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

Total Listings 551
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$1,499,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,920 SqFt Days Listed: 206
-11.82% ($201,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Incoming producing property with future bookings already in place! This two story-waterfront property in the Florida Keys within Lower Matecumbe Key (near mile marker 74) 3 bedrooms and 3 baths total (2 bed/1bath on the second floor, 1bed/1bath on first floor, and 1 full bath on exterior) on the ocean side with 1,920 sq ft of living space. Second floor has 2 bedrooms, 1 bath and first floor has 1 bedroom and 1 bath with an additional full bathroom on the exterior of the property. This unique canal front property offers a 6,600 sq ft total lot size with access to the open ocean and bay within minutes. 60 FT concrete dock offers space for your boats, jets skis and more. 2 boat lifts included in the purchase, one can hold up to 10,000 lbs and other 15,000 lbs. Plenty of parking for multiple cars within the actual property. Furniture can be included in the sale. Call us today for in-person/virtual showings.

$1,499,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,402 SqFt Days Listed: 243
-6.25% ($100,000) 1 Price Change : Last Change 84 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Stunning Open Water Views from this sturdy CBS estate, nestled on a quiet street in desirable Cudjoe Key! Enveloped in lush tropical landscaping, this slice of paradise sits on a well-maintained lot that feels abundantly peaceful and private. Upon entry, the spacious Great Room offers soaring ceilings with exposed tongue-and-groove, while stunning Ocean Views remain the focal point of the space through impact resistant windows and doors. A large kitchen with stainless steel appliances and abundant cabinetry and prep space makes for effortless entertaining. An expansive screened-in back veranda provides an idyllic backdrop for enjoying morning coffee or evening cocktails with friends, while taking in gorgeous turquoise water views. The spacious split floor plan allows for privacy for all. Two sizable guest bedrooms, one with Ocean Views and patio access, offers space for a family or guests. Retire to a tranquil primary suite with Open Water Views, patio access, walk-in closet, and en suite bathroom. The back yard offers a scenic walkway through lush mangroves, leading to an observation deck overlooking Cudjoe Bay. Enjoy fishing, kayaking, paddle-boarding, or take in stunning sunrises from this spectacular vantage point. A downstairs storage room is a bonus for keeping tools and equipment dry and secure. Plenty of parking with covered carport and wrap-around brick paver driveway. Located within a quiet, established neighborhood but just minutes to fantastic restaurants and convenience stores in town, this Cudjoe Key retreat wont last long!

$1,499,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
3 Bed, 3 Baths, 1,604 SqFt Days Listed: 61
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Active Vacation Rental! This meticulously updated 3-bedroom, 2-bath retreat in Key Colony Beach embodies the epitome of coastal luxury and functionality, offering an array of features. Contemporary elegance as tile floors guide you through an open-concept living space that effortlessly combines style and comfort. The kitchen, adorned with stainless steel appliances, is a culinary haven, while the adjacent laundry room adds convenience to everyday living. The large primary suite is a sanctuary of tranquility, featuring a spacious layout, a luxurious walk-in shower, and a generously-sized walk-in closet. This private haven ensures the perfect escape. Extend your living space seamlessly as the open concept flows into the backyard oasis. A pristine salt water pool awaits, surrounded by a fenced-in yard that provides both privacy and security. The canal-front location offers a boat lift and the outdoor shower and fish cleaning stations add a touch of convenience to the coastal lifestyle. Boasting very easy ocean access via Vaca Cut. Beyond the propertys boundaries, youll find convenience in every direction. The house is strategically located close to a par 3 golf course, Marathon Airport, Sunset Park, as well as a variety of restaurants and grocery stores. This home offers the perfect base for experiencing the best of the Florida Keys lifestyle. Dont miss the chance to make this waterfront haven your own, call to schedule a showing! Motivated Seller!

