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Lower Keys Condos for Sale - Condominiums, Florida Keys Real Estate

Total Listings 148
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$2,000,000
Key West
Filer Boyle Subdivision   - MM: 1.00
2 Bed, 2 Baths, 958 SqFt Days Listed: 129
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This second-floor luxury condo is ideally situated just one block from the beach and the iconic Southernmost Point, offering the perfect balance of vacation living and income potential. As a high-demand rental property with an impressive occupancy rate, it presents an excellent opportunity for a 1031 exchange, especially with on-site management ensuring seamless service for guests.The propertys amenities elevate the experience--guests can unwind at the poolside open bar, where beer, wine, and soft drinks are served to enhance their stay. With prime proximity to renowned fine dining, vibrant Duval Street, and the beach just steps away, this condo is positioned to attract affluent vacationers looking for a premium experience.Whether youre seeking a luxurious getaway for yourself or an income-generating investment, this exceptional condo promises both lifestyle and return on investment.

$2,200,000
Key West
Harbour Place   - MM: 0.00
2 Bed, 2 Baths, 1,210 SqFt Days Listed: 146
-8.14% ($195,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

SOLD TURN KEY! This 2 bedroom, 2.5 bath Harbour Place condo is located on the first floor (2nd floor as parking is on ground level) The first-floor units have the largest decks with plenty of room for entertaining, relaxing and watching the sunsets and boats coming in out of the Key West harbor. The elevator is conveniently located, and the community pool is steps away. Covered parking. Conveniently located in Truman Annex, close to Mallory Square, Fort Zachery Taylor beach, and famous Duval Street. Includes the special Truman Annex transient rental license.

$2,300,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
8 Bed, 8 Baths, 750 SqFt Days Listed: 278
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

Development Opportunity. (4) townhouse unit complex situated on a heavily landscaped 10,000 sq ft parcel. Comprised of (2) side by side duplexes legally subdivided as ( 4 ) individual, 750 sq ft licensed units, with (4) separate legal descriptions, parcel numbers, insurance policies, & utilities meters. At one time, there were four individual loans on each of the units as well.**** The only common area is the roof over each duplex, the shared wall between the units and walkways between, and on either side of each of the (2) duplexes. **** Each unit has its own laundry room addition directly off the kitchens with separate exterior screen doors - - (4) pairs of new washers & dryers. Current below market rents for each 2 bedroom, 1 bathroom unit runs between $2,225 to $2,900 with the lower rents soon to be increased.***** Always operated as a successful rental property, the units were never sold off, which is definitely the Highest and Best use of the complex. Added value would be to install a lap pool/ patio area in the 100 wide back yard as a common use amenity. 2nd option - would be to provide a private pool area for each of the rear (2) units, giving each one half of the large rear yard, greatly increasing their sale value. Mature landscaping that has been well maintained surrounds the property and separates the units. Other valuable amenities are the over sized covered front porches with high open beamed ceilings offering additional square footage - and - valuable on site parking for 10 cars. The property has been continually well maintained - painted, new air conditioners & water heaters replaced when needed and blinds & curtain rods on all windows. All roof screws were replaced & new ones added to code standards. ***** Under Documents Tab, see the survey with legal descriptions for each unit, floor & site plan & aerial photo. (4) Windstorm, Flood, Fire & Liability policies in place. Call for additional information. Realtor owned.

$2,495,000
Key West
Harbour Place   - MM: 1.00
3 Bed, 3 Baths, 1,325 SqFt Days Listed: 11
Condo - Active - Waterfront Yes
Side of Island: Median - Dockage: None

Step into a piece of history, reimagined for modern luxury. This stunning 3-bedroom, 3-bath condominium is located in the historic Naval Administration Building within the prestigious, award-winning Truman Annex. Completely renovated to the highest contemporary standards, this one-of-a-kind residence boasts soaring exposed beam ceilings, ultra-thick concrete walls and ceilings for unparalleled privacy, and top-tier hurricane protection with impact glass doors and windows--high and dry for any storm. Every inch of this home is designed for effortless living, featuring a state-of-the-art smart house system controlled by iPad or remote, allowing you to adjust lighting, climate, blinds, and music with a tap. A dedicated server room houses a professional-grade electronics rack, ensuring seamless connectivity. The chefs kitchen is a masterpiece, showcasing high-end Miele stainless steel appliances, illuminated white onyx countertops, and LED accent lighting that shifts from white to multicolor to suit any mood.Luxury extends throughout, with custom-built furnishings and designer decor from a top South Florida designer included. Flor to ceiling porcelain tile bathrooms, elegant wall treatments, and expansive closet storage elevate the living experience. Motorized sheer shades throughout add a touch of sophistication, with additional smart blackout shades in the bedrooms. Edge-lit LED grid ceiling lights complete the sleek, modern aesthetic. The unit offers unparalleled views of Trumans Little White house, gardens, and his 1949 Lincoln Limousine. Harbor Place condominiums overlook Key West harbor with exquisite Ocean views and heated pool. This is not just a home--its a rare fusion of historic charm and cutting-edge innovation, set in Key Wests most exclusive gated community. Dont miss your opportunity to own a true showpiece in the heart of Truman Annex! Eligible for the special Truman Annex vacation rental license.

