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

Total Listings 174
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$2,950,000
Key Colony
Coury Subdivision   - MM: 53.50
3 Bed, 3 Baths, 2,517 SqFt Days Listed: 8
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Nestled in the heart of the Florida Keys, in the resort community of Key Colony Beach, this elegant home offers the perfect blend of luxury and comfort. As you step inside the formal foyer, the open and airy living room welcomes you with soaring ceilings that rise to the second floor, creating a grand sense of space. Large windows flood the home with natural light, highlighting the meticulously designed interior. A beautiful staircase leads to the upstairs guest bedrooms and loft area with Murphy bed, offering privacy and versatility. The expansive primary suite, on the first floor, is a true retreat, with a spacious, spa-like bathroom with double sinks, a walk-in shower, and a luxurious whirlpool tub for ultimate relaxation. Two large closets, one a walk-in, provide ample storage. An attached bonus space or office area gives you the flexibility to work from home or unwind in peace. The large, well-appointed kitchen is a chefs dream, with double ovens, plenty of counter space, and an abundance of storage, making meal preparation a breeze. Whether youre cooking for your family or hosting friends, this kitchen is designed for functionality and ease. Perfect for entertaining, the kitchen flows seamlessly into the dining and living areas, while the expansive outdoor deck and sparkling pool create an ideal setting for hosting guests, parties, or simply enjoying the Florida Keys weather. For fishermen and boating enthusiasts, the 37 dock (with room to expand) will accommodate one or two boats and the excellent boating access will get you out on the ocean quickly, so you can enjoy a perfect day of fishing or exploring the surrounding waters. The two-car garage will easily store all of your boating gear. This home offers everything you need to entertain, relax, and live in style. Whether hosting grand events or enjoying quiet moments in paradise, this residence provides the perfect backdrop for both. Make an appointment today for a private showing.

$2,950,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,415 SqFt Days Listed: 64
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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!

$2,950,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,016 SqFt Days Listed: 330
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Nestled in the serene landscape of Sugarloaf Key, this magnificent 1.7-acre waterfront property presents a rare and unparalleled opportunity to bring your dream home to life. Featuring a sprawling open water shoreline of approximately 170 feet, complemented by an impressive canal side stretching over 435 feet, this land offers a picturesque canvas for your architectural masterpiece. The property already houses a charming 2-bedroom, 2-bathroom residence, a testament to the potential for comfort and style that awaits. However, the true allure of this estate lies in the unique opportunity it offers: the chance to embark on building your custom paradise home and since you are already ROGO approved it should be easy to obtain your own approved plans and permits. This process ensures that your vision for a perfect residence can be realized precisely as you imagine it, tailored to your specific desires and lifestyle. Imagine waking up every day to this tranquil beauty, surrounded by panoramic water views that promise peace and privacy. Whether you envision a luxurious waterfront villa, a modern architectural wonder, or a cozy retreat blending seamlessly with the natural landscape, this property is a blank slate ready to be transformed into your personal haven. With its prime location, expansive water frontage this land is not just a piece of property, its the gateway to living your tropical dream. Seize the chance to create a home that not only reflects your unique vision but also offers an exclusive escape in one of the most coveted destinations in the world. Your perfect house in paradise awaits on this splendid Sugarloaf, Key West estate.

$2,987,000
Key West
Webb Realty Co Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,725 SqFt Days Listed: 68
-9.13% ($300,000) 1 Price Change : Last Change 35 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

