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$7,000,000
3 Beds 3 Baths 619242 MLS
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.

5 Sunset, Key West

$1,990,000
3 Beds 2 Baths 619235 MLS
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..

1019 Eaton St, Key West

$780,000
2 Beds 3 Baths 619138 MLS
Tucked away on a quiet private cul-de-sac in the highly sought-after Key West Golf Club community, 25 Kingfisher Lane offers a rare blend of privacy, convenience, and island charm. With easy parking and an exceptional setting, this light-filled residence stands out from the rest.This beautifully positioned home features an expansive wraparound deck, larger than most, along with additional windows that flood the interior with natural light. Located within a gated community, it perfectly captures the essence of relaxed island living. Enjoy tranquil golf course and lagoon views from the back porch, an ideal spot for morning coffee or unwinding in the evening breeze. The open-concept living and kitchen area flows seamlessly to the outdoor spaces, creating a perfect setting for entertaining or simply relaxing in peaceful surroundings.Offering 2 bedrooms and 2.5 baths, the upstairs layout includes two en-suite bedrooms, providing comfort and privacy for residents and guests alike. The oversized side yard adds valuable outdoor space that is ideal for lounging, gardening, or enjoying the Florida sunshine. Residents of the Key West Golf Club community enjoy resort-style amenities, including a lagoon-style pool, a second neighborhood pool, fitness center, on-site management, and 24-hour gated security.Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this home delivers the perfect combination of comfort, lifestyle, and classic Key West appeal.

25 Kingfisher Ln, Key West

$4,495,000
4 Beds 5 Baths 618937 MLS
There is a certain rhythm to life in Key West. Mornings begin outside, friends have a way of staying longer than planned, and some of the best evenings never make it past the backyard. 1614 Washington Street was designed for exactly that kind of life. Natural light, high ceilings, and an easy connection to the outdoors give the home an immediate sense of openness. The main living spaces flow naturally toward the pool and tropical garden, creating a setting that works just as well for a quiet morning at home as it does for dinner with friends that stretches late into the evening. The heated and chilled pool features two distinct levels--a shallow splash deck and a deeper swimming area--connected by cascading water features and surrounded by mature tropical landscaping that feels remarkably private. The floor plan understands that guests are part of island life, but privacy still matters. The first-floor primary suite creates a comfortable retreat for the owners, while upstairs, three en-suite bedrooms surround their own den and lounge. Family and friends can settle in, unpack, and have a space of their own rather than simply occupying yours. Behind that relaxed lifestyle is a house designed to make living here easier. Award-winning local architect Matthew Stratton brought together solid masonry construction, impact-rated windows and doors, solar power with Tesla battery storage, an EV charger, custom cabinetry, quartz surfaces, and thoughtful systems chosen for the realities of coastal living. The technology is there when you need it and nearly invisible when you don't. Morning walks, bike rides, the beach, neighborhood restaurants, galleries, and everything that makes Key West unlike anywhere else are simply part of the day. 1614 Washington invites you to open the doors, gather the people you love, jump in the pool, stay for dinner, and make yourself at home. Because ultimately, the best luxury isn't about having more. It's having a home that lets you live well.

1614 Washington St, Key West

$1,346,000
618614 MLS
Discover an exceptional opportunity at the Key West Urgent Care location, situated at 1501 Government Rd, Key West. This strategically positioned building is not just a healthcare facility; it represents a cornerstone of community health services in a vibrant, bustling area. **Property Highlights:** - **Prime Location**: Nestled in a high-traffic area, this property benefits from excellent visibility and accessibility, attracting both local residents and tourists alike. - **Versatile Building**: The structure is designed to accommodate urgent care services, featuring multiple examination rooms, administrative offices, and patient waiting areas. Its layout allows for easy modification to suit various medical or commercial uses. - **Expansive Land**: The property sits on a generous plot which may provide space for expansion or additional facilities. This flexibility opens the door for a range of future developments, whether for healthcare or other commercial ventures. - **Community Focus**: As a well-established urgent care center, it has built a strong reputation within the Key West community, offering essential healthcare services and fostering loyalty among patients. - **Growth Potential**: The increasing demand for healthcare services in the area presents significant growth opportunities. Investing in this property means tapping into a vital market with a promising outlook. - **Scenic Surroundings**: Key West is renowned for its stunning landscapes and rich culture, making this location not only functional but also appealing to those who appreciate the unique charm of island life. This is more than just real estate; it's an investment in the health and well-being of the community. Whether you're looking to continue the legacy of urgent care or explore new ventures, 1501 Government Rd is a prime choice of a building for your next project.

