Lower Keys Real Estate for Sale, Homes and Condos in the Florida Keys

ELEVATE YOUR QUALITY OF LIFE. Positioned within the highly sought-after Casa Marina district with unique design 1104 South St will appeal to those who demand the best in quality design, finishes, and lifestyle. The indoor-outdoor spaces are seamlessly connected by stack-away sliding-glass doors, promoting a flawless integration of outdoor/indoor living with architectural detailing that adds a romantic touch. The property is surrounded by landscaped gardens and a tranquil pool with a water feature that provides the soothing sound of the water throughout the home. The new kitchen has ample counter space, is equipped with stainless appliances, and adjoins the dining room for easy communication between hosts and guests. The lower level contains office space, a full bedroom, and 1.5 baths. On the second floor, youll find an airy, light-filled master suite with a walk-in closet, ensuite bathroom with an oversized soaking tub and two adjoining balconies. A second guest suite is accessible from the circular exterior staircase, complete with a private balcony and bathroom. Garage and off-street parking, private entry, and courtyard designed for comfort and practicality while maintaining aesthetic excellence. This property presents an outstanding lifestyle or vacation rental investment opportunity. Schedule your private tour now.

Wonderful Cudjoe Gardens property! High quality concrete construction and custom metal roof. This 3 bed 2 bathroom home has large, open living and wonderful outdoor living space- complete with pool, tiki and firepit. Exceptional boating- the 100 concrete dock is set up for 2 boats- with a 20,000 lb lift and davits rated to 10,000 lbs. Enjoy easy boating access to world class fishing and diving hotpots nearby!!! Enjoy backcountry sand bars and even bar hopping from your private dock. Cudjoe Gardens community has an optional homeowner association, A full service marina, boat ramp, marina store and restaurant. Just 25 minutes to Key West.

BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the potential for improvement and the possibility of condominium conversion. Each unit is large and spacious by Key West standards and includes high ceilings. The building is of concrete block construction and currently had all concrete spalling issues resolved and painted. Off street parking for three cars, a rarity for Old Town, Key West. This property is located in one of the most desirable neighborhoods and is just a short walk to World famous Duval street, the islands best restaurants, shopping and more! Unit breakdown: (A) 3BD/1BA leased for $3,039.50 per month (B) STUDIO/1BA leased for $2,369 per month (C) 2BD/1BA leased for $2,700 per month (D) 2BD/1BA leased for $2,800 per month

Tranquil well maintained home professionally decorated on a private island five minutes off of Key West. Sunset Key. Tropical island living at its finest. The island has beautiful sand beaches , community resort style pool, tennis courts , fitness center, full service spa and a ocean front five star restaurant and bar. This exclusive community is dreamy and very secure. the ferry service to and from Key West runs 24 hours. Experience the serenity of truly being away from it all while just a short ferry ride to all Key West has to offer. Great investment opportunity for vacation rental.,history can be provided.

Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat. Featuring an adjacent oceanfront parcel with a private beach, kayaks, and a floating dock for fishing or docking boats up to 24 feet, this property provides everything needed for fun and relaxation. Outdoors, enjoy a sparkling swimming pool, soothing hot tub, tropical landscaping with coconut palms and banana trees, and a screened-in porch for al fresco dining. Inside, the open floor plan includes four king bedrooms and a fifth bedroom with a queen and single bed, smart TVs, and updated appliances. Centrally located at MM21.5, Fandango is just 20 minutes from Key West, 10 minutes from Big Pine Key, and 15 minutes from Bahia Honda State Park, with dining options nearby, including a 5-star restaurant within a mile. This property is offered fully furnished and equipped, including bookings into 2025 and 9-years average income of $160+k. Professional property management is in place, ensuring both secure investment returns and worry-free family vacations. This low-maintenance, turn-key home offers the rare opportunity to own one of the few legally licensed short-term rentals in the Lower Keys. And Seller Financing is possible! Owning a vacation rental property means youre not just paying for vacations--youre building equity and unlocking financial benefits, all while eliminating the scramble for accommodations every trip. Show up, relax, and let your investment work for you.

