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$1,000,000 - $2,000,000 Florida Keys Properties For Sale - Real Estate

Total Listings 549
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$1,749,000
Key West
Gwynn Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,897 SqFt Days Listed: 99
-12.51% ($250,000) 2 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Step into Key West history with a modern twist at the Kali Zoi House, a meticulously maintained gem nestled in lush tropical surroundings in Old Town Key West. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything (Duval Street, beaches, etc.), this home combines historic charm with unbeatable convenience.Experience the charm of Old Town with the inviting covered front porch, an ideal spot to enjoy your morning coffee. The first floor features 3 bedrooms & 2 bathrooms. Two of the bedrooms include ensuite bathrooms, with one also offering a second entrance for guest access. The primary suite has a private exit to the backyard. Upstairs, youll find an expansive living room, dining area, & a stunning open kitchen with beautiful striped Mahogany cabinets. A third full bath completes the layout. Enjoy the island breezes from the newly redone wraparound balcony, tucked up in the treetops, offering a tranquil retreat. Unwind in the private backyard, ideal for entertaining or relaxing in the (heated or chilled) cocktail pool. The yard is fully fenced. Additional features youll love: X-Flood Zone, New Roof (2022), New Hot Water Heater, Recently Upgraded Upstairs Porches & Deck, Fully Furnished (Indoor & Outdoor): Move-In or Vacation Rental Ready!Currently part of a successful vacation rental program with a wonderful reputation, Kali Zoi House is perfect as a family getaway or a promising investment opportunity.

$1,749,000
Key West
Investment Co Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,251 SqFt Days Listed: 94
-7.92% ($150,500) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. Youll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the homes origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact windows, stainless steel appliances, granite countertops, tankless water heater, in-home laundry. The Main Home has an en suite Primary Bedroom; Guest Bath accessible from the hallway and Guest Bedroom; open concept Kitchen and Family Room with vaulted ceiling and a wall of accordian glass panels overlooking the pool courtyard. Opposite the pool is the Guest Cabana with Half Bath and Outdoor Shower. The property has been offered as a vacation rental and also kept part time for the owners use. Close to everything you could want in Key West - around the corner from world famous El Siboney Cuban Restaurant, 2 blocks from Truman, 4 blocks from Duval St., a quick walk to Higgs Beach and the White Street Pier. Home is being offered turnkey furnished.

$1,749,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 2,268 SqFt Days Listed: 74
-6.72% ($126,000) 4 Price Changes : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: Concrete

This is your opportunity to own, on navigable water & be in Key West with a house that has 5 bedrooms, pool, concrete seawall, 2268 Interior sq ft & is priced at only $771 per sq ft! There are 4 other active listings on Riviera Canal for an average price per sq ft of $1,116. Thats $345 per sq ft MORE! Yes, there is one other 5 bedroom in that group, but its listed for over $1.73M more! You can do a LOT of redecorating with these savings! 2934 Riviera is a value. Interior is currently configured as 5 bedrooms & 2 full baths, plus one 1/2 bath. Upper floor boasts primary bedroom plus additional bedroom (could be converted to an extravagant closet, extraordinary bath, office, nursery or 2nd den) both with sliding glass doors leading out to balcony (42 ft long) overlooking pool, back yard & canal. Upper level also has one full bathroom. The lower level has 3 bedrooms, 1 full bath, kitchen, den, dining room, laundry room & a 1/2 bath. Den has 10 ft ceiling plus 3 sets of sliding glass doors offering canal & pool views. Back yard has 58 ft concrete seawall (with 7 Ft wide step-down section for launching paddle boards or kayaks), in ground-concrete pool (24 X 15), covered patio (27 X 9) attached to storage shed-work shop (15 X 9) & concrete pad for OSP that could fit multiple cars. Central AC compressor replaced Oct 2023, plus tented in 2022 with warranty. Home received airport project double pane windows. Front door, back door & all 6 sets of sliding glass doors are impact. All other windows have aluminum panels. Riviera Canal affords you easy access to both the Atlantic & the Gulf. Convenient new town KW location is close to boat ramp, schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride to Old Town & world-famous Duval St.. Interior of house did not flood during Hurricanes Ian or Irma. Sellers already packing, some furniture in photos has been removed.