1501 Government Road, Key West

$2,160,000
4 Beds 4 Baths 618235 MLS
Discover a seamless blend of historic character and modern refinement at 1209 Packer Street, a distinctive Old Town residence that quietly impresses from the moment you step inside. Drawing inspiration from the rich architectural tapestry of Key West, this home thoughtfully weaves together Old Key West charm, Cuban mosaic tile accents, and contemporary finishes to create an atmosphere that feels both timeless and current. LOCATED IN X Behind its unassuming facade lies a surprisingly expansive interior offering four bedrooms and four baths, including three bedrooms with three baths on the main level and a private upstairs bedroom with its own bath, ideal as a guest suite, apartment-style retreat, or income-producing space. An additional office or flex space off one of the bedroom suites allows work and relaxation to coexist effortlessly. The single-level main floor is designed with intention each bedroom enjoys privacy while remaining easily accessible. Interior details include travertine and Ipe Brazilian hardwood floors, wood-clad ceilings, and a gourmet kitchen outfitted with stainless steel appliances and a wrap-around peninsula that naturally becomes the heart of the home. Whether hosting friends or enjoying everyday living, the flow is intuitive and inviting. French doors throughout the home create a strong connection to the outdoors. One bedroom opens directly to the pool, while another enjoys a peaceful, tucked-away deck perfect for morning coffee or quiet reflection. The primary suite is a true sanctuary, featuring vaulted ceilings, a spacious marble bath with multi-jet shower, walk-in closet, and direct access to an expansive Ipe sundeck. Outside, a large heated pool anchors a lush, private oasis surrounded by tropical landscaping and a privacy fence ideal for entertaining or unwinding in complete tranquility. A shaded loggia adds yet another layer of livable outdoor space. Off-street parking, LOCATED IN X FLOOD ZONE provides rare Old Town convenience!

1209 Packer St, Key West

$799,900
2 Beds 2 Baths 618271 MLS
1014 Truman Avenue - Modern Island Elegance in the Heart of Key West Welcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condominium has been masterfully remodeled with designer finishes, offering a home that's as stylish as it is functional. Step inside to a sunlit, open-concept living space where clean lines and bamboo hardwood floors set a contemporary tone. The spacious chef's kitchen anchors the main floor with Samsung appliances, custom cabinetry, and a butcher block island that doubles as the perfect gathering spot for friends and neighbors. From morning coffee to evening cocktails, this is the heart of the home—where Key West stories begin. Upstairs, the airy loft-style second bedroom and bath create a private retreat with flexible space for guests or a home office. The primary suite is a sanctuary of calm, complete with a spa-like bathroom featuring HansGrohe fixtures and artistic touches that reflect the island's vibrant spirit. Every detail here is designed for comfort and ease: an HVAC system, Samsung washer/dryer, hot-water heater, and keyless entry make for effortless, low-maintenance living. A small private outdoor nook gives you a spot to soak up the island air—perfect for an afternoon read or greeting the day with sunshine and palm trees. The lifestyle at 1014 Truman Avenue is as compelling as the home itself. Just a short stroll brings you to Bayview Park for tennis, the Casa Marina District, white-sand beaches, and Old Town's world-class dining and nightlife. Tucked within the X-flood zone and in pristine condition, this home delivers both peace of mind and the ultimate in island convenience. Whether as a full-time residence or your tropical getaway, this condo is the definition of contemporary Key West living: vibrant, sophisticated, and unmistakably relaxed. Schedule your private showing today!

