Islamorada, FL Homes

/65
$1,375,000 Pending
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
84745 Old Hwy Unit 4, Islamorada, FL 33036

Peaceful Palms, a newly developed gated 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 three-bedroom, three-bathroom townhome is thoughtfully designed with expansive

Ernesto Portuondo American Caribbean Real Estate

84745 Old Hwy Unit 4, 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 $3,696,408

Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

116 Gulfside Dr, Islamorada, FL 33036

/44
Est $2,020,553 Not Listed For Sale

156 Harborview Dr, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 1,386 Sq Ft
- Built 1961
156 Harborview Dr, Tavernier, FL 33070

Last Sold Summary
- 6% Below List Price
- $1,551/SF
- 166 Days On Market
Last Sold Price $2,150,000

Last Listing Agent Susan Ashmore Coldwell Banker Schmitt Islamorada

/56
$895,000 Under Contract
- 3 Beds
- 3 Baths
- 2,314 Sq Ft
82260 Overseas Hwy, Islamorada, FL 33036

This renovated treehouse retreat is your picture-perfect getaway or forever island home! Discover a rare opportunity to own a beautifully reimagined Keys haven in the heart of Islamorada. Nestled among lush tropical foliage on an expansive 15,000+ sq ft lot, this fully renovated CBS residence offers a seamless blend of coastal comfort and timeless Old Florida charm.3 spacious bedrooms, 3 full

The Florida Keys Sold Sisters Ocean Sotheby's International Realty

82260 Overseas Hwy, 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 $1,322,208

Last Listing Agent Jessica Pinder

317 North Dr, Islamorada, FL 33036

/33
Est $1,027,741 Not Listed For Sale

88181 Old Hwy Unit 22C, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
- Built 1979
88181 Old Hwy Unit 22C, Islamorada, FL 33036

Last Sold Summary
- 2% Below List Price
- $659/SF
- 83 Days On Market
Last Sold Price $1,050,000

Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

/41
$360,000 Open Sat 9AM - 11AM
- 1 Bed
- 1 Bath
- 518 Sq Ft
119 Cortez Dr Unit G11, Islamorada, FL 33036

Welcome to this top-floor 1 bdrm, 1-bath condo with slight ocean views in one of the most desirable & affordable waterfront communities in Islamorada. Elevated for added privacy & enhanced views, this residence captures the essence of relaxed island living. The bright & inviting interior features coastal-inspired finishes, an open-concept layout, & abundant natural light throughout. The spacious

Melissa Nowell Coldwell Banker Schmitt Islamorada

119 Cortez Dr Unit G11, 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
Est $1,346,177 Not Listed For Sale

87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,813 Sq Ft
- Built 1989
87851 Old Hwy Unit P45 & 50' boat slip, Islamorada, FL 33036

Last Sold Summary
- 2% Below List Price
- $725/SF
Last Sold Price $1,315,000

Last Listing Agent April Struhs Coldwell Banker Schmitt Key Largo

/87
$24,995,000 New Construction
- 5 Beds
- 8 Baths
- 9,011 Sq Ft
87895 Old Hwy, Islamorada, FL 33036

Introducing a newly completed architectural masterpiece overlooking the turquoise waters of the Atlantic Ocean in the prestigious enclave of Plantation Key. Set on over two private acres, this extraordinary estate embodies the pinnacle of coastal elegance, modern luxury, and serene island living.Spanning more than 9,000 sq. ft. of interior living space (15,000+ sq. ft. under roof), this expansive

Sam Williams Coldwell Banker Schmitt Real Estate Co.

