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Heather Winter
REALTOR®

A corporate attorney from Manhattan who was drawn by her love of the sun and beach to permanently call Southwest Florida home, Heather Winter is the ultimate go-getter. With over 16 years working in mergers & acquisitions and technology transactions for Fortune 100 companies and multinational law firms, negotiations, marketing, contracts and relationship-building are her thing! Her love for real estate stems from a childhood spent visiting open houses and listening to her grandparents chat about their own thriving real estate business.   Heather has always enjoyed acting as a liaison for her customers to facilitate one of the largest transactions of their lives.  

When not working, you can find Heather refining her negotiating and athletic skills chasing around her two young boys, jogging on the beach, swimming with the Naples masters swim team, playing tennis or watching her boys play various sports around town.   Often you can find Heather and her boys at the Naples airport viewing deck watching the planes take off and land - reminding them of their U.S. Navy Captain Dad who is in Naples when he is not flying for the Navy.

A former Division I swimmer, multi marathoner and a successful attorney, Heather is a true professional and master multitasker who thrives under pressure and offers nothing but the best in service with a smile!

Heather Winter
REALTOR®

A corporate attorney from Manhattan who was drawn by her love of the sun and beach to permanently call Southwest Florida home, Heather Winter is the ultimate go-getter. With over 16 years working in mergers & acquisitions and technology transactions for Fortune 100 companies and multinational law firms, negotiations, marketing, contracts and relationship-building are her thing! Her love for real estate stems from a childhood spent visiting open houses and listening to her grandparents chat about their own thriving real estate business.   Heather has always enjoyed acting as a liaison for her customers to facilitate one of the largest transactions of their lives.  

When not working, you can find Heather refining her negotiating and athletic skills chasing around her two young boys, jogging on the beach, swimming with the Naples masters swim team, playing tennis or watching her boys play various sports around town.   Often you can find Heather and her boys at the Naples airport viewing deck watching the planes take off and land - reminding them of their U.S. Navy Captain Dad who is in Naples when he is not flying for the Navy.

A former Division I swimmer, multi marathoner and a successful attorney, Heather is a true professional and master multitasker who thrives under pressure and offers nothing but the best in service with a smile!

About about Heather ...
Fun Facts

What is McQuaid and Company to you?

From the moment I first entered the McQuaid and Company office, I was struck but the vivacity, warmth, and congenial energy in each person I met and in every corner of the office.

What is your favorite local restaurant?

Sea monkey

What is your guilty pleasure?

A few hours on the beach with a good book and a glass of wine

What is your proudest moment?

Watching my boys love and protect each other.

What is your alarm clock in the morning? 

My boys jumping into my bed at 5am on the regular!

What would you say your superhero power is? 

My energy and persistence

What inspires you?

My children and fighting for freedom so they may enjoy it.

Let Us Connect
Office Properties
$14,995,000 For Sale 125 18Th Ave Naples, FL  34102
Development: Olde Naples, Status: A-Active
MLS#: 222087327
  • area" role="presentation icon 4982 Sqft
  • bedrooms" role="presentation icon 5
  • bathrooms" role="presentation icon 6
  • key" role="presentation icon Save
$8,995,000 For Sale 2180 Snook Dr Naples, FL  34102
Development: Royal Harbor, Status: A-Active
MLS#: 222078798
  • area" role="presentation icon 4771 Sqft
  • bedrooms" role="presentation icon 5
  • bathrooms" role="presentation icon 5
  • key" role="presentation icon Save
$5,900,000 For Sale 1823 Hurricane Harbor Ln Naples, FL  34102
Development: Moorings, Status: A-Active
MLS#: 222081936
  • area" role="presentation icon 2819 Sqft
  • bedrooms" role="presentation icon 3
  • bathrooms" role="presentation icon 2
  • 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
$3,676,800 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
$3,488,000 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
$2,688,000 13188 White Violet Dr Naples, FL  34119
Development: Quail Creek, Status: Pending
MLS#: 222082617
  • area" role="presentation icon 4002 Sqft
  • bedrooms" role="presentation icon 4
  • bathrooms" role="presentation icon 3
  • 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
$2,488,000 For Sale 12901 Valewood Dr Naples, FL  34119
Development: Quail Creek, Status: A-Active
MLS#: 222069977
  • area" role="presentation icon 4437 Sqft
  • bedrooms" role="presentation icon 4
  • bathrooms" role="presentation icon 5
  • 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 1320 3Rd Ave 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
$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

