Islamorada, FL Homes

/49
$882,000
- 2 Beds
- 2.5 Baths
- 1,248 Sq Ft
140 Aregood Ln Unit C-2, Islamorada, FL 33036

Welcome to Port of Call, an exclusive low-density, private community nestled on the ocean side of Islamorada. With only 5 buildings with 10 units, this hidden gem offers resort-style amenities and the flexibility of short-term vacation rentals.This beautifully updated 2-bedroom, 2.5-bath townhome is designed for comfort and elegance. A standout feature is the sunroom dining area, where you can

Linda Gaunaurd Century 21 Circle- Islamorada

140 Aregood Ln Unit C-2, Islamorada, FL 33036
/18
$4,500 per month
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
- House for Rent
158 Blue Harbor Dr, Tavernier, FL 33070

Welcome to 158 Blue Harbor Dr--your ideal long-term rental in the heart of the Upper Florida Keys! This beautifully maintained waterfront home offers spacious living with 3 bedrooms and 2 bathrooms, a bright open floor plan, and coastal charm throughout. Enjoy morning coffee or sunset views from the screened balcony overlooking the canal. Boaters will appreciate near by dock with ocean access via

Maria Acosta Keller Williams Capital Realty

158 Blue Harbor Dr, Tavernier, FL 33070
/32
$1,570,000 Sold Jun 06, 2025
- 2,119 Sq Ft
- $741/SF
- 144 Days On Market
- 3 Beds
- 2 Baths
- Built 1989
87851 Old Hwy Unit P 22, Islamorada, FL 33036

Ocean Harbour condo updated in a relaxed coastal style. Exceptional living experience with expansive views of palm trees, marina and open ocean. The primary suite boasts a renovated bathroom and spacious walk-in closet. Tile plank floors are found throughout, with the living room seamlessly extending into an enclosed balcony that offers breathtaking ocean vistas. The kitchen is outfitted with

Carolyn Ambler American Caribbean Real Estate, Christie's International Real Estate

87851 Old Hwy Unit P 22, Islamorada, FL 33036

/4
Not Listed For Sale
0 Palo de Oro Dr Unit 606772, Islamorada, FL 33036

0 Palo de Oro Dr Unit 606772, Islamorada, FL 33036

/50
$2,800,000
- 4 Beds
- 3 Baths
- 2,098 Sq Ft
141 El Capitan Dr, Islamorada, FL 33036

Stunning Waterfront Oasis in Port AntiguaWelcome to your dream home in the Florida Keys—a rare canal-front gem perfectly positioned at the T-junction of two pristine, crystal-clear waterways in the highly sought-after community of Port Antigua, Islamorada. This turnkey 4-bedroom, 3-bathroom residence offers a seamless blend of luxury, comfort, and coastal charm, and is ready for immediate

Raul Hernandez Phantom Real Estate

141 El Capitan Dr, Islamorada, FL 33036
/30
$4,375 per month
- 2 Beds
- 2 Baths
- 733 Sq Ft
- House for Rent
140 Venetian Dr, Islamorada, FL 33036

Meticulously maintained 2-bedroom, 2-bathroom home available for long-term rental on Lower Matecumbe Key. Fully furnished and equipped for easy Florida Keys living, featuring dockage, a small boat ramp, and all utilities included -- water, electric, propane, laundry, internet, TV, lawn maintenance, and pest control. Located on a canal with easy access to the Florida Bay, the home looks across to

Jocelyn Marzella Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

140 Venetian Dr, Islamorada, FL 33036
/31
$1,075,000 Sold Jun 06, 2025
- 1,728 Sq Ft
- $622/SF
- 242 Days On Market
- 2 Beds
- 2 Baths
- Built 1992
269 Burgundy Dr, Tavernier, FL 33070

Location, Location, Location. Breathtaking Ocean Views and Breezes from this prime waterfront location with excellent boating access. Get your Island vibes in this cute, clean and ready to enjoy island home ~ Casa Cayo! In the heart of Tavernier! This delightful 2-bedroom, 2-bathroom manufactured home on stilts boasts breathtaking sunrise views from your private balcony and soothing ocean

Terry Canto American Caribbean Real Estate, Christie's International Real Estate

269 Burgundy Dr, Tavernier, FL 33070

/2
Est $2,154,984 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,633 Sq Ft
200 Pueblo St, Tavernier, FL 33070

