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Shelter Island Heights, NY real estate

Compare top Shelter Island Heights real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 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 Heights real estate Market Report.

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

Latest Rolling 3-Month Snapshot

Jul 1, 2026 - Sep 30, 2026

Median sale price
$3.3M
+22% from Q2 '26
Median list price
$3.7M
+146% from Q2 '26
Active listings
18
No change from Q2 '26
Homes sold
2
-33% from Q2 '26
New pendings
3
No change from Q2 '26
New listings
4
-50% from Q2 '26

Quarterly Pricing Trends for Shelter Island Heights

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

Quarterly Pricing Trends for Shelter Island Heights 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: $657K Median sale price in Apr 2022 - Jun 2022: $1.9M Median sale price in Jul 2022 - Sep 2022: $2.9M Median sale price in Oct 2022 - Dec 2022: $2.4M Median sale price in Apr 2023 - Jun 2023: $2M Median sale price in Jul 2023 - Sep 2023: $1.3M Median sale price in Oct 2023 - Dec 2023: $2.2M Median sale price in Apr 2024 - Jun 2024: $1.4M Median sale price in Jul 2024 - Sep 2024: $1.5M Median sale price in Oct 2024 - Dec 2024: $1.9M Median sale price in Jan 2025 - Mar 2025: $1.8M Median sale price in Apr 2025 - Jun 2025: $1.4M Median sale price in Jul 2025 - Sep 2025: $1.6M Median sale price in Oct 2025 - Dec 2025: $2.7M Median sale price in Jan 2026 - Mar 2026: $1.9M Median sale price in Apr 2026 - Jun 2026: $2.7M Median sale price in Jul 2026 - Sep 2026: $3.3M Median list price in Apr 2022 - Jun 2022: $2.3M Median list price in Jul 2022 - Sep 2022: $2.2M Median list price in Oct 2022 - Dec 2022: $1.3M Median list price in Jan 2023 - Mar 2023: $6M 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: $1.3M Median list price in Apr 2024 - Jun 2024: $2.3M 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: $1.8M Median list price in Apr 2025 - Jun 2025: $2.1M Median list price in Jul 2025 - Sep 2025: $1.5M Median list price in Oct 2025 - Dec 2025: $2M Median list price in Jan 2026 - Mar 2026: $2.2M Median list price in Apr 2026 - Jun 2026: $1.5M Median list price in Jul 2026 - Sep 2026: $3.7M Oct 2021 - Dec 2021 Median sale price $1.3M Median list price Unknown Jan 2022 - Mar 2022 Median sale price $657K Median list price Unknown Apr 2022 - Jun 2022 Median sale price $1.9M Median list price $2.3M Jul 2022 - Sep 2022 Median sale price $2.9M Median list price $2.2M Oct 2022 - Dec 2022 Median sale price $2.4M Median list price $1.3M Jan 2023 - Mar 2023 Median sale price Unknown Median list price $6M Apr 2023 - Jun 2023 Median sale price $2M Median list price $1.9M Jul 2023 - Sep 2023 Median sale price $1.3M Median list price $2M Oct 2023 - Dec 2023 Median sale price $2.2M Median list price $2M Jan 2024 - Mar 2024 Median sale price Unknown Median list price $1.3M Apr 2024 - Jun 2024 Median sale price $1.4M Median list price $2.3M Jul 2024 - Sep 2024 Median sale price $1.5M Median list price $2.1M Oct 2024 - Dec 2024 Median sale price $1.9M Median list price $1.8M Jan 2025 - Mar 2025 Median sale price $1.8M Median list price $1.8M Apr 2025 - Jun 2025 Median sale price $1.4M Median list price $2.1M Jul 2025 - Sep 2025 Median sale price $1.6M Median list price $1.5M Oct 2025 - Dec 2025 Median sale price $2.7M Median list price $2M Jan 2026 - Mar 2026 Median sale price $1.9M Median list price $2.2M Apr 2026 - Jun 2026 Median sale price $2.7M Median list price $1.5M Jul 2026 - Sep 2026 Median sale price $3.3M Median list price $3.7M
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
60
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).

