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Islamorada, FL Homes for Sale

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  • /51

    $469,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 577 Sq Ft

    500 Burton Dr Unit 2313, Tavernier, FL 33070

    Brand New Metal standing seam roof !! Updated 1/1 with nice Ocean Views. This Condo grossed over 32k in the first 6 months of 2206 with friends and family using it too as there are no restrictions on an owners use or who an owner uses to manage their property. Impact sliders & Doors. Being sold fully furnished with Housewares. Fiber optic WIFI that is quick and secured. Direct Ocean access marina

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 2313, Tavernier, FL 33070
  • /51

    $459,000

    • 1 Bed
    • 1 Bath
    • 577 Sq Ft

    500 Burton Dr Unit 2304, Tavernier, FL 33070

    Least expensive Condo at OP, this 1/1 has Impact windows and sliders with a nice Ocean view.Enjoy the direct Ocean Access Marina, Jr. Olympic pool and 14 person spa, Private Oceanfront Cafe & Lounge, Nice beach area with Tiki's , Lighted Pickle ball & Tennis courts. Boats have to be under 28ft and insured. Owners may rent their place or live here full time and Homestead their OP condo. OP is

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 2304, Tavernier, FL 33070
  • /48

    $1,675,000

    Open Sat 11AM - 1PM $115K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,034 Sq Ft

    159 Iroquois Dr, Islamorada, FL 33036

    Discover island living at its finest in this beautifully remodeled 3-bedroom, 3-bath ''Florida Modern'' CBS home, ideally located in the desirable Lower Matecumbe Beach neighborhood of Islamorada.A light-filled open-concept layout seamlessly connects the living, dining, and kitchen areas-perfect for entertaining or relaxed island living. The home features three spacious bedrooms and three

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    159 Iroquois Dr, Islamorada, FL 33036
  • /44

    $699,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 841 Sq Ft

    500 Burton Dr Unit 3406, Tavernier, FL 33070

    Top Floor !! TWO oceanfront balconies with Stunning ocean views in this 2/2 D model. Beautiful ocean views from the living room and the Owners suite bedroom !! Updated kitchen and both bathrooms. Impact windows and sliders. Being sold fully furnished. Jr. Olympic Heated pool with 14 person Spa. Pool Bar is all remodeled and back open !! Full liquor bar for nice frozen drinks by the pool !! And

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 3406, Tavernier, FL 33070
  • /49

    $2,500,000

    $295K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft

    107 Valencia Dr, Islamorada, FL 33036

    OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large

    Agent Photo

    Patty Accorto

    Keller Williams Legacy

    107 Valencia Dr, Islamorada, FL 33036
  • /38

    $579,000

    • 2 Beds
    • 2 Baths
    • 826 Sq Ft

    500 Burton Dr Unit 4207, Tavernier, FL 33070

    Beautiful Ocean Views with this updated 2/2, being sold fully furnished. Marina with direct ocean access, boat ramp & dry boat storage. Jr. Olympic pool with 14 person Spa and a Pool Bar !! . Private Oceanfront Cafe & Lounge. Sandy Beach with Tiki huts galore. Lighted tennis & Pickle ball courts. 24 hour manned gates and roving security too. Great rental opportunities as there are no restrictions

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 4207, Tavernier, FL 33070
  • /41

    $449,900

    $50K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 577 Sq Ft

    500 Burton Dr Unit 4204, Tavernier, FL 33070

    Rare Opportunity in Ocean Pointe!Experience the ultimate in Florida Keys luxury living with this modern, oceanfront 1-bedroom, 1-bath condo—a rare find in the highly sought-after Ocean Pointe community.Located in Building 4 on the 2nd floor, this beautifully appointed unit features a private balcony with serene ocean and mangrove views, offering the perfect spot to

