Islamorada Homes with Unfurnished Furnished

Islamorada Homes with Unfurnished Furnished

Welcome to Islamorada, a stunning paradise nestled in the heart of the Florida Keys, within Monroe County. Known as the "Village of Islands," this charming town is a haven for water enthusiasts and nature lovers alike. With its breathtaking views of turquoise waters, vibrant sunsets, and lush tropical landscapes, Islamorada offers an idyllic lifestyle that is hard to resist.

The community is renowned for its world-class fishing, diving, and boating opportunities, making it a favorite destination for outdoor adventurers. From the pristine beaches to the beautiful coral reefs, every corner of Islamorada invites exploration and relaxation. The town is also home to an array of delightful restaurants, boutique shops, and art galleries, ensuring that residents have access to both leisure and culture.

When it comes to real estate, Islamorada boasts a diverse selection of homes to cater to various preferences and lifestyles. Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, you’ll find a range of unfurnished options that allow you to personalize your space to reflect your unique style. These homes provide the perfect canvas for creating your dream retreat in paradise.

Imagine waking up to the gentle sound of waves and the scent of salty air, all while enjoying the comfort of your own unfurnished home. With the freedom to design your living space, you can truly make it your own. Embrace the relaxed island lifestyle and take the first step towards your dream home in Islamorada today!

Newest Islamorada Homes with Unfurnished Furnished

74501 Overseas Hwy, Islamorada
$4,850,000
5 Beds ⋅ 4 Baths ⋅ 621750 MLS
Discover a rare oceanfront paradise in the Florida Keys, situated on 1.35 acres of private oceanfront property featuring an extraordinary stretch of natural sandy beach, a feature seldom found in the Keys. Perfectly positioned next to iconic Sea Oats Beach, known for its pristine shoreline and seasonal sea turtle nesting, this exceptional estate offers privacy, coastal elegance, and breathtaking turquoise waters, just minutes from Islamorada's renowned dining and shopping. Enter through a private electric gate with ample parking for vehicles, boats, and trailers, plus an oversized three-car garage with pull-through access. An expansive ground-level storage area, currently utilized as a private gym, provides additional space for recreational equipment and boating gear. Built with concrete construction, the residence features impact-resistant windows and doors, along with a 25kW propane generator. Inside, marble floors, granite countertops, stainless steel appliances, a wine refrigerator, built-in ice maker, and spectacular open living spaces create an inviting coastal retreat. Four sets of double sliding impact glass doors frame panoramic ocean views and abundant natural light. The residence features five bedrooms and four full bathrooms, including two guest suites with private baths. The oceanview primary suite offers a walk-in closet, dual vanities, soaking tub, and walk-in shower. Outside, a lagoon-style pool, Jacuzzi, and wraparound balcony create an exceptional setting for entertaining and enjoying the ocean breezes. Offered below its 2026 appraised value, this remarkable oceanfront estate presents a rare opportunity to own 1.35 acres of private oceanfront property with a natural sandy beach, stunning open-water views, and convenient access to Islamorada's restaurants, shopping, and marinas.

74501 Overseas Hwy, Islamorada
133 Anglers Way, Islamorada
$1,700,000
2 Beds ⋅ 3 Baths ⋅ 621627 MLS
Beautiful 2BR/2.5BA home in Anglers Reef, Islamorada's upscale gated oceanfront community. Features a 31' deeded BOAT SLIP with direct Atlantic access and no bridges, making it ideal for boating and fishing enthusiasts. Offered turnkey furnished with hardwood floors, granite countertops, stainless steel appliances, impact windows and doors, 2 private carports, two bedroom balconies, a front porch, and a rear porch. Enjoy a private community beach, pool, and oceanfront marina. Approved for weekly vacation rentals, offering an excellent investment opportunity or the perfect Florida Keys retreat!

