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Roy Head
BROKER ASSOCIATE

A life story that began in Naples, Florida, Roy Head is a TRUE native of our community. His love and understanding of what makes this corner of Southwest Florida magical goes beyond his career in real estate. With family roots that go deep into our area’s history, he has an abundance of knowledge at his disposal that is truly unparalleled. He has seen and experienced the growth of our beautiful city firsthand and believes strongly in the community and culture that make Naples so special.  

When it comes to the real estate industry, Roy offers his customers a unique perspective on the Neapolitan way of life. If you’re a Seller, he will go above and beyond to market and showcase your property in ways that will make it stand out above the rest. If you’re a Buyer, he will work relentlessly to find you a property that meets your wants and needs while also helping you get acclimated to the area. His customer-first mentality comes from over 20 years in management for notable companies such as Hilton Hotels and Walt Disney World Resorts. His years in the hospitality industry have taught him the power of knowing his audience (and no one knows Naples better), having a service-oriented mentality (thank you Disney World), and the art of negotiation with a smile. 

One thing is certain when it comes to writing YOUR real estate story, you can trust Roy to take care of the most significant details.

Roy Head
BROKER ASSOCIATE

A life story that began in Naples, Florida, Roy Head is a TRUE native of our community. His love and understanding of what makes this corner of Southwest Florida magical goes beyond his career in real estate. With family roots that go deep into our area’s history, he has an abundance of knowledge at his disposal that is truly unparalleled. He has seen and experienced the growth of our beautiful city firsthand and believes strongly in the community and culture that make Naples so special.  

When it comes to the real estate industry, Roy offers his customers a unique perspective on the Neapolitan way of life. If you’re a Seller, he will go above and beyond to market and showcase your property in ways that will make it stand out above the rest. If you’re a Buyer, he will work relentlessly to find you a property that meets your wants and needs while also helping you get acclimated to the area. His customer-first mentality comes from over 20 years in management for notable companies such as Hilton Hotels and Walt Disney World Resorts. His years in the hospitality industry have taught him the power of knowing his audience (and no one knows Naples better), having a service-oriented mentality (thank you Disney World), and the art of negotiation with a smile. 

One thing is certain when it comes to writing YOUR real estate story, you can trust Roy to take care of the most significant details.

About about Roy ...
Fun Facts

FAVORITE RESTAURANT(S):
For breakfast EJ’s and for dinner Bistro 821.

FAVORITE HOBBY:
Yoga, sporting events, concerts and the beach of course.

GUILTY PLEASURE:
Pizza and chocolate.

FAVORITE FOODS:
Anything Mediterranean or Asian in flare.

SUPER POWER:
I'm like a chameleon in that I adapt to my surroundings quickly.

INSPIRATION:
Light, love and laughter.

MCQUAID & COMPANY IS:
more than a company but a group of positive individuals that support each others growth both personally and professionally.

Let Us Connect
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Office Properties
$849,900 For Sale 401 Bayfront Place Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 225000394

Serhant-Naples

  • area" role="presentation icon 1344 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
$580,000 For Sale 6666 Alden Woods Circle Naples, FL  34113
Development: Lely Resort, Status: A-Active
MLS#: 225026877

Serhant-Naples

  • area" role="presentation icon 1657 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save

 

Office Properties
Season Rate: $8,000 3420 Gulf Shore Boulevard Naples, FL  34103
Development: Moorings, Status: A-Active
MLS#: 224069505
  • area" role="presentation icon 1345 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
1300 Gulf Shore Boulevard Naples, FL  34102
Development: Coquina Sands, Status: A-Active
MLS#: 224068529

Serhant-Naples

  • area" role="presentation icon 850 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
401 Bayfront Place Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 225006686

Serhant-Naples

  • area" role="presentation icon 1344 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
410 Bayfront Place Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 224105409

Serhant-Naples

  • area" role="presentation icon 1511 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
401 Bayfront Place Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 225013547

Serhant-Naples

  • area" role="presentation icon 1511 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
401 Bayfront Place Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 225021975

Serhant-Naples

  • area" role="presentation icon 1223 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save

 

