There is nothing quite like Key West. Whether you are drawn to a historic Old Town conch cottage, an estate near the Casa Marina beaches, or a low-maintenance condo for a seasonal escape, this island delivers a lifestyle defined by open water, rich history, and year-round warmth. Every property listed below is pulled directly from the Florida Keys MLS and updated every 5 minutes. Scroll down to browse the latest Key West listings.
Want to track a specific neighborhood or price range? Create a saved search on KeysListings.com to receive updates as new listings and price changes hit the market. For a broader market snapshot, the market reports show active listings, pending sales, and recent closings by area.
Referred to Jenna Stauffer - OSIR

When my past customers were ready to sell their Key West home, I connected them with a highly qualified Key West listing agent, always putting the customers' best interests first, and resulting in a successful closing. That is the value of a regional referral network built over decades. Learn how the referral process works.
Key West is not one market. Each neighborhood has its own character, price range, and pace of life. Here is how the island breaks down:
Supply is physically and legally capped. Finite island boundaries and strict building limitations restrict new construction, which has historically supported strong value retention and consistent buyer demand.
I have been serving Florida Keys buyers and sellers since 1988, covering the entire island chain from the Miami-Dade County line to Mile Marker 0. Contact me today for agent referrals, property alerts, or to talk through your goals.
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Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, com...
Located in the Beach Club, this reimagined residence offers a rare combination of luxury, privacy, and oceanfront living within one of Key West's premier & financially se...
Spacious & Private 3-Bedroom Townhouse with Exceptional Outdoor Living. Enjoy the privacy and space of this beautifully maintained townhouse that's larger than most! Thi...
Discover the opportunity to own a piece of the Lower Florida Keys in this 3-bedroom, 2-bath home located on Stock Island. Offering approximately 1,418 square feet of livi...
Life feels a little slower in the Casa Marina neighborhood. Mornings begin with a walk to Higgs Beach, afternoons are spent by the pool, and evenings often end just down ...
Investment Opportunity - Income-Producing Triplex! Don't miss this excellent income-producing triplex located in a convenient, high-demand area close to schools, shoppin...
1706 Seminary Street delivers the space, flexibility, and outdoor lifestyle that can be surprisingly difficult to find in Key West. Set behind a new privacy fence on an e...
Welcome to your perfect island retreat! This stunning 3-bedroom, 2-bath modular home combines modern comfort with coastal charm. Featuring a spacious open floor plan, the...
Great opportunity. The condo is divided in to separate units, each having one bedroom and a bath. The property includes a 25x70 live aboard commercial deep water slip. Mi...
Embrace the laid-back lifestyle of the Florida Keys in this waterfront two-bedroom, two-bathroom condominium with beautiful water views. Soaring vaulted wood-beamed ceili...
Great opportunity to own your own home or have an excellent source of rental income. Currently the least expensive detached residence in Key West. This renovated one bed...
Welcome to this beautifully updated condo at 3930 S. Roosevelt Blvd. #N108, offering the perfect blend of comfort, convenience, and island living. Overlooking the sparkli...
This bright, private 2BR/2BA corner unit sits at the end of the west wing, with an extra window that fills the space with light and only one shared wall for real quiet. T...
Renovated 2b/2b beauty is close to the heart of Old Town Key West, yet far enough from the maddening crowd. Late-1800s Conch house with detached guest cottage were gutte...
Wonderful Old Town Meadows home with 4 Bedrooms, 3 Baths, on a nearly 5000 sq ft lot, this property has a separate Guest Cottage, wrap around front porch, lap- pool, ...
A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the histo...
Island living is effortless in this exceptional 3-bedroom, 2-bath home in Big Coppitt Key, where thoughtful updates, quality features, and inviting indoor-outdoor spaces ...
One of the greatest luxuries in Key West isn't extravagance--it's finding a home where life feels a little quieter, a little easier, and a little more connected to the is...
2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATR...
Tucked into the leafy heart of Midtown, just a quick bike ride from Smathers Beach, Higgs Beach and the energy of downtown, 1708 South St. offers something increasingly r...
Welcome to an extraordinary oceanfront residence in the exclusive Casa Caselles community, where two townhomes have been masterfully combined into one spectacular 4,224 s...
THIS IS THE PLAY. Big lot. Big upside. Atlantic Boulevard address. 1503 Atlantic Boulevard brings together the pieces that matter most in Key West: land, location, pool, ...
A great opportunity for local buyers! This 2-bedroom, 2-bath manufactured home offers an affordable path to ownership just 6 miles from Key West. Situated on a generous 5...
