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$1,900,000
4 Beds ⋅ 3 Baths ⋅ 621208 MLS
Opportunity knocks with this spacious CBS direct oceanside home offering 4 bedrooms, 3 baths and over 2,400 square feet of living space, located just three homes in from the open Atlantic! A new metal roof was installed in 2020, adding another valuable improvement to this Florida Keys property. The main living level features three bedrooms and two baths, an oversized kitchen, spacious laundry room and an open-concept living area. Upstairs, a private primary suite creates its own retreat, complete with a separate sitting/living area, huge walk-in closet, spacious bedroom and private bath. Enjoy ocean views from the patios and the wonderful tropical setting of the Florida Keys. The expansive ground-level entertaining area was designed for the Keys lifestyle, featuring a huge wraparound wet bar and built-in grills perfect for gathering with family and friends after a day on the water. Perfect for boaters, the property offers approximately 60 feet of concrete dock and seawall on the recently restored canal providing quick, direct access to the Atlantic Ocean. Be out on the ocean in less than a minute! World-famous Molasses Reef is approximately five minutes away by boat, putting spectacular coral reefs, fishing, diving and snorkeling practically at your doorstep. The nearby sandbars are also just minutes away for those perfect days of fun in the saltwater and sunshine. The canal has recently undergone an extensive restoration project, call listing agent for additional details. Located approximately one hour from Miami International Airport, this property offers tremendous potential for the buyer ready to add their own updating and personal touches. Bring your boat, bring your vision, and create your own slice of paradise in the Florida Keys!

807 Bonito Ln, Key Largo
$699,000
3 Beds ⋅ 2 Baths ⋅ 621202 MLS
Seller Financing possible, call for terms. Solid CBS construction in the heart of historic Tavernier. Built in 2018, this well-maintained 3-bedroom, 2-bath home offers quality construction, a functional layout, and easy Florida Keys living. Features include all-concrete CBS construction with a solid concrete roof, polished concrete floors, high vaulted ceilings, fresh interior paint, generous natural light, and double closets for added storage. The spacious kitchen offers a pantry, ample cabinetry, and bar-top seating that opens comfortably to the main living area. Enjoy the rear porch and refreshing ocean breezes in a quiet neighborhood filled with classic Keys character. Conveniently located near local parks, gyms, restaurants, shopping, and everyday amenities, with easy access throughout the Upper Keys. Move-in ready and equally well suited as a full-time residence, second home, or Florida Keys retreat.

129 Tavern Dr, Tavernier
$1,890,000
2 Beds ⋅ 3 Baths ⋅ 621199 MLS
Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to the late1800's, this captivating residence offers the perfect opportunity to own a piece of Key West's storied past. Listed on the National Register of Historic Places and awarded the Gold Star for Historic Preservations, 516 Elizabeth St. is the perfect example of a Classical Revival Eyebrow House - a style unique to Key West. The roof overhangs over the second floor windows onto classic porch columns giving the suggested appearance of 'eyebrows' providing protection from rain and sun allowing the inside to have fresh air even during the hot summer months. Upon entering the home, original Dade County pine walls, high 10ft ceilings, original double hung wooden windows exude the timeless elegance of a bygone era. While preserving its historic character, this home has been thoughtfully updated with modern amenities. The kitchen features custom wooden cabinets and stainless steel appliances and all bathrooms are beautifully renovated. Enjoy the convenience of contemporary living without compromising on the historic appeal. The primary bedroom and bathroom upstairs provide a tranquil retreat, and the guest bedroom downstairs with it's own bathroom is convenient and comfortable. French doors lead from the formal dining room and kitchen to a sundeck with a covered dining area and extra lounging space to entertain. A Pool with water feature and new decking was just added to the property. This home has a rich history, with tales of past occupants, the Pinder family, and the unique stories of its heritage adding an extra layer of prestige and historical significance to its charm. This historic home is a rare find in a prime location, offering the best of both worlds. The house has some monthly vacation rental history and is sold furnished (some personal pieces & all art work excluded)!

