Google street view image for 265 Highwood Rd, Southold, NY 11971

Off market nov 2000 for $265K

$1,005,960

Est. refi paymentEst. refi $1,814/mo

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sq ft

265 Highwood Rd, Southold, NY 11971

About this home

265 Highwood Rd is a house on a 0.47 acre lot. - it last sold on November 16, 2000 for $265,000. Based on Redfin's Southold data, we estimate the home's value is $1,005,960.

Single-familyProperty Type

0.47 acresLot Size

Source:Public Records

Redfin Estimate

$1,005,960

$741K since sold in November 2000$44K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19% lower than the average sale price ($1.24M) of 6 comparable homes.

SOLD JUL 31, 2026
$600,000
A
2 beds1 bath1,200 sq ft
6900 Main Bayview Rd, Southold, NY 11971
Listing by Island Advantage Realty LLC
SOLD AUG 31, 2026
$1,935,000
B
3 beds3 baths2,500 sq ft
2300 Glenn Rd, Southold, NY 11971
Listing by Douglas Elliman Real Estate
SOLD AUG 6, 2026
$961,000
C
3 beds2 baths1,700 sq ft
340 Rambler Rd, Southold, NY 11971
Listing by Compass Greater NY LLC
SOLD SEP 22, 2026
$1,550,000
D
5 beds2 baths1,688 sq ft
530 Sunset Way, Southold, NY 11971
Listing by Thomas J McCarthy Real Estate
SOLD AUG 11, 2026
$620,000
E
2 beds1 bath1,114 sq ft
265 Hummel Ave, Southold, NY 11971
Listing by Douglas Elliman Real Estate
SOLD JUL 7, 2026
$1,785,000
F
4 beds3.5 baths2,627 sq ft
700 Gin Ln, Southold, NY 11971
Listing by Serhant East End LLC

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Earn from this home

Sell

$900,133

Est. take-home

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Est. cash available

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Market trends in 11971, NY

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

99.3%

+0.5% MoM

Median sale price

$1.4M

$24K MoM

Avg. days on market

75d

16 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 5 HRS AGO
$2,150,000
3 beds2 baths1,250 sq ft
1455 Cedar Point Dr E, Southold, NY 11971
Listing by Daniel Gale Sothebys Intl Rlty
OPEN SAT, 11AM TO 1PM
$999,000
4 beds3.5 baths3,000 sq ft
Main Bayview Main Bayview, Southold, NY 11971
Listing by Corcoran SRG Residential
$2,999,000
4 beds5.5 baths7,000 sq ft
9680 N Bayview Rd, Southold, NY 11971
Listing by Douglas Elliman Real Estate
$6,200,000
7 beds4.5 baths4,628 sq ft
3645 and 3651 Soundview Ave, Peconic, NY 11958
Listing by Compass Greater NY LLC
See all

Provided by Redfin

Sale history for 265 Highwood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$7,756

$1,100 + $3,900

$5,000

2025

$7,756 (+2.3%)

$1,100 + $3,900

$5,000

2024

$7,581 (+4.6%)

$1,100 + $3,900

$5,000

2023

$7,250 (+2.3%)

$1,100 + $3,900

$5,000

2022

$7,087

$1,100 + $3,900

$5,000

2021

$7,087 (+3.4%)

$1,100 + $3,900

$5,000

2020

$6,856 (+1.1%)

$1,100 + $3,900

$5,000

2019

$6,782 (+2.1%)

$1,100 + $3,900

$5,000

2018

$6,641 (+1.7%)

$1,100 + $3,900

$5,000

2017

$6,531 (+0.8%)

$1,100 + $3,900

$5,000

2016

$6,482 (+3.2%)

$1,100 + $3,900

$5,000

2015

$6,279 (−15.4%)

$1,100 + $3,900

$5,000

2014

$7,419 (+2.2%)

$1,100 + $5,100

$6,200

2013

$7,256 (+2.9%)

$1,100 + $5,100

$6,200

2012

$7,049 (+1.9%)

$1,100 + $5,100

$6,200

2011

$6,915 (+2.7%)

$1,100 + $5,100

$6,200

2010

$6,733 (+3.3%)

$1,100 + $5,100

$6,200

2009

$6,520

$1,100 + $5,100

$6,200

Tax history for 265 Highwood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$7,756

$1,100 + $3,900

$5,000

2025

$7,756 (+2.3%)

$1,100 + $3,900

$5,000

2024

$7,581 (+4.6%)

$1,100 + $3,900

$5,000

2023

$7,250 (+2.3%)

$1,100 + $3,900

$5,000

2022

$7,087

$1,100 + $3,900

$5,000

2021

$7,087 (+3.4%)

