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

154 Carroll St, Islamorada

1100 S Indies Dr, Duck Key
$2,697,500
4 Beds ⋅ 4 Baths ⋅ 620247 MLS
Most sell due to medical expenses! Discover the pinnacle of island luxury in this stunning canal-front estate located in prestigious Duck Key. Completely transformed by a 2022 remodel, this 4-bedroom, 4-bathroom residence offers an effortless blend of modern sophistication and relaxed Keys living. Set on a generous 12,500-square-foot lot, the resort-style outdoor space features a custom tiki hut with an outdoor kitchen, a sparkling saltwater pool, and a 100-foot concrete seawall. Serious boaters will love the brand-new 20,000-pound lift with 50-amp service and a custom storage shed. The interior features over 3,400 square feet of beautifully finished space, including a gourmet kitchen featuring premium appliances, a bright Florida room, and expansive living areas. The thoughtful layout provides two bedrooms on the main level and two additional bedrooms upstairs, each with a private ensuite bath. The upper level also features a large balcony that captures sweeping views of the crystal-clear canal. Built with solid CBS construction, impact windows and doors, and a metal roof, this home combines refined design with peace of mind. Truly an exceptional value, this Duck Key masterpiece is ready for its new owner. Schedule your private showing today to experience the elegance and serenity of this remarkable home.

1100 S Indies Dr, Duck Key

57457 Morton St, Marathon
$2,695,000
2 Beds ⋅ 2 Baths ⋅ 621246 MLS
A rare combination of land, privacy, boating, and open-water living awaits on approximately half an acre of Gulf-front paradise in Grassy Key. With panoramic water views, a private beach, waterfront dock with a 20,000-pound boat lift, heated concrete pool, and lush tropical grounds, this property captures the very best of Florida Keys living. Surrounded by mature landscaping, the two-bedroom, two-bath residence enjoys a peaceful, private setting with beautiful Gulf views. Light-filled living spaces embrace the waterfront surroundings, while the kitchen features granite countertops and stainless steel appliances. Both bedrooms offer private baths for owners and guests alike. Step outside and the Keys lifestyle comes alive. Walk to your private sandy beach, lower the boat from your 20,000-pound lift for a day on the water, relax beside the heated pool, or watch the sun disappear over the Gulf from your own shoreline. Expansive grounds and tropical landscaping provide a level of space and privacy that can be difficult to find in the Keys. The property also boasts an exceptional rental history, consistently renting approximately 50 weeks per year and generating roughly $175,000 in annual rental revenue--a testament to the tremendous appeal of this waterfront setting. Whether you're searching for a private Keys retreat or a proven vacation rental investment, this Grassy Key property offers an extraordinary combination of lifestyle and opportunity. Private beach. Open Gulf views. Boating. Pool. Half an acre of tropical privacy. This is the Florida Keys lifestyle people dream about.

57457 Morton St, Marathon

1126 Von Phister St, Key West
$2,650,000
3 Beds ⋅ 4 Baths ⋅ 621950 MLS
Historic Charm. Exceptional Value. A Casa Marina Opportunity. An exceptional opportunity to own a beautifully appointed historic home in Key West's desirable Casa Marina neighborhood, offered below its appraised value. Timeless character meets comfortable island living with soaring ceilings, original hardwood floors, elegant archways, and expansive open-concept living spaces. The spacious dining room features a vaulted wood-beamed ceiling and adjoining sitting area, perfect for entertaining. French doors open to a generous deck and large heated pool, creating inviting indoor-outdoor living. The first-floor ensuite bedroom offers direct pool access, while two upstairs ensuite bedrooms, finished in rich Dade County Pine, provide private retreats. The primary suite features a spacious balcony overlooking lush tropical landscaping and a second private balcony off the bath overlooking the pool. A charming loft finished in Dade County Pine leads to a hidden gem--a widow's walk with treetop views of the Casa Marina neighborhood. Multiple balconies and an inviting front porch add to the home's island charm. Situated on a generously sized fenced lot with off-street parking, the property is within walking distance of Bayview Park, dog parks, White Street Fishing Pier, the beach, and local dining. Previously operated as a successful monthly vacation rental, this fully furnished, turnkey property offers established rental history and the flexibility to enjoy as a private residence, second home, or future income-producing investment. With its distinctive historic character, desirable location, and price below appraised value, this is an opportunity not to be missed. Priced to attract attention and ready for its next owner. Call today to schedule your private showing.