516 Elizabeth St, Key West
$1,750,000
3 Beds ⋅ 2 Baths ⋅ 621198 MLS
Exclusive New Construction in Big Pine Key, Florida Discover the perfect blend of modern luxury, coastal living, and exclusive design in this stunning newly constructed home in Big Pine Key, Florida. Featuring 3 spacious bedrooms and 2 beautifully designed bathrooms, this exceptional residence offers a sophisticated open-concept interior with high-end finishes, contemporary details, and an elegant design created for comfort and style. Step outside to an expansive terrace where you can relax, entertain, and enjoy breathtaking ocean and canal views. The property also features a private boat lift, providing direct and convenient access to the water--perfect for boating and enjoying the incredible Florida Keys lifestyle. Situated on an approximately 9,000-square-foot lot, this property offers generous outdoor space and privacy while embracing the natural beauty of the Keys. Every detail has been thoughtfully designed to create a unique and exclusive living experience. Whether you're looking for a luxurious primary residence, a private Keys retreat, or an exceptional investment opportunity, this one-of-a-kind Big Pine Key home offers the perfect combination of modern architecture, waterfront living, and the unmistakable charm of the Florida Keys.

31450 Ave G, Big Pine
$1,599,000
3 Beds ⋅ 2 Baths ⋅ 621197 MLS
Florida Keys living at its best! Absolutely lovely and truly a must see deepwater dockage with concrete dock and 20 thousand pound boatlift for your large boat 3 Bedroom 2 bath open living with beautiful kitchen with quartz counter tops downstairs large outdoor kitchen for all your friends & family entertainment all furniture included this area has a homeowners park with boat ramp and beach is a voluntary association with picnic area

234 Allen Ave, Key Largo
$2,950,000
7 Beds ⋅ 4 Baths ⋅ 621196 MLS
Spacious 7 bedroom Key Colony Beach pool home featuring a brand-new metal roof and 3,696 square feet under air, plus a huge screened-in porch overlooking the sensational pool area and waterway. Set on a large lot with a newly extended and updated 60-foot dock offering ample space for multiple watercraft, the property also boasts a recently refreshed freeform shaped pool and surrounding sundeck. Open-concept living areas on two levels and large bedrooms have made this a desirable licensed vacation rental home for repeat guests. Located near the end of the street with close proximity to Vaca Cut and the Key Colony channel for easy access to both the ocean and bay. The home has been beautifully maintained and updated with impact windows and doors. Walking distance to the 3-Par golf course, tennis, and recreational area, with daily sunsets to enjoy at nearby Sunset Park on the open water. A pedestrian path circles the island for walking and safe bike riding, with a 25 mph speed limit island wide. There is no neighborhood in the Florida Keys quite like Key Colony Beach, the premier boating community of the Middle Keys.

285 13th St, Key Colony
$763,000
4 Beds ⋅ 2 Baths ⋅ 621188 MLS
This spacious Big Pine Key home is situated on a lushly landscaped 12,500 sq. ft. double lot and offers 2,136 sq. ft. of living area with 4 bedrooms, 2 baths, fresh interior colors and decor, solid bamboo and tile flooring. The expansive layout has plenty of room for family and guests, including a breakfast room, a walk-through dressing room off the primary bedroom, and laundry/utility room. The tasteful furnishings convey with only a few exceptions. Central A/C cools and heats most of the home, with supplemental mini-split units serving the remaining areas. Enjoy outdoor living in the fenced backyard with tiki hut, perfect for relaxing or entertaining. County- and state-owned protected land borders two sides of the property, providing an added sense of privacy. The detached garage is a wonderful bonus!

30374 Oleander Blvd, Big Pine
$1,595,000
4 Beds ⋅ 5 Baths ⋅ 621186 MLS
Welcome to this stunning 4-bedroom, 4.5-bathroom waterfront home in highly desirable Key Largo, ideally located just five homes from the open ocean. This beautifully appointed property offers the perfect blend of modern design, comfort, and the quintessential Florida Keys lifestyle. Enjoy direct ocean access, a sparkling private pool, and a charming tiki hut--perfect for entertaining, relaxing, and enjoying the tropical surroundings. The property also features a 10,000-pound boat lift, providing exceptional convenience for boating enthusiasts. A beautiful modern concrete driveway adds to the home's impressive curb appeal. Ideally situated near Key Largo's restaurants, shopping, boating, and other popular attractions, this property offers an excellent location for enjoying everything the Florida Keys have to offer. Whether you're seeking a private waterfront residence, vacation retreat, or investment opportunity, this exceptional Key Largo property is one you won't want to miss.

71 Coral Dr, Key Largo
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 621183 MLS
Brand-New Waterfront Luxury Home in the Florida Keys Discover the ultimate Florida Keys lifestyle in this stunning new construction waterfront home featuring 4 spacious bedrooms and 3 beautifully designed bathrooms. Located directly on the water, this exceptional property offers direct ocean access and a private boat dock, making it the perfect retreat for boating, fishing, and enjoying everything the Keys have to offer. The home features a versatile boat loft, providing additional space for storage, watercraft equipment, or recreational use. Designed with modern living in mind, the open-concept layout offers spacious living areas, abundant natural light, and seamless indoor-outdoor living. Step outside and enjoy your private waterfront setting, where you can launch your boat directly from your own dock and head out to the open waters. Whether you're looking for a full-time residence, vacation home, or investment property, this rare combination of new construction, private dock, direct ocean access, 4 bedrooms, 3 bathrooms, and boat loft makes this property an exceptional opportunity in the Florida Keys. Live where others vacation--your Keys lifestyle starts here!

