Mile Marker 0 - 10 condos for Sale in the Florida Keys Real Estate

For the first time, the Key West home of famed landscape architect and Martha Stewart co-star Fernando Wong is available. Welcome to your dream townhouse nestled in the heart of the exclusive Truman Annex, just steps away from the restaurants, shops and bars on Duval Street. This professionally decorated 2-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern comfort and island charm. As you step inside, youll be greeted by a light-filled open floor plan, featuring a charming living and dining area with tasteful furnishings and a well-appointed kitchen with new appliances. The home features furniture and lighting from Brown Jordan, Ralph Lauren, and Serna & Lilly. Recent renovations include all-new ceiling lights and stylish Legrande light switches and outlets. You will also love the new wood doors, renovated bathrooms, and a recently installed lush jungle landscape. The three beautiful outdoor areas and a strong rental history make this delightful vacation house a once-in-a-lifetime opportunity.

Luxury Condo with Transient Nightly Rental in Key West now at exceptional Value. With a projection of $200,000 plus in revenue in 2025, this Investment offers an excellent return. In additional, the new owner will receive a $51,000 refurbishment bonus that will transfer at closing. Buyer can choose their own management company or choose to negotiate with the existing on-site company. All current reservations up to 180 days from closing must be honored. Santa Maria Resort was built in 2006, a contemporary design with comfort and Luxury as the center of its design and continues to be one of the Top Resorts on the Island year after Year. This unit was one of the few one level units overlooking the pool and captures a sense of serene tranquil living where you can relax on the Poolside porch and enjoy all the fruits of Resort Style Living. Being Sold Turn Key with all reservations in place allowing a seamless transition to the new owner. Resort Features include, Off Street Parking, 24 Hr Gym, Concierge, large Heated Pool and so much more.

Second Floor Harbour Place Condo located in the historic Navy Administrative Building. Features high ceilings and tile floors throughout. One level living with 2 bedrooms and 2.5 Baths. Large primary bedroom ensuite with walk-in closet. The guest bedroom has French doors that open to the balcony with guest bathroom in the hall. Includes the special Truman Annex transient rental license.

Casa Caselles is one of the most Exclusive Gated Waterfront Developments in Key West. With a total of Twenty Townhomes, this coveted compound features a stunning Beach Front Pool offering Incredible Views of the Atlantic Ocean.Unit 18 has been very well maintained, provides off street parking for 2 vehicles, built to last with solid concrete construction and furniture is negotiable with a few exceptions to allow for a seamless transition to the new owner.Tiled Floors throughout with updated Kitchen featuring Granite Countertops and Custom Cabinetry and Stainless Steel Appliances. Large King Suite with balcony & plenty of storage. Spacious Living Room opens out to private balcony overlooking a beautiful botanical Garden where one can enjoy those Ocean Breezes.Ground Floor has additional Storage and Gorgeous Tiled Private Patio ideal for family gatherings, BBQs and entertaining. Great Value for this Unit Townhome & Perfect for those seeking a Lock and Leave lifestyle, offering peace of mind during extended travels.

This is a unique opportunity to own 1200 sq feet of beautifully renovated condo space along with a 40 foot deep water slip right out the front door. This unit comes with an assigned parking spot.Taxes, water, insurance , building and common area maintenance all included under the association dues . Vacation rentals 3 day minimum allowed on the condo.

Great opportunity to own a single level luxury two bedroom/two bath condo at the exclusive Santa Maria Resort in Old Town Key West. Just steps from Key Wests vibrant downtown scene, this Santa Maria condo also has beach access PLUS a transient rental license with tons of income producing possibilities. This is resort living at its best with beautiful pool and grounds, off street parking and restaurant on site. Make plans to see it today.

Discover the ultimate coastal retreat in this exquisite ocean view townhome, where luxury meets convenience in a serene gated environment. This three-level masterpiece exemplifies modern coastal living, with resilient construction designed to endure natures elements while captivating the eye.Enjoy effortless movement throughout the home with a private elevator leading you to spacious living areas. The ground floor features a roomy garage, a full laundry room, and a versatile open-air outdoor space ideal for a gym or entertainment, all while soaking in the tropical ambiance.Venture to the second floor, where the tranquil sleeping quarters await. The primary bedroom is a true sanctuary, boasting an ensuite spa-like bathroom adorned with mosaic tile, ample closet space, and a private balcony for peaceful moments. The second bedroom also offers an ensuite bathroom and its own balcony, ensuring comfort and privacy for guests.The top level showcases an expansive open-concept living area that combines a gourmet kitchen, dining room, and living room--perfect for entertaining. The kitchen dazzles with high-end appliances, a wine cooler, an induction cooktop, and a generous island. French doors open to a stunning balcony, enhancing the indoor-outdoor flow.Bathe in natural light as soaring ceilings and large windows create a bright and airy atmosphere, with captivating views of the Atlantic Ocean sunrise.Community amenities elevate this lifestyle further, providing residents with access to large pool, hot tub, a clubhouse, and a gym. Embrace luxury coastal living in this stunning townhome--your piece of paradise awaits!

