Islamorada, FL Homes

/18
$3,300,000

$800K PRICE DROP
- 3 Baths
- 6,071 Sq Ft
74560 Overseas Hwy, Islamorada, FL 33036

74560 Overseas Highway is a dynamic waterfront commercial asset with multiple revenue paths and significant redevelopment potential.Situated on a 15,000 SF parcel with generous on-site parking and 100 feet of seawall capable of accommodating up to 8 slips, the property delivers premier highway exposure and immediate Florida Bay and Atlantic Ocean access.Zoning supports four

Elizabeth Jolin Coldwell Banker Schmitt Real E

74560 Overseas Hwy, Islamorada, FL 33036
/36
$1,100,000

Sold Mar 31, 2026

131 Indian Mound Trail, Tavernier, FL 33070
- 5 Beds
- 4 Baths
- 2,696 Sq Ft
- Built 2018
Last Sold Summary
- 12% Below List Price
- $408/SF
- 151 Days On Market
Current Estimated Value $1,221,528

Last Listing Agent Bonnie Oliver Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

131 Indian Mound Trail, Tavernier, FL 33070

/46
Est $1,669,181

Not Listed For Sale

160 Plantation Dr, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 2,140 Sq Ft
- Built 1968
160 Plantation Dr, Tavernier, FL 33070

Last Sold Summary
- 7 Days On Market
Last Listing Agent Jaclyn Kelley Prudential Keyswide Properties

/66
$719,999

$25K PRICE DROP
- 2 Beds
- 2 Baths
- 841 Sq Ft
500 Burton Dr Unit 5308, Tavernier, FL 33070

Fully Furnished Waterfront Condo in OceanPointe. Oceanpointe is one of the few resorts that allows Short Term Rentals in the Florida Keys. Each building in the Resort is undergoing building and common area renovations as depicted in the VIRTUAL pictures of the planned Common Area and building 5 Renovation Project. Some of the buidlings have already undergone Renovations. The planned renovations

Jonathan Minerick Homecoin.com

500 Burton Dr Unit 5308, Tavernier, FL 33070
/184
$27,750,000

Sold Oct 06, 2025

76180 Overseas Hwy, Islamorada, FL 33036
- 8 Beds
- 9.5 Baths
- 10,228 Sq Ft
- Built 2024
Last Sold Summary
- 11% Below List Price
- $2,713/SF
- 114 Days On Market
Current Estimated Value $19,011,394

Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

76180 Overseas Hwy, Islamorada, FL 33036

/55
Est $2,380,842

Not Listed For Sale

118 Milano Dr, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,824 Sq Ft
- Built 1991
118 Milano Dr, Islamorada, FL 33036

Last Sold Summary
- 29 Days On Market
Last Listing Agent Israel Salabarria IMS Consulting & Management

/97
$6,500,000

$800K PRICE DROP
- 4 Beds
- 4.5 Baths
- 2,629 Sq Ft
228 Tide Ave, Tavernier, FL 33070

Very few things in life live up to the hype--but living on ''The Creek'' exceeds it. The location is world-class, the people-watching and boating scene never gets old, and the level of construction top-notch. What makes this property even more extraordinary is that the home itself now matches the setting. Following a meticulous two-year, top-to-bottom renovation, this residence was completely

AJ Vetter Palm House Real Estate

228 Tide Ave, Tavernier, FL 33070
/66
$1,650,000

Sold Apr 10, 2026

106 San Juan Dr Unit & Boat Slip, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 2,055 Sq Ft
- Built 1987
Last Sold Summary
- 17% Below List Price
- $803/SF
- 201 Days On Market
Current Estimated Value $1,706,912

Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

106 San Juan Dr Unit & Boat Slip, Islamorada, FL 33036

/63
Est $3,025,919

Not Listed For Sale

141 Giardino Dr, Islamorada, FL 33036
- 4 Beds
- 3 Baths
- 2,310 Sq Ft
- Built 1974
141 Giardino Dr, Islamorada, FL 33036

Last Sold Summary
- 54 Days On Market
Last Listing Agent Jan Keller Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

/39
$3,524,000
- 7 Beds
- 4 Baths
- 3,524 Sq Ft
110 Gulfview Dr, Islamorada, FL 33036

A Keys compound built to enjoy now-grow into the future, or internally convert to a 3,524 sq ft primary home without structural changes, while retaining a Waterfront Transferable Development Right (TDR/TBR) in Islamorada (approx. $650K value). Exceptional opportunity in the coveted White Marlin Beach community at MM74, this canal-front luxury family compound offers rare multi-family autonomy,

