Islamorada Homes for Sale, Single Family Houses, MLS Home Listings

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Tucked within the coveted White Marlin Beach enclave, this canal-front retreat captures the essence of refined Florida Keys living. Framed by swaying palms and a gracious front entry, the 5-bedroom, 3.5-bathroom residence offers a seamless blend of comfort and coastal elegance.The open-concept main level is bathed in natural light, with soaring ceilings, oversized windows, and glass doors that connect the living area to the private pool and tranquil canal beyond. A bright, gourmet kitchen anchors the space with JennAir appliances, dual sinks, and generous cabinetry--ideal for effortless entertaining. A bay window in the dining area frames serene views of the pool.The main-floor primary suite features a custom walk-in closet and direct access to the patio and pool. Upstairs, a second spacious bedroom offers a large closet and a Jack-and-Jill bath shared with an adjoining guest room. Two additional bedrooms provide ample accommodations for family and guests. The home comes fully furnished and professionally decorated.

This lovely home is classic Keys on the outside, with modern elegance on the inside. Secluded on high ground in the heart of downtown Islamorada, this accommodating three-bedroom, two-bath residence offers abundant space for relaxation and entertainment, including an inviting back porch, surrounded by lush landscaping that enhances the serene atmosphere. The expansive front and back yards provide ample room for outdoor activities and gatherings. Ideally situated, you are within easy walking distance to the beaches, great restaurants, and grocery shopping. Experience the perfect blend of comfort and convenience in this idyllic retreat.

MOTIVATED SELLER !!! Florida Keys Living! Here is your chance to own your new forever home or vacation home in the beauty and charm of the Florida Keys. Located at the southern end of Islamorada is Lower Matecumbe Key. The peacefulness and laid back atmosphere here in Lower Mat is what makes this one of the most sought after areas to call home! This 3 bedroom 2 bath sits on a nearly 9500 sf dry lot with Palms, Frangipiani, and lets not forget the incredible Mango tree that produces truly some of the BEST mangoes around! There is also an Avocado tree, a Lychee tree, and Banana Trees. With a patio on the front and a huge covered patio on the back, there is plenty of room to sit and relax by yourself or with your family and friends. Inside you will find the ideal kitchen with granite countertops and stainless appliances. There is rich dark wood vinyl plank flooring throughout the Living Room, Kitchen, Hallway, and Bathrooms. There are accordion Hurricane Shutters, a fenced yard out front and on the side of the home. The back yard is large enough to add a pool, a overflow parking, all your boats and water toys and more. Call today to schedule your in person or virtual showing. ** Property owner is a licensed owner in the state of Florida.

Step into a slice of Old Florida charm right in the heart of Islamorada. This well-kept home offers a peaceful tropical oasis across the street from Founders Park. The lush tropical front yard has a serene fountain. A screened and open veranda is perfect for relaxing or entertaining.Tastefully updated kitchen with stainless Steel appliances and a built-in pantry. Backyard Oasis with tropical landscaping, another fountain, and a Tea Room ideal for morning coffee or evening cocktails. The home comes with a built-in generator- youll never be without power. This home has never flooded, a rare and valuable feature in the Keys. Covered parking and a community boat ramp down the street for easy ocean access. Enjoy the best of Islamorada living with events, a community pool, boat ramp an,d plenty of recreational events at Founder Park across the street.

Welcome to 100 Parker Drive, a delightful 2-bedroom, 2-bath all-concrete home nestled in one of Islamoradas most sought-after neighborhoods. Tucked away between the Overseas Highway and the Old Highway, this quaint, quiet, and family-friendly street is a hidden gem, offering the perfect blend of island charm and small-town community living.This partially updated retreat boasts a private, fenced-in paver patio, ideal for outdoor entertaining, morning coffee, or a peaceful evening under the palms. Surrounded by lush tropical landscaping, it offers a serene escape just minutes from the heart of downtown Islamorada.Whether youre looking for a full-time residence, a seasonal getaway, or an investment property, this home is turn-key and a prime opportunity for both long- and short-term (28 day or more) rentals. The Parker Drive community is vibrant and welcoming, with plenty of families and children, making it an excellent choice for those seeking a neighborhood feel with the perks of island life.Location is everything! From here, you can bike to Islamoradas best restaurants, boutiques, art galleries, breweries, and marinas--all just a short ride away. Take a quick drive to the local schools, parks, and waterfront attractions that make Islamorada one of the most desirable places to call home.Dont miss your chance to own a piece of paradise! This unbeatable location and potential for return on investment make it a rare find in Islamorada. Schedule a showing today!