Office Properties
$44,880,000 For Sale 6111 Sanibel Captiva Road Sanibel, FL  33957
Development: Metes And Bounds, Status: A-Active
MLS#: 224050501
  • area" role="presentation icon 11068 Sqft
  • bedrooms" role="presentation icon 6
  • bathrooms" role="presentation icon 5
  • key" role="presentation icon Save
$3,676,800 1301 3Rd Avenue Naples, FL  34102
Development: Bayfront, Status: Pending
MLS#: 221083320
  • area" role="presentation icon 3064 Sqft
  • bedrooms" role="presentation icon 4
  • bathrooms" role="presentation icon 4
  • key" role="presentation icon Save
$3,548,800 For Sale 4602 Pond Apple Drive Naples, FL  34119
Development: Quail Creek, Status: A-Active
MLS#: 225003353
  • area" role="presentation icon 6300 Sqft
  • bedrooms" role="presentation icon 5
  • bathrooms" role="presentation icon 6
  • key" role="presentation icon Save
$3,188,000 For Sale 12923 Pond Apple Drive Naples, FL  34119
Development: Quail Creek, Status: A-Active
MLS#: 224034538
  • area" role="presentation icon 4249 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 4
  • key" role="presentation icon Save
$2,548,000 For Sale 4724 Oak Leaf Drive Naples, FL  34119
Development: Quail Creek, Status: A-Active
MLS#: 224034252
  • area" role="presentation icon 4674 Sqft
  • bedrooms" role="presentation icon 4
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$2,339,044 1320 3Rd Avenue Naples, FL  34102
Development: Bayfront, Status: Pending
MLS#: 221083176
  • area" role="presentation icon 2081 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$2,135,320 1301 3Rd Avenue Naples, FL  34102
Development: Bayfront, Status: Pending
MLS#: 221083303
  • area" role="presentation icon 2110 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$2,082,696 1320 3Rd Avenue Naples, FL  34102
Development: Bayfront, Status: Pending
MLS#: 221083166
  • area" role="presentation icon 2254 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$1,983,520 1301 3Rd Avenue Naples, FL  34102
Development: Bayfront, Status: Pending
MLS#: 221083298
  • area" role="presentation icon 2254 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$1,983,400 1301 3Rd Avenue Naples, FL  34102
Development: Bayfront, Status: Pending
MLS#: 221083311
  • area" role="presentation icon 2110 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$1,941,200 1301 3Rd Avenue Naples, FL  34102
Development: Bayfront, Status: Pending
MLS#: 221083306
  • area" role="presentation icon 2110 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$1,914,520 1301 3Rd Avenue Naples, FL  34102
Development: Bayfront, Status: Pending
MLS#: 221083310
  • area" role="presentation icon 2081 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save

 

Office Rental Properties
1115 Central Avenue Naples, FL  34102
Development: Eleven Eleven Central, Status: A-Active
MLS#: 225002310
  • area" role="presentation icon 1407 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
1135 3Rd Avenue Naples, FL  34102
Development: Naples Square, Status: A-Active
MLS#: 225003273
  • area" role="presentation icon 1476 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $14,000 115 Cambria Lane Naples, FL  34112
Development: Cambria, Status: A-Active
MLS#: 224086781
  • area" role="presentation icon 2937 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
564 107Th Avenue Naples, FL  34108
Development: Naples Park, Status: A-Active
MLS#: 225001645
  • area" role="presentation icon 1800 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
1115 Central Avenue Naples, FL  34102
Development: Eleven Eleven Central, Status: A-Active
MLS#: 225002344
  • area" role="presentation icon 1407 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
1135 3Rd Avenue Naples, FL  34102
Development: Naples Square, Status: A-Active
MLS#: 225003307
  • area" role="presentation icon 1476 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $8,000 3420 Gulf Shore Boulevard Naples, FL  34103
Development: Moorings, Status: A-Active
MLS#: 224069505
  • area" role="presentation icon 1345 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $7,000 410 Bayfront Place Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 224086789
  • area" role="presentation icon 1511 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
3295 Tahoe Court Naples, FL  34119
Development: Riverstone, Status: A-Active
MLS#: 224068537
  • area" role="presentation icon 3359 Sqft
  • bedrooms" role="presentation icon 5
  • bathrooms" role="presentation icon 4
  • key" role="presentation icon Save
Season Rate: $6,200 1710 Tarpon Bay Drive Naples, FL  34119
Development: Tarpon Bay, Status: A-Active
MLS#: 224039047
  • area" role="presentation icon 1537 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
14 Rivard Road Naples, FL  34112
Development: Rivard Villas, Status: A-Active
MLS#: 224047540
  • area" role="presentation icon 1296 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
1882 Tarpon Bay Drive Naples, FL  34119
Development: Tarpon Bay, Status: A-Active
MLS#: 224081777
  • area" role="presentation icon 1332 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save

 

Office Properties
Sold Price: $1,225,000 Asking Price: $1,299,000 Date Closed: 03/18/2025 7902 Allende Lane Naples, FL  34113
Development: Lely Resort, Status: CS-Closed Sale
MLS#: 224104603

Realty One Group MVP

  • area" role="presentation icon 2330 Sqft
  • bedrooms" role="presentation icon 4
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
Sold Price: $1,256,055 Asking Price: $1,138,000 Date Closed: 05/14/2024 142 Cambria Lane Naples, FL  34112
Development: Cambria, Status: CS-Closed Sale
MLS#: 222001607
  • area" role="presentation icon 3064 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
Sold Price: $925,000 Asking Price: $929,900 Date Closed: 09/17/2024 309 Goodlette-Frank Road Naples, FL  34102
Development: Mariners Cove, Status: CS-Closed Sale
MLS#: 224063590
  • area" role="presentation icon 1100 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Sold Price: $515,000 Asking Price: $540,000 Date Closed: 09/06/2024 12870 Carrington Circle Naples, FL  34105
Development: Aviano, Status: CS-Closed Sale
MLS#: 224059049
  • area" role="presentation icon 2184 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Sold Price: $272,000 Asking Price: $275,000 Date Closed: 12/09/2024 2742 Kings Lake Boulevard Naples, FL  34112
Development: Kings Lake, Status: CS-Closed Sale
MLS#: 224071639
  • area" role="presentation icon 1060 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Sold Price: $225,000 Asking Price: $248,000 Date Closed: 06/13/2024 2666 Kings Lake Boulevard Naples, FL  34112
Development: Kings Lake, Status: CS-Closed Sale
MLS#: 224007723
  • area" role="presentation icon 962 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save

 


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