Islamorada FL Real Estate & Homes for Sale

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Beds:
4
Baths:
5.00
Sq.Ft.:
2,574
Status:
NEW LISTING
MLS#:
618400
Type:
Single Family
Subdivision:
Russell Estates (83.2)
Lot size:
7.61 Acres
Year built:
2020
Courtesy: Ocean Sotheby's International Realty 305-712-8888
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ADDITIONAL INFORMATION

The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,464
Status:
NEW LISTING
MLS#:
618390
Type:
Single Family
Subdivision:
Port Antigua (74.5)
Lot size:
0.38 Acres
Year built:
1986
Courtesy: Pine River Realty, LLC 786-556-3434
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ADDITIONAL INFORMATION

Unparalleled Waterfront Command in Port Antigua. Boasting one of the largest water frontages in Islamorada's exclusive Port Antigua, this striking 3 story residence offers 4 bedrooms, 4.5 baths, and an extraordinary 220 feet of dockage with dual boat lifts.Every bedroom is beautifully appointed across thoughtfully designed living levels. Step outside to your private marina, where turnkey boating infrastructure meets the crystalline waters of the Florida Keys.Port Antigua residents enjoy exclusive access to a private beach and boat ramp amenities known only to a select few.Where unmatched dockage and island luxury converge in one of Islamorada's most coveted addresses.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,911
Status:
NEW LISTING
MLS#:
618348
Type:
Single Family
Subdivision:
White Marlin Bch (74.5)
Lot size:
0.16 Acres
Year built:
1978
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
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ADDITIONAL INFORMATION

Welcome to your coastal retreat in the coveted White Marlin Beach neighborhood--where relaxed Keys living meets timeless elegance. This beautifully updated canalfront home offers 1,911 sq. ft. of light-filled living space upstairs, complemented by a large open terrace perfect for morning coffee, sunset cocktails, or relaxing with family and friends. Upstairs, an open floor plan seamlessly connects the living, dining, and kitchen areas, creating an inviting flow ideal for both everyday living and hosting. A spacious primary bedroom suite and two guest bedrooms provide comfort and privacy. Downstairs, a generous bonus area with a full bath and kitchenette adds incredible flexibility--perfect for guests, extended family, or a private retreat after a day on the water. Outside, enjoy a true Keys lifestyle with a sparkling pool, expansive pool deck, ample parking, two carports, and dockage just steps from your door. As a resident of White Marlin Beach, you'll also enjoy access to the neighborhood's beloved homeowners' park, featuring a beautiful sandy beach, charming tiki huts, and BBQ grills--an ideal setting for gatherings with friends and neighbors. This is coastal living at its finest: elegant yet welcoming, perfectly designed for making memories on and off the water.

Beds:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
A11952214
Type:
Condo
Subdivision:
Palms of Isla (80.0)
Year built:
1976
Courtesy: LoKation Real Estate Tracey Petrusha 305-896-1080
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ADDITIONAL INFORMATION

Spectacular Direct Ocean Views! ? Islamorada's Best-Kept Secret! This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal-clear Atlantic. Photos Coming Soon. Perfectly situated near Bud & Mary's Marina and just minutes from Islamorada's most beloved restaurants, this location captures the very best of island living. This property is truly a must-see—and it's priced to sell.

Beds:
7
Baths:
7.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A11950062
Type:
Single Family
Subdivision:
MATE OCEAN BAY SUBD SEC 1
Lot size:
2.08 Acres
Year built:
2025
Courtesy: The Agency Florida Keys Lisa Swanson 305-924-3777
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ADDITIONAL INFORMATION

