Islamorada, FL Homes

/68
$3,325,000 Pending
- 4 Beds
- 3.5 Baths
- 1,729 Sq Ft
109 Sapodilla Dr, Islamorada, FL 33036

Welcome to 109 Sapodilla Dr., Islamorada, FLThis waterfront gem is nestled on the serene Sandy Cove Basin, offering a rare blend of privacy and deep-water access in a protected lagoon. This home is built entirely of concrete, including the roof, providing unmatched durability and peace of mind. Thoughtfully remodeled with a keen eye for detail, the residence effortlessly combines modern elegance

Alexander Pinero Pine River Realty, LLC

109 Sapodilla Dr, Islamorada, FL 33036
/29
$720,000 Sold Mar 07, 2025

302 North Dr, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,794 Sq Ft
- Built 1986
Last Sold Summary
- 13% Below List Price
- $401/SF
- 87 Days On Market
Current Estimated Value $1,070,486

Last Listing Agent Rhonda Simonds-Brewer American Caribbean Real Estate, Christie's International Real Estate

302 North 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

/95
$4,999,900
- 4 Beds
- 4 Baths
- 3,001 Sq Ft
75761 Overseas Hwy, Islamorada, FL 33036

Enjoy endless ocean views and direct access to the white sandy beaches of Islamorada from this oceanfront retreat. Behind your own private gated entrance, this solid concrete block home offers four bedrooms, four full bathrooms, and a cozy loft. Inside, hardwood floors run throughout an open layout featuring a breakfast nook, dining bar, and spacious living area — ideal for entertaining. The

Carlos Mosquera Advantage Realty Group, LLC

75761 Overseas Hwy, Islamorada, FL 33036
/26
$365,000 Sold Feb 07, 2025

84961 Old Hwy Unit 9, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 400 Sq Ft
- Built 2023
Last Sold Summary
- 3% Below List Price
- $912/SF
- 14 Days On Market
Current Estimated Value $376,133

Last Listing Agent Claudette Mell Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

84961 Old Hwy Unit 9, Islamorada, FL 33036

/8
Est $937,156 Not Listed For Sale
139 N Airport Rd, Tavernier, FL 33070

139 N Airport Rd, Tavernier, FL 33070

/62
$685,000
- 3 Beds
- 2 Baths
- 1,355 Sq Ft
87200 Overseas Hwy Unit 9, Islamorada, FL 33036

All NEW NEXT TO MARINA & POOL Stunning Islamorada 3 full bedrooms 2 brand new bathrooms plus oversized loft with additional queen and three twin beds. This Townhouse has ALL NEW kitchen, new bar, new built-ins, new custom fishing closet & storage, brand new 4 ton AC unit, 2 brand new Bathrooms with showers, new extended loft area, new full size Washer/Dryer, new BBQ area with new patio chicago

Ivette Agusti Premier Properties

87200 Overseas Hwy Unit 9, Islamorada, FL 33036
/40
$925,000 Sold May 30, 2025

55 Harbor Dr, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,075 Sq Ft
- Built 1975
Last Sold Summary
- 12% Below List Price
- $860/SF
- 94 Days On Market
Current Estimated Value $937,945

Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)

55 Harbor Dr, Islamorada, FL 33036

/2
Not Listed For Sale
200 Bougainvillea St, Islamorada, FL 33070

200 Bougainvillea St, Islamorada, FL 33070

/6
$3,499,000
- 2 Beds
- 2 Baths
- 1,578 Sq Ft
80151 Overseas Hwy, Islamorada, FL 33036

Seize the rare opportunity to build your dream home in one of Islamorada's most coveted locations! Located directly across from the iconic Alligator Reef Lighthouse. Across the street from a protected preserve that will never be developed, and featuring a deep water channel capable of accommodating boats up to 40 feet, this property offers unmatched privacy and access.Imagine living just a short

Richard Lemon Serhant Florida LLC - Delray Beach Office

80151 Overseas Hwy, Islamorada, FL 33036
/57
$1,625,000 Sold May 09, 2025

137 Ocean Ln, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,368 Sq Ft
- Built 1986
Last Sold Summary
- 1% Below List Price
- $1,188/SF
- 16 Days On Market
Current Estimated Value $1,598,327

Last Listing Agent Rhonda Simonds-Brewer American Caribbean Real Estate, Christie's International Real Estate

137 Ocean Ln, Islamorada, FL 33036

/2
Est $2,259,437 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

/13
$10,500,000
- Land
- 1.54 Acres
- $6,826,567 per Acre
72100 Overseas Hwy, Islamorada, FL 33036

Welcome to one of the rarest offerings in the Florida Keys. This extraordinary 1.62-acre bayfront property on Craig Key, just south of Islamorada, is more than land; it is a canvas for creating a legacy estate in paradise.From the moment you arrive, the sweeping open-water views set the stage for a lifestyle defined by privacy, luxury, and timeless beauty. Imagine waking up to the glimmer of the

