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$800,000
2 Beds ⋅ 2 Baths ⋅ 620829 MLS
Old Town First floor 2 Bedroom, 2 Bath condo, pool side!. Low HOA- $600 a month/ $1800 a quarter. Great Old Town location, close to Restaurants, '' Walk on White' , Grocery store, and a short walk or bicycle ride to Duval street. This wonderful 2 bedroom, 2 bath condo is one of 4 units and is located steps from the shared pool. Unique to this condo is an outside covered area with a Grill, wet-bar, and seating, exclusively for use with this condo only. Additionally, this condo also has its own washer and dryer. This condo is in a Rental Program, please call listing agent for details. Being sold furnished. This Building has a new roof, and hurricane panels.

906 Truman Ave Unit 2, Key West
$725,000
1 Beds ⋅ 1 Baths ⋅ 620493 MLS
''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a storage loft, cathedral ceilings and hardwood floors. Nestled down a brick pathway across from the residents only heated pool. Professionally maintained landscaping surrounds this 6 freestanding conch home complex. Call today!

308 Margaret St Unit 3, Key West
$789,000
2 Beds ⋅ 2 Baths ⋅ 620436 MLS
Welcome to Your Own Slice of Paradise! 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, 2 full bath cottage 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.✨ Highlights at a Glance: 2 Bedrooms | 2 Full BathsBonus/Flex SpaceFully Furnished & Move-In ReadyUpdated ThroughoutExpansive Backyard with Pool Potential, Off-Street Parking, central Key West Location. If you're searching for a full-time residence, a vacation escape, or a high-demand rental investment, 2005 Fogarty Ave checks all the boxes

2005 Fogarty 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
$799,000
2 Beds ⋅ 1 Baths ⋅ 620282 MLS
If you are looking for a renovation property or clean slate to design your own Key West cottage, 210 Angela is it. This single-story Conch-style home offers 760 sq. ft. of interior living space- currently configured with a 2-bedroom, 1-bathroom floor plan on a 1,998 sq. ft. lot. Positioned entirely within the highly desirable X Flood Zone, this property represents a true blank canvas for an investor, flipper, or permanent resident looking to build equity from the ground up.The property features a fenced yard area ready to be reimagined into a private island oasis. Don't miss this rare opportunity to create a custom Key West retreat at an attainable price point. Showings are limited and require advance notice- long-term tenant in place until 9/30/26. Property is being sold as-is.

210 Angela St, Key West
$775,000
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
$760,000
2 Beds ⋅ 2 Baths ⋅ 619590 MLS
Substantial price improvement. Motivated seller. This well-maintained 2-bedroom condo has just hit the market and is truly priced to sell. Offered turnkey and newly furnished in 2017, the unit features a bright, inviting living space with a tiled main living area and two generously sized bedrooms. The primary suite includes its own ensuite bath for added comfort and privacy. A standout feature is the spacious balcony that spans the full length of the unit--perfect for relaxing or entertaining--with direct access from both bedrooms and the living room. The kitchen and bathrooms retain their original finishes, offering a fantastic opportunity to customize and upgrade to your personal style. The condo includes a full-size, fully equipped kitchen, in-unit washer and dryer, and high-speed wireless internet for modern convenience. You'll also enjoy one assigned covered garage parking space along with a private storage area conveniently located just in front of it. This desirable waterfront complex offers resort-style amenities, including a stunning Olympic-size heated pool, relaxing jacuzzi, well-equipped fitness center, and beautifully landscaped botanical gardens. Tennis lovers will appreciate three lighted courts, including a clay court. Additional perks include visitor parking and on-site security. Ideally situated next to Smathers Beach on the Atlantic side of Key West, 1800 Atlantic is just two miles from downtown and Mallory Square. Whether you're seeking a full-time residence, an investment property, or a winter retreat, this is an exceptional opportunity to own in one of Key West's most sought-after communities.

