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$559,000
3 Beds ⋅ 2 Baths ⋅ 618678 MLS
New lower price and now ready to occupy, you can enjoy the best priced 3 BR Property on Key West! Stop throwing away money on rent and step into Key West homeownership with this 3 BR and 2 BA value. Properties like this are rare in the Key West market when considering the value pricing and the affordable costs of ownership with low condo fees, insurance and taxes. Offering granite tile floors, an upgraded kitchen, and crown molding and trim details, the condo is ideally located in the South Wing with a southeasterly view not affected by the laser hot afternoon sun. Along with an inviting sun drenched swimming pool, perhaps the best community fitness center in all Key West is located at Las Salinas. It features private access to cardio and strength rooms, has high quality equipment, and is spotless. For your convenience, nearby is a small grocery store and bus stop for easy transportation on Key West. The popular 2 mile long Smathers Beach promenade is just outside the entrance and perfect for morning walks, biking, or just to enjoy sunrises and sunsets. Now competitively priced for only $559,000. Call for your private tour this weekend.

3930 S Roosevelt Blvd Unit S205, Key West
$599,000
3 Beds ⋅ 2 Baths ⋅ 616633 MLS
Looking for a move-in condo in Key West that's high and dry, close to the airport and on the quiet side of the island? Want to wake up to the sunrise and nice sea breezes while enjoying a cup of coffee on your balcony? This 3 bedroom, 2 bath condo at Las Salinas Condominiums checks off all the boxes for Key West living. Whether this will be your easy-to-maintain Key West getaway home, permanent residence, or investment property Unit S303 is the perfect choice featuring granite counters in the kitchen, washer and dryer and tiled flooring throughout for easy maintenance. Las Salinas Condominiums features a large, heated pool, fitness center, lots of off-street parking and security.

3930 S 3930 Roosevelt Blvd Unit S303, Key West
$799,000
3 Beds ⋅ 1 Baths ⋅ 618808 MLS
3 bedroom single-family home offering the opportunity to add a second bathroom within the existing roofline. Relax on the covered front porch and enjoy the Key West lifestyle. The private backyard provides space for a pool or outdoor entertaining. A great chance to renovate and make this home your own.

1425 Eliza 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
$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
$2,790,000
3 Beds ⋅ 3 Baths ⋅ 616089 MLS
Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage. Come and explore these three (3) contiguous, separate lots that all have the City of Key West's, Building Permit Allocation System (BPAS). Total lot SQ FT is 11,968. If you're seeking an opportunity to either build/renovate your future home, or a lucrative development opportunity, or simply to own one of Key West's most unique properties, look no further! It's time to make the move! Come to 1405/1409 United and see that it has the best of all the locations that Key West has to offer. Walking to all the amenities that Key West has, but far enough away from all the noise of the downtown. Plenty of room to make your own mark here. Location, Location, Location is this property. Call today for your private showing!

1405-1409 United St, Key West
$6,850,000
3 Beds ⋅ 3 Baths ⋅ 617136 MLS
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. This home is perfect for entertaining on a large scale or enjoying a quiet evening. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa plus an outdoor shower between the covered and open air loggia and parking. There's plenty of space for entertaining outdoors under the palm trees. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.

103 Front St, Key West
$2,240,000
3 Beds ⋅ 3 Baths ⋅ 618823 MLS
Extraordinary home in the historic district! Enjoy Key West living in the prized Old Town neighborhood with the perfect combination of all the top sought after attributes requested by buyers: walkable location, swimming pool, & private parking without compromise. Offered entirely furnished, the 3 bedroom and 3 bath home is absolutely move-in ready, prepared for your immediate occupancy. With over 1500 sq. ft. of interior living on 2 floors, a bedroom/office and a full bath are on the ground level, with a full master suite and an additional bedroom and bath on the second. Generous off street parking is superb for the historic district location, with room for all full size vehicles and perhaps even 2 cars. From the charming covered front porch, through the open main living area, and on to the pool and deck, the delightful home offers a seamless, integrated living space that is welcoming and ideal to gather and entertain. Expertly crafted renovations with modern design features are highlighted by historic details to remind you of living in Old Town. If lucrative vacation rental income potential is of interest, the home has been rented for over $19,000 mo. A complete package containing a survey, elevation certificate, insurance declaration pages, and other helpful documents available on request.

