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

Historic charm meets modern comfort in this beautifully preserved 1930 Conch cottage nestled in Key Wests sought-after Historic Seaport district. This two-story, 2-bedroom, 2-bath home (approximately 1,463 sq ft) boasts classic Key West architecture - wood siding and a metal roof - along with inviting outdoor spaces including an open front porch and a private backyard oasis. Inside, airy living spaces feature hardwood and tile floors, a modern kitchen with granite countertops and stainless-steel appliances, and a flexible layout with a bedroom suite on each level for optimal privacy. The tropical back patio is ideal for relaxing or entertaining, complete with a heated swimming pool (plus a cascading waterfall), an outdoor shower, and lush landscaping behind a privacy fence. Practical comforts include a whole-house generator and a spacious storage shed, plus the coveted benefit of off-street parking - a rarity in Old Town. From this prime Old Town location, you can stroll to the Historic Seaport marina, local restaurants, boutiques, and the vibrant Duval Street nightlife. Whether youre seeking a personal island retreat or a high-demand vacation rental, this unique property delivers an inviting blend of timeless island charm and excellent investment potential. Please note that pictures were taken before furniture and art were removed. Property is unfurnished.

Experience the ultimate Florida Keys lifestyle in this beautiful brand new waterfront home in Big Pine Key! With 45 feet of canalfront concrete seawall, a fish cleaning station, and only four lots in from Florida Bay, this property offers stunning bay and sunset views and easy access to the Atlantic Ocean, perfect for offshore fishing or Florida Bay adventures. Located in a prime area, this home is just minutes away from popular spots like Looe Key Coral Reef, Picnic Island, and Content Keys - offering some of the best boating experiences in the Keys. You can also enjoy often sights of manatees in the canal and catch tarpon right out your back door!The spacious interior features an open-concept layout to treasure the stunning views of the Atlantic Ocean through the oversized windows in the living room/kitchen and dining area with 3 bedrooms and 3 bathrooms. Impact windows and doors throughout provide both security and natural light, creating a bright and airy atmosphere. The kitchen features custom rift-sawn white oak cabinetry, Ocean Blue quartzite island countertop and quartz perimeter countertops, including all bathrooms featuring custom cabinetry and quartz tops, as well as all bedrooms have custom California-style closets.Step outside to the brand new swim spa for relaxation or exercise, and enjoy the added convenience of an outdoor shower. The rooftop deck is the perfect spot to take in even more breathtaking water views and great for entertaining. In addition there is a large storage area downstairs, perfect for all the toys!This home is ideally situated close to local restaurants, parks, and the natural beauty of Big Pine Key, making it a true gem for those seeking the ultimate Florida Keys experience. Dont miss out on this incredible opportunity!

No expense has been spared on the renovation of this single family Mid-Century modern home creating a picturesque and private tropical oasis. Located at the end of a canal with direct access to the ocean, this resort style expansive patio boasts of Travertine tile, heated pool with sun shelf, and custom landscape lighting setting the scene for your evening entertaining or a romantic night swim. The original craftsmanship of the home has been preserved with the tongue and groove Florida Pine ceilings, magnificent archways and expansive wooden beams. The open-concept living area flows seamlessly into the updated kitchen with stainless steel appliances and granite counter tops and breakfast bar. The Master suite has been custom designed with an accent wall of hand-scraped Acacia Hardwood with matching barn-doors for the closet, an over-sized Travertine shower, and floating sink. The additional 2 bedrooms are located in a separate wing allowing privacy for your guests with a shared bathroom. The floor to ceiling windows and doors provide for incredible natural light flowing into the home from sunrise until sunset. Whether youre boating from your private dock or lounging poolside, this home is perfect for that Caribbean outdoor lifestyle you are craving in the Florida Keys. Move in yourself or take advantage of the established rental income as investment property, offered turnkey! Dont miss this opportunity to make this stunning coastal waterfront home yours.

