OFF MARKET

Off market feb 1998 for $68K

$1,991,861

Est. refi paymentEst. refi $465/mo

•

2,900

sq ft

5 Simpson Rd, Shelter Island, NY 11964

About this home

5 Simpson Rd is a 2,900 square foot house on a 0.6 acre lot with 4 bedrooms and 3.5 bathrooms. - it last sold on February 27, 1998 for $68,000. Based on Redfin's Shelter Island data, we estimate the home's value is $1,991,861.

Single-familyProperty Type

2000Year Built

0.6 acresLot Size

$687Est. Price/Sq.Ft.

Source:Public Records

$2,264,912

Updated Jul 16, 2026

Based on recent home sales selected by the homeowner.

SOLD FEB 4, 2026
1475 Oaklawn Ave, Southold, NY 11971
$1,175,000 Last sold price
A
4 beds2.5 baths2,400 sq ft
1475 Oaklawn Ave, Southold, NY 11971
Listing by Daniel Gale Sothebys Intl Rlty
SOLD JUN 11, 2026
10 Strawberry Ln, Shelter Island, NY 11964
$999,000 Last sold price
B
3 beds2 baths1,340 sq ft
10 Strawberry Ln, Shelter Island, NY 11964
Listing by Daniel Gale Sothebys Intl Rlty
SOLD DEC 6, 2025
1605 Washington Ave, Greenport, NY 11944
$1,295,000 Last sold price
C
4 beds3 baths1,740 sq ft
1605 Washington Ave, Greenport, NY 11944
Listing by Daniel Gale Sothebys Intl Rlty
SOLD OCT 15, 2025
2335 Minnehaha Blvd, Southold, NY 11971
$2,750,000 Last sold price
D
4 beds2.5 baths2,800 sq ft
2335 Minnehaha Blvd, Southold, NY 11971
Listing by Daniel Gale Sothebys Intl Rlty
SOLD SEP 25, 2025
2055 Bay Shore Rd, Greenport, NY 11944
$2,150,000 Last sold price
E
5 beds2.5 baths2,500 sq ft
2055 Bay Shore Rd, Greenport, NY 11944
Listing by Douglas Elliman Real Estate

Redfin Estimate

$1,991,861

$1.9M since sold in February 1998$77K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 45.7% higher than the average sale price ($1.37M) of 6 comparable homes.

SOLD SEP 3, 2026
$1,050,000
A
4 beds2.5 baths2,400 sq ft
1705 Kerwin Blvd, Greenport, NY 11944
Listing by Compass Greater NY LLC
SOLD AUG 24, 2026
$1,600,000
B
4 beds3 baths2,296 sq ft
73 N Midway Rd, Shelter Island, NY 11964
Listing by Daniel Gale Sothebys Intl Rlty
SOLD AUG 14, 2026
$1,249,000
C
3 beds2.5 baths2,300 sq ft
650 The Esplanade, Southold, NY 11971
Listing by William Raveis New York LLC
SOLD AUG 14, 2026
$1,350,000
D
4 beds3 baths2,200 sq ft
250 Paradise Point Rd, Southold, NY 11971
Listing by Douglas Elliman Real Estate
SOLD JUN 18, 2026
$1,375,000
E
4 beds2.5 baths2,690 sq ft
1025 Long Creek Dr, Southold, NY 11971
Listing by Engel & Volkers North Fork
SOLD JUN 25, 2026
$1,580,000
F
4 beds2.5 baths3,110 sq ft
1260 Water Ter, Southold, NY 11971
Listing by Daniel Gale Sothebys Intl Rlty

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Earn from this home

Sell

$1,871,443

Est. take-home

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Refinance

Est. cash available

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Rent

$9,814/mo

Redfin rental estimate

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Market trends in 11964, NY

Last updated September 2026

Sale-to-List Price

92.3%

+0.1% MoM

Median sale price

$1.1M

$3M MoM

Avg. days on market

117d

75 days MoM

Recently sold homes

0 MoM

Provided by Redfin

Sale history for 5 Simpson Rd

Year

Property tax

Land + Additions

Assessment*

2026

$7,642

$674,000 + $1,031,000

$1,705,000

2025

$7,642 (+11.2%)

$674,000 + $1,031,000

$1,705,000

2024

$6,875 (+7.1%)

$510,000 + $475,000

$985,000

2023

$6,421 (+5.3%)

$510,000 + $459,000

$969,000

2022

$6,099

$510,000 + $459,000

$969,000

2021

$6,099 (+2.5%)

$510,000 + $459,000

$969,000

2020

$5,949 (+1.9%)

$510,000 + $449,000

$959,000

2019

$5,838 (+12.4%)

$510,400 + $446,600

$957,000

2017

$5,193 (+3.3%)

$394,300 + $476,700

$871,000

2016

$5,026 (+2.8%)

$391,100 + $433,900

$825,000

2015

$4,887 (+3.2%)

$362,700 + $425,300

$788,000

2014

$4,737 (+2.1%)

$362,700 + $402,300

$765,000

2013

$4,640 (+1.3%)

$389,000 + $379,000

$768,000

2012

$4,582 (+1.4%)

