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$300,000
620621 MLS
50' X 22' boat slip at the World famous Lor E Lei marina. Excellent in-town location, you know you're going to boat over here anyway so you might as well tie up for the night! Enjoy the sunsets, unwind, Uber home, or use for your fishing business, so many possibilities. A rare find.

96 Madeira Rd Unit # 10, Islamorada
$960,000
2 Beds ⋅ 2 Baths ⋅ 620620 MLS
TURNKEY CANAL-FRONT RETREAT IN KEY COLONY BEACH! Welcome to your slice of paradise. Don't miss this incredible opportunity to own a fully furnished 2-bedroom, 2-bath half duplex on a desirable canal in Key Colony Beach. Whether your searching for the perfect vacation retreat, a full-time residence, or a high-demand investment property, this home offers it all Perfect for entertaining, the home features a spacious screened in outdoor patio, ideal for hosting family and friends. Unwind in the private Jacuzzi while enjoying the lush tropical landscaping that creates a peaceful oasis. Situated on a canal, this property offers the Keys lifestyle you've been dreaming of, with easy access to boating, fishing and waterfront living. Being offered fully furnished, this home is truly turnkey-just bring your toothbrush and fishing pole! Waterfront properties in Key Colony are in high demand making this an exceptional opportunity for both lifestyly buyers and savvy investors.

440 11th St, Key Colony
$470,000
2 Beds ⋅ 3 Baths ⋅ 620619 MLS
Discover breathtaking views from this stunning 2-story beach condo in The Cay, your private oceanfront community on Key Colony Beach. Nestled in a beautifully manicured, lushly landscaped courtyard, this well-maintained unit offers the perfect blend of luxury and low maintenance island living. Step inside to find a spacious living area with a convenient half bath on the first floor. Upstairs, enjoy two full bathrooms, including a private master bath in the large master bedroom. The generously sized second bedroom features its own balcony and accordion hurricane shutters. Natural light floods the interior, creating an open, inviting space ideal for relaxing or entertaining guests. Outside, an amazing terrace overlooks the sparkling pool, tropical gardens, and the Atlantic ocean beyond. Dine al fresco on your private balcony while taking in the stunning grounds of The Cay. This extraordinary property provides private white sandy beach access right outside your door, plus a refreshing pool for ultimate relaxation. With a 14-day minimum rental period, this condo has excellent investment potential in one of the Florida Keys' most desirable locations. Bonus Key Colony Beach lifestyle - Enjoy your own stretch of pristine white sandy beach and the convenience of walking to restaurants, the marina, the par 3 golf course, and Sunset Park. This is coastal living at its finest - schedule your private showing today before it's gone!

601 W Ocean Dr Unit 312D, Key Colony
$4,995,000
4 Beds ⋅ 5 Baths ⋅ 620618 MLS
Welcome to an extraordinary oceanfront residence in the exclusive Casa Caselles community, where two townhomes have been masterfully combined into one spectacular 4,224 sq. ft. luxury retreat. Completely reimagined, this one-of-a-kind home features a private interior elevator with automatic doors accessing all floors, exceptional craftsmanship, and effortless oceanfront and poolside living. Offering 4 en-suite bedrooms, 4.5 baths, 2 expansive living rooms divided by a wall insulated with commercial soundproofing, an exercise room, and a hidden office seamlessly integrated into the custom kitchen, the residence is designed for everyday comfort and grand-scale entertaining. The chef's kitchen centers around an oversized island with custom European-style cabinetry, premium quartz countertops, a BlueStar gas range, paneled Sub-Zero refrigerator, Cove dishwasher, U-Line ice maker, wine refrigerator, and Perlick refrigerator/freezer drawers. The family room includes an electric fireplace and custom wet bar with refrigerator drawers, dishwasher, and built-in cabinetry. Travertine flooring, custom built-ins, hidden storage, recessed lighting, remote-controlled window coverings, and in-wall TV wiring reflect meticulous attention to detail. Every major system has been replaced, including electrical, plumbing, insulation, and HVAC. Twelve balconies and hurricane-rated sliding glass doors provide beautiful light in every room, while a whole-house generator provides peace of mind. The luxurious primary suite offers a custom walk-in closet, and every bedroom has private balcony access. A guest suite includes a zero-entry shower for added comfort and accessibility. Tiled courtyards, expanded entertaining terraces, covered parking for four vehicles, an outdoor shower, and multiple laundry areas enhance daily living. Residents also enjoy an oceanfront pool overlooking the Atlantic, completing one of Key West's most distinctive waterfront residences.

