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luxury house with terrace for sale Shark Key, United States

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Seaside house with pool and garden Shark Key (United States)

Introducing an extraordinary and completely custom Polynesian-inspired estate designed by the owner with finishes imported from all over the world. Perfectly positioned on the most premier lot within the exclusive gated enclave of Shark Key, offering an exceptional blend of privacy and waterfront luxury. Set on a sprawling 1.56-acre lot with an impressive 850 feet of water frontage, this custom residence spans approximately 4,622 sq. ft. and captures breathtaking open water views and unforgettable sunset skies. A long private driveway sets a dramatic tone on arrival, winding through lush grounds and passing the tennis court before revealing the home in complete privacy and anticipation. Inside, a grand entry leads into the Chef's Kitchen and Great Room boasting 180 degree water views. Soaring cathedral ceilings, rich mahogany woodwork, and exposed beams create a warm yet striking architectural statement. Walls of glass doors frame open water views and open seamlessly to the expansive wraparound deck, perfect for entertaining or enjoying iconic Keys sunsets. The thoughtfully designed layout separates the North and South wings, connected by a striking mahogany-wrapped hallway that enhances flow and elegance. The main wing is home to all Living Areas and the Primary Suite featuring soaring ceilings, his & her dressing areas and bath featuring imported tile and water views. The South wing offers exceptional flexibility with a second living area and 4 Bedrooms creating a private retreat for family and visitors. A winding staircase leads to a second-floor guest suite with elevated open water views and serene privacy. Intricate coastal tilework throughout and the custom emerald tile roof reinforces the island aesthetic, while impact windows provide durability and peace of mind. Outdoor living is truly exceptional, featuring a wraparound deck, resort-style pool, multiple tiki huts, and a waterfront lounging area ideal for entertaining or relaxing.

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$9,999,000
429
5bedrooms
4bathrooms
land 0.6ha

By Annonceur International

40 listings near Shark Key

Nearby
30

Seaside house with pool and terrace Sugarloaf Shores (United States)

RARE Solar-Powered Waterfront Tropical Gem with TESLA Solar Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla Solar Powerwall storage banks, offering exceptionally low energy costs, backup power, and the potential to earn credits by supplying excess energy back to the grid. This elevated 3 BD, 2 BA, 1,764 SF home sits on exclusive Southpoint--only three homes from open water and just 20 minutes to Key West.Step inside to a breathtaking cathedral Cupola, soaring above the open living, dining, and great room. Impact-glass windows fill the space with natural light, highlighting the home's tropical architecture and warm coastal finishes. The kitchen is designed for effortless entertaining with a double island, stainless steel appliances, and new quartz countertops. The split floor plan creates exceptional privacy. The primary suite features a large walk-in shower, jacuzzi tub, double vanity, and a spacious walk-in closet that connects to a versatile laundry/fitness/office room--also home to the Tesla storage banks. The opposite wing offers two guest bedrooms and a dual-access bathroom with two private vanities. Enhance your waterfront lifestyle with an impressive concrete boat ramp for jet skis, boats, kayaks, and paddleboards, plus a newly installed 10,000 lb boat lift on a deep, wide, crystal-clear canal providing fast access to both the Gullf and Atlantic. The oversized 15,000 SF lot bursts with vibrant tropical landscaping and includes a newly completed tropical pool with natural rock feature. Enjoy sunset views and star-filled nights from the rooftop observation deck. Additional features include Andersen impact windows and sliding glass doors, low insurance costs, covered parking, and excellent storage below the home.A rare Keys offering combining sustainable energy, modern resilience, and luxurious waterfront living--an exceptional opportunity in today's market

… 
$1,595,000
163
3bedrooms
2bathrooms
land 1,393

By Annonceur International

Nearby
30

House with pool and garden Sugarloaf Shores (United States)

