Islamorada, FL Homes

/98
$13,250,000

New Construction $700K PRICE DROP
- 7 Beds
- 7 Baths
75840 Overseas Hwy, Islamorada, FL 33036

LUXURY BEACHFRONT ESTATE HOME! Come embrace this brand-new magnificent property where you will encounter a relaxing ambiance gracefully set on over 2 private acres of pristine bayfront offering deep-water dockage with a 20,000 lb boat lift, a white sandy beach and stunning unobstructed panoramic views of the Florida Bay located in desirable Lower Matecumbe. Spanning nearly 6,000 square feet of

Lisa Frins Langley Knight Gardner Islamorada

75840 Overseas Hwy, Islamorada, FL 33036
/41
$735,000

Sold Jan 26, 2026

132 Galleon Rd, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,472 Sq Ft
- Built 1991
Last Sold Summary
- 8% Below List Price
- $499/SF
- 28 Days On Market
Current Estimated Value $826,513

Last Listing Agent Shane Wilson Cypress Realty, Inc.

132 Galleon Rd, Islamorada, FL 33036

/2
Est $1,140,334

Not Listed For Sale

87851 Old Hwy Unit K3 Boat Slip 46, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,736 Sq Ft
- Built 1989
87851 Old Hwy Unit K3 Boat Slip 46, Islamorada, FL 33036

/82
$4,000,000

New Construction $200K PRICE INCREASE
- 4 Beds
- 4.5 Baths
- 2,574 Sq Ft
82779 Old Hwy Unit 8, Islamorada, FL 33036

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

The Florida Keys Sold Sisters Ocean Sotheby's International Realty

82779 Old Hwy Unit 8, Islamorada, FL 33036
/38
$1,050,000

Sold May 01, 2026

83201 Old Hwy Unit 405, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,275 Sq Ft
- Built 1982
Last Sold Summary
- 12% Below List Price
- $824/SF
- 197 Days On Market
Current Estimated Value $1,050,050

Last Listing Agent Danielle Cockerham Coastal Realty of the Florida Keys

83201 Old Hwy Unit 405, Islamorada, FL 33036

/2
Est $2,525,867

Not Listed For Sale

445 Palm Dr, Islamorada, FL 33036
- Studio
445 Palm Dr, Islamorada, FL 33036

/87
$6,500,000
- 4 Beds
- 3 Baths
- 4,103 Sq Ft
88547 Old Hwy, Tavernier, FL 33070

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame

Brett Newman Coldwell Banker Schmitt Islamorada

88547 Old Hwy, Tavernier, FL 33070
/19
$3,400

Sold May 18, 2026

169 Orchid St, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 1,426 Sq Ft
- Built 1970
Last Sold Summary
- 6% Below List Price
- $2/SF
- 164 Days On Market
Last Listing Agent Jamie Gunthner Real Estate Sales Force, Inc.

169 Orchid St, Tavernier, FL 33070

/60
Est $1,384,000

Not Listed For Sale

84745 Old Hwy Unit 6, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,750 Sq Ft
- Built 2023
84745 Old Hwy Unit 6, Islamorada, FL 33036

Last Sold Summary
- 98 Days On Market
Last Listing Agent Drew Moret Coastal Realty of the Florida Keys

/33
$3,995,000

Under Contract
- 5 Beds
- 4 Baths
- 4,014 Sq Ft
87445 Old Hwy, Islamorada, FL 33036

Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number

Cheri Tindall American Caribbean Real Estate, Christie's International Real Estate

87445 Old Hwy, Islamorada, FL 33036
/18
Sold Jul 02, 2026

154 Hibiscus St, Tavernier, FL 33070
- 2 Beds
- 1.5 Baths
- 1,020 Sq Ft
- Built 1979
Last Sold Summary
- 73 Days On Market
Current Estimated Value $924,086

Last Listing Agent The Jude Lindback Te Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

154 Hibiscus St, Tavernier, FL 33070

/66
Not Listed For Sale

84745 Old Hwy Unit 12, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
- Built 2023
84745 Old Hwy Unit 12, Islamorada, FL 33036

