $42,550

$50,800

2008

$8,250 + $42,550

$50,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

5.5

Stories

Lot width

—

Lot depth

—

Lot size

55,321

Year renovated

—

Sq. Ft.

5,020

Year built

1922

Style

Single Family Residential

County

Westchester County

APN

551400A13901900030210010000

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

Green

Last updated by owner on Mar 4, 2026.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Detached

Interior

Virtual Tour Information

Fireplace Information
Has Fireplace
Fireplaces Total: 3

Heating & Cooling
Cooling: Central Air
Heating: Forced Air, Natural Gas

Interior Features
Interior Features: Cathedral Ceiling(s),Chefs Kitchen,Eat-in Kitchen,Entrance Foyer,Formal Dining,Granite Counters,Primary Bathroom,Open Kitchen,Pantry,Walk-In Closet(s)
Appliances: Gas Water Heater
Flooring: Hardwood
Levels: Three Or More

Room Information
Basement YN: Yes
Attic: Finished,Scuttle
Rooms Total: 14
Basement: Full
Additional Rooms: Library/Den

Bathroom Information
Bathrooms Full: 4
Bathrooms Half: 1

Exterior

Exterior Features
Exterior Features: Balcony, Juliet Balcony
Construction Materials: Frame, Stone
Security Features: Security System
Waterfront YN: No

Lot Information
Additional Parcels YN: Yes
Lot Features: Near Public Transit, Near Shops, Sprinklers In Front, Sprinklers In Rear

Property Information
Stories: 3
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2022
Tax Source: Municipality
Tax Annual Amount: $59,214

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Con-Edison
Sewer: Public Sewer
Utilities: Trash Collection Public

Location

School Information
Elementary School: Midland
Middle Or Junior School: Rye Middle School
High School: Rye High School
High School District: Rye City

Location Information
Directions: Purchase Street to Hillside Road to #50 on the right side
County Or Parish: Westchester County

Public facts

Beds: 6
Baths: 5.5
Sq. Ft.: 5,020
Stories: —
Parking Spaces: 2
Basement: Yes
Accessible: No
Lot Size: 1.27 acres
Style: Single Family Residential
Year Built: 1922
Year Renovated: —
County: Westchester County
APN: 551400A13901900030210010000
HOA Dues: —
Garage: Yes
Features: Green

Home facts updated by owner on Mar 4, 2026

Around this home

Schools

Midland School

Public K-5 • Assigned • 1.0mi

9/10

Rye Middle School

Public 6-8 • Assigned • 1.3mi

7/10

Rye High School

Public 9-12 • Assigned • 1.3mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 98° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Rye, NY • 10580

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$4.57M – $5.53M

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OPEN SAT, 1PM TO 3PM

$2,095,000

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Listing by Houlihan Lawrence Inc.

FOR SALE BY OWNER

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OPEN SAT, 1PM TO 3PM

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Home values near 50 Hillside Rd

Data from public records.

Address	Redfin Estimate
20 Hillside Rd, Rye, NY 8 Beds \| 2.5 Baths \| 3898 Sq. Ft.	$1,567,053
17 Hillside Rd, Rye, NY 6 Beds \| 5.5 Baths \| 5315 Sq. Ft.	$4,150,622

Address	Redfin Estimate
72 Hillside Rd, Rye, NY 6 Beds \| 5 Baths \| 5712 Sq. Ft.	$5,423,765
18 Hillside Rd, Rye, NY 5 Beds \| 5.5 Baths \| 4312 Sq. Ft.	$3,189,708

Address	Redfin Estimate
55 Hillside Rd, Rye, NY 6 Beds \| 5.5 Baths \| 4834 Sq. Ft.	$5,415,522
77 Hillside Rd, Rye, NY 5 Beds \| 4.5 Baths \| 5695 Sq. Ft.	$5,558,240

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2022. This data may not show owner updates. Learn more.

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