OPEN WATER RESORT STYLE CONCRETE POOL home on sought after Southpoint, Sugarloaf Shores. This exceptional 4-bedroom, 3-bath concrete waterfront residence captures breathtaking open water views from nearly every room and delivers the ultimate Florida Keys lifestyle.Positioned on a generous, beautifully landscaped lot with mature palms and established tropical greenery, the property welcomes you with a paved circular driveway, garage, expansive storage area, and pristine curb appeal. Inside, soaring cathedral ceilings elevate the open-concept living and dining area, where walls of glass frame endless turquoise water views and natural light pours in.The thoughtfully designed floor plan offers flexibility for luxury living and hosting. The second level features a spacious guest suite ideal as an alternate primary, 2 guest bedrooms, while the entire third level is dedicated to an enormous primary retreat. This private sanctuary includes a separate sitting area, panoramic open water vistas, and a stunning spa-inspired bathroom with soaking tub and refined finishes.Outdoor living is where this home truly shines. A screened-in porch overlooks the sparkling pool and unobstructed open water, creating the perfect setting for sunset cocktails or morning coffee. The expansive waterfront patio, low-maintenance turf, and fenced yard provide both privacy and ease of upkeep. Boaters will appreciate the concrete seawall and boat lift with immediate access to world-class fishing, diving, and offshore adventures.Concrete block construction, generous interior storage, dedicated laundry room, and meticulous landscaping complete this exceptional home.Rarely does a true open water pool home in this coveted Southpoint location combine views, elevation, lot size, and boating access so seamlessly. Private resort style home ideal for entertaing. Updated and move-in ready. Call to view this beautiful home in person.

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$2,950,000
261
4bedrooms
3bathrooms
land 1,161

By Annonceur International

Nearby
30

Seaside house with terrace Sugarloaf Shores (United States)

Rare Private Sandy Beach - Oceanfront Estate with endless open ocean views, just 30 minutes to Key West! This is a once-in-a-lifetime opportunity to own over 5 acres of sprawling oceanfrontage on exclusive Sugarloaf Beach, with over 500 feet of pristine sandy shoreline. Zoned Sub Urban Residential, this rare estate offers unmatched potential--create a private luxury compound, a boutique resort rental, or VIP luxury retreat. One of the few properties in the Lower Keys where lucrative nightly rentals are allowed with Special Vacation Rental Permits, this remarkable estate provides exceptional flexibility with ample room to expand. This estate has two existing Single Family Residences - the main house has 4 bedrooms 4 bathrooms and the second house has 2 bedrooms, 2 bathrooms and 1 half bath. Currently set up as two luxury nightly vacation rental homes! New 430-foot dock with stainless steel pilings, stainless steel support beams and composite decking. The 5-foot draft welcomes larger boats! Arrange private charter pick ups at the dock for your guests. Enjoy world-class boating, fishing and diving on your doorstep. American Shoal Lighthouseis only 5 miles directly in front of this spectacular property. Located on highly desirable Lower Sugarloaf Key in the Lower Keys, only 30 minutes to Key West, this hidden sanctuary is an unmatched offering for a discerning buyer seeking privacy, scale, and fantastic re-development potential. Nothing comparable exists in the area! Sugarloaf Beach remains one of the most coveted and rare stretches of beachfront in the Florida Keys. Whether you envision a secluded tropical retreat, a boutique luxury rental, or a visionary new oceanfront compound, this property is incredible with amazing potential to redefine with your personal touch. Opportunities like this come once in a lifetime. Take your private tour today and unlock the full potential of this iconic oceanfront estate!

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$19,750,000
408
6bedrooms
7bathrooms
land 2.2ha

By Annonceur International

Nearby
25

Seaside contemporary house with terrace Sugarloaf Shores (United States)

Contemporary coastal living meets premier boating access in this elevated 2BD/2BA waterfront home on a 12,500 sq ft canal-front lot with 100 ft of waterfront and coveted SW exposure. Ideally positioned on one of the only flow-through, crystal-clear canals in desirable Sugarloaf Shores, offering exceptional access to both the ocean and backcountry.Light-filled interiors showcase impact windows and doors, wood-look porcelain flooring, and an open-concept chef's kitchen with porcelain countertops, custom cabinetry, stainless steel appliances, and an entertainer's bar. The spacious great room and dining area flow seamlessly to a covered, screened porch--perfect for alfresco dining, sunset views, and watching dolphins pass through to Sugarloaf Sound.A full wraparound composite deck with marine-grade stainless steel railings enhances outdoor living. The expansive, landscaped yard offers ample room for a pool and includes two RV hookups. A rare opportunity for boaters seeking clear water, prime location, and effortless Keys living.

