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

Total Listings 191
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$2,995,000
Plantation Key
Plantation Shores   - MM: 90.00
4 Bed, 4 Baths, 2,970 SqFt Days Listed: 61
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

EXQUISITE OCEAN VIEW POOL HOME! Welcome to Tuts Cay, a luxurious 4 bedroom, 5 bathroom, a sanctuary in The Village of Islamorada, Florida Keys. This property spans on two lots, offering stunning ocean views and privacy. The resort-style pool area includes an outdoor kitchen and golf putting green, perfect for relaxation and entertaining. Boating enthusiasts will appreciate the ample dockage and nearby community boat ramp. Inside, enjoy sophisticated living areas with en-suite bathrooms for each bedroom plus a pool bath. The residence features televisions in every room, large balconies, dual kitchens, and a wet bar. Exterior amenities include a rooftop lounge, private pool and hot tub, sun loungers, hammock, outdoor bar, mini fridge, built-in grill, and firepit. Tuts Cay blends luxury, convenience, and natural beauty for an unforgettable vacation or full time home. Located in the Sports Fishing Capital of World!

$2,998,000
Marathon
Sombrero Beach Village   - MM: 49.50
4 Bed, 4 Baths, 2,824 SqFt Days Listed: 47
-9.01% ($297,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

Coastal Luxury Living on the edge of the Atlantic Ocean. A short stroll to famous Sombrero Beach, this fully furnished turn-key home is a modern masterpiece located on a quaint dead-end street including a protected 37.5 ft. concrete dock with instant access to the ocean. The pristine low-maintenance private fenced yard boasts a heated/chilled pool, outdoor shower and a poolside half bath. With numerous options to enter the home, the popular elevator connects the garage to all 3 levels of flawless living space. You are immediately greeted on the main level by the huge great room and its expansive 21-foot wide glass opening which flows seamlessly onto the veranda with stunning open water views. The high ceilings and stylish shiplap in the Great Room showcase an open-concept chefs kitchen, large quartzite island, dining and lounge area, wet bar and beverage cooler perfectly integrated into the homes design. The top floor flaunts 2 primary en-suites, both having panoramic balcony views. Rounding out this floor is a guest bath and bedroom along with a laundry room with dual washer/dryer units-making laundry day effortless. These features create a harmonious connection between the indoor and outdoor spaces allowing you to fully immerse yourself in the tranquility of the Florida Keys. It is the perfect second home or vacation rental with exceptional income potential. This 4 bedroom home is set up for immediate income opportunity, as 7 day rentals are permitted and has NO HOA! Built with 8 interior doors, solid concrete block construction, hurricane-impact windows and doors and low maintenance tile floors throughout, this home offers peace of mind and exceptional luxury.

$2,999,000
Marathon
Sombrero Anglers C S   - MM: 49.50
5 Bed, 5 Baths, 3,628 SqFt Days Listed: 145
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift97ft.Concre

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

$2,999,000
Marathon
Stirrup Key Subdivision   - MM: 52.50
4 Bed, 4 Baths, 2,521 SqFt Days Listed: 136
-28.58% ($1,200,000) 2 Price Changes : Last Change 55 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip

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.

$2,999,000
Key Largo
Key Largo Beach Addition   - MM: 100.00
3 Bed, 3 Baths, 2,445 SqFt Days Listed: 56
-6.25% ($200,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 105ft.

Welcome to your dream home, where luxury meets nature! This exceptional waterfront property, originally built in 2009, was completely remodeled in 2024/25. With over 120 feet of pristine waterfront and a deep-water dock, this all-concrete home boasts a durable concrete roof, ensuring longevity and peace of mind. The newly installed impact windows/doors provide both security and energy efficiency while allowing in the natural light. A new concrete privacy wall encircles the property, complemented by two heavy aluminum gates. Imagine waking up each day to breathtaking views and direct ocean access! With over 105 feet of new, concrete dockage, you can easily moor your boat and enjoy the best of Floridas waterways. Whether youre an avid fisherman, boating enthusiast, or simply enjoy the serenity of the water, this property is perfectly positioned to fulfill your needs. Plus, buy fresh local seafood right at your doorstep. The heart of this home is its kitchen, featuring top-of-the-line JennAir appliances, perfect for culinary enthusiasts. The spacious open-concept living area is designed for entertaining, with thoughtful touches like solid core doors and new railings both inside and out. Zebra shades throughout the home provide a chic flair while allowing you to control the sunlight. Elevate your lifestyle with your private rooftop deck, offering expansive views. This is the perfect spot for enjoying sunsets or hosting gatherings. Nestled in a great neighborhood, this property is near the community park and some of Key Largos best restaurants.A pool permit has been applied for, providing the opportunity to create your own personal oasis right in your backyard. Picture lounging by your future pool, entertaining friends. Every detail has been meticulously chosen to create a living space that is both that is both functional and luxurious.From the moment you step inside, youll be captivated by the elegance and comfort that this property has to offer.

