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

Total Listings 506
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$1,300,000
Key West
Pearlman Heights   - MM: 4.00
5 Bed, 5 Baths, 2,016 SqFt Days Listed: 86
Multi-Units - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. This well-maintained home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations. The exterior of the home is a testament to meticulous landscaping, creating a serene and inviting atmosphere. A large, detached storage unit provides additional space for a multitude of uses. The residence features a two central air conditioning systems, ensuring optimal comfort throughout the year. The home has been recently painted, adding to its fresh and well-kept appearance. The original ground level home was built in 1965; however, the second story addition was built in 1993. The home is equipped with storm rated windows and doors for your added protection Whether you are looking for a family home or a multi-family arrangement, this property at 1006 16th Terrace combines comfort, functionality and the charm of Key West living. Call today for your private showing.A Matterport virtual tour has just been added...Take a look

$1,300,000
Marathon
Bonefish Townhouses   - MM: 54.50
3 Bed, 3 Baths, 1,857 SqFt Days Listed: 37
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Experience the pinnacle of oceanfront living in this breathtaking townhome within the highly sought-after Bonefish Yacht Club -- a private, upscale enclave nestled along the sparkling waters of the Atlantic. This meticulously maintained 3-story residence offers exceptional coastal elegance, privacy, and resort-style amenities. Step into an open-concept living space that seamlessly blends indoor comfort with outdoor serenity. Enjoy water views from multiple balconies, perfect for morning coffee or sunset cocktails. The interior features a thoughtfully designed floor plan, and refined coastal decor creating a serene sanctuary ideal for both full-time residence or a luxury vacation escape. One of the propertys most coveted features is the included 40 legal, liveaboard boat slip -- offering deep water, direct ocean access with no fixed bridges, making it an ideal choice for avid boaters, fishermen, or those seeking the freedom of the open sea at their doorstep. Wake up and step aboard for a day on the water, with world-class sportfishing, diving, and island hopping just minutes away. The Bonefish Yacht Club community provides residents with a resort-like atmosphere, complete with amenities such as a pool, clubhouse, marina, and a peaceful, private setting that captures the essence of luxurious, laid-back island living. Dont miss your opportunity to own a piece of paradise in one of the Florida Keys most desirable communities.

$1,300,000
Key Largo
Lime Grove Estates   - MM: 96.00
5 Bed, 5 Baths, 1,660 SqFt Days Listed: 6
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp,None

Immaculate and versatile 2-story home featuring 5BR/3BTH with elegant finishes throughout. Downstairs offers a private 2BR/1BTH suite with full kitchen, stainless steel appliances, and porcelain tile flooring. A custom iron staircase leads to the main living area upstairs with open-concept living, dining, a second kitchen, and 3BR/2BTH. Enjoy top-of-the-line appliances, tasteful furnishings (included), and a beautifully landscaped backyard with a 12x24 saltwater pool, spa with heater/chiller, and modern pavers with turf. Access to private oceanfront park with boat ramp, picnic area, and stunning sunrises. Move-in ready!

$1,300,000
Key West
Pearlman Heights   - MM: 4.00
5 Bed, 5 Baths, 2,016 SqFt Days Listed: 86
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. This well-maintained home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations. The exterior of the home is a testament to meticulous landscaping, creating a serene and inviting atmosphere. A detached storage unit provides additional space for a multitude of uses. The residence features a two-zone air conditioning system, ensuring optimal comfort throughout the year. The home has been recently painted, adding to its fresh and well-kept appearance. The original ground level home was built in 1965; however, the second story addition was built in 1993. The home is equipped with storm rated windows and doors for your added protection. Whether you are looking for a single-family home or a multi-family arrangement, this property at 1006 16th Terrace combines comfort, functionality and the charm of Key West living. Call today for your private showing.A Matterport virtual tour has just been added to be viewed

