Islamorada, FL Homes

/38
$524,900
- 2 Beds
- 2 Baths
- 826 Sq Ft
500 Burton Dr Unit 2202, Tavernier, FL 33070

Ocean Pointe! RENTAL INCOME!! Own your piece of the Florida Keys while taking advantage of one of the Keys' premier vacation rental communities.This beautifully updated and fully furnished 2-bedroom, 2-bath condominium at Ocean Pointe offers the perfect blend of personal enjoyment and income-producing investment potential. With a proven history of successful short-term rentals, it's an

Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

500 Burton Dr Unit 2202, Tavernier, FL 33070
/40
$1,600,000

Sold Jun 11, 2026

240 S Coconut Palm Blvd, Tavernier, FL 33070
- 2 Beds
- 1.5 Baths
- 1,022 Sq Ft
- Built 1964
Last Sold Summary
- 3% Below List Price
- $1,566/SF
- 2 Days On Market
Current Estimated Value $1,590,515

Last Listing Agent Trent Shaw American Caribbean Real Estate, Christie's International Real Estate

240 S Coconut Palm Blvd, Tavernier, FL 33070

/2
Est $640,620

Not Listed For Sale

850 Palmetto Ave, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 579 Sq Ft
- Built 1950
850 Palmetto Ave, Tavernier, FL 33070

/48
$700,000

$39K PRICE DROP
- 2 Beds
- 2 Baths
- 1,179 Sq Ft
200 Wrenn St Unit 606, Tavernier, FL 33070

TOP FLOOR oceanfront living awaits in this beautifully updated 2-bedroom, 2-bath condo located in desirable Sea Gulls development in Plantation Key. Enjoy breathtaking Atlantic Ocean views from the main living area, primary suite, and an expansive private balcony, perfect for soaking in stunning sunrises and refreshing ocean breezes.The tastefully renovated interior is offered turnkey, fully

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

200 Wrenn St Unit 606, Tavernier, FL 33070
/42
$825,000

Sold Jul 13, 2026

83201 Old Hwy Unit 301, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,275 Sq Ft
- Built 1982
Last Sold Summary
- 8% Below List Price
- $647/SF
- 215 Days On Market
Current Estimated Value $866,659

Last Listing Agent The Florida Keys Sold Sisters Ocean Sotheby's International Realty

83201 Old Hwy Unit 301, Islamorada, FL 33036

/33
Est $623,715

Not Listed For Sale

500 Burton Dr Unit 2402, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 826 Sq Ft
- Built 1991
500 Burton Dr Unit 2402, Tavernier, FL 33070

Last Sold Summary
- 118 Days On Market
Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

/34
$2,485,000
- 3 Beds
- 3 Baths
- 2,072 Sq Ft
81250 Overseas Hwy Unit 2, Islamorada, FL 33036

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 layout

Drew Moret Coastal Realty of the Florida Keys

81250 Overseas Hwy Unit 2, Islamorada, FL 33036
/40
$335,000

Sold Mar 23, 2026

119 Cortez Dr Unit 3G, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 518 Sq Ft
- Built 1980
Last Sold Summary
- 11% Below List Price
- $647/SF
- 54 Days On Market
Last Listing Agent Melissa Nowell Century 21 Circle- Islamorada

119 Cortez Dr Unit 3G, Islamorada, FL 33036

/28
Est $332,921

Not Listed For Sale

40 High Point Rd Unit D202, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 1,147 Sq Ft
- Built 1974
40 High Point Rd Unit D202, Tavernier, FL 33070

Last Sold Summary
- 108 Days On Market
Last Listing Agent Jennifer Miller LoKation Real Estate - Pompano Beach

/43
$549,500
- 1 Bed
- 1 Bath
- 358 Sq Ft
81801 Overseas Hwy Unit 716, Islamorada, FL 33036

Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada, the Sportfishing Capital of the World. This double queen bed condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

81801 Overseas Hwy Unit 716, Islamorada, FL 33036
/50
$645,000

Sold May 04, 2026

88181 Old Hwy Unit G21, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
- Built 1979
Last Sold Summary
- 6% Below List Price
- $405/SF
- 57 Days On Market
Current Estimated Value $655,058

