Refine Search
Sort by
$725,000
A11703219 MLS
Florida Keys treasure ripe for rejuvenation! Located in the desirable Indian Harbor Community of Tavernier in Islamorada, this inviting 2-bedroom, 2-bath CBS home is a standout value in the Upper Keys. Featuring a durable metal roof, large downstairs storage, and a huge, screened patio that's perfect for entertaining. Upstairs, you'll find a massive veranda, the perfect spot for your morning coffee or an afternoon tropical cocktail. Exceptional HOA Park with a boat ramp, giving you easy access to fantastic backwater and ocean fishing, diving, sandbar adventures, and restaurant hopping. Whether you're seeking a full-time or seasonal residence, or a weekend getaway for nearby Tri-County residents, this home offers the ideal Florida Keys experience and opportunity you've been dreaming of!

155 Sioux St, Islamorada

$1,500,000
A11688486 MLS
Islamorada Exclusive Anglers Reef Resort! An oceanfront gated community with resort -style amenities, marina, & 2 sandy beaches; this fully furnished, two-story single-family home, w/ 2 Bedrooms, 2.5 Baths, is a treasure for ocean lovers & investors alike. Premium features include impact windows & doors, stainless steel appliances, wood cabinetry, & granite countertops. A Boater’s Paradise with direct oceanfront access & proximity to the famous Islamorada sandbar, & a deeded boat slip is also available for sale, accommodating a boat up to 31 feet. Proven Rental Success, in a well-established program, this home has a 7-Day rental license, with over 175 five-star reviews, making it an ideal investment opportunity or personal retreat. Pet friendly community.

120 Anglers Way, Islamorada

$1,049,000
A11688370 MLS
ALL CONCRETE BUNKER in an X Zone, beautifully updated! With 2,200sqft under air, this 3/3 pool home has it all! Located in Islamorada's Plantation Key Colony, on a fully fenced & gated lot & a half in an X zone. The main living area offers vaulted & insulated ceilings & a true chef's kitchen, w/ a full suite of GE Cafe series stainless appliances. Back steps lead to the new heated & chilled in ground pool w/ jets & water fall, surrounded by travertine pavers & a new tiki with electric. Upgrades incl impact windows, new electrical throughout incl. underground service; new plumbing, LED lighting, all new HVAC & more! Join Plantation Key Colony's voluntary HOA (just $250 per year) to access private bayfront homeowner's park, beach, truck & trailer parking & boat ramp is just down the street.

220 Jasmine St, Islamorada

$1,950,000
A11685784 MLS
Discover unparalleled Keys living at 190 Gulfview Dr in Islamorada’s exclusive White Marlin Beach. This exquisite 4-bedroom, 3-bath home boasts 70 feet of private dockage with seamless access to both ocean and bay waters. Enjoy exceptional living areas, a sparkling pool with covered entertainment space, an expansive upstairs balcony, and abundant storage for your gear. The additional downstairs living area offers extra flexibility, perfect for guests. With private access to White Marlin Beach, you’ll be steps from pristine sands and breathtaking sunsets. This property offers exceptional rental history with repeat guests and strong cash flow which make this an outstanding investment. Embrace luxury island living at its finest!

190 Gulfview Dr, Islamorada

$1,700,000
A11674250 MLS
Discover the ultimate waterfront retreat in the heart of Islamorada, in the highly sought after neighborhood of White Marlin Beach. This captivating 3-bedroom, 2-bathroom gem is a dream come true. The interior features an open floor plan with 9-foot ceilings and ceramic tile. Embrace the coastal lifestyle with stunning water views right from your backyard and revel in the convenience of a private boat ramp and dock. Take a short trip just a couple blocks away to your private homeowner's park with sandy beach. Safety and security are paramount, thanks to the fully fenced yard with electric sliding gate and impact windows and doors. The one-car garage, carport and shop provide space for multiple vehicles and hobby projects.

121 Venetian Dr, Islamorada

$1,685,900
A11662123 MLS
Welcome to this two story-waterfront property in the Florida Keys within Lower Matecumbe Key (near mile marker 74) three bedrooms and 3 baths total (2 bed/1bath on the second floor, 1bed/1bath on first floor, and 1 full bath on exterior) on the on the ocean side with 1,920 sq ft of living space. This unique canal front property offers a 6,600 sq ft total lot size with access to the open ocean and bay within minutes. 60 FT concrete dock offers space for your boats, jets ski's and more. 2 boat lifts included in the purchase, one can hold up to 10,000 lbs and other 15,000 lbs. Plenty of parking for multiple cars within the actual property. Furniture can be included in the sale. Call us today for in-person/virtual showings.

158 Iroquois Dr, Islamorada

$2,695,900
A11648297 MLS
Welcome to this beautiful Florida Keys home, 1,827 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed and elevated in 2021. Boaters paradise with 75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a boat lift. Canal depth is estimated to be 10-12 FT. This unique layout offers 2 bedrooms and 2 baths on the second floor with a full kitchen and spacious living room area, washer and dryer. First floor offers 1 bedroom and 1 bath, washer and dryer, full kitchen and its own washer and dryer for your convenience (separate living units). New roof/hurricane impact windows throughout. Easy storage space. Ample parking.

126 Columbus Dr, Islamorada

$7,650,000
A11633525 MLS
THE LAST RESORT offers breathtaking views of the Atlantic Ocean, complemented by expansive & covered verandahs, poolside Chaise lounge chairs and beachfront hammocks that invite you to soak in the beauty of the surroundings. This home is the Historic, 1922 residence of Roger and Sarah Albury. With 165' of private sandy beach at your disposal and a 15 x 30 heated swimming pool by the seaside, relaxation and enjoyment are easily obtained. All of this is set on over one acre of lush tropical land, providing a serene and private retreat. Additionally, the property features a 37.5' private concrete dock on the adjacent canal, offering convenient access to the water for boating enthusiasts. Located in the heart of the Florida Keys,

109 Columbus Dr, Islamorada

$750,000
A11615067 MLS
Stunning Islamorada 3/2 plus loft fully furnished & equipped with new kitchen, bar, built-ins fishing+storage, 2 brand new Bathrooms, new extended loft area, new high end appliances, new full size Washer/Dryer, new BBQ area new patio pavers, private palms trees, Serena & Lily furnish, new electric, new electric water heater, new car charging, new 80" smart OLED TV, new bar, coffee and bar, new 4 ton AC unit, high end hurricane impact windows and doors that are reflective and cannot see inside. Best area next to pool & marina. Sleeps over 10 people. King in master, 2 queen mattress in additional bedroom and loft along with 5 twin mattresses. Rented in winter for $6k a month! See 3 videos: https://youtu.be/P8cOME8P_kY; https://youtu.be/b6RmPMU8pvk; https://youtube.com/shorts/BEo0F_YzVFE;

87200 Overseas Hwy, Islamorada

$5,495,000
A11577221 MLS
Nestled at the secluded end of a private road in Islamorada's premier boating neighborhood, is a remarkable property with breathtaking bay vistas and unmatched seclusion. Completely rare 200 feet along Florida Bay on 3/4 of a lush green acre! Floating dock for flats boat is right behind the house and two slips in the private marina just 800 feet away, each accommodating boats up to 40’ LOA. The sprawling one-level home features cathedral ceilings, oversized windows framing panoramic bay views. A screened porch offers a serene bay-facing retreat, while the primary suite and a separate wing with office and guest quarters ensure ample space for relaxation and hosting. 3,000SF+/- under AC and abundant outdoor living spaces, PLUS 1500sf garage and 560sf workout room. Metal roof, mostly impact.

140 Gulfside Dr, Islamorada