1126 Von Phister St, Key West

711 Waddell Ave, Key West
$2,650,000
3 Beds ⋅ 2 Baths ⋅ 621713 MLS
Build new in Old Town, steps from the Atlantic. 711 Waddell Street offers something Key West's Historic District seldom allows: the opportunity to remove the existing 1952 concrete block ranch and build a brand-new, fully code-compliant home in its place. Plans for the new residence are currently in the City of Key West approval process, with approvals anticipated prior to closing, so the new owner can move forward with construction without starting the process from the beginning. The proposed design is a classic two-story Conch-style residence with 3 bedrooms and 3 baths. It features a full-width front porch with a balcony above, metal roof, louvered shutters, and wood entry doors, combining historic character with modern construction. Inside, the living room opens directly to a private pool, with an open kitchen and dining area at the center of the home. A ground-floor guest suite and an upstairs primary suite with walk-in closet and balcony access complete the plan. Off-street parking is included. The location is exceptional. The home sits across the street from the Atlantic Ocean and Louie's Backyard, one of Key West's most celebrated waterfront restaurants, in a quiet residential pocket of the Historic District. Morning walks along the water, sunset dinners across the street, and an easy bike ride to Duval Street are all part of daily life here. New construction means current hurricane and flood standards, new systems throughout, and finishes selected to your own taste. Buyer to verify plans, approval status, and permit requirements with the City of Key West.

711 Waddell Ave, Key West

1500 Atlantic Blvd Unit 414, Key West
$2,650,000
3 Beds ⋅ 2 Baths ⋅ 621379 MLS
Life is BETTER at the Beach! Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo! This waterfront setting is simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises. This private oasis also includes an updated kitchen and countertops, a primary bedroom suite on the first floor and a full guest suite on the second floor which includes double views! You'll be immediately captivated by this well rounded gated community which includes two pools, covered parking, a fitness center, sauna, and tennis court. Close to Smathers Beach, Higgs Beach, , the White Street Pier, the Wildlife Center the gallery district. Schedule your private viewing today - easy to show!

1500 Atlantic Blvd Unit 414, Key West

813 Blue Heron Ln, Key Largo
$2,649,000
3 Beds ⋅ 4 Baths ⋅ 621760 MLS
Live La Dolce Vita in Key Largo! An extraordinary opportunity to experience the ultimate in privacy, serenity, and waterfront living from this spectacular peninsula point property surrounded by expansive open-water views. This palatial 3-bedroom, 3.5-bath pool home captures breathtaking vistas from the main living level and expansive covered patios. A unique dual-house layout provides exceptional privacy, making the property ideal for multigenerational living, extended family, or guests. The sparkling saltwater pool, complete with both heater and chiller, is strategically positioned beneath the home to create a dramatic, shaded tropical retreat for year-round enjoyment. Lush lawns and mature tropical landscaping have been meticulously and professionally maintained, while a mosquito-control misting system enhances outdoor living throughout the grounds. The first level offers a private third bedroom with full bath, along with a caretaker's quarters and workshop. All living levels are constructed above the floodplain. Boaters will appreciate the floating dock system and immediate ocean access via the Pennekamp Waterway. After a day on the water, enjoy the convenience of the outdoor shower and foot wash before relaxing poolside and taking in the spectacular surroundings. The well-appointed kitchen features a Viking gas range with griddle and hood, dual-drawer dishwasher, stainless-steel bar sink, and quality finishes designed for entertaining. Additional features include two A/C systems, a metal roof, impact-resistant windows and doors, electric entry gates, and an ADT security system with cameras,providing both security and peace of mind. Private, gated, and surrounded by the natural beauty of the Florida Keys, this exceptional property is just one hour from Miami, yet feels like a private tropical world away. Live Life Deliberately in the Fabulous Florida Keys!