$1,499,000
Key West
Investment Co Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,148 SqFt Days Listed: 11
-6.25% ($100,000) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Behind the quintessential white picket fence you will find this delightful historic cottage currently set up as a duplex with off street parking and pool. Lots of opportunity with the ability to generate income and have your own slice of Paradise to enjoy, or marry the spaces and convert to a single family dream home. Each unit enjoys privacy from the other including separate outdoor living spaces. The front unit greets you with the charming and spacious front porch. Through the front door you will enter into an open living room and kitchen with fabulous ceiling heights, charming architectural details and 1bd/1ba plus a loft for storage. Enter the backyard oasis down a brick lined sidewalk that opens up to a sprawling deck surrounding a refreshing and sunny swimming pool. The rear unit enjoys 2bd/1ba with open kitchen/living space that leads to a covered porch overlooking the backyard retreat! The units are separated by only an interior locked door.

$1,499,000
Key West
Investment Co Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,148 SqFt Days Listed: 55
-11.77% ($200,000) 2 Price Changes : Last Change 3 Days Ago
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Behind the quintessential white picket fence you will find this delightful historic cottage currently set up as a duplex with off street parking and pool. Lots of opportunity with the ability to generate income and have your own slice of Paradise to enjoy, or marry the spaces and convert to a single family dream home. Each unit enjoys privacy from the other including separate outdoor living spaces. The front unit greets you with the charming and spacious front porch. Through the front door you will enter into an open living room and kitchen with fabulous ceiling heights, charming architectural details and 1bd/1ba plus a loft for storage. Enter the backyard oasis down a brick lined sidewalk that opens up to a sprawling deck surrounding a refreshing and sunny swimming pool. The rear unit enjoys 2bd/1ba with open kitchen/living space that leads to a covered porch overlooking the backyard retreat!

$1,499,000
Key West
Southernmost Hidaways   - MM: 1.00
2 Bed, 2 Baths, 877 SqFt Days Listed: 68
-3.29% ($51,000) 1 Price Change : Last Change 12 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 412 Louisa Street, an enchanting Key West Conch Cottage nestled on a serene one-way street between Duval and Whitehead in Old Town. This charming 2-bedroom, 2-bathroom home offers a pool, parking and proximity to all that Key West has to offer. Built in 1933, the property seamlessly blends historic charm with modern comforts. As you step inside, youll be greeted by an open-concept living area featuring vaulted ceilings and abundant natural light. The well-appointed kitchen boasts stainless steel appliances and ample cabinetry, making it perfect for both everyday living and entertaining. Pass through a screened door to enjoy your outdoor dining area.The master suite offers a private en-suite bathroom with a view of the pool, while the second bedroom provides flexibility for guests or a home office. Outside, the lushly landscaped yard creates a private oasis surrounding a beautiful pool, ideal for relaxation or hosting gatherings. Ascend a spiral staircase to enjoy a second-level balcony, a perfect quiet spot for morning coffee or reading a book. Additional amenities include off-street parking, a rare find in this coveted location.Situated just steps from the vibrant energy of Duval Street, yet tucked away in tranquility, 412 Louisa Street provides the quintessential Key West lifestyle experience. Dont miss the opportunity to own this slice of paradise. Extremely active vacation rental, call today for details!

$1,499,000
Marathon
Indigo Reef Marina Homes   - MM: 52.50
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 316
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip3

LUXURIOUS townhome in desirable INDIGO REEF located in Marathon! One of the most beautiful units in this upper end development with immaculate interior finishes and spectacular OPEN WATER views right out your back door. Take a short walk to your deeded 31 boat slip offering the only BOAT LIFT in the development. Easy bay and Atlantic Ocean access to enjoy amazing fishing, snorkeling and diving or take a boat ride to nearby waterfront restaurants. Fully furnished and spacious 3bd/2.5ba, open living area floor plan. Enjoy breathtaking sunsets from the large patio off of the living room or master bedroom. Indigo Reef offers beautifully manicured grounds with lush tropical landscaping. Assigned covered parking and enclosed a/c spacious storage area. Outstanding amenities include a resort style pool and fitness center. Weekly rentals allowed making this an amazing investment. You will truly love living the FL Keys Lifestyle in Indigo Reef! Following is a list of outstanding features.....12,000 LB custom boat lift with remote and auto stop. PVC dipped piles. 2022 Trane A/C with new composite A/C condenser platform. Foam insulated walk around attic storage, climate controlled with ceiling drop down attic ladder. Second attic storage in carport with ceiling drop down attic ladder. 2022 ADT monitored touch screen alarm system with CCTV camera system and app controlled viewing. App controlled keypad door lock and Wifi hub. App controlled A/C thermostat. Whole home Surge Protector. Sony wall mounted LED smart TVs. Built in Samsung Surround sound System in living room. Sony Surround sound in Master Bedroom. Custom kitchen wall tile, above and below LED cabinet lighting with custom cabinet crown. Matching GE Profile kitchen appliances with glass top oven. Reverse Osmosis drinking water and ice. Ultra high end silver imbedded window treatments. Exotic ceiling fans in all bedrooms and living room. Samsung washer and dryer.

