Off market aug 2020 for $3.8M

$5,558,240

Est. refi paymentEst. refi $29,515/mo

•

5,695

sq ft

77 Hillside Rd, Rye, NY 10580

About this home

Retreat, grace, character, sanctuary are words to capture the essence of this admired Rye home. It is set on nearly an acre with a 54' pool & restored carriage house which provides an escape for an office, entertainment, fitness and wellness, or a retreat for extended stay guests. This architecturally significant, fully restored & expanded grand 1884 home has long been admired by passersby. Located in one of Rye’s most admired neighborhoods, it offers an easy walk to town & train, with Whole Foods & other shops around the corner. The idyllic drive shaded by two old maples draws you in to the front entrance. The classic porch with all original details, is a favorite hang-out for early morning coffee. Situated on one of the highest points in Rye, there is often a gentle breeze even when it’s hot & sultry in town. The back garden oasis is an unexpected & welcoming surprise, a touch of East Hampton in Rye. The pool with large pergola, vegetable garden, & stunning landscaping that would take decades to cultivate, adorn the yard. Outdoor dinners in this tranquil setting are simply magical, enhanced by vibrant sunsets from this elevated perch. A home like this does not come to market often. The owners have stewarded this magnificent home for three decades & have been rewarded with priceless memories.

Single-familyProperty Type

1884Year Built

0.85 acresLot Size

$976Est. Price/Sq.Ft.

Listing by Kimberly Arenas • Compass Greater NY, LLC

Bought with Lisa Murphy • Houlihan Lawrence Inc.

Redfin checked: a few seconds ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6052324

Redfin Estimate

$5,558,240

$1.8M since sold in August 2020$14K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 45.6% higher than the average sale price ($3.82M) 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 AUG 28, 2026
$5,250,000
D
5 beds3.5 baths5,156 sq ft
4 Martin Rd, Rye, NY 10580
Listing by Compass Greater NY, LLC
SOLD DEC 19, 2025
$4,450,000
E
6 beds4.5 baths4,973 sq ft
11 Billington Ct, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
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

$2,571,112

Est. take-home

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Refinance

Est. cash available

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Rent

$4,593/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 77 Hillside Rd

Year

Property tax

Land + Additions

Assessment*

2026

$64,653 (+2.5%)

$8,800 + $42,200

$51,000

2025

$63,048 (+3.3%)

$8,800 + $42,200

$51,000

2024

$61,011 (+7.5%)

$8,800 + $42,200

$51,000

2023

$56,767 (+1.3%)

$8,800 + $42,200

$51,000

2022

$56,043 (+0.3%)

$8,800 + $42,200

$51,000

2021

$55,876 (+1.2%)

$8,800 + $42,200

$51,000

2020

$55,195 (+146.1%)

$8,800 + $42,200

$51,000

2019

$22,430

$8,800 + $42,200

$51,000

2018

$8,800 + $42,200

$51,000

2017

$8,800 + $42,200

$51,000

2016

$8,800 + $42,200

$51,000

2014

$8,800 + $42,200

$51,000

2013

$8,800 + $42,200

$51,000

2012

$8,800 + $42,200

$51,000

2011

$8,800 + $42,200

$51,000

2010

$8,800 + $42,200

$51,000

2009

$8,800 + $42,200

$51,000

2008

$8,800 + $42,200

$51,000

Tax history for 77 Hillside Rd

Year

Property tax

Land + Additions

Assessment*

2026

$64,653 (+2.5%)

$8,800 + $42,200

$51,000

2025

$63,048 (+3.3%)

$8,800 + $42,200

$51,000

2024

$61,011 (+7.5%)

$8,800 + $42,200

$51,000

2023

$56,767 (+1.3%)

$8,800 + $42,200

$51,000

2022

$56,043 (+0.3%)

$8,800 + $42,200

$51,000

2021

$55,876 (+1.2%)

$8,800 + $42,200

$51,000

2020

$55,195 (+146.1%)

$8,800 + $42,200

$51,000

2019

$22,430

$8,800 + $42,200

$51,000

2018

$8,800 + $42,200

$51,000

2017

$8,800 + $42,200

$51,000

2016

$8,800 + $42,200

$51,000

2014

$8,800 + $42,200

$51,000

2013

$8,800 + $42,200

$51,000

2012

$8,800 + $42,200

$51,000

2011

$8,800 + $42,200

$51,000

2010

$8,800 + $42,200

$51,000

2009

$8,800 + $42,200

$51,000

2008

$8,800 + $42,200

$51,000

*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

3.5

Stories

—

Lot width

—

Lot depth

—

Lot size

0.82 Acres

Year renovated

—

Sq. Ft.

3,898

Year built

1884

Style

Single Family Residential

County

Westchester County

APN

551400A13901500010170000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

Property details

Parking

Parking Information
Parking Features: Driveway

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 2

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

Interior Features
Interior Features: Primary Bathroom
Appliances: Tankless Water Heater
Levels: Three Or More
Patio And Porch Features: Porch

Room Information
Basement YN: Yes
Attic: Pull Stairs
Rooms Total: 13
Basement: Unfinished

Bathroom Information
Bathrooms Full: 4
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Frame
Other Structures: Barn(s), Workshop
Waterfront YN: No

Pool Information
Pool Features: In Ground

Lot Information
Lot Features: Corner Lot, Near Public Transit, Near School, Near Shops

Property Information
Stories: 3
Living Area Source: Other
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2019
Tax Source: Municipality
Tax Annual Amount: $54,575

Financial Information
Buyer Financing: Cash

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
County Or Parish: Westchester County

Public facts

Beds: 6
Baths: 3.5
Sq. Ft.: 3,898
Stories: —
Lot Size: 0.82 acres
Style: Single Family Residential
Year Built: 1884
Year Renovated: —
County: Westchester County
APN: 551400A13901500010170000000

Home facts updated by county records on Sep 25, 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

$5.28M – $6.39M

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New listings for sale in 10580

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.

Home values near 77 Hillside Rd

Data from public records.

Address	Redfin Estimate
50 Hillside Rd, Rye, NY 6 Beds \| 5.5 Baths \| 5020 Sq. Ft.	$4,806,694
86 Hillside Rd, Rye, NY 3 Beds \| 1.5 Baths \| 1594 Sq. Ft.	$1,388,492

Address	Redfin Estimate
72 Hillside Rd, Rye, NY 6 Beds \| 5 Baths \| 5712 Sq. Ft.	$5,423,765
81 Hillside Rd, Rye, NY 5 Beds \| 4 Baths \| 5561 Sq. Ft.	$4,063,901

Address	Redfin Estimate
55 Hillside Rd, Rye, NY 6 Beds \| 5.5 Baths \| 4834 Sq. Ft.	$5,415,522
89 Hillside Rd, Rye, NY 5 Beds \| 4 Baths \| 4815 Sq. Ft.	$3,162,284

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2020. This data may not match . Learn more.

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