Mile Marker 0 - 10 homes for Sale in the Florida Keys Real Estate

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

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

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

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

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.

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.

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.

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!

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.

MOTIVATED SELLERS Turn-key home with a history of rentals. Beautifully maintained, fully furnished Golf Club home overlooking the 17th hole in the Sanctuary. This lot is one of the largest in the development and is approved by the HOA to build your dream pool! Upgrades include new flooring upstairs, a new cooktop stove, a new kitchen sink, new light fixtures, and freshly painted exterior within the past 3 years. The home features a private carport for two vehicles and a detached storage shed. It is currently being used as a vacation rental and will be sold fully equipped to continue rentals. The Key West Golf Club community features two gorgeous pools surrounded by lush tropical landscaping, a gym at the clubhouse, and on-site security and managers.

Behind the quintessential white picket fence you will find this delightful historic cottage currently set up as a duplex with off street parking and pool. Lots of opportunity with the ability to generate income and have your own slice of Paradise to enjoy, or marry the spaces and convert to a single family dream home. Each unit enjoys privacy from the other including separate outdoor living spaces. The front unit greets you with the charming and spacious front porch. Through the front door you will enter into an open living room and kitchen with fabulous ceiling heights, charming architectural details and 1bd/1ba plus a loft for storage. Enter the backyard oasis down a brick lined sidewalk that opens up to a sprawling deck surrounding a refreshing and sunny swimming pool. The rear unit enjoys 2bd/1ba with open kitchen/living space that leads to a covered porch overlooking the backyard retreat! The units are separated by only an interior locked door.

Are you ready to build??? after talking with City Planning the new owner will be able to possibly renovate the main house and build a second new house or build two new houses after your plans have gone through permitting process or possibly renovate the main house and build a second new house Buyer to verify...Make your offer today.Welcome to 1327 Duncan Street, this property offers a 3 bedroom 1 bath single-family home plus a separate 1 bedroom 1 bath cottage with fenced in yard, laundry area, central air condition. The main house has 12 ft ceilings, laundry room, living room, dining room, storage room with pull down attic access. There is also a large storage building in the backyard. The large lot offers many possibilities for the new owners. The two units have separate electric and water meters and sewer accounts . ..Make your offer today.

Experience tropical breezes and island charm in this beautifully updated one-story home. Set on an 8,250-square-foot lot with lush landscaping, a newly refinished pool with a new heater, and vibrant green lawns, this property is perfect for outdoor living. Recent upgrades include a new roof, electrical and plumbing systems, new AC units, and all impact windows and doors, ensuring comfort and peace of mind. Inside, the bright and airy spaces feature a large primary bedroom plus an additional room that can be used as the 3rd bedroom or office in addition to the 2nd bedroom. The chefs kitchen offers ample space for entertaining, and the concrete wall surrounding the property provides privacy and a secure area for pets. Plus, theres room to add a guest cottage! Located in a wonderful neighborhood with great neighbors, this home is a must-see. Call today for your private showing!

Check out this incredible property with some of the best open water views and unbeatable boating in the Florida Keys. With 95 feet of seawall and a 7K pound boat lift, this place is every anglers dream. Inside, youve got a spacious kitchen with stainless steel appliances, a huge island, and custom built-in storage. The oversized back patio is perfect for enjoying panoramic ocean views--no matter where youre hanging out, youll be soaking in the water. The open layout is great for entertaining, and the tile floors, high ceilings, and tall doors give it a sleek, modern feel. Plus, the new 2021 Trane central HVAC system is backed by a 10-year warranty. Theres no shortage of storage here, with two big pantries, an upstairs laundry, and extra space under the house. Built tough with impact windows, Trex decking, and Hardi board siding, this place is built to last.Youre steps away from bike paths, a neighborhood boat ramp, and some great local restaurants. Its the perfect spot to enjoy the laid-back Keys lifestyle. Just minutes from all the action in Key West but tucked away in a quiet neighborhood--best of both worlds. Dont miss your chance to check out this island getaway!

Visualize yourself at this peaceful residence, situated on a sprawling 7,000-square-foot corner lot, enveloped by lush tropical foliage and crowned by the distinguished National Champion Green Buttonwood tree, standing tall for over 300 years.* As you approach the front door, youll encounter a variety of native and exotic plants like the desert rose, sansevieria whale fin, and an assortment of orchids. Step through the doors of the single level home to discover two bedrooms and two bathrooms, a large kitchen, open-concept living spaces with vaulted ceilings, exposed beams, and views of the garden from every room. Unwind in the primary suite, featuring a study, a spacious bedroom with French doors opening to the pool, two closets, and an oversized bathroom boasting a 10-foot shower with two shower heads and a separate oversized tub. Tucked behind the main residence, a detached accessory building--currently set up as an air-conditioned overflow bedroom--offers endless possibilities. Whether you envision it as a pool house, private office, or guest room, its ready to fit your needs. The expansive backyard oasis also includes ample space and an abundance of mature landscaping ideal for both entertainment and relaxation. Take a leisurely swim in the pool or recline beneath the shade of mature trees while enjoying hors doeuvres or dining with loved ones. Dont miss this opportunity to live in a Champion home just blocks away from the islands best beaches, shopping, and entertainment! Schedule your private showing today! *A Champion tree is the biggest specimen of each species of tree native to the United States.

Simply stunning views from this Bay Front 3-Bedroom 2-Bathroom tropical retreat in Big Coppitt! This spacious split floor plan has ample room for entertaining and boasts large impact windows looking out over tranquil Open Water. Recently updated appliances, HVAC and flooring, and impact doors and windows are only a few of the interior creature comforts that beckon within, and the whole house provides a soothing island feeling. Out of the French doors, lush tropical landscaping adorns the private yard, highlighted by a sprawling travertine pool deck and a large heated saltwater waterfront pool for you to cool off after summer sun. Approximately 185 of concrete seawall and dock, including a three-sided step down, affords space to comfortably host several vessels, and the open water of Jewfish Basin is only minutes away by boat. The separate pool house is perfect for storing all your water toys, and is nestled on the North side of the property marking entry to a serene garden path. Fully fenced-in, including charming coral rock wall with bamboo entrance gate, and 100 concrete wall opposing, the yard exudes privacy, even as you are just minutes from all the action in Key West. The rare attached 1-car garage offers bonus storage for your tools or toys, and keeps your vehicle out of the elements. Excellent options for dining and drinks are within close proximity, as well as access to two public boat ramps on the island, further adding to the allure of this one-of-a-kind Lower Keys oasis!