1800 Atlantic Blvd Unit C223, Key West
$749,000
2 Beds ⋅ 2 Baths ⋅ 619553 MLS
First time ever on the market! This is an excellent opportunity to own a charming single-family home in Key West. Lovingly maintained and custom-built for the current owners, this property has remained in the same family for over 60 years. This tranquil residence features 2 bedrooms and 2 bathrooms and sits on a spacious 5,016 sq. ft. lot. The home includes off-street, covered parking for one vehicle. Recent updates include central A/C and a new water heater. A detached metal storage shed provides additional storage space. The backyard offers a relaxing outdoor area--perfect for enjoying the island lifestyle. Inside, tile flooring runs throughout the home for easy maintenance. The yard features mature tropical landscaping with local fruit bearing trees. Centrally located, this property is just minutes from shopping, schools, dining, and beaches. This mid-century modern home offers great potential for upgrades, renovations, or possible additions to suit your needs. The property is being sold as-is and is currently tenant-occupied, offering flexibility for investors or future homeowners ready to create their own vision. Listing agents are related to the sellers.

1618 Flagler Ave, Key West
$795,000
1 Baths ⋅ 619433 MLS
Flagler Center III is scheduled to be completed by the end of 2026. This is a mixed-use Condominium building with commercial space on the ground floor and residential on the second floor. This is for two commercial spaces, combined into one unit. Units 510 and 511 each have a separate RE number that will total approximately 1520 SF. This is in a high traffic area and is perfect for the investor or owner's business. It will allow the buyer to design and build out the interior to their specific needs.

3201 Flagler Ave Unit STE 510, 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
$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
$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
$765,000
2 Beds ⋅ 1 Baths ⋅ 611075 MLS
Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden area, side walkways and plenty of room to add your favorite things to the yard spaces. An outside shower finishes off the exterior, a Key West ''must''. The interior has the sought after Dade County Pine on the walls, extremely high ceilings, and a large loft where you can stand up at the center. This home has everything you may want in a renovation project, not too big, not too small, just bring your ideas, toolbox and a paint can. Let's get to work on this home before the rest of the world finds out about it! Easy to see.

1102 Whitehead St, Key West
$799,000
2 Beds ⋅ 1 Baths ⋅ 618592 MLS
Nestled in an X flood zone in Old Town , this lovely conch cottage has been well cared for, meticulously maintained and lightly used as a seasonal getaway. The two-bedroom, one-bath residence is fully furnished and move-in ready, offering a perfect blend of charm, comfort, and thoughtful design. Behind the private gate, the home immediately feels welcoming and serene, creating a true island escape. Interior features include bamboo flooring throughout, soaring cathedral ceilings, recessed lighting in every room, and efficient ductless air conditioning. The kitchen and bath are finished with custom wood cabinetry and striking black granite countertops, reflecting quality craftsmanship and timeless style. French doors open from the living area and both bedrooms to outdoor living spaces, seamlessly connecting indoor and outdoor living. Both the front porch and rear patio provide peaceful settings for morning coffee, evening gatherings, or simply enjoying the tropical surroundings. While quietly situated, the property is just a short distance from the vibrant heart of Key West, offering easy access to restaurants, nightlife, shopping, and cultural attractions. This turnkey pied-à-terre delivers the best of island living—privacy, convenience, and undeniable charm—all in one a special place to call home!

1218 Packer St Unit REAR, Key West
$749,000
1 Baths ⋅ 618665 MLS
Welcome to Flagler Center III, a brand-new mixed‑use development currently under construction, with groundbreaking already completed and anticipated completion by the end of 2026. This 1,491 ± sq. ft. commercial space, comprised of two combined units, presents an outstanding opportunity for businesses looking to establish or expand in one of Key West's most sought‑after commercial corridors. The project will feature 14 residential and 14 commercial units (with select units combined), creating built‑in foot traffic and long‑term value. The subject unit includes two separate parcel IDs, allowing it to be split into two individual units, offering exceptional flexibility and strong investment potential. The property offers ample parking and ADA‑compliant access. Delivered as a white box, the space allows buyers to design and build out the interior to suit their specific business needs. Ideal for professional services, medical offices, or retail use, this property benefits from strong rental demand driven by Key West's limited commercial inventory. The prime location provides excellent visibility, consistent foot traffic, and outstanding exposure, making it an excellent opportunity for both owner‑users and investors.