This captivating property boasts the charm of a Classic Victorian Conch house, nestled in the sought-after Meadows neighborhood. With its two-story structure, this home offers a blend of timeless elegance and modern comfort. Featuring a heated pool, off-street parking, and residing in an X Flood Zone, it promises both convenience and peace of mind. Upon arrival, youre greeted by the grandeur of two spacious porches, hinting at the extraordinary interior within. Recently renovated, the home showcases a thoughtfully designed layout where the expansive kitchen, living, and dining areas seamlessly extend to the covered porch and pool area. Upgrades abound, including luxurious Quartzite countertops, sleek stainless steel appliances, and stylish plantation shutters. The property has undergone significant enhancements, including a complete remodel of the second floor, which encompassed new flooring, bathrooms, closets, and fresh paint throughout. Exterior improvements were also undertaken with a fresh coat of paint adorning the home, pool deck, and porches, accompanied by the addition of striking new exterior light fixtures. Furthermore, decking and siding were meticulously replaced as needed, ensuring both aesthetics and structural integrity. Additionally, both A/C units have been replaced within the past 12-18 months. With its blend of classic allure and contemporary comforts, this meticulously cared-for home stands as a testament to refined living.

Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with the added benefit of high-demand rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features three spacious bedroom suites, each crafted for comfort and seclusion. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx countertops, stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. The living area extends to a private backyard oasis with a covered outdoor lounge, a heated saltwater pool, outdoor shower surrounded by lush greenery. The second-floor suite boasts a private rooftop deck, an ideal space for sunbathing or stargazing. Set in the preferred X Flood Zone, with impact windows and doors, this home blends modern flair with classic Key West charm, featuring light-filled rooms, 14-foot tongue-and-groove ceilings, and white oak hardwood floors. The classic shotgun-style layout guides visitors from the welcoming hallway through to the tropical backyard, creating a tranquil escape perfect for relaxation or entertaining. In a prime location, the property is within walking or biking distance to Key Wests best beaches, restaurants, and shops, allowing you to enjoy all that the area has to offer with no need for a car. Bonus is Off-street parking for a small car, a rare convenience in Old Town. This unique property, features an 8 x 4 Alan Maltz -a local artist- mural in the pool. Enjoy both seclusion and easy access to Key Wests most popular spots. Dont miss your chance to own this luxurious home offering style, charm, and great rental income potential in Old Town! Video tour https://tinyurl.com/1116Packer

SELLER FINANCING AVAILABLE! This Beautiful Oceanfront Home in Cudjoe Key has undergone a full renovation and awaits its new owner! All new impact doors and windows, new AC, new flooring throughout and a stunning custom kitchen with granite countertops and stainless steel appliances are a few of the many updates in this amazing renovation .Offering Four generous size bedrooms with Three full bathrooms, it can easily accommodate a large family.The open floor plan of the living and dining room with massive cathedral ceilings , showcase this homes coastal character. Three sliders face the unmatched ocean view , and open to let the ocean breeze flow through the house. Step out on the 500sf covered porch to enjoy the indoor outdoor living and entertaining with breathtaking panoramic Oceanfront views.This spacious Oceanfront four bedroom home is being sold with the adjacent parcel, for a total 13,979 sf lot.and with the Best views in Cudjoe Bay, and plenty of room to add a pool, pool house, and garage, the options are truly endless. Do not miss this great opportunity, this is a one of a kind home. Call now to schedule your private tour.