31569 Ave D, Big Pine
$975,000
4 Beds ⋅ 3 Baths ⋅ 621181 MLS
Brand-New Waterfront Home in the Florida Keys Discover the perfect blend of modern luxury and relaxed island living in this stunning brand-new construction home in the Florida Keys. Boasting beautiful canal views, this exceptional property offers the ideal setting to enjoy the tropical lifestyle the Keys are famous for. The home features 4 spacious bedrooms and 3 beautifully appointed bathrooms, providing plenty of room for family, guests, or entertaining. The open and inviting layout is designed to maximize natural light and create seamless connections between the indoor and outdoor living spaces. Enjoy peaceful mornings overlooking the canal and breathtaking sunsets in your own private paradise. With its modern construction, spacious living areas, and desirable waterfront setting, this home is an excellent opportunity for anyone looking to experience the Florida Keys lifestyle in a brand-new residence. Modern design. Spacious living. Waterfront views. Your Florida Keys dream starts here.

31441 Ave F, Big Pine
$950,000
3 Beds ⋅ 3 Baths ⋅ 621180 MLS
Brand-New Waterfront Home in the Florida Keys Discover the ultimate Florida Keys lifestyle in this stunning brand-new construction, perfectly designed for those who love boating, waterfront living, and the beauty of the Gulf. This exceptional property features 3 spacious bedrooms, 2.5 bathrooms, and a private boat dock, providing direct access to the Gulf for unforgettable days on the water. The home offers generous parking space and is being sold fully furnished, allowing you to move in and immediately enjoy everything the Keys have to offer. From the modern finishes and comfortable living spaces to the incredible waterfront setting, every detail was designed for relaxation and enjoyment. Step outside and enjoy your own private waterfront paradise, with your boat just steps from your door and direct access to the Gulf. Whether you're looking for a luxurious primary residence, a vacation retreat, or an exceptional investment opportunity, this property offers the perfect combination of new construction, boating access, comfort, and the laid-back Florida Keys lifestyle. Your dream home on the water is ready to welcome you home.

31490 Ave F Unit Avenue F, Big Pine
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 621176 MLS
Welcome to 11295 6th Ave Gulf -- a waterfront corner lot in one of Marathon's best-kept-secret neighborhoods. Nestled on a quiet street directly across from a nature preserve, this 3-bedroom, 2-bath canal home delivers something almost impossible to find in the Keys: real privacy, real waterfront, and real potential. Eighty feet of deep-water canal frontage on an oversized 8,000 sq ft corner lot. One canal from the Gulf of America with 10-minute access to Vaca Cut -- your gateway to world-class offshore fishing, diving, lobstering, and reef exploration. The spacious vaulted-ceiling screened porch overlooking the canal is where you'll spend every morning and evening. A 385 sq ft concrete dock with davits is ready for your boat. The corner lot provides ample parking for trailers, vehicles, and toys -- a true premium in the Keys. This is also a performing investment property. The home operates as an active vacation rental on Airbnb and VRBO with verified income. Sold fully furnished and turnkey -- a new owner can generate income from day one. Recent updates include a new 2025 HVAC system, 2025 impact sliding glass door, hurricane shutters on all windows, and all furnishings included. The home is solid, comfortable, and rental-ready as-is -- with room to add your own personal touches and make it truly yours. For the visionary buyer: build up on this premium corner lot and you could be rewarded with Gulf of America views. An elevated waterfront home on this lot -- with a nature preserve across the street and 80 feet of canal -- would be one of the most compelling properties in Marathon. The location is irreplaceable. The potential is limitless. Come see it.