1616 Atlantic Blvd Unit 11, Key West
$4,200,000
3 Beds ⋅ 5 Baths ⋅ 620614 MLS
An exceptional opportunity to own one of Old Town Key West's most recognizable mixed-use investment properties. Perfectly positioned at the prominent corner of Whitehead Street and Front Street, Little Shops Off Duval enjoys unmatched pedestrian exposure in the heart of the Historic Seaport and Cruise Ship District. Located adjacent to the Mel Fisher Maritime Museum and directly across from the Audubon House, this iconic property sits along one of the busiest tourist corridors in Key West. The property encompasses approximately 7,755 square feet and features six established commercial storefronts together with a spacious three-bedroom, two-bath residential apartment, creating a diversified income-producing asset with both commercial and residential revenue streams. Long-standing tenants, and separate utility meters. Opportunities to acquire a premier corner property in this location are exceptionally rare. Whether you're seeking a legacy investment, a trophy commercial asset, or a high-profile addition to your portfolio, Little Shops Off Duval represents one of the most unique commercial ownership opportunities in the Florida Keys.

218 Whitehead St, Key West
$594,000
2 Beds ⋅ 2 Baths ⋅ 620613 MLS
Beautifully updated and move-in ready, this elevated Key Colony Beach half duplex is the perfect blend of island charm, comfort, and value! Step inside to a bright, inviting main living area featuring an updated kitchen with stunning new granite countertops, creating the ideal space for gathering with family and friends. Priced at just $594,000, this is one of the best opportunities to own in one of the Florida Keys' most desirable waterfront communities. Offering 2 bedrooms, 2 bathrooms, and 1,031 square feet of living space, this home also features a brand-new metal roof for added peace of mind. The spacious primary suite includes a walk-in closet and a private balcony overlooking the backyard--the perfect place to sip your morning coffee or relax in the evening while enjoying the tropical breeze. The expansive lower-level living and entertaining area provides the ultimate bonus space to unwind after a day on the water, watch the game, host friends, or simply embrace the laid-back Keys lifestyle. The generous backyard provides plenty of space to design your own private tropical oasis--add a pool, lush landscaping, or an outdoor kitchen to create the Florida Keys retreat you've always imagined. Location is everything, and this home delivers! Just steps from the Cabana Club, waterfront parks, pickleball and tennis courts, playgrounds, golf, restaurants, walking paths, and all the amenities that make Key Colony Beach one of the most sought-after communities in the Florida Keys. Whether you're searching for a full-time residence, a vacation escape, or an investment property, this home offers an unbeatable combination of location, exceptional value, and lifestyle. Don't miss your chance to own your slice of paradise at an incredible price!

310 3rd St, Key Colony
$1,225,000
4 Beds ⋅ 5 Baths ⋅ 620612 MLS
THIS IS THE PLAY. Big lot. Big upside. Atlantic Boulevard address. 1503 Atlantic Boulevard brings together the pieces that matter most in Key West: land, location, pool, and multi-unit flexibility. Atlantic Boulevard has only a handful of true residential opportunities, and this one brings the rare combination of land, pool, and multi-unit upside. Set on an approximately 8,050 square foot lot, this Atlantic-side property offers roughly 2,750 square feet of living area with a flexible multi-unit configuration and a concrete pool anchoring the outdoor space. The existing home would benefit from a major renovation and thoughtful updating for today's standards, creating a compelling opportunity for an investor, owner-user, or buyer with vision. In a market where land is the luxury, the lot itself is a major part of the story. The scale, pool, and layout create the foundation for a refreshed tropical compound, income-producing retreat, or reimagined Key West residence. Located along Atlantic Boulevard, the property is close to beaches, Old Town, Casa Marina, schools, dining, and the everyday ease that makes island living so desirable. Whether held as a long-term income property or transformed into something more polished, 1503 Atlantic Boulevard offers the kind of upside that is increasingly hard to find in Key West.

