$2,000,000 - $3,000,000 Florida Keys Properties For Sale - Real Estate

Beautiful Meadows Masterpiece located one of Key Wests idyllic neighborhoods. Built in 2020 using the finest materials and craftsmanship, this home combines the best of Key West Architecture with modern luxury finishes.Exquisite Nickel-grooved walls and stunning hardwood floors that create a warm and inviting atmosphere. The coffered ceilings, adorned with Dade County Pine add that extra touch of sophistication, while the impact windows and slider patio doors provide both beauty and peace of mind.The spectacular chefs kitchen is a culinary dream, showcasing quartz countertops and a premium viking appliance package. Overlooking the living and dining area, it opens up via two large pocket sliders to sun-kissed patio and heated pool and also features two electric awnings providing an element of shade.Each of the four bedrooms is en suite, with custom closets, custom Bahama shutters and stunning bathrooms, finished with luxurious marble, quartz and iridescent tile, ensuring comfort and style for everyone.Exterior package is equally impressive, featuring decorative shutters, full irrigation and lighting, mature tropical landscaping providing lots of privacy and light composite decking. Chicago brick walkway and off street parking add to the propertys charm and functionality.Located in an x-flood zone, this home was constructed using the highest level of building codes and standards with many luxurious features, resulting in an exceptional home in a beautiful neighborhood.

This is one of the very few waterfront homes in Old Town Key West that comes with a private boat slip and open water views. The house features a large living room and kitchen area and a gorgeous sunroom with floor to ceiling windows overlooking the water and leading out to a spacious deck. A private path from the deck gives access to a heated pool that is part of the HOA fees that also include use of the dock. The house comes fully furnished, PLUS includes the boat and boat trailer. The private boat slip features a custom floating boat lift and there is easy open water access from the Garrison Bight Marina for fun during the day. This Meadows house is also walking distance to Duval Street for night time dining and entertainment. Plus two private, dedicated parking spots.. A rare gem that will not last!

Welcome to The Chavez House, a beautiful 3-bedroom, 2 bath transient rental home proudly listed on the National Register of Historic Places. With a solid rental history, this property is a fantastic investment opportunity in the heart of the historic seaport neighborhood.Upon entering, youre greeted by a bright and inviting family room bathed in natural light--an ideal space for intimate conversations and gatherings. The main floor features a spacious primary en-suite bedroom with king-size accommodations, accentuated by Dade County pine walls and a thoughtfully designed bath with dual sinks, a tub/shower combination, and a separate pedestal sink room.The inviting dining area comfortably seats six and offers an option for outdoor dining on the lanai, creating an authentic island experience. The lanai, complete with a vaulted ceiling and tropical fan, serves as an excellent gathering spot for family and friends. The kitchen features a convenient breakfast bar for four, stainless steel appliances, white quartz countertops, and a vaulted shiplap-style ceiling. French doors lead to a private pool area where you can relax in the heated pool, surrounded by lush tropical landscaping.Ascend the beautiful wrap-around staircase to discover two additional queen bedrooms on the second floor, each featuring unique elements such as barn doors, vaulted ceilings, and ceiling fans. The shared bathroom includes a vanity sink and tub/shower combination, ensuring comfort for all guests.Located in vibrant Old Town, The Chavez House, is just a short stroll from the allure of Duval Street, the Key West Cemetery, and the Historic Seaport district. With its proven rental history, this Transient ensures the potential for lucrative income and offers a serene escape.Dont miss your chance to own The Chavez House--where historic charm meets modern living. Schedule your showing today!

Tucked away on a quiet lane in the heart of Old Town Key West, this one-of-a-kind compound blends island charm and character. Offering three distinct dwellings wrapped around a serene brick courtyard and heated cocktail pool, this property is a rare gem providing ultimate privacy while just steps from world-class dining, shopping, and entertainment.The main house is a light-filled updated 2-bedroom, 2-bath home featuring vaulted ceilings, hardwood floors, and French doors that open onto spacious porches. The open-concept living space flows effortlessly into a sleek kitchen with quartz countertops, stainless steel appliances, and an island with seating perfect for gathering with friends. The primary suite includes an en-suite bath and an outdoor shower tucked away for a private island experience. The second bedroom opens directly to the courtyard, offering a tranquil escape just steps from the pool.A detached 1-bedroom, 1-bath guest cottage provides secluded privacy for visitors or a lucrative rental opportunity. The third structure, set amongst the tropical landscaping, is a flexible bonus space ideal as an art studio, office, or additional sleeping quarters.Surrounded by lush, mature landscaping and brick pathways, the private courtyard creates a peaceful hideaway, perfect for al fresco dining or a dip in the heated cocktail pool. With off-street parking, a whole-house generator, and a fully fenced perimeter, this property checks every box for island living at its finest.Moments from Key Wests vibrant restaurants, galleries, and historic landmarks, these cozy cottages offer a welcoming slice of paradise in one of the most sought-after areas of Key West.Schedule your private tour today and make this hidden paradise your own.

