Plantation Key, FL Homes

/23
Est $438,309 Not Listed For Sale
- 2 Beds
- 2 Baths
- 978 Sq Ft
87465 Old Hwy Unit 112, Islamorada, FL 33036

87465 Old Hwy Unit 112, Islamorada, FL 33036

/41
$1,250,000 Under Contract
- 2 Beds
- 2 Baths
- 1,736 Sq Ft
87851 Old Hwy Unit K3, Islamorada, FL 33036

Welcome to Ocean Harbour, one of Islamorada's premier communities! This spacious, fully furnished and updated 2 bedroom, 2 bathroom condominium offers a desirable split floor plan with an open kitchen and living area, impact windows and doors, brand new a/c and an enclosed air-conditioned porch--all overlooking breathtaking views of the Atlantic Ocean.Enjoy the convenience of a private rear entry

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

87851 Old Hwy Unit K3, Islamorada, FL 33036
/52
$1,100,000 Sold Mar 24, 2025

125 N Hammock Rd, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,518 Sq Ft
- Built 2019
Last Sold Summary
- 15% Below List Price
- $725/SF
- 257 Days On Market
Current Estimated Value $1,129,284

Last Listing Agent James Mooney Jr. Ocean Sotheby's International Realty

125 N Hammock Rd, Islamorada, FL 33036

/62
Est $2,720,961 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,577 Sq Ft
134 Bayview Isle Dr, Islamorada, FL 33036

134 Bayview Isle Dr, Islamorada, FL 33036

/65
$7,800,000
- 5 Beds
- 5.5 Baths
- 4,764 Sq Ft
80201 Overseas Hwy, Islamorada, FL 33036

Experience Islamorada living at its absolute finest with this remodeled oceanfront estate. Situated on 200 feet of sandy waterfront with unobstructed views of the Atlantic Ocean and Alligator Reef Lighthouse, this ground-level residence is designed for resort-style living. Inside, the home features 5 spacious ensuite bedrooms and 5.5 baths, highlighted by a luxurious primary suite with a coffee

Seanna Lindback Sea Haven Realty, Inc.

80201 Overseas Hwy, Islamorada, FL 33036
/39
$115,000 Sold Oct 09, 2025

9 and 10 Dr, Key Largo, FL 33036
- Land
Last Sold Summary
- 36% Below List Price
- 238 Days On Market
Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.

9 and 10 Dr, Key Largo, FL 33036

/2
Est $1,581,841 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,251 Sq Ft
80639 Old Hwy Unit 305, Islamorada, FL 33036

80639 Old Hwy Unit 305, Islamorada, FL 33036

/11
$789,000
- 2 Beds
- 2 Baths
- 1,305 Sq Ft
124 S Hammock Rd, Islamorada, FL 33036

Nestled in the heart of Islamorada, this charming remodeled Old Florida-style home offers 2 bedrooms, 2 baths, plus a spacious bonus room currently used as a third bedroom. The interior features beautiful tongue-and-groove ceilings with classic Dade County pine beams, creating a warm and inviting atmosphere.

Cliff Glansen FlatFee.com

124 S Hammock Rd, Islamorada, FL 33036
/64
$7,750,000 Sold Nov 21, 2025

1112 Venetian Blvd, Islamorada, FL 33036
- 6 Beds
- 5 Baths
- 4,688 Sq Ft
- Built 1990
Last Sold Summary
- 9% Below List Price
- $1,653/SF
- 61 Days On Market
Current Estimated Value $7,720,833

Last Listing Agent Jan Keller Coldwell Banker Schmitt Islamorada

1112 Venetian Blvd, Islamorada, FL 33036

/2
Est $1,648,337 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,985 Sq Ft
80639 Old Hwy Unit 301, Islamorada, FL 33036

80639 Old Hwy Unit 301, Islamorada, FL 33036

/20
$1,675,000
- Land
- 0.48 Acre
- $3,518,663 per Acre
229 Coral Rd, Islamorada, FL 33036

ACTIVE BUILDING PERMIT IN PLACE -- DIRECT OCEANFRONT & READY TO BUILD.This rare opportunity offers one of the largest vacant oceanfront parcels in the Upper Keys, spanning approximately 23,238 sq ft (plus bay bottom) and already equipped with an approved building permit and mangrove-height reduction permit. Step directly into building your custom oceanfront estate in one of Islamorada's most

TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

229 Coral Rd, Islamorada, FL 33036
/50
$3,900,000 Sold Apr 02, 2025

80459 Old Hwy, Islamorada, FL 33036
- 5 Beds
- 4 Baths
- 2,358 Sq Ft
- Built 1960
Last Sold Summary
- 7% Below List Price
- $1,654/SF
- 36 Days On Market
Current Estimated Value $4,289,984

Last Listing Agent Jan Keller Coldwell Banker Schmitt Islamorada

80459 Old Hwy, Islamorada, FL 33036

/38
Est $624,719 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,232 Sq Ft
80450 Overseas Hwy Unit 105, Islamorada, FL 33036