1503 Atlantic Blvd, Key West
$1,049,500
3 Beds ⋅ 2 Baths ⋅ 620610 MLS
Gorgeous 3 bedroom 2 bathroom home on a spacious corner lot, with plenty of room for boats and RVs. Updated and remodeled bathrooms, open concept kitchen, laundry room and stainless steel appliances . This property is situated in one of the highest elevations in the area, Property is surrounded by beautiful mature trees and it has an in-ground heated pool, lots of space to enjoy the open air, just a block away from the community park and boat ramp. Enjoy ramp access for boat launching, fishing, kayaking or to just take in a spectacular sunset on the water! You can either walk, bike, or take a ride on a golf cart to the park/ramp area. You also have nearby, Founder's Park, with excellent recreation, boat ramp access, public beach, a huge pool as well as several local festivals throughout the year, FREE for local residents. Property features a VOLUNTARY HOA, $250 annually. Seller offering $10K in contributions towards buyer's closing costs!

157 Navajo St, Tavernier
$1,875,000
4 Beds ⋅ 4 Baths ⋅ 620609 MLS
Rare canal-front duplex on Duck Key's prestigious Indies Canal with 70 feet of new composite dockage, sweeping canal views, and deep-water access to both the Gulf and Atlantic. New roof, new AC, and precast concrete construction throughout -- this is a solid, storm-ready build with significant insurance advantages over at-grade alternatives and no deferred maintenance surprises. Two self-contained side-by-side units, each 2BD/2BA with in-unit washer/dryer, private canal-view balcony, open floor plan, and under-house storage. Unit 1 is fully renovated -- granite counters, stainless appliances, new Kitchenaide soft close cabinetry, updated baths, tile floors throughout. Unit 2 features upgraded tile floors and a bright open canvas with kitchen and baths ready for your finish. The options here are unusually flexible: rent both units for strong 28-day vacation rental income, live in one and let the other pay your carry, or convert the entire structure to a single-family waterfront compound -- there's even room for a pool. That kind of optionality, in a precast concrete above-flood building with a new roof and new dock, simply does not exist elsewhere on Duck Key. Monroe County 28-day minimum rental applies. Sold as a complete duplex; cannot be split.

126 N Indies Dr, Duck Key
$1,549,000
3 Beds ⋅ 3 Baths ⋅ 620538 MLS
Waterfront 3/3 Canal Home located in the Best Islamorada Plantation key Location. Great Vacation Rental is being sold furnished . Turnkey with 5 star reviews ! Large bedrooms with King Beds. Metal Roof , Smart TVs, Quartz countertops , Split level living layout which works great as in law quarters ,open kitchen , Modern bathrooms, Great living room with open kitchen, Washer & Dryer, Screened in wrap around porch overlooking the water. 60 ' of Canal Frontage. 2 car garage, New AC, New appliances, large yard area plenty of parking , 60' Private Dock , Beautifully remodeled. Member of Founders Park with access to pickleball. swimming Pool , Beach, tennis and more. Own your own slice of paradise

135 Tequesta St, Tavernier
$645,000
1 Beds ⋅ 2 Baths ⋅ 620608 MLS
Oceanfront Luxury at Ocean Isles Fishing Village! Private Marina and Boat Ramp. Welcome to Unit 111--a masterclass in elevated condo island living. Built brand-new in 2022, this stunning 1-bedroom, 2-full bathroom, 850 sq ft oceanfront condo delivers the ultimate Florida Keys lifestyle. With the gated complex prime due-south orientation, you'll wake up to expansive, views of the Atlantic Ocean right from your downstairs balcony, and private master suite balcony. Step inside this two-story sanctuary to find a meticulously crafted open-concept living space. The first floor features a fully equipped kitchen with granite countertops, elegant coastal flooring, and a pristine full bath. Upstairs, the oversized master suite serves as your private retreat, complete with a second full bathroom and panoramic ocean vistas. Built high above flood elevation with solid CBS construction, impact windows, and a metal roof, this turnkey property offers total peace of mind. What truly sets this property apart is the highly coveted 7-night minimum rental allowance. This is a massive advantage in the FL Keys market, offering incredible short-term rental income potential when you aren't soaking up the sun yourself. The 7-acre gated resort amenities are unparalleled in the Middle Keys. Spend your afternoons at the Olympic-sized elevated waterfront pool, boasting some of the most stunning ocean views in town. Boaters will love the on-site, newly updated marina, private boat ramp, assigned slips, and fish-cleaning stations. Unwind under the tiki huts, host friends at the outdoor grilling areas, or relax in the air-conditioned community clubhouse. Whether you're looking for a high-performing vacation rental or your own slice of paradise, this is your gateway to the Keys dream.