Escape to your own tropical haven at 1209 Grinnell Street. Nestled in an exclusive, gated community this updated and meticulously maintained rare end unit townhouse is set in the coveted X-flood zone and boasts impact windows and doors, turn-key furnishings, and access to a newly resurfaced and tiled serene heated community pool. Recently enhanced with fresh paint inside and out, lush new landscaping, and a state-of-the-art irrigation system, this home offers a low-maintenance slice of paradise. One of only seven homes in the highly desirable Grinnell Gardens, 1209 Grinnell features 2 bedrooms, 2.5 bathrooms, and a spacious, light-filled open layout. The cozy front porch of this home is the ideal spot for morning coffee, capturing the breezy island vibe while overlooking the pool and gardens. The main floor offers an inviting living space with Saltillo tile and recessed lighting, along with a half bath, dining area, and a sleek kitchen equipped with stainless steel appliances, Corian counters, and custom wood cabinetry. Adjacent is a dining area with lovely views of swaying palm trees, leading to your private fenced courtyard with direct access to your own assigned parking spot. The gated courtyard is perfect for sunset dining al fresco and entertaining all of your guests, complete with new decking and patio furniture. Upstairs, two spacious bedrooms await, complete with tiled floors and a convenient laundry closet. The primary ensuite bedroom features vaulted ceilings, a bath with a tub/shower combo, a spacious closet, and a large private porch for quiet relaxation. An additional loft provides extra storage or a cozy sleeping nook for guests. The second bedroom is bright and airy, paired with a hall bath that offers a tiled walk-in shower. Dont miss this chance to own a fully furnished, move-in ready island retreat that blends charm, privacy, convenience, and modern amenities in one of Key Wests most sought-after locations!

Key West Waterfront Paradise - Private Dock & Pool!Welcome to one of the most exclusive waterfront homes in Key West, located in the prestigious gated community of Gulfview Pointe. This rare gem is one of the few properties in Key West offering both a private dock and private pool, making it the ultimate island retreat!Step inside to an open concept living and dining space, where ocean views of the Gulf from your living room create a breathtaking backdrop. The gourmet kitchen is a chefs dream, featuring granite countertops, stainless steel appliances, and coastal wood cabinetry.Through French doors off the living room, step out onto your expansive back patio--a private oasis with a covered seating area, grill, sparkling pool, and direct access to your private dock. Whether youre hosting sunset dinners, enjoying a swim, or casting a line off your dock and reeling in a fish, kayaking, or paddleboarding, this outdoor space is designed for effortless island living.With 3 bedrooms and 3 full baths, this home offers ultimate comfort. Both upstairs bedrooms feature en suite baths and private balconies, perfect for enjoying morning coffee with Gulf breezes.Located just a 15-minute bike ride to Duval Street, youll enjoy the best of Key West: secluded waterfront serenity with quick access to the islands top dining, nightlife, and attractions.Investment Highlights:*Prime vacation rental potential in a sought-after waterfront community*High demand for luxury Key West rentals* Move-in ready with high-end finishes and modern amenities*Low-maintenance tropical landscapingAdditional Perks:*Covered parking + guest parking*Gated community for privacy & security*Launch pad for kayaks & paddleboards*Fish off your private dock and soak in the island lifestyleThis is a rare opportunity to own a true Key West waterfront treasure! Contact us today to schedule your private showing today!

Oceanfront Luxury at Casa Caselles - 1616 Atlantic Blvd. #13, Key West, FL 33040Located in the exclusive, gated enclave of Casa Caselles, this exceptional townhouse offers breathtaking ocean views from every balcony and an expansive 2,016 sq. ft. floor plan. Thoughtfully designed for comfort and style, this residence features an open-concept living area, two spacious bedrooms, 2.5 bathrooms, and four private balconies capturing the stunning coastal scenery.The updated kitchen showcases custom Hansen & Bringle cabinetry, while whole-house tile flooring with sleek, thin-set grout lines enhances the modern aesthetic. Wide, contemporary varnished wood staircases create an airy, light-filled ambiance. Unlike many units in the complex, this home offers a dedicated laundry room for added convenience.Covered parking accommodates two cars and a golf cart, while the communitys expansive oceanfront pool provides an unparalleled setting for relaxation. With no rentals allowed, Casa Caselles ensures privacy, security, and a serene living experience. The complex is flanked by environmentally protected sanctuaries, preserving the tranquility and stunning views for years to come.Designed for both full-time living and an elegant retreat, this home includes dual-zone central air conditioning, a full-house generator, impact windows and doors, and fortified concrete construction for ultimate peace of mind. The well-maintained association offers exceptional services at reasonable fees, covering security, maintenance, and common areas.A rare opportunity to own in one of Key Wests most sought-after communities, where luxury meets coastal serenity.

