Key West FL Real Estate & Homes for Sale

Old Town Key West lane living with off street parking and room for a pool. Tucked away at the end of Baptist Lane, this 3 bedroom CBS home has been lovingly maintained and is ready to make your own. This is one of the most coveted locations in Old Town, just two blocks to the Truman Waterfront and Fort Zachary Taylor Beach and 3 blocks to Duval St.

This charming 2-bedroom, 2.5-bathroom Old Town Key West home in the quiet ''Meadows'' neighborhood, originally built in 1933, has undergone a complete renovation in 2018, essentially becoming a brand-new residence with updated foundations, roof, windows, and central AC. The interior features hardwood floors throughout, with a kitchen boasting high-end cabinets, quartz countertops, and top-quality stainless steel appliances. Bathrooms maintain a historical vibe with tile floors and glass subway tile accents, while the master bath offers a luxurious glass-enclosed walk-in shower. The living room benefits from a cathedral ceiling, adding to the home's relaxing ambiance. French doors lead to a backyard oasis with a heated, salt-water pool and waterfall feature, extra storage and complemented by lush landscaping. Whether as a year-round or part-time residence or investment, this home offers both functionality and relaxation in the charming Meadows neighborhood. The home is available furnished, has off-street dedicated parking and also features an impressive vacation rental history that has been locally professionally managed since 2021.

Steps above the competition in quality and value for the money, this solar-powered home has everything you are looking for in the Key West mid-century modern marketplace. Large windows and multiple sliding glass doors create luxurious indoor outdoor living for which Key West is famous. A fully-equipped kitchen with large eat-in island is perfect for those quiet evenings alone as well as hosting a soiree for a hundred of your closest friends. The master bedroom sliders open to the large swimming pool with soothing waterfalls surrounded by well-maintained gardens. The guest wing features two bedrooms sharing a bath, with a sweet outside guest cottage and full bath. Adjacent to the master bedroom is a second entrance to the house, a half-bath and an office that could also be a bedroom if needed. The very popular neighborhood is an easy bike ride to downtown and close the Higgs Beach and the White Street pier. Be the first to see this stunning and unique Key West gem today.

Immaculate two bedroom two bath condo with additional sleeping loft space. Offered fully furnished, you can move right into this bright and airy unit with soaring ceilings and treetop-views from the living room and master bedroom private balconies. In the heart of Old Town, Southard Square is an award-winning condo development with stunning gardens, a club house with changing rooms/baths and one of the largest shared swimming pools in Key West. Five Brothers Coffee shop, a local and visitors' favorite is on the same block. World famous Duval Street is just a stroll or bike ride away. Come see for yourself what elegant, tropical condo living in downtown Key West is all about.

This rare eight-foot stilted 2BR/2BA home near the beach could be your very own piece of paradise. The fully fenced private back yard and a full-sized pool make this property seem like a private resort. You will also appreciate the off-street parking space, storage area under the house and whole house generator. It's a great location for nice walks down the block to Higgs Beach, White Street Pier and the Dog Park.

Two bedroom, 2.5 bath single family home located in Truman Annex. This updated and well-maintained home is a successful rental property with the special Truman Annex transient rental license. The first-floor features high ceilings with crown moldings and wood floors. The dining and living areas both open to outdoor patios through impact rated French doors. Upstairs is the primary bedroom ensuite with vaulted ceiling and updated bath, and guest bedroom with hall bath and laundry. The assigned parking space is adjacent to the home and the community pool is just a short walk.

Welcome to your slice of paradise in Key West, Florida! Nestled on the top floor, this immaculate 2-bedroom, 2-bathroom condo offers the epitome of modern comfort and island living. Nestled in a vibrant community, this condo is ideal for those seeking both relaxation and excitement. As you explore, you'll be greeted by tile floors that not only enhance the aesthetic appeal but also offer easy maintenance - perfect for the laid-back Florida lifestyle. This condo also has a new air conditioner as well as a new washer and dryer.The spacious living area opens up to a balcony, where you can soak in breathtaking views of the sparkling pool, creating a tranquil oasis right outside your door.Located in the heart of Key West, this condo offers easy access to the island's best attractions, including pristine beaches, world-class dining, and vibrant nightlife. Whether you're exploring historic Old Town or soaking up the sun at the beach, adventure awaits just steps from your door.Don't miss this opportunity to own a piece of paradise in Key West. Schedule your private showing today and start living the island life you've always dreamed of!

