Featured Property Listings
12.8 Acre hunting preserve and recreation area on River Rd. in Bascom, FL.
12.8± wooded acres on River Rd. in Bascom, FL. This private, North Florida hunting preserve is loaded with mature oaks, trails, and game sign—perfect for hunting, recreation, or a quiet country retreat. No HOA, no restrictions. A solid spot for your cabin, camper, or homestead dreams. Peaceful, wild, and full of potential. Includes a ready-to-go hog trap and pen—set up and staying with the property.
https://www.flexmls.com/share/CZLnQ/0-River-Rd.-Road-Bascom-FL-32423
Custom-built in 2004 on 9′ pilings with 4′ of fill, this 2,172 sq ft, 3-bed, 2.5-bath home sits on the southeast corner of Fanning Oaks Peninsula with 50′ of frontage on Fanning Bayou/North Bay. Hardie board siding, 2020 metal roof, 2023 gutters, Rinnai tankless water heater, updated septic, and HVAC replaced in 2020. Open living with LVP flooring, built-ins, and bay views from every angle. Kitchen includes gas range, downdraft oven, double sinks, beverage fridge, under-counter fridge drawers, ice machine, pantry, and built-in hutch. Primary suite has dual baths, walk-ins, and office space. Extras include chair lift, dumbwaiter, screened porch, open deck, heated lap pool, and private dock and Gulf access. Lot is 0.47 acres, landscaped, fenced, and gated. Flood insurance approx. $990/yr. Assumable mortgage available.
Rare 99-year leasehold on Black's Island - Unit 20 offers a one-of-a-kind private island retreat in St. Joseph's Bay. Accessible only by boat, this fully appointed bungalow enjoys resort-style amenities, breathtaking bay views, and the serenity of a natural Gulf Coast sanctuary. Ownership includes use of the island's boardwalks, beaches, docks, pool, and gathering spaces. A perfect escape for those seeking privacy, adventure, and unmatched waterfront beauty.
1 Story units available. 2 Bed 2 Bath $1,250,000
2 Story unit, 2 Bed 2 Bath $1,350,000
Contact Matthew Grimsley for a private showing. (850) 890-6832
Be Human. Stay Wild.
Matthew Grimsley doesn’t just sell land—he claims it, carves it, and turns it into legacy. A licensed general contractor, visionary developer, and FAA-certified drone pilot, Matthew carries the Outlaw banner into every deal, every build, and every brand he touches. He isn’t in this game to follow the rules—he’s here to write new ones.
Born and raised in Northwest Florida, Matthew knows the backroads, the bay waters, and the wild tracts better than most. His work ranges from unlocking rural acreage for first-time buyers, to showcasing multi-million-dollar private islands, to reimagining commercial gateways that redefine entire communities. Every project bears his trademark style: bold, strategic, and a touch untamed.
But Outlaw is more than a name—it’s a way of carrying yourself. It’s walking into a room with quiet fire, stepping onto raw land and seeing a village, flying a drone and finding the unseen angles others miss. Matthew lives by it. His clients feel it. His brand embodies it.
Wild. Rare. Unlimited. That’s the creed.
And if you’re ready to make your move, Matthew Grimsley – Outlaw – is the one to lead you there.
Services we offer
Our Outlaw Land Listing Package includes:
Custom Branding & Storytelling – Your property gets a name, a vibe, and a purpose
Drone + Ground-Level Media – Shot by a licensed pilot, edited for impact
Mapped & Marketed Right – GIS overlays, boundary lines, and the best angles
Powerful Digital Exposure – MLS + Zillow + social channels that actually sell
Boots-on-Ground Service – Real conversations, real buyers, real results
Led by licensed Florida General Contractors, our services include:
Concept-to-Render Visioning – Custom site plans, renderings, and branded property design
Eco-Driven Site Planning – Native landscaping, water flow, and land-first layout strategies
Community-Scale Development – Tiny home villages, homestead clusters, and lifestyle-driven layouts
Zoning, Codes & Land Use Strategy – We know how to navigate the red tape and unlock potential
Build Execution & Oversight – From permitting to punch list, we deliver turn-key results
Eyes in the sky. Precision on the ground.
Services include:
Aerial Photography & Cinematic Video – High-res drone content shot by licensed FAA Part 107 pilot
Property Flyovers & Boundary Overlays – Showcase land from above with GIS-accurate mapping
Site Scouting & Project Monitoring – Track progress, inspect terrain, or document improvements
Marketing Media for Listings & Brands – Compelling visuals that sell land, homes, and lifestyle
Custom Shoots & Specialty Content – From sunrise ranch flyovers to off-road adventure reels