Florida Keys LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Step back in time with this enchanting Key West cottage, built in 1899 and lovingly preserved through the years. This 2-bedroom, 2-bathroom home offers the perfect blend of historic charm and modern comfort. Both bedrooms are en-suite, with one conveniently located on the main level and the master suite spanning the entire second floor.The homes rich history is evident in the abundance of Dade County Pine, a hallmark of classic Key West architecture. Having only had five owners in its lifetime, this property has been carefully maintained and was honored with the prestigious Ceramic Star for restoration and preservation in 1996. Its also proudly listed on the National Register of Historic Places.The outdoor spaces are nothing short of magical. The lanai, overlooking a heated saltwater pool, is the centerpiece of relaxation and entertaining. Enjoy the soothing sounds of the pools water feature, surrounded by backlit palm trees and lush orchids and bromeliads; all kept vibrant with a drip irrigation system. A covered grill area and hammock invite you to savor lazy afternoons or festive gatherings.For additional versatility, the carport doubles as a cozy spot for lounging or entertaining. Inside, modern conveniences abound, including a new full-sized washer and dryer. Offered fully furnished, this home is truly move-in ready.Located in a highly walkable neighborhood, youll enjoy easy access to the best of Key Wests shops, restaurants, and attractions. Dont miss the chance to own a piece of Key West history with this unique and charming cottage. Schedule your private showing today and discover the magic for yourself!

This beautiful home on Grassy Key boasts soaring cathedral ceilings and stunning azure water views, complete with a private sandy beach, pool, and jacuzzi. What more could you desire? The interior features tile floors throughout, a kitchen with granite countertops, and a spacious open floor plan. With 4 bedrooms and 2.5 baths, this private oasis is just a short walk from three restaurants, a full-service marina, and the Dolphin Research Center.Its an excellent vacation rental, currently in high demand, so Saturday showings during turnover are the best opportunity to view this incredible home at a great price.Whether youre looking for a lucrative rental investment or a primary residence with ocean views, this property is an outstanding choice!

This bright and welcoming 4-bedroom, 2-bath ranch-style home sits on a generous 7,040 sq ft lot in a sought-after neighborhood near Casa Marina. Sunlight pours through oversized windows, filling the home with natural light and creating a warm, inviting atmosphere. The open layout includes a spacious family room, dining room, and tile floors throughout. **Currently divided into a 3BD/1BA main residence and a 1BD/1BA accessory unit, the home offers flexibility: keep the setup for potential rental income or easily restore it to a single-family layout with a simple wall removal. **Outside, a charming white picket fence surrounds lush landscaping, with ample outdoor space perfect for entertaining or relaxing. Theres plenty of room to add a pool, making this home even more appealing for family and friends. Unique, versatile, and filled with character, this property is easy to love.

This bright and welcoming 4-bedroom, 2-bath ranch-style home sits on a generous 7,040 sq ft lot in a sought-after neighborhood near Casa Marina. Sunlight pours through oversized windows, filling the home with natural light and creating a warm, inviting atmosphere. The open layout includes a spacious family room, dining room, and tile floors throughout. **Currently divided into a main residence and an accessory unit, the home offers flexibility: keep the setup for potential rental income or easily restore it to a single-family layout with a simple wall removal. **Outside, a charming white picket fence surrounds lush landscaping, with ample outdoor space perfect for entertaining or relaxing. Theres plenty of room to add a pool, making this home even more appealing for family and friends. Unique, versatile, and filled with character, this property is easy to love.

Welcome to Your Dream Waterfront Retreat!Discover this charming 4-bedroom, 3-bathroom single-family home, perfectly situated on a canal front in one of Marathons most desirable neighborhoods. This spacious 1,744 sq. ft. residence features a thoughtful layout designed for both family living and vacation rental potential. Currently used as an vacation rental. Enjoy the serene canal views from your patio, and take advantage of 60 feet of dockage, making it easy to access the open waters of the Middle Keys. The home boasts all impact-resistant windows, ensuring safety and peace of mind. With a ground-level design, this property is ideal for easy living.Inside, youll find built-in cabinets and ample storage, complemented by a well-equipped kitchen featuring essential appliances like a dishwasher, microwave, range, refrigerator, and washer/dryer. The tile flooring throughout adds a touch of elegance while being easy to maintain.Located just behind the airport, this home offers convenient access to local amenities, a new bike path, and a community boat ramp, enhancing your lifestyle in the Keys. Pets are welcome, making this a perfect family residence or vacation rental opportunity.Schedule your personal/virtual walk-through today to experience the spacious floor plan and updates that make this home a true treasure. Your next adventure in the Middle Keys awaits!

