Featured Property Listings
Just off Thomas Drive and directly across from Publix, this beautifully maintained 3-bedroom, 2-bath brick home offers the perfect balance of beach convenience, privacy, and functionality. Originally built in 1993 and thoughtfully updated since 2017, the home blends solid construction with modern upgrades and distinctive interior craftsmanship.
Inside you'll find luxury vinyl plank flooring, solid wood interior doors, tongue-and-groove paneling, and craftsman-style trim that create a warm, cohesive feel throughout the home. The kitchen features Samsung stainless appliances, farmhouse-style touches, and inviting lighting, opening naturally into the dining and living areas where a custom fireplace and rustic wood accents create a comfortable gathering space. Each room reflects pride of ownership and intentional design.
With 1,756 heated and cooled square feet (2,412 total under roof), the home also offers impressive efficiency thanks to solar panels that have reduced the current owner's electric bill to approximately $30 per month, along with newer windows that enhance comfort year-round.
Outside, the property is built for both practicality and entertaining. An expansive insulated metal panel covered driveway provides space for up to six vehicles in addition to the two-car garage, making it ideal for guests, boats, or multiple vehicles. The large covered rear porch and outdoor dining area, also built with insulated metal panel roofing, create a shaded and comfortable outdoor living space. Custom sun shades add additional cooling, making it perfect for relaxing or entertaining after a day at the beach. The backyard has been designed for low-maintenance enjoyment, featuring paved walkways, decorative pebble rock borders, and a stylish custom fence with wood framing and corrugated metal panels. A large side gate provides access for equipment or a tractor and leads to a dedicated workshop/storage area with pegboard walls, plus an additional covered lean-to for tools and lawn equipment.
And for buyers who fall in love with the style, much of the home's furniture and décor is negotiable, offering the opportunity to purchase the home nearly turnkey. Located just minutes from the beach, dining, and shopping, this solid brick home combines location, character, energy efficiency, and exceptional parking.
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.
Set along Holiday Drive, just half a block from the shoreline, this newly completed 2025 coastal residence rises with quiet confidence, designed in harmony with its environment and the rhythms of Gulf living. Thoughtfully composed across three levels, the home offers refined space, abundant light, and seamless indoor-outdoor flow.
Main Residence
2,640 sq ft heated
3,360 sq ft total under roof
3 bedrooms | 4 bathrooms
Three stories with elevator access, unifying all levels and ensuring ease and accessibility
Front and rear porches on every level, creating a continuous dialogue between interior space and coastal horizon, from morning light to evening glow
Modern coastal interiors with clean lines, durable materials, and natural light throughout
A generous bunk room, offering flexible accommodation for family, guests, or rental use
Detached Pavilion / Guest & Game Structure
860 sq ft heated
1,840 sq ft total area
Designed as a companion structure for gathering, recreation, or overflow accommodations
Includes protected storage for beach gear and coastal equipment
Total Property Square Footage
Total Heated Area: 3,500 sq ft
Total Area Under Roof: 5,200 sq ft
Completed in 2025, the home reflects contemporary craftsmanship while honoring timeless principles of proportion, flow, and function. Here, architecture is not ornament—it is experience. A place designed to move effortlessly between shelter and shoreline, inviting you into the breeze, the light, and the calm procession of coastal life.
Whether envisioned as a private retreat, a high-performing rental, or a legacy beach home, this property delivers scale, style, and proximity to the Gulf, without the crowds.
Offered at $1,499,900.
Call Matthew Grimsley for showings or additional details.
I’m Matthew Grimsley — a real estate agent, outdoorsman, father, and cinematic photographer based in Northwest Florida.
My work blends southern grit with quiet emotional honesty. Whether I’m shooting a rattlesnake on an empty highway, a family at the farm, or a $2M waterfront listing, I look for the same thing: mood, meaning, and story.
Outlaw Land & Flight Co. is where those worlds meet — photography, land, family, and the wild Florida landscapes that shaped me.
Be Human. Stay Wild.
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
Cinematic • Outdoor • Unscripted • Real
I create portraits that feel alive—images with depth, mood, and presence.
No stiff poses. No forced smiles. Just honest moments captured with intention.
My signature style.
Shot in natural light, with shadows, atmosphere, and a sense of story behind every frame.
Perfect for:
Personal portraits
Lifestyle images
Creative concepts
Artists, musicians, and entrepreneurs
Branding headshots with edge
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