Jason Knox

Jason Knox

Real Estate Advisor
jason.knox@compass.com
M: 239-297-3034

Social Media

LinkedIn LogoLinkedIn     
​

Revenue

A Track Record Built on Results

Since 2022, Knox Brothers has closed over $230 million in Naples luxury real estate. Not through volume-at-all-costs production, but through disciplined, intelligence-driven advisory that compounds over time.

2025 marked our strongest year to date: $117M in closed sales volume, earning placement in Compass's 2026 National Top Producer Program, a designation reserved for the top tier of Compass agents nationwide.

What the numbers reflect isn't just production. It's the outcome of a repeatable system: proprietary market intelligence, pre-market access through The Vault, and a client-first model that generates referrals rather than relying on cold acquisition.

In a market where most agents compete on relationships alone, we compete on both. And the results show it.

Specialties

  • Luxury Residential Sales & Acquisitions
  • Waterfront & Estate Properties
  • Golf, Resort & Private Club Communities
  • Pre-Market & Off-Market Access
  • New Construction & Developer Representation
  • Relocation Advisory
  • Listing Strategy & Market Positioning
  • Buyer Representation & Negotiation

Education

Edison College
About Jason
Negotiation Precision Meets Relationship Depth

While Brian focuses on market strategy and intelligence, Jason's expertise is execution: the high-stakes negotiations and multi-party coordination that define Naples luxury transactions. When you're competing against all-cash buyers in a market with record-low inventory, or navigating a trust or LLC purchase involving estate attorneys, CPAs, and wealth managers, you need someone who thrives under pressure.  That's Jason.

What Jason Brings:

  • Multi-Advisor Transaction Coordination: Jason has orchestrated complex transactions involving estate planning attorneys, tax advisors, 1031 intermediaries, and title companies keeping every party aligned and your interests are protected. Trust and LLC purchase structures are routine at this price point, and Jason's fluency in them eliminates friction.
  • Competitive Positioning Advantage: When the best properties draw several offers, the winning bid isn't always the highest number.  Jason's relationships with listing agents, developers, and private sellers frequently position Knox Brothers clients as the buyers sellers want to work with, even when competing offers exist.
  • Exclusive Community Networks: Jason has cultivated deep relationships within Naples' most sought-after private communities and country clubs, including members who prefer discreet, off-market sales over public listings. This network provides clients access to opportunities that never reach the MLS.
  • Family Name Commitment: Being brothers, not just business partners, means Jason treats every negotiation as if the Knox family name depends on the outcome. Because it does.

Jason's Approach:

"When someone is making a multi-million dollar decision in Naples, whether it's their only home or one of several properties. every detail matters. My job isn't just to 'close deals.' It's to make sure the structure protects their interests, the timeline aligns with their broader plans, and the negotiation reflects true market value. That's what brotherhood means in practice: we're here for decades, not just until closing."


Jason Knox’s Listings

$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
$995,000 | 1717 Winding Oaks Way, Naples, FL 34109
1/29
Listed By Compass

$995,000

2
Bedrooms
1,917
Square Feet
0.18
Acres

1717 Winding Oaks Way, Naples, FL 34109

$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
$699,000 | 1843 Leamington Lane, Naples, FL 34109
1/25
Listed By Compass

$699,000

2
Bedrooms
1,620
Square Feet
0.12
Acres

1843 Leamington Lane, Naples, FL 34109

$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
$529,000 | 1960 Willow Bend Circle, Unit 102, Naples, FL 34109
1/35
Listed By Compass

$529,000

2
Bedrooms
1,568
Square Feet

1960 Willow Bend Circle, Unit 102, Naples, FL 34109

$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
$425,000 | 2335 Carrington Court, Unit 104, Naples, FL 34109
1/27
Listed By Compass

$425,000

2
Bedrooms
1,213
Square Feet

2335 Carrington Court, Unit 104, Naples, FL 34109

$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
$399,000 | 2335 Carrington Court, Unit 201, Naples, FL 34109
1/31
Listed By Compass

$399,000

2
Bedrooms
1,213
Square Feet

2335 Carrington Court, Unit 201, Naples, FL 34109

$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
$389,000 | 2345 Carrington Court, Unit 204, Naples, FL 34109
1/22
Listed By Compass