813 Blue Heron Ln, Key Largo

234 Pescayo Ave, Marathon
$2,649,000
3 Beds ⋅ 4 Baths ⋅ 621740 MLS
Life on the water begins the moment you arrive at this brand-new Florida Keys retreat. Sweeping open water views stretch from nearly every room, and the home is ready to enjoy from day one. It comes fully furnished with relaxed tropical décor, and bikes and kayaks are included for exploring by land or sea. Boaters will appreciate the private deep-water T dock and 16,000 lb boat lift, with quick access to fishing, sandbars, and sunset cruises. A dedicated kayak entry spot lets you slip into the water for a peaceful morning paddle without ever loading the car. The home offers 3 bedrooms, 3.5 baths, and 2,201 sq ft of air-conditioned living space within 3,382 sq ft under roof. One bedroom is on the first floor, ideal for guests or anyone who prefers to avoid stairs. A generous 575 sq ft pull-through garage provides room for vehicles, water toys, and storage. Inside, the open floor plan joins the kitchen, dining, and living areas into one bright, welcoming space made for gathering with family and friends. The kitchen is finished with quartz countertops and stainless steel appliances, and the water views keep you connected to the outdoors all day. Double Andersen sliders lead to the upper deck, your front-row seat for Keys sunsets. Below, the heated saltwater concrete pool invites long afternoons in the sun. A convenient downstairs half bath lets guests go from pool to powder room without tracking water through the house. Built with concrete block and stucco (CBS) construction and fitted with hurricane impact windows and doors, the home delivers lasting strength and peace of mind. Weekly rentals are permitted, opening the door to strong income potential when you're not in residence. A turnkey waterfront escape and a smart investment, all in one.

234 Pescayo Ave, Marathon

410 Louisa St, Key West
$2,649,000
3 Beds ⋅ 3 Baths ⋅ 621735 MLS
Welcome to your private tropical retreat in the heart of Key West! Located on a quiet lane, just one block from Duval Street and a short walk to the Southernmost Point, this beautiful three (3) bedroom, three (3) bathroom home offers the perfect combination of location, privacy, and comfortable island living. Built in 2002 and meticulously maintained, the home features a spacious open floor plan connecting the living room, dining area, kitchen, and stunning outdoor space making it perfect for both everyday living and entertaining family and friends. Beautiful hardwood floors run throughout the home, while the kitchen features granite countertops, stainless steel appliances, and custom cabinetry. Two sets of French doors lead from the dining/living space and offer views of the beautiful backyard pool area. Currently set up as a den/office, the first guest bedroom is on the first floor of the home. Upstairs, the spacious primary suite features a large en-suite bathroom and an impressive walk-in closet. A laundry/utility room is at the top of the stairway landing, and across the hallway is an additional guest bedroom with private en-suite bathroom. With three bedrooms and three full bathrooms, there is plenty of room for family and guests to enjoy their own space and privacy. The backyard is where you will truly appreciate the Key West lifestyle. Surrounded by mature tropical landscaping and fully fenced for privacy, the heated and chilled swimming pool is perfect for enjoying year-round. New Trex decking surrounds the pool, creating a wonderful outdoor space for dining, entertaining, or simply relaxing in the sunshine. This home offers everything you could want in a Key West property: a fantastic Old Town location with driveway parking, a great floor plan, beautiful outdoor living space, and the privacy of a quiet lane, all just steps from the excitement of Duval Street. Call today to schedule your private showing!