Casa Caselles is a gated townhome community with a beautiful oceanfront swimming pool and only twenty residences. It is situated between two nature preserves. This particular unit is the only one with additional land on the side which provides a second parking space, an expanded garden and a wraparound covered porch and sundeck. Each of the four balconies has a view or a glimpse of the ocean. Multiple walls of sliding glass doors make this home bright and breezy and tropical. There is covered parking by the front door. The association does not allow rentals of any sort, so this is a private, owner-occupied community.

Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/ gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors & windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

Condo living with hotel caliber amenities, this 3rd floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors/windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

The Foundry #23 in Key Wests exclusive Truman Annex is a rare masterpiece, blending history, modern luxury, and high-end craftsmanship. This beautifully renovated townhome offers the ultimate in island living.Exceptional Upgrades: Every detail has been thoughtfully updated. The kitchen features custom cabinetry from Hansen & Bringle, paired with sleek quartz countertops and brand-new appliances. The Primary Suite showcases Hansen & Bringles custom-built cabinetry, offering ample closet space along with a linen closet in the Primary Bath.Travertine and wooden floors, crown molding, baseboards, and custom handrails add sophistication. Impact windows and doors provide style, security, and energy efficiency.Upgrades include square recessed LED lighting with dimmers, re-ducted A/C vents, a new washer/dryer, water heater, and ceiling fans.Luxurious Bathrooms: The Primary Bath has been completely reimagined with a new layout and custom cabinetry, while other bathrooms feature fresh vanities, sinks, and fixtures.Prime Location: As part of the gated Truman Annex, this home offers privacy and serenity while being steps from Key Wests most vibrant attractions, including Duval Street, the Ernest Hemingway Home, and pristine beaches like Fort Zachary Taylor. Whether youre seeking a dream home, vacation retreat, or investment opportunity, The Foundry #23 stands out for its exquisite renovations, premium location, and unparalleled charm. Dont miss your chance to own this piece of paradise!

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.

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.

Experience unparalleled luxury in this rare, three-story concrete oceanfront home overlooking the Atlantic. Nestled in an exclusive gated community, this stunning residence features 2 bedrooms, 3 full bathrooms, and breathtaking ocean views from all four balconies, the living room, and the primary suite. Designed for modern living, this exquisite home boasts impact windows and doors, upgraded framing, plumbing, electrical, insulation, soundproofing, and concrete board. Enjoy premium features such as recessed LED lighting, a whole-home surround sound system and outdoor speakers. The gourmet kitchen is a chefs dream, featuring granite countertops, custom cabinetry, stainless steel KitchenAid appliances, and a wine cooler. All bathrooms showcase floor-to-ceiling tile, an oversized spa tub, a stone-lined shower floor with a rainfall showerhead, and elegant fixtures. Additional highlights include vaulted ceilings, custom stainless steel cable stair railings, two walk-in closets, and high-end finishes throughout. Step outside to a beautifully tiled carport with recessed lighting, a private hot tub, and a stylish outdoor entertainment area complete with a TV. The meticulously maintained, low-maintenance backyard offers privacy and tranquility. A spacious storage room with built-in shelving provides ample space for all your needs. Located in Casa Caselles, a private, 20-home Mediterranean-inspired enclave directly on the Atlantic between two nature preserves, this home offers gorgeous ocean views.The beachfront pool provides VIP seating for stargazing, fireworks, and watersports. This owner-occupied community does not permit rentals, ensuring a peaceful and exclusive atmosphere. Dont miss this rare opportunity--schedule your private tour today. One owner is a licensed Florida Realtor but not the Listing Agent. Check out video https://tinyurl.com/5n7xdn6s and 3D Floorplan for layout.

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.

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.

Epitome of Paradise!There is an enveloping comfort, an ease and repose, that beckons one away from the worlds cares and invites one to lounge, drift away, and dream in this gorgeous waterfront condominium.Enjoy a single level open floor plan with two bedrooms, two full baths and a convenient powder room.Exquisitely decorated to reflect the local island flavor with all new furniture and furnishings, just bring your favorite book!There are several quiet places to sit back and enjoy which includes a breathtaking wrap around deck with views of the inner harbor, the Ocean, Sunset Key, and beyond. The adjacent covered dining area is perfect for those opportunities to sip, dine and dream while embracing the light, the climate, the trade winds, The waterfront heated pool complex boasts of breathtaking views from dawn to dusk! There is also a covered assigned parking space, a full time security team and a true gated community experience with close proximity to the local park, Duval Street and the local nightlife!