Blog > Finding the Best Real Estate Agents in Windermere, FL: A Comprehensive Guide
Finding the Best Real Estate Agents in Windermere, FL: A Comprehensive Guide
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Finding the Best Real Estate Agents in Windermere, FL: A Comprehensive Guide!
With easy access to Orlando and a laid-back yet upscale vibe, Windermere has become one of the hottest real estate markets in Florida. Now more than ever, it is vital to work with top real estate agents in Windermere, FL, to get the best deal when buying or selling a home. We prepared this in-depth guide to help you find the best agent for your needs.
What We’ll be Covering
Windermere Real Estate Market Overview
Getting to Know Windermere’s Neighborhoods
Why You Need a Local Real Estate Agent
Qualities of Top Real Estate Agents in Windermere
How to Choose the Right Real Estate Agent
What to Expect During the Home Buying or Selling Process with an Agent
What’s next for Windermere’s Real Estate Market?
Frequently Asked Questions
Get Expert Real Estate Advice

Proximity to Orlando and the beaches isn’t Windermere’s only draw; its tight-knit community, waterfront views and excellent schools attract many buyers, too. You can find a plethora of Luxury homes, many of which are golf front, and even townhomes and condos homes in this beautiful town, but large luxury lakefront homes remain the most coveted piece of real estate in Windermere, FL.
If you’re looking to move to Windermere, Maxim Realty's Andy Neal says you should expect the following:
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Tight inventory — Given the town’s small geographic footprint, listings will be few and very coveted.
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High demand for luxury homes — Especially for properties with water and golf views, modern amenities, smart technologies, and home offices.
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Rise of rentals — Young professionals are particularly keen on rental properties, though they are advised to act quickly as desirable homs are often leased within days.
Getting to Know Windermere's’s Neighborhoods
Windermere may be a small town, but its neighborhoods attract a diverse range of people. Take a look at some of the most coveted addresses in Windermere.
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Isleworth — Isleworth in Windermere is renowned for its world-class golf course, exclusive luxury estates, and serene lakefront living. It’s a prestigious enclave attracting affluent residents seeking privacy, elegance, and unparalleled amenities.
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Keene's Pointe— Keene’s Pointe is known for its stunning luxury homes, scenic lakefront views, and the prestigious Golden Bear Club with its Jack Nicklaus-designed golf course. This gated community offers an upscale lifestyle in a picturesque setting.
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Lake Butler Sound — Lake Butler Sound is known for its opulent custom estates, tranquil lakefront views, and serene, private setting. This exclusive, gated community offers a blend of luxury living and natural beauty in the heart of Windermere.
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Chain Du Lac— Chain du Lac is known for its luxurious estate homes, expansive lots, and picturesque setting along the Butler Chain of Lakes. This exclusive gated community offers privacy, elegance, and direct access to one of Central Florida’s most desirable lake chains.
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Check out some of Windermere, FL's communities here. https://www.yourrealtorandy.com/blog/Best-Neighborhoods-in-Windermere--FL
Why You Need a Local Real Estate Agent
When it comes to understanding the pulse of the local real estate market, there’s no better source than realtors in Windermere, FL. Here’s why you need an agent to guide you:
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Local knowledge — An agent possesses invaluable insights into market trends, neighborhood nuances, and recent sales data.
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Exclusive listings — Including those not available on the open market.
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Strong negotiation skills — Their negotiation expertise can significantly impact your bottom line, whether you're buying or selling.
Qualities of Top Real Estate Agents in Windermere, FL
Identifying the best agent requires careful consideration of several key qualities. Top-notch agents have the following traits:
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Strong knowledge of the local market — In-depth understanding of neighborhood trends, pricing, and recent sales data.
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Excellent communication & availability — Responsive and proactive communication, readily available to answer questions and address concerns.
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Strong client testimonials & proven track record — Positive reviews from past clients and a history of successful transactions are green flags.
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Expansive network — Can refer you to trusted house inspectors, appraisers, real estate lawyers, renovation experts, and other professionals.
Finding the best real estate agent in Windermere requires thorough vetting of several candidates. Here’s how to get your search started:
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Ask for referrals — Tap into your network for recommendations from friends, family, and colleagues.
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Check online reviews — Explore online platforms like Google for client testimonials and reviews.
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Interview multiple agents — Schedule consultations with several agents to compare their approaches, experience, and client service.
