This is the one you’ve been waiting for! Unlike any other 2BD offering in Casa Caselles, this oceanfront gem has been upgraded. This 3-story concrete home offers 2BD/3BA, 4 private balconies, soaring ceilings, and direct Atlantic views. Luxury features include impact windows/doors, custom stainless railings, LED lighting, surround sound, and a chef’s kitchen with granite counters and wine cooler. Spa-style baths, outdoor bar, hot tub, and lush backyard add to the appeal. Enjoy a peaceful, gated, owner-occupied community with a resort-style pool and access to nature preserves. No rentals allowed. Truly move-in ready and the best value in Casa Caselles! One owner is a licensed FL Realtor, not the listing agent.
Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town hot spots including world famous Duval St.. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.
Modern Coastal Living Near Key West Beaches - Renovated 2BD/2BA, Impact Windows, Private Outdoor Oasis & Off-Street ParkingBeautifully renovated single-story 2BD/2BA home in Midtown Key West, just minutes to the beach and Edward B. Knight Pier. Features include an open-concept living area, updated kitchen with stainless appliances, beverage bar, and mobile island. The primary suite offers two walk-in closets, convenient Washer & Dryer, and a spa-style bathroom. Guest bedroom includes bay window with built-in seating.Upgrades include impact windows/doors, water-resistant insulation, purple mold-resistant drywall, and a newer energy-efficient A/C. Enjoy a private outdoor oasis with a pergola-covered lanai, hot tub, workshop, storage, and garden beds. Fully fenced yard plus rare off-street parking. Walking distance to beaches, parks, restaurants, schools, and bike paths. Move-in ready coastal living in a prime location.
Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in 1847, stands as a cherished Key West icon. With 4 or 5 bedrooms, 3 baths, plus an office space (or 5th bedroom), its versatile floor plan offers endless possibilities. Enjoy the outdoors with four inviting porches (two on each side), warm wood pine walls, and heart pine floors throughout, this residence has earned 2 stars through the years from the Historical Florida Keys foundation. A wonderful great room or downstairs primary suite effortlessly spills onto a side yard deck & jacuzzi. Access to the second floor is via an outdoor staircase and the third floor hosts a generous bedroom and bath suite or could also serve as two bedrooms. This historically significant home is a true Key West landmark. Just 3 blocks from Duval St. & the waterfront, its quiet neighborhood is walkable to all the shops, galleries & fine restaurants.
Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for immediate rental income, with dedicated laundry access and assigned parking included. Coconut Mallory offers two pools, a jacuzzi, lush tropical grounds, a private marina with boat access, and a laid-back Key West vibe guests love. Stroll to Smathers Beach or hop on your bike to Duval Street -- the location is ideal for visitors wanting both peace and quick access to Old Town, the airport, and island attractions. HOA fee covers electric, water, sewer, garbage, Wi-Fi, cable, exterior insurance, and common area care. A rare chance to own two transient-licensed rentals in one of Key West's hidden gems.
Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #411 & #412), these charming 1BR/1BA cottages are conveniently located near the pool and feature private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each unit is turnkey and ready for immediate rental income, with dedicated laundry access and assigned parking included. Coconut Mallory offers two pools, a jacuzzi, lush tropical grounds, a private marina with boat access, and a laid-back Key West vibe guests appreciate. The resort's location provides easy access to Smathers Beach, Duval Street, Old Town, the airport, and local attractions. HOA fee covers electric, water, sewer, garbage, Wi-Fi, cable, exterior insurance, and common area care. A rare chance to own two transient-licensed rentals in one of Key West's hidden gems.
Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street.The main residence is a masterpiece of contemporary island design. Step inside to an airy lounge defined by soaring 18-foot cathedral ceilings and a chic wet bar featuring granite finishes and a premium beverage center--perfect for entertaining. The open-concept floor plan dissolves the lines between indoors and out, leading you through expansive glass sliders to a tropical sanctuary. Designed by renowned landscape architect Craig Reynolds, the private courtyard features a heated pool with a tranquil water feature, lush native flora, and ambient lighting.Accommodations in the main house are nothing short of spectacular. The first-floor primary suite serves as a spa-like retreat with marble finishes and a steam shower. Upstairs, a second primary suite offers a private covered porch with an outdoor shower, while a cozy guest room invites relaxation with a deep soaking tub.The value of this compound is unmatched, with the two Whitehead Street cottages (1BD/1BA each) providing immediate rental income or flexible guest housing. Zoned Historic Residential Office (HRO) with an ADA-compliant entrance, the property offers versatile live-work possibilities. Complete with 3+ off-street parking spaces and located steps from Duval Street and Fort Zachary Taylor, Zen Villa is your ultimate key to paradise.
Charming Key West Cottage with Pool, Rooftop Deck & Prime Old Town Location.Discover the ultimate island lifestyle in this lovely Key West cottage located in the vibrant heart of Old Town. Perfectly sized for effortless living, this beautifully maintained home offers all the charm, comfort, and convenience you could dream of--without the hassle of high-maintenance upkeep.From the moment you arrive, the home's crisp, timeless white picket fence makes a memorable first impression-- clean lines, classic charm, and unmistakable curb appeal that captures the spirit of Old Town Key West.Step inside to find two bedrooms positioned at opposite ends for ideal separation and privacy. The living room welcomes relaxation, while the well-equipped kitchen is ideal for both casual meals and gourmet creations. Just outside, your own private sun-drenched patio and a 6ftx15ft pool await--the pool strikes the perfect balance for a swim, refreshing soak or poolside gatherings.Need a quiet moment? Head up to the captain's rooftop walk, where you can bask in the sun, stargaze at night, or simply unwind with a book and take in the tropical breezes.Located just blocks from iconic Duval Street, you're a short stroll from world-class restaurants, live music, boutique shops, open-air cafes, and the lively Key West waterfront. Whether you're savoring fresh seafood, indulging in Key Lime pie, or exploring vibrant local art galleries, it's all just steps from your front door.And when it's time to travel, this low-maintenance getaway makes it easy--lock up and go with minimal prep required.Don't miss your chance to own a unique coastal retreat in Old Town Key West--this is more than a home; it's a gateway to island lifestyle.Property Site Link:https://keywestrealestatephoto.hd.pics/1116-Eaton-St/idx
This is a POTENTIAL SHORT SALE and is subject to lender approval. BRING ALL OFFERS!!Opportunity for you to have an island of Key West lifestyle! Whether a primary home or investment, this condo should be on your list -- great location, multi-level living, and covered deeded parking. Located near the center of the island conveniently located close to shopping plazas, movie theater, schools and dining as well as being just a few minutes from the heart of Old Town Key West. With two bedrooms and two bath, plus a central area half bath, and private patio, this home is an attractive option for any Buyer wanting Key West island living. The condo complex has a large pool for residents' use and the monthly condo fee includes exterior building insurance and maintenance. It is a great day to be in Key West each and every day!
Unmatched Old Town Opportunity!Location, Location, Location! This is your chance to own one of the most coveted properties in Old Town Key West--a truly unique home and lot that must be seen to be fully appreciated. Tucked away and completely hidden from view, this remarkably private property is the only single-family home currently on the market with direct pedestrian access to Duval Street via a charming walking lane.Step behind the gate and be transported into your own secluded tropical oasis. With a generous 4,200 sq ft lot, there's ample room to add a pool or expand, creating your ideal island retreat. Zoned as a non-contributing structure with HARC (buyer to verify), the home offers incredible potential as a restoration or redevelopment project.Permitted for Transient License Receivership HRCC1 (buyer to verify), this is a rare find in a premier location. First time ever offered for sale--don't miss this exceptional opportunity!
