Google street view image for 105 Highland Rd, Rye, NY 10580

Off Market Jan 2018 for $4.2M

$3,404,647

Est. refi paymentEst. refi $32,336/mo

•

4.5 ba

•

3,941

sq ft

105 Highland Rd, Rye, NY 10580

About this home

105 Highland Rd is a 3,941 square foot house on a 1.04 acre lot with 5 bedrooms and 4.5 bathrooms. - it last sold on January 12, 2018 for $4,200,000. Based on Redfin's Rye data, we estimate the home's value is $3,404,647.

Single-familyProperty Type

1895Year Built

1.04 acresLot Size

$864Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,404,647

$795K since sold in January 2018$300K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.2% lower than the average sale price ($3.79M) of 6 comparable homes.

SOLD MAY 29, 2026
$3,450,000
A
5 beds4.5 baths4,612 sq ft
18 Lakeside Dr, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
SOLD JUN 15, 2026
$2,906,024
B
4 beds4.5 baths3,608 sq ft
1 Oneida St, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
SOLD JUL 6, 2026
$3,200,000
C
6 beds5.5 baths3,902 sq ft
40 Mendota Ave, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
SOLD AUG 27, 2026
$3,500,000
D
4 beds4.5 baths4,013 sq ft
30 Wainwright St, 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 AUG 28, 2026
$5,250,000
F
5 beds3.5 baths5,156 sq ft
4 Martin Rd, Rye, NY 10580
Listing by Compass Greater NY, LLC

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Earn from this home

Sell

$458,136

Est. take-home

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Est. cash available

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Rent

$4,981/mo

Redfin rental estimate

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Market trends in 10580, NY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.4%

+0.6% MoM

Median sale price

$2.9M

$234K MoM

Avg. days on market

15d

1 days MoM

Recently sold homes

16 MoM

New listings for sale

$5,595,000
6 beds6.5 baths5,851 sq ft
321 Locust Ave, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
$475,000
1 bed1.5 baths1,100 sq ft
720 Milton Rd Unit West Building, 2E, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
$2,650,000
5 beds3.5 baths2,895 sq ft
102 Florence Ave, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
$3,995,000
7 beds9 baths12,473 sq ft
7 Rockledge Rd, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
COMING SOON
$3,595,000
6 beds7 baths5,972 sq ft
69 Rye Rd, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
$4,300,000
5 beds4.5 baths4,425 sq ft
2 Westbank Rd, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
$650,000
1 bed1.5 baths1,100 sq ft
720 Milton Rd Unit N-2C, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
VIDEO TOUR
$11,000,000
8 beds6 baths8,836 sq ft
25 Hilltop Pl, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
$825,000
2 beds2.5 baths1,800 sq ft
720 Milton Rd Unit N-3D, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
3D WALKTHROUGH
$6,995,000
7 beds8.5 baths9,314 sq ft
4 Commodore Ave, Rye, NY 10580
Listing by Berkshire Hathaway HS NY Prop
See all

Provided by Redfin

Sale history for 105 Highland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,443 (−78.8%)

$15,900 + $16,000

$31,900

2022

$35,054 (+0.3%)

$15,900 + $16,000

$31,900

2021

$34,950 (+1.2%)

$15,900 + $16,000

$31,900

2020

$34,524 (+146.1%)

$15,900 + $16,000

$31,900

2019

$14,030

$15,900 + $16,000

$31,900

2018

$15,900 + $16,000

$31,900

2017

$15,900 + $16,000

$31,900

2016

$15,900 + $16,000

$31,900

2014

$15,900 + $16,000

$31,900

2013

$15,900 + $16,000

$31,900

2012

$15,900 + $16,000

$31,900

2011

$15,900 + $16,000

$31,900

2010

$15,900 + $16,000

$31,900

2009

$15,900 + $16,000

$31,900

2008

$15,900 + $16,000

$31,900

Tax history for 105 Highland Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,443 (−78.8%)

$15,900 + $16,000

$31,900

2022

$35,054 (+0.3%)

$15,900 + $16,000

$31,900

2021

$34,950 (+1.2%)

$15,900 + $16,000

$31,900

2020

$34,524 (+146.1%)

$15,900 + $16,000

$31,900

2019

$14,030

$15,900 + $16,000

$31,900

2018

$15,900 + $16,000

$31,900

2017

$15,900 + $16,000

$31,900

2016

$15,900 + $16,000

$31,900

2014

$15,900 + $16,000

$31,900

2013

$15,900 + $16,000

$31,900

2012

$15,900 + $16,000

$31,900

2011

$15,900 + $16,000

$31,900

2010

$15,900 + $16,000

$31,900

2009

$15,900 + $16,000

$31,900

2008

$15,900 + $16,000

$31,900

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

Property details

Interior

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Fireplace Information
# of Fireplaces: 4
Has Fireplace