87895 Old Hwy, Islamorada, FL 33036
/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
Current Estimated Value $2,253,652

Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

104 W Plaza Granada, Islamorada, FL 33036

/10
Not Listed For Sale

26 Overseas Hwy, Islamorada, FL 33036
26 Overseas Hwy, Islamorada, FL 33036

Last Sold Summary
- 125 Days On Market
Last Sold Price $325,000

Last Listing Agent Jacqueline Morales Florida Realty of Miami

/51
$895,000 Open Sun 10AM - 12PM
- 2 Beds
- 2 Baths
- 1,080 Sq Ft
134 Arctic Ave, Tavernier, FL 33070

Tucked away on nearly half an acre of private land, this charming 2-bedroom, 2-bathroom home offers a rare sense of space and seclusion in the heart of Tavernier. Surrounded by lush hardwood hammock and tropical vegetation with no immediate neighbors, the property provides a peaceful retreat while remaining close to everything the Upper Keys has to offer.Inside, the home showcases custom

Lauren Dunn Coldwell Banker Schmitt Islamorada

134 Arctic Ave, 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 $1,664,927

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

110 Buttonwood Ln, Islamorada, FL 33036

/39
Est $1,352,175 Not Listed For Sale

88540 Overseas Hwy Unit 701, Tavernier, FL 33070
- 2 Beds
- 2.5 Baths
- 1,298 Sq Ft
- Built 1985
88540 Overseas Hwy Unit 701, Tavernier, FL 33070

Last Sold Summary
- 10% Below List Price
- $1,156/SF
- 117 Days On Market
Last Sold Price $1,500,000

Last Listing Agent Andrea (Andi) Saylor Paradise Florida Keys Real Estate, a Luxury Brand

/185
$42,000,000
- 6 Beds
- 9 Baths
- 9,843 Sq Ft
88041 Old Hwy, Islamorada, FL 33036

Coccoloba: Awarded Florida's ASLA Garden of the Year. A once-in-a-lifetime opportunity to own one of Florida's most distinguished oceanfront estates, a secluded sanctuary where visionary design meets botanical perfection. Nestled on over five acres of waterfront bliss, this architectural triumph--conceived by the acclaimed Siskind Architects--is a symphony of elegance, privacy, and coastal

Eric Rizzo Ocean Sotheby's International Realty

88041 Old Hwy, Islamorada, FL 33036
/58
$1,450,000 Sold Jan 15, 2026

79901 Overseas Hwy Unit 516, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,484 Sq Ft
- Built 1976
Last Sold Summary
- 3% Below List Price
- $977/SF
- 73 Days On Market
Current Estimated Value $1,416,281

Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

79901 Overseas Hwy Unit 516, Islamorada, FL 33036

/25
Est $1,007,555 Not Listed For Sale

159 Florida Ave, Tavernier, FL 33070
- 4 Beds
- Built 1970
159 Florida Ave, Tavernier, FL 33070

Last Sold Summary
- 3% Above List Price
- $698/SF
- 62 Days On Market
Last Sold Price $975,000

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

/37
$734,900 Open Sat 10AM - 12PM
- 2 Beds
- 2 Baths
- 1,322 Sq Ft
251 Cuba Rd, Tavernier, FL 33070

Tavernier home built in 2022, this 2 bedroom / 2 bath coastal home offers an open-concept layout with a bonus room and modern finishes. The primary bedroom features an en-suite bath and walk-in closet. Both bathrooms include walk-in showers with built-in niches and high-set horizontal windows providing natural light and privacy.A bonus room offers flexible use, ideal for additional sleeping with

Claire Johnson Coastal Realty of the Florida Keys

251 Cuba Rd, Tavernier, FL 33070
/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 $3,258,457 Not Listed For Sale

168 Harborview Dr, Tavernier, FL 33070
- 4 Beds
- 3 Baths
- 1,690 Sq Ft
- Built 1974
168 Harborview Dr, Tavernier, FL 33070

Last Sold Summary
- 9% Below List Price
- $2,130/SF
Last Sold Price $3,600,000

Last Listing Agent Amy Bruggeman American Caribbean Real Estate, Christie's International Real Estate