$420,600 + $379,400

$800,000

2011

$4,518 (−1.2%)

$420,600 + $374,400

$795,000

2010

$4,574 (+1.0%)

$517,500 + $365,500

$883,000

2009

$4,527

$494,500 + $399,600

$894,100

Tax history for 5 Simpson Rd

Year

Property tax

Land + Additions

Assessment*

2026

$7,642

$674,000 + $1,031,000

$1,705,000

2025

$7,642 (+11.2%)

$674,000 + $1,031,000

$1,705,000

2024

$6,875 (+7.1%)

$510,000 + $475,000

$985,000

2023

$6,421 (+5.3%)

$510,000 + $459,000

$969,000

2022

$6,099

$510,000 + $459,000

$969,000

2021

$6,099 (+2.5%)

$510,000 + $459,000

$969,000

2020

$5,949 (+1.9%)

$510,000 + $449,000

$959,000

2019

$5,838 (+12.4%)

$510,400 + $446,600

$957,000

2017

$5,193 (+3.3%)

$394,300 + $476,700

$871,000

2016

$5,026 (+2.8%)

$391,100 + $433,900

$825,000

2015

$4,887 (+3.2%)

$362,700 + $425,300

$788,000

2014

$4,737 (+2.1%)

$362,700 + $402,300

$765,000

2013

$4,640 (+1.3%)

$389,000 + $379,000

$768,000

2012

$4,582 (+1.4%)

$420,600 + $379,400

$800,000

2011

$4,518 (−1.2%)

$420,600 + $374,400

$795,000

2010

$4,574 (+1.0%)

$517,500 + $365,500

$883,000

2009

$4,527

$494,500 + $399,600

$894,100

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

Property details

Interior

Basement Information
Basement Type: Full

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

Heating & Cooling
Heating Fuel Type: Electric
Heating Type: Hot Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Building Construction Quality: Good
Exterior Wall: Wood
Building Type: Single Family

Pool Information
Pool Type: Steel/Vinyl
Has Pool

Property Information
Living Sq. Ft: 2,358
Ground Floor Sq. Ft: 1,184
Building Sq. Ft: 2,358
# of Stories: 2
Legal Description: TAX CODE IS: A13S

Lot Information
# of Buildings: 1
Land Sq. Ft: 26,136
Legal Lot Number: 49
Legal Block Number: 2
School Tax District: SHELTER ISLAND
Municipality Name: SHELTER ISLAND
Acres: 0.6
Front Footage: 172
Zoning Code: A
State Use Description: SINGLE FAMILY RESID

Location Information
Parcel Location Influence: Ocean

Utility Information
Sewer Type: Private
Water Service Type: Private
Utility Type: Electric

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 2,900
Stories: 2.0
Parking Spaces: —
Basement: Yes
Accessible: No
Lot Size: 0.6 acres
Style: Single Family Residential
Year Built: 2000
Year Renovated: 2024
County: Suffolk County
APN: 0700022000200049001
HOA Dues: —
Garage: No
Features: Views, Pool

Home facts updated by owner on Jul 16, 2026

Around this home

Schools

Shelter Island School

Public PreK-12 • Assigned • 1.2mi

8/10

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

2/10 Air Factor

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

Provided by First Street

Historical weather

Shelter Island, NY • 11964

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

$1.89M – $2.29M

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Nearby similar homes

$2,199,000

5 beds4 baths2,642 sq ft

64A N Midway Rd, Shelter Island, NY 11964

Listing by Douglas Elliman Real Estate

$795,000

Land— sq ft

55915 County Road 48, Greenport, NY 11944

Listing by Corcoran

$1,850,000

4 beds3 baths2,600 sq ft

4 Irene Ln, Shelter Island, NY 11964

Listing by Daniel Gale Sothebys Intl Rlty

$549,999

3 beds1 bath1,100 sq ft

2600 Boisseau Ave, Southold, NY 11971

Listing by Signature Premier Properties

$1,310,000

3 beds1.5 baths1,800 sq ft

210 5th St, Greenport, NY 11944

Listing by Douglas Elliman Real Estate

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Home values near 5 Simpson Rd

Data from public records.

Address	Redfin Estimate
6 Simpson Road, Shelter Island, NY 2 Beds \| 2 Baths \| 922 Sq. Ft.	$1,123,095
1 Simpson Road, Shelter Island, NY 5 Beds \| 3.5 Baths \| 3634 Sq. Ft.	$5,117,970

Address	Redfin Estimate
7 Simpson Road, Shelter Island, NY 3 Beds \| 3 Baths \| 1963 Sq. Ft.	$1,282,070
10 Simpson Road, Shelter Island, NY 3 Beds \| 3.5 Baths \| 2283 Sq. Ft.	$2,295,753

Address	Redfin Estimate
4 Simpson Road, Shelter Island, NY 3 Beds \| 2.5 Baths \| 2151 Sq. Ft.	$1,962,749
10 Bay Avenue, Shelter Island, NY 3 Beds \| 2 Baths \| 1296 Sq. Ft.	$1,113,253

This data may not show owner updates. Learn more.

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