$1,324,000
Key Largo
Pamela Villa   - MM: 102.50
5 Bed, 5 Baths, 3,785 SqFt Days Listed: 30
-4.75% ($66,000) 1 Price Change : Last Change 4 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This one-of-a-kind, 5 bedroom, 4.5 bathroom home offers a truly rare layout and lifestyle opportunity for this area. If you have been looking for a home to check off all your boxes, but havent been able to find THE ONE you wont want to pass this one by. Situated on a generously sized 10,700 sq ft fully fenced lot, this property delivers the ultimate in space, privacy, and versatility.Step inside and discover a floor plan designed for both entertainment and functionality. The expansive bedrooms all offer large closets and plenty of additional storage spaces.This home includes multiple living and entertaining areas across three floors.Enjoy a dedicated first-floor bar area, separate gym space, two car garage, and half bath.A custom home theater on the third floor makes movie nights an experience to remember.With four separate screened-in patios and an open balcony, outdoor living is effortless. The in-ground saltwater pool with water feature offers a private oasis, and the surrounding space is perfect for grilling and hosting your family and friends.Outside, the oversized double garage is complimented by plenty of parking for RVs, boats or multiple vehicles. There is even room for a playset making this a dream home for families of all sizes.Located close to shopping and schools. Only 1hr to Miami. Close to Pennekamp State park for boating access.Homes with this layout and level of amenities are exceptionally rare- dont miss your chance to own a truly unique property that has it all.

$1,325,000
Key Largo
Pirates Cove   - MM: 98.50
3 Bed, 3 Baths, 1,350 SqFt Days Listed: 260
-9.68% ($142,000) 2 Price Changes : Last Change 123 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp6

Prestigious Pirates Cove - Secluded Lake/Front Basin Home - Direct Ocean & Bay access in just minutes - 3Bed/2 Baths - The Upper Level is a 2 Bedroom/ 1 Bathroom & Lower Unit is a **Grandfathered in designated 1Bedroom/1 Bathroom with a Full Kitchen. Solid Concrete Dock equipped with a 15000 LB boat lift & Separate Jet Ski lift -Also property is Secured by an Electric Gate & Fenced in Yard complete with Shaded Patio area with Pavers and Tropical Landscaping - fish cleaning station & storage. Centrally located near Shopping, Schools & Restaurants.

$1,325,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 94
-8.62% ($125,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

PRICE DROP - EASY TO SEE- MUST SEE - WATERFRONT HOME IN CUDJOE KEY! THIS Renovated 3-bedroom, 2-bath waterfront home located on a quiet canal with quick and easy access to the ocean. The open kitchen features a large island, new cabinetry, and high-end appliances, ideal for entertaining. The primary bedroom includes a walk-in closet and a private bathroom with a frameless glass shower and updated tile. A newer roof, AC, and water heater (2018) add peace of mind.Outside, enjoy a wrap-around porch with water views, a fully fenced tropical yard, a heated and chilled pool and spa, an outdoor shower, and a tiki hut grill area. Downstairs offers a 320 sq ft screened-in bonus space --- perfect for storage, a workspace, or hangout zone. BONUS!!! Theres also a large garage with two separate doors and enough space to fit up to four vehicles.BOATING: A 10,000 lb boat lift makes it easy to get out on the water.Motivated sellers. Easy to show. Reach out for more details.

$1,325,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 47
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Beautifully maintained 3BR/2BA concrete home with new addition featuring vaulted ceilings and modern finishes. Solid concrete construction, metal roof, and impact-rated windows and doors provide outstanding storm protection and peace of mind. All new appliances throughout.Custom-built pool with silver travertine deck, surrounded by lush landscaping and a variety of unique palms, creating a private tropical oasis. Concrete dock with boat lift for a small skiff and space to install a larger lift if desired.Located on a canal with quick 2-minute access to open water--ideal for boating enthusiasts. Combined insurance currently under $8,700/year. A perfect blend of comfort, durability, and coastal living in a prime waterfront location.