$2,850,000
Key West
Key West Beach Club 2   - MM: 2.00
3 Bed, 3 Baths, 2,038 SqFt Days Listed: 20
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

LIfe is BETTER at the Beach!Enjoy penthouse style living with panoramic views from this two story oceanfront condo!This setting is magical and simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises. This private oasis also includes an updated kitchen and countertops, a primary bedroom suite on the first floor and a full guest suite on the second floor which includes double views! Youll be immediately captivated by this well rounded gated community which includes two pools, covered parking, a fitness center, sauna, and tennis court. Close to Smathers Beach, Higgs Beach, , the White Street Pier, the Wildlife Center the gallery district. Schedule your private viewing today - easy to show!

$2,895,000
Key West
Casa Caselles   - MM: 2.00
5 Bed, 5 Baths, 3,118 SqFt Days Listed: 41
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to Casa Caselles, where contemporary elegance and coastal serenity harmonize in this spacious breathtaking residence. Located in an exclusive gated enclave of just 19 town homes,this 5-bedroom, 5.5-bath masterpiece blends modern luxury with timeless charm and boasts an oceanfront pool to elevate your lifestyle.Spanning three levels of artfully designed space, this home features a private courtyard adorned with lush tropical foliage and a tranquil water feature. Impact-rated doors and windows provide both security and peace of mind. The first level offers a versatile area with a kitchenette, a full bath, and access to the private lushly landscaped courtyard--a perfect retreat for relaxation or entertaining.Ascend the custom floating staircase to the second level-an entertainers dream. The gourmet kitchen, complete with premium appliances, custom cabinetry, and quartz countertops, flows seamlessly into the great room and dining area. Sliding glass doors open to two private balconies: one overlooking the verdant nature preserve and the other showcasing ocean and pool views. A flexible space on this level, ideal for a home office or a fifth bedroom, is complemented by a full bath.The third level offers four exquisite bedrooms, including two with spa-inspired en suite baths and walk-in closets. Tastefully designed, the remaining two bedrooms share a beautifully appointed full bath, ensuring comfort and elegance throughout.Practicality meets sophistication with ample parking for two vehicles, guest parking, and generous storage for bikes and gear. Situated in a prime coastal location, Casa Caselles provides easy access to Key Wests renowned beaches, upscale shopping, fine dining, and the iconic White Street Pier. Whether strolling or biking, youll enjoy the vibrant charm of island living just moments from your doorstep.Discover why Unit #15 at Casa Caselles redefines modern luxury in the heart of Key West. Owners are licensed realtors.

$3,650,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 2,697 SqFt Days Listed: 14
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

Old Town Villas at Key West is a luxurious gated development just 1 block off of Duval Street. This townhome has 3 bedrooms, 3.5 baths on 4 floors. A private elevator in each unit takes you from the 2 car garage to the rooftop terrace. Just under 2,700 SF of solid concrete construction accompanied with high end appliances, a large community pool & cabana area.

$3,950,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
5 Bed, 5 Baths, 3,417 SqFt Days Listed: 127
-6.29% ($265,000) 1 Price Change : Last Change 32 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Fixe

Luxury Waterfront Condo with Transient License - Key West, FL. More pictures and videos coming soon.This stunning 5-bedroom, 4-bathroom waterfront condo in Old Town Key West offers luxury and investment potential with a coveted transient nightly rental license. Enjoy breathtaking marina views from double balconies, a private pool, and a boat dock with deep water access. The home features an island kitchen, a two-car garage, and is built to Cat 5 standards with impact windows. Perfect as a personal retreat or income producing nightly rental. Dont miss this rare opportunity!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-23-2025.
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