413 Frances St, Key West
$949,000
3 Beds ⋅ 3 Baths ⋅ 618708 MLS
Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

818 Elizabeth St Unit Front, Key West
$1,799,000
3 Beds ⋅ 3 Baths ⋅ 610882 MLS
Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private residence. Assigned off street parking right in front of the unit. This property is being offered turnkey. Vacation Rental history available .This home has all hurricane impact windows and doors. making the unit noiseless. This condo is a freestanding building just like a single family home without the maintenance.

1011 Simonton St Unit R1, Key West
$3,100,000
3 Beds ⋅ 3 Baths ⋅ 617354 MLS
Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14' ceilings, expansive porcelain tile & luxury vinyl flooring, & thoughtfully curated lighting create an atmosphere of understated sophistication. The custom chef's kitchen is beautifully appointed with quartz countertops, premium appliances, a generous walk-in pantry, & sleek modern cabinetry. The flexible layout includes 3 bedrooms (1 used as a media room), 3 spa-inspired bathrooms, & a well-equipped laundry room. A separate office with its own off-street entry provides a true live/work advantage, delivering privacy & ease of access without entering the main residence. Outside, a private tropical oasis awaits with a heated and chilled pool, tranquil water feature, & lush landscaping, creating the perfect sanctuary for relaxation or entertaining. Zoned HCT (Historic Commercial Tourist), the property provides exceptional opportunities for luxury live/work use, rental investment, or commercial operation. It qualifies as a transient license receivership site & boasts a successful commercial history, adding value for those seeking income-producing potential in a prime location. Built with durability & efficiency in mind, the home includes impact-rated windows, doors, & skylights, a full fire sprinkler system, dual-zone cooling/heating, off-street parking for two, & a 25kW generator. Located in the desirable X-Flood zone and just moments from Key West's finest dining, galleries, and attractions, this property delivers an unmatched combination of luxury, quality, & opportunity in one of the island's most desirable neighborhoods.

524 Southard St, Key West
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 618863 MLS
Timeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades. 1211 Knowles Lane features a versatile 300 sq. ft. loft currently utilized as a third bedroom, office, and additional storage, perfect for flexible island living. Inviting front and side porches set the tone for relaxed Key West living, offering peaceful spaces to unwind and enjoy the tranquil neighborhood. Inside, you're welcomed by bright, spacious living areas highlighted by soaring ceilings and gorgeous flooring throughout the living and dining rooms. The thoughtfully updated kitchen boasts stainless steel appliances, custom cabinetry, and a generous pantry designed for both everyday living and entertaining.The bedrooms are comfortably sized, offering charm and privacy. Bathrooms have been tastefully renovated with contemporary fixtures while preserving the home's historic character. Step outside onto beautiful teak decking into your own private tropical oasis. The backyard retreat features an outdoor shower, hot tub, rooftop deck, and brick-paved driveways creating the ultimate indoor-outdoor island lifestyle. Located in a prime Old Town setting, you're just a leisurely walk or bike ride to Key West's beautiful beaches, renowned restaurants, and vibrant nightlife. *Bonus features: off street parking and located in the x-flood zone.

1211 Knowles Ln, Key West
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 617589 MLS
POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and landscape lighting installed. Main house needs some renovations throughout but has been partially updated and is perfectly livable. Must see!!