Rare opportunity to build a new home in the historic district! This 2,173 Sq. Ft. lot in Bahama Village currently has a 1bd/1ba mobile home on the lot. Income producing while you submit your plans for approval. ROGO exempt. There is plenty of room to build your dream home, add a pool and have off street parking. There are not many opportunities left to build new construction in the historic district this is your chance!

New Listing! This exquisite residence epitomizes elegance in Midtown West. Recently renovated, this home offers the finest island living in the vibrant heart of Key West. Surrounded by a privacy fence, this property is designed for entertaining indoors and outdoors. The chef's kitchen is equipped with Viking appliances, gas range, a built-in coffee bar, an ice maker, a meat curer, a wine fridge, and more, all while offering ample cabinet storage and counter space. The home seamlessly transitions from the formal dining area and living room to the outdoor pool and patio spaces. The expansive backyard features a pool with therapeutic jets, a sauna, a full bath by the pool, an outdoor shower, outdoor kitchen, a fire pit conversation area with 1/2 bath, and even a dedicated gardening nook. The primary bedroom boasts double closets with built-in shelving and a designer full bath with a spacious jetted tub, custom cabinetry, and a bidet. Additional bedrooms are spacious with closets featuring built-ins. This terrazo floor sparkles and was painstakingly restored and maintains a classic mid-century vibe throughout. Front yard features lovely tropical landscaping and the backyard offers more room for dining al fresco on the covered patio, relaxing with a book under the pergola or playing in the grass poolside. Outdoor kitchen is ideal for gatherings or grilling at home. The garage offers laundry, additional ice maker, and plenty of room for autos or water toys. Whole house generator, irrigation system, 2 water heaters, impact rated windows and doors. Beautiful natural quartz patio spaces for lounging poolside feel like a resort in your own backyard surrounded by lush tropical foliage. Offered furnished.

It's Love at first sight! Experience all the extraordinary charm of historic Old Town Key West in your own super-private oasis. Just 3 blocks from Duval St ... but an entire world away, resides this breathtaking, gated, tropical treasure that's tucked away on a quiet, idyllic little lane. Love Lane. You will never want to leave! This home is timeless and stunning. A taste of the tropics coupled with modern comfort. Two very large split bedrooms offer exceptional guest privacy, and the elegant living room, with its sky-high exposed wood beam ceilings and gleaming wood floors, make for extremely comfortable living. Large kitchen ready for your gourmet touch with center cooking island, icemaker, and wine fridge. Enjoy year-round, alfresco dining on the back deck and relax in the wonderfully private lanai featuring a super refreshing dip pool. A major bonus is the attached one car garage! When you're ready, head out and enjoy all that Key West has to offer from the Duval Crawl with its bars and phenomenal live music to all the quaint charming streets and restaurants throughout Old Town. This Home is the perfect sanctuary to channel your inner Hemingway, Tennessee Williams, and Buffett. Relax, you're living on Key West time and you're on Love Lane. How perfect is that??

Welcome to Riviera Shores, a coveted and beautiful local family neighborhood featuring an updated, stunning, and perfectly manicured 3 bedroom 2 bath home with freshly painted interior/exterior and colorful, tropical landscaping to welcome you home. A bright and inviting open concept floor plan features a large living room , dining room and kitchen complete with quartz countertop, stainless steel appliances and luxury vinyl flooring throughout. Custom blinds with remote control complete the wrap around living room windows. The Ensuite Primary bedroom is magnificent in size complete with walk-in shower, walk-in closet and zoned ductless unit. French doors lead to a private wrap-around, screened in back deck with step down, heated 13' x 7' swim spa and outdoor seating area. Great for entertaining or Evening cocktails. A Low maintenance yard includes tropical fruit trees, room for your toys and kayaks. A one car garage hosts a new washer and dryer as well as lofted storage. Bonus features any new owner will appreciate include FAA installed impact windows, concrete structure and elevation for low insurance costs. Back-up Gasoline Generator, Central Vacuum System, Monitored Security System; Central A/C & Heat.Retractable Awning over Driveway, surrounding motion Sensing Flood Lights and accessible crawl space for additional storage.