$1,100 + $3,900

$5,000

2020

$6,856 (+1.1%)

$1,100 + $3,900

$5,000

2019

$6,782 (+2.1%)

$1,100 + $3,900

$5,000

2018

$6,641 (+1.7%)

$1,100 + $3,900

$5,000

2017

$6,531 (+0.8%)

$1,100 + $3,900

$5,000

2016

$6,482 (+3.2%)

$1,100 + $3,900

$5,000

2015

$6,279 (−15.4%)

$1,100 + $3,900

$5,000

2014

$7,419 (+2.2%)

$1,100 + $5,100

$6,200

2013

$7,256 (+2.9%)

$1,100 + $5,100

$6,200

2012

$7,049 (+1.9%)

$1,100 + $5,100

$6,200

2011

$6,915 (+2.7%)

$1,100 + $5,100

$6,200

2010

$6,733 (+3.3%)

$1,100 + $5,100

$6,200

2009

$6,520

$1,100 + $5,100

$6,200

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

Property details

Exterior

Exterior Information
Building Type: Single Family

Property Information
Subdivision Name: HIGHWOOD/BAYVIEW

Lot Information
# of Buildings: 1
Land Sq. Ft: 20,473
Legal Lot Number: 52
Legal Block Number: 9
School Tax District: SOUTHOLD
Municipality Name: SOUTHOLD
Acres: 0.47
Zoning Code: R-40
State Use Description: SINGLE FAMILY RESID

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.47 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Suffolk County
APN: 1000078000900052000

Home facts updated by county records on Aug 31, 2026

Around this home

Schools

Southold Elementary School

Public K-6 • Assigned • 1.4mi

6/10

Southold Junior Senior High School

Public 7-12 • Assigned • 1.4mi

6/10

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

5/10 Heat Factor

7 days above 90° expected this year, 19 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Southold, NY • 11971

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 9 hours in June and 4.6 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$956,000 – $1.16M

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Nearby similar homes

$6,000,000

Land— sq ft

Peconic, NY 11958

Listing by William Raveis New York LLC

$1,299,000

4 beds2.5 baths2,200 sq ft

4408 Old North Rd, Southold, NY 11971

Listing by Douglas Elliman Real Estate

$2,199,000

5 beds4 baths2,642 sq ft

64A N Midway Rd, Shelter Island, NY 11964

Listing by Douglas Elliman Real Estate

$2,600,000

3 beds2 baths1,540 sq ft

35950 Main Rd, Cutchogue, NY 11935

Listing by Daniel Gale Sothebys Intl Rlty

$850,000

3 beds4 baths2,100 sq ft

150 Baywater Ave, Southold, NY 11971

Listing by Compass Greater NY LLC

$2,200,000

3 beds3 baths2,600 sq ft

225 Lakeside Dr S, Southold, NY 11971

Listing by Daniel Gale Sothebys Intl Rlty

New listings for sale in 11971

NEW 5 HRS AGO

$2,150,000

3 beds2 baths1,250 sq ft

1455 Cedar Point Dr E, Southold, NY 11971

Listing by Daniel Gale Sothebys Intl Rlty

OPEN SAT, 11AM TO 1PM

$999,000

4 beds3.5 baths3,000 sq ft

Main Bayview Main Bayview, Southold, NY 11971

Listing by Corcoran SRG Residential

$2,999,000

4 beds5.5 baths7,000 sq ft

9680 N Bayview Rd, Southold, NY 11971

Listing by Douglas Elliman Real Estate

$6,200,000

7 beds4.5 baths4,628 sq ft

3645 and 3651 Soundview Ave, Peconic, NY 11958

Listing by Compass Greater NY LLC

Home values near 265 Highwood Rd

Data from public records.

Address	Redfin Estimate
605 Highwood Road, Southold, NY 4 Beds \| 2 Baths \| 2015 Sq. Ft.	$1,054,689
750 Highwood Road, Southold, NY 4 Beds \| 3.5 Baths \| 2793 Sq. Ft.	$1,478,987

Address	Redfin Estimate
755 Highwood Road, Southold, NY 4 Beds \| 2.5 Baths \| 2134 Sq. Ft.	$1,106,073
430 Highwood Road, Southold, NY 3 Beds \| 2 Baths \| - Sq. Ft.	$949,861

Address	Redfin Estimate
95 Highwood Road, Southold, NY - Beds \| - Baths \| - Sq. Ft.	$1,134,032
600 Highwood Road, Southold, NY 2 Beds \| 1 Baths \| 1954 Sq. Ft.	$1,025,779

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