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Oakland, MO real estate

Compare top Oakland real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 2026.*


* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Oakland real estate Market Report.

Information and statistics on the latest trends in the Oakland real estate market. *

Latest Rolling 3-Month Snapshot

Jul 1, 2026 - Sep 30, 2026

Median sale price
$480K
+14% from Q2 '26
Median list price
$544K
+30% from Q2 '26
Active listings
8
-20% from Q2 '26
Homes sold
8
+33% from Q2 '26
New pendings
6
-14% from Q2 '26
New listings
4
-60% from Q2 '26

Quarterly Pricing Trends for Oakland

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Oakland Q4 '21 Q4 '22 Q4 '23 Q4 '24 Q4 '25 Q3 '26 Median sale price in Oct 2021 - Dec 2021: $293K Median sale price in Jan 2022 - Mar 2022: $373K Median sale price in Apr 2022 - Jun 2022: $400K Median sale price in Jul 2022 - Sep 2022: $402K Median sale price in Oct 2022 - Dec 2022: $490K Median sale price in Apr 2023 - Jun 2023: $410K Median sale price in Jul 2023 - Sep 2023: $815K Median sale price in Oct 2023 - Dec 2023: $345K Median sale price in Jan 2024 - Mar 2024: $650K Median sale price in Apr 2024 - Jun 2024: $890K Median sale price in Jul 2024 - Sep 2024: $403K Median sale price in Oct 2024 - Dec 2024: $320K Median sale price in Jan 2025 - Mar 2025: $438K Median sale price in Apr 2025 - Jun 2025: $480K Median sale price in Jul 2025 - Sep 2025: $505K Median sale price in Oct 2025 - Dec 2025: $476K Median sale price in Jan 2026 - Mar 2026: $430K Median sale price in Apr 2026 - Jun 2026: $421K Median sale price in Jul 2026 - Sep 2026: $480K Median list price in Oct 2021 - Dec 2021: $260K Median list price in Jan 2022 - Mar 2022: $400K Median list price in Apr 2022 - Jun 2022: $425K Median list price in Jul 2022 - Sep 2022: $400K Median list price in Oct 2022 - Dec 2022: $480K Median list price in Jan 2023 - Mar 2023: $549K Median list price in Apr 2023 - Jun 2023: $375K Median list price in Jul 2023 - Sep 2023: $355K Median list price in Oct 2023 - Dec 2023: $350K Median list price in Jan 2024 - Mar 2024: $649K Median list price in Apr 2024 - Jun 2024: $425K Median list price in Jul 2024 - Sep 2024: $445K Median list price in Oct 2024 - Dec 2024: $625K Median list price in Jan 2025 - Mar 2025: $449K Median list price in Apr 2025 - Jun 2025: $705K Median list price in Jul 2025 - Sep 2025: $487K Median list price in Oct 2025 - Dec 2025: $450K Median list price in Jan 2026 - Mar 2026: $355K Median list price in Apr 2026 - Jun 2026: $419K Median list price in Jul 2026 - Sep 2026: $544K Oct 2021 - Dec 2021 Median sale price $293K Median list price $260K Jan 2022 - Mar 2022 Median sale price $373K Median list price $400K Apr 2022 - Jun 2022 Median sale price $400K Median list price $425K Jul 2022 - Sep 2022 Median sale price $402K Median list price $400K Oct 2022 - Dec 2022 Median sale price $490K Median list price $480K Jan 2023 - Mar 2023 Median sale price Unknown Median list price $549K Apr 2023 - Jun 2023 Median sale price $410K Median list price $375K Jul 2023 - Sep 2023 Median sale price $815K Median list price $355K Oct 2023 - Dec 2023 Median sale price $345K Median list price $350K Jan 2024 - Mar 2024 Median sale price $650K Median list price $649K Apr 2024 - Jun 2024 Median sale price $890K Median list price $425K Jul 2024 - Sep 2024 Median sale price $403K Median list price $445K Oct 2024 - Dec 2024 Median sale price $320K Median list price $625K Jan 2025 - Mar 2025 Median sale price $438K Median list price $449K Apr 2025 - Jun 2025 Median sale price $480K Median list price $705K Jul 2025 - Sep 2025 Median sale price $505K Median list price $487K Oct 2025 - Dec 2025 Median sale price $476K Median list price $450K Jan 2026 - Mar 2026 Median sale price $430K Median list price $355K Apr 2026 - Jun 2026 Median sale price $421K Median list price $419K Jul 2026 - Sep 2026 Median sale price $480K Median list price $544K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
13
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).

