Buying or selling a home, especially as part of a retirement or second-home transition, deserves more than a transactional approach.

I bring an advisor-level mindset to real estate, with a process designed to remove uncertainty so you feel informed, confident, and supported at every step.

Naples, Florida Real Estate Services

SERVICES

Work with Bob Glaser to buy, sell, or relocate in Naples, FL with clear strategy, market insight, and integrity-first guidance.

READY TO PLAN YOUR FUTURE?

Moving within Naples, Florida

My real estate expertise combined with lived experience of owning and selling homes in Naples naturally bridges the gap between where you are now and the life you’re building here. 

IF YOU ARE ...

Buying a second or retirement home Naples, FL

Relocating to Naples, Florida 

I prepare strong, detailed offers, guide you through inspections and contingencies, and manage the closing process while connecting you with trusted local resources along the way.

Clear, steady support from offer to closing

I walk you through disclosures, HOA and condo documents, property systems, tax considerations, and long-term costs, so there are no surprises after the offer is accepted.

Thorough due diligence

From planning efficient tours to explaining what to look for when viewing a home, I help you evaluate each property clearly, weighing pros and cons without pressure.

Thoughtful guidance

I research, recommend, and rank properties based on your criteria, lifestyle goals, and long-term plans, so you’re only touring homes that truly make sense.

Curated home selection

I give clients access to up-to-the-minute market trends, MLS activity, and local data through my work with William Raveis Real Estate, so decisions are grounded in facts, not guesswork.

Real market insight

My high degree of knowledge about our local real estate market in Naples begins with closely following the market and understanding how our local and national economic conditions may affect properties in the short and long term. I preview hundreds of properties on a regular basis so I can provide the most current assessment of our housing inventory.

buying in naples

I help buyers slow the process down just enough to make smart decisions without missing opportunities. From understanding neighborhoods to evaluating long-term fit, you will walk away not only with a home you love, but a plan for the future.

My goal is to help you choose not just the right home, but the right environment for how you want to live.

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When you work with me as a buyer, you can expect:

-JP

He can be called upon with questions, suggestions, and keeps me up to date with market assessments. He is easy to talk to and I trust his opinions. He will do his best for his client."        

Bob’s expertise in real estate is informative and helpful in numerous facets with selling our home.

-MIKE K

“Bob was instrumental in locating the property—and continued to work on our behalf even after closing.”

My partners and I purchased a property on Crayton Road in Naples to build a new single-family home, and Bob was instrumental in helping us locate it. Even after the sale, he continued working on our behalf to resolve a leftover item from closing. His service and ethics are top-notch, and we appreciated his positive attitude and clear, open communication throughout. Bob is a man of his word, and I look forward to working with him again—and recommending him to others.

-GEOFF M.

“He turned misery into a great experience.”

“I have known Bob Glaser for many years as a golfing pal, but was delighted to learn about his professional skills as a real estate agent after Hurricane Ian. My house was five feet deep in water and he still found a buyer for my home."

I take a strategic, market-aware approach designed to protect your investment and help you move forward with confidence. 

As an agent for William Raveis Real Estate, I have access to the most complete set of real estate services in the marketplace, to create a seamless luxury experience with innovative marketing and A.I. technology.

selling with strategy

You’ve settled in Naples, but now you’re ready to find that home that suits your next chapter. Selling your home is about timing, presentation, and positioning.

You’ll always know where things stand and what’s coming next.

I guide my clients through the closing process, ensuring all documentation is handled and questions are addressed. I offer resources for moving, mortgage options, and local services.

Closing Support:

I employ strong negotiation skills from my years in business and real estate to advocate for the best possible terms and price for my clients. I keep my clients informed throughout the negotiation process, effectively managing communication between both parties.

Negotiation Expertise:

Provide a detailed market analysis to determine an optimal listing price based on current market trends, neighborhood values, and comparable properties.

Market Analysis and Pricing Strategy:

Organize and host open houses, providing my clients with feedback and insights on potential buyers’ impressions. Conduct private showings tailored to interested buyers, highlighting the property’s unique aspects.

Open Houses and Showings:

Advise on making necessary enhancements to the property, including staging tips to highlight its best features and create inviting atmospheres.

Home Staging and Preparation:

as a seller, you'll receive:

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FAQs

Have Questions?

Late fall through early spring (November–April) is typically the strongest time to list a home in Naples due to seasonal demand. However, well-priced homes can sell year-round. Market timing and pricing strategy are key.

What’s the best time of year to list my home in Naples?

Peak season (January–April) offers the most inventory in Naples. Summer months often bring less competition and potential negotiating opportunities. The best time to buy depends on your goals and market conditions.

What’s the best time of year to look for a home in Naples?

Most Naples home purchases close within 30–45 days, depending on financing. Sellers’ timelines vary based on pricing, property condition, and market demand. I outline a clear strategy and timeline at the start of every transaction.

How long does it take to buy or sell a home in Naples?

Yes. I offer complimentary real estate consultations for buyers and sellers in Naples, Florida. This is the best way to understand the current market, clarify your goals, and determine next steps. It also gives us an opportunity to see if we’re the right fit to work together.

Do you offer complimentary consultations?

Buying a home in Naples involves unique considerations such as flood zones, insurance costs, HOA rules, condo documents, rental restrictions, and golf club memberships. I guide buyers through these details to ensure there are no surprises at closing.

What do I need to know before buying in Naples?

It varies by price point and season. Luxury and waterfront homes often move quickly during peak season (January–April). I provide current market data, comparable sales, and pricing strategy so you can make confident decisions.

How competitive is the Naples real estate market?

Start by defining your ideal lifestyle. Naples offers walkable downtown living near 5th Avenue, private golf communities, boating access homes, and gated neighborhoods. I help new buyers narrow their options and identify the right Naples neighborhood before touring properties.

I’m new to Naples. Where should I start?

I serve buyers and sellers throughout Naples, Florida specializing in Park Shore, Pelican Bay, and The Moorings. Whether you're searching for a beachfront condo, golf community home, or luxury waterfront property, I can help.

What areas of Naples do you serve?

Book a call today to see how I can support your move to or within Naples, Florida

Ready to make your move to Naples?

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