Shelter Island Heights has seen striking year-over-year movement in this rolling three-month view. The typical home value has surged by just over 100 percent, while the median list price is up by more than 150 percent. Inventory has also grown, with active listings rising nearly 40 percent from a year ago.

Conditions in the latest period point to a slower, buyer-leaning environment. Homes now sit on the market a median of 211 days, only slightly lower than a year ago, and months of supply has expanded dramatically to about 22.5 months, reinforcing the strong buyer’s market reading.

At the same time, sales activity is relatively light, with just two homes sold in the most recent three-month window and new listings down compared with earlier this year but still higher than a year ago. No recent sales closed above the list price, and the average sale-to-list ratio sits just under 100 percent, suggesting more room for negotiation than in hotter markets. With home values and asking prices shifting so quickly while buyers gain leverage from abundant supply, Agent Pronto can connect both buyers and sellers with an agent who understands these dynamics and can guide them through their next move.



Learn more about what Shelter Island Heights has to offer.

Shelter Island Heights offers residents a peaceful, scenic coastal lifestyle with easy beach access, abundant nature, boating and water activities, and a warm, close-knit community.

Shelter Island Heights immediately feels distinct from nearby Greenport and Sag Harbor. The Heights combines a classic waterfront village center, historic Victorian architecture, and a walkable layout that makes daily life feel relaxed yet connected. With the North Ferry and South Ferry linking to both forks, residents enjoy quiet streets and bay views without feeling isolated from the wider East End.

Life here revolves around the water and the Heights’ compact core. Locals stroll to Shelter Island Heights Pharmacy and nearby cafes, then head toward the marina or down to Crescent Beach for sunset. The historic Shelter Island Heights Historic District shapes the neighborhood’s character, while the island’s interior offers wooded lanes and access to Mashomack Preserve for hiking and birding.

Families appreciate the close-knit feel of Shelter Island School and the programming at Shelter Island Public Library. Summer brings visitors by ferry, yet year-round residents maintain a strong sense of community through local events, volunteer groups, and waterfront clubs.

Because the Heights has a limited housing supply and a wide range of property types, from historic cottages to substantial waterfront homes, timing and preparation are critical. Whether you are planning to list a long-held family house or hoping to secure a weekend retreat, Agent Pronto can connect you with a Shelter Island Heights real estate professional who understands the market’s rhythm and can guide you confidently as a buyer or seller.

Find your Shelter Island Heights real estate agent today →


Trusted by over 500,000 buyers and sellers.

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

“I was a North Carolina transplant looking to sell my property in central Long Island, NY. Samantha had connections to a an excellent real estate attorney, a junk removal service that worked at an acceptable cost and on short notice. She was knowledgeable, responsive, and really went above and beyond to make sure I felt connected - in spite of navigating the process from states away. I never felt a need to go up to NY and handle something myself. I would use again if I go back to Long Island.”

Jasmine Bertsch ·

Photo of Samantha Zambrzycki
Oversouth Real Estate
“John went above and beyond throughout our home-buying journey, and we cannot recommend him highly enough. His dedication, responsiveness, and genuine care made us feel supported every step of the way. Whether it was day or night, he always made time to answer our questions, no matter how small, with patience and attention to detail. John made what can be an overwhelming process feel smooth and manageable. We always felt like a priority, and we truly couldn’t imagine working with anyone else. If you’re looking for someone who will go the extra mile and make your home-buying experience as stress-free as possible, John is the person you want by your side!”

Joseph Hill ·

Photo of Mike Foley
Frontline Realty Group
“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
“I couldn't be happier with how this sale was handled. Selling my childhood home was an emotional process, and having a realtor who understood that made all the difference. Communication was excellent from start to finish — I always knew what was happening and never had to chase for updates. What stood out most was how respectful Jill was of my preferences. She used my preferred method of contact every time and genuinely listened to how I wanted the sale to be conducted, rather than pushing her own agenda. That level of attentiveness made a stressful process feel manageable. I would highly recommend Jill Garton to anyone looking for a professional who combines strong communication skills with real respect for their clients' wishes.”