1505 Johnson St, Key West
$1,265,000
3 Beds ⋅ 3 Baths ⋅ 616195 MLS
Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offering modern comfort with timeless island charm. This spacious residence features 3 bedrooms and 2.5 bathrooms, including a stunning spa-style master bath with double sinks and dual shower heads for the ultimate retreat. The bright and open layout showcases elegant marble countertops, thoughtfully designed finishes, and inviting living spaces perfect for both relaxing and entertaining. Step outside to enjoy the side porch facing the driveway, an ideal spot for morning coffee or evening gatherings. A standing seam metal roof adds both style and durability, giving peace of mind for years to come. To enhance the island lifestyle even further, the seller has drawings available to the buyer for a pool and tiki hut, offering the opportunity to create your own backyard oasis. Ideally located just a short bike ride to the vibrant energy of downtown Key West and world-famous Duval Street, this property combines convenience, comfort, and style—move-in ready and waiting to be enjoyed as your new island home.

1718 United St, Key West
$3,999,000
3 Beds ⋅ 4 Baths ⋅ 616917 MLS
Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally as ''Olivia's Twins'' and documented on the 1892 Sanborn maps, this historic Old Town property has been meticulously reimagined and rebuilt to perfection after once being condemned by the City of Key West. Today, it stands proudly renewed - a testament to timeless design, craftsmanship and the enduring charm of Key West architecture. Perfectly located on coveted Olivia St. in the Heart of Old Town, this residence enjoys a 10 out of 10 walkability score, offering effortless access to Key West's most beloved restaurants, galleries and historic attractions. Crafted by Kanga Construction, this architectural masterpiece blends historic inspiration with the finest modern finishes. The home features impact-rated windows and doors, including a striking custom mahogany front door, complemented by a mahogany entrance way & lattice detailing that echo the island's craftsmanship heritage. Inside, French oak flooring flows throughout open sun -filled living spaces. The designer kitchen features Viking appliances, gas stove, ice maker, Hansel & Bringle custom cabinetry & luxurious quartz countertops. Two distinct staircases pay homage to the original twin structures, offering privacy & architectural intrigue. Each bedroom suite boasts an ensuite bath & build in closets, with dual-zone air conditioning and dual whole house dehumidifiers ensuring year round comfort. Thoughtful details abound - plantation shutters, a curated furniture package by local designer David Smith & masterful finishes throughout. Outdoors, a heated pool with tranquil waterfall is framed by tropical landscaping that provides privacy while off street parking adds convenience. Meticulously executed in both form and function, The Twins on Olivia represents one of the most exceptional new builds to grace the Old Town Market in Years - a home honoring it's history while defining modern Key West luxury.

1010 Olivia St, Key West
$2,249,999
3 Beds ⋅ 3 Baths ⋅ 616322 MLS
Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith. Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home technology is seamlessly integrated, allowing you to control the entire residence from your iPhone or iPad. Blackout and privacy illusion shades are installed throughout with impact windows and doors. The chef's kitchen is a true showpiece, featuring illuminated crystalline quartz countertops, an oversized island with under-counter lighting, and premium Miele appliances. A sleek induction cooktop with downdraft ventilation, walnut cabinetry with custom divider drawers, and 48'' x 48'' high-grade porcelain tile flooring complete the space. The primary suite offers ,a dramatic down-lit interlocking panel accent wall, a custom walk-in closet, and views of the historic Little White House. Spa-inspired bathrooms showcase porcelain walls, quartz sinks, smart toilets, and multi-head showers. The second en-suite bedroom features a private terrace, illuminated niche, and a luxurious walk-in shower. Every closet in the home is custom-designed and thoughtfully lit. Additional highlights include a fully furnished turnkey offering, oversized 8' doors, recessed window trims and baseboards, a large community pool, and one covered deeded parking space.