What to Look For During Initial Consultations
Once you’ve shortlisted agents, pay close attention to the following:
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Active listening — Does the agent actively listen to your needs and concerns?
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Personalized approach — Can they tailor their approach to your specific situation?
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Niche expertise — If you’re looking for a specific type of property (e.g., Luxury Homes), how knowledgeable are they in this niche?
Key Questions to Ask
- How long have you been a Realtor?
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How long have you been working in the Windermere real estate market?
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What is your experience selling/buying properties similar to mine?
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What is your commission structure, and are there any additional fees?
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How will you market my property (if selling) or help me find the right home (if buying)?
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How often will we communicate, and what is your preferred method of communication?
What to Expect During the Home Buying or Selling Process with an Agent
Selecting your Windermere realtor is just the beginning of your home-buying or selling journey. Luckily, the best agents provide immense value during every step of a transaction. Below is an overview of the buying and selling process:
IF YOU’RE BUYING A HOME
Seasoned agent Andy Neal stressed the importance of being prepared in Windermere’s competitive market. “My top piece of advice for the serious buyer is to be clear on what you want and to be very prepared to do what it takes to be the winning bidder.” He continues, “Your agent will tell you how to tailor your offer to win. If you want to make this property your new home, listen carefully to your agent and be prepared to show proof of funds from the start of the process.
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Shortlist properties — Your agent will present listings that meet your criteria (including off-market properties).
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Make an offer — When you decide on a property, your agent will help you craft a competitive offer that’s informed by sales trends in Windermere.
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Negotiate the asking price — The best agents never leave money on the table. During the negotiation stage, your realtor will try to get the best deal possible for you.
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Conduct due diligence — Agents have access to home inspectors and appraisers who will help you determine whether your desired property is in good condition and whether the asking price reflects its market value.
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Closing the deal — Your agent will make sure that all paperwork is in order and will help you review the terms of the contract.
IF YOU’RE SELLING A HOME
For sellers, Andy recommends staging your home and pricing it strategically to attract interest: “Well-presented homes sell faster and often receive multiple offers.” Professional photography, professional videos, targeted marketing, and leveraging platforms like Zillow and social media are key components of a successful sale.
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Staging your home — Agents can offer expert advice on how to prepare your home to make it more appealing to potential buyers.
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Price your home competitively — Your agent will conduct a comparative market analysis (CMA) to determine a realistic price for your property.
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Listing and marketing your home — Realtors use different platforms to list a home, including online listing sites like Zillow and Realtor.com. Likewise, they will devise a marketing strategy that leverages both digital (social media, email, website) and offline (flyers, open homes) channels.
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Negotiating offers — They will assist you in evaluating offers based on price, contingencies, and closing timelines. Agents will also negotiate on your behalf to get the highest possible price on your home.
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Closing and transfer — Your agent shall assist you in processing the required paperwork to transfer your title to the buyer.
What’s next for Windermere’s Real Estate Market?
Realtors in Windermere, FL, remain optimistic about the future of Windermere's real estate, predicting continued appreciation in home values due to demand and limited space. Development projects in the town are a pull for buyers, with new shops and restaurants coming in 2025.
There’s also a crucial yet underappreciated factor that makes Windermere ever attractive: “The amount of variety in the different types of properties that are available in our community!” shares Andy Neal
Frequently Asked Questions
What is the average commission for real estate agents in Windermere?
The exact amount varies from agent to agent. That said, don’t be afraid to ask agents why they charge the commission they do — they should be able to readily explain that the value they offer is well worth their payment. They should also be upfront about whether their commission is paid for by the seller or buyer.
How long does it typically take to sell a home in Windermere?
According to data from Redfin most homes for sale in Windermere sell within 19 days. Working with an agent can help you sell a home faster or land your dream home sooner.
Do you need a real estate agent to rent or sell a property in Windermere?
It’s not required but it’s highly recommended to hire an agent. Agents can help you find listings or qualified buyers while also negotiating the best deal for your property.
Is a broker better than a realtor?
Brokers and Realtors® both assist clients in buying and selling real estate. A broker is a real estate agent who is licensed to work independently and can hire other agents to work under them. Realtors®, on the other hand, are members of the National Association of Realtors® (NAR), meaning they adhere to the organization’s strict Code of Ethics and Standards of Practice.
Is Windermere expensive to live in?
Yes, Windermere, Florida is considered to be an expensive place to live, primarily due to its high housing costs which are significantly above the national average; making it a relatively costly community compared to other areas in the United States