200 Pueblo St, Tavernier, FL 33070

/48
$2,222,000
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
64 W Plaza Del Sol, Islamorada, FL 33036

Well priced and ready for a new family! This home has been UPDATED beautifully and has 3 bedrooms and 2 baths on the main living level. It is just waiting for a new family to begin living their best Port Antigua life! The downstairs breezeway affords a large shady area for entertaining or relaxing. Upstairs you will be greeted by an open expansive floor plan. All the windows and doors are

Alina Davis Coldwell Banker Schmitt Islamorada

64 W Plaza Del Sol, Islamorada, FL 33036
/35
$4,900 per month
- 3 Beds
- 2 Baths
- 1,056 Sq Ft
- House for Rent
133 Venetian Dr, Islamorada, FL 33036

Now is your opportunity to rent long term at this fully furnished, move in ready home in one of Islamorada's most exclusive neighborhoods. Situated on a wide canal with 70 feet of dockage, there is an abundance of room for your boating needs. ( landlord reserves right to use dock) This island home features a large private balcony that over looks the canal perfect for entertaining friends or

Anthony Pallaria Coldwell Banker Schmitt Islamorada

133 Venetian Dr, Islamorada, FL 33036
/37
$737,000 Sold Jun 05, 2025
- 1,305 Sq Ft
- $565/SF
- 140 Days On Market
- 3 Beds
- 2 Baths
- Built 1992
273 Hibiscus St, Tavernier, FL 33070

LARGE CORNER LOT LOCATION ON QUIET INTERSECTION. Perfectly located for a family seeking room to roam under numerous native mature trees and a few palms in the heart of Plantation Key in popular X flood zone. This concrete 3-bedroom, 2-bath ranch-style home features vaulted tongue-and-groove ceilings & transom windows for added sunlight in the main living area, complemented by two sets of French

Karan Moeller Ocean Sotheby's International Realty

273 Hibiscus St, Tavernier, FL 33070

/59
Est $1,029,817 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
88181 Old Hwy Unit 2C and 50' slip 2, Islamorada, FL 33036

88181 Old Hwy Unit 2C and 50' slip 2, Islamorada, FL 33036

/49
$2,850,000
- 3 Beds
- 3 Baths
- 2,072 Sq Ft
81250 Overseas Hwy Unit 2, Islamorada, FL 33036

Experience refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket.This three-story home offers a thoughtful

AJ Vetter Palm House Real Estate

81250 Overseas Hwy Unit 2, Islamorada, FL 33036
/53
$5,500 per month
- 3 Beds
- 2.5 Baths
- 1,897 Sq Ft
- House for Rent
214 Normandy Dr, Tavernier, FL 33070

Canal-Front 3BR/3BA Home - Boater's Paradise in TavernierWelcome to your dream rental in the heart of the Florida Keys. This stunning 3-bedroom, 3-bathroom canal-front home offers the perfect blend of comfort, style, and waterfront luxury. Located on the ocean side with quick access to the bay via Tavernier Creek, this fully furnished and stocked home is a true boater's paradise.Enjoy

Shanti Cope Coldwell Banker Schmitt Key Largo

214 Normandy Dr, Tavernier, FL 33070
/28
$2,295,000 Sold Jun 04, 2025
- 2,082 Sq Ft
- $1102/SF
- 202 Days On Market
- 4 Beds
- 3 Baths
- Built 2011
71 W Plaza Del Lago, Islamorada, FL 33036

GREAT LOCATION WITH PRIVATE COMMUNITY BEACH!!! STUNNING 4 BED 3 BATH WELL-BEAUTIFULLY MAINTAINED PORT ANTIGUA POOL HOME WITH 3 BEDROOMS 2 BATHS UPSTAIRS AND AN ADDITIONAL LIVING AREA, KITCHENETTE, 1 BEDROOM, AND 1 BATH DOWNSTAIRS IN THE HIGHLY SOUGHT AFTER PORT ANTIGUA NEIGHBORHOOD* SPACIOUS OPEN LAYOUT WITH TONS OF NATURAL LIGHT* ENJOY POOL AND CANAL WATERVIEWS FROM MOST OF THE HOME* LUSHLY

