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1901 S Roosevelt Blvd Unit 407N, Key West
$625,000
1 Beds ⋅ 1 Baths ⋅ 620905 MLS
Positioned directly across South Roosevelt Boulevard from Smathers Beach, it blends high-end modern finishes with expansive views of Key West's tranquil salt ponds. Interior highlights and upgrades include Carrara marble surfaces installed in both the kitchen and bathroom a wet bar, tiled floors flowing seamlessly throughout all living spaces, impact-resistant glass windows and doors for ultimate peace of mind. Other feature include large, covered private balcony capturing views of the salt ponds and the surrounding landscape, assigned parking with storage locker, and so much more. Resort-Style community amenities include a spacious, heated saltwater swimming pool, adjacent hot tub, and full-size tennis/pickleball courts, access to the resident clubhouse, dry saunas, and common area lounges. Other conveniences include barbecue area, EV charging station and a car wash. Make La Brisa your home today.

1901 S Roosevelt Blvd Unit 407N, Key West

1116 Truman Ave Unit A, Key West
$995,000
2 Beds ⋅ 2 Baths ⋅ 620885 MLS
Completely remodeled to the studs in 2024, this exceptional Key West condo is truly turn-key and move in ready. The home has been meticulously maintained and shows beautifully in every detail. Everything in the unit is new, from the finishes and fixtures to the systems. Central air conditioning and a security alarm are already in place for immediate comfort and peace of mind. This 953 sq. ft.unit features an oversized primary bedroom with a true walk-in closet, a spa inspired -large shower with a waterfall showerhead, and high-end details throughout. An additional 195 sq ft covered front porch expands the living space and is protected by premium motorized electronic screens that raise and lower at the touch of a remote-a significant high end upgrade. Located in a desirable three-unit condo association, the HOA fee covers exterior insurance and water, keeping ownership simple and predictable.. Enjoy classic Key West living with lush tropical landscaping including bamboo and a private heated pool. Super clean, super nice, and ready for immediate occupancy.

1116 Truman Ave Unit A, Key West

2928 Fogarty Ave, Key West
$849,500
3 Beds ⋅ 2 Baths ⋅ 620866 MLS
Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining and a pool. The rear yard is highlighted by a carport and a large cabana-style building, perfect for gatherings or relaxation. Mature trees, lush greenery, a fruit bearing mango tree and a privacy fence surround the property, providing a private and tranquil setting. Conveniently located in New Town near schools and shopping with off street parking. Just a short drive to Key West's vibrant downtown, offering dining, shopping, and cultural attractions. Nearby parks and waterfront areas provide opportunities for boating, fishing, and enjoying the island's natural beauty. Whether you're seeking a vacation retreat, investment property, or full-time residence, this property presents an ideal opportunity to experience the laid-back Key West. One of the listing realtors is related to the sellers.

2928 Fogarty Ave, Key West

906 Truman Ave Unit 2, Key West
$779,000
2 Beds ⋅ 2 Baths ⋅ 620829 MLS
Turnkey Old Town Key West condo! 2 Bedrooms/2 Full Baths/ Fully Furnished/Pool-side/Rentals through March 2027! Welcome to your turnkey piece of Old Town Key West. This first-floor, poolside 2 Bedroom.2 Bath condo is fully furnished, ready to enjoy now, and comes with future rentals already booked through March 2027. Whether you're looking for a Key West getaway or an established vacation rental, this property offers the flexibility to do both. The open and comfortable layout features 2 Bedrooms and 2 Full bathrooms, making it especially appealing for vacation guests, couples traveling together, or personal use. The condo is being sold fully furnished, allowing the next owner to begin enjoying or renting it immediately without the time and expense of furnishing a property. Enjoy your own private covered outdoor living area with grill, wet bar, and seating-perfect for morning coffee, outdoor dining ,or relaxing after a day on the island. The shared pool is just steps away. Inside, you will find central air conditioning ,a washer and dryer, and a mix of tile and wood flooring. A new metal roof and hurricane panels provide additional piece of mind. Located on Truman Avenue in Old Town, you're within easy reach of Duval Street, White Street, the Historic Seaport, restaurants ,galleries, and the best of Key West. Walk or bike to explore the island, then return to your own comfortable retreat. For the investor, the established vacation rental set-up and bookings already in place through March 2027 provide an immediate opportunity for continued rental income. For the owner seeking a second home, this fully furnished condo is ready to enjoy from day one. Two bedrooms, two baths, private outdoor space, pool access and a prime Old Town location make this a truly turnkey Key West opportunity!