Karen Jenkins Keller Williams Realty Premier Properties - Kendall

110 Gulfview Dr, Islamorada, FL 33036
/15
$1,360,000

Sold Oct 31, 2025

170 Westminster Dr, Tavernier, FL 33070
- Land
- 5,499 Sq Ft
- $10,771,200 per Acre
Last Sold Summary
- 1% Above List Price
- 0 Days On Market
Current Estimated Value $1,370,664

Last Listing Agent Joy Martin American Caribbean Real Estate, Christie's International Real Estate

170 Westminster Dr, Tavernier, FL 33070

/31
Est $2,566,057

Not Listed For Sale

112 Palo de Oro Dr, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,845 Sq Ft
- Built 1989
112 Palo de Oro Dr, Islamorada, FL 33036

Last Sold Summary
- 63 Days On Market
Last Listing Agent Marcia McCormick Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

/39
$1,050,000
- 4 Beds
- 3 Baths
- 1,950 Sq Ft
162 Jo Jean Way, Tavernier, FL 33070

Old Florida charm meets modern comfort in this unique multi residence property on a rare 10 ,000 sq ft lot in historic Tavernier. The main home is approximately 1600 sq ft and renovated in 2021, offers three bedrooms, two baths with an open floor plan in the living room kitchen, dining area. Warm wood flooring in the living areas and abundant windows create the ''conch cottage'' character

Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand

162 Jo Jean Way, Tavernier, FL 33070
/2
$520,000

Sold Sep 23, 2025

227 Cuba Rd, Tavernier, FL 33070
- 3 Beds
- 2 Baths
- 1,430 Sq Ft
- Built 1987
Last Sold Summary
- 20% Below List Price
- $364/SF
- 44 Days On Market
Last Listing Agent Jessie Cruz Lifestyle International Realty

227 Cuba Rd, Tavernier, FL 33070

/49
Est $3,423,035

Not Listed For Sale

18 Avacado St, Islamorada, FL 33036
- 5 Beds
- 4 Baths
- 2,845 Sq Ft
- Built 1967
18 Avacado St, Islamorada, FL 33036

Last Sold Summary
- 27 Days On Market
Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

/83
$5,950,000

New Construction Open Thu 11AM - 1PM
- 4 Beds
- 4 Baths
- 3,358 Sq Ft
195 Ojibway Ave, Tavernier, FL 33070

Introducing an extraordinary, newly constructed waterfront estate that must be experienced in person. Perfectly positioned on a generous 13,200 sq ft double lot with 120 linear feet of water frontage, this one-of-a-kind residence showcases sweeping bay views, refined custom finishes, and effortless indoor-outdoor living. Designed with an inverted floor plan to maximize the panorama, the main

Carlos Lorenzo American Caribbean Real Estate, Christie's International Real Estate

195 Ojibway Ave, Tavernier, FL 33070
/39
$2,900,000

Sold Oct 29, 2025

117 Buena Vista Ct, Islamorada, FL 33036
- 4 Beds
- 2.5 Baths
- 2,683 Sq Ft
- Built 1987
Last Sold Summary
- 17% Below List Price
- $1,081/SF
- 254 Days On Market
Current Estimated Value $3,038,766

Last Listing Agent Patti Stanley Angler S Realty Inc.

117 Buena Vista Ct, Islamorada, FL 33036

/2
Est $2,841,797

Not Listed For Sale

75455 Overseas Hwy, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,966 Sq Ft
- Built 1991
75455 Overseas Hwy, Islamorada, FL 33036

/50
$609,900

$19K PRICE DROP
- 2 Beds
- 2 Baths
- 1,337 Sq Ft
87200 Overseas Hwy Unit 7, Islamorada, FL 33036

Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style condo located in sought-after Executive Bay Club in Islamorada. Ideally situated next to Founders Park, this gated bayfront community offers an unbeatable combination of location, lifestyle, and investment potential. One of the standout features of this residence is the rare open kitchen layout, creating a

Luis Ruiz EXP Realty, LLC

87200 Overseas Hwy Unit 7, Islamorada, FL 33036
/29
$685,000

Sold Feb 27, 2026

110 Cortez Dr Unit A, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 1,079 Sq Ft
- Built 1980
Last Sold Summary
- 6% Below List Price
- $635/SF
- 76 Days On Market
Current Estimated Value $684,866