Motivated Seller, 1509 Rose Street is a cute 2 bedroom, 1 bath beach bungalow with enormous potential. She sits close to the beach and has a solid structure.The property has already had a lot of work done, including all spalling repair, the installation of hurricane rated windows, an updated bathroom, plus a brand-new metal roof with gutters.Behind the house is a 15' x 30' in-ground, concrete heated swimming pool with a brand new pool heater and pump. The pool does need resurfacing. Flanking one end of the pool is a 24' x 10' utility shed with two doors plus a window which is grandfathered onto the property. The 5,500 sq. ft. lot has a deep side yard that will easily accommodate a boat with trailer or parking a large RV off-street.Higgs Beach and the White Street Fishing Pier are a ten minute walk away.This is a perfect home in the next up and coming Key West neighborhood. Easy to see!

Experience unparalleled comfort and style in this fully renovated 1-bedroom/1-bathroom unit, offering an intimate and cozy living experience. Located on the ground floor for easy access, this charming unit boasts a beautifully updated kitchen and bathroom, complemented by fresh vinyl flooring and a modern AC system for year-round comfort. Step outside to discover a private back patio, surrounded by lush foliage that provides a secluded outdoor retreat. Enjoy the convenience of direct access to the community's tennis courts and pool, enhancing your leisure options right at your doorstep. Situated in the secure, gated community of Santa Clara Condominium in New Town, you'll benefit from ample parking and a prime location close to grocery stores, a movie theater, shopping outlets, and more, ensuring everything you need is within easy reach.

Wonderful 3BD/3.5BA home with just over 3,000 sf of living space situated in the desirable Casa Marina neighborhood. Centrally located & just a short walk to Duval Street, the beaches, museums, galleries & many of Key West fine dining that it has to offer. With a spacious open floor plan & lots of windows & French doors throughout allow for plenty of natural light to fill this spectacular home. The master bathroom was recently renovated, a whole home generator was installed, a commercial on demand hot water heater was installed, new copper gutters and downspouts, newer Central A/C systems, downstairs interior was re-painted, composite decking on the exterior & a new carport canopy are all just some of the many great features this property has to offer. The kitchen has stainless appliances and the flooring throughout the downstairs & patio was replaced. Located just off the kitchen through the French doors you will find a large loggia which is an incredible space for your outdoor living & dining room where you can host family or friends comfortably. Upstairs you will find the master bedroom w/ ensuite bath and the 2 additional guest bedrooms. Off the master bedroom is a gorgeous & private sundeck which also has access to the pool deck via a spiral staircase. Additionally you can find stained glass throughout the home and cathedral ceilings. Property is located in the X Flood Zone and is completely fenced adding for that extra privacy. Potential for a great monthly vacation rental!

Discover Timeless Luxury in Old Town Key West.Step into the charm of Historical Old Town Key West with this two-bedroom, two-bathroom gem at 606 Truman Avenue, Unit 10. Situated within a gated community, this fully furnished and turnkey residence embodies the perfect blend of classic elegance and modern comfort.Hardwood floors grace the living spaces, leading you through a well-appointed kitchen featuring granite countertops, stainless steel appliances, and built-in bar and cabinets. The living area seamlessly extends to a covered porch overlooking the heated pool, creating an inviting space for relaxation and entertainment.Enjoy the convenience of assigned parking and the luxury of a private deck, offering tropical views and a tranquil outdoor retreat. The outside sitting and dining area complements the property's allure, perfect for savoring al fresco meals.Impeccable maintenance is evident throughout, both in the interior and the immaculately landscaped common areas. The residence invites you to experience the epitome of Key West living, within walking distance to renowned restaurants, art galleries, and the breathtaking sunset views at Mallory Square.Seize the opportunity to own a piece of Old Town Key West and schedule your private tour today. Live the historic elegance of Key West in this meticulously crafted haven.

