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Shelter Island Real Estate

Suffolk, New York · 11964
Shelter Island Union Free School District Walk Score: 1
Median Single-Family Home Price
$1,725,000
-7% year over year
Single-family homes · ZIP 11964 (Shelter Island and Shelter Island Heights)
Market Status
—
Median DOM
153 days
Price Trend
-7%
Get Your Shelter Island Home Value
01 — Community Snapshot

Living in Shelter Island

Key metrics and insights for homebuyers and sellers evaluating Shelter Island, Suffolk, NY 11964.

Median Single-Family Price
$1,725,000
-7% YoY · ZIP 11964
Median Recorded Property Tax
$8,300
Annual
Walk Score
1
out of 100
Community Details
County
Suffolk
ZIP Code
11964
School District
Shelter Island Union Free School District
Median Days on Market
153 days
Walk Score
1/100

Is Shelter Island walkable?

Shelter Island has a Walk Score of 1 out of 100, which Walk Score rates "Car-Dependent".

Commuting from Shelter Island — LIRR

Nearby Long Island Rail Road stations and typical weekday AM-peak travel times to the Manhattan and Brooklyn terminals. Many Shelter Island residents use whichever station best fits their branch and schedule.

Greenport Station · Greenport Service Closest station
Wiggins St & 4th St, Greenport, NY 11944
Southold Station · Greenport Service Nearby alternative
Youngs Ave & Traveler St, Southold, NY 11971

AM-peak travel times on scheduled LIRR service to Penn Station, Grand Central Madison, and Atlantic Terminal (Brooklyn). Based on MTA LIRR public timetable data.

What Is Your Shelter Island, NY Home Worth?

Get a strategic market analysis — not an algorithm. A real evaluation from a licensed attorney and Associate Real Estate Broker serving Suffolk.

Get Your Home Value
02 — Market Intelligence

Shelter Island Market Data

Current market conditions and pricing trends for Shelter Island, Suffolk, NY.

Median Single-Family Price
$1,725,000
From 11 closed single-family sales in ZIP 11964 (Shelter Island and Shelter Island Heights) in the past 12 months
-7% year over year
Market Condition
—
No closed sales to measure supply against
Median Days on Market
153 days
Typical time to sell
Median Sale Price by Property Type — Shelter Island
Single-Family
$1,725,000
11 closed sales · 153d median

Single-family, condo and co-op homes are measured separately — these medians are never blended together. Based on 11 recorded closings in ZIP 11964 between Sep 18, 2025 and Sep 18, 2026 — a settled trailing twelve months, ending about a month back so late-recorded closings are counted rather than missed. Days on market are medians, not averages. A property type with fewer than 8 closed sales in that window is left out rather than published on a sample too thin to mean anything.

The Trend

Single-family prices in ZIP 11964 are down about 7% year over year, comparing 11 sales in the 12 months to September 18, 2026 with 15 in the 12 months to September 18, 2025.

What investors paid, and what they resold for
Median purchase and resale price by yearBought forResold for
$875K$677K$479K2017202020222025$875K$677K$479K2017202020222025
Share of all local purchases made by companies
27.0%18.6%10.2%201720202022202527.0%18.6%10.2%2017202020222025

Across 8 years of county-clerk records, 4 homes in the Shelter Island school district were bought by a company and resold within two years. Over the whole period the typical one was bought for $500,000 and resold for $540,000, a median of 12 months later.

That difference is gross. Renovation, carrying, financing and selling costs are not recorded anywhere public, so it is the change in price, not a profit. Over a hold of that length prices across the county moved about +3.9%, which accounts for a good part of the difference here.

The pandemic years cut against the intuition that investors moved in. Companies bought 17.9% of homes here in 2019, then 10.2% in 2020 and 27.0% in 2021 — the lowest share of the 8 years. In those two years companies won a smaller share, not a larger one. The number bought and resold within two years fell with it, from 1 in 2019 to 0 in 2021.

Since then it has reversed. Company buying reached 23.6% in 2024 — above its 2019 level of 17.9%.

Source: property transfers recorded with the county clerk, which cover every sale rather than only those listed for sale. Filings reach the state months after closing, so these figures run to October 2025 and describe what has already happened rather than the market today.

