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Handpicked Homes

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For Sale 1114 Grinnell Street

1114 Grinnell Street, Key West, FL 33040

$3,499,000

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 1008 Fleming Street

1006-1008 Fleming Street, Key West, FL 33040

$5,595,000

4 Beds
5 Baths
3,336 Sq.Ft.

Property description

Exceptional Old Town compound with pool, gardens, and two guest houses in the heart of Key West. This impeccable property blends timeless architecture with modern updates across three beautifully a...

Property Details
For Sale Open House: 11/16/2025, 11:00 AM - 12:30 PM 1014 Truman Avenue Unit: 3

1014 Truman Avenue Unit: 3, Key West, FL 33040

$799,900

2 Beds
2 Baths
1,017 Sq.Ft.

Property description

1014 Truman Avenue - Modern Island Elegance in the Heart of Key WestWelcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condo...

Property Details
For Sale 1124 Catherine Street Unit: 201

1124 Catherine Street Unit: 201, Key West, FL 33040

$465,000

1 Bed
1 Bath
454 Sq.Ft.

Property description

Charming 1-bedroom, 1-bathroom condo offering 454 square feet of living space. The condo boasts an open floor plan with hurricanes rated windows, one assigned parking spot and also located in the X...

Property Details
For Sale 1124 Catherine Street Unit: 202

1124 Catherine Street Unit: 202, Key West, FL 33040

$665,000

2 Beds
1 Bath
677 Sq.Ft.

Property description

This bright and well-maintained condo offers the perfect blend of comfort and convenience in one of Key West's most desirable neighborhoods. Just a straight shot down the road to White Street Pier,...

Property Details
For Sale 1200 White Street

1200 White Street, Key West, FL 33040

$799,999

1 Bath

Property description

Newly formed commercial condo now available for sale on White Street in X Flood Zone! This 1,169sf 1st floor corner unit has been extensively updated and renovated with hurricane rated impact windo...

Property Details
For Sale 1202 White Street

1202 White Street, Key West, FL 33040

$735,000

1 Bath

Property description

Prime commercial space available with 892sf centrally located in Old Town. Unit has hurricane rated windows and doors, features one assigned parking spot and is located in the X Flood Zone. Tenant ...

Property Details
For Sale 1206 White Street

1206 White Street, Key West, FL 33040

$825,000

1 Bath

Property description

Prime commercial space available with over 1,300 sq. ft. centrally located in Old Town. Unit is an end unit and has hurricane rated windows and doors, features one assigned parking spot and is loca...

Property Details
For Sale 1706 Seminary Street

1706 Seminary Street, Key West, FL 33040

$2,249,000

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 532 Porter Lane

532 Porter Lane, Key West, FL 33040

$1,149,900

2 Beds
2 Baths
960 Sq.Ft.

Property description

Charming townhouse situated on Porter Lane in Presidents Walk community of the Truman Annex. This bright and sunny end unit is in excellent condition and offers many renovations throughout. Enjoy a...

Property Details
For Sale Open House: 11/15/2025, 11:00 AM - 1:00 PM 703 Elizabeth Street

703 Elizabeth Street, Key West, FL 33040

$2,299,000

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
Active Under Contract 1020 Southard Street

1020 Southard Street, Key West, FL 33040

$3,599,000

3 Beds
4 Baths
2,438 Sq.Ft.

Property description

This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, ...

Property Details
For Sale 0 Zane Grey Creek Drive

0 Zane Grey Creek Drive, Long Key, FL 33001

$600,000

4,875 Sq.Ft.

Property description

Dreaming of life in the Florida Keys? Imagine your island getaway beginning right here, a cleared waterfront lot on Long Key in the charming City of Layton! With 50 feet of sparkling canal frontage...

Property Details
For Sale 1001 United Street Unit: B

1001 United Street Unit: B, Key West, FL 33040

$1,700,000

3 Beds
5 Baths
1,442 Sq.Ft.

Property description

Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three-story corner lot island oasis. The first floor of this expansive attached home welcomes you ...

Property Details
For Sale 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 1028-1030 Truman Avenue

1028-1030 Truman Avenue, Key West, FL 33040

$2,250,000

4 Beds
8 Baths
4,013 Sq.Ft.

Property description

Prime Mixed-Use Investment Opportunity in Key West!Built in 2021 to current building codes, this exceptional four-unit commercial and residential compound is a rare find in the heart of Key West. A...

Property Details
For Sale 1109 Stump Lane

1109 Stump Lane, Key West, FL 33040

$2,400,000

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
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 1151 Sugarloaf Boulevard

1151 Sugarloaf Boulevard, Sugarloaf Key, FL 33042

$1,689,000

3 Beds
2 Baths
2,144 Sq.Ft.

Property description

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of...

Property Details
For Sale 1229 5Th Street

1229 5Th Street, Key West, FL 33040

$1,995,000

6 Beds
3 Baths
3,197 Sq.Ft.

Property description

Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CB...

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

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