Last Sold Summary
- 83 Days On Market
Last Listing Agent Ernesto Portuondo American Caribbean Real Estate

/41
$1,550,000

New Construction $149K PRICE DROP
- 4 Beds
- 3 Baths
- 2,277 Sq Ft
36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036

Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space.Offering a rare 4-bedroom, 3-bathroom split floorplan, the home

AJ Vetter Palm House Real Estate

36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036
/81
$6,050,000

Sold Jan 30, 2026

118 Villa Bella Dr, Islamorada, FL 33036
- 5 Beds
- 5.5 Baths
- 5,195 Sq Ft
- Built 2021
Last Sold Summary
- 14% Below List Price
- $1,165/SF
- 239 Days On Market
Current Estimated Value $6,221,438

Last Listing Agent Karan Moeller Ocean Sotheby's International Realty

118 Villa Bella Dr, Islamorada, FL 33036

/2
Est $1,358,678

Not Listed For Sale

111 San Marco Dr Unit and boat slip, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 1987
111 San Marco Dr Unit and boat slip, Islamorada, FL 33036

/74
$699,000

$15K PRICE DROP
- 2 Beds
- 2 Baths
- 841 Sq Ft
500 Burton Dr Unit 2409, Tavernier, FL 33070

Enjoy breathtaking ocean views from this beautifully updated 2-bedroom, 2-bathroom top-floor condo, fully furnished, in the highly desirable Ocean Pointe community. Positioned for one of the best views in the building, this unit features a private balcony with access from both the living room and the primary bedroom--perfect for relaxing and taking in the scenery. The spacious primary bedroom

April Struhs Coldwell Banker Schmitt Key Largo

500 Burton Dr Unit 2409, Tavernier, FL 33070
/30
$760,000

Sold May 21, 2026

203 Antigua Rd, Key Largo, FL 33037
- 4 Beds
- 4 Baths
- 1,920 Sq Ft
- Built 2025
Last Sold Summary
- 90% Below List Price
- $396/SF
- 99 Days On Market
Last Listing Agent John Maderal Compass Florida, LLC

203 Antigua Rd, Key Largo, FL 33037

/71
Not Listed For Sale

266 Burgundy Dr, Tavernier, FL 33070
- 5 Beds
- 2 Baths
- 1,772 Sq Ft
- Built 1990
266 Burgundy Dr, Tavernier, FL 33070

Last Sold Summary
- 434 Days On Market
Last Listing Agent Robert Valenzuela, PA Century 21 Circle

/48
$3,700,000
- 3 Beds
- 3 Baths
- 1,729 Sq Ft
313 North Dr, Islamorada, FL 33036

Private. Luxurious. Waterfront. Boater-focused.This is more than a home it is an opportunity to experience the Florida Keys exactly as they were meant to be enjoyed. This stunning 3-bedroom, 3-bath Waterfront - Pool home nestled within a private gated community and offers an exceptional combination of sophisticated upgrades and effortless ocean access.This property is designed with the

Sharon Kelly-Brown Reel Keys Realty

313 North Dr, Islamorada, FL 33036
/33
$975,000

Sold May 20, 2026

101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036
- 3 Beds
- 2.5 Baths
- 2,000 Sq Ft
- Built 2003
Last Sold Summary
- 11% Below List Price
- $488/SF
- 29 Days On Market
Current Estimated Value $1,018,607

Last Listing Agent Judy Rossignol Paradise Florida Keys Real Estate, a Luxury Brand

101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036

/37
Est $567,771

Not Listed For Sale

92550 Overseas Hwy Unit 220, Tavernier, FL 33070
- 2 Beds
- 1.5 Baths
- 950 Sq Ft
- Built 1975
92550 Overseas Hwy Unit 220, Tavernier, FL 33070

Last Sold Summary
- 425 Days On Market
Last Listing Agent Claire Johnson Exit Realty Florida Keys TAV