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$1,249,000
98
2bedrooms
2bathrooms
land 1,161

By Annonceur International

Nearby
30

Seaside house with pool and terrace Sugarloaf Shores (United States)

Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound. Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT impact windows/doors, and Hardi board siding. Inside, enjoy a sunlit open-concept floor plan with soaring ceilings, a gourmet kitchen with quartz counters, premium stainless appliances, gas stove, a hidden butler's pantry, and a waterfront Bedroom wing, all oriented to frame the water from every room. Step outside and immerse yourself in resort-style living with a heated and chilled waterfront pool, soothing spa, hot tub, invigorating cold plunge, and a fire pit encircled by flickering tiki torches to gather with friends and family while sipping cocktails as the sun melts into the horizon. Lounge on the expansive covered porch while enjoying views of the peaceful nature preserve for incredible bird watching, and a setting that offers total privacy and serenity. Boaters will love the protected canal access with 2 boat lifts (8K & 12K lbs), just minutes from open water. Additional features include a 4-car garage with EV charger, covered RV Tiki with 50 amp service, whole-house 35kW generator (750-gal tank), whole house water softening system and Sonos throughout, including garage and outdoor zones. Whether you're seeking a private sanctuary, a trophy lot, or the ultimate Florida Keys lifestyle, Blue Sky Pointe delivers. This is the most premiere lot on Sugarloaf Key a once-in-a-lifetime opportunity.

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$5,200,000
247
4bedrooms
3bathrooms
land 0.3ha

By Annonceur International

Nearby
30

Seaside contemporary house with pool and terrace Sugarloaf Shores (United States)

Masterpiece of Modern Strength & Luxury Brand-New Concrete Waterfront Estate on Prestigious Sugarloaf Key!This extraordinary new construction stunner is engineered as a rare modern fortress-- built entirely of concrete, built to the most stringent hurricane-resistant codes, and designed for the discerning buyer who demands architectural excellence, security, and elevated coastal living. Set on prime open water with sweeping panoramic views, this property delivers the rare combination of minimalist modernism, structural integrity, and luxury resort-style design.The residence showcases a dramatic full flat rooftop deck spanning the entire top of the main home, offering uninterrupted 360 ocean sunrise and sunset views - private viewing platform unlike anything else in the Lower Keys. Inside, a breathtaking 19-ft double-volume open living area is wrapped in walls of glass, flooding the space with natural light. Sleek interior glass railings, porcelain floors, and refined finishes create a sophisticated aesthetic. Stunning chef's kitchen appointed with quartzite countertops, Monogram appliances, a bespoke bar, and a stone wine-display feature, all designed for high-end entertaining. The main residence features four luxurious private suites, each oriented to capture open-water views with direct access to generous covered terraces. A rare architectural highlight is the elevated above-flood concrete garage with soaring ceilings, loft storage space, dual cisterns, and luxury living quarters above, with kitchenette, washer/dryer, full bath, and a versatile flex room ideal for a bedroom, gym or office. A dedicated cabana bath opens directly to the pool. Outdoor living is elevated with a stunning pool and spa, outdoor shower, landscape lighting, and expansive covered entertaining and parking. A 230-ft dock is included in the sale. A statement of power, design, and luxury--brand new, turnkey, and crafted for the UHNW buyer seeking an exceptional coastal masterpiece!

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$10,499,000
454
6bedrooms
8bathrooms
land 1,226

By Annonceur International

Nearby
30

House with pool and garden Sugarloaf Shores (United States)

Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable saltwater swim. Outdoor lighting perfects this entire property along and under the dock and seawall as well. A new higher end fiberglass pool and spa made by Latham which are built with double thick fiberglass complete with heater and chiller is just waiting for you to enjoy after a day on the water or an evening of entertaining. The adjoining new tiki hut, complete with a NewAge summer kitchen, a dining area and ready for happy hours and fish tales. The bar and lounging area located across from the tiki hut provides a comfortable lounging area complete with a nice storage area. Pavers adorn all the open spaces surrounded by new exquisite, lush landscaping maintained by a 5-zone irrigation system. A new standing seam metal roof was installed in 2024. Oh and did I mention a real fire pit. This gorgeous home is all about being outdoors and enjoying the Florida Keys tropical ambiance. The main living area has an open kitchen concept with a center island (buyers choice), gas stove, new appliances, and dining table. Guest bedroom is on the main floor with a full bath and walk in shower. Upstairs has two master suites, one with a stand-alone tub and walk in shower and the other with a walk-in shower only. All the bedrooms have balconies overlooking this peaceful, delightful, property. All the furniture is brand new and comes included with the purchase. With the proximity to Key West, and all the excitement and nightlife and the world class fishing and diving out your back door, the world is your oyster in this Fabulous Florida Keys slice of paradise. Don't let this one get awa

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$3,399,000
162
4bedrooms
3bathrooms
land 0.1ha

By Annonceur International

Nearby
24

Seaside house with pool and garden Key West (United States)

Step inside your perfect Key West condo! This 2 bedroom and 2 full bathroom condo offers the best of Key West living! A split bedroom floor plan makes this ideal for guests or multi family living. The balcony offers peaceful views of the Salt Ponds and a great space to relax. The wonderfully maintained grounds offer a newly renovated swimming pool, a tennis court and BBQ area. Smathers Beach is just a short bike ride / walk away and the path offers a great spot for morning walks by the ocean. Your own private covered parking bay affords quick access to the elevator. Call for your private showing and make this your Key West home today!

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$539,000
72
2bedrooms
2bathrooms

By Ocean Sotheby's International Realty

Nearby
50

House with pool and garden Key West (United States)

Welcome to 1510 18th Street in the highly desirable Sunrise Shores neighborhood of Key West! This 3-bedroom, 2-bathroom home offers the perfect combination of island living, convenience, and outdoor lifestyle, just minutes from shopping, dining, beaches, the boat ramp, and all that Key West has to offer. Set on an oversized lot, this property provides ample off-street parking with plenty of space for boat storage, RV parking, or additional vehicles—a rare find in Key West. The private backyard oasis features lush tropical landscaping, a beautiful swimming pool, and a large outdoor entertaining deck, ideal for relaxing, hosting guests, or enjoying the Florida sunshine. Inside, the home offers a spacious primary suite with an en-suite bathroom, two additional generously sized bedrooms, and a large open kitchen that flows seamlessly into the dining area and den. The layout is perfect for full-time living, a vacation home, or an investment property. Located in a quiet, established neighborhood, this Key West home delivers outdoor living, parking flexibility, and prime location—don't miss this opportunity to own a piece of paradise.

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$1,195,000
159
3bedrooms
2bathrooms

By Ocean Sotheby's International Realty

Nearby
30

Contemporary house with pool and garden Key West (United States)

Designed for relaxed island living, this modern home blends privacy, comfort, and convenience in Midtown, just minutes from dining, beaches, and nightlife. Clean lines, tall ceilings, and an abundance of natural light define the open-concept living spaces, while retractable impact glass doors invite seamless indoor-outdoor living. The updated kitchen pairs style with function, featuring quartz countertops, a tile backsplash, premium stainless-steel appliances, and open sightlines to the dining and living areasperfect for entertaining. The living space extends outdoors to a backyard retreat with a pool, generous lounge areas, and room for both sun-soaked afternoons and relaxed evening gatherings. The covered pool bar and adjacent half bath add thoughtful convenience for hosting. The primary suite is elevated and positioned in its own wing, offering a calm retreat with en suite bath, walk-in closet, and access to a private deck overlooking the pool. Two additional bedrooms are equally well-appointed, providing comfortable accommodations for family or guests. Built with durability and ease of maintenance in mind, the concrete construction includes a metal roof, impact doors and windows, security system, and a private gated driveway with two keypad entry gatesideal for full-time residents or seasonal use. For buyers seeking investment potential, the property already offers a strong rental history, with January through March secured at $41,500 and returning tenants eager to continue year after year. Bright, airy, and thoughtfully designed, this home captures the essence of relaxed modern living in one of Key West's premier neighborhoods.

