Leave a Message

Thank you for your message. We will be in touch with you shortly.

Explore Our Properties
Explore Our

Handpicked Homes

Where every home is handpicked for you.
Show Filters 0 Hide Filters
Sales Price
Sq. Ft.
For Sale Open House: 1/31/2026, 12:00 PM - 2:00 PM 1006 Seminary Street

1006 Seminary Street, Key West, FL 33040

$2,985,000

3 Beds
4 Baths
3,049 Sq.Ft.

Property description

This exceptional turnkey three-bedroom, three bath and one half-bath residence is located in the prestigious Casa Marina neighborhood, one of Key West's most sought-after enclaves. Showcasing timel...

Property Details
For Sale Open House: 2/8/2026, 1:00 PM - 3:00 PM 1008 Fleming Street

1006-1008 Fleming Street, Key West, FL 33040

$4,998,000

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 1113 Stump Lane

1113 Stump Lane, Key West, FL 33040

$4,595,000

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
For Sale Open House: 2/1/2026, 12:00 PM - 2:00 PM 1310 Atlantic Drive

1310 Atlantic Drive, Key West, FL 33040

$1,950,000

3 Beds
3 Baths
1,672 Sq.Ft.

Property description

''A turnkey retreat designed for comfort, connection, and carefree living just minutes from the beach.''Discover serenity in this elevated 3-bedroom, 3-bath Key West retreat, built in 2013, includi...

Property Details
For Sale 1616 Atlantic Boulevard Unit: 3

1616 Atlantic Boulevard Unit: 3, Key West, FL 33040

$1,599,000

2 Beds
3 Baths
1,940 Sq.Ft.

Property description

OFFERED FULLY FURNISHED and completely renovated, this is the townhome buyers wait for and almost never get. Every finish, every furnishing, and every detail has been thoughtfully curated to delive...

Property Details
Active Under Contract 17245 Jamaica Lane

17245 Jamaica Lane, Sugarloaf Key, FL 33042

$825,000

3 Beds
2 Baths
1,248 Sq.Ft.

Property description

Tucked along a quiet canal in Sugarloaf Shores, 17245 Jamaica Lane captures the essence of easy Keys living. This waterfront retreat offers direct access to open water and all things salt life--pad...

Property Details
For Sale Open House: 1/31/2026, 12:00 PM - 2:00 PM 31047 Avenue I

31047 Avenue I, Big Pine Key, FL 33043

$665,000

3 Beds
3 Baths
1,500 Sq.Ft.

Property description

Discover the charm of island living in this beautifully maintained 3-bedroom, 2.5-bath home, ideally situated on a spacious 5,000 sq ft lot in the heart of Big Pine Key. Built in 2007, this elevate...

Property Details
For Sale 410 Louisa Street

410 Louisa Street, Key West, FL 33040

$2,699,000

3 Beds
3 Baths
2,002 Sq.Ft.

Property description

Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet Lane in the heart of Old Town Key West, just a stone's throw from the world famous Southernmost Point and 1 b...

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 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
For Sale Open House: 1/31/2026, 12:00 PM - 2:00 PM 1014 Truman Avenue Unit: 202

1014 Truman Avenue Unit: 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
Active Under Contract 1217 Johnson Street

1217 Johnson Street, Key West, FL 33040

$4,595,000

5 Beds
6 Baths
3,650 Sq.Ft.

Property description

Step into your stunning dream home with tropical light and refined elegance. 1217 Johnson Street is where luxury meets island soul. Situated on one of Key West's most serene streets, this newly bui...

Property Details
Active Under Contract 33 Cypress Avenue

33 Cypress Avenue, Key Haven, FL 33040

$3,595,000

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 Open House: 2/1/2026, 1:00 PM - 3:00 PM 3 Nassau Lane Unit: A

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

$925,000

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 Open House: 2/1/2026, 1:00 PM - 3:00 PM 406 United Street

406 United Street, Key West, FL 33040

$4,699,000

4 Beds
5 Baths
3,624 Sq.Ft.

Property description

A Grand Historic Masterpiece! Few residences capture the true spirit of Old Town Key West quite like 406 United Street. Rooted in one of the island's most defining eras of growth and prosperity, th...

Property Details
For Sale 1427 Washington Street

1427 Washington Street, Key West, FL 33040

$2,625,000

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 101 Front Street Unit: 23

101 Front Street Unit: 23, Key West, FL 33040

$1,875,000

2 Beds
3 Baths
1,216 Sq.Ft.

Property description

Completely renovated and move-in ready, 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 features ...

Property Details
For Sale 1221 20Th Street

1221 20Th Street, Key West, FL 33040

$1,275,000

3 Beds
2 Baths
1,826 Sq.Ft.

Property description

This spacious 3-bedroom, 2-bathroom home is ideal for entertaining and perfectly suited for large family gatherings. Nestled on an oversized, fully fenced corner lot, this tropical oasis features a...

Property Details
Active Under Contract 247 Golf Club Drive

247 Golf Club Drive, Key West, FL 33040

$1,325,000

3 Beds
3 Baths
1,600 Sq.Ft.

Property description

Tucked inside the private gates of The Sanctuary at the Key West Golf Club, 247 Golf Club Drive is a true standout. This freestanding residence sits on a large lot with sweeping views of the lush f...

Property Details
Active Under Contract 418 William Street

418 William Street, Key West, FL 33040

$3,295,000

4 Beds
3 Baths
1,852 Sq.Ft.

Property description

Situated on one of Old Town Key West's most desirable and historic streets, this beautifully updated William Street residence blends timeless island charm with modern comfort. Just steps from the H...

Property Details
For Sale 620 Thomas Street Unit: 175

620 Thomas Street Unit: 175, Key West, FL 33040

$799,000

2 Beds
1 Bath
604 Sq.Ft.

Property description

This fully furnished first-floor end unit in Shipyard offers comfort, style, and an unbeatable location. Tucked along the quiet back row near the community's gorgeous pool and tropical gardens, thi...

Property Details

Follow Us On Instagram