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

Total Listings 506
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$1,250,000
Stock Island
Balido Subdivision   - MM: 5.00
5 Bed, 5 Baths, 2,160 SqFt Days Listed: 32
Single Family - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

Stock Island Gem! Live the Key West life only 4 miles away from the famous Duval Street, with incredible income potential! This beautifully renovated (2020) home with off street parking and enough room for a RV. Is A must-see for those seeking both a dream home and a smart investment property, with space and income-earning possibilities. Dont miss this opportunity in Stock Island.

$1,250,000
Key Largo
Anglers Park Shores   - MM: 103.00
5 Bed, 5 Baths, 1,976 SqFt Days Listed: 53
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Beautiful 2 story 5 bedroom 2 bath Key Largo Home, 2 bedroom 1 bath upstairs, 3 bedrooms 1 bath downstairs, Bathrooms updated, kitchen updated new Quartz countertops and appliances. Solid concrete home including the roof. Great water views over Largo Sound. Spacious corner lot plenty of space for your boat, RV and extra parking. Suburban Commercial zoned for short term rentals, with proper licensing, access for Kayaking, canoeing, fishing and swimming. Hideout Restaurant just around the corner for breakfast, Enjoy coffee in the morning, beverages in the evening on your wrap around balcony. Washer and dryer Downstairs has separate entry, bathroom was originally permitted on the original plans with the county, downstairs bedrooms may be non-conforming. appointment only, Owner/Agent

$1,250,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
3 Bed, 3 Baths, 1,408 SqFt Days Listed: 67
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Welcome to your waterfront retreat! This custom built solid concrete wall house was engineered to withstand a 175mph Cat 5 hurricane and proved its hurricane resilience during hurricane Irma. This one owner canalfront home is nestled in one of Ramrod Keys most sought-after subdivisions. Designed with a spacious open floor plan and attention to detail, the home features 3 bedrooms and 2 bathrooms--perfect for entertaining or relaxing in coastal comfort. Take in the relaxing open water views from the roof top porch, or head down to your 40 composite dock for easy boating access. The home is being sold furnished, offering a true turnkey opportunity. Additional features include covered parking, an outdoor shower, and quick access to open water. Only 5th canal in from main canal entrance for a short ride to open water and no bridges.Whether youre looking for a full-time residence, vacation getaway, or investment property, this charming canalfront home checks all the boxes. Dont miss your chance to own a slice of paradise in the Lower Keys!

$1,250,000
Marathon
Venice   - MM: 52.00
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 96
-3.77% ($49,000) 1 Price Change : Last Change 51 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Welcome to your dream waterfront retreat! This newly renovated 2 bedroom, 2 bathroom CBS home is perfectly positioned in the heart of Marathon, offering a seamless blend of coastal modern design and island charm. Nestled in a peaceful neighborhood across from a tranquil nature preserve, this home is the perfect escape for those seeking serenity with easy access to all the Florida Keys have to offer. Step inside and be captivated by the open-concept great room, where a wall of impact glass floods the space with natural light while framing stunning canal views. The beautifully designed kitchen is a chefs delight, featuring sleek stainless steel appliances, quartz countertops, and ample prep space, perfect for preparing your fresh catch of the day. The spacious guest bedroom ensures comfort for visitors, while the primary suite offers a private oasis, complete with a luxurious ensuite bath featuring a dual vanity and custom tile shower.Outside, the possibilities are endless! The expansive yard has ample space for a pool or tiki hut, while 900 sq ft permitted lower enclosure provides endless opportunity and plenty of additional space and storage. Boaters will love the full-length concrete dock with deep-draft access, offering quick navigation to both the Atlantic and the Gulf. Conveniently located just minutes from Marathons best beaches, state parks, waterfront restaurants, and bars, as well as The Marathon Airport and the Millionaire FBO.