1315 Grinnell is an Insanely Stunning Newly Renovated Residence featuring a perfect blend of outstanding design and luxurious detail, located in the enviable Casa Marina neighborhood with easy access to all.This home is located on a beautiful corner lot, complete with an inviting front porch for people watching and sipping morning coffee. The convenient off street parking area has an electronic gate plus ample room for scooters and bikes. Special brick pathways extend from the parking area to either side of the property.The foyer, accented with a pine wall, leads you into the natural light filled open concept main interior-amazing vaulted ceilings with massive cross beams and gleaming travertine flooring. The great room leads to a culinary chefs dream kitchen equipped with high end appliances and custom cabinetry, wine cooler, plentiful storage, and a complimentary granite island which seats four comfortably. The two bedrooms in the main house boast en suite baths with custom closets. Elegant tile enhances the baths, and french doors lead to the exterior. The spacious outdoor area, which epitomizes the Keys Indoor/outdoor lifestyle is perfect for entertaining and is lushly landscaped. It features a lovely lanai, in addition to a sparkling 20X9 heated saltwater pool with complimentary waterfall. The newly constructed charming cottage houses a full bath and is a versatile bonus space. Additional features defining this incredible property include whole house generator, detached storage shed, TimberTech decking, private outdoor shower, metal roof, spray foam insulation, impact doors and windows, irrigation system, custom window treatments, and is meticulously maintained. This is an exquisite property in a fabulous location in the X flood zone. This one could be your ticket to your seamless and joyful Keys Living Experience.

$2,990,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,962 SqFt Days Listed: 104
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Historic charm meets modern living in this unique Key West home! 1017 Angela Street is a beautifully restored 3 bedroom, 3.5 bathroom home with a vibrant personality, nestled on one of the quietest streets in Old Town, just steps from Duval Street and the Historic Seaport. Enjoy the convenience of modern amenities that this home offers, alongside playful, eclectic touches throughout. Relax and unwind in the private backyard oasis shaded by majestic mango trees, and featuring a heated pool and jacuzzi spa. The entire property is fenced and surrounded by lush tropical landscaping. Additional benefits include first floor primary bedroom, off-street parking in the driveway, and an outdoor shower. This is Key West living at its finest!

$2,995,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,916 SqFt Days Listed: 8
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

In the heart of it all, here is a home you are sure to fall in love with. This luxury home offers the perfect blend of comfort and convenience, ideal for both vacationers and full-time residents. Boasting 3 spacious bedrooms and 3 modern bathrooms, it provides everything you need for a relaxing and enjoyable stay. The inviting front porch is perfect for people-watching, while the private pool offers a refreshing escape. With two off-street parking spaces, youll never have to worry about finding a spot.Its prime location means youre just a short walk from a variety of attractions, including restaurants, the harbor front, shopping, and exciting water activities. The home underwent complete reconstruction in 2018, ensuring it has all the modern amenities and style youre looking for. Whether youre here to relax or explore, this home offers it all.

$2,995,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,683 SqFt Days Listed: 139
-14.40% ($504,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.

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.

$2,995,000
Marathon
Stirrup Key Subdivision   - MM: 52.50
3 Bed, 3 Baths, 2,524 SqFt Days Listed: 316
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat RampC

This exquisite 3-bedroom, 3-bathroom waterfront residence in the private, gated sub-division of Stirrup Key offers a harmonious blend of comfort and elegance, complemented by awe-inspiring views and a peaceful atmosphere. This neighborhood is one of only two in the Middle Keys that is dedicated to locals and second-home owners, ensuring privacy and a close-knit community vibe where children can safely play and ride bikes, skateboards, or golf carts. The exterior of this concrete fortress, built with all galvanized rebar, exudes a warm ambiance with its freshly painted walls. A refined paver driveway leads to your own tropical oasis. The property boasts a 10,000 lb boat lift for the maritime enthusiast and a heated and chilled pool to ensure the perfect swim temperature year-round. The surrounding tiki hut and paved yard create an idyllic setting for gatherings. The riprap shoreline adds a natural aesthetic charm. An observation platform offers a fantastic spot for launching kayaks and paddleboards or soaking up the panoramic vistas. The kitchen features granite countertops, stainless steel appliances, and a 6-burner gas stove. The open-plan living space is bathed in natural light. The homes comfort is enhanced by three separate air conditioning units, a cargo lift elevator for easy transport, and automatic roll-down shades for privacy. The fully fenced yard provides a safe haven. The 3-story concrete beast showcases exquisite woodwork that is rare to find these days, great square footage, and tons of natural light. The 3rd story master bedroom is like a loft in the sky, doubling as a fantastic work-from-home office. The owners have window trimmed the shoreline to better view, added a gym, a billiard room and a rear exterior staircase. Equipped with a new whole house generator, ample parking, and storage, this home is made to live in, not rent. Embrace island living within a community that values privacy, sunsets, and water access.

