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The best way to find top real estate agents in Shelter Island, NY

We analyze thousands of real estate agents in Shelter Island and nationwide to find you proven local professionals, for free.


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Shelter Island, NY real estate

Compare top Shelter Island real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*


*Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Shelter Island real estate Market Report.

Information and statistics on the latest trends in the Shelter Island real estate market. *

Latest Rolling 3-Month Snapshot

Jul 1, 2026 - Sep 30, 2026

Median sale price
$1.5M
-53% from Q2 '26
Median list price
$2.2M
+18% from Q2 '26
Active listings
30
-3.2% from Q2 '26
Homes sold
4
-33% from Q2 '26
New pendings
4
No change from Q2 '26
New listings
7
-56% from Q2 '26

Quarterly Pricing Trends for Shelter Island

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Shelter Island Q4 '21 Q4 '22 Q4 '23 Q4 '24 Q4 '25 Q3 '26 Median sale price in Oct 2021 - Dec 2021: $1.3M Median sale price in Jan 2022 - Mar 2022: $937K Median sale price in Apr 2022 - Jun 2022: $1.9M Median sale price in Jul 2022 - Sep 2022: $2.4M Median sale price in Oct 2022 - Dec 2022: $1.7M Median sale price in Apr 2023 - Jun 2023: $1.7M Median sale price in Jul 2023 - Sep 2023: $1.2M Median sale price in Oct 2023 - Dec 2023: $1.7M Median sale price in Apr 2024 - Jun 2024: $2.1M Median sale price in Jul 2024 - Sep 2024: $1.9M Median sale price in Oct 2024 - Dec 2024: $1.7M Median sale price in Jan 2025 - Mar 2025: $2M Median sale price in Apr 2025 - Jun 2025: $1.5M Median sale price in Jul 2025 - Sep 2025: $1.7M Median sale price in Oct 2025 - Dec 2025: $2.3M Median sale price in Jan 2026 - Mar 2026: $2.2M Median sale price in Apr 2026 - Jun 2026: $3.3M Median sale price in Jul 2026 - Sep 2026: $1.5M Median list price in Oct 2021 - Dec 2021: $1.5M Median list price in Jan 2022 - Mar 2022: $1.7M Median list price in Apr 2022 - Jun 2022: $2.2M Median list price in Jul 2022 - Sep 2022: $1.8M Median list price in Oct 2022 - Dec 2022: $950K Median list price in Jan 2023 - Mar 2023: $2.1M Median list price in Apr 2023 - Jun 2023: $1.9M Median list price in Jul 2023 - Sep 2023: $2M Median list price in Oct 2023 - Dec 2023: $2M Median list price in Jan 2024 - Mar 2024: $1.9M Median list price in Apr 2024 - Jun 2024: $2.2M Median list price in Jul 2024 - Sep 2024: $2.1M Median list price in Oct 2024 - Dec 2024: $1.8M Median list price in Jan 2025 - Mar 2025: $2M Median list price in Apr 2025 - Jun 2025: $2.5M Median list price in Jul 2025 - Sep 2025: $2.9M Median list price in Oct 2025 - Dec 2025: $2M Median list price in Jan 2026 - Mar 2026: $2.1M Median list price in Apr 2026 - Jun 2026: $1.9M Median list price in Jul 2026 - Sep 2026: $2.2M Oct 2021 - Dec 2021 Median sale price $1.3M Median list price $1.5M Jan 2022 - Mar 2022 Median sale price $937K Median list price $1.7M Apr 2022 - Jun 2022 Median sale price $1.9M Median list price $2.2M Jul 2022 - Sep 2022 Median sale price $2.4M Median list price $1.8M Oct 2022 - Dec 2022 Median sale price $1.7M Median list price $950K Jan 2023 - Mar 2023 Median sale price Unknown Median list price $2.1M Apr 2023 - Jun 2023 Median sale price $1.7M Median list price $1.9M Jul 2023 - Sep 2023 Median sale price $1.2M Median list price $2M Oct 2023 - Dec 2023 Median sale price $1.7M Median list price $2M Jan 2024 - Mar 2024 Median sale price Unknown Median list price $1.9M Apr 2024 - Jun 2024 Median sale price $2.1M Median list price $2.2M Jul 2024 - Sep 2024 Median sale price $1.9M Median list price $2.1M Oct 2024 - Dec 2024 Median sale price $1.7M Median list price $1.8M Jan 2025 - Mar 2025 Median sale price $2M Median list price $2M Apr 2025 - Jun 2025 Median sale price $1.5M Median list price $2.5M Jul 2025 - Sep 2025 Median sale price $1.7M Median list price $2.9M Oct 2025 - Dec 2025 Median sale price $2.3M Median list price $2M Jan 2026 - Mar 2026 Median sale price $2.2M Median list price $2.1M Apr 2026 - Jun 2026 Median sale price $3.3M Median list price $1.9M Jul 2026 - Sep 2026 Median sale price $1.5M Median list price $2.2M
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
75
Buyer’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).