906 Truman Ave Unit 2, Key West

101 Golf Club Dr, Key West
$649,999
2 Beds ⋅ 2 Baths ⋅ 620825 MLS
Welcome home to 101 Golf Club Drive, the key to your slice of paradise! This home is nestled mid-way in the gated Key West Golf Course Community and a short walk to pools, fitness center, butterfly garden, and a club house. From the home, the back faces unobstructed views of the 1st Fairway, while the front faces the quaint, white picket fence lined drive. Upstairs, each bedroom has its own bathroom and balcony, providing privacy to you and your family or guests. No need to make upgrades as new stainless steel appliances, hot water heater, flooring, insulation & paint are throughout! The home has also been recently tented with warranty, giving an additional peace of mind your home is protected. Whether this is your full time home, vacation property, or investment, 101 Golf Club Dr is move in ready for you to start enjoying the Key West lifestyle!!

101 Golf Club Dr, Key West

19 Spoonbill Way, Key West
$649,000
2 Beds ⋅ 2 Baths ⋅ 620820 MLS
There are homes that simply check the boxes--then there are homes that immediately feel like ''home.'' Tucked on a quiet, 1-way lane w/in Key West Golf Club, 19 Spoonbill enjoys a superbly tranquil setting overlooking the lush, colorful Butterfly Garden/pond. The pace seems to slow. From the newly built composite rear veranda/rear steps, the gentle trickle of water from the Butterfly Garden statue becomes part of the soundtrack. Tropical greenery creates a peaceful backdrop for morning coffee/afternoon relaxation/evening glass of wine. Exceptional Location. Community Center/Fitness Room/HOA Office are just steps away, while the spectacular lagoon-shaped community pool w/tropical waterfalls is only a short stroll through the garden or down the inviting lane. Everyday living feels a little more like a Key West escape. Inside/out, this pristine residence has been given an extraordinary level of care. Freshly painted throughout, the home is sparkling, warm & inviting! For the homeowner seeking a property where the hard work has already been done, this one is the answer. Impressive exterior renovation. The entire front fence/gate has been meticulously rebuilt, posts/pickets re-secured w/ stainless-steel fasteners, 5 new pressure-treated wood panels. Front lower veranda has been completely rebuilt, enhanced w/new composite picture framing, rich English Walnut composite decking/new stair stringers, posts wrapped in composite sleeves/new composite railings. Upper belt/trim on the front/rear replaced w/Azek, secured w/stainless fasteners. Side/rear fencing was carefully re-secured, new pickets/new gate added. Freshly painted white trim/soffits/gutters/rails/balusters complete the polished exterior presentation. 4 brand-new stainless Frigidaire Gallery Series appliances. Wainscoting accented stairwell/rich wooden stairs/flooring upstairs, 2 glorious upper verandas, new lighting fixtures, 2021 AC, tented in 2018/continued Orkin treatment plan, solar lighting. LOOK NO FURTHER

19 Spoonbill Way, Key West

816 S St Unit 4, Key West
$599,000
1 Beds ⋅ 1 Baths ⋅ 620722 MLS
Life feels a little slower in the Casa Marina neighborhood. Mornings begin with a walk to Higgs Beach, afternoons are spent by the pool, and evenings often end just down the street at Salute! on the Beach or Louie's Backyard. Tucked within the peaceful Southpark Condominium community, 816 South Street, Unit 4 places you in the heart of one of Key West's most desirable locations while offering the privacy and simplicity of low maintenance island living. Inside, this 1 bedroom, 1 bathroom condominium feels bright, comfortable, and welcoming. The open living spaces flow naturally to two private outdoor decks, one at the front of the home that is perfect for enjoying the neighborhood atmosphere and another tucked just off the bedroom, surrounded by mature tropical landscaping for a more private escape. The community itself offers the amenities that make everyday living feel like a vacation, including a beautifully maintained heated swimming pool set among lush tropical grounds. An assigned off street parking space and a spacious locked storage area provide conveniences that are increasingly valuable in Key West. Located just 4 blocks from Duval Street, you can easily walk or bike to beaches, restaurants, galleries, shopping, and everything that makes island life so special, while still returning home to one of the quieter residential pockets of Old Town. Whether you are searching for a full time residence, a seasonal retreat, or simply a place where life naturally slows down, 816 South Street, Unit 4 offers an opportunity to experience the very best of Casa Marina living.

