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Oldsmar, FL, is a delightful community known for its beautiful parks and recreational opportunities, making it a desirable location for families and individuals alike. With attractions such as the serene Oldsmar City Park and the thrilling Tampa Bay Downs, there's something for everyone to enjoy. The city's rich history and friendly atmosphere further enhance its appeal, creating a welcoming environment for newcomers and long-time residents.

The real estate market in Oldsmar is competitive, and working with a top REALTOR® is essential to navigate it successfully. A knowledgeable agent can provide invaluable insights into local listings and market trends, ensuring buyers find the ideal home that fits their needs. RealEstateAgents.com exclusively partners with top agents, simplifying the process of finding a qualified professional who can guide you through every step of your real estate journey in this charming city.

Featured Agents in Oldsmar, FL

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PRIME AGENT
Jan Smith profile picture
Keller Williams Realty Clearwater

Jan Smith

Completed Profile
1 review
View Profile
12years of experience
45sales in the last 12 months
340transactions all-time
Prime Agent Badge
PRIME AGENT
Trish Bannister profile picture
Keller Williams Realty

Trish Bannister

Completed Profile
View Profile
10years of experience
36sales in the last 12 months
1,016transactions all-time
Prime Agent Badge
PRIME AGENT
Kenny Hayslett profile picture
Re/max Action First

Kenny Hayslett

6 reviews
View Profile
32years of experience
124sales in the last 12 months
5,789transactions all-time

Compare 15 top-performing real estate agents in Oldsmar, FL

Re/max Champions

Christian Bennett

Completed Profile
25 reviews
Usually responds in 1 hr
Prime Agent Badge
PRIME AGENT
21 years of experience
242 sales in last 12 months
Serves Oldsmar

About

Champions Luxury Group is a top sales team in the greater Tampa Bay, FL area, and is a part of RE/MAX CHAMPIONS, a top office with the West Pasco Board of Realtors. Whether you are buying your dream home or selling a property, Christian Bennett and his team of outstanding, professional agents will make sure you will always receive the highest level of service available. With over 25 years of combined residential real estate experience, Champions Luxury Group is quite knowledgeable in the ever-changing Florida market. They use their strong negotiating skills to make sure the financial interests of their clients are well represented. As members of the National Board of Realtors, the goal of Champions Luxury Group is to make sure they always exceed their customer's expectations. Let Champions Luxury Group provide you with the professional service you deserve for all your real estate needs.

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Achievements

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Top Trinity Agent 2025
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Top Trinity Brokerage 2025
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Top Listing Agent 2025

Top Sales Agent/Multi-Million Dollar Producer; Hall of Fame Realtors

Bachelor's Degree
Marketing Degree

e-PRO

Christian Bennett's Video

Coastal Properties Group International

Debra Bellmaine

Completed Profile
28 reviews
Open 12:00 PM - 5:00 PM
Usually responds in 15 minutes
Prime Agent Badge
PRIME AGENT
22 years of experience
10 sales in last 12 months
297 transactions all-time
Serves Oldsmar

About

Debra Bellmaine is a distinguished Broker Associate with Coastal Properties Group International, the exclusive affiliate of Forbes Global Properties in the Tampa Bay area. With more than two decades of experience and over $91 million in closed sales, she’s known for exceptional service, strategic insight, and results that exceed expectations. With 100+ five-star reviews across Google, Zillow, and Realtor.com, Debra has become a trusted name in Clearwater Beach real estate. A graduate of Cal State University, Fresno, she blends business acumen and market intelligence with refined marketing and negotiation skills—hallmarks of her success in luxury and waterfront properties. Holding elite designations including CRS, GRI, ABR, RSPS, SRS, and PSA, Debra is recognized for her integrity, discretion, and tech-forward approach. Alongside her husband and licensed associate John Bellmaine, she delivers concierge-level service to discerning buyers and sellers along Florida’s Gulf Coast.

