Top Realtors and Real Estate Agents in Oakland City, IN

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

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    Theresa Catanese profile picture
    BadgeTop Agent

    (137)

    Theresa Catanese

    Catanese Real Estate

    14 Years of experience

    334+ Sales in the last 12 months

    Top 0.8%

    in Oakland City, IN

    $287M

    All-Time Sales

    $140K - $1.6M

    Price Range

    8%

    Negotiated Off List

    John and Kristi Horton profile picture
    BadgeTop Agent

    (22)

    John and Kristi Horton

    My Agents Realty LLC

    22 Years of experience

    56+ Sales in the last 12 months

    $164.4M

    All-Time Sales

    $130K - $1.2M

    Price Range

    5%

    Negotiated Off List

    Richard MacPherson profile picture
    BadgeTop Agent

    (7)

    Richard MacPherson

    Keller Williams Capital Realty

    21 Years of experience

    20+ Sales in the last 12 months

    $76M

    All-Time Sales

    $110K - $1.1M

    Price Range

    4%

    Negotiated Off List

    Shea Fleck profile picture
    BadgeTop Agent

    (8)

    Shea Fleck

    Keller Williams Capital Realty

    3 Years of experience

    92+ Sales in the last 12 months

    Top 3.2%

    in Oakland City, IN

    $33M

    All-Time Sales

    $180K - $600K

    Price Range

    1%

    Negotiated Off List

    Jonathan Baker profile picture
    BadgeTop Agent

    Reviews not yet available

    Jonathan Baker

    Baker Auction & Realty

    22 Years of experience

    78+ Sales in the last 12 months

    Top 3.6%

    in Oakland City, IN

    $54.5M

    All-Time Sales

    $70K - $1.4M

    Price Range

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    Jennifer McBride profile picture
    BadgeTop Agent

    (13)

    Jennifer McBride

    Keller Williams Capital Realty

    23 Years of experience

    92+ Sales in the last 12 months

    Top 3.6%

    in Oakland City, IN

    $104.5M

    All-Time Sales

    $130K - $1M

    Price Range

    6%

    Negotiated Off List

    Kelly Bolhofner profile picture
    BadgeTop Agent

    Reviews not yet available

    Kelly Bolhofner

    REMAX Revolution

    5 Years of experience

    48+ Sales in the last 12 months

    Top 3.6%

    in Oakland City, IN

    $24.4M

    All-Time Sales

    $150K - $1.2M

    Price Range

    7%

    Negotiated Off List

    David Ernspiger profile picture
    BadgeTop Agent

    (14)

    David Ernspiger

    RE/MAX Revolution

    13 Years of experience

    16+ Sales in the last 12 months

    Top 4.4%

    in Oakland City, IN

    $34.7M

    All-Time Sales

    $150K - $800K

    Price Range

    6%

    Negotiated Off List

    Rick Stephens profile picture
    BadgeTop Agent

    (46)

    Rick Stephens

    Keller Williams Capital Realty

    33 Years of experience

    185+ Sales in the last 12 months

    $163.8M

    All-Time Sales

    $150K - $1.3M

    Price Range

    4%

    Negotiated Off List

    Matt Morton profile picture
    BadgeTop Agent

    Reviews not yet available

    Matt Morton

    Trueblood Real Estate

    27 Years of experience

    8+ Sales in the last 12 months

    $1.3M

    All-Time Sales

    $130K - $240K

    Price Range

    8

    Total Number Of Homes Sold

    The numbers speak
    for Oakland City.

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

    Oakland City agents analyzed for these rankings

    median sale price in Oakland City

    buyers and sellers matched by EffectiveAgents

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    When Is the Best Time to Sell a House in Oakland City?

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

    Median days on market by month (shorter is faster)

    107Jan45Feb23Mar24Apr15May19Jun13Jul26Aug29Sep36Oct35Nov63Dec

    July

    Best month to sell

    13 days

    Typical time on market

    97.4%

    Of asking price

    Seasonal averages from the last 24 months of Oakland City, IN 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 Oakland City Buyers and Sellers

    The Housing Market Trends module above shows Oakland City as a compact market where 4 homes sold last month against just 11 active listings, leaving 2.7 months of supply. That thin supply usually favors sellers, but the fuller picture is mixed. The median sale price has moved -54.1% year over year to $81,461, or about $71.8 per square foot, and the sale-to-list ratio now sits at 93.61%, meaning most closings land below asking. Only 8.3% of homes sold above list, while 30.5% of listings recorded a price cut. Those two signals point toward real negotiating room for buyers despite the low inventory count.

