Single-family houses For Sale in Islamorada, FL

Newly remodeled 3 bed, 3 bath home in Islamorada. Features open-concept living, spacious kitchen, large deck, and high-quality finishes. Perfect for entertaining and enjoying Florida's outdoor lifestyle. Close to restaurants and world-class fishing and diving.

Oceanfront 1922 historic home with private beach, pool, and dock. Perfect for relaxation and water activities. Lush tropical setting on over an acre.

4 bed, 3.5 bath waterfront home in Islamorada. Freshly painted, new roof, impact windows, boat lift, top-of-the-line kitchen, and more! Perfect for entertaining.

Beautiful newly constructed cottage in downtown Islamorada! Features 3 bedrooms, 3 bathrooms, a pool, and handicap access. Great for investment or personal use, close to shopping, restaurants, and more.

Island retreat in Islamorada! This 2-bedroom, 1-bathroom home boasts multiple decks, ocean views, a private pool, and a bonus studio. Perfect for families seeking privacy and convenience, with beach, tennis, and boat ramp access nearby.

Luxury Balinese-inspired estate on Florida Bay. Spacious waterfront home with infinity pool, lush gardens, and private guest house. Boating access, close to amenities. Perfect for entertaining or relaxing.

Luxurious 4-bedroom, 3-bath home in Islamorada with 70ft private dockage, private beach access, pool, and expansive balcony. Ideal for families and investors seeking strong rental income.

Gorgeous 4BR/3BA waterfront home with a guest suite, heated pool, and 70ft of dockage. Recently renovated with impact windows, concrete construction, and multiple lifts. Perfect for entertaining!

Luxury bayside 4-bedroom, 4-bathroom home in the Florida Keys. Boasting 4144 sq ft, sunset views, direct water access, a rooftop deck, separate living space, modern kitchen, durable construction, electric gate, and large boat dockage. Perfect for entertaining and water activities.

Luxury beachfront home in Islamorada, Florida Keys. Six bedrooms, five bathrooms, three living rooms, private beach, pool, and stunning ocean views. Perfect for large families or groups. A lucrative investment opportunity.

Bayfront estate in Islamorada with breathtaking views. Fully fenced with private dock, tiki hut, pool, and multiple bedrooms and baths. Perfect for a Keys retreat or investment opportunity.

Modern luxury meets barefoot elegance in this oceanfront masterpiece in Islamorada! Stunning ocean views can be seen from almost every room in this spectacular home....

Updated Port Antigua home with open floor plan, 4 sets of sliding glass doors, Bosch stainless appliances, double granite counters, 90 ft. concrete dock with 10,000 lb. boatlift, and ample entertaining space. Ideal for those seeking a waterfront property with easy access to boating and outdoor activities.

Beautifully renovated canal-front home in the Florida Keys, offering 100 ft of deep water dockage, quick access to Florida Bay and the Atlantic. Boasting a chef's kitchen, heated pool, and stunning canal views, this is perfect for boaters seeking luxurious Keys living.

Islamorada bayfront property: 4-bed main house, 2-bed guest house, marble kitchen, infinity pool, spa, outdoor kitchen, boat basin with dock, waterfalls, whole-house generator. Perfect for families or those seeking a luxurious waterfront retreat.

Classic Keys home with modern elegance. Three bedrooms, two baths. Spacious interior and exterior, lush landscaping. Walk to beaches, restaurants, and shopping. Ideal for relaxation and entertainment.

Elegant waterfront home in Islamorada with infinity pool, private dock, boat lift, and media room. Perfect for entertaining and enjoying the Florida Keys lifestyle. Direct bay and ocean access.

Bayfront mini-estate with 435'+/- water frontage, 220'+ concrete dock, 6 bedrooms, 2 primary suites, chef's kitchen, saltwater pool, and more. Perfect for boating enthusiasts!

Luxury 6-bedroom, 7.5-bathroom estate in Islamorada, FL. Features gourmet kitchen, smart home system, private pool, hot tub, 100 feet of private dockage, and two boat lifts. Perfect for entertaining.

Two-story waterfront property in the Florida Keys with three bedrooms and three baths, 1920 sq ft of living space, 6600 sq ft lot, 60 FT concrete dock with two boat lifts (10,000 lbs and 15,000 lbs), and ample parking. Suitable for boaters seeking ocean and bay access.

Dreamy Florida Keys harbor-front home! This serene Islamorada retreat boasts 2 upstairs suites with breathtaking views, plus a downstairs bedroom & party hut. Enjoy 99-ft concrete seawall, boat lift, and tranquil bay access. Perfect for waterfront living!