$1,250,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
3 Bed, 3 Baths, 1,511 SqFt Days Listed: 34
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

Youve Arrived--Now Stay Awhile! Welcome to your waterfront escape in Key Colony Beach! This beautifully remodeled 3-bed, 3-bath half-duplex offers the perfect blend of luxury and relaxation. Overlooking the sparkling pool and canal, youll enjoy a concrete seawall with direct access to the ocean and bay via Vaca Cut--a boaters dream! Inside, the open-concept living space shines with a modern aqua backsplash, quartz countertops, and stainless steel appliances. The split floor plan ensures privacy, with a spacious master suite featuring an ensuite bath. This home is perfect for an investor, vacation home buyer, or primary home buyer! Key Colony Beach offers exclusive access to the Cabana Club, a par-3 golf course, waterfront dining, and scenic bike/walking paths. Dont wait--start living the island lifestyle today!

$1,250,000
Marathon
Coral Lagoon Resort   - MM: 53.00
3 Bed, 3 Baths, 1,360 SqFt Days Listed: 55
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

Welcome to Coral Lagoon in the Heart of the Florida Keys. This townhome has been tastefully remodeled leaving you to relax in style. The first level features heightened ceilings over an open floor plan living area with updated kitchen, eat-at breakfast bar, dining area, powder room, spacious living area and deep covered porch that is just steps in front of your deeded 40 dock space. Upstairs the primary suite features vaulted ceilings, ensuite bath and a private balcony overlooking the canal. Separated by the hallway are two additional bedrooms, each with vaulted ceilings, a full guest bath and laundry. The complex has a beautiful heated pool and you for all of your boating activities from your 40 dock, next door is the Boat House with a convenient fuel dock and quick access to both the Atlantic and the Gulf. Many restaurants, bars and shops are within short walking or bike riding distance making this destination as convenient as it is stylish. This is an active vacation rental so allow time to schedule a private viewing. Call today for more information.

$1,250,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,376 SqFt Days Listed: 79
-3.47% ($45,000) 1 Price Change : Last Change 37 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Enter the Islamorada waterfront game with this fantastic ground level 3-bedroom home, perfectly situated between Tavernier & Snake Creek with direct bay access. Equipped with a brand new metal roof and built above flood to help with insurance costs. Canal side has 50 feet of frontage with a 30-foot concrete dock in good condition and a permit in place to extend the last 20 feet. Perfect Keys weekend retreat or for those looking to make the jump up to waterfront living. Room for a pool. Close to schools and the neighborhood boat ramp. Lock it up just in time for summer!

$1,250,000
Big Pine Key
Atlantis Estates   - MM: 31.00
2 Bed, 2 Baths, 1,313 SqFt Days Listed: 33
-3.85% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Davits74ft.Concrete

A beautifully kept home with amazing views of the Gulf, and easy boating access to some of the best waters the Florida Keys have to offer. Just four houses in from the Gulf of Mexico/Spanish Harbor, and just a few minutes access to open water! This is outdoor living at its best! With 70 ft of concrete dock space you have plenty of room for any size boat. Relax and enjoy your outdoor entertainment area with custom countertops/stereo/tv/undercounter frig/chest freezer/hightop bar stools/stainless steel 3 bay sink and prep tables and a concrete table! The interior is equally impressive with a recently remodeled kitchen and bathrooms. A great open concept kitchen and living space with great views throughout will be a relaxing space for entertaining. All the windows and doors are high impact as well. Atlantic Estates has some of the most conveniently located homes in all the Keys, with a short walk to Big Pine Park for families or pet owners and all your grocery needs a short drive away.

$1,250,000
Key West
Presidents Lane   - MM: 1.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 8
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

Take a look at this picture perfect townhouse located in the prestigious Truman Annex . Nice end unit located just off Southard St is in excellent condition with many renovations throughout the house. Kitchen has been nicely updated with stainless steel appliances, custom cabinetry and granite countertops. Bamboo flooring throughout the first level leads to a cozy back brick patio and the convenient entrance to Southard St. Both bedrooms upstairs have bathrooms that are ensuite. There are porches (one covered) upstairs and downstairs front and back. Hard to beat this location with Truman Waterfront down one end of the street and Duval St and all it offers just two blocks away. Call for your private showing and make this your own Piece of Paradise!!

