$2,056,400Average Value$1,143Average Price per Sq Ft98Homes For Sale
Islamorada offers coastal recreation in a "warm and caring community"
Islamorada, known as the Sport Fishing Capital of the World, is a charming Florida Keys village about 85 miles south of Miami. It is surrounded by the Atlantic Ocean and cradled by Florida Bay. These waters teem with aquatic life and provide the backbone of a local economy that depends on marine services and eco-tourism. The remote location offers peaceful living, and, while it caters to older residents, the village is also family friendly and is served by a pair of top-rated schools. “It’s a very warm and caring community,” says Andi Saylor of Paradise Florida Keys Real Estate, who went on to explain that, “The cost of living is kind of high, so it really takes two jobs to support living here. … The community does a lot of benefits for people in need. They just had one for a woman who came up with a rare blood disease, and they raised thousands and thousands of dollars.”
Residents of Islamorada, FL love the peaceful feel of living there.
Swim with the dolphins at Theater Of The Sea in Islamorada, FL.
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Waterfront homes provide bay access; inland homes are more affordable
Multi-level Coastal homes are a prominent housing option. Prices typically start around $650,000 and can exceed $2 million. This style of home is built to withstand the high risk of flooding and wind damage from hurricanes. “New construction requires elevation,” Saylor says. Coastal designs are part of the community’s waterfront options, some costing several million dollars. Many of these are second homes. “Our population doubles in the winter,” says Saylor. Full-time residents mostly occupy inland housing. “We have what are called dry lots,” Saylor says, “and those are the people who live here and work here. They typically do not have boats. That’s about one-third. The rest of the homes have boat docks and access to the bay.” Small cottage-style homes can start as low as $300,000 and sell for as much as $630,000. Midcentury designs typically range in price from about $650,000 to $1 million-plus. Townhouses and condos can also be found. They typically range in price from around $350,000 to as much as $2 million for luxury oceanside units. Islamorada’s median sales price is about $1.25 million.
Cottages in Islamorada, FL are cozy and quaint.
Large coastal estates can be found in Islamorada, FL.
Residents enjoy the easy townhome living at Islamorada, FL.
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The fishing community also offers a quiet beach and a popular park
Islamorada is a haven for outdoors enthusiasts. The surrounding waters are home to coral reefs, flats and mangrove ecosystems. Such marine diversity makes it easy to understand why the village is known as one of the country’s top fishing destinations. Popular recreational spaces include Anne’s Beach, a quiet, natural spot on the western edge of Islamorada, and Founders Park, a community gathering place on the east side of the village that features ocean access, a pool, athletic courts and children’s playscapes. The park also hosts regular community events, including Pops in the Park. The monthly concert series runs from November through April. Other marine-related attractions include Theater of the Sea, where visitors can swim with dolphins, the History of Diving Museum and Indian Key Historic State Park, a tiny nearby island that offers swimming, sunbathing and hiking. It is only accessible by kayak or boat.
Enjoy a fun time watching the sea lion show at Theater Of The Sea in Islamorada, FL.
Enjoy the boardwalk and beach views at Anne's Beach Park in Islamorada, FL.
Founder's Park in Islamorada, FL has an amazing lagoon to swim and enjoy the sun.
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Lazy Days, Papa Joe's and Lorelei's are local institutions
The community boasts an array of popular local dining destinations. “Everybody knows Lazy Days,” Saylor says. “It’s a waterfront restaurant where you can eat on the beach. It’s on the ocean side. Across the street is Papa Joe’s. … It’s on the bay side, with a bar upstairs, and you can watch the sun set. Those are the two prominent Islamorada restaurants. Lorelei's is another one that is a local institution. It’s all outdoor seating. It’s a casual place for burgers and fries.” With a giant sculpture of Betty the Lobster out front, Rain Barrel Village is a can’t-miss shopping center. Several local stores and a Publix can be found along U.S. Route 1, which runs through the village.
Enjoy ocean view dining at Lorelei Restaurant & Cabana Bar in Islamorada, FL.
Enjoy the beach view while dining at Lazy Days in Islamorada, FL.
Visit Rain Barrel Arts & Shops in Islamorada, FL and take photos of their giant lobster.