Only sophistication and class represented in Islamoradas most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off its manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique charm blending Old Florida allure with the timeless essence of Nantucket. Covered parking and a versatile multi-purpose room on the ground floor with a foyer entry. On the second floor you will find an open living space with the kitchen & dining room overlooking the bay, 2 bedrooms/2 bathrooms, and serene positioning for nightly sunsets. The third floor is dedicated to the master suite and maids quarters with more amazing views from the private balcony. If amenities are what youre after, Tarpon Flats delivers on all fronts: a beautiful tennis court with covered seating for spectators, a rare greenhouse to nurture your beloved plants, a waterfront pool & gazebo leading down to the beachfront, and plenty of dockage for your skiff. Come see the exclusivity of Tarpon Flats for yourself.

NEW PRICE!A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the waters edge for unforgettable evenings under the Keys starry skies. Adding to its versatility, a secondary garage structure--measuring over 700 sq. ft. with soaring 11-foot ceilings--has been artfully re-imagined as a flexible guest space or personal retreat.With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space.Additional features include:Potential for docking a houseboat or watercraft, as previously enjoyed. Ample parking and storage, ideal for all your waterfront toys. A kayakers or paddleboarders dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys.Dont miss the opportunity to own this

Tranquil Midtown Estate feels worlds away, while just minutes to delectable dining and nightlife in exciting Key West! Nestled on nearly a quarter-acre of gated, lush tropical gardens, this spacious 3/3 main house plus 1/1 guest house comes move-in ready; boasting elevated coastal design where modern finishes and amenities meet relaxed sophistication. Indulge in year-round temperate weather from a backyard oasis, masterfully outfitted for hosting memorable gatherings with a well-equipped outdoor kitchen with gas grill, gas burner, ample prep space and beverage cooler. Lounge poolside, cocktail in hand, in the shade of a large tiki hut and cool off in the stunning resort-style pool, complete with fountain waterfalls! Additional exterior features include brick paver pool deck and outdoor rain shower. Upon entry, the main house features an open-concept great room with walls of impact glass windows and doors, providing abundant natural light. The immaculate Chefs Kitchen, with quartz countertops, glass tile backsplash, premium stainless-steel appliances, and island with seating, allows for effortless entertaining. As a bonus, a Dutch door leads to a spacious butlers pantry with laundry. The primary suite enjoys privacy in its own wing, and comes equipped with luxurious en suite, walk-in closet, and access to a private garden. The separate guest wing offers two expansive bedrooms and two full bathrooms. The well-appointed guest house offers two floors, with living room and kitchenette on the main level, complete with serene pool views and impact glass doors leading out to a private, poolside composite deck. The upstairs guest bedroom offers loads of privacy and en suite bathroom. Enjoy an abundance of covered parking with two pergola carports and additional off-street parking. Located within a quiet, established neighborhood but in proximity to restaurants and convenience stores in town, this ideal location offers the best of both worlds!

Welcome to Latitudes in Islamorada, where luxury living meets coastal elegance. This stunning 4-bedroom, 2.5-bathroom, three-story residence is nestled within the prestigious Port Antigua community on Lower Matecumbe Key in the Florida Keys, a sought-after enclave known for its live-work-play lifestyle. This exceptional property offers unparalleled features, including breathtaking 360-degree views from the top floor, a custom-designed pool and spa, a spacious tiki hut complete with a grill and bar, a private elevator, and dual boat lifts (12,000 lb & 20,000 lb) with deep water dockage.The three-story layout at Latitudes is masterfully designed to showcase an open-concept living space on the top floor, where the dining, living, and kitchen areas flow seamlessly--reminiscent of an upscale penthouse. Expansive covered balconies offer additional outdoor living spaces, while a private guest suite on the ground floor provides versatile options, easily convertible into an office or playroom. The home is fortified with impact-resistant doors and windows throughout, ensuring both security and peace of mind.The second floor is dedicated to comfort, featuring a luxurious master suite with an ensuite bath, along with two elegantly appointed guest rooms and a guest bath. The ground level includes a secure, enclosed garage and a finished storage area, offering ample space for all your needs. At Latitudes, every detail has been carefully considered to provide a perfect blend of style, functionality, and luxury.