Experience the ultimate in coastal luxury and sophistication in this brand-new magnificent bayfront estate designed to impress at every turn. Set on over 2 acres of direct bayfront property with an idyllic rare white sandy private beach in prestigious Lower Matecumbe, this 7-bedroom, 7-bathroom residence spans nearly 6,000 square feet of immaculate living space. Two completely separate guest wings each with 3 bedroom suites are perfect for multi-family enjoyment or hosting in absolute comfort. From the grand entry to the soaring ceilings and panoramic glass, no detail was overlooked in crafting this Keys masterpiece. A private elevator glides between entry level and first floor, while refined finishes, bespoke furnishings, and thoughtful layouts offer seamless elegance throughout. The expansive great room flows into a chef's kitchen, perfect for both grand entertaining and intimate gatherings. Outdoors, a sprawling pool deck overlooks the turquoise waters. The private dock with 20,000 lb boat lift invites boating adventures while lush tropical landscaping ensures total seclusion. Whether enjoying the sunset from your covered terrace or hosting under the stars, this home is a sanctuary of sophistication. Weekly rentals are allowed with a Vacation Rental permit. Homes of this caliber are rare. Schedule your private showing and experience the exclusivity of Keys living redefined. Detailed 3D and Floor plan included to appreciate the masterdesign layout.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,322
Status:
Active
MLS#:
618264
Type:
Condo/Townhouse
Subdivision:
Sandy Point (74.5)
Year built:
1974
Courtesy: Serhant Florida LLC - Miami Office 646-480-7665
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ADDITIONAL INFORMATION

Rare offering in Port Antigua at Sandy Point Condo! Enjoy the best of both worlds - beachfront living & protected dockage for your boat. Enter through the ground level & up the stairs to the main living area, where you'll find water views from your living space, an expansive galley kitchen with upgraded Fisher Paykel appliances & dining room, and a half bathroom. The second set of stairs leads to the primary bedroom, guest bedroom & full bathroom. Interior highlights to note - impact windows upgraded in 2022, new AC unit, new baseboards, beach facing windows expanded by 18 inches to improve water views & remodeled kitchen. The ground level offers covered parking for your vehicle, enclosed laundry room, storage, and a patio space to relax in your backyard. Other features include protected concrete dockage up to 30FT & fish cleaning table, access to private bay-front beach & boat ramp. Easy bay & ocean access through Channel Two & Five bridges. Use as your full time residence, weekend getaway or income producing rental!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,973
Status:
Active
MLS#:
618244
Type:
Single Family
Subdivision:
Toll Gate Shores (73.5)
Lot size:
0.16 Acres
Year built:
2024
Courtesy: Coastal Realty of the Florida Keys 305-664-0077
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ADDITIONAL INFORMATION

Near-new luxury home in coveted Toll Gate Shores, Islamorada, Florida. Near perfection, describes this newly constructed 3-bedroom, 3-bath residence offering single-level living with elevator access in the highly sought-after waterfront Keys community. Completed in 2024/2025 by renowned local contractor CBT Construction, the home blends modern luxury with a relaxed tropical elegance. The state-of-the-art kitchen is designed to impress as well as maintain functionality. The kitchen features quartz finishes, top-quality appliances, a professional gas range and oven, ice maker, and expansive cabinetry and counter space. This kitchen is ideal for entertaining, gathering, and everyday living especially if you have more than one chef in the house! A generous counter bar provides additional seating for guests and spectators alike. Three exceptionally spacious bedrooms create a comfortable retreat, with two offering ensuite baths, all complementing the home's gracious island-inspired design.Boating enthusiasts will appreciate protected yacht dockage on Hurricane Creek, complete with a 15,000 lb boat lift and approximately 5-6 feet of controlled depth, depending on tide. Additional highlights include a swimming pool, whole-home generator, and private access to the owners' neighborhood park. Owner occupied--advance notice is appreciated. Schedule your private showing today.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,855
Status:
Active
MLS#:
A11949183
Type:
Single Family
Subdivision:
PORT ANTIGUA PLAT NO 5 &
Lot size:
0.14 Acres
Year built:
1989
Courtesy: Pine River Realty, LLC. Dominic Rivera 786-556-3434
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ADDITIONAL INFORMATION