115 Front St Unit 101, Key West
$1,060,000
3 Beds ⋅ 3 Baths ⋅ 618186 MLS
At the end of wide, quiet cul-de-sac, life naturally slows, sunsets linger, 20 Kingfisher reveals itself as a private island retreat @ KW Golf Club. Inviting brick walkway, lush tropical landscaping, river rock, lead to freshly painted front steps, welcoming front veranda that set the tone, refined, thoughtfully cared for. This home feels loved the moment you arrive. Inside, warmth & craftsmanship take center stage. Rich heart pine flooring grounds the main level, continuing up the staircase. Elegant, functional fully remodeled kitchen features custom cottage-style wooden cabinetry, soft-close drawers, luxurious granite countertops, beautiful built-in storage beneath the breakfast bar. All upgraded stainless appliances complete the space: new dishwasher, radiant cooktop range w/double ovens/convection, microwave, French-door refrigerator/freezer, every detail chosen for beauty & performance. From the living area, the home opens to a captivating, expanded screened rear veranda overlooking the lake, the #2 tee box & S.W. sky that delivers breathtaking sunsets. When the Royal Poinciana bursts into bloom, its fiery canopy becomes a work of art, reflected in the water, glowing at dusk, unforgettable! Upstairs, the home transforms into a tranquil private retreat. High-end luxury vinyl plank flooring w/padded underlayment provides a cushioned ''walking on air'' feel, waterproof, elegant, designed for long-term comfort. 2 spacious en-suite bedrooms anchor the 2nd level, defined by cozy architectural charm w/gentle eaved rooflines, adding character & intimate cottage feel. The primary suite is inviting w/a generous double closet & large built-in storage. En-suite bath is a true showpiece, featuring new pendant lighting, fully tiled walk-in shower w/built-in bench, wrapped in vibrant royal blue/burgundy ceramic tile. Guest bdrm. is mirrored image w/lg. extended closet. 3rd bdrm. is office/study. Private heated resurfaced pool upgraded w/steps/railing is divine. So much more!

20 Kingfisher Ln, Key West
$2,895,000
3 Beds ⋅ 4 Baths ⋅ 612545 MLS
Welcome to 3615 Eagle Avenue, a stunning, spacious, custom built residence surrounded by it's own private botanical garden. The oversized double door entryway indicates what awaits you on the inside. Large sweeping rooms with high cathedral ceilings, gorgeous tile floors, double doors opening to the garden from every room, all designed with one-level living and an emphasis on engaging one eye to the stunning nature that surrounds you. The chef in your family will dance with delight in the spacious kitchen built for creating and entertaining with new Sub Zero refrigerator, gas stove, two dishwashers, wine cooler, and ice machine. Each room has been upgraded with impact windows and doors with views of the luscious tropical delights that await you outside from every angle. Currently configured as a three bedroom with an additional spacious office that would easily convert to a fourth bedroom. Master suite privately located in front of the house with a newly renovated master bath that exudes luxury and style. The 12,000 sq. ft. lot encompasses a large thrilling botanical garden full of life with an emphasis on native plants and palms attracting all the local birds and butterflies. A covered pavilion overlooking the 33' pool and spa with a sand walkway that meanders through the tropical plants. A double car garage with built in storage with additional off-street covered parking for three more vehicles to store all the family toys. House is equipped with a generator, lots of storage, separate utility entryway, exterior lighting and irrigation. Book your showing today to see this extraordinary home as you won't be disappointed.

3615 Eagle Ave, Key West
$1,354,000
3 Beds ⋅ 3 Baths ⋅ 618714 MLS
This Residential Duplex can be purchased alone or with adjacent property located at 1610 Laird. Street. Owner financing possible. Long term rentals are in place with great payment history and income. Leases must convey at closing. Front unit consists of two bedrooms and one bathroom, living room, dining area, covered patio, full size kitchen along with off street parking and washer. The second unit is located in the backyard and is a townhouse with one bedroom, one full kitchen and additional living space upstairs. Must have 24 hours to show.

1612 Laird St, Key West
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 616629 MLS
Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining. Step into a beautifully landscaped backyard with a newly built pergola—ideal for dining and unwinding in the spa beneath the stars. Though compact, the outdoor space is practical and inviting, perfect for intimate gatherings or quiet evenings. Inside, you'll find rare Dade County pine, vaulted ceilings, and a private patio that captures the essence of Key West living. The home comes fully furnished, making it move-in ready or a turnkey rental.