$1,749,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 1,332 SqFt Days Listed: 50
-6.72% ($126,000) 2 Price Changes : Last Change 2 Days Ago
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Total renovation in the highly desirable Meadows in Old Town. Legal duplex totally restored from the ground up in 2023 & 2024. 2 bedroom/ 1 bath downstairs has 788 sf. of living area, front porch, large backyard & rear deck.Upstairs is 1 bedroom & 1 bath 544 sf. with private tree top deck. Lush, tropical landscaped 2,225 sf. lot plus bonus 5 x 74 recorded hiatus on E. side of property. Room for inground Pool or large Spa. Private off street Parking. Interior details: Many Dade County Pine walls inside professionally restored New Mitsubishi ductless split AC systems w/remotes.New LED surface mount ceiling lights.New luxury vinyl plank flooring w/ rubber backing for softness and quietness.All windows are new, 2 over 2, impact resistant with window treatments.Professionally designed kitchen by Rosanne has gorgeous Quartz countertops & new custom, all wood cabinets.New stainless steel LG appliances including a new Refrigerator, Electric range & Microwave, dishwasher & garbage disposal.Upstairs has new kitchen, cabinets and countertop with new stainless steel Frigidaire refrigerator, range & garbage disposal.Both bathrooms are fully tiled &have glass enclosure, walk in showers. Downstairs has duel under counter sinks with Quartz countertop. Exterior:You dont hear this often, look under this house! 30 new concrete, steel reinforced, spread footers secured into cap rock & tied to the house with double 2x 10 rim joists & 2 x 8 floor joists, all pressure treated.Also, Front Porch, side deck & stairs & rear deck all rebuilt with new footers.General Contractor was Brian McKendry.All new V-crimp roofing by A-Plus Roofing, with new plywood subroof, hurricane straps & storm safety underlayment for Max. Wind Insurance credits. All new gutters as well.Entire house, inside & out professionally painted by Perrys Painting.All new plumbing & instant hot water heaters by Robert from Gary Moes.All new electric by Check Electric

$1,749,000
Key West
Waddells Subdivisiondivision   - MM: 2.00
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 43
-11.44% ($226,000) 4 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Magical in the Meadows! An exceptional opportunity to own this charming Conch cottage, originally built in 1892 and meticulously renovated to preserve its historic character while offering modern comforts.Currently configured as two bedrooms plus a versatile office/third bedroom and two bathrooms, this beautifully maintained home is nestled in a highly sought-after, quiet, and friendly neighborhood--just moments from everything Key West has to offer.This quintessential property showcases exquisite craftsmanship, including custom built-ins, crown molding, and trim handcrafted by a master shipbuilder. Architectural highlights include soaring ceilings, stunning Dade County Pine throughout, custom skylights. For exterior enhancements, welcoming front porch, privacy fencing, plus copper gutters and elegant outdoor lighting. The fully fenced property has been recently painted, enhancing its pristine curb appeal.Step into your private backyard oasis, where Ipe wood decking surrounds a sparkling pool with a brand-new heater and chiller. An outdoor shower completes the experience, perfect for embracing the laid-back luxury of island living.This one-of-a-kind home embodies the epitome of Key West charm and style--dont miss your chance to make it yours and enjoy the ultimate in Key West living!

$1,750,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 759 SqFt Days Listed: 96
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover your dream surfers cottage on a tropical island! Built in 1918, this charming home still showcases elements of its historic architecture, blending timeless character with a unique coastal vibe. Located at 1020 Fleming Street in the Historic Seaport area of Old Town Key West, youll be just a short walk from amazing restaurants, great bars, and some of the best fishing and diving charters in the world.This rare gem has not been available on the market for nearly two decades and appears on the Key West map of 1848--dont miss the opportunity to make it yours. Start living your dream today. Call now!