816 S St Unit 4, Key West

32 Hilton Haven Rd Unit APT 5, Key West
$995,000
2 Beds ⋅ 2 Baths ⋅ 620697 MLS
Embrace the laid-back lifestyle of the Florida Keys in this waterfront two-bedroom, two-bathroom condominium with beautiful water views. Soaring vaulted wood-beamed ceilings, a skylight, and expansive sliding glass doors fill the home with natural light while showcasing the sparkling water beyond. The open-concept living and dining areas flow seamlessly to a spacious wraparound balcony, creating the perfect setting to enjoy your morning coffee, entertain guests, or unwind with the island breeze. The functional kitchen opens to the main living area, making entertaining effortless. Located in Bay Villas, a boutique waterfront community of just nine residences, residents enjoy beautifully maintained grounds, a community pool, and inviting waterfront gathering spaces. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this waterfront retreat offers the relaxed charm that makes the Florida Keys so special.

32 Hilton Haven Rd Unit APT 5, Key West

3930 S Roosevelt Blvd Unit N108, Key West
$475,000
2 Beds ⋅ 2 Baths ⋅ 620690 MLS
NEW PRICE.....Welcome to this beautifully updated condo at 3930 S. Roosevelt Blvd. #N108, offering the perfect blend of comfort, convenience, and island living. Overlooking the sparkling community pool, this inviting residence features a tastefully remodeled kitchen with modern finishes, newer flooring throughout, and a bright, open living space designed for easy living and entertaining. Enjoy your morning coffee or evening cocktail with relaxing pool views, while the covered parking bay provides the added convenience and protection every Key West homeowner appreciates. Residents also enjoy outstanding community amenities, including a newly completed state-of-the-art fitness center, adding even more value to this desirable complex. Located just minutes from beaches, shopping, dining, and Old Town Key West, this move-in-ready condo is ideal as a full-time residence, vacation getaway, or investment property. Don't miss this opportunity to own a beautifully updated piece of paradise in one of Key West's most desirable locations. Call today to set up your showing.... Very easy to show

3930 S Roosevelt Blvd Unit N108, Key West

3930 S Roosevelt Blvd Unit W314, Key West
$499,000
2 Beds ⋅ 2 Baths ⋅ 620689 MLS
This bright, private 2BR/2BA corner unit sits at the end of the west wing, with an extra window that fills the space with light and only one shared wall for real quiet. This unit comes with covered parking. The kitchen is outfitted with stainless steel appliances, and a full-size washer and dryer means laundry day never means leaving home. A covered parking space (#122) comes with the sale. Las Salinas Condominiums is one of the best-kept communities in Key West, and it shows. The pool is sun-drenched and inviting, and the fitness center may be the best on the island, with private access to cardio and strength rooms that are always spotless and always stocked with quality equipment. Monthly fees of $535 cover building insurance, exterior maintenance, and full on-site management, so ownership here is refreshingly hands-off. Step outside and you're close to a grocery store, a day spa, and a bus stop for easy island transportation. Just past the entrance, the two-mile Smathers Beach promenade is calling, whether that's a sunrise walk, a bike ride, or a spot to watch the sky change color every evening. Add in open-lot parking for a second vehicle, plus storage and bicycle rooms, and this is a home built for the way you actually want to live in Key West. Call today to schedule a private showing.

