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

Total Listings 170
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$2,395,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 2,295 SqFt Days Listed: 203
-2.60% ($64,000) 1 Price Change : Last Change 144 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Fixed Brid

Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainers dream place. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding .... Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances, chefs kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location!

$2,395,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 1,500 SqFt Days Listed: 24
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This serene and charming single story conch house sits on a very private quiet corner lot in the popular Meadows neighborhood. The 3 bedroom 2.5 bath home has had significant updates and extensive remodeling over time including an office space, large well appointed kitchen and great room which opens to an expansive covered porch, mature garden, and pool. The heated pool has a waterfall feature and also a lap lane. There is a delightful separate one bedroom cottage with private bath and loft space. A concrete block shed on the property is useful as a work shop and laundry room.There is gated off street parking for cars and also a drive way at the rear of the property that could be utilized for trailer or boat storage.

$2,395,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,473 SqFt Days Listed: 50
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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

$2,399,000
Key West
Island City Subdivision   - MM: 2.00
4 Bed, 4 Baths, 1,425 SqFt Days Listed: 91
-12.76% ($351,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

6,254 square feet of land, park your RV or add guest house, etc. Two on site parking spaces. Renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both floor plans attached shows the as is floor plan and the as proposed floor plan converted to single family. See documents tab. Keep as is and rent one side or easily convert to a single family home. Room for your RV on the very large fenced lot.

$2,399,000
Key West
Old Town Unlisted   - MM: 1.00
4 Bed, 4 Baths, 2,016 SqFt Days Listed: 101
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether youre looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

$2,399,999
Marathon
Sea Air Estates   - MM: 52.00
3 Bed, 3 Baths, 2,277 SqFt Days Listed: 82
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,None,Boat

This gem is perfect for boaters and someone with a vision to design. This amazing property is ready to make someone very happy. It comes equipped with 2 boat lifts and a concrete dock. Just minutes from the gulf and ideal for someone who loves to fish. You will not find a better property in Marathon at this price point. Theres room for a pool and an area for docking multiple boats. Marathon is the ideal city in the Keys with tons of amenities for everyone. This 3 bedroom 3 bath house with another 2300 sqft. of space on the 1st floor to store all your boating essentials. The property is also equipped with a 10,000 gallon concrete cistern with pump. Come take a look at this once in a lifetime property.

$2,400,000
Lower Matecumbe
Fantasy Harbor   - MM: 77.00
3 Bed, 3 Baths, 2,000 SqFt Days Listed: 68
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin99ft.

Make all of your Florida Keys fantasies come true at Fantasy Harbor! Were willing to bet you never even knew this gated community on Islamoradas Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99 concrete seawall on cap rock plus boat lift. This one is a winner!

$2,400,000
Key West
Sunset Key   - MM: 0.00
2 Bed, 2 Baths, 1,681 SqFt Days Listed: 151
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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.

$2,445,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,681 SqFt Days Listed: 2
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome home to 531 Frances Street, located in the heart of old town Key West within walking distance to shops, restuarants, harbor walk and Duval. From the white picket fence to the wide front porch, this charming home is a classic. The first floor features high ceilings and gorgeous natural light in an open floor plan. The living room, dining and kitchen all open to the decked pool area. A covered loggia is perfect for outdoor dining, entertaining or relaxing rain or shine. The heated blue tiled pool is the focal point for the outdoor space. The primary bedroom with en-suite bathroom, den/third bedroom with walk-in closet and convenient half bath are also located on the first floor. Upstairs is a guest suite including a bedroom and a large bathroom that has plenty of storage space and access to the upstairs deck. The brick walkway, formerly used as parking, meanders around one side of the house and on the other side is a ramp which is one aspect of the full accessibility of this home. The location on the corner of Frances and Stump Lane is ideal, tree lined and surrounded by beautiful homes. Features and amenities include Smart Home technology with cameras and thermostat, Rain Barrel water collection system, Azek and wood decking. This home has been lovingly maintained and will please the most discerning buyers.

$2,449,000
Marathon
Ibis Isle   - MM: 50.00
3 Bed, 3 Baths, 2,144 SqFt Days Listed: 80
-1.84% ($46,000) 1 Price Change : Last Change 26 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift105f