11295 6th Ave, Marathon
$745,000
2 Beds ⋅ 2 Baths ⋅ 621174 MLS
This canal-front home offers the perfect blend of comfort, convenience, and the laid-back Florida Keys lifestyle. Located on a corner lot and built with durable CBS construction. This home features a spacious open floor plan, exceptional outdoor living, and direct boating access to Pine Channel. The outdoor amenities are truly a boater's dream. A brand-new 60-foot dock with boat slip, 17,000-lb. boat lift, and fish cleaning station provides everything you need to enjoy life on the water. The canal is ideal for an afternoon swim or snorkel, and you can watch parrotfish, snappers, and other marine life right from your dock. The Atlantic Ocean is only a two-minute boat ride away, offering quick access to world-class boating and fishing. Back at home, the large chickee hut creates the perfect setting for relaxing, entertaining, and enjoying outdoor BBQs. With the expansive dock and waterfront setting, the indoor/outdoor lifestyle this property offers is hard to beat. Inside, the spacious open floor plan is designed for entertaining and everyday living. Wood-plank ceilings and tile flooring run throughout the home, creating a warm and inviting Keys-inspired feel. The bathrooms have been updated with tile work throughout. For added storm protection and peace of mind, the home features CBS construction, a metal roof, and accordion shutters. Centrally located on Little Torch Key, this property is approximately 28 miles from Key West and 20 miles from Marathon. Just around the corner, Kiki's Sandbar offers food, drinks, and waterfront dining, while a grocery store and public boat ramp are only about five minutes away. Whether you're looking for a full-time residence, vacation getaway, or the perfect home base for enjoying the water, this property delivers the best of Florida Keys living. Call today to schedule your private showing! **Professional Photos Coming Mid September once tenant leaves**

28441 Meyer Ave, Little Torch
$2,250,000
3 Beds ⋅ 4 Baths ⋅ 621172 MLS
If you are seeking a private tropical backyard oasis look no further. This charming 2 story home is situated on a corner parcel in a quiet and peaceful mid town neighborhood. Behind the white picket fence, you will be welcomed to a great room with dramatic ceiling heights, wrapped with sliding glass doorwalls that open to over 500 square feet of covered porches. This home has been very well maintained with several recent updates, including impact windows and doors, pool resurfacing, a new primary A/C unit, deck and interior paint and a charging station for an electric vehicle. A thoughtful floor plan great for entertaining, includes 3bd/3.5ba with the primary suite on the main level. Two additional bedrooms with ensuite baths are private to the upstairs. Built in just 1999 this home is an open palette awaiting your personal selection of cosmetic updates without the unknown obstacles of a historic home. The magic of this home lives in the sprawling backyard wrapped in mature tropical gardens with a large, heated saltwater pool. An excellent opportunity to personalize a well built home that caters to indoor/outdoor living ideal for the year round tropical climate!

1300 Seminary St, Key West
$3,450,000
5 Beds ⋅ 4 Baths ⋅ 621171 MLS
This tropical Sombrero Beach 2-Home Compound is set on a spacious 17,600 sq ft fenced lot with Pool, 2 Tikis and located just 2 properties in from the ocean. Fantastic deep water boating access from the 97' dock with 2 Boat Lifts, 15,000 lbs and 3,000 lbs. . The main house features 2,540 sq. ft. with 3 Bedrooms, 3 Full Baths and a spacious living room with direct Pool views, cathedral tongue-and-groove ceilings, a dedicated laundry room, and a thoughtful layout with a separate guest wing. The Primary Suite connects to a versatile sunroom with direct walk-out access to the Pool deck, while a full wall of sliding glass doors seamlessly connects the indoor and outdoor spaces. A covered walkway conveniently connects all front entrances. Guest will love the stand-a-lone 2 Bedroom 1 Bath 704 sq. ft. Guest House offers guests lots of privacy and conveniences with Living Room and morning Kitchen. Step outside to your own personal oasis, featuring a heated/chilled pool complete with a waterfall and a custom mural painted by a local artist. The outdoor entertaining area highlights two Tiki huts, one equipped with a built-in outdoor grill perfect for enjoying the Keys lifestyle. Built for peace of mind and ultimate convenience, the property includes a brand-new metal roof, impact windows for both homes, a whole-house generator powered by an in-ground propane tank, an outdoor shower, a storage shed, and a carport accommodating 4+ vehicles. Enjoy easy access to the nearby Marathon Jet Center, plus a short walk or bike ride to Sombrero Beach for breathtaking sunrises and sunsets and holiday festivities making this move-in ready or investment-ready Keys retreat truly complete.