    Agent Photo

    Ian Trumbach

    FLORIDA PRESTIGIOUS HOMES INC

    500 Burton Dr Unit 4204, Tavernier, FL 33070
  • /19

    $899,000

    • 1 Bed
    • 1 Bath
    • 468 Sq Ft

    84961 Old Hwy Unit LOT 27, Islamorada, FL 33036

    Memories begin here. Tucked along the ocean's edge and offering the kind of lifestyle buyers spend years searching for, this one-of-a-kind oceanfront retreat delivers the ultimate Florida Keys escape all for under $1M! What is unique about this property is the 40' protected boat slip located right out your back door. This unit is conveniently located offering quick access to the ocean or the bay

    Agent Photo

    Lorie LaLonde

    American Caribbean Real Estate, Christie's International Real Estate

    84961 Old Hwy Unit LOT 27, Islamorada, FL 33036
  • /43

    $555,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    500 Burton Dr Unit 1402, Tavernier, FL 33070

    Top Floor 2/2 with an Ocean View !! This Condo grossed $26,900.07 1/1/2026 through 8/20/2026 with owners and friends using it as well. There are No Restrictions on Owners or friends use.Being sold fully furnished with Housewares.Building 1 has New Railings , New Roof and walkway floors painting !!Cafe & Pool Bar are back open !! New Large picnic & Grilling areas too.The Marina has

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 1402, Tavernier, FL 33070
  • /55

    $749,000

    • 2 Beds
    • 2 Baths
    • 916 Sq Ft

    500 Burton Dr Unit 4416, Tavernier, FL 33070

    Top Floor End Unit in Building 4 with WOW ocean views !! Two bay windows and the kitchen has a window, all impact too. Largest floor plan at OP. Being sold fully furnished.Marina with direct ocean access, Ocean front Cafe & Lounge, Jr. Olympic Pool with 14 person Spa. Lighted tennis & pickle ball courts. Beach with a boardwalk & gazebo overlooking the Atlantic Ocean.

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 4416, Tavernier, FL 33070
  • /66

    $4,445,000

    $250K PRICE DROP
    • 8 Beds
    • 4 Baths
    • 4,681 Sq Ft

    136 San Remo Dr, Islamorada, FL 33036

    Venetian Shores, the premier waterfront community in Islamorada!!! Looking for that larger than life home, well this is it! We have an 8 bedroom, 4 baths a pool, with nearly 5,000 sq. ft. of living area. Quick access to the Atlantic Ocean and Florida Bay with in minutes via Snake Creek. What makes this location unique is the 100 foot wide, deep water canals and what make this property more unique

    Agent Photo

    Shane Wilson

    Cypress Realty, Inc.

    136 San Remo Dr, Islamorada, FL 33036
  • /54

    $689,000

    • 2 Beds
    • 2 Baths
    • 841 Sq Ft

    500 Burton Dr Unit 3309, Tavernier, FL 33070

    2/2 Condo with the Owners Suite having a beautiful Ocean View. The living and kitchen room having Beautiful ocean views as well. Upgraded condo with Impact windows and sliders, great rental potential. Marina has direct Ocean Access. Jr. Olympic heated pool and 14 person Spa and a Pool bar. Oceanfront Cafe & Lounge overlooking the Marina and the sandy beach with Tiki huts. Lighted Pickle ball &

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 3309, Tavernier, FL 33070
  • /76

    $1,890,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 3 Baths
    • 2,845 Sq Ft

    74980 Overseas Hwy Unit 3, Islamorada, FL 33036

    Experience the ultimate Florida Keys lifestyle in this stunning split-level waterfront loft and take advantage of the vacation rental revenue. Ideally located in highly sought-after Lower Matecumbe. This exceptional 5-bedroom, 3-bath residence combines contemporary design with breathtaking water views, creating a truly unique island retreat.The thoughtfully designed layout features three

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    74980 Overseas Hwy Unit 3, Islamorada, FL 33036
  • /56

    $664,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 841 Sq Ft

    500 Burton Dr Unit 4211, Tavernier, FL 33070

    This Condo Grossed $29,319.00 in the first 6 months of 2026Two Oceanfront balconies come with this 2/2 D model in Building 4 , the building closest to the Ocean at Ocean Pointe. Views from the Living Room, Kitchen and the Owners Suite. Both Bathrooms are Tiled with Walk in Showers. Impact sliders & windows and being sold fully furnished. Complex has a naturally protected Direct Ocean Access

