Top Realtors and Real Estate Agents in Winchester, CA

    Rankings based on verified MLS transaction data. Last updated July 2026. No pay-to-play.

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    Kellee Malone profile picture
    BadgeTop Agent

    (318)

    Kellee Malone

    Reliable Realty Inc.

    29 Years of experience

    115+ Sales in the last 12 months

    Top 0.42%

    in Winchester, CA

    $800M

    All-Time Sales

    $270K - $3.3M

    Price Range

    4%

    Negotiated Off List

    Josh Painter profile picture
    BadgeTop Agent

    (342)

    Josh Painter

    Corcoran Global Living

    20 Years of experience

    15+ Sales in the last 12 months

    Top 0.55%

    in Winchester, CA

    $788M

    All-Time Sales

    $310K - $11M

    Price Range

    3%

    Negotiated Off List

    Nicholas Anselmo profile picture
    BadgeTop Agent

    (473)

    Nicholas Anselmo

    Abundance Real Estate

    7 Years of experience

    614+ Sales in the last 12 months

    Top 0.69%

    in Winchester, CA

    $1.62B

    All-Time Sales

    $770K - $420M

    Price Range

    5%

    Negotiated Off List

    Chris Murray profile picture
    BadgeTop Agent

    (64)

    Chris Murray

    REMAX Empire Properties

    24 Years of experience

    60+ Sales in the last 12 months

    Top 0.83%

    in Winchester, CA

    $615.2M

    All-Time Sales

    $220K - $2.4M

    Price Range

    Destry Johnson profile picture
    BadgeTop Agent

    (150)

    Destry Johnson

    Berkshire Hathaway Home Services Ranch & Coast Real Estate

    34 Years of experience

    44+ Sales in the last 12 months

    Top 1.11%

    in Winchester, CA

    $375.9M

    All-Time Sales

    $370K - $3M

    Price Range

    3%

    Negotiated Off List

    Tom Bashe profile picture
    BadgeTop Agent

    (122)

    Tom Bashe

    Localist Realty

    23 Years of experience

    54+ Sales in the last 12 months

    Top 1.66%

    in Winchester, CA

    $359M

    All-Time Sales

    $340K - $3.1M

    Price Range

    4%

    Negotiated Off List

    Justin Short profile picture
    BadgeTop Agent

    (93)

    Justin Short

    RE/MAX

    12 Years of experience

    46+ Sales in the last 12 months

    Top 2.5%

    in Winchester, CA

    $188.8M

    All-Time Sales

    $410K - $1.9M

    Price Range

    4%

    Negotiated Off List

    Andrew Lewis profile picture
    BadgeTop Agent

    (49)

    Andrew Lewis

    Real Broker

    14 Years of experience

    79+ Sales in the last 12 months

    Top 2.64%

    in Winchester, CA

    $195.1M

    All-Time Sales

    $440K - $3.2M

    Price Range

    5%

    Negotiated Off List

    James Shelby profile picture
    BadgeTop Agent

    (53)

    James Shelby

    Signature Real Estate Group

    13 Years of experience

    29+ Sales in the last 12 months

    Top 2.77%

    in Winchester, CA

    $177.1M

    All-Time Sales

    $320K - $1.3M

    Price Range

    5%

    Negotiated Off List

    Steven Osborne profile picture
    BadgeTop Agent

    (27)

    Steven Osborne

    First Team Real Estate

    37 Years of experience

    7+ Sales in the last 12 months

    Top 2.91%

    in Winchester, CA

    $113.8M

    All-Time Sales

    $370K - $1.4M

    Price Range

    Heidi Bowser profile picture
    BadgeTop Agent

    (74)

    Heidi Bowser

    Century 21 Award

    15 Years of experience

    17+ Sales in the last 12 months

    Top 3.05%

    in Winchester, CA

    $135.3M

    All-Time Sales

    $400K - $2.8M

    Price Range

    3%

    Negotiated Off List

    Jim Holbrook profile picture
    BadgeTop Agent

    (215)

    Jim Holbrook

    Performance Realty Estates and Homes

    21 Years of experience

    92+ Sales in the last 12 months

    Top 4.02%

    in Winchester, CA

    $159.3M

    All-Time Sales

    $540K - $1.6M

    Price Range

    Christian Stone profile picture
    BadgeTop Agent

    (48)

    Christian Stone

    Signature Realty Group

    12 Years of experience

    32+ Sales in the last 12 months

    Top 4.58%

    in Winchester, CA

    $157.4M

    All-Time Sales

    $270K - $2.9M

    Price Range

    3%

    Negotiated Off List

    Paige Hardy Hill profile picture
    BadgeTop Agent

    (53)

    Paige Hardy Hill

    The Hardy Group

    10 Years of experience

    39+ Sales in the last 12 months

    Top 4.99%

    in Winchester, CA

    $77.9M

    All-Time Sales

    $480K - $2.2M

    Price Range

    Sonya Feigen profile picture
    BadgeTop Agent

    (17)