133 Anglers Way, Islamorada
101 Orange Ln, Islamorada
$735,000
4 Beds ⋅ 3 Baths ⋅ 621604 MLS
Solid Concrete Home on Plantation Key! Live the Islamorada lifestyle from this solid concrete home in a desirable Plantation Key subdivision. The home is ground level and built above flood. It offers 4 bedrooms, 3 bathrooms, a comfortable living area, and a large dining room for entertaining family and friends. Out back, a spacious, fully fenced yard has plenty of room for a pool, a garden, or simply relaxing outdoors. Owners can use the neighborhood HOA park, its boat ramp for direct bay access, with the ocean a short run away and short term dockage. Founders Park is just minutes away, with a swimming pool, sandy beach, boat ramp, playground, dog park, and tennis and pickleball courts. Acclaimed restaurants, shopping, schools, and the hospital are all close by. This home puts you in the middle of everything Islamorada has to offer. Orange Lane is a great fit for investors, renovators, or buyers who want to build equity.

101 Orange Ln, Islamorada
18 Pen, Islamorada
$3,900,000
3 Beds ⋅ 3 Baths ⋅ 621575 MLS
Sunset views in Islamorada's most coveted location: PEN KEY CLUB. From the front doorstep, you can see straight through the house to the sparkling waters of Florida Bay, so the view will take your breath away before you put a foot inside the house! Established in the 1950s, Pen Key Club is a small, private, gated bayfront community on Upper Matecumbe Key, Islamorada's ''downtown'' island. The location is excellent by land and sea. Boating access is exceptional. In fact, it's why the club was founded here. Immediate access to Florida Bay and quick, easy access to the ocean through Whale Harbor Channel. Dockage for boats to 32 feet (plus engines) is available for club members only. Quiet and tucked away, it's close to many of Islamorada's favorite restaurants, including Chef Michael's, Kaiyo and Pierre's, as well as shops and local gathering places like the Cheeca Lodge. Owners share a pool, marina and sunset viewing areas, while the association cares for the landscaping. An onsite property manager receives packages and helps owners with day-to-day needs, making it easy to live here full time or to come and go. Overlooking the marina and bay, this one-level home has high ceilings and two large living areas lined with wide banks of impact glass doors. Expansive bay views extend throughout the main living areas and primary bedroom suite. The large covered patio offers plenty of space for morning coffee, dinner with friends and a front-row seat for the sunset. The comfortable layout puts everything on one floor, with three bedrooms, each with an en suite bath, plus a separate office, laundry room and garage. Concrete construction, impact windows and doors and a metal roof add strength and peace of mind. You really can have it all: big bay views, dockage, excellent boating access and favorite restaurants and shops nearby, with the ease of a single-level home in a peaceful community where living is easy.

18 Pen, Islamorada
154 Carroll St, Islamorada
$2,699,000
4 Beds ⋅ 4 Baths ⋅ 621562 MLS
Location! Location! Location! This incredible custom designed home is located on a quiet lane in the heart of Islamorada, 154 Carroll Street offers privacy, modern construction, and easy access to some of the area's best restaurants, shops, private clubs, and resorts, and beaches. Completed in 2018, the home combines clean coastal design with comfortable and abundant indoor-outdoor living. Mature tropical landscaping creates a private setting around the pool and spa. The handcrafted tiki pavilion is designed for outdoor cooking and entertaining, complete with a mosquito misting system, refrigerator, ice maker, grill, cooktop, all made of marine grade stainless steel, in NatureKast exterior cabinets--an ideal gathering spot for afternoons by the pool, evening entertaining or star gazing in the hot tub. Inside, the two floor cathedral ceilings enhance the interior with bright light, and the open layout features porcelain floors and coastal finishes. Two primary suites offer flexibility, including an upstairs suite with a private balcony and a downstairs suite with an oversized walk-in closet. Additional guest suites and a loft offer plenty of space for family, visitors, or a home office. Built above flood, the home includes impact-rated openings and spray-foam insulation for incredible efficiency. Practical features include a rare attached garage, Tesla charging station, exterior security cameras & wired interior system and a fenced area with room for a boat and trailer. Located within Islamorada's golf cart district, the home makes it easy to leave the car behind and enjoy nearby restaurants, shops, resorts, and local favorites by golf cart, bike, or on foot. Sandy neighborhood beach access at the end of the block puts the Atlantic just a short walk away, while the Islander Resort and the amenities of Upper Matecumbe are close at hand. 154 Carroll Street combines the privacy and features of a new home with a central location designed for tranquil living.

