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

Off market jan 2018 for $4.2M

$3,583,190

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 $3,583,190.

Single-familyProperty Type

1895Year Built

1.04 acresLot Size

$909Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,583,190

$617K since sold in January 2018$106K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.4% higher than the average sale price ($3.08M) 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 30, 2026
$3,950,000
B
5 beds4 baths3,537 sq ft
32 Lynden St, Rye, NY 10580
Listing by Compass Greater NY, LLC
SOLD SEP 21, 2026
$2,550,000
C
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
D
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
E
4 beds4.5 baths3,608 sq ft
1 Oneida St, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
SOLD SEP 28, 2026
$2,415,000
F
4 beds4.5 baths4,353 sq ft
101 Woodlands Rd, Harrison, NY 10528
Listing by Douglas Elliman Real Estate

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Earn from this home

Sell

$639,430

Est. take-home

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Refinance

Est. cash available

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Rent

$4,534/mo

Redfin rental estimate

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Market trends in 10580, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

106.8%

0.9% MoM

Median sale price

$2.9M

$27K MoM

Avg. days on market

16d

2 days MoM

Recently sold homes

13 MoM

New listings for sale

COMING SOON
$1,999,000
4 beds2.5 baths2,403 sq ft
3 Trails End, Rye, NY 10580
Listing by Real Broker NY LLC
$4,765,000
5 beds5 baths5,809 sq ft
3 Allendale Dr, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
$4,795,000
4 beds4.5 baths3,386 sq ft
670 Milton Rd, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
OPEN SUN, 2PM TO 4PM
$399,000
2 beds1 bath1,000 sq ft
218 Peck Ave Unit B, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
$2,895,000
5 beds5 baths4,310 sq ft
145 Grace Church St, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
OPEN SAT, 1PM TO 3PM
$1,695,000
4 beds3 baths1,786 sq ft
3 Marlene Ct, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
OPEN SAT, 1PM TO 3PM
$1,695,000
3 beds1.5 baths1,854 sq ft
40 Roosevelt Ave, Rye, NY 10580
Listing by Julia B Fee Sothebys Int. Rlty
$4,595,000
5 beds6 baths8,801 sq ft
2 Shore Rd, Rye, NY 10580
Listing by Houlihan Lawrence Inc.
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

K - 12
Preschool & daycare

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)

36°

23°

38°

25°

53°

35°

62°

44°

69°

53°

81°

64°

85°

69°

80°

63°

76°

60°

65°

49°

55°

40°

41°

28°

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

$3.41M – $4.12M

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Nearby similar homes

$2,895,000

5 beds5 baths4,310 sq ft

145 Grace Church St, Rye, NY 10580

Updated kitchen • First floor study • 0.43 acre lot

Listing by Julia B Fee Sothebys Int. Rlty

$799,000

4 beds2.5 baths2,003 sq ft

713 Westchester Ave, Port Chester, NY 10573

0.35 acre lot • 3 parking spots • Built 1950

Listing by Rye Port Real Estate, Inc.

$649,000

2 beds1 bath1,261 sq ft

47 Woodland Ave, Rye Brook, NY 10573

Eat in retro kitchen • Walk-in pantry • Gathering yard

Listing by Howard Hanna Rand Realty

$685,000

4 beds1.5 baths1,306 sq ft

24 Maywood Ave, Rye Brook, NY 10573

Tree lined street • Eat in kitchen • Convenient half bath

Listing by Rye Port Real Estate, Inc.

