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

Located in the heart of Old Town, this historic property offers a rare chance to restore a true gem to its original splendor. Set on a 5,025 sq ft lot in the desirable X flood zone, the home was originally built as two separate residences, now connected by a breezeway. Owned by the same family for generations, the property sits less than two blocks from Duval Street, three blocks from the Hemingway House, and just a half-block from the Truman Annex. Positioned mid-block across from the courthouse, it offers unmatched convenience to everything Old Town has to offer. This is a complete renovation project -- a unique opportunity to create a custom vision in one of Key Wests most sought-after neighborhoods.

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.

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.

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.

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.

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!

***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

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!

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.

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!

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.

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!

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.

With five bedrooms and three bathrooms, it seems perfect for families or hosting guests. The location ensures easy access to fantastic dining, coffee shops, and shopping, along with recreational options like sports venues and schools. The emphasis on beautiful finishes and an inviting floor plan suggests a luxurious yet comfortable living space, ideal for entertaining. Plus, the proximity to the beach and downtown, complemented by lush landscaping and tropical breezes, adds to its charm.

Waterfront Canal Home located in the Best Islamorada Plantation key Location. Great Vacation Rental is being sold furnished . Turnkey with 5 star reviews ! Large bedrooms with King Beds. Metal Roof , Smart TVs, Quartz countertops , open kitchen , Modern bathrooms, Great living room with open kitchen, Washer & Dryer, Screened in wrap around porch overlooking the water. 60 of Canal Frontage. HUGE enclosed Garage area underneath that can be extra living space New AC, New appliances, large yard area plenty of parking , 60 Private Dock , Beautifully remodeled. Large enclosed garage under home , Close to Founders Park with access to pickleball. swimming Pool , Beach, tennis and more. Own your own slice of paradise

This fully upgraded 2 bedroom 1 bathroom canal front home offers open water views and deep water access. Completely renovated, plumbing, electrical, impact doors and windows, custom cabinetry in kitchen and bath, porcelain countertops and backsplash, built in closets and electric water heater. A brand-new 60 x 8 concrete seawall adds durability and value. Enjoy coastal living and island life just minutes from Key West!

Welcome to 233 LaPaloma Dr. The seller of this fully updated ocean side keys home has left nothing for its new owner to do but to enjoy their dream keys lifestyle. All beds and baths are on one level plus it has a large enclosed garage great for storage and bonus space. The serene setting of this home enjoys privacy provided by a lush mangrove forest canal side. Plenty of room for water toys the 60 ft dock has a newer 14k boat-lift . Many many upgrades , newer roof newer AC , impact windows and doors, kitchen , baths and flooring. Upgraded lighting and ring alarm security system. Come enjoy all the keys has to offer!

Amazing Three-Story Waterfront Haven in Cross Key Waterways, KEY LARGO! Embrace the allure of coastal living in this impressive 5-bedroom, 4-bathroom Key Largo retreat. This waterfront charm provides abundant living space for you and your loved ones with large open balconies off each floor. This property have a 40-foot dock, and a 15,000-pound lift that effortlessly hoists your vessel. The loft space awaits--a canvas of possibilities for a home office, entertainment area, or even a tranquil retreat with captivating views. This property can be rented for a mininum of 28 days. Only one hour away from Miami. Call today.

Nestled in the serene and sought-after community of Cudjoe Key, this stunning Glen Gray Build two-story home offers the perfect blend of comfort, luxury, and coastal living. With three spacious bedrooms and two beautifully appointed bathrooms, this home is designed for both relaxation and entertaining, featuring exceptional outdoor spaces, waterfront access, and breathtaking ocean views.Key Features:3 Bedrooms, One bedroom is used as a gym with no closet.. 2 Bathrooms: The home boasts generously sized rooms, each designed with modern finishes and thoughtful details. The master suite provides a peaceful retreat, complete with scenic views and ample closet space.Glen Gray Build Construction: Known for its quality craftsmanship, this well-built home stands as a testament to durability and timeless design.Expansive Two-Story Layout: With its open concept living spaces, the home allows for seamless indoor-outdoor living. A large living room and dining area flow effortlessly into the kitchen, offering a bright and airy atmosphere, perfect for entertaining family and friends.Outdoor Living & Water Access:Private Pool: Step outside to your private oasis. The sparkling pool is surrounded by lush tropical landscaping, offering a tranquil setting to relax and unwind after a day on the water.Seawall & Boating: Located along the water, the home includes a 75ft seawall, providing easy access for boating, kayaking, or fishing. Whether youre an avid boater or simply enjoy waterfront views, this home is perfectly situated for outdoor adventures.Spacious Decks & Balconies: With multiple decks, including a large upper balcony, you can enjoy ocean views.. The decks offer ample space for dining, lounging, or simply taking in the beauty of the Florida Keys.

New photos coming soon! Welcome to your waterfront oasis in the heart of Marathon, Florida!This beautifully maintained home offers the perfect blend of comfort, convenience, and coastal charm. Recent updates include renovated bathrooms, new bedroom closet doors, all-new bedroom doors with updated hardware, and new impact sliding glass doors and front door--enhancing both style and functionality throughout the property.The circular driveway offers ample parking, while the CBS construction, fully fenced yard, and tropical landscaping create a private island retreat. Inside, the home is sold fully furnished (with a few exclusions) and boasts large bedrooms with custom closets. The spacious master suite includes a renovated en-suite bath, offering a peaceful space to unwind.Enjoy boating and water access from your 75-foot concrete seawall with a step-down, solid cap rock foundation. The dock includes power, water, a swim ladder, and a fish cleaning station--perfect for boating enthusiasts and anglers alike.Relax beneath the homes shaded underneath patio, ideal for outdoor dining or entertaining. A downstairs storage enclosure offers convenient space for water gear and tools.Out back, youll find your private concrete pool surrounded by a sun-drenched deck and a balcony with serene canal views, perfect for morning coffee or sunset cocktails. A metal roof and assumable flood insurance policy provide peace of mind and lasting durability.Inside, enjoy stainless steel appliances, a pool table, and an ice machine, ensuring fun and functionality for both personal use or vacation rental guests. Currently operating as a successful Airbnb, this home is turn-key ready--whether youre looking for a permanent residence, seasonal escape, or investment opportunity.Dont miss your chance to own a slice of paradise in Marathon.