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213 Nautilus Dr, Islamorada
$1,300,000
2 Beds ⋅ 2 Baths ⋅ 617880 MLS
Desirable White Marlin Beach offers one of the best bayside beaches and swim areas in the Keys - exclusive to residents at the homeowner's park. This canal-front home is perfectly positioned on a corner lot with 100' of dockage, two boat lifts, and a private ramp ideal for launching kayaks and paddle boards. The home features 2 bedrooms, 2 baths, plus a loft, and has been thoughtfully maintained with impact windows and doors, a metal roof, central AC (2025), and a water heater (2024). Enjoy quick access to the Florida Bay, with the Channel 5 Bridge providing easy passage to the ocean side with 65' clearance. Additional highlights include an outdoor shower and the private homeowner's park with tikis and grills. A well-kept property in a truly special waterfront community.

213 Nautilus Dr, Islamorada
321 Tollgate Shores Dr, Islamorada
$1,062,000
2 Beds ⋅ 2 Baths ⋅ 620551 MLS
A unique opportunity to enjoy the Florida Keys boating lifestyle without the cost of waterfront ownership. This well-maintained dry lot home in desirable Tollgate Shores includes a deeded boat slip directly across the street, complete with a new dock, 20k boat lift, water, power, and a fish cleaning station. Enjoy the convenience of direct sight lines to your boat from the living room and front porch, with peekaboo views of Florida Bay and the iconic Channel 5 Bridge beyond. Upstairs, the home features two generously sized bedroom suites, each with its own ensuite bathroom. A pantry and laundry room are conveniently set off of the well-appointed, modern kitchen. The open-concept living area is highlighted by vaulted ceilings with exposed wood trusses and bamboo flooring. A clean interior offers a comfortable, move-in-ready space, with furnishings negotiable. The lower level includes covered parking, an air conditioned garage, a spacious bonus room, and a dedicated tackle storage closet, providing ample space for boating gear, hobbies, and everyday storage. A metal roof, high quality insulation and impact windows and doors add to the integrity and efficiency of this home. Located adjacent to the neighborhood park, the property benefits from additional open green space. The voluntary HOA is $250 annually. With quick boating access to both Florida Bay and the Atlantic Ocean via Channel 5, this property is well suited as a full-time residence, weekend retreat, or investment opportunity. Whether your priority is boating, fishing, or embracing the relaxed Florida Keys lifestyle, 321 Tollgate Shores offers a distinctive combination of convenience, functionality, and value with a niche setup.

321 Tollgate Shores Dr, Islamorada
142 Gulfview Dr, Islamorada
$1,050,000
3 Beds ⋅ 4 Baths ⋅ 617029 MLS
ACTIVE BUILDING AND DOCK PERMITS. BUILD RIGHT AWAY. 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. It's more than just a property; it's an invitation to embrace the island lifestyle. Opportunities like this don't wait. Ready to turn your dream into reality? Dive into your future at White Marlin Beach—your tropical oasis is calling!

142 Gulfview Dr, Islamorada
101 Gulfview Dr Unit 114D & 30' boat slip with lift, Islamorada
$1,025,000
3 Beds ⋅ 3 Baths ⋅ 612440 MLS
Unit 114D at Bay Harbour in Islamorada is a stunning waterfront condo that perfectly blends luxury, comfort, and convenience. Nestled in the desirable Lower Matecumbe area, this spacious 3-bedroom, 2.5-bath residence spans over 2,000 square feet and offers ocean and canal views. One of the standout features of this property is its private 30-foot boat slip equipped with a powerful 16,000-pound boat lift. Whether you're an avid boater or simply enjoy the serenity of the water, this amenity provides direct access to both Florida Bay and the Atlantic Ocean, making it ideal for fishing, diving, or leisurely sunset cruises. The open-concept living area is adorned with built-in cabinetry, granite countertops, and tile flooring throughout. Large impact-resistant windows and doors not only frame the picturesque views but also ensure safety and energy efficiency. The master suite includes a whirlpool bath tub and a walk-in closet, adding a touch of indulgence to everyday living. The unit comes furnished. Additional conveniences include an in-unit washer and dryer, central air conditioning, and ceiling fans to keep the space cool and comfortable year-round. An elevator provides easy access, and assigned covered parking ensures your vehicle is protected. Bay Harbour itself is a gated community offering resort-style amenities. Residents enjoy access to a heated pool, hot tub, tennis courts, a fitness center, and a clubhouse. The complex allows for 7-day rentals with a Village Vacation Rental License, making Unit 114D a lucrative investment opportunity or a flexible second home. With its unbeatable location, premium dockage, and panoramic ocean views, Unit 114D is a rare gem in the Florida Keys. Whether you're seeking a permanent residence, a vacation retreat, or a rental property, this condo delivers the ultimate