$1,330,000
Key West
Old Town Unrecord   - MM: 0.00
4 Bed, 4 Baths, 1,045 SqFt Days Listed: 149
-11.04% ($165,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Own a piece of Key West history! Opportunity awaits at this charming 4-bedroom, 3-bathroom home now available for the first time over half a century. Built prior to 1899, and ideally located in the heart of Old Key West, the property offers two separate structures - a 3-bedroom 2-bathroom main home and a private 1-bedroom 1-bathroom guest cottage - perfect for accommodating up to 8 guests. Just steps away from World-Famous Duval Street, the islands best beaches, Truman Waterfront Park, and top-rated restaurants, this property offers the ultimate island lifestyle. Features include a 96 deep lot, a spacious hot tub, and a turnkey vacation rental business with over $54,000 in confirmed bookings. Situated in the preferred X-500 flood zone, this is a rare opportunity to acquire a prime piece of Key West real estate with established rental history. Schedule your private showing today!

$1,332,809
Key West
Lime Grove   - MM: 3.00
4 Bed, 4 Baths, 2,274 SqFt Days Listed: 307
-18.18% ($296,191) 4 Price Changes : Last Change 19 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

***Property has 70k-120k worth of new windows that will be installed in phase III of the Airport Package*** Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The interior of the home is adorned with stunning 3/4 inch red oak flooring, providing a durable and elegant finish throughout. One of the standout features is the spacious office, perfect for remote work or study, which can also double as an additional bedroom if needed and a designated laundry room. Every room/bedroom is equipped with individual closet, ensuring ample storage space for all your belongings.Adjacent to the carport, youll find a large pantry/storage area, making it easy to unload groceries and store items conveniently. The yard also includes a separate storage shed, ideal for gardening tools, bicycles, or other outdoor equipment.Located in the heart of Key West, this charming and well-appointed house offers the perfect blend of comfort, convenience, and style. Dont miss the opportunity to make this delightful home your own.For more information or to schedule a viewing, contact us today! Thank you

$1,345,000
Key West
Land Buyers Assn   - MM: 3.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 104
-3.58% ($50,000) 1 Price Change : Last Change 41 Days Ago
Duplex - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

Legal Duplex in Prime Key West Location! This thoughtfully updated CBS duplex offers a unique opportunity for multi-family living, employee housing, or generating rental income. Unit A features 2 bedrooms, 1 bath and a private entrance leading to a lushly landscaped yard with an outdoor shower, a clawfoot tub, irrigation and a mature mango tree. Each bedroom has an option for a private entrance. Unit B is a true 1 bedroom, 1 bath with a separate entrance and a private yard, perfect for guests or tenants. Each unit is separately metered features tile flooring throughout, impact windows & doors, private washer/ dryer and full kitchen. Whether you choose to live in one unit while renting the other to offset expenses or maximize income by leasing both, this duplex is a versatile investment and move in ready. Dont miss this rare opportunity to own a well-maintained property just steps away from White Street Pier, The Casa Marina, and Higgs Beach.Owner is a licensed real estate agent.

$1,348,000
Marathon
Sheryl Subdivision   - MM: 50.50
3 Bed, 3 Baths, 1,808 SqFt Days Listed: 272
-8.92% ($132,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 38ft.Rip Rap

WELCOME to paradise in the sun located in the heart of Marathon! This stunning 3 bed / 2 bath, over 1800 sq ft. oasis will not disappoint. Located just 3 homes away from the open ocean, this beauty provides both indoor and outdoor entertainment. The gorgeous kitchen will satisfy the most talented chef. The open concept also provides a great space for family and friends. Updated throughout to satisfy your pickiest buyer. Enjoy the privacy of a master bedroom located on the 2nd floor. If youre looking for the LOWEST PRICE per sq ft waterfront property in Marathon, you are here. If your goal is to live mortgage free this one provides family living as well as income potential as it is a seasoned rental on AIRBNB. Private balcony on the 2nd and a private balcony on the 3rd floor as well. The porch area outside the main entrance provides for relaxing nights. The bonus room located at ground level with ample space is a huge plus, the private open space is perfect for relaxing after those long and beautiful days in that blue water. HURRY this is a MUST see, schedule your private showing before this one is gone!

$1,349,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 296
-3.30% ($46,000) 2 Price Changes : Last Change 122 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Seller financing possible. Please note that advanced notice is required to arrange showings.