Welcome to 106 Lisbon Court, an exceptional opportunity in the prestigious Port Antigua community of Islamorada. Perfectly situated in one of the Keys' most sought-after neighborhoods, this three-level residence combines an enviable coastal lifestyle with rare amenities, including 60 feet of dockage for your boat and direct access to world-class fishing and turquoise waters. The home's thoughtful design features an updated kitchen, inviting living areas for entertaining, and a private third-level primary suite that serves as your personal retreat with serene views. Outdoor spaces provide the ideal setting for gatherings or quiet evenings under the island breeze. Beyond the property itself, Port Antigua offers unmatched lifestyle benefits with a private white-sand beach, community boat ramp

Beds:
2
Baths:
3.00
Sq.Ft.:
1,365
Status:
Active
MLS#:
618206
Type:
Condo/Townhouse
Subdivision:
Executive Bay (87.0)
Year built:
1980
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
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ADDITIONAL INFORMATION

Welcome to Islamorada living at its finest in one of the most sought-after bayfront communities. This beautifully appointed townhome features 2 bedrooms plus a large loft, 2.5 baths and offers an effortless blend of comfort, style, and coastal charm. Thoughtfully designed to comfortably sleep seven or more, the versatile layout is ideal for hosting family and friends or maximizing rental potential. Inside, the remodeled kitchen shines with quartz countertops, stainless appliances and generous workspaces. Updated tile flooring flows throughout the living areas, while a custom wood-and-steel staircase adds architectural interest and easy access to the second floor bedrooms. Upstairs, you'll find a serene primary suite with private bath, along with a comfortable guest bedroom and full guest bath. The loft, accessed from the hallway, has been thoughtfully finished to provide added privacy from the primary bedroom, making it an ideal bonus sleeping area, home office, or peaceful retreat. Natural light fills the home, creating a bright, welcoming atmosphere that reflects the relaxed Keys lifestyle and impact-rated windows and doors throughout offer peace of mind. Step outside to the expansive patio surrounded by lush garden views--perfect for grilling and chilling, morning coffee, evening cocktails, or simply unwinding after a day on the water. Tucked within a quiet, central location of the community, this residence offers a peaceful retreat while remaining just steps from world-class amenities.Executive Bay Club is renowned for its resort-style living, featuring a bayfront beach area perfect for watching unforgettable sunsets, dockage for boating enthusiasts, a new heated pool, tennis and pickleball courts, clubhouse, tiki huts, kayak storage and 24/7 staffed gated entry. Whether you're seeking a full-time home, a vacation escape, or an investment, this townhome delivers the best of Islamorada, where every day feels like a getaway. A true Florida Keys gem!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,376
Status:
Active
MLS#:
F10546467
Type:
Single Family
Subdivision:
Anglers Reef
Lot size:
0.02 Acres
Year built:
2007
Courtesy: Berkshire Hathaway Florida Realty 954-752-5100
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ADDITIONAL INFORMATION

ANGLERS REEF HOME THAT PAYS FOR ITSELF! Islamorada's Upscale Oceanfront Gated Community, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking, metal roof & impact doors & windows. The community features 2 sandy beaches, a pool & marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free & more. Great investment. Call today for a showing!

Beds:
2
Baths:
2.00
Sq.Ft.:
981
Status:
Active
MLS#:
618199
Type:
Condo/Townhouse
Subdivision:
Palms Of Isla (80.0)
Year built:
1976
Courtesy: Venture Realty Group 954-545-5583
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ADDITIONAL INFORMATION

🌊 Spectacular Direct Ocean Views! ✨ Islamorada's Best‑Kept Secret!This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal‑clear Atlantic. Photos Coming Soon.Perfectly situated near Bud & Mary's Marina and just minutes from Islamorada's most beloved restaurants, this location captures the very best of island living.This property is truly a must‑see--and it's priced to sell.

