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Handpicked Homes

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For Sale 1010 Truman Avenue

1010 Truman Avenue, Key West, FL 33040

$2,390,000

3 Baths
5,016 Sq.Ft.

Property description

Positioned on one of Key West's most traveled streets, 1010 Truman Avenue is a rare commercial opportunity with incredible potential. Whether you're an investor, entrepreneur, or visionary buyer, t...

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 247 Golf Club Drive

247 Golf Club Drive, Key West, FL 33040

$1,377,000

3 Beds
3 Baths
1,600 Sq.Ft.

Property description

Tucked inside the private gates of The Sanctuary at the Key West Golf Club, 247 Golf Club Drive is a true standout. This freestanding residence sits on a large lot with sweeping views of the lush f...

Property Details
For Sale 3930 S 3930 Roosevelt Boulevard Unit: N302

3930 S 3930 Roosevelt Boulevard Unit: N302, Key West, FL 33040

$599,000

3 Beds
2 Baths
1,075 Sq.Ft.

Property description

Welcome to Las Salinas, where island living meets investment potential. This 3-bedroom, 2-bath condo offers one of the best oversized, covered parking spots in the complex (fits 2 mid-sized cars)--...

Property Details
For Sale 3930 S Roosevelt Boulevard Unit: E104

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

$579,000

3 Beds
2 Baths
1,062 Sq.Ft.

Property description

Welcome to Las Salinas Unit E104 - a beautifully updated 3-bedroom, 2-bath condo offering a turnkey lifestyle in Key West. Recently painted and carefully maintained, this unit is move-in ready with...

Property Details
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 Open House: 8/31/2025, 11:00 AM - 1:00 PM 1311 Atlantic Drive

1311 Atlantic Drive, Key West, FL 33040

$1,950,000

3 Beds
3 Baths
1,672 Sq.Ft.

Property description

Midtown West Retreat - Elevated Island Elegance with Pool & PrivacyDiscover island living at its finest in this elevated TURNKEY 3BD/3BA single-family home, perfectly positioned in the desirable Mi...

Property Details
For Sale Open House: 8/30/2025, 10:00 AM - 12:00 PM 1616 Atlantic Blvd, #15

1616 Atlantic Boulevard Unit: 15, Key West, FL 33040

$2,695,000

4 Beds
6 Baths
3,118 Sq.Ft.

Property description

Welcome to Casa Caselles, where contemporary elegance and coastal serenity harmonize in this spacious breathtaking residence. Located in an exclusive gated enclave of just 19 town homes,this 4 bedr...

Property Details
For Sale 17245 Jamaica Lane

17245 Jamaica Lane, Sugarloaf Key, FL 33042

$850,000

3 Beds
2 Baths
1,248 Sq.Ft.

Property description

Welcome to 17245 Jamaica Lane, a waterfront 3-bedroom, 2-bathroom home in the desirable Sugarloaf Shores. This elevated residence offers 1,248 square feet of comfortable living space with beautiful...

Property Details
For Sale 314 Southard Street

314 Southard Street, Key West, FL 33040

$1,100,000

3 Beds
2 Baths
1,451 Sq.Ft.

Property description

Located in the heart of Old Town, this historic property offers a rare chance to restore a true gem to its original splendor. Set on a 5,025 sq ft lot in the desirable X flood zone, the home was or...

Property Details
For Sale 1513 5Th Street

1513 5Th Street, Key West, FL 33040

$1,195,000

3 Beds
2 Baths
1,555 Sq.Ft.

Property description

Tropical Waterfront Sanctuary with Room for a Pool -- Your Island Dream AwaitsWelcome to 1513 5th Street, a hidden tropical retreat nestled in the heart of Key West that perfectly blends coastal ch...

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 1409 Truman Ave

1409 Truman Avenue, Key West, FL 33040

$1,350,000

3 Beds
4 Baths
1,932 Sq.Ft.

Property description

Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home that combines historical charm with modern amenities. Key Features, Historical Architecture, Enjoy high ceilings, beautiful Dade Coun...

Property Details
For Sale 1317 Newton Street

1317 Newton Street, Key West, FL 33040

$1,399,900

2 Beds
3 Baths
1,386 Sq.Ft.

Property description

Step into island living with this beautifully updated home in one of Key West's most desirable neighborhoods. Recently painted inside and out, this cottage features stainless-steel appliances, glea...

Property Details
For Sale 506 Frances Street

506 Frances Street, Key West, FL 33040

$2,300,000

6 Beds
4 Baths
2,671 Sq.Ft.

Property description

Nestled on one of the most coveted blocks in Key West, this exceptional property in the Historic District is brimming with character and untapped potential. Currently configured as four distinct ap...

Property Details
For Sale 905 Grinnell Street

905 Grinnell Street, Key West, FL 33040

$2,095,000

8 Beds
4 Baths
3,383 Sq.Ft.

Property description

BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, ...

Property Details
For Sale 408 William Street

408 William Street, Key West, FL 33040

$1,800,000

4 Beds
3 Baths
1,943 Sq.Ft.

Property description

Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thou...

Property Details
For Sale 1515 Patricia Street

1515 Patricia Street, Key West, FL 33040

$1,699,000

4 Beds
2 Baths
1,927 Sq.Ft.

Property description

Located in the heart of Midtown Key West, this beautifully renovated 4-bedroom, 2-bathroom home offers over 1,900 sq. ft. of stylish living space on a spacious 6,400+ sq. ft. lot. Recently updated ...

Property Details
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 33 Cypress Avenue

33 Cypress Avenue, Key Haven, FL 33040

$3,700,000

4 Beds
5 Baths
4,102 Sq.Ft.

Property description

Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built in 2...

Property Details
For Sale 2824 Patterson Avenue

2824 Patterson Avenue, Key West, FL 33040

$1,249,000

3 Beds
2 Baths
2,040 Sq.Ft.

Property description

Beautiful New Town home in Key West awaits your enjoyment! This updated 3-bedroom, 2-bathroom home has a spacious open floor plan, vaulted ceilings, tile floors and a desired split floor plan for i...

Property Details

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