Jeff Walker Walker Realty and Investments

71 W Plaza Del Lago, Islamorada, FL 33036

/58
Est $1,045,429 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,298 Sq Ft
88540 Overseas Hwy Unit 725 AND Slip 34, Tavernier, FL 33070

88540 Overseas Hwy Unit 725 AND Slip 34, Tavernier, FL 33070

/51
$2,100,000
- 5 Beds
- 2.5 Baths
126 Guilford Ct, Tavernier, FL 33070

Escape to this newly renovated 5-bedroom, 2.5-bath home in the Florida Keys, just an hour south of the mainland. Perfect for family getaways, it features two fully equipped kitchens, a loft/den & open-concept living filled with natural light. The first floor includes four bedrooms, 1.5 baths, an eat-in kitchen & cozy living area. Upstairs offers a full kitchen with dry bar, dining for eight, a

Oscar Arellano BHHS EWM Realty

126 Guilford Ct, Tavernier, FL 33070
/20
$4,000 per month
- 2 Beds
- 2 Baths
- Townhouse for Rent
87200 Overseas Hwy Unit 1, Islamorada, FL 33036

Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2BD/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned gate entrance, private beach to enjoy beautiful sunsets, pool, tennis courts, club house, first come first serve dock. Next door to Founder's Park offering many activities including the famous Nautical flee market. Assoc

Isabel Ruiz Coldwell Banker Realty

87200 Overseas Hwy Unit 1, Islamorada, FL 33036
/41
$1,175,000 Sold Jun 03, 2025
- 2,240 Sq Ft
- $525/SF
- 43 Days On Market
- 5 Beds
- 3 Baths
- Built 1992
137 Venetian Way, Islamorada, FL 33036

Looking for a home to accommodate you and your guests? This concrete construction property features three bedrooms and two baths on the upper level. Lower level offers two bedrooms and one bath, plus a waterfront screen porch, open floor plan, legally permitted enclosure with a living area that includes a kitchenette, plus living room. Plenty of storage with attached workshop/garage. Located on a

Jan Keller Coldwell Banker Schmitt Islamorada

137 Venetian Way, Islamorada, FL 33036

/3
Est $836,866 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,553 Sq Ft
88181 Old Hwy Unit 22A, Islamorada, FL 33036

88181 Old Hwy Unit 22A, Islamorada, FL 33036

/57
$2,695,000
- 4 Beds
- 4 Baths
- 2,728 Sq Ft
82762 Overseas Hwy Unit 3, Islamorada, FL 33036

Open Bay Views, Boat Dockage and more... all in the Heart of Downtown Islamorada! Have you been dreaming of living downtown, but can't find a home with dedicated boat dockage and open water views? If so, this custom home in Madeira Bay is your dream come true! Enjoy open water views from the porch, living room, kitchen, loft and bedroom plus soaring ceilings and lots of living space. The Madeira

Brett Newman Coldwell Banker Schmitt Islamorada

82762 Overseas Hwy Unit 3, Islamorada, FL 33036
/36
$4,800 per month
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
- House for Rent
119 Peace Ave, Tavernier, FL 33070

Escape to paradise with this beautiful Home. This spacious property offers the perfect blend of relaxation and adventure. Enjoy stunning views of the water from your private patio, complete with outdoor seating, ideal for sunset dinners. The interior features an open concept living area, fully equipped kitchen and comfortable 3 bedrooms designed for a restful night's sleep.

Dayron Crespo Dreammore Realty LLC

119 Peace Ave, Tavernier, FL 33070
/40
$925,000 Sold May 30, 2025
- 1,075 Sq Ft
- $860/SF
- 94 Days On Market
- 2 Beds
- 2 Baths
- Built 1975
55 Harbor Dr, Islamorada, FL 33036

Welcome to your slice of paradise in the heart of Islamorada! This quaint, ground-level concrete home is nestled in the exclusive gated community of Plantation Lake Estates, offering both privacy and access to the best of the Florida Keys lifestyle.This well-maintained 2-bedroom, 2-bath home is the perfect island retreat, featuring newer hurricane impact windows and doors, ensuring peace of mind

Krissy Carnahan Realty ONE Group Destination (ISL)

55 Harbor Dr, Islamorada, FL 33036

/2
Not Listed For Sale
- 2 Beds
- 1 Bath
- 684 Sq Ft
120 Orchid St, Tavernier, FL 33070