**Cash buyers welcome, with potential owner financing options available** Welcome to your dream oasis in Old Town Key West! This recently updated home boasts a lush fenced yard enveloped in tropical landscaping, offering both privacy and serenity. Enjoy off-street parking and a charming large front porch complete with a swing, perfect for lazy afternoons.Step inside to discover an open concept layout adorned with Miami Dade County pine accent walls, creating a warm and inviting atmosphere. The spacious outdoor area beckons with a sparkling pool featuring a soothing water feature, a dining area for al fresco meals, comfortable seating for relaxation, and a covered area with a TV for outdoor entertainment.Entertaining is a breeze with this homes versatile layout, ideal for hosting gatherings with friends and family. Work from home effortlessly in the designated office space, and retreat to the balcony off the primary suite for peaceful moments with a view.Conveniently located just a short walk or bike ride from all that Key West has to offer, this home combines luxury living with the quintessential island lifestyle. Dont miss out on this rare opportunity! Schedule your showing today.

This mid-town multi-family home offers a remarkable living experience. Designed for comfort and privacy, it features 2 distinct apartments, each w/its own charm & functionality & it can become a 30 day vacation rental w/appropriate licensing. Downstairs: 2 spacious bedrooms & 2 well-appointed bathrooms. The Master has a walk-in closet system, a built-in office; the large Master bath a spacious shower. Open concept Living room/Kitchen features Pantry, quartz counter tops, built-in wine cooler, all overlooking the pool w/ water feature crafted by the renown Master Potter Jay Gogin. A guest suite w/private bath/entrance offers additional privacy & convenience. Upstairs: 3 bedroom/2 bath layout w/Master featuring built-in space saving mirrored closet & ensuite bath. French doors & balconies overlook the backyard foliage & pool. The 2nd remodeled bathroom services the 2 bedrooms, 1 of which is used as a media room. The open Living room/Kitchen has built-in wall shelves, w/ the Washer/dryer located in the hallway. The property is private; saltwater pool can be heated or chilled, it has unique bamboo fencing, & an elevated patio in front overlooking the street. Whole house Generac generator, large Rheem on-demand gas tankless water heater, metal roof, accordion storm shutters, & 3 off-street parking places round out this independent living experience.

Discover the epitome of waterfront living at Tropical Bay Estates. This fully furnished, 2023 new construction home offers an unparalleled paradise for your family and friends. Begin your days with stunning sunrises, engage in world-class fishing, and soak in breathtaking water views from nearly every part of the house. Encounter the charming key deer in this serene neighborhood.Built with full CBS construction, this residence stands on 10-foot-high stilts and features 10-foot-high ceilings with 8-foot-high doors, ensuring both luxury and durability for tropical storms. The backyard is a haven for boating enthusiasts, featuring an 8-foot-deep boat slip and a 75-foot concrete seawall, complemented by a heated saltwater pool. Inside, the home spans over 2,000 square feet, showcasing an open floor plan that accentuates water views from almost every corner. Additionally, a versatile bonus room on the lower level can serve as an entertainment space or be converted into an extra bedroom.With impact windows, a durable metal roof, and all furnishings and appliances included, this residence is truly move-in ready--ideal for a family home or a high-end rental property. Contact us today for a private showing and experience the luxurious lifestyle that awaits you at Tropical Bay Estates.

Welcome to this character-filled, 3 bedroom, 2.5 bathroom home, built in 1918, which is situated in a much sought-after neighborhood found within the X-zone. As you enter the home, the charming foyer features rich wood floors, crisp white walls, and a convenient half bath. A staircase leads to a bright and spacious bedroom/sitting area, ideal for hosting guests. While the main floor corridor guides you to what the rest of the Old Town home has to showcase. A guest bedroom offers a versatile space, easily accommodating twin beds or a king, his-and-hers closets, and a private en suite bathroom with a relaxing tub. The living room is bathed in abundant natural light, thanks to french doors that offer a view of the inviting backyard. The kitchen features granite countertops, stainless steel appliances, and a designated island with ample workspace and bar stool seating. A master bedroom is strategically located on the far end of the house. One of its standout features being French doors layered with ouver exterior shutters that open directly to the pool. This room also boasts his and hers closets and an ensuite bathroom, including a sleek marble and glass block shower. The backyard is the ultimate entertainment space, with a spacious covered lanai for relaxation. The washer and dryer are housed in a designated outdoor shed next to the outdoor shower. The backyard also offers direct access to and from two bricked off-street parking spaces.

