$2,031,229Average Value$1,150Average Price per Sq Ft120Homes 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
Interested in learning more about homes in this area?
Reach out to
Shane Wilson,
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 159 days on the market compared to the national average of 58 days. The median sale price for homes in Islamorada, FL over the last 12 months is $1,375,000, up 17% from the median home sale price over the previous 12 months.
CANAL FRONT - DIRECT OCEAN ACCESS!! Welcome to 128 Dove, an experience in lifestyle. Coveted by many but enjoyed by a select few, this unique upper Keys location is surrounded by protected land preserving the natural beauty of these beautiful islands! Situated oceanside at MM94, this dream maker home offers 2 levels of comfort, exceptional location near sought after Islamorada plus direct ocean
Susan HollerLokation Real Estate - Tavernier North
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Charming concrete 2BR/1BA home in the sought-after Tavernier Historic District. Located in one of the Upper Keys' most walkable neighborhoods, just a short stroll to ocean views, a neighborhood boat launch, coffee shop, and Settlers Park. This light-filled home features impact windows and doors, a spacious lot with mature trees, and downstairs storage for added convenience. A perfect island
Seller will consider seller financing. Florida Keys waterfront home, offered fully furnished, no homeowners association, 1,786 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy
Turnkey 2BD/2BA Ocean Pointe Condo - Fully Furnished, Short-Term Rentals Allowed! Welcome to paradise! This beautiful 2-bedroom, 2-bathroom condo in the sought-after Ocean Pointe community offers the perfect blend of luxury, convenience, and income potential. With 826 sq ft of thoughtfully designed living space, this fully furnished, turnkey unit is ready for immediate occupancy or short-term
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Karol Marsden
Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Top Floor 2/2 Condo with an Ocean view !! Upgraded condo with nice furniture arraignment that gives a comfortable open space feel. Updated Kitchen and both bathrooms have nice tiled floors & walls matching tiled floors throughout, Impact windows and doors too. Protected Marina with direct Ocean access, Private Oceanfront Cafe & Lounge, Heated Jr. Olympic pool w/ 14 person Spa, Pool Bar too !!
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
Beautiful corner-lot CBS home in the heart of Plantation Key. This 4-bedroom, 2-bath residence offers 1,964 sq. ft. of living space and is located with desirable X flood zone. Notable features include impact windows and doors, a spacious open floor plan, and a bonus family room ideal for entertaining or additional living space.The bright interior is filled with natural light, with a
A once-in-a-lifetime opportunity to own one of South Florida's most iconic properties.Welcome to Tea Table Key, a breathtaking 15-acre private island estate, accessible by car or by boat, located just minutes from downtown Islamorada and directly across from the famous Alligator Reef Lighthouse.Surrounded by vivid turquoise waters, this extraordinary sanctuary offers complete privacy and a
TWO oceanfront balconies with Stunning ocean views in this 2/2 D model on the TOP floor. 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 !!
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
Updated 2/2 in Building 5, the Marina building. This Condo has an Ocean View and just steps to the Direct Ocean Access Marina and the Heated Jr. Olympic Pool with a 14-person Spa next to the updated Pool Bar!!. This Condo has never been rented but would rent out well. Matching tile floors throughout. Upgraded Kitchen and both bathrooms with nice new tile floors, one walk in shower the guest
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
Come see this large 4 bedroom 2 bath updated home with just over 2,000 sq. ft. of living area. The current owner just completed several updates. Freshly painted inside and out. Brand new flooring through out (never lived on) updated kitchen. There are Hurricane impact doors and windows.(two sliders down stairs are not impact, but have hurricane shutters). Down stairs has all brand new flooring
TWO Condos combined for a total of 4 bedrooms & 4 Bathrooms !! a D model with 2 ocean front balconies and a D-1 with 1 oceanfront balconies for a Triple D !! Both Owners suites have Ocean Views with the 2 guest bedrooms in the back. All Impact Windows & Sliders both condos being sold fully furnished. Direct Ocean Access Marina, Jr. Olympic Heated Pool with Pool Bar. Oceanfront Cafe over looking
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
Situated on a corner lot just minutes from the sugar-white sands of Mexico Beach, this two-bedroom, two-bath coastal retreat offers the perfect mix of comfort, convenience, and beachside charm. A long driveway provides extra parking for guests, adding to the home's everyday ease and functionality. Inside, the bright and inviting floor plan is designed for relaxed living, with an open kitchen and
Your White Marlin Beach seasonal rental awaits! Sleeps up to 12 guests. This charming two-story home offers a rare layout perfect for multigenerational living. Upstairs you’ll find the main living quarters, while the ground level features a private 2BD/1BA suite with its own kitchenette and entrance. Ideal for hosting guests, creating a private office, or enjoying family retreats. By mid-October,
The advertised rate of $6,830/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 6, 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 be
Welcome to your dream home in Islamorada! This stunning single family home boasts 3 bedrooms, 2 bathrooms, and luxurious features such as granite counters, stainless steel appliances, and wood flooring throughout. The ocean access canal allows you to easily dock your boat and explore the crystal-clear waters of the Florida Keys. Step out onto the balcony and take in the breathtaking ocean views,
The advertised rate of $8,228/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 5, 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 be
Property Id: 1434602Spacious one bedroom one bath full kitchen living room bathroom and washer dryer. Includes all appliances freshly renovated with new cabinets counters floors bathroom vanity sink toilet shower. AC units located in all bedrooms and main living room. Screened patio area overlooking a spacious yard, tiki and Canal cut in beautiful Tavernier.
Florida Keys Oceanfront "Fisherman’s Paradise" with breathtaking Atlantic Views and Private Dockage. This fully renovated 3BR/2BA home features an open layout, Dade County Pine woodwork, and floor-to-ceiling impact windows that frame endless ocean vistas. The lower level includes a workshop with full bath and laundry—perfect for guests or gear. Boaters and anglers will love the 50’ seawall, 30’
The advertised rate of $6,656/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 6, 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 be
Introducing a 3/2 home located in the serene Tavernier. This idyllic hideaway is situated in a tranquil block with only eight properties providing you with the perfect opportunity to rent seasonally(min of 28 days). Enjoy the comfort of a home away from home with a fully furnished open-plan living area, well-equipped kitchen, and tastefully decorated bedrooms. The location is unbeatable!The
Gustavo DiasKeller Williams Realty International Lifestyles
Experience luxury living at its finest in this completely renovated four-bedroom, four-bathroom home nestled in one of the most prestigious neighborhoods in the upper Keys. This stunning residence showcases exceptional craftsmanship by a renowned local builder, creating an extraordinary retreat where sophisticated design meets tropical paradise. The home features two separate living areas and
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Keep your boat right behind the house(up to 36') on a beautiful bayside canal full of life with manatees, turtles and tarpon. Seconds to open water and easy access to all the beautiful reefs, sandbars and fishing spots Islamorada has to offer.This recently built 2 bedroom, 2 bathroom home is spacious and being offered. furnished. Outside you have a beautiful outdoor living space made for enjoying
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