10877 Overseas Highway Unit 111, Marathon
$899,000
4 Beds ⋅ 2 Baths ⋅ 620607 MLS
Waterfront Duplex with Income Potential in Big Pine Key! Live the Florida Keys lifestyle while your investment works for you. Welcome to 31032 & 31034 Hollerich Drive, a beautifully maintained waterfront duplex offering the perfect combination of island living and exceptional income potential. Located on a peaceful canal just steps from the Big Pine Community Park, this unique property features two spacious 2-bedroom, 1-bath residences, each with its own private entrance, private outdoor shower, and thoughtfully updated interior. Both units showcase bright, open floor plans with updated kitchens featuring stainless steel appliances, and ample cabinetry, along with renovated bathrooms, comfortable living areas, and spacious bedrooms. Whether you're searching for a primary residence, vacation home, or investment property, this duplex offers endless possibilities. Step outside and enjoy the laid-back Keys lifestyle with tropical landscaping, expansive gravel parking with room for boats and trailers, a detached storage building, and a relaxing canal-front setting perfect for enjoying the ocean breeze. Spend your mornings with a cup of coffee by the water, launch your next boating adventure, or simply unwind in your own tropical oasis. This versatile property is ideal for: -Living in one unit while renting the other -Generating income by leasing both units -Creating a family compound or multigenerational retreat -Seasonal or long-term rental opportunities Conveniently located near the Big Pine Community Park, shopping, dining, world-class boating, fishing, and all the natural beauty the Lower Florida Keys have to offer, this property truly has it all. Whether you're looking to invest, retire, or embrace the island lifestyle full-time, this rare waterfront duplex offers flexibility, charm, and endless possibilities. Own your piece of paradise while letting your investment help pay for it!

31032 Hollerich Dr, Big Pine
$1,199,000
3 Beds ⋅ 2 Baths ⋅ 617789 MLS
Welcome to Summerland Key Cove! This beautifully home is perfectly situated on a deep-water canal with excellent boating access. Boaters will appreciate the new 17,000-lb boat lift and a quick ride to Looe Key, American Shoal, and the Adolf Bush wreck. The 1232 sq ft home sits on a 6,000 sq ft lot and features hurricane-impact windows, offering peace of mind and energy efficiency. The home has been tastefully remodeled within the last two years, including new kitchen and new bathrooms. Additional major upgrades include 2-year-old A/C the roof is just 4 years old. Bright, inviting, this home is ideal for enjoying the relaxed island lifestyle with world-class boating, fishing, and diving right at your doorstep. The supply lift will make it easy to transfer items to the second floor.

24347 W Caribbean Dr, Summerland
$3,100,000
5 Beds ⋅ 3 Baths ⋅ 620602 MLS
Newly remodeled waterfront home located in the highly desirable Port Antigua subdivision of Lower Matecumbe. This expansive residence offers five bedrooms and three bathrooms with an open living floor plan. The main living level features three bedrooms and two bathrooms, complemented by a spacious living, dining, and kitchen area--ideal for entertaining and relaxed Keys living. The lower level includes two additional bedrooms and one bathroom, all above flood, perfect guest quarters with a full kitchen. Brand new exterior paint! Enjoy 75 feet of deep-water concrete dockage equipped with a 15,000 lb boat lift, providing excellent boating access. The home is solid concrete construction with a metal roof, fenced yard, and plenty of room for a pool. Port Antigua is known for its exceptional amenities, including one of the best private beaches in the Keys and a community boat ramp. With immediate access to Florida Bay and quick proximity to the Atlantic Ocean, this property offers the ultimate Florida Keys lifestyle--boating, water access, and island living at its finest.

117 El Capitan Dr, Islamorada
$479,000
1 Baths ⋅ 620599 MLS
The time is now to jump into The Key West Commercial investment opportunity in the Heart of Duval Street. This is perfect for you, a fully leased commercial condo to a long standing Key West Tenant, with a proven track record. The office/retail condo is completely upgraded with a completely new AC system - air handlers and ducts. Brand new storefront windows and front door with new aluminum frame impact rated. All floors, walls and paint have all been upgraded.. New lights and drop ceiling. All of the leg work has been professionally done, now just invest and enjoy your returns. Unit does come with one dedicated covered parking spot in the gated garage. The association is professionally managed, and is currently painting the exterior of the buildings. Monthly association dues are coming down and currently 1,554 which does include outside insurance, common area maintenance and exterior building maintenance. This unit is done and ready for you, call today for more details and to set up a showing! Today is the Day! Please do not disturb tenant, thanks! Must sign NDA for all details on the current lease.