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Achievements

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Top Listing Agent 2025
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Top Belleair Agent 2025
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Top Buyer's Agent 2025

Bachelor's Degree, Cal State Univ Fresno
BA in Business/IT, 1980 - 1985

GRI, ABR, CRS, REALTOR®, SRS, RSPS

Debra Bellmaine's Video

Charles Rutenberg Realty

Jana Jones

9 reviews
Open 10:00 AM - 6:00 PM
Usually responds in 1 hr
23 years of experience
20 sales in last 12 months
285 transactions all-time
Serves Oldsmar

About

Jana's enthusiasm in her vocation as a Realtor projects EXCELLENCY and ACTION, the cornerstone of her success. Her desire to please makes it easy to understand why clients enjoy working with her and why she is a multi-million dollar sales producer. As a real estate specialist, she has completed many courses in advanced studies in marketing, sales, real estate procedures and real estate law. She is a professional in every way and goes the extra mile for her clients to provide a smooth and pleasant closing for all involved. Whether you are a First Time Buyer, or upside down on your mortgage facing foreclosure, or needing assistance with a Short Sale, Jana can provide excellent service and advice.

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Achievements

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Top Producer 2025
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Top Buyer's Agent 2025
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Top Listing Agent 2025

Highest Achievement Award

Associate's Degree, Art Institute of Ft. Laud
Associates Degree in Art

GRI, e-PRO, REALTOR®, Real Estate Negotiation Expert

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums
As a real estate specialist, she has completed many courses in advanced studies in marketing, sales, real estate procedures and real estate law

Century 21 East Lake Realty, Inc.

Sandy Harris

29 years of experience
21 sales in last 12 months
Serves Oldsmar

About

Sandy is a real estate expert in the Tampa Bay area who has been with Century 21 East Lake for 22 years. She moved here with her family from Ohio when she was 4 years old and has seen the area blossom from a few sparsely populated towns to a major metropolitan area. Sandy got her real estate license over 36 years ago and began working in the commercial real estate, leasing out space in a shopping center. Her passion for working with people made her soon realize that she was much better suited for the residential side of the business and her career took off from there. Sandy enjoys working with buyers at every level; from those who are buying their first home to those who are buying a multi-million dollar home. Her commitment to excellence is evident when looking at the numerous repeat clients she has worked with. Most clients walk away from the closing table feeling like they have made a new friend along the way.

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Achievements

Top 21 Teams in North and Central Region in the State of Florida

High School Diploma, St Petersburg College

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, First Time Buyers
In the last several years, Sandy has had the privilege to visit such places as Cabo San Lucas, Costa Rica, Cuba, the Bahamas, Key West, Useppa Island, Lake Tahoe and California.
When not working hard for her clients, Sandy enjoys spending time with her family and traveling. She is fortunate to have all three daughters still in the area which allows her the opportunity to spend time with her grandchildren.

Lpt Realty

Carl Gresen

Completed Profile
20 reviews
Open 11:00 AM - 8:00 PM
Usually responds in 5 minutes
27 years of experience
82 sales in last 12 months
4,231 transactions all-time
Serves Oldsmar

About

I have been a licensed broker since 1999. Our systems are very unique for both buyers and sellers. Example: We have a Dream Home Finder program where we actually go out and find the perfect home for our clients even if nothing is currently on the market based on your criteria. Sellers: We have a sell it 10 day program, and drastically reduced commission program and so much more. Every program is different, but we always have one that is perfect for our client and they get to choose. We can even offer multiple cash offers and so much more. Let's talk today.

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Achievements

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Top Buyer's Agent 2025
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Top Listing Agent 2025
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Top Sales Producer 2025

too many to list

e-PRO

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties
Consistently ranked in the top 1% of all agents for both volume and transactions 22 years running
Achieved the highest award for marketing as we are consistently get more $$$ for our homes than other agents.
Got certified at the highest level in expert negotiations so we can get the best price and terms for our buyers

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

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Sell your Oldsmar home with confidence

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Oldsmar Housing Market Report

Market Action Index

We are extensively tracking the housing market in Oldsmar, FL. Here are the strongest factors contributing to this score:

Fewer sellers are listing their homes compared to last year
Houses are selling quickly compared to the amount on the market
82
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$397K

Per Square Foot

$248

Days on Market

84

Total Listings

197

Median List Price

Sun, Mar 22, 2026

Median List Price
1 Year

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