New price! Embrace timeless elegance in this traditional gem, located moments from Shelter Island Heights, pristine beaches and ferry. Built in 1989, yet exuding the classic charm of the East End's iconic historic homes, this traditional home sits serenely on a nicely proportioned .38 plot. An inviting circular driveway, accented with entry pillars and a majestic red maple, ushers you into this tranquil retreat. Inside, the center hall diverges to a living room with fireplace, flowing seamlessly from the front of the home to double doors to the rear deck, while a cozy library adorned with glass doors, beckons from the opposite side. The heart of this home, a spacious kitchen that extends nearly the entire rear with picturesque views to the grounds, boasts a rustic wood burning stove and a convenient powder room just inside the side entry. An expansive covered porch, an alfresco summer haven, comes with an adjacent outdoor shower. As you ascend to the second floor, discover a en suite primary bedroom and three generously sized guest bedrooms along with two well appointed full baths. Enhancing this picturesque property is a charming barn, adjacent to the entertainment deck, which stands amidst peaceful outdoor meditation spots. Experience a timeless blend of tradition and modern amenities in this Shelter Island sanctuary!
Sold for $1,050,000
$1,050,000
81 N Midway Rd, Shelter Island, NY 11964
4beds
2,264sqft
Single Family Residence
Built in 1989
0.38 Acres Lot
$1,129,800 Zestimate®
$464/sqft
$7,825 Estimated rent
Home value
$1,129,800
$1.01M - $1.27M
$7,825/mo
Zestimate® history
Owner options
List your home for rent
$7,825/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$7,825/mo
Rent Zestimate®
Refinance and save
$7,258/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$7,258/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Source: Out East,MLS#: 375661
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Family Room, Office
Features
- Has fireplace: Yes
Interior area
- Total structure area: 2,264
- Total interior livable area: 2,264 sqft
Property
Parking
- Parking features: GarageAttached
- Has attached garage: Yes
Features
- Stories: 2
Lot
- Size: 0.38 Acres
Details
- Parcel number: 0700014000300033000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1989
Community & HOA
Location
- Region: Shelter Island
Financial & listing details
- Price per square foot: $464/sqft
- Tax assessed value: $1,317,000
- Date on market: 11/8/2024
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 3/4/2025 | Sold | $1,050,000-24.7%$464/sqft |
Source: Public Record Report a problem | ||
| 11/8/2024 | Pending sale | $1,395,000$616/sqft |
Source: Out East #375661 Report a problem | ||
| 10/16/2024 | Listing removed | $1,395,000$616/sqft |
Source: Out East #375661 Report a problem | ||
| 6/24/2024 | Price change | $1,395,000-6.7%$616/sqft |
Source: Out East #375661 Report a problem | ||
| 5/1/2024 | Price change | $1,495,000-14.6%$660/sqft |
Source: NY State MLS #11199092 Report a problem | ||
| 8/14/2023 | Listed for sale | $1,750,000$773/sqft |
Source: Out East #375661 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $1,317,000 +82.7% |
| 2024 | -- | $721,000 |
| 2023 | -- | $721,000 |
| 2022 | -- | $721,000 |
| 2021 | -- | $721,000 +1% |
| 2020 | -- | $714,000 +0.3% |
| 2019 | -- | $712,000 +0.4% |
| 2018 | -- | $709,000 +3.2% |
| 2017 | $4,061 | $687,000 +3.5% |
| 2016 | -- | $664,000 +4.2% |
| 2015 | -- | $637,000 +1.3% |
| 2014 | -- | $629,000 +3.1% |
| 2013 | -- | $610,000 |
| 2012 | -- | $610,000 -4.7% |
| 2011 | -- | $640,000 +0.5% |
| 2010 | -- | $637,000 -9.9% |
| 2009 | -- | $707,000 -1.1% |
| 2008 | -- | $715,000 +5.2% |
| 2007 | $3,472 +14.9% | $679,800 +51.1% |
| 2005 | $3,022 +18.8% | $450,000 +27.5% |
| 2004 | $2,544 -2.6% | $353,000 -0.1% |
| 2003 | $2,613 +14.3% | $353,200 +76.6% |
| 2002 | $2,286 | $200,000 |
| 2001 | -- | $200,000 |
| 2000 | $2,109 | $200,000 |
Find assessor info on the county website
Neighborhood: 11964
Nearby homes
- $1,479,6003 bd2 ba2k sqft83 N Midway Rd, Shelter Island, NY 11964Off Market
- $2,364,6004 bd3 ba3k sqft77 N Midway Rd, Shelter Island, NY 11964Off Market

- $1,103,4002 bd2 ba1.3k sqft81-B N Midway Rd, Shelter Island, NY 11964Off Market
- $1,438,7004 bd4 ba2.7k sqft70 N Midway Rd, Shelter Island, NY 11964Off Market
- $1,061,2003 bd1 ba1.3k sqft75 N Midway Rd, Shelter Island, NY 11964Off Market
- $830,2004 bd1 ba908 sqft5 W Neck Rd, Shelter Island, NY 11964Off Market
- $2,111,9005 bd5 ba3.4k sqft1 W Neck Rd, Shelter Island Heights, NY 11965Off Market
- $1,208,3002 bd3 ba1.3k sqft3 W Neck Rd, Shelter Island, NY 11964Off Market
Nearby schools
GreatSchools rating
- 8/10Shelter Island SchoolGrades: PK-12Distance: 0.8 mi
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
$1,129,800
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
$1,129,800
- New York
- Suffolk County
- Shelter Island
- 11964
- 81 N Midway Rd