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Skip & Michelle Riddle

Naples. Marco Island.
Golden Gate Estates.

Compass agents and Southwest Florida natives specializing in luxury homes, Gulf-front condominiums, waterfront properties, and acreage across Collier County. Born here, raised here — and still here. We know this area from the Gulf to the Estates.

We Live Here. We're From Here.
We Know This Market.

Any real estate agent can pull comps from the MLS and tell you what sold last quarter. What they can't tell you is the zoning setback on a 2.5-acre lot in Golden Gate Estates, whether the back half of that parcel floods in August, the bridge height on the canal that accesses the bay, or the canal depth that determines whether your boat actually fits. That's the difference between market data and market knowledge.

Skip and Michelle were both born and raised in Naples. They live here, raise their family here, and know Southwest Florida the way only lifelong locals can — the land, the water, and the neighborhoods. Skip is a West Point graduate and retired Army Officer who brings the same discipline and integrity to every transaction that he carried for 24 years of service.

Whether you're searching for a Gulf-front condo, a luxury waterfront home, or raw acreage in Golden Gate Estates, you'll work with agents who already know the answers to questions most buyers haven't thought to ask yet.

Skip's Profile Michelle's Profile

The Power of the Bowers Group

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Areas We Serve

Deep-dive resources for buyers and sellers across Collier County. Each guide covers land, pricing, local rules, and what to watch out for.

Area Guide

Golden Gate Estates

1–10 acres and more. Everything you need to know about buying land, building a home, setbacks, wetlands, and selling acreage in GGE.

Explore Golden Gate Estates →
Naples

Naples

Neighborhoods, dining, golf, arts, shopping, and what buyers need to know across core Naples — from Port Royal to North Naples.

Explore Naples →
Marco Island

Marco Island

Waterfront, boating, beaches, and the island lifestyle — from a Marco native who grew up here and still fishes these waters.

Explore Marco Island →
VeteranPCS
Military Community Helping Our Military Community
The Riddle Family

We Give Back to Those Who Served

Skip is a retired Army Officer. He and Michelle know what it means to serve — and they believe in giving back to the military community in a real, tangible way. That starts at the closing table.

Through their partnership with VeteranPCS, every active duty service member, veteran, or military family member who buys or sells a home with Skip and Michelle receives a cash bonus of $200–$4,000 at closing — plus 10% of every transaction is donated to military-focused charities. VeteranPCS has returned over $500,000 to military families nationwide, and the program is completely free to use.

You don't have to be PCS-ing. If you're a veteran or military family buying or selling anywhere in Southwest Florida, you owe it to yourself to give Skip a call. This is a military benefit you need to know about — whether you're current or former military.

VeteranPCS

* VeteranPCS bonus amounts of $200–$4,000 are estimates based on home price and are subject to VeteranPCS's own terms and conditions. The 10% charitable donation and cumulative giveback figures are as reported by VeteranPCS. R Collective's partnership with VeteranPCS is independent of Compass Florida LLC. Visit veteranpcs.com for complete program details and eligibility requirements.

Why R Collective

Land & Acreage Specialists

Most agents never deal with wetland delineations, county setbacks, or ag-exempt land. We do it every week. That knowledge protects you.

Truly Local

We were both born in Naples, grew up here, and know the local market, the local scene, and the local network — the kind of insight you can't get from an agent who just moved here.

Compass Backing

Top-tier technology, marketing reach, and resources — combined with the personal attention of a boutique team that actually picks up the phone.

Straight Talk

We tell you what your property is worth before you list it — not what you want to hear. That honesty gets better results.

Buyers & Sellers

Whether you're searching for the right parcel or trying to maximize what you walk away with, we work both sides of the table with equal skill.

5-Star Track Record

Our clients come back — and they send their friends. Check our Google reviews and Compass profiles to see what working with us looks like.

What Our Clients Say

Straight from the people we've worked with.

★★★★★

"Skip and Michelle were absolutely incredible to work with. They guided us through every step of purchasing our land in Golden Gate Estates with patience and real expertise. We had a lot of questions — they had every answer."

