Positioned in the coveted X flood zone, this 2 bedroom 2 bath residence is a refined expression of Key West's enduring charm. As one of only two units in a boutique townhome setting, it offers a rare sense of privacy and ease. Granite countertops and stainless-steel appliances elevate the efficient galley kitchen. At the heart of the home, the primary suite serves as a tribute to island heritage, showcasing the beautiful grain and storied texture of historic Dade County Pine. Outdoor living is woven into the footprint of the home. The front porch provides a quintessential spot for morning coffee and the slow rhythms of Old Town life, while the fenced rear deck offers a secluded space. Situated just steps from local wellness hubs, cafes, and the historic district's vibrant energy during the day, the atmosphere transforms in the evening. The fenced back deck becomes a private, quiet sanctuary for starlit dinners. Enjoy a low $35/mo HOA, a transferable A/C warranty, and the flexibility of a primary residence or a monthly rental.
A rare opportunity to own a stunning waterfront penthouse in the exclusive, gated Sunset Marina community--where luxury meets the effortless charm of Key West living. This exceptional 3-bedroom residence has been thoughtfully positioned to capture breathtaking panoramic views of the Gulf and marina, offering both sunrise and sunset vistas from multiple private balconies. On the Fourth of July, enjoy a spectacular fireworks display right from your own outdoor space--an experience few properties can offer. Inside, the home blends timeless elegance with modern upgrades. Rich white oak flooring runs throughout, complemented by fully finished doors and recessed lighting that create a warm, sophisticated ambiance. Expansive new impact-resistant windows invite natural light to pour in, enhancing the bright, open layout. The chef's kitchen is a true showpiece, designed by Hansen & Bringle of Key West, featuring sleek quartz countertops, premium Viking appliances, and refined custom finishes--perfect for both entertaining and everyday living. A wet bar with refrigerator adds an extra touch of convenience and style. The spacious primary suite offers a serene retreat, complete with luxurious details including onyx sinks, custom built-ins, and direct access to a private balcony. Every bedroom enjoys its own balcony, providing seamless indoor-outdoor living throughout. Additional high-end features include a whole-house water purification system with a double filtration system for drinking water, power shades on the porch, and thoughtfully curated furnishings for a move-in-ready experience. Residents of Sunset Marina enjoy resort-style amenities including a heated waterfront pool, clubhouse, elevator access, deeded parking, garage and guest parking, and private storage. Boat slips are available, offering quick access to world-class fishing and the pristine sandbars of both the Gulf and Atlantic.This residence offers the ultimate in island lifestyle.
This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally constructed in 1906, the house has been meticulously restored from the ground up, essentially transforming it into a brand-new property. The home features off-street parking and a heated and chilled pool. It comes fully furnished for a turnkey experience. Ideally situated within walking distance of restaurants, art galleries, and Duval Street, the location is perfect for enjoyment. A spacious porch adorned with classic painted Cuban tiles offers a serene outdoor retreat, while reclaimed heart pine flooring flows throughout the interior. The open floor plan provides a seamless view from the living room to the pool deck, making it an excellent space for both relaxation and entertaining. The original tongue-and-groove Dade County Pine has been carefully removed, refinished, and reinstalled, creating a warm and inviting ambiance. The L-shaped kitchen, overlooking the heated dip pool, features custom craftsman shaker cabinets and quartz countertops. The master suite, conveniently located on the first floor, includes an en-suite bathroom with a walk-in shower. Two guest bedrooms, each with en-suite baths and vaulted ceilings, are located on the second floor. This home has been completely rewired, replumbed, and foam-insulated to meet modern building codes. A new foundation and reinforced metal shingle roof have been added, along with fabric hurricane shutters for protection and insurance benefits. Smart switches, appliances, locks, and wired Ethernet connectivity enable remote home management via phone. Located in the desired X Flood Zone, this property retains its historic charm, making it a remarkable piece of Key West history. Off Street Parking! The owner is a licensed Florida Real Estate Agent.
Tucked away in the Historic Seaport District, this unique three-bedroom, two-and-a-half-bath condo offers privacy, charm, and flexibility in an exceptional location. Set behind a gated rear entry, the property features a private pool, deck, and lush mature tropical landscaping. The main cottage includes a spacious primary suite with en suite bath, inviting living and dining spaces, a large kitchen, and laundry. A separate guest cottage offers two additional bedrooms and a full bath. Just moments from dining, shopping, and more, this is a wonderful opportunity for an island home, guest retreat, or rental investment.