/14
$2,250,000
- Land
129 Porto Vista Ct, Islamorada, FL 33036

BPAS AWARD LETTER IN HAND. PERMIT READY FOR PICK UP! BUILD RIGHT AWAY. 150 FT CONCRETE DOCK AND SEAWALL. Welcome to Port Antigua, this highly coveted neighborhood is know for its beautiful sandy beach, wide crystal-clear canals, and deep-water dockage.129 Porto Vista Ct is located on a quiet cul-de-sac. This oversized 8,436 sq ft lot provides space, privacy, and exceptional dockage! Quick Ocean

Jessica Pinder

129 Porto Vista Ct, 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 $335,739

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

325 Calusa St Unit 70, Key Largo, FL 33037

/33
Est $718,749 Not Listed For Sale

81801 Overseas Hwy Unit 722, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 550 Sq Ft
- Built 1988
81801 Overseas Hwy Unit 722, Islamorada, FL 33036

Last Sold Summary
- 1% Above List Price
- $1,291/SF
- 91 Days On Market
Last Sold Price $710,000

Last Listing Agent Jeff Piipponen Coldwell Banker Schmitt RE CO

/16
$925,000
- Land
149 Iroquois Dr, Islamorada, FL 33036

This exceptional canal-front vacant lot on Lower Matecumbe Key represents a truly prime piece of cleared real estate. The permit for this property is ready to be picked up, allowing you to bypass typical delays and start construction immediately. Seize this rare opportunity to build your dream home in a highly sought-after Keys location. THIS PROPERTY has a permit ready to be picked up at the

Nancy Hershoff Coldwell Banker Schmitt Islamorada

149 Iroquois Dr, Islamorada, FL 33036
/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 $815,688

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

142 Fontaine Dr, Tavernier, FL 33070

/49
Est $1,741,841 Not Listed For Sale

240 S 240 Coconut Palm Blvd, Plantation Key, FL 33070
- 2 Beds
- 1.5 Baths
- 1,022 Sq Ft
- Built 1964
240 S 240 Coconut Palm Blvd, Plantation Key, FL 33070

Last Sold Summary
- 16% Above List Price
- $1,468/SF
- 30 Days On Market
Last Sold Price $1,500,000

Last Listing Agent Claire Johnson Coastal Realty of the Florida Keys

/13
$1,950,000
- 3 Beds
- 3 Baths
- 1,697 Sq Ft
214 Pueblo St, Tavernier, FL 33070

Are you looking for that PERFECT FIXER UPPER? Well look no further. Welcome to 214 Pueblo St. This house has great bones! One Story home ABOVE FLOOD, Concrete Roof, AND is situated on 2 WATER FRONT LOTS that total 13,200 +/- SqFt. 120 ft of canal frontage! Short idle down the canal to the Bay and quick Ocean access via Tavernier Creek. Two car garage with a workshop and extra storage area. Mother

Jessica Pinder

214 Pueblo St, Tavernier, FL 33070
/12
$280,000 Sold Mar 04, 2026

84961 Old Hwy Unit LOT 30, Islamorada, FL 33036
- Land
Last Sold Summary
- 3% Below List Price
- 13 Days On Market
Current Estimated Value $405,400

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

84961 Old Hwy Unit LOT 30, Islamorada, FL 33036

/2
Not Listed For Sale

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

Last Sold Summary
- 161% Below List Price
- $773/SF
Last Sold Price $1,299,000

Last Listing Agent Drew Moret Palm House Real Estate

/19
$750,000
- 3 Beds
- 1 Bath
- 400 Sq Ft
84961 Old Hwy Unit 26, Islamorada, FL 33036

Wake up to breathtaking Atlantic Ocean views from this mobile home in the Florida Keys. Perfectly positioned right on the water and with a large deck covered by a tiki hut around 2 sides of the home - this a spacious and comfortable place to spend time. The home features bright, open living space with expansive water views. The kitchen has full sized refrigerator, cooktop, micro and dishwasher.