    Speed is the counterweight: at a median of 10 days on market and with 63.7% of homes off the market within two weeks, well-priced listings still move quickly. For a buyer, that means the leverage is selective. Come in near comparable per-square-foot values, ask for concessions where a listing has aged or already dropped, but be ready to act fast on fresh, sharply priced inventory. For a seller, the data argues for disciplined pricing from day one. With 21 new listings and 14 pending sales monthly, overpricing invites the price-drop cycle that 30.5% of listings are already in.

    In a market this size, agent selection matters more than in high-volume metros. Oakland City has 250 licensed agents, and the difference between one who prices to the current sale-to-list reality and one who chases last year's numbers is measurable in both time and dollars.

    What Oakland City Home Prices Mean for You

    Understanding the true cost of homeownership in Oakland City 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 Oakland City
    $34,200
    Median home price$81,461
    Down payment (20%)$16,292
    Loan amount$65,169
    Monthly payment (PITI)$797

    Based on 28% debt-to-income ratio, 7.24% mortgage rate (as of October 29, 2026), 30-year fixed loan, 1.15% property tax rate, $275/mo insurance. Actual requirements vary by lender.

    Oakland City Market Temperature
    Buyer's Market Balanced Seller's Market
    Seller's Market
    Days on Market 10 days
    Sale-to-List Price 93.61%
    Price Trend (YoY) -54.1%
    Estimated Monthly Payment
    Total Monthly Payment
    $797
    Principal & Interest
    $444
    Property Taxes
    $78
    Insurance
    $275
    PMI
    $0

    Based on $81,461 median home price with 20% down at 7.24% (as of October 29, 2026) for 30 years. Property tax estimated at 1.15% of home value.

    Oakland City Market: Then vs Now
    Median Sale Price
    One Year Ago $177,514
    Today $81,461
    -54.1%
    Days on Market
    One Year Ago 41 days
    Today 10 days
    -31 days days
    Sale-to-List Price
    One Year Ago 101.2%
    Today 93.61%
    -7.59%
    What this shift means: Compared with a year ago, prices moved -54.1%, the sale-to-list ratio shifted -7.59%, and market time reflects a -31 days change. Read together, the trend has softened conditions for sellers, who now capture less of their asking price and face longer exposure than last year. Buyers, in turn, have gained room to negotiate on price and terms, especially on listings that have been active for more than a couple of weeks.

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

    What to Look for in a Oakland City Realtor

    Name recognition and a familiar yard sign tell you little about how an agent will price your home or protect your position at the negotiating table. In a market where the sale-to-list ratio is 93.61% and 30.5% of listings need a price cut, execution matters far more than advertising. EffectiveAgents analyzed 39 local transactions to rank performance across 250 licensed agents in the 47660 area. The top-ranked team, John and Kristi Horton at My Agents Realty LLC, has closed 955 transactions and $159.1M in all-time sales volume. That depth of experience is directly relevant when only 8.3% of homes clear above asking and correctly reading a buyer's ceiling determines your net proceeds. A strong negotiator uses the same competitive data covered above to justify price and time concessions rather than react to them. When reviewing agents, look past a single glowing testimonial and study the pattern: consistency across 22 reviews, repeat clients, and outcomes that hold up across different price points signal reliability more than any one endorsement.

    How We Rank Oakland City 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 Oakland City 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

    Oakland City Real Estate Agent FAQs

    Who is the best real estate agent in Oakland City, IN?

    EffectiveAgents ranks agents in Oakland City, IN using objective transaction data rather than advertising spend, analyzing 39 local sales across 250 licensed agents. By that methodology, John and Kristi Horton at My Agents Realty LLC rank at the top, with 955 career transactions, 22 reviews, and $159.1M in all-time sales volume. The right agent for you depends on your property type, price range, and timeline, so we recommend comparing the 17 ranked agents on measured performance and interviewing at least two before signing.

    How were these Oakland City 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 Oakland City?

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

    What does the median sale price in Oakland City mean for sellers?

    Oakland City's median sale price is $81,461 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 Oakland City?

    The median home in Oakland City goes under contract in about 10 days, and 63.7% of listings leave the market within two weeks. Year over year, market time reflects a -31 days change, so plan for a somewhat different pace than last season. Your actual timeline depends on pricing accuracy, condition, and location within the 47660 area. Homes priced to the current sale-to-list reality of 93.61% tend to move fastest, while overpriced listings often join the 30.5% that require a reduction, extending the process by weeks.

    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 Oakland City 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 Oakland City 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 Oakland City 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 Oakland City realtor before hiring them?

    Ask how many homes they have closed in Oakland City 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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