Opportunity awaits in an excellent location in the highly sought after Casa Marina area. This property has undergone many thoughtful improvements to create a stylish 2bd...
NEW LISTING! The Santa Clara condominium in Key West offers gated access, pool, tennis court, and parking. This fifth-floor unit has been recently renovated, featuring ne...
Experience the best of Old Town Key West in this beautifully updated 3-bedroom, 2-bath home offering the ease of single-level living. Inside, you'll find hardwood floor...
Positioned perfectly on a corner lot with ample outdoor space & private driveway. Welcome to D26 11th Avenue on Stock Island! This three (3) bedroom and two (2) bath h...
Located at the end of a quiet street in Sugarloaf Key, this 2 bedroom, 2 bath canal-front home is only two lots in from open water and offers open water views from the li...
Old Town 'Diamond in the Rough' near Bay View Park with the highly coveted Off-Street parking. Unique opportunity to acquire a corner lot of over 4,500 sq ft in quiet Old...
Welcome to Seaside Residences, one of Key West's most sought-after gated communities. This beautifully updated three-story townhome is one of the largest residences in th...
Adorable 2 bed ,1.5 bath single family home in Pearlman neighborhood with separate 1-1 cottage anchored by a picturesque Royal Poinciana tree out front! Features a large ...
Don't miss this rare and exceptional opportunity to have your dream waterfront masterpiece begin construction in 2026! Located in the prestigious, gated community of Shar...
''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features a...
Key West Lifestyle awaits at this rare waterfront opportunity in the exclusive gated community at 28 Jade Drive. One of only eight resort-style townhomes, this beautifull...
Welcome to 103 Key Haven Road! This home is on an over-sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very priva...
Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-be...
Life feels a little different in Casa Marina. The streets are quieter, the homes are beautifully maintained, and everything from the beach to Old Town is just a short wal...
Enjoy the view of the Salt Ponds & catch sunset from the balcony of this 2 bedroom / 2 bath Transient Licensed condo. Good investment opportunity to have your own place i...
Updated home in a prime central Key West location! Perfect for a local buyer or as an affordable second home in a quieter part of town, this move-in-ready property offers...
Calling all Boaters! Elevated 3 bed, 2 bath home with 50 FT concrete seawall boasting fantastic views straight down the canal. Even has davits. Impact rated sliding glass...
Attention Developers and Investors! This is a unique opportunity to acquire four parcels totaling 30,000 square feet of prime land just minutes from Key West. Ideally sit...
Duplex with adjoining commercial lot for sale. Duplex has 1,342 square feet of living space on a 2,841 sq ft lot with 2 two bedroom one units generating $74,400.00 annual...
When value matters, this solid concrete New Town home stands apart with one of the most compelling price-per-square-foot opportunities on the market. Substantial 4-bedroo...
Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers th...
There is almost nothing like this in Key West: a 2007-built home, raised from the ground up to modern standards. Rare, move-in ready, and free of the surprises that come ...
3200 Harriet Avenue | Key West, FL Tucked away on a desirable corner lot, this spacious 2-bedroom, 1.5-bath townhouse offers 1,332 square feet of comfortable living an...
Limited time buyer incentive - as an added bonus, the sale now includes a low-mile 2021 Jeep Wrangler Sahara Convertible--giving you the complete Key West lifestyle with ...
Welcome to Your Own Slice of Paradise! Pack your flip flops and leave your worries at the door! This enchanting Key West gem is ready to make your island dreams a reality...
Welcome to 2317 Fogarty Avenue, a beautifully updated 3-bedroom, 2-bathroom home ideally located in the heart of Key West. Combining modern upgrades with island charm, th...
First Time on the Market in 26 Years! Just 79 steps from Duval Street, this extraordinary Historic Victorian estate presents a rare opportunity to own one of Key West's m...
A welcoming covered front porch sets the tone for this exceptional townhome, offering the perfect place to enjoy your morning coffee or unwind with an evening cocktail wh...
Welcome to your Geiger Key retreat, where exceptional boating, thoughtful updates, and island charm come together just 10 miles from Key West. This beautifully updated 3-...
Turnkey luxury retreat in Midtown Key West, 4 blocks from the Atlantic. Fully fenced corner lot with fresh exterior paint and mature tropical landscaping. 3 bed/3 bath sp...
Looking for an affordable investment property in the Florida Keys with immediate rental income? This well maintained 2 bedroom, 1 bathroom home in Harbor Shores on Stock ...
Welcome to this charming 2-bedroom, 2-bath Conch house offering 1,216 sq. ft. of comfortable living space in one of Key West's most convenient locations. The home is fill...
Discover the timeless charm of Key West living at 1222 Florida Street, ideally positioned in the highly sought-after White Street Gallery District. Just a short stroll fr...