Carl Fernstrom Diversified Real Estate Group

84961 Old Hwy Unit 26, Islamorada, FL 33036
/63
$3,645,000 Sold Nov 20, 2025

257 Normandy Dr, Tavernier, FL 33070
- 6 Beds
- 5 Baths
- 3,350 Sq Ft
- Built 2022
Last Sold Summary
- $1,088/SF
- 14 Days On Market
Current Estimated Value $3,548,232

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

257 Normandy Dr, Tavernier, FL 33070

/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

Last Sold Summary
- 63 Days On Market
Last Sold Price $550,000

Last Listing Agent Marcia McCormick Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

/69
$4,695,000
- 3 Beds
- 3 Baths
- 1,973 Sq Ft
241 Tollgate Blvd, Islamorada, FL 33036

Near-new luxury home in coveted Toll Gate Shores, Islamorada, Florida. Near perfection, describes this newly constructed 3-bedroom, 3-bath residence offering single-level living with elevator access in the highly sought-after waterfront Keys community. Completed in 2024/2025 by renowned local contractor CBT Construction, the home blends modern luxury with a relaxed tropical elegance. The

Keith Allen Coastal Realty of the Florida Keys

241 Tollgate Blvd, Islamorada, FL 33036
/2
$850,000 Sold Oct 04, 2025

177 Dove Lake Dr, Tavernier, FL 33070
- 5 Beds
- 3 Baths
- 2,442 Sq Ft
- Built 1975
Last Sold Summary
- $348/SF
Current Estimated Value $850,869

Last Listing Agent NON MLS NON MLS (realMLS)

177 Dove Lake Dr, Tavernier, FL 33070

/2
Est $2,150,092 Not Listed For Sale

200 Pueblo St, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 1,633 Sq Ft
- Built 1974
200 Pueblo St, Tavernier, FL 33070

Last Sold Summary
- 2% Below List Price
- $1,338/SF
Last Sold Price $2,185,000

Last Listing Agent Tom Rodriguez American Caribbean Real Estate, Christie's International Real Estate

/34
$975,000
- 4 Beds
- 3 Baths
- 1,710 Sq Ft
100 Iroquois Dr Unit 5, Islamorada, FL 33036

This fully furnished waterfront townhome offers 36 feet of dockage and a beautifully renovated interior designed for effortless Keys living. Thoughtfully updated and tastefully decorated, the home is move-in ready and ideal for full time living or weekend getaway. The layout is exceptionally well-suited for multigenerational living or hosting family and friends, with two bedrooms and two

Nancy Hershoff Coldwell Banker Schmitt Islamorada

100 Iroquois Dr Unit 5, Islamorada, FL 33036
/40
$1,575,000 Sold Jun 30, 2025

112 Gardenia St, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
- Built 1996
Last Sold Summary
- 16% Below List Price
- $1,076/SF
- 89 Days On Market
Current Estimated Value $1,642,843

Last Listing Agent Jeffrey Shamon Lokation Real Estate - Tavernier North

112 Gardenia St, Tavernier, FL 33070

/59
Est $948,160 Not Listed For Sale

88181 Old Hwy Unit 2C and 50' slip 2, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
- Built 1979
88181 Old Hwy Unit 2C and 50' slip 2, Islamorada, FL 33036

Last Sold Summary
- 3% Below List Price
- $612/SF
- 80 Days On Market
Last Sold Price $975,000

Last Listing Agent Kathleen Denworth Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

/14
$338,000
- 2 Beds
- 1 Bath
- 564 Sq Ft
135 Airstream Ln, Tavernier, FL 33070

This two bedroom, one bathroom home within the Village of Islamorada is perfectly situated with close proximity to the Florida Bay and breathtaking bay and sunset views! Property is on a 3,600 SF parcel. A large screened porch is attached for lovely outdoor living. Separate laundry facility and storage building on site. Also included is a Keys style concrete guest cottage behind the home. This

Bonnie Oliver Ocean Sotheby's International Realty

135 Airstream Ln, Tavernier, FL 33070

Showing Results 241 - 280, Page 7 of 18

Florida Monroe County Islamorada

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Islamorada, FL Homes

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