1014 Truman Ave Unit 202, Key West

$2,595,000
4 Beds 3 Baths 614088 MLS
Price Reduction. Excellent opportunity to purchase a luxurious, modern, and refined single-family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living space and situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact rated windows & doors, flood panels for all doors, and 25 KW Generac stand by whole house generator. There is an abundance of windows & doors allowing for plenty of natural light throughout the home. True chefs kitchen features gorgeous cabinets & counter tops with all stainless steel appliances. Dual ovens, gas stove top range, and wine cooler make your kitchen complete. The kitchen opens up to your amazing living & dining room areas. From there you will find this opens up to a super nice covered outdoor patio area, in ground, salt water, and heated 27L X 9W Jacuzzi & pool with water fall. Ready to kick back and relax. Outdoor areas have travertine tiles throughout and have lush native tropical landscaping with lighting & irrigation systems. Property has a 1 car covered carport and CBS privacy fencing around entire property. This home is located within walking distance to Higgs Beach, White St. Pier, and a short distance to Key West Best restaurants, beaches, museums, and art galleries. This is truly a home where modern luxury meets Key West paradise. Listing agents are related to the sellers.

1501 Florida St, Key West

$2,695,000
3 Beds 3 Baths 618608 MLS
A fantastic renovation of a classic Old Town Key West property, blending timeless charm with modern upgrades. First Impressions are made with a wonderful front porch greeting you as you step from your two off street parking spots--or arrive by bicycle & use the separate entrance with dedicated bike storage. Outdoor Living -A complete irrigation system with landscape lighting transforms the grounds into a tropical paradise, with quite the productive mango tree. Enter the privately fenced & gated yard and take a dip in the heated pool, kept sparkling clean & boasting new pool equipment. Rinse off in the outdoor shower, then unwind at the lighted grilling station or one of several spots to relax & dine under the stars. The Kitchen---It is fun, functional & done with the highest quality materials from Hanson & Bringle. A 15 foot impact glass wall opens to the beautifully landscaped yard & a pantry area with a bar sink adds extra prep space alongside the indoor dining area. Storage was thoughtfully designed for maximum efficiency, and an induction cooktop completes the space for those who love to cook. Bedrooms & Living Spaces----The first floor primary bedroom is classic Key West, featuring a Dade County Pine wall & a custom bedroom door. The Hanson & Bringle built-in dresser offers generous drawer space, & there's a walk-in closet. The primary bathroom includes a special shower built for two, with dual shower heads. The living room & hallway have the the original Dade County Pine walls. Upstairs there are two bedrooms, a bathroom & two additional storage closets. A Sonos sound system runs throughout the home. Move-In Ready-----This home is truly move-in ready: a new water heater was installed in late 2025 & a brand new HVAC system went in this past spring 2026. Both interior & exterior were both freshly painted. A storage shed & outdoor fridge round out the practical upgrades. Location-- This home is just a 1/2 block from some of the best shops & restaurants

525 Louisa St, Key West

$415,000
1 Beds 1 Baths 614786 MLS
Boutique commercial, ground floor office condo for sale in Old Town at Seafoam Condominiums. Only one of two Commercial units in the building. This 665 sf. office is turnkey and perfect for Professionals looking for a small office to own vs. paying rent every month. Great location and close to everything in Old town either by walking or biking. Exterior has several large pane windows for natural light inside. To enter off the sidewalk there are a set of gorgeous, hand made mahogany french doors. Also, there is an interior side door for private access. Interior has 12' ceilings and the layout includes front seating area with a receptionist window, administrators office and private office in rear. Half bath is ADA compliant. This unit has been totally renovated and ready to move in. Renovations include new Brazilian cherry wood floors & keystone flooring in the bathroom. upgraded electric and lighting, freshly painted, Central AC and wireless Security system. Seafoam building has coded entrance, atrium hallways and large in-ground concrete pool exclusively for Condo owners and guests. HOA fee of $1,286/mos. includes insurances and reserves. Includes Liability, Wind and Flood insurance. Building has never flooded and in X flood zone. Building is up to date with SIRS and milestone inspections. Additional $587/mos. special assessment for windstorm insurance. Same owner since 2008. Owner will consider lease with Option to Purchase. Asking rent is $4,000/mos.