Last Listing Agent Claire Johnson Exit Realty Florida Keys TAV

110 Cortez Dr Unit A, Islamorada, FL 33036

/61
Est $2,262,259

Not Listed For Sale

55 W Plaza Del Lago, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 1,628 Sq Ft
- Built 1989
55 W Plaza Del Lago, Islamorada, FL 33036

Last Sold Summary
- 54 Days On Market
Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

/75
$824,900

Open Tue 5PM - 7PM $824K PRICE INCREASE
- 4 Beds
- 2 Baths
137 Pacific Ave, Tavernier, FL 33070

Solid Concrete Home - Steps from Harry Harris Park!This beautifully updated 4Bedroom/2Bathroom concrete home with a concrete roof offers everything you've been looking for. Upstairs features 2 bedrooms and 1 bath with a wraparound screened porch, while downstairs provides another 2/1 with its own screened patio — ideal for guests or family.The chef's kitchen boasts quartz countertops,

137 Pacific Ave, Tavernier, FL 33070
/24
$415,000

Sold Mar 12, 2026

200 Wrenn St Unit 404, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 1,179 Sq Ft
- Built 1975
Last Sold Summary
- 17% Below List Price
- $352/SF
- 379 Days On Market
Current Estimated Value $428,724

Last Listing Agent Lorie LaLonde American Caribbean Real Estate, Christie's International Real Estate

200 Wrenn St Unit 404, Tavernier, FL 33070

/29
Est $1,288,122

Not Listed For Sale

302 North Dr, Islamorada, FL 33036
- 3 Beds
- 2 Baths
- 1,794 Sq Ft
- Built 1986
302 North Dr, Islamorada, FL 33036

Last Sold Summary
- 87 Days On Market
Last Listing Agent Rhonda Simonds-Brewer Moorings Realty, Inc

/20
$2,350,000

$149K PRICE DROP Pending
- 3 Beds
- 3 Baths
- 2,405 Sq Ft
239 Plantation Ave, Tavernier, FL 33070

Welcome to your slice of paradise in the village of Islamorada! This solid concrete waterfront home was completely updated in 2007 including seawall, all plumbing and electrical and new concrete roof engineered to add another floor. The home has 3 bedrooms, 3 bathrooms and 75 feet of deep water dockage in one of the most desirable boating locations in the Florida Keys. Built with impact windows

Kimberly Brook Gray Waterfront Resort Realty

239 Plantation Ave, Tavernier, FL 33070
/75
$2,050,000

Sold Jul 16, 2026

137 Cortez Dr, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 2,123 Sq Ft
- Built 1979
Last Sold Summary
- 9% Below List Price
- $966/SF
- 42 Days On Market
Current Estimated Value $1,721,996

Last Listing Agent Claudette Mell Century 21 Circle- Islamorada

137 Cortez Dr, Islamorada, FL 33036

/47
Est $1,920,929

Not Listed For Sale

152 Riviera Dr, Tavernier, FL 33070
- 3 Beds
- 3 Baths
- 1,345 Sq Ft
- Built 1965
152 Riviera Dr, Tavernier, FL 33070

Last Sold Summary
- 186 Days On Market
Last Listing Agent Alina Davis Coldwell Banker Schmitt Islamorada

/4
$6,000,000
- 4 Beds
- 6 Baths
202 Plantation Shores, Other Fl City, FL 33070

Coastal Luxury. Endless Lifestyle. A rare opportunity to own an extraordinary Plantation Key waterfront estate where captivating ocean views, 140 feet of protected dockage, direct Atlantic access, and exceptional craftsmanship come together in perfect harmony. Privately tucked away on a quiet cul-de-sac, this stunning coastal residence was thoughtfully designed for those who appreciate effortless

202 Plantation Shores, Other Fl City, FL 33070
/47
$1,500,000

Sold Sep 04, 2026

124 Venetian Way, Islamorada, FL 33036
- 4 Beds
- 3 Baths
- 2,048 Sq Ft
- Built 2023
Last Sold Summary
- 6% Below List Price
- $732/SF
- 85 Days On Market
Current Estimated Value $1,589,564

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

124 Venetian Way, Islamorada, FL 33036

/20
Est $355,508

Not Listed For Sale

79901 Overseas Hwy Unit 101, Islamorada, FL 33036
- 1 Bed
- 1 Bath
- 409 Sq Ft
- Built 1976
79901 Overseas Hwy Unit 101, Islamorada, FL 33036