$1,250,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 840 SqFt Days Listed: 43
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

At the quiet, palm-lined intersection of Packer and Catherine Streets, youll find this picture-perfect 1928 cottage that truly captures the essence of classic Key West living. Lovingly maintained and effortlessly stylish, 1127 Packer Street blends island charm with relaxed coastal elegance, making it an ideal retreat in one of Key Wests most desirable neighborhoods.The colorful and bright cottage is perfectly positioned on the corner offering front porch views of the island. Step inside to find a light-filled interior that radiates warmth and island comfort. Decorated with thoughtful coastal touches, the homes two bedrooms and one bath offer an inviting space to unwind and recharge. High ceilings and hardwood floors nod to the homes historic roots, while breezy, open living areas create a relaxed flow that feels both timeless and refreshed.The outdoor space is equally enchanting. Tucked behind lush tropical landscaping, youll find a private fully fenced brick-paved courtyard with low-maintenance AstroTurf and an outdoor shower--perfect for rinsing off after a day at the beach or enjoying a tranquil moment in the sun. Whether youre entertaining friends under the palms or sipping coffee as the island wakes up, this space is designed for laid-back enjoyment. An irrigation system ensures the vibrant garden stays green with ease.Location is everything, and this home delivers. Situated just six blocks from both Higgs Beach and Upper Duval Street, youre never far from the best of Key West--be it sun-soaked days by the ocean or evenings exploring world-class galleries, dining, and entertainment. With walkable streets, charming architecture, and a strong sense of community, Old Town living doesnt get much better than this.Whether youre dreaming of a full-time residence, a seasonal escape, or a tropical investment opportunity, this delightful turn-key cottage offers an unmatched combination of coastal charm, convenience, and character.

$1,250,000
Key Largo
Largo Sound Park   - MM: 103.50
3 Bed, 3 Baths, 1,936 SqFt Days Listed: 134
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to this stunning new construction home offering modern luxury and resort-style living! With nearly 2,000 sq. ft. of beautifully designed living space, this spacious 3-bedroom, 3 1/2-bathroom home is the perfect blend of comfort and style. Each of the three bedrooms includes its own private en suite bathroom, providing ultimate convenience and privacy for family or guests. The open-concept layout features high-end finishes, a bright and airy living area, and a gourmet kitchen ideal for entertaining. The master suite is a true retreat, boasting a large walk-in closet and a luxurious en suite bathroom.Step outside to your private oasis, complete with a sparkling swimming pool - the perfect place to unwind or host family and friends. With optional membership, residents also enjoy exclusive access to a beautiful homeowners park with a sandy beach and boat ramp, offering endless opportunities for outdoor recreation and water activities.Located in a desirable community, this home provides the perfect blend of privacy and convenience. Dont miss out on this rare opportunity to own a piece of paradise. Schedule your private tour today!

$1,250,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,482 SqFt Days Listed: 86
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Waterfront Paradise in Cudjoe Key - A Boaters Dream!Welcome to your own piece of paradise on the highly sought-after island of Cudjoe Key! Just 22 miles from the vibrant energy of Key West, this stunning waterfront home offers the perfect blend of tropical tranquility and modern convenience.Boasting an impressive 120 feet of waterfront, this property provides exceptional boating opportunities with direct access to the open ocean and the serene backcountry waters. Whether youre an avid fisherman, kayaker, or sunset cruiser, this location is ideal for all your water adventures.The beautifully maintained three-bedroom, two-bathroom home features an open floor plan, creating a bright and airy living space perfect for entertaining or unwinding after a day on the water. Large windows and sliding glass doors fill the home with natural light while offering breathtaking canal views.Step outside to the expansive patio, where you can enjoy your morning coffee while taking in the gentle island breezes or host evening gatherings under the stars. With a spacious 12,000-square-foot lot, theres plenty of room to create your own backyard oasis--whether that means installing a large pool, tiki bar, or outdoor kitchen.Additional features include:2018 Metal Roof - Built for durability and peace of mind598 sq. ft. of downstairs storage - Perfect for all your gear and toolsAmple space for parking - Bring your boat, RV, or jet skisPotential for an accessory structure - Customize to fit your needsThis rare waterfront gem is your chance to experience the Florida Keys lifestyle at its finest. Dont miss out--schedule your private showing today and start living your island dream!