This expansive 6,000 sq. ft. gated property is ideally positioned on a prestigious stretch of Eagle Avenue in the highly sought-after New Town neighborhood. The second floor features a spacious one-bedroom, one-bath layout complemented by a bright living area, full kitchen, and versatile bonus room. The interior flows seamlessly onto an impressive rear deck that spans the width of the home, overlooking lush tropical landscaping, an expansive patio, and one of the deepest private pools in the neighborhood--creating a true outdoor oasis. The first floor offers nearly equal square footage and was originally designed as a two-bedroom, one-bath living space. It has since been reconfigured into a flexible guest suite/pool house with laundry and storage. This level presents an exceptional opportunity for customization, allowing a new owner to reimagine the space to suit a variety of needs, whether as additional living quarters or a luxury retreat.
Welcome to 1116 Eaton Street, a quintessential Key West cottage for sale in Old Town Key West offering the perfect blend of island charm, modern comfort, and unbeatable walkability. Located in one of the most desirable neighborhoods in Key West, this beautifully maintained 2-bedroom, 1-bathroom home with a private pool delivers the ultimate Florida Keys lifestyle. Step inside this thoughtfully designed 749 sq ft Key West home, where natural light, efficient layout, and timeless finishes create a warm and inviting atmosphere. The open living space flows seamlessly into the kitchen, making it ideal for both everyday living and entertaining. Outside, your private tropical oasis awaits. Enjoy a heated pool, lush landscaping, and multiple outdoor living spaces including a roof top deck perfect for relaxing, dining, or hosting guests. Whether you're looking for a Key West vacation home, investment property, or full-time residence, this home checks all the boxes. Situated in the heart of Old Town Key West, you're just minutes from world-famous attractions including Duval Street, historic landmarks, dining, shopping, and the seaport. This walkable Key West property offers convenience without sacrificing privacy. Private Pool & Tropical Outdoor Area Prime Old Town Key West Location Ideal for Primary Residence, Second Home, or Investment Classic Key West Architecture with Modern Comforts Don't miss this rare opportunity to own a Key West home with a pool in Old Town under 1 million--where island living meets everyday convenience. Join me in experiencing 1116 Eaton Street, Key West, Florida 33040
A hidden gem nestled in our popular New Town district, this distinguished single family home is a testament to estates providing rare space, privacy and refined living. Not into ''downsizing'' - 3513 Sunrise Drive encompasses 3 bedrooms, 3 full baths, and this 2-story CBS home spans 2,569sf on an expansive 9,487sf landscaped completely fenced-in super-private corner lot. The first floor is set to entertaining with Mexican tile floors throughout, a gourmet kitchen (with new appliances), dining room, open living room, bedroom and bath and a mother-in-law / guest bedroom/bath with private entrance. Both the large covered porch and separate outdoor kitchen / BBQ area state, ''relax and invite your friends over!'' A dramatic flowing staircase leads to the second floor primary master ensuite bedroom with private balcony over-looking the large heated salt water swimming pool, private lush indigenous tropical exotic orchid gardens and gazebo. With private gated entrance, off-street parking, plenty of outside storage areas, and many on-site updates (automatic yard lights, timed irrigation system, Ring cameras throughout, Aquilink pool and fountain control, new roof and gutters, new A/C system, new water heater, new Kohler generator) to name a few. Enjoy our local bars, restaurants, museums, art galleries and shops, beaches, and seaport activities (all within 10 minutes), then come home to a bit of peace and quiet. Comes furnished, this charming home available to purchase and close on at your earliest convenience
Unlimited potential in this 6-bedroom/2-bath home with parking and a huge lot in Bahama Village, within a block of Blue Heaven. Currently set up as 3 bedroom / 1 bath upstairs and 3 bedrooms / 1 bath downstairs, both with large porches. While immediately usable as a rental or primary residence, there is so much unexplored potential as a rental powerhouse, or a conversion to an SFH. The large yard has plenty of room for a pool and to add a 3rd parking space.
Unlimited potential in this 6-bedroom/2-bath home with parking and a huge lot in Bahama Village, within a block of Blue Heaven. Currently set up as 3 bedroom / 1 bath upstairs and 3 bedrooms / 1 bath downstairs, both with large porches. While immediately usable as a rental or primary residence, there is so much unexplored potential as a rental powerhouse, or a conversion to an SFH. The large yard has plenty of room for a pool and to add a 3rd parking space.
Charming 2BD/2.5BA Key West cottage nestled in the sought-after Meadows neighborhood. Recently refreshed inside and out, this home features newer stainless steel appliances, granite countertops in the kitchen and baths, and beautifully updated tile bathrooms, along with numerous additional upgrades. The light-filled great room opens through French doors to a private outdoor oasis complete with a pool, hot tub, and gazebo--perfect for relaxing or entertaining. Offering flexible living, the home features a primary bedroom option on either the first or second floor. Ideally situated just minutes from both Old Town and New Town, this property combines classic Key West charm with modern improvements.