Over the rolling three-month period ending in September 2026, Oakland’s home values show a mixed year-over-year picture. Typical home value is down slightly by about 5 percent from a year ago, even as the median list price is up nearly 12 percent, signaling sellers are reaching higher on asking prices than last year.

Inventory and activity have both shifted compared with the same period last year. Active listings are up more than 15 percent year over year while homes sold have risen about 16 percent, and pending sales are up around 21 percent, indicating that more properties are moving through the pipeline even with only eight homes sold in the latest three-month window.

Conditions on the ground highlight a market that still leans toward sellers but with some easing. Homes spend a median of 17 days on the market in the latest rolling period, slightly slower than a year ago, and only 25 percent of sales close above list price, yet the average sale-to-list ratio stands just over 101 percent, showing buyers still pay near or above asking for desirable homes. Agent Pronto can connect both buyers and sellers with a knowledgeable local agent to navigate these shifting dynamics.



Learn more about what Oakland has to offer.

Oakland offers residents a close-knit community, abundant green spaces, and easy access to parks, trails, and nearby urban amenities, all within a calm, family-friendly setting.

Oakland is a small, primarily residential community that offers easy access to the greater St. Louis area while maintaining a quiet, established feel. Tree-lined streets, well kept homes, and modest traffic levels make daily living straightforward and predictable, which many residents value.

Practical amenities are close at hand. Everyday errands are simple with nearby shopping and services in Kirkwood and Webster Groves. Families appreciate proximity to highly regarded schools such as Ursuline Academy, a private college preparatory high school within Oakland’s boundaries. The Kirkwood School District also serves many local households and is a major draw for long term residents.

Outdoor access is a strong point. Residents are a short drive from Emmenegger Nature Park, the Meramec Greenway, and recreational options at Simpson Park. Nearby Kirkwood Public Library and the walkable downtown Kirkwood area, with local restaurants and coffee shops, round out everyday conveniences.

Because Oakland is compact, market conditions can shift quickly from one street to the next. A knowledgeable local agent can clarify school boundaries, commute patterns, resale expectations, and renovation choices that fit both the neighborhood and your budget. By matching you with the right professional, Agent Pronto helps buyers and sellers in Oakland move forward with less stress and greater confidence.

Find your Oakland real estate agent today →


Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“Thank you Beckie!! Without you, we had no idea this was possible. She took the time to show us how purchasing our first home was much more attainable than we thought. She consistently made excellent suggestions, shared information, and kept us very updated on the process. She broke everything down so we could understand. She was always there to answer our texts and calls. If she doesn't know the answer to something, she FINDS the answer. That is incredibly valuable in customer service. Her care, compassion, and fun vibes really made this experience. Beckie is the best!!”

Debra Longland · St. Ann, MO

Photo of Beckie Davis
Gateway Real Estate
“Authenticity and honesty? Do those matter to you? That’s Dennis Ciot! He was very helpful and informative, especially for a 1st time buyer. Any questions or concerns we had, he would respond with a thorough response that reminded us as to why we chose Dennis to handle all the crazy behind the scene headaches so we can focus on our daily routines and not stress over the buying process! Highly recommend!”

MatthewStrugari ·

Photo of Dennis Ciot
Sansone Residential Collective
“Kathy Bradley did a great job in preparing us to sell our home, as well as getting it sold in a timely manner. She was great about explaining all aspects of the sales process! We would highly recommend Kathy Bradley!”

Alan Weber and JoAnne Graziano Weber · Ballwin, MO

Photo of Kathy Bradley
Keller Williams Realty West
“Stayed in top of transaction, prompt and diligent in making the deal move forward. Very professional.”

Jim O'Brien · Creve Coeur, MO

Photo of Patty Stellern
Keller Williams Realty
“Stephanie did an excellent job getting my house on the market and getting it sold quickly. I moved out of state and needed someone that could do what was needed without having to come to me. She handled having it staged, cleaned, photographed and videoed within two weeks of contacting her and accepted an offer within 24 hours of its first showings. Thank you Stephanie!”

Tim McDaniel ·

Photo of Stephanie Fobian
Real Broker, LLC
“Brian was amazing. This is the second time we've worked with Brian in 3 years. The first was to purchase our first home, the second was to sell that home and upgrade. He made the process so easy for us, and was always able to get back to us no matter what it was we needed or how silly of a question it was. I recommend anyone who is looking to purchase or sell a home to start with Brian and Elevate Realty, because you will not want to or need to talk to anyone else.”

bradhartmann15 ·

Photo of Brian Preston
Elevate Realty
“Kristie Moore, is the best agent to work with. She is very knowledgeable and has a ton of resources to make the process smooth. I have used Kristie Moore in 5 different transcations and it ended with both parties very happy. Agent of the year!!!!”