This beachfront property offers breathtaking ocean views and features a spacious open floor plan, redesigned with top-of-the-line finishes. On the upper level, youll find two bedrooms and two bathrooms, including a stunning master suite with awe-inspiring ocean views. The lower level provides an additional bedroom and bathroom with equally impressive water views and charming outdoor living spaces, including a hot tub and a covered patio overlooking a sandy beach. This secluded gem is both gated and fenced for added privacy. The property promises to capture your heart with its water views visible from nearly every angle.

Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to Piece of Quiet, a winner of the Miami Herald Fame award for custom homes with unique architecture. Nestled in the coveted Safety Harbor neighborhood, this CBS construction home is a masterful blend of strength, style, and coastal luxury. Wrapped in island-style siding, the home exudes character and seaside charm, while grandeur arched French doors in the main living area flood the space with natural light and frame stunning waterfront views. Delight your senses with the custom terrace floors that were modeled after those at the Historic Cheeca Lodge & Spa. Step inside to the rich beauty of white oak flooring, offering both durability and sophistication throughout. The open-concept design seamlessly connects indoor and outdoor living, perfect for entertaining or enjoying peaceful moments by the water. Boating enthusiasts will revel in the 70 feet of dockage on a serene, protected deepwater basin, providing direct access to the bay and quick ocean access via the two bridges at Channels 2 and 5. Whether youre setting sail at sunset or savoring the gentle breezes from your private dock, or waterfront decks, this home is a rare gem not to be missed.Dont miss the opportunity to own this waterfront retreat--schedule your private showing today!

PARADISE! Why Dream about it when you can live it! This waterfront beauty custom-built in 2023 has it ALL! 3,362 SF under A/C plus over 4,000 SF of outdoor living space. 4 Bedrooms & 4 Bathrooms! Ground floor is a wide open covered outdoor space overlooking the pool & water. The 2nd floor has a large custom kitchen with top of line appliances, nice open living space along with two bedrooms & two bathrooms. 3rd Floor features a large master suite with a spa inspired bathroom, a wet bar & balcony overlooking the pool & water. Plus, the 4th bedroom & bathroom & a large laundry room. The roof top deck has 1,562 Sq Ft of endless Bay views! Some of the many additional features include; elevator, 1,000-gallon propane tank, electric car charger, 2 50 AMP outlets, 4 pole boat lift, all this & MUCH more only seconds away from open waters!

PRICED TO SELL - This is a rare and exceptional opportunity!Land is at premium in Key West, and this expansive nearly 12,000 sq. ft. lot with not one but essentially 3 houses and room to grow, is an extraordinary find. Discover a balanced blend of Key West character, mid-century charm, and modern updates with this one-of-a-kind multi family compound. This property could not be more well designed for seclusion and private entertainment. Whether youre looking for a spacious primary residence, an income-producing property, a redevelopment opportunity, or a combination of all three, this is your drawing board.Once home to a beloved local artist, this award-winning property--recognized by the Old Island Restoration Foundation--is a nostalgic tribute to its time period. The current owner has preserved and enhanced its retro artistic flair, creating a truly unique ambiance that transports you back in time.Property Highlights:✅ Three Separate units- Each with its own private access and gated tropical yard✅ Main House (4 BD | 3.5 BA) - An open combo entertainment area overlooks a resort-style outdoor space featuring a stunning collection of mature and rare plant species, creating a lush, tropical sanctuary. At its heart, a luxurious heated pool basks in the sunshine by day and transforms into a glowing oasis by night, illuminated by soft ambient lighting.✅ Second Unit (3 BD | 2 BA) - Exposed beam ceilings, skylights, and a serene outdoor shower.✅ Third Unit (2 BD | 2 BA) - A cozy retreat with an expansive patio space✅ Concrete Block Construction, Impact windows and doors for added security✅ Off-Street Parking & Endless Storage - A rare convenience in Key West✅ Only three blocks from the beach/pier and a short stroll to Old Town. This property is an entertainers dream that must be seen in person to truly understand and appreciate all it has to offer.