711 Galveston Ln, Key West
$2,490,000
3 Beds ⋅ 8 Baths ⋅ 617030 MLS
**6%+ Cap Rate Opportunity ** Now offered at $2,490,000, this income producing Old Town property offers strong cash flow and immediate investor appeal. Located just steps from Duval Street, 402 Appelrouth Lane offers a rare investment opportunity in a premier X Flood Zone location. This mixed use property has income potential from residential and commercial units. With over 5000sqft of interior space this iconic structure showcases tall ceilings, historic architectural character and custom artistic details that give it Old Town Charm. Appelrouth Lane is known for strong foot traffic, established neighboring businesses and a desirable central location. just minutes from restaurants, galleries, shopping and Key West nightlife. Opportunities like this are exceptionally rare.

402 Appelrouth Ln, Key West
$999,000
3 Beds ⋅ 3 Baths ⋅ 612215 MLS
Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island of Key West, it offers seamless access to a wealth of shops, dining, entertainment, and recreation options, delivering convenience and enjoyment at every turn. With its streamlined rental setup, this condo is perfect for buyers seeking potential income or for those desiring an upscale island retreat all to themselves with all the amenities one could possibly ask for. Property has two restaurants, a bar, covered parking, mini marina dockage for boating while visiting and a fitness center all on site. Experience the best of refined island living!

3841 N Roosevelt Blvd Unit 222, Key West
$1,284,000
3 Beds ⋅ 2 Baths ⋅ 617886 MLS
Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Key West Nature Preserve, White Street Pier, and the island's beloved Garden Club and dog park, this home places the best of the island lifestyle quite literally at your doorstep. Duval Street and the Old Town Historic District lie just 1.5 miles away, while Mallory Square and the waterfront—famed for their sunsets, dining, and culture—are approximately 2 miles from the property, allowing effortless access without sacrificing peace and privacy . Designed by an architect with a discerning eye for light and space, the residence showcases a modern open-concept floor plan enhanced by expansive glass elements that invite the outdoors in. Cathedral ceilings soaring from 12 to 15 feet throughout every room create a sense of volume and airiness seldom found in Key West homes, delivering a bright, refined interior that feels both contemporary and timeless . Set on a 5,000-square-foot parcel, the grounds are thoughtfully landscaped with low-maintenance native flora, including seven mature palm trees, a striking gumbo limbo, and established orchids. The result is a private tropical sanctuary—lush, authentic, and effortlessly elegant—perfectly suited for island living without pretense . Large back yard offers plenty of space to add a pool!

1712 Laird St, Key West
$1,425,000
3 Beds ⋅ 2 Baths ⋅ 618248 MLS
Discover the rare opportunity to own a premier developer's unit in one of Key West's most desirable waterfront communities. Perfectly positioned just across the street from world-famous Smathers Beach, this spacious 3-bedroom, 2-bath condo blends coastal luxury with unbeatable island convenience. Inside, expansive living spaces open to large windows and glass doors showcasing ocean views and endless natural light. The open-concept kitchen flows seamlessly into the dining and living areas—ideal for entertaining or relaxing after a day on the sand. Retreat to the ocean-view primary suite, complete with generous closet space and private bath. Two additional bedrooms offer the flexibility for guests, family, a home office, or rental income. Step outside and enjoy resort-style amenities—lush tropical grounds, shoreline paths, sparkling pool, and easy access to water sports, biking, and Key West's sunset scene. Whether you're seeking a primary residence, island getaway, or investment opportunity, this condo delivers everything that makes Key West living unforgettable. Highlights: *Rare developer's unit with expanded layout/premium features *Just steps to Smathers Beach, bike paths & sunrise walks *3 Bedrooms / 2 Bathrooms *Assigned covered parking bay and storage unit *Resort amenities & gated community *Minutes to Old Town, dining, airport & nightlife Your Key West waterfront life starts here—schedule your private showing today!