Tucked away on a hidden lane just a half of block off of Duval Street, 1 and 2 Aronovitz Lane is a true diamond in the rough! A one of a kind opportunity that is being offered for the first time ever. This listing consists of two platted lots with a total of three development rights and 5,614 sq. ft. of land. The existing well maintained house at 2 Aronovitz Lane is a two bedroom/one bathroom Conch style cottage that is considered a non contributing structure according to HARC. This expands the available options for the redevelopment opportunities with the combined properties. The vacant lot at 1 Aronovitz Lane was once a legal duplex. The build back letter from the City of Key West is included in the documents section along with the surveys for each parcel being offered. The owner will only sell both parcels together. The time is now to make this unique property your very own island destination!

A Rare Opportunity in Key Wests Historic Heart - 719 Bakers LaneNestled in the tranquil charm of Old Town Key West, 719 Bakers Lane offers an exceptional chance to craft your dream home in the islands most coveted location. This nearly finished 3-bedroom, 3.5-bath residence presents the rare opportunity to pick your own finishes, fixtures, appliances and landscaping and skip the endless waiting for permits and architectural drawings. Located just 3.5 blocks from the Historic Seaport and 2.5 blocks from Duval Street, youre moments from world-class dining, entertainment, and Key Wests vibrant culture. Walk to the islands best shops, restaurants, and bars, all while enjoying the peaceful privacy of a lane home surrounded by historic architecture.This home sits in Key Wests highest and most desirable flood zone (X500), offering the ultimate peace of mind. Featuring impact-resistant doors and windows, its designed for both security and style. This beautiful new construction blends modern convenience with Old Town charm.Embrace the opportunity to own a piece of paradise, where history, privacy, and luxury come together in perfect harmony. Live in the heart of Key West--steps from everything the island has to offer.

Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great rental income potential. Your chance to make money and have a home in paradise.Enjoy the large inviting pool and well-maintained grounds, all just minutes from downtown Key West. Whether youre looking for a lucrative rental property or a versatile family compound, this unique property is a perfect choice. Dont miss your chance to own this gem in the heart of Key West! Prime Corner Lot enjoy the benefits of a corner lot with enhanced privacy and curb appeal.The property has ample parking and features a three-vehicle covered carport, along with additional off-street parking that can accommodate your boat or RV.The layout and landscaping provide a sense of seclusion, ensuring a comfortable living experience for tenants.This multi-family property is a rare find, combining practicality, privacy, and profitability. Dont miss out on this outstanding investment opportunity!

Nestled in the heart of Key Wests Historic Seaport District, this outstanding two-story residence is a true architectural gem. Tucked away on a tranquil lane with coveted off-street parking, the homes origins date back to the 1850s, showcasing timeless craftsmanship with stunning historic details, including rich Dade County Pine walls and flooring. Designed with both elegance and functionality in mind, the thoughtfully curated layout boasts a beautifully appointed kitchen that seamlessly flows into a vaulted living and dining area. A striking wall of French doors bathes the space in natural light and opens onto a spacious, newly renovated composite deck and covered porch--an idyllic setting overlooking the lushly landscaped pool area. The sparkling 23-foot heated saltwater pool, complete with a tranquil waterfall feature and swim jets, is the ultimate private oasis. Enhancing the outdoor experience, a wet bar and outdoor shower provide both luxury and convenience. The kitchen is equally impressive, featuring sleek stainless-steel appliances, gleaming granite countertops, and a built-in wine cooler--perfect for entertaining. The main level offers a well-appointed bedroom and a stylish full bathroom with a deep soaking tub and exquisite Brazilian slate flooring. A versatile den on this floor provides the flexibility to serve as an additional sleeping area, making it ideal for vacation rentals or accommodating guests. Upstairs, the primary suite is a private sanctuary, encompassing the entire second floor. This serene retreat features two generously sized closets and a beautifully designed en-suite bathroom adorned with Brazilian slate finishes. Recent updates include new AC systems and an energy-efficient on-demand water heater. For added peace of mind, storm shutters protect all windows and doors. Offering a rare blend of historic charm and modern luxuries, this exceptional Key West home is a true island treasure.