1075 Duval St Unit STE C22, Key West
$989,000
3 Beds ⋅ 2 Baths ⋅ 620596 MLS
Elevated Coastal Living in Breezeswept Beach Estates. Skip the typical vacation rentals & step into a home designed specifically for the genuine Florida Keys lifestyle. Situated on a quiet street within Breezeswept Beach Estates, this well-maintained 3-bedroom, 2-bathroom stilt home perfectly balances premier boating access with a peaceful, scenic setting. The property's positioning is truly distinct. While the back of the home centers around a deep-water canal optimized for quick navigation to open water, the front looks out over tranquil salt ponds--treating you to wide-open, mirror-like sunset views without the interruption of forward neighbors. This home has direct ocean side access or easily head out back to the Gulf for some backwater fishing or spending the day at the sandbar via Niles Channel or Pine Channel. This property will stand out as a your own piece of paradise, a pristine basecamp for the serious waterman or anyone seeking an authentic island retreat. Key Features Include: *The heart of the home features a sleek kitchen with stainless steel appliances, complemented by fully updated bathrooms, and fixtures throughout. *Large windows capture the distinct natural light of the lower keys, making the interior feel bright, airy, and connected to the water. Enjoy waterfront views from every room in the house. *Unwind on the expansive, screened back porch overlooking your canal, or catch the evening colors shifting over the salt ponds from the front balcony. *The ground level features a massive, 600 sq. ft. fully enclosed storage enclosure, giving you a secure, dedicated space for dive tanks, fishing gear, and all your workspace needs.

673 Indies Rd, Ramrod
$469,000
1 Beds ⋅ 1 Baths ⋅ 620595 MLS
Brand New Metal standing seam roof !! Updated 1/1 with nice Ocean Views. This Condo grossed over 32k in the first 6 months of 2206 with friends and family using it too as there are no restrictions on an owners use or who an owner uses to manage their property. Impact sliders & Doors. Being sold fully furnished with Housewares. Fiber optic WIFI that is quick and secured. Direct Ocean access marina that is naturally protected. Lighted tennis & pickle ball courts. Beach area with boardwalk & gazebo over looking the Atlantic ocean. 24 hour manned security with roving guards.

500 Burton Dr Unit 2313, Tavernier
$15,000,000
5 Beds ⋅ 5 Baths ⋅ 620594 MLS
Welcome to Palacio Coco Plum. Discover Your Florida Keys Oasis! Spectacular Ocean Front home in Marathon, the heart of the Florida Keys. This stunning property boasts luxury finishes throughout, including elegant marble floors, granite counters and volume coffered ceilings. Key Features include: His and Her ocean facing office, ideal for remote work or study, ocean views from most all rooms, white sand beach. privacy landscaping and massive car and equipment storage for multiple vehicles and hobbies. Boat Dockage Permitting is in Progress. Additionally, there is a whole house generator for back-up power, elevator from garage to top floor, heated and chilled pool and spa. The lovely gardens include mature mangoes and avocado trees and orchid trellis. 10 Minutes to Marathon International Airport. ADT Camera Security System on site

119 Coco Plum Dr, Marathon
$999,900
5 Beds ⋅ 2 Baths ⋅ 620591 MLS
Investors take note, you can rent this property out nightly, no minimums. license required read on!! An amazing 5 bedroom 2 Bath solid concrete home, including the roof overlooking Largo Sound, in Key Largo, Florida! Updated Kitchen and Baths, new appliances and more. The corner lot is Zoned SC a rarity to find, and allows for a daily rentals, requires special licensing, we can help with that. Directly across the street is water access, for swimming, fishing, sun bathing, kayaking. Walk on over to the Hideout restaurant, just around the corner for breakfast or lunch. Enjoy coffee in the morning on your wrap around balcony and cocktails in the evening. The upstairs has a 2 bedroom 1 bathroom, laundry, and full bath, with large walk in shower. Downstairs is a 3 bedroom 1 bath space with separate entry . Bathroom was originally permitted. on original plans with the County. Approximately 60 miles to Miami International Airport, approximately 103 miles to Key West. Present an offer.