Located in the heart of Old Town, 616 Eaton Street tells a story that spans more than a century. Built in 1911 and thoughtfully brought into the present day, with additions & renovations, this property reflects the enduring character of Key West while offering the comforts and conveniences of modern living. This 5BD, 5 full BA, and 2 half BA estate spans over 4,000sf and sits on an expansive 12,478sf lot. Set back from the street, it offers a level of privacy that is rare for such a central location. The main residence is designed for both everyday living & entertaining and has been furnished with new furniture & finishings adding a refined & move in ready touch. The fabulous kitchen, outfitted with top of the line finishes, opens through huge sliding glass windows to an outdoor bar & entertaining pavilion creating a seamless indoor & outdoor experience. Upstairs, the primary suite offers a quiet escape with its own office, laundry, and a generous covered porch. Throughout the home, reclaimed hardwood floors from the Biltmore, tall ceilings, and natural light highlight the balance between historic charm & modern upgrades. The outdoor space serves as the heart of the property, anchored by a heated & chilled saltwater pool with a tranquil water feature. Two detached guest houses provide a total of 3BD & 3BA, complemented by an additional cottage that can function as a 4th bedroom & bath or a private entertaining retreat. The versatility of this home is truly exceptional, ideal for hosting guests, extended stays, or creating secluded personal spaces. Additional features include a 1,500sf climate controlled attic for storage, off-street parking for up to 7 vehicles, a carport, and a golf cart garage. Positioned in the desirable X flood zone and just 2 blocks from Duval St. and the Historic Seaport, this property represents a rare opportunity to own a significant piece of Key West history, thoughtfully updated for modern living.
NEW LISTING! HARBOUR PLACE TRUMAN ANNEX. This waterfront gated community boasts amazing ocean views from the pool and patio areas. Unit 102 has an open floor plan that seamlessly connects the dining and living areas, leading out to a private balcony. This residence features two bedrooms, including a spacious primary suite with a large walk-in closet and a full bathroom. The second bedroom is also generous in size and offers plenty of closet space. As a first-floor unit, it provides easy accessibility without the need for elevators or stairs. Additionally, this unit comes equipped with a washer and dryer, along with a covered parking space. Features include central air conditioning, impact windows and doors, and it comes furnished. Harbour Place provides secure entry and a heated pool amidst beautifully landscaped grounds, all just steps away from Duval Street, shopping, theaters, Fort Zachary Beach, and the Amphitheatre.
This move-in ready property offers the perfect blend of comfort, functionality, and island charm. Thoughtfully updated, the home features durable vinyl flooring throughout and energy-efficient mini-split systems in every room, providing individualized climate control and lower utility costs. The spacious layout is ideal for both full-time living and investment potential. A private driveway offers convenient off-street parking, while the fully fenced backyard creates a private outdoor retreat--perfect for entertaining, relaxing, or accommodating pets. Additional highlights include in-unit laundry and a clean, modern interior that makes this home truly turnkey. Located in a desirable New Town neighborhood, you're just minutes from shopping, dining, schools, and all that Key West has to offer. Whether you're looking for a primary residence, second home, or investment opportunity, 3700 Northside Drive checks all the boxes.
Courtesy: Truman & Co. Real Estate
305-292-2244
Views of famous Key West Sunset, & Sunset Island/Christmas Island, overlooking the pool, Tiki bar & beach, this is what you see when you arrive at this 4th floor unit. Enjoy the sounds of the live music from your balcony as it saunters your way from the Tiki bar. This week celebrates the 4th of July, the Key Lime Festival, featuring a 5K race, the 42nd Annual Hemingway Days & A Marlin tournament, Plus Fireworks! There are elevators, one unassigned parking space. There is a sauna & exercise room, and the Pirates Cove Cafe is on the premises. Located just two blocks from iconic Duval Street. Choose to stay or rent out your unit in 2025; the 4th floor rents for approximately $3,605-$5,775 per week, brand-new interior furnishings. The primary suite features a luxurious en-suite w. a 5-piece bath, 2 sinks, a walk-in shower & a jetted soaking tub, & 2 closets. The other bedroom features two twin beds that can be moved together. There is also a sofa couch. The unit sleeps 6. Roof top deck.
