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

Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, its perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features stunning Dade County Pine walls, adding warmth and historic charm. The layout includes a one-bedroom apartment with a private rear entrance, making it ideal for someone who wants to run a business in the front while living on-site or creating an additional rental opportunity. One interesting piece of history was that this building was previously owned by a well known attorney here in Key West by the name of Helio Gomez. He served as Judge from 1963 to 1977 and he was the attorney for the infamous John Bum Farto. Located just one block from Duval Street, two blocks from the Hemingway House, and steps from the courthouse, this property offers prime visibility and accessibility. Whether youre an entrepreneur looking for a turnkey business location, an investor seeking a valuable addition to your portfolio, or a homeowner ready to bring your vision to life, this space is full of possibilities. Dont miss this chance to own a piece of Key West history in an unbeatable location. Note: This property is currently configured as a commercial space with 1 bedroom but has the potential to expand to up to a total of four bedrooms, pending submission and approval of all applicable permits with the City. Any future development or expansion must comply with all relevant sections of the Land Development Regulations, including meeting the definition of a single-family home and avoiding any conflicts with the definitions or restrictions related to lockout units.

Tropical charm, flexible living, and a fantastic location--welcome to 2109 Seidenberg Avenue in the heart of Key Wests New Town. This updated 3-bedroom, 2-bath home includes a separate, fully equipped guest cottage--perfect for visiting friends and family or as a private space for extended stays.From the moment you arrive, youll feel the laid-back island vibe. Light flows through the homes open and airy layout, accented by beautiful hardwood floors and a remodeled kitchen with stainless steel appliances. The main home invites relaxation, while the tropical landscaping, mango tree, and welcoming front and back porches make enjoying island life a breeze.Enjoy peace of mind with hurricane impact windows and doors, plus a brand-new roof completed in July 2024. The low-maintenance turf front yard keeps things clean and green all year round, and the detached garage adds extra storage or parking flexibility.Whether youre looking for a primary residence, tropical retreat, or a Key West home with guest space built in, 2109 Seidenberg delivers. Just minutes from beaches, schools, shopping, and all the fun the island has to offer. The home comes fully furnished (minus a few personal paintings), so you can settle in and start enjoying island life from day one.

LOCATION! LOCATION! LOCATION! Imagine youre within walking distance to famous Sombrero Beach! Theres shopping & dining close by! With this tastefully furnished 4/3 private villa youll have that, and also an oversized swimming pool, oversized dock and quick 15 minute boat ride to the Atlantic Ocean! This tropical paradise could serve as a long term rental, vacation rental or your very own island retreat! Spacious bedrooms assure all your guests will be comfortable. Expansive kitchen gives you plenty of room to prepare your fresh catch after a day of fishing!

Welcome to Two White Turtles, a beautifully renovated, turnkey waterfront coastal paradise retreat - perfect for a vacation rental, second home, or primary residence. This stunning canal-front property offers homeowner access to a rare white sandy BEACH and is designed for the ultimate Florida Keys lifestyle. The grand French door entrance leads to open-concept areawhich features soaring wood-beamed ceilings, abundant natural light, a gourmet chefs kitchen with quartz countertops, French door refrigerator, all stainless appliances, a pantry with pullout drawers, ample storage, a dining spot and living space for entertaining or lounging while watching a 55 TV. Off the lounge are two ensuite bedrooms, each with their ownbathroom, wall mounted TV, abundant closet space, and dual sinks with a walk-in shower in the primary suite. Outdoors, relax in the tiki hut by the canal, rinse off in the outdoor shower, or unwind in the private backyard overlooking the mangroves. The 75 dock with a 7k boat lift and davits makes this a boaters paradise, offering direct ocean and quick bay access via Channel 2 and 5 bridges - just minutes from Alligator Reef Lighthouse. Additional features include a one-car garage with extra storage, ample parking for trailers, multiple vehicles, and an RV. Featuring a fenced, no-maintenance turf grass yard with pavers, a newer 5V crimp roof, with impact windows and doors. Peekaboo ocean views, starry nights, and ocean breezes enhance the homes serene setting. A bonus generator, extra fridge and freezer also add convenience. An easy walk to some nearby restaurants is a plus, making this location a perfect slice of paradise. Come watch the manatees float by and experience Keys living at its finest. Schedule your private showing today!