16 Shoreland Dr, Key Largo
$13,750,000
5 Beds ⋅ 7 Baths ⋅ 620590 MLS
Situated on one of Islamorada's premier and most sought-after bayfront streets, in the heart of Islamorada, this custom-designed poured concrete waterfront estate by renowned architects Charles Vincent George occupies 1.27 private acres with panoramic open-water views, spectacular year-round sunsets, protected boat basin, solar panels and a rare sandy beach area. Designed to maximize its exceptional setting, the residence offers seamless indoor-outdoor living with floor-to-ceiling impact-rated glass, expansive covered terraces, and walls of retractable sliders that frame breathtaking bay views from every room. A dramatic floating staircase, 12-foot interior doors, engineered hardwood flooring, and superb designer finishes define the home's clean contemporary design. The main residence features 4 bedrooms all ensuite, and 1 half bath. It is complemented by a detached 1-bedroom, 1-bath guest house. The kitchen features quartz countertops, premium Miele and Thermador appliances, and a hidden walk-in pantry. Upstairs is a spacious family/media or fitness room that leads onto a large deck with exquisite views of Florida Bay. Separate laundry/storage room. Fully integrated Loxone Smart Home system controls lighting, security, audio, and six independent HVAC climate zones. Outdoor amenities include an elevated heated and chilled 50FT saltwater lap pool, expansive entertaining terraces, mature tropical fruit trees & landscaping, an air conditioned garden shed, architectural landscape lighting, and a gated entrance ensuring exceptional privacy. The protected boat basin features a composite dock, 12,000 lb boat lift, with immediate access to world-class fishing & diving. At the front is an oversized air-conditioned garage with EV charging & a half bath. A covered carport is adjacent to the main house. A rare opportunity to acquire one of Islamorada's premier contemporary bayfront estates, combining exceptional architecture, outstanding construction and spectacular sunsets.

19 Avacado St, Islamorada
$639,000
2 Beds ⋅ 1 Baths ⋅ 620589 MLS
Sweet and Sleek in the Keys! Welcome to your own slice of paradise--a beautifully remodeled 2-bedroom, 1-bath conch-style home that embodies the breezy charm of the Florida Keys with the polish of a custom retreat. This home has been expertly designed with a smart, efficient layout where every detail has its place--much like the tidy elegance of a well-kept ship. From the gleaming finishes to the thoughtful flow, everything has been redone from top to bottom. The kitchen is sleek and modern, the living space is light-filled and airy, and each bedroom offers comfort and tranquility in a beautifully organized footprint. Home is uniquely situated to give plenty of room for your cars and boat. Outside, the neighborhood radiates warmth--full of friendly, family homes, where kids ride bikes, neighbors wave, and the laid-back Keys lifestyle thrives. Enjoy access to a boat ramp a few homes away, a delightful little beach, and a clubhouse where school pickup adds peace of mind for families. Voluntary Boating Association with nominal fee of $250 per year. Whether you're looking for a cozy getaway or a full-time island nest, this charming coastal cottage is the perfect blend of tropical ease and efficient elegance. This is an amazing opportunity for a new buyer to enjoy this move-in-ready retreat. Whether you're looking for a full-time residence or a vacation escape, this home checks every box.

32 Pirates Dr, Key Largo
$7,495,000
5 Beds ⋅ 5 Baths ⋅ 620585 MLS
** Seller Financing Available With 50% Down Subject To Acceptable Terms ** Nestled on the private gated island of Sunrise Isles in Marathon, Florida Keys, this 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers a rare blend of privacy and the serene beauty of the Keys. This 5-bedroom, 5-bathroom residence spans 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath. Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace for exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront plus 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless open-water access. Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

108 Sunrise Dr, Marathon
$365,000
2 Beds ⋅ 1 Baths ⋅ 620584 MLS
NEW LISTING! The Santa Clara condominium in Key West offers gated access, pool, tennis court, and parking. This fifth-floor unit has been recently renovated, featuring new flooring and an updated kitchen with beautiful countertops and stainless-steel appliances. Both bedrooms are generously sized, with the primary bedroom featuring a spacious walk-in closet. You can enjoy sunset views from your private balcony. Condo has onsite management and a laundry room is available on each floor. The property is centrally located near dining, schools, and shopping. It is ideal as a starter home or an investment opportunity.