Beds:
3
Baths:
4.00
Sq.Ft.:
4,537
Status:
Active
MLS#:
618190
Type:
Single Family
Subdivision:
Penn Key Club (83.0)
Lot size:
0.3 Acres
Year built:
1987
Courtesy: Ocean Sotheby's International Realty 305-712-8888
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ADDITIONAL INFORMATION

Welcome to your legacy retreat in Islamorada's premier gated waterfront community. A rare blend of privacy, prestige, and resort‑style living awaits in this Key West-inspired residence, set within one of Islamorada's most exclusive gated bayfront communities. Surrounded by manicured tropical landscaping and timeless architectural charm, this home offers an elevated island lifestyle defined by serenity and sophistication.A palm‑lined entrance leads to a vibrant exterior with wraparound porches and sun‑filled interiors framed by lush garden views. The spacious three‑bedroom layout is designed for effortless indoor‑outdoor living, with multiple gathering spaces opening to expansive patios ideal for entertaining, unwinding, or savoring golden sunsets. Mature palms, bougainvillea, and the scent of salt air create a secluded sanctuary that feels worlds away.Residents enjoy exclusive access to a resort‑style pool, private beach, kayak launch, and a breathtaking sunset point reserved for owners. A protected marina provides direct access to world‑class sport fishing and boating, while full‑time on‑site property management ensures peace of mind whether you're home or away.Perfectly positioned in the heart of Islamorada, the home offers effortless proximity to fine dining, boutique shopping, and the legendary waters that define the sport fishing capital of the world.Whether you're seeking a seasonal escape or a long‑term legacy investment, this property delivers enduring value wrapped in unmatched natural beauty. Experience the rare combination of luxury, leisure, and privacy that makes the Legacy Retreat truly exceptional.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,736
Status:
Active
MLS#:
618182
Type:
Condo/Townhouse
Subdivision:
Ocean Harbor (87.5)
Year built:
1989
Courtesy: Ocean Sotheby's International Realty 305-712-8888
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ADDITIONAL INFORMATION

This beautifully updated resort-style condo in Ocean Harbour, Islamorada, blends luxury, convenience, and stunning natural beauty.Enjoy expansive Atlantic Ocean views from the living room and primary bedroom. Nestled in a gated community with lush tropical landscaping, it offers privacy and tranquility.The spacious 2-bed, 2-bath split floor plan combines comfort and style. The modern kitchen is perfect for daily meals or entertaining. The living area expands into the screened porch, creating an inviting space for relaxation and gatherings.The luxurious primary suite features ocean views, a spa-like en-suite bath, and large walk-in closet. The guest bedroom provides ample space for family or visitors.Ocean Harbour spans 12+ acres of manicured grounds and offers resort amenities: marina, tennis/pickleball courts, clubhouse, gym, tiki bar with BBQ, EV charging, and trailer storage. Rental boat slips are available; this unit includes a secured slip through the HOA until 12/31/2026.Experience premier oceanfront living in one of the Florida Keys' most sought-after communities.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,464
Status:
Active
MLS#:
618165
Type:
Single Family
Subdivision:
Plant Beach (87.5)
Lot size:
0.52 Acres
Year built:
1973
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
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ADDITIONAL INFORMATION

Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Cafe, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, you'll discover sweeping bay views and a rare tiki hut at the end of the dock--your new go-to spot for toasting unforgettable sunsets. Upstairs, the open-concept living area spills out through sliding glass doors onto a spacious, screened-in terrace, perfect for laid-back evenings or lively gatherings. This level also features three bedrooms and two baths, providing plenty of space for guests or family. Step down from the terrace to your own tropical oasis, complete with a pool, backyard, beach, and dock. The ground floor adds even more flexibility with two additional bedrooms, a bath, and a relaxed living area--ideal for guests or extended family. Whether you're looking for your forever getaway in the Keys or a smart investment when you're not soaking it all in yourself, this property is a rare find. Come see why life really is better by the bay.