Price Drop!! Extremely Motivated Sellers!! Your Sugarloaf Key Sanctuary!! Brand new tile flooring installed throughout the entire home (Nov 2024). Three separate walk-in closets. A Must See to appreciate the size of home and lot!! This spacious 6,376 gross sq ft, 4 bedroom, 3 full bath, 12 stilted, canal-front home was custom built in 2017 by Palm Harbor Homes. The home features a 1,256 sq ft wrap-around porch with entertainment space overlooking the canal along with large entertainment areas. The home is in a quiet, desirable neighborhood with a private boat ramp and seawall on a free flowing canal with access to the Gulf and the Atlantic Ocean. It is on a double lot (2 150x100 lots) consisting of 30,000 sq ft with an oversized fenced backyard with mature landscaping to include mango, avocado and the largest neem tree in the Florida Keys. Plenty of room for a pool! The interior of the home features an open floor plan with oversized bedrooms and baths totaling over 2,464 sq ft of finished living space. The large kitchen highlights stainless steel appliances and an abundance of cabinets and counter space and the master bedroom features a large walk- in closet and a retreat with views overlooking the canal. This newly built home features tall concrete pilings, hardie-board siding, metal roof and impact windows with massive amounts of storage space both upstairs and down. Plenty of room for parking your vehicles, RV, boat, airplane and guests!

Dont miss out on this fantastic opportunity to own a beautiful canal front home located just 10 minutes from Key West! Make it your full time residence or vacation retreat, 46 Blue Water Drive is being offered fully furnished and turn-key! Open floor-plan, 3 bedrooms, all with built in closets, 2 full bathrooms, screened in porches, huge storage area and plenty of parking for multiple vehicles, boats, and trailers. 10,000 lb boat lift, wooden dock, tropical landscaping, and irrigation system are just some of the features you will love !

Charming Historic Gem in the Heart of Old Town Key West!Welcome to 729 Windsor Lane--a rare opportunity to own a piece of Key West history nestled in one of the islands most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint thats almost unheard of in Old Town, along with the luxury of coveted off-street parking.Step inside to discover a thoughtfully updated interior that blends historic charm with modern comfort. The remodeled bathroom features stylish tilework, updated fixtures, and a spa-like feel, while the upgraded kitchen boasts contemporary cabinetry, sleek countertops, and stainless steel appliances--perfect for preparing everything from a quiet Key West breakfast to tropical cocktails on the patio.Surrounded by lush native foliage, the property offers a serene, private setting just steps from Duval Street, world-class dining, art galleries, entertainment, and more--while maintaining the tranquility of a quiet residential neighborhood.For investors, the unbeatable location just a short stroll from Duval Street, renowned restaurants, nightlife, galleries, and cultural attractions makes this property ideal for monthly vacation rentals or long-term leasing to locals. For second-home buyers, it offers an effortless blend of privacy and proximity to the action, in a quiet residential neighborhood. Truly your home away from home. And for the historic home lover, this residence offers a chance to preserve and personalize a piece of Key Wests architectural heritage with room to enhance over time and make it your own.With its historic architecture, upgraded amenities, and rare lot size, this home offers endless potential to create your tropical dream oasis. Whether youre looking for a charming island retreat, a vacation rental, or a full-time residence, 729 Windsor Lane delivers the perfect blend of location, lifestyle, and opportunity.

Solid, Spacious & Ready for Your Island Lifestyle! This 3 BD/3 BA concrete block home is just 3 houses in from Pine Channel, offering quick open water access and a short ride to Looe Key Reef--a world-famous spot for diving, snorkeling, and fishing. The 12,000 lb. boat lift is already installed and hard-wired for safety and convenience.Built Pre-FIRM, the home allows for renovation flexibility and may qualify for lower flood insurance premiums. It also features impact-rated windows and doors, helping you secure some of the lowest possible insurance rates. Wind mitigation and elevation certificates are available.The open-concept great room flows into a chef-inspired kitchen with Cambria quartz countertops, gas cooktop, convection wall oven and microwave, and built-in seating that adds charm and extra storage. With custom cabinetry and generous workspace, this kitchen is both beautiful and functional.Theres ample room and existing architectural plans to add a sleek, modern elevator--ideal for aging in place or added convenience. The home also offers a garage for secure storage and an electric hookup for your RV--a rare bonus for Keys living!Whether youre relaxing inside, entertaining guests, or launching your next boating adventure, this well-maintained, feature-rich home is ready to deliver the best of Big Pine Key living.

Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West!Tucked away in a quiet, peaceful neighborhood.Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from the back door--perfect for unwinding after a day on the water or enjoying sunny Florida afternoons.For boaters, the canal location offers easy water access, along with the convenience of a 10,000-pound boat lift to safely store your boat out of the water. After a day of fishing, cruising, or exploring, dock your vessel with ease and relax as you take in the beautiful waterfront views.The lower enclosure offers abundant storage space for all your tools, pool toys, and outdoor gear, keeping everything organized and clutter-free. Plus, with a newly built home designed to the latest building codes, youll benefit from low insurance rates, ensuring peace of mind and minimized risk from tropical weather.This home offers the ideal combination of comfort, convenience, and the laid-back Florida Keys lifestyle. Dont miss the opportunity to make it yours--schedule your private showing today!COMING SUMMER 2025 - photos of listing do not fully represent dwelling unit, subject to change. Photos are of model home. Construction process underway. Some build selections may be considered. Seller is licensed FL real estate agent.

The Market is volatile! Invest in stable real estate! Actively showing while under a contingent contract with a kick-out clause!SPACE! A spacious lot in the Keys is a rarity, Rarity means value! This 17,220 Sq Ft Lot (more than twice the size of most lots) SPACE for parking, boats, RVs, & still a huge backyard, a dock, circular driveway, boat ramp, and the room to fit any number of luxuries you might want to add! MORE, this SPACE has a tremendous and stunning LOCATION. This Sunset Painted Waterfront Oasis is on Sugarloaf Sound in Bay Point, just 12 minutes from the Cultural and Vibrant phenom, Key West! You are also a mere 5 minute walk from Bay Point Park and boat ramp. Boating access to both the Atlantic Ocean and the Gulf from the backyard. SPACE, LOCATION and you get a Craftsman/Designer renovated home that is the definition of move-in ready. This Oasis was created as a forever home, not a flip-it investment project with pretty lipstick but no substance. Every detail has been addressed for you. From the unique floor plan that blends LUXURY with FUNCTIONALITY to the high-quality materials used throughout (Quartzite & Granite counter tops, Walnut engineered flooring, all wood Kitchen Cabinets, the latest in AV/Internet Access and more). With 1,372 SF of Living Space you have ample space for all your needs. LUXURY is provided via a large Chefs Kitchen, A glorious main bath w/large walk-in shower, a 2nd floor Sunrise Balcony and a Sunset Observation Deck, Eat-in Kitchen, a Home Office, a Primary suite with ample closets and private lounge, a dipping pool, large covered Patio, & waterside Pebble Beach to relax next to the water. FUNCTIONALITY is provided via many new appliances and equipment, a partially enclosed garage, a large outbuilding for storage, workshop and/or hobbies, and 2 outdoor showers (pool and water side). Schedule a private showing today and experience the magic of this waterfront gem!

Embrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home nestled on a double-fenced lot in Big Pine Key. Perfectly positioned along a scenic canal, this property offers Southern charm, with an inviting wraparound porch to enjoy the gentle breeze and picturesque views. This home is ideal for both relaxation and entertaining.Step outside to a seawall that leads directly to the water, offering easy access for boating and water activities. Whether youre a seasoned boater or a weekend enthusiast, this canal-front location provides fantastic opportunities for adventure right at your doorstep.The property offers plenty of storage space, ensuring room for all your gear and toys. Theres even space to add a pool for those sunny Florida days. A garage adds to the convenience, making this home both functional and full of potential.Dont miss the chance to own this piece of paradise, where comfort, coastal living, and a vibrant island lifestyle meet.

