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$4,700,000
4 Beds ⋅ 4 Baths ⋅ 617501 MLS
Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishing scene. The home enjoys unobstructed water views and nightly sunsets that paint the sky in brilliant hues. A Tiki at the water's edge provides a perfect perch for morning coffee or evening cocktails, while mature landscaping adds privacy and tropical charm. Boaters will appreciate the deep-water dockage with davits, ideal for quick access to open water. The 2,478-square-foot residence features 4 bedrooms and 4 bathrooms, with tile flooring throughout and expansive windows that frame the bay. The open-concept living and dining areas flow into a well-appointed kitchen. The primary suite offers direct water views and private outdoor access. Outdoor living is elevated with a spacious pool and deck area, balcony, and brick paver walkways. The white picket fencing and lush landscaping complete the coastal aesthetic. Additional features include CBS construction, off-street parking, FKAA water service, septic system, and low HOA fees. Pets are welcome. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, 166 Bayview Drive delivers unmatched location, views, and lifestyle in the Florida Keys.

166 Bayview Dr, Islamorada
$2,200,000
1 Beds ⋅ 1 Baths ⋅ 618440 MLS
Unobstructed Bayfront Opportunity in Key Largo! Rare opportunity to own an unobstructed bayfront property in a Key Largo desirable subdivision. This waterfront home offers endless potential, whether you choose to renovate the existing residence or build your custom Florida Keys dream home on this prime parcel. The current structure features one bedroom and one bathroom on the upper level, with the lower level permitted for storage. Enjoy stunning bay views and a beautiful beach area right outside your door, perfect for soaking in the Keys lifestyle. The dock was destroyed in a prior storm; however, permitting is available to install a new dock, allowing future owners the ability to restore boating access.

100 Point Pleasant Dr, Key Largo
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 618104 MLS
Welcome to your private island retreat in the heart of Duck Key. Perfectly positioned just a few homes from the Seaview Channel, this exceptional waterfront residence offers instant access to both the Atlantic Ocean and the Gulf of Mexico—an ideal setting for boaters, entertainers, and families alike. This beautifully maintained home features three bedrooms and three baths, including downstairs living space, providing flexible options for guests, extended family, or a private suite. The remodeled kitchen and bathrooms showcase a European design, with wood cabinetry, granite countertops, and refined finishes throughout. Indoor-outdoor living is at the heart of this property. Step outside to a gorgeous pool and Jacuzzi, surrounded by a spacious pool deck with a built-in bar area, perfect for entertaining under the Florida sun. A large screened-in balcony captures beautiful water views in every direction, offering a serene space to relax and unwind. This space could easily be enclosed to add more living space. Additional highlights include a one-car garage, 75 feet of concrete dockage, and a fabulous canal setting just moments from open water. Easy to show and ready to enjoy, this Duck Key home delivers the very best of Keys living—luxury, lifestyle, and location.

272 W Seaview Dr, Duck Key
$4,500,000
4 Beds ⋅ 6 Baths ⋅ 618641 MLS
Claim your position on one of Key Largo's most strategic stretches of water. This masterful new residence on Adams Cut delivers direct access to both ocean and bay. Two docks for serious boating, with a lift in place and room for a second. Whether you're running offshore at sunrise or cruising into the bay at golden hour, departure is effortless & return is even sweeter. The concrete structure exudes modern beauty w/low-maintenance ownership. Floor to ceiling impact windows frame 180 degrees around the floating concrete staircase that reads like an art piece. Entertaining is easy w/Wolf gas range, Subzero refrigerator, & beverage fridges. A private elevator services 3 stories. Second floor has a primary suite w/balcony overlooking the water, plus 2 more bedrooms. The top floor boasts a 2nd primary suite, and a full entertaining wing with/balcony & ample built-in bar ready to host game nights after a full day on the water. Outdoor paradise continues w/low-key turf, summer kitchen, and heated/chilled pool & spa. One car garage, Sonos system, & automated blinds using Control 4 & Lutron, are just a few features bolstering this home's lock-and-leave luxury allure. Key Largo is less than an hour from Miami, but worlds away in relaxation & mindset-the pinnacle of tropical living. This waterfront residence is built for those who understand the rhythm of the Keys — early departures, unhurried afternoons, & evenings defined by horizon lines rather than deadlines. A Very Special Home