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

Enjoy absolutely stunning open water views and spectacular sunrises every morning from this gorgeous open waterfront property in Tropical Bay Estates. This spacious 3-bedroom, 2-bath home was completely remodeled in 2020 with beautiful finishes throughout. Enjoy a chefs kitchen, with top of the line appliances, and an abundance of cabinets and counter space, ideal for entertaining. Flooded with natural light, this gorgeous layout was designed to capture breathtaking views of the open water from every angle in the main living area, a tranquil backdrop, perfect for any occasion. Enjoy peace of mind with all new plumbing and all new updated electrical throughout. The concrete block construction with impact windows, metal roof, and foamed roof deck insulation, make this home an absolute fortress. Situated on Bogie Channel with excellent boating access to both the Atlantic and Gulf where you can enjoy world class fishing and diving in only a short run. You are also just around the bend by boat or car, from Bahia Honda State Park voted one of the best beaches in the U.S by Trip Advisor.

Welcome to 1911 Fogarty Avenue -- a beautifully updated Key West bungalow that masterfully blends historic island character with modern-day comfort. This 2-bedroom, 2-bath home is full of classic Key West craftsmanship, featuring original Dade County pine throughout and gracefully arched cove ceilings that bring warmth and elegance to every room.The remodeled kitchen is a chefs delight with custom cabinetry, granite countertops, stainless steel appliances, and stylish finishes that echo the homes vintage soul. French doors open from the kitchen inviting the outside in. Both bathrooms have been tastefully updated with clean, coastal design and high-quality fixtures.Step outside into your own private tropical sanctuary. The fully fenced backyard features lush landscaping, a spacious sun TREK deck, and a sparkling heated saltwater pool with a tranquil water feature. Entertain in style with a built-in outdoor kitchen and unwind under the palms with an outdoor shower -- perfect after a dip in the pool or a day at the beach. A separate pool house offers additional flexible space for guests, a home office, art studio, or personal retreat.Additional features include off-street parking, a den/study, and plenty of room for lounging, dining, or simply enjoying the laid-back Key West lifestyle.Centrally located in a quiet, established neighborhood, this home is just minutes from Old Town, beaches, local shops and restaurants. A rare and move-in ready slice of Key West living is waiting for you at 1911 Fogarty Avenue -- dont miss it!

Modern Elegance in the Heart of Old Town Key West - Fully Furnished & Move-In ReadyWelcome to 317 Virginia Street, a stunning two-story residence built in 2021, perfectly situated in the heart of Old Town Key West. Just a few blocks from iconic Duval Street and the Southernmost Point, this home offers the ultimate blend of luxury, comfort, and island living.Elevated above flood level and thoughtfully designed, this 3-bedroom, 3.5-bathroom home boasts 1,324 sq ft of exceptional craftsmanship. From the moment you arrive, youll appreciate the 2-car driveway, EV charging station, and low-maintenance landscaping that ensures privacy and curb appeal.Step inside to discover a bright, open layout with impact-rated doors and windows, solid wood cabinetry, quartz countertops, and professional-grade Viking appliances in a chefs dream kitchen. Each bedroom is spacious and filled with natural light, while the bathrooms are elegantly appointed and strategically placed for convenience--including a half bath with outdoor access, perfect for poolside guests.Enjoy the best of outdoor living with covered front and rear patios, a concrete pool, and composite decking built to withstand the elements. Each floor features its own AC unit, tankless water heater, and washer/dryer, offering maximum comfort and efficiency.This home is being sold fully furnished, making it truly turnkey. Whether youre looking for a full-time residence, vacation home, or investment property, 317 Virginia Street is a rare find in one of Key Wests most desirable neighborhoods.Dont miss your chance to own a piece of paradise--schedule your private showing today!

Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that are ripe for restoration or redevelopment. The true value lies in the combined potential of these properties--create a sprawling family estate, build a modern multi-home compound, or explore other construction options to maximize value.With their combined potential and prime location, these homes are a once-in-a-lifetime opportunity for developers, investors, or those looking to build their dream family retreat. Dont miss out--bring your imagination and start planning the possibilities today!Contact me to schedule a showing and envision the future of this incredible property package!

NEW LISTING! Fantastic Key West location in the heart of Old Town Key West. Close to famous Duval Street, Historic Seaport, fine dining, galleries and more. Spacious two story home with 2,080 sq ft of living space. Three bedrooms and three full baths. Fenced yard. Patio Space. French Doors. Lanai area.

Bonefish Townhomes -- Your Waterfront Escape Awaits!Welcome to the best of Florida Keys living at Bonefish Townhomes -- where luxury meets laid-back coastal vibes. This beautifully appointed 2-bedroom, 2.5-bath end unit townhome offers stunning open water views of the channel and delivers the lifestyle youve been dreaming of. Being an end unit provides added privacy, along with extra windows that fill the home with even more natural light and beautiful views.Step out your back door to two deeded boat slips just a steps away, tucked right behind your private enclosed carport -- perfect for easy ocean access and quick trips to the Gulf through nearby Vaca Cut. The carport offers covered parking and can easily be converted into an incredible outdoor entertaining space. A spiral staircase from your private balcony leads you directly to your dock for effortless boating adventures.Inside, the split floor plan offers privacy for you and your guests, while the spacious living areas are flooded with natural light, creating an inviting and relaxing atmosphere.This unit also comes complete with a solid rental history -- move in and start generating income immediately while enjoying your investment.Bonefish Townhomes offers resort-style amenities: a heated and chilled pool, tennis/pickleball courts, a large tiki lounge area, scenic bike and walking paths, and its all within walking distance to beautiful Coco Plum Beach. The community is also pet-friendly (with restrictions), adding even more flexibility.Whether youre searching for a full-time home, seasonal getaway, or a vacation rental investment (with 7-day minimum rentals allowed), this property offers endless opportunities to enjoy the Keys lifestyle.Dont just dream it -- live it! Schedule your private tour today and experience waterfront living at Bonefish Townhomes.

OH THOSE BREATHTAKING WATER VIEWS FROM EVERYWHERE! LUXURY LIVING OR VACATION RENTAL BUSINESS OPPORTUNITY NOW AVAILABLE! THIS GORGEOUS FULLY FURNISHED 3 BEDROOM 3 BATH WATERFRONT HOME IS TURN KEY AND READY TO HOST EITHER A NEW OWNER OR AS A SUCCESSFUL, LICENSED, VACATION RENTAL BUSINESS! IMPACT WINDOWS/DOORS, METAL ROOF,WATERFRONT VIEWS WELCOME YOU FROM ALMOST EVERY ROOM OF THIS PARADISE BY THE SEA! NOTHING AVAILABLE LIKE THIS BEAUTY WHICH SITS ON A DEEP AND WIDE CANAL. SPRAWLING 174 FT DOCK OFFERS DIRECT OCEAN AND BAY ACCESS. DOCK ALSO OFFERS ELECTRIC AND WATER AND CAN EASILY HOST SEVERAL BOATS ALL AT ONCE OR LARGE YACHT! SEMI PRIVATE BOAT RAMP OWNED BY ONLY YOU AND ONE NEIGHBOR. INSIDE YOU ARE GREETED BY A GRAND OPEN CONCEPT LIVING SPACE. FEATURING CONTINUOUS FLOORING, A WELL APPOINTED GREAT ROOM WITH FIRE PLACE, FLAT SCREEN TV AND PLENTY OF COMFORTABLE SEATING. CHEFS KITCHEN OFFERS STAINLESS APPLIANCES, WINE COOLER, AND SEATING FOR 12.. EACH BEDROOM HAS ITS OWN EN SUITE (PRIVATE FULL BATHROOM) AND PLENTY OF STORAGE. THE 2 MAIN BEDROOMS OFFER KING SIZE BEDS AND 3RD BEDROOM OFFERS QUEEN OVER QUEEN BUNK BED WITH ONE FULL TRUNDLE. THIS IMPRESSIVE PROPERTY HAS ROOM FOR A POOL, AND HAS PARKING FOR BOATS, RVS, AND NO HOA! DOWNSTAIRS OFFERS A 1 CAR GARAGE. STORAGE ROOM ON FIRST FLOOR IS ALMOST AS LARGE AS THE UPSTAIRS LIVING SPACE. WHETHER ITS ENJOYING A SUNSET CRUISE, KAYAKING, EXPLORING SOMBRERO BEACH, FLYING LESSONS AT MARATHON AIRPORT, SWIMMING WITH THE DOLPHINS, SCUBA DIVING, WORLD CLASS DEEP SEA FISHING, OR COUNTLESS OTHER AVAILABLE ACTIVITIES,THIS PROPERTY AND MARATHON HAS IT ALL! DONT MISS THIS OPPORTUNITY TO LIVE AND INVEST WHERE OTHERS VACATION!