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

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

NEW LISTING! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the late 1800s. This is a classic Conch home with light filled rooms, Dade County Pine, and hard wood flooring is classic Key West architecture. The main level with spacious foyer opens to the living room and separate kitchen with table space. There is main level bedroom and full bath. The second floor boasts an expansive home office, art studio, possible 3rd bedroom, or lounge space along with primary bedroom and full bath. There is ample storage space with custom built-in closets throughout the upper floor. Low maintenance yard with tropical landscape, deck area is perfect for dining el fresco or relaxing in paradise. The shed has a full size washer & dryer along with room for tools. Absolutely charming home that has been owner-occupied and never used as a rental. This lovely gem of a home hidden in Old Town near fine dining, shopping and just blocks to famous Duval Street. Dade county pine, ductless central AC, tall ceilings, and a classic front porch & yard with picket fence all make this home the perfect island residence. Desirable X Flood Zone and low assumable flood insurance $809/yr! (Tax record shows year built 1933, home is shown on older Sanborn maps Circa 1899)

Welcome to your dream retreat, nestled in one of Key Wests most sought-after neighborhoods. This meticulous 4-bedroom, 2-bath residence guarantees luxury and comfort. The property features a spacious open floor plan with lots of natural light through the plantation shutters in the living room and bedrooms, designed to maximize both elegance and functionality. A large laundry room with built in cabinetry adds additional space and convenience. This residence is an easy lock and go home with impact windows and doors, metal roof and concrete block construction. Enjoy the convenience of covered off-street parking with electric gate, and envision creating your own private oasis with ample space for a stunning pool with mature landscaping already in place. The home is equipped with a whole house propane generator, ensuring uninterrupted comfort and peace of mind.Embrace the luxury of a residence where every detail is thoughtfully considered, providing you with an unparalleled Key West living experience.

MODERN WATERFRONT HIDEAWAY - MOVE IN READY! With meticulous 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.

Location, location, location! Directly in the heart of Key Wests vibrant Historic District, 718 Chapman Lane is the island escape youve been dreaming of! Perfectly placed among the islands best restaurants, shopping, beaches, and amenities this charming 4-bedroom, 3-bathroom Conch Cottage was built prior to 1899 and is now available for the first time ever in over 50 years. The home boasts a classic covered front porch, 2 separate structures -- the 3bd/2ba main home and a 1bd/1ba guest house, and a large hot tub. Currently used as a vacation rental, the property is offered completely turnkey and has over $24k in completed bookings year to date with an additional $15k in reservations that convey with sale. Located in the highly desirable X-500 flood zone the property is just a leisurely stroll to Blue Heaven restaurant, World-famous Duval Street, and Truman Waterfront Park. Very easy to show. Call to schedule your private showing today!

Charming Sombrero Beach home, less than 1/2 mile from its shore, boasts a 100-ft. concrete seawall with boat slip and an additional 40-ft. T-dock with lift, positioned on a 100+ ft. wide canal providing quick access to Sisters Creek for seamless ocean and Boot Key Harbor excursions. Centered on a sprawling, grassy lot surrounded by lush vegetation, its private, fenced yard is ideal for pets, kids, or a future pool. Ample space for an RV and boat trailer, with a concrete driveway leading to a 2-car garage, a spacious laundry/storage room, and an interior stairwell to the elevated main level. The light-filled, open living areas flow to a covered porch offering soothing views of the water and tropical greenery. Upstairs, the master suite includes a private balcony and en-suite bath, with two additional bedrooms and a guest bath. With this prime location, the potential is limitless to create an idyllic beach and boating island oasis!