120 Orchid St, Tavernier, FL 33070

/46
$2,285,000
- 3 Beds
- 2 Baths
- 2,669 Sq Ft
163 Fontaine Dr, Tavernier, FL 33070

Custom Waterfront Pool Home! Offering teak wood floors and doors, 16' vaulted ceilings, custom crown and baseboard molding, chef's kitchen with 6 burner Viking gas range and stainless steel appliances.The home is situated on 2 mature landscaped lots with new irrigation system, free form pool with spill-over spa and resurfaced with Diamond Brite coating, new pool heater, chiller and pump including

Sue Baker-Batsford Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

163 Fontaine Dr, Tavernier, FL 33070
/55
$7,500 per month
- 3 Beds
- 2 Baths
- 1,702 Sq Ft
- House for Rent
147 Plantation Ave, Tavernier, FL 33070

Beautifully renovated ground-level home situated on a prime canal in Islamorada, offering quick and easy access to Tavernier Creek. This 3-bedroom, 2-bathroom residence features a spacious master suite with stunning water views, vaulted tongue-and-groove ceilings, a stylish kitchen, and a fun-filled game room. Fully furnished and move-in ready--just bring your swimsuit and start enjoying the

AJ Vetter Palm House Real Estate

147 Plantation Ave, Tavernier, FL 33070
/59
$415,000 Sold May 30, 2025
- 114 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1976
88500 Overseas Hwy Unit 329, Tavernier, FL 33070

Move right into this beautifully furnished, turnkey 2-bedroom, 1.5-bath condo in the sought-after Summer Seas community on the bay. Enjoy breathtaking sunsets from the beach or the rooftop observation deck, where the beauty of the Florida Keys unfolds before you. This gated community amenities, include a heated/chilled pool, work out room, storage area, communal freezer, and ice machine. Boaters

Will Langley Langley Knight Gardner Islamorada

88500 Overseas Hwy Unit 329, Tavernier, FL 33070

/2
Est $2,383,486 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,776 Sq Ft
119 Harbor Dr Unit & Adjacent Lot, Tavernier, FL 33070

119 Harbor Dr Unit & Adjacent Lot, Tavernier, FL 33070

/42
$669,000
- 2 Beds
- 2 Baths
- 841 Sq Ft
500 Burton Dr Unit 4203, Tavernier, FL 33070

This Condo grossed $27,175.62 in the first Quarter of 2025. Wow Oceanfront Views from this 2/2 Condo with TWO oceanfront balconies. Oceanfront Cafe & Pool bar are now back open !! Marina has direct ocean access and is naturally protected from the elements. Jr. Olympic pool with a 14 person Spa. Lighted Tennis & pickle ball courts. This Condo is being sold fully furnished. Impact windows and

Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

500 Burton Dr Unit 4203, Tavernier, FL 33070
/20
$2,700 per month
- 2 Beds
- 1.5 Baths
- 981 Sq Ft
- Townhouse for Rent
87465 Old Hwy Unit 218, Islamorada, FL 33036

Experience the Unique Lifestyle of the Keys in this Spectacular Furnished Apartment at Plantation by The Sea!Located in the prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal living. Fully furnished and equipped--just bring your suitcase and get ready to enjoy!This charming apartment features

Florentina Antigua EXP Realty LLC

87465 Old Hwy Unit 218, Islamorada, FL 33036
/57
$550,000 Sold May 30, 2025
- 1,567 Sq Ft
- $351/SF
- 124 Days On Market
- 3 Beds
- 2 Baths
- Built 1976
88500 Overseas Hwy Unit 509, Tavernier, FL 33070

HUGE Reduction in price for fast sale, now listed at $146,009 less then the fair market value as per Monroe County Property Appraisers office. This beautiful 5th floor Penthouse apartment has 3 bedrooms and two full bathrooms, fabulous open concept living area and kitchen with a private roof top deck at the Stunning Summer Sea Condominium on Plantation Key. with Ocean view from the apartment and

Jonelle Kop Blue 9 Realty, Inc.