16 Bass Ave, Key Largo
$2,790,000
3 Beds ⋅ 3 Baths ⋅ 616089 MLS
Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage. Come and explore these three (3) contiguous, separate lots that all have the City of Key West's, Building Permit Allocation System (BPAS). Total lot SQ FT is 11,968. If you're seeking an opportunity to either build/renovate your future home, or a lucrative development opportunity, or simply to own one of Key West's most unique properties, look no further! It's time to make the move! Come to 1405/1409 United and see that it has the best of all the locations that Key West has to offer. Walking to all the amenities that Key West has, but far enough away from all the noise of the downtown. Plenty of room to make your own mark here. Location, Location, Location is this property. Call today for your private showing!

1405-1409 United St, Key West
$1,149,990
3 Beds ⋅ 2 Baths ⋅ 617502 MLS
Discover your slice of paradise in this stunning waterfront retreat that perfectly captures the essence of Florida Keys living. This charming New England style shake house offers three bedrooms and two bathrooms on the main level, plus a convenient downstairs area with room for guests. Step outside to your personal oasis featuring a heated and chilled pool that's perfect year-round, complemented by a relaxing hot tub for those sunset evenings. The outdoor entertainment area is a showstopper with a full bar and kitchen setup, plus an outdoor shower for rinsing off after beach days. All of this is nestled under a screened patio where you can enjoy those famous Keys breezes bug-free. Boaters will love the sixty feet of concrete dockage paired with a 7K pound boat lift, giving you easy and direct access to world-class fishing in both the Atlantic Ocean and Florida Bay. Whether you're heading out to catch dinner or exploring the backcountry waters, your boat will be ready and waiting. Inside, the home has been remodeled with a gorgeous kitchen showcasing granite countertops. Every detail has been thoughtfully updated throughout the property, creating a move-in ready sanctuary. Impact windows and doors throughout provide peace of mind during storm season, while maintaining the home's bright, airy feel. This move-in ready property perfectly captures the charm and tranquility of authentic Keys living, nestled in the quaint neighborhood of Layton between Islamorada and Marathon. Whether you are seeking a primary residence, vacation home, or investment property, this exceptional canal front gem delivers the complete Florida Keys experience.

119 Primrose Ln, Long Key
$3,495,000
6 Beds ⋅ 4 Baths ⋅ 618280 MLS
Luxurious waterfront home offering sweeping views of Shelter Bay and 75 feet of deep-water (5 ft) dockage with direct ocean or Gulf access via Vaca Cut, just minutes to open water, a true boater's delight. Custom built by D'Asign Source, this six-bedroom 3.5-bath residence spans over 3,300 square feet and comes fully furnished (with select seller exclusions), making it ideal as a turnkey vacation rental (7 day minimum), second home, or primary residence. Designed in classic South Florida style, the home features soaring ceilings, an open and airy floorplan, abundant natural light, and whitewashed terracotta tile that adds warmth and timeless island character. The spacious kitchen includes granite countertops, stainless steel appliances with a Bosch convection cooktop, and a center island, perfectly suited for entertaining. A flexible sixth bedroom functions beautifully as an office on the second level, part of a private primary retreat that occupies the entire upper floor. Outdoor living is a highlight, with an east-facing backyard, a resort-style pool (resurfaced in 2021) and hot tub, outdoor kitchen, convenient poolside bathroom connects directly to one of the bedrooms (ideal for guest comfort and rental functionality), and lush, easy-care Xeriscaping, perfect for relaxed island evenings. Boaters will also appreciate the step-down dock and concrete seawall rebuilt in 2024, providing unobstructed water access. Additional features consist of a low maintenance brick paver driveway and 2 car garage (new door in 2025). Key Colony Beach is a planned island community known for its mobility, quiet streets, and dedicated city services. Residents enjoy public beaches, a par-3 golf course, marina, tennis and pickleball courts, scenic trails and biking paths. An exceptional opportunity for investors, water lovers, and those seeking a light-filled waterfront home where every detail supports both lifestyle and long-term value.