Key West Waterfront Retreat - Updated, Spacious & Boater-FriendlyWelcome to your island escape! This beautifully maintained 3-bedroom, 2-bathroom waterfront home offers the best of Key West living, combining modern upgrades, abundant outdoor space, and unbeatable boating access.Situated on a generous lot with an 80-foot seawall, this property is a true boaters dream--just a 10-minute boat ride to the pristine sandbars of Snipes, Marvin Key, and Mudd Key. Whether youre spending the day on the water or relaxing at home, this property provides the perfect balance of relaxation and adventure.Step inside to a bright and open living area, where natural light pours in through all-new impact windows and a new sliding glass door. These upgrades enhance both energy efficiency and storm protection. A new tankless water heater ensures continuous hot water, while a new roof and new A/C system (both installed in 2020) provide comfort and peace of mind.One of the standout features of this home is the covered back patio--the perfect spot to unwind, entertain guests, or enjoy an evening meal while taking in the ocean breeze. The spacious backyard offers ample room to add a pool, giving you the opportunity to create a true backyard oasis.Additional highlights include a covered carport and parking for up to five vehicles, offering plenty of space for guests, boats, or trailers. The home is located in a quiet, desirable neighborhood just minutes from Key Wests vibrant dining, shopping, and cultural attractions.Whether youre looking for a full-time residence, a vacation getaway, or a smart investment, this turnkey waterfront home checks all the boxes for island living with style, comfort, and convenience.

Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home that combines historical charm with modern amenities. Key Features, Historical Architecture, Enjoy high ceilings, beautiful Dade County Pine throughout, an open staircase, all signature elements of this classic Key West home. Spacious Layout, The home boasts 3 bedrooms one being a large master bedroom with a walk in closet, each with its own en suite bathroom, plus an additional half bath on the first floor. A bonus room on 2nd. floor which can be a 4th. bedroom, office, etc. Modern Kitchen, The kitchen, remodeled in 2019, features ample cabinetry, soapstone countertops, and two wine coolers. Bright and Open Living Spaces: A wall of floor-to-ceiling windows and French doors at the back of the house open onto a covered porch and a shaded yard. Upgrades, The property includes a brand new treated lumber fence on three sides, a whole-house generator, two separate central HVAC systems (4-ton for downstairs and 2-ton for upstairs), two on-demand electric water heaters, a RING home security system, and a CAT 5 network interface module station hardwired throughout. Location, Situated in the desirable Meadows neighborhood, the home is in the X flood zone and has a low portable flood insurance policy (buyer to verify). Its directly across from Bayview Park, offering recreational opportunities. Additional Benefits, Privacy and Security, The fully fenced lot ensures privacy, while the RING security system adds a layer of safety. Climate Control, With two separate HVAC systems, you can efficiently manage the climate on each floor. Neighborhood, The Meadows neighborhood is known for its charming streets and community feel. Being in the X flood zone provides peace of mind re: flood risks, and the proximity to Bayview Park means youll have access to green space, sports facilities, and community events. A short bike ride or walk to Duval St. to enjoy the many nuances that Key West offers.

Only a few properties in the Florida Keys offer the kind of quiet magic found on Cook Island. These two furnished cottages--set side by side on a semi-private island accessible only by boat--offer a retreat into nature without sacrificing comfort.Surrounded by lush mangroves, Key Deer, and birdsong, each cottage is a self-sustaining hideaway outfitted with its own cistern-fed water system, solar + generator power, and modern conveniences for off-grid living.A fishermans dream and a beach lovers paradise, this property offers direct access to sand and sea. Step outside to unobstructed water views, where the horizon stretches endlessly and the days adventure begins at your doorstep. Some of the best fishing and diving in the Florida Keys lies just beyond your front porch--no roads, no crowds, just you and the water.Whats included:Two fully furnished turn-key cottages, sold togetherPrivate lot with 9W is buildable--rare and highly desirablePredator 9500W inverter generators + EcoFlow Delta Pro solar systems (included with both)Cash purchase only | Seller open to owner financingIf youre looking for total peace, privacy, and a chance to live in rhythm with the natural world, Cook Island is unmatched.This is more than a property--its a way of life.