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$1,895,000
171
3bedrooms
2bathrooms
land 0.1ha

By Annonceur International

Nearby
30

House with pool and garden Key West (United States)

Architect-designed and purpose-built for modern island living, 1614 Washington Street delivers a rare combination of durability, intelligence, and refined restraint. This is a luxury home defined not by excess, but by performance, longevity, and thoughtful design. Constructed with solid masonry, impact-rated windows and doors, and positioned above flood elevation, the home offers a level of resilience and peace of mind increasingly sought in today's coastal market. Materials and systems were selected for low maintenance and long-term reliability, creating a residence that is as practical as it is elegant. The home reflects the work of award-winning local architect Matthew Stratton, whose projects have been featured in Architectural Digest and Coastal Living. It is designed with a philosophy centered on efficiency, foresight, and long-term coastal performance. Energy independence is integral to the design. A solar infrastructure paired with Tesla battery storage supports uninterrupted power, and a quieter, more secure lifestyle-an elevated approach to sustainability that enhances daily living rather than complicating it. The interior floor plan is owner-forward and highly livable. The primary suite is located on the main level, offering privacy and ease. At the same time, three additional en-suite guest bedrooms are intentionally arranged around a den/lounge space on the second level, ideal for extended stays or visiting guests. Finishes include porcelain tile flooring, quartz surfaces, custom cabinetry, and high ceilings that bring light and volume throughout. Outdoor living is private and well-defined. A two-tiered pool with a splash deck and water features anchors the backyard, surrounded by mature tropical landscaping that creates a true island retreat. At its core, 1614 Washington is not about excess; it's about intelligence. A fortress when needed, a retreat when desired, and a design-forward home whose value is revealed in daily living, not just on paper.

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$4,495,000
261
4bedrooms
9bathrooms

By Annonceur International

Nearby
30

House with pool and terrace Key West (United States)

Fully furnished and move-in ready, just four blocks from the Atlantic. This private corner-lot retreat features cathedral ceilings, French doors, a split floor plan with custom California Closets, and an updated kitchen with quartz counters and new Caf appliances. Outside: a wrap-around patio and heated/chilled pool with water feature. Plus a whole-house generator, remote-controlled blinds, and a new roof. Private parking, 2 outside storage units, plus outdoor shed with new freezer. Has operated as a successful vacation rental, this property offers excellent income potential. Must see to appreciate!

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$1,950,000
157
3bedrooms
3bathrooms
land 2,136.7ha

By Annonceur International

Nearby
30

House with pool and garden Key West (United States)

Refined Key West living in the coveted Casa Marina neighborhood, located in the Old Town Historic District. Built in 2004 and thoughtfully updated in 2021, this elegant residence blends timeless design with modern comfort--anchored by a showstopping Wedgewood Blue kitchen featuring Viking appliances and a wine cooler. Designed for both entertaining and everyday ease, the home offers a spacious living room plus a cozy den--ideal for formal gatherings or relaxed conversations. Step outside to your private tropical oasis with a heated pool and spa, surrounded by lush landscaping and inviting spaces for alfresco dining.The main level features a generous guest suite with cathedral ceilings, a walk-in closet, and an en-suite bath, with direct access to the pool and spa through glass doors. Upstairs, two additional en-suite bedrooms include a serene primary suite with a walk-in closet and a spa-inspired bath with soaking tub, large shower, dual vanities, and abundant storage. Glass doors open to a covered porch overlooking the pool. Another upstairs suite includes a balcony facing White Street--perfect for enjoying the neighborhood energy.The third floor provides a flexible bonus space with a half bath and ample storage--ideal as a fourth bedroom, office, media room, or creative studio.Additional features include a security system with remote-access cameras, Sonos throughout, and a Generac whole-house generator. Enjoy the rare convenience of off-street parking for a small car in Old Town. Walk to Higgs Beach, the White Street Pier, tennis courts, the dog park, Fausto's, and local favorites like Sandy's Cafe--this is Key West living at its finest. Low insurances Wind and Home $6900, Flood $2000. Call for your private viewing today!