$1,255,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 864 SqFt Days Listed: 78
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

COASTAL RETREAT in desirable SUMMERLAND KEY COVE situated on a prime canal! Calling all BOATERS that seek deep draft flow-through water - youll be to the Atlantic or Gulf in minutes. Slip away to your Keys retreat - move-in ready! Youll love the remodeled kitchen and baths so you can spend your time splashing in the pool or sipping a cool drink under the tiki. Completely furnished with coastal decor.Lower the 10,000 lb lift from your 60 foot dock and off you go to catch your own lobster, mahi, or crab. Nicely fenced and plenty of storage. Ask me about the local Summerland airstrip - fly in and boat out. Its a dream come true in one of the most sought after communities in the Lower Keys. Come see your perfect getaway.

$1,270,000
Key Largo
Largo Sound Park   - MM: 103.50
4 Bed, 4 Baths, 2,092 SqFt Days Listed: 80
+5.92% ($71,000) 1 Price Change : Last Change 32 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Opportunity is Knocking...Open the Door!!! LISTED BELOW APPRAISED VALUE!!! Nearly 1/2 acre of land in coveted Largo Sound Park. Unique property is cleverly laid out. Left structure has 3 bedrooms, 2 baths, a full kitchen, a living room, and a bonus room/Florida room. The right side 1320 sf addition built in 2000 has a separate entrance, kitchenette, office, bath, recreation room and garage. The roof covers both sides with a walkway between, all with separate entrances situated on 4 lots in the X-Zone (highest elevation in the Florida Keys). This neighborhood offers a voluntary waterfront homeowners park for a minimal annual fee, you will have access to a picnic pavilion, play area, sandy beach, and boat ramp. Easy Immediate ocean access by North or South Creeks while the bay may be easily accessed via Adams Cut. Close to school, shopping, restaurants, and easy commute to Miami. Delight in all the Florida Keys has to offer: Boating, swimming, snorkeling, world class fishing, and scuba diving. See documents tab for layout of home. SALE OF PROPERTY SUBJECT TO COURT APPROVAL.

$1,275,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,380 SqFt Days Listed: 123
-8.92% ($124,900) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

The COPPER TOP - Solid construction with a metal roof located on a beautiful flow-through canal in Summerland Key Cove. This 3 bedroom, 2 bath home checks all the boxes. Youll love the modern remodeled kitchen with vaulted ceilings in the living area, tiled floors throughout and a screened in balcony that allows you to open up the house and enjoy the breezes. Furnished for your convenience so you can be fishing in no time.Downstairs the amenities include a tiki, boat lift and you even have your own boat ramp! Plenty of room for parking under the house or in the yard - room for an RV. 10,000 pound boat lift installed in 2024. Outdoor shower. A concrete block storage room holds your gear.Dont miss the boat on this one!

$1,275,000
Key West
Windward Park   - MM: 1.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 20
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

A rare blend of charm, privacy, and prime location--this Old Town stunner is just steps from Duval but feels worlds away.Just two blocks from Duval Street, this updated 2-bedroom, 2-bath home in the gated Windward Park community offers the ideal balance of island ease and elevated design--all in a quiet, tucked-away setting within Key Wests coveted X Flood Zone, the highest and safest elevation on the island.Step into a light-filled living space featuring soaring ceilings, beautiful wood floors, and a seamless layout that invites both relaxation and entertaining. The thoughtfully designed kitchen boasts high-end, custom cabinetry, river rock granite countertops, and stainless steel appliances--blending style and function with ease.One bedroom is located downstairs with access to a full bath and French doors that open to a private patio framed by lush tropical landscaping. The fully decked outdoor space includes an outdoor shower, tables, chairs, and a lounge chair--perfect for sunbathing or enjoying island evenings under the stars.Upstairs, the primary suite offers exceptional privacy and comfort with its own full bath, a generous walk-in closet, and access to a large attic ideal for storage. There is also a breezy covered balcony that provides a peaceful spot to relax and unwind.This home also includes central AC, a washer and dryer, off-street parking, a welcoming front porch, and access to a resort-style shared pool within the gated compound.Whether youre searching for a full-time residence, a vacation retreat, or an investment, this home offers the perfect Key West lifestyle--private, practical, and steps from everything Old Town has to offer.