    Sonya Feigen

    Feigen Realty Group

    27 Years of experience

    33+ Sales in the last 12 months

    Top 5.41%

    in Winchester, CA

    $163.1M

    All-Time Sales

    $260K - $1.5M

    Price Range

    4%

    Negotiated Off List

    Hank Greer profile picture
    BadgeTop Agent

    (154)

    Hank Greer

    Reliable Realty

    16 Years of experience

    29+ Sales in the last 12 months

    Top 5.41%

    in Winchester, CA

    $178.4M

    All-Time Sales

    $420K - $1.8M

    Price Range

    4%

    Negotiated Off List

    Betsy Burkey profile picture
    BadgeTop Agent

    (42)

    Betsy Burkey

    Realty Sky

    22 Years of experience

    6+ Sales in the last 12 months

    Top 5.41%

    in Winchester, CA

    $130.9M

    All-Time Sales

    $280K - $4M

    Price Range

    6%

    Negotiated Off List

    Jacob Corirossi profile picture
    BadgeTop Agent

    (27)

    Jacob Corirossi

    Signature Real Estate Group

    9 Years of experience

    24+ Sales in the last 12 months

    Top 5.41%

    in Winchester, CA

    $58M

    All-Time Sales

    $430K - $2.6M

    Price Range

    Josephine Sharma profile picture
    BadgeTop Agent

    (78)

    Josephine Sharma

    Legacy Homes Realty

    21 Years of experience

    20+ Sales in the last 12 months

    Top 5.96%

    in Winchester, CA

    $132.4M

    All-Time Sales

    $300K - $1.7M

    Price Range

    Ken Pfeifer profile picture
    BadgeTop Agent

    (22)

    Ken Pfeifer

    Century 21 Award

    21 Years of experience

    3+ Sales in the last 12 months

    Top 5.96%

    in Winchester, CA

    $73.3M

    All-Time Sales

    $360K - $1.2M

    Price Range

    5%

    Negotiated Off List

    Tania Ramirez profile picture
    BadgeTop Agent

    (57)

    Tania Ramirez

    Temecula Valley Realty Group

    15 Years of experience

    6+ Sales in the last 12 months

    Top 5.96%

    in Winchester, CA

    $50.3M

    All-Time Sales

    $360K - $1.3M

    Price Range

    1%

    Negotiated Off List

    Vivian Arias profile picture
    BadgeTop Agent

    (7)

    Vivian Arias

    Brubaker Culton

    56 Years of experience

    7+ Sales in the last 12 months

    Top 6.1%

    in Winchester, CA

    $62.2M

    All-Time Sales

    $150K - $560K

    Price Range

    Dan Summers profile picture
    BadgeTop Agent

    (23)

    Dan Summers

    Keller Williams Temecula Valley

    11 Years of experience

    1+ Sales in the last 12 months

    Top 6.1%

    in Winchester, CA

    $76.5M

    All-Time Sales

    $350K - $1.9M

    Price Range

    5%

    Negotiated Off List

    Nicole Caldwell profile picture
    BadgeTop Agent

    (24)

    Nicole Caldwell

    Phelps Realty Group

    10 Years of experience

    6+ Sales in the last 12 months

    Top 6.1%

    in Winchester, CA

    $53.9M

    All-Time Sales

    $420K - $1.3M

    Price Range

    Rose Greven profile picture
    BadgeTop Agent

    (63)

    Rose Greven

    Local Living

    20 Years of experience

    11+ Sales in the last 12 months

    Top 6.1%

    in Winchester, CA

    $38.3M

    All-Time Sales

    $480K - $2M

    Price Range

    Do Top Winchester Agents Sell Faster?

    The 25 top-ranked agents on EffectiveAgents in Winchester sell in a median of 20 days, compared with the Winchester market median of 42 days on market.

    Top-ranked agents20 days
    Winchester market42 days

    About 22 days faster (52% quicker than the Winchester market)

    Median days to sale reported by the top-ranked Winchester agents on EffectiveAgents, compared with the Winchester market median days on market. Agent figures reflect each agent's reported sales history.

    When Is the Best Time to Sell a House in Winchester?

    Based on the last 24 months of verified MLS market data, homes in Winchester sell fastest and closest to asking when they go under contract in May. To hit that window, plan to list around April.

    Median days on market by month (shorter is faster)

    59Jan60Feb47Mar42Apr38May43Jun38Jul42Aug41Sep46Oct50Nov58Dec

    May

    Best month to sell

    38 days

    Typical time on market

    100.6%

    Of asking price

    Seasonal averages from the last 24 months of Winchester, CA 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 Winchester Buyers and Sellers

    Winchester's housing market currently shows median sale prices around $654,672, with values moving +0.4% year over year as detailed in the Housing Market Trends module above. The competitive indicators point to a market where leverage is more balanced than headline pricing alone suggests. With 37.2% of homes selling above list price and an average sale-to-list ratio of 100.48%, a meaningful share of well-positioned listings still draw competitive offers. At the same time, 30.6% of active listings recorded a price reduction, and months of supply sits at 3.0, both signals that overpriced homes are being repriced rather than absorbed quickly.