820 12th St, Key Colony
$1,700,000
2 Beds ⋅ 2 Baths ⋅ 616994 MLS
Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a seamless path to rental income and a refined retreat for personal enjoyment. Remodel completed in 2022, this turnkey residence underwent a full interior renovation. The open-plan kitchen showcases brand-new appliances, sleek cabinetry, and generous counter space, perfect for entertaining or everyday island living. The spacious living area flows seamlessly onto a large private balcony, where ocean breezes and tropical surroundings create an effortless connection to the outdoors. Both bedrooms provide balcony access and serene comfort, complemented by two beautifully finished bathrooms and an in-unit washer and dryer. Perfectly positioned on the coveted sunrise side of 1800 Atlantic, this residence delivers the quintessential resort lifestyle featuring an Olympic-size heated pool, jacuzzi spa, three lighted tennis courts (hard and clay), lush tropical gardens, private beach access, BBQ/picnic areas, and covered garage parking. Located just minutes from Old Town Key West and the airport, the property balances tranquil oceanfront living with exceptional convenience. Whether you're seeking an income-producing asset or a luxurious island getaway, Unit 327C at 1800 Atlantic Blvd stands as an exceptional choice for those desiring effortless ownership and elevated coastal living in Key West.

1800 Atlantic Blvd Unit 327C, Key West
$755,000
1 Beds ⋅ 1 Baths ⋅ 617169 MLS
Waterfront Key Largo Paradise manatee Cove Resort in the beginning of the keys with swimming pool boat ramp and dock 40 feet long and boat lift with 17000 thousand pound next to you beautiful tiki beautiful manufacture RV with loft The property can produce around $8000,00 monthly income because property can be rented daily with no problem with Monroe County. Ready for Vacations Rentals Seller is willing to hold financing

999 Morris Ave Unit 4-8, Key Largo
$3,250,000
4 Beds ⋅ 4 Baths ⋅ 616173 MLS
Port Largo Waterfront Paradise Located in one of Key Largo's most desirable neighborhoods, this canal front 4-bedroom, 3.5-bath pool home is truly a boater's dream. Whether you're bringing the whole family or your fishing crew, there's room here for everyone--and all the gear that goes along with all the water sports! Inside, the home welcomes you with light-filled living spaces, stunning marble floors, recessed ceilings with crown molding, and an open floor plan that flows seamlessly to the outdoors. The kitchen is designed for both style and function, with crisp white coastal cabinetry, granite countertops, stainless appliances, and a spacious breakfast bar. A large utility room with washer/dryer makes Keys living easy. The bedrooms are generously sized with ample storage, including king beds, queen beds, and twin bed setups to accommodate all guests comfortably. Step outside and discover a private backyard retreat: a heated/chilled pool recently refinished ($25,000 upgrade), surrounded by lush, low-maintenance tropical landscaping (recent $27,000 investment). After a day on the water, unwind poolside, host a barbecue, or watch the kids play--there's plenty of space for everyone. Roof Replaced March 2026 ! For boaters, this property checks every box: 75 feet of dockage with a 25,000 lb. lift (currently holding a 39' Seavee), 50-amp shore power, and a custom built fish-cleaning station. Finally secure all the toys and equipment in a very spacious lower-level storage area with canal-side garage door. It's perfect for all your rods, dive tanks, and water toys.