88500 Overseas Hwy Unit 509, Tavernier, FL 33070

/13
Est $1,333,425 Not Listed For Sale
206 Plantation Ave, Islamorada, FL 33070

206 Plantation Ave, Islamorada, FL 33070

/36
$2,160,000
- 2 Beds
- 2 Baths
- 1,071 Sq Ft
125 Cortez Dr, Islamorada, FL 33036

Welcome to your slice of paradise in the sought-after Matecumbe Ocean View neighborhood! This beautifully upgraded concrete home (including the roof) is built for durability, comfort, and style. Fully fenced and thoughtfully designed, the exterior grounds features sleek new concrete and turf along the sides of the house for a clean, modern look.The backyard is an entertainer's dream with a full

Natalie Ardis Coldwell Banker Schmitt Real Estate Co.

125 Cortez Dr, Islamorada, FL 33036
/5
$5,000 per month
- 1 Bath
- 500 Sq Ft
- Property for Rent
74560 Overseas Hwy Unit Dock, Islamorada, FL 33036

Remarkable Commercial Approved 100 Ft Dock for RENT with deep water access with Helicopter Pad Option. Rare in the Florida Keys! Can also be packaged with an additional 1 Bedroom Apartment or Studio

Graciela Lozano KeysLifestyle Real Estate (KW)

74560 Overseas Hwy Unit Dock, Islamorada, FL 33036
/55
$1,375,000 Sold May 30, 2025
- 1,920 Sq Ft
- $716/SF
- 210 Days On Market
- 3 Beds
- 3 Baths
- Built 1977
158 Iroquois Dr, Islamorada, FL 33036

Incoming producing property with future bookings already in place! This two story-waterfront property in the Florida Keys within Lower Matecumbe Key (near mile marker 74) 3 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 ocean side with 1,920 sq ft of living space. Second floor has 2 bedrooms, 1 bath and first floor has 1

Jessica Wolf Luxe Properties, LLC.

158 Iroquois Dr, Islamorada, FL 33036

/32
Est $632,219 Not Listed For Sale
- 2 Beds
- 2 Baths
- 864 Sq Ft
Unlisted Address

Unlisted Address

/40
$1,050,000 Open Sat 11AM - 1PM
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
158 Tampa Dr, Tavernier, FL 33070

Charming double-lot pool home in Islamorada ~ your private Keys oasis awaits! Fully fenced with an electric gate, this spacious property offers ample room for your boats, RV, and pets to roam. Inside, you'll find a welcoming 3-bedroom, 2-bath home with an open layout, soaring vaulted ceilings, and abundant natural light. The generous living room provides space to relax and unwind, with plenty of

Shelby Morris American Caribbean Real Estate, Christie's International Real Estate

158 Tampa Dr, Tavernier, FL 33070
/6
$1,750 per month
- 1 Bed
- 1 Bath
- 650 Sq Ft
- Apartment for Rent
74560 Overseas Hwy Unit 4, Islamorada, FL 33036

Introducing a spacious one-bedroom apartment featuring its own beach deck. Enjoy a convenient atmosphere with easy access to boating, fishing, and kayaking. This bright and open studio offers comfort and island charm, just steps from stunning ocean views, great dining, and outdoor adventures. Experience the best of the Florida Keys lifestyle at an unbeatable value. Don’t miss this

Giancarlo Espinosa Virtual Realty Group FL Keys Inc

74560 Overseas Hwy Unit 4, Islamorada, FL 33036
/36
$716,000 Sold May 27, 2025
- 1,271 Sq Ft
- $563/SF
- 12 Days On Market
- 3 Beds
- 2 Baths
- Built 1985
88540 Overseas Hwy Unit 106 and boat sl, Tavernier, FL 33070

Tropical Getaway in Islamorada - Boater's Dream at Futura Yacht Club! Unit 106 with DEEDED BOAT SLIP. This beautifully updated 3-bedroom, 2-bath condo at the desirable bay front community of Futura Yacht Club offers the perfect blend of comfort, convenience, and investment potential. Step inside to find a stylish, modern kitchen with sleek stainless steel appliances and quartz

Christy Hughes Coldwell Banker Schmitt Islamorada

88540 Overseas Hwy Unit 106 and boat sl, Tavernier, FL 33070

/11
Not Listed For Sale
- 2 Beds
- 2 Baths
- 647 Sq Ft
176 Orchid St, Tavernier, FL 33070

176 Orchid St, Tavernier, FL 33070

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