198 properties for sale in Islamorada Village of Islands village

Oceanfront luxury living in Islamorada. Experience the ultimate in coastal elegance with this breathtaking 4-bedroom, 4-bath oceanfront estate in the heart of Islamorada, offering 3,052 square feet of beautifully crafted living space. Nestled on over half an acre, this three-story residence boasts unobstructed 180-degree views of the Atlantic, deep water dockage, a rare, private boat ramp and room for a pool. The perfect blend of privacy, luxury, and island lifestyle. Enjoy peace of mind with high-impact, missile-rated windows and doors on all three floors, built to withstand up to 240 mph winds. Inside, the home features a mix of wood and tile flooring, including custom pine and tile floors in the luxurious third-floor master suite, complete with panoramic ocean vistas and private balcony access. Additional upgrades include a newer roof replaced in 2019, fresh landscaping, and two new AC units replaced in 2025 on the second and third floors ensuring year-round comfort and efficiency.

If you're looking for a property with potential in a highly desirable area of Islamorada and are prepared to put in the work, this is an opportunity worth considering. Sellers are motivated and will entertain offers. This 3-bedroom home offers a chance to purchase in one of Islamorada's most desirable areas and update the property to fit your needs, investment goals, or long-term plans. The home sits on an oversized lot and features a functional floor plan with generously sized rooms and a kitchen that opens to the living and dining areas. The concrete construction and larger homesite provide a solid starting point for renovation and improvement. Located directly across from Founder's Park, the property offers convenient access to a bayfront beach, community pool, public boat ramp, baseball fields, playgrounds, dog park, and community events throughout the year. The oversized lot also provides additional outdoor space compared to many nearby properties

Condo for Sale. Islamorada, Plantation by The Sea 2 Bedrooms | 1.5 Bathrooms | Furnished | Two-Story Townhouse StyleExperience the unique lifestyle of the Florida Keys in this spectacular furnished condo at Plantation by The Sea! Located in prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal living. Fully furnished and equipped. Just bring your suitcase and get ready to enjoy! Key Features: 2 spacious bedrooms1.5 bathroomsKitchen with modern appliances and functional cabinetryCommunity Amenities: Heated ocean-view poolFitness center with modern equipment and saunaCommunity room with billiards, ping-pong, and board gamesExtra-long fishing pierCommunity BBQ area(Boats and jet skis are not permitted) Asking Price: $475,000Rental Option: $2,700 per monthShowings: By appointment only. No sign on property. Call now to schedule your private showing!

A New Standard of Paradise. Live with views of the Atlantic Ocean everyday. This home has been updated and beautified from top to bottom. Marble flooring throughout living areas. Eat in kitchen offers large island, snack counter and full size wine cooler. Dishwasher installed 12u002F25. There is also a hot water dispenser. Dining area and living area open to enclosed patio with private spiral staircase leading to resort styled amenities. Impact glass on all windows. Primary bedroom offers more spectacular views, built in furnishings and is 14x14. Modification in primary bathroom leads to large walk in closet. Washer replaced 2025, dryer 2024, AC 2021. Building inspections complete with no pending assessments. Private Marina dredged 2025. Outside storage cage included. RARE covered parking. Enjoy resort style pool, hot tub, tennis, pickleball, nature trails, gazebos, boat ramp, clubhouse with fitness, pavilion with ice machine, docks rentable for up to 30ft boat (almost always available

Island Living in Prestigious Venetian Shores! Welcome to this newly custom-built 4bdu002F3ba residence ideally positioned on a tranquil plugged canal in one of the most sought-after subdivisions in the Florida Keys. Upstairs, enjoy a spacious open porch that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid wood cabinetry, quartz countertops, a large island with waterfall edges, and accent-colored cabinetry for a modern coastal touch. The lower level offers the perfect guest quarters, complete with a private bedroom overlooking the pool, a large bathroom, and a generous living space. Concrete construction with metal roof and impact windows and doors allows you to enjoy the benefits of newer construction. Outdoor entertaining is a breeze with multiple seating areas and a large gazebo, and paver driveway that extends into a beautifully designed pool area. The concrete pool includes a water feature and LED lighting. Additional features inclu

A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound. The grand porte-cochere entry sets the tone, leading to a single-level main residence with soaring ceilings, white oak floors, and 12' retractable glass walls that frame sweeping ocean views. The chef's kitchen is anchored by a Calacatta marble island, Thermador appliances, and a walk-in pantry, opening to a spacious great room and dining area ideal for entertaining. The main home features four bedrooms, six full bathrooms, and a soundproof theater room. The primary suite is a private retreat with a fireplace, dual walk-in closets, a safe room, and a spa-inspired bath with a steam shower. Each additional bedroom includes an en suite bath, private balcony, and ocea

Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Florida Keys lifestyle in this beautifully updated canal-front residence designed for relaxed coastal living and effortless entertaining. The home offers 5 bedrooms and 3 bathrooms, with approximately 2,640 square feet of living space, including 3 bedrooms and 2 bathrooms upstairs totaling approximately 1,500 square feet, and 2 bedrooms and 1 bathroom downstairs totaling approximately 1,140 square feet. The private resort-style backyard features a heated pool with sun shelf, hot tub, expansive patio, hammock lounge, and mature palms creating a true tropical setting. Enjoy deep-water canal frontage with 70 feet of dockage and two boat lifts rated at approximately 15,000 pounds and 20,000 pounds, providing exceptional boating capacity. Located on one of Venetian Shores' desirable 100-foot-wide canals, the property offers generous maneuvering space and convenient access to both the Atlantic Oce

Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise views. Expansive covered verandahs, a 15' x 30' heated seaside pool, and beachside hammocks invite slow, sun-filled days and relaxed gatherings. Across the street, a separate canalfront parcel with a 37.5' concrete dock provides protected deep-water dockage and space for boats, trailers, and water toys. An extraordinary pairing of true beachfront living and convenient boating access. Inside, the home's 3,860 square feet is designed for easy Keys living with generous main-level living areas and bedrooms, plus a spacious upstairs suite with private bath and roof-top deck capturing panoramic ocean vist

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. Na

Anchor in paradise. 4 bedroom, 2 bath in islamorada. Executive bay club, this immaculate condo will convey fully furnished all completely renovated & updated wu002Fhurricane impact windows, sliding glass doors, washeru002Fdryer downstairs. Perfect retreat wu002Fsandy beach, pool, tennis courts, clubhouse for gatherings, dockage available, brand new onsite marina, walking distance to'founder's park' & fine dining!

Private location for your pleasure at this roomy townhouse offering an abundance of space to enjoy. Spiral stairs leading to the primary 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

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

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row. Islamorada's premier address. New dock with two boat lifts (16,000 lb. And 10,000 lb) to enjoy one of the best boating locations in the Keys, plus a 4,103 s. F. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is

This ocean front beauty is. Priced to sell! Rare 2 bedroom condo with ocean views for less than $430,000. This spacious condo offers the perfect blend of comfort & convenience. Featuring an open concept living area, a well-appointed updated open concept kitchen with wood cabinetry, recessed lighting, and ample storage. New hot water heater, 1u002F2 bath downstairs, split bedroom layout upstairs for privacy. Primary suite includes a walk-in closet. Those beautiful ocean views! Designated covered parking space, plenty of guest parking, storage unit downstairs. Low maintenance dues include insurance for exterior, heated pool, community room with kitchen, docku002Ffishing pier, gym, & sauna. Whether you’re looking for your new home, a weekend vacation getaway, or investment property, this condo is move-in ready and perfectly located to enjoy all the keys has to offer! Owners motivated!

Welcome to effortless coastal living in the desirable Executive Bay Club community-where comfort, style, and resort-style amenities come together in a relaxed Keys setting. This nicely updated 3-bedroom plus loft townhouse offers a spacious and versatile layout designed for easy everyday living and entertaining. Upstairs, you'll find three inviting bedrooms, two full baths, and a charming loft-perfect for additional guests, a home office, or a cozy retreat. Downstairs, thoughtful updates create a seamless flow, with a level floor plan that connects the living and dining areas-no step-down interruptions-enhancing both function and openness. The expanded kitchen is a standout feature, showcasing stainless steel appliances, generous counter space, and a peninsula with double-sided storage, ideal for both cooking and gathering with friends and family. A full bath on the main level adds convenience for guests. Beyond your front door, Executive Bay Club offers an array of amenities to comple

All NEW NEXT TO MARINA & POOL Stunning Islamorada 3 full bedrooms 2 brand new bathrooms plus oversized loft with additional queen and three twin beds. This Townhouse has ALL NEW kitchen, new bar, new built-ins, new custom fishing closet & storage, brand new 4 ton AC unit, 2 brand new Bathrooms with showers, new extended loft area, new full size Washeru002FDryer, new BBQ area with new patio chicago brick pavers plus private patio shaded area with beautiful palms trees, serena & lily furniture inside, new electric panel, new electric water heater, new 80' smart OLED TV, new area just for refreshments, coffee and bar, new 4 ton AC unit, high end hurricane impact windows and doors that are reflective and cannot see inside. New Electric car charging electric panel exclusive to this unit. Best area in the community next to pool and marina with two pickleball courts and basketball court in the rear. Sleeps easily over 10 people. King bed in the master bedroom, 2 queen mattress in additional b

Make all of your Florida Keys fantasies come true at Fantasy Harbor! We're willing to bet you never even knew this gated community on Islamorada's Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99' concrete seawall on cap rock plus boat lift. This one is a winner!

