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 1014 Flagler Avenue

1014 Flagler Avenue, Key West, FL 33040

$4,700,000

3 Beds
4 Baths
3,104 Sq.Ft.

Property description

A Key West original. 1014 Flagler Avenue is a storied Casa Marina residence shaped by legendary Key West developer David Wolkowsky and set behind privacy walls on an exceptional 11,730-square-foot ...

Property Details
For Sale 1109 Stump Lane

1109 Stump Lane, Key West, FL 33040

$2,199,000

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 1200+1202 White Street

1200+1202 White Street, Key West, FL 33040

$955,000

1 Bath
2,061 Sq.Ft.

Property description

PRIME COMMERCIAL SPACE - Two combined commercial condos on White Street in X Flood Zone! These 2,061sf 1st floor units have been extensively updated and renovated with hurricane rated impact window...

Property Details
For Sale 1202 White Street

1202 White Street, Key West, FL 33040

$460,000

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 Sale Open House: 10/3/2026, 12:00 PM - 2:00 PM 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

$1,095,000

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 1901 S Roosevelt Boulevard 208E

1901 S Roosevelt Boulevard 208E, Key West, FL 33040

$1,349,000

3 Beds
2 Baths
1,395 Sq.Ft.

Property description

Direct ocean views await at this rarely available 3-bedroom, 2-bath condominium in Key West's gated La Brisa community, directly across from Smathers Beach. Whether you're seeking a full-time resid...

Property Details
For Sale 723 Eaton Street

723 Eaton Street, Key West, FL 33040

$6,450,000

7 Beds
9 Baths
3,739 Sq.Ft.

Property description

A rare opportunity in the heart of Old Town Key West's coveted Seaport neighborhood, this exceptional multi-residence property combines the charm and architectural character of historic Key West wi...

Property Details
For Sale Open House: 10/4/2026, 12:00 PM - 2:00 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 1014 Truman Avenue Unit: 202

1014 Truman Avenue 202, Key West, FL 33040

$750,000

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 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
For Sale 419 Simonton Street c

419 Simonton Street c, Key West, FL 33040

$1,995,000

2 Beds
3 Baths
1,409 Sq.Ft.

Property description

Old Town has plenty of history. What it rarely has is a brand-new secret. Privately positioned behind one of Simonton Street's most storied facades, 419 Simonton Street C is a freestanding 2026 re...

Property Details
For Sale 3750 Sunrise Lane

3750 Sunrise Lane, Key West, FL 33040

$6,200,000

5 Beds
5 Baths
5,378 Sq.Ft.

Property description

You can renovate a house. You can't recreate the land. At the end of Sunrise Lane, on a 28,500 SF peninsula with water on three sides, sits one of the most compelling residential sites in Key West....

Property Details
For Sale 1206 White Street

1206 White Street, Key West, FL 33040

$575,000

1 Bath
1,389 Sq.Ft.

Property description

PRIME OPPORTUNITY FOR OWNER/OPERATOR! Commercial condo available with over 1,300 sq. ft. centrally located in Old Town. This is an end unit and has a half bath, hurricane rated windows and doors, f...

Property Details
For Lease 1206 White Street

1206 White Street, Key West, FL 33040

$3,950/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 2309 Flagler Avenue

2309 Flagler Avenue, Key West, FL 33040

$999,000

3 Beds
2 Baths
1,720 Sq.Ft.

Property description

Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 fee...

Property Details
For Sale 626 Fleming Street A

626 Fleming Street A, Key West, FL 33040

$1,299,000

3 Beds
3 Baths
1,260 Sq.Ft.

Property description

Beautifully renovated 3bd/2.5ba townhouse incredibly located just 1.5 blocks from Duval Street with off street parking. The first floor is dedicated to an open concept living room and kitchen with ...

Property Details
For Sale 800 Fleming Street Unit: Unit C1

800 Fleming Street Unit C1, Key West, FL 33040

$2,399,000

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
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
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 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

Follow Us On Instagram