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Handpicked Homes

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For Sale Open House: 1/25/2026, 1:00 PM - 3:00 PM 418 William Street

418 William Street, Key West, FL 33040

$3,295,000

4 Beds
3 Baths
1,852 Sq.Ft.

Property description

Situated on one of Old Town Key West's most desirable and historic streets, this beautifully updated William Street residence blends timeless island charm with modern comfort. Just steps from the H...

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 Open House: 1/25/2026, 11:00 AM - 1:00 PM 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 1124 Catherine Street Unit: 202

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

$649,000

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 1202 White Street

1202 White Street, Key West, FL 33040

$699,000

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 Open House: 1/24/2026, 11:00 AM - 1:00 PM 1305 Elizabeth Street

1305 Elizabeth Street, Key West, FL 33040

$1,599,000

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 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 1523 Patricia Street

1523 Patricia Street, Key West, FL 33040

$4,320,000

4 Beds
3 Baths
3,164 Sq.Ft.

Property description

Discover the epitome of island elegance with this stunning Spanish Mediterranean-style home situated on an expansive 10,000+ sq. ft. corner lot in the heart of Key West. This exceptional property o...

Property Details
For Sale Open House: 1/24/2026, 11:00 AM - 1:00 PM 1706 Seminary Street

1706 Seminary Street, Key West, FL 33040

$2,199,000

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 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 31047 Avenue I

31047 Avenue I, Big Pine Key, FL 33043

$665,000

3 Beds
3 Baths
1,500 Sq.Ft.

Property description

Discover the charm of island living in this beautifully maintained 3-bedroom, 2.5-bath home, ideally situated on a spacious 5,000 sq ft lot in the heart of Big Pine Key. Built in 2007, this elevate...

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 410 Louisa Street

410 Louisa Street, Key West, FL 33040

$2,849,000

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 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 701 Spanish Main Drive Unit: 221

701 Spanish Main Drive Unit: 221, Cudjoe Key, FL 33042

$995,000

2 Beds
2 Baths
864 Sq.Ft.

Property description

Enjoy open water views and instant boating access from this transiently licensed, turn-key retreat in Venture Out Resort, just 20 minutes from Key West. Built in 2021, this modern 2-bedroom, 2-bath...

Property Details
For Sale 422 Amelia Street Unit: L6

422 Amelia Street Unit: L6, Key West, FL 33040

$1,450,000

1 Bed
1 Bath
405 Sq.Ft.

Property description

Don't miss this TRANSIENT licensed condo just steps away from the famous Duval Street. This second floor 1 bedroom 1 bath unit with 14ft high ceilings is being offered turnkey. Currently operating ...

Property Details
For Sale 1221 20Th Street

1221 20Th Street, Key West, FL 33040

$1,275,000

3 Beds
2 Baths
1,826 Sq.Ft.

Property description

This spacious 3-bedroom, 2-bathroom home is ideal for entertaining and perfectly suited for large family gatherings. Nestled on an oversized, fully fenced corner lot, this tropical oasis features a...

Property Details
For Sale Open House: 1/24/2026, 11:00 AM - 1:00 PM 1217 Johnson Street

1217 Johnson Street, Key West, FL 33040

$4,595,000

5 Beds
6 Baths
3,650 Sq.Ft.

Property description

Step into your stunning dream home with tropical light and refined elegance. 1217 Johnson Street is where luxury meets island soul. Situated on one of Key West's most serene streets, this newly bui...

Property Details
For Sale 3930 S Roosevelt Boulevard Unit: E104

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

$547,500

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
For Sale 1616 Atlantic Boulevard Unit: 3

1616 Atlantic Boulevard Unit: 3, Key West, FL 33040

$1,699,000

2 Beds
3 Baths
1,940 Sq.Ft.

Property description

OFFERED FULLY FURNISHED and completely renovated, this is the townhome buyers wait for and almost never get. Every finish, every furnishing, and every detail has been thoughtfully curated to delive...

Property Details
For Sale 3 Nassau Lane Unit: A

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

$925,000

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

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