… 
$2,799,000
228
4bedrooms
5bathrooms
land 357

By Annonceur International

Nearby
30

Seaside house with pool and terrace Cudjoe Key (United States)

Welcome to a refined waterfront pool home in the highly desirable Cudjoe Gardens neighborhood, where luxury meets laid-back island living. Located on a corner canal with 235' of waterfront this home is designed with life on the water in mind. Featuring two boat lifts, 15,000 lb and 12,000 lb, providing flexibility for multiple vessels along with a 2-car Garage for additional storage for all of your gear. Inside, the spacious 3 Bedroom, 3 Bath 3,056 sq. ft. home comfort and style blend with ease. The kitchen stands out with 6-burner Viking Range, Viking dishwasher, cabinet-front refrigerator, stainless appliances, pantry and generous space for entertaining, flowing seamlessly into the main living areas. Soaring ceilings fills the home, creating a bright and inviting atmosphere throughout. Upstairs a loft-style office and a dedicated theatre room offering a bar with beverage center provides the perfect setting for movie nights or game-day gatherings. The primary suite serves as a private retreat, complete with a lavish bath with bidet, separate shower and a relaxing jet tub, ideal for unwinding at the end of the day. Porches on both sides of the home overlook the canals and lead to a unique sandy point at the corner, offering a peaceful setting to take in water views and stunning sunset skies. After a day on the water relax by your waterfront heated salt pool or enjoy sipping cocktails on the screened lanai. Additional amenities include impact windows and doors, whole house generator and ice machine. Cudjoe Gardens is an upscale waterfront community known for its ground-level concrete homes thoughtfully built above the floodplain. The neighborhood is home to Cudjoe Gardens Marina, a convenient full-service stop for fuel, bait, and refreshments on your way to world-class fishing and diving. Residents also enjoy The Bent Prop, a beloved waterfront restaurant offering a true taste of the Keys lifestyle.

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$3,399,000
284
3bedrooms
3bathrooms
land 0.1ha

By Annonceur International

Nearby
12

House with garden and terrace Key West (United States)

Timeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades. 1211 Knowles Lane features a versatile 300 sq. ft. loft currently utilized as a third bedroom, office, and additional storage, perfect for flexible island living. Inviting front and side porches set the tone for relaxed Key West living, offering peaceful spaces to unwind and enjoy the tranquil neighborhood. Inside, you're welcomed by bright, spacious living areas highlighted by soaring ceilings and gorgeous flooring throughout the living and dining rooms. The thoughtfully updated kitchen boasts stainless steel appliances, custom cabinetry, and a generous pantry designed for both everyday living and entertaining.The bedrooms are comfortably sized, offering charm and privacy. Bathrooms have been tastefully renovated with contemporary fixtures while preserving the home's historic character. Step outside onto beautiful teak decking into your own private tropical oasis. The backyard retreat features an outdoor shower, hot tub, rooftop deck, and brick-paved driveways creating the ultimate indoor-outdoor island lifestyle. Located in a prime Old Town setting, you're just a leisurely walk or bike ride to Key West's beautiful beaches, renowned restaurants, and vibrant nightlife. *Bonus features: off street parking and located in the x-flood zone.

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$1,475,000
119
3bedrooms
3bathrooms
land 202

By Ocean Sotheby's International Realty

Nearby
30

House with pool and terrace Key West (United States)

Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a wall of stackable impact glass doors that seamlessly connect the indoors with the private outdoor oasis. Just beyond the doors, you'll find a custom heated pool with tranquil water fountains, surrounded by lush tropical landscaping that offers both beauty and privacy, all complemented by a brand-new travertine pool deck that enhances the space with both elegance and durability. Each bedroom features its own en suite bath and walk-in closet, offering comfort and convenience for you and your guests. Storage is abundant throughout the home--a rare find in Key West. For added peace of mind, the property is outfitted with full impact-rated windows and doors. The modern kitchen is equipped with sleek stainless steel appliances, perfect for entertaining or everyday living. The home features two-zone central AC (one unit per floor), and the third-floor primary suite offers a loft-like retreat with both central air and a mini-split system for personalized comfort. Currently operating as a successful vacation rental, this property offers excellent income potential. The home can be sold turnkey with furnishings included, giving buyers the option to move right in or start generating rental income immediately.