410 Louisa St, Key West

1017 Picard Ln, Cudjoe
$2,600,000
4 Beds ⋅ 3 Baths ⋅ 621757 MLS
Endless blue water, expansive skies, and an exceptional point setting create a memorable first impression at 1017 Picard Lane. Positioned at the end of a cul-de-sac shared by just three homes on the point, this striking waterfront residence captures the beauty of the Florida Keys with sweeping open-water views and inviting spaces to enjoy them. Offering 4 bedrooms, 3 baths, and 2,312 square feet, the home welcomes you with soaring ceilings, and a bright, airy interior. The beautifully appointed kitchen features white cabinetry, richly patterned quartz countertops, stainless steel appliances, and generous breakfast-bar seating. Beyond the living spaces, a spacious covered waterfront terrace provides an elevated vantage point for morning coffee, outdoor dining, and quiet evenings overlooking the water. Set on a 12,507-square-foot lot, the property brings outdoor living to the forefront. A concrete swimming pool overlooks the open water, while the expansive covered downstairs entertaining area offers room to gather, dine, and relax in the shade. A hot tub and enclosed outdoor shower add to the experience, creating a welcoming retreat after a day spent enjoying the Keys. A broad paver driveway, tropical landscaping, and elegant black wrought-iron fencing complement the home's impressive exterior. CBS construction, a metal roof, impact windows and doors, an elevator, and an electric-vehicle charging hookup, 5 x 32 ft Composite dock combine enduring appeal with everyday convenience. From poolside afternoons to evenings on the waterfront terrace, this distinctive property offers a beautiful setting to make the most of life on the water. Plus ''A rooftop observation deck offers an elevated retreat to take in sweeping open-water views and the beauty of the surrounding Keys.''

1017 Picard Ln, Cudjoe

57652 Overseas Hwy, Marathon
$2,600,000
3 Beds ⋅ 3 Baths ⋅ 621708 MLS
Discover this exceptional oceanfront property on Grassy Key in Marathon, Florida! Fully remodeled, this solid-concrete home offers breathtaking ocean views and the ultimate Florida Keys lifestyle. Featuring 3 bedrooms and 3 bathrooms, the versatile layout includes one bedroom and one bathroom on the first level, with two bedrooms and two bathrooms upstairs. The open-concept living area showcases a brand-new kitchen with quartz countertops and stainless steel appliances. Enjoy a newly constructed concrete swimming pool with jacuzzi and water heater, impact windows and doors, and a wraparound balcony, brand-new AC system and more! The spectacular rooftop deck is perfect for entertaining, relaxing, and enjoying panoramic ocean views. A rare opportunity to own a beautifully upgraded waterfront property with excellent vacation rental potential. Weekly rentals offer an opportunity to generate income while enjoying your own private island retreat. Whether you're looking for a personal getaway or an income-producing investment, this remarkable property delivers breathtaking views, modern upgrades, and the best of Florida Keys living!

57652 Overseas Hwy, Marathon

812 Carsten Ln, Key West
$2,599,000
3 Beds ⋅ 2 Baths ⋅ 621061 MLS
Welcome to a stunning transformation of a perfectly located Old Town home. Restored from the ground up to create a single level dream home totaling 3bd/2ba overlooking a beautiful pool and patio. Enjoy an open floor plan where the kitchen is truly the heart of the home complete with top of the line stainless Thermador appliances, quartz countertops and timeless cabinetry with a central island perfect for entertaining! Matching custom cabinetry extends into the quaint living room space offering thoughtful built in storage and a beautiful entertainment backdrop. Reclaimed Dade County pine has been lovingly restored into an accent wall rich with history and elegance. Vaulted ceilings finished in grasscloth and wood beams are found in every room of this home. Enjoy 2 spacious ensuite luxury bathrooms and a gorgeous poolside outdoor shower. Low maintenance composite decking surrounds the home and pool area that accommodates dining and lounging in or out of the pool with a sun shelf and waterfall. Lets not forget the darling covered front porch that welcomes you to this quiet lane cottage also offering off street parking. Carsten Lane is a one way driving lane stretching only one block located in the heart of Old Town known for its peaceful and private setting!