501 Caribbean Dr, Key Largo
$315,000
2 Beds ⋅ 1 Baths ⋅ 617536 MLS
Motivated Seller. Updated and ready for you. This 2 Br/1 Bath unit is spacious and now looks like a million dollars! Fresh paint throughout, new floors in DR, Kitchen, bedrooms & bath, new plumbing and water heater, new bath vanity. The spacious Florida Room is the place to be, it invites you to relax, get comfortable and enjoy the day or evening. Check the Document Tab above and see much more information. Unit was tented for termites in fall of 2023 and has new tie downs. It is in located in Seaside Resort KW, a gated RV Condominium Community just 10 miles from Downtown City of Key West. You own the land. Amenities include: Two pools, one is heated, club house, marina, exercise and library building, large laundry facility, Large Mail Room, 24/7 Security and gate guard house boat ramp, boat and RV storage, beach and more. You can't beat the price of having your own home so close to the city for dining out, shopping, & entertainment. Use it year 'round or for short periods as a second home. There are 2 restaurants within walking distance and one right on the ocean is a short bike ride away. There you will find Geiger Key Marina for food, Kayak tours and fishing captains. There is a 2-person limit per unit. Guests may visit the owner's unit for no more than 3 weeks. Vacation rentals are allowed. The Association has a minimum of a 30-day rental period. A rental application, background check, and a fee of $150 is required along with approval from the committee. Each unit pays its own water and sewer bill. Association reads the water meter and bills owner back for water and sewer. Each unit has its own electric meter. There is an application for permission to purchase because the Association has the right to check prospective Buyers. The application fee is $150. The association bills owners quarterly. The Association fee is $943 per Quarter. No pets are allowed. You can't beat the location! Bring your motorized cart to zip around the neighborhood and meet the neighbors.

55 Boca Chica Rd Unit 85, Big Coppitt
$1,900,000
3 Beds ⋅ 1 Baths ⋅ 615688 MLS
Unmatched Old Town Opportunity! Location, Location, Location! This is your chance to own one of the most coveted properties in Old Town Key West—a truly unique home and lot that must be seen to be fully appreciated. Tucked away and completely hidden from view, this remarkably private property is the only single-family home currently on the market with direct pedestrian access to Duval Street via a charming walking lane. Step behind the gate and be transported into your own secluded tropical oasis. With a generous 4,200 sq ft lot, there's ample room to add a pool or expand, creating your ideal island retreat. Zoned as a non-contributing structure with HARC (buyer to verify), the home offers incredible potential as a restoration or redevelopment project. Permitted for Transient License Receivership HRCC1 (buyer to verify), this is a rare find in a premier location. First time ever offered for sale—don't miss this exceptional opportunity!

511 Tabby Ln, Key West
$3,050,000
3 Beds ⋅ 3 Baths ⋅ 618322 MLS
Welcome to ''Sea-Esta''an exceptional, premiere 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

25 E Playa Largo Blvd, Key Largo
$175,000
613562 MLS
Transferable ROGO Exempt Building Right + 2,250 Sq Ft Lot - Build Immediately! Rare opportunity to own a ROGO-exempt parcel in the Florida Keys, allowing you to build right away with no waiting period. This property allows flexibility--use the building right on-site, transfer it to another parcel, or sell it separately, as it is fully transferable. Bring your vision to life and build your dream home in one of Florida's most desirable locations without the typical ROGO delays. The lot is located within Breezy Estates RV Park in Big Pine Key, a well-maintained community offering amenities including a pool, clubhouse, landscaping, and basic maintenance through the HOA. Utilities are already in place--water, sewer, and electricity--making this property ready for immediate development.

29859 Overseas Hwy Unit A-3, Big Pine
$6,850,000
3 Beds ⋅ 3 Baths ⋅ 617136 MLS
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. This home is perfect for entertaining on a large scale or enjoying a quiet evening. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa plus an outdoor shower between the covered and open air loggia and parking. There's plenty of space for entertaining outdoors under the palm trees. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.

103 Front St, Key West
$727,000
3 Beds ⋅ 2 Baths ⋅ 618175 MLS
Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized DOUBLE LOT with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Or you may just want to demo the house and build your Keys Dream Home on two lots. Additional highlights include an on-demand hot water heater, a seawall, and ample storage for all your island and boating gear. With plenty of room to expand or customize, the expansive property offers endless possibilities. Design a new kitchen or up grade the old. Ideally located just minutes from Big Pine Community Park, this home provides easy access to nature trails, recreation, and local amenities. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, this canal-front property with quick access to open water is a rare find in the Lower Keys.