3201 Flagler Ave Unit STE 507, Key West
$799,000
1 Beds ⋅ 2 Baths ⋅ 618838 MLS
Welcome to 3841 North Roosevelt Blvd, Unit 121, the epitome of BEACHFRONT living at the Key West Beachside Resort and Residences. This stunning Gulf View, Waterfront corner suite invites you to live like you are on vacation every day. This is a rare to come on the market opportunity, as there are only three one-bedroom units on the entire property, and this beachfront location remains the most desired. Inside, designer-grade finishes and furnishings create an atmosphere of refined elegance. Travertine flooring flows throughout the spacious living areas, complemented by an open gourmet kitchen featuring granite countertops, stainless steel appliances, and custom cabinetry. The well-appointed bedroom and two bathrooms provide ample space and privacy, while a sleeper sofa offers additional sleeping accommodations for guests. An oversized balcony provides a private retreat to enjoy the tropical breeze and breathtaking Gulf sunsets. Beyond your door, the resort's world-class amenities await, including a restaurant, bar, pool, spa, and fitness center. The on-site parking garage includes one deeded parking space, and there is a property shuttle for added convenience. This superb property offers incredible flexibility: use it as your private getaway, generate income through the onsite professionally managed rental program with no maximum stay restriction for owners, or both. The property boasts a proven track record of strong rental performance throughout 2025, demonstrating its appeal as a high-performing investment. Don't miss this prime opportunity to own a piece of paradise with lock and leave potential that is perfect for part-time residency and robust passive income. Reach out to learn more about how to make this your 2026 lifestyle.

3841 N Roosevelt Blvd Unit 121, Key West
$799,000
2 Beds ⋅ 3 Baths ⋅ 618354 MLS
Seller financing available. Impact rated windows, doors, and sliders are included in price and will be installed in August. Ready for immediate occupancy! This Spa home located in the Sanctuary at the Key West Golf Club features a private dip pool and carport. The first floor is an open floor plan with kitchen, living area and half bath. French doors open to the walled, private rear yard with your own dip pool. Upstairs feature the primary and guest bedroom ensuites. The Key West Golf Club also features a fitness center and large community pool. Listing Broker/Owner is Florida REALTOR and therefore has ownership interest in the property. Very easy to show!

202 Golf Club Dr, Key West
$798,000
2 Beds ⋅ 1 Baths ⋅ 608965 MLS
Tare Down You can build your dream house to your specifications just 4 houses to the beach. Close to the White Street pier. Walk to pickle ball and tennis courts. Higgs beach is just 3 minutes away. Ride your bikes to Duval Street only 1.3 mile away. This large corner lot is perfectly located. Even the birds know when to fly South.

1521 Rose St, Key West
$799,000
3 Beds ⋅ 2 Baths ⋅ 618386 MLS
Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities including two swimming pools, tennis courts, a clubhouse, and beautifully landscaped grounds. Conveniently located near beaches, shopping, dining, and all the attractions of Old Town Key West, this condo is perfect as a primary residence, second home, or island getaway.

2601 S Roosevelt Blvd Unit 304C, Key West
$749,000
2 Beds ⋅ 3 Baths ⋅ 612515 MLS
Experience Ultimate Elegance at Key West's Marriott Beachside Resort. This offering includes two luxurious, fully furnished units—a Signature King Room and a Resort View Suite—each designed to deliver an exceptional blend of comfort and sophistication. Together, they provide flexibility as a full-time residence, vacation retreat, or income-producing rental property with two coveted TRANSIENT RENTAL LICENSES and a strong rental history. The Signature King Room, spanning 283 sq.ft. is an intimate retreat ideal for accommodating up to two guests. It features elegant finishes, high-end furnishings, and stunning attention to detail, making it a perfect haven for relaxation. The Resort View Suite, generously sized at 1074 sq. ft, can comfortably accommodate up to four guests. Its open floor plan includes a designer kitchen with a Subzero refrigerator, KitchenAid stove, GE microwave, range hood, Bosch dishwasher, dual stainless-steel sinks, and garbage disposal, all accented by crown molding and baseboards. The dining area is illuminated with dimmable lighting, creating the perfect ambiance for gatherings. The primary suite is a sanctuary with a sunken jetted tub, tiled shower stall, and dual vanities, while 16-inch tile flooring extends throughout, adding a refined aesthetic. Resort living is elevated with access to a private beach, a heated waterfront pool and spa, and a poolside bar and grill. On-site gourmet dining, valet parking, and concierge services are available to meet your every need, with optional on-site rental management providing a seamless investment opportunity. The secured building includes a garage and assigned parking for convenience and peace of mind. Positioned on open Gulf waters, the property's private sundeck provides panoramic views, offering the perfect backdrop for serene mornings or captivating sunsets. This property is an extraordinary opportunity to embrace the best of Key West living.

3841 N Roosevelt Blvd Unit 632, Key West