Welcome to your own outdoor living paradise at this single-family home in the heart of Key West! This CBS construction gem offers over 1,200 square feet of living space upstairs, featuring an open concept living/ kitchen with beautiful butcher block countertops, stainless steel appliances, and rustic concrete floors. The large primary bedroom boasts an ensuite bathroom for ultimate comfort and privacy.The property includes a 812sqft CBS two-car garage with a convenient side entrance, ensuring easy access and ample parking. Enjoy the Florida sunshine in your extra large 21x16 pool, complete with a tranquil waterfall. The 5,000 square foot lot is entirely enclosed by a concrete privacy fence, boasting a secluded oasis. A spiral staircase by the pool leads directly to the primary suite and walk around balcony. Then travel to the widows walk on the roof to soak in the sun!The 10x8 concrete utility building by the pool houses an outdoor kitchen and bar space, perfect for entertaining and enjoying a game by the pool. The approximately 500 square feet of extra enclosed downstairs space includes a finished pool bath with shower plus a separate finished area with a full bathroom, ideal for use as a guest suite or extra living space, with its own private side entrance.Located just blocks from all the attractions Key West has to offer, this home provides the perfect blend of vibrant island living and a warm, hometown neighborhood feel. Dont miss your chance to own this exceptional Key West property!

KEY WEST DUPLEX! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

Ocean View Completely Remodeled Townhouse in Beautiful Islamorada!This beautifully updated town home offers 2 bedrooms, 2 bathrooms and a powder room including an ocean view Master Suite, with private porch and roof top deck, an amazing kitchen, with sunroom dining, open living space with ocean views and a screened porch. Located in Private Port of Call allowing weekly rentals with only 10 units featuring an ocean front pool, boat slip, sandy beach, carport, storage, laundry room in the unit with a pantry. This is a great investment opportunity with excellent rental income. Call for an appointment today!

This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

Motivated Sellers!! Your Sugarloaf Key Sanctuary!! Brand new tile flooring 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!Just minutes to nearby shops, restaurants, and schools, this exceptional property wont last long. Schedule a tour today!

Welcome to bayfront living at its finest! Nestled in a tranquil coastal community of the Upper Keys, this solid concrete home offers unparalleled views and serenity that will captivate you,Step onto the concrete roof or relax in the screened-in porch, and youll immediately understand why this home is truly special with bay views for days. The expansive view of the wide canal creates a sense of space and tranquility, providing the perfect backdrop for relaxation and enjoyment. The 50 concrete dock comes with a 15,000 # boat lift, strategically positioned maximizing space for your boat as well as additional water toys, or friends and family to conveniently use. Upstairs, youll find two bedrooms and one bath, thoughtfully designed to maximize comfort and functionality. The primary bedroom is a haven of relaxation, offering stunning canal views and pocket doors that invite the gentle bay breeze to flow effortlessly through the home.One of the highlights of this home is its versatile layout. With a legal 1 bed, 1 bath unit downstairs featuring a convenient kitchenette, this space offers endless possibilities. Whether youre hosting guests or craving a private retreat, this separate unit provides flexibility.As you unwind in the comfort of your living space or soaking in the beauty of the outdoors, every corner of this home is designed to enhance your lifestyle and elevate your experience here in the Florida Keys. Located near the heart of Key Largo and just 30 minutes from the mainland this location is truly the most convenient.

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!

Welcome to your waterfront paradise in Cudjoe Gardens! This exceptional 2-bedroom, 2-bathroom home boasts a stunning outdoor oasis and stylish interior, perfect for relaxation and entertaining. Step outside to a beautiful paver pool deck surrounding a sparkling pool, ideal for sunbathing and gatherings. Enjoy the convenience of a fillet station for your catch of the day, and take advantage of the protected boat basin, equipped with a 30K boat lift and davits, offering direct, no-bridge access to the open Atlantic Ocean. The outdoor space invites you to embrace the coastal lifestyle, whether launching your boat or simply relaxing by the water. Inside, a spacious open-concept living area greets you with abundant natural light. The adjacent sunroom provides a cozy spot to unwind and enjoy views of the lush outdoors. The kitchen is a chefs delight, equipped with stainless steel appliances, sleek white cabinetry, and ample granite countertops for effortless meal prep. The primary bedroom features a spacious walk-in closet and an en suite bathroom with dual vanities. The guest bedroom features abundant closet space, complemented by a thoughtfully designed guest bathroom. Comfort and functionality merge seamlessly, making this home perfect for everyday living. Beautiful landscaping enhances the property, featuring a fenced-in driveway that offers privacy and security. A one-car garage provides additional storage, while off-street parking accommodates guests. Experience the ultimate Keys lifestyle in Cudjoe Gardens, enjoying peaceful island living just minutes from dining, shopping, and recreational activities. Dont miss the opportunity to call this Cudjoe Gardens retreat home!