$2,995,000
Marathon
Harbor Isle   - MM: 48.50
5 Bed, 5 Baths, 3,200 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.Concrete

New Construction in 2025 - Breathtaking Views with Deep Water Protected 50 Ft Dockage! Discover your dream home in Marathon, Florida, offering 3,200 sq. ft. of luxurious living space. This 5-bedroom, 5-bathroom masterpiece features a private pool, elevator, and a stunning rooftop observation deck--perfect for enjoying epic sunsets over Boot Key Harbor. Work with Keys Dream Properties to customize your finishes, including interior and exterior colors, tile, quartz countertops, lighting, and plumbing fixtures. Tailor every detail to your taste and make this house truly your own. Located in the heart of Marathon, youll enjoy easy access to endless shopping and dining options, from fine dining to casual eats. With a protected deep-water dock, youre minutes from both the Atlantic and Gulf, offering world-class fishing, snorkeling, and boating adventures. For those breezy days, Boot Key Harbor provides calm waters for social boating, complete with on-the-water dining and cocktails. Best of all, there are no HOA fees, and the property allows 7-day rentals, giving you the flexibility to offset your investment through vacation rentals in Marathons thriving market. This homes combination of luxury, customization, and location offers the best of the Florida Keys lifestyle. Permit is in hand, and construction begins in 2025. Dont miss this rare opportunity to design and own your slice of paradise. Contact us today!

$2,995,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 2,446 SqFt Days Listed: 38
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Historic Classic Revival Home in the Heart of Old Town Key WestNestled in the charming heart of Old Town, this stunning Classic Revival home, built in 1890 by the esteemed ship captain Benjamin Saunders, has been beautifully restored in the past two years, blending historic elegance with modern comforts. Situated just two blocks from the vibrant Duval Street and within close proximity to the historic seaport, renowned restaurants, and local attractions, this home offers the perfect combination of privacy and convenience.Spanning two lots, this remarkable property boasts a brand-new 40-foot pool surrounded by mature landscaping, providing an oasis of complete privacy. With over 2,450 square feet of living space, the home features three spacious bedrooms and three full bathrooms, offering ample room for both relaxation and entertainment.Multiple verandas and porches invite you to enjoy the gentle tropical breeze and views of the lush surroundings, while maintaining the essence of old-world charm. This Key West treasure offers a rare opportunity to own a piece of local history, complete with modern updates that cater to todays lifestyle.Dont miss your chance to make this captivating home your very own slice of paradise in the heart of Key West!

$2,999,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
3 Bed, 3 Baths, 2,914 SqFt Days Listed: 300
-14.29% ($500,000) 4 Price Changes : Last Change 63 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

Spectacular, custom concrete, Oceanfront pool home in desirable Breezeswept Beach Estates! Enjoy panoramic Ocean Views from this new construction masterpiece, on a nearly half-acre Point Lot overlooking Newfound Harbor! Enjoy quick and easy shallow-draft boating, kayaking, and paddle boarding from a convenient concrete dock, with fillet station and direct access to the Atlantic Ocean. Take in endless ocean breezes from a private sandy beach, or cool off in the sparkling, saltwater pool just steps from the sand. Grill up your fresh catch by the waterside from the shade of a covered, poolside patio. Unpack and relax, this turnkey home offers the coveted Florida Keys lifestyle with resort-style amenities, high-end finishes and impact resistant doors and windows for peace of mind! Inside boasts over 2,900 Sq. Ft. of luxurious living space, ideal for entertainment. The sizable Chefs kitchen comes equipped with custom cabinetry, quartz counters, stainless steel premium appliances, and expansive island. Retire to a massive main floor primary suite with fantastic Open Water Views, opulent en suite with jetted standing tub and rain shower, walk-in closet, and patio access! Visitors will enjoy elevated accommodation in either of two upstairs guest suites, with en suite bathrooms, and private balcony. Downstairs, the property is beautifully landscaped and features a circular driveway for ample open parking, and sprawling covered carport for additional covered parking and trailer storage. Nestled within an established neighborhood but just minutes to town, this slice of paradise offers abundant privacy and tranquility in a prime location. Dont delay, this fantastic Ramrod Key retreat wont last long!