Last Sold Summary
- 342 Days On Market
Last Listing Agent Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand

/43
$15,950,000
- 6 Beds
- 7 Baths
- 6,680 Sq Ft
20 Avacado St, Islamorada, FL 33036

BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWSWelcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters.The

Steven Koleno Beycome of Florida LLC

20 Avacado St, Islamorada, FL 33036
/43
$690,000

Sold Jan 07, 2026

500 Burton Dr Unit 5203, Tavernier, FL 33070
- 2 Beds
- 2 Baths
- 841 Sq Ft
- Built 1991
Last Sold Summary
- 3% Below List Price
- $820/SF
- 20 Days On Market
Current Estimated Value $689,344

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

500 Burton Dr Unit 5203, Tavernier, FL 33070

/50
Est $322,285

Not Listed For Sale

88500 Overseas Hwy Unit 107, Tavernier, FL 33070
- 1 Bed
- 1 Bath
- 398 Sq Ft
- Built 1976
88500 Overseas Hwy Unit 107, Tavernier, FL 33070

Last Sold Summary
- 97 Days On Market
Last Listing Agent Jonelle Kop Blue 9 Realty, Inc.

/2
$679,000
2x Waterfront Tdr for Sale Ave, Upper Matecumbe Key Islamorada, FL 33036

An exceptional opportunity to acquire two (2) Waterfront Transferable Development Rights (TDRs akaTBRs) for use within the Village of Islamorada. Offered together for $679,000, this represents an outstanding value at approximately $339,500 per TDR--well below the cost of purchasing comparable rights individually. These development rights may be transferred to an eligible receiver property within

Patti Stanley Angler S Realty Inc.

2x Waterfront Tdr for Sale Ave, Upper Matecumbe Key Islamorada, FL 33036
/39
$650,000

Sold Apr 13, 2026

112 S Rolling Hill Rd, Tavernier, FL 33070
- 4 Beds
- 3 Baths
- 1,608 Sq Ft
- Built 1963
Last Sold Summary
- 35% Below List Price
- $404/SF
- 63 Days On Market
Current Estimated Value $771,000

Last Listing Agent Maryann Warren Prudential Keyswide Properties

112 S Rolling Hill Rd, Tavernier, FL 33070

/2
Est $1,542,853

Not Listed For Sale

80639 Old Hwy Unit 308, Islamorada, FL 33036
- 3 Beds
- 3 Baths
- 2,251 Sq Ft
- Built 1994
80639 Old Hwy Unit 308, Islamorada, FL 33036

/28
$649,000

$26K PRICE DROP
- 2 Beds
- 2 Baths
- 1,079 Sq Ft
118 Cortez Dr Unit B, Islamorada, FL 33036

This island resort unit offers stations for dockage up to 25-foot boats daytime only, trailer storage and boat ramp. There is a pool for the development, pickle ball and tennis courts. The unit has hurricane impact windows as well as updated balcony area. It offers a large garage area with plenty of storage space. Injoy island living in the Keys .

Ralph Pena Pena Realty, Inc.

118 Cortez Dr Unit B, Islamorada, FL 33036
/3
$350,000

Sold Jul 10, 2026

Waterfront Tdr Building Right for Sale Rd, Upper Matecumbe Key Islamorada, FL 33036
- Land
- 0 Sq Ft
Last Sold Summary
- 12% Below List Price
- 7 Days On Market
Last Listing Agent Patti Stanley Angler S Realty Inc.

Waterfront Tdr Building Right for Sale Rd, Upper Matecumbe Key Islamorada, FL 33036

/2
Est $442,830

Not Listed For Sale

87465 Old Hwy Unit 106, Islamorada, FL 33036
- 2 Beds
- 2 Baths
- 976 Sq Ft
- Built 1977
87465 Old Hwy Unit 106, Islamorada, FL 33036

/18
$8,000,000
- 3 Beds
- 2.5 Baths
- 1,728 Sq Ft
88747 Old Hwy, Tavernier, FL 33070

Discover your dream retreat in this beautiful oceanfront home, set on 1.5 acres of prime beachfront property with 150 feet of pristine white sandy beach, this is the ultimate getaway for relaxation and adventure. Unwind in the oversized heated pool or customized hot tub after a day of sun and fun. The Tiki Hut provides convenient storage for all your water toys, making your boating and beach days

Ralph Sam Real Estate Sales Force, Inc.

88747 Old Hwy, Tavernier, FL 33070

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Islamorada, FL Homes

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