$1,499,000
Key Largo
Twin Lakes   - MM: 103.00
4 Bed, 4 Baths, 1,646 SqFt Days Listed: 125
-6.25% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Paradise found in this waterfront concrete home with an excellent Key Largo location! Located just a few homes in from the open bay, and very close to the Adams Cut Waterway, allowing fast ocean and bay access. Upstairs is a wide open concept floor plan, sit up bar, kitchen with pantry, vaulted tongue and groove ceilings, tiled floors, 3 bedrooms and 2 bathrooms, and an expansive screen porch. Downstairs is a large covered entertainment area with barbeque, commercial ice machine, bar and seating area, a full garage and a 1 bedroom 1 bath apartment with separate entry. The large dock has 75 feet on the water, a new 17,000 pound boat lift, a hot tub spa, and room for a generous sized pool. The deep water canal is 60 feet wide. Adams drive is being renewed and repaved to raise the street and work is well under way! Completion should be early in the year. 1 hour to Miami International airport and yet a tropical world away!

$1,499,000
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 54
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Owners and guests can enjoy stunning sunrises, an oceanfront pool, and dockage available for rent, making it an ideal escape for those who love life on the water.Additionally, Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination. Dont miss the chance to own a piece of paradise!

$1,499,900
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 1,440 SqFt Days Listed: 619
-28.56% ($599,600) 4 Price Changes : Last Change 2 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift120f

Bright and spacious Summerland Key beach cottage retreat, on a peaceful corner lot, with endless turquoise Water Views! This prime location is ideal for the avid boater, outfitted with all the necessities including 120 seawall, 17K boat lift, 7500 lb. davits, fillet station, and enviable access to both the Gulf and Atlantic within minutes. Inside, a recently updated kitchen boasts a subway tile backsplash and sleek granite countertops. Modern wood floors throughout the home provide warmth within the space. Four generous bedrooms offer an abundance of space for family and visitors. Entertain guests and dine al fresco from the spacious open back porch, overlooking the well-maintained yard and gorgeous canal below. Rinse off salt and sand in a sizeable outdoor shower, and cool off after a day on the water in the sparkling in-ground pool. Built to withstand the test of time, this home features impact resistant doors and windows and a metal roof. Nestled within the confines of the tranquil, established Summerland Cove Isle neighborhood, while just minutes to shops and restaurants in town!

$1,500,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
3 Bed, 3 Baths, 1,591 SqFt Days Listed: 184
-5.06% ($80,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

Beautiful turnkey home, fully furnished--great location in the private community Key Largo Ocean Resort. Amenities include a recreational building with a pool, tennis courts, basketball courts, gym, playground, community boat ramp, full-service marina, and fishing pier. This home has spectacular ocean views from the rooftop terrace and includes an elevator. Easy to show, short notice OK. On-site Mon-Fri 8am-3pm. Owner/Agent

$1,500,000
Key Colony
Key Colony Point   - MM: 53.50
3 Bed, 3 Baths, 1,929 SqFt Days Listed: 154
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to Key Colony Point. Positioned perfectly to watch sunsets from your waterside balconies, Unit 7 has everything you are looking for. This tri-level townhome with direct ocean views boasts three bedrooms and 3 bathrooms in 1,929sqft. Unmatched amenities, allows 7 day vacation rentals with onsite management. Turn this property into your weekend getaway or your lucrative investment. Property is offered fully furnished, inclusion list available. Currently in the rental program.