$2,999,000
Marathon
Crains Subdivision   - MM: 58.00
4 Bed, 4 Baths, 2,433 SqFt Days Listed: 458
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to Casa de la Playa in beautiful Grassy Key! Nestled on over half an acre, down a winding, manicured driveway enveloped in lush tropical landscaping, this spectacular property encompasses an elevated island lifestyle. Boasting a private sandy beach and endless Open Water Views, this fantastic Florida Keys paradise would make an excellent forever home, or income-producing investment property. Inside, the sprawling interior is bright and welcoming and features 4 generous bedrooms and 4 bathrooms, providing ample space for comfortably hosting family and guests. The open-concept main living area lends itself to entertaining with a spacious great room flowing into a well-appointed kitchen, complete with stainless steel appliances, abundant storage, and large kitchen island with seating. An expansive veranda on the second level offers spectacular views of the sparkling pool, beach, and turquoise water beyond, the perfect backdrop for enjoying morning coffee or evening cocktails with friends. Built to withstand the test of time, enjoy peace of mind with Brand New Impact Windows and Doors throughout the home as well as Hardi Board siding. Host enviable gatherings in the incomparable back yard, lounging poolside or soaking up the sunshine at the beach, this remarkable property evokes feelings of peace in a tranquil, secluded setting. Additional exterior features include full irrigation system with timer, striking landscape lighting, and an abundance of parking. Dont miss the opportunity to experience this exemplary home for yourself.

$2,999,500
Key West
Mills Place   - MM: 1.00
2 Bed, 2 Baths, 1,770 SqFt Days Listed: 735
-6.12% ($195,500) 1 Price Change : Last Change 265 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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.

$2,999,900
Marathon
Sombrero Beach Village   - MM: 49.50
5 Bed, 5 Baths, 2,688 SqFt Days Listed: 170
-6.11% ($195,100) 1 Price Change : Last Change 42 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 70ft.

Live the dream in the stunning Florida Keys! Welcome to your ideal coastal retreat at The Reserve at Sombrero Beach, one of the most coveted neighborhoods in the area. This exceptional waterfront residence offers the perfect blend of luxury and comfort, featuring five bedrooms and five and a half bathrooms. Each bedroom is equipped with its own private bathroom, ensuring convenience and privacy for both you and your guests.The spacious owners suite is a true sanctuary, complete with a walk-in closet and a spa-like bathroom with a walk-in shower. Ideal for entertaining, the first-floor living area boasts a large open-concept kitchen with granite countertops, top-of-the-line stainless-steel appliances, and a central island bar. Elegant crown molding and high-end vinyl plank flooring run throughout, enhancing the homes sophisticated atmosphere.Step outside to your private, fenced backyard, where a lushly landscaped paradise awaits. The heated pool and attached Jacuzzi, surrounded by a paved pool deck and lounge chairs, offer the perfect spot to bask in the Florida Keys sunshine. With three balconies to choose from, enjoy panoramic views of the Atlantic Ocean, canals, and waterways as you take in the stunning sunrises and sunsets.For water lovers, the private boat dock is equipped with water, electricity, and a fish cleaning station, making it easy to launch your boat and explore the open waters. Located in a secure, gated community of only eight residences, this home is just a short walk from Sombrero Beach and conveniently close to shopping, dining, and Marathons private airport.Professionally decorated and fully furnished, this home is ready for you to move in and experience unparalleled luxury. Dont miss the opportunity to make this dream home yours and live the Florida Keys lifestyle at its finest!

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 01-22-2025.
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