31033 Hibiscus Dr, Big Pine
$1,725,000
4 Beds ⋅ 4 Baths ⋅ 618025 MLS
Magnificent legal duplex in the vibrant heart of the Florida Keys, offering highly sought-after 7-day rental flexibility--an exceptional advantage for investors and homeowners alike. Elevated on stilts, this impressive property features two spacious bedrooms and two full bathrooms on each side, creating the perfect setup for extended families, dual living, or maximizing rental income. Ideally located just four properties from the Atlantic Ocean, the home boasts an expansive 70-foot seawall with quick, easy boating access to open water-making it a true boater's paradise. Both residences have been thoughtfully updated with modern finishes, enhancing comfort, style, and long-term value. Whether you're looking for a high-performing vacation rental, a primary residence with income potential, or a combination of both, this rare duplex offers unmatched versatility in one of the Florida Keys' most desirable locations.

668 & 670 89th St, Marathon
$1,899,000
6 Beds ⋅ 3 Baths ⋅ 611164 MLS
Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

1229 5th St, Key West
$1,295,000
2 Beds ⋅ 3 Baths ⋅ 617823 MLS
Discover relaxed coastal living in this three-level townhome located within the gated Seaside Residence community—an incredible opportunity to own in a sought-after resort-style setting. Designed for ease and functionality, the home features a private elevator serving all floors, a spacious garage, and an inviting layout well suited for full-time living or a seasonal retreat. The ground level includes the garage with a conveniently located laundry area and additional space ideal for storage or flexible use. From this level, step outside to a private outdoor area—perfect for enjoying ocean breezes and quiet moments. The second floor is dedicated to the bedrooms, featuring a primary suite with an ensuite bath and private balcony. A second bedroom also includes its own bath and balcony, providing comfortable accommodations for guests or family. The top floor opens to the main living and dining space, filled with natural light and extending to a balcony with Atlantic Ocean views. The kitchen offers ample cabinetry and counter space and flows naturally into the dining area, creating a welcoming setting for gatherings and everyday living. Residents enjoy the privacy of a gated community, access to a community pool and gym, and a convenient location close to the airport—offering the ideal balance of coastal tranquility and accessibility. Enjoy front-row views of the island's most beautiful sunrises and moonrises—nature's show, right from your new home. Don't miss this incredible opportunity - ocean view residences like this rarely come on the market. This home may also be offered fully furnished, including artwork throughout, with many original pieces created by our beloved local artists. A Very Special Thank You to Key West Art Center and Gallery for featuring their art.

77 Seaside North Ct, Key West
$85,000
615890 MLS
Offshore island 4 acre lot in the heart of the Great White Heron Wildlife refuge is suitable for temporary camping and exploration. World class flats fishing for bonefish, tarpon, permit and redfish nearby. Located on Southwest end of Little Knockemdown Key. Accessible by kayak, paddle board and shallow draft vessels. Privacy and nature abound here on Little Knockemdown Key - No roads or utilities service this island and likely never will. No permanent structures allowed for this property.

Lot 8 Lot 8 Little Knockemdown Ky Unit AKA Parcel 23, Summerland
$605,000
2 Beds ⋅ 2 Baths ⋅ 615992 MLS
EXTREMELY MOTIVATED SELLER! Recently Updated Fully Furnished Turnkey Key Largo Oasis - Bring All Offers! Welcome to your private tropical retreat in the heart of Key Largo. This beautifully furnished, move-in-ready stilt home offers comfort, peace of mind, and exceptional value. Recent updates include a new metal roof, tankless water heater, newer washer and A/C, and updated bathroom vanities, making this home truly turnkey. The spacious primary suite and ensuite bathroom create a relaxing sanctuary, while the open-concept living area is perfect for unwinding after a day on the water. Step outside to the expansive wraparound deck--ideal for entertaining, grilling, or enjoying the refreshing ocean breeze. Set on a poured concrete pad with room to expand, the property also features a large circular driveway with ample space for boats, RVs, and guest parking. A neighborhood boat ramp is just a short walk away, offering quick access to the turquoise waters of the Florida Keys. Located just a 2-minute walk to John Pennekamp Coral Reef State Park, 25 minutes to Islamorada, and 40 minutes to Miami, this home is perfectly positioned for adventure, relaxation, or rental potential. Seller is highly motivated and open to all reasonable offers -- don't miss this opportunity! Bring your suitcase, your boat, and your sense of adventure.