Homes that changed hands without going on the market

Between 2017 and October 2025, 394 homes in the Shelter Island school district passed between family members rather than being sold — about 67 for every 100 that sold on the open market.

89% of them recorded no price at all, so they appear in no market statistic, no listing history and no sold comparable. They are counted here because the transfer itself is filed with the county clerk, whether or not money changed hands.

Family transfers per 100 open-market sales, by year
11371302017202020241137130201720202024

Counted from the reason recorded on each transfer with the county clerk, not from the price. Transfers filed only to add or remove a name on the deed are excluded — those are paperwork, not a change of owner. Where a filing gives no reason it is not counted, so these are minimum counts rather than a complete rate, and they run to October 2025.

Who has cut their asking price
Price reductions in Shelter Island
9 of 23 homes for sale
39.1% have cut their asking price — against 34.6% across Suffolk

Of the 23 homes for sale in Shelter Island today, 9 are now asking less than they originally asked — 39.1%, against 34.6% across Suffolk. 1 seller has raised their asking price.

Measured from the OneKey MLS feed, updated daily. A home counts as reduced when its current asking price is below the price it was first listed at — not against an estimate or against other homes.

Joseph's Market Take

What This Means for Sellers

Pricing strategy is the variable you control in Shelter Island regardless of which way the wider market is leaning. Overpriced homes sit and get chased down with reductions; correctly priced ones still move. The comparables for your specific home — not a headline about the market — are what set the right number, and that is where having an agent who understands both the legal and market dynamics becomes critical.

Buyer Advisory

What This Means for Buyers

Come pre-approved and judge each home in Shelter Island on its own comparables. Conditions vary by price band and by street, so the useful read comes from the specific property and what has actually closed near it — not from a single label for the town.

Thinking of selling your Shelter Island home?

Town figures are the backdrop. Your street, price band and condition decide what your home would sell for. Start with a value range built from recent sales near you.

Or talk through your timing with us

No cost, no obligation · built from recent nearby sales

How many Shelter Island listings did not sell
Did not sell
49%
17 of 35 listings that resolved
Sold
51%
18 closed sales · median $1,812,500

The listings that did not sell asked a median of $2,999,000 — 65% above the $1,812,500 median of the homes that closed. Counted over the trailing twelve months: every listing that closed, expired, was withdrawn or was terminated. Listings still active or under contract are not counted on either side. If the feed does not retain every withdrawn listing, the real figure is higher than the one shown, never lower.

Based on information from OneKey® MLS, for the period September 18, 2025 through September 18, 2026.

Flood informationShelter Island: FEMA flood dataMedian NFIP cost, single-family homes, ZIP 11964: $1,220 a year (Aug 2026)
Median yearly NFIP cost
$1,220
Single-family homes · ZIP 11964
Middle half of policies
$850–$1,600
211 policies in force, August 31, 2026
Residential buildings with NFIP insurance
5.4%
Suffolk County · FEMA, Aug 3, 2026

Median yearly cost by FEMA zone: high-risk A zones $2,070 (21 policies); coastal high-risk V zones $4,120 (4 policies, small sample); moderate- to low-risk zones (X, B, C) $1,200 (186 policies).

Cost trend, ZIP 11964

Median yearly cost of single-family NFIP policies taking effect each month.

$1,630$1,190$760Sep '25Jan '26Apr '26Aug '26$1,630$1,190$760Sep '25Jan '26Apr '26Aug '26

In ZIP 11964, the typical monthly median yearly cost of single-family NFIP policies taking effect in March through August 2026 was $1,370, 14% higher than the typical month in March through August 2025 ($1,200). Based on 85 and 87 policies.

Check a specific address

Look up the FEMA flood zone for any address: FEMA Flood Map Service Center · FloodSmart (FEMA).

Flood data for Suffolk County: costs by ZIP, trend and FEMA ratings →

Calculated from FEMA policy data (as of Sep 8, 2026) and FEMA's NFIP residential penetration rates. Yearly cost is premium plus FEMA fees, single-family NFIP policies only; the insured share is residential NFIP contracts as a share of all residential buildings. Private flood insurance is not included. Not a flood-zone determination, insurance advice or a quote. Each building is priced individually.