69 Tingler Ln, Marathon
$835,000
3 Beds ⋅ 3 Baths ⋅ 621109 MLS
Key Largo 3 Bedroom / 3 Bathroom CBS home located in an X flood zone and room for a pool! NEW METAL ROOF 2026. This well-maintained property sits on a nearly half-acre corner lot bordered by three streets, offering exceptional privacy. Approximately 1,600sf of additional land can be cleared, bringing the total clearable area to roughly 8,000sf -larger than most lots in the Keys and ideal for a pool, expanded outdoor living, or other custom improvements. With over 1,800 sq. ft. of living space, the layout offers great separation. The primary suite occupies its own wing with a walk-in closet, en-suite bath, and private screened porch. A Florida room creates a comfortable buffer from the main living area. Both guest bedrooms include en-suite baths, and one opens directly to a spacious screened porch that also connects to the living room. Built in 2004 with impact windows and doors, plus AC (2018) and a new water heater (2025). The homeowner's park is right around the corner, offering a clubhouse, boat ramp, and a neighborhood beach - perfect for launching kayaks or paddle boards or letting your dog cool off in the water. Move-in ready and turnkey, this home delivers privacy, comfort, and the Keys lifestyle all in one.

78 John Silver Dr, Key Largo
$650,000
5 Beds ⋅ 4 Baths ⋅ 621099 MLS
A versatile multi-unit opportunity in the heart of Tavernier. Offering separate residences with a combined total of 5 bedrooms and 4 bathrooms, this property is well-suited for extended family living, income-producing potential, or a combination of both. Recent updates include a metal roof, updated kitchens with new appliances, new flooring in the front building, and a gas stove in the rear unit. The property also features a mix of impact windows, an impact sliding door, and shutters. Ideally located near Harry Harris Park, you'll have convenient access to a boat ramp, beach, oceanfront park, restrooms, and ball fields - where boating, beach days, and outdoor living are part of your everyday routine.

235 Antigua Rd, Tavernier
$819,500
3 Beds ⋅ 2 Baths ⋅ 621169 MLS
Welcome to 22968 Drake Lane -- a charming canal-front home located on the desirable Cudjoe Key, one of the Lower Keys' wonderful communities. Set on a generous 7,500 SF lot with direct canal access and a private boat lift, this property is a true dream for anglers, divers, and boaters looking to get out on the water in minutes. with quick access to the backcountry flats as well as the open water beyond. Inside, the approximately 1000SF living area feels bright and spacious thanks to high ceilings throughout the main living areas. The updated kitchen, featuring granite countertops and stainless steel appliances, perfect for entertaining or everyday island living. Glass sliders lead from the living area out to a large covered porch, where you'll enjoy a peek-a-boo open bay view -- an ideal spot for morning coffee, evening cocktails, or simply soaking in the classic Florida Keys lifestyle.Downstairs, an oversized garage which holds 2 cars and possibly more offers abundant space for vehicles, boats, kayaks, fishing gear, and all the toys that come with life on the water, plus additional storage to keep everything organized. Located on Cudjoe Key in the heart of the Lower Keys, this home offers a peaceful, laid-back setting while remaining just minutes from the vibrant restaurants, nightlife, and culture of Key West. Enjoy easy access to some of the best fishing, diving, and snorkeling grounds in the world, right from your own backyard.Whether you're searching for a full-time residence, a weekend retreat, or a smart investment in one of the most desirable stretches of the Florida Keys, this canal-front gem checks every box. Boat lift, water access, and some updated finishes at this price point are increasingly rare in the Lower Keys market -- schedule your private showing today before this one is gone! A Bonus, this one has the potential for a partial seller financing to the right Buyer and low insurances.

22968 Drake Ln, Cudjoe
$2,899,000
5 Beds ⋅ 5 Baths ⋅ 621167 MLS
Brand-new waterfront construction in Marathon's desirable Coco Plum neighborhood, offering 5 bedrooms, 5 bathrooms, 3,458 square feet under air, and 5,204 total square feet across three thoughtfully designed levels. Boating and waterfront living take center stage with two 40+ foot slips, offering plenty of room for multiple vessels or personal watercraft and convenient access to the surrounding Keys waters. A private pool, spacious covered terrace, and summer kitchen overlooking the canal create an ideal setting for entertaining, relaxing, and enjoying life on the water. The ground level features a private bedroom, full bath, family room, and laundry closet, providing excellent flexibility for guests or additional living space. The main level showcases an expansive open-concept great room with kitchen, dining, and living areas, along with custom cabinetry, quartz countertops, a built-in cocktail bar, separate coffee bar, an additional bedroom with en-suite bath, guest bath, and a covered terrace with canal views. Upstairs, the spacious primary suite offers a walk-in closet, luxurious en-suite bath, and private waterfront terrace. Two additional bedrooms, a shared bath, and a second full laundry room with mop sink and linen storage add convenience. Built with CBS construction, impact-resistant windows and doors, a metal roof, and dual-zone A/C, the home also features wood and stone flooring, porcelain tile, custom cabinetry, and professionally designed landscaping. With substantial dockage, direct access to the water, a private pool, and multiple waterfront terraces, this exceptional new residence is designed to fully embrace the Florida Keys boating lifestyle.

