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2601 S Roosevelt Blvd Unit 204A, Key West
$599,000
1 Beds ⋅ 1 Baths ⋅ 618286 MLS
Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery. The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and doors, providing exceptional tranquility throughout the home. Energy-efficient ductless mini-split A/C systems in both the living area and bedroom offer customized comfort year-round. Situated directly across the street from iconic Smathers Beach, this location is ideal for beach lovers and outdoor enthusiasts alike. Enjoy swimming, sunbathing, and watersports, or take advantage of the wide, paved beachfront promenadeâ€'perfect for biking, jogging, skating, or leisurely sunset strolls. The gated Key West by the Sea community offers resort-style amenities including two swimming pools, two tennis courts, a clubhouse, four conveniently located laundry rooms, bike racks, a car-wash station, and a pet walking area. The community is pet-friendly and well maintained, with condo fees covering building insurance, cable TV, security, pest control, and full grounds and building maintenance. After the first year of ownership, the unit may be rented with a minimum two-month term, adding flexibility and investment potential. Whether you're searching for a serene island retreat, a full-time residence, or a smart coastal investment, this oceanview condo delivers the best of Key West livingâ€'location, views, and lifestyleâ€'all in one exceptional package.

2601 S Roosevelt Blvd Unit 204A, Key West

3314 Northside Dr Unit 46, Key West
$392,000
2 Beds ⋅ 3 Baths ⋅ 615693 MLS
This is a SHORT SALE and is subject to lender approval. Opportunity for you to have an island of Key West lifestyle! Whether a primary home or investment, this condo should be on your list -- great location, multi-level living, and covered deeded parking. Located near the center of the island conveniently located close to shopping plazas, movie theater, schools and dining as well as being just a few minutes from the heart of Old Town Key West. With two bedrooms and two bath, plus a central area half bath, and private patio, this home is an attractive option for any Buyer wanting Key West island living. The condo complex has a large pool for residents' use and the monthly condo fee includes exterior building insurance and maintenance. It is a great day to be in Key West each and every day!

3314 Northside Dr Unit 46, Key West

3205 Pearl Ave, Key West
$599,000
2 Beds ⋅ 2 Baths ⋅ 617888 MLS
Located in one of Key West's most desirable townhome communities, this inviting residence offers comfort, flexibility, and value — all with no HOA and no monthly fees. The main level features a full bathroom with a shower, along with washer and dryer conveniently located on the outside porch. The living area flows seamlessly into a well-sized kitchen and dining space, creating an easy and functional layout for everyday living. Upstairs, you'll find two bedrooms, a full bath, and a private deck accessible from both bedrooms, offering a peaceful spot to enjoy the island breezes. This home presents wonderful potential and works beautifully as either a primary residence or an investment property. The property is fenced, private, and ideally located in New Town, Key West, close to shopping, dining, and everyday conveniences. A rare opportunity to own in a well-established Key West community — don't miss your chance to make it yours.

3205 Pearl Ave, Key West

3675 Seaside Dr Unit 342, Key West
$599,000
2 Beds ⋅ 2 Baths ⋅ 618834 MLS
Welcome to your private slice of paradise at 3675 Seaside Drive, Unit 342. This highly sought-after end unit offers exceptional privacy, abundant natural light, and a tranquil coastal setting. The bright, open-concept floor plan is designed for effortless island living, with a spacious living and dining area that flows seamlessly from the well-appointed kitchen. The split-bedroom layout provides comfortable retreats, while generous storage enhances everyday convenience. Step onto your private balcony to enjoy refreshing ocean breezes and peek-a-boo ocean views overlooking the peaceful Salt Ponds Preserve - a protected area ensuring your natural backdrop will remain unobstructed for years to come. Beautifully maintained grounds, a recently renovated resort-style pool and heated spa, fitness center, tennis courts, and gated entry create an exceptional lifestyle in one of Key West's most desirable communities. With conventional financing now available, buyers have increased lending flexibility. Furnishings are negotiable, making this move-in-ready residence an outstanding opportunity to own your piece of paradise.