3312 Northside Dr Unit APT 504, Key West
$499,000
2 Beds ⋅ 2 Baths ⋅ 620582 MLS
Curated for those seeking the ideal waterfront retreat with the opportunity to make it their own, Spanish Galleon awaits. Waterfront two bedroom, two bathroom ground level condo with just over 1,000 square feet and no stairs to climb. Assignable dockage for a maximum 30-foot LOA vessel, for only $300 per year on a first come, first serve basis. This first-floor location provides effortless access for all ages and is conveniently situated just steps from the community pool and boat slips. Upon entry, you'll be welcomed by peaceful views of Boot Key Harbor from the living area and screened porch, creating the perfect backdrop for everyday living. This residence presents an exceptional opportunity to personalize the flooring to match your own style while adding instant value. Relax by the waterfront community pool or take advantage of the unbeatable Sombrero Boulevard location, just minutes from golf at the Florida Keys Country Club, grocery stores, restaurants, and everyday conveniences. Both the state and city required Building Recertification and Structural Integrity Reserve Study were completed, and the association maintains fully funded reserves, reflecting proactive management and long-term financial stability. Whether you're searching for a full-time residence, seasonal getaway, or investment in one of Marathon's most desirable waterfront communities, this Spanish Galleon condo offers exceptional potential in an outstanding location. Minimum rental period is 28 days, permitted once every six months if advertised online. One pet allowed per unit.

1115 Sombrero Blvd Unit 102B, Marathon
$9,999,000
5 Beds ⋅ 5 Baths ⋅ 620581 MLS
A FORTRESS OF LUXURY ON ITS OWN PRIVATE POINT -- KEY COLONY BEACH Built to withstand anything nature delivers, this Mediterranean estate sits on over an acre of private point, surrounded by water on three sides. Engineered like a true hurricane shelter -- steel and poured concrete construction rated for 200mph winds, Andersen Hurricane-impact windows throughout, and a full security system -- this is a home that lets you enjoy paradise without ever worrying about the forecast. Behind that fortress strength is pure luxury. Sun-soaked stucco, soaring arches, wrought iron details, and Italian marble floors create timeless old-world elegance, while walls of windows frame turquoise water from nearly every room. A canal runs along one side, with a dock for water toys that can be extended for larger vessels. The opposite side opens to protected Vaca Cut, complete with a 25,000 lb boat lift and quick access to open ocean. Outside, a glistening pool and waterfall spa shimmer in iridescent blue tile, surrounded by deck and covered patio space built for grand-scale entertaining -- comfortably hosting 100+ guests -- with an outdoor kitchen perfect for dining as dolphins play offshore. Inside, the chef's kitchen boasts double ovens, granite counters, and top-of-the-line appliances, opening to sun-filled living and dining rooms. The main level also offers a den/bedroom, laundry, air-conditioned 2 car garage space (currently office, playroom, storage), and two finished baths. A marble staircase, lit by picture windows and trimmed in custom wrought iron, leads to a second-floor landing with sweeping views. The Master Suite delivers sunset views from bed or balcony, a spa bath with honey onyx double vanity and mosaic shower, and a custom walk-in closet. Three additional en suite bedrooms with walk-in closets complete the upper level. Storm-proof strength. Old-world soul. Resort-style luxury. Fully furnished -- just bring your bathing suit.

390 13th St, Key Colony
$749,000
620580 MLS
Located in the heart of downtown Key West's Historic Seaport, Conch Harbor Marina is one of the premier marina destinations in the Key West Bight. Slip 20 accommodates vessels up to 50' LOA and includes deeded bay bottom ownership. Enjoy the flexibility to live aboard, keep the slip for your own boating, fishing, and island lifestyle, or take advantage of the marina's rental program when you are not using it. Conch Harbor Marina offers a variety of amenities and an unbeatable Old Town location, just a short walk to Duval Street, restaurants, shops, and entertainment. With easy ingress and egress to the Gulf of Mexico, Atlantic Ocean, and beyond, this is a rare opportunity to own a deeded boat slip in one of Key West's most desirable marinas.

