Jordan Pyle's Profile Photo

Jordan Pyle

Licensed Real Estate Agent
jordan.pyle@compass.com
M: 312-805-7074

Social Media

Awards

- National Association of Realtors - 30 Under 30 (2020)
- Agent Member of The Gulf Coast Collective:
Real Trends Verified 2025 - Top 1.5% Small Team in the Nation by Sales Volume
Real Trends Verified 2025 - The Thousand - #561 of the top 1000 small teams by sales volume 

Specialties

Second Homes | Investment Properties
Waterfront & Lifestyle Communities

Involvement:
Compass Young Professionals - Founder & Co-National Director
About Jordan

Jordan Pyle is a seasoned real estate expert with over 12 years of experience, proudly licensed in both Florida and Illinois. This dual-market advantage allows him to serve clients across Southwest Florida and the city of Chicago, with a particular focus on those seeking second homes, investment properties or relocation needs in either market. 

Jordan began his real estate journey in Chicago in 2014, where he built a successful business as the founder of PYLE Residential, representing buyers, sellers, and investors throughout the city. His mission from day one has been clear: “Build Community & Foster Infinite Possibility through Real Estate.”

Today, Jordan resides in Naples, Florida, and is a key member of The Gulf Coast Collective under team lead Madeline Tracy. His ability to seamlessly bridge two distinct markets makes him an invaluable asset for clients transitioning between city life and coastal living.  Being born and raised for 34 years in the midwest allowed Jordan to cultivate a robust network that makes his reach and exposure for clients undeniable and a true value-add to their buying or selling journey here in Naples.

A recipient of the National Association of Realtors’ 30 Under 30 award, Jordan is a consistent top producer recognized for his leadership, innovation, and drive. He’s also the Founder & National Director of Compass Young Professionals, where he helps shape the next generation of real estate leaders.

Jordan is known for his exceptional customer service, strategic marketing, and calm, collaborative approach. He combines deep market knowledge with digital expertise to help sellers achieve top-dollar results and guide buyers through fast-moving, competitive markets.

Whether you're buying, selling, relocating, or investing—Jordan is here to help. Feel free to reach out with any real estate questions. He looks forward to connecting with you!


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312-805-7074
Jordan.Pyle@Compass.com

Jordan Pyle’s Listings

a front view of a house with a yard
a front view of a house with a yard and garage
a view of a living room and a wooden floor
a living room with patio furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture and a large window
a living room with furniture and a flat screen tv
a living room with furniture a flat screen tv and a window
a living room with furniture and kitchen view
a kitchen with granite countertop a stove top oven a sink a counter space and cabinets
a kitchen with a sink stove and cabinets
a kitchen with a sink stove and cabinets
a view of a dining room with furniture and wooden floor
a dining room with furniture a livingroom and chandelier
a dining room with wooden floor a chandelier a wooden table and chairs
a view of a dining room with furniture and wooden floor
a kitchen with stainless steel appliances a refrigerator a stove a microwave a dining table and chairs
a view of livingroom with furniture and cabinet
a large bed sitting in a bedroom next to a window
a bedroom with bed and window
a bedroom with a bed and a night stand
a bathroom with a toilet a sink a mirror a vanity and shower
a bathroom with a walk in closet and a window
a bedroom with a bed and a window
a bedroom with a bed and a window
a bedroom with a large bed and a painting on the wall
a bedroom with a bed and wooden floor
a living room with furniture and a wooden floor
a living room with furniture and a window
a bathroom with a sink a toilet and a bathtub
a view of sitting area with porch and sitting area
a building outdoor space with seating area and furniture
a view of backyard with swimming pool and sitting area
a living room with furniture
a view of a two chairs in the patio
a view of a swimming pool with a yard
a view of a backyard
a view of a house with a backyard
a view of kitchen and sink
a front view of a house with a yard
a aerial view of a house with a yard
an aerial view of residential houses with outdoor space
an aerial view of residential houses with city view
an aerial view of residential houses with outdoor space
an aerial view of residential houses with outdoor space
an aerial view of residential houses with outdoor space
an empty room with wooden floor and a fireplace
a living room with furniture
$775,000 | 1196 Westlake Boulevard, Naples, FL 34103
1/49
Listed By Compass