$1,500,000
Marathon
Crains Subdivision   - MM: 58.00
7 Bed, 7 Baths, 3,026 SqFt Days Listed: 125
-23.08% ($450,000) 1 Price Change : Last Change 59 Days Ago
Multi-Units - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Unique 18,000 sq ft ocean front parcel with 5 units. Remember how the Key used to be? Parcel shares a boat ramp with adjacent parcel, owned bay bottom and 5 units recognized by the City of Marathon. The property contains a Triplex consisting of a 2/2 apt and two 1/1 apartments: a small cottage studio with 1 bath and a mobile home with 2 beds/1.5 baths. Triplex building sits directly on the Ocean and is currently undergoing spalling repairs. The property has been a vacation rental, but the vacation rental license is currently stopped while repairs are under way. Potential buyers have several options. The current density on RM zoning allows for two units should a prospective buyer wish to demolish the existing units, rebuild two units, and sell or retain the remaining 3 Transferable Building Rights. Letter of Determination is under the Documents Tab.

$1,500,000
Key West
Moffats Subdivision   - MM: 2.00
4 Bed, 4 Baths, 2,019 SqFt Days Listed: 54
-31.79% ($699,000) 2 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Are you ready to build??? after talking with City Planning the new owner will be able to possibly renovate the main house and build a second new house or build two new houses after your plans have gone through permitting process or possibly renovate the main house and build a second new house Buyer to verify...Make your offer today.Welcome to 1327 Duncan Street, this property offers a 3 bedroom 1 bath single-family home plus a separate 1 bedroom 1 bath cottage with fenced in yard, laundry area, central air condition. The main house has 12 ft ceilings, laundry room, living room, dining room, storage room with pull down attic access. There is also a large storage building in the backyard. The large lot offers many possibilities for the new owners. The two units have separate electric and water meters and sewer accounts . ..Make your offer today.

$1,500,000
Big Pine Key
Whispering Pines   - MM: 30.50
4 Bed, 4 Baths, 2,166 SqFt Days Listed: 57
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits60ft.Concrete

NEARLY 1/2 ACRE OF CANAL-FRONT TROPICAL PARADISE! Completely furnished, this 2,166 sf., 4-bedroom, 2.5-bath, CBS pool home is nestled on an impressive,19,762 sq. ft. double lot thats fenced and landscaped to provide maximum privacy in the yard. Boaters will appreciate 133 ft. of frontage along the 50 ft. wide canal and 25 ft. across the end of the canal; approximately 60 ft. of concrete seawall with boat davits and fish cleaning station. An inviting pool, big outdoor shower, grilling area and screened porch enhance this Keys treasure thats designed for entertaining as well as family-living. One step inside and youll instantly feel at home; the 2-story floor plan offers quiet space for everyone. Its even wired for a generator if the need arises. The desirable location provides quick boat access to Bogie Channel, its within easy walking distance of the waterfront Big Pine Community Park where youll find amenities for all ages including adult bocce, tennis, playground, community center and much more. Its also conveniently close to Overseas Highway, shopping, restaurants, banks, gas and more. Meander through the park-like setting of this truly amazing property and discover the mature vegetation, bananas, flowering shrubs, elk-horn ferns, orchids and more. Welcome to the Lower Keys!

$1,500,000
Marathon
Lida Subdivision   - MM: 51.50
3 Bed, 3 Baths, 1,290 SqFt Days Listed: 177
-11.76% ($200,000) 3 Price Changes : Last Change 6 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.Concrete

Brand new construction beautiful 3 bedroom 2 bath pool home with 50 of dockage and just under 5 minutes to Atlantic Ocean. This newly built home is being sold to the lucky buyer turn key and with a vacation rental license and existing rentals in place. The property was thoughtfully designed with a large covered terrace, concrete pool and fully covered deck with outdoor kitchen and storage unit for all your fishing gear. This street has undergone massive development with multi million dollar homes built in the area and more coming. This is a great home to spend time with your family and friends and have it make money with rentals when you arent using it. Motivated seller! Give us a call today to set up your showing.

