For sale

Price cut: $50K (9/12)

$2,245,000

100 S Midway Rd, Shelter Island, NY 11964

4beds

2,300sqft

Single Family Residence

Built in 1986

0.94 Acres Lot

$2,278,800 Zestimate^®

$976/sqft

$-- HOA

What's special

Spacious contemporaryThree bathsIdeal open-concept floor planExpansive decksHeated gunite swimming poolWood-burning fireplaceLower-level walkout

Just a stone's throw from popular Wades Beach, this spacious contemporary sits on a beautifully landscaped acre of park-like grounds. The home features four bedrooms and three baths, along with a light-filled living room with vaulted ceilings and a wood-burning fireplace. The chef's kitchen opens seamlessly to the living and dining areas, creating an ideal open-concept floor plan.The lower-level walkout offers a library/family room, playroom, and laundry. Expansive decks overlook a heated gunite swimming pool surrounded by beautiful stonework, providing the perfect setting for summer entertaining and relaxation. Exclusive | $2.245M

158 days
399
11

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 3

Rooms

Room types: Laundry

Cooling

Central Air

Features

Basement: Yes
Has fireplace: Yes

Interior area

Total structure area: 2,300
Total interior livable area: 2,300 sqft

Property

Parking

Parking features: None

Features

Stories: 2
Has private pool: Yes

Lot

Size: 0.94 Acres

Details

Parcel number: 0700023000100035004

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Condition

New construction: No
Year built: 1986

Community & HOA

Community

Features: Room for a Tennis Court

Location

Region: Shelter Island

Financial & listing details

Price per square foot: $976/sqft
Tax assessed value: $2,286,000
Date on market: 4/26/2026
Lease term: Contact For Details

Estimated market value

$2,278,800

$2.16M - $2.39M

$8,863/mo

Price history

Date	Event	Price
9/12/2026	Price change	$2,245,000-2.2%$976/sqft
Source: NY State MLS #11732344 Report a problem
7/31/2026	Price change	$2,295,000-4.2%$998/sqft
Source: NY State MLS #11732344 Report a problem
6/13/2026	Price change	$2,395,000-4%$1,041/sqft
Source: NY State MLS #11732344 Report a problem
4/26/2026	Listed for sale	$2,495,000+56.9%$1,085/sqft
Source: Out East #395237 Report a problem
6/11/2015	Sold	$1,590,000-5.1%$691/sqft
Source: OneKey® MLS as distributed by MLS GRID #L2697121 Report a problem
6/3/2015	Pending sale	$1,675,000$728/sqft
Source: Daniel Gale Sotheby's International Realty #2697121 Report a problem
8/9/2014	Listed for sale	$1,675,000+11.7%$728/sqft
Source: Daniel Gale Agency Inc #2697121 Report a problem
12/17/2011	Listing removed	$1,500,000$652/sqft
Source: The Corcoran Group #52962 Report a problem
5/2/2011	Listed for sale	$1,500,000+53.8%$652/sqft
Source: The Corcoran Group #52962 Report a problem
3/31/2006	Sold	$975,000$424/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	--	$2,286,000 +68.1%
2024	--	$1,360,000
2023	--	$1,360,000
2022	--	$1,360,000
2021	--	$1,360,000 +1%
2020	--	$1,347,000 +0.2%
2019	--	$1,344,000 +0.3%
2018	--	$1,340,000 +3.2%
2017	$7,947	$1,298,000 +8.2%
2016	--	$1,200,000 +3.4%
2015	--	$1,161,000 +1.6%
2014	--	$1,143,000 +3%
2013	--	$1,110,000 +0.3%
2012	--	$1,107,000 -1.2%
2011	--	$1,120,000 +2.8%
2010	--	$1,090,000 -9.4%
2009	--	$1,203,000 -0.8%
2008	--	$1,213,100 +11.2%
2007	$5,570 +19.3%	$1,090,600 +56.9%
2005	$4,668 +14.1%	$695,000 +22.4%
2004	$4,090 +28.1%	$567,600 +31.5%
2003	$3,194 -14%	$431,700 +32.8%
2002	$3,715	$325,000
2001	--	$325,000
2000	$3,427	$325,000