We analyze thousands of real estate agents in Ossining and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for June 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 Ossining real estate market. *
Mar 1, 2026 - May 31, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Mar 2026 - May 2026).
Inventory in Ossining is still tight in this rolling three-month view, with about 1.6 months of supply and 68 active listings. New listings are down compared with a year ago, and homes sold have also slipped slightly year over year. Even with fewer properties changing hands, pending sales have edged up compared with last year, signaling that buyers are still stepping in when the right homes appear.
Prices have been moving higher over the past year. The typical home value is up roughly 8 percent compared with the same three-month period last year, and the median list price has climbed at a similar pace. Sellers are still seeing strong pricing power, with about half of recent sales closing above the list price and the average sale-to-list ratio hovering just over 100 percent.
Homes are taking longer to go under contract than they did a year ago, with the median days on market now in the mid-40s for this rolling period, even as the overall environment still leans toward sellers. This mix of rising prices, lean supply, and slower pace can make it challenging to time the market or interpret each opportunity. Agent Pronto can connect both buyers and sellers in Ossining with an experienced local agent who understands these trends and can guide them through their next move with confidence.
Ossining offers residents a welcoming mix of historic charm, vibrant local culture, plentiful outdoor spaces, and a tight-knit community within easy reach of urban amenities.
Ossining immediately feels distinct from nearby river towns like Tarrytown and Peekskill because of its steep hills, direct Hudson River frontage, and strong sense of local identity. Stroll along the waterfront at Louis Engel Waterfront Park and you see commuters stepping off Metro-North trains alongside long-time residents gathering for concerts, festivals, and sunsets over the Palisades.
Downtown offers a growing mix of restaurants and shops, from the historic Sing Sing Kill Greenway walking path to independent eateries on Main Street. Cultural life runs through places like the Bethany Arts Community and the Ossining Public Library, which host performances, lectures, and children’s programs that draw the community together.
Families appreciate a range of housing styles, from prewar homes near Crotonville to river-view condos close to the station, plus local schools supported by the Ossining Union Free School District. Outdoor enthusiasts enjoy connections to the Old Croton Aqueduct State Historic Park and nearby Croton-on-Hudson trails.
In a market where riverfront communities remain in high demand, timing and preparation are crucial. Whether you are listing a longtime family home or hoping to secure a place within walking distance of the train, partnering with the right local expert through Agent Pronto helps both buyers and sellers move confidently in Ossining.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“100% recommend our realtor Nael! 36 hours from signing the listing agreement to receiving a serious offer from a quality buyer, ready to close within a month on our parent's home in Hartsdale, NY. It doesn't get any better than that! Nael excelled in all aspects of the sale process. He set clear expectations up front and communicated effectively every step of the way. Thank you Nael for everything 🙏”
“Working with Nicole Issac was an absolute pleasure from start to finish. She was outstanding in every aspect of the process and truly went above and beyond to help us secure our property. Her patience, professionalism, and dedication made what could have been a stressful experience feel smooth and manageable. Nicole took the time to answer every question, explain every detail, and guide us through each step with confidence and care. No matter how many concerns or requests we had, she remained calm, responsive, and supportive throughout the entire journey. Her knowledge of the market, attention to detail, and commitment to our needs were exceptional. We always felt like a priority, and it was clear that she genuinely cared about helping us find the right home. I would highly recommend Nicole Issac to anyone looking for a trustworthy, hardworking, and patient real estate agent. She exceeded our expectations in every way, and we are incredibly grateful for all of her help.”
“Claudia was nothing short of amazing to work with during the process of looking for our first home. The whole process was made so much easier knowing we had someone like Claudia looking out for our best interests. She was always available to answer questions, offer guidance, and let us know when something that fit out criteria was available to visit. I would recommend Claudia without hesitation to anybody looking for a real estate agent.”
“Brandy was fantastic every step of the way and stayed consistent throughout this entire process. Highly recommended for anyone in need of a realtor.”
“I am glad that I contacted Agent Pronto, so I got to connect with Martha Gaffney. It has been a great pleasure working with her and she worked really hard to get me a house which is well worth it. Thanks Martha and thanks Agent Pronto for the opportunity. ”
“I have never seen a realtor agent go above and beyond like Sandy. I willl never work with another agent other than Sandy in the future”
“Vesna is a top notch Broker and will always stick to her in the future and will also recommend her to anyone who needs real estate broker”
“Sold my house when others couldn't. Sold it fast for asking price. Doesn't get any better than that!”
“I enjoyed the extra mile as well as ear. Positive when needed, clarity when asked. Imelda's professionalism and experience provided great value and insight, when a smooth situation became more challenging. Imelda has experience that was significan to me, I don't think I would've done this without you. Thank you.”
“Muhammed was very frienly and attentative to my needs and wants. I am very pleased and satisfy no how smooth the transaction went and Would recomend Muhammed in the future.”
“You put me in touch with very good realtors. I chose Rebecca Kane from the recommendations. She did an excellent job.”
“Travis is the best. He loves his job.”
“Had a very positive experience with Gigi Finan, the broker to whom I was referred. She kept me informed and kept the transaction moving. She showed me a range of properties as they became available.”
“I was selling my mom's house and didn't live in the area. I picked the right agent, Alice Regan. She was fabulous!! Very easy to talk to. Explaining everything!! Returned all calls and emails. She is a very busy agent BUT made me feel like it was just me she was working for. Highly recommend her!”
“We thought Hermi Aquino was an exceptional realtor—one we recommend to others without hesitation.”
“The experience was great, quick, and easy. The match was perfect.”
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 Ossining. 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 Ossining Realtor® or real estate agent today.
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