Beds:
5
Baths:
6.00
Sq.Ft.:
5,320
Status:
Active
MLS#:
618158
Type:
Single Family
Subdivision:
White Marlin Bch (74.5)
Lot size:
0.16 Acres
Year built:
2026
Courtesy: Coldwell Banker Realty - Coral Gables 305-666-5922
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ADDITIONAL INFORMATION

Brand new 2026 coastal luxury in Islamorada's White Marlin Beach. 181 Nautilus Dr offers the ultimate Keys lifestyle with 5 bedrooms, 5.5 baths, and 5,320 SF of living area across three levels. Served by a private elevator that opens on all floors. Designed for indoor/outdoor living, enjoy a resort-style pool and a modern outdoor setting ideal for entertaining. Built for peace of mind with impact glass doors and windows and a concrete flat roof, the home features a state-of-the-art chef's kitchen and elevated finishes throughout. Boaters will love approximately 70' of concrete dockage on a straight seawall plus a 15,000-lb boat lift (remote-controlled). Enjoy quick bay access and ocean access via the Channel 5 Bridge, known for its high-clearance fixed span (approx. 65' vertical clearance) (buyer to verify vessel requirements and navigation). The White Marlin Beach community is also known for a gated private sandy neighborhood beach with amenities, an exceptional Islamorada bonus.

Beds:
6
Baths:
6.00
Sq.Ft.:
3,104
Status:
Active
MLS#:
618152
Type:
Single Family
Subdivision:
Tea Table (79.5)
Lot size:
15.84 Acres
Year built:
1971
Courtesy: Ocean Sotheby's International Realty 305-712-8888
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ADDITIONAL INFORMATION

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 iconic Alligator Reef Lighthouse.Surrounded by vivid turquoise waters, this extraordinary sanctuary offers complete privacy and a front-row seat to nature's daily spectacle -- herons and egrets gliding overhead, pelicans diving at sunrise, and eagles soaring above your shoreline.Enjoy the rare luxury of total seclusion without sacrificing convenience. Within minutes, you're immersed in Islamorada's finest restaurants, art galleries, and shopping, yet at home you're embraced by the stillness of your own island world.Conveniently located approximately 1 hour and 30 minutes from Miami International Airport, or a 25-minute helicopter or seaplane ride, Tea Table Key offers an unmatched combination of accessibility and exclusivity.The island features a beautifully updated 6-bedroom residence, along with a tennis court and private dockage. Whether you choose to enjoy the comfort of the existing home or envision an entirely new luxury residence, Tea Table Key presents a truly incomparable canvas in one of the most sought-after destinations in the Florida Keys.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,032
Status:
Active
MLS#:
A11940716
Type:
Condo
Subdivision:
PLANTATION BY THE SEA
Year built:
1977
Courtesy: The Keyes Company 305-775-4280
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ADDITIONAL INFORMATION

LIVE THE DREAM IN THIS OCEANFRONT BUILDING IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND REMODELED, FRESHLY PAINTED, FULLY FURNISHED ALL ON ONE LEVEL 2 BEDROOM 2 FULL BATH CONDO IS MOVE IN READY! OR START MAKING MONEY AS A VACATION RENTAL RIGHT AWAY! $10,000.00 WORTH OF VACATION RENTAL BOOKINGS AND CONSULTING ARE INCLUDED WITH THIS CONDO SALE! CHEF'S KITCHEN HUGE PANTRY, BOSCH WASHER/DRYER INCLUDED WHICH IS NOT FOUND IN MOST OTHER UNITS. SPLIT BEDROOM PLAN, WOOD CABINETS IN KITCHEN AS WELL AS NEW REFRIGERATOR AND DISHWASHER. NEW WATER HEATER AND MAIN BEDROOM HAS LARGE WALK IN CLOSET. ADDITIONAL STORAGE UNIT ON MAIN FLOOR. 1 DESIGNATED COVERED PARKING SPACE & PLENTY OF GUEST PARKING, HEATED POOL, FISHING PIER, CLUB HOUSE, GYM, SAUNA

Beds:
2
Baths:
2.00
Sq.Ft.:
1,224
Status:
Active
MLS#:
618074
Type:
Single Family
Subdivision:
Strattons (82.5)
Lot size:
0.19 Acres
Year built:
1948
Courtesy: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada 305-664-4444
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ADDITIONAL INFORMATION