111 Ave D, Unit 2, Marathon
$2,395,000
4 Beds ⋅ 3 Baths ⋅ 621168 MLS
New construction waterfront living in the heart of Coco Plum. This beautifully designed 4-bedroom, 3-bath residence combines modern coastal style, exceptional outdoor living, and direct boating access in one of Marathon's most desirable waterfront neighborhoods. Thoughtfully positioned to take advantage of the setting, the home offers expansive open-water views from nearly every room and a bright, open-concept layout designed for both everyday living and entertaining. The main living level features a spacious living and dining area surrounded by natural light and water views, along with two guest bedrooms and a full bath. Upstairs, two generously sized primary suites each feature private en-suite baths and elevated panoramic views, creating peaceful private retreats above the water. Outdoor living is a true highlight, with three covered terraces spanning both levels, a large resort-style pool, and a convenient poolside prep station with sink and storage. Whether hosting guests, relaxing by the pool, or enjoying a quiet morning overlooking the water, the home is designed to embrace the Florida Keys lifestyle. Boaters will appreciate approximately 50 feet of deep-water dockage with quick ocean access, along with a fish-cleaning station, bait freezer, and covered parking for added convenience. Ideally located near Coco Plum Beach and just minutes from Marathon's dining, shopping, and attractions, this newly constructed waterfront residence offers an exceptional combination of modern comfort, boating access, privacy, and island living, perfect as a full-time residence, vacation retreat, or investment property.

171 Ave D, Marathon
$27,750,000
4 Beds ⋅ 7 Baths ⋅ 5043 MLS
Welcome to 103 Andros Road, a stunning oceanfront estate nestled in the heart of Ocean Reef. This exceptional home is the perfect retreat for family relaxation, offering a serene escape from the demands of everyday life. Boasting 4,870 sq. ft. of living space, this 4-bedroom, 5 full bath, and 2 half bath residence is designed to embrace the breathtaking water views. The home's traditional yet sophisticated exterior complements its modern, minimalist interior, featuring clean lines and a comfortable atmosphere. A standout feature is the impressive infinity pool with glass walls, dual fire globes, and a 16' cascading waterfall, all overlooking the ocean. The open-concept living area flows seamlessly into the kitchen, dining, and bar spaces, with sliding glass doors that disappear into the walls to create an expansive indoor-outdoor experience. On the main floor, three beautifully appointed guest suites provide ample space and privacy. The entire second floor is dedicated to the master suite, complete with wrap-around glass walls opening to a private balcony with panoramic ocean views. Every detail in this home has been thoughtfully curated with architectural touches that elevate its elegance.

103 Andros Rd, Key Largo
$972,000
3 Beds ⋅ 1 Baths ⋅ 621164 MLS
Tucked along a wide, deep canal, this concrete 3 bedroom, 1 bath home offers a thoughtfully designed split floor plan that creates privacy and flexibility rarely found in a home of this size. The primary suite occupies its own side of the home, while the guest quarters are positioned on the opposite side--ideal for visiting family and friends, a home office, or simply having separate spaces to retreat and unwind. At the heart of the home, the living and kitchen areas bring everyone together with classic Conch island style and thoughtful updates, including new kitchen appliances, a remodeled bathroom, and efficient ductless mini-splits. Outside, the property feels like a private tropical retreat. Two mango trees, key lime, lemon, and starfruit trees mingle with palms and tropical flowers, creating a lush backdrop for slow mornings and easy entertaining. Relax on the sandy beach with lounge chairs, unwind in the jetted swim spa, rinse off in the outdoor shower with full bath, or enjoy the screened porch after a day on the water. For boaters, the waterfront setup is exceptional. The 50-foot-wide canal offers 3+ feet of control depth, complemented by a 75-foot concrete seawall, fish-cleaning station, and rare grandfathered private boat ramp--a feature increasingly difficult to find in the Keys. There's also abundant parking for large boat trailers, multiple vehicles, or a guest RV, plus a 30-amp RV hookup and wired for a whole house generator. Practical improvements include a newer roof, new 100-amp electrical service panel and mast, and mostly impact windows with shutters for the remainder, rounded out by a 14 foot sliding chainlink. Whether you're looking for a full-time island home or weekend escape, this property brings together privacy, boating access, generous parking, outdoor living, and tropical character in this truly special slice of the Florida Keys. Local favorite Baby's Coffee, a neighborhood park, and tennis/pickleball courts are just steps

