$2,050,720Average Value$1,152Average Price per Sq Ft107Homes 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
Joe Vigo, P.A.,
an experienced agent in this area.
Agents Specializing in Islamorada, FL
Lorie LaLonde
American Caribbean Real Estate, Christie's International Real Estate
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 155 days on the market compared to the national average of 56 days. The median sale price for homes in Islamorada, FL over the last 12 months is $1,335,000, up 7% from the median home sale price over the previous 12 months.
This is what Keys living is all about--waterfront, sunshine, and easy ocean access.Welcome to your slice of paradise in desirable Tavernier! This beautifully constructed 4-bedroom, 3 bath waterfront home, built in 2018 with solid CBS construction, offers the perfect blend of modern comfort and coastal living.Designed with both style and durability in mind, the home features plantation
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 SistersOcean Sotheby's International Realty
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,
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
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 , great rental income too. This condo Owner and friends used it a lot too as there are no restrictions on an owners use. Impact sliders & Doors. Being sold fully furnished with Housewares. Fiber optic WIFI that is quick and secured. Direct Ocean access marina that is naturally protected. Lighted tennis & pickle ball courts.
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
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
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 unwind. With a strong rental
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 !!Being sold fully furnished with Housewares.Building 1 is being refreshed with New Railings , New Roof and New painting !! Cafe & Pool Bar are back open !! New picnic areas too. The Marina has direct ocean access. Huge Pool with 14 person Spa. Lighted Pickle Ball & Tennis courts. The Beach area has new Tiki Huts too !! Great rental potential.
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
Beautifully maintained and truly move-in ready, this ground-level CBS home is situated on a desirable corner lot in an X flood zone in Plantation Key. Offering 1,964 square feet of living space, the home features 3 bedrooms, 2 bathrooms, an additional flexible-use room, impact windows and doors, a spacious open floor plan, and a large family room ideal for entertaining. The bright, inviting
New Standing Seam Metal Roof is almost finished !! New railings too. This Condo Grossed $35,269.00 in the first 6 months of 2026 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
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
This Condo grossed $57,987.66 in 2025, with the owners using it all month in February ++ TWO oceanfront balconies with this updated 2/2 D model. Beautiful Ocean Views from the Living room & the Owners Suite. Impact windows and doors , nice tiled floors and tiled walk in showers. Private Cafe & Lounge on the Beach. Pool Bar by the Jr.Olympic Heated pool with 14 person Spa. Marina with direct ocean
Tom Rodriguez
American Caribbean Real Estate, Christie's International Real Estate
Waterfront Islamorada Pool Home with Private Beach Access & New 60' Dock. Experience the best of the Florida Keys in this beautifully updated waterfront retreat in Islamorada, accommodating up to 12 guests and ideal for family vacations, multigenerational gatherings, or extended stays. The spacious layout features a main living area upstairs, while the ground level offers a private 2-bedroom,
The advertised rate of $6,032/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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 be
The advertised rate of $5,871/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 14, 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
The advertised rate of $7,470/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 14, 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
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 15, 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
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
LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED IN ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! ALL YOU NEED ARE YOUR CLOTHES AND TOOTHBRUSH! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT KITCHEN HAS A
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
Experience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bathrooms. This stunning modern home offers sleek finishes, breathtaking canal views, and direct boating access. Enjoy the spacious outdoor entertainment area, complete with a private dock, lush synthetic turf, and a large jacuzzi—perfect for relaxing under the stars. The upper-level terrace provides an ideal
Location! Location! Location! Beautiful 2 bedroom 2 bath furnished condo. Located in oceanfrontbuilding in Islamorada. Dock available for boat to load and unload. Elevator to first floor. Master has a large balcony and walk in closet. Additional storage unit on main floor. Covered parking, guest parking, heated pool, 400 ft. fishing pier/dock for loading and unloading only, club house, gym,
BRING YOUR BOAT AND ENJOY THE KEYS LIFESTYLE! NO HOA EASY AND FAST APPROVAL THIS WONDERFULLY LOCATED 3-BEDROOM HOME SITS ON A HUGE CORNER LOT JUST A SHORT WALK FROM THE OCEAN AND HARRY HARRIS PARK. THE PROPERTY FEATURES A FULLY FENCED YARD WITH MATURE SHADE TREES AND PLENTY OF PARKING FOR YOUR BOAT, TRAILER, AND OTHER TOYS. A GREAT OPPORTUNITY TO ENJOY ISLAND LIVING WITH BOATING, THE OCEAN, AND
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