Last Listing Agent Pierre-Marc Bellion Ocean Sotheby's International Realty

88181 Old Hwy Unit G21, Islamorada, FL 33036

/78
Est $2,722,025

Not Listed For Sale

81250 Overseas Hwy Unit 1, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 2,072 Sq Ft
- Built 1985
81250 Overseas Hwy Unit 1, Islamorada, FL 33036

Last Sold Summary
- 30 Days On Market
Last Listing Agent Pierre-Marc Bellion Ocean Sotheby's International Realty

/101
$5,499,000
- 5 Beds
- 6 Baths
- 3,458 Sq Ft
142 Guilford Ct, Tavernier, FL 33070

Welcome to 142 Guilford Court, a stunning bayfront home in the desirable Hammer Point neighborhood of Key Largo. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront property offers panoramic bay views from both the main living areas and the primary suite.Offered turnkey furnished and professionally decorated, this 5-bedroom, 5.5-bathroom home features

Ernesto Portuondo American Caribbean Real Estate

142 Guilford Ct, Tavernier, FL 33070
/2
$2,900,000

Sold Dec 19, 2025

109 Sapodilla Dr, Islamorada, FL 33036
- 4 Beds
- 3.5 Baths
- 3,130 Sq Ft
- Built 1966
Last Sold Summary
- 17% Below List Price
- $927/SF
- 127 Days On Market
Current Estimated Value $3,040,750

Last Listing Agent Dominic Rivera Pine River Realty, LLC.

109 Sapodilla Dr, Islamorada, FL 33036

/2
Est $822,243

Not Listed For Sale

112 Pearl Ave, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 1,509 Sq Ft
- Built 1975
112 Pearl Ave, Tavernier, FL 33070

/79
$630,000
- 2 Beds
- 2 Baths
- 1,365 Sq Ft
87200 Overseas Hwy Unit N2, Islamorada, FL 33036

Private location for your pleasure at this roomy townhouse offering an abundance of space to enjoy. Spiral stairs leading to the primary suites with an additional loft for your quests. Soft carpet on the living area floors with tile in the remodeled kitchen and beautiful bathrooms. Two pets allowed, with first come first serve the waterfront area. Pool and club house for your recreation along

Barbara Eads Barbara Eads Realty Inc.

87200 Overseas Hwy Unit N2, Islamorada, FL 33036
/49
$900,000

Sold Jul 29, 2026

141 Aregood Ln Unit 3B (C1), Islamorada, FL 33036
- 2 Beds
- 2.5 Baths
- 1,248 Sq Ft
- Built 1993
Last Sold Summary
- 14% Below List Price
- $721/SF
- 11 Days On Market
Last Listing Agent Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

141 Aregood Ln Unit 3B (C1), Islamorada, FL 33036

/62
Est $3,341,649

Not Listed For Sale

178 Indian Mound Trail, Tavernier, FL 33070
- 4 Beds
- 3 Baths
- 3,433 Sq Ft
- Built 2000
178 Indian Mound Trail, Tavernier, FL 33070

Last Sold Summary
- 21 Days On Market
Last Listing Agent Derek Rodberg Cypress Realty, Inc.

/118
$13,900,000

$1M PRICE DROP Under Contract
- 6 Beds
- 9 Baths
- 6,573 Sq Ft
139 Gimpy Gulch Dr, Islamorada, FL 33036

Yes, you can have it all! This one-of-a-kind 3.2 acre Islamorada bayfront estate offers a new boat dock, more than 250 feet of sandy wade-in bayfront shoreline, two full residences, a separate garage/media house and a move-in ready package of extras unlike any other property in the Keys. This remarkable compound captures the spirit of the Keys with a level of scale and exclusivity seldom found on

Brett Newman Coldwell Banker Schmitt Islamorada

139 Gimpy Gulch Dr, Islamorada, FL 33036
/43
$950,000

Sold Jul 24, 2026

143 Aregood Ln Unit D-1, Islamorada, FL 33036
- 2 Beds
- 2.5 Baths
- 1,248 Sq Ft
- Built 1992
Last Sold Summary
- 24% Below List Price
- $761/SF
- 4 Days On Market
Current Estimated Value $1,318,068

Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

143 Aregood Ln Unit D-1, Islamorada, FL 33036

/33
Est $1,144,522

Not Listed For Sale

203 Mohawk St, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 1,391 Sq Ft
- Built 1980
203 Mohawk St, Tavernier, FL 33070

Last Sold Summary
- 19 Days On Market
Last Listing Agent Keith Allen Coastal Realty of the Florida Keys

/24
$1,750,000
- 4 Beds
- 2 Baths
- 672 Sq Ft
125 Gardenia St, Tavernier, FL 33070

Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal

Dahiana Rojas de Rojas Canvas Real Estate

125 Gardenia St, Tavernier, FL 33070
/11
$680,000

Sold Aug 06, 2026

158 Pearl Ave, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
- Built 1983
Last Sold Summary
- 9% Below List Price
- $501/SF
- 86 Days On Market
Current Estimated Value $686,060

Last Listing Agent Susan Kay Holler, PA American Caribbean Real Estate, Christie's International Real Estate

158 Pearl Ave, Tavernier, FL 33070

/47
Est $504,958

Not Listed For Sale

88500 Overseas Hwy Unit 207, Tavernier, FL 33070
- 2 Beds
- 1.5 Baths
- 800 Sq Ft
- Built 1976
88500 Overseas Hwy Unit 207, Tavernier, FL 33070

Last Sold Summary
- 28 Days On Market
Last Listing Agent Christine Dirienzo Coldwell Banker Realty - Orlando

/61
$3,350,000

Under Contract
- 3 Beds
- 2.5 Baths
- 1,536 Sq Ft
236 Tarpon St, Tavernier, FL 33070

Charming oceanfront cottage located in the historic district of Tavernier.This three-bedroom, two-and-a-half-bath residence features vaulted ceilings, French doors, and a white-washed coastal aesthetic that complements its breathtaking setting. Enjoy panoramic, sparkling ocean views and unforgettable sunrises from the expansive open porch spanning the entire oceanside of the home, with access

Leslie Leopold Ocean Sotheby's International Realty

236 Tarpon St, Tavernier, FL 33070
/14
$4,000,000

Sold Aug 17, 2026

75750 Overseas Hwy, Islamorada, FL 33036
- Land
- 1.21 Acres
- $3,305,785 per Acre
Last Sold Summary
- 14% Below List Price
- 64 Days On Market
Current Estimated Value $4,582,333

Last Listing Agent Kim Bagnell Thaler Brooks Clark & Company, Islamorada

75750 Overseas Hwy, Islamorada, FL 33036

/29
Est $1,354,305

Not Listed For Sale

262 Mohawk St, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,460 Sq Ft
- Built 2001
262 Mohawk St, Tavernier, FL 33070

Last Sold Summary
- 28 Days On Market
Last Listing Agent Patti Stanley Angler S Realty Inc.

/58
$2,300,000

$100K PRICE DROP
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
76412 Overseas Hwy, Islamorada, FL 33036

Make all of your Florida Keys fantasies come true at Fantasy Harbor! We're willing to bet you never even knew this gated community on Islamorada's Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut

The Florida Keys Sold Sisters Ocean Sotheby's International Realty

76412 Overseas Hwy, Islamorada, FL 33036
/25
$545,000

Sold Apr 14, 2026

500 Burton Dr Unit 4215, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 826 Sq Ft
- Built 1991
Last Sold Summary
- 7% Below List Price
- $660/SF
- 57 Days On Market
Current Estimated Value $557,776

Last Listing Agent Karan Moeller Ocean Sotheby's International Realty

500 Burton Dr Unit 4215, Tavernier, FL 33070

/30
Est $469,562

Not Listed For Sale

40 High Point Rd Unit G102, Tavernier, FL 33070
- 3 Beds
- 2.5 Baths
- 1,382 Sq Ft
- Built 1974
40 High Point Rd Unit G102, Tavernier, FL 33070

Last Sold Summary
- 10 Days On Market
Last Listing Agent Shelby Morris Better Homes and Gardens Real Estate Destinations

/16
$3,200
- 2 Beds
- 2 Baths
- 1,349 Sq Ft
87200 Overseas Hwy Unit 4, Islamorada, FL 33036