$2,999,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 3,124 SqFt Days Listed: 221
-22.10% ($851,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

SELLER IS MOTIVATED! WILL CONSIDER ALL REASONABLE OFFERS! Beautiful canal front home in Key West with pool and garage! Spacious main house plus guest apartment with separate entrance. Expansive nearly 14,000 square foot lot with a gated privacy fence. Main house has 3 bedrooms plus a den and 3 full baths. Large light filled rooms for entertaining including grand foyer, dining room, and the perfect living room with walls of windows showcasing canal & water views! Kitchen has wood flooring, built-in cabinets, stainless steel appliances and leads to the dining area. Kitchen opens to breezeway to garage, laundry room and courtyard. Bedrooms offer large closets and two have private access to pool/decks.. Primary bedroom suite has double closets, en suite bath and pool /water views. Central AC, terrazo flooring, laundry room, cedar lined closets, and garage.Upstairs guest suite has a 2 bedroom/1 bath apartment with kitchen and balcony with tree top canal views. Plenty of room for boat and auto parking. Lovely decked areas for relaxing poolside or enjoying the canal views while dining. Kayak from your backyard! Large lot 104x130 fenced and secluded with no neighbors on other side of the canal.

$2,999,500
Key West
Mills Place   - MM: 1.00
2 Bed, 2 Baths, 1,770 SqFt Days Listed: 131
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.

$2,999,987
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 2,374 SqFt Days Listed: 91
-8.54% ($280,013) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift90ft.Concre

Sellers will consider contributing to buyers closing costs depending on price and terms. Are you looking for a newly renovated Port Antigua home that has plenty of outside entertaining space and 90 ft. of dockage? Youve found it! This home is a top-performing 5-Star vacation rental, projected to generate approx. $70,000 rented just 6 months of the year. Home is being sold with furniture, professional decor and everything you need for a turn-key income producing vacation rental. With a welcoming open floor plan, the 4 sets of impact sliding glass doors and large windows let in ample natural light to the main living level. Impact windows and doors were installed in the entire home in 2019. The kitchen features Bosch stainless appliances, double thickness granite counters, 2 reach in pantries and plenty of seating for the chefs helpers. On this level there is also a guest bedroom and bath and a large, open canal front terrace. The laundry room has additional storage and the on-demand tankless water heater. Interior stairs lead to the primary suite with large en-suite bath, as well as, another guest bedroom with en-suite bath. On the ground level the large driveway covered with concrete pavers offers ample parking, carport and fabulous entertaining space cooled by the east breeze in the summer. A garage and air conditioned workshop to store all your fishing gear and golf cart and is only steps away from the 90 ft. wide concrete dock with a 10,000 lb. boatlift, mooring whips and a fish cleaning station. Dock was resurfaced in 2024. Located in a quiet location on a cul-de-sac in the best private bay-beach community in Islamorada, Port Antigua. Port Antigua provides a degree of anonymity that other Islamorada communities cannot equal, despite being just a short drive from the areas most popular attractions. Its beautiful white sandy beach, complete with Tikis, picnic tables, and grills, along with our large canals and private boat dock, assist in making thi

$2,999,999
Lower Matecumbe
Mat Ocean Beach   - MM: 75.00
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 211
-7.69% ($250,001) 1 Price Change : Last Change 67 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

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.

$2,999,999
Key Largo
Buccaneer Point   - MM: 98.00
3 Bed, 3 Baths, 1,711 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Stunning bayfront living in Key Largos sought-after Buccaneer Point! This 3BD/2.5BA home boasts breathtakingopen water views with direct ocean access via the bay--perfect for boaters. The main living area is on the 2ndfloor, featuring soaring wood-beamed ceilings, a modern kitchen with quartz countertops, and light-filled spaceswith panoramic water views. The large primary suite on the 3rd level includes a spa-like bath and a privatebalcony. The roof is less than one year old.Downstairs, enjoy a spacious garage and an impressive bar/lounge areaideal for entertaining. Enjoy outdoor living with parking for multiple vehicles, RVs, or trailers, space for a pool, anda wood dock with a boat slip offering direct bay access. No HOA! Dont miss this opportunity--check it out now.

$3,000,000
Key West
Prog Land Imp Co Diag   - MM: 0.00
4 Bed, 4 Baths, 2,276 SqFt Days Listed: 113
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience the true essence of Tropical living in Key West with this exquisite mid-century estate, the perfect blend of a private sanctuary and a highly coveted transient license, making it a lucrative income-producing asset. Located on an expansive corner lot, this property is enveloped by lush foliage, ensuring the utmost privacy and a serene ambiance that feels worlds away yet remains just moments from the vibrant heart of Key West. As you enter through the winding brick pathways, you are greeted by mature landscaped gardens and multiple outdoor spaces designed for both relaxation and entertaining. The heart of this oasis is a stunning 35-foot heated pool accompanied by a covered pavilion, offering the ideal setting for leisurely afternoons or elegant gatherings. The main residence showcases nearly 2,000 square feet of thoughtfully designed living space, featuring a primary bedroom suite with a glass enclosure sitting area that invites natural light to cascade throughout. Two additional guest bedrooms and a spacious living/dining area open through multiple sets of French doors, seamlessly blending indoor and outdoor living. Adding to the propertys allure is a separate studio guest cottage. This flexibility allows you to enjoy a tropical getaway during your visits while maximizing rental potential from the main house offering the best of both worlds. Ideally situated just a short stroll from pristine beaches, the iconic White Street Pier, and premier tennis and pickleball courts, this estate provides an unmatched opportunity to own a private oasis in one of the most sought-after destinations.

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 06-16-2025.
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