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For Sale Open House: 3/29/2026, 1:00 PM - 3:00 PM 1006 Seminary Street

1006 Seminary Street, Key West, FL 33040

$2,695,000

3 Beds
4 Baths
3,049 Sq.Ft.

Property description

MOTIVATED SELLERS offering possible Seller Financing....Reduced again! NEW PRICE: This exceptional turnkey three-bedroom, three bath and one half-bath residence is located in the prestigious Casa M...

Property Details
For Sale 1014 Flagler Avenue

1014 Flagler Avenue, Key West, FL 33040

$5,995,000

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 Open House: 3/28/2026, 12:00 PM - 2:00 PM 101 Front Street Unit: 23

101 Front Street Unit: 23, Key West, FL 33040

$1,875,000

2 Beds
3 Baths
1,216 Sq.Ft.

Property description

Completely renovated and move-in ready, The Foundry #23 in Key West's exclusive Truman Annex is a rare gem that blends historic charm with modern luxury. This beautifully updated townhome features ...

Property Details
For Sale Open House: 3/28/2026, 11:00 AM - 1:00 PM 1113 Stump Lane

1113 Stump Lane, Key West, FL 33040

$4,450,000

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 1409 Olivia Street

1409 Olivia Street, Key West, FL 33040

$1,469,500

2 Beds
3 Baths
1,053 Sq.Ft.

Property description

Discover the rare convergence of Old Town authenticity and contemporary refinement in this meticulously restored 1945 conch cottage. Brought to life through a 95% rebuild by renowned architect Denn...

Property Details
For Sale 1513 Pine Street

1513 Pine Street, Key West, FL 33040

$1,899,000

2 Beds
3 Baths
1,717 Sq.Ft.

Property description

Located on a corner lot in the highly sought-after Meadows neighborhood, this beautifully crafted Key West home offers exceptional design, privacy, and outdoor living. Built new in 2008 with top-of...

Property Details
For Sale Open House: 4/4/2026, 10:00 AM - 12:00 PM 1706 Seminary Street

1706 Seminary Street, Key West, FL 33040

$2,149,000

3 Beds
3 Baths
1,938 Sq.Ft.

Property description

Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid back Key West living. Set on a generous 7,480 square foot lot, this 3 bedroom, 3...

Property Details
For Sale 3922 Gordon Road

3922 Gordon Road, Big Pine Key, FL 33043

$850,000

2 Beds
2 Baths
1,040 Sq.Ft.

Property description

Not every canal-front home in the Keys feels like a destination. This one does. 3922 Gordon Road is an elevated 2BR/2BA waterfront retreat in Big Pine Key offering the lifestyle buyers come here fo...

Property Details
Active Under Contract 3930 S Roosevelt Boulevard Unit: E104

3930 S Roosevelt Boulevard Unit: E104, Key West, FL 33040

$525,000

3 Beds
2 Baths
1,062 Sq.Ft.

Property description

MOTIVATED SELLER. 3 BEDROOM UNIT PRICED AS A 2 BEDROOM! Welcome to Las Salinas Unit E104 - a beautifully updated 3-bedroom, 2-bath condo offering a turnkey lifestyle in Key West. Recently painted, ...

Property Details
Active Under Contract 412 Frances Street

412 Frances Street, Key West, FL 33040

$10,500,000

15 Beds
18 Baths
5,731 Sq.Ft.

Property description

Heron House Court presents a unique chance to own a boutique guesthouse in the heart of Old Town Key West. This historic gem has been well maintained through the years & offers 15 deluxe rooms (14 ...

Property Details
For Sale Open House: 3/28/2026, 11:00 AM - 1:00 PM 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 Open House: 3/28/2026, 11:00 AM - 1:00 PM 703 Elizabeth Street

703 Elizabeth Street, Key West, FL 33040

$2,199,000

3 Beds
2 Baths
1,404 Sq.Ft.

Property description

Perched at the highest island elevation referred to as Solares Hill you will find this timeless Old Town gem. A perfect blend of style and charm welcome you to an open concept floor plan with cathe...

Property Details
For Sale 816 South Street Unit: 4

816 South Street Unit: 4, Key West, FL 33040

$629,000

1 Bed
1 Bath
640 Sq.Ft.

Property description

Experience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium located in the prestigious Casa Marina neighborhood. Known for its tranquil atmosphere and prime location, t...

Property Details
For Sale 3 Nassau Lane Unit: A

3 Nassau Lane Unit: A, Key West, FL 33040

$825,000

1 Bed
1 Bath
468 Sq.Ft.

Property description

Charming Key West Cottage on Historic Nassau LaneNestled along the picturesque and historic Nassau Lane, this delightful one-bedroom cottage offers a perfect blend of Key West charm and modern comf...

Property Details
For Sale 1310 Atlantic Drive

1310 Atlantic Drive, Key West, FL 33040

$1,895,000

3 Beds
3 Baths
1,672 Sq.Ft.

Property description

NEW PRICE ALERT''A turnkey retreat designed for comfort, connection, and carefree living just minutes from the beach.''Newly incorporated artwork, furniture and freshly painted!Discover serenity in...

Property Details
For Sale 25 Kingfisher Lane

25 Kingfisher Lane, Key West, FL 33040

$780,000

2 Beds
3 Baths
900 Sq.Ft.

Property description

Tucked away on a quiet private cul-de-sac in the highly sought-after Key West Golf Club community, 25 Kingfisher Lane offers a rare blend of privacy, convenience, and island charm. With easy parkin...

Property Details
Active Under Contract 1305 Elizabeth Street

1305 Elizabeth Street, Key West, FL 33040

$1,499,000

2 Beds
2 Baths
837 Sq.Ft.

Property description

Charming conch cottage on a generous size lot with refreshing pool and plenty of off street parking! This home is uniquely situated on a corner lot with many possibilities to expand on the footprin...

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 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 1008 Fleming Street

1006-1008 Fleming Street, Key West, FL 33040

$4,898,000

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 1200-1206 White Street

1200-1206 White Street, Key West, FL 33040

$3,150,000

1 Bath
Sq.Ft.

Property description

PRIME INVESTMENT OPPORTUNITY! 3 Commercial Condos + 2 Residential Condos on White Street in X Flood Zone. Newly formed condo building on busy Old Town Street. 3 Commercial units 1st floor, 2 reside...

Property Details

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