154 Carroll St, Islamorada
33 Pen, Islamorada
$2,195,000
3 Beds ⋅ 4 Baths ⋅ 621487 MLS
Welcome to Pen Key Club -- Islamorada's most private and prestigious gated bayfront enclave -- where legacy living meets effortless island luxury. This spacious Key West-inspired residence offers the rare combination of privacy, scale, and resort-style amenities that families and discerning buyers seek but seldom find in the Keys. Wrapped in mature tropical landscaping and timeless architectural charm, the home lives beautifully indoors and out. Sunlit interiors flow to wide wraparound porches, garden-view patios, and multiple gathering spaces designed for entertaining, relaxing, and savoring the island's signature golden sunsets. With three large bedrooms, generous living areas, and inviting outdoor retreats, the home provides the comfort and flexibility ideal for full-time living, seasonal escapes, or multigenerational enjoyment. Pen Key Club is one of Islamorada's most exclusive communities, offering residents a curated suite of amenities: a resort-style pool, a protected marina, kayak launch, and a stunning owners-only sunset point. The protected marina delivers direct access to world-class sport fishing and boating, while full-time on-site property management ensures seamless peace of mind whether you're home or away. Perfectly positioned in the heart of Islamorada, the property offers quick access to fine dining, boutique shopping, and the legendary waters that define the sport fishing capital of the world. This is more than a home -- it's a private retreat, a long-term investment, and a rare opportunity to own within one of the Keys' most coveted communities. Experience the unmatched blend of luxury, leisure, and privacy that makes Pen Key Club truly exceptional.

33 Pen, Islamorada
202 Hibiscus St, Islamorada
$760,000
2 Beds ⋅ 2 Baths ⋅ 621446 MLS
Charming CBS home located in Plantation Key Colony, situated on a corner lot and in an X flood zone. Offering over 1,300sf of living space, this 2 bedroom / 2 bath home features a spacious, open floor plan ideal for everyday living and entertaining. The generous kitchen offers abundant cabinetry and counter space and flows seamlessly into the main living area. Both bathrooms have been tastefully updated, and the interior has been freshly painted. Tile flooring throughout, recessed lighting, coastal colors, and a metal roof add to the home's appeal. Outside, enjoy a fenced yard, room for a pool, and ample off-street parking. The neighborhood offers a homeowners park with a boat ramp, providing convenient water access to enjoy the Florida Keys lifestyle. Conveniently located close to schools, shopping, dining, and local amenities, this inviting home is ready to enjoy.

202 Hibiscus St, Islamorada
111 Anglers Way, Islamorada
$1,199,999
2 Beds ⋅ 3 Baths ⋅ 621401 MLS
Experience the Florida Keys lifestyle at Anglers Reef, Islamorada's upscale gated oceanfront community. This beautifully appointed 2 bedroom, 2.5 bath home features a covered carport & four inviting porches, perfect for enjoying the tropical surroundings. Inside, you'll find Brazilian cherry hardwood floors, a spacious kitchen with granite countertops, stainless steel appliances, two breakfast bars, & abundant cabinetry. Additional features include a durable metal roof & impact windows & doors. Vacation rentals are permitted, making this an excellent opportunity for both personal enjoyment & investment. The home has been part of a successful rental program for many years & enjoys an established following of returning guests. Anglers Reef offers resort style amenities including two sandy beaches, an oceanfront swimming pool, & a private marina directly on the Atlantic Ocean. Enjoy your own Islamorada vacation retreat while generating rental income when you're away. A rare opportunity to own in one of Islamorada's most desirable oceanfront communities. Schedule your private showing today!