80450 Overseas Hwy Unit 105, Islamorada, FL 33036

/31
$990,000
- 4 Beds
- 2 Baths
- 1,766 Sq Ft
219 Preston St, Islamorada, FL 33036

Back on market with Huge Price Improvement! Rare Downtown Islamorada Opportunity... Just steps to the ocean, sunrises and sunsets. Walk to everything you love in Islamorada! Located just off the Old Hwy, oceanside, in the sought-after Matecumbe Beach neighborhood on Upper Matecumbe Key. This versatile property features two charming cottages on one property, just steps from festivals, the Arts

Patti Stanley Coldwell Banker Schmitt Islamorada

219 Preston St, Islamorada, FL 33036
/34
$1,150,000 Sold Mar 03, 2025

135 Anglers Way, Islamorada, FL 33036
- 2 Beds
- 2.5 Baths
- 1,314 Sq Ft
- Built 2007
Last Sold Summary
- 23% Below List Price
- $875/SF
- 95 Days On Market
Current Estimated Value $1,222,269

Last Listing Agent Scott Ofstein Berkshire Hathaway HomeServices Florida Realty - Coral Springs

135 Anglers Way, Islamorada, FL 33036

/48
Est $624,795 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,303 Sq Ft
80450 Overseas Hwy Unit 104, Islamorada, FL 33036

80450 Overseas Hwy Unit 104, Islamorada, FL 33036

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

All NEW Stunning Islamorada 3/2 plus loft fully furnished & equipped with new kitchen, bar, built-ins fishing+storage, 2 brand new Bathrooms, new extended loft area, new high end appliances, new full size Washer/Dryer, new BBQ area new patio pavers, private palms trees, Serena & Lily furnish, new electric, new electric water heater, new car charging, new 80" smart OLED TV, new bar, coffee and

Ivette Agusti Premier Properties

87200 Overseas Hwy, Islamorada, FL 33036
/21
$840,000 Sold Mar 14, 2025

81801 Overseas Hwy Unit 208, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 840 Sq Ft
- Built 2010
Last Sold Summary
- 7% Below List Price
- $1,000/SF
- 117 Days On Market
Current Estimated Value $881,572

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

81801 Overseas Hwy Unit 208, Islamorada, FL 33036

/2
Est $688,994 Not Listed For Sale
- 2 Beds
- 2 Baths
- 981 Sq Ft
79901 Overseas Hwy Unit 514, Islamorada, FL 33036

79901 Overseas Hwy Unit 514, Islamorada, FL 33036

/93
$3,290,000 New Construction
- 4 Beds
- 5 Baths
- 3,467 Sq Ft
114 Royal Ln, Islamorada, FL 33036

Pickle Ball Estate is a stunning new luxury retreat in the heart of Islamorada, masterfully crafted by 4 Keys Construction. This brand-new four-bedroom, five-bathroom residence is a true standout, blending refined coastal design with resort-style living.Designed for both relaxation and entertainment, the home features a private pickleball court, making it a rare and exciting find in the Florida

Alexander Pinero Pine River Realty, LLC

114 Royal Ln, Islamorada, FL 33036
/52
$2,625,000 Sold Jul 21, 2025

124 Palermo Dr, Islamorada, FL 33036
- 4 Beds
- 3 Baths
- 2,229 Sq Ft
- Built 1973
Last Sold Summary
- 11% Below List Price
- $1,178/SF
- 49 Days On Market
Current Estimated Value $2,600,312

Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

124 Palermo Dr, Islamorada, FL 33036

/2
Est $560,756 Not Listed For Sale
- 1 Bed
- 2 Baths
- 827 Sq Ft
79901 Overseas Hwy Unit 417, Islamorada, FL 33036

79901 Overseas Hwy Unit 417, Islamorada, FL 33036

/85
$580,000
- 2 Beds
- 2 Baths
- 981 Sq Ft
79901 Overseas Hwy Unit 204, Islamorada, FL 33036

🌊 Spectacular Direct Ocean Views! ✨ Islamorada's Best‑Kept Secret!This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal‑clear Atlantic. Photos Coming Soon.Perfectly situated near Bud &

Tracey Petrusha Venture Realty Group

79901 Overseas Hwy Unit 204, Islamorada, FL 33036
/15
$675,000 Sold Apr 23, 2025

81801 Overseas Hwy Unit 612, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 550 Sq Ft
- Built 1988
Last Sold Summary
- 8% Below List Price
- $1,227/SF
- 8 Days On Market
Current Estimated Value $697,073

Last Listing Agent Eric Rizzo Ocean Sotheby's International Realty

81801 Overseas Hwy Unit 612, Islamorada, FL 33036

/2
Est $642,162 Not Listed For Sale
- 2 Beds
- 2 Baths
- 981 Sq Ft
79901 Overseas Hwy Unit 213, Islamorada, FL 33036

79901 Overseas Hwy Unit 213, Islamorada, FL 33036

/33
$3,995,000
- 5 Beds
- 4 Baths
- 4,014 Sq Ft
87445 Old Hwy, Islamorada, FL 33036