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 4211, Tavernier, FL 33070
  • /53

    $739,000

    • 2 Beds
    • 2 Baths
    • 841 Sq Ft

    500 Burton Dr Unit 4206, Tavernier, FL 33070

    Two Oceanfront Balconies comes with this updated D model at Ocean Pointe. Remarkable Kitchen remodeling job , both baths too with Impact windows and sliders. Wow factor Ocean Views with all the amenities owners and guest want. Jr. Olympic pool with 14 person Spa, Pool Bar, Direct ocean access Marina with dry boat storage. Lighted Tennis & Pickle ball courts. Oceanfront Cafe & Lounge. No

    Agent Photo

    Tom Rodriguez

    American Caribbean Real Estate, Christie's International Real Estate

    500 Burton Dr Unit 4206, Tavernier, FL 33070
  • /36

    $239,000

    • Land
    • 6,076 Sq Ft
    • $1,713,262 per Acre

    15 Ocean View Blvd, Key Largo, FL 33037

    KEY LARGO CORNER LOT WITH PERMITS! This spacious corner lot. Ideally located close to the Overseas Highway, providing convenient access to shopping, dining, schools, parks, boating, and all that the Florida Keys lifestyle has to offer. A fantastic opportunity for builders, investors, or buyers ready to create their own Key Largo retreat. Brand new construction single family home next door is also

    Agent Photo

    Amaya Castro

    The Keyes Company

    15 Ocean View Blvd, Key Largo, FL 33037
  • /10

    $1,250,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,256 Sq Ft

    124 Peace Ave, Key Largo, FL 33070

    Brand New Home under Construction.4 bedrooms 3 bath 2256 Sq Ft.Be the 1st to live here. Make this your Dream Home in The Keys.Elevated Tri-level home with storage and carport below. Main living level on the 2nd floor with an open great room, kitchen and1 guest bedroom and bath. Continue to the 3rd floor for an additional 2 guest bedrooms and bath plus Primary suite and bath.

    Agent Photo

    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    124 Peace Ave, Key Largo, FL 33070
  • /53

    $2,495,000

    New Construction Open Sun 11AM - 1PM
    • 3 Beds
    • 3.5 Baths
    • 1,829 Sq Ft

    81906 Overseas Hwy Unit 2, Islamorada, FL 33036

    Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada--just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions.Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    81906 Overseas Hwy Unit 2, Islamorada, FL 33036
  • /33

    $10,950,000

    New Construction $750K PRICE DROP
    • 6 Beds
    • 8 Baths
    • 6,577 Sq Ft

    77350 Overseas Hwy, Islamorada, FL 33036

    Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Keys define this newly completed gated waterfront estate on Lower Matecumbe Key. Surrounded by a serene coastal landscape and native birdlife, the property offers boating access to both Florida Bay and the Atlantic Ocean. Completed in 2025, the three-level main residence features two primary suites, three guest bedroom

    Agent Photo

    Carolyn Ambler

    American Caribbean Real Estate, Christie's International Real Estate

    77350 Overseas Hwy, Islamorada, FL 33036
  • /56

    $875,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft

    88181 Old Hwy Unit B3, Islamorada, FL 33036

    Islamorada luxury condo and boat slip for boats to 44' - the perfect combination for serious boaters! Located within a 14-acre, resort-style ocean front community of just eight buildings, this home sits in a peaceful low-rise building with only three units. As an end unit with no one above or below, it feels very much like a single-family home. Windows on three sides bring in natural light and a

    Christy Hughes Coldwell Banker Schmitt Islamorada

    88181 Old Hwy Unit B3, Islamorada, FL 33036
  • /45

    $2,400,000

    • 3 Beds
    • 4 Baths

    316 North Dr, Islamorada, FL 33036

    Simply the best location, exclusive & extremely private. It's tucked away in the prestigious "Plantation Lake Estates," a highly sought-after gated community with an on-site boat ramp and park. This Coastal-Styled Beach Home is in a prime location at Mile Marker 87, across the street from Founders Park, which has a beach, tennis courts, a full-service marina, a dog park, sports fields, and

