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Handpicked Homes

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For Sale 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 2101 Harris Avenue

2101 Harris Avenue, Key West, FL 33040

$1,799,000

3 Beds
3 Baths
1,428 Sq.Ft.

Property description

There is something special about a home where everything has already been done for you, and at 2101 Harris Avenue, all that is left is to move in and start enjoying it! Completely reimagined from t...

Property Details
For Sale 2309 Flagler Avenue

2309 Flagler Avenue, Key West, FL 33040

$1,095,000

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 1001 United Street Unit: B

1001 United Street B, Key West, FL 33040

$1,680,000

3 Beds
5 Baths
1,442 Sq.Ft.

Property description

Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three-story corner lot island oasis. The first floor of this expansive attached home welcomes you ...

Property Details
For Sale 1800 Atlantic Boulevard 315B

1800 Atlantic Boulevard 315B, Key West, FL 33040

$1,849,000

2 Beds
2 Baths
1,469 Sq.Ft.

Property description

TRANSIENT investment opportunity awaits. Spacious 2bd/2ba situated in the centrally located waterfront community of 1800 Atlantic. Large covered balcony overlooks a lush tropical courtyard with hug...

Property Details
For Sale Open House: 6/7/2026, 1:00 PM - 3:00 PM 101 Front Street Unit: Unit 23

101 Front Street 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
For Sale 1109 Stump Lane

1109 Stump Lane, Key West, FL 33040

$2,299,500

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 1113 Stump Lane

1113 Stump Lane, Key West, FL 33040

$4,450,000

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 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 34 Key Haven Road

34 Key Haven Road, Key Haven, FL 33040

$1,395,000

4 Beds
2 Baths
1,743 Sq.Ft.

Property description

Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on...

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 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
Active Under Contract 1006 Seminary Street

1006 Seminary Street, Key West, FL 33040

$2,395,000

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 1317 Newton Street

1317 Newton Street, Key West, FL 33040

$1,175,000

2 Beds
3 Baths
1,386 Sq.Ft.

Property description

Charming 2BD/2.5BA Key West cottage nestled in the sought-after Meadows neighborhood. Recently refreshed inside and out, this home features newer stainless steel appliances, granite countertops in ...

Property Details
Active Under Contract 412 Frances Street

412 Frances Street, Key West, FL 33040

$10,500,000

15 Beds
18 Baths

Property description

Heron House Court presents a unique chance to own a boutique guesthouse in the heart of Old Town Key West. This historic gem has been well maintained through the years & offers 15 deluxe rooms (14 ...

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 1220 Georgia Street

1220 Georgia Street, Key West, FL 33040

$1,899,000

4 Beds
3 Baths
1,602 Sq.Ft.

Property description

Some homes invite you in, and others make you want to stay. 1220 Georgia Street does both. Tucked into a quiet pocket of Old Town on a corner lot, the home feels peaceful and removed, yet everythin...

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 3922 Gordon Road

3922 Gordon Road, Big Pine Key, FL 33043

$799,000

2 Beds
2 Baths
1,040 Sq.Ft.

Property description

Not every canal-front home in the Keys feels like a destination. This one does. 3922 Gordon Road is an elevated 2BR/2BA waterfront retreat in Big Pine Key offering the lifestyle buyers come here fo...

Property Details
For Sale 1117 Duval Street

1117 Duval Street, Key West, FL 33040

$9,950,000

7 Beds
8 Baths

Property description

Where Prohibition-Era Legend Meets Modern Key West Hospitality. Historic Key West Boutique Inn on Duval Street | 7 Licensed Transient Accommodations. A rare opportunity to acquire one of Key West's...

Property Details
Pending 617 Front Street B41 week 28

617 Front Street B41 week 28, Key West, FL 33040

$23,999

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

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