$989,000

3 beds2 baths2,646 sq ft

10 Bell Pl, Rye Brook, NY 10573

Private yard • Park like backyard • Gourmet kitchen

Listing by Marc Jason

$870,000

3 beds2 baths1,956 sq ft

54 Bowman Ave, Rye Brook, NY 10573

All brick colonial • Covered patio • Private fenced yard

Listing by Douglas Elliman Real Estate

New listings for sale in 10580

COMING SOON

$1,999,000

4 beds2.5 baths2,403 sq ft

3 Trails End, Rye, NY 10580

Cul-de-sac setting • Hiking trails • Eat-in kitchen

Listing by Real Broker NY LLC

$4,765,000

5 beds5 baths5,809 sq ft

3 Allendale Dr, Rye, NY 10580

New construction • Luxury residence • Open-concept kitchen

Listing by Julia B Fee Sothebys Int. Rlty

$4,795,000

4 beds4.5 baths3,386 sq ft

670 Milton Rd, Rye, NY 10580

Waterfront offering • Water views • Open floor plan

Listing by Julia B Fee Sothebys Int. Rlty

OPEN SUN, 2PM TO 4PM

$399,000

2 beds1 bath1,000 sq ft

218 Peck Ave Unit B, Rye, NY 10580

Natural light • Hardwood floors • Outdoor extension

Listing by Julia B Fee Sothebys Int. Rlty

$2,895,000

5 beds5 baths4,310 sq ft

145 Grace Church St, Rye, NY 10580

Updated kitchen • First floor study • 0.43 acre lot

Listing by Julia B Fee Sothebys Int. Rlty

OPEN SAT, 1PM TO 3PM

$1,695,000

4 beds3 baths1,786 sq ft

3 Marlene Ct, Rye, NY 10580

Generous family room • Brick fireplace • Expansive deck

Listing by Julia B Fee Sothebys Int. Rlty

OPEN SAT, 1PM TO 3PM

$1,695,000

3 beds1.5 baths1,854 sq ft

40 Roosevelt Ave, Rye, NY 10580

Custom kitchen • Thermador appliances • Coveted rye location

Listing by Julia B Fee Sothebys Int. Rlty

$4,595,000

5 beds6 baths8,801 sq ft

2 Shore Rd, Rye, NY 10580

Private cul-de-sac • Own dock • Private sandy beach

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.	$2,283,459
57 Highland Road, Rye, NY 6 Beds \| 4 Baths \| 3111 Sq. Ft.	$2,911,800
102 Highland Road, Rye, NY 6 Beds \| 4.5 Baths \| 4729 Sq. Ft.	$4,179,795
26 Onondaga Street, Rye, NY 5 Beds \| 3.5 Baths \| 3154 Sq. Ft.	$3,099,691
25 Seneca Street, Rye, NY 6 Beds \| 3 Baths \| 3171 Sq. Ft.	$2,564,031
40 Dogwood Lane, Rye, NY 6 Beds \| 4.5 Baths \| 5730 Sq. Ft.	$6,004,041
49 Mendota Avenue, Rye, NY 6 Beds \| 3 Baths \| 3684 Sq. Ft.	$3,105,003

Address	Redfin Estimate
114 Highland Road, Rye, NY 5 Beds \| 4.5 Baths \| 3555 Sq. Ft.	$3,913,184
135 Highland Road, Rye, NY 7 Beds \| 7 Baths \| 7976 Sq. Ft.	$7,434,960
84 Highland Road, Rye, NY 7 Beds \| 5.5 Baths \| 7336 Sq. Ft.	$5,926,055
13 Onondaga Street, Rye, NY 5 Beds \| 3.5 Baths \| 3493 Sq. Ft.	$3,290,028
30 Cayuga Street, Rye, NY 4 Beds \| 4 Baths \| 3118 Sq. Ft.	$2,789,676
2 Seneca Street, Rye, NY 4 Beds \| 3 Baths \| 3561 Sq. Ft.	$3,180,283
29 Cayuga Street, Rye, NY 5 Beds \| 3.5 Baths \| 3684 Sq. Ft.	$3,969,346

Address	Redfin Estimate
155 Highland Road, Rye, NY 4 Beds \| 3.5 Baths \| 2276 Sq. Ft.	$2,517,157
54 Highland Road, Rye, NY 5 Beds \| 3.5 Baths \| 3102 Sq. Ft.	$2,702,599
32 Cayuga Street, Rye, NY 5 Beds \| 4.5 Baths \| 3840 Sq. Ft.	$3,509,893
10 Seneca Street, Rye, NY 6 Beds \| 4.5 Baths \| 3684 Sq. Ft.	$3,581,382
20 Onondaga Street, Rye, NY 6 Beds \| 5.5 Baths \| 3801 Sq. Ft.	$3,686,815
39 Mendota Avenue, Rye, NY 5 Beds \| 4.5 Baths \| 4398 Sq. Ft.	$3,293,124
2 Onondaga Street, Rye, NY 4 Beds \| 3 Baths \| 2144 Sq. Ft.	$2,336,744

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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