812 Carsten Ln, Key West

23950 Overseas Hwy, Summerland
$2,599,000
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

1501 Florida St, Key West
$2,595,000
4 Beds ⋅ 3 Baths ⋅ 614088 MLS
Price Reduction. Excellent opportunity to purchase a luxurious, modern, and refined single-family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living space and situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact rated windows & doors, flood panels for all doors, and 25 KW Generac stand by whole house generator. There is an abundance of windows & doors allowing for plenty of natural light throughout the home. True chefs kitchen features gorgeous cabinets & counter tops with all stainless steel appliances. Dual ovens, gas stove top range, and wine cooler make your kitchen complete. The kitchen opens up to your amazing living & dining room areas. From there you will find this opens up to a super nice covered outdoor patio area, in ground, salt water, and heated 27L X 9W Jacuzzi & pool with water fall. Ready to kick back and relax. Outdoor areas have travertine tiles throughout and have lush native tropical landscaping with lighting & irrigation systems. Property has a 1 car covered carport and CBS privacy fencing around entire property. This home is located within walking distance to Higgs Beach, White St. Pier, and a short distance to Key West Best restaurants, beaches, museums, and art galleries. This is truly a home where modern luxury meets Key West paradise. Listing agents are related to the sellers.

1501 Florida St, Key West

23 S Exuma Rd, Key Largo
$2,595,000
5 Beds ⋅ 5 Baths ⋅ 612685 MLS
Waterfront home with deep canal and direct Atlantic Ocean access that features a new metal roof, 2 new A/C's, new paint, water heaters, etc. This home can be used as a 2 bed/ 2 bath downstairs and a 3 bed / 3 bath upstairs with separate entrances to both living areas or as a 5 bed / 5 bath combined home. The property can be used as a split rental and has a 5 star rating through VRBO with over 25 + reviews so it's a great investment opportunity. The oversized pool and jacuzzi are heated with a fully permitted outdoor Tiki hut and kitchen area which is fully fenced. The 70' wide concrete deep water dock has a 20,000 elevator lift and 11,000lb davits for your boats or jet skis. Pennekamp Park with great fishing and diving. Furnishings available. .

23 S Exuma Rd, Key Largo

525 Louisa St, Key West
$2,550,000
3 Beds ⋅ 3 Baths ⋅ 621997 MLS
A fantastic renovation of a classic Old Town Key West property, blending timeless charm with modern upgrades. First Impressions are made with a wonderful front porch greeting you as you step from your two off street parking spots--or arrive by bicycle & use the separate entrance with dedicated bike storage. Outdoor Living -A complete irrigation system with landscape lighting transforms the grounds into a tropical paradise, with quite the productive mango tree. Enter the privately fenced & gated yard and take a dip in the heated pool, kept sparkling clean & boasting new pool equipment. Rinse off in the outdoor shower, then unwind at the lighted grilling station or one of several spots to relax & dine under the stars. The Kitchen---It is fun, functional & done with the highest quality materials from Hanson & Bringle. A 15 foot impact glass wall opens to the beautifully landscaped yard & a pantry area with a bar sink adds extra prep space alongside the indoor dining area. Storage was thoughtfully designed for maximum efficiency, and an induction cooktop completes the space for those who love to cook. Bedrooms & Living Spaces----The first floor primary bedroom is classic Key West, featuring a Dade County Pine wall & a custom bedroom door. The Hanson & Bringle built-in dresser offers generous drawer space, & there's a walk-in closet. The primary bathroom includes a special shower built for two, with dual shower heads. The living room & hallway have the original Dade County Pine walls. Upstairs there are two bedrooms, a bathroom & two additional storage closets. A Sonos sound system runs throughout the home. Move-In Ready-----This home is truly move-in ready: a new water heater was installed in late 2025 & a brand new HVAC system went in this past spring 2026. Both interior & exterior were freshly painted. A storage shed & outdoor fridge round out the practical upgrades. Location-- This home is just a 1/2 block from some of the best shops & restaurants in Key West.