Welcome to ParotHdHideaway! Located in the heart of the Historic District, just steps to world famous Duval Street, 5 minutes to Higgs Beach, and Garrison Bight Marina being literally around the corner, this location is UNBEATABLE. Featuring almost 1700 Square Feet of indoor living space, this Gem mixes Old Town Conch Charm with contemporary living and comfortably sleeps 6 adults. On the first floor you'll find a spacious living room, dining room, the recently remodeled kitchen with a wine cooler and a bar area. Off to the side, you'll find an expansive bedroom and a beautiful bathroom. Upstairs features two bedrooms and an additional bathroom with a shower tub. Exterior features include offstreet parking, a perfectly sized heated pool and deck area for entertaining, and a low maintenance yard. Utilizing the side door you can avoid walking up any stairs at all. Hurricane shutters and a metal roof provide peace of mind. If you're looking for an amazing primary home, an investment property, or a mix of both... This one checks all the boxes!!!! SOLD FULLY FURNISHED SO JUST BRING YOUR BAGS!!! CALL DIRECTLY for your private showing today because this one will not last!
Perched atop Solares Hill, the highest point in Key West, this Old Town luxury CBS condo offers an exceptional blend of location and lifestyle. Ideally situated on Galveston Lane, you're just a short walk from everything Old Town has to offer--from the charm of Bill Butler Park to the area's renowned restaurants, galleries, and vibrant island culture. This fully renovated, upstairs unit features impact windows, elegant porcelain tile flooring, and the convenience of off-street parking. Offered turnkey with negotiable furnishings, it's perfectly suited as a full-time residence, second home, or upscale vacation rental. Interior photos, floor plan, and appliance details are representative of Unit 2, as both units are identical. With low condo fees and priced to sell, this is an outstanding opportunity to own a beautifully updated property in one of Key West's most desirable locations. Come experience the Key West lifestyle at its finest.
Spacious Key West townhome with no HOA! Expanded from its original floor plan, this well-maintained home now offers 3 bedrooms, 2 bathrooms, and nearly 1,400 sq. ft. of living space. There is also a bonus area not included in the square footage, perfect for a home office, hobby room, or extra storage. The kitchen features maple wood cabinetry, granite countertops, and stainless steel appliances. Outside, enjoy a low-maintenance fenced yard and plenty of off-street parking. A rare opportunity to own a versatile and spacious property in Key West with no HOA restrictions.
Escape to Sunset Key, a private island sanctuary where refined elegance meets effortless tranquility. Just a four-minute ferry ride--operating 24 hours a day--from the vibrant charm in the heart of downtown Key West, this serene enclave offers the rare balance of seclusion and accessibility, keeping the energy of Old Town within effortless reach at any hour. This exquisite three-bedroom, three-bath beachfront home is thoughtfully designed to capture the essence of elevated island living. Wake to sweeping water views from the primary suite, and enjoy the same serene vistas from the main living area, where natural light and coastal beauty take center stage. Step outside to your private pool and spa, where you can unwind to the rhythm of waves lapping along the shoreline, all while enjoying gentle sea breezes and breathtaking sunsets over the Gulf of Mexico. The expansive main-level primary suite provides a tranquil retreat, while two beautifully appointed guest suites upstairs ensure comfort and privacy for all. Rich hardwood floors and natural stone finishes flow seamlessly throughout, complemented by a warm, sophisticated island aesthetic. Set within a private island enclave, Sunset Key offers access to exceptional amenities, including a gourmet waterfront restaurant, full-service spa, state-of-the-art fitness center, private beaches, tennis courts, and convenient ferry service. Perfectly positioned within minutes of Old Town Key West yet blissfully removed from the crowds, this secluded setting delivers a truly elevated lifestyle--where every detail is designed for quiet luxury and effortless escape.
Tucked within the charm of Old Town Key West, this fully renovated historic Eyebrow home invites a lifestyle shaped by tropical surroundings, outdoor living, and close proximity to the island's most recognized destinations. Set on a deep 4200+ square foot lot stretching from Eaton Street to Thompson Lane, the property offers 3 bedrooms and 2 baths in a setting designed for both everyday living and relaxed entertaining. Recognized as a 2016 Preservation Award Winner, this lovely home reflects thoughtful preservation of its architectural style while incorporating modern updates including a metal roof and a comprehensive renovation. Inside, hardwood flooring, a light-filled living area, and a main-level primary bedroom create a comfortable and functional layout. The open design flows naturally to the outdoor spaces, while the updated kitchen features white cabinetry, quartz countertops, stainless steel appliances, tile backsplash, and dedicated prep space, along with additional storage and an interior laundry area. French doors extend the living space outward to a covered deck and courtyard. The outdoor setting is a defining element of the home, centered around a private heated pool, covered lounge area and outdoor bath. Gorgeous palms and lush plantings frame the backyard, creating a private garden atmosphere with brick walkways and a spacious courtyard for dining and gathering, while string lighting enhances the space for evening ambiance. The deep lot includes off-street parking with a brick-paved driveway accessed from Thompson Lane, a valuable feature in Old Town. Just moments from the Historic Seaport, Duval Street, and some of Key West's most loved local spots, this location provides convenient access to dining, shopping, and live entertainment. With its combination of location, updates, outdoor living spaces, and off-street parking, this property presents a compelling opportunity for use as a primary residence or vacation home in Old Town Key West..