Derek Rodberg Coastal Realty of the Florida Keys

72100 Overseas Hwy, Islamorada, FL 33036
/67
$3,600,000 Sold Jun 30, 2025

116 Gulfside Dr, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,846 Sq Ft
- Built 1987
Last Sold Summary
- 26% Below List Price
- $1,950/SF
- 177 Days On Market
Current Estimated Value $3,637,679

Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

116 Gulfside Dr, Islamorada, FL 33036

/32
Est $629,101 Not Listed For Sale
- 2 Beds
- 2 Baths
- 864 Sq Ft
Unlisted Address

Unlisted Address

/56
$1,500,000
- 3 Beds
- 2 Baths
- 1,813 Sq Ft
87851 Old Hwy Unit K21 & 35 ft. Boat Sl, Islamorada, FL 33036

Available for the first time in over 30 years, this meticulously maintained 3-bedroom, 2-bath end unit in Ocean Harbour has it all. The spacious kitchen features generous storage, bar seating, and a breakfast nook, while the living and dining areas open to a large enclosed porch, perfect for indoor-outdoor living. The master suite includes a walk-in closet, double-sink vanity, and private bathing

Seanna Lindback Sea Haven Realty, Inc.

87851 Old Hwy Unit K21 & 35 ft. Boat Sl, Islamorada, FL 33036
/11
$1,500,000 Sold Aug 26, 2025

317 North Dr, Islamorada, FL 33036
- Land
Last Sold Summary
- 0 Days On Market
Current Estimated Value $1,506,327

Last Listing Agent Jessica Pinder

317 North Dr, Islamorada, FL 33036

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

176 Orchid St, Tavernier, FL 33070

/66
$1,699,000 Under Contract
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
84745 Old Hwy Unit 8, Islamorada, FL 33036

Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

84745 Old Hwy Unit 8, Islamorada, FL 33036
/20
$350,000 Sold Mar 13, 2025

79901 Overseas Hwy Unit 101, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 409 Sq Ft
- Built 1976
Last Sold Summary
- 12% Below List Price
- $856/SF
- 342 Days On Market
Current Estimated Value $367,125

Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)

79901 Overseas Hwy Unit 101, Islamorada, FL 33036

/2
Est $2,315,059 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,720 Sq Ft
218 Navajo St, Tavernier, FL 33070

218 Navajo St, Tavernier, FL 33070

/3
$2,000,000
- Land
- 0.4 Acre
- $4,978,286 per Acre
0 Overseas Hwy, Islamorada, FL 33036

Beautiful 100' wide oceanfront lot on Lower Matecumbe Key, Village of Islamorada. Includes bay bottom and TDR so you do not have to wait in line to start your dream home. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings,

Randy Selden Century 21 Circle- Islamorada

0 Overseas Hwy, Islamorada, FL 33036
/38
$1,200,000 Sold Aug 21, 2025

84745 Old Hwy Unit 10, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
- Built 2023
Last Sold Summary
- 4% Below List Price
- $714/SF
- 51 Days On Market
Last Listing Agent Caroline Hendrix Coldwell Banker Schmitt RE Co

84745 Old Hwy Unit 10, Islamorada, FL 33036

/2
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,536 Sq Ft
87851 Old Hwy Unit K5 & boat slip 42, Islamorada, FL 33036

87851 Old Hwy Unit K5 & boat slip 42, Islamorada, FL 33036

/59
$750,000
- 5 Beds
- 3 Baths
- 2,197 Sq Ft
185 Dove Lake Dr, Tavernier, FL 33070

Investor's Dream in Tavernier! This multi-unit property offers three income-producing units--2BR/1BA and 1bd/1ba units upstairs and 2BR/1BA unit downstairs. The downstairs unit includes access to back and side yards and multiple spacious screened porches for relaxing in the Keys breeze. The home sits on ONE LOT accompanied by a SEPARATE VACANT LOT with scenic walking paths and lush tropical

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

185 Dove Lake Dr, Tavernier, FL 33070
/47
$2,241,000 Sold Dec 22, 2025

104 W Plaza Granada, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
- Built 2003
Last Sold Summary
- 9% Below List Price
- $1,019/SF
- 26 Days On Market
Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

104 W Plaza Granada, Islamorada, FL 33036

/6
Est $1,278,491 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,546 Sq Ft
108 Orange Ln, Islamorada, FL 33036

108 Orange Ln, Islamorada, FL 33036

/108
$8,490,000
- 5 Beds
- 4.5 Baths
- 4,170 Sq Ft
198 Lowe St, Tavernier, FL 33070

Key Harbor. Pristine and gorgeous, this authentically restored Oceanfront Home is nestled on approximately one and a half acres with expansive breathtaking open water views. Step inside and enjoy the open flow-through layout, blending interior and exterior seamlessly while delivering amazing and unobstructed views from palm-lined lawns to sandy beach, marina, and the ocean beyond. Inviting

Leslie Leopold Ocean Sotheby's International Realty

198 Lowe St, Tavernier, FL 33070
/40
$1,650,000 Sold Jun 06, 2025

110 Buttonwood Ln, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,290 Sq Ft
- Built 2025
Last Sold Summary
- 13% Below List Price
- $1,279/SF
- 66 Days On Market
Current Estimated Value $1,662,136