Inventory on Shelter Island has edged up in this rolling three-month view, with about 30 active listings and a modest 12 percent increase from a year ago. Contract activity is relatively light, as only 4 homes sold and 4 went pending, even though closed sales are up more than a third compared with last year.

Pricing is adjusting to this slower pace, with the typical home value down nearly 9 percent year over year and the median list price falling more than 20 percent over the same period. Sellers are also seeing buyers negotiate more, as the average sale-to-list ratio sits around 95 percent and no homes in this period closed above their asking price.

Time on market tells an interesting story, because the median days on market is roughly 184 days, which is still long but about half what it was a year ago. Even with that improvement, months of supply remains high at over 19 months, reinforcing Shelter Island’s status as a buyer’s market and underscoring the need for careful pricing. Buyers and sellers can both benefit from an experienced local agent, and Agent Pronto can connect them with someone who understands these conditions.



Learn more about what Shelter Island has to offer.

Shelter Island offers residents a serene seaside lifestyle with abundant nature, boating and outdoor recreation, and a close-knit community in a peaceful, walkable island setting.

Shelter Island combines quiet coastal living with convenient access to both the North and South Forks of Long Island. Reached by short ferry rides from Greenport and North Haven, it feels tucked away yet remains practical for year round residents and second home owners.

Daily life centers on the water and small scale services. Crescent Beach and Wades Beach offer family friendly swimming, while Crescent Beach / Sunset Beach is a favorite for evening views. Outdoor enthusiasts value the extensive trails and bird habitat in Mashomack Preserve, along with town landings that support boating and kayaking. The Shelter Island Public Library anchors community events and remote work needs with reliable workspace and programming.

On Ranboy Road and in the Heights, you will find casual restaurants, markets, and cafes that cover daily errands without leaving the Island. Families often look closely at the Shelter Island School and the town’s Parks and Recreation offerings when comparing neighborhoods. Proximity to nearby Greenport, Southold, Riverhead, Sag Harbor, and East Hampton expands options for dining, healthcare, and shopping while preserving Shelter Island’s quieter feel.

Because inventory is limited and each area of the Island has distinct rules, shoreline conditions, and access patterns, working with a local real estate expert can significantly reduce stress. Agent Pronto connects both buyers and sellers in Shelter Island with agents who understand these nuances and can guide each step with confidence.

Find your Shelter Island real estate agent today →


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See why so many people rely on Agent Pronto to make their real estate journey a success.

“Working with Maria to purchase our first home was nothing short of amazing. Not only was she kind, friendly, and extremely knowledgeable, but she also made the home buying process FUN! When we finally found our dream home, she did all in her power to help us seal the deal - and she did! Even during closing when we hit a few speed bumps, she was right there making sure everything was smoothed over. I could not recommend her more! If you’re looking to buy a home, seriously, get in touch with Maria! She will make your entire experience amazing. Thank you so much Maria!”