    Anthony Askowitz RE/MAX Advance Realty II

    316 North Dr, Islamorada, FL 33036
  • /49

    $795,000

    $30K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,152 Sq Ft

    136 Aregood Ln, Islamorada, FL 33036

    Island Opportunity is knocking! Enjoy your own Islamorada vacation home...with the option to generate excellent rental income when you're not using it. Set in a private, peaceful oceanfront community of just 10 townhomes, you'll have a beach, pool and your own slip for boat up to 30'. Spend the day on the water, relax by the pool or head up to the rooftop deck for ocean breezes & a peekaboo water

    Christy Hughes Coldwell Banker Schmitt Islamorada

    136 Aregood Ln, Islamorada, FL 33036
  • /33

    $530,000

    • 2 Beds
    • 1 Bath
    • 624 Sq Ft

    107 Tavern Dr, Tavernier, FL 33070

    In the heart of Historic Tavernier, this charming Keys cottage offers the kind of character that's getting harder and harder to find. Set on two lots with peekaboo ocean views, the property combines Old Florida charm, outdoor space, and boating convenience in one inviting package. Inside, the two bedroom, one bath home has a cozy, authentic Keys feel. This compact space is full of personality.

    Karin Moerner Cedergren Coldwell Banker Schmitt Islamorada

    107 Tavern Dr, Tavernier, FL 33070
  • /45

    $2,195,000

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft

    179 Plantation Ave, Tavernier, FL 33070

    A Truly Unique Florida Keys Property — Location, Lifestyle & Luxury!This may be the perfect location and the perfect home for those looking for the ultimate Florida Keys lifestyle. Ideally situated in the Upper Keys, and a few houses away from the bay. The ocean is at a short ten minutes boat ride. This unique property is just over an hour from Miami and offers everything you and your family need

    Ricardo Guerra Realty of Miami Inc

    179 Plantation Ave, Tavernier, FL 33070
  • /24

    $1,549,000

    • 3 Beds
    • 3 Baths
    • 1,704 Sq Ft

    135 Tequesta St, Tavernier, FL 33070

    Waterfront 3/3 Canal Home located in the Best Islamorada Plantation key Location. Great Vacation Rental is being sold furnished . Turnkey with 5 star reviews ! Large bedrooms with King Beds. Metal Roof , Smart TVs, Quartz countertops , Split level living layout which works great as in law quarters ,open kitchen , Modern bathrooms, Great living room with open kitchen, Washer & Dryer, Screened in

    Jonathan Minerick Homecoin.com

    135 Tequesta St, Tavernier, FL 33070
  • /96

    $4,650,000

    Open Sat 12PM - 4PM
    • 5 Beds
    • 5.5 Baths
    • 4,354 Sq Ft

    109 Valencia Dr, Islamorada, FL 33036

    Experience the best of the Florida Keys in this exceptional pool home, ideally situated in Venetian Shores--one of Islamorada's most coveted waterfront communities. Offering 70 feet of protected dockage, this property is a premier boating opportunity with quick access to the bay and ocean via Snake Creek Bridge.Designed to accommodate family and guests with ease, the oversized home features

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    109 Valencia Dr, Islamorada, FL 33036
  • /14

    $649,000

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,079 Sq Ft

    118 Cortez Dr Unit B2, Islamorada, FL 33036

    This island resort style unit offers stations for dockage up to 25-foot boats, 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.

    Ralph Pena Pena Realty Inc.