03 — About Shelter Island

What It's Like Living in Shelter Island

Shelter Island is one of Suffolk's most established residential communities, offering a distinctive blend of suburban character and metropolitan accessibility. Located in the 11964 zip code, the community is served by the Shelter Island Union Free School District.

With a median single-family sale price of $1,725,000 and a median recorded property tax of $8,300 a year across single-family sales in ZIP 11964 (Shelter Island and Shelter Island Heights), Shelter Island pairs an established housing stock with direct access to New York City.

Local Expert Insights

Joseph's Insider Guide to Shelter Island

Direct answers informed by 5,000+ closed transactions across Nassau, Suffolk, Queens and Brooklyn — not the canned content you'd find on any listing portal.

What are property tax trends in Shelter Island, NY?

Shelter Island homeowners pay a median of approximately $8,300 a year in property taxes — the median of the tax figures actually recorded on homes sold here, not an estimate. The bill funds school-district, county, town, and special-district services. Taxes are assessed parcel by parcel, so two similar homes on the same street can carry very different bills — confirm the actual assessment on a specific address before relying on it.

Is now a good time to buy or sell in Shelter Island?

Conditions in Shelter Island are best read from the numbers themselves, with homes selling in about 153 days. Single-family sale prices in ZIP 11964 (Shelter Island and Shelter Island Heights) changed -7% year over year. Timing decisions depend on your specific situation — contact Joseph for a no-cost strategy session tailored to your property and goals.

What makes Shelter Island different from other Suffolk communities?

Shelter Island is a long-established community served by the Shelter Island Union Free School District. Prices and activity vary by property type, school district, condition and price band; the figures above show where this market stands now.

What should buyers know before making an offer in Shelter Island?

School district boundaries in Shelter Island often run street by street — two blocks can mean a different school zone, so confirming a home's exact attendance zone before you make an offer matters. As an Associate Broker who is also an attorney, Joseph reads title and contract details differently than most agents — and when the facts of a deal are in front of him, he knows what's worth asking about. (Not a substitute for your own attorney's representation.)

Is Shelter Island walkable for everyday living?

Shelter Island has a Walk Score of 1/100, measured at a single point near the centre of Shelter Island. Walkability varies street by street, so check the score for a specific address.

Planning a Move to Shelter Island?

Get the Shelter Island Relocation Guide — schools, commute options, live market data, and insider neighborhood details compiled by an Associate Broker who is also an attorney.

Request the Relocation Guide
05 — Schools & Education

Schools in Shelter Island, NY

Shelter Island is served by the Shelter Island Union Free School District. Attendance zones on Long Island are assigned street by street, so a Shelter Island mailing address does not by itself determine which school a home is zoned for.

Schools in the Shelter Island Union Free School District
Elementary
Shelter Island School
High
Shelter Island School

These are the schools recorded on homes sold in this district over the last 12 months — the district may also serve neighbouring communities. Zones can change and run street by street — we confirm the exact assignment for any home before you offer.

Searching for homes near a specific school?

School district boundaries on Long Island often run street by street, so a Shelter Island mailing address doesn't guarantee a given school. We confirm a home's exact attendance zone before you make an offer.

05.5 — Location & Map

Shelter Island on the Map

Explore Shelter Island and nearby areas. Zoom in to see neighborhoods, schools, transit, and local amenities.

Loading map…
Map Key: Community LIRR Stations Parks

Looking to Buy in Shelter Island?

Browse available properties or let Joseph find the right home for you — with the read of an Associate Broker who is also an attorney.

05.75 — For Sale Now

Homes for Sale in Shelter Island, NY

22 active listings currently on the market in Shelter Island. Data refreshed from the MLS in real time.