Dona Calabash - Located just a half a block from the upper end of Duval Street this charming Old Town beauty has it all! Three bedrooms including a luxurious master suite with spa bath, two guest bedrooms and two full baths. The gourmet kitchen features commercial grade stainless appliances, granite countertops and plenty of storage. Rear French doors open to a covered deck and the refreshing pool and surrounding lush gardens. The adjacent cabana house has a beautifully appointed bath and cozy sleeping/sitting area. Features here also include high ceilings, hardwood Brazilian cherry floors, Dade County pine feature walls, gorgeous grounds and a convenient electric gate for the off street parking for multiple vehicles. This property has been meticulously designed and maintained for the discerning new owners! Walking distance to the ocean, restaurants, shops and nightlife and still have privacy & quiet, this special fully appointed property is a must see.! Very easy to show!

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!

3801 Flagler offers bold and expressive spaces, making it a unique property for those who appreciate modern design and thoughtful details. As the personal home of an architect and a licensed Florida real estate broker, the spirit of this place is a combination of style and function that feels both casual and elegant. The property is a large 9,500 SF corner lot with two separate structures. The over 1000 sq ft main house has 18-foot vaulted ceilings, a beautifully designed chefs kitchen, a serene bedroom, a spa-inspired bath, and a concrete and metal stair leading to an intimate 286 SF loft space. A unique highlight of this home is the oversized, climate-controlled two-car garage, which is perfect for car enthusiasts or those who desire separate space for a home gym, workshop, studio, or other accessory uses. The driveway offers off-street parking for two vehicles. The garage currently houses a restored 1974 Toyota Land Cruiser, available for purchase under separate negotiation. Above the garage, nestled among the treetops, is a 696 SF guest suite with flexible living/office space, a bedroom, a full bath, a coffee bar, and a large walk-in closet. The finished floors are elevated above the FEMA flood zone AE-8, and the recent renovations and additions have created a safe and stylish home that will endure for years to come. The outdoor spaces take advantage of coastal breezes, and the abundance of mature landscaping creates a tropical paradise perfect for pets and play. A two-tiered pool and surrounding deck provide a postcard setting for relaxing, unwinding, or entertaining. The custom corrugated metal and wood shiplap fencing that surrounds the property offers privacy, security, and a striking statement that sets the mood for what exists inside. The property is offered turnkey, minus the artwork and owners items. Dont miss the opportunity to own this distinctive property. Call for a private showing today.

An exceptional investment opportunity awaits in Old Town just south of Truman in the Gallery District on White Street. This income-producing property features four newly renovated (2023) commercial spaces and a legal leasable renovated residential apartment, offering a diverse and steady revenue stream. Located in the desirable X Flood Zone, this property is built for durability featuring impact windows and doors throughout. It boasts three separate entrances, providing flexibility for tenants and potential owner-occupants. This property also has the potential to be transformed into a luxurious 3,660 sq. ft. single-family residence. With its spacious layout and separate entrances, the commercial spaces could easily be repurposed into multiple bedrooms or living areas, creating an expansive home with distinct zones for relaxation, entertainment, and work. The bright, open floor plan, high ceilings, and updated finishes in the residential apartment already set the foundation for a seamless transition. Additionally, the 650 sq. ft. event space in the back could become a stunning great room or private studio, while the storage shed could be converted into a garage or additional outdoor living space. Whether youre looking for a spacious family home or a sophisticated live-work environment, this property offers incredible versatility to accommodate your vision.Call to schedule an appointment to see this property today!