Top Realtors and Real Estate Agents in Winsted, CT

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

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    Ed Villeda profile picture
    BadgeTop Agent

    (16)

    Ed Villeda

    William Pitt Sotheby's International Realty

    27 Years of experience

    40+ Sales in the last 12 months

    $500.2M

    All-Time Sales

    $230K - $4.4M

    Price Range

    7%

    Negotiated Off List

    Mike Gregor profile picture
    BadgeTop Agent

    (433)

    Mike Gregor

    Cohen Agency SiM, LLC

    33 Years of experience

    28+ Sales in the last 12 months

    Top 2%

    in Winsted, CT

    $141.5M

    All-Time Sales

    $140K - $1.1M

    Price Range

    7%

    Negotiated Off List

    Diane Carroll profile picture
    BadgeTop Agent

    (30)

    Diane Carroll

    The Washington Agency

    21 Years of experience

    37+ Sales in the last 12 months

    Top 2.4%

    in Winsted, CT

    $102.2M

    All-Time Sales

    $160K - $850K

    Price Range

    10%

    Negotiated Off List

    Amy Rio profile picture
    BadgeTop Agent

    (325)

    Amy Rio

    Executive Real Estate

    40 Years of experience

    512+ Sales in the last 12 months

    Top 4.4%

    in Winsted, CT

    $1.56B

    All-Time Sales

    $220K - $2.2M

    Price Range

    5%

    Negotiated Off List

    Jared Tedesco profile picture
    BadgeTop Agent

    (1)

    Jared Tedesco

    Litchfield County Real Estate

    9 Years of experience

    52+ Sales in the last 12 months

    Top 7.6%

    in Winsted, CT

    $45.5M

    All-Time Sales

    $270K - $760K

    Price Range

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    Jessica Boswell profile picture
    BadgeTop Agent

    (214)

    Jessica Boswell

    LPT Realty

    9 Years of experience

    295+ Sales in the last 12 months

    $254.6M

    All-Time Sales

    $250K - $1.4M

    Price Range

    6%

    Negotiated Off List

    Loretta Somers-Tremblay profile picture
    BadgeTop Agent

    (3)

    Loretta Somers-Tremblay

    Green Realty Group

    8 Years of experience

    1+ Sales in the last 12 months

    $1.9M

    All-Time Sales

    $110K - $240K

    Price Range

    3

    Sold in Winsted, CT

    Mike Albert profile picture
    BadgeTop Agent

    (105)

    Mike Albert

    RE/MAX Rise

    11 Years of experience

    140+ Sales in the last 12 months

    Top 9.2%

    in Winsted, CT

    $191.4M

    All-Time Sales

    $250K - $1.5M

    Price Range

    7%

    Negotiated Off List

    Sarah Becker profile picture
    BadgeTop Agent

    (18)

    Sarah Becker

    Finish Line Realty

    19 Years of experience

    8+ Sales in the last 12 months

    $68.6M

    All-Time Sales

    $240K - $980K

    Price Range

    5%

    Negotiated Off List

    Amanda Balaski profile picture

    Reviews not yet available

    Amanda Balaski

    The D\'Amore Agency Llc

    4 Years of experience

    Top 2.8%

    in Winsted, CT

    32

    Sold in Winsted, CT

    2022

    Year Licensed

    The numbers speak
    for Winsted.

    Every agent above earned their place with closed sales, not advertising. Tell us about your home and our algorithm picks the Winsted agents whose results fit it.

    Winsted agents analyzed for these rankings

    days faster: top-ranked agents sell in 31 days, the Winsted market in 54

    median sale price in Winsted

    Find the right agent for your Winsted sale.

    About 2 minutes · Free · No obligation

    Do Top Winsted Agents Sell Faster?

    The 9 top-ranked agents on EffectiveAgents in Winsted sell in a median of 31 days, compared with the Winsted market median of 54 days on market.

    Top-ranked agents31 days
    Winsted market54 days

    About 23 days faster (43% quicker than the Winsted market)

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

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

    Based on the last 24 months of verified MLS market data, homes in Winsted 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)

    35Jan43Feb58Mar44Apr42May41Jun45Jul52Aug45Sep51Oct41Nov33Dec

    May

    Best month to sell

    42 days

    Typical time on market

    103.3%

    Of asking price

    Seasonal averages from the last 24 months of Winsted, CT sales. Individual results vary with price, condition, and how the broader market moves. A local agent can pinpoint the right timing for your home.

    How We Rank Winsted 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 Winsted 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.

    250

    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

    Winsted Real Estate Agent FAQs

    How were these Winsted 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 Winsted?

    Our data covers 250 real estate agents serving the Winsted area. The count represents agents with transaction activity recorded in our Winsted market data, not simply everyone holding a license.

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

    Winsted's median sale price is $345,336 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.

    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 Winsted 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 Winsted 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 Winsted 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 Winsted realtor before hiring them?

    Ask how many homes they have closed in Winsted 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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