Ground-level living in the heart of Islamorada! Situated on an oversized parcel, this beautifully completely remodeled 2-bedroom, 2-bath home offers comfort and an unbeatable location. The tastefully updated interior includes porcelain tile throughout the home including showers, quartz countertops and brand new LG appliances and offers an open living area and flows seamlessly to a large screened porch--perfect for relaxing or entertaining while overlooking the expansive backyard and enjoy the attached spacious storage room.Weekly Rentals Allowed once the property meets the required assessed value. Zoned Village Center (VC), the property provides exceptional potential with a wide range of mixed-use and commercial options, making it ideal as a primary residence, investment, or live/work opportunity. Enjoy a superior central location with walking distance to neighborhood beach access, local breweries, shopping, and some of Islamorada's best dining. A rare opportunity to own a versatile property in one of the Keys' most desirable areas.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,034
Status:
Active
MLS#:
618050
Type:
Single Family
Subdivision:
Lower Mat Bch (74.0)
Lot size:
0.15 Acres
Year built:
1964
Courtesy: Ocean Sotheby's International Realty 305-712-8888
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ADDITIONAL INFORMATION

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 full bathrooms, including a luxurious primary suite with a sleek modern en-suite bathroom and a large walk-in closet. A versatile bonus room offers endless possibilities as a media room, den, office, or children's retreat.The oversized gourmet kitchen is a chef's dream, showcasing brand-new high-end stainless steel appliances, elegant quartz countertops, and generous storage.Impact-resistant windows and sliding glass doors provide peace of mind while enhancing the home's clean, contemporary style.Step outside to your private backyard and enjoy peaceful sunrise views or savor coffee and cocktails beneath the shaded gazebo. Boaters will love the newly decked 60-foot dock, offering immediate access to both the Atlantic Ocean and Florida Bay. From watching manatees glide by to cleaning the day's catch at the large fish station, every detail is designed for waterfront living.An added bonus is the voluntary HOA, which provides access to a wide sandy beach, known as a turtle-nesting haven.Welcome to your place in paradise. 🌴

Beds:
5
Baths:
7.00
Sq.Ft.:
5,489
Status:
Active
MLS#:
618003
Type:
Single Family
Subdivision:
Misc Upper Matacumbe (82.0)
Lot size:
1.27 Acres
Year built:
2017
Courtesy: Ocean Sotheby's International Realty 305-712-8888
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ADDITIONAL INFORMATION

Situated bayfront on an expansive 1.27-acre parcel, this striking contemporary residence commands breathtaking open-water views from every room. Built in 2017, the home stands sentinel over the bay, defined by clean modern lines, walls of glass, and seamless indoor-outdoor living. Floor-to-ceiling impact-resistant sliders frame ever-changing water vistas, while retractable blinds and soaring 12-foot interior doors enhance light, scale, and flow throughout. Designed by Charles Vincent George and built by Zee Hopman, the residence blends cutting-edge design with warmth and livability. Cool modern architecture is thoughtfully grounded by earthy tones and softened with cozy farmhouse-style furnishings and curated antiques, creating a welcoming contrast that feels both sophisticated and inviting.The main home offers 4 bdr and 4.5 baths, complemented by a separate 1-bdr, 1-bath guest house, ideal for extended family or guests. The heart of the home is a chef's kitchen featuring quartz countertops, premium Miele and Thermador appliances, a walk-in pantry, and engineered hardwood flooring throughout. Additional highlights include a laundry room, family/exercise room, and a Loxone Smart Home system with two HVAC systems and six climate zones for effortless comfort and efficiency. Outdoors, the property is a private tropical retreat. An elevated, heated, chilled saltwater pool is surrounded by an expansive patio perfect for entertaining, while lush landscaping, gated entry, and ambient night lighting create a serene, resort-like atmosphere. Boaters will appreciate the protected boat basin, composite dock, and 12,000 lb. boat lift, offering direct access to open water. Additional amenities including solar panels, climate-controlled garden shed, carport, and an oversized air-conditioned garage with electric vehicle charging and motorhome hookup. This is a rare offering--an architecturally significant bayfront home that marries modern innovation, exceptional waterfront living.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,354
Status:
Active
MLS#:
618000
Type:
Single Family
Subdivision:
Executive Bay (87.0)
Year built:
1980
Courtesy: Anchor Realty of FL, LLC 305-510-3244
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ADDITIONAL INFORMATION