12 Bay Dr, Saddle Bunch
$1,395,000
2 Beds ⋅ 4 Baths ⋅ 621163 MLS
NEW LISTING IN OLD TOWN WITH OFF STREET PARKING! This Old Town investment property comes fully furnished so you can move right in or start renting immediately. It is a legal duplex with two units, each having one bedroom and one and a half bathrooms but could easily be converted to a single family home. Located on a fenced corner lot in Old Town, it's just blocks from Duval Street, making it very convenient for dining, shopping, nightlife and enjoying the Key West sights The home has updated kitchen and baths, ductless AC units, hardwood floors, vaulted ceilings, and skylights. It's a perfect mix of modern style and classic Keys architecture. Live in one unit and rent out the other, have a dedicated private guest space, or use both to generate income. Each unit has its own private outdoor area and laundry. There is a welcoming front porch perfect for morning coffee. Desired X Flood Zone!

709 Olivia St, Key West
$2,525,000
4 Beds ⋅ 3 Baths ⋅ 621162 MLS
Set on a quiet, tree-lined block in one of Key West's most sought-after residential pockets, this thoughtfully reimagined 4BD/3BA residence offers just over 2,000 square feet of refined island living -- the result of a multi-year renovation where no detail was overlooked. The first floor opens to a flexible bedroom or private office alongside a full bath, newly converted and finished to the same standard as the rest of the home. Beyond, an all-new updated kitchen anchors the space with stainless appliances, custom built-in cabinetry, fresh countertops and designer lighting. French doors wrap the open living room, flooding the interior with natural light and dissolving the line between inside and out. Step through to your private tropical oasis: a heated pool, newly resurfaced and framed in travertine, with a new outdoor shower for rinsing off after a day at the beach. A setting built equally for quiet mornings and evenings. Upstairs, the primary suite delivers an ensuite bath, walk-in closet and a private balcony made for morning coffee above the palms. Two additional guest bedrooms and a full guest bath complete the second floor. Behind the finishes, the seller has invested in everything that matters: new HVAC, on-demand hot water, all-new pool equipment, new tile flooring, baseboards and lighting throughout, plus fresh interior and exterior paint. Renovated bathrooms and updated floors carry the same considered hand from room to room. A short bike ride delivers you to Key West's finest restaurants, beaches, galleries, museums and world-famous Duval Street -- yet the block itself stays wonderfully removed from it all. A neighborhood stunner not to be missed.

1427 Washington St, Key West
$2,099,000
4 Beds ⋅ 4 Baths ⋅ 621161 MLS
Set along a peaceful canal on Cudjoe Key, this 2016 residence pairs solid CBS construction with an unmistakably elevated sense of island living. This 4 bedroom, 3.5 bath home features impact windows and doors and a standing seam metal roof, speaking to a level of craftsmanship built to endure, while 2,548 square feet of living space and roughly 1,370 square feet of balconies invite the surrounding water views and tropical air into everyday life. The main level is designed for both privacy and gathering, offering 3 guest bedrooms, 2 full baths and a laundry room alongside a second living area that opens onto a spacious covered balcony. One bedroom enjoys its own ensuite, while the remaining two share a well-appointed Jack and Jill bath. Ascend to the main living level and the home opens into a bright and airy Great room where kitchen, dining and living areas unfold together. Anchored by a substantial island and dining bar, the kitchen is finished with Silestone countertops, a sea glass tile backsplash and abundant custom cabinetry. Beyond, another expansive balcony extends the living space into the open air, ideal for evening entertaining or a quiet morning coffee. The primary suite occupies its own private wing upstairs, offering generous closets and a spa inspired ensuite with a jetted tub and separate walk-in shower. Outside, a heated and chilled concrete pool sets the stage for effortless indoor-outdoor living, while a 30-foot concrete dock with lighting and bubblers provides canal access for boating, paddling or an evening line in the water, with the open water just minutes beyond. Located just minutes from local restaurants, shopping and coffee shops, this a rare balance of quality, privacy and island sophistication, backed by a proven rental history that makes it as compelling an investment as it is a home.