101 Gulfview Dr Unit 114D & 30' boat slip with lift, Islamorada
101 Gulfview Dr Unit 116D & 30' boat slip, Islamorada
$975,000
3 Beds ⋅ 3 Baths ⋅ 618807 MLS
Welcome to Unit 116D at Bay Harbour, an elegant and spacious residence in one of Islamorada's most desirable waterfront communities. This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, style, and resort-level amenities, all within a gated, private setting in Lower Matecumbe. Step inside to an inviting open-concept layout featuring high ceilings, abundant natural light, and a generous living and dining area ideal for relaxing or entertaining. The well-appointed kitchen with a propane Viking Range also includes ample cabinetry, granite countertops, and a convenient breakfast bar, making meal preparation both easy and enjoyable. A large, covered terrace extends the living space outdoors, providing the perfect spot for morning coffee, evening breezes, or dining al fresco. The primary suite is a peaceful retreat with direct access to the terrace, a spacious walk-in closet, and an en-suite bath with dual vanities, soaking tub, and separate shower. Two additional guest bedrooms offer flexibility for family, visitors, or a dedicated home office. Bay Harbour is known for its exceptional amenities, including a heated resort-style pool, spa, fitness center, tennis courts, and a clubhouse. The property also features a marina with available boat slips, making it an excellent choice for boating and fishing enthusiasts. Covered parking, a private storage unit, and elevator access add convenience and ease to everyday living. Located just minutes from world-class fishing, dining, beaches, and the natural beauty of the Florida Keys, Unit 116D delivers a low-maintenance, luxury lifestyle in a prime Islamorada location. Whether you're seeking a full-time residence or a seasonal escape, this condo offers the perfect blend of comfort, convenience, and coastal living. Bay Harbour allows weekly rentals with a Village of Islamorada license. For virtual tour www.116BayHarbourCondo.com

101 Gulfview Dr Unit 116D & 30' boat slip, Islamorada
100 Iroquois Dr Unit 5, Islamorada
$960,000
4 Beds ⋅ 3 Baths ⋅ 619208 MLS
This fully furnished waterfront townhome offers 36 feet of dockage and a beautifully renovated interior designed for effortless Keys living. Thoughtfully updated and tastefully decorated, the home is move-in ready and ideal for full time living or weekend getaway. The layout is exceptionally well-suited for multigenerational living or hosting family and friends, with two bedrooms and two bathrooms on the main living level, and a large separate guest suite on the lower level providing privacy and flexibility. Enjoy peaceful views from the screened-in porch, perfectly positioned to capture a straight, open view down the canal, while the spacious backyard offers plenty of room to relax, entertain, and a blank canvas to further enhance your outdoor living experience to your liking. Boaters will appreciate quick access to the ocean, with a beautiful sandbar/beach nearby, perfect for anchoring up for a day of sun, as well as convenient routes to the bay via Channel 2 or Channel 5 bridges. Additional features include a rare garage space, ideal for storing a golf cart, jet skis, and gear while keeping everything protected from the elements.Located on Lower Matecumbe Key, this property provides a walkable Keys lifestyle. Stroll down to the fishing pier to catch dinner and take in a sunset view or hop in the golf cart and ride down to the locals favorite, Habanos restaurant and their new tapas bar right on the ocean for dining and drinks. This is a must-see waterfront opportunity combining comfort, functionality, and the best of island living.

100 Iroquois Dr Unit 5, Islamorada
109 Costa Bravo Dr, Islamorada
$900,000
2 Beds ⋅ 2 Baths ⋅ 618264 MLS
Rare offering at Sandy Point Condo in Port Antigua! 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 convenient 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, 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. Enjoy sunset views from the living room & primary bedroom! Easy bay & ocean access through Channel Two & Five bridges. Use as your full time residence, weekend getaway or income producing rental!

109 Costa Bravo Dr, Islamorada
101 Gulfview Dr Unit 202 & 30' Boat slip, Islamorada
$860,000
2 Beds ⋅ 3 Baths ⋅ 613261 MLS
Beautiful 2 bed, 2 bath condo Bay Harbour in Islamorada. This condo boasts a 30' boat slip. Bay Harbour allows 7-day rentals with a license from the Village. Enjoy the pool, hot tub, tennis & pickleball courts, and the many exciting local activities available in the Keys, including fishing charters, boating excursions, snorkeling, and diving adventures.