    For buyers, this combination means selectivity matters. On homes that have been listed close to the 42 median days on market, the 30.6% price-drop rate creates room to negotiate below asking. On fresh, sharply priced listings, where 29.3% of inventory leaves within two weeks, moving quickly and near ask is often necessary. For sellers, the data argues for disciplined initial pricing: the market rewards accuracy over ambition, since homes that sit accumulate reductions.

    With 193 active listings against 200 pending sales and 245 new listings monthly, supply and demand are relatively close. Winchester has 721 licensed agents, but performance varies widely across that pool. Understanding where an individual home falls on the pricing and demand spectrum is where an experienced, data-informed agent adds measurable value in structuring an offer or a listing strategy.

    What Winchester Home Prices Mean for You

    Understanding the true cost of homeownership in Winchester goes beyond the listing price. These calculators break down what today's market conditions mean for your budget, your timeline, and your negotiating position.

    Income Required to Buy in Winchester
    $183,000
    Median home price$654,672
    Down payment (20%)$130,934
    Loan amount$523,738
    Monthly payment (PITI)$4,271

    Based on 28% debt-to-income ratio, 6.67% mortgage rate (as of August 13, 2026), 30-year fixed loan, 1.15% property tax rate, $275/mo insurance. Actual requirements vary by lender.

    Winchester Market Temperature
    Buyer's Market Balanced Seller's Market
    Balanced
    Days on Market 42 days
    Sale-to-List Price 100.48%
    Price Trend (YoY) +0.4%
    Estimated Monthly Payment
    Total Monthly Payment
    $4,271
    Principal & Interest
    $3,369
    Property Taxes
    $627
    Insurance
    $275
    PMI
    $0

    Based on $654,672 median home price with 20% down at 6.67% (as of August 13, 2026) for 30 years. Property tax estimated at 1.15% of home value.

    Winchester Market: Then vs Now
    Median Sale Price
    One Year Ago $651,739
    Today $654,672
    +0.4%
    Days on Market
    One Year Ago 43 days
    Today 42 days
    -1 day days
    Sale-to-List Price
    One Year Ago 100.3%
    Today 100.48%
    +0.17%
    What this shift means: Compared with a year ago, prices moved +0.4%, the sale-to-list ratio shifted +0.17%, and median market time reflects a -1 day change. Together these trends suggest buyers now have somewhat more time to evaluate options while competitive listings still transact near asking. Sellers should read the longer market time as a reason to price accurately from day one rather than testing higher numbers.

    Year-over-year data reflects the most recent rolling period from Winchester MLS records. Prior year values calculated from current figures and published YoY changes.

    What to Look for in a Winchester Realtor

    Choosing an agent in Winchester should go beyond name recognition or the largest advertising budget. The more reliable signal is a verified record of closed transactions, client reviews, and pricing accuracy measured against local market conditions. Among the 721 licensed agents serving the area, EffectiveAgents has ranked 71 based on analyzed performance data. The top-ranked agent, Kellee Malone at Reliable Realty Inc., has closed 2,334 transactions and holds 318 reviews alongside $799.4M in all-time sales volume. Negotiation skill is where that experience becomes concrete: in a market where 37.2% of homes sell above list yet 30.6% of listings see reductions, an agent who understands how properties in zip code 92596 are pricing can position an offer or a listing precisely. Consistent review patterns across dozens of transactions, rather than a handful of standout testimonials, tend to be the strongest predictor of a dependable client experience. Look for depth and consistency in an agent's track record before making a decision.

    How We Rank Winchester 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 Winchester 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.

    Rankings reviewed by Kevin Stuteville, Licensed Florida Real Estate Broker (License BK3068131), Founder of EffectiveAgents.

    Data last updated: July 2026

    Winchester Real Estate Agent FAQs

    Who is the best real estate agent in Winchester, CA?

    The top-ranked agent in Winchester, CA is Kellee Malone at Reliable Realty Inc., with 2,334 closed transactions, 318 reviews, and $799.4M in all-time sales volume. EffectiveAgents identifies leading agents by analyzing verified transaction history, client reviews, and pricing accuracy rather than advertising spend. Of the 721 licensed agents in the area, only 71 meet the performance thresholds to be ranked. The right match depends on your property type and goals, so comparing several ranked agents is recommended before choosing.

    How were these Winchester 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 Winchester?

    Our data covers 721 real estate agents serving the Winchester area. The count represents agents with transaction activity recorded in our Winchester market data, not simply everyone holding a license.

    What does the median sale price in Winchester mean for sellers?

    Winchester's median sale price is $654,672 as of July 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 Winchester?

    In Winchester, homes currently take a median of 42 to sell, though that figure reflects a -1 day change in market time compared with last year. Actual timelines vary based on pricing accuracy, condition, and location within zip code 92596. Sharply priced listings can move quickly, with 29.3% of homes leaving the market within two weeks, while overpriced homes contribute to the 30.6% of listings that record price reductions. Pricing correctly from the start remains the most effective way to shorten time on market.

    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 Winchester 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 Winchester 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 Winchester 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 Winchester realtor before hiring them?

    Ask how many homes they have closed in Winchester 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.

    Top Realtors by Zip Code in Winchester, CA

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