ANCHOR IN PARADISE- 4 BEDROOM, 2 BATH IN ISLAMORADA- EXECUTIVE BAY CLUB, THIS IMMACULATE CONDO WILL CONVEY FULLY FURNISHED ALL COMPLETELY RENOVATED & UPDATED W/HURRICANE IMPACT WINDOWS, SLIDING GLASS DOORS, WASHER/DRYER DOWNSTAIRS. PERFECT RETREAT W/SANDY BEACH, POOL, TENNIS COURTS, CLUBHOUSE FOR GATHERINGS, DOCKAGE AVAILABLE, BRAND NEW ONSITE MARINA, WALKING DISTANCE TO 'FOUNDER'S PARK' & FINE DINING!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
617990
Type:
Single Family
Subdivision:
Bay Hammock (83.2)
Lot size:
0.26 Acres
Year built:
1986
Courtesy: Palm House Real Estate 305-304-8841
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ADDITIONAL INFORMATION

Downtown Islamorada gem located on a massive 11,000+ square-foot lot on a quiet street. Vaulted exposed wood beam ceilings give the home a spacious, open vibe. New roof installed in 2022, brand new appliances, and a brand new screen-in enclosure on the front porch ready to enjoy. The first floor offers covered parking and a handy storage room. Close to all the shops, restaurants, and fun that downtown Islamorada has to offer. Come check it out!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,365
Status:
Active
MLS#:
617971
Type:
Condo/Townhouse
Subdivision:
Executive Bay (87.0)
Year built:
1980
Courtesy: Barbara Eads Realty 305-853-5982
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ADDITIONAL INFORMATION

Private location for your pleasure at this roomy townhouse offering an abundance of space to enjoy. Spiral stairs leading to the master suites with an additional loft for your quests. Soft carpet on the living area floors with tile in the remodeled kitchen and beautiful bathrooms. Two pets allowed, with first come first serve the waterfront area. Pool and club house for your recreation along with a nice, landscaped community for your pleasure. 28-day rentals permitted. Garden setting from you extended living room to enjoy the outdoors at your back yard.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,467
Status:
Active
MLS#:
A11939293
Type:
Single Family
Subdivision:
PLANTATION BEACH
Lot size:
0.28 Acres
Year built:
2026
Courtesy: Pine River Realty, LLC. Dominic Rivera 786-556-3434
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ADDITIONAL INFORMATION

Pickle Ball Estate is a stunning new luxury retreat in the heart of Islamorada, masterfully crafted by 4 Keys Construction. This brand-new four-bedroom, five-bathroom residence is a true standout, blending refined coastal design with resort-style living. Designed for both relaxation and entertainment, the home features a private pickleball court, making it a rare and exciting find in the Florida Keys. Spacious interiors, high-end finishes, and thoughtful craftsmanship throughout reflect 4 Keys Construction's latest masterpiece, including a gourmet kitchen equipped with premium Miele appliances. Ideally located, Pickle Ball Estate offers access to a community boat ramp, perfect for days on the water, and is just minutes from Founders Park, where you can enjoy beaches, events, sports facilities, and family-friendly amenities. Whether you are seeking a primary residence, a vacation home, or an investment property, Pickle Ball Estate delivers the ultimate Islamorada lifestyle with luxury, recreation, and island living at its finest.

