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Handpicked Homes

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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 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 710 Ashe Street Unit: Rear

710 Ashe Street Unit: Rear, Key West, FL 33040

$999,000

2 Beds
1 Bath
1,021 Sq.Ft.

Property description

Tucked away on one of the best streets in Old Town Key West, 710 Ashe Street Rear is a beautifully remodeled 2 bedroom, 1 bath residence offering the perfect balance of family living and an optiona...

Property Details
For Sale 710 Ashe Street Unit: Front and Back

710 Ashe Street Unit: Front and Back, Key West, FL 33040

$2,600,000

5 Beds
3 Baths
2,303 Sq.Ft.

Property description

Welcome to 710 Ashe Street, a masterfully restored 1889 Eyebrow home, where historic charm and contemporary comfort converge in one of Key West's most sought-after locations. This exceptional prope...

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
Active Under Contract 810 Eisenhower Drive

810 Eisenhower Drive, Key West, FL 33040

$4,200,000

4 Beds
5 Baths
2,177 Sq.Ft.

Property description

Hidden behind a lush, tropical paradise on a coveted corner lot, 810 Eisenhower Drive is an extraordinary Victorian Estate built prior to 1912, seamlessly blending Old Town's rich history with mode...

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 Open House: 8/2/2025, 12:00 PM - 2:00 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 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 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
For Sale 316 Southard Street

316 Southard Street, Key West, FL 33040

$3,800,000

3 Beds
4 Baths
2,532 Sq.Ft.

Property description

Located in the heart of Old Town Key West, 316 Southard Street is a meticulously renovated single-family home that pairs modern comfort with classic Conch-style architecture. Originally built in 19...

Property Details
For Sale 1200-1206 White Street

1200-1206 White Street, Key West, FL 33040

$3,325,000

3 Beds
6 Baths
5,988.09 Sq.Ft.

Property description

New condo conversion! A rare investment opportunity to own a commercial mixed-use strip center located in the heart of Old Town Key West. Property consists of 4 newly converted commercial condo uni...

Property Details
For Sale 1414 Angela Street

1414 Angela Street, Key West, FL 33040

$3,095,000

3 Beds
3 Baths
2,033 Sq.Ft.

Property description

Behind the gates of this nearly 5,000 sq ft lot in The Meadows awaits a refined Key West retreat offering comfort, privacy, and seamless indoor-outdoor living. This charming residence features 3 be...

Property Details
For Sale 1206 White Street

1206 White Street, Key West, FL 33040

$875,000

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 1204 White Street

1204 White Street, Key West, FL 33040

$865,000

1 Bath

Property description

Prime commercial space available with over 1,400 sq. ft. centrally located in Old Town. Unit has hurricane rated windows and doors, features one assigned parking spot and is located in the X Flood ...

Property Details
For Sale 1124 Catherine Street Unit: 202

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

$689,000

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 1124 Catherine Street Unit: 201

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

$489,000

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

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