3930 S Roosevelt Blvd Unit W314, Key West

3712 Duck Ave, Key West
$849,000
3 Beds ⋅ 3 Baths ⋅ 620501 MLS
Adorable 2 bed ,1.5 bath single family home in Pearlman neighborhood with separate 1-1 cottage anchored by a picturesque Royal Poinciana tree out front! Features a large (16 X 15) screen room between the main house & the cottage. You can pass from the main house thru the screened room into the cottage & still be under roof. Cottage does have its own separate entrance. Use the cottage as an extension of the main house or as separate living space, she-shed, man-cave, studio, work out room or home office. Roof replaced in 2016. Exposed beam ceilings in kitchen and dining areas. For those familiar with the 'Sunshine Homes' in KW, you know they were built with crawl spaces between the ground & the floor, taller attics w/ pull-down stairs, beautiful hard wood floors & asbestos siding. Most of main house still has original hard wood floors & the cottage has bamboo flooring. Sellers say interior of house did not flood during Wilma. 3712 Duck affords you yard space, room for pool, carport with additional off-street parking & one of KW's most desirable New Town neighborhoods. Convenient location is close to schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride into Old Town & world-famous Duval St.. Make your next home at 3712 Duck Ave!

3712 Duck Ave, Key West

3201 Pearl Ave, Key West
$584,900
2 Beds ⋅ 2 Baths ⋅ 620466 MLS
Updated home in a prime central Key West location! Perfect for a local buyer or as an affordable second home in a quieter part of town, this move-in-ready property offers comfort, convenience, and tropical charm. The home features two generously sized bedrooms, two full bathrooms, and is situated on a corner lot in New Town. Warm wood flooring runs throughout, while the kitchen and dining area showcase Corian countertops, stainless steel appliances, classic wainscoting details, and a timeless neutral coastal palette that creates a bright, relaxed island atmosphere. French doors offer a bright and inviting living area and open to a composite deck and a lush, fully fenced yard, creating an ideal setting for indoor-outdoor living. Enjoy your morning coffee from the upstairs porch overlooking the tropical landscape, complete with a peek-a-boo view of the nearby park and recreational facilities. The private, gated yard is a true island retreat, featuring banana and mature mango trees that produce an abundance of fruit, vibrant bougainvillea, and an outdoor shower that's perfect after beach or boating days. Additional highlights include off-street parking, no HOA fees, and a welcoming townhome-style layout designed for easy living. Conveniently located near schools, shopping, beaches, grocery stores, sports fields, and movie theaters, this home offers the best of the Key West lifestyle, with everyday conveniences just a short walk or bike ride away.

3201 Pearl Ave, Key West

1500 5th St, Key West
$979,000
4 Beds ⋅ 2 Baths ⋅ 620453 MLS
When value matters, this solid concrete New Town home stands apart with one of the most compelling price-per-square-foot opportunities on the market. Substantial 4-bedroom, 2-bath home featuring a dedicated office, offering an exceptional combination of comfort and functionality. Situated on an expansive 8,448-square-foot corner lot, the property provides 2,111 square feet of living space, two driveways, off-street parking with an attached carport, a Tesla charging station, and ample room to add a pool. Designed for easy living and entertaining, the open-concept kitchen and living area is enhanced by soaring cathedral ceilings with exposed beams and an abundance of large, light-filtering windows that create a bright and inviting atmosphere throughout. A welcoming front porch, set back amongst mature trees, provides the perfect place to relax and unwind. The elevated home features double-pane windows, noise-dampening door improvements, a V-crimp metal roof, and beautiful terrazzo floors that add timeless Key West character. The solid concrete construction offers lasting durability and an excellent foundation to fine-tune and personalize the home to suit your vision. The fully walled property provides privacy and generous outdoor space. With its larger-than-average footprint, oversized corner lot, two driveways, and endless potential for a backyard pool oasis, this home presents an outstanding opportunity to enjoy the very best of Key West living. Whether you're searching for a comfortably sized family home just or a property with the perfect canvas to create your dream home, this opportunity offers exceptional value.