Welcome to a beautiful Old Town home designed for comfortable living! Enter the private gate on Olivia Street to a charming single level 3-bedroom 2 bath home blending historic allure with modern elegance. You'll love the open layout accentuated by vaulted ceilings, custom built-ins and a wealth of character provided by painted Dade County pine walls and architectural accents. One of the highlights of this unique space is a kitchen that can truly be described as gourmet! From the high-end cabinets with custom pull-out shelves to the farmhouse sink, stainless appliances, and an ocean of counter space, this kitchen will delight even the most discerning chef. Overlooking Olivia Street, the wall of windows with custom window treatments floods the area with natural light which makes working here a dream.Adding to the home's appeal are two nice sized en-suite bedrooms with updated baths and a cozy third bedroom that the owner currently uses as home office/guest room. In a town where storage is at a premium, this home offers real world space, plus a washer/dryer, whole house water filter, recently updated systems and a lovely, low-maintenance outdoor seating area. Charm plus location, location, location!You will not find another Key West home in Old Town of this square footage that compares, so don't wait. Arrange to see it today!

This exquisite condominium with endless views of the Atlantic Ocean and the Gulf of Mexico features an open floor plan and luxury living.The grand room leads you to a spacious living room with oversized windows and breathtaking views of the waterfront , the heated pool and beyond!, The formal dining room with its stunning light fixture allows for endless enjoyable dining experiences. The gourmet kitchen with custom cabinetry, top of the line appliances and island seating is perfect for casual dining. The primary suite features a sumptuous sleeping space, a quiet working corner, a walk out deck, a luxurious soaking bath, double vanity and a glass shower ensuite. The private guest suite features a combined bedroom space and living area with a walk out deck as well as a gorgeously appointed bathroom.This opportunity has been exceptionally designed with elegance and comfort.Also included here is plenty of custom closets, extra storage, 2 covered parking spaces and the special Truman Annex transient license. VERY EASY TO SHOW.

Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 3.5-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances.Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater.Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom!

This captivating property boasts the charm of a Classic Victorian Conch house, nestled in the sought-after Meadows neighborhood. With its two-story structure, this home offers a blend of timeless elegance and modern comfort. Featuring a heated pool, off-street parking, and residing in an X Flood Zone, it promises both convenience and peace of mind. Upon arrival, you're greeted by the grandeur of two spacious porches, hinting at the extraordinary interior within. Recently renovated, the home showcases a thoughtfully designed layout where the expansive kitchen, living, and dining areas seamlessly extend to the covered porch and pool area. Upgrades abound, including luxurious Quartzite countertops, sleek stainless steel appliances, and stylish plantation shutters. The property has undergone significant enhancements, including a complete remodel of the second floor, which encompassed new flooring, bathrooms, closets, and fresh paint throughout. Exterior improvements were also undertaken with a fresh coat of paint adorning the home, pool deck, and porches, accompanied by the addition of striking new exterior light fixtures. Furthermore, decking and siding were meticulously replaced as needed, ensuring both aesthetics and structural integrity. Additionally, both A/C units have been replaced within the past 12-18 months. With its blend of classic allure and contemporary comforts, this meticulously cared-for home stands as a testament to refined living.

WATERFRONT--WATERVIEWS at Gulfview Pointe, a gated private community of waterfront homes!!! Relax on your covered veranda overlooking your private pool and the Gulf with remarkable sunset views. This 3 bedroom/3 bath home awaits your personal touches. There are 2 bedrooms upstairs each with its own covered balcony, each en suite, the master bath boasts double vanities, and both have vaulted ceilings. Downstairs is a full bath and a 3rd bedroom or office space. There is a covered assigned parking space and ample guest parking. You have the option to build a dock into the bay. Centrally located between downtown and the shopping of New Town, Gulfview Pointe is ideal!

Sales contract is contingent on Sellers buying a new property within 90 days of acceptance of purchase for the 1203 Newton St.#1 property.Dade County Pine 1/1 condo with 9' 6' tall cielings. Done to the Nines with attention to detail. Located in the Meadows a superb location abutting a large open grassy area that appears to be unbuildable. A small association of 8 units in two buildings with a nice pool and laundry facilities. Sit in the Screened front porch and enjoy this Old Town neighborhood.

