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.
This is a SHORT SALE and is subject to lender approval. 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!
Welcome First-Time Home Buyers! This is your chance to own an affordable starter home just 15 minutes from Key West! This brand-new 2 bedroom, 2 bathroom home is thoughtfully designed for comfort, simplicity, and peace of mind. Built to the newest Florida building codes, this home qualifies for the lowest possible insurance rates, offering significant monthly savings—a major advantage for both first-time buyers and savvy homeowners. With everything brand new—roof, windows, appliances, electrical, plumbing, HVAC—you can move in worry-free and enjoy modern, efficient living from day one. Whether you're starting your journey into home ownership or looking for a smart, low-maintenance investment, this quaint and high-quality home is the one you've been waiting for. Don't miss this opportunity—homes like this don't last long! Contact listing agent for more details. Construction to begin Summer/Fall of 2025. Completion date November/December 2025. Seller is Florida Licensed RE agent.
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.
REDUCE!D!!! This beautiful two bedroom, 2.5 bath Harbour Place condominium is located on the highly desirable first level with one of the largest decks in the complex. There is 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 and enjoy a rear private deck. Most of the appliances and the AC have been replaced recently! The breathtaking waterfront heated pool 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. Very easy to show - being sold turn key with future vacation rental bookings!
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 !
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. Easy to show!
Take a look at this picture perfect townhouse located in the prestigious Truman Annex . Nice end unit located just off Southard St is in excellent condition with many renovations throughout the house. Kitchen has been nicely updated with stainless steel appliances, custom cabinetry and granite countertops. Bamboo flooring throughout the first level leads to a cozy back brick patio and the convenient entrance to Southard St. Both bedrooms upstairs have bathrooms that are ensuite. There are porches (one covered) upstairs and downstairs front and back. Hard to beat this location with Truman Waterfront down one end of the street and Duval St and all it offers just two blocks away. Call for your private showing and make this your own 'Piece of Paradise'!!
Located in a gated community 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, for 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 Opportunity SELLER CREDIT NOW OFFERED WITH QUALIFIED OFFER FOR NEW DOORS AND WINDOWS Step 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, décor, 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 (if any) 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.
This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana. The home had the roof replaced in 2014 and has storm shutters. There are terrazzo floors. The extra large lot has sour orange, Spanish lime and banana trees, off street parking and plenty of room for a pool.
Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for guests or a home office. The layout offers privacy and flexibility, with main-level guest rooms and an upstairs suite featuring cathedral ceilings, a spa-like bath and a spacious closet. The open-concept design is made for entertaining, with a sleek chef's kitchen featuring custom cabinetry, double ovens, an induction range and a walk-in pantry. Two laundry rooms and a second kitchen area upstairs add extra convenience and flexibility. Slide open the expansive glass doors and step into your own private resort. The living space transitions effortlessly to the outdoors, where you'll find tropical landscaping, multiple lounge areas, a covered porch for dining or relaxing and a heated lap pool with a stunning 28-foot custom waterfall. There's also an outdoor shower and a dedicated poolside half bath. Additional upgrades include new electrical and plumbing systems, three new central AC units, an irrigation system and a full furnishings package. The home also includes garage and driveway parking. Modern, stylish, and centrally located—this is Key West living at its finest.
Spacious 4-Bedroom, 3-Bath Home on Expansive Lot with Fruit Trees! Welcome to this beautifully maintained 4-bedroom, 3-bathroom home nestled on a generous 9,375 sq ft fully fenced lot. Perfect for families and entertainers alike, this property offers the ideal blend of space, comfort, and outdoor living. Inside, you'll find a thoughtfully designed layout with ample natural light, spacious bedrooms. Step outside to your private oasis, complete with mature fruit trees and plenty of room for gardening, entertaining, or future additions. Whether you're dreaming of a backyard retreat, a play space for kids and pets, or simply enjoying your own slice of nature, this home has it all.
This bright and well-maintained condo offers the perfect blend of comfort and convenience in one of Key West's most desirable neighborhoods. Just a straight shot down the road to White Street Pier, you're also minutes from both Higgs Beach and Smathers Beach for swimming, sunbathing, and seaside strolls. Head the other direction and you'll reach Bayview Park, with tennis courts, green space, and a community center. Inside, the condo features two comfortable bedrooms, a full bathroom, and the convenience of an in-unit washer and dryer. The living area is efficiently laid out, with natural light and a relaxed flow that makes the space feel open and inviting--ideal for year-round living or as a low-maintenance vacation home. The monthly condo fee for this unit is $355.60 and includes windstorm and liability insurance. *Seller is a licensed Florida realtor. Tenant in place until July 31, 2025.
Charming 1-bedroom, 1-bathroom condo offering 454 square feet of living space. The condo boasts an open floor plan with hurricanes rated windows, one assigned parking spot and also located in the X Flood Zone. The monthly condo fee for this unit is $238.96 and includes windstorm and liability insurance. The property is just few a few blocks from vibrant Duval Street, known for entertainment and dining options and additionally, it's within walking distance to the dog park, beaches, wildlife center, art galleries and much more! Tenant in place until July 31, 2026. *Seller is a Licensed Florida realtor.
Renovated and Elevated Key West Townhome - Move-in Ready at Exceptional Value. Discover this beautifully updated and elevated 2 bedroom, 2 bath townhome, conveniently located near schools, shopping, dining and all the attractions that make Key West such a vibrant place to live. With off-street parking for 2/3 vehicles and no detail overlooked, this home is offers a excellent combination of comfort, style and security. Enjoy hurricane-rated impact windows, new metal roof, marble powder finished walls & stunning Brazilian Cherrywood floors throughout. First Floor features Beautifully upgraded Kitchen, with granite countertops, tile backsplash, custom cabinets and a stainless steel appliance package, large spacious living room with built-in entertainment center and opens out to a covered porch where you can relax and unwind and enjoy the Florida Keys balmy breezes. Both Bedrooms located on the Second Floor with stunning renovated baths and a steam shower in Primary Suite. Spacious attic offers the potential to add a third bedroom, home office or playroom - great for growing families or your out of town guests. Low Annual HOA fee of $1500 and the elevated structure and impact windows will keep the insurance costs affordable. Property is a must-see and offers unbeatable value and an easy Island Lifestyle.
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Key West is located in Florida. Key West, Florida 33040has a population of 26,776. Key West 33040 is more family-centric than the surrounding county with 24.54% 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 33040 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 33040 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.