This Jolly Roger Estates treasure puts good times in the Atlantic and back-country waters within easy reach by boat; the owners of this custom-built home will consider all reasonable offers! The 2-story stilt home has exceptional character, multiple inviting porches and outdoor sitting areas. Abundant kitchen cabinets are topped with stunning quartzite counters and a full-length screened porch overlooks the oceanside canal. Designed by the renowned Keys architect, Glenn Gray, the air-conditioned living space totals 1820 sq. ft. on two levels with two bedrooms (one with a porch), one bath, washer and dryer on the main level; the primary bedroom with ensuite bath, his and hers closets, and porch with open water and neighborhood views are on the upper level. An oak staircase in the ground-level foyer connects the three levels. Not to be overlooked are two ground level storage rooms, the garage, an impressive outdoor shower and 60 ft. of canal-frontage for your boat(s). Additional features include Hardie plank siding, metal roof, impact resistant windows on the upper level, solar-assisted water heater, and a 2500-gallon cistern for catching rainwater as a supplemental water source for landscaping and washing vehicles. Make this your piece of Keys paradise!

Welcome to a stunning coastal retreat on the gorgeous waters of Summerland Key. This beautifully appointed, concrete elevated waterfront home offers the ultimate in Keys living--designed for both relaxation and recreation with unmatched boating access.Step into an airy, light-filled interior where coastal elegance meets casual comfort. This 3 bedroom and 2 bath home is being sold fully furnished, including tasteful decor, premium outdoor furniture, and two kayaks--making it truly turnkey and ready for your island lifestyle. The open-concept living area flows effortlessly to the screened in front porch with partial open water views, creating the perfect space for enjoying that morning cup of coffee.Outside, the boating enthusiast will be thrilled with the brand-new 40,000lb boat lift, 2 kayaks, a new ice maker for convenient onboard provisioning, and easy access to deep, clean canals and the Atlantic Ocean beyond. A Boston Whaler, 2 Jet Skis - 2014 Kawasaki Ultra LX, 2015 Kawasaki Ultra 310 LX, available for purchase separately.Enjoy the peace of mind and security of solid elevated concrete construction, impact windows and doors, a metal roof, and a full house Generac Generator and new Propane Tank. Exterior has meticulously laid brick pavers, an outdoor bar for entertaining, and offers a low-maintenance design that allows more time for you to relax and enjoy your new home in Paradise!Whether youre searching for a full-time residence or a luxury vacation home this is one you do not want to miss!

Step into the laid-back charm of the Florida Keys with this spacious 1,500 sqft home, perfectly situated along a peaceful deep boating canal in the Lower Keys. Located in a tranquil, low-traffic neighborhood, this property offers a serene escape with plenty of room to enjoy life at your own pace.Inside the home: - An open, airy floor plan that allows you to spread out and personalize your living space. - A seamless connection between indoor and outdoor living, making the most of the Florida sunshine. - A private pool right outside the door--ideal for relaxing after a day on the water or enjoying the warm weather with family and friends.For those who love life on the water: - Direct access to deep-water canals, making it easy to get out on the water whenever you like. - A 10,000-pound boat lift to keep your boat safely stored and easily accessible. - Spend your days fishing, cruising, or exploring, and then come home to dock your vessel with ease while soaking in the breathtaking waterfront views.Additional highlights: - A lower enclosure with plenty of storage space for all your outdoor gear, tools, and pool toys, helping keep your home organized and clutter-free. - A newly built home that meets the latest construction standards, offering the added benefit of lower insurance costs and enhanced protection against tropical weather.This home perfectly blends comfort and convenience with the quintessential Florida Keys lifestyle. Whether youre lounging by the pool, boating on the canal, or enjoying the peace and quiet of your surroundings, its the ideal place to call home.Coming Summer 2025 - Please note that the current photos are for reference only, as construction is still in progress. Some design selections may be available for customization. Photos are of model home built by builder and do not fully represent this listing. The seller is a licensed Florida real estate agent.