$1,275,000
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,620 SqFt Days Listed: 84
-3.77% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Welcome to your perfect getaway in the heart of the Florida Keys! This beautifully updated 2-bedroom, 2.5 bathroom townhouse is located in Islamorarda in a resort-style community with fantastic amenities. Whether youre looking for a vacation home, an investment property, or both, this tropical retreat offers everything you need.Enjoy an open-concept living space with abundant natural light, a fully equipped kitchen, and spacious bedrooms with en-suite bathrooms. Step outside to your private balcony or patio and soak in the island breeze. This townhome is the only property in association that is situated on two lotsThe community features a sparkling pool, a marina with boat dockage. With weekly rentals allowed, this property is a fantastic income opportunity in a high-demand tourist destination.Located just minutes from world-class fishing, boating, snorkeling, and dining, this townhouse offers the ultimate Florida Keys lifestyle. Dont miss out on this rare opportunity--schedule your private tour today!

$1,275,000
Key Largo
Cross Key Waterways   - MM: 103.00
3 Bed, 3 Baths, 1,296 SqFt Days Listed: 136
-1.92% ($25,000) 1 Price Change : Last Change 58 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift40ft.Concre

Stunning Stilted 3-Bedroom Home with Bay Access & ElevatorDiscover this beautiful stilted 3-bedroom, 2-bathroom home, perfectly designed for comfort and convenience. Featuring spacious bedrooms with incredible closet space, this home also boasts a large storage room on the ground floor and an elevator for easy access.Located just two canals from the open bay, youll enjoy quick ocean access via Adams Cut--ideal for boating and water enthusiasts. The property offers a fantastic entertaining area, covered parking, and ample space to store your toys and trailer. 40 of seawall with a 20,000LB boat lift in the process of being installed.Dont miss this opportunity to own a waterfront gem in a prime location!

$1,275,000
Key West
Ser Deb Estates   - MM: 3.00
3 Bed, 3 Baths, 1,611 SqFt Days Listed: 41
-5.56% ($75,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: None

Hidden Gem in a Tropical Garden Paradise setting!Waterfront Views and Central Location. Huge Lot size of 7,789 sq ft.Welcome to a tropical garden paradise with captivating waterfront views! This beautifully renovated 3-bedroom, 2-bathroom home, featuring a spacious Florida room, offers an ideal sanctuary for the kayak and paddleboard enthusiast, complete with easy launch access. Living space of 1,611 sq ft.Situated in a prime location, it is just a leisurely 10-minute walk to the beach. The home boasts off-street parking for your car, and additionally, a golf cart space within the fenced outdoor living area, enhancing convenience and security.The primary suite is a haven of tranquility, featuring a large additional space perfect for an office or gym, with breathtaking views that inspire and refresh. There is also a separate structure that offers endless custom possibilities, whether you envision it as an artist studio, shed, or any other creative space.This tropical garden paradise combines natural beauty, modern comforts, and versatile spaces, making it the perfect home for those seeking a blend of relaxation and active lifestyle.

$1,275,000
Marathon
Coral Lagoon Resort   - MM: 53.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 237
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip40ft.Concre

Excellent investment opportunity! Nightly rentals allowed. Beautiful 3 bedroom, 2.5 bathroom waterfront condo in the heart of Marathon. Includes slip 2, right outside your unit boasting immediate access to the Atlantic and Gulf via Vaca Cut! Upgraded Samsung appliances, in unit washer/dryer, fully furnished, turn-key ready to rent or live in!

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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