17 Brander Parkway, Shelter Island, NY 11964 Active 0d Ranch
$900,000
17 Brander Parkway, Shelter Island, NY 11964
2 bd 1 ba 936 sqft
Listing courtesy of Daniel Gale Sothebys Intl Rlty
5 Marc, Shelter Island, NY 11964 Active 9d Traditional
$1,999,999
5 Marc, Shelter Island, NY 11964
4 bd 4 ba 2,777 sqft
Listing courtesy of RE/MAX Signature Real Estate
64A N Midway Road, Shelter Island, NY 11964 Active 88d Barndominium
$2,199,000
64A N Midway Road, Shelter Island, NY 11964
5 bd 4 ba 2,642 sqft
Listing courtesy of Douglas Elliman Real Estate
20 Baldwin Road, Shelter Island, NY 11964 Active 4d Farmhouse
$3,250,000
20 Baldwin Road, Shelter Island, NY 11964
4 bd 3 ba 3,097 sqft
Listing courtesy of Daniel Gale Sothebys Intl Rlty
43 Gardiners Bay Drive, Shelter Island, NY 11964 Active 124d Farmhouse
$3,290,000
43 Gardiners Bay Drive, Shelter Island, NY 11964
5 bd 5 ba 6,106 sqft
Listing courtesy of Daniel Gale Sothebys Intl Rlty
11 Sunnyside Avenue, Shelter Island, NY 11964 Active 177d A-Frame
$5,000,000
11 Sunnyside Avenue, Shelter Island, NY 11964
4 bd 6 ba 4,000 sqft
Listing courtesy of Douglas Elliman Real Estate

Listings courtesy of OneKey® MLS as distributed by MLS GRID.

Based on information submitted to the MLS GRID as of October 18, 2026 5:30 pm. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Personal-use terms and which listings this site shows: MLS & Data Disclosures

Showing 6 of 22 active listings

View All 22 Listings in Shelter Island
06 — Recent Sales

Recently Closed in Shelter Island

4 closed sales found. Recent transactions provide real-world context for current market values. For a full Comparative Market Analysis of your property, request a complimentary CMA.

← swipe to view all →

Address Type Beds / Ba Sq Ft Closed Sale Price $/Sq Ft DOM
16 Shelterlands Path, Shelter Island, NY 11964 Contemporary 3 bd / 3 ba 1,950 — Sign in to view — 58d
73 N Midway Road, Shelter Island, NY 11964 Contemporary 4 bd / 3 ba 2,296 — Sign in to view — 249d
26 S Menantic Road, Shelter Island, NY 11964 Cottage 4 bd / 4 ba 1,702 — Sign in to view — 305d
10 Strawberry Lane, Shelter Island, NY 11964 Ranch 3 bd / 2 ba 1,340 — Sign in to view — 211d

Source: OneKey MLS — Shelter Island closed sales, last 180 days. Verify all figures independently before making decisions.

Get Your Home’s Value →
07 — Frequently Asked Questions

Shelter Island Real Estate FAQ

Expert answers to the most common questions about buying and selling in Shelter Island.

