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Handpicked Homes

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For Lease 3318 Harriet Avenue

3318 Harriet Avenue, Key West, FL 33040

$4,500/mo

2 Beds
2 Baths
1,032 Sq.Ft.

Property description

PRIVATE, LUSH TOWNHOUSE in New Town with 2 bedrooms and 2 baths available this month! Offers new hardwood floors, new appliance package, new ductless AC units, bright, spacious bedrooms, beautiful ...

Property Details
For Sale Open House: 7/18/2026, 11:00 AM - 1:00 PM 1115 South Street

1115 South Street, Key West, FL 33040

$1,899,000

2 Beds
2 Baths
2,186 Sq.Ft.

Property description

Life feels a little different in Casa Marina. The streets are quieter, the homes are beautifully maintained, and everything from the beach to Old Town is just a short walk or bike ride away. Tucked...

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 1503 Atlantic Boulevard

1503 Atlantic Boulevard, Key West, FL 33040

$1,350,000

4 Beds
5 Baths
2,750 Sq.Ft.

Property description

THIS IS THE PLAY. Big lot. Big upside. Atlantic Boulevard address. 1503 Atlantic Boulevard brings together the pieces that matter most in Key West: land, location, pool, and multi-unit flexibility....

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 906 Johnson Street

906 Johnson Street, Key West, FL 33040

$5,500,000

6 Beds
6 Baths
3,751 Sq.Ft.

Property description

Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front...

Property Details
Active Under Contract 1128 Johnson Street

1128 Johnson Street, Key West, FL 33040

$1,799,000

2 Beds
2 Baths
1,130 Sq.Ft.

Property description

Opportunity awaits in an excellent location in the highly sought after Casa Marina area. This property has undergone many thoughtful improvements to create a stylish 2bd/2ba with a large attached g...

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 308 Margaret Street 3

308 Margaret Street 3, Key West, FL 33040

$725,000

1 Bed
1 Bath
420 Sq.Ft.

Property description

''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a st...

Property Details
For Sale 617 Front Street C54 Penthouse Week 36

617 Front Street C54 Penthouse Week 36, Key West, FL 33040

$65,000

2 Beds
2 Baths
1,120 Sq.Ft.

Property description

Experience elevated waterfront ownership with this deeded timeshare in the highly desirable Building C at the Galleon Resort. This penthouse end-corner unit boasts one of the most sought-after spot...

Property Details
For Sale 617 Front Street C41 Week 50

617 Front Street C41 Week 50, Key West, FL 33040

$59,900

2 Beds
2 Baths
1,120 Sq.Ft.

Property description

Own a deeded 4th-floor Gulf and waterfront corner end unit at the highly desirable Galleon Resort in the heart of Old Town Key West! This beautifully maintained 2-bedroom, 2-bath condo sleeps six a...

Property Details
For Sale 1203 Newton Street Unit: 1

1203 Newton Street 1, Key West, FL 33040

$699,000

1 Bed
1 Bath
427 Sq.Ft.

Property description

Picture perfect condo located in 1 of 2 historic buildings totaling 8 units with a generous sized shared pool and lounging area. This setup is ideal for 1-2 people looking for a low maintenance isl...

Property Details
Active Under Contract 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 1427 Washington Street

1427 Washington Street, Key West, FL 33040

$2,525,000

4 Beds
3 Baths
2,051 Sq.Ft.

Property description

Located in a charming midtown neighborhood sits this beautifully renovated 4BD/2.5BA Key West home with just over 2,000sf of living space. Upon entering the home you will find a first floor bedroom...

Property Details
For Sale 419 Simonton Street Unit: C

419 Simonton Street 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 1706 Seminary Street

1706 Seminary Street, Key West, FL 33040

$2,089,000

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 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 422 Amelia Street Unit: L6

422 Amelia Street L6, Key West, FL 33040

$1,225,000

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 1202 White Street

1202 White Street, Key West, FL 33040

$499,000

1 Bath
892.36 Sq.Ft.

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. The mon...

Property Details
For Lease 1206 White Street

1206 White Street, Key West, FL 33040

$4,250/mo

1 Bath
1,100 Sq.Ft.

Property description

Commercial space available for lease with approximately 1,100 sq. ft. centrally located in Old Town. This is an end unit and has a half bath, hurricane rated windows and doors, features one assigne...

Property Details
For Sale 3 Nassau Lane Unit: A

3 Nassau Lane A, Key West, FL 33040

$825,000

1 Bed
1 Bath
468 Sq.Ft.

Property description

Charming Key West Cottage on Historic Nassau Lane Nestled along the picturesque and historic Nassau Lane, this delightful one-bedroom cottage offers a perfect blend of Key West charm and modern co...

Property Details

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