1106 Thatch Ln, Cudjoe
$1,349,000
4 Beds ⋅ 3 Baths ⋅ 621156 MLS
Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

235 Tropical Ave, Marathon
$1,195,000
5 Beds ⋅ 5 Baths ⋅ 621154 MLS
Plenty of room to live your best life! Enjoy the resort style backyard and the multi-generational flexibility of 2,500 square feet under air at 8055 Tuna Drive. This spacious Keys home offers the best of both worlds: room for the whole family and more, with a separate guest option. The main house features 4BR/3.5BA, with the Master suite opening directly to the pool deck. Attached, with its own discreet entrance, is a fully self-contained 1BR/1BA mother-in-law suite offering true privacy from the main home. Prepare for large crowd in the well designed kitchen with loads of counter space. The backyard is the showstopper -- a sprawling 11,186 sq ft lot with lush privacy landscaping surrounding an in-ground pool, outdoor kitchen, and tiki bar. A convenient half cabana bath keeps guests poolside without ever heading in. Set in one of the Keys' best non-waterfront neighborhoods, this resort-feel outdoor space makes every day feel like vacation. All photos displaying furniture are Virtually Staged

8055 Tuna Dr, Marathon
$3,700,000
3 Beds ⋅ 3 Baths ⋅ 621153 MLS
Private. Luxurious. Waterfront. Boater-focused. This is more than a home it is an opportunity to experience the Florida Keys exactly as they were meant to be enjoyed. This stunning 3-bedroom, 3-bath Waterfront - Pool home nestled within a private gated community and offers an exceptional combination of sophisticated upgrades and effortless ocean access. This property is designed with the discerning boater in mind, the property features a large, navigable basin offering easy access to the ocean or the Florida bay through one of the near by cuts making it an ideal home base for fishing, diving, cruising, and exploring the Florida Keys and beyond. With two boat lifts and a floating dock, your vessels are securely accommodated and ready for your next adventure. Inside, the home showcases beautiful luxury upgrades, thoughtfully designed for both elegant entertaining and comfortable island living. Expansive impact windows invite abundant natural light while providing peace of mind. As if this was not enough, this property has a roof top deck where you will have beautiful views of the sunrise sky in the morning and enjoy the sunset sky at night. Whether you're enjoying a quiet morning on the water, entertaining friends and family, or heading out for an offshore adventure, this exceptional property delivers the quintessential Islamorada lifestyle. Boat lift 1 -30,000# can accommodate up to apx. a 42 ft Center Console boat. Lift 2 20,000# can accommodate up to apx. a 36 ft. Center Console boat. There is also a floating dock for additional watercraft. Home was Originally built in 1987 Property appraiser shows Effective Year Built 2018.

313 North Dr, Islamorada
$669,000
2 Beds ⋅ 2 Baths ⋅ 621150 MLS
Beautiful Tropical canopy with circular driveway this home is set a distance from the road with lots of privacy grassy fenced in area for peaceful enjoyment could add a pool can store your boat or R/V here. The raised home with solid concrete column was purchased from the builder who designed it with room for future expansion of the entire house all can be verified per construction building code requirements, New washer and dryer, New metal roof in 2022 . Very large upper deck for your peaceful enjoyment , covered parking, grilling, Located 1/2 block from million dollar row. This is a recreational area biking, walking close to public boat ramp with a marina near-by. All needs are close stores, hospital, schools, A Gem of a property* Adjacent lot can't be developed

336 Orange Ave, Marathon
$6,750,000
5 Beds ⋅ 5 Baths ⋅ 621141 MLS
Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment. This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable neighborhoods. Enter through the white picket fence and tropical courtyard to your grand Key West estate, where every detail has been thoughtfully designed. The first floor is set for entertaining, featuring a spacious living area and a chef's kitchen with stone countertops, an oversized island, custom cabinetry, and premium Sub-Zero, Viking, and Wolf appliances. A generous walk-in pantry adds extra storage convenience. The primary suite, also on the ground level, overlooks the pool and boasts a spa-inspired bath with dual showers, a freestanding soaking tub (with air bubble massage) and a large walk-in closet with one of two laundry areas. Outdoors, enjoy your private resort-style backyard with an oversized pool, covered lounge, and outdoor kitchen complete with gas grill, ice maker, and mini-fridge, perfect to grill up those fresh catches or hotdogs for the kids. Sonos speakers throughout set the tone to enjoy a relaxed Key West lifestyle. A floating living room staircase leads to two inviting guest rooms and a full bath. Two additional bedrooms currently serve as offices, each with en suite baths and private entrances, ideal for guest suites, studios, or remote workspaces (one includes a kitchenette). A climate-controlled standalone workshop offers a perfect space for projects, hobbies, or extra storage. Designed for both resilience and comfort, the home includes impact-rated doors and windows, a 30 KW Cummins diesel generator with 500-gallon fuel tank, smart home automation for lighting and shades, and off-street parking for two vehicles.

411 Louisa St, Key West