… 
$2,859,000
212
3bedrooms
3bathrooms
land 0ha

By Annonceur International

Nearby
30
3D visit

House with pool and terrace Key West (United States)

$50,000 price improvement - now $2,240,000. Extraordinary home in the historic district! Enjoy Key West living in the prized Old Town neighborhood with the perfect combination of all the top sought after attributes requested by buyers: walkable location, swimming pool, & private parking without compromise. Offered entirely furnished, the 3 bedroom and 3 bath home is absolutely move-in ready, prepared for your immediate occupancy. With over 1500 sq. ft. of interior living on 2 floors, a bedroom/office and a full bath are on the ground level, with a full master suite and an additional bedroom and bath on the second. Generous off street parking is superb for the historic district location, with room for all full size vehicles and perhaps even 2 cars. From the charming covered front porch, through the open main living area, and on to the pool and deck, the delightful home offers a seamless, integrated living space that is welcoming and ideal to gather and entertain. Expertly crafted renovations with modern design features are highlighted by historic details to remind you of living in Old Town. If lucrative vacation rental income potential is of interest, the home has been rented for over $19,000 mo. A complete package containing a survey, elevation certificate, insurance declaration pages, and other helpful documents available on request.

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$2,240,000
143
3bedrooms
3bathrooms
land 0ha

By Annonceur International

Nearby
30

House with pool and terrace Key West (United States)

Charming remodeled 1929 Old Town Key West home on iconic Margaret Street, offering privacy, new impact windows & doors, flooring and timeless island feel. Set back from the street, this three-bedroom, two-bath residence feels like a peaceful retreat while remaining close to Duval Street and the historic seaport. The outdoor living space features a beautiful pool and spa area surrounded by a spacious deck, perfect for relaxing and entertaining. A small separate pool house with a half bath adds convenience and flexibility (not included in square footage). A rare opportunity to enjoy classic Key West charm with exceptional outdoor living in a prime location.

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$1,169,500
94
3bedrooms
2bathrooms
land 0ha

By Annonceur International

Nearby
41

House with garden and terrace Key West (United States)

Located in the heart of Old Town Key West, 914 Windsor Lane is the quintessential Key West conch cottage that captures the island's timeless charm. Behind the classic white picket fence and vibrant turquoise front door awaits a thoughtfully updated 1-bedroom, 1-bath retreat blending historic character with modern comforts. Inside, vaulted cathedral ceilings, Dade County pine accents, quartz countertops, stainless steel appliances, and abundant natural light create an inviting island atmosphere. French doors open to a generous rear covered porch, perfect for outdoor dining and entertaining. The private tropical yard offers room for a pool and plenty of space to relax and enjoy the laid back Key West lifestyle. Additional highlights include a whole house generator, central A/C, metal roof, tankless water heater, private deeded parking area, and an unbeatable Old Town location just moments from dining, galleries, nightlife, and the best of island living.

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$1,100,000
55
1bedroom
1bathroom
land 202

By Ocean Sotheby's International Realty

Nearby
30

House with pool and garden Key West (United States)

X Flood Zone 13ft above sea-level! Gorgeous CONCH home in the ultimate Old Town location - only one block from Duval, in a neighborhood lined with historic homes! Live in the heart of Old Town where charming architecture, iconic streetscapes, and Key West's finest restaurants and shops are right outside your door. This beautifully restored 1889 Conch home has been completely renovated in 2022 to the studs, blending historic character with sophisticated modern upgrades. Currently configured as a single family home, open-concept living area, 10 ft ceilings and restored Dade County Pine throughout. The great room flows into the chef's kitchen featuring high-end Cafe appliances, gas range, and custom cast-in-place concrete countertops. A bespoke bar framed with antique doors creates the perfect spot to prepare a cocktail before stepping onto your private porch. Two inviting first-floor guest rooms share a luxurious bath with a deep 17'' soaking tub. The custom staircase leads to a serene primary suite offering a private balcony overlooking picturesque Simonton Street, a custom walk-in closet, and a spa-style en-suite bathroom with rain shower, jets, sprayer, and dual vanity. Step outside to your expansive tropical oasis featuring a new pool with waterfall, electric heater and chiller. Off-street parking accommodates 2-3 vehicles plus golf cart/UTV. The home boasts extensive upgrades including: new metal roof, impact windows and doors, beautiful Brazilian pecan floors, spray-foamed insulation, steel interior framing, new plumbing/electrical/HVAC systems, tankless gas water heater with instant-hot pump.The property maintains legal duplex zoning and can be easily returned to two units. A 3 bedroom 2 bathroom residence and a large, separately metered 1 bed 1 bath apartment. --with its own private side entrance, full kitchen, living room and bath. 3 electric meters, 2 water meters, located in the conditional transient receiver zone (buyer to verify uses with the City).