$1,750,000
Key Largo
Key Largo Yacht Club   - MM: 100.00
3 Bed, 3 Baths, 2,261 SqFt Days Listed: 33
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Slip,

Exclusive and seldom available offering in the gated community of Key Largo Yacht Club. Completely remolded 3 Bedroom 3 Bath 2 Car garage ocean view town home with 2 Deeded Boat Slips that include a 15,000 LB Lift. This is a beautiful turn key unit completely furnished and decorated with no expense spared. The 1st level encompasses your own patio for entertaining and grilling. The 2nd level is all about the kitchen / dinning and living / family room experience. The 3rd level is completely dedicated to a magnificient primary suite with a large bathroom and walk-in closets. Located in a beautiful 10 acre secured community of only 24 units this community includes a modern pool, club house, tennis / basketball courts and trailer parking.

$1,750,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
3 Bed, 3 Baths, 1,708 SqFt Days Listed: 29
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Indulge in Island Nirvana in this newly constructed, coastal contemporary home in prestigious Key Largo Ocean Resorts. Rare ocean views from every angle of the living areas and highlighted with a 38 ft, 927sqft rooftop terrace, above neighboring homes, to enjoy the panoramic Atlantic Ocean vista. This unique tri-level home seamlessly blends indoor & outdoor spaces for a tranquil tropical experience. Key Largo Ocean Resorts is a luxury island neighborhood that offers immediate ocean access with a boat ramp & dockage and a wealth of additional amenities such as a large community pool, clubhouse, marina with fuel, fitness center, and playground. Fully gated with 24 hour patrolled security provides a safe environment at all times. Key Largo Ocean Resorts is the best kept secret in Florida Keys island living!

$1,750,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,690 SqFt Days Listed: 7
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

New to the market! This Conch House is filled with Key West Charm that all starts with the covered front porch perfect for relaxing. Entertain with ease in todays kitchen with its marble countertops, stainless steel appliances, and farmers sink. The open dining and living room continue to flow through French Doors to the outdoor living area with a private wraparound porch, sun deck, and heated dipping pool. A bedroom and full bathroom are on the main level offering one story living. Two large bright and airy bedrooms with vaulted ceilings and a bath are upstairs. Bahama hurricane shutters, metal roof, storage inside and outside, off-street parking.

$1,750,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
4 Bed, 4 Baths, 2,293 SqFt Days Listed: 255
-5.41% ($100,000) 1 Price Change : Last Change 42 Days Ago
Half Duplex - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift37ft.Concre

Welcome to your coastal haven in Key Colony Beach--a paradise for those seeking a beautiful home and a relaxed lifestyle. This gem of a property with eastern exposure is offered fully furnished. Featuring 2-zone AC, marble pavers, and elegant finishes like Granite and marble counter and vanity tops. Boasting 9-foot ceilings, crown molding, a garage, concrete seawall, boat lift, and a step-down dock for a 37-foot boat, this residence seamlessly blends luxury with functionality. Enjoy the heated pool and the tropical ambiance in your backyard. Make this Key Colony Beach retreat your haven for a life of tranquility and leisure. Other half of this building (540 9th) can also be bought at the same price as 550 9th.

$1,750,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
4 Bed, 4 Baths, 2,200 SqFt Days Listed: 177
-5.41% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Beautiful turnkey modern new construction home. Corner lot with water views. Amazing roof deck with entertainment room on top floor, giving an extra floor of living space. Open floor plan and perfect for entertaining or large families. Private community of Key Largo Ocean Resort, packed with brand new amenities such as pool, clubhouse, tennis & basketball courts, clubhouse, playground, gym, fishing pier and community ramp. See video for virtual tour.

$1,750,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,740 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift875ft.

Plantation Key Colony - Completely UPDATED-Like New - 2/1 up and 1/1 down, Plus -2- more Bonus Room- Great to Live in or Great for Renting out Half and using the other half or making it a Double rental income. Large Concrete Dock 75 Ft. w/ 20,000lb Boat Lift. This Big Lot is 125x75 with a Tiki Hut & Hot Tub. Quick Direct access to Bay & Ocean. Beautiful Homeowners Park on the Bay with a Beach & Boat Ramp. Plenty of room for a new pool. Centrally located near Shopping, Schools, Restaurants and more.

