Jason Smallwood Real Estate Agent - Bastion Realty LLC

4029 Whitetail Ln, Pensacola, FL For Sale $335,000 - listed by Jason Smallwood — For Sale $335,000

Jason Smallwood listing agent for 1776 Brightleaf Cir, Cantonment, FL - sold for $425,000 — Sold $425,000

16590 Perdido Key Dr Unit 7A, Pensacola, FL For Sale $462,000 - listed by Jason Smallwood — For Sale $462,000

Jason Smallwood buyer's agent for 3628 Fallschase Blvd, Bellview, FL - sold for $369,900 — Sold $369,900

8514 E Esplanade St, Navarre, FL Under Contract $439,900 - co-listed by Jason Smallwood — Under Contract $439,900 • Co-Listing Agent

Jason Smallwood

Destin FL

Bastion Realty LLC

244 Closed Sales

$89.4M Total Value

$35K - $4.9M Price Range

$366.2K 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	25
Total Value	$6,917,400
Average Sale Price	$276,696
Price Range	$35K - $627K

Buyer Deals
Total Deals	58
Total Value	$27,431,160
Average Sale Price	$472,951
Price Range	$189K - $4.9M

1 Year View by Quarter

Seller Deals
Total Deals	32
Total Value	$8,693,900
Average Sale Price	$271,684
Price Range	$35K - $627K

Buyer Deals
Total Deals	101
Total Value	$44,078,498
Average Sale Price	$436,421
Price Range	$184K - $4.9M

2 Year View by Quarter

Seller Deals
Total Deals	62
Total Value	$18,647,100
Average Sale Price	$300,760
Price Range	$18K - $795K

Buyer Deals
Total Deals	182
Total Value	$70,707,166
Average Sale Price	$388,501
Price Range	$86K - $4.9M

5 Year View

Neighborhoods Jason is Experienced In

Jason's Active Listings

$335,000
- 4 Beds
- 2 Baths
- 1,867 Sq Ft
4029 Whitetail Ln

Pensacola, FL
ASK ABOUT THE 4.75% ASSUMABLE LOAN OPPORTUNITY! Welcome home to this beautifully maintained 4-bedroom, 2-bath residence offering the perfect blend of style, comfort, and convenience. Designed with an open-concept floor plan, the spacious living and dining areas are filled with natural light, creating an inviting space that's ideal for both everyday living and entertaining. The well-appointed

Jason Smallwood Bastion Realty LLC

$462,000
- 2 Beds
- 2 Baths
- 1,044 Sq Ft
16590 Perdido Key Dr

Unit 7A

Pensacola, FL
ENJOY THE BEST OF PERDIDO KEY FROM THIS BEAUTIFULLY UPDATED WATERFRONT VILLA LOCATED DIRECTLY ON OLE RIVER WITH DIRECT ACCESS TO THE SUGAR-WHITE SANDS OF THE GULF OF AMERICA JUST ACROSS THE STREET. THIS RARE 2-BEDROOM PLUS LOFT FLOOR PLAN OFFERS THE PERFECT COMBINATION OF WATERFRONT LIVING AND GULF BEACH CONVENIENCE. THE VERSATILE LOFT CAN EASILY SERVE AS A THIRD BEDROOM, HOME OFFICE, OR

Jason Smallwood Bastion Realty LLC

$246,750
- 3 Beds
- 1.5 Baths
- 1,410 Sq Ft
6120 Virwood Rd

Pensacola, FL
Welcome to 6120 Virwood Road, a charming 3-bedroom, 1.5-bath home located in the highly desirable Scenic Heights area of Pensacola. Conveniently situated near major hospitals, shopping, dining, the University of West Florida, and Interstate 10, this home offers both comfort and accessibility. Inside, you’ll find a fresh, updated interior featuring new flooring and fresh paint throughout, creating

Jason Smallwood Bastion Realty LLC

$282,000
- 4 Beds
- 2 Baths
- 1,787 Sq Ft
1900 High Ridge Ct

Pensacola, FL
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 flooring throughout the main living areas

Jason Smallwood Bastion Realty LLC

$239,900
- 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

$289,000
- 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

$327,500
- 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

Co-Listing Agent

$439,900
- 4 Beds
- 2 Baths
- 1,901 Sq Ft
8514 E Esplanade St

Navarre, FL
Just a short stroll from Navarre’s shoreline and the beautifully updated Navarre Park, this all-brick home offers the perfect blend of coastal living and modern comfort. With over 1,900 sq ft, 4 bedrooms, and 2 baths, the home has been both owner-occupied and used as a short-term rental, giving buyers flexibility whether they want a primary residence, vacation spot, or income-producing property.

Jason Smallwood Bastion Realty LLC

Recently Sold

$425,000

Sold Jul 13, 2026
- 4 Beds
- 3 Baths
- 3,125 Sq Ft
1776 Brightleaf Cir

Cantonment, FL
- 6% Below List
- $136/SF
- 4 Days On Market
- Current Est. Value $481K
Jason Smallwood Bastion Realty LLC

$627,000

Sold Jun 15, 2026
- 3 Beds
- 3 Baths
- 2,872 Sq Ft
2018 Rambling Oaks Dr

Cantonment, FL
- 16% Below List
- $218/SF
- 166 Days On Market
- Current Est. Value $654K
Jason Smallwood Bastion Realty LLC

$357,000

Sold Jun 5, 2026
- 3 Beds
- 2 Baths
- 1,516 Sq Ft
984 Southern Oaks Ct

Fort Walton Beach, FL
- $235/SF
- 3 Days On Market
- Current Est. Value $354K
Jason Smallwood Bastion Realty LLC

$205,000

Sold May 22, 2026
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
4729 Nichols Creek Rd

Milton, FL
- 23% Below List
- $164/SF
- 3 Days On Market
Jason Smallwood Bastion Realty LLC

$365,000

Sold May 22, 2026
- 4 Beds
- 2 Baths
- 1,730 Sq Ft
6028 Players Place

Milton, FL
- 3% Below List
- $211/SF
- 13 Days On Market
- Current Est. Value $368K
Jason Smallwood Bastion Realty LLC

$265,000

Sold May 22, 2026
- 2 Beds
- 1 Bath
- 930 Sq Ft
4393 Rice Rd

Milton, FL
- 1% Below List
- $285/SF
- 136 Days On Market
- Current Est. Value $261K
Jason Smallwood Bastion Realty LLC

$420,000

Sold Mar 17, 2026
- 3 Beds
- 2 Baths
- 2,221 Sq Ft
4178 Dundee Crossing Dr

Pace, FL
- 4% Below List
- $189/SF
- 72 Days On Market
- Current Est. Value $422K
Jason Smallwood Bastion Realty LLC

$215,000

Sold Feb 23, 2026
- 3 Beds
- 2 Baths
- 1,061 Sq Ft
3990 Floridatown Rd

Milton, FL
- $203/SF
- 38 Days On Market
- Current Est. Value $219K
Jason Smallwood Bastion Realty LLC

$349,000

Sold Feb 23, 2026
- 4 Beds
- 3 Baths
- 2,194 Sq Ft
4795 Timber Ridge Dr

Milton, FL
- 6% Below List
- $159/SF
- 45 Days On Market
- Current Est. Value $359K
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 Active Listings

Recently Sold

Awards and Designations

Other Experience