This stunning, one-of-a-kind home, completed in 2019, offers unparalleled craftsmanship and attention to detail. From the moment you step inside, youll be captivated by the luxurious features and custom finishes throughout. The rich, solid Caribbean Heart Pine floors add warmth and elegance, while the striking 20-foot pickled pine ceilings create an open, airy atmosphere. The custom-built kitchen cabinets are designed with both style and functionality in mind, perfect for any chef.Built with the highest standards, this home was constructed by the original contractor to meet all current building codes. With a foam-insulated roof and impact-resistant glass and doors, the property is designed for both comfort and durability. Situated above base flood elevation, you can feel confident in its resilience and safety.Featuring two spacious bathrooms and an additional half bath, the home offers ample space and convenience for everyday living. Whether youre relaxing in the beautifully designed interiors or enjoying the meticulously planned exterior, this property is truly in a league of its own.Additional adjoining commercial property may be available for acquisition at a separate negotiated price.

Discover the epitome of Keys living in this stunning 2022-constructed stilt home on Ramrod Key. Positioned along a pristine canal with direct ocean access, this thoughtfully designed 4-bedroom, 3-bath residence seamlessly blends coastal charm with contemporary luxury.The first floor welcomes you with a spacious deck and two sets of French doors under a covered porch. The perfect setting for entertaining while enjoying the salt pond views. The open floor plan features a large kitchen with quartz countertops, abundant cabinet storage, walk-in pantry and a separate laundry room. The first floor also includes a guest bedroom and a full bath. The second floor offers an expansive primary suite with two sets of French doors that open to a roomy covered porch with breathtaking views of the salt ponds. The primary suite provides room for a seating area and has ample closet space. The primary bath has dual vanities, a shower and separate water closet. Just down the hall is a full bath and two additional guest rooms, one of which is a perfect home office. Located on a quiet street this property offers a peaceful haven while still being conveniently located. Plenty of covered parking and 299 sq. ft. permitted storage for all your water toys, plus theres room for a pool. Impact resistant windows and doors, a metal roof and hardi board siding help keep insurance rates low on this property making it very desirable.

Stunning and impeccably maintained, this 3 bed, 2 bath Conch home in the highly sought-after Meadows neighborhood seamlessly blends historic charm with modern luxury. The custom-designed kitchen is a chefs dream, featuring new quartz countertops, sleek backsplash, remodeled cabinetry, and stainless steel appliances. Rich Brazilian hardwood floors run throughout, and a powerful 17.5kW Generac generator ensures uninterrupted comfort. Inside, soaring ceilings and an open-concept living space are bathed in natural light from expansive windows. At the rear of the home, youll find a versatile bonus space perfect for a home office, reading nook, or creative studio. Sold fully furnished with all-new pieces from Royal Furniture, this home offers a true turnkey experience.Step outside onto the durable Trex deck, surrounded by lush, professionally landscaped gardens--your own private tropical retreat. Or relax on the welcoming front porch and soak in the charm of Key West living. The fully fenced yard offers added privacy and peace of mind.Dont miss your chance to own a slice of paradise--call today to schedule your private showing!