2 Bedroom, 2 Bath Townhome for Rent Enjoy resort-style living in this beautifully maintained 2-bedroom, 2-bath townhome featuring an array of desirable community amenities. Residents have access to a sparkling pool, private beach area, tennis courts, BBQ facilities, and a welcoming clubhouse. Conveniently located near top-rated schools, shopping, Founders Park, and the local hospital, this home

Lizette Miller Coldwell Banker Schmitt Islamorada

87200 Overseas Hwy Unit 4, Islamorada, FL 33036
/53
$2,200,000

Sold Dec 29, 2025

218 Bristol Ct, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 2,156 Sq Ft
- Built 1989
Last Sold Summary
- 12% Below List Price
- $1,020/SF
- 113 Days On Market
Current Estimated Value $2,206,863

Last Listing Agent Claire Johnson Exit Realty Florida Keys TAV

218 Bristol Ct, Tavernier, FL 33070

/65
Est $1,464,416

Not Listed For Sale

122 Azalea St, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,640 Sq Ft
- Built 1963
122 Azalea St, Tavernier, FL 33070

Last Sold Summary
- 24 Days On Market
Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

/2
$439,000

$21K PRICE DROP
- 2 Beds
- 1.5 Baths
- 981 Sq Ft
87465 Old215 Unit 215, Islamorada, FL 33036

WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED ON MILLIONAIRE'S ROW IN AN OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA, WELL APPOINTED KITCHEN WITH WOOD CABINETS, & A 1/2 BATH DOWNSTAIRS. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. OUTSIDE OFFERS

Nancy Garcia The Keyes Company

87465 Old215 Unit 215, Islamorada, FL 33036
/9
$727,500

Sold Jul 31, 2026

125 127 Casa Court Dr, Key Largo, FL 33070
- 4 Beds
- 4 Baths
- 1,824 Sq Ft
- Built 1981
Last Sold Summary
- 7% Below List Price
- $399/SF
- 111 Days On Market
Last Listing Agent Kim Carter LoKation Real Estate-Tavernier South

125 127 Casa Court Dr, Key Largo, FL 33070

/2
Est $804,181

Not Listed For Sale

210 Key Honey Ln, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 1,320 Sq Ft
- Built 1986
210 Key Honey Ln, Tavernier, FL 33070

/59
$2,000,000

Open Thu 10AM - 12PM
- 3 Beds
- 3 Baths
- 1,771 Sq Ft
155 Plantation Ave, Tavernier, FL 33070

Canal front living, right where you want it. Set along one of Islamorada's most popular canals, this turnkey 3-bedroom, 3-bath home offers a waterfront setup that makes living easy. With 50 feet of deepwater dockage, a 10,000-lb. boat lift, and direct access to the Florida Bay, this one is hard to beat. Inside, the main level is bright and open, with vaulted ceilings, 2 spacious bedrooms, 2 baths

Seanna Lindback Sea Haven Realty, Inc.

155 Plantation Ave, Tavernier, FL 33070
/24
$220,000

Sold Aug 31, 2026

40 High Point Rd Unit 601, Tavernier, FL 33070
- 1 Bed
- 1 Bath
- 895 Sq Ft
- Built 1974
Last Sold Summary
- 8% Below List Price
- $246/SF
- 128 Days On Market
Last Listing Agent Sharon Kelly-Brown Reel Keys Realty

40 High Point Rd Unit 601, Tavernier, FL 33070

/58
Est $1,788,088

Not Listed For Sale

207 Johnny Rd, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 1,203 Sq Ft
- Built 1991
207 Johnny Rd, Tavernier, FL 33070

Last Sold Summary
- 14 Days On Market
Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

/5
$190,000

$60K PRICE DROP Pending
- Land
- 5,227 Sq Ft
- $1,583,333 per Acre
127 Indian Ave Unit B, Tavernier, FL 33070

This is a great opportunity for new home construction, allowing you to begin your dream home in the Florida Key.

Natalia Hugues Florida Realty of Miami

127 Indian Ave Unit B, Tavernier, FL 33070

Showing Results 481 - 520, Page 13 of 18

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Islamorada, FL Homes

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