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Handpicked Homes

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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 Open House: 5/24/2026, 12:00 PM - 2:00 PM 1006 Seminary Street

1006 Seminary Street, Key West, FL 33040

$2,395,000

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 Open House: 5/24/2026, 1:00 PM - 3:00 PM 101 Front Street Unit: Unit 23

101 Front Street Unit 23, Key West, FL 33040

$1,775,000

2 Beds
3 Baths
1,216 Sq.Ft.

Property description

Completely renovated and being offered turn-key, 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 ...

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 ...

Property Details
For Sale 1501 Georgia Street

1501 Georgia Street, Key West, FL 33040

$3,599,000

4 Beds
5 Baths
2,810 Sq.Ft.

Property description

1501 Georgia Street is a masterclass in design. Conceived by local architect Rob Delaune and set within lush, museum worthy grounds by renowned landscape architect Raymond Jungles, this striking 2,...

Property Details
For Sale 1626 Von Phister Street

1626 Von Phister Street, Key West, FL 33040

$1,299,000

4 Beds
2 Baths
1,599 Sq.Ft.

Property description

There is a reason so many locals dream about living on Von Phister Street. The mature trees create shade across the wide streets, the neighborhood feels calm and residential, and everything from th...

Property Details
For Sale 1706 Seminary Street

1706 Seminary Street, Key West, FL 33040

$2,099,000

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 422 Amelia Street Unit: L6

422 Amelia Street L6, Key West, FL 33040

$1,250,000

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 816 South Street Unit: 4

816 South Street 4, Key West, FL 33040

$599,000

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
Active Under Contract 1320 Grinnell Street

1320 Grinnell Street, Key West, FL 33040

$4,295,000

3 Beds
4 Baths
2,833 Sq.Ft.

Property description

Some homes are built; others are crafted with intention, atmosphere, and a sense of place. This is unmistakably the latter-a private Casa Marina sanctuary conceived for the purest expression of Key...

Property Details
For Sale 1109 Stump Lane

1109 Stump Lane, Key West, FL 33040

$2,299,500

3 Beds
4 Baths
1,724 Sq.Ft.

Property description

On a quiet lane in Old Town, this classic Conch home offers a setting where life feels just a little slower and a lot more enjoyable. From the moment you step inside, the home draws you outward, wh...

Property Details
For Sale 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
Active Under Contract 201 Coppitt Road Unit: 201A

201 Coppitt Road 201A, Big Coppitt, FL 33040

$340,000

1 Bed
1 Bath
536 Sq.Ft.

Property description

Enjoy gorgeous sunset views from this waterfront condo on Big Coppitt Key, just 10 minutes from downtown Key West. Perfectly positioned, this 2nd floor end-unit features extra windows and 180 degre...

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
For Sale 34 Key Haven Road

34 Key Haven Road, Key Haven, FL 33040

$1,395,000

4 Beds
2 Baths
1,743 Sq.Ft.

Property description

Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on...

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 616 Eaton Street

616 Eaton Street, Key West, FL 33040

$7,495,000

5 Beds
7 Baths
4,000 Sq.Ft.

Property description

Located in the heart of Old Town, 616 Eaton Street tells a story that spans more than a century. Built in 1911 and thoughtfully brought into the present day, with additions & renovations, this prop...

Property Details
For Sale 1001 United Street Unit: B

1001 United Street B, Key West, FL 33040

$1,680,000

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
Active Under Contract 1008 Fleming Street

1006-1008 Fleming Street, Key West, FL 33040

$4,795,000

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 1014 Flagler Avenue

1014 Flagler Avenue, Key West, FL 33040

$4,995,000

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 1014 Truman Avenue Unit: 202

1014 Truman Avenue 202, 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 West Welcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath cond...

Property Details

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