High style in a highly desirable location. Amidst the quaint lanes and the best restaurants on the island you will find this completely renovated, incredibly designed and decorated 1,620 square foot, three bedroom and three and one-half bathroom delightful Conch home. In arguably the best location in Old Town you are close enough to walk or bike to everywhere you want to go yet tucked away behind your white picket fence and in your own private sanctuary. The property is being sold turnkey-the renovations have been done, the furniture has been purchased and the closets are ready for your clothes! Finished in 2020 the home was completely rebuilt including the foundation and roof. A gorgeous pool with waterfall, impact windows, impact doors, air conditioning, Plantation shutters, Dade county pine, frosted interior doors and more were added. This thoughtfully restored home has a guest room with bath ensuite on the main living level as well as another bedroom/den/office and full bath in the hallway. The kitchen, dining and great room have a vaulted ceiling and open to a covered outdoor patio with dining area, heated pool, and the perfect place to lounge. Up the floating staircase you will find the primary bedroom with bath en-suite as well as an additional bonus space that can be used as an office, gym, or overflow sleeping quarters. There is also a laundry room with a half bath. You will love the generous rooms with vaulted ceilings, open kitchen with designer cabinets, stainless steel appliances, tile flooring, and Impact disappearing glass doors that bring the outside in. At the rear of the property on Griffin Lane is an area for parking a golf cart and bicycles. When you are not cooking in your gourmet kitchen you have Cafe Sole, Five Brothers, Bobs on Margaret, Azur, Mangia Mangia, and Date and Thyme right outside your door. As a full-time residence, vacation getaway, or investment property this one really does tick all the boxes.

YOUR ULTIMATE ESCAPE to paradise awaits...This EXPANSIVE 5 bed / 3 bath waterfront CBS home boasts a fantastic location, LARGE lot size, A metal roof, pavered driveway, 98 of CONCRETE dockage, a new 20K lbs BOAT LIFT, 3 New ACs w/ UV system/air scrubber making the air smell fresh, a spacious heated POOL, NEW exterior paint (Sherwin Williams Loxon XP) & plenty of room to RELAX! Situated close to the end of street in renowned Sombrero Beach neighborhood, this 3,628 Sqft home, is being sold TURN-KEY and fully furnished! Currently a weekly vacation rental, live here part-time, full time or rent weekly ~ all year long w/ the potential to house up to 12 guests/ week. There is TONS of room & privacy situated on three levels. This home is perfect for a large family or extended family & is all accessible under one roof! The main entry way is on the ground level, offering; 2 bedrooms & 1 bath & its own guest living area that opens up to a spacious screened-in porch/Lanai, just steps from the pool / dock area. The 2nd floor offers; 2 bedrooms & 1 bath, along w/ the main living areas, an expansive & modern kitchen, w/ new stainless steel appliances and GRANITE counter tops, a large dining area with HIGH ceilings & another screened-in porch area overlooking the water. The top floor is a primary suite that includes a 3rd living area/den. The primary suite also has its own private screened-in porch with peek-a-boo OCEAN views! Outside youll find a refreshing & large pool area w/ plenty of room to sun bathe and additional space to store your fishing gear/scuba gear etc. This desirable Sombrero location, large lot, turn-key condition & easy boating access, make this the perfect property for a large / expanding family who love enjoying ISLAND life! Only a mile to the beach but still close to all the BEST shopping & restaurants in Marathon. With so much to offer, this home will not last! Call today to schedule a showing and make this home your ultimate Keys DR