Welcome to your private slice of paradise in one of Islamoradas most desirable neighborhoods. This beautifully maintained single-family home offers 3 spacious bedrooms, two with its own en-suite bathroom, plus a third full bath, all spread across 2,031 square feet of thoughtfully designed living space.Set on a large, professionally landscaped lot, the property is a true tropical retreat. Step into your backyard oasis featuring a custom tiki hut, bubbling hot tub, and dining table--perfect for relaxing or entertaining in style.Inside, the home features an open-concept layout filled with natural light and island-inspired finishes. Two versatile bonus spaces offer endless potential for a home office, gym, or creative studio. A dedicated laundry room adds convenience and functionality.Located just a short walk from Founders Park, youll enjoy access to a beach, dog park, outdoor gym, Olympic-size pool, tennis courts, and more. With a public boat ramp at the end of the street, getting out on the water is quick and easy.Whether youre seeking a full-time residence or the ultimate Florida Keys getaway, this tropical haven offers the perfect blend of comfort and space.

Welcome to your slice of paradise in the heart of Islamorada! This quaint, ground-level concrete home is nestled in the exclusive gated community of Plantation Lake Estates, offering both privacy and access to the best of the Florida Keys lifestyle.This well-maintained 2-bedroom, 2-bath home is the perfect island retreat, featuring newer hurricane impact windows and doors, ensuring peace of mind and energy efficiency. Step outside into your own private backyard oasis, complete with a fenced yard, sparkling pool, and relaxing spa--the perfect place to unwind after a day on the water.For boating enthusiasts, enjoy the first come dockage and boat ramp, making it easy to access and explore the crystal-clear waters of Islamorada. This corner lot offers plenty of parking and space for a boat trailer, and storage of all your toys and fishing gear.Located just across the Overseas Highway, Founders Park offers tennis, pickleball, a sandy beach, a dog park, festivals, and more, providing endless entertainment and recreation.Dont miss this rare opportunity to own a charming home in one of Islamoradas gated communities. Schedule your private tour today and start living the Florida Keys dream! 🌴⚓🏡

Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life.Vacant lots with active building permits are a rare find, and this one is ready for you to create your dream retreat. Picture a three-bedroom, four-bathroom island escape blending coastal charm with modern luxury. Two spacious, sunlit stories are designed for relaxation, complete with an elevator to ensure comfort and convenience. Expansive porches invite you to unwind, sip your morning coffee with bay views, feel the ocean breeze in your hair, and enjoy evenings under a canopy of stars. New construction offers more than a fresh start--it brings favorable insurance rates, a solid foundation, and the confidence of quality craftsmanship.This is your gateway to maritime bliss. The private homeowners park features one of the few sandy beaches in the Keys, perfect for building sandcastles, watching sunsets, and creating cherished memories.This property offers convenient access to vibrant dining, boutique shopping, and an inspiring arts scene. Its more than just a property; its an invitation to embrace the island lifestyle.Opportunities like this dont wait. Ready to turn your dream into reality? Dive into your future at White Marlin Beach--your tropical oasis is calling!

Welcome to your charming ground-level concrete home nestled in the highly sought-after Bay Ridge subdivision in Islamorada! This property, situated on a corner lot, boasts a prime location within the coveted X flood zone. Step into this spacious abode offering 3 bedrooms, 2 bathrooms, and bonus room with a built-in bar, ideal for accommodating family gatherings and entertaining guests. The layout provides ample flexibility to tailor the space to your unique lifestyle preferences. Outside, you will enjoy the spacious corner lot offering mature landscaping and lush green lawn along with a brick-paved circular driveway. Immerse yourself in the incredible community amenities, including a beautiful marina, inviting pool, and convenient boat ramp, perfect for enjoying the lifestyle at your leisure. For outdoor enthusiasts, nearby Founders Park offers a sandy beach, olympic-size pool, boat ramp, ball fields, tennis/pickleball courts, and a dedicated dog park. Whether you choose to enjoy the property in its current state or embark on a journey of customization to fulfill your vision, the options are boundless.