Exterior

Exterior Information
Building Style Type: Colonial
Exterior Wall: Frame Wood

Property Information
Subdivision Name: SECTION 139 18
Living Sq. Ft: 3,941
Ground Floor Sq. Ft: 1,914
Building Sq. Ft: 3,941

Lot Information
# of Buildings: 1
Land Sq. Ft: 45,302
Legal Lot Number: 25
Legal Block Number: 1
School Tax District: RYE
Municipality Name: RYE CITY
Acres: 1.04
Zoning Code: R1
State Use Description: SINGLE FAMILY RESID

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 3,941
Stories: —
Lot Size: 1.04 acres
Style: Single Family Residential
Year Built: 1895
Year Renovated: —
County: Westchester County
APN: 551400D13901800010250000000

Home facts updated by county records on Feb 14, 2025

Around this home

Schools

Osborn School

Public K-5 • Assigned • 1.6mi

9/10

Rye Middle School

Public 6-8 • Assigned • 1.0mi

7/10

Rye High School

Public 9-12 • Assigned • 1.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

$3.24M – $3.92M

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Nearby similar homes

$5,595,000

6 beds6.5 baths5,851 sq ft

321 Locust Ave, Rye, NY 10580

Listing by Julia B Fee Sothebys Int. Rlty

$1,900,000

5 beds3.5 baths4,200 sq ft

283 Harrison Ave, Harrison, NY 10528

Listing by Marcella Realty LLC

$1,649,000

4 beds3 baths3,000 sq ft

38 Fenimore Dr, Harrison, NY 10528

Listing by William Raveis-New York LLC

NEW CONSTRUCTION

$7,995,000

6 beds8.5 baths9,127 sq ft

113 Woodlands Rd, Harrison, NY 10528

Listing by Douglas Elliman Real Estate

$2,795,000

4 beds3 baths3,034 sq ft

3 Lea Pl, Rye, NY 10580

Listing by William Raveis-New York LLC

$739,000

4 beds1.5 baths1,306 sq ft

24 Maywood Ave, Rye Brook, NY 10573

Listing by Rye Port Real Estate, Inc.

New listings for sale in 10580

$5,595,000

6 beds6.5 baths5,851 sq ft

321 Locust Ave, Rye, NY 10580

Listing by Julia B Fee Sothebys Int. Rlty

$475,000

1 bed1.5 baths1,100 sq ft

720 Milton Rd Unit West Building, 2E, Rye, NY 10580

Listing by Houlihan Lawrence Inc.

$2,650,000

5 beds3.5 baths2,895 sq ft

102 Florence Ave, Rye, NY 10580

Listing by Houlihan Lawrence Inc.

$3,995,000

7 beds9 baths12,473 sq ft

7 Rockledge Rd, Rye, NY 10580

Listing by Houlihan Lawrence Inc.

COMING SOON

$3,595,000

6 beds7 baths5,972 sq ft

69 Rye Rd, Rye, NY 10580

Listing by Houlihan Lawrence Inc.

$4,300,000

5 beds4.5 baths4,425 sq ft

2 Westbank Rd, Rye, NY 10580

Listing by Julia B Fee Sothebys Int. Rlty

$650,000

1 bed1.5 baths1,100 sq ft

720 Milton Rd Unit N-2C, Rye, NY 10580

Listing by Houlihan Lawrence Inc.

VIDEO TOUR

$11,000,000

8 beds6 baths8,836 sq ft

25 Hilltop Pl, Rye, NY 10580

Listing by Julia B Fee Sothebys Int. Rlty

$825,000

2 beds2.5 baths1,800 sq ft

720 Milton Rd Unit N-3D, Rye, NY 10580

Listing by Houlihan Lawrence Inc.

Home values near 105 Highland Rd

Data from public records.

Address	Redfin Estimate
64 Highland Road, Rye, NY 3 Beds \| 2 Baths \| 2460 Sq. Ft.	$2,323,820
57 Highland Road, Rye, NY 6 Beds \| 4 Baths \| 3111 Sq. Ft.	$2,958,517

Address	Redfin Estimate
114 Highland Road, Rye, NY 5 Beds \| 4.5 Baths \| 3555 Sq. Ft.	$3,846,692
135 Highland Road, Rye, NY 7 Beds \| 7 Baths \| 7976 Sq. Ft.	$7,739,692

Address	Redfin Estimate
155 Highland Road, Rye, NY 4 Beds \| 3.5 Baths \| 2276 Sq. Ft.	$2,732,248
54 Highland Road, Rye, NY 5 Beds \| 3.5 Baths \| 3102 Sq. Ft.	$2,770,196

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 10580, NY

Sale history for 105 Highland Rd

Tax history for 105 Highland Rd

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 10580

Home values near 105 Highland Rd

More real estate resources