Erin Croce ·

Photo of Team Carillo
Coldwell Banker
“Jack was professional, responsive, and easy to work with throughout the process. He was always available to answer questions and made everything as smooth as possible. I appreciate his time and effort and would recommend him to anyone looking for a knowledgeable real estate agent.”

jmarque1111 ·

Photo of Jack Cutrone
Patriot Real Properties
“Selling our home after more than a decade of memories while relocating from New York to Texas could have been incredibly stressful, but our realtors made the entire process feel manageable from start to finish. Their level of involvement was unlike anything we’ve experienced. They were engaged in every aspect of the sale, communicated constantly, and were personally present for every showing. We never felt like just another listing—they treated our home as if it were their own and were invested in getting us the best possible outcome. Their knowledge of the market, attention to detail, and proactive approach were invaluable. Whether it was preparing the house for showings, providing feedback, coordinating with buyers, or navigating negotiations, they were there every step of the way. No question went unanswered, and no concern was ever too small. Thanks to their hard work and dedication, we were able to successfully sell our home and make our move to Texas with confidence. In a profession where service can vary greatly, they truly set the gold standard. If you’re looking for realtors who are professional, knowledgeable, responsive, and genuinely care about their clients, look no further. We are incredibly grateful for everything they did and would recommend them without hesitation to anyone buying or selling a home. Five stars simply don’t do them justice. ++ Highly recommended!”

nypd114 ·

Photo of Team Sinensky
Better Homes & Gardens Real Estate Better Homes and Gardens Realty Realty Connect
“Samantha was amazing. We've been looking for a second place now for two years, on and off again. We were not in a rush. Samantha was patient with our open timetable, available, responsive and informative. We would very much highly recommend her. I don't usually wrote reviews, but she deserves 5+ stars.”

Liam L. Castro, Esq. ·

Photo of Samantha Cacciatore
Douglas Elliman Real Estate Central Suffolk office
“Lamar took the time to understand what was important to us as buyers. It was especially challenging since we were relocating to Long Island from Florida. He was patient and was there doing Video Tours with us. Lamar is a Realtor to have on your side.”

Atabey ·

Photo of Lamar Hudson
EPIQUE Realty
“Lori is amazing!!!! Couldn’t have found a more caring, understanding and friendly realtor. She listened to my requests, and I felt like she was very thorough with all of her follow up. She kept me up to date during the entire process of the sale of my home. A true professional who felt like a good friend.”

luvnmynyyankees ·

Photo of Jen Torre
Douglas Elliman Real Estate
“You won't find someone more responsive , patient, diligent and sincere than Jay. His insight and honesty helped us walk away from a few houses we would have regretted purchasing as inventory got thin. He was right and he helped us close on a home we absolutely love! Thanks Jay!!!”

Adrian Bedoya ·

Photo of Jason Rubinstein
Pine Barrens Realty
“Ryan is a knowledgeable real estate agent, with his guidance and expertise he was able to sell our home within 24 hours. We had the most positive experience and would highly recommend him to others.”

ptermini ·

Photo of Ryan McQueeney
True North Realty
“Sal made the home buying experience as pain less as possible. He always responded to my texts or took my calls whenever I called him. He answered any and all questions I had. He was with us every step of the way from looking at houses all the way through the closing process. I wish there were more people like Sal in all walks of life. He may look young but has that old school mentality that is missing these days. I have already recommended Sal to my family and friends and would recommend him to anybody interested in buying or selling their home. I can honestly say that without Sal we would not be in our first home and I am eternally grateful for all he's done for my family.”

user7609899 ·

Photo of Andrew Spina
Homesmart premier living realty
“My experience with Michael has been excellent. He is both experienced in how to effectively sell real estate and an expert in knowing how to deal with people. He always errs on the client's behalf. His knowledge is wide and his demeanor professional. As an Interior Designer and Architect, I found him Michael to be a real team member.”

Copperfield123 ·

Photo of Michael Achillas
Clearview

Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Shelter Island. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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