How much does it cost to buy a home in Shelter Island?
Single-family homes in ZIP 11964 (Shelter Island and Shelter Island Heights) sold for a median of about $1.73 million in the 12 months to September 18, 2026, across 11 closed sales. Single-family prices in ZIP 11964 are down 7% year over year, comparing 11 sales in the 12 months to September 18, 2026 with 15 in the 12 months to September 18, 2025. Their median recorded property-tax bill was about $8,300 a year. At that price the buyer also pays New York State's 1% mansion tax, which applies to homes of $1 million or more: about $17,300 on $1.73 million. The State's 0.4% base transfer tax is paid by the seller. Lender, title-insurance and attorney charges depend on the loan and the contract, so they are not included here. Sources: OneKey® MLS closed sales; tax rates from the NYS Department of Taxation and Finance. Compare: Suffolk County market report · Long Island home prices by ZIP code.
What are property taxes like in Shelter Island, and can they be lowered?
Shelter Island's median property-tax bill runs about $8,300/year. Can they be lowered? Sometimes. You can file a tax grievance — formally a tax certiorari proceeding — that challenges the assessed value your bill is calculated from. There's no guarantee of a reduction, it can take roughly two years to show up on your bill, and even a successful challenge may move the number only modestly. Many homeowners still pursue it, and a number of firms will handle the filing for a share of the first year's savings. It's worth reviewing for your specific home, and Joseph can pull a property's full tax history before you make an offer. If taxes are a deciding factor, you can also filter for lower-tax communities and compare. County-wide data: Suffolk County schools and property taxes.
What is the LIRR commute from Shelter Island to Manhattan?
Most Shelter Island commuters use the Greenport station on the LIRR. View LIRR schedules and fares.
How are the schools in Shelter Island?
Shelter Island is served by the Shelter Island Union Free School District. School attendance zones can run street by street, so an address in Shelter Island doesn't automatically put a home in a given school. Because that distinction can affect both your child's school and the home's resale value, Joseph checks the specific attendance zone for any home you're seriously considering before you make an offer.
Why work with Joseph DeVito to buy or sell in Shelter Island?
Joseph DeVito doesn't just help people buy and sell homes — he's spent over a decade hands-on renovating them. Alongside 5,000+ transactions, that renovation experience means he's worked through layout, design, and functionality decisions and lived with the timelines, costs, and pitfalls of a project — so he walks a home with a renovator's eye for craftsmanship and condition and can show buyers where to look closely. As a licensed attorney (though not your attorney on the transaction), he also reads a deal differently than most agents: when the facts of a transaction are in front of him, he understands the contract and title questions worth asking. His background also includes deep foreclosure and distressed-sale experience. In a divorce or estate sale, he can orient you and then coordinate with your matrimonial or estate representative for the legal specifics outside an agent's role. He's also genuinely responsive. It's an uncommon mix, and clients are generally better served by it. (Joseph represents you as your agent through Keller Williams; this is not legal representation and does not create an attorney-client relationship.)
Is Shelter Island served by one school district, or do buyers need to verify district boundaries?
Not always — and it is one of the most important things to confirm before you buy. A mailing address in Shelter Island does not guarantee a home is in the Shelter Island Union Free School District; attendance zones can run street by street, so a home a few blocks away can feed a different district. Because the assigned schools determine a child's placement, confirm the assigned schools for the specific address with the Shelter Island Union Free School District before you make an offer on a Shelter Island home. Ask about a home's school district →
Which school district is the main draw for buyers looking in Shelter Island?
Shelter Island is served by the Shelter Island Union Free School District. Comparing districts is less about a single ranking and more about which one a specific home actually feeds — on Long Island a boundary can run down the middle of a street, so two nearby homes can sit in different districts. Rather than rely on a mailing address or a listing's "school district" field, confirm the assigned schools for the exact address with the district. I can also run a side-by-side of real Shelter Island-area listings against the neighboring towns you're weighing so you compare on the same budget. Compare Shelter Island-area homes →
Why can two Shelter Island homes with similar prices have very different tax bills?
Two similar-looking Shelter Island homes can carry very different tax bills because the bill is calculated from each property's assessed value — not its sale price — and assessments don't always track the market evenly. Shelter Island's median property-tax bill runs about $8,300/year. If a home looks over-assessed relative to comparable sales, you can file a tax grievance (formally a tax certiorari proceeding) to challenge the assessment — there's no guarantee of a reduction and it typically takes time to show up on the bill. I review a home's full tax history before you make an offer, because a number that looks fine today can shift after a reassessment. Ask me to pull a property's tax history →
How does Shelter Island's effective tax rate compare with the Suffolk County average?
Shelter Island's median property-tax bill runs about $8,300/year. Those taxes fund the Shelter Island Union Free School District and local services. If taxes are a deciding factor, you can filter for lower-tax communities and compare on the same budget — and if a specific home looks over-assessed, you can file a tax grievance to challenge the assessment (a reduction is not assured, and it takes time to take effect). I'll pull any home's full tax history before you commit. Compare Shelter Island taxes with nearby towns →
What price range sells fastest in Shelter Island right now?
For Shelter Island (single-family sales in the Shelter Island Union Free School District), homes priced $2M – $3M sold fastest over the 12 months to October 3, 2026: a median of 91 days on market before going into contract, across 4 sales. That is too small a sample to be statistically stable, so a single sale moves it substantially. Among ranges with at least 10 sales, the fastest was $1M – $2M at 217 days (10 sales). The slowest was $1M – $2M, at 217 days (10 sales). All price ranges: Under $1M: 211 days (2 sales); $1M – $2M: 217 days (10 sales); $2M – $3M: 91 days (4 sales); $4M+: 117 days (6 sales). The Under $1M and $4M+ ranges have fewer than 10 sales — too small a sample to be statistically stable. A year earlier (12 months to October 2025), the same $2M – $3M range took a median of 97 days (4 sales), and the fastest range then was $4M+ at 10 days (2 sales). Days on market here runs from listing to going into contract; closing comes later. Source: OneKey® MLS closed sales. See what your home would list for →
What is the commute tradeoff for Shelter Island compared with Shelter Island Heights and Dering Harbor?
Most Shelter Island commuters use the Greenport station on the LIRR. View LIRR schedules and fares →
Do buyers compare Shelter Island more with Shelter Island Heights or Dering Harbor?
Shelter Island is made up of distinct pockets, and on Long Island those neighborhood areas often line up with school-attendance zones — which is what tends to drive the differences buyers feel between one part of town and another. Because a boundary can run street by street, the part of Shelter Island a specific home sits in can affect both its assigned schools and its value. I can walk you through how the areas of Shelter Island differ and confirm exactly which zone a given home falls in. Ask about Shelter Island's neighborhoods →
Is Shelter Island a better value than Shelter Island Heights or Dering Harbor based on median price and taxes?
The median single-family sale price in ZIP 11964 (Shelter Island and Shelter Island Heights) is currently $1,725,000, with single-family sale prices there trending -7% year over year. Comparing towns on a single median can mislead, though — what a budget actually buys depends on a home's size, condition, lot, and school zone. The most useful comparison is real listings side by side: I can show you what the same budget buys in Shelter Island versus the nearby towns you're weighing. Browse and compare Shelter Island-area homes →
How have home prices changed in Shelter Island?
Single-family prices in ZIP 11964 are down about 7% year over year, comparing 11 sales in the 12 months to September 18, 2026 with 15 in the 12 months to September 18, 2025.
Are sellers cutting prices in Shelter Island?
9 of the 23 homes for sale in Shelter Island are asking less than they originally asked (39.1%), against 34.6% across Suffolk. Updated daily from the OneKey MLS feed.
What counts as a price reduction on this page?
A home is counted as reduced when its current asking price is lower than the price it was first listed at. It is not based on an estimate, on a valuation, or on what similar homes are worth — only on the seller's own two numbers, their original asking price and their current one.