Discover ultimate Florida Keys living at this stunning three bedroom, two bath single family pool home with double garage located in the desirable Sombrero Beach area. Set on a spacious 12,470 square foot waterfront lot, this property boasts 105 feet of clean, concrete seawall and deep water dockage, making it a boaters paradise with 15,000 lb boat lift and 4,000 lb davit. Whether youre an avid fisherman or love to spend your days on the water, gain access to Ocean and Gulf in minutes. This concrete constructed haven built in 2001 by Jeff Ryder sits above flood with impact windows/doors and a barrel tile roof ensuring peace of mind and lower insurance costs. Find quality construction throughout with 10 foot ceilings, 8 foot solid wood doors, tile flooring, crown molding, plantation shutters and a brick pavered driveway. Step inside the enormous great room that flows from living to kitchen and to both formal and informal dining areas. Chefs kitchen is complete with a plethora of cabinetry, granite countertops, expansive center island, pantry storage, and propane stove. Primary suite features floor to ceiling impact sliders with views of the canal and pool, as well as a walk-in closet, marble topped double vanity and access to the screened-in porch. Two more guest bedrooms and a guest bathroom complete the interior with potential for a fourth bedroom. Store rods, reels and 2 vehicles in the double garage that also houses the washer, dryer and solar powered hot water heater. Enjoy the tropical outdoors while floating in the 2020 installed heated pool with marble decking and beautifully landscaped yard. The 360 square foot screened waterfront lanai is ideal for indoor-outdoor entertaining. Lush, tropical landscaping completes the property with many palms, orchids, and even a mature stag horn fern. Room to park toys and trailers on the side yard too. This is the one for waterfront living, dont miss your chance to own this exceptional slice of paradise in Marathon.

$2,449,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 888 SqFt Days Listed: 105
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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!

$2,449,200
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
4 Bed, 4 Baths, 2,358 SqFt Days Listed: 269
-6.70% ($175,800) 3 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Brand new construction, Breezeswept Beach Estates pool home with endless Open Water Views! Unpack and relax at this turnkey, modern masterpiece! Made for entertaining, this sprawling 2,358 Sq. Ft. floor plan offers an open concept main living space with high-end finishes and tasteful design. Cultivate culinary delights with ease from the well-appointed Chefs Kitchen, complete with stainless steel premium appliances, quartz countertops, abundant storage, and large island with counter seating. A separate bar with additional storage and large wine cooler is an added bonus. Walls of impact sliding glass doors open on to an expansive covered veranda, with stunning views of the sparkling pool and turquoise ocean beyond, the ideal backdrop for al fresco dining with friends. Retire to a spacious primary retreat, offering a luxurious en suite bathroom with jetted standing tub and spa-inspired rain shower, large walk-in closet, and porch access. Visitors will enjoy comfortable accommodation in any of three upstairs guest rooms. An upstairs loft is fully customizable for use as a home office, media room, or exercise space, and the upstairs private balcony offers unparalleled Ocean Views. Outside, this manicured lot is adorned with lush native landscaping. Enjoy year-around sunshine in the backyard oasis, boasting an in-ground, concrete, saltwater pool with sun deck and spa! A large ThruFlow dock, with step down and swim ladder provides for quick and easy shallow-draft boating, kayaking, and paddleboarding, with direct access to the Atlantic Ocean! Keep tools and equipment dry and secure in the convenient downstairs storage space, and enjoy an abundance of parking with a large covered carport and additional brick paver driveway. Nestled within a quiet, established neighborhood, but just minutes to restaurants and convenience stores in town, this exceptional Ramrod Key retreat wont last long!

$2,450,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,444 SqFt Days Listed: 33
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Experience the quintessential Key West lifestyle in this beautifully transformed gem in the heart of Old Towns Solaris Hill. Restored and reimagined in 2022, this unique home seamlessly blends modern comfort with the historic charm of an 1889 cigar makers factory, as noted in Key West Sanborn maps. Enter through an inviting white picket fence to a spacious front porch, perfect for enjoying lazy afternoons with a cool drink or chatting with neighbors under swaying palms.Inside, a refreshing breeze welcomes you into an airy foyer with exquisite hickory hardwood floors, custom lighting, and a stunning locally crafted floating staircase that serves as a stylish focal point. The chef-inspired kitchen is the heart of the home, equipped with top-of-the-line Wolf appliances and a Sub-Zero refrigerator, all nestled in custom cabinetry with gorgeous soapstone countertops. An eye-catching iron and marble island takes center stage, surrounded by a handcrafted Cle tile wall that sets the scene for culinary adventures.Bright and inviting, the spacious living area features two sets of impact-rated French doors, enhancing the essence of indoor-outdoor living, where you can bask in the gentle sea breeze. Original Dade County pine adds warmth and character throughout. The retreat-like primary bedroom and two thoughtfully designed guest bedrooms offer ample relaxation space, each with beautifully upgraded bathrooms featuring custom tiles and Kohler fixtures.Step outside to your personal oasis, complete with a brand-new saltwater pool surrounded by tropical landscaping and a travertine deck, ideal for sun-soaked gatherings or starlit evenings. An outdoor shower adds a refreshing touch, while a custom-built privacy fence ensures your sanctuary from the outside world.Enjoy the convenience of private off-street parking and proximity to the vibrant culture, dining, and entertainment that Key West offers. Duval Street is just two blocks away, with nightlife and fabulous restaurants.

