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The Gulf Coast Collective

gulfcoastcollective@compass.com

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About The Gulf Coast Collective

The Gulf Coast Collective is a top-producing real estate team based in Naples, Florida, delivering a high-touch, strategic, and design-forward approach to real estate across Southwest Florida and Chicago. Led by Madeline Tracy and supported by trusted advisors Kevin Aponte, Jordan Pyle, and Rosa Madrid. The team was proudly ranked in the Top 1.5% of all small teams Nationwide by Real Trends Verified for their sales volume in 2024—a reflection of their results-driven mindset and unwavering client focus.

Madeline Tracy, a Naples native, leads the team with a refined eye for detail and a background in new construction, interior design, and luxury client experience. Her longstanding relationships with local builders and investors, paired with her ability to create customized, strategic plans for each client, have made her a standout voice in Naples’ evolving high-end market.

Jordan Pyle, licensed in both Illinois and Florida, brings a dual-market advantage to the team. This unique qualification not only allows him to assist clients in both Chicago and Southwest Florida but also makes him an invaluable resource for buyers and investors seeking second homes or vacation properties. Jordan developed a reputation for delivering top-tier results, earning recognition as one of the National Association of Realtors’ “30 Under 30." With expertise in digital marketing, negotiations, and client service, he ensures that every transaction is both smooth and successful.

Rosa Madrid, also born and raised in Naples, brings a decade of experience in real estate and mortgage lending. Known for her calm presence, tireless advocacy, and exceptional communication, Rosa helps clients feel informed and empowered—whether they’re purchasing their first home, building new, or investing in Naples for the long term.

Together, the Gulf Coast Collective offers a modern, collaborative real estate experience designed for today’s luxury buyer and seller. Whether you're relocating, investing, or simply looking for a trusted advisor in Southwest Florida, the team delivers expertise, integrity, and a tailored approach that turns real estate goals into reality.

Team Agents

The Gulf Coast Collective’s Listings

$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
$1,199,000 | 185 4th Street South, Unit 2, Naples, FL 34102
1/31
Listed By Compass

$1,199,000

Bedrooms
2
Bathrooms
3
Square Feet
1,302
Acres
Unavailable

185 4th Street South, Unit 2, Naples, FL 34102

$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
$825,000 | 3044 Woodside Avenue, Naples, FL 34112
1/41
Listed By Compass

$825,000

Bedrooms
4
Bathrooms
3
Square Feet
1,938
Acres
0.16

3044 Woodside Avenue, Naples, FL 34112

$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
$795,000 | 3032 Woodside Avenue, Naples, FL 34112
1/37
Listed By Compass

$795,000

Bedrooms
3
Bathrooms
3
Square Feet
1,938
Acres
0.16

3032 Woodside Avenue, Naples, FL 34112

a front view of a house with garden
a front view of a house with a garden
a view of gallery with wooden floor
a living room with furniture kitchen view and a large window
a living room with furniture and a large window
a living room with a large window and a table
a living room with furniture and view of kitchen
a view of a city from a living room
a view of a garden with a house
a living room with furniture and a large window
a dining room with furniture and a floor to ceiling window
a kitchen with a dining table chairs refrigerator and cabinets
a kitchen with white cabinets and stainless steel appliances
a large kitchen with stainless steel appliances granite countertop a stove a sink and a refrigerator
a kitchen with stainless steel appliances kitchen island a white table chairs and a refrigerator
a bedroom with a bed and a potted plant
a view of a from a window
a spacious en suite bathroom with double sink and a mirror
a spacious bathroom with a double vanity sink and a mirror
a bedroom with a bed and a potted plant
a bathroom with a sink a toilet and shower
a bedroom with a large bed and a potted plant
a work room with furniture and a potted plant
a utility room with dryer and washer
a view of a lake with a yard
a view of a garden and basketball court
a front view of house with yard and green space
a view of a lake from a yard
an aerial view of a house with a garden and lake view
an aerial view of residential houses with outdoor space and lake view
an aerial view of a city
an aerial view of residential houses with outdoor space
a view of a city
an aerial view of a house with yard swimming pool and outdoor seating
an aerial view of a house with a yard and a fountain
an aerial view of residential houses with outdoor space and river view
a front view of house with yard and ocean view
1/37
Listed By Compass

$769,888

Bedrooms
3
Bathrooms
3
Square Feet
1,954
Acres
0.16

12467 Purple Ficus Way, Naples, FL 34120

$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
$530,000 | 4665 Arboretum Circle, Unit 101, Naples, FL 34112
1/42
Listed By CompassVirtual Tour