Welcome to the Seaport Inn, where timeless island charm meets modern comfort in the heart of Old Town Key West. With six luxurious bedrooms, each boasting en suite bathrooms and kitchen facilities, this historic gem offers unparalleled convenience and privacy. Whether you seek a tranquil retreat or an investment opportunity, the Seaport Inn beckons with its unique features. Prime Location: Situated just one block from the iconic Historic Seaport boardwalk and a mere three blocks from the vibrant energy of Duval Street. Flexible Rental Options: With two transient rental licenses and four non-transient rental licenses, this property presents a myriad of rental possibilities. Excellent opportunity for vacation rentals or consider the long term and/or employee rental possibilities. Expansive Lot & Outdoor Oasis: Spanning over 5000 square feet, the Seaport Inn boasts ample space for relaxation and entertainment. Take a refreshing dip in the large pool, sip cocktails at the inviting tiki bar, or bask in the serenity of lush tropical landscaping. Historic Charm: Steeped in history and architectural beauty, the Seaport Inn exudes timeless charm and character. Immerse yourself in the rich heritage of Key West while enjoying modern amenities and comforts.Perfect for savvy investors, hospitality entrepreneurs, or those seeking a slice of paradise to call their own, the Seaport Inn offers a rare opportunity to own a piece of Key West's storied past while embracing its vibrant present. Don't miss your chance to experience the quintessential island lifestyle at the Seaport Inn.

Affordable Key West living centrally located to everything! Freshly painted charming 2/2 condo located centrally to the pool. The Salt Ponds Condominiums is located right across the street from the Atlantic Ocean. This is a great location to bike or walk along the beach. This unit has a large community pool, hot tub, tennis courts and a locked storage area. Hide

This stunning two-bedroom, two-bath condominium has just hit the market and is ready to wow you with its luxurious features and unbeatable location in the heart of Key West.Step inside to discover a beautifully remodeled interior boasting designer-grade finishes throughout. The spacious layout offers two full baths for added convenience, ensuring comfort and privacy for you and your guests.Enjoy the convenience of in-unit laundry, making chores a breeze, and indulge in the epitome of coastal living with your very own small outdoor seating space. Perfect for savoring your morning coffee or unwinding with a cocktail as you soak in the tropical vibes.Located in a prime spot, this condo puts you just moments away from Key West's vibrant attractions, world-class dining, and pristine beaches. Whether you're seeking a full-time residence or a vacation getaway, this condo checks all the boxes for luxury living in paradise.Don't miss out on the opportunity to make this Key West gem your own. Schedule a showing today and experience the epitome of island living!NEW IMPACT DOORS & WINDOWS COMING SOON! --will cut the monthly HOA roughly in half!

Lights, camera, ACTION! PICTURE PERFECT! Beautiful single-family home in Exclusive Sanctuary (the gated community w/in the gates), prime location, cozy 1-way lane! Sparking, complete renovation! Freshly painted throughout, luxury vinyl plank flooring, Plantation shutters, divine outdoor entertaining space, customized features. Pamper yourself w/private driveway/carport/electrical charging station. Rear yard has exterior lighting coming, low voltage lighting in front yard/carport installed. Upgraded Rain Machine Smart irrigation is coming! SimpliSafe alarm system/camera(s) & August Smart lock system. Picturesque front entry, beautifully landscaped, colorful tropical plantings/pavers/stones. You are ''already home!!!'' One is greeted w/lots of natural lighting/taller ceilings/crown molding/ combination ''great room, perfect for entertaining. Kitchen is equipped w/new stainless GE Profile appliances, gorgeous waterfalls quartz countertop, large farm-style sink, upgraded cabinets, abundant counterspace/storage! Upgraded front load stainless washing machine/dryer is concealed in the double closet, lots of organized storage. There is a handy den off the liv. rm., terrific office/study/exercise room (not included in the bedroom count, but could function as such). Handy powder rm. downstairs. French doors off the liv. rm. lead to Tropical Oasis! Spacious open veranda w/new Trex decking/steps, brick surrounding private pool, ''sand between your tootsies'' in the beach (ready to be transformed into a putting green)! Expansive vista along #18 fairway, view of lake, taller rear fence for privacy, landscaping buffer between your quiet neighbors! ''Life in the Slow Lane'' from both delightful rear verandas. Large Primary suite, high vaulted ceiling, en-suite bathroom, breezy, private open veranda. 2 guest bdrms. w/French doors & veranda overlooking streetscape. Many lovely inherent features! 24-hr. security, 2 terrific community pools. Elegant in ''Key West casual' style