Paradise Found: Renovated Jungle Treehouse! Welcome to your dream retreat in the heart of the Florida Keys. Nestled in the highly sought-after village of Islamorada, this exquisitely remodeled 3-bedroom, 3-bath estate redefines luxury living. Perfectly situated on a sprawling 15k+ square-foot lot, this SOLD CBS property offers an unparalleled combination of elegance, privacy, and tropical charm. NEW 2024 roof, and electrical, and state-of-the-art impact windows, providing peace of mind and protection while letting in abundant natural light. The interiors have been meticulously updated whilst keeping the Old Florida Charm alive. The kitchen is a true chefs dream. The expansive lot provides endless opportunities for outdoor living. Imagine hosting unforgettable gatherings in your oversize backyard, Rooftop Deck, simply basking in the serene ambiance of the Keys.Situated in one of the most desirable locations in Islamorada, youll enjoy easy access to world-class fishing, boating, and dining, all while savoring the tranquility of island living.Discover the perfect blend of elegance and laid-back luxury in this Florida Keys masterpiece. Your slice of paradise awaits. Property includes a limited easement to the Fl. Bay & does not include boating rights.

Discover your dream getaway in this charming island retreat, perfectly situated on one of Islamoradas most coveted streets. Surrounded by tropical lush vegetation, this all-concrete property offers the ideal blend of privacy and access to paradise, just steps away from Founders Park, featuring a beach, tennis and pickleball courts, and an Olympic-sized pool.This two-bedroom, one-bathroom home boasts multiple outdoor decks, including a spacious rooftop deck with breathtaking ocean views and refreshing breezes. Relax in the gorgeous pool or enjoy the abundant shaded yard space, perfect for family gatherings or tranquil afternoons among the vibrant flora.For added convenience, a separate one-bedroom, one-bathroom bonus studio downstairs provides extra space for guests, along with a garage for your vehicles and storage needs. Launch your boat from the ramp just 200 feet from your doorstep, making it easy to explore the beautiful waters of the Florida Keys.

Escape to paradise in this stunning Islamorada retreat! This beautiful professionally remodeled, low maintenance, 2-bedroom, 2-bathroom concrete home offers the perfect blend of modern luxury and tropical tranquility. Featuring an updated metal roof, new impact windows and doors, all new plumbing and electric with a brand-new A/C unit, this home is ready to enjoy the island lifestyle starting on day one. Step outside to enjoy a stunning resort style 34x17 heated pool with a large deck area, complete with a two-story tiki hut featuring a freshly thatched roof -- ideal for entertaining. This property lives like a large home with an abundance of living and storage space. Relax in the expansive 360 sq ft screened-in patio with living and dining areas or explore the various serene spots throughout the lush tropically landscaped 15,870 sq ft double lot property, all enhanced with extensive native foliage and lighting to create an enchanting atmosphere. A short 150 walk brings you to a user-friendly neighborhood boat ramp, offering immediate access to world-class sportfishing in the Atlantic Ocean, excellent backcountry fishing in the Gulf, or a leisurely boat ride to nearby waterfront restaurants. Dont miss the chance to own this exceptional property in one of the most sought-after locations in the Florida Keys!

ANGLERS REEF HOMEf, Islamoradas 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!

Welcome to your perfect getaway in the heart of the Florida Keys! This beautifully updated 2-bedroom, 2.5 bathroom townhouse is located in Islamorarda in a resort-style community with fantastic amenities. Whether youre looking for a vacation home, an investment property, or both, this tropical retreat offers everything you need.Enjoy an open-concept living space with abundant natural light, a fully equipped kitchen, and spacious bedrooms with en-suite bathrooms. Step outside to your private balcony or patio and soak in the island breeze. This townhome is the only property in association that is situated on two lotsThe community features a sparkling pool, a marina with boat dockage. With weekly rentals allowed, this property is a fantastic income opportunity in a high-demand tourist destination.Located just minutes from world-class fishing, boating, snorkeling, and dining, this townhouse offers the ultimate Florida Keys lifestyle. Dont miss out on this rare opportunity--schedule your private tour today!

Beautiful Downtown Islamorada Cottage! This newly constructed home is located on an oversized lot with a pool, outdoor entertaining area, plenty of storage, parking, and handicap access. The home features 3 bedrooms & 3 bathrooms with two of the bedrooms ensuite. The home offers a great floor plan and has been tastefully decorated with a beautiful kitchen including stainless steel appliances. This is a great investment with rental history. Dont miss the opportunity to own where you can walk and ride your bike to all the places downtown Islamorada has to offer including shopping, restaurants, bars, and all the amenities The Sports Fishing Capital of the World has to offer!

Looking for a home to accommodate you and your guests? This concrete construction property features three bedrooms and two baths on the upper level. Lower level offers two bedrooms and one bath, plus a waterfront screen porch, open floor plan, legally permitted enclosure with a living area that includes a kitchenette, plus living room. Plenty of storage with attached workshop/garage. Located on a plugged canal in Venetian Shores, there is a marina available for lease dockage monthly depending on availability.