$2,450,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
5 Bed, 5 Baths, 4,500 SqFt Days Listed: 122
-33.60% ($1,240,000) 5 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Competitively priced below a comparable sale with even more square footage! Happiness awaits you at this brand new and exquisite oceanfront property overlooking stunning watercolor views from every angle. This hidden gem location on an oversized end lot in prestigious Key Largo Ocean Resorts, this 5 bedroom, 5.5 bathroom beauty with a spacious den offers large living with 1800 square feet of living on each of the two main floors and another 900 square feet on the fourth floor with unsurpassable open water views from a spacious terrace. An elevator is available for easy access to this palatial home. Observation pier permit with Army Corp approval. Community clubhouse, pool, tennis courts and playground offered as part of the association.

$2,450,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
4 Bed, 4 Baths, 2,074 SqFt Days Listed: 24
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 32ft.

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

$2,450,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
5 Bed, 5 Baths, 1,994 SqFt Days Listed: 175
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

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!

$2,450,000
Lower Matecumbe
Matecumbe Ocean Bay   - MM: 75.00
2 Bed, 2 Baths, 1,322 SqFt Days Listed: 77
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to this charming Old Florida-style cottage, an ideal weekend retreat nestled on Lower Matecumbe Key in Islamorada! This property is set on nearly half an acre, boasting an impressive 100 ft of private beach frontage directly on the crystal-clear ocean. This cottage is a perfect fixer-upper opportunity, offering you the chance to renovate and personalize the existing structure or build your dream home on this stunning piece of prime real estate. Step inside to discover two spacious bedrooms and two full bathrooms. The interior features beautiful beamed and tongue-and-groove ceilings, adding a touch of character and warmth to the space. Imagine starting your mornings with a cup of coffee or unwinding in the evenings with a glass of wine, all while enjoying breathtaking views of the magnificent Atlantic Ocean. The gentle ocean breezes create a serene atmosphere, perfect for quiet contemplation and entertaining friends and family. With its prime location and charming features, this cottage is a rare find that invites you to embrace the laid-back Florida Keys lifestyle. Dont miss your chance to make this idyllic getaway your own!

$2,475,000
Key Largo
Hammer Point   - MM: 93.00
4 Bed, 4 Baths, 3,140 SqFt Days Listed: 192
-23.85% ($775,000) 3 Price Changes : Last Change 110 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 57ft.

This three level, 4 bed/ 4 bath home has a private third-floor master suite with a large den and balcony. The great room, bathed in natural light, offers stunning bay views, and the expansive rooftop deck is perfect for enjoying splendid sunset vistas.The ground level is an entertainers dream, featuring a large media room, inside laundry, kitchenette/wet bar, full bathroom, and a fourth bedroom or den that opens directly onto the pool deck. Outside, enjoy the pool with a paver deck and covered patio, or relax on the concrete dock with direct bay access and convenient ocean access via Tavernier Creek.Custom features such as elevator, tongue and groove ceilings throughout the great room, built-in closets, and tall doors opening to porches on all levels add to the homes charm and style. This is a fantastic opportunity to customize a spacious waterfront home to your tastes.

$2,489,000
Plantation Key
Plantation Key Colony   - MM: 90.00
4 Bed, 4 Baths, 1,767 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

Custom-built masterpiece in one of Islamoradas most sought-after waterfront neighborhoods. With direct bay access and proximity to Tavernier Creek, this home is for the boaters.The upper level features soaring vaulted tongue-and-groove ceilings, setting the stage for an airy, inviting atmosphere. The chefs kitchen is an entertainers best friend, seamlessly connecting to the spacious living areas. This level features two bedrooms, two bathrooms, and a versatile office/third bedroom, along with a dedicated movie room for cozy nights in. Step outside to the expansive porch, where Islamorada sunsets become part of your daily routine. The lower level offers a private 1-bedroom, 1-bathroom guest suite--ideal for hosting family and friends. The through-and-through garage provides ample storage for vehicles and gear, perfectly complementing your waterfront lifestyle. The beautifully landscaped backyard is a tropical retreat, complete with a 50 concrete dock, a 15,000-lb boatlift, and a tiki hut. Low-maintenance artificial turf ties the outdoor space together, ensuring year-round perfection. This thoughtfully designed and meticulously built home leaves no detail overlooked. Whether youre seeking a serene retreat or an entertainers haven, this property will exceed your expectations. Dont miss the opportunity to own this exceptional piece of paradise.

$2,490,000
Key Largo
Buccaneer Point   - MM: 98.00
4 Bed, 4 Baths, 3,317 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Welcome Home this is the MasterPiece On Mutiny. New Swimming Pool, Perfectly positioned near the tip of Buccaneer Point, this secluded estate, on its large lot with over 160 ft of waterfront, offers privacy and extended open water views. Designed and developed to his specifications, by a local builder for his family, no expense was spared. The 3,450 sq. ft. , with 5 bedrooms and 4 baths POOL home boasts expansive open and covered terraces to take full advantage of the scenic surroundings. The 11.3 KW photovoltaic array provides approximately 90% of the homes energy usage. This property brandishes so many details, that they are best appreciated in person. Truly a one of a kind Florida Keys retreat.

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 12-22-2024.
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