812 Fleming St Unit 2, Key West

$1,949,000
2 Beds 3 Baths 616792 MLS
Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income. The Signature King Room (283 sq. ft.) is an intimate, elegantly furnished retreat ideal for up to two guests. The Resort View Suite (1,074 sq. ft.) features an open floor plan with a designer kitchen equipped with Sub-Zero, KitchenAid, GE, and Bosch appliances, dual stainless-steel sinks, and custom cabinetry. The primary suite offers a spa-inspired bath with a sunken jetted tub, tiled shower, and dual vanities. Throughout the unit, you'll find 16-inch marble tile flooring, crown molding, and high-end finishes that elevate every detail. Fully furnished and beautifully decorated, this residence is designed for year-round living or part-time ownership—with the convenience of optional on-site rental management when you're away. All doors and windows are engineered to exceed building codes, rated for up to 175 mph winds, ensuring both safety and peace of mind. Resort-style amenities include a private beach, heated waterfront pool and spa, poolside bar & grill, gourmet restaurant, fitness center, valet parking, concierge services, on-site management, and the island's largest conference center. Positioned on open Gulf waters, this condo presents an extraordinary opportunity to enjoy the best of Key West luxury living—a perfect combination of personal enjoyment and investment performance.

3841 N Roosevelt Blvd Unit 315, Key West

$1,055,000
3 Beds 3 Baths 618748 MLS
Welcome to 1421 12th St, a stunning oasis nestled in the heart of Key West. This charming property perfectly combines island living with modern convenience, offering an exceptional opportunity for both homeowners and investors alike. As you step inside, you are greeted by an open-concept layout that maximizes space and natural light. The living area boasts high ceilings and beautiful finishes, creating a warm and inviting atmosphere. The kitchen is a chef's dream, featuring stainless steel appliances, granite countertops, and ample storage space, making it perfect for entertaining friends and family. This home includes multiple spacious bedrooms, each designed for comfort and relaxation. The master suite is a true retreat, complete with an en-suite bathroom that offers a spa-like experience. Step outside to your private backyard oasis, where you can unwind in the tropical surroundings or host barbecues under the stars. Located just minutes from Key West's vibrant downtown, you'll enjoy easy access to the area's best dining, shopping, and entertainment options. The beautiful beaches and iconic sunsets are just a short bike ride away, allowing you to fully embrace the island lifestyle. One bedroom is set to the side of the house and is designed for your guest's privacy with it's own outside shower, exterior door, locking interior door, full bath and wetbar. There are two off street parking spots under the carport and two on the side of the house. Don't miss your chance to own this exceptional property in one of Florida's most sought-after locations. Schedule your private showing today and discover the endless possibilities that await at 1421 12th St! Professional Vacation Rental Management is available for this property.

1421 12th St, Key West

$1,298,000
3 Beds 2 Baths 617759 MLS
Welcome to 2828 Harris Avenue, a private retreat nestled in the heart of Key West's highly desirable New Town neighborhood. Beautifully updated and thoughtfully designed, this single-family home blends modern comfort with timeless island charm, surrounded by lush, mature landscaping and a backyard that feels like your own personal resort. Designed for indoor-outdoor living, the property features a heated and chilled 10' x 20' saltwater concrete pool for year-round enjoyment, along with a fully fenced yard offering exceptional privacy. A screened lanai provides the perfect setting for morning coffee, outdoor dining, or relaxed entertaining. Ample off-street parking, including a covered carport, adds everyday convenience. Inside, the home opens to an expansive great room where the oversized kitchen flows seamlessly into the Florida room—ideal for gatherings, entertaining, or simply enjoying the connection to the outdoors. The renovated kitchen showcases high-end finishes, sleek countertops, and stainless steel appliances, while large sliders frame lush pool and garden views, blurring the lines between indoor and outdoor living. The flexible floor plan also offers potential to add a third bathroom, allowing for future customization. Recent upgrades include a new electrical panel and a 2024 AC heat-pump system, providing comfort and peace of mind year-round. This home truly checks all the boxes—privacy, thoughtful upgrades, resort-style outdoor living, and a prime location—offering relaxed island living at its finest in one of Key West's most sought-after neighborhoods.

2828 Harris Ave, Key West

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