    118 Cortez Dr Unit B2, Islamorada, FL 33036
  • /92

    $24,995,000

    New Construction
    • 5 Beds
    • 8 Baths
    • 9,011 Sq Ft

    87895 Old Hwy, Islamorada, FL 33036

    Newly completed private oceanfront estate on 2+ acres in Plantation Key, offering an extraordinary combination of scale, privacy, dockage, and resort-style living in the heart of the Florida Keys. Designed for luxury coastal living, entertaining, and extended stays, this exceptional estate features over 9,000 sq. ft. of interior living space and more than 15,000 sq. ft. under roof.Set

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    87895 Old Hwy, Islamorada, FL 33036
  • /56

    $3,952,000

    • 5 Beds
    • 3 Baths
    • 2,328 Sq Ft

    148 Giardino Dr, Islamorada, FL 33036

    THIS UPDATED BEAUTY LOCATED IN RENOWED VENETIAN SHORES IS A TRUE MUST SEE!! (1) UPSTAIRS: THREE BEDROOMS AND TWO SPACIOUS BATHROOMS!! COMFORTABLE LIVING ROOM AND DINING ROOM AREA WITH ACCESS TO A LARGE SCREENED IN PORCH WITH BEAUTIFUL WATERFRONT VIEWS!! LARGE KITCHEN WITH BEAUTIFUL CONNECTED ISLAND AND STATE OF THE ART COUNTERTOPS; MODERN APPLIANCES !! WET BAR AND WINE CELLAR CABINET!!

    Oscar Valencia The Valencia Group

    148 Giardino Dr, Islamorada, FL 33036
  • /19

    $695,000

    $55K PRICE DROP
    • 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

    Carl Fernstrom Diversified Real Estate Group

    84961 Old Hwy Unit 26, Islamorada, FL 33036
  • /70

    $1,849,000

    $400K PRICE DROP
    • 4 Beds
    • 2 Baths

    150 Azalea St, Tavernier, FL 33070

    Beautiful Double Waterfront Lot in Prestigious Plantation Key Colony. This stunning 4-bedroom, 2-bath waterfront home sits on a Rare Double Lot with a Private Boat Ramp & Boat lift. Step outside to your Private Oasis complete with a Private Tiki hut - Gorgeous secluded in-ground Pool and Cabana Hut Bungalow - The open-concept kitchen features Granite countertops and stainless-steel appliances,

    Tracey Petrusha LoKation

    150 Azalea St, Tavernier, FL 33070
  • /36

    $2,000,000

    $200K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,228 Sq Ft

    121 Lisbon Ct, Islamorada, FL 33036

    What does everyone dream of? The smallest house in the best neighborhood -- and this one delivers. Welcome to easy, breezy living in Port Antigua, where charm, quality, and location come together beautifully.This thoughtfully updated home is being offered fully furnished -- from stylish pieces down to kitchen wares, dishes, and linens -- making your transition to the Keys seamless. Just bring

    Alina Davis Coldwell Banker Schmitt Islamorada

    121 Lisbon Ct, Islamorada, FL 33036
  • /14

    $399,000

    $61K PRICE INCREASE
    • 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 Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    135 Airstream Ln, Tavernier, FL 33070
  • /16

    $849,000

    • Land
    • 0 Sq Ft

    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 being picked up 6/12/26. Seize this rare opportunity to build your dream home in a highly sought-after Keys location.

    Nancy Hershoff Coldwell Banker Schmitt Real E

    149 Iroquois Dr, Islamorada, FL 33036
  • /82

    $6,150,000

    • 6 Beds
    • 7 Baths
    • 5,100 Sq Ft

    194 Buttonwood Ln, Islamorada, FL 33036

    Welcome to 194 Buttonwood Lane, a rare waterfront sanctuary nestled in the prestigious Safety Harbor enclave. This meticulously designed 6-bedroom, 7-bathroom residence seamlessly blends architectural elegance with modern comfort. The heart of the home features a chef's kitchen outfitted with top-of-the-line appliances, custom cabinetry, and breath taking stone finishes on the countertops and

    Mike Jones Fairchild Partners, Inc.

    194 Buttonwood Ln, Islamorada, FL 33036
  • /62

    $750,000

    $673K PRICE INCREASE
    • 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
  • /36

    $5,999,000

    $996K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    75131 Overseas Hwy, Islamorada, FL 33036

    Beautiful 200' of oceanfront property on Lower Matecumbe Key. This offering consists of one 100' lot, vacant with TDR & contiguously, a 100' lot with a triplex apartment building (3 TDRs),.This gives you endless possibilities for redevelopment of the property. The vacant lot has an additional 200' of bay bottom. Fantastic 180° ocean views make for gorgeous sunrises on the naturally sandy beaches.

