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

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!

Truly a beauty of a property and is the embodiment of indoor and outdoor living. Centrally located in Key West, you have everything you need within a short distance away. Located in a lovely residential neighborhood and on a corner lot. Being surrounded by a concrete privacy wall and landscaping gives you seclusion while you are embracing the outdoors. The gorgeous pool and outdoor bar offers an exceptional environment for entertainment or low key relaxation. The surface of the pool area is marble and bar countertop is finished with quartz. Onsite is a storage shed for your yard equipment or tools. Interior of home is open concept and spacious. Shows extremely well and has LVP flooring and recessed lighting throughout the house. Everything from the kitchen, bathrooms, and bedrooms are updated with high end fixtures and finishes. Kitchen is equipped with a gas range, stunning quartz counter tops , and newer stainless steel appliances. Sufficient countertop and cabinet space for cooking appliances and flatware. Off kitchen area is a storage closet where a full size washer and dryer is housed, plus additional shelving. Multiple closets throughout home for storage. Guest bedrooms are a good size with ample space. The primary bedroom offers a sizable walk-in closet and private entrance. All you have to do is bring your clothes with this move-in ready home. Plenty of space for parking off street. Call today to make this your Keys Retreat!

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)

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.

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.

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!

Walking into this stunning three bedroom and two bathroom, completely remodeled home and youll say I am home. An entertainers dream come true. Upgraded kitchen will greet you at your front door where any top chef can work their magic in. The kitchen is connected to a very comfortable living room to watch any game or favorite show in, lock the world away and just enjoy. Two very good sized guest rooms with a remodeled guest bathroom, that any friends or family would love to stay in. The Primary/Master Bedroom is saved for the Kings and Queens of this domain, large room with a total spa atmosphere completely redone primary/master bathroom, wash all your troubles away and forget about the day in this part of the house. Step outside to a brand new pool thats big enough to enjoy but a perfect size for you to just chill. Large backyard with engineered wood decking for all your entertaining needs. A wonderful Key West neighborhood that is still very close to everything, but just an arms reach out of the hustle and bustle of the island to make this home a perfect place to just call it home. Owner is a licensed real estate agent in Florida, and listing agent.

Imagine owning a home where history whispers through the walls and legendary figures once found inspiration. 804 Ashe street is a lovingly preserved Conch Cottage, located on one of the most sought-after streets in the vibrant Historic District. Built prior to 1912, this home has hosted notable literary icons like Tennessee Williams, Leonard Bernstein, Tom McGuane, and John Hersey, adding a layer of cultural allure to its storied past. The cottage blends historic character with modern convenience, showcasing rich Dade County Pine details, 14-foot cathedral ceilings in the living spaces, and a wall of French doors that invite you to a mature tropical garden. A highlight is the stunning salvaged window from St. Marys Convent--one of Floridas oldest Catholic parishes--gracing the indoor-outdoor connection and filling the space with timeless beauty.Situated in the X-flood zone, this home offers peace of mind along with practicality, including an off-street carport. Explore Key West like a local: this ideal location puts you within walking or biking distance to iconic restaurants, beaches, and the islands best attractions.

This light-filled and airy home is priced at appraisal price, and is being offered furnished, excluding some artwork and personal items. With 2 bedrooms and 2 baths, 1,242 sq ft of indoor living space (per appraisal), it boasts a vaulted ceiling in the living and kitchen area, the kitchen as the heart of the home. With a view of the pool from the kitchen, entertain your family and friends in a wide open space. The master bedroom, en suite, has a view of the rear garden with French doors opening onto the cozy and covered back porch sitting area. Situated on a corner lot of 4,842 sq ft, theres bricked off-street parking leading into a garage with electrical and plumbing. Appraisal and Floor Plan are found in the Documents.

Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts, however easily returned to a single family residence. The current configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease information available upon request. Competitively priced for $1,490,000.

Exquisite Conch Home in The Meadows - 1413 Olivia Street, Key WestImmerse yourself in the quintessential charm of island living at 1413 Olivia Street, located in the highly desirable Meadows neighborhood of Old Town Key West. This elegant 3-bedroom, 2-bathroom Conch home seamlessly blends historic appeal with modern conveniences, offering a perfect sanctuary in the heart of paradise.Step onto the inviting front porch, where you can savor the sights and sounds of Key West life, or retreat to the secluded back deck, enveloped by lush, professionally landscaped gardens. The fully fenced yard ensures privacy and security, creating your own tropical oasis.Inside, the open-concept living area is flooded with natural light from ample windows, highlighting the rich Brazilian hardwood floors. The custom-designed kitchen is a chefs dream, featuring granite countertops, stainless steel appliances, custom cabinetry, and a reverse osmosis water system. Thoughtfully constructed with durability and efficiency in mind, the home boasts a durable metal roof, a 17.5kW Generac generator for uninterrupted comfort during power outages, an impact-rated rear glass door, and StormSmart window covers, providing added security, storm protection, and potential insurance discounts.Located on a serene, one-way street with ample parking, this property is just minutes from Key Wests most iconic attractions, including the Seaport, Duval Street, and beautiful beaches. Sold furnished for a turnkey move-in experience, this home is ready to welcome you to paradise.The owner, is a licensed Florida real estate agent, Dont miss your chance to own this remarkable piece of Key West living. Schedule your private showing today and embrace the ultimate island lifestyle!

