Plantation Key, FL Homes

/2
Est $1,284,237 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
84745 Old Hwy Unit 2, Islamorada, FL 33036

84745 Old Hwy Unit 2, Islamorada, FL 33036

/109
$21,500,000 New Construction
- 6 Beds
- 8 Baths
- 6,692 Sq Ft
87429 Old Hwy, Islamorada, FL 33036

A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound.The grand porte-cochere entry sets the tone, leading to a single-level

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

87429 Old Hwy, 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
Last Listing Agent Karan Moeller Ocean Sotheby's International Realty

118 Villa Bella Dr, Islamorada, FL 33036

/36
Est $390,249 Not Listed For Sale
- 2 Beds
- 2 Baths
- 993 Sq Ft
87455 Old Hwy Unit 123, Islamorada, FL 33036

87455 Old Hwy Unit 123, Islamorada, FL 33036

/56
$895,000
- 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
/54
$345,000 Sold Mar 07, 2025

87455 Old Hwy Unit 118, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 980 Sq Ft
- Built 1977
Last Sold Summary
- 16% Below List Price
- $352/SF
- 119 Days On Market
Current Estimated Value $365,538

Last Listing Agent Claire Johnson Coastal Realty of the Florida Keys

87455 Old Hwy Unit 118, Islamorada, FL 33036

/48
Est $1,779,689 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 1,680 Sq Ft
84 Johnston Ave Unit 1, Islamorada, FL 33036

84 Johnston Ave Unit 1, Islamorada, FL 33036

/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
/43
$1,150,000 Sold Aug 04, 2025

116 Anglers Way, Islamorada, FL 33036
- 2 Beds
- 2.5 Baths
- 1,620 Sq Ft
- Built 2007
Last Sold Summary
- 13% Below List Price
- $710/SF
- 104 Days On Market
Current Estimated Value $1,269,909

Last Listing Agent Kimberly Gray LoKation Real Estate

116 Anglers Way, Islamorada, FL 33036

/2
Est $1,218,197 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,736 Sq Ft
87851 Old Hwy Unit K3 Boat Slip 46, Islamorada, FL 33036

87851 Old Hwy Unit K3 Boat Slip 46, Islamorada, FL 33036

/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
/42
$1,150,000 Sold Nov 14, 2025

130 Anglers Way, Islamorada, FL 33036
- 2 Beds
- 2.5 Baths
- 1,170 Sq Ft
- Built 2007
Last Sold Summary
- 12% Below List Price
- $983/SF
- 45 Days On Market
Current Estimated Value $1,173,705

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

130 Anglers Way, Islamorada, FL 33036

/60
Est $3,384,000 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,750 Sq Ft
84745 Old Hwy Unit 6, Islamorada, FL 33036

84745 Old Hwy Unit 6, Islamorada, FL 33036

/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
/46
$340,000 Sold Mar 03, 2025

87465 Old Hwy Unit 223, Islamorada, FL 33036
- 2 Beds
- 1.5 Baths
- 1,041 Sq Ft
- Built 1977
Last Sold Summary
- 34% Below List Price
- $327/SF
- 606 Days On Market
Current Estimated Value $378,398

Last Listing Agent Susan Ashmore Coldwell Banker Schmitt Islamorada

87465 Old Hwy Unit 223, Islamorada, FL 33036

/2
Est $1,097,972 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
111 San Marco Dr Unit and boat slip, Islamorada, FL 33036

111 San Marco Dr Unit and boat slip, Islamorada, FL 33036

/66
$630,000
- 2 Beds
- 1.5 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 master 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 with

Barbara Eads Barbara Eads Realty

87200 Overseas Hwy Unit N2, Islamorada, FL 33036
/42
$515,000 Sold Oct 20, 2025

87200 Overseas Hwy Unit C3, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1980
Last Sold Summary
- 5% Below List Price
- $381/SF
- 27 Days On Market
Current Estimated Value $520,514

Last Listing Agent Joy Martin Marr Properties, Inc.

87200 Overseas Hwy Unit C3, Islamorada, FL 33036

/2
Est $1,047,813 Not Listed For Sale
- Studio
87462 Old Hwy, Plantation Key, FL 33036

87462 Old Hwy, Plantation Key, FL 33036

/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
/60
$950,000 Sold Mar 07, 2025

121 Gumbo Limbo Rd, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,804 Sq Ft
- Built 1992
Last Sold Summary
- 21% Below List Price
- $527/SF
- 161 Days On Market
Current Estimated Value $1,001,605

Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

121 Gumbo Limbo Rd, Islamorada, FL 33036

/2
Est $1,346,667 Not Listed For Sale
- Studio
Vacant Lot Plantation Ridge Rd, Plantation Key, FL 33070

Vacant Lot Plantation Ridge Rd, Plantation Key, 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
/35
$768,000 Sold Aug 29, 2025

128 E Ridge Rd, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
- Built 1963
Last Sold Summary
- 10% Below List Price
- $582/SF
- 148 Days On Market
Current Estimated Value $817,256

Last Listing Agent Diana Fiddes Coldwell Banker Schmitt Key Largo

128 E Ridge Rd, Islamorada, FL 33036

/75
Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,044 Sq Ft
28 Pen Key Club, Islamorada, FL 33036