    Randy Selden Century 21 Circle- Islamorada

    75131 Overseas Hwy, Islamorada, FL 33036
  • /62

    $14,990,000

    New Construction $1M PRICE DROP
    • 6 Beds
    • 9 Baths
    • 7,590 Sq Ft

    88351 Old Hwy, Tavernier, FL 33070

    Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes you through lush tropical landscaping and a diverse fruit-tree grove, setting a private and refined arrival. Set on over 2 usable acres with 210 feet of private sandy beachfront and a protected cove, the residence spans 7,590

    88351 Old Hwy, Tavernier, FL 33070
  • /24

    $650,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    115 Fontaine Dr, Tavernier, FL 33070

    ONE OF THE LOWEST PRICED HOMES IN THE VILLAGE OF ISLAMORADA!Charming Home in a desirable Plantation Key Subdivision!This well-maintained Sheffield Steel home offers excellent curb appeal with lush, tropical landscaping. Inside, enjoy an open-concept layout with two bedrooms and two bathrooms, highlighted by beautiful Dade County Pine ceilings and an abundance of natural lighting. Step out

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    115 Fontaine Dr, Tavernier, FL 33070
  • /101

    $25,000,000

    • 7 Beds
    • 10 Baths
    • 8,288 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 four acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

    Gonzalo Del Negro Ocean Sothebys Intl Realty

    82768 Overseas Hwy, Islamorada, FL 33036

Showing Results 1 - 40, Page 1 of 7

Why Live in Islamorada

Islamorada, a charming village in the Florida Keys, is renowned as the Sport Fishing Capital of the World. Located about 85 miles south of Miami, it is surrounded by the Atlantic Ocean and Florida Bay, making it a prime spot for marine services and eco-tourism. The community is family-friendly and served by highly-rated schools, including Plantation Key School and Coral Shores High School. Housing options range from multi-level coastal homes with bay access to more affordable inland homes. Coastal homes are built to withstand flooding and wind damage from hurricanes, while inland homes are typically occupied by full-time residents. Islamorada is a haven for outdoor enthusiasts, with attractions such as Anne’s Beach, Founders Park, and the Theater of the Sea. The village also features the History of Diving Museum and Indian Key Historic State Park. Dining options include local favorites like Lazy Days, Papa Joe's, and Lorelei's. Shopping is available at Rain Barrel Village and along U.S. Route 1. Islamorada's central location provides easy access to Miami and Key West via the Overseas Highway. The community is known for its peaceful living, though the cost of living is relatively high.

Islamorada, FL Home Prices

Islamorada, FL
Median Home Price
$1,890,000
Median Sale Price
$1,277,500
-5% YoY
Avg. Price per Square Foot
$1,146
Median Single Family Price
$2,900,000
Median Townhouse Price
$900,000
Median Condo Price
$630,000
Total Active Listings
259 listings
Market Conditions
5 Months of Supply
Balanced Market

Frequently Asked Questions

What is the average home price in Islamorada, FL?
Homes for sale in Islamorada, FL have an average home price of $3,903,683.
How many homes have sold over the last 12 months in Islamorada, FL?
214 homes have sold in Islamorada, FL over the last 12 months.
What is the average household income in Islamorada, FL?
The average household income in Islamorada, FL is $105K.
What are the most popular zip codes in Islamorada, FL?
The most popular zip codes in Islamorada, FL include 33036, 33037, 33070, 33001 and 33050.
How much do you need to make to afford a house in Islamorada?
The median home price in Islamorada is $1,890,000. If you put a 20% down payment of $378,000 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $10,090 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $432K a year to afford the median home price in Islamorada. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Islamorada is $105K.
How are the schools in Islamorada, FL?
Islamorada, FL has highly rated public and private schools. Some of the best schools in Islamorada based on Niche Grades are Plantation Key School, Treasure Village Montessori Charter School and Key Largo School. Browse all the schools in Islamorada, FL to learn more.
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