Luxury Key West waterfront estate at dusk
Key West's Premier Agent

Your Key West home is waiting

With deep roots in the Florida Keys and an intimate knowledge of every neighborhood from Old Town to the Strand, Jenna Lademan doesn't just sell properties — she matches you with the Key West that fits your life.

JL

Trusted locally — 336 Duval St, Key West

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Featured Properties

Curated Key West Homes

From historic Old Town cottages to modern waterfront estates — each property is personally selected for its character, location, and value.

Historic home on Duval Street, Key West
NEW LISTING

$1,295,000

336 Duval Street

Old Town
3 Beds 2 Baths 2,100 sqft
Request Details
Waterfront estate with bay access, Key West
WATERFRONT

$2,450,000

Mallory Square Area

Waterfront
4 Beds 3 Baths 3,400 sqft
Request Details
Modern townhome on The Strand, Key West
PENDING

$875,000

The Strand

Historic District
2 Beds 2 Baths 1,650 sqft
Request Details
Jenna Lademan, Key West real estate agent

Key West

Native & lifelong resident

About Jenna

Born on the conch shell island

Jenna Lademan grew up trading seashells for candy on the beach and now trades listings for keys. Having spent her entire life in Key West, she knows which streets flood, which neighborhoods hold their value, and which homes have the soul of the islands.

Her office on Duval Street isn't just a business address — it's the heart of the island. When you work with Jenna, you're working with someone who treats your real estate journey like it's her own home on the line.

Buyers

First-time buyers to seasoned investors

Sellers

Maximized value through strategic pricing

Rentals

Short-term & long-term property management

Investments

Multi-family & commercial opportunities

What We Offer

Full-Spectrum Real Estate Services

Residential Sales

Whether you're buying your first cottage or selling a waterfront estate, Jenna guides you through every step with expertise and honesty.

Seller Representation

Strategic staging, professional photography, and precision pricing ensure your property commands top dollar in the fastest timeframe.

Investment Advisory

Key West's market moves differently. Get data-driven insights on appreciation trends, rental yields, and emerging neighborhoods.

Neighborhood Expertise

From Truman Annex to New Town, Jenna knows every block's character, school boundaries, flood zones, and future development plans.

Transaction Management

Contracts, disclosures, inspections, and closing — Jenna coordinates every detail so nothing falls through the cracks.

Relocation Support

Moving to Key West? Jenna provides community orientation, school information, and a warm welcome to island living.

Client Stories

What Our Clients Say

"Jenna found us a bayfront home we didn't even know existed. She knew about it before it hit the market — that's the kind of connection she has in Key West."

M

Michael & Sarah T.

Purchased in 2024

"We sold our parents' home after 40 years. Jenna handled everything with grace — from the estate paperwork to the emotional weight of the process. We couldn't have asked for more."

R

Robert D.

Sold in 2024

"As out-of-state investors, we needed someone who could see the numbers and the neighborhood. Jenna delivered on both — our rental property has exceeded every projection."

A

Angela & David K.

Invested in 2023

Key West sunset over the harbor

Ready to find your Key West moment?

Whether you're buying, selling, or just curious about the market — a conversation with Jenna is the first step toward your next chapter on the island.

Get In Touch

Let's start your Key West story

Visit our office on Duval Street, give us a call, or send a message — we respond to every inquiry within 24 hours.

Phone

(305) 393-6573

Email

jblackwell@keysrealestate.com

Office

336 Duval St, Key West 33040-6510

Send a Message

Fill out the form and Jenna will get back to you within 24 hours.

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