1901 S Roosevelt Blvd Unit 401E, Key West
$2,859,000
3 Beds ⋅ 4 Baths ⋅ 616807 MLS
Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a wall of stackable impact glass doors that seamlessly connect the indoors with the private outdoor oasis. Just beyond the doors, you'll find a custom heated pool with tranquil water fountains, surrounded by lush tropical landscaping that offers both beauty and privacy, all complemented by a brand-new travertine pool deck that enhances the space with both elegance and durability. Each bedroom features its own en suite bath and walk-in closet, offering comfort and convenience for you and your guests. Storage is abundant throughout the home--a rare find in Key West. For added peace of mind, the property is outfitted with full impact-rated windows and doors. The modern kitchen is equipped with sleek stainless steel appliances, perfect for entertaining or everyday living. The home features two-zone central AC (one unit per floor), and the third-floor primary suite offers a loft-like retreat with both central air and a mini-split system for personalized comfort. Currently operating as a successful vacation rental, this property offers excellent income potential. The home can be sold turnkey with furnishings included, giving buyers the option to move right in or start generating rental income immediately.

814 Ashe St, Key West
$2,595,000
3 Beds ⋅ 3 Baths ⋅ 613986 MLS
Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

508 Grinnell St, Key West
$1,549,000
3 Beds ⋅ 3 Baths ⋅ 618065 MLS
Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity awaits to own a waterfront townhome in Key West. This three-bedroom, three-full-bath residence offers the luxury of a private pool and includes a dedicated carport. As you step through the front door, you are welcomed into a bright, open home filled with natural light. The spacious kitchen flows seamlessly into the dining and living areas, all offering beautiful water views overlooking the backyard. The first floor also features a bedroom--currently used as a workshop--and a full bathroom. Upstairs, you'll find two bedrooms, each with its own ensuite bath and private deck. The primary suite's deck offers stunning water views. Outdoor living is a highlight of this property. The backyard features a large covered deck leading to the pool, all positioned westward to capture afternoon sun and spectacular sunset views. Plans and permits for your own private dock are already underway. Ideally located, this home offers convenient proximity to local stores and restaurants and is just a bike ride away from everything downtown Key West has to offer. Whether relaxing poolside, enjoying sunset views, or heading out to explore the island lifestyle, every day is framed by comfort, convenience, and the natural beauty of the Gulf.

2613 Gulfview Dr, Key West
$2,395,000
3 Beds ⋅ 2 Baths ⋅ 618819 MLS
Introducing 319 Grinnell Street, a captivating residence in the heart of Key West's Historic Seaport, where charm and character abound. This beautifully framed Key West-style home reflects the rich tapestry of the area's history, showcasing classic architecture with inviting porches and intricate details that honor the past. Nestled among a collection of historic homes, 319 Grinnell Street offers a serene escape while remaining close to the vibrant pulse of the seaport. The Historic Seaport is a treasure trove of maritime heritage, featuring streets lined with art galleries, eclectic shops, and gourmet dining options. This lively district, once the center of the island's shipping trade, now celebrates Key West's legacy through its well-preserved structures and vibrant community life. Owning 319 Grinnell Street means immersing yourself in a lifestyle rich with culture and history. Enjoy leisurely strolls along the quaint streets, where the scent of jasmine and the sounds of laughter fill the air. This home is not just a residence; it's an invitation to embrace the unique spirit of Key West, making it a perfect sanctuary for those who value both tradition and modern living. Experience the allure of 319 Grinnell Street, where historic charm meets contemporary comfort in the heart of the enchanting Historic Seaport. Professional Vacation Rental Management is available for this property. Call for a showing today.

319 Grinnell St, Key West
$1,200,000
3 Beds ⋅ 1 Baths ⋅ 617022 MLS
Transient receiver site - Truly a diamond in the rough. Great location, behind the Hemingway House between Duval and Whitehead Street. Lot backs up to Whalton Lane (off Duval) with room for parking and a pool. Bring your contractor and a transient license to the property and she will truly shine like the Hope Diamond with happiness and prosperity. Buyers should do their own due diligence to determine transient license receivership requirements prior to making an offer. Probate is required.

418 Olivia St, Key West