525 Louisa St, Key West

265 S Point Dr, Sugarloaf
$2,549,000
4 Beds ⋅ 3 Baths ⋅ 621772 MLS
Exceptional waterfront living in prestigious Sugarloaf Shores! Built in 2020, this stunning 4-bedroom, 3-bath home offers breathtaking open water views, spectacular sunrises, and the perfect blend of coastal elegance and Florida Keys living. Thoughtfully designed with 2,594 square feet of living space, this beautiful home features a spacious open floor plan, split-bedroom layout, and two additional bonus rooms with the potential for extra bedrooms, offering flexibility for family and guests. The inviting living and dining areas flow seamlessly into a gorgeous kitchen featuring stainless steel appliances, generous counter space, and plenty of room for entertaining. The spacious primary suite offers a walk-in closet and a beautifully appointed bathroom complete with a soaking tub and separate walk-in shower. Step outside onto the covered porch and take in the breathtaking sunrise views overlooking the sparkling open water. Enjoy your own private waterfront retreat, complete with a saltwater swimming pool, concrete dock, and boat lift, making it easy to embrace the boating and outdoor lifestyle the Florida Keys are known for. Elevated construction provides an expansive ground-level area featuring covered parking, two separate storage rooms, and a spacious concrete-finished outdoor living and entertainment area with plenty of room to relax, gather, and enjoy the tropical surroundings. Additional features include hurricane-impact windows and doors, Hardie board siding, and a fully fenced property. Located just 15 minutes from Key West, this exceptional Sugarloaf Shores property offers the beauty of peaceful waterfront living with convenient access to everything the Lower Florida Keys have to offer. Whether you're enjoying your morning coffee as the sun rises over the water, spending the day boating, or relaxing poolside, this home truly captures the Florida Keys lifestyle!

265 S Point Dr, Sugarloaf

2924 Riviera Dr, Key West
$2,549,000
3 Beds ⋅ 4 Baths ⋅ 618952 MLS
**Seller Financing Considered** 2924 Riviera Dr is a Must See! Meticulously renovated house on the Riviera Canal. Features 3 bedrooms, 2 full baths & 2 half baths, plus separate pool / canal side cottage. Open & airy living room & kitchen gives you spectacular views of backyard, pool and canal. You can even see the pool and canal from the front door. Owner / Seller is a carpenter. House was stripped to the concrete block walls and rebuilt (with permits) with all new materials. New impact windows & doors, roof (with straps), ductless AC ( 2 compressors, 6 heads), electrical - 200 Amp service, water supply lines, manifold style on demand water heater, Turkish Marble floors throughout (no ceramic tile), drywall on walls & ceiling, kitchen cabinets & counter tops, appliances, bathroom fixtures, and much, much more. Even has interior laundry & utility room. Expansive primary bedroom with walk thru closet and spacious ensuite bath, plus pool & canal views. Enjoy the convenience of living in Key West and having your boat in your back yard. Concrete seawall (59Ft) with newer 12,000 Ibs boat lift and inground pool (with newer pump / filter) compliment the canal-front back yard. Lot is 7,670 sq ft. Located close to schools, professional offices, shopping, airport & beaches. Just a short ride to Duval St and the all the Old Town KW attractions. House is turn-key. Simply unpack your swimsuit and start enjoying the Keys lifestyle. **Seller is open to financing the Buyer**

2924 Riviera Dr, Key West

1427 Washington 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

107 Valencia Dr, Islamorada
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 621119 MLS
OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large boats. This spacious home features 3 bedrooms, 2.5 baths with a flexible floor plan. The first floor offers 2 bedrooms, 1 full bath, family room, and bar area, while the second floor features the primary suite, oversized kitchen, dining room, laundry room, and half bath to maximize the spectacular waterfront views. Enjoy breathtaking sunsets and tropical breezes from the expansive wraparound covered porch. Additional features include beautiful hardwood floors, an oversized kitchen ideal for entertaining, brand-new saltwater pool (2026), three large exterior storage rooms, circular driveway, and fresh exterior paint (2025). Lovingly maintained and in immaculate condition, this home is ready for your personal updates to create the ultimate Keys retreat. Located in the highly desirable Venetian Shores community, known for its deep, wide canals, outstanding boating access, and optional homeowners association. Whether you're looking for a full-time residence, weekend getaway, or luxury waterfront escape, this is a rare opportunity to own in one of Islamorada's premier boating communities.

