
Get to know Jason Smallwood
Realtor
A lifelong Florida native, I was born in Palm Beach and have had the privilege of calling the Sunshine State home my entire life. My early years were spent between the baseball field and the water, where I developed a strong work ethic, patience, and a deep appreciation for Florida’s unique lifestyle. Growing up in a small family business also instilled in me the value of exceptional customer service and discipline—qualities that continue to shap...
Specialties
7 Years of experienceBuyer's AgentListing AgentRelocationFirst Time HomebuyersMilitary/VeteransLuxury Homes
Jason offers Showcase to make listings stand out
helps homes sell faster and for more with increased exposure on Zillow, a virtual tour, and an interactive floor plan.

Jason Smallwood's sales and listings (263)
This map and property list shows the most recent 100 sales and 100 listings
Sold
For sale
Sold (256)
- $240,000
- 3 bd
- 2 ba
- 1,410 sqft
6120 Virwood Rd, Pensacola, FL 32504Sold 19 days agoSeller
- $282,000
- 3 bd
- 2 ba
- 1,692 sqft
2165 Cliffbrook Ave, Pensacola, FL 32526Sold 19 days agoSeller
- $574,900
- 4 bd
- 3 ba
- 2,997 sqft
233 Petty Dr, Cantonment, FL 32533Sold 19 days agoBuyer
- $294,900
- 4 bd
- 2 ba
- 1,787 sqft
6584 Firefly Dr, Milton, FL 32583Sold 20 days agoBuyer
- $282,000
- 4 bd
- 2 ba
- 1,787 sqft
1900 High Ridge Ct, Pensacola, FL 32534Sold 26 days agoSeller
For sale (7)
- $225,000
- 3 bd
- 3 ba
- 1,537 sqft
8920 Brigade Trl, Pensacola, FL 32534House for SaleModern finishes
Bastion Realty LLC - $139,000
- 4 bd
- 2 ba
- 1,141 sqft
420 Hariston St, Molino, FL 32577House for SaleSpacious half-acre lot
- $419,900
- 4 bd
- 3 ba
- 2,584 sqft
6446 Benelli Dr, Milton, FL 32570House for SaleShowcase
- $319,000
- 2 bd
- 2 ba
- 970 sqft
4203 Indian Bayou Trl #1908, Destin, FL 32541House for SaleTwo bedroom two bath
- $329,900
- 4 bd
- 2 ba
- 1,867 sqft
4029 Whitetail Ln, Pensacola, FL 32526House for SalePrice cut: $5,100 (9/18)
Jason Smallwood's reviews (25)
- 5.0
- 7/10/2026
- • Reed Hammonds
Bought a Single Family home in 2026 in Gulf breeze, FL.
Working with Jason was nothing short of a pleasure, if you want a realtor who genuinely cares about you finding your dream home then look no further. Jason helped me view...Working with Jason was nothing short of a pleasure, if you want a realtor who genuinely cares about you finding your dream home th...5.0- 6/14/2026
- • Tony Sowder
Bought and sold a Mobile / Manufactured home in 2026 in Jay, FL.
If you're looking for a realtor that will work hard to get you in your new home or sell your home, I would very highly recommend Jason Smallwood. He found us a temporary ...If you're looking for a realtor that will work hard to get you in your new home or sell your home, I would very highly recommend J... - 5.0
- 3/15/2026
- • jacob har342
Bought a Single Family home in 2018 in Pace, FL.
Jason Helped out with showing me houses, and was very caring for getting me the right house. Which has been my home for 8 years now. He didnt cover anything up and made s...Jason Helped out with showing me houses, and was very caring for getting me the right house. Which has been my home for 8 years no...5.0- 1/9/2025
- • skrtime96
Bought a Single Family home in 2024 in Perdido key, FL.
Jason was simply outstanding. Understood what we were looking for and proactive throughout the entire process of buying a home. Patient as our needs changed, he was abl...Jason was simply outstanding. Understood what we were looking for and proactive throughout the entire process of buying a home. ... - 5.0
- 10/17/2024
- • unity1137
Bought a Single Family home in 2024 in Milton, FL.
Jason was truly outstanding to work with. Not only did we gain a great realtor, but a great friend. Jason goes to the fullest extent to help you find exactly what you nee...Jason was truly outstanding to work with. Not only did we gain a great realtor, but a great friend. Jason goes to the fullest exte...5.0- 7/12/2024
- • Monica McGee
Bought a home in 2024.
We cannot say enough good things about the experience we had with Jason Smallwood! He was the epitome of professionalism! He went above and beyond to help us, quickly, ef...We cannot say enough good things about the experience we had with Jason Smallwood! He was the epitome of professionalism! He went ... - 5.0
- 7/7/2024
- • user6756492
Bought a Single Family home in 2024 in Gulf breeze, FL.
Jason did an outstanding job assisting us with our home purchase! He was responsive and stay on top of the other realtor to make sure our closing went smoothly! Highly re...Jason did an outstanding job assisting us with our home purchase! He was responsive and stay on top of the other realtor to make s...5.0- 7/7/2024
- • Brittany Smith
Bought and sold a Single Family home in 2024 in Pensacola, FL.
We had the pleasure of working with Jason and Charlcie as our realtors, and they went above and beyond our expectations. From the very beginning, they were incredibly hon...We had the pleasure of working with Jason and Charlcie as our realtors, and they went above and beyond our expectations. From the ... - 5.0
- 3/6/2024
- • pollitts88
Sold a Single Family home in 2024 in Pace, FL.
We strongly recommend Jason Smallwood as top-tier realtor, going beyond the call of our expectations. You will want him in your corner, he gets the job done! Working wi...We strongly recommend Jason Smallwood as top-tier realtor, going beyond the call of our expectations. You will want him in your c...5.0- 2/25/2024
- • haoandbeth
Bought a Single Family home in 2024 in Milton, FL.
We were referred to Mr. Smallwood by friends who had bought their home a couple of years ago using him as their realtor. As first-time homebuyers, we were completely new ...We were referred to Mr. Smallwood by friends who had bought their home a couple of years ago using him as their realtor. As first-...