760 Musa Dr, Key Largo
$2,000,000
615938 MLS
Beautiful 100' wide oceanfront lot on Lower Matecumbe Key, Village of Islamorada. Includes bay bottom and TDR so you do not have to wait in line to start your dream home. Fantastic 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Note: One of the owners is a State of Florida Real Estate Licensee

Overseas Hwy, Islamorada
$819,000
2 Beds ⋅ 2 Baths ⋅ 618383 MLS
Two Deluxe suites at this unique gated community. Boat dockage available for up to a 34' boat. Two heated swimming pools and a boat ramp on the property. Greatest Bayfront sunsets at this location. A chef's gourmet kitchen here with abundant space to create great memories around the tile counters. Marble floors throughout this furnished unit. Plenty of closet space and washer and dryer included. Great views with large windows allowing the natural light inside. Roomy outdoor porch to appreciate the outside.

104500 Overseas Highway Unit A302, Key Largo
$1,638,888
3 Beds ⋅ 3 Baths ⋅ 617406 MLS
Welcome to 7501 Gulfstream Blvd in Marathon, FL. This one-level contemporary ranch style home is ready for you make it your own island paradise home. This gated home is tucked back in one of the best neighborhoods in Marathon. The home features: vaulted ceilings throughout, updated kitchen and bathrooms, durable bamboo flooring, dual zone A/C, large open living area, separate den/office space, huge storage area, dockage and waterfront screened porch, garage and there is plenty of room for a pool. LOCAL ENGINEER HAS CONFIRMED DOCK CAN BE EXTENDED. Call today for more information and schedule a private viewing.

7501 Gulfstream Blvd, Marathon
$3,995,000
4 Beds ⋅ 4 Baths ⋅ 615642 MLS
This resort-style oceanfront home is the perfect vacation home or primary residence, offering unparalleled views of the Atlantic Ocean along with a heated pool and hot tub, beach area with wood fire pit, propane tiki torches, pavilion, and deep water dockage with a boat lift. The spacious interior features 4 bedrooms and 4 bathrooms across three levels. The main living area on the second floor includes high wood ceilings, panoramic ocean views, an oceanfront balcony, and a bedroom with an adjacent bathroom. The third floor is dedicated to the primary suite, complete with a private balcony for a bird's-eye view. The ground level includes two additional bedrooms with en-suites and a large laundry room. Additional highlights include a garage for boating and dive gear, gated entry, paver driveway, and parking for multiple vehicles. Located at mile marker 95 in Key Largo, enjoy world-class fishing and diving right from your backyard.

802 Bonito Ln, Key Largo
$509,999
1 Beds ⋅ 1 Baths ⋅ 618225 MLS
**PRICED RIGHT RESORT SETTING** Adorable charm and the essential Florida Keys lifestyle can be found in this 1-bedroom, 1-bathroom island bungalow. Nestled in the heart of Big Pine Key, this home offers the perfect blend of cozy comfort and tropical serenity, making it an ideal full-time residence, weekend retreat, or savvy investment property. Home Highlights: Classic Bungalow Charm: An inviting open layout that maximizes space and natural light. Peaceful Setting: Situated in a quiet neighborhood known for its natural beauty and frequent visits from the endangered Key Deer. Outdoor Living: Plenty of room on the lot for boat storage, gardening, or creating your own tiki hut oasis. Low Maintenance: A manageable footprint that allows you to spend less time on chores and more time on the water. Location, Location, Location: Life on Big Pine Key is all about the Great Outdoors. You are just minutes away from: Nature trails, parks and boat ramps! Bahia Honda State Park: Home to some of the best beaches in the Florida Keys. World-Class Boating & Fishing: Quick access to both the Atlantic Ocean and the Gulf of Mexico. Local Favorites: Enjoy nearby tropical dining, local marinas, and the unique shopping of the Lower Keys. Whether you're looking for a peaceful 'Keys Cottage' to call your own or a basecamp for your aquatic adventures, 31478 Avenue E is a rare find at an accessible price point. Schedule your showing today and start living the island dream!