$389,000

2
Bedrooms
1,213
Square Feet

2345 Carrington Court, Unit 204, Naples, FL 34109

Jason Knox’s Transactions

Past Sales
a front view of a house with a yard and garage

$1,810,000

4
Bedrooms
3,030
Square Feet
0.33
Acres

1923 Springberry Circle, Naples, FL 34109

$1,760,000 | 5200 North Ocean Drive, Unit 1904, Singer Island, FL 33404

$1,760,000

3
Bedrooms
2,657
Square Feet

5200 North Ocean Drive, Unit 1904, Singer Island, FL 33404

a front view of house with yard and seating area

$1,705,000

4
Bedrooms
2,502
Square Feet
0.38
Acres

691 Ketch Drive, Naples, FL 34103

a front view of a house with garden

$1,650,000

3
Bedrooms
3,084
Square Feet
0.25
Acres

1672 Jewel, Naples, FL 34102

a front view of a house with a yard

$1,500,000

3
Bedrooms
2,976
Square Feet
0.22
Acres

1901 Winding Oaks Way, Naples, FL 34109

a front view of a house with garden

$1,395,000

3
Bedrooms
2,511
Square Feet
0.24
Acres

1894 Winding Oaks Way, Naples, FL 34109

a utility room with dryer and washer

$1,375,000

3
Bedrooms
2,714
Square Feet
0.23
Acres

1981 Winding Oaks Way, Naples, FL 34109

front view of a house with a garden

$1,300,000

3
Bedrooms
2,876
Square Feet
0.24
Acres

1619 Manchester Court, Naples, FL 34109

a living room with furniture and a large window

$1,175,000

3
Bedrooms
2,552
Square Feet

570 El Camino Real, Unit 2401, Naples, FL 34119

a front view of a house with a yard

$1,150,000

4
Bedrooms
3,078
Square Feet
0.23
Acres

20114 Eagle Stone Drive, Estero, FL 33928

a front view of house with yard and green space

$1,090,000

2
Bedrooms
2,168
Square Feet
0.16
Acres

1794 Winding Oaks Way, Naples, FL 34109

a view of a house with a yard and garden

$1,075,000

3
Bedrooms
2,157
Square Feet
0.18
Acres

1765 Winding Oaks Way, Naples, FL 34109

$1,075,000 | 1820 Pondside Lane, Naples, FL 34109

$1,075,000

3
Bedrooms
2,200
Square Feet
0.28
Acres

1820 Pondside Lane, Naples, FL 34109

a front view of a house with a garden and yard

$1,071,400

4
Bedrooms
2,764
Square Feet
0.22
Acres

1992 Winding Oaks Way, Naples, FL 34109

a front view of a house with yard

$1,070,000

4
Bedrooms
1,757
Square Feet
0.15
Acres

646 109th Avenue North, Naples, FL 34108

a living room with furniture a floor to ceiling window and a flat screen tv

$1,000,000

2
Bedrooms
2,097
Square Feet
0.22
Acres

2885 Lone Pine Lane, Naples, FL 34119

a view of a white house with a yard and potted plants

$1,000,000

3
Bedrooms
1,932
Square Feet
0.18
Acres

1716 Winding Oaks Way, Naples, FL 34109

a front view of a house with a yard

$985,000

2
Bedrooms
2,249
Square Feet
0.17
Acres

1724 Winding Oaks Way, Naples, FL 34109

Past Rentals
a living room with furniture and a large window

$7,900

2
Bedrooms
1,433
Square Feet

1970 Willow Bend Circle, Unit 203, Naples, FL 34109

$6,800

3
Bedrooms
1,198
Square Feet

534 96th Avenue North, Naples, FL 34108

a sign that is on the side of the building

$5,300

2
Bedrooms
1,489
Square Feet

1365 Remington Way, Unit 6102, Naples, FL 34110

front view of a house with a garden

$5,000

4
Bedrooms
1,757
Square Feet
0.15
Acres

646 109th Avenue North, Naples, FL 34108

a front view of a house with a garden and yard

$5,000

4
Bedrooms
1,757
Square Feet

646 109th Avenue North, Naples, FL 34108

$3,800

4
Bedrooms
3,470
Square Feet

1608 Mockingbird Drive, Naples, FL 34120

a front view of a house with a garden and trees

$3,700

4
Bedrooms
2,061
Square Feet

1111 19th Street Southwest, Naples, FL 34117

$3,500

3
Bedrooms
2,184
Square Feet

14780 Glen Eden Drive, Naples, FL 34110

$2,667 | 1930 Willow Bend Cir, Unit 201 | Naples

$2,667

1930 Willow Bend Cir, Unit 201

Naples

$2,500

2
Bedrooms
1,482
Square Feet

3046 Driftwood Way, Unit 4705, Naples, FL 34109

$2,400

2
Bedrooms
1,800
Square Feet

3537 Sungari Court, Naples, FL 34119

$1,750

3
Bedrooms
1,744
Square Feet

1303 Verde Drive, Unit 1601, Naples, FL 34105