Donna Mahoney ·

Photo of Jill Garton
Signature Premier 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
“To start off Ruben was very helpful and professional. If there's anyone that will help you sell a house it is definitely Ruben! He has excellent skills in finding clients that are interested in buying. If you're on the fence on whether you should choose Ruben or another agent, let this review be a sign to choose Ruben, because he will do everything in his power to help you get what you want. Past being an agent, he's a good man, and that's what made all the difference. Thank you again, Ruben!!”

Betty Coleau ·

Photo of Ruben Yosopov
Unique Home Sales
“As a first time homebuyer, Shawn did an excellent job as we navigate your this new process. He is knowledgeable on his expertise as realtor, courteous, and helpful. I would definitely recommend him to our friends and colleagues. He’s amazing person. Well done Shawn”

Mr JacintoAlmarez ·

Photo of Shawn Steinmuller
Shawn Michael Realty
“It was our pleasure to work with Robert Stumpo and we would do so again. As out-of-town clients, we appreciated his willingness to stop by properties as needed, take videos and photos, and serve as a local liaison. He gave us local insider tips and helped us choose the right locations and condos for us. He was persistent in connecting with the seller’s uncommunicative agent and negotiated a rebate from his own fees to correct an issue he didn’t cause. He even offered to help keep an eye on our new condo before we move in. Truly above and beyond!”

zuser20170814050815768 ·

Photo of Robert Stumpo
Realty Connect USA
“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
“I could not have hoped for a better realtor than Rachel. She made the overwhelming task of finding our home fun, exciting, and enjoyable. She is very knowledgeable, proactive, and reliable. Rachael always had our best interest in mind, and always had time and patience to answer any questions/concerns we had along the way.”

JessicaFreeborn0 ·

Photo of Rachael Hulse
Coldwell Banker Reliable
“John has been an extremely valuable advisor during our journey to sell our starter home and search for our forever home. The forever home will be a multi-generational home adding complexity to the transaction. John not only knows the market, the area, and the business in general, but handles the psycological and emotional aspect of the house hunt. This is where he really stands out! Cannot recommend working with John enough.”

cszimanski ·

Photo of John McSherry
Douglas Elliman Real Estate Long Island
“Kerry is an amazing person who genuinely cared about my husband and myself as we took a large step into our future. She worked with our busy schedules and gave amazing advice to set us in the right direction for what we were looking for. We would not be in the house we are in today without the effort care she took with our future. I would recommend her to anyone, but first time home buyers for sure as it's great to have someone backing you up that's as knowledgeable and helpful as her!”

Desiree Domino · Shoreham, NY

Photo of Kerry Desmond-Totillo
Coldwell Banker American Homes
“Knaggs is amazing realtor, he has an great personality and is patience with his clients He doesn’t rush or try to sell you a home just to make his profit, very understandable when it comes to what your looking to buy I highly recommend him. I just purchased a new home and Im so excited he is the best.Im very satisfied with his work, I also was recommended through a friend. His team is great too!!! Thank you knaggs!!!!”

Kim graves ·

Photo of Agent K Felisme
Weichert Prince & Associates
“Stephanie was available start to finish, 24/7. Questions that needed answers -she either knew or got. From dealing with realtors to the bank to attorneys, she made sure every "T" was crossed and "I" was dotted. She was very knowledgeable and always acted in my best interest. Great personality, attitude and highly skilled negotiator.”

Marshall Smith ·

Photo of Stephanie Feiner
Daniel Gale Sotheby's International Realty
“Mary Gonzalez was truly exceptional Real Estate Agent. Honestly, I was impressed with her level of knowledge and the amount of data that she had about the market. She knew where to look for information and gave me answers immediately when I needed them. I would sincerely recommend her because when buying a house, the experience of the agent is very valuable to avoid bad decisions. By way of background, I am a first-time home buyer. I had no idea about the process whatsoever when I first started taking a look at homes, or what to expect throughout the process, but Mary helped me!!! Mary will work with you to make your desires a reality. She has a great team. They made the selling process so easy and helped me understand what was going on every step of the way. Moreover, She is honest, diligent, kind, responsible, a very good communicator and explicit. She will always tell you the truth of things without hiding her point of view about a house and its conditions. Honestly, we loooooved working with Mary! Thank you so much for everything!!!!!”

StefanyFelix Vidal ·

Photo of Mary Gonzalez
ListingPro Realty Services
“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

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 Heights. 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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