Joseph DeVito is a New York Licensed Associate Real Estate Broker and a New York attorney. He does not act as both broker and attorney on the same transaction: here he acts as a real estate broker only, and he is not your attorney. Real estate services provided through Keller Williams Realty Greater Nassau are not legal representation. Everything on this site is general information for educational purposes only. It is not legal advice, it creates no attorney-client relationship, and it should not be relied on as legal advice — for advice about your own situation, consult your own attorney.

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County Context

How Shelter Island Fits Into the Suffolk County Market

Shelter Island’s median sale price of about $1.73M sits about 150% above the Suffolk County median of about $690K. These are whole-county figures over a settled trailing 12 months — the same data behind our full Suffolk County reports.

$690KCounty median
26dCounty median DOM
3.3 moMonths of supply
100.8%Sale / final list

County medians describe the wider market, not any specific property, and are not a valuation of a home in Shelter Island.

08 — Explore More

Suffolk Markets Priced Like Shelter Island

Other Suffolk communities whose current median sale price sits closest to Shelter Island's — a practical way to see what the same budget buys elsewhere.

Live OneKey MLS medians from recent closed sales, refreshed daily. Market condition reflects months of supply. Figures describe each market, not any specific home.

Didn't find what you're looking for?

Search all Suffolk communities or browse by price range.

Ready to Make a Move in Shelter Island?

Buy or Sell in Shelter Island, NY With an Associate Broker Who Knows Which Questions to Ask

Joseph DeVito has been part of more than 5,000 closed transactions across Nassau County, Suffolk County, Queens, and Brooklyn. As an Associate Broker who is also an attorney, he reads a deal differently than most agents — and when the facts of your Shelter Island deal are in front of him, he knows the contract and title questions worth asking.

Also explore: Buyer Resources · Selling Your Home · All Suffolk Communities · Suffolk County Housing Market Outlook · Suffolk County Days on Market Report · Suffolk County School & Tax Breakdown