Nestled in the prestigious gated community of Stirrup Key, this 2013 custom built CBS Open water home features 4 bedrooms 4 bathrooms and is a contemporary coastal masterpiece, showcasing luxurious finishes, panoramic open water views and the ultimate Keys lifestyle. Surrounded by lush tropical landscaping, this property is a private sanctuary, featuring vibrant greenery, fruit trees, and butterfly-friendly gardens that create a serene, natural oasis. In the evenings, outdoor landscape lighting adds an enchanting ambiance making the property ideal for entertaining or quiet relaxation. Inside, the open-concept design is bathed in natural light from floor-to-ceiling impact-resistant windows/doors that frame uninterrupted water views. The main level features a thoughtfully designed layout, highlighted by a chefs kitchen with stainless appliances, custom cabinetry and generous counter space, all perfect for entertaining. The primary suite, conveniently located on the main level, offers a luxurious retreat with spectacular water views, a spa-like en-suite bathroom, and direct access to the outdoor living area. The rear of the property is designed for outdoor living at its finest. An elevated infinity-edge pool blends seamlessly with the horizon, offering a tranquil space to relax while overlooking the water. A private observation platform provides the perfect spot for morning coffee or evening cocktails under the stars. For boating enthusiasts, a deeded boat slip in the communitys protected marina is also included. The lower enclosure includes a spacious 2 car garage and an abundance of storage for recreational gear, tools and equipment. This rare gem combines luxury, privacy and convenience and is located just minutes from local restaurants, shopping, beaches and the Marathon Jet Center.

Welcome to this stunning CBS (Concrete Block Stucco) Home located in the desirable Cudjoe Gardens neighborhood on Cudjoe Key. This charming 4-bedroom, 3-bathroom residence offers 255 feet of seawall, perfect for boating enthusiasts with ample dock space and 2 boat lifts.As you approach this meticulously landscaped property, on a lot & half, youll be greeted by the serene ambiance of the tropical surroundings. Step inside and enjoy the spacious open-concept living area, where the kitchen flows seamlessly into the large living room. Beautiful granite countertops add a touch of luxury, and the keystone fireplace creates a cozy atmosphere.The home features a heated pool with a great outdoor seating area, ideal for relaxing or entertaining guests year-round. Whether youre enjoying a swim or savoring the scenic canal views, its easy to see why this home is perfect for outdoor living in paradise.Additional highlights include a large two-car garage, accordion shutters for storm protection, and a recently replaced metal roof for added peace of mind.This property is a boaters dream with quick access to the waters of the Florida Keys, making it an ideal place for fishing, kayaking, or just cruising around the beautiful surrounding area. Dont miss out on this incredible opportunity to own a piece of paradise in the Florida Keys. Call today for more information or to schedule a showing! Comes Furnished and ready for a new owner....Bring your boat and enjoy the finest fishing and diving spots in the Lower Keys. Quick commute to Key West & fine dining, fun and International Airport.....

Vacation rental Ocean and Harbor view unit in Truman Annex. Beautiful sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen. The second storys primary bedroom and bath opens out to its own private balcony. Highly desirable Old Town location in Mills Place condominiums in Truman Annex.

Beach life simplicity perfectly describes this pristine 3 bedroom, 2 bath oceanfront home with pool, covered patio, and gated for privacy. Stunning beach and ocean views are enjoyed from upper porch, lower level covered patio, living room and 2 of the 3 bedrooms.Fully remodeled in 2021, this charming get-away has been entirely refreshed with new everything...including impact windows and doors, metal roof, flooring, new appliances, central air, pool equipment and electric gate. Furnishings and finishes reflect the coastal cottage style creating the epitome of relaxation and embodying the Florida Keys lifestyle.

Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

Introducing this beautifully renovated Eyebrow home, Winner of the Ceramic Star Award from the Historic FL Keys Foundation. An Old Town treasure that carries an inviting ambiance, instantly making you feel at ease. Lush landscaping and exterior lighting enhance the homes charming exterior. Step inside the foyer, where youll find the library on your right - A private and adaptable space with pocket doors, which could make for a productive office or an additional bedroom. To the left, the primary suite offers a walk-in closet and en-suite bath. Down the hall, youll find an additional full bath, a laundry room, and an open-concept living area that flows into a thoughtfully curated kitchen with high-end finishes - Six-burner propane stove, an expansive island, custom cabinetry (including glass-front accent lighting), a separate pantry, and french doors and pass-through windows that make for airy indoor-outdoor living. Upstairs, two guest bedrooms share a naturally lit bathroom. The expansive outdoor area features two levels--an upper terrace with a sitting area and dining space, and a lower level surrounding the pool, complete with a pool bath. Additional highlights include two off-street parking spaces with access from Canfield Lane and a whole-house generator.