101 Gulfview Dr Unit 202 & 30' Boat slip, Islamorada
110 Cortez Dr Unit A, Islamorada
$685,000
2 Beds ⋅ 2 Baths ⋅ 617679 MLS
Islamorada Townhome | Beautifully Remodeled End Unit | Dockage | Rare 1-Car Garage Move-in ready and thoughtfully updated, this 2-bedroom, 2-bath end-unit townhome offers the ideal blend of comfort, style, and hard-to-find amenities in Islamorada. The beautifully remodeled kitchen features KitchenAid stainless steel appliances and has been thoughtfully opened to create a seamless flow between the kitchen, living, and dining area - perfect for entertaining or everyday island living. Ceramic plank tile flooring flows throughout the home, complemented by new interior doors, hardwood stairs, and a new water heater. Enjoy morning sun and afternoon shade from the screened porches off both the primary bedroom and the living area. The outdoor living space is equally impressive, designed for relaxation and entertaining, and includes a convenient outdoor shower for post-fishing or boating days. And yes - a garage in Islamorada is truly rare. This private one-car garage is spacious enough for a full-size vehicle or a flats boat. Located in a small, well-kept complex, residents enjoy a swimming pool, pickleball courts, picnic area, private boat ramp, boat storage, and over 440 feet of dockage with dockage available for boats up to 25 feet, offering direct access to both the Atlantic Ocean and Florida Bay. This property is well suited as a full-time residence, island getaway, or rental opportunity, making it a standout offering in one of the Florida Keys' most desirable areas.

110 Cortez Dr Unit A, Islamorada
75710 Overseas Highway Unit 1, Islamorada
$675,000
2 Beds ⋅ 2 Baths ⋅ 619594 MLS
Fully furnished turn key townhome in Islamorada at Las Maravillas is available, one of only 10 private residences on the bayside on Lower Matecumbe in the Village. Dockage, covered parking, trailer storage, beautiful pool, gated and fenced grounds highway to bay right on Lower Matecumbe Bight. 2 bedrooms with Jack and Jill bathroom on the top floor could be converted to two bathrooms. Half bath, kitchen, dining and living area on main level. Storage room and drive thru parking underneath suitable for medium size boat on trailer or two cars. Tropical vegetation and fruit trees and nice landscaping. Kitchen and baths are modern. updated stainless appliances. Carpet and tile throughout. This is the opportunity to get into the keys at a modest price and enjoys the keys life. Owner occupied so notice is appreciated. Easy to show. Call ahead for appointment.

75710 Overseas Highway Unit 1, Islamorada
118 Cortez Dr Unit A, Islamorada
$630,000
2 Beds ⋅ 2 Baths ⋅ 617693 MLS
Charming, light-filled townhouse-style condo featuring 2 bedrooms and 2 baths, tucked away on a quiet cul-de-sac on Lower Matecumbe Key. Enjoy resort-style amenities and excellent boating and fishing access to both the Ocean and the Bay. The open-concept living and dining area flows seamlessly into a well-designed kitchen. Each bedroom and bathroom occupies its own level, providing exceptional privacy for you, your family, and your guests. Vaulted ceilings throughout enhance the bright, modern aesthetic. Two spacious screened balconies capture the ocean breeze, with the upper balcony offering a peek of the water. An oversized garage accommodates your car, bikes, fishing and outdoor gear, plus laundry appliances and a bait freezer. Recent upgrades include all new hurricane-impact windows and doors, new porcelain flooring, and newly installed wooden interior stairs. Resort-level amenities elevate everyday living: a large pool surrounded by lush tropical landscaping, dockage for boats up to 25 feet, multiple shaded fish-cleaning stations, boat and trailer storage, a boat ramp, pickleball and tennis courts, a shuffleboard area, and a clubhouse with restroom facilities and mail/package storage. Perfect as a primary residence, weekend retreat, vacation home, or investment property, this Keys gem offers an exceptional opportunity to enjoy the best of island living.

118 Cortez Dr Unit A, Islamorada
112 Cortez Dr Unit B1, Islamorada
$615,000
2 Beds ⋅ 2 Baths ⋅ 617914 MLS
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.

112 Cortez Dr Unit B1, Islamorada
134 Nautilus Dr, Islamorada
$396,000
5 Beds ⋅ 4 Baths ⋅ 617023 MLS
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.

