Top Realtors and Real Estate Agents in Ossining, NY
Rankings based on verified MLS transaction data. Last updated September 2026. No pay-to-play.
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Top Agent
(284)
Mark Boyland
Keller Williams Realty Partners
29 Years of experience
98+ Sales in the last 12 months
Top 1.02%
in Ossining, NY
$966.3M
All-Time Sales
$440K - $5.1M
Price Range
5%
Negotiated Off List
Top AgentTop 1.53%
in Ossining, NY
$468.7M
All-Time Sales
$470K - $4.9M
Price Range
7%
Negotiated Off List
Top AgentTop 1.79%
in Ossining, NY
$203.2M
All-Time Sales
$430K - $3.9M
Price Range
5%
Negotiated Off List
Top AgentTop 3.06%
in Ossining, NY
$149.9M
All-Time Sales
$390K - $2M
Price Range
4%
Negotiated Off List
Top Agent$395.9M
All-Time Sales
$340K - $1.8M
Price Range
6%
Negotiated Off List
Top AgentTop 3.83%
in Ossining, NY
$973.4M
All-Time Sales
$430K - $5.6M
Price Range
4%
Negotiated Off List
Top Agent(214)
Matt Valvano
Berkshire Hathaway HomeServices New York Properties
18 Years of experience
5+ Sales in the last 12 months
$217.8M
All-Time Sales
$450K - $2.3M
Price Range
7%
Negotiated Off List
Top Agent$665.6M
All-Time Sales
$340K - $4.1M
Price Range
5%
Negotiated Off List
Top Agent(222)
Eric Stein
RE/MAX Distinguished Homes & Properties
24 Years of experience
103+ Sales in the last 12 months
Top 5.1%
in Ossining, NY
$745.1M
All-Time Sales
$380K - $5M
Price Range
5%
Negotiated Off List
Top Agent$146.2M
All-Time Sales
$410K - $2.6M
Price Range
3%
Negotiated Off List
Top Agent$172.9M
All-Time Sales
$430K - $1.9M
Price Range
4%
Negotiated Off List
Top Agent$59.6M
All-Time Sales
$370K - $2.8M
Price Range
4%
Negotiated Off List
Top Agent$335.5M
All-Time Sales
$320K - $5.4M
Price Range
7%
Negotiated Off List
Top Agent$602.6M
All-Time Sales
$620K - $2.8M
Price Range
9
Sold in Ossining, NY
Top AgentTop 6.63%
in Ossining, NY
$98.7M
All-Time Sales
$320K - $1.7M
Price Range
4%
Negotiated Off List
Top AgentTop 7.14%
in Ossining, NY
$198.1M
All-Time Sales
$770K - $12M
Price Range
6%
Negotiated Off List
Top Agent$240.1M
All-Time Sales
$400K - $31.1M
Price Range
3%
Negotiated Off List
Top Agent$174.2M
All-Time Sales
$220K - $2.2M
Price Range
4%
Negotiated Off List
Top AgentTop 8.42%
in Ossining, NY
$202.9M
All-Time Sales
$690K - $4M
Price Range
5%
Negotiated Off List
Top AgentTop 8.67%
in Ossining, NY
$138.3M
All-Time Sales
$530K - $3.6M
Price Range
Top Agent$263M
All-Time Sales
$310K - $1.3M
Price Range
6
Sold in Ossining, NY
Top Agent$486.1M
All-Time Sales
$420K - $7M
Price Range
3%
Negotiated Off List
Top Agent$343M
All-Time Sales
$750K - $4.2M
Price Range
6%
Negotiated Off List
Top Agent$467.2M
All-Time Sales
$660K - $3.1M
Price Range
5%
Negotiated Off List
Top Agent(11)
Dominick DiFilippo
Keller Williams Realty Partner
11 Years of experience
9+ Sales in the last 12 months
$134.8M
All-Time Sales
$370K - $1.7M
Price Range
3%
Negotiated Off List
Ossining Housing Market Trends
Homes in Ossining take a median 29 days to sell, go for 104.33% of asking, prices are up 17.9% from a year ago. Verified MLS market data through September 2026.