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$2,799,000
167
4bedrooms
3bathrooms
land 322

By Annonceur International

Nearby
30

House with pool and garden Key West (United States)

This super cute historic Old Town Key West 2,205 sq. ft. Conch-style home is perfectly positioned just steps from famous Duval Street and one block from the ocean, South Beach, and the Southernmost Point. If you're seeking the best location in Key West--walkable, vibrant, and effortless--this property is unmatched. The sun-filled first floor showcases timeless Dade County pine, cherry floors, and an open layout designed for easy island living. The spacious living and dining areas flow naturally into the chef's kitchen, complete with Silestone countertops, stainless-steel appliances and custom wood cabinetry. A cozy sitting room offers a quiet retreat, while a half bath with stackable washer/dryer adds convenience.Step outside to your private backyard oasis--lush landscaping, a covered pergola perfect for dining or lounging, and a sparkling pool create the ideal setting for relaxing or entertaining after a day exploring Old Town.The second floor offers two guest bedrooms with a shared full bath, plus a beautiful front balcony with peek-a-boo ocean views and the iconic Southernmost House--an ideal spot to unwind at sunset.The entire third floor is a luxurious primary suite, offering maximum privacy with reclaimed wood finishes, spray foam insulation, a spacious walk-in closet, and a spa-inspired bath featuring double Kohler body jets and a ceiling-mounted rain shower.Homes in this location--quiet, charming, and mere steps from Key West's best restaurants, galleries, beaches, and nightlife--are incredibly rare. This is the perfect retreat for buyers who want to enjoy the island on foot and live in the heart of everything.Come experience the best of Key West living. You will love this Old Town gem!

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$1,795,000
204
3bedrooms
3bathrooms
land 205

By Annonceur International

Nearby
30

House with pool and terrace Key West (United States)

Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today. Owner financing is available.

… 
$3,750,000
280
7bedrooms
7bathrooms
land 0.1ha

By Annonceur International

Nearby
30

House with pool and terrace Key West (United States)

Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today. Owner financing is available.

… 
$3,750,000
280
7bedrooms
7bathrooms
land 0.1ha

By Annonceur International

Nearby
30

House with pool and terrace Key West (United States)

The ultimate lock-and-leave Key West retreat awaits in the heart of Old Town! Perfect for those seeking a low-maintenance getaway this residence offers effortless luxury living and the convenience of a fly-in, fly-out lifestyle.Located on exclusive Admirals Lane within the award-winning TRUMAN ANNEX. The home features soaring 10-foot ceilings on all three levels, a bright open floor plan, and a stunning modern kitchen with quartz countertops and stainless-steel appliances.With 4 bedrooms and 3.5 bathrooms, the layout provides flexibility and comfort for family and guests. The first floor offers spacious living and dining areas that open through impact French doors to a private tiled patio surrounded by tropical landscaping--ideal for entertaining. The second floor includes a spacious primary suite with ensuite bathroom and a guest room with a separate bathroom. The stacked washer and dryer is located on the 2nd level. The third floor provides a private guest area with two bedrooms and a shared bath, each featuring tall ceilings and two queen beds per room.Impact windows and doors throughout, assigned covered parking, and access to the Truman Annex community pool add to the ease of ownership. Just steps from Duval Street, fine dining, and the waterfront, this home delivers the best of Key West living--lock it, leave it, and love it.

… 
$2,975,000
231
4bedrooms
4bathrooms
land 147

By Annonceur International

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