Located in downtown Islamorada, this property offers an ideal lifestyle with a great floor plan for work-life balance. The separate office guest quarters overlooking the pool creates a perfect work environment. This home offers 3 bedrooms & 3 bathrooms, and a split floor plan, ideal for a family that is looking for privacy and space. Enjoy the large private inground pool, & outdoor entertainment area along with access to a sandy beach with dock, boat launch, and stunning ocean views, all within walking distance to restaurants, shops, and art galleries.

Welcome to Two White Turtles, a beautifully renovated, turnkey waterfront coastal paradise retreat - perfect for a vacation rental, second home, or primary residence. This stunning canal-front property offers homeowner access to a rare white sandy BEACH and is designed for the ultimate Florida Keys lifestyle. The grand French door entrance leads to open-concept areawhich features soaring wood-beamed ceilings, abundant natural light, a gourmet chefs kitchen with quartz countertops, French door refrigerator, all stainless appliances, a pantry with pullout drawers, ample storage, a dining spot and living space for entertaining or lounging while watching a 55 TV. Off the lounge are two ensuite bedrooms, each with their ownbathroom, wall mounted TV, abundant closet space, and dual sinks with a walk-in shower in the primary suite. Outdoors, relax in the tiki hut by the canal, rinse off in the outdoor shower, or unwind in the private backyard overlooking the mangroves. The 75 dock with a 7k boat lift and davits makes this a boaters paradise, offering direct ocean and quick bay access via Channel 2 and 5 bridges - just minutes from Alligator Reef Lighthouse. Additional features include a one-car garage with extra storage, ample parking for trailers, multiple vehicles, and an RV. Featuring a fenced, no-maintenance turf grass yard with pavers, a newer 5V crimp roof, with impact windows and doors. Peekaboo ocean views, starry nights, and ocean breezes enhance the homes serene setting. A bonus generator, extra fridge and freezer also add convenience. An easy walk to some nearby restaurants is a plus, making this location a perfect slice of paradise. Come watch the manatees float by and experience Keys living at its finest. Schedule your private showing today!

This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool off on the Custom Outdoor Shower after you dock your boat. Composite Dock ensures longtime enjoyment. And an Outstanding Double-sided Garage + storage room is a major Bonus!!! As Well as the personal boat ramp, that is perfect for launching/storing a flats boat, skiff, Jet Ski, or Kayak. Both the Main House and Guest House boast gorgeous, exposed wood-beamed ceilings that are gleaming works of Art. Large Bedrooms and stylishly updated Bathrooms. Great privacy with a nature preserve across the Street CBS Construction and a White Picket Fence add to the irresistible charm of this property that personifies Tropical Chic. Super Close proximity to Tavernier Creek via the famous Toilet Set Cut. World Class deep water, reef, and backcountry fishing are mere minutes away as are incredible diving, snorkeling, Lobstering, and sandbar-ing! Come Grab a slice of Florida Keys Living!

Nestled on a generous half-acre lot in one of Plantation Keys most sought-after neighborhoods, this stunning 3-bedroom, 2.5-bath home with a dedicated office offers the perfect blend of comfort, style, and island living. Boasting 2,117 sq ft of interior space, this property also includes a small guest quarters--ideal for extended family or visiting friends.Step inside to discover a bright, open-concept layout with tasteful finishes and an easy flow from the living room to the dining area and kitchen. The dedicated office provides the flexibility to work from home in peace, while the spacious primary suite offers a private sanctuary complete with an en-suite bath. Step outside and youll find an entertainers paradise. The heated swimming pool with a waterfall is perfect for year-round enjoyment, while the covered outdoor entertainment area and cozy fire pit create the ideal setting for gatherings under the stars. The oversized two-car garage offers ample room for vehicles, tools, and toys--plus extra space for your boating or fishing gear. Lush tropical landscaping surrounds the home, offering privacy and a true sense of tranquility just minutes from schools, marinas, restaurants, and all that the Florida Keys lifestyle has to offer. The community offers one of the most premier homeowner parks in the Upper Keys with an exceptional blend of amenities and natural beauty. Enjoy a private beach, boat ramp, and temporary dockage--perfect for boating enthusiasts. Soak in breathtaking sunsets over the water and take advantage of a tranquil setting that captures the best of Florida Keys living.Whether youre looking for a full-time residence, vacation home, or investment opportunity, this rare gem on Plantation Key has it all.