$775,000

4
Bedrooms
1,486
Square Feet
0.17
Acres

1196 Westlake Boulevard, Naples, FL 34103

a view of a tennis court
a bird view of a house
a view of a tree with a plant
a view of a yard with a tree
a view of a yard with a tree
a view of a yard with a tree
a view of a golf course with a garden
a backyard of a house with chairs and table
a backyard of a house with lots of green space
a view of a backyard
a view of a backyard
a view of lake with a trees
a view of a garden
a view of backyard of a house
a view of outdoor space and trees
a view of an outdoor space and yard
a view of a garden
a view of a pathway of a garden
a view of outdoor space and garden
a view of outdoor space and yard
a view of a plant in a garden
a view of a garden
a view of a swimming pool with a patio
a view of a park with large trees
a view of a park with slide
a backyard of a house with lots of green space
a view of outdoor space and yard
a backyard of a house with table and chairs
$730,000 | 630 Pioneer Trail, Naples, FL 34117
1/29
Listed By Compass

$730,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
10
Acres

630 Pioneer Trail, Naples, FL 34117

a front view of a house with a yard
a view of a house with backyard porch and sitting area
a kitchen with stainless steel appliances a refrigerator a stove a sink a dining table and chairs
a kitchen with stainless steel appliances granite countertop a refrigerator and a sink
a kitchen with stainless steel appliances a stove a sink dishwasher a refrigerator with a dining table and chairs
a kitchen with stainless steel appliances a stove a sink a microwave and cabinets
a bathroom with a sink and a mirror
a dining room with furniture and window
a very nice looking dining room with a large dining table and chairs
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture and a window
a living room with furniture and a flat screen tv
a living room with furniture a rug and a chandelier
a dining room with a table chairs and a dining table
a view of a dining room with furniture window and wooden floor
a bedroom with a bed and a large window
a bedroom with a bed and a chandelier
a bedroom with a bed couch and a walk in closet
a spacious bathroom with a double vanity sink mirror and toilet
a bedroom with bed and a window
a bedroom with a bed and a chandelier
a bathroom with a bathtub shower sink vanity mirror and toilet
a view of a chair and table in the balcony
a view of a two chairs in the balcony
a view of a porch with furniture and garden
a view of storage and utility room with washer and dryer
a kitchen with a refrigerator and a sink
a kitchen with a stove and a microwave
an aerial view of residential houses with outdoor space and trees
an aerial view of multiple house
an aerial view of multiple house
aerial view of a house with a patio
an aerial view of a city with lots of residential buildings ocean and mountain view in back
an aerial view of a house with a yard
an aerial view of a house with a yard
an aerial view of a houses with outdoor space
1/37
Listed By CompassOpen: 2/8 02:00PM - 04:00PM

$335,000

2
Bedrooms
1,349
Square Feet

2245 Hidden Lake Drive, Unit 3, Naples, FL 34112

a kitchen with stainless steel appliances granite countertop a stove refrigerator sink and cabinets
a view of a house with backyard porch and sitting area
a view of a patio with table and chairs potted plants
a house view with swimming pool and garden space
a close view of a sink a faucet and appliance in the kitchen
a kitchen with kitchen island granite countertop a sink stainless steel appliances and white cabinets
a kitchen with a sink stove and cabinets
a kitchen with granite countertop lots of counter top space and stainless steel appliances
a close view of a stove top oven and sink
a kitchen with refrigerator and cabinets
a kitchen with stainless steel appliances granite countertop a granite counter tops and a refrigerator
a living room with furniture and wooden floor
a living room with furniture and a window
a living room with furniture a rug and a floor to ceiling window
a living room with furniture and a floor to ceiling window
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture and a table
a bedroom with a bed and flat tv screen on dresser
a bathroom with a toilet sink and mirror
a bathroom with a toilet a sink and mirror
a bedroom with a bed dresser and a window
a bathroom with a toilet a sink and a mirror
a bedroom with a bed and a flat screen tv
a bedroom with furniture and a chandelier
a living room with furniture and a rug
a bedroom with furniture and a window
a front view of a house with garden and patio
a view of a hallway with wooden floor and staircase
a living room with furniture and a window
a front view of a house with garden
a living room with lots of furniture and a large mirror
a view of a patio with table and chairs
a view of a city
a view of a swimming pool with a lawn chairs
an aerial view of a house with a garden
1/36
Listed By Compass

$120,000

2
Bedrooms
891
Square Feet

43 Enchanting Boulevard, Unit E43, Naples, FL 34112