Experience the ultimate Florida Keys lifestyle in this beautifully maintained waterfront home situated in Key Largo, offering sunset views over the Florida Bay. This solid concrete home features a metal roof, impact windows and doors, and a spacious open-concept living area with 3 bedrooms and 2 bathrooms, this home is designed for comfort and coastal elegance.Step outside to a low maintenance yard and enjoy 45 of deep-water concrete dockage, complete with a 10,000lb boat lift. Additional features include a spacious storage/workshop, covered parking, newer Rudd central a/c, premium tinting on all the windows and a fully fenced yard.Enjoy direct Florida Bay access with nearby Atlantic Ocean access for world-class offshore fishing. As part of the HOA, youll have access to two private boat ramp parks--one featuring a sandy beach and swimming area. Whether youre fishing, boating, or dining at nearby waterfront restaurants, this home is a perfect island retreat.This is an opportunity to embrace the Florida Keys lifestyle--boating, fishing, and sunsets right from your backyard!

Second Floor Harbour Place Condo located in the historic Navy Administrative Building. Features high ceilings and tile floors throughout. One level living with 2 bedrooms and 2.5 Baths. Large primary bedroom ensuite with walk-in closet. The guest bedroom has French doors that open to the balcony with guest bathroom in the hall. Has one covered parking space, # 84. Includes the special Truman Annex transient rental license.

Waterfront Dream Home with 60 Dock & Direct Bay Access on Wide Canal!Welcome to your ultimate fishing retreat in the Florida Keys! This beautifully updated 3-bedroom, 2-bath Keys-style home is a true catch--offering 60 feet of concrete dockage with a boat lift and instant access to the bay. No long idle zones here--just load your gear, drop your lines, and be casting in world-class fishing waters within minutes.Inside, youll find a freshly renovated interior that perfectly balances modern comfort with island charm. The open-concept kitchen is brand new, with stylish finishes and functionality for entertaining after a day on the water. Updated baths, new flooring, fresh paint, and beautiful tongue-and-groove ceilings add warmth and personality throughout.The entire third floor is dedicated to a private owners suite featuring a spacious waterfront terrace--ideal for sunset cocktails or planning your next offshore trip. Theres also room to add a pool, so you can cool off while cleaning your catch or hosting weekend fish fries. A gated entrance, covered storage for all your gear, and quick mainland access (just 30 minutes!) round out the perks.A Sheffield-style home built with steel beams offers exceptional strength, durability, and structural integrity--far beyond what traditional wood framing provides.Whether youre a hardcore angler or simply love the salt life, this property delivers the full Keys experience.

A true Old Town treasure tucked away in one of the most coveted corners of Key Wests Historic District, this charming 2-bedroom, 2-bath cottage offers everything on your wishlist: a prime location, timeless character, a private heated pool surrounded by lush tropical landscaping, gated off-street parking, and rare dual access from both Carsten Lane and Carey Lane for ultimate convenience and flexibility.This historic structure features original Dade County pine walls and floors, cathedral ceilings, skylights that bathe the home in natural light, and a vintage clawfoot tub. Nearly every room opens to vibrant gardens, creating a seamless indoor-outdoor connection that reflects the relaxed island ambience and lifestyle of Key West.Upstairs, a 250 sq. ft. open-air sunroom feels like a private treetop sanctuary. Nestled among swaying palms and fruit trees, it overlooks the sparkling concrete pool below and offers a breezy retreat perfect for morning coffee or evening cocktails. The mature canopy provides natural shade and privacy, keeping the space cool and tranquil--even on the warmest days.Thoughtfully designed to blend comfort with historic coastal charm, this sun-filled oasis is just steps from the Historic Seaport, world-class dining, and beloved neighborhood shops and cafes. Whether youre searching for a full-time residence, a romantic escape, or a smart investment, this gem is the essence of Key West Island life.