$1,750,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 93
-2.72% ($49,000) 1 Price Change : Last Change 70 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to 205 Virginia Street, a meticulously crafted single-family home nestled in the heart of Old Town Key West. Built in 2019, this residence seamlessly blends the historic charm of the area with modern construction standards. As you step inside, youll be greeted by an open and inviting living space adorned with wood floors and bathed in natural light. The gourmet kitchen boasts quartz countertops and a high-end stainless steel appliance package, catering to both culinary enthusiasts and those who appreciate quality craftsmanship. The home offers three bedrooms and two and a half bathrooms. The large primary suite possesses an enormous covered deck and beautiful ensuite. The second bedroom features a private balcony and custom-built shelving, providing ample storage and display options. The third bedroom may also be configured as a formal dining room, perfect for entertaining guests. Venture outside to discover your private island oasis. The heated pool, complemented by a soothing waterfall, invites relaxation year round. Surrounded by lush tropical landscaping, brick walkways, a classic picket fence, and coveted parking spot, the outdoor space is designed for both tranquility and entertainment. Covered porches on both levels, front and back, offer serene spots to enjoy the balmy Key West evenings. Constructed with durability in mind, the home is built to withstand 180 mph hurricane winds and features impact windows and doors with concrete siding, providing peace of mind and low insurance rates. Location is paramount, and 205 Virginia Street does not disappoint. Situated just a few blocks from the vibrant Duval Street, youre within walking distance to an array of restaurants, entertainment venues, and the rich cultural experiences that Key West offers. Despite its proximity to the lively downtown, the property is tucked away in a peaceful neighborhood, offering the best of both worlds. Experience the perfect charm and modern luxury at 205 Virginia Street.

$1,750,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,444 SqFt Days Listed: 116
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits125ft.Concrete

15,500 SQ. FT. DOUBLE LOT in desirable Pine Channel Estates - bordered by areca palms providing a bit of privacy, the corner property offers an impressive 125 ft. of concrete seawall with a step-down dock and davits, and 20 ft. of concrete seawall across the end of the canal. The CBS home sits approximately in the middle providing elbow room all around - theres plenty of space for adding a pool, parking an RV, boat trailer and more. A huge, screened porch across the back overlooks the canal; 16 ft. pocket sliders open from the great room to the porch for extended outdoor living. 1444 sq. ft. of living area, 2BD/2BA with the potential to add a 3rd bedroom. Additional features include a convenient walk-around porch, covered parking, attractive paver drive, storage enclosure, metal hip roof. Excellent boat access to the ocean or back country for fishing and diving, and its a short boat ride across Pine Channel to the dock at Kikis Sandbar & Grille for lunch or dinner and music. Gorgeous sunsets can be enjoyed nightly as one looks down the length of the clean, deep canal. Add your personal touch and updates to create your exceptional piece of Keys paradise! Just 30 miles to Key West.

$1,750,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
2 Bed, 2 Baths, 1,612 SqFt Days Listed: 29
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This luxury, elevated, one-level home, on a rare double lot with a lush, tropical resort-style pool area, fenced with complete privacy, is tucked in the heart of midtown Key West. This tropical oasis features a supersized primary bedroom suite, extra-large 2nd bedroom/guest bathroom, and built-in Murphy bed/bookcase for extra guests. All surrounded by mature landscaping, elegant landscape lighting, a wrap-around porch overlooking the fabulous heated/chilled pool with soothing waterfalls, and a large pool deck for lounging in the Key West sun.This home is filled with charm, even the guest bathroom features an artistic ocean-inspired coral mosaic. Designed for entertaining, the open-concept showcases high ceilings, abundant natural light from many windows and French doors, accented wood beams, and gleaming hardwood floors. The chefs kitchen is a dream, complete with a 5-burner gas range, granite countertops, spacious center island with built-in wine/beverage chiller. The inviting indoor-outdoor living and multiple outdoor seating areas make it ideal for all occasions, whether hosting guests or enjoying a quiet evening.The elegant primary suite serves as a private oasis offering a sitting area, luxurious bathroom with a large tub, walk-in shower, and a walk-in closet. The outdoor living areas include a tranquil, covered, lighted outdoor pavilion for meditation, yoga, or dining outdoors, multiple seating/lounging/dining areas, and a fire pit, creating the perfect atmosphere for both relaxation and entertaining.Additional highlights include impact windows and doors, metal roof, no-maintenance turf, and an irrigation system. Offering off-street parking with a motorized gate and room for multiple vehicles (a car plus RV/boat area with 30 amp circuit) as well as a security system with cameras, this home blends luxury, privacy, and functionality. Live the Key West lifestyle in this stunning, meticulously maintained property.

