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Handpicked Homes

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For Sale 617 Front Street B41 Week 1

617 Front Street B41 Week 1, Key West, FL 33040

$42,000

2 Beds
2 Baths
1,120 Sq.Ft.

Property description

Views of the famous Key West Sunset, Ocean, and Pool await you when you arrive at this 4th-floor end unit. Enjoy the sounds of the live music from your balcony as it saunters your way from the Tiki...

Property Details
For Sale 1229 5Th Street

1229 5Th Street, Key West, FL 33040

$1,899,000

6 Beds
3 Baths
3,197 Sq.Ft.

Property description

Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CB...

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 1300 Seminary Street

1300 Seminary Street, Key West, FL 33040

$2,250,000

3 Beds
4 Baths
1,470 Sq.Ft.

Property description

If you are seeking a private tropical backyard oasis look no further. This charming 2 story home is situated on a corner parcel in a quiet and peaceful mid town neighborhood. Behind the white picke...

Property Details
For Sale Open House: 9/6/2026, 11:00 AM - 1:00 PM 1505 Johnson Street

1505 Johnson Street, Key West, FL 33040

$1,474,000

3 Beds
3 Baths
1,489 Sq.Ft.

Property description

POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A new...

Property Details
For Sale 617 Front Street A-52 Penthouse Week 52

617 Front Street A52 Penthouse WK 52, Key West, FL 33040

$62,000

2 Beds
2 Baths
1,120 Sq.Ft.

Property description

PentHouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year (W...

Property Details
For Sale Open House: 9/6/2026, 2:00 PM - 4:00 PM 812 Carsten Lane

812 Carsten Lane, Key West, FL 33040

$2,599,000

3 Beds
2 Baths
1,204 Sq.Ft.

Property description

Welcome to a stunning transformation of a perfectly located Old Town home. Restored from the ground up to create a single level dream home totaling 3bd/2ba overlooking a beautiful pool and patio. E...

Property Details
For Sale 141 Golf Club Drive

141 Golf Club Drive, Key West, FL 33040

$750,000

2 Beds
2 Baths
780 Sq.Ft.

Property description

Welcome to island living at 141 Golf Club Drive, nestled within the gated Key West Golf Club community. This inviting two-bedroom, one-and-a-half-bath townhome offers the perfect blend of comfort, ...

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

Set on a quiet, tree-lined block in one of Key West's most sought-after residential pockets, this thoughtfully reimagined 4BD/3BA residence offers just over 2,000 square feet of refined island livi...

Property Details
For Sale 3314 Northside Drive 42

3314 Northside Drive 42, Key West, FL 33040

$700,000

3 Beds
2 Baths
1,214 Sq.Ft.

Property description

Rarely available 3-bedroom residence in Solana Village, ideally situated in Key West's New Town neighborhood. This top-floor unit offers an excellent investment opportunity with a tenant already in...

Property Details
For Sale 223 Eanes Lane

223 Eanes Lane, Key West, FL 33040

$6,999,000

6 Beds
6 Baths
1,630 Sq.Ft.

Property description

Discover one of Old Towns true hidden gems at Andrews Inn, a turnkey six-unit B&B offering an exceptional blend of privacy, iconic island charm, and income potential. Tucked away in the heart of Ol...

Property Details
Active Under Contract 1311 Grinnell Street

1311 Grinnell Street, Key West, FL 33040

$4,195,000

5 Beds
7 Baths
2,681 Sq.Ft.

Property description

New Construction & Furnished in Key West. Experience timeless Key West charm blended with modern luxury in this stunning property, re-built completely to the historic standard of the original home....

Property Details
For Sale 211 Shore Avenue

211 Shore Avenue, Big Coppitt, FL 33040

$1,095,000

4 Beds
3 Baths
2,622 Sq.Ft.

Property description

Room to gather, room to grow - 211 Shore Avenue is a beautifully built 2018 retreat offering the space, security, and peace of mind today's Keys families are searching for. Set on a fully fenced 7,...

Property Details
Active Under Contract 1115 South Street

1115 South Street, Key West, FL 33040

$1,825,000

2 Beds
2 Baths
2,186 Sq.Ft.

Property description

RARE OPPORTUNITY TO PURCHASE IN CASA MARINA FOR ONLY $835 PRICE PER SQUARE FOOT. (34% BELOW market value) Life feels a little different in Casa Marina. The streets are quieter, the homes are beauti...

Property Details
For Sale 800 Fleming Street Unit: Unit C1

800 Fleming Street Unit C1, Key West, FL 33040

$2,445,000

2 Beds
3 Baths
1,550 Sq.Ft.

Property description

Discover a rare blend of history, artistry, and luxury in this extraordinary residence at the celebrated William Fleming House--one of Old Town Key West's most iconic and meticulously restored hist...

Property Details
Active Under Contract 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 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
Pending 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
Active Under Contract 1706 Seminary Street

1706 Seminary Street, Key West, FL 33040

$2,089,000

3 Beds
3 Baths
1,938 Sq.Ft.

Property description

1706 Seminary Street delivers the space, flexibility, and outdoor lifestyle that can be surprisingly difficult to find in Key West. Set behind a new privacy fence on an expansive 7,480SF lot, the h...

Property Details
For Sale 1503 Atlantic Boulevard

1503 Atlantic Boulevard, Key West, FL 33040

$1,225,000

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 3312 Northside Drive 205

3312 Northside Drive 205, Key West, FL 33040

$330,000

1 Bed
1 Bath
528 Sq.Ft.

Property description

Charming second-floor 1 bedroom, 1 bath condominium featuring a functional layout with a kitchen that offers modern appeal and a comfortable living space enhanced by tile flooring throughout. Large...

Property Details

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