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

Off Market Jan 2018 for $4.2M

$3,445,848

Est. refi paymentEst. refi $32,909/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 $3,445,848.

Single-familyProperty Type

1895Year Built

1.04 acresLot Size

$874Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,445,848

$754K since sold in January 2018$259K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.1% higher than the average sale price ($3.31M) 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 SEP 21, 2026
$2,550,000
B
5 beds4.5 baths5,423 sq ft
3 Lakeside Dr, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
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 JUN 15, 2026
$2,906,024
D
4 beds4.5 baths3,608 sq ft
1 Oneida St, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
SOLD SEP 15, 2026
$4,250,000
E
6 beds4.5 baths3,914 sq ft
21 Loder St, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
SOLD AUG 27, 2026
$3,500,000
F
4 beds4.5 baths4,013 sq ft
30 Wainwright St, Rye, NY 10580
Listing by Compass Greater NY, LLC

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$496,972

Est. take-home

List your home with Redfin and save $34,458

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,885/mo

Redfin rental estimate

List your home for rent

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

OPEN SUN, 1PM TO 3PM
$725,000
2 beds2 baths1,266 sq ft
216 Purchase St Unit F, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
COMING SOON
$5,795,000
7 beds7.5 baths7,396 sq ft
355 Grace Church St, Rye, NY 10580
Listing by Compass Greater NY, LLC
OPEN SAT, 12PM TO 2PM
$3,595,000
6 beds7 baths5,972 sq ft
69 Rye Rd, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
OPEN SAT, 11AM TO 2PM
$1,825,000
3 beds2.5 baths1,940 sq ft
9 Oakwood Ave, Rye, NY 10580
Listing by Compass Greater NY, LLC
OPEN SAT, 12PM TO 2PM
$2,495,000
6 beds6.5 baths4,796 sq ft
51 Kenilworth Rd, Rye, NY 10580
Listing by Ginnel Real Estate
$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.
$4,300,000
5 beds4.5 baths4,425 sq ft
2 Westbank Rd, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
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

$3.27M – $3.96M

Reach more buyers when you sell with Redfin. Save up to $34,458 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

OPEN SAT, 12PM TO 2PM

$2,495,000

6 beds6.5 baths4,796 sq ft

51 Kenilworth Rd, Rye, NY 10580

Listing by Ginnel Real Estate

$1,649,000

4 beds3 baths2,538 sq ft

74 Tamarack Rd, Rye Brook, NY 10573

Listing by The Higgins Group Inc

$759,000

3 beds2 baths2,220 sq ft

137 Breckenridge Ave, Port Chester, NY 10573

Listing by Rye Port Real Estate, Inc.

OPEN SUN, 1PM TO 3PM

$829,000

5 beds2 baths1,709 sq ft

21 Park Ave, Port Chester, NY 10573

Listing by Julia B Fee Sothebys Int. Rlty

OPEN SUN, 2PM TO 4PM

$660,000

2 beds1 bath1,261 sq ft

47 Woodland Ave, Rye Brook, NY 10573

Listing by Howard Hanna Rand Realty

$675,000

3 beds1.5 baths1,352 sq ft

12 Perry Ave, Port Chester, NY 10573

Listing by Houlihan Lawrence Inc.

New listings for sale in 10580

OPEN SUN, 1PM TO 3PM

$725,000

2 beds2 baths1,266 sq ft

216 Purchase St Unit F, Rye, NY 10580

Listing by Houlihan Lawrence Inc.

COMING SOON

$5,795,000

7 beds7.5 baths7,396 sq ft

355 Grace Church St, Rye, NY 10580

Listing by Compass Greater NY, LLC

OPEN SAT, 12PM TO 2PM

$3,595,000

6 beds7 baths5,972 sq ft

69 Rye Rd, Rye, NY 10580

Listing by Houlihan Lawrence Inc.

OPEN SAT, 11AM TO 2PM

$1,825,000

3 beds2.5 baths1,940 sq ft

9 Oakwood Ave, Rye, NY 10580

Listing by Compass Greater NY, LLC

OPEN SAT, 12PM TO 2PM

$2,495,000

6 beds6.5 baths4,796 sq ft

51 Kenilworth Rd, Rye, NY 10580

Listing by Ginnel Real Estate

$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.

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.	$2,315,024
57 Highland Road, Rye, NY 6 Beds \| 4 Baths \| 3111 Sq. Ft.	$2,924,697

Address	Redfin Estimate
114 Highland Road, Rye, NY 5 Beds \| 4.5 Baths \| 3555 Sq. Ft.	$3,990,949
135 Highland Road, Rye, NY 7 Beds \| 7 Baths \| 7976 Sq. Ft.	$7,644,471

Address	Redfin Estimate
155 Highland Road, Rye, NY 4 Beds \| 3.5 Baths \| 2276 Sq. Ft.	$2,747,758
54 Highland Road, Rye, NY 5 Beds \| 3.5 Baths \| 3102 Sq. Ft.	$2,750,340

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

River Vale Township homes for sale
Wilton homes for sale
Teaneck Township homes for sale
Weston homes for sale
New Canaan homes for sale

Houses for rent in Rye	Agents near me	White Plains, NY homes for sale	Rye Housing Market
Houses for sale near me	New York, NY homes for sale	Yonkers, NY homes for sale
Land for sale near me	Manhattan, NY homes for sale	Scarsdale, NY homes for sale
Open Houses near me	Rochester, NY homes for sale	Rye Property Records
Condos for sale near me	Buffalo, NY homes for sale	NY New Listings

Greenwich homes for sale
Manhattan homes for sale
New York homes for sale

10543 homes for sale
10528 homes for sale
10580 homes for sale

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