31478 Ave E, Big Pine
$500,000
1 Beds ⋅ 1 Baths ⋅ 617483 MLS
Premier 1 bedroom unit a stunning open water and pool view off your private balcony. Fully updated with the open concept kitchen open to the dining and living room. Stunning white cabinets and modern bathroom, Tile floors and granite countertops throughout the apartment. Comfortable queen size bed with a pull-out couch in the living room. The perfect place to lounge and enjoy your days! The condominium is right on the bay with two pools (one heated), a beautiful beach area, Marina with a new composite Dock, Fish cleaning stations, Tiki huts with BBQ grills and picnic tables, Remodeled workout room and game room, community room, fabulous sunsets and friendly residential atmosphere. Safe and secure gated community with 2 brand new elevator. Summer Sea is a multi-story residential waterfront condominium with a friendly atmosphere with on-site management. The community has successfully completed its milestone inspection and continues to show pride of ownership with numerous recent improvements, including two new elevators, a new composite dock, newly remodeled poolside bathrooms, and storm rated windows -- all completed with no special assessments. This condominium is on Plantation Key, Tavernier at MM88.5, just north of the famous Marker 88 Restaurant, a 5-star gourmet restaurant with outside bar. Four restaurants within walking distance. Marina is first come, first serve, other restrictions apply. One pet per apartment with no size restriction. NOTE: The apartment is rented January, February and March 2027 so rental income is already in place!

88500 Overseas Highway Unit 320, Tavernier
$22,500,000
7 Beds ⋅ 9 Baths ⋅ 618525 MLS
Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air conditioned living space is thoughtfully designed with bright open interiors which blend sophistication and comfort while framing breathtaking views of Florida Bay. You enter a sunlit two-story foyer leading you upstairs to a bespoke great room, encapsulating a dramatic vaulted wood ceiling, spacious living area, and a custom gourmet chef's kitchen. Floor to ceiling glass doors frame an unobstructed view of the spacious bay-view terrace, which features a 50 foot elevated infinity edge swimming pool and outdoor kitchen with bar. On the upstairs level you will also find a serene primary suite, five generous en-suite guest bedrooms, a powder room, and a large laundry room. The lower level offers a separate one bed en-suite with its own entrance and patio. A media room with adjoining bathroom is the ideal flex space. A 1,600 square foot three car garage and a carport area completes the lower level. All told, there is nearly 25,000 square feet under roof cover. The estate's tropical grounds are designed to complement the home's architecture. A private floating dock offers unimpeded views of Florida Bay. Located in the heart of Islamorada, this property offers rare walkability to some of the village's most recognizable attractions. This location allows you unparalleled access to the best of Islamorada's dining, entertainment, and waterfront lifestyle. Isla House represents a rare opportunity to own one of Islamorada's most unrivaled, captivating, and serene waterfront estates—a sanctuary of elegance, craftsmanship, and timeless island charm.

81486 Overseas Hwy, Islamorada
$739,000
3 Beds ⋅ 2 Baths ⋅ 615392 MLS
Beautiful CBS home located in Key Largo MM95 Bayside 3 bed 2 bath huge corner lot 12070 Sq ft great neighborhood just step away from County Park with boat ramp for your boat. inside beautiful tiles crown molding and quartz counter tops. high elevation Sunset Point subdivision ground level home built 2015 with Impact window doors and metal Roof

1 Sunset Rd, Key Largo
$495,000
617377 MLS
A once-in-a-lifetime opportunity to own a spectacular 61.1-acre private island in the Florida Keys. Perfectly situated on the bay side near prestigious Shark Key, this property offers unmatched privacy while remaining just minutes from the vibrant attractions, dining, and amenities of Key West. Expansive 61.1 acres of untouched island paradise. Huge opportunity for ROGO dedication with the possibility of up to 250 ROGO points under county guidelines. Whether you envision a secluded retreat, a destination resort, or a conservation project, the possibilities are extraordinary. Seller will consider all reasonable offers.

Oharas, Saddle Bunch