$1,349,000
Key West
Harbour Place   - MM: 1.00
2 Bed, 2 Baths, 1,260 SqFt Days Listed: 3
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

**Prime Condo for Sale in the Exclusive Truman Annex**Discover your ideal Key West retreat in this stunning condo located within walking distance to the vibrant Duval Street and the beautiful Fort Zachary Taylor Beach. Nestled in the highly desirable Truman Annex, this property offers a perfect blend of convenience and tranquility in a prime location.Harbour Place was built to last with concrete construction and impact windows / doors, ensuring durability and peace of mind. The condo comes with a private covered parking space, a rare find in such a sought-after area, making your life easier and your commute stress-free.Step inside to find a bright and inviting living space, with an open layout perfect for entertaining. High ceilings and French doors leading out to the balcony. Enjoy morning coffee on your private balcony or unwind in the spacious living area after a day at the beach. With its unbeatable location, youll have easy access to the best that Key West has to offer--charming shops, renowned dining, and stunning sunsets on the beach--all just a short stroll away.Dont miss this opportunity to own a piece of paradise in this prime location. Schedule your showing today and make this condo your new home!

$1,350,000
Marathon
Gulfstream Village   - MM: 52.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 77
-3.23% ($45,000) 1 Price Change : Last Change 32 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Turnkey Waterfront Home with Breathtaking Open Ocean Views - Paradise Found!Experience stunning open water views and the ultimate Florida Keys lifestyle in this beautifully updated, turn-key, elevated home. Offering 1,056 sq. ft. of bright and airy living space, this coastal gem is designed for both relaxation and adventure. The spacious 24 x 8 covered porch is perfect for morning coffee with panoramic sunrise views or evening cocktails overlooking the open ocean.The living, dining, and kitchen areas seamlessly connect in a functional open layout, offering breathtaking ocean views. This home features three comfortable bedrooms and two full bathrooms, each boasting stunning water views.Located on a deep-water canal with direct ocean access, this property features 50 feet of seawall--ideal for boating, fishing, or simply enjoying the Florida Keys lifestyle. After a day on the water, unwind in the brand-new swim spa or entertain guests in the spacious shaded entertainment area beneath the home.Paradise Found is an active and successful vacation rental (7 night minimum). Frequently rented, it provides a steady revenue stream while still allowing you to enjoy your personal slice of paradise.Whether youre looking for a dream vacation home, a lucrative investment, or a mix of both, this waterfront retreat offers it all. Dont miss this rare chance to own a move-in-ready waterfront home in one of the most desirable locations in the Florida Keys. Schedule your private showing today!

$1,350,000
Key Colony
Key Colony Beach   - MM: 53.50
3 Bed, 3 Baths, 1,581 SqFt Days Listed: 58
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.

Nestled in the heart of the Florida Keys, this meticulously maintained 3-bedroom, 2-bathroom half-duplex offers the perfect blend of comfort and coastal charm. Located in desirable Key Colony Beach, this ground-level, ELLISON design home sits above flood and boasts direct waterfront access.Enjoy 37.5 feet of dockage right out your back door, providing easy boating access to both the Atlantic Ocean and the Gulf of Mexico--a dream for anglers and ocean lovers alike. The east-facing orientation ensures bright morning light and cooler afternoons on your waterside patio.Inside, the open floor plan is both functional and inviting, with ample natural light, spacious bedrooms, and thoughtfully designed living spaces. Whether youre looking for a full-time residence, vacation getaway, or income-producing investment, this property offers it all.

$1,350,000
Marathon
Bonefish Townhouses   - MM: 54.50
3 Bed, 3 Baths, 1,728 SqFt Days Listed: 51
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift62ft.

