The best way to find top real estate agents in Oakland Hills, Rotonda, FL

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Real estate in Rotonda’s Oakland Hills neighborhood.

Compare top Oakland Hills real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for March 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 Hills real estate Market Report.

Information and statistics on the latest trends in the Oakland Hills real estate market, updated for March 2026. *

Homes in Oakland Hills are taking time to sell, with a median of about 179 days on the market, up more than 200% from a year ago and roughly 16% from last month. This slower pace contrasts with its broader Rotonda parent area, yet Oakland Hills still leans toward sellers, with a market gauge of 19 and a Seller's Market label.

Pricing is adjusting alongside that slower pace. Typical home values are around $282,950, down about 1% month over month and year over year, and slightly below Rotonda’s $306,100. Median list prices have dipped more sharply, falling about 9% month over month to roughly $272,500.

Supply remains relatively tight despite the longer selling times, with only 29 homes on the market in Oakland Hills and inventory down about 36% from last year. New listings are also lower, off more than 40% year over year, even as pending sales are up about 15%, and only about 12.5% of sales close above list price with an average sale-to-list ratio near 0.95. Projections for next month point to a slight softening in prices and inventory, with a typical value near $281,475, a median list price around $258,752, and inventory edging down to about 27 homes. In a market where days on market, pricing, and supply are all shifting at once, both buyers and sellers can benefit from Agent Pronto helping them connect with a skilled local agent.

Real estate in Rotonda’s Oakland Hills neighborhood.
19
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Oakland Hills has to offer.

Oakland Hills offers residents a peaceful, golf- and water-adjacent community with a friendly, tight-knit atmosphere, easy access to outdoor recreation, and convenient local amenities.

Oakland Hills in Rotonda offers a relaxed, practical rhythm of life. Mornings often start with a quiet walk or bike ride along the canal-lined streets, a round at the nearby Rotonda Golf & Country Club, or a quick drive to shopping and services in Rotonda West. Daily errands are simple, with grocery options, medical offices, and local dining clustered along South McCall Road in Englewood.

Water and outdoor time shape much of the lifestyle here. Residents are a short drive from the beaches and boat ramps of Englewood Beach, while fishing and kayak launches at Lemon Bay Park and Environmental Center and the trails of Cape Haze Pioneer Trail Park are close enough for frequent after‑work or weekend outings. Families pay attention to school options in the wider Charlotte County area, and enjoy nearby programs and events at Elsie Quirk Library.

Homes in Oakland Hills appeal to seasonal residents and year round homeowners who value easy maintenance, canal or golf course views, and a laid back coastal setting without giving up access to Port Charlotte and Punta Gorda. Because the neighborhood’s canals, deed restrictions, and golf frontage can affect value and lifestyle, working with a local Oakland Hills agent who knows the community block by block can make every decision more confident. Agent Pronto connects both buyers and sellers with that kind of trusted local expertise.

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“I need to make this survey clear. We have been purchasing homes with Laurine for years. Several have been by nothing more than giving her a list of my specifications. I purchased them site unseen from her because she is professional and incredibly accurate with her professional assessments regarding picking property. We would have purchased this current home from her regardless of where she is located. This was a difficult purchase for us because we have never purchased in a gated community with an HOA and she navigated it flawlessly. We have refered her to family members who have used her and will be utilizing her expertise in real estate again this year for another purchase in Florida. We in fact have another home we are looking at and will only purchase from Laurine wherever she is. We are grateful to have that dependable person that when they tell you something you know it just is. I mean it is always been accurate for us. That is woth its weight in gold. Thank you Laurine”

Stacie Huttmann · Venice, FL

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Century 21 Beggins Enterprises
“Working with Matt Bonson was an outstanding experience from start to finish. His professionalism, deep knowledge of the market, and clear experience were evident in every step of the process. Matt paid close attention to every detail, ensuring nothing was overlooked and that we felt informed and confident in every decision. What truly sets Matt apart is how genuinely he puts his clients first. He took the time to understand our family’s needs and priorities and consistently advocated for what was best for us. We never felt rushed or pressured—only supported and guided with honesty and care. Matt’s expertise, responsiveness, and commitment made what could have been a stressful process smooth and successful. We are incredibly grateful for his dedication and would highly recommend him to anyone looking for a realtor who combines professionalism, experience, and a true client-first approach.”

Guardado · Cape Coral, FL

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Century 21 Selling Paradise
“Michelle was great to work with. She helped us through each process of purchasing our new home. She made herself available for all questions and concerns.”

Peggy and Don · Erie, PA

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LPT Realty
“Jessica went above expectations in helping us locate this property. Her knowledge of the area and recommendations facilitated our decision to purchase.”

Cheryl · Venice, FL

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Century 21 Sunbelt Realty
“Sherry Bourque got my house up and sold so quick. We had a high volume of people coming through. The closing process was smooth.I would so recommend Sherry and her team anytime.”

Tessia · Haverhill, MA

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Diamond Key Real Estate
“My experience with Agent Pronto was a very good one. The process was simple and effective. After talking to Shelby, I felt very comfortable selecting her as my Realtor. She answered all of my questions and a great professional! The whole experience was nice with is viewing several condos and villas. I would highly recommend Shelby Solley to anyone who wants an intelligent, experienced and diligent Realtor.”

Tony R. · Sarasota, FL

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Medway Realty
“Kevin was very kind, listened, responded to all my questions, and got my house listed with beautiful pictures to show the beauty of my house. All went as smooth as possible!”

Ann O. · Avon Park, FL

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Keller Williams South Shore
“Larry is by far the most AMAZING Realtor. He was always very responsive to my calls, texts, request, etc. We built up such a great relationship through this crazy process, that even after we closed on our new home, he reached out to check on us. He is always looking to get the best deal for his clients. He is like family now to us and will always have his own seat next to the firepit in our backyard. I would DEFINETLY recommend Larry to anyone and everyone looking to buy or sell. AMAZING.. Can't say enough Great things about Larry.”

Kathleen and Joe · Wheaton, IL

Photo of Larry Lazar
Charles Rutenberg Realty Charles Rutenberg
“Please see the previous comments. Tiffany is the best and truly world class! Tiffany was so wonderful to work with. She knew everything we needed and led us through a very unusual market with results beyond our expectations! We would not have trusted anyone else and she was gracious and kind even when we may not have been. We have referred our friends to work with her, she is the best. Grateful to her and the team.”

Michael Hathway · Lawrenceville, GA

“Jonas was selected by the realty plus program for me. However, he did an excellent job! He knew exactly what we were looking for and made sure that we got it. I don’t think any other realtor could’ve taken care of us like he did. Jonas was not involved in the closing process but that was not his fault. He fought for us every step of the way and did everything he could to ensure our satisfaction. Jonas was the face of the company and represented it well.”

Justin Ledford · Port Charlotte, FL

Photo of Jonas Seda
Century 21 Sunbelt
“Phill is very accommodating, responsive to our needs, prompt and pleasure to deal with. Phillip Bishop made our purchase easy since we didn’t know Florida laws and process. I would certainly highly recommend Phillip Bishop. Al and Branka Neuman”

Al and Branka · Sarasota, FL

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LPT Realty LPT
“The Davies were everything in a real estate agency we hoped for. They treated us with respect and gave us helpful information from the beginning. Their expertise was evident. Five days after the online listing, our property was sold—for the price listed. The closing process was efficient. We would recommend them to everyone. Thank you. ”

Marv G. · Rotonda West, FL

Photo of Bob & Kelly Davies
Dalton Wade Real Estate Group

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 Hills. 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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