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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
$415,000 For Sale 4829 Molokai Dr Naples, FL  34112
Development: Naples South, Status: A-Active
MLS#: 222056168
  • area" role="presentation icon 1248 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save

 

Office Properties
Off-Season Rate: $3,500 401 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 221015756
  • area" role="presentation icon 1511 Sqft
  • bedrooms" role="presentation icon 2 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Off-Season Rate: $6,000 410 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 221088702
  • area" role="presentation icon 1511 Sqft
  • bedrooms" role="presentation icon 2 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save

 

Office Properties
$4,990,000 2140 Shad Ct Naples, FL  34102
Development: Royal Harbor, Status: Pending
MLS#: 222034915
  • area" role="presentation icon 2124 Sqft
  • bedrooms" role="presentation icon 4
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$4,187,040 For Sale 1301 3Rd Ave Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 221083319
  • area" role="presentation icon 3172 Sqft
  • bedrooms" role="presentation icon 4
  • bathrooms" role="presentation icon 4
  • key" role="presentation icon Save
$3,988,000 For Sale 13424 Pond Apple Dr Naples, FL  34119
Development: Quail Creek, Status: A-Active
MLS#: 222029273
  • area" role="presentation icon 5780 Sqft
  • bedrooms" role="presentation icon 4
  • bathrooms" role="presentation icon 4
  • key" role="presentation icon Save
$3,676,800 1301 3Rd Ave 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
$2,553,100 For Sale 1301 3Rd Ave Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 221083316
  • area" role="presentation icon 2110 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$2,150,000 For Sale 144 Colonade Cir Naples, FL  34103
Development: Park Shore, Status: A-Active
MLS#: 222044789
  • area" role="presentation icon 2439 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
$2,135,320 1301 3Rd Ave 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
$2,113,024 For Sale 1301 3Rd Ave Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 221083283
  • area" role="presentation icon 2234 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$2,082,696 For Sale 1320 3Rd Ave Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 221083166
  • area" role="presentation icon 2254 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$2,014,408 For Sale 1301 3Rd Ave Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 221083295
  • area" role="presentation icon 2081 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
$1,983,520 1301 3Rd Ave 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 Ave 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

 

Office Properties
Season Rate: $20,000 9481 Night Heron Ln Naples, FL  34120
Development: Greyhawk At Golf Club Of The Everglades, Status: A-Active
MLS#: 222057802
  • area" role="presentation icon 3080 Sqft
  • bedrooms" role="presentation icon 3+Den
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
Off-Season Rate: $6,000 7797 Hawthorne Dr Naples, FL  34113
Development: Lely Resort, Status: A-Active
MLS#: 222033521
  • area" role="presentation icon 2919 Sqft
  • bedrooms" role="presentation icon 3+Den
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
Off-Season Rate: $3,600 Monthly Rate: $5,750 450 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 222050538
  • area" role="presentation icon 1518 Sqft
  • bedrooms" role="presentation icon 2 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $9,000 Monthly Rate: $5,000 7805 Hawthorne Dr Naples, FL  34113
Development: Lely Resort, Status: A-Active
MLS#: 220062901
  • area" role="presentation icon 2230 Sqft
  • bedrooms" role="presentation icon 2+Den
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Off-Season Rate: $3,200 Monthly Rate: $4,200 410 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 222058457
  • area" role="presentation icon 1223 Sqft
  • bedrooms" role="presentation icon 2 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Off-Season Rate: $2,700 Monthly Rate: $3,200 451 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 222058425
  • area" role="presentation icon 852 Sqft
  • bedrooms" role="presentation icon 1 Bed
  • bathrooms" role="presentation icon 1
  • key" role="presentation icon Save
Monthly Rate: $3,200 900 Broad Ave Naples, FL  34102
Development: Olde Naples, Status: A-Active
MLS#: 222038462
  • area" role="presentation icon 825 Sqft
  • bedrooms" role="presentation icon 1 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Off-Season Rate: $3,350 410 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 222005881
  • area" role="presentation icon 1126 Sqft
  • bedrooms" role="presentation icon 1+Den
  • bathrooms" role="presentation icon 1
  • key" role="presentation icon Save
Off-Season Rate: $5,000 450 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 222044122
  • area" role="presentation icon 1796 Sqft
  • bedrooms" role="presentation icon 3 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $5,500 Off-Season Rate: $2,650 53 High Point Cir Naples, FL  34103
Development: High Point, Status: A-Active
MLS#: 222042870
  • area" role="presentation icon 960 Sqft
  • bedrooms" role="presentation icon 2 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $15,000 9262 Plover Dr Naples, FL  34120
Development: Greyhawk At Golf Club Of The Everglades, Status: A-Active
MLS#: 221059785
  • area" role="presentation icon 2852 Sqft
  • bedrooms" role="presentation icon 3+Den
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
Off-Season Rate: $3,500 401 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 221015756
  • area" role="presentation icon 1511 Sqft
  • bedrooms" role="presentation icon 2 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save

 

Office Properties
Sold Price: $890,000 Asking Price: $925,000 Date Closed: 12/07/2021 410 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: CS-Closed Sale
MLS#: 221074688
  • area" role="presentation icon 1511 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Sold Price: $875,000 Asking Price: $875,000 Date Closed: 05/05/2022 401 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: CS-Closed Sale
MLS#: 222021445
  • area" role="presentation icon 1223 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Sold Price: $793,500 Asking Price: $799,000 Date Closed: 07/27/2022 331 Bears Paw Trl Naples, FL  34105
Development: Bears Paw, Status: CS-Closed Sale
MLS#: 222048318

Re/Max Affinity Plus

  • area" role="presentation icon 2150 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Sold Price: $790,000 Asking Price: $790,000 Date Closed: 07/01/2022 451 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: CS-Closed Sale
MLS#: 222049533
  • area" role="presentation icon 1153 Sqft
  • bedrooms" role="presentation icon 1
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Sold Price: $650,000 Asking Price: $650,000 Date Closed: 05/13/2022 401 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: CS-Closed Sale
MLS#: 222005710
  • area" role="presentation icon 1126 Sqft
  • bedrooms" role="presentation icon 1
  • bathrooms" role="presentation icon 1
  • key" role="presentation icon Save
Sold Price: $399,000 Asking Price: $419,900 Date Closed: 12/27/2021 9103 Capistrano St Naples, FL  34113
Development: Lely Resort, Status: CS-Closed Sale
MLS#: 221054016

Premiere Plus Realty Co.

  • area" role="presentation icon 1493 Sqft
  • bedrooms" role="presentation icon 2
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Sold Price: $410,000 Asking Price: $399,900 Date Closed: 01/21/2022 7744 Gardner Dr Naples, FL  34109
Development: Orchards, Status: CS-Closed Sale
MLS#: 221081792

Premiere Plus Realty Co.

  • area" role="presentation icon 1960 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Sold Price: $208,000 Asking Price: $218,800 Date Closed: 06/10/2022 3605 Boca Ciega Dr Naples, FL  34112
Development: Lakewood, Status: CS-Closed Sale
MLS#: 222020109
  • area" role="presentation icon 650 Sqft
  • bedrooms" role="presentation icon 1
  • bathrooms" role="presentation icon 1
  • key" role="presentation icon Save

 


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