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Handpicked Homes

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For Sale 1006 Seminary Street

1006 Seminary Street, Key West, FL 33040

$2,495,000

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 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 3 Nassau Lane Unit: A

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

$825,000

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
For Sale 720D Simonton Street

720D Simonton Street, Key West, FL 33040

$4,990,000

4 Beds
4 Baths
2,441 Sq.Ft.

Property description

KEY WEST'S UNLIKELY SANCTUARY | DUAL TRANSIENT LICENSES While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands as a bold architectural departu...

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 3750 Sunrise Lane

3750 Sunrise Lane, Key West, FL 33040

$7,500,000

5 Beds
5 Baths
5,378 Sq.Ft.

Property description

At the end of prestigious Sunrise Lane, where land meets open water on 3 sides, 3750 Sunrise Lane stands as one of the most extraordinary waterfront offerings in Key West. Properties of this scale ...

Property Details
For Sale 3922 Gordon Road

3922 Gordon Road, Big Pine Key, FL 33043

$845,000

2 Beds
2 Baths
1,040 Sq.Ft.

Property description

Seller is offering a $15,000 credit toward an interest rate buydown for qualified buyers obtaining financing. Not every canal-front home in the Keys feels like a destination. This one does. 3922 Go...

Property Details
For Sale 810 Carey Lane

810 Carey Lane, Key West, FL 33040

$2,150,000

3 Beds
2 Baths
1,200 Sq.Ft.

Property description

Tucked away on a quiet private lane, this charming classic Key West cottage offers the perfect blend of historic character and modern comfort. Thoughtfully renovated, the home features a spacious, ...

Property Details
For Sale 1212 Olivia Street

1212 Olivia Street, Key West, FL 33040

$2,475,000

3 Beds
2 Baths
1,750 Sq.Ft.

Property description

Discover the charm of what was once a carriage house and now a single-level home nestled in the highly desirable Meadows neighborhood of Old Town Key West. This inviting 3-bedroom, 2-bath residence...

Property Details
For Sale 1213 Truman Avenue Unit: C

1213 Truman Avenue Unit: C, Key West, FL 33040

$4,500

2 Beds
2 Baths
1,580 Sq.Ft.

Property description

Bright and spacious 2-bedroom, 2-bath condo in prime location available for annual lease. 1,580sf with an open layout and tons of natural light, the space feels airy and inviting from the moment yo...

Property Details
For Sale 224 Golf Club Drive

224 Golf Club Drive, Key West, FL 33040

$875,000

2 Beds
3 Baths
1,120 Sq.Ft.

Property description

Stylish ''Spa'' home within the enclave of The Sanctuary of the Key West Golf Club. An open floor plan greets you to this light filled home that overlooks a private backyard oasis with dip pool, co...

Property Details
For Sale 419 Simonton Street Unit: C

419 Simonton Street Unit: C, Key West, FL 33040

$2,070,000

2 Beds
3 Baths
1,409 Sq.Ft.

Property description

Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up constructio...

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 in...

Property Details
Active Under Contract 3704 Eagle Avenue

3704 Eagle Avenue, Key West, FL 33040

$999,000

2 Beds
2 Baths
1,729 Sq.Ft.

Property description

This expansive 6,000 sq. ft. gated property is on a prestigious stretch of Eagle Avenue in the highly sought-after New Town neighborhood. The second floor features a spacious one-bedroom, one-bath ...

Property Details
For Sale 1626 Von Phister Street

1626 Von Phister Street, Key West, FL 33040

$1,499,000

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 422 Amelia Street Unit: L6

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

$1,395,000

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 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 816 South Street Unit: 4

816 South Street Unit: 4, Key West, FL 33040

$629,000

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 1305 Elizabeth Street

1305 Elizabeth Street, Key West, FL 33040

$1,499,000

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 1501 Georgia Street

1501 Georgia Street, Key West, FL 33040

$3,699,000

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 101 Front Street Unit: Unit 23

101 Front Street Unit: 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

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