28 Pen Key Club, Islamorada, FL 33036

/37
$875,000
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
20 Park Rd, Islamorada, FL 33036

Downtown Islamorada gem located on a massive 11,000+ square-foot lot on a quiet street. Vaulted exposed wood beam ceilings give the home a spacious, open vibe. New roof installed in 2022, brand new appliances, and a brand new screen-in enclosure on the front porch ready to enjoy. The first floor offers covered parking and a handy storage room. Close to all the shops, restaurants, and fun that

AJ Vetter Palm House Real Estate

20 Park Rd, Islamorada, FL 33036
/13
$1,200,000 Sold Nov 20, 2025

218 Matecumbe Ave, Islamorada, FL 33036
- 3 Beds
- 2.5 Baths
- 1,071 Sq Ft
- Built 1953
Last Sold Summary
- $1,120/SF
- 43 Days On Market
Current Estimated Value $1,202,092

Last Listing Agent Rocio Hathorn VRNR, LLC

218 Matecumbe Ave, Islamorada, FL 33036

/2
Est $3,384,000 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
84745 Old Hwy Unit 9, Islamorada, FL 33036

84745 Old Hwy Unit 9, Islamorada, FL 33036

/139
$25,000,000
- 7 Beds
- 9.5 Baths
- 6,935 Sq Ft
82768 Overseas Hwy, Islamorada, FL 33036

Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

The Florida Keys Sold Sisters Ocean Sotheby's International Realty

82768 Overseas Hwy, Islamorada, FL 33036
/41
$950,000 Sold Jun 30, 2025

110 Pippin Dr, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,682 Sq Ft
- Built 1959
Last Sold Summary
- 17% Below List Price
- $565/SF
- 259 Days On Market
Current Estimated Value $989,869

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

110 Pippin Dr, Islamorada, FL 33036

/18
Est $2,645,410 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,028 Sq Ft
106 Bayview Isle Dr, Islamorada, FL 33036

106 Bayview Isle Dr, Islamorada, FL 33036

/23
$6,500,000
- Land
- 0.7 Acre
- $9,309,222 per Acre
81908 Overseas Hwy, Islamorada, FL 33036

Once in a lifetime investment in the heart of Islamorada. This exceptional property offers a wide range of potential uses as it includes two Village Center parcels stretching from Highway to Bay, currently featuring a spacious 3,995 sqft restaurant and bar with a coveted 5COP liquor license - no food quota.Village Center zoning allows for multiple use opportunities including, but not limited to,

Jocelyn Tiedemann Ocean Sotheby's International Realty

81908 Overseas Hwy, Islamorada, FL 33036
/8
$260,000 Sold Apr 04, 2025

96 Madeira Rd Unit 4, Islamorada, FL 33036
- Built 2014
Last Sold Summary
- 5% Below List Price
- 93 Days On Market
Current Estimated Value $268,502

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

96 Madeira Rd Unit 4, Islamorada, FL 33036

/19
Est $1,443,960 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,440 Sq Ft
149 Palermo Dr, Islamorada, FL 33036

149 Palermo Dr, Islamorada, FL 33036

/40
$799,000
- 2 Beds
- 2 Baths
- 1,224 Sq Ft
82207 Old Hwy, Islamorada, FL 33036

Ground-level living in the heart of Islamorada! Situated on an oversized parcel, this beautifully completely remodeled 2-bedroom, 2-bath home offers comfort and an unbeatable location. The tastefully updated interior includes porcelain tile throughout the home including showers, quartz countertops and brand new LG appliances and offers an open living area and flows seamlessly to a large screened

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

82207 Old Hwy, Islamorada, FL 33036
/34
$1,015,000 Sold Jun 20, 2025

87851 Old Hwy Unit K33, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,536 Sq Ft
- Built 1989
Last Sold Summary
- 15% Below List Price
- $661/SF
- 108 Days On Market
Current Estimated Value $1,069,530

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

87851 Old Hwy Unit K33, Islamorada, FL 33036

/2
Est $952,026 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,275 Sq Ft
83201 Old Hwy Unit 517, Islamorada, FL 33036

83201 Old Hwy Unit 517, Islamorada, FL 33036

/53
$3,995,000
- 5 Beds
- 3 Baths
- 2,640 Sq Ft
105 Palo de Oro Dr, Islamorada, FL 33036

Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Florida Keys lifestyle in this beautifully updated canal-front residence designed for relaxed coastal living and effortless entertaining. The home offers 5 bedrooms and 3 bathrooms, with approximately 2,640 square feet of living space, including 3 bedrooms and 2 bathrooms upstairs totaling

Jamie Engel Coldwell Banker Schmitt Islamorada

105 Palo de Oro Dr, Islamorada, FL 33036
/50
$1,100,000 Sold Feb 28, 2025

87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,536 Sq Ft
- Built 1989
Last Sold Summary
- 8% Below List Price
- $716/SF
- 85 Days On Market
Current Estimated Value $1,146,634

Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036

/55
Est $920,559 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,275 Sq Ft
83201 Old Hwy Unit 212, Islamorada, FL 33036

83201 Old Hwy Unit 212, Islamorada, FL 33036

Showing Results 81 - 120, Page 3 of 18

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