Last Listing Agent Jesus Monteagudo American Caribbean Real Estate, Christie's International Real Estate

110 Buttonwood Ln, Islamorada, FL 33036

/15
Not Listed For Sale
32 Overseas Hwy, Islamorada, FL 33036

32 Overseas Hwy, Islamorada, FL 33036

/44
$769,000
- 3 Beds
- 2 Baths
- 1,176 Sq Ft
150 Peace Ave, Other City - Keys/Islands/caribbean, FL 33037

Well maintained stilt family home with three bedrooms on the same floor. Open kitchen with beautiful white marble counter tops and white cabinets for the chef. Vaulted ceilings with plenty of windows allowing the natural light inside. Tile floors throughout this well-kept home. Metal roof for your security and plenty of outdoor space to enjoy the privacy. Room for a pool also. Lots of parking at

Barbara Eads Barbara Eads Realty

150 Peace Ave, Other City - Keys/Islands/caribbean, FL 33037
/20
$700,000 Sold Aug 08, 2025

138 Airstream Ln, Tavernier, FL 33070
- 2 Beds
- 1.5 Baths
- 672 Sq Ft
- Built 1971
Last Sold Summary
- $1,042/SF
- 3 Days On Market
Last Listing Agent Morgan Fox Coastal Realty of the Florida Keys

138 Airstream Ln, Tavernier, FL 33070

/2
Est $3,737,444 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,972 Sq Ft
194 Biscayne Blvd, Islamorada, FL 33036

194 Biscayne Blvd, Islamorada, FL 33036

/57
$685,000
- 2 Beds
- 2 Baths
- 981 Sq Ft
79901 Overseas Hwy Unit 211, Islamorada, FL 33036

Stunning ocean views and an unbeatable location at The Palms of Islamorada! Enjoy the beautiful water views from this comfortable 2-bedroom, 2-bath condo at The Palms. Start your day with coffee and a gorgeous sunrise on the spacious ~10' x 10' covered porch, or relax there in the afternoon with a good book and the ocean breeze. You're just 2 units in from the ocean! Inside, you'll find a

Amy Puto Coldwell Banker Schmitt Real Estate Co.

79901 Overseas Hwy Unit 211, Islamorada, FL 33036
/32
$330,000 Sold Aug 12, 2025

325 Calusa St Unit 70, Key Largo, FL 33037
- 2 Beds
- 1 Bath
- 300 Sq Ft
- Built 2016
Last Sold Summary
- 17% Below List Price
- $1,100/SF
- 240 Days On Market
Current Estimated Value $357,577

Last Listing Agent Jane Wasmund RE/MAX All Keys Real Estate

325 Calusa St Unit 70, Key Largo, FL 33037

/2
Not Listed For Sale
- 8 Beds
- 6 Baths
- 4,931 Sq Ft
207 Carroll St, Islamorada, FL 33036

207 Carroll St, Islamorada, FL 33036

/29
$1,549,000
- 2 Beds
- 1 Bath
- 1,120 Sq Ft
105 Caloosa St, Tavernier, FL 33070

Minutes from world-class water activities, this home embodies the quintessential Islamorada lifestyle, seamlessly blending maritime convenience with a prime coastal location in the Village of Islamorada. 105 Caloosa Street, on Plantation Key, is a tastefully renovated 2-bedroom, 1-bath home that offers timeless coastal living. CBS construction with a concrete roof and impact windows and doors

William Pope Coastal Realty of the Florida Keys

105 Caloosa St, Tavernier, FL 33070
/43
$747,500 Sold Apr 17, 2025

142 Fontaine Dr, Tavernier, FL 33070
- 4 Beds
- 3 Baths
- 1,778 Sq Ft
- Built 1990
Last Sold Summary
- 22% Below List Price
- $420/SF
- 318 Days On Market
Current Estimated Value $808,482

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

142 Fontaine Dr, Tavernier, FL 33070

/44
Est $3,384,000 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,750 Sq Ft
84745 Old Hwy Unit 15, Islamorada, FL 33036

84745 Old Hwy Unit 15, Islamorada, FL 33036

/53
$1,039,000
- 2 Beds
- 1 Bath
- 978 Sq Ft
25 Gardenia St, Tavernier, FL 33070

FUNKY KEYS PRIVATE WATERFRONT HIDEOUT ... keep existing home or rebuild on 50' feet of DEEP WATER canal-frontage, in peaceful and very desirable PLANTATION KEY COLONY. Owner financing possible! This inviting home offers a blend of character, comfort, and potential. Experience the relaxed rhythm of life in the Florida Keys. The home's solid CONCRETE STRUCTURE, with impact-resistant windows and

Peter Schwarz-Top Producer LoKation Real Estate

25 Gardenia St, Tavernier, FL 33070

Showing Results 241 - 280, Page 7 of 18

Florida Monroe County Islamorada

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