Indulge in island living at The Rose Resort at 1501 Rose Street! Located on an expansive corner lot in the Midtown West neighborhood of Key West, this two bedroom and two bathroom home with a stunning pool, is now available to you!A pergola-inspired entryway welcomes you to the neighborhood landmark home, and upon stepping inside youre greeted by a bright and airy foyer with vaulted ceilings and tons of natural light. The spacious and inviting living room runs nearly the full length of the home and offers new tiled floors. A designated formal dining area is adjacent to the recently updated kitchen, which also has a window-side bistro table, perfect for breakfast or lunch. The vaulted-ceiling kitchen is filled with natural light thanks in part to two large stained-glass windows etched with colorful tropical flowers. It also has solid wood cabinets, pristine white quartz countertops with geode-inspired tile backsplash, in addition to high end stainless steel appliances. We only cook with gas at this stove, gas range is rare in Key West, but not in this kitchen. French doors give access directly from here to the backyard. The oversized primary bedroom with ensuite bath comes complete with a built-in office nook, and French doors that lead directly to the private backyard. Perfect guest bedroom with a guest bathroom across the hall from the guest bedroom, makes this home just perfect. This home comes with two driveways (one on Rose St. and another on Leon St.) with a service entrance giving access directly to the backyard lanai. The private backyard offers a heated pool, covered lanai, and additional storage. This home has a ton of storage space, again very rare for a Key West home. Completely private backyard, total privacy for you and your friends to feel very comfortable in this resort style backyard. Take a walk to the beach or jump on your bike and explore all that Key West has to offer.Call today for your private showing!

Tropical Waterfront Key West Pool Home an Oasis in Newtown.Welcome to your slice of paradise on the island of Key West! Nestled in the desirable Newtown neighborhood, this tropical retreat offers an open-concept design that seamlessly blends indoor and outdoor living. The expansive floor plan features a spacious living room, dining area, and a modern kitchen with a wet bar--perfect for entertaining or unwinding after a day in the sun.Natural light floods every corner of this home, with French doors leading to a stunning pool area.. Step outside and immerse yourself in your private oasis, surrounded by lush tropical foliage, and meandering pathways.The property also boasts a floating dock on the Sunrise Canal, ideal for launching your kayak or paddleboard and exploring the tranquil waters. A private front courtyard with a charming fountain adds to the propertys allure, creating a peaceful space for relaxation. Additional features include a roofed carport with enclosed storage, ensuring ample space for all your essentials. This unique home is ready for your personal touch and light renovations to make it your ultimate Key West haven.Dont miss this opportunity to own a tropical escape in one of Key Wests most sought-after neighborhoods. Live the island dream today!

Rare opportunity to own a versatile property in the heart of Key Wests vibrant Truman Waterfront. This property has been home to several Grocery Stores making it the perfect investment for those who seek flexibility and multi-purpose functionality. Loaded with potential, this property sits on a large 94.6 X 43 foot lot approximately 4069 square feet. Located on the corner of Truman Avenue and Emma Street with a 1200sf building being sold ASIS. Many possibilities with the NEW Truman Waterfront Park, Amphitheater, Fort Zachary Taylor beach park all nearby. Future use based on city approval.

This expansive 5-bedroom, 3-bathroom home is situated on a giant lot and offers a host of premium features, including a huge pool, outdoor kitchen, detached studio/office, and a mother-in-law lockout suite. With a neutral palette that exudes elegance and serenity, this home combines aesthetic charm with durable construction. Built to last, this home is protected with impact windows and doors, a sturdy metal roof, and solid concrete block construction, offering you peace of mind.The main house consists of 3 bedroom and 2 baths. Directly off the kitchen, youll find the perfect space for entertaining or relaxation--- a covered lanai with an outdoor kitchen that overlooks a luxurious sizable pool. A convenient pool shower is nearby, and a mudroom is thoughtfully positioned just off the pool, making post-swim clean-up a breeze. The mother-in-law lockout suite which includes 2 bedrooms and 1 bath offers privacy for your guests or can serve as a fantastic rental income opportunity. In addition to the mother-in-law suite is a detached studio ideal for a home office, art studio, or yoga room.The fully fenced yard is lined with lush tropical fruit trees, adding to the island charm. With off-street parking, a large garage, and ample storage space, this home is equipped to store all your toys, tools and more. Centrally located, this home provides the perfect balance--insulated from the island commotion, yet just minutes from shopping, schools, beaches, and a short bike ride to Old Town Key West. Additionally, its situated next to one of the islands rare nature preserves, giving you direct access to peaceful trails and beautiful natural surroundings. Dont miss out on this extraordinary opportunity piece of paradise which has it all.