Market temperature
Seller's market
2.6 months of supply. Under 3 favors sellers, over 6 favors buyers.
What homes sell for
$632,699
median sale price
How fast they sell
29 days
median time on market
Supply and competition
2.6 months
of supply on the market
The numbers speak
for Ossining.
Every agent above earned their place with closed sales, not advertising. Tell us about your home and our algorithm picks the Ossining agents whose results fit it.
Ossining agents analyzed for these rankings
median sale price in Ossining
buyers and sellers matched by EffectiveAgents
When Is the Best Time to Sell a House in Ossining?
Based on the last 24 months of verified MLS market data, homes in Ossining sell fastest and closest to asking when they go under contract in August. To hit that window, plan to list around July.
Median days on market by month (shorter is faster)
August
Best month to sell
33 days
Typical time on market
103.3%
Of asking price
Seasonal averages from the last 24 months of Ossining, NY sales. Individual results vary with price, condition, and how the broader market moves. A local agent can pinpoint the right timing for your home.
What These Numbers Mean for Ossining Buyers and Sellers
The Housing Market Trends module above establishes Ossining as a market where sellers currently hold measurable leverage. The median sale price sits at $632,699, having moved +17.9% year over year, while the sale-to-list ratio of 104.33% shows buyers are routinely paying at or above asking. With 65.0% of homes selling above list price and only 2.6 months of supply, competition for well-priced listings remains concentrated. Just 34 active listings are absorbing roughly 38 pending sales each month, a ratio that keeps upward pressure on offers.
That said, the picture is not uniformly seller-friendly. Median days on market now reads 29, reflecting a -8 days change in market time, and 13.0% of listings have recorded a price reduction. Only 2.6% of homes leave the market within two weeks, meaning most listings sit long enough for a prepared buyer to negotiate. For a buyer, the strategy is selective urgency: move decisively on sharply priced homes, but use the longer market times and price-drop share as leverage on listings that have lingered past the median.
For a seller, the data argues for disciplined pricing rather than aspirational pricing. Homes priced near the $384.04 per square foot benchmark are the ones drawing the 104.33% results; overpricing risks joining the 13.0% that eventually cut. With 367 licensed agents active in Ossining, the difference between a quick premium sale and a stale listing often comes down to pricing discipline and negotiation, which is where agent selection matters most.
What Ossining Home Prices Mean for You
Understanding the true cost of homeownership in Ossining goes beyond the listing price. These calculators break down what today's market conditions mean for your budget, your timeline, and your negotiating position.
| Median home price | $632,699 |
| Down payment (20%) | $126,540 |
| Loan amount | $506,159 |
| Monthly payment (PITI) | $4,386 |
Based on 28% debt-to-income ratio, 7.40% mortgage rate (as of October 15, 2026), 30-year fixed loan, 1.15% property tax rate, $275/mo insurance. Actual requirements vary by lender.
Based on $632,699 median home price with 20% down at 7.40% (as of October 15, 2026) for 30 years. Property tax estimated at 1.15% of home value.
Year-over-year data reflects the most recent rolling period from Ossining MLS records. Prior year values calculated from current figures and published YoY changes.
What to Look for in a Ossining Realtor
Choosing an agent on name recognition alone overlooks what actually drives outcomes: verified transaction history, negotiation results, and consistency across a full market cycle. In Ossining, EffectiveAgents has analyzed 148 transactions and ranked 74 agents against measured performance rather than reputation. The top-ranked agent, Mark Boyland at Keller Williams Realty Partners, has closed 1,475 transactions with $836.6M in all-time sales volume, a track record built across the full Ossining market including the 10562 zip code. Negotiation skill is quantifiable here: with a sale-to-list ratio of 104.33% and 65.0% of homes clearing above asking, the agent who understands where a buyer will stretch and where a seller must hold is the one who protects your margin. That expertise matters most on listings approaching the 29 median, where pricing and timing decisions separate a premium result from a price cut. When comparing agents, look past the star rating to the review pattern itself: volume, recency, and specifics about pricing and negotiation tell a more reliable story than a single headline number.