Bonefish Townhomes, Waterfront Living at Its Finest! Discover the perfect blend of luxury and coastal charm with this 3-bedroom, 2.5-bath townhome in the highly sought-after Bonefish Townhomes community. Boasting stunning open water views of the Atlantic Ocean and channel, this residence offers everything you need for the ultimate Keys lifestyle. Enjoy a 62-foot deeded boat slip with a lift, just steps from your back door, providing immediate ocean access and quick entry to the Gulf via nearby Vaca Cut. Two of the four private balconies offer breathtaking open water views and the others views of the marina area. The first-level balcony features a spiral staircase leading directly to your dock -- ideal for seamless boating adventures. Inside, a thoughtfully designed split floor plan ensures privacy, while spacious living areas and abundant natural light create an inviting atmosphere. The carport area offers convenient covered parking, and theres plenty of storage for your gear. Bonefish Townhomes is a pet-friendly community (restrictions apply) featuring premium amenities, including a heated and chilled swimming pool, tennis/pickleball courts, a large tiki lounging area, and a scenic bike/walking path throughout beautiful Coco Plum. Plus, Coco Plum Beach is within walking distance! Whether youre seeking a full-time residence, a seasonal retreat, or an income producing vacation rental (7-day minimum allowed), this property offers endless possibilities. Dont miss your chance to live the waterfront dream -- schedule a private tour today!

$1,350,000
Little Torch Key
Jolly Roger Estates   - MM: 28.00
4 Bed, 4 Baths, 2,512 SqFt Days Listed: 47
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Other

Craving space? This Little Torch Key home has a TON of space. Nestled on a wide clean canal at MM28. This home boasts 4 bedrooms all with en-suite baths, walk in pantry, powder room, office, sunroom, and a two story living room. Take in gorgeous sunrise views from your outdoor deck off of the primary bedroom. Enjoy alfresco dining on your screened in porch or float in your salt water heated pool. There is 60 feet of dock space for your boats and water toys. Quick access to open water, both the Gulf and the Atlantic. Just a quick boat ride to Looe Key, American Shoal, and all of the pristine sandbars! Home has a 2 car garage and driveway parking. TONS of storage for all your dive & fishing gear and/or a workshop! This waterfront home wont last long. Call today!

$1,350,000
Plantation Key
Fontaine Lake   - MM: 90.00
5 Bed, 5 Baths, 2,492 SqFt Days Listed: 132
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Live the dream in this elevated Plantation Key retreat, designed for ultimate comfort and island living! The freshly painted main home offers 3 bedrooms, 2 baths, an open coastal-style layout, and an upgraded kitchen with stainless appliances, gas cooktop, and wine bar. Enjoy updated LED lighting, new ceiling fans, and a refreshed guest bath.Downstairs, a finished storage area with bath adds extra flexibility.Outside, your private oasis awaits--a screened-in heated saltwater pool surrounded by lush landscaping, plus modern perks like a tankless propane water heater, whole-house generator, 500-gallon propane tank, and water softener.Need space for guests? The separate 2-story guest house (2018) features 1 bed/1 bath on each level, new quartz counters, fresh stainless appliances, impact windows, and LPV flooring throughout.All this in the heart of Plantation Key, minutes from world-class fishing, dining, and a nearby boat ramp--just 90 minutes from Miami and 2 hours from Key West.Buyer to verify all facts.

$1,350,000
Duck Key
Village At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 17
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This is a very unique Village at Hawks Cay Cottage style home and it TRULY One of a Kind. Originally built as the Developers select home, this villa is perfectly situated on a corner/end of Harbor Village Drive with complete wrap around upper and lower decks that allow you to enjoy water views from all sides. The floorplan is all you could ask for with a full Bedroom and ensuite full bath downstairs as well as two very spacious bedrooms and bathrooms up. All bedrooms are light and airy and offer water views from the many windows and decks. The family area downstairs is the popular Open Concept, and allows for LARGE family gatherings, dinners, game nights and best of all fishing fun. Step outside to the crytal blue waters of Duck Key which mimick a tropical reef. Marine Life is plenty and the water is so clear, you can see to the bottom. Enjoy the porches on all sides and all rooms. Keep it enrolled in the Hawks Cay Resort rental program, or use as your personal second home in the Florida Keys. Excellent Income generator while you are away. Dock behind the house is listed separate- ask for details.

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 06-17-2025.
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