111 Anglers Way, Islamorada
80902 Old Hwy, Islamorada
$2,950,000
4 Beds ⋅ 3 Baths ⋅ 621398 MLS
RARE OPPORTUNITY IN CORAL COVE! Welcome to Island Hopper, an award-winning tropical plantation-style home in one of Islamorada's most private gated communities. Set on an oversized double lot, this beautifully updated 4-bedroom, 3-bath home offers 3,550 sq. ft. of living space plus 1,200 sq. ft. of covered outdoor living. A spectacular wraparound porch, soaring windows, and abundant natural light capture the relaxed elegance of Keys living. The private top-floor primary suite features a walk-in closet, Jacuzzi tub, and adjoining office. Recent upgrades include impact windows and doors, four new A/C units, approximately 5,000 sq. ft. of new marble pavers, 7,500 sq. ft. of new turf, and lush tropical landscaping with mature orchids and privacy hedging. Enjoy the privacy of a dry-lot home with the benefits of waterfront living. Coral Cove's amenities include community boat dockage with water and power, fish-cleaning station, oceanfront pool, and tiki huts. Four covered parking spaces plus dedicated golf-cart parking complete the property. Ideally located in the heart of Islamorada, within walking distance of restaurants, shopping, and entertainment. With only 9 homes in Coral Cove, opportunities to own in this special community are exceptionally rare.

80902 Old Hwy, Islamorada
75055 Overseas Hwy, Islamorada
$2,790,000
3 Beds ⋅ 2 Baths ⋅ 621394 MLS
Wake up to endless ocean views and the effortless simplicity of life on the beach. This pristine three-bedroom, two-bath oceanfront retreat offers a private, gated setting with a pool, spacious covered patio, and beautiful beach and ocean views from the upper porch, lower-level patio, living area, and two of the three bedrooms. Fully remodeled in 2021, this charming getaway was thoughtfully refreshed throughout, including impact windows and doors, a metal roof, new flooring, appliances, central air conditioning, pool equipment, and an electric entry gate. Coastal cottage-inspired furnishings and finishes create a casual, welcoming atmosphere designed for effortless island living. From mornings overlooking the ocean to afternoons by the pool, this beautifully maintained home captures the relaxed simplicity of the Florida Keys lifestyle.

75055 Overseas Hwy, Islamorada
161 Palermo Dr, Islamorada
$1,950,000
3 Beds ⋅ 2 Baths ⋅ 621340 MLS
Perfect fishing retreat/home. A boater's and angler's paradise in Venetian Shores! This 3-bedroom, 2-bath home at 161 Palermo Drive offers deep water and immediate access to the bay and ocean. Enjoy an open floor plan and screened porch, plus concrete construction, a concrete roof, impact windows & doors. A lift makes carrying heavy items upstairs easier. A spacious downstairs rec room with storage, covered parking, and a separate A/C shed for your fishing gear make it easy to enjoy life on the water.

161 Palermo Dr, Islamorada
75433 Overseas Hwy, Islamorada
$3,999,000
4 Beds ⋅ 4 Baths ⋅ 621270 MLS
Wake up to the sunrise over the Atlantic from this private oceanfront retreat offering two separate residences, a sandy beach, and direct access from Highway to Ocean. This unique property offers a 3BD/3BA main residence plus a separate 1BD/1BA guest house, ideal for extended family, visiting friends, private home, or income producing estate. Enjoy a sandy beach, pool, two beachside tiki huts, observation pier, concrete boat ramp and rock jetties for tide protection, creating the ultimate setting for entertaining and waterfront living. Extensive upgrades include impact windows and doors, metal roof, A/C, stucco, paint, appliances and more. With abundant parking for cars, boats, trailers, toys and guests, there is room for everyone. Just minutes by boat to Alligator Lighthouse and nearby Caloosa Marina for fuel, ice, boat storage and food. A rare opportunity to own a true oceanfront Keys compound with space, privacy and a stunning view!

75433 Overseas Hwy, Islamorada
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