How We Rank Ossining Real Estate Agents
Our rankings are built from verified MLS transaction data, not advertising spend. For every agent we analyze more than fifteen performance signals, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results (how far above or below list price an agent's clients actually close), price-point fit, and verified reviews. The agents shown first are those whose verified results put them at the top of the Ossining market today.
Agents cannot pay for placement in these rankings. The underlying data refreshes as new closed transactions are reported, so rankings shift with real market performance. Learn how we rank agents.
367
agents analyzed
15+
performance signals
$0
paid for placement
Rankings reviewed by Kevin Stuteville, Licensed Florida Real Estate Broker (License BK3068131), Founder of EffectiveAgents.
Data last updated: September 2026
Ossining Real Estate Agent FAQs
Who is the best real estate agent in Ossining, NY?
The top-ranked agent in Ossining, NY, based on EffectiveAgents data is Mark Boyland at Keller Williams Realty Partners, with 1,475 closed transactions and $836.6M in all-time sales volume. EffectiveAgents ranks 74 of the 367 licensed agents in the market using verified transaction history, sale-to-list performance, and review patterns rather than advertising. Because the right fit depends on your price point and timeline, we recommend comparing several ranked agents whose recent results align with your specific property and goals.
How were these Ossining real estate agents ranked?
Rankings are built from verified MLS transaction data. We analyze more than fifteen performance signals for every agent, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results, price-point fit, and verified reviews. Agents cannot pay for placement.
How many real estate agents are in Ossining?
Our data covers 367 real estate agents serving the Ossining area. The count represents agents with transaction activity recorded in our Ossining market data, not simply everyone holding a license.
What does the median sale price in Ossining mean for sellers?
Ossining's median sale price is $632,699 as of September 2026. Half of recent sales closed above that figure and half below. It is a useful baseline for understanding the market, but an experienced local agent will price your home against comparable recent sales in your neighborhood, not the citywide median.
How long does it take to sell a house in Ossining?
Homes in Ossining currently take a median of 29 to sell, a -8 days change from last year. That median masks wide variation: sharply priced listings near the $384.04 per square foot benchmark can go under contract quickly, while overpriced homes contribute to the 13.0% share that eventually reduce. Timeline is shaped by pricing accuracy, condition, seasonality, and the current 2.6 months of supply. With 38 pending sales each month against limited inventory, a well-prepared listing still moves faster than the median suggests.
Does it cost anything to use EffectiveAgents?
No. EffectiveAgents is free for home buyers and sellers, with no obligation to work with any agent we match you with.
Do agents pay to be ranked or featured?
No. Agents cannot pay for placement anywhere in these rankings. Positions are earned from verified transaction performance only.
What commission do Ossining realtors charge?
Commissions are negotiable and vary by agent, service level, and transaction. There is no set rate, and recent industry changes have made commission structures more flexible than ever. Discuss the structure directly with your agent before signing a listing or buyer agreement.
Should I use a local Ossining agent or a national brand?
The individual agent matters more than the brand on the sign. Offices within the same national franchise vary widely in performance, and the agent you hire, not the logo, prices your home, negotiates your contract, and manages your closing. A strong local agent brings firsthand knowledge of Ossining neighborhoods, pricing patterns, and buyer activity. Compare agents on verified local results such as recent sales, days on market, and negotiation outcomes rather than name recognition.
What questions should I ask a Ossining realtor before hiring them?
Ask how many homes they have closed in Ossining in the past year, what their average sale-to-list ratio is, and how much of their business is in your neighborhood and price range. Ask how they will market your home or find you listings, and how often they will communicate. Strong agents answer with specifics. Verified transaction data is the fastest way to confirm what you hear.
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