Darren Koenenn's Profile Photo

Darren Koenenn

Real Estate Advisor

Specialties

Luxury Real Estate Investment
Data-Driven Deal Making
Luxury Development Advisory 
Proforma & Financial Modeling 
Investor & Developer Representation 
Problem-Solving Through Trusted Networks
Market Adaptability 
Local Expertise on 30A 

Education

University of South Alabama
Compute Science, Mathematics, Marketing-Marking Management
About Darren
With a rare blend of analytical precision, entrepreneurial grit, and deep local knowledge, Darren Koenenn brings a uniquely strategic mindset to the world of luxury real estate on Florida’s Emerald Coast. A summa cum laude graduate of the University of South Alabama, Darren holds degrees in Computer Science, Mathematics, and Marketing Management. For nearly a decade, Darren worked as a software engineer with the Department of Defense in underwater warfare. Since he couldn’t discuss the details of his work, he and his wife Emily sought something they could enjoy and build together. Real estate quickly became their shared passion, and they found early success investing in the luxury market on 30A.

Now a full-time luxury real estate advisor, Darren is driven by the art of the deal. He thrives on negotiating the best outcomes for his clients, whether that means securing the best buy or maximizing value on a sale. His sharp analytical mind and love of data allow him to spot patterns, forecast market shifts, and make smart, informed decisions that create real wealth.

A pivotal shift in Darren’s approach came during a market pullback when inventory surged. It was then he embraced a powerful philosophy: either offer a better price for the same product or create something so desirable, someone can’t live without it. This mindset now guides how he advises clients, whether they're buying, selling, or developing.

Darren works with investors, developers, second-home buyers, and ultra-luxury clients, offering a rare level of alignment because he invests into the market himself. His background in luxury development gives him an eye for quality construction, an understanding of which finishes work best in specific areas, and the ability to build detailed proformas that accurately project costs, margins, and potential returns.  What sets Darren apart is not just his numbers-driven approach or market expertise it's his commitment to honesty, trust, and relentless adaptability. In an industry where many settle into old patterns, Darren continues to evolve, absorb, and outperform.

Outside of real estate, Darren enjoys high-intensity sports and spending time with family. He’s been married to his college sweetheart, Emily, for over 10 years and is a proud father to their young son, Theodore James. They live in Inlet Beach, where Darren loves the heat, the beautiful beaches, the quiet off-season, and the cultural mix of homeowners from around the world.

Darren Koenenn’s Listings

a front view of a house with a yard
a kitchen with kitchen island granite countertop a large counter space a sink stainless steel appliances and cabinets
a kitchen with cabinets wooden floor and a chandelier
a kitchen with stainless steel appliances granite countertop a sink a stove and a wooden floors
a kitchen with stainless steel appliances a stove and white cabinets
an empty room with windows and a fireplace
a view of an empty room with wooden floor and a kitchen
a view of a kitchen with wooden floor and windows
a view of wooden floor and windows in a room
a view of a terrace with wooden floor and fence
a view of outdoor space
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor
a spacious bathroom with a shower and a sink
a view of a room with wooden floor and windows
a bathroom with a sink and mirror
a view of a balcony with wooden floor
a view of backyard with wooden floor and a potted plant
a view of an empty room with a window and wooden floor
a bathroom with a sink and a mirror
an empty room with wooden floor fan and windows
an empty room with wooden floor and windows
an empty room with wooden floor and windows
an empty room with wooden floor and windows
an empty room with wooden floor and windows
a white bath tub sitting next to a window
a bathroom with a double vanity sink and mirror
a bathroom with a sink a toilet and shower
an empty room with wooden floor and windows
wooden floor in an empty room
a view of a porch with wooden floor and outdoor space
a bathroom with a sink a toilet and shower
an empty room with wooden floor and windows
wooden floor in an empty room
a view of entryway
a kitchen with a stove a sink and a microwave
a kitchen with a sink stove and refrigerator
a kitchen that has a sink and a dishwasher with wooden floor
an empty room with wooden floor and windows
wooden floor in an empty room
a bathroom with a shower and a toilet
a bathroom with a double vanity sink and a mirror
a view of front door
front view of a house with a yard
an aerial view of a house with a garden
an aerial view of a house with a garden
a front view of a house with a yard
an aerial view of residential houses with outdoor space and trees
a view of balcony with city view
a view of an ocean and beach
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
$3,895,000 | 65 South Gulf Drive, Santa Rosa Beach, FL 32459
1/69
Listed By Compass

$3,895,000

6
Bedrooms
5,031
Square Feet
0.26
Acres
front view of a house with a yard
a kitchen with granite countertop stainless steel appliances a dining table and chairs
a kitchen with stainless steel appliances granite countertop a stove and a refrigerator with white cabinets
a living room with furniture and a fireplace
a view of a kitchen with furniture and window
a living room with furniture and a window
an open kitchen with a table and chairs
a bathroom with a toilet sink and mirror
a spacious bedroom with a large bed a chandelier and a couch
a bathroom with a sink a toilet and shower
a bedroom with a bed and a window
a view of a dresser
a bathroom with a shower sink and mirror
a view of an ocean
a bedroom with a large bed and a large window
a living room with wooden floor and furniture
a view of swimming pool from a yard
a front view of a house with a garden
an aerial view of residential houses with outdoor space and trees
a view of a city
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
$3,250,000 | 154 Maple Street, Santa Rosa Beach, FL 32459
1/56
Listed By Compass

$3,250,000

6
Bedrooms
4,340
Square Feet
0.19
Acres
an aerial view of a house with a garden
a view of a city
a view of an ocean and beach
a view of a lake with a city
an aerial view of residential houses with outdoor space and ocean view
a view of a house with a yard
an aerial view of house with yard swimming pool and outdoor seating
a view of an ocean and beach
1/8
Listed By Compass

$815,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.17
Acres
a view of a swimming pool with a patio
a view of a balcony with wooden floor
a living room with furniture a flat screen tv and a large window
a living room with furniture and a large window
a living room with furniture and a lamp
a kitchen with granite countertop a sink and a stove
a view of a dining room with furniture window and wooden floor
a kitchen with stainless steel appliances granite countertop a stove a sink and a microwave
a kitchen with granite countertop a sink a counter top space appliances and cabinets
a bedroom with a bed furniture and a large window
a bedroom with a balcony a bed and a flat screen tv
a view of a city from a balcony
a bathroom with a sink and a bathtub
a bedroom with two beds and a window
a bathroom with a sink toilet a shower and a mirror
a view of a city from a balcony
a view of a balcony with wooden floor
a view of an ocean
a view of swimming pool with outdoor seating and city view
a view of balcony with ocean
a view of a city
a view of outdoor space kitchen and island in back
a view of a city that has lots of stuff
a view of a room with gym equipment
a view of a room with gym equipment
1/25
Listed By Compass

$770,000

2
Bedrooms
1,374
Square Feet