Welcome To The Little School House on Eliza! Step into a blend of history and elegance at 1320 Eliza Street -- a beautifully restored, spacious home with roots that reach deep into Key West's storied past. Once a historic schoolhouse, this unique property was thoughtfully transformed into a warm, inviting residence that honors its architectural legacy while embracing modern comfort.Soaring ceilings, hardwood floors, and an abundance of natural light highlight the home's character, while expansive living spaces and a carefully updated layout provide room to relax, entertain, and create memories. With four bedrooms spread out throughout the property, this home is a perfect family retreat. The first floor features a very large Primary Bedroom with ensuite and a private porch, and also features a guest bedroom with ensuite with a private deck as well. The second floor features an additional guest bedroom that can easily be an office with a lot of storage. A fourth bedroom is located in the detached guest cottage, complete with a half bathroom and outdoor shower (making it a full Key West Bathroom). Overall, a fantastic layout! The private and completely fenced in backyard is perfect for entertaining with covered porches, outdoor seating and an in-ground custom spade-shaped pool with waterfall and a brand new pool heater. Lush tropical landscaping with irrigation and outdoor garden lighting makes this home truly special. This property also received a brand new roof in 2023. Schedule a showing today!
Tropical Retreat in Key West - Renovated 5BR/3BA with Pool, Guest Cottage, & Income PotentialWelcome to your slice of paradise! This beautifully renovated 5-bedroom, 3-bathroom home in sunny Key West is the perfect blend of island charm and modern luxury. Whether you're searching for a private getaway or a high-performing investment, this property offers it all.The main home features a spacious, light-filled layout with contemporary finishes and coastal-inspired decor throughout. With five bedrooms and three full bathrooms, there's plenty of room for family and guests to relax in comfort. The home is sold fully furnished, making it 100% turnkey from day one.Step outside into your own private oasis, complete with a sparkling pool and lush tropical landscaping -- perfect for lounging, entertaining, or soaking up the island sun. Just beyond the pool, a detached guest cottage offers additional space for visitors or extra rental income.Ideally located near a public boat ramp, this property provides easy access to world-class boating, fishing, and island-hopping adventures.Currently enrolled in a successful vacation rental program, this home is a proven income-producing asset with excellent potential for continued returns.Property Highlights:-5 Bedrooms / 3 Bathrooms-Renovated Interior - Sold Fully Furnished-Private Pool & Outdoor Living Area-Detached Guest Cottage-Close to Boat Ramp for Easy Water Access-Active Vacation Rental with Strong Income HistoryDon't miss this rare opportunity to own a fully turnkey investment property in one of Key West's most desirable neighborhoods. Schedule your private showing today!
Wake up and smell the coffee! You should have bought ten years ago? You are going to say that again ten years from now! This is the house to buy because it has everything you want. Three bedroom two bathroom upstairs and ample useable space downstairs, plus a two car garage, plus off street parking, plus a huge privacy wall, plus a large pool, plus a pool house bar with a full kitchen in it! This is a very well built solid all concrete home that will continue to stand the tests of time and storms. It is located in an excellent neighborhood with a dog park just down the street. Stop saying you should have and say you are now. Call for a showing. More photos to come.
Key West Corner Property! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.
KEY WEST DUPLEX! CORNER LOT! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.
Set against the backdrop of one of Key West's most prestigious streets, this extraordinary estate is a masterpiece of luxury and refinement, offering an unmatched blend of Palm Beach elegance and Key West historical charm. Moments away from waterfront dining, beaches and tennis and pickleball courts, 1101 Casa Marina Court is a home like no other. With a deeply rooted rich history, this rare property spans half a city block, commanding attention with its vast landscaped grounds,sweeping open spaces, and a stunning pool surrounded by an elaborate courtyard with a meditation garden--ideal for grand entertaining or peaceful relaxation.This estate built was by A. Maitland Adams in the early 1930's, who was said to be a partner of Charles Thomas, Ernest Hemingway's fishing companion.If the walls could talk at this iconic residence, it would tell you that this is the very home where renowned author Philip Caputo penned ''Indian Country'' and where Gregory Peck and Harry Truman played cards in the dining room. The home features five bedrooms and four and a half bathrooms, including a second-story guest apartment that offers privacy and versatility. Recent updates to the home include travertine marble floors, new roof (2025), high-impact windows and doors, a chef's kitchen, and a welcoming fireplace. Located in the coveted and exclusive Casa Marina neighborhood, this home radiates a sense of timeless elegance and modern luxury. Set on nearly half an acre, this corner estate is the finest of its kind in Key West, offering a lifestyle that is nothing short of spectacular.With every detail thoughtfully curated, this property is a rare opportunity to own a piece of island history, sophistication, and unparalleled beauty.