$530,000

Bedrooms
2
Bathrooms
2
Square Feet
1,446
Acres
Unavailable

4665 Arboretum Circle, Unit 101, Naples, FL 34112

a front view of a house with garden
a front view of a house with a yard and potted plants
a front view of a house with a yard
a living room with furniture and a large window
a living room with furniture and a flat screen tv
a view of a porch with a floor to ceiling window
a living room with furniture and a large window
a view of a porch with furniture and a floor to ceiling window
a view of a porch with furniture and a yard
a living room with furniture and a flat screen tv
a living room with furniture and wooden floor
a kitchen with stainless steel appliances kitchen island granite countertop a sink and a refrigerator
a living room with furniture and wooden floor
a kitchen with a sink stainless steel appliances and white cabinets
a kitchen with white cabinets and white appliances
a view of a dining room with furniture window and wooden floor
a bedroom with a bed and a flat screen tv
a bedroom with a bed and a flat screen tv
a spacious bathroom with a double vanity sink and a mirror
a bedroom with a bed and window
a living room with furniture ceiling fan and a window
a bathroom with a sink a toilet and shower
a bedroom with furniture a rug and a window
a utility room with dryer and washer
a view of a car garage of the house
an aerial view of a house with a yard basket ball court and outdoor seating
an aerial view of residential houses with outdoor space and lake view
an aerial view of a house with a garden space
an aerial view of house with yard and lake view
an aerial view of a house with a lake view
an aerial view of a house with a yard and lake view
an aerial view of a house with a lake view
an aerial view of a houses with a yard
an aerial view of residential houses with outdoor space and lake view
an aerial view of a houses with a yard and lake view
an aerial view of a golf course with outdoor space
a sign that is on the side of a road
1/37
Listed By Compass

$399,900

Bedrooms
3
Bathrooms
2
Square Feet
1,708

6290 Bellerive Avenue, Unit 105, Naples, FL 34119

front view of a house with a yard
a view of living room filled with furniture and mountain view
a living room with furniture and a flat screen tv
an empty room with a empty space and windows
a living room with furniture and wooden floor
a view of an empty room with a window
a view of an empty room with a window
a view of an empty room with glass door
a view of an empty room with a window
a view of an empty room with a window
a view of an empty room with a chandelier fan
a view of an empty room with kitchen and a window
a view of an empty room with a window
a view of a kitchen with large windows
a kitchen with sink and cabinets
a kitchen with stainless steel appliances granite countertop a refrigerator and a sink
a kitchen with stainless steel appliances a stove a sink and a refrigerator
a kitchen with granite countertop white cabinets and white appliances
a utility room with dryer and washer
a view of an empty room with window and bathroom
a view of empty room with wooden floor and fan
a bedroom with a bed and a ceiling fan
an empty room with wooden floor and ceiling fan
a bathroom with a sink a toilet and shower
a bathroom with a toilet sink and shower
a view of an empty room with a window and wooden floor
a view of an empty room with wooden floor
a view of a house with backyard and sitting area
a view of a entryway door of the house
a view of a house with a yard
a view of a house with a yard
a view of a white house with a yard
a view of a backyard of the house
a view of a backyard of the house
a backyard of a house with lots of green space
a front view of house with yard and trees
a front view of a house with garden
a front view of a house with a yard and garage
1/38
Listed By Compass

$224,900

Bedrooms
2
Bathrooms
2
Square Feet
1,296
Acres
0.25

10621 Baytree Court, Lehigh Acres, FL 33936

front view of a building
a front view of house with yard
a view of a kitchen with microwave and cabinets
a view of an empty room with a window
a view of an empty room with a window
a view of empty room
a kitchen with granite countertop a refrigerator stove and microwave
a kitchen with a sink stove and refrigerator
a kitchen with granite countertop white cabinets and stainless steel appliances
a large white kitchen with granite countertop a stove a sink and a refrigerator
a view of an empty room with staircase
an empty room with closet and windows
a bathroom with a toilet a sink and mirror
a view of a hallway with washer and dryer
a picture of a book and a bed
a view of a room with gym equipment
a view of roof and deck
a living room with furniture and large windows
$209,900 | 230 East Ontario Street, Unit 1205, Chicago, IL 60611
1/19
Listed By Compass

$209,900

Bedrooms
1
Bathrooms
1
Square Feet
900

230 East Ontario Street, Unit 1205, Chicago, IL 60611