Beautifully remodeled ground-level duplex in Islamorada, offering two units plus a guest space. Durable concrete construction with impact windows and doors. Features a private fenced yard with artificial turf. Ideal as a permanent home or vacation retreat.

Modern coastal masterpiece with 4 bedrooms, 4 bathrooms, private beach access, and 56' deepwater dockage. Room for a pool! Amazing sunsets!

Oceanfront property on Lower Matecumbe Key with 300' of beachfront, including two vacant lots, a triplex, and 2 TDRs. Enjoy breathtaking ocean views, sandy beaches, and abundant wildlife. Perfect for redevelopment or a personal oasis.

Discover the essence of elegance at 'Southern Paradise,' a coastal masterpiece nestled along the Atlantic Ocean. Located at Mile Marker 83, this property offers direct...

Canalfront home with 65 ft. dock, access to neighborhood bayfront beach, and quick boating access to Florida Bay and the Atlantic. Features include impact windows/doors, 4 bedrooms, 3 baths, covered parking, garage, tackle room, and boat lifts. Room for a pool!

Osprey's Nest: Oceanfront Islamorada home with private dock, spacious floor plan, 3rd story primary suite, heated/chilled pool. Perfect for families seeking true island living.

Oceanfront 3BR, 2BA home with pool, covered patio, and gated privacy. Stunning beach & ocean views, fully remodeled in 2021 with impact windows, metal roof, new appliances & more. Coastal cottage style.

Charming Old Florida cottage on Lower Matecumbe Key with 100 ft of private beach frontage. Two bedrooms, two bathrooms, beamed ceilings. Perfect fixer-upper or dream home opportunity. Enjoy breathtaking ocean views and the laid-back Florida Keys lifestyle.

Beautiful 4-year-old, 3 bed, 2 bath home with all-wood cabinets, granite counters, stainless steel appliances, and marble floors. Large screened porch, LED lighting, ceiling fans, and handicap-accessible bathrooms. Two-car garage with front and back access, plus room for a pool. Low-maintenance landscaping and close to marinas, shopping, and restaurants.

Waterfront retreat in Islamorada! This 3-bedroom, 2-bathroom home boasts stunning water views, a private boat ramp & dock, and a fenced yard with impact windows & doors. Perfect for boaters seeking a peaceful coastal lifestyle.

Ultra-private bayfront estate in Islamorada offering expansive water views, deep-water dockage, infinity pool, gourmet kitchen, and storm resiliency features. Luxury living meets sustainable design.

This inviting 2-bedroom, 2-bath CBS home in the desirable Indian Harbor Community is a standout value. Features include a metal roof, large storage, huge screened patio, massive veranda, and access to an exceptional HOA park with a boat ramp. Perfect for full-time, seasonal, or weekend living.

Exquisitely remodeled 3-bedroom, 3-bath estate in Islamorada. Features new roof, electrical, impact windows, chef's kitchen, expansive lot, and rooftop deck. Enjoy easy access to world-class fishing and dining.

Three homes, over 100 ft of protected dockage, and over 500 ft of natural oceanfront beach. Fall in love at first sight as you step...

Coastal retreat with 3 bedrooms, 3 bathrooms, open-concept design, expansive kitchen, screened balcony, 60-foot dock, boat ramp, pool, and propane generator. Perfect for fishing enthusiasts and those seeking a relaxing beach getaway.

Luxurious ocean view home on a point lot, offering over 6,000 sq ft of living space, 6 bedrooms, 5 bathrooms, and 4 oceanfront rooms. Features include soaring ceilings, large garage, putting green, elevator, deep water access with 2 boat lifts, beachfront and canal access, and a multi-million dollar renovation. Ideal for those seeking elegance and coastal bliss.

Fully renovated waterfront home in Lower Matecumbe Key. Boaters paradise with 75FT of dockage, 3 bedrooms, 3 baths, 2 kitchens, 2 laundry areas. New seawall and roof. Perfect for families or those seeking separate living spaces.

Luxury waterfront home in Venetian Shores, Florida Keys. 3 bedrooms, 3 baths, furnished, boat slip, ocean access, and eco-friendly features. Perfect for full-time living, vacations, or investment.

Luxury 4-bedroom, 2.5-bath home in the Florida Keys. Features 360-degree views, custom pool & spa, tiki hut, private elevator, dual boat lifts, and impact-resistant windows. Open-concept living space, guest suite, and secure garage.