This rare eight-foot stilted 2BR/2BA home near the beach could be your very own piece of paradise. The fully fenced private back yard and a full-sized pool make this property seem like a private resort. You will also appreciate the off-street parking space, storage area under the house and whole house generator. It's a great location for nice walks down the block to Higgs Beach, White Street Pier and the Dog Park.
Experience Luxury Living by the Sea.Welcome to your dream coastal retreat--this exquisite 2-bedroom, 2-bathroom luxury condominium offers stunning ocean views from the living area, both bedrooms, and your private balcony. Wake up to the sound of waves and bask in natural light that fills every corner of this beautifully upgraded home and end your day with nightly sunset views.Step inside to find lofty ceilings with upgraded flooring throughout, adding a touch of warmth and modern elegance. The thoughtfully renovated bathrooms feature premium finishes and spa-like touches, perfect for relaxing after a day by the water. Custom built-ins enhance both style and functionality, offering sleek storage solutions and refined detail throughout the home.Located in one of the most beautiful communities in Key West, residents enjoy exclusive access to world-class amenities, including: -Tennis Courts -A beautifully appointed clubhouse, fitness center, and community center -Serene courtyard gardens, BBQ's, and a scenic picnic area -A private sandy beach directly on the Atlantic -An Olympic-style swimming pool perfect for laps or lounging with an adjacent heated spa, changing room with sauna, tooThis is more than a home--it's your personal paradise. Experience coastal luxury at its finest. Call for your private showing today.
Situated in the heart of the Historic Seaport area, 530 Grinnell St is a charming property that perfectly encapsulates the island's unique character and vibrant lifestyle. This beautifully maintained home features a blend of classic architecture and modern amenities, making it an ideal retreat for both residents and vacationers alike. As you enter, you're greeted by an inviting open floor plan that flows seamlessly throughout the living and dining areas, bathed in natural light from large windows. The updated kitchen is a chef's dream, complete with stainless steel appliances, ample counter space, and stylish cabinetry. The outdoor dining table and social area encourage you to enjoy the tropical island weather, perfect for relaxing or entertaining guests. Located just a short walk from the seaport, local dining, and the vibrant nightlife that Key West is known for, 530 Grinnell St presents an exceptional opportunity to experience island living at its finest. The entire home was restored in 2010 and has been meticulously maintained since to include a new roof in 2015, new HVAC in 2017 and the addition of Brazilian Walnut interior floors and exterior decking. Don't miss your chance to own a piece of paradise in this sought-after location! Call your agent today, short notice showings accommodated.
Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cottage is new construction. Main home has two bedrooms and two full bathrooms and one half bathroom , with one of the bedroom and bathroom located exclusively on the second floor. Living area and kitchen have vaulted ceilings with a beutiful open floor plan perfect for entertaining that opens up to the heated and chilled pool. The cottage has one bedroom and one bath with a separate living area off the pool, perfect for guests or a large home office space. The home is an active vacation rental. Perfect for an investor or someone wanting ot off-set the costs of a second home. Minutes away from the beaches, parks, bocce courts and still walking distance or a nice bike ride to downtown Key West's exciting activities. There is a driveway for parking and ample street parking as well. The landscaping has an irrigation system for worry free maintainence and the yard offers an amazing outdoor entertaining space. The entire property is secured away with a fence for privacy. This is a must see listing, dont miss out! We cant wait to show it to you.