Perfect Key West starter home! This charming CBS single-family residence is situated in Midtown. The interior shines with recent upgrades, including the renovated bathroom and butcher block countertops in the kitchen. The versatile layout features two bedrooms plus a dedicated den--complete with a closet--perfect for a home office or guest space. Step out back into the massive, fully fenced backyard. Plenty of space for a pool and/or outdoor kitchen. The covered carport and dedicated laundry room are added extras that make this the perfect place to call home!
Beautiful Ocean Views of Smathers Beach and the Atlantic. This serene 1 bedroom, 1 bathroom condo includes a rare 8' x 3.5' storage closet on the same floor. This Key West by the Sea residence featuring a renovated kitchen and bathroom. Updated lighting, fans, Mitsubishi mini-split AC and heating system, upgraded electrical panel, on demand water heater, hurricane-impact & soundproof doors and windows are in new condition. The balcony overlooking Smathers Beach and the Atlantic Ocean, with paddleboard, kayak, sailboat, parasail, chair, and umbrella rentals just steps away. Key West by the Sea is a gated community offering two swimming pools, two tennis courts, a clubhouse, four laundry rooms, a car-wash station, bike racks, a pet-walking path, and lush vegetation with fruit trees. The HOA fees with include building insurance, cable TV & Wi-Fi, building & grounds maintenance.
Courtesy: Truman & Co. Real Estate
305-292-2244
Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events. The Penthouse boasts expansive, straight-on views of the Gulf of Mexico. Pool, hot tub and private beach and Tiki bar, where a local guitarist performs nearly every day or night. There are elevators and one unassigned parking space. There is a sauna and exercise room, and the Pirates Cove cafe is also located within this gated community. This Penthouse is located just two blocks from Famous Duval Street, and steps away from the marina and Key West's Historic Seaport. Daily Bingo at the pool. Stay your week or rent it out. Rental rates for this unit range from $5,705 to $ 7,875 for the week.
Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached garage--perfect for comfortable living or rental income. The second unit has been demolished, providing a blank canvas to rebuild your dream home or expand your investment portfolio. Alternatively, you can choose to demolish the existing cottage and build two brand-new units on this generous lot. Mature landscaping surrounds the property, offering privacy and a serene atmosphere. With two separate ROGOs ready to go and the Staples side of the lot free from flooding, you can start building immediately. Don't miss this unique chance to own a versatile property in a prime Key West location with endless possibilities. Whether you're looking to renovate, rebuild, or develop, this property is your gateway to maximizing value and enjoying the vibrant lifestyle of Key West. Act now and make this exceptional property yours!
olid CBS construction home with a durable metal roof, ideally located within walking distance to marinas, restaurants, and local shops. This 3-bedroom, 2-bathroom property offers an elevated position with glimpses of the water from one side. Enjoy a spacious backyard perfect for entertaining, complete with an above-ground pool and plenty of room to relax or expand. The property also features off-street parking ideal for an RV or boat, plus ample street parking for guests. A great opportunity to own a well-built home in a prime Key West location with both convenience and lifestyle at your doorstep.
Rarely does a property of such storied provenance and grand scale grace the Key West market. This is a residence where history breathes. Commanding nearly half a city block in the prestigious Casa Marina district, 1101 Casa Marina Court is an architectural masterwork built by A. Maitland Adams in the early 1930s. Adams was said to be a partner of Charles Thompson, 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 20,000 square foot estate seamlessly marries Palm Beach sophistication with island charm, commanding attention with its vast landscaped grounds of unparalleled beauty, sweeping open spaces, and stunning resort-style pool. Tucked behind the walls, awaits a vast courtyard complete with its own meditation garden--perfect for grand entertaining or peaceful relaxation. Along with gated off-street parking for two, 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), impact windows and doors, a chef's kitchen, and welcoming fireplace. Enjoy breathtaking open-water views and sunsets from the home's private widow's walk- an elevated retreat perfect for unwinding above it all. Moments away from waterfront dining, beaches, and pickleball courts, this corner estate offers an unparalleled lifestyle for those seeking a piece of island history redefined for modern luxury.
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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.