Blue Haven' is a beautifully renovated elevated 2-story residence in the heart of Islamorada, offering the ideal blend of modern upgrades and relaxed Florida Keys living. This fully remodeled home features a vibrant blue exterior and a bright, contemporary interior designed for comfort and style. The home offers 3 bedrooms and 2.5 bathrooms, with nearly 1,700 square feet of interior living space complemented by expansive outdoor terraces perfect for entertaining or unwinding in the tropical breeze. Inside, you’ll find a brand-new kitchen with solid wood cabinets, quartz countertops, and stainless steel appliances. Additional upgrades include new vinyl flooring throughout, recessed lighting, fresh interior and exterior paint, and new split Au002FC units for efficient cooling. Partial impact windows provide added durability and peace of mind. The ground level offers generous open space with excellent potential for future development, storage, or the addition of a pool. Situated on a 6,60

Estate Opportunity Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage-all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. An existing legal nonconforming home with a waterfront swimming pool currently sits on the property and may be used as a residence or rental while architectural plans and permits are finalized, offering flexibility during the planning process. For buyers who understand th

The first thing you notice as you walk up to this home is the view, bright blue ocean over green treetops. Step inside and it opens up even more: ocean, sky, and a wide lagoon with a sandy beach below. Sunset here is stunning. This very spacious 2 bedroom, 2 bath end-unit condo offers 1,330 square feet of single-level living with windows on three sides! Located on the second floor, above covered parking, it's that just-right height that makes all the difference. High enough for the views and breezes, without feeling disconnected. Access is easy by elevator or stairs. The oversized screened porch takes full advantage of the ocean and lagoon views and truly extends your living space. Inside, the home has been thoughtfully upgraded for both style and peace of mind. Gorgeous wood-plank tile flows seamlessly throughout the entire condo, including the expansive screened porch, creating a clean coastal look with easy maintenance. The bright kitchen features quartz countertops and stainless ap

Bay views with a canal front price! This beautifully coastal modern renovated property is located on the main free flowing canal in the desirable community of Indian Waterways. Designed with entertaining in mind, the open-concept floor plan features a stunning kitchen with a pass-through to the expansive deck, creating seamless indoor-outdoor living. Wake up to Florida Bay views from all of the bedrooms and living area with the primary bedroom being located on either the main level or second levels. Perfect for boating enthusiasts with deep water dockage for a large boat, this property provides direct access to Florida Bay and the Atlantic via Tavernier Creek or Snake Creek. There's plenty of room for a pool, while the versatile enclosed flex area downstairs invites endless possibilities for entertaining, storage, workshop and parking. Tucked away on a peaceful dead-end street in the sought-after Indian Waterways community, this home is the perfect sanctuary-whether for raising a famil

Oceanfront luxury living in Islamorada. Experience the ultimate in coastal elegance with this breathtaking 4-bedroom, 4-bath oceanfront estate in the heart of Islamorada, offering 3,052 square feet of beautifully crafted living space. Nestled on over half an acre, this three-story residence boasts unobstructed 180-degree views of the Atlantic, deep water dockage, a rare, private boat ramp and room for a pool — the perfect blend of privacy, luxury, and island lifestyle. Enjoy peace of mind with high-impact, missile-rated windows and doors on all three floors, built to withstand up to 240 mph winds. Inside, the home features a mix of wood and tile flooring, including custom pine and tile floors in the luxurious third-floor master suite, complete with panoramic ocean vistas and private balcony access. Additional upgrades include a newer roof, fresh landscaping, and two new AC units on the second and third floors ensuring year-round comfort and efficiency. The expansive entertainment areas

Move-in ready townhouse located in the heart of Islamorada! This 2-bedroom, 1.5-bath home has been well maintained and features impact windows and doors, fresh interior paint, a metal roof in 2024, newer AC, upgraded electrical throughout and a washer and dryer in the unit. The galley kitchen provides ample cabinet space, induction stove top, dishwasher and pantry. Enjoy convenient access to the community pool right from your backdoor, and a designated parking spot directly in front of the unit. Plantation Villas is an ideal entry point into the Islamorada market-perfect as a primary residence or vacation getaway. Centrally located near schools, restaurants, shops, and grocery stores. Just a couple of miles south, Founders Park offers a wide range of amenities including an Olympic-size pool, tennis, pickleball, basketball courts, ball fields, a boat ramp, beach, and regular community events

Commanding 170 feet of private Florida Bay frontage, and situated on over and acre of precious Islamorada land, Eagle Point is a contemporary coastal estate that captures the essence of refined waterfront living. Designed for both serenity and sophistication, the residence blends clean architectural lines with the natural beauty of its tropical surroundings. Gated and beautifully landscaped, the property opens to sweeping open-water vistas framed by swaying palms and fruit trees orchard upon your entrance. Expansive glass walls flood the interiors with natural light, connecting elegant living and dining spaces to the outdoors providing vast screened porched both upstairs and down. The kitchen anchors the home with gorgeous views and function ideal for entertaining or quiet evenings at home. A downstairs flex room and private gym add versatility and wellness to daily life, while multiple rooftop terraces invite sunset gatherings and panoramic bay views. Outside, the resort-inspired amen

Estate Opportunity. Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage-all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. The 2/2 pool home is updated and ready for refined living