Updated photos coming soon. This town house is in the award-winning Truman Annex and is located on a private lane surrounded by charming custom-built homes. The generous open floor plan features 10-foot ceilings both on the first and second levels with hardwood floors and crown molding. Enjoy the theater style kitchen with quartz countertops and stainless-steel appliances with a gas cook top. The large living and dining area feature custom built-ins and ample storage. The beautiful rear tiled patio enjoys ample room for outdoor living & entertaining and includes additional storage space. The 2nd floor has two generous size bedrooms with private baths. Impact rated windows and doors. Includes the special Truman Annex transient rental license with restrictions.
PERCHED on the coveted top floor of La Brisa, this 4th-story condo offers an unbeatable vantage point where the horizon seems to melt into the turquoise waters of the Atlantic. As you step inside, your eyes are immediately drawn through the open-concept living space to the expansive balcony--a private outdoor sanctuary that feels like it's floating above the sea. Whether you sip your morning coffee watching the shrimp boats head out or unwind with evening cocktails, you'll feel a disconnect from your everyday tasks. Take a swim in the pool or the ocean, ride a bike in to town, or jog along Smathers Beach. It's all here at your fingertips and just 1.6 miles from the Key West airport. Resort-style amenities include a gated community with an elevator, pool, clubhouse, car charging station, and tennis courts.You'll have covered parking and a storage unit below for your bicycles or mopeds.Key West is more than just a real estate investment--it's an invitation to live at the vibrant crossroads of art, culture, and history.If panoramic views are what you're searching for stop and look no further.
New Listing! Key West home on 50x100 lot in Midtown East. This home offers 2 bedrooms, 1 full bath with room to expand. Living room with hardwood floors opens the kitchen and flows to the spacious family room. Family room offers built-ins, storage, and doors to the private backyard. Primary bedroom is spacious and features a large closet. Workshop/shed for extra storage space. Central AC. Hardwood and ceramic tile floors. Room for a pool and gardens.
Standing proudly at the corner of one of Old Town's most prestigious streets, 802 Southard is an architectural landmark that blends timeless charm with modern sophistication. Built in 1925, this grand island residence is a masterclass in refined design--where historic craftsmanship meets contemporary comfort. Striking rooflines, expansive porches, and extra-large verandas offer both curb appeal and an invitation to experience Key West at its most graceful. Inside, the home showcases rich Dade County pine walls and floors, original windows that bathe rooms in natural light, and a beautifully preserved staircase that adds historic character. The layout is ideal for both elevated living and effortless entertaining, with custom cabinetry, elegant finishes, and curated details throughout. Painstakingly restored from the foundation to the rooftop, the home preserves its architectural integrity while offering the ease of modern updates. The main residence features three spacious bedrooms, each with an en suite bath and private veranda. The ground-floor primary suite opens directly onto a serene pool courtyard, seamlessly connecting indoor and outdoor living. A beautifully appointed half bath adds convenience for guests. Just beyond the pool, a detached guest cottage offers complete privacy with its own kitchen, bath, and living area--perfect for hosting or extended stays. Located in the coveted X-500 flood zone and offering multiple off-street parking spaces plus an electric gate--rare features in this area--802 Southard delivers both luxury and peace of mind. Steps from the island's best dining, galleries, and landmarks, this exceptional home captures the essence of Key West living at its most refined.
Nestled in the vibrant heart of Old Town Key West, this delightful cottage offers the ultimate blend of island charm and modern comfort--just a short stroll to Duval Street, top-tier restaurants, local art galleries, Fort Zachary Taylor Beach, and the Truman Waterfront. Thoughtfully designed and meticulously maintained, this tropical retreat is rich in custom details, from Ipe wood cabinetry and hardwood floors to skylights that fill the space with natural light. The well-appointed kitchen features stainless steel appliances, a Wolf range, Viking hood, and an oversized stainless steel farmhouse sink.With one bedroom, a full bath, and a versatile loft space ideal for storage or creative use, this home balances cozy living with smart functionality. The inviting living area opens through French doors to a private, fully fenced, decked backyard - ideal for relaxing or entertaining. The front porch invites you to enjoy your morning coffee.Offered fully furnished and turnkey, this home is your perfect Key West getaway--ready for you to start enjoying island life right away!