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Students can attend highly-rated schools
Plantation Key School is a PK-8 institution that is rated A-minus by Niche. Coral Shores High School earns an A. The school has its own fishing club and offers marine mechanics classes. Florida’s controlled open enrollment program allows students to transfer to schools outside of their geographic zones, although the village’s location does not lend itself to such, as transportation is not guaranteed.
Plantation Key School
Coral Shores High School in Key Largo is an A- school.
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US-1 is the main source of transportation in Islamorada, FL.
Central location for trips to Miami, Key West
U.S. 1, also known as the Overseas Highway, is the only way in and out of this car-dependent community. It offers access throughout the Keys, including Key West, and connects residents to the mainland. “The central location is great. You’re an hour and a half from Miami for sporting events and shows, and you can do all that in one day,” Saylor says. “That’s one of the reasons we choose Islamorada instead of a place farther south.” Baptist Health Mariners Hospital in neighboring Tavernier is a convenient medical facility, but residents should be aware that a trip to Miami may be needed for expanded healthcare options and extended stays.
Written By
Matt Pallister
Photography Contributed By
Yanan Sun
Video By
Anne Sheridan
Interested in learning more about homes in this area?
Reach out to
Abby Raymond-Dow,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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On average, homes in Islamorada, FL sell after 158 days on the market compared to the national average of 55 days. The median sale price for homes in Islamorada, FL over the last 12 months is $1,300,000, down 4% from the median home sale price over the previous 12 months.
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
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
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
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
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
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
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
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
Lorie LaLonde
American Caribbean Real Estate, Christie's International Real Estate
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
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
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.
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
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
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 &
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
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
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
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
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
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
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
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
Waterfront Islamorada Home with Private Beach Access & 75' Dock Experience the best of the Florida Keys in this waterfront home in Islamorada, accommodating up to 12 guests and perfect for family vacations, multigenerational gatherings, fishing adventures, or extended stays.Located on Lower Matecumbe Key, this 4-bedroom, 3-bath home offers 2,638 square feet of comfortable indoor-outdoor
Seasonal furnished rental, available October through April. This fully remodeled double-wide sits on a finger canal with no fixed bridges — quick, unrestricted boat access to open water. Inside, the home flows effortlessly for entertaining, anchored by a stunning blue quartz waterfall island with bar seating, stainless appliances, and a wine fridge. The open living area spills out to a large
The advertised rate of $5,837/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 27, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
The advertised rate of $5,226/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 27, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
Property Id: 1167998 1 bed 1 bath furnished apartment in Islamorada (mm89.5), on desirable Plantation Key, available for annual lease. $1800 per month includes electric, water, sewer, trash removal and monthly pest control. Tenant responsible for comcast/internet if desired. Laundromat nearby. Perfect for 1 person, no smoking inside. 1 assigned off-street parking space. $2000 security
The advertised rate of $7,229/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 27, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
The advertised rate of $5,681/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 27, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
Live the Florida Keys lifestyle in this fully furnished upstairs 3-bedroom, 2-bath unit in beautiful Islamorada! This move-in-ready rental offers comfortable island living with utilities and dockage included.Enjoy the convenience of having everything you need from day one, plus easy access to the water and all that Islamorada has to offer.3 Bedrooms | 2 BathsDockage
WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO WITH UTILITIES INCLUDED LOCATED IN HIGHLY DESIRED PLANTATION KEY/ISLAMORADA ON MILLIONAIRE'S ROW. THIS OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY IS ALSO FOR SALE SHOULD YOU CONSIDER RENTING FIRST THEN PURCHASING. IMPORTANT FEATURES INCLUDE AN OPEN CONCEPT LIVING AREA THAT IS LIGHT AND BRIGHT! WELL
Welcome to your dream island getaway in the highly sought-after Bluewaters community. Nestled at the south end of Key Largo, this 1974 doublewide manufactured home has been transformed into a delightful oasis. Upgraded with impact windows, wood plank tile throughout, newer kitchen with stainless appliances, quartz counters, tile backsplash, and a built-in banquette; both bathrooms have been fully
Rental now offered in White Marlin Beach located in Islamorada the Sport Fishing Capital of the World. This immaculate 3 bedroom 2 bath home with outdoor grilling island, hot tub and deep water canal for your boat is now available for rent. Has private beach access to the white sand beach in the exclusive community of Port Antigua and direct bay access as well as minutes to the Atlantic Ocean. A
Arelys Doger-SanchezKeller Williams Realty Premier Properties
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