1500 5th St, Key West

1800 Atlantic Blvd Unit 218B, Key West
$950,000
2 Beds ⋅ 2 Baths ⋅ 620451 MLS
Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers the rare privilege of walking distance to Smather's Beach on the Atlantic, minutes from the airport, and the effortless ease that makes Key West living so desirable. Stroll along the shoreline in the morning, watch boats drift along the horizon, and spend your afternoons relaxing beside the resort-style Olympic-size heated pool and spa, all set within lush tropical landscaping. Residents enjoy tennis and pickleball courts, an equipped fitness center, assigned covered parking, and professionally maintained grounds--delivering true comfort, simplicity, and peace of mind in a coastal setting. Recent upgrades include impact-rated doors and windows, enhancing storm protection, energy efficiency, and long-term ownership confidence while maintaining a clean, modern coastal aesthetic. Pet owners will appreciate the flexibility of 2 pets allowed (up to 50 lbs total). Monthly association fees include building insurance, exterior maintenance, professional management, water, high-speed internet - offering a truly turnkey lifestyle. Ideally located just minutes from Old Town Key West, you're close to world-class dining, galleries, marinas, and cultural events, yet tucked away in a quiet, oceanfront enclave that feels removed from it all. Whether by bike or a short drive, everything the island offers is within easy reach. Come experience why so many call this their Key West home away from home 🌴.

1800 Atlantic Blvd Unit 218B, Key West

2005 Fogarty Ave, Key West
$749,000
3 Beds ⋅ 2 Baths ⋅ 620436 MLS
Charming Key West Cottage with large back yard and ROOM FOR A BIG POOL! Pack your flip flops and leave your worries at the door! This enchanting Key West gem is ready to make your island dreams a reality! Nestled in the heart of the Conch Republic, 2005 Fogarty Avenue is the kind of home that makes you exhale the moment you arrive. This beautifully updated 2 bedroom home has a bonus room for 3rd bedroom with own private full bath. The home is bursting with Key West charm and curb appeal! From the moment you step inside, you'll fall in love with the character and that unmistakable colorful warmth that only Key West living can deliver. Best of all? It's fully furnished and completely move-in ready. Just bring your toothbrush and your sunscreen, because everything else is already waiting for you.The versatile bonus space offers endless possibilities! Want a home office, guest overflow, art studio, workshop, or your very own private retreat? Step outside and discover the real showstopper: a spacious, lushly landscaped backyard that's practically begging for a sparkling pool 🏊. Whether you envision weekend soirées under the stars, a private tropical oasis, or the ultimate vacation rental income producer, this backyard delivers the canvas. Practical perks? You've got those too. Off-street parking is a rare and treasured luxury in Key West and this property has it. No more circling the block after a long day at the beach. Located just moments from world-famous Duval Street, celebrated dining, vibrant nightlife, the Historic Seaport, and those legendary Key West sunsets 🌅, this property places you at the very center of the island lifestyle while offering a peaceful, private retreat to come home to.✨ Furnished & Move-In Ready, updated, Expansive Backyard with Pool Potential, Off-Street Parking, central Key West Location. If you are searching for a full-time residence, a vacation escape, or a high-demand rental investment, 2005 Fogarty Ave checks

2005 Fogarty Ave, Key West

2317 Fogarty Ave, Key West
$889,000
3 Beds ⋅ 2 Baths ⋅ 620435 MLS
Welcome to 2317 Fogarty Avenue, a beautifully updated 3-bedroom, 2-bathroom home ideally located in the heart of Key West. Combining modern upgrades with island charm, this centrally located residence offers comfortable living just minutes from beaches, shopping, dining, schools, and all that Key West has to offer. The updated kitchen features elegant porcelain countertops, Café appliances, and a newly installed range hood. Recent improvements include a new metal roof (2025) and A/C coils replaced in 2026, providing added peace of mind. An added bonus is the spacious attic, offering valuable storage space--a rare and highly desirable feature in Key West. Step outside to a spacious backyard with mature banana trees, plenty of room to add a pool, and space to create your own private island oasis. A double driveway provides ample off-street parking. Whether you're searching for a full-time residence, a second home, or an investment opportunity, this move-in-ready property offers the perfect blend of comfort, convenience, and island living. Owner is a licensed Florida real estate agent.

