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Island Living, Redefined

Residential

Find your perfect retreat in the heart of paradise.
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For Sale 616 Eaton Street

616 Eaton Street, Key West, FL 33040

$7,495,000

5 Beds
7 Baths
4,000 Sq.Ft.

Property description

Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and pains...

Property Details
For Sale 1014 Flagler Avenue

1014 Flagler Avenue, Key West, FL 33040

$6,495,000

3 Beds
4 Baths
3,104 Sq.Ft.

Property description

Some homes are built; others are authored. This is one of the latter--an architectural landmark shaped by David Wolkowsky, whose vision helped define Key West itself, with architecture by award-win...

Property Details
For Sale 719 Washington Street

719 Washington Street, Key West, FL 33040

$6,295,000

4 Beds
5 Baths
3,150 Sq.Ft.

Property description

Luxury Estate -- A Masterpiece of Light, Space & DesignA new benchmark for modern island living is rising in the coveted Casa Marina district, with completion set for March 2026. Crafted by renowne...

Property Details
For Sale 910-914 Watson Street

910-914 Watson Street, Key West, FL 33040

$5,995,000

5 Beds
7 Baths
4,387 Sq.Ft.

Property description

More than a residence and rarer than legend, 910-914 Watson Street stands as one of the most iconic private estates in all of Key West--a once-in-a-generation offering where historic gravitas, trop...

Property Details
For Sale 906 Johnson Street

906 Johnson Street, Key West, FL 33040

$5,750,000

6 Beds
6 Baths
3,751 Sq.Ft.

Property description

Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front...

Property Details
For Sale Open House: 3/1/2026, 1:00 PM - 3:00 PM 1008 Fleming Street

1006-1008 Fleming Street, Key West, FL 33040

$4,998,000

4 Beds
5 Baths
3,336 Sq.Ft.

Property description

MOTIVATED SELLERS! Exceptional Old Town estate with pool, gardens, and 2 guest houses in the heart of Key West. This impeccable property blends timeless architecture with modern updates across thre...

Property Details
For Sale 720D Simonton Street

720D Simonton Street, Key West, FL 33040

$4,990,000

4 Beds
4 Baths
2,441 Sq.Ft.

Property description

KEY WEST'S UNLIKELY SANCTUARY | DUAL TRANSIENT LICENSES While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands as a bold architectural departu...

Property Details
For Sale 406 United Street

406 United Street, Key West, FL 33040

$4,699,000

4 Beds
5 Baths
3,624 Sq.Ft.

Property description

A Grand Historic Masterpiece! Few residences capture the true spirit of Old Town Key West quite like 406 United Street. Rooted in one of the island's most defining eras of growth and prosperity, th...

Property Details
For Sale 1113 Stump Lane

1113 Stump Lane, Key West, FL 33040

$4,595,000

4 Beds
5 Baths
2,985 Sq.Ft.

Property description

Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old To...

Property Details
For Sale 1311 Grinnell Street

1311 Grinnell Street, Key West, FL 33040

$4,250,000

5 Beds
7 Baths
2,681 Sq.Ft.

Property description

Historic Casa Marina Gem - Fully Restored & Furnished! Experience timeless Key West charm blended with modern luxury in this stunning, fully restored historic home in the highly sought-after Casa M...

Property Details
For Sale 1114 Grinnell Street

1114 Grinnell Street, Key West, FL 33040

$3,399,000

5 Beds
4 Baths
2,349 Sq.Ft.

Property description

Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been reb...

Property Details
For Sale 901 Johnson Street

901 Johnson Street, Key West, FL 33040

$2,950,000

3 Beds
4 Baths
2,507 Sq.Ft.

Property description

DOUBLE LOT. DOUBLE CORNER. CASA MARINA. A rare generational opportunity in Key West's iconic Casa Marina neighborhood--an internationally recognized landmark enclave defined by tropical estates and...

Property Details
For Sale 1006 Seminary Street

1006 Seminary Street, Key West, FL 33040

$2,935,000

3 Beds
4 Baths
3,049 Sq.Ft.

Property description

This exceptional turnkey three-bedroom, three bath and one half-bath residence is located in the prestigious Casa Marina neighborhood, one of Key West's most sought-after enclaves. Showcasing timel...

Property Details
For Sale 1108 Curry Lane

1108 Curry Lane, Key West, FL 33040

$2,850,000

3 Beds
3 Baths
1,432 Sq.Ft.

Property description

Experience elegant island living in this pristine home located on a quiet lane in the heart of Old Town Key West. This beautifully designed residence offers the perfect blend of timeless charm and ...

Property Details
For Sale 410 Louisa Street

410 Louisa Street, Key West, FL 33040

$2,699,000

3 Beds
3 Baths
2,002 Sq.Ft.

Property description

Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet Lane in the heart of Old Town Key West, just a stone's throw from the world famous Southernmost Point and 1 b...

Property Details
For Sale 1427 Washington Street

1427 Washington Street, Key West, FL 33040

$2,625,000

4 Beds
3 Baths
2,051 Sq.Ft.

Property description

Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just over 2,000sf of living space. Upon entering the home you will find a first floor bedroom...

Property Details
For Sale 1701 Atlantic Boulevard

1701 Atlantic Boulevard, Key West, FL 33040

$2,499,000

5 Beds
4 Baths
2,703 Sq.Ft.

Property description

A stunning new renovation transforms this spacious elevated home to a total of 5bd/4ba plus a bonus space and is offered fully furnished with brand new coastal decor. Situated on a spacious corner ...

Property Details
For Sale 1109 Stump Lane

1109 Stump Lane, Key West, FL 33040

$2,395,000

3 Beds
4 Baths
1,724 Sq.Ft.

Property description

Nestled on a tranquil lane in Old Town Key West, this classic Conch home is designed for relaxed island living. The property offers multiple entertainment spaces both indoors and out, with the expa...

Property Details
Active Under Contract 1308 Reynolds Street

1308 Reynolds Street, Key West, FL 33040

$2,300,000

3 Beds
3 Baths
1,662 Sq.Ft.

Property description

The Triple C -- with the Two P's. Classic Conch Cottage. Plus Parking and a Pool. Ideally located in the highly sought-after Casa Marina neighborhood, arguably Key West's premier residential enclav...

Property Details
For Sale 17210 Angelfish Lane

17210 Angelfish Lane, Sugarloaf Key, FL 33042

$2,299,999

3 Beds
3 Baths
2,288 Sq.Ft.

Property description

Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of ...

Property Details
For Sale 17210 Angelfish Lane

17210 Angelfish Lane, Sugarloaf Key, FL 33042

$2,299,999

3 Beds
3 Baths
2,288 Sq.Ft.

Property description

Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of ...

Property Details

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