Open House:

Saturday, 2/7 1:00-3:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,079
Status:
Active
MLS#:
617914
Type:
Condo/Townhouse
Subdivision:
Mat Ocean View (76.5)
Year built:
1980
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
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ADDITIONAL INFORMATION

Welcome to 112 Cortez Drive, a beautifully updated 2 bedroom, 2 bath townhouse-style condo tucked along a quiet street on Lower Matecumbe Key. This inviting updated residence offers a multi-level design that provides wonderful separation of space & a naturally bright, coastal ambiance throughout. The main living area features an open layout with comfortable gathering spaces, as well as a functional kitchen. Each bedroom is situated on its own floor with a dedicated bathroom nearby, giving both owners & guests a true sense of privacy. Vaulted ceilings & large windows enhance the home's airy atmosphere. Two screened balconies that extend the living space outdoors--ideal spots to relax, dine, or simply enjoy the outdoors. The upper-level balcony offers a private sitting area off the primary bedrooms adding to the property's tranquil setting & where you can enjoy sunrise & ocean breezes. It is rare to have an oversized garage -- offering abundant room for a vehicle, outdoor equipment, small boat, paddleboards, kayaks, bikes, fishing gear, & additional storage. There is also convenient space for laundry appliances & a freezer. Carport is used for additional outdoor seating area & gardens but has plenty of room for an additional car or boat that may need to be under cover. Enjoy an impressive list of amenities: a spacious & heated swimming pool surrounded by mature tropical landscaping, dockage w/abundant electric and water stations, a private boat ramp, boat & trailer storage yard, fish-cleaning stations, pickleball & tennis courts, shuffleboard, tiki with BBQ area, & a clubhouse with pool bathroom & mail room. Quick and easy access within minutes to the Atlantic Ocean & Florida Bay Whether you're searching for a primary home, a seasonal escape, or an income-producing property, 112 Cortez Drive delivers the perfect blend of comfort, convenience, & the relaxed lifestyle that defines the Florida Keys & just a 10 min to world famous downtown Islamorada.

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Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2026 MIAMI Association of REALTORS®, all rights reserved.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.




Islamorada Real Estate

Islamorada is located in Florida. Islamorada, Florida has a population of 7,051. Islamorada is less family-centric than the surrounding county with 18.45% of the households containing married families with children. The county average for households married with children is 20.65%.

The median household income in Islamorada, Florida is $77,423. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Islamorada is 55.3 years.

Islamorada Weather

The average high temperature in July is 89.3 degrees, with an average low temperature in January of 62 degrees. The average rainfall is approximately 47.7 inches per year, with 0 inches of snow per year.

Islamorada Map

Islamorada Real Estate Market Conditions

  • Median sales price

    $967,000
    26.6%
    change since last quarter
  • # Active listings

    202
    30-day change

Islamorada Schools and Demographics

Education near Islamorada, FL

City County
High School Graduates 96.13 92.07
College Degree - 2 year 10.44 7.93
College Degree - 4 year 39.54 35.69
Graduate Degree 11.76 9.88
Expenditures per Student 20,907 20,907
Students per Teacher 14.7 14.7

Elementary Schools near Islamorada, FL

Grades Students P/T Ratio ZIP
Ocean Studies Charter KG - 05 104 11.2 33070
Plantation Key School PK - 08 435 12.8 33070
Stanley Switlik Elementary School PK - 05 566 14.2 33050
Treasure Village Montessori Charter School PK - 08 213 14.2 33036

High Schools near Islamorada, FL

Grades Students P/T Ratio ZIP
Coral Shores High School 09 - 12 733 17.4 33070

Ungraded Schools near Islamorada, FL

Grades Students P/T Ratio ZIP
Marathon School 06 - 12 667 18.5 33050

Demographics near Islamorada, FL

City County
Neighborhood Type Small town
Population 7,051 82,244
Population Density 1,094 84
Median Age 55.3 48
People per Household 2.2 2.4
Median Household Income 77,423 73,153
Average Income per Capita 60,315 50,050

Real estate near Islamorada