2317 Fogarty Ave, Key West

3715 Flagler Ave, Key West
$799,000
2 Beds ⋅ 2 Baths ⋅ 620402 MLS
Welcome to this charming 2-bedroom, 2-bath Conch house offering 1,216 sq. ft. of comfortable living space in one of Key West's most convenient locations. The home is filled with warmth and character, highlighted by vaulted wood ceilings with exposed beams that create an inviting coastal atmosphere. Natural light pours through the impact windows and full wall of sliding glass doors, while the thoughtful floor plan provides comfortable areas for both everyday living and entertaining. The well-appointed kitchen offers ample cabinetry, generous counter space and bar seating that creates a natural gathering place for family and guests. A dedicated laundry area adds every day convenience, while the home's open and functional layout enhances its comfortable coastal appeal. An inviting Florida Room extends the living area and serves as the perfect connection to the private backyard retreat. Step outside to discover your own massive fenced-in backyard designed for relaxation, featuring lush landscaping, a hot tub and plenty of entertaining space. Centrally located in New Town, you'll enjoy easy access to beaches, shopping, restaurants, schools, and all the attractions that make island living so desirable. Whether you're looking for a full-time residence, seasonal escape, or island investment, this Key West home offers comfort, character and an exceptional location.

3715 Flagler Ave, Key West

1 Spoonbill Way, Key West
$599,000
2 Beds ⋅ 2 Baths ⋅ 620312 MLS
Inside the gates of Key West Golf Club -- the only gated golf course community on the island, with an 18-hole Rees Jones course, two pools, a fitness center, and 24-hour security. This pet-friendly, fully-fenced yard, 2-bedroom, 1.5-bathroom Key West townhome sits on a corner lot with on-street parking and guest parking, steps from the mail, pool, and gym. It lives bigger than most: tile through the first floor, sustainable and comfortable cork flooring upstairs, and a permitted balcony enclosure that adds space other units don't have. Covered front porch, two spacious screened porches, In-unit washer and dryer, plus dedicated storage. One owner since new, with a new roof, new A/C, updated kitchen and bathrooms, and full shutter coverage -- move-in ready. Thirty-day minimum rentals permitted. Minutes to the airport, Old Town, the beaches, restaurants, entertainment, and the marinas.

1 Spoonbill Way, Key West

204 Southard St Unit 5, Key West
$865,000
2 Beds ⋅ 1 Baths ⋅ 620303 MLS
Freshly relaunched and ready for its next chapter, this beautifully maintained 2-bedroom, 1-bath condo in Shipyard offers the Key West lifestyle everyone is looking for: easy living, a sought-after location, and true indoor-outdoor charm. Set on the second floor, the condo features two private balconies, one in front and one in back, perfect for enjoying tropical breezes, morning coffee, or a quiet moment after a day downtown. Inside, the open living area flows comfortably into a modern kitchen, creating an inviting space for relaxing or entertaining. A uniquely spacious bathroom, rarely found in Shipyard condos, adds extra comfort and practicality. Offered fully furnished, this home is move-in ready and well positioned for personal use or rental income. The lushly landscaped Shipyard community offers a pool, winding paths, and a peaceful setting just moments from Fort Zachary Taylor State Park, the waterfront, Truman Annex, and the restaurants, galleries, and energy of Duval Street. Whether you are looking for a Key West getaway, full-time island home, or investment property, this condo delivers location, lifestyle, and ease in one of Old Town's most desirable communities.