/78
$3,950,000

New Construction $150K PRICE INCREASE Under Contract
- 4 Beds
- 4.5 Baths
- 2,574 Sq Ft
82779 Old Hwy Unit 14, Islamorada, FL 33036

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

The Florida Keys Sold Sisters Ocean Sotheby's International Realty

82779 Old Hwy Unit 14, Islamorada, FL 33036
$1,150,000

Sold Oct 07, 2025

144 Dove Ave, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 1984
Last Sold Summary
- 12% Below List Price
- $933/SF
- 282 Days On Market
Current Estimated Value $1,178,182

Last Listing Agent Lorie Leal American Caribbean Real Estate

144 Dove Ave, Tavernier, FL 33070

/2
Est $1,030,355

Not Listed For Sale

87462 Old Hwy, Plantation Key, FL 33036
- Studio
87462 Old Hwy, Plantation Key, FL 33036

/8
$2,800,000
- Land
- 24,393 Sq Ft
- $5,000,000 per Acre
77481 Overseas Hwy, Islamorada, FL 33036

Rare oceanfront Pristine parcel offering approximately 0.56 acres (100 x 244') with 100 feet of Pristine Atlantic Shoreline and active building permit for your dream home/estate. Features a new 80-plus foot dock with a tiki hut and direct access to world-class fishing, diving, snorkeling, and boating. Enjoy sweeping sunrise views over the beautiful Atlantic Ocean and sightlines to the iconic

Jonathan Minerick Homecoin.com

77481 Overseas Hwy, Islamorada, FL 33036
/2
$2,100,000

Sold Aug 31, 2026

123 Harbor Dr, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 1,478 Sq Ft
- Built 1963
Last Sold Summary
- $1,421/SF
- 0 Days On Market
Last Listing Agent Joy Martin American Caribbean Real Estate, Christie's International Real Estate

123 Harbor Dr, Tavernier, FL 33070

/81
Est $7,086,480

Not Listed For Sale

89475 Old Hwy, Tavernier, FL 33070
- 4 Beds
- 5.5 Baths
- 6,962 Sq Ft
- Built 1984
89475 Old Hwy, Tavernier, FL 33070

Last Sold Summary
- 590 Days On Market
Last Listing Agent Lisette Martinez PA Luxe Properties

/2
$175,000
1 Tdr, Plantation Key, FL 33070

1 dry lot ''Transferable Development Right (TDR)'' for the Village of Islamorada. Receiver site must be scarified. No real property being exchanged.

AJ Vetter Palm House Real Estate

1 Tdr, Plantation Key, FL 33070
/35
$2,850

Sold Apr 20, 2026

88540 Overseas Hwy Unit 203, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 853 Sq Ft
- Built 1985
Last Sold Summary
- 19% Below List Price
- $3/SF
- 133 Days On Market
Current Estimated Value $582,407

Last Listing Agent Shanti Cope Coldwell Banker Schmitt Key Largo

88540 Overseas Hwy Unit 203, Tavernier, FL 33070

/63
Not Listed For Sale

84745 Old Hwy Unit 5, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
- Built 2023
84745 Old Hwy Unit 5, Islamorada, FL 33036

Last Sold Summary
- 46 Days On Market
Last Listing Agent Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

/28
$660,000

$39K PRICE DROP
- 3 Beds
- 2 Baths
- 1,758 Sq Ft
212 Buttonwood Ln, Tavernier, FL 33070

Welcome to your dream island getaway in the highly sought-after Bluewaters community. Nestled at the south end of Key Largo, this 1974 doublewide manufactured home has been transformed into a delightful oasis. Upgraded with impact windows, wood plank tile throughout, newer kitchen with stainless appliances, quartz counters, tile backsplash, and a built-in banquette; both bathrooms have been fully

Yoana Toth Toth Real Estate Group

212 Buttonwood Ln, Tavernier, FL 33070
/51
$1,700,000

Sold Sep 23, 2025

173 Plantation Dr, Tavernier, FL 33070
- 4 Beds
- 3 Baths
- 2,422 Sq Ft
- Built 1964
Last Sold Summary
- 6% Below List Price
- $702/SF
- 166 Days On Market
Current Estimated Value $1,690,884