This expansive Mid-Century Modern home is very impressive and well maintained. The home is 2388sf on a corner lot of just under 9000sf in one of the most desirable areas of Key West. There is a large dining room area adjoining the living room/sun room plus a spacious family room. The living room has a wall of glass with windows opening to allow air to flow from the outside, giving natural ventilation. Two skylights provide additional natural light. The home has an L shape design. There are a total of three bedrooms and two bathrooms split between both sides of the longer portion of the L shape. Two bedrooms have full baths and lots of walk-in closet space. The home could easily be reconfigured to have a fourth bedroom. The smaller end of the L is the family room and kitchen. The kitchen overlooks the family room and has a pantry area and washer/dryer. The family room has a fantastic view of the pool and landscaping through the large glass impact doors. The home benefits from mini-split ACs (which also provide heat) plus wall ACs, allowing for individual temperature control of each area. A stylish mix of tile and recently installed very attractive wood effect LVT are found throughout the home. There is a security system as well as new impact windows with additional shutters for added peace of mind and reduced insurance costs. The immense backyard is a wonderful place to relax. There is a spectacular large pool which can be heated or cooled, surrounded by a wide decorative concrete deck for sunning, punctuated by towering palms and tropical foliage including mango, key lime and lemon trees. The sound of the waterfall and fountain add to the serenity. There is also a shady gazebo overlooking the pool to rest or entertain in out of the sun. The yard also benefits from automatic gates opening to an off-street car parking area complete with car canopy. There are ample external storage areas as well as a shed.

Income producing opportunity close to Duval Street, Truman Waterfront Park, Hemingway Home and the Southernmost Point! If you are looking for a single family home or multi-family that is like no other, youve found it in this charming and eclectic, restored, Conch home. The restoration brought out the best blend of history, island flavor, comfort and useful design. Move right in. Everything is up to current code with new impact-rated windows and doors, new metal roof, and re-built foundations. The 2 bedroom, 2 bath main house with extra rooms has new, wood flooring, closets in every bedroom, lofts for extra sleeping or storage and a large, eat-in kitchen with lots of cabinetry. The main house has a welcoming and covered front porch plus 2 more porches off either end of the kitchen. The detached 1 bedroom, 1 bath cottage in the rear of the property is also beautifully renovated and furnished and has 2 porches. It is a legal rental allowing minimum 28-day rental periods. The third building is an historic structure that was once a beloved neighborhood variety store. It has also been restored and includes a half bath and studio/creative space with a beautiful cedar ceiling. Theres an outdoor shower attached to this building.Drive right in to your off-street parking spot that will double as a patio for a party. Youll find rain barrels at the downspouts of the new gutter system. Theres a mature mango tree, an egg fruit tree, a papaya plant, a hog plum tree and several banana palms. An herb garden is located outside of the kitchen next to the barbecue patio. The landscaping evokes a beach feeling with rock and seashells, a hammock and of course tropical plants making it ideal for beautiful, garden gatherings.

Exceptional Key West Living on the same street and Neighborhood where legendary Tennesse Williams lived for 34 years! This phenomenally renovated 3-bedroom 3- bathroom residence seamlessly blends modern luxury with Island Charm. Located in Desirable Midtown, where youre just minutes away from the best dining, shopping, bar hoping, and entertainment that Key West has to offer! This impressively updated and turnkey Home has so many exceptional features to spoil you with. New Roofing, New Bathrooms with custom designed Vanities and LED mirrors, New Floors, New Impact Windows and floor to ceiling sliders, new on-demand tankless water heater, and a new extraordinary, immense, Chefs Gourmet Kitchen with High-end stainless appliances including Induction Range, Smart Drawer Microwave, Bespoke Refrigerator, quartz countertops, and an oversized waterfall Island featuring great storage and optional seating, and an extra thick luxury quartz countertop. Comfortable Split Bedroom Plan featuring a Private Primary Bedroom and Bathroom with a luxurious shower youll never want to step out of. The two Guest Bedrooms provide plenty of space, comfort, and privacy. Large, sumptuous En-Suite Bathroom in Guest Bedroom Number One. Extra-large 3-car carport provides and abundance of covered parking or the perfect spot for your Flats Boat. Outside, enjoy the tropical lifestyle with new professionally and tastefully planned Landscaping with irrigation, lighting, and fencing. Super Inviting new and sparkling Heated Pool and Spa showcased by a backyard, accented with stylish pavers, that is the ideal spot for Island Entertaining. This Turnkey Home is a rare find in Key West and is the perfect canvas to create your own Key West Oasis.

Great location in Old Town with restaurants, bars & shopping around the corner. Isle of Key West was composed in this home by Ellen Sanchez. X Flood Zone. New roof in 2022. New impact windows in 2020. 3/4 real wood floors, high-end appliances. Two bedrooms, plus 2 bonus rooms (could easily be 3rd and 4th bedrooms). 4-point insurance inspection passed. Can be enjoyed day of closing, ready for immediate occupancy. Comes with 2 SPCA community cats, Coucous and Babaganoush, as well as mango, avocado, and key lime trees. Look at the Comps on Chapman Ln. 709 is Priced to Sell!