Jason Smallwood

Destin FL

Bastion Realty LLC

224 Closed Sales

$82.4M Total Value

$35K - $4.9M Price Range

$367.9K Average Price

Prior 5 years

About Jason

Jason is a Florida native who has been blessed to live in the Sunshine State his entire life. Born in Palm Beach, he spent his childhood either on the baseball field or with a fishing pole in his hand. Spending most of his time on the Baseball Field and working in a small family business at a youthful age, Jason learned the importance of strong customer service and discipline. He is a very firsthand agent known for his extensive market knowledge and unmatched devotion to clients. Jason recognizes and value the trust his clients place in him and strive every day to exceed their expectations. After graduating from the University of West Florida in 2005, I made Pensacola, FL home. Living in the Florida Panhandle, He has had the luxury and privilege to help many Military families make Pensacola home; many of which were first time home buyers. He prides himself in continuously gaining knowledge to better help him clients.

Home Types: House, Townhouse, Lot/Land, Manufactured, Condo

Years of Experience: 5

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$3,786,500

Average Sale Price

$236,656

Price Range

$35K - $420K

Buyer Deals

Total Deals

Total Value

$28,538,945

Average Sale Price

$467,852

Price Range

$189K - $4.9M

1 Year View by Quarter

Seller Deals

Total Deals

Total Value

$7,183,900

Average Sale Price

$256,568

Price Range

$35K - $420K

Buyer Deals

Total Deals

Total Value

$41,379,871

Average Sale Price

$444,945

Price Range

$184K - $4.9M

2 Year View by Quarter

Seller Deals

Total Deals

Total Value

$15,989,200

Average Sale Price

$301,683

Price Range

$18K - $795K

Buyer Deals

Total Deals

171

Total Value

$66,423,776

Average Sale Price

$388,443

Price Range

$86K - $4.9M

5 Year View

Neighborhoods Jason is Experienced In

Jason's Open Houses

$374,900 Open Sun 12PM - 2PM
- 4 Beds
- 2 Baths
- 1,730 Sq Ft
6028 Players Place

Milton, FL
**OPEN HOUSE**Sunday, April 12th, 12PM-2PM** Welcome to 6028 Players Place in Milton, Florida—located in the desirable Tanglewood East Golf Community! Built in 2024, this like-new home offers modern design, functional living space, and sits on just under a half-acre lot. This spacious 4-bedroom, 2-bath home features an open-concept layout perfect for both everyday living and entertaining. The

Jason Smallwood Bastion Realty LLC

$299,900 Open Sun 12PM - 2PM
- 4 Beds
- 2 Baths
- 1,787 Sq Ft
1900 High Ridge Ct

Pensacola, FL
**OPEN HOUSE**Sunday, April 12th, 12PM-2PM** Welcome to 1900 High Ridge Court in Pensacola, Florida—where modern construction meets everyday functionality in a quiet, centrally located community. Built in 2022, this well-designed 4-bedroom, 2-bath home offers 1,787 square feet of comfortable living space with a layout that truly works for today’s lifestyle. Inside, you’ll find beautiful wood-look

Jason Smallwood Bastion Realty LLC

$699,900 Open Sun 12PM - 2PM
- 3 Beds
- 2.5 Baths
- 2,872 Sq Ft
2018 Rambling Oaks Dr

Cantonment, FL
**OPEN HOUSE**Sunday, April 12th, 12PM-2PM** Welcome to this stunning 2019 executive home located in the desirable Grand Oaks Farms neighborhood in Cantonment. This beautifully designed property features 3 bedrooms, 2.5 bathrooms, a dedicated office/study, and a versatile bonus room—perfect for a playroom, media room, or additional workspace. Built with quality and efficiency in mind, the home

Jason Smallwood Bastion Realty LLC

Jason's Active Listings

$347,500
- 3 Beds
- 2 Baths
- 1,688 Sq Ft
401 Waterbury Ct

Cantonment, FL
Wonderfully maintained and thoughtfully upgraded, this quality-built home truly has it all! Enjoy peace of mind with a 24KW Generac whole-house generator and a tankless Rheem water heater, along with the added convenience of a washer and dryer that convey. The neighborhood features sidewalk-lined streets, perfect for evening strolls and outdoor enjoyment. Inside, you’ll find a beautiful blend of

Jason Smallwood Bastion Realty LLC

$259,900
- 4 Beds
- 2.5 Baths
- 2,100 Sq Ft
12248 Ailanthus Dr

Pensacola, FL
Welcome to 12248 Ailanthus Dr, a spacious and well-maintained home located in the highly desirable Wildwood Lakes community! This beautiful 4-bedroom, 2.5-bath mobile home offers approximately 2,100 square feet of comfortable living space and the perfect blend of tranquility and convenience. Take advantage of LOWER UTILITY BILLS with Solar Panels! Step inside to find fresh paint and new carpet in

Jason Smallwood Bastion Realty LLC

$269,000
- 2 Beds
- 1 Bath
- 930 Sq Ft
4393 Rice Rd

Milton, FL
Discover peaceful country living on nearly 3 acres right in the heart of Milton! Built in 2018, this charming 2-bedroom, 1-bath home offers comfort, privacy, and room to expand. Enjoy the convenience of a single-car carport, outdoor shower, and a workshop equipped with electricity—perfect for hobbies, storage, or additional workspace. Step inside to a well-maintained interior, then outside to a

Jason Smallwood Bastion Realty LLC

$304,900
- 3 Beds
- 2 Baths
- 1,692 Sq Ft
2165 Cliffbrook Ave

Pensacola, FL
This move-in-ready pool home sits on a large lot in the desirable Lake Francis Estates neighborhood and offers outstanding curb appeal with thoughtful updates throughout. Inside, you’ll immediately notice the wood-look tile flooring that flows through the main living areas, including the primary suite. The updated kitchen features butcher block countertops, soft-close cabinetry, and stainless

Jason Smallwood Bastion Realty LLC

Co-Listing Agent

$209,900
- 3 Beds
- 1 Bath
- 1,051 Sq Ft
6464 Magnolia St

Milton, FL
Charming Ranch-Style Cottage just north Historic Milton, Florida! Discover the perfect blend of historic charm and modern comfort in this beautifully updated ranch-style cottage, nestled on a spacious 1.1-acre lot just blocks from the vibrant Blackwater Riverfront and the beloved downtown Milton. Step inside to find timeless elegance with newly refinished hardwood floors that gleam throughout the

Jason Smallwood Bastion Realty LLC

Co-Listing Agent

$140,000
- Land
- 5 Acres
- $26,718 per Acre
10485 Wiggins Grove Rd

Allentown, FL
5 Acres in Jay with Utilities Installed- Partially cleared 5-acre parcel in Jay featuring underground electric, private well, and septic system already in place. A cleared homesite offers an easy start for building while the remaining acreage provides natural privacy. Quiet rural setting with convenient access to town. A great opportunity for usable land with major improvements completed.

Jason Smallwood Bastion Realty LLC

Awards and Designations

NAR - National Association of Realtors

Other Experience

Military Families

Jason Smallwood

(850) 990-5027

Bastion Realty LLC

(850) 990-5027

Homes for Sale by City

Jason Smallwood

About Jason

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Jason is Experienced In

Jason's Listings and Deals

Jason's Open Houses

Jason's Active Listings

Awards and Designations

Other Experience