 

Office Properties
Monthly Rate: $12,000 12901 Valewood Dr Naples, FL  34119
Development: Quail Creek, Status: A-Active
MLS#: 222078714
  • area" role="presentation icon 4437 Sqft
  • bedrooms" role="presentation icon 4+Den
  • bathrooms" role="presentation icon 5
  • key" role="presentation icon Save
Season Rate: $7,000 Off-Season Rate: $7,000 1300 Gulf Shore Blvd Naples, FL  34102
Development: Coquina Sands, Status: A-Active
MLS#: 222068324
  • area" role="presentation icon 850 Sqft
  • bedrooms" role="presentation icon 2 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $6,500 Off-Season Rate: $5,300 15252 Zeno Way Naples, FL  34114
Development: Esplanade By The Islands, Status: A-Active
MLS#: 222088250
  • area" role="presentation icon 1717 Sqft
  • bedrooms" role="presentation icon 2 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $11,000 Off-Season Rate: $4,000 451 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 223001901
  • area" role="presentation icon 1518 Sqft
  • bedrooms" role="presentation icon 2 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $15,000 Off-Season Rate: $6,500 9262 Plover Dr Naples, FL  34120
Development: Greyhawk At Golf Club Of The Everglades, Status: A-Active
MLS#: 222071180
  • area" role="presentation icon 2852 Sqft
  • bedrooms" role="presentation icon 3+Den
  • bathrooms" role="presentation icon 3
  • key" role="presentation icon Save
Season Rate: $15,000 Off-Season Rate: $7,000 6487 Warwick Ave Naples, FL  34113
Development: Isles Of Collier Preserve, Status: A-Active
MLS#: 223001915
  • area" role="presentation icon 2225 Sqft
  • bedrooms" role="presentation icon 2+Den
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $9,500 Off-Season Rate: $7,500 7805 Hawthorne Dr Naples, FL  34113
Development: Lely Resort, Status: A-Active
MLS#: 222077722
  • area" role="presentation icon 2230 Sqft
  • bedrooms" role="presentation icon 2+Den
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $15,000 Off-Season Rate: $10,000 8714 Mustang Island Circle Naples, FL  34113
Development: Lely Resort, Status: A-Active
MLS#: 222077703
  • area" role="presentation icon 2592 Sqft
  • bedrooms" role="presentation icon 3+Den
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $8,000 Off-Season Rate: $3,500 401 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 223001885
  • area" role="presentation icon 1126 Sqft
  • bedrooms" role="presentation icon 1+Den
  • bathrooms" role="presentation icon 1
  • key" role="presentation icon Save
Season Rate: $0 Off-Season Rate: $4,000 401 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 222076553
  • area" role="presentation icon 1223 Sqft
  • bedrooms" role="presentation icon 2 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $11,000 Off-Season Rate: $4,500 6963 Cay Ct Naples, FL  34113
Development: Isles Of Collier Preserve, Status: A-Active
MLS#: 223001910
  • area" role="presentation icon 1618 Sqft
  • bedrooms" role="presentation icon 2+Den
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save
Season Rate: $16,000 Off-Season Rate: $6,500 450 Bayfront Pl Naples, FL  34102
Development: Bayfront, Status: A-Active
MLS#: 223001899
  • area" role="presentation icon 1796 Sqft
  • bedrooms" role="presentation icon 3 Bed
  • bathrooms" role="presentation icon 2
  • key" role="presentation icon Save

 


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