107 Valencia Dr, Islamorada

36 Cannon Royal Dr, Shark Key
$2,500,000
620498 MLS
Don't miss this rare and exceptional opportunity to build your dream home in the prestigious, gated community of Shark Key —without the wait! 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this vacant lot conveys the completed engineered architectural plans for a 4,624-square-foot single-family residence, along with a coveted ROGO permit and building permits already secured and in hand. The thoughtfully designed 5-bedroom, 4.5-bath residential blueprint features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio on the ground level. This is far more than vacant land—it is a fully realized, ready-to-build masterpiece for luxurious coastal living. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB.

36 Cannon Royal Dr, Shark Key

1409 Whalton St, Key West
$2,500,000
8 Beds ⋅ 4 Baths ⋅ 619978 MLS
Discover an exceptional investment opportunity in the heart of the Florida Keys! Situated on a spacious lot just 3 minutes from the beach and world-famous Duval Street, this unique multi-unit property offers versatility, comfort, and island-style living at its finest. The main residence features 5 bedrooms and 3 bathrooms across 2,432 total s/f, designed for both relaxation and entertaining. Enjoy a private pool with pool heater, along with the convenience of two elevated A/C units, both less than 4 years old. The second unit offers 3 bedrooms and 1 bathroom with 1,504 total s/f of living space, plus a 2-car garage and its own elevated A/C unit, also less than 4 years old. Built for peace of mind and modern living, the property includes a durable metal roof, impact windows throughout, camera security system, preparation for an electric vehicle charger, and separate electric and water meters for each unit. Whether you're seeking a primary residence, vacation retreat, or income-producing property, this rare Florida Keys gem combines location, flexibility, and outstanding features in one incredible package.

1409 Whalton St, Key West

219 W Seaview Dr, Duck
$2,500,000
617185 MLS
An exquisite opportunity awaits the discerning visionary: a rare, expansive oceanfront lot gracing the serene shores of Duck Key, one of the Florida Keys' most exclusive and coveted enclaves. This prestigious parcel, nestled on the tranquil, sought-after side of West Seaview Drive, offers unparalleled south exposure--delivering golden morning light, refreshing ocean breezes, and mesmerizing sunsets over the turquoise Atlantic. Already enhanced with premium infrastructure, including a concrete seawall for enduring protection, a private dock, and a dedicated boat lift, the lot is meticulously prepared for immediate realization of your bespoke waterfront estate. In this gated island sanctuary renowned for its refined luxury, deep-water access, and intimate community elegance, envision crafting a timeless masterpiece: your personal oceanfront legacy, where every detail reflects sophistication and the sea becomes an extension of your living space. ROGO approval is required to proceed with construction, underscoring the exclusivity and measured prestige of this once-in-a-generation opportunity. Secure this irreplaceable canvas and elevate your life to extraordinary heights in paradise.

219 W Seaview Dr, Duck

88 Bay Dr, Saddle Bunch
$2,499,000
4 Beds ⋅ 2 Baths ⋅ 621906 MLS
Open water, fabulous sunsets and the Lower Keys lifestyle right outside your back door! This solid 4-bedroom, 2-bath concrete block and stucco home enjoys expansive open-water views, with impact windows and doors throughout. Step through the French doors from the living area to the deck and pool, where the ocean is directly ahead of you. Low tropical plantings preserve the view--even while you are in the pool--while mature palms and native trees provide shade and privacy. An outdoor shower is perfectly placed for rinsing off after a swim or a day on the boat. Relax poolside, sit on the dock, watch the boats and paddleboarders pass by, and enjoy the sunset. Located at Mile Marker 15, approximately halfway between Key West and Big Pine Key, this island is loved for its convenient Lower Keys location and friendly neighborhood atmosphere. Walk or bike around the neighborhood and before long you may know the neighbors--and their pets--by name. The nearby County park offers a boat ramp, tennis, pickleball, basketball and volleyball courts, plus a fenced children's playground. Local favorite Baby's Coffee is right here on the island. Boaters can head into the backcountry for Snipes Point and Marvin Key, or toward the Atlantic for offshore fishing beyond American Shoal Light. The surrounding waters offer snorkeling, fishing, diving, spearfishing and lobstering. Boating access is approximately 3 feet and best suited to shallow-draft, outboard-powered boats, commonly 19-22 feet. And perhaps the best feature is the simplest: the water is always there. Enjoy it from inside the home, from the pool or sitting dockside. Morning, afternoon or sunset, it is a view that simply doesn't get old.

