About Roy

Roy Fillyaw is a trusted real estate advisor with Smith & Associates Real Estate, Tampa Bay's premier locally owned luxury brokerage, serving buyers, sellers, and investors across the St. Petersburg and greater Tampa Bay area. Based in St. Pete, he pairs deep market knowledge with an eye for architecture and design to help clients find homes that truly fit their lifestyle.

Before real estate, Roy built a career as a management and public sector consultant in Washington, D.C., advising senior government executives on complex, high-stakes decisions. That experience, combined with a Bachelor of Science from Texas A&M University and dual master's degrees from Indiana University, shaped his analytical, data-driven approach and his ability to represent his clients with professionalism, confidence, and care.

Today, Roy brings that same rigor to every transaction, whether he's guiding a first-time buyer through their largest investment yet, or helping a seasoned seller position a property in Tampa's competitive luxury market. Clients appreciate his calm, straightforward communication style, his knack for spotting opportunities, and his commitment to making the process feel organized, transparent, and genuinely enjoyable.

Roy also has a strong foundation in climate resiliency and sustainable development, which informs how he evaluates properties along Florida's Gulf Coast. He's passionate about homes that are not only beautifully curated, but thoughtfully constructed for coastal living, from elevation and materials to long-term durability and livability.

Water is Roy's happy place, and it's a huge part of why he chose to call St. Petersburg home. When he's not with clients, you'll likely find him having fun paddleboarding, diving, relaxing on a boat with friends, or exploring local beaches and wildlife preserves around Tampa Bay. He's also an active volunteer with local organizations such as Tampa Bay Watch, and rarely passes up a chance to get outside, play just about any sport, or catch a game, especially when his Texas A&M Aggies are playing.

Originally from a small town in Texas, Roy's lived and worked across the U.S. But he ultimately found his forever home in St. Pete, where the sunshine, water, and community all align with how he likes to live life. For Roy, real estate is more than a career, it's a way to combine his love of design and architecture with how much he enjoys working with people. It's a privilege for Roy to connect his clients with homes and neighborhoods that feel like a true fit, and be a trusted advisor through one of the most meaningful decisions of their lives.

Sold Listings.

Sold
526 16th Avenue Ne, ST. PETERSBURG

$3,049,000

526 16th Avenue Ne, ST. PETERSBURG

4 Beds 4 Baths 3,584 SqFt Residential TB8405897
Sold
419 Bayview Drive Ne, ST. PETERSBURG

$2,495,000

419 Bayview Drive Ne, ST. PETERSBURG

4 Beds 5 Baths 3,107 SqFt Residential TB8476736
Sold
2101 3rd Avenue N, ST. PETERSBURG

$1,849,000

2101 3rd Avenue N, ST. PETERSBURG

4 Beds 4 Baths 2,887 SqFt Residential TB8390574
Sold
2630 West Bay Isle Drive Se, ST. PETERSBURG

$1,650,000

2630 West Bay Isle Drive Se, ST. PETERSBURG

3 Beds 4 Baths 2,845 SqFt Residential TB8350279
Sold
468 44th Avenue N, ST. PETERSBURG

$1,550,000

468 44th Avenue N, ST. PETERSBURG

5 Beds 4 Baths 3,281 SqFt Residential TB8397600
Sold
2450 Burlington Avenue N, ST. PETERSBURG

$1,450,000

2450 Burlington Avenue N, ST. PETERSBURG

4 Beds 5 Baths 2,372 SqFt Residential TB8513835
Sold
513 17th Avenue E, PALMETTO

$1,395,000

513 17th Avenue E, PALMETTO

4 Beds 3 Baths 2,894 SqFt Residential TB8489944
Sold
402 71st Street, HOLMES BEACH

$1,395,000

402 71st Street, HOLMES BEACH

4 Beds 3 Baths 2,183 SqFt Residential A4645179
Sold
1820 47th Avenue N, ST. PETERSBURG

$949,900

1820 47th Avenue N, ST. PETERSBURG

4 Beds 3 Baths 2,665 SqFt Residential TB8324829
Sold
427 11th Avenue S, ST. PETERSBURG

$850,000

427 11th Avenue S, ST. PETERSBURG

4 Beds 4 Baths 2,340 SqFt Residential TB8482338
Sold
2190 Fairway Avenue S, ST. PETERSBURG

$835,000

2190 Fairway Avenue S, ST. PETERSBURG

4 Beds 3 Baths 2,150 SqFt Residential TB8371653
Sold
4149 38th Street S, ST. PETERSBURG

$799,000

4149 38th Street S, ST. PETERSBURG

3 Beds 2 Baths 1,826 SqFt Residential TB8472661
Sold
451 35th Avenue N, ST. PETERSBURG

$797,000

451 35th Avenue N, ST. PETERSBURG

3 Beds 3 Baths 1,829 SqFt Residential U8249699
Sold
9120 Warm Springs Circle, PARRISH

$775,000

9120 Warm Springs Circle, PARRISH

4 Beds 3 Baths 2,534 SqFt Residential T3550900
Sold
2550 3rd Avenue S, ST. PETERSBURG

$687,500

2550 3rd Avenue S, ST. PETERSBURG

4 Beds 2 Baths 1,840 SqFt Residential TB8373413
Sold
6870 13th Avenue N, ST. PETERSBURG

$685,000

6870 13th Avenue N, ST. PETERSBURG

3 Beds 2 Baths 1,996 SqFt Residential TB8498569
Sold
785 52nd Avenue N, ST. PETERSBURG

$675,000

785 52nd Avenue N, ST. PETERSBURG

4 Beds 3 Baths 1,748 SqFt Residential TB8382680
Sold
345 55th Avenue S, ST. PETERSBURG

$660,000

345 55th Avenue S, ST. PETERSBURG

3 Beds 2 Baths 1,855 SqFt Residential TB8495274
Sold
3242 Brushwood Court, CLEARWATER

$659,900

3242 Brushwood Court, CLEARWATER

4 Beds 2 Baths 2,454 SqFt Residential TB8394558
Sold
6029 Maidenstone Way, PALMETTO

$659,000

6029 Maidenstone Way, PALMETTO

4 Beds 3 Baths 2,403 SqFt Residential A4678967
Sold
2621 13th Street N, ST. PETERSBURG

$635,000

2621 13th Street N, ST. PETERSBURG

3 Beds 2 Baths 1,961 SqFt Residential TB8326909
Sold
1030 32nd Avenue N, ST. PETERSBURG

$575,000

1030 32nd Avenue N, ST. PETERSBURG

2 Beds 2 Baths 1,074 SqFt Residential TB8462246
Sold
1100 52nd Avenue N, ST. PETERSBURG

$575,000

1100 52nd Avenue N, ST. PETERSBURG

3 Beds 2 Baths 1,515 SqFt Residential TB8348107
Sold
5044 17th Street N, ST. PETERSBURG

$550,000

5044 17th Street N, ST. PETERSBURG

3 Beds 2 Baths 1,856 SqFt Residential TB8396800