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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for March 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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Information and statistics on the latest trends in the Sleepy Hollow real estate market, updated for March 2026. *
Sleepy Hollow had 1 new listings and 1 listings that went under contract in January, increasing the area’s total available inventory to 2—up 100.0% from the previous month. Inventory is projected to have further increased in February.
The median listing price for homes in Sleepy Hollow grew 47.13% from December to January, bringing the current median listing price to $4,995,000. Based on projected data for February, listing prices may continue to grow.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Sleepy Hollow offers residents a welcoming, close-knit community with scenic surroundings, ample outdoor recreation, strong local schools, and a lively calendar of neighborhood events.
Sleepy Hollow stands apart from nearby San Anselmo and Fairfax with its secluded, storybook setting of winding lanes, horse properties, and tree covered hills that feel rural yet remain close to everyday conveniences. Larger lots, limited through traffic, and a strong neighborhood identity give the area an almost countryside feel while still being part of central Marin County.
Community life often centers around the member based Sleepy Hollow Homes Association and its community pool, clubhouse, and seasonal events. Families are drawn to access to Ross Valley School District campuses and nearby Sir Francis Drake High School, now Archie Williams High, as well as outdoor options from the Terra Linda Sleepy Hollow Ridge Open Space Preserve to trail connections into China Camp State Park. Local favorites in downtown San Anselmo and Ross are minutes away for dining, coffee, and small shops.
Housing in Sleepy Hollow ranges from mid century ranch homes to expanded custom residences, many with pools and valley views. Inventory is limited, and properties often attract attention from buyers who have been watching the neighborhood for some time. Careful pricing, preparation, and timing matter for both move up sellers and first time buyers entering the area.
Whether you are planning a strategic sale or hoping to secure the right home when it appears, Agent Pronto can connect you with a local agent who understands Sleepy Hollow’s unique market and can guide both buyers and sellers from preparation through closing.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Angelina Rantissi was very professional and knowledgeable. She guided me through the whole process seamlesly. She said at the very beginning that she was available at any time and not to hesitate to call. This was very important to me, as I live in Maryland and the 3 hour time difference could have been problematic. She helped me find handymen and movers. I highly recommend her. Thank you Angelina !”
“Jim was the first realtor we worked with who actually felt like he was on OUR team - he is very experienced, reliable and the right amount of proactive. Ultimately, Jim helped us buy our very favorite house we saw - and helped us actually get a deal and not overpay, which was important to us (and very hard to do in the bay area!). Throughout the process, Jim also proactively sent us listings which were a great match for what we were looking for. In terms of actually getting the transaction done, Jim is clearly extremely experienced and was very helpful and professional at every step. He is also hyper responsive and reliable, which we really appreciated, and even helped us close over the holidays. Thank you Jim!”
“Denise Montalvo was very understanding throughout the entire process. She was very prompt to answer any e-mails and phone calls, no matter how trivial. I was looking for some rather specific criteria that would be hard to check all the boxes. No house is perfect, but her guidance and understanding were immeasurably appreciated during the process. She is not a 'pushy' realtor and I felt no pressure to make an offer on a house that I was not comfortable with. Denise is well regarded by her peers and this made the 'negotiating' period productive. I will always appreciate her easy going manner and no pressure approach to buying a home.”
“Debra Morris was incredible. She did what it took to close the deal. I recommend her to anyone looking for property or a home.”
“I was completely lost, no idea how or what to do, Jimmy walked me through all of it and I am completly satisfied with the outcome”
“Lolli was by far the best agent we've ever had. Being in the military for 20 years, we've bought and sold 4 properties and this was easily the best experience we've ever had. I'd recommend Lolli to anyone buying or selling in the area. She was always accessible and had answers to all of our questions night and day. She explained things in a way that was easy to understand and made sure my wife and I were on the same page before proceeding every step of the way. She got us top dollar for our property and I know she worked for it!”
“She has patience and helped me navigate the new electronic world of real estate.”
“You recommended 2 agents, both of whom contacted me but Tyron did so within a few hours and we hit it off and he got the job. Thank you for the excellent recommendation!”
“Through Agent Pronto I was connected with an agent, Michael Pellegrini, who worked with us to buy a vacation property. I was pleased that the whole process was done in a professional manner.”
“Agent Pronto put us in touch with two knowledgeable, local agents. The agent we worked with was amazing, quickly honed in on what we were looking for, found us an ideal house, and guided us through the purchase process. Two months after first speaking we closed on the perfect place.”
“Efficient and non-intrusive service. They recommended an agent, Craig Ackerman, who got us our dream home after only 3 weeks, 4 house-viewings, and one offer later. We'd gone through 3 ineffective agents over a 4 month period before this, so it was much appreciated!”
“We just bought our first home. I had no idea where to find a realtor to work with. I'm so glad I found Agent Pronto. They put me in contact with Liliana who is amazing! I would highly recommend this service to anyone!”
“Agent Pronto got me to an agent quickly and the agent was great! My house sold quickly and had no problems whatsoever!”
“We could not have asked for a better realtor to sell our home. Jennifer was amazing!”
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 Sleepy Hollow. 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.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Sleepy Hollow Realtor® or real estate agent today.
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