204 Southard St Unit 5, Key West

3625 Seaside Dr Unit 25410, Key West
$868,000
2 Beds ⋅ 2 Baths ⋅ 620198 MLS
Rare opportunity to own a transiently licensed 2-bedroom, 2-bathroom condo in Key West, offering exceptional flexibility for personal use and short-term vacation rental income. Located within the sought-after Sunrise Suites community, this beautifully updated residence combines modern coastal style with a prime island location just minutes from beaches, Old Town, and Key West's most popular attractions. Inside, you'll find a bright, open-concept living space featuring elegant quartz countertops, contemporary white cabinetry, and a thoughtfully designed layout that maximizes comfort and functionality. The spacious primary suite and guest bedroom provide comfortable accommodations, while the open living and dining areas create the perfect setting for relaxing or entertaining. A private balcony offers the ideal place to unwind and enjoy breathtaking sunset views over the island. This turnkey condo is equipped with a beautifully updated kitchen, in-unit washer and dryer, and central air conditioning, making it equally appealing as a primary residence, second home, or investment property. Owners and guests enjoy access to resort-style amenities including a shared heated swimming pool, hot tub, tennis court, and beautiful walking and biking paths. The community's convenient location near Key West International Airport and just a short drive from Duval Street provides easy access to world-class dining, nightlife, shopping, fishing, and water sports. With its coveted transient rental license, updated interior, desirable amenities, and strong vacation rental potential, this Key West condo presents an outstanding opportunity to own a piece of paradise while generating income in one of Florida's most sought-after destinations.

3625 Seaside Dr Unit 25410, Key West

3808 Duck Ave, Key West
$979,000
2 Beds ⋅ 2 Baths ⋅ 620187 MLS
Wonderful Home with a Small Cottage, Salt Water Pool, and Off Street Parking, and 2 Brand New Roofs, on the Main House and the Guest Cottage!. Additionally- there is a New Insurance Mitigation report dated 8/28/2026! Affordable insurance premiums. Currently $13,367.48 a year for flood, windstorm, and homeowners insurance. The Main Home has an open living room with cathedral ceilings, and a loft . The Kitchen has French Doors leading to a large deck, and a private back fenced yard. Chicago brick surrounds the Salt Water Pool and cottage, with lots of additional space. There are plans by Serge with Artibus Designs for an addition added on to the home if desired giving an additional bedroom, bath, dining room, etc. Wonderful property as is or expand for more square footage!

3808 Duck Ave, Key West

508 Louisa St Unit 3, Key West
$750,000
2 Beds ⋅ 2 Baths ⋅ 620157 MLS
TRANSIENT LICENCE RECEIVERSHIP ZONE! Welcome to your slice of paradise in Key West! This charming 2-bedroom, 2-bathroom condo located just steps from Duval Street offers an incredible opportunity. Currently utilized as an income-producing vacation rental, this home presents the perfect blend of comfort and convenience. Nestled in the heart of Key West, this condo boasts proximity to renowned attractions, vibrant restaurants, and the lively energy of Duval Street, ensuring endless entertainment options for residents and guests alike. Just a few blocks away lies Key West's South Beach, where sun-soaked days and breathtaking sunrises await. The interior of this inviting condo features two spacious bedrooms, providing ample room for relaxation and rejuvenation after a day of exploring the island. The well-appointed bathrooms offer both style and functionality, catering to the needs of residents and visitors. Whether you're lounging on the private balcony, enjoying the tropical breeze, or venturing out to experience the vibrant culture of Key West, this condo offers the quintessential island lifestyle. Don't miss your chance to own a piece of paradise and capitalize on the flourishing vacation rental market in this coveted location. Seize this opportunity to invest in Key West living at its finest. Schedule your showing today and envision the endless possibilities that await in this delightful condo just steps from Duval Street!

508 Louisa St Unit 3, Key West

1124 Olivia St Unit 321, Key West
$839,000
2 Beds ⋅ 2 Baths ⋅ 620130 MLS
*** BEST PRICED 2/2 CONDO IN OLD TOWN *** Lionsgate community, heart of Old Town, one of Key West's most coveted small communities, known for its heated saltwater pool, lush tropical landscaping, and neighbors who actually know each other. Unit 321 sits on the second floor with vaulted ceilings, exposed beams, and an open layout that lives significantly larger than 944 sq ft. The kitchen and living room flow together naturally, good for cooking, entertaining, or simply unwinding. Quartz countertops, new laminate flooring, and fresh paint throughout make this move-in ready. Storage is genuinely rare here: a dedicated laundry room, an attic, and an assigned parking space at the unit. EV and golf-cart charging ready. X flood zone. This is a second home that actually feels like one.

1124 Olivia St Unit 321, Key West