Andrew Monnot

Verified Google Review

★★★★★

"Michelle Riddle has been amazing to work with! She's very responsive, always available, and is meticulous in her work. She has great communication skills and you can rely on her to get the job done right!"

Brandy S.

Verified Google Review

★★★★★

"Michelle was extremely professional. She kept us informed at every step, and always delivered what was promised, and on schedule. Could not have asked for a more pleasant real estate transaction."

Home Seller

Verified Google Review

Featured Properties

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The Southwest Florida Market Update

Skip & Michelle publish a monthly newsletter covering Naples, Marco Island, and Collier County — market trends, neighborhood news, and insider perspective you won't find in the MLS. No spam. Cancel any time.

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Why Automated Home Valuations Don't Work — And What to Do Instead

Zestimate. Redfin Estimate. Automated Valuation Models. They sound authoritative. They're not — especially in Naples and Marco Island, where the variables that actually drive value can't be captured by an algorithm.

They rely on incomplete dataAVMs pull from public records and agent MLS input — which may be missing wetland boundaries, upland percentages, flood zone classifications, or improvements that haven't been recorded. Garbage in, garbage out.
Context is everythingWaterfront in Golden Gate Estates is not the same as waterfront in Port Royal. Bridge heights, upland/wetland ratios, canal access, flood zones — all of it drives value. None of it shows up in an AVM.
The gap costs you moneyAn estimate that's off by 10–20% doesn't just look wrong — it costs you at the negotiating table. In a market like Naples, that's tens of thousands of dollars.

Skip and Michelle will prepare a personal home valuation based on real MLS data, current absorption rates, and local market knowledge — at no charge, and with no obligation to list.

Free · No Obligation
Get a Personal Home Valuation from Skip & Michelle
We'll research your property, pull real comps, and deliver a thoughtful market analysis — prepared by us, not an algorithm.
We personally prepare every valuation.
Your information is never shared or sold.

Naples Real Estate, Answered.

Skip and Michelle Riddle are Naples-born Compass real estate agents operating as R Collective within the Bowers Group. Skip is a West Point graduate and retired Army Officer. Together they specialize in luxury homes, waterfront properties, condominiums, and acreage across Collier County.
Skip and Michelle specialize in Naples, Marco Island, Bonita Springs, and the broader Collier County market — including Golden Gate Estates, North Naples, Pelican Bay, Port Royal, and the surrounding communities.
The full spectrum — Gulf-front condominiums, luxury waterfront homes, single-family residences, and acreage or raw land in Golden Gate Estates. If it's in Southwest Florida, we know the market.
We were born and raised in Naples. We know bridge heights and canal depths for boaters, wetland delineations for acreage buyers, zoning setbacks for builders, and the neighborhoods the way only lifelong locals can. Market data is available to any agent — this level of local knowledge isn't.
Yes — and it's personal. Skip is a retired Army Officer and proud partner with VeteranPCS, which gives military buyers and sellers a cash bonus of $200–$4,000 at closing, plus 10% of each transaction goes to military-focused charities. The program is free to use.
You need to understand wetland delineations, upland-to-wetland ratios, county setbacks, build costs, ag exemptions, and what you can realistically build before making an offer. Working with a specialist who lives in GGE — not just a general Naples agent — is critical.
Contact Skip or Michelle for a personalized market analysis. They'll assess your property based on current comparable sales, neighborhood trends, and property-specific factors — not just an automated algorithm.
Yes. Skip and Michelle Riddle operate as R Collective within the Bowers Group — a licensed real estate team at Compass Florida LLC. This gives clients access to Compass's industry-leading technology, marketing tools, and national network — combined with the personal attention of a boutique local team.
Free · No Obligation
Request a Personal Home Valuation
We'll research your property, pull the real comps, and deliver a thoughtful market analysis — prepared by us, not an algorithm.

Request received.

Skip and Michelle will personally review your property and reach out within one business day with a real market analysis — no automated reports, no runaround.

We personally prepare every valuation. Your information is never shared or sold.

Skip & Michelle Riddle · Compass Naples