88 Bay Dr, Saddle Bunch

613 Portia Circle Ky, Key Largo
$2,499,000
3 Beds ⋅ 4 Baths ⋅ 621610 MLS
Welcome to your fully remodeled luxury waterfront home in Key Largo! Originally built in 2009, this all-concrete residence underwent extensive renovations in 2024 and 2025, blending modern coastal design with durable construction. Featuring 3 bedrooms, 3.5 bathrooms, an open-concept layout, and a chef's kitchen with top-of-the-line JennAir appliances, this home is designed for comfortable island living and entertaining. Boating enthusiasts will appreciate the exceptional dockage, including a **40-foot cut-in boat slip accommodating a boat up to 45 feet, over 105 feet of brand-new concrete dockage, and 120 total linear feet of seawall**, with easy ocean access for fishing, cruising, and enjoying the Florida Keys waterways. Outdoor highlights include a brand-new swimming pool, private rooftop deck with expansive views, and a new concrete privacy wall with two heavy-duty aluminum gates. Conveniently located near a community park, popular restaurants, and local amenities, this exceptional Key Largo waterfront pool home offers the perfect combination of luxury, boating, privacy, and the ultimate Florida Keys lifestyle.

613 Portia Circle Ky, Key Largo

581 10th St, Key Colony
$2,499,000
6 Beds ⋅ 4 Baths ⋅ 620359 MLS
Fantastic 6 Bedroom, 4 Bath 3,248 sq. ft. waterfront pool home in Key Colony Beach, an upscale coastal community of waterfront homes that allows weekly rentals and offers a plethora of amenities including gorgeous beaches, a beach club, golf, tennis, pickleball, restaurants, parks, shopping and more! World-class fishing and diving are just minutes from your 75' concrete dock on a 100' wide crystal clear canal offering quick ocean access. After a day on the water relax by your waterfront pool or take a bike ride to one of the great restaurants the island has to offer. The 2-story home is perfect for large families and guests with living areas on both floors and 2 Primary Suites. The home has been beautifully updated including new impact doors and windows and metal roof installed in 2023. The tropically landscaped yard offers lots of curb appeal and privacy. This home is zoned for duplex and with a few modifications can be turned into one. Please ask your agent for more details. Can be sold Turn Key!

581 10th St, Key Colony

21023 2nd Ave, Cudjoe
$2,499,000
4 Beds ⋅ 2 Baths ⋅ 620071 MLS
Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing 16,827 square feet, this CBS-built, ground-level home sits above the flood plain and offers approximately 225 feet of waterfront on two sides, deep-water dockage, and remarkably quick ocean access. Designed for comfort and effortless waterfront living, the 2,739-square-foot home features 4 bedrooms, a spacious open-concept great room, bamboo flooring, impact windows and doors, and a durable metal roof. The chef's kitchen is the heart of the home, offering a large center island, stainless steel appliances, abundant cabinetry, and a wine refrigerator and is the perfect gathering place for entertaining family and friends. Step outside to a beautifully landscaped tropical setting with expansive screened lanai overlooking the water and an 82-foot dock complete with boat lift and kayak launch. Whether you're heading offshore for a day of fishing, enjoying sunset cruises, or simply relaxing by the water, this property delivers the Keys lifestyle you've been dreaming about. The 2- car Garage offers plenty of parking and room for all or your toys while the oversized double lot provides privacy and space to enjoy the outdoors while taking advantage of the home's unique corner-like waterfront setting. Located in one of the Lower Keys' most desirable boating communities, Cudjoe Gardens offers deep-water canals capable of accommodating larger inboard vessels, plus convenient access to a full-service marina with fuel, bait, boat ramp, refreshments, and a waterfront restaurant. Just 20 minutes from Key West, you'll enjoy world-class dining, entertainment, and island living while returning home to a peaceful waterfront retreat.

21023 2nd Ave, Cudjoe

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