RELAX In this Waterfront Home with partial Bay View from your porch In Hammer Point MM93 on the Bayside direct bay Access and and quick ocean access via Tavernier Creek. two Stories home 2 bed 2 bath open concept living area with vaulted ceiling quartz counters tops with tile floors metal roof and davits all fenced with beautiful gated front entrance No neighbors across the canal I have videos of dolphin

Step outside to your own slice of paradise - a private oasis that beckons you to unwind and rejuvenate. The sparkling pool, adorned with stunning blue mosaic tiles, creates a mesmerizing focal point, while the soothing sound of its waterfall feature transports you to a world of tranquility. Surrounding the pool, a spacious deck provides the perfect setting for sunbathing, alfresco dining, or simply savoring the tropical ambiance.Lush, verdant landscaping envelops the property, creating a sense of privacy and serenity. Towering palms, vibrant foliage, and colorful flora paint a picture of tropical bliss, making every day feel like a vacation. The covered patio area, complete with comfortable seating, offers a shaded retreat for enjoying your morning coffee or evening cocktails.This property at 1118 Eaton Street isnt just a home; its a lifestyle. Immerse yourself in the laid-back Key West atmosphere, where every day feels like an escape. Whether youre seeking a permanent residence or a dreamy vacation getaway, this charming oasis offers the perfect blend of comfort, style, and island living. Your Key West adventure starts here - seize this opportunity to make your tropical dreams a reality.

Located in downtown Islamorada, this property offers an ideal lifestyle with a great floor plan for work-life balance. The separate office guest quarters overlooking the pool creates a perfect work environment. This home offers 3 bedrooms & 3 bathrooms, and a split floor plan, ideal for a family that is looking for privacy and space. Enjoy the large private inground pool, & outdoor entertainment area along with access to a sandy beach with dock, boat launch, and stunning ocean views, all within walking distance to restaurants, shops, and art galleries.

MODERN WATERFRONT HIDEAWAY - MOVE IN READY! Drive your boat straight into the Gulf of America. Boaters paradise. Amazing finishes and a vibrant modern interior this 4 bedroom, 2 bath Big Pine Key home will not disappoint. Situated in the peaceful neighborhood of Doctors Arm, within walking distance to No Name Pub and less than 3 minutes to open water (Atlantic through Bogie channel, gulf through Big Spanish channel or access the backcountry) this home is designed exclusively for someone inspiring to live the Florida Keys lifestyle in style. Close attention has been given to the quality of materials used in this recently upgraded home with improvements to include: remodeled kitchen & bathrooms with high-quality HGTV-style finishes, metal roof, life-proof vinyl plank floors, fresh paint, new lights, ceiling fans, and fixtures, updated receptacles and switches, and a new hot water heater. You walk in and it smells like West Elm, like you have been propelled to your own personal oasis. Nothing left to do but move in and start enjoying. For the outdoor enthusiast and fisherman, the property has 2 5,500 lb davits, 60 ft of dockage on a 40ft wide canal, a covered fish cleaning station with electricity and shower, an outdoor fridge, a small bait fridge, and Floating kayak launch. An open-plan kitchen and dining area with plenty of stylish appeal, integrated high-end stainless steel appliances, Thomasville soft close cabinets, quartz countertops with zellige tiles & upgraded fixtures. Four airy, light-filled bedrooms have plenty of storage and closet space and glass doors that open onto composite decking, adding to the feeling of space & openness. This stunning home makes an impact from the minute you lay eyes on it and is in a class of its own. Must make an appointment to view. Please contact agent for showing.