This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this

Cheri Tindall Ocean Sotheby's International Realty

87445 Old Hwy, Islamorada, FL 33036
/39
$380,000 Sold Nov 17, 2025

87455 Old Hwy Unit 237, Islamorada, FL 33036
- 2 Beds
- 1.5 Baths
- 989 Sq Ft
- Built 1977
Last Sold Summary
- 4% Below List Price
- $384/SF
- 103 Days On Market
Current Estimated Value $382,798

Last Listing Agent Claire Johnson Coastal Realty of the Florida Keys

87455 Old Hwy Unit 237, Islamorada, FL 33036

/31
Est $583,839 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,335 Sq Ft
87200 Overseas Hwy Unit 7, Islamorada, FL 33036

87200 Overseas Hwy Unit 7, Islamorada, FL 33036

/79
$4,495,000
- 6 Beds
- 5 Baths
- 4,964 Sq Ft
153 Stromboli Dr, Islamorada, FL 33036

Exquisite Tri-Level Waterfront Estate in Islamorada! Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence offers an open-concept floor plan with soaring ceilings, a fireplace and a grand living area. Enjoy seamless

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

153 Stromboli Dr, Islamorada, FL 33036
/36
$1,350,000 Sold Jan 26, 2026

120 Anglers Way, Islamorada, FL 33036
- 2 Beds
- 2.5 Baths
- 1,137 Sq Ft
- Built 2007
Last Sold Summary
- 10% Below List Price
- $1,187/SF
- 421 Days On Market
Last Listing Agent Scot Drucker Compass Florida, LLC

120 Anglers Way, Islamorada, FL 33036

/55
Est $2,968,151 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,243 Sq Ft
101 San Remo Dr, Islamorada, FL 33036

101 San Remo Dr, Islamorada, FL 33036

/43
$24,995,000
- 7 Beds
- 9.5 Baths
- 10,182 Sq Ft
82719 Old Hwy, Islamorada, FL 33036

The Chateau on the Ocean is a private oceanfront estate in Islamorada, where world-class design meets unmatched amenities. Completely renovated in 2022, this gated estate spans 10,182 sqft & offers 7 bedrooms & 9.5 baths. Set along a pristine private coastline, it features a 100-ft private dock & an expansive rooftop terrace with breathtaking Atlantic views. Interiors showcase soaring ceilings,

Adam Vellano Compass Florida, LLC - Miami Beach

82719 Old Hwy, Islamorada, FL 33036
/54
$2,900,000 Sold Oct 01, 2025

126 Villa Bella Dr, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 2,088 Sq Ft
- Built 1985
Last Sold Summary
- 31% Below List Price
- $1,389/SF
- 86 Days On Market
Current Estimated Value $3,115,357

Last Listing Agent Christy Hughes Coldwell Banker Schmitt Islamorada

126 Villa Bella Dr, Islamorada, FL 33036

/11
Est $1,508,275 Not Listed For Sale
- 2 Beds
- 1 Bath
- 929 Sq Ft
130 Palermo Dr, Islamorada, FL 33036

130 Palermo Dr, Islamorada, FL 33036

/62
$3,800,000
- 5 Beds
- 3 Baths
- 2,464 Sq Ft
87950 Overseas Hwy, Islamorada, FL 33036

Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Cafe, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, you'll discover sweeping bay views and

Alina Davis Coldwell Banker Schmitt Islamorada

87950 Overseas Hwy, Islamorada, FL 33036
/31
$650,000 Sold Jul 24, 2025

100 Parker Dr, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,095 Sq Ft
- Built 1958
Last Sold Summary
- 34% Below List Price
- $594/SF
- 167 Days On Market
Current Estimated Value $679,386

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

100 Parker Dr, Islamorada, FL 33036

/31
Est $2,316,529 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
100 Villa Bella Dr, Islamorada, FL 33036

100 Villa Bella Dr, Islamorada, FL 33036

/26
$395,000
- 2 Beds
- 1.5 Baths
- 989 Sq Ft
87455 Old Hwy Unit 240, Islamorada, FL 33036

Experience the best of Keys living in this beautifully maintained townhouse-style condo at Plantation by the Sea. The open floor plan features a bright and airy living area, a convenient half bath, and a screened terrace. Upstairs, you'll find two comfortable bedrooms and a full bath, each with access to its own private screened terrace. This residence includes covered parking, plenty of guest

Alina Davis Coldwell Banker Schmitt Islamorada

87455 Old Hwy Unit 240, Islamorada, FL 33036
/17
$650,000 Sold May 01, 2025

33 Flamingo Hammock Rd, Islamorada, FL 33036
- Land
- 0.28 Acre
- $2,322,343 per Acre
Last Sold Summary
- 46% Below List Price
- 92 Days On Market
Current Estimated Value $671,211

Last Listing Agent Jessica Pinder

33 Flamingo Hammock Rd, Islamorada, FL 33036

/2
Est $1,427,475 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,270 Sq Ft
114 Jerome Ave, Islamorada, FL 33036

114 Jerome Ave, Islamorada, FL 33036

Showing Results 201 - 240, Page 6 of 18

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