Last Listing Agent Terry Canto American Caribbean Real Estate, Christie's International Real Estate

173 Plantation Dr, Tavernier, FL 33070

/48
Est $3,237,121

Not Listed For Sale

226 Navajo St, Plantation Key, FL 33070
- 4 Beds
- 3.5 Baths
- 3,100 Sq Ft
- Built 2023
226 Navajo St, Plantation Key, FL 33070

Last Sold Summary
- 4 Days On Market
Last Listing Agent Joel Peterson Palm House Real Estate

/52
$1,800,000

$100K PRICE DROP
- 5 Beds
- 4 Baths
- 1,467 Sq Ft
212 Banyan Ln, Tavernier, FL 33070

Turnkey Florida Keys retreat, already approved for short-term rentals! This amazing 5-bedroom, 3-bathroom home is the perfect blend of luxury lifestyle and income potential. Whether you're an investor seeking strong returns, a buyer looking for a vacation home, or planning your dream retirement in paradise, NO HOA . Comes with solar panels that save you $$$ Impact door and windows and beautiful

Adriana Gonzalez Dalton Wade Inc

212 Banyan Ln, Tavernier, FL 33070
/43
$1,425,000

Sold May 22, 2026

139 Gardenia St, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,204 Sq Ft
- Built 1963
Last Sold Summary
- 10% Below List Price
- $1,184/SF
- 66 Days On Market
Current Estimated Value $1,412,692

Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

139 Gardenia St, Tavernier, FL 33070

/60
Est $1,915,828

Not Listed For Sale

207 Mohawk St, Tavernier, FL 33070
- 4 Beds
- 3 Baths
- 2,441 Sq Ft
- Built 1994
207 Mohawk St, Tavernier, FL 33070

Last Sold Summary
- 208 Days On Market
Last Listing Agent Ashley Lindmar, Realtor Coldwell Banker Schmitt Islamorada

/4
$700,000

$75K PRICE DROP
- 1,824 Sq Ft
145 Casa Court Dr, Tavernier, FL 33070

Seller is motivated, make an offer,Welcome to this 1,824 square foot duplex located in Adobe Casa Court in Tavernier, Florida. This single-story property offers practical living space across one floor, making it convenient and accessible. Situated in the Adobe Casa Court community, this duplex presents an opportunity for investors or those seeking a straightforward residential property in the

Simon Gedz Charles Rutenberg Realty FTL

145 Casa Court Dr, Tavernier, FL 33070
/2
$1,300,000

Sold Apr 01, 2026

213 Nautilus Dr, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,530 Sq Ft
- Built 1965
Last Sold Summary
- 4% Below List Price
- $850/SF
- 22 Days On Market
Current Estimated Value $1,359,970

Last Listing Agent Claire Johnson Exit Realty Florida Keys TAV

213 Nautilus Dr, Islamorada, FL 33036

/45
Est $2,445,933

Not Listed For Sale

148 Riviera Dr, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 2,580 Sq Ft
- Built 2010
148 Riviera Dr, Tavernier, FL 33070

Last Sold Summary
- 177 Days On Market
Last Listing Agent Joel Young American Caribbean Real Estate

/16
$619,995

$10K PRICE DROP
- 2 Beds
- 2 Baths
- 853 Sq Ft
88540 Overseas Hwy Unit 304, Tavernier, FL 33070

Futura Yacht Club is the perfect Florida Keys getaway. Unit 304 is a fully furnished 2 bed, 2 bath beautifully maintained condo. The complex boasts extensive community amenities including a marina, ramp, pool, clubhouse, tennis and greenspace. With a partial Florida Bay view, come for the sunsets and stay for the lifestyle Condo has additional murphy bed and is sold fully furnished.

Elizabeth Jolin Coldwell Banker Schmitt Real E

88540 Overseas Hwy Unit 304, Tavernier, FL 33070

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Islamorada, FL Homes

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