134 Nautilus Dr, Islamorada
119 Cortez Dr Unit 1G, Islamorada
$377,500
1 Beds ⋅ 1 Baths ⋅ 616527 MLS
✨ Islamorada Gem - Location is Everything! ✨ This 1 bedroom 1 bath end-unit within the Islamorada South Condominium Association combines prime location with endless amenities and instant access to the ocean. Thoughtfully remodeled, it features gorgeous driftwood plank tile flooring, impact windows for peace of mind, a modern kitchen with stainless steel appliances and stone countertops, plus a sleek new bathroom with walk-in shower. The community itself is ahead of the curve with concrete restoration already completed. For under $400,000, enjoy a lifestyle that includes dockage, a boat ramp, boat/trailer storage, a sparkling pool, tennis & pickleball courts, BBQs, and more! Whether you're searching for a weekend getaway or a full-time island home, this one checks all the boxes. 🌴 Don't miss your chance to live where others vacation—call today for a showing!

119 Cortez Dr Unit 1G, Islamorada
119 Cortez Dr Unit 3G, Islamorada
$335,000
1 Beds ⋅ 1 Baths ⋅ 617805 MLS
Welcome to this beautifully updated and move-in ready 1-bedroom, 1-bath retreat in one of the most affordable waterfront communities in Islamorada. This condo offers the perfect blend of relaxation and adventure, dockage, convenient boat ramp, and on-site boat storage—ideal for water lovers and boaters alike. Step inside to find a meticulously updated interior featuring coastal-inspired finishes, an open floor plan, and abundant natural light. Features include central a/c, and a very spacious garage. The living space flows seamlessly to the private balcony, perfect for enjoying tropical ocean breezes. Amenities abound in this vibrant community, including a heated pool, tennis and pickleball courts, all just steps from your front door. Comes fully furnished and ready to go. Easy boating access with one minute to the Atlantic Ocean and minutes to the Florida Bay. Whether you're seeking a full-time residence, a vacation getaway, or a rental investment, this condo offers the ultimate Florida Keys lifestyle at a still affordable price. Don't miss this rare opportunity to own your slice of paradise in fabulous Florida Keys!

119 Cortez Dr Unit 3G, Islamorada
119 Cortez Dr Unit G5, Islamorada
$330,000
1 Beds ⋅ 1 Baths ⋅ 609266 MLS
Islamorada South....One of the BEST kept secrets in Islamorada! This is a one bedroom, fully updated unit with a screened porch includes a GARAGE! The Spacious garage perfect for storing your weekend toys. Bring your boat! There is always space on the dock for your 25' boat. Clean your catch dockside on the cleaning table. Secured boat and trailer storage is available. It is just a short jaunt to the ocean or the bay. Immediate ocean access from the dock gets you to some of the best fishing, diving & crystal clear waters these islands are known for. Conveniently located on Lower Matecumbe Key yet just minutes from downtown Islamorada's famous restaurants, shops, galleries & breweries. For an intimate complex, the amenities are grand. Play a game of pickle ball in the morning, tennis in the afternoon, cool off in the pool or enjoy a game of horseshoes or shuffleboard with your neighbors after dinner or meditate under the tikis. Islamorada South provides a real community feel....come join the community!

119 Cortez Dr Unit G5, Islamorada
119 Cortez Dr Unit APT G11, Islamorada
$320,000
1 Beds ⋅ 1 Baths ⋅ 618813 MLS
Welcome to this top-floor 1 bdrm, 1-bath condo with slight ocean views in one of the most desirable & affordable waterfront communities in Islamorada. Elevated for added privacy & enhanced views, this residence captures the essence of relaxed island living. The bright & inviting interior features coastal-inspired finishes, an open-concept layout, & abundant natural light throughout. The spacious bedroom & living areas flow effortlessly to your private balcony -- the perfect place to unwind where you can enjoy sunrises & tropical vibes. A very generous garage provides exceptional storage for all your beach, bike, & boating gear. This amenity-rich, community offers dockage, a convenient boat ramp, on-site boat storage, fish cleaning stations, & easy access with approximately one minute to the Atlantic Ocean & just minutes to Florida Bay. Residents also enjoy a heated waterfront pool, tennis/pickleball courts, clubhouse w/bathroom, onsite laundry facilities, & beautifully maintained tropical grounds. This condo makes an ideal full-time residence, weekend getaway, or income-producing investment. Experience the sought-after Florida Keys lifestyle from your own top-floor retreat -- at a price point that remains one of the best values in the area.

119 Cortez Dr Unit APT G11, Islamorada

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