Best Price @ KWGC!. Convenient POOLSIDE townhome is available for immediate occupancy. This home features 2 bedrooms and 1.5 baths. Open floor plan opens to the rear porch and yard. Upstairs there are two bedrooms, each with their own private covered porch. The Key West Golf Club offers 2 community pools and a fitness center. Owner is a Florida Realtor.Impact windows and doors are being installed.
Welcome to 413 Emma Street, Unit A - a rare opportunity to own a piece of Key West history in the prestigious Truman Annex. This elegant two-story, 2-bedroom, 2.5-bath villa is located in the exclusive Mills Place Condominiums, a unique enclave of just 20 residences, thoughtfully designed within charming bungalows and the original 1844 hospital by architect Robert Mills. This beautifully maintained home offers the perfect blend of historic character and modern comfort. The open-concept living and dining area features a cozy office nook and flows seamlessly to a covered porch--ideal for enjoying morning coffee, al fresco lunches, or evening cocktails in the tropical breeze. Upstairs, you'll find two spacious bedrooms, each with its own ensuite bath, while a convenient powder room and a fully equipped kitchen complete the main level. Bright, airy interiors and timeless architectural details capture the essence of relaxed island living. Step outside to your private garden oasis--perfect for entertaining, grilling, or simply unwinding amidst lush, tropical landscaping. Take a dip in your own private pool, or soak in sunset views over Truman Waterfront Park and the harbor from your balcony. This villa offers both privacy and convenience in one of Old Town's most desirable neighborhoods.Just a short stroll or bike ride brings you to Duval Street's dining and nightlife, boutique shopping, and Fort Zachary Taylor Beach. Whether you're searching for a primary residence, a vacation escape, or a high-value investment, this Mills Place villa is an exceptional find in the heart of Key West.
Discover the epitome of island living in this fully renovated 3-bedroom, 3-bathroom home, ideally located in Midtown--the vibrant center of Key West. This stylish residence blends timeless charm with sleek, modern design, offering comfort, efficiency, and stunning outdoor amenities.Step inside to an open floor plan enhanced by impact doors and windows, a new metal roof, and abundant natural light. The heart of the home is the gourmet kitchen, featuring classic cabinetry, gleaming quartz countertops, and brand-new stainless-steel appliances--perfect for entertaining or everyday ease.A separate laundry room, tankless water heater, and thoughtful upgrades throughout ensure year-round convenience and comfort.Outside, a sprawling paver driveway and carport lead you to a lushly landscaped backyard oasis, complete with a new heated pool and hot tub (2022). Whether you're relaxing beneath the palms or hosting a sunset gathering, this space is built for the best of island living.Don't miss your chance to own a beautifully modern retreat in one of Key West's most desirable locations.
SOLD TURN KEY! This beautiful two bedroom, 2.5 bath Harbour Place condominium is located on the desirable first level with one of the largest decks which includes plenty of room for entertaining, relaxing and watching the sunsets and boats coming in out of the Key West harbor. There are gorgeous views of the open water from the living and dining rooms as well as the kitchen. The spacious bedrooms both have ensuite bathrooms enjoy a rear private deck.Most of the appliances and the AC have been replaced recently!The breathtaking waterfront heated pool and complex is just steps away. This wonderful property is located in the award-winning Truman Annex, close to Mallory Square, Fort Zachary Taylor state park and beach, and the world famous Duval Street. Includes one covered parking space #99. as well as guest parking.
