Compass
Skip & Michelle Riddle Naples  ·  Marco Island  ·  Bonita Springs

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 market from the Gulf to the back country.

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

0
Years Naples Knowledge
0
Clients Served
0
In Transactions

Naples Area Guides

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.

Read the Guide →
Coming Soon

Naples Residential

Neighborhoods, price trends, and what buyers and sellers need to know across core Naples zip codes.

Guide Coming Soon
Coming Soon

Marco Island

Waterfront, luxury, and land opportunities on Marco Island and the southern shores of Collier County.

Guide Coming Soon
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 program will literally put money in your pocket.

VeteranPCS
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

Properties For Sale

A selection of our active listings across Collier County. Updated regularly — contact us for the latest availability.

7897 Cocobay DR, Naples FL 34108
Active
$2,750,000
7897 Cocobay DR
Naples, FL 34108
2 BD 4 BA 2,695 sqft
14318 Charthouse CIR, Naples FL 34114
Active
$2,275,000
14318 Charthouse CIR
Naples, FL 34114
4 BD 5 BA 3,326 sqft
Photo Coming Soon
Active
$1,099,000
5860 Dogwood WAY
Naples, FL 34116
4 BD 4 BA 2,666 sqft
Photo Coming Soon
Active
$1,060,000
1835 Les Chateaux BLVD #204
Naples, FL 34109
3 BD 3 BA 2,216 sqft

Live MLS listings coming soon via IDX feed — powered by NABOR.
Looking for something specific? Contact us directly.

Golden Gate Estates' Most Specialized Real Estate Team

Most agents can show you a listing in Golden Gate Estates. Very few can tell you the wetland delineation on the back five acres, what the county setback requirements are for your intended build, or whether the upland percentage supports the home you're planning.

Skip and Michelle live in Golden Gate Estates. They know the parcels, the quirks, the permit process, and the builders. If you're buying or selling GGE land or acreage, this is the team that gets it right.

Wetland Delineations Zoning & Setbacks Acreage Pricing Build Costs Agricultural Exemptions Upland/Wetland Ratios
Explore Golden Gate Estates
GGE
Residents & Specialists
175mi²
Largest Rural Subdivision in the U.S.
2.5+
Acre Lots — Our Specialty
Local
Born & Raised in Naples

What's Your Home Worth?

Local expertise isn't just about finding buyers — it's about knowing your property's true value. Get a personalized market analysis from agents who know every neighborhood, parcel, and price trend in Collier County.

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. R Collective is a real estate team within the Bowers Group 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.