$1,500,000
Key West
Moffats Subdivision   - MM: 2.00
4 Bed, 4 Baths, 2,019 SqFt Days Listed: 61
-31.79% ($699,000) 2 Price Changes : Last Change 3 Days Ago
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Are you ready to build??? after talking with City Planning the new owner will be able to possibly renovate the main house and build a second new house Buyer to verify...Make your offer today.Welcome to 1327 Duncan Street, this property offers a 3 bedroom 1 bath single-family home plus a separate 1 bedroom 1 bath cottage with fenced in yard, laundry area, central air condition. The main house has 12 ft ceilings, laundry room, living room, dining room, storage room with pull down attic access. There is also a large storage building in the backyard. The large lot offers many possibilities for the new owners. The two units have separate electric and water meters and sewer accounts . ..Make your offer today.

$1,510,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
3 Bed, 3 Baths, 1,170 SqFt Days Listed: 263
-7.08% ($115,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your Rare 10,000+ Square Foot property - Nearly a quarter acre on the Island of Key West! Remodel the current existing home with a bonus detached garage or Build your Florida Island Dream compound. Developers this one is for you too! Excellent ultra private location. A Rare Opportunity, this exquisite property nestled in the prime location of Midtown East, spans over two lots and over 10,000 square feet of beautifully maintained and perfectly manicured grounds. Weather you envision building your dream house or renovating this iconic Arts and Crafts-style home currently existing, this property offers endless possibilities. The current home features an idyllic front porch, beautifully landscaped grounds, and mature landscaping that exudes charm and tranquility. A bonus structure on the property adds to its unique appeal, making this a rare and exceptional purchase. Dont miss this once-in-a-lifetime opportunity to own a piece of paradise in one of Key Wests most sought-after neighborhoods.

$1,525,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
4 Bed, 4 Baths, 1,888 SqFt Days Listed: 63
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Stunning Waterfront Oasis in Ramrod Key.Welcome to your dream coastal retreat! This newly constructed 1,888 sq ft home is an entertainers paradise, offering breathtaking open water views, a luxurious saltwater pool, and high-end finishes throughout. With four spacious bedrooms and three full bathrooms, this home is designed for comfort and functionality. The split-bedroom layout ensures privacy, while the open-concept living and kitchen area provides the perfect setting for gathering and entertaining.The glorious master suite is a true sanctuary, featuring stunning open water views, a spa-like ensuite with a separate soaking tub and shower, a walk-in closet, and private access to the screened-in porch. The dream kitchen is equipped with premium finishes and an expansive layout, perfect for culinary adventures.Outdoor living is just as impressive, with covered screened in porch in the back, composite decking, a fenced yard, and an observation dock. The perfect spot to enjoy stunning sunrises over the water. Boaters will love the prime location near Looe Key Marina, offering shallow boating access, a swim platform, and direct open water views. The private backyard oasis is complete with a concrete saltwater pool and plenty of space for relaxing or entertaining. Additionally, the home features downstairs storage and covered parking for added convenience.As an added bonus, the seller is offering an assumable loan at an incredible 3.125% interest rate for qualified buyers--an opportunity not to be missed in todays market. Located in the beautiful community of Ramrod Key, FL, this home is truly a rare waterfront gem. Dont miss out on this beautiful home in paradise.

$1,540,000
Big Coppitt
Similar Sound Subdivision   - MM: 10.00
3 Bed, 3 Baths, 2,069 SqFt Days Listed: 92
-2.53% ($40,000) 1 Price Change : Last Change 33 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Discover the perfect waterfront retreat in Big Coppitt Key, just minutes from Key West! This spacious 3-bedroom, 2-bathroom home offers over 2,000 sq. ft. of living space on an 8,400 sq. ft. lot surrounded by a masonry wall. Also having direct canal access makes this ideal for boaters. The thoughtfully designed split floor plan provides privacy for the primary suite, while the open living area is filled with natural light. Enjoy a sparkling in-ground pool for ultimate outdoor relaxation. Located in a great neighborhood, this home is ready for island living at its best.

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 04-11-2025.
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