$1,750,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
4 Bed, 4 Baths, 2,293 SqFt Days Listed: 463
-5.41% ($100,000) 1 Price Change : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

Welcome to your coastal haven in Key Colony Beach--a paradise for those seeking a beautiful home and a relaxed lifestyle. This gem of a property with eastern exposure is offered fully furnished. Featuring 2-zone AC, marble pavers, and elegant finishes like Granite, quartz, and marble countertops. Boasting 9-foot ceilings, crown molding, a garage, concrete seawall, and a step-down dock for a 37-foot boat, this residence seamlessly blends luxury with functionality. Enjoy the heated pool and the tropical ambiance in your backyard. Make this Key Colony Beach retreat your haven for a life of tranquility and leisure. Other half of this building (550 9th) can also be bought at the same price as 540 9th.

$1,760,000
Lower Matecumbe
Davis Shores   - MM: 77.00
3 Bed, 3 Baths, 1,900 SqFt Days Listed: 45
-5.38% ($100,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

The Tiki House is your personal resort in Islamorada. Move in ready, designer finishes, storm hardened with concrete roof and impact glass windows and doors. Cut in boat slip will accommodate up to a 32 boat, or add a dock and go bigger. Upstairs 2/2 with downstairs 1/1 with legal pre-firm status. State park all around and direct bay access through some of the most pristine mangrove canals in the keys, who could ask for more. This Tiki House will let you enjoy your time in Islamorada with zero work to move in. Modern alarm system with cameras so you can see whats going on while you are away. New decorator appliances and fixtures, all top of the line, remote controlled locking system on all doors. Sprinkler system to water all Florida native, low maintenance yard and landscape. Screened in covered upper balcony for relaxing outside regardless of the season and tiled exterior surfaces so everything has a polished resort feel. Garage area with finished flooring that can serve as an exercise room, or hang out space with TV and Sound. If you are looking for your Islamorada escape, the Tiki House should be your first stop.

$1,774,000
Marathon
Coco Plum Beach   - MM: 54.50
3 Bed, 3 Baths, 2,354 SqFt Days Listed: 161
-1.44% ($25,999) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Dont miss this incredible chance to own your own piece of paradise in the heart of the Florida Keys! This beautiful property boasts two floors, featuring 3 bedrooms and 3 full bathrooms, with stunning water views and direct ocean access. Ideally situated just minutes from Sombrero Beach and a variety of dining options, it offers the perfect blend of relaxation and convenience.

$1,775,000
Marathon
Lida Subdivision   - MM: 51.50
4 Bed, 4 Baths, 2,160 SqFt Days Listed: 491
-5.33% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.Concrete

Introducing an exquisite fairly new constructed home in Marathon, FL, boasting four bedrooms, 4.5 bathrooms, and breathtaking waterfront views. This luxurious property features an inviting pool, perfect for relaxation and entertainment. Embrace coastal living at its finest, complete with a private dock, providing seamless access to the crystalline waters. With modern design elements and a prime location, this home offers the ultimate blend of comfort, style, and serene waterfront living. This is a great opportunity to have a beautiful modern home in the Keys and to generate income! Contact me today to schedule a private viewing and experience the charm of this beautiful property.

$1,775,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,593 SqFt Days Listed: 17
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip50ft.

Coral Harbour C-44 is a beautiful 3B/2B, highly-desired, Oceanfront unit, with a deeded 50 deeded boat slip, in a private & gated complex. This unit enjoys outstanding ocean and marina views and ocean breezes from the large, screened patio. Just steps sway from the private marina and slip #7. Amenities include a clubhouse, pool, a lagoon with a sandy beach, a marina equipped with a boat ramp, fuel, ice, direct ocean access and tennis.

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 04-04-2025.
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