This beautifully updated Foundry townhome in the exclusive gated Truman Annex community is a dream come true! The floor to ceiling windows and doors at the entry allow sunshine to filter into the main floor living space creating a bright and airy space. The main floor has 11 foot ceilings and double French doors that open to the private front courtyard and porch. The open floor plan allows for an easy flow from living space to dining room to kitchen. The stainless steel appliances include a microwave and dishwasher that were installed new in 2024 and barely used. The half bath is located on the first floor for convenience. Make your way up the stairs to the primary suite, located on the second floor, with an en suite bath and walk in shower. Enjoy morning coffee on your private balcony. The washer and dryer are located on this floor and were installed new in 2024. The floor to ceiling French doors and windows allows light to encompass the space. The guest suite is located on the third floor with an en suite bath and shower tub combo. The wall to wall windows allow natural light to flood the room. This home has a designated off street parking spot for 1 vehicle located just out front of the private courtyard. The Foundry swimming pool is a short walk away. This townhome is just down the block from Truman's Little White House, and is an easy walk or bicycle ride to Ft. Zachary Taylor Park, The Coffee Butler Amphitheater and the Truman Waterfront, as well as the world famous Mallory Square and Duval St. Home has been mostly owner occupied but is turnkey for a luxury vacation rental.
A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom villa--each with its own private pool.Zoned with two transient licenses and off-street parking for 4+ vehicles, this exceptional property offers unmatched flexibility for luxury rentals or private use.The grand mansion was reimagined in July 2022 by a local designer, featuring fresh paint, stylish new furnishings, and 12-foot soaring ceilings. The main level includes two guest rooms with baths, formal living and dining rooms, a parlor, and a well-appointed kitchen that opens to the pool deck and outdoor dining area.Upstairs, four en suite bedrooms include two primary suites with private balconies--one overlooking Simonton Street, the other with views of the pool. A spacious third-floor suite, accessed via an interior or exterior staircase, offers a private living room, wet bar, and yet another balcony retreat.The villa, renovated to the studs in 2014, offers a clean, contemporary design with 4 bedrooms, 4 baths, full kitchen, living area, private pool, and outdoor bar--perfect for entertaining.Whether you choose to rent the estate in its entirety or as two separate homes, The Watson House is a rare asset in Key West's luxury rental market--highly sought-after and consistently booked well in advance.
Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three-story corner lot island oasis. The first floor of this expansive attached home welcomes you with soaring vaulted ceilings, an open floor plan drenched in natural light, and seamless indoor-outdoor living. Throw open the French doors and lounge on your poolside veranda, or take a dip in the perfect pool that invites you to unwind, entertain, and soak in the sunshine.Inside, the custom-designed kitchen is a chef's dream: smart technology appliances, touch-operated faucets, dual ovens (one with an air fryer), a warming drawer, soft-close drawers, built-in wine rack, liquor dispenser, trash compactor with recycling system, and even an ice machine--all wrapped in a layout designed for convenience and elegance. The living room exudes charm with stunning glass doors salvaged from the historic Casa Marina Resort, flooding the space with warm Key West light. Belt-driven ceiling fans and a hand-crafted octopus sink in the half bath add an artistic, whimsical touch that sets this home apart.Upstairs, the second floor features two spacious bedrooms with private bathrooms, ample storage, and a breezy balcony that overlooks the sparkling pool and sun deck below. Travel via stairs or your private elevator. The third floor houses an ideal office ,bed room, artist's studio, complete with a half bath, and access to the spectacular Widow's Walk--where panoramic rooftop views showcase the very best of Key West's tropical beauty.With three bedrooms, 3 full bathrooms, (2 inside and 1 outside) 2 half bathrooms, off-street parking, and no renovation needed, and even all the furniture conveys this home is truly turn-key. Stylishly curated with comfort and character in mind, it's the dream escape you've been waiting for. Paradise found--schedule your private showing today!
Incredible chance to own a premier slip in the private/gated Sunset Marina. Located at the end of the Sailfish pier, this 50' by 20' slip allows stress free docking and direct open water access for a wide range of boats. The slip is equipped with its own metered water, electric, and a lockable dock box to store items. HOA fees cover access to parking, the heated pool, spa, and clubhouse. In the marina is a fuel dock and a convenience store for all your boating essentials. Located conveniently for quick access to the Gulf and the Atlantic with a short ride. No liveaboards permitted.
Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great location in Bahama Village steps from the Truman Waterfront, Ft. Zach beach, restaurants, galleries, shops and more!
Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and dining area filled with natural light, a modern kitchen , and two generously sized bedrooms with ample closet space. The primary suite features a private en-suite bathroom, while the second bedroom is ideal for guests or a home office. Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. This condo also offers amenities such as assigned parking, in-unit laundry, and access to a community pool, tennis courts and clubhouse. Perfect as a primary residence, weekend retreat, or investment property--this is beachside living made easy! Call for your private tour today !
LIVE IN PARADISE AFFORDABLE LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. It's a TRUE KEY WEST LIFESTYLE... CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. Absolutely adorable. This community has no public pool. City charges 4% or 5% transfer fee for the Lease transfer, plus 1st, last & Security. Closings are with Closing Agent Oropeza, Stones & Cardenas
Courtesy: Berkshire Hathaway Florida Realty
561-742-4700
LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. It's a TRUE KEY WEST LIFESTYLE... CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. Absolutely adorable. This community has no public pool.
BEST PRICE and LOCATION for a three bedroom home in the Sanctuary at the Key West Golf Club!New impact windows and doors!This charming single family home is ready for immediate occupancy. Featuring 3 bedrooms, 2.5 baths and gorgeous first floor open floor plan.Enjoy the large rear covered deck over looking the private pool and fully fenced in yard. Upstairs is the primary bedroom ensuite, two guest bedrooms and another full bath. All bedrooms feature vaulted ceilings and covered porches. Off-street parking for 2 vehicles in your own carport. Very easy to show! Owner is a Florida REALTOR.
Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and vacationers alike. Situated nearby the iconic Duval Street and the tranquil expanse of Fort Zachary Taylor State Park, this home epitomizes the quintessential Key West lifestyle. Upon entering, you're greeted by an inviting main living area, adorned with French doors that effortlessly blur the lines between indoor and outdoor living. A sun-drenched sunroom, encased in glass doors, is the perfect setting for relaxation or entertainment year-round. Additional living spaces abound, including a bright and airy sitting room. The main floor is thoughtfully appointed with a convenient full bathroom, ensuring comfort and convenience for guests. The 2nd level offers 4 bedrooms and 3 full baths and the ensuite 3rd floor is great for guest. 202 Admirals Lane presents a lucrative investment opportunity as a successful vacation rental. Rare for Key West, this home features a coveted 2-car garage, providing secure parking and storage, a coveted amenity for sure. Offered turnkey, the residence comes complete with all furnishings and future reservations, promising a seamless transition for discerning buyers or investors seeking the ultimate Key West retreat.
Welcome to 60 Golf Club Drive, Key West, FL - A Fully Furnished Tropical Retreat with Private Pool and Turnkey Rental OpportunityStep into island living at its finest in this beautifully appointed 3-bedroom, 2.5-bath home with well appointed den / office (could function as 4th bedroom) located in the sought-after Key West Golf Club community. This charming residence offers the perfect blend of comfort, style, and convenience, and is being sold fully furnished, including all furniture, decor, and household essentials--just bring your flip-flops.Enjoy your own private pool surrounded by lush tropical landscaping, creating a serene outdoor oasis perfect for lounging, entertaining, or a refreshing dip after a day in the sun.Whether you're seeking a vacation getaway or a lucrative investment, this home delivers. All future bookings will convey with the sale, offering immediate income potential and a seamless transition into ownership.Located in a gated community with 24-hour security, two resort-style pools, a fitness center, and close proximity to world-class dining, beaches, and downtown Key West, this property truly has it all.Don't miss your chance to own a turnkey slice of paradise in the Florida Keys.
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Key West is located in Florida. Key West, Florida has a population of 26,776. Key West is more family-centric than the surrounding county with 23.73% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Key West, Florida is $75,638. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Key West is 44.2 years.
The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.6 degrees. The average rainfall is approximately 43.8 inches per year, with 0 inches of snow per year.
