Meet Kenny

Kenny Matlock

Real Estate Advisor Specializing in the Florida Keys

  • 6th Generation Florida Keys Local with Deep Community Insight
  • Specialized in Waterfront, Land, and New Construction Deals
  • Proven Track Record Guiding Buyers & Sellers from Start to Close

No Nonsense. Just Results.

Helping buyers and sellers navigate waterfront, new construction, and high-value opportunities with clarity and precision.

8+ Years Experience · 100+ Transactions · New Construction & Waterfront Specialist · Land & Investment Opportunities

A Local Advantage You Can’t Replicate

Kenny Matlock brings a level of local insight that can’t be taught — as a 6th generation Florida Keys resident, his understanding of the market goes far beyond listings and sales data.

He knows the nuances between islands, the long-term value of specific waterfront locations, and where real opportunities exist — especially in a market where small details can make a major financial difference.

With a background in construction, craftsmanship, and business ownership, Kenny offers a practical, hands-on perspective that helps clients evaluate properties beyond surface-level appeal.

Whether it’s identifying value in a waterfront property, navigating new construction, or securing the right deal in a competitive environment, Kenny brings a clear, no-nonsense approach to every transaction.

His focus is simple — help clients make smart decisions, avoid costly mistakes, and position themselves for long-term success.

No Nonsense. Just Results.

Real Results. Real Strategy. Real Outcomes.

331 Sombrero Blvd

Marathon, FL Waterfront Home

$950,000 SOLD

  • Sold in Just 55 Days on Market
  • Positioned Property to Maximize Value Before Listing
  • Guided Seller from Start to Finish
Positioned and prepared to attract strong buyer interest while maximizing value in a competitive waterfront market.
768 82nd st Ocean

Marathon, FL New Construction

$1,000,000 SOLD

  • Negotiated a Full Price Offer
  • Advised on Finishes to Protect Resale Value
  • Managed New Construction Process

Guided the process from planning to completion, ensuring smart decisions that protect long-term value.
Vacant lot 12th st Gulf

Marathon, FL Waterfront Land

$2,500,000 SOLD

  • Won in Competitive Multi-Offer Situation
  • Secured Property Below Market Value
  • Identified Highest & Best Use to Maximize ROI
Leveraged local knowledge and development insight to secure the property and maximize its long-term potential.
Client Experience

What Clients Say About Working With Kenny

Kenny was outstanding in the sale of our home. He was fair, professional, and completely down to earth throughout the entire process.

He made us feel comfortable from start to finish — like we were working with someone we’d known for years.

Highly recommend him.
Lisa W.
Marathon, FL
Verified Client Review
Kenny did an outstanding job helping us purchase our lot. His expertise in the local market was critical in determining the right price and securing the deal.

We felt confident every step of the way because he truly understands the Keys.

Highly recommend working with him.
Jeff F.
Marathon, FL
Verified Client Review
I’ve worked with Kenny on multiple transactions, and he’s consistently knowledgeable, honest, and straightforward.

His local expertise, understanding of regulations, and construction background give him an edge you don’t find with agents.

He’s a straight shooter — I highly recommend him.
Andrew G.
Marathon, FL
Verified Client Review

Proven Results. No Guesswork

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Home Sold

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Clients Represented

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Years Experience

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No Nonsense

No Nonsense.
Just Results.

Work directly with Kenny to buy, sell, or invest in the Florida Keys with a clear strategy and zero guesswork.

21+ years experience • 500+ transactions • Trusted across Southwest Florida & the Florida Keys

Available 7 days a week. Direct communication. No middlemen.