Around the bend from Turkem's Rest Trail, on a particularly scenic stretch of South Midway, a long drive leads to a charming and lovingly maintained two bedroom Shelter Island summer cottage, circa 1950, set on a deep 1.18 acre flag lot. The cottage opens with a living room with ample fenestration for delightful afternoon light. The bright eat-in kitchen has an adjacent dining area, awash with natural light. Two generous bedrooms and two full baths plus an outdoor shower complete the cottage. The property offers numerous possibilities to be enjoyed as is or potentially winterized and expanded. A purchaser with vision can retain the existing cottage as a guest house while creating a 5000 SF main house with pool on an exceptionally private lot. If developing anew, the Zone C property easily supports a 6000 SF home, with no special permits. A unique opportunity to own a Shelter Island summer cottage, oozing with charm, on a lush and bucolic 1.18 acres, in a convenient location close to South Ferry, Commander Cody's, Wade's Beach, Fresh Pond, and town amenities.
Sold for $790,000
$790,000
33 S Midway Rd #B, Shelter Island, NY 11964
2beds
--sqft
Single Family Residence
Built in 1950
1.18 Acres Lot
$822,600 Zestimate®
$--/sqft
$6,281 Estimated rent
Home value
$822,600
$740,000 - $913,000
$6,281/mo
Zestimate® history
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$6,281/mo
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$5,453/mo
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List your homeWhat's special
Exceptionally private lotGenerous bedroomsAdjacent dining areaBright eat-in kitchenOutdoor shower
Zillow last checked:
Source: Out East,MLS#: 389137
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Features
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 0
Property
Parking
- Parking features: None
Features
- Stories: 1
Lot
- Size: 1.18 Acres
Details
- Parcel number: 0700019000100119003
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1950
Community & HOA
Location
- Region: Shelter Island
Financial & listing details
- Tax assessed value: $1,008,000
- Date on market: 6/5/2025
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 11/7/2025 | Sold | $790,000-11.7% |
Source: Public Record Report a problem | ||
| 9/13/2025 | Pending sale | $895,000 |
Source: Out East #389137 Report a problem | ||
| 6/5/2025 | Listed for sale | $895,000+371.1% |
Source: Out East #389137 Report a problem | ||
| 1/14/2003 | Sold | $190,000 |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $1,008,000 +101.6% |
| 2024 | -- | $500,000 |
| 2023 | -- | $500,000 |
| 2022 | -- | $500,000 |
| 2021 | -- | $500,000 +1.2% |
| 2020 | -- | $494,000 +0.2% |
| 2019 | -- | $493,000 +0.4% |
| 2018 | -- | $491,000 +3.2% |
| 2017 | $2,912 | $476,000 +2.4% |
| 2016 | -- | $465,000 +3.8% |
| 2015 | -- | $448,000 +0.7% |
| 2014 | -- | $445,000 +2.1% |
| 2013 | -- | $436,000 -0.5% |
| 2012 | -- | $438,000 -4.8% |
| 2011 | -- | $460,000 -1.5% |
| 2010 | -- | $467,000 -10.4% |
| 2009 | -- | $521,000 -2.1% |
| 2008 | -- | $532,300 +3.6% |
| 2007 | $2,624 +40.5% | $513,700 +84.8% |
| 2005 | $1,867 +14.1% | $278,000 +22.5% |
| 2004 | $1,636 +26.2% | $227,000 +29.6% |
| 2003 | $1,296 -1.5% | $175,200 +52.2% |
| 2002 | $1,316 | $115,100 |
| 2001 | -- | $115,100 |
| 2000 | $1,214 | $115,100 |
Find assessor info on the county website
Neighborhood: 11964
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Nearby schools
GreatSchools rating
- 8/10Shelter Island SchoolGrades: PK-12Distance: 0.6 mi
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Estimated market value
$822,600
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$822,600
- New York
- Suffolk County
- Shelter Island
- 11964
- 33 S Midway Rd Unit B