A Comfortable Hideaway with Future Potential and Island Charm, whether you're seeking a cozy place to call home now or a smart investment to hold while you design and build your dream elevated home with potential sweeping water views. This well-maintained mobile home offers a bright and spacious layout. Originally configured as a two-bedroom, the current bedroom is tucked privately at the rear, featuring two closets, windows on three sides, and even a peek of the ocean. The cheerful, recently updated bathroom includes double sinks and modern finishes. A large open living room flows into a generously sized kitchen with gleaming hardwood floors, a full-size gas stove with a convection oven, plenty of counter space, and a charming bay window that brings in the beautiful morning light. Enjoy the outdoors from your elevated front porch--spacious and breezy--with a washer and dryer tucked neatly at one end. Below, the original concrete slab offers room for covered storage. In the back corner, a thriving vegetable garden awaits your green thumb or imagination to transform it into a tranquil oasis. Harbor Shores is a well-run condominium association with a low $200 monthly fee covering common area maintenance, lawn care (even on your lot), sewer, and cable. Residents enjoy access to a private boat ramp, kayak/paddleboard launch, and the opportunity to get on the waiting list for a boat slip at just $85/month. Tucked into a breezy, peninsula-like corner of southeast Stock Island, this location is a hidden gem. You're surrounded by the peaceful rhythms of island life--watch the lobster boats head out at dawn, explore nearby marinas, or stroll to fantastic waterfront restaurants just down the road. Bike to even more local favorites and soak up the authentic Keys lifestyle. Step into your private escape today--with room to grow your dreams tomorrow. Priced to sell and easy to show.
Courtesy: Coldwell Banker Schmitt RE Co
305-743-5181
Seller is offering an assumable VA loan, buyer does not have to be a Veteran, please call for details. Updated 3-bedroom, 3-bath concrete block home with a spacious open floor plan, featuring a private marble pool area with a coral waterfall, mature trees, off-street parking, and more. Schedule your private tour today and discover your perfect, spacious, low-maintenance Key West home. Furnishings may be negotiable too.
Stunning Renovated 2-Bedroom Condo with Panoramic Ocean Views - Key West, FLWelcome to your slice of paradise! This beautifully renovated 2-bedroom, 2-bath condo on the 7th floor offers breathtaking, unobstructed ocean views and the best of island living in Key West.Step inside to find a bright and airy open-concept living space, complete with modern finishes, sleek tile flooring, and expansive windows that flood the unit with natural light. The updated kitchen features granite countertops, stainless steel appliances, custom cabinetry, and a stylish backsplash--perfect for entertaining or relaxing with a view.The spacious primary suite includes ocean views, a nice closet, and a en-suite bath. A second bedroom and full bathroom make this an ideal space for guests or a home office.Enjoy your morning coffee or evening wine from your private balcony overlooking the turquoise waters of the Atlantic. The condo also offers resort-style amenities including a pool,secure entry, and open parking.Located just minutes from Key West's world-class dining, shopping, and entertainment, this condo is your dream home in the heart of the island. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this one has it all.Don't miss your chance to own this ocean-view gem--schedule a private showing today!
Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, you'll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept living spaces, and a large den that can easily be converted into a fourth bedroom, or home office. The home features a ceramic microbead roof overlay for energy efficiency, central air, and hurricane shutters. The expansive backyard contains an off-street parking space suitable for an RV, as well as ample space for a pool along with an abundance of mature landscaping. Ideally located just minutes from the beaches, vibrant entertainment district, and all the iconic attractions Key West has to offer, this corner-lot property combines convenience with potential. With generous parking and a prime location, it's perfect whether you're looking to elevate the existing home or reimagine the space entirely. Versatile, full of character, and brimming with opportunity--this is a rare find in the heart of Key West.
Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. Thoughtfully designed as two separate, fully furnished units, this condo offers incredible versatility. Live in the spacious main condo (1074 sq.ft.) while renting out the second studio (282 sq.ft.) through the resort rental program--doing so could even offset your condo fees! Each unit has its private entrance, giving both owner and guest complete independence, privacy, and ease. Its premier lower-level location offers direct access to the pool and is in close proximity to parking, ensuring seamless convenience for both owners and guests. The interiors showcase refined finishes, designer furnishings, and a coastal aesthetic that perfectly captures the Key West lifestyle. Living here means enjoying a full suite of resort-style experiences right at your doorstep. Begin your day with a yoga class by the water or a workout in the fitness studio overlooking the Gulf. Lounge by the expansive waterfront pool or stroll to the private beach and marina, where you can relax in shaded loungers or embark on a sandbar or sunset cruise with on-site excursions. When it's time to dine, enjoy fresh island flavors and elevated cuisine at the resort's acclaimed restaurants. The complimentary downtown shuttle makes exploring Key West effortless, while covered parking, concierge services, and on-site rental management ease every stay or investment. Whether you're soaking in the sun on your private terrace, enjoying the vibrant resort atmosphere, or maximizing income potential through nightly rentals, this property offers a rare chance to own a piece of paradise with all the benefits of a world-class resort.
Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.
Triplex with Stunning Rent Roll ($187,200/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level. Units are rented for $7,700, $4,500, and $3,400 per month on long-term leases ($187,200/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.
Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. Newly updated condo features a stunning modern kitchen with sleek stainless steel appliances. Both bathrooms are upgraded with modern finishes. Ideal for savvy investors, this property also boasts a strong rental history, making it a smart and versatile opportunity in Key West, currently rented to long-term and reliable tenants at $5,200/Mo. Just moments from the Atlantic Ocean, this bright and airy condo is a dream for outdoor enthusiasts--perfectly positioned for biking, jogging, or morning walks along the scenic shoreline.
Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness center. The modern kitchen boasts sleek stainless steel appliances and a smart washer/dryer combo for added convenience. Ideal for savvy investors, this property also boasts a strong rental history, making it a smart and versatile opportunity in Key West, currently rented to long-term and reliable tenants at $4,200/Mo. Just moments from the Atlantic Ocean, this bright and airy condo is a dream for outdoor enthusiasts--perfectly positioned for biking, jogging, or morning walks along the scenic shoreline.
Welcome to 1501 Rose Street, a truly special piece of paradise nestled in one of Key West's most desirable neighborhoods. This charming two bedroom and two bathroom home, with bonus room by the pool, perfectly blends island character with modern comfort, offering you the ideal setting to enjoy the vibrant lifestyle Key West is famous for. From the moment you arrive, you will be captivated by the lush tropical landscaping and the inviting curb appeal. Step inside and you will find a bright, open floor plan filled with natural light, complemented by stylish finishes and recent updates throughout, including new tile floors, updated kitchen and bathrooms, new appliances, resurfaced pool with new heater, and fresh interior paint. The large primary bedroom encompasses the entire east side of the structure, with windows on three sides and has plenty of space for the king bed, desk space, multiple closets, ensuite bath, and French doors leading out to a private lounge area. The new kitchen is a true highlight--perfect for entertaining--with ample counter space, quartz countertops, custom solid wood cabinetry, and direct access to outdoor living. Speaking of outdoors, the private backyard oasis is what dreams are made of--complete with a sparkling pool, covered patio space with cabana, and plenty of room to relax or host family and friends. The large corner lot offers a carport with multiple parking spaces and fenced in backyard. Whether you are looking for a full-time residence, a seasonal retreat, or a vacation rental investment, this home checks all the boxes. Located just minutes from Old Town, beaches, local dining, and marinas, this is Florida Keys living at its best. Come experience 1501 Rose Street--where comfort, convenience, and coastal charm meet.
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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.