951 Caroline St Unit 20, Key West
$2,999,000
5 Beds ⋅ 4 Baths ⋅ 620578 MLS
Welcome to Pink Sands, a Glenn Gray-designed waterfront retreat where the vibrant colors and laid-back elegance of the Bahamas meet the timeless beauty of the Florida Keys. Recognizable by its signature pink façade and blue metal roof, this exceptional Summerland Key residence captures the spirit of island living while offering the quality, comfort, and peace of mind of modern CBS construction. Set along a protected canal with 125 feet of concrete dockage, two boat lifts, and direct deep-water access to both the Atlantic Ocean and Gulf of Mexico, this waterfront home is perfectly positioned for effortless days on the water, from world-class fishing and diving to sunset cruises and sandbar adventures. Impact windows and doors and thoughtfully designed indoor-outdoor living spaces create a home that is as durable as it is inviting. Sweeping open ocean views from the main living level and third-story observation deck provide the perfect backdrop for sunrise mornings and starlit evenings. A charming detached guest cottage connected by a covered breezeway creates a private compound ideal for hosting family and friends. The oversized homesite offers exceptional flexibility with ample room to add a custom pool, expand outdoor entertaining areas, or further enhance the property to suit your vision. Just 35 minutes from Key West, Pink Sands feels as though it belongs on Harbour Island while remaining firmly rooted in the authentic charm of Summerland Key. Blending Bahamian-inspired architecture with the confidence of newer CBS construction, exceptional boat dockage, direct ocean and Gulf access, and endless opportunities for future customization, this is a rare opportunity to own a distinctive Florida Keys waterfront home. Minutes from Looe Key Reef, Content Keys, and the backcountry flats, this exceptional location offers unparalleled access to some of the Florida Keys' most sought-after boating, fishing, diving, and paddleboarding destinations right from your private dock

23950 Overseas Hwy, Summerland
$1,575,000
3 Beds ⋅ 2 Baths ⋅ 620577 MLS
Experience the best of Old Town Key West in this beautifully updated 3-bedroom, 2-bath home offering the ease of single-level living. Inside, you'll find hardwood floors, tall ceilings, French doors, stainless steel appliances, and an inviting open layout filled with natural light. Designed for the Key West lifestyle, the private backyard features a saltwater pool with heater and chiller, outdoor shower, lush tropical landscaping, spacious patio, and two dedicated off-street parking spaces. This property is turnkey, fully furnished and ready to enjoy from day one. Well maintained and tastefully updated, recent improvements include a new HVAC system, saltwater pool system, updated furnishings and termite tenting. Currently operating as a monthly vacation rental with an established rental history. Located in the center of Old Town just moments from Higgs Beach, Duval Street, the Historic Seaport, neighborhood cafés, restaurants and shopping. This property offers the privacy and feel of a single family home, it is part of an intimate two-unit condominium association with no shared common elements. Whether you're looking for a successful investment property, a full-time residence, or your own island getaway, this home checks every box. Schedule your private showing today to explore this Key West opportunity.

1005 Watson St Unit 1, Key West
$1,900,000
3 Beds ⋅ 2 Baths ⋅ 620576 MLS
Have your cake and eat it too! 60+ feet of Protected Seawall with boatlift, PLUS a gorgeous open water Gulf View. Elevated home with three bedrooms and two baths opens on to a wonderful deck to enjoy the sun. You can also get shade while enjoying the Gulf breezes in the screened patio off the Kitchen. As we head downstairs you can lounge around the pool and enjoy the views of the Gulf of Mexico. the boatlift is conveniently located so as not to block the view. Plenty of living space under the home, with room for boat trailers in the front. But wait, there's more; 338 square feet of permitted garage for storage. The perfect home for your and your family, or as a vacation rental.

106 Alynn Pl, Marathon
$999,000
2 Beds ⋅ 1 Baths ⋅ 620575 MLS
Only 40 homes on Exclusive No Name Key, ( Not Big Pine*) Newer143' concrete seawall with newer 30'Neptune boat lift with walk around, you have your own private boat ramp. Welcome your large sailboat or power boats here . Location in inter coastal waterway great for your back bay fishing or Atlantic ocean .Double lot 100'x140' Plenty of room for all your extras R/V, Could easily add custom pool, Fenced in yard, Beautiful tropic landscape, very private ( Best Deal in the Keys) government lands on three sides, A wildlife paradise with a peaceful relaxing life style close to shopping. Extra Large Property* No Name Key is not Big Pine a Island on its own merit* Best biking, hiking exploring all found here* Ready now in Move in condition. Some Owner financing considered. Limited development on No Name Key. Exclusive No Name Key Island only 40 homes . This property is on a double lot with new upgrades to include Neptune boat lift, Newly added now 140' seawall . Priced to sell . The seller will consider a small note . If you want privacy , lots of newly added upgrades this property is for you.

1934 No Name Dr, No Name