3675 Seaside Dr Unit 342, Key West

817 Terry Ln, Key West
$935,000
1 Beds ⋅ 1 Baths ⋅ 618122 MLS
One Bedroom / One bathroom PLUS super cool Sleeping Loft! THIS is it! Step into a piece of Old Town Key West history. Built in 1928, this storybook Old Town cottage captures everything to love about Key West including its timeless character and that easy island rhythm you can feel the moment you arrive. Light, bright, and beautifully furnished, it's move-in ready, the perfect turn-key retreat for anyone dreaming of a second home or an easy vacation rental in the heart of Key West. Inside, you'll find soaring wood-vaulted ceilings and warm floors features that hint to island's past. The updated Kitchen is ready for entertaining, while the additional and spaciously airy sleeping loft adds extra space and great character, while the private back deck invites unforgettable evenings dining under the stars. Out front, the iconic porch is made for slow evenings, and people-watching ... the classic Key West pastime. Just two blocks from Duval Street, this location is unbeatable, it's close enough to walk to the best restaurants, galleries, and shops, yet tucked away for peace and privacy. Even better, it's in the coveted X-Zone, so no flood insurance is required, and yes, it has its own, coveted off-street parking spot Phenomenal Vacation Rental and 1031 Exchange potential. This isn't just a home; it's a private oasis. It's YOUR Key West story waiting to be written.

817 Terry Ln, Key West

48 Merganser Ln, Key West
$619,000
2 Beds ⋅ 2 Baths ⋅ 617995 MLS
An easier way to own in Key West. This 2-bedroom, 1.5-bath townhome in the Key West Golf Club gated community offers the simplicity, flexibility, and lifestyle many island buyers are looking for. Whether you want a lock-and-leave second home, a seasonal retreat, a rental-supported investment, or a manageable year-round residence, 48 Merganser Lane gives you a practical path to Key West ownership. The efficient two-story layout separates living and sleeping spaces, while the private outdoor area extends the home's usable living space and creates an easy indoor-outdoor flow. Impact windows add peace of mind, storm protection, and everyday convenience for owners who want a more secure, low-maintenance island home base. Instead of taking on the upkeep demands of a traditional single-family home, you can enjoy a low-maintenance setting with access to resort-style community amenities, including two pools, a fitness center, lush tropical grounds, walking paths, and maintained common areas. The location adds to the appeal. From the Key West Golf Club, you are within easy reach of Old Town, marinas, dining, shopping, entertainment, and the airport, making it convenient for both owners and guests. The community setting offers a quieter residential feel while still keeping the full Key West lifestyle close by. With its manageable size, established community, outdoor living space, rental flexibility, impact windows, and strong lifestyle appeal, 48 Merganser Lane is not just a place to stay in Key West. It is a smart, easy-to-enjoy island home base designed for the way many buyers want to own today.

48 Merganser Ln, Key West

2311 Patterson Ave, Key West
$950,000
3 Beds ⋅ 2 Baths ⋅ 616935 MLS
Your private island retreat awaits. Discover the ultimate in low-maintenance living with this charming, turnkey 3-bedroom, 2-bath single-level home, perfectly positioned in Key West's desirable New Town neighborhood. A true rarity, this concrete block residence offers the best of both worlds: quiet seclusion and walkable access to the island's premier amenities. Just a short stroll from the prestigious Key West Yacht Club, marinas, top-tier restaurants, and the shimmering waters of the Gulf, this property puts you at the heart of island life. Beaches, downtown, and endless attractions are all just a leisurely bike ride away. Inside, the home impresses with an open layout and a spacious primary suite featuring three closets -- including a large walk-in -- plus elegant French doors that open onto a serene back patio. The private yard, fully enclosed by a tall fence, provides ample space to relax, entertain, or expand -- with room for future additions like a pool or second-story for potential waterfront views. Built to withstand the elements, the home features solid concrete block construction and a durable metal roof -- both having weathered high winds without damage. The large side yard offers a rare opportunity for RV or boat parking, further enhancing the home's flexibility and value.

2311 Patterson Ave, Key West

1203 Newton St Unit 1, Key West
$699,000
1 Beds ⋅ 1 Baths ⋅ 618077 MLS
Picture perfect condo located in 1 of 2 historic buildings totaling 8 units with a generous sized shared pool and lounging area. This setup is ideal for 1-2 people looking for a low maintenance island address in a quiet neighborhood walkable to all that Old Town, the Historic Seaport and Duval Street has to offer. This unit welcomes you with 10ft ceilings and Dade County pine walls and floors throughout. Enjoy the charming and peaceful screened in patio that brings the outdoor in just off of the living room. This one bedroom floor plan also enjoys a generous size ensuite bathroom and full size washer and dryer. The petite and efficient kitchen is all you need to complete your island home. If your looking for a slice of the island life to call your own this condo allows you to come and go with the ease of a well run condo association the handles all of the worries on your behalf!

1203 Newton St Unit 1, Key West

3841 N Roosevelt Blvd Unit 632, 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