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Key West Waterfront Homes for Sale: Just Listed Properties & Open House Info 🍍

May 9, 2025 by Dominique Barrera Leave a Comment

🍍 Key West Waterfront Homes for Sale: Just Listed Properties & Open House Info 🍍
From canal-front estates to turnkey retreats, find your perfect island home this May.


🍍 Open House This Sunday, May 11 – 2109 Seidenberg Avenue

Sunday 11AM–2PM | $1,450,000
4 Bed | 3 Bath
Tropical charm meets flexible living in this updated New Town home. A separate, fully equipped guest cottage makes it ideal for visiting friends or extended stays. With a brand-new roof, hurricane-impact windows, and turnkey furnishings, it’s move-in ready for effortless island living.
Listed by: Mike & Elise Irwin 305-509-2149

Front of Structure
Living Room
Kitchen
Deck
Out Building


🏑 8 Diamond Drive – A Tropical Waterfront Paradise

Just Listed | $3,260,000
6 Bed | 4.5 Bath
Listed at appraised value, this stunning waterfront home sits just one house from open water. Enjoy breezy indoor-outdoor living, a pool and jacuzzi, two boat lifts, and a dedicated fishing room built for serious anglers.
Listed by: Jenny Perry 305-747-0369 | Angela McChesney 305-395-2540

8 DIAMOND DR: 1 house from open water

 

8 Diamond Dr


🍍 3608 & 3612 Sunrise Drive – Rare Waterfront Double Lot

Just Listed | $5,800,000
6 Bed | 5 Bath Total
Two canal-front homes on over 20,000 sq ft, sold together. Each features 3 bedrooms, a pool, boat lift, outdoor kitchen, and classic Keys charm. A unique opportunity for a private estate, family retreat, or investment property.
Listed by: Angela McChesney 305-395-2540 | Jenny Perry 305-747-0369

Aerial View

Aerial View


🍍 37 Evergreen Drive – Elevated Key Haven Waterfront

Just Listed | $2,500,000
3 Bed | 3 Bath
This elevated home in Key Haven offers 2,685 sq ft of refined living with balconies off every room, a spa-style primary suite, impact windows, and a whole-house generator. Located on a quiet cul-de-sac with boating access to both Gulf and Atlantic.
Listed by: Angela McChesney 305-395-2540 | Jenny Perry 305-747-0369

Front of Structure

Back of Structure

🍍 515 Amelia Street – Turnkey Transient Vacation Rental

$4,999,000 | 5 Bed | 5.5 Bath
Casa Grande is a fully licensed vacation rental with strong income history, located just steps from Duval Street. It features a private suite layout, lush yard, rare off-street parking for two, and one of the largest private pools in Key West.
Listed by: Jenny Perry 305-747-0369 | Angela McChesney 305-395-2540

Front of StructurePool


🍍 924 Flagler Avenue – Historic Casa Marina Estate

$4,995,000 | 4 Bed | 2.5 Bath
Located on more than 12,300 sq ft in the prestigious Casa Marina neighborhood, this gated estate offers custom Mahogany finishes, a gourmet kitchen, whole-house generator, 7,000-gallon cistern, and room to expand or add a pool.
Listed by: Laurie McChesney 305-923-6639

Aerial View
Dining Area

 

Garage

Aerial View


🍍 Ready to find your dream home in Key West?
Contact one of the agents above for more information or to schedule a private tour.

 

Filed Under: Key West Real Estate Tagged With: Boating Access, Canal Front, Casa Marina, florida keys, Investment, Key Haven, key west, Luxury Homes, New Listings, New Town, open house, Real Estate, Turnkey Homes, Vacation Homes, Waterfront

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