David Zellerman · Waterloo, IL

Photo of Kristie Moore
eXp Realty The Milestone Group
“Mitchell is a nice person”

Daniel L. · St. Louis, MO

Photo of Michele Leon
Realty Executives Premiere
“Angela and her team have now sold two houses for me. Both were handled extremely professionally, both sold at or above asking, and both closings were extremely smooth. The marketing of the properties is second to none. Angela has a clear strategy and will carry through with it. She's transparent and honest. If something is unrealistic she will be straight with you. The second home sell was in the most difficult situations caused by a messy divorce. Despite the other sides constant interference, Angela and her team were efficient and professional at all times. I'd recommend the Kittner group to anyone looking at buying or selling a home. It will be the best decision you make.”

user3076717 ·

Photo of The Kittner Group
Keller Williams The Kittner Real Estate Group
“I can not say enough about Pam! She is a real fighter. Never say die. If I needed one person in my corner, I want it to be Pam! She is my HERO!”

Joe R. · Bridgeton, MO

“We were extremely impressed with Haley all throughout our home buying process. Haley worked with all four of us (mom, dad, myself and my husband) while we were still out of state. Haley was always professional, knowledgable, very responsive, and consistent. Haley was kind and patient while walking us through the process as first time home buyers. Haley was diligent in tracking down any information we needed and had a wide network of resources and professionals in the industry who she could recommend to us for home improvement work. We really enjoyed working with her and would recommend her to any of our family and friends!”

gretchenparmley ·

Photo of Realty Shop
Realty Shop STL
“Anthony is a terrific real estate professional. We have used him to purchase two condos and could not be happier. He is professional in his process and takes pride in being thorough, responsive, and accomplishing the mission. We will continue to partner with Anthony in the future.”

becker0723 ·

Photo of Anthony Cova
The Cova Group
“We couldn’t recommend Chris enough! He took the time to understand exactly what we wanted, explained things along the way and took his time to make sure we were getting into our first home with ease! He truly made the experience that much better for us.”

sejlamuslic ·

Photo of Chris Dabin
Realty Matters
“Adrianna was wonderful. Very patient,and had practical advice to ultimately get me my first home. She's also super sweet and always checked in to see how I was feeling in general. Adrianna stayed in communication with my lender and her team to ensure this was a smooth process. I'm forever grateful she was my agent during this wild ride.”

devinmtroy ·

Photo of Front Gate Partners
Compass Realty Group
“I am an out of state investor and I highly recommend Jen Risley for all of your needs whether you are purchasing or selling a home. Jen, was hard working, professional and knowledgeable. She negotiated on my behalf a fair and equitable deal that I was happy with and I am in the midst of buying additional homes in the St. Louis area.”

sbaselice ·

Photo of Jen Risley
Keller Williams
“Kim (and team) absolutely made the entire process stress-free and enjoyable! ALL questions answered fast, efficient, and with expertise. She checked in with us often to make sure we didn't have questions or concerns. She helped us find our dream home! 10 out of 10 recommend to anyone!!”

9talirs ·

Photo of Kimberly Coffman
Worth Clark Realty
“I used the Gellman Team for both buying and selling. They were tremendous. Explained the entire process in detail. Would absolutely use them again.”

Jacqueline T. · St. Louis, MO

Photo of Mark Gellman
eXp Realty The Gellman Team
“Kathy was friendly, welcoming, and completely supportive of our buying/selling journey. Her vast experience & knowledge was greatly beneficial to our experience & I feel that we were truly in the best hands!”

user3550828 ·

Photo of Kathy Markowski
Worth Clark Realty
“If you need a property sold look for no one other than Malinda Terreri she gets the job done so happy that I meet her always available and ready to assist you if needed.”

David Stanfield ·

Photo of Malinda Terreri
Terreri Team Realty LLC
“Tracy is absolutely exceptional at her job. She is dedicated to making sure that you are protected in the home-buying process by thoroughly inspecting the details of the homes you look at and the contracts you are signing. We have used Tracy as our realtor to buy our first home and then sell that one to buy our current home, and I would highly recommend her!”

stefaniedowns26 ·

Photo of Tracy Hess
RE/MAX Integrity

Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Oakland. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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