Where the essence of the Florida Keys meets refined coastal luxury. Widely regarded as one of Key Haven's finest waterfront residences, 94 Driftwood Drive is a rare Gulf-...
3 bed 2 bath stilt home built in 2018 in sought after Sugarloaf Key. Open concept floor plan, large kitchen with an abundance of large white cabinets, kitchen island over...
This elegant historic Old Town cottage is a rare offering paired with a highly competitive price. Sparkling, gallery-like, and filled with natural light, this beautif...
This move in ready townhome is located within the Islander Village HOA, a Local's Only Workforce Community. The home is elevated and above a garage for 2 cars. On the...
Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European styl...
1 Spoonbill Way, Key West, FL -- Key West Golf Club Move-In Ready, Inside the Island's Only Gated Golf Course Community One owner since new. This townhome has been main...
High Income-Producing Transient Licensed Gem in the Heart of Old Town Key West! Rare opportunity to own a highly sought-after transient licensed vacation rental in one of...
First time offered in more than 25 years, this beloved Old Town address presents a rare opportunity to own a complete compound on one of Key West's most private and premi...
Welcome home! Charming Old Town Key West Cottage with Off-Street Parking. Situated on a desirable corner lot in Old Town, this 2-bedroom, 1-bath conch cottage offers t...
Brand-new construction in one of Key West's most desirable residential neighborhoods, the Casa Marina area of Old Town, just blocks from upper Duval Street and four block...
This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms ...
Freshly relaunched and ready for its next chapter, this beautifully maintained 2-bedroom, 1-bath condo in Shipyard offers the Key West lifestyle everyone is looking for: ...
1627 Johnson St. -- A Legacy of Design, A Life Fully Lived. Some homes reveal themselves slowly -- and this is one of them. Designed by the late Michael Ingram, one of K...
If you are looking for a renovation property or clean slate to design your own Key West cottage, 210 Angela is it. This single-story Conch-style home offers 760 sq. ft. o...
Stunning 3 bed, 3 bath town home overlooking the pool with Transient License. You read that correctly, Short Term Rentals are allowed! This end unit is the biggest floor ...
Mermaid Landing: Investment Opportunity & Coastal Retreat Discover a one-of-a-kind property in the Florida Keys that offers unparalleled flexibility — Mermaid Landing....
Nestled inside the intimate, gated Coral Hammock community of just 55 properties, this 3 bed, 3 bathroom home is a perfect option for full-time single-family living or th...
3-bedroom, 2-bath waterfront stilted home offers the perfect tropical retreat just 6 miles from Key West. Elevated on stilts, the property features 80 feet of concrete se...
An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Caroline Street in the Historic Seaport, just steps from Duval Street. Fully renova...
Welcome to your piece of paradise in the Lower Florida Keys. Situated on a spacious 11,475-square-foot corner lot, this elevated and fully remodeled 4-bedroom, 2-bathroom...
Rare opportunity to own a transiently licensed 2-bedroom, 2-bathroom condo in Key West, offering exceptional flexibility for personal use and short-term vacation rental i...
Discover the perfect blend of island charm, comfort, and versality in this exceptional Key West property featuring a main residence and a spacious guest house. The main h...
Stunning possibilities abound for this home on a double lot on the best street in the much sought after Casa Marina neighborhood in Key West. 1017 Washington Street is a ...
Wonderful Home with a small cottage, pool, and off Street parking! The main home has an open living room with cathedral ceilings, and a loft . The kitchen has french doo...
There is something special about a home where everything has already been done for you, and at 2101 Harris Avenue, all that is left is to move in and start enjoying it! ...
**Low Insurances totaling $4300/year** Furnished and move in ready, this beautifully appointed Midtown Key West half townhouse offers the perfect blend of comfort and is...
Discover your ideal pied-à-terre in the heart of Key West! This charming 1-bedroom, 1-bathroom apartment on Olivia Street offers a perfect blend of comfort and convenienc...
TRANSIENT LICENCE RECEIVERSHIP ZONE! Welcome to your slice of paradise in Key West! This charming 2-bedroom, 2-bathroom condo located just steps from Duval Street offe...
TRANSIENT investment opportunity awaits. Spacious 2bd/2ba situated in the centrally located waterfront community of 1800 Atlantic. Large covered balcony overlooks a lush ...
Welcome to luxury waterfront living in sought-after Key Haven. Completely reimagined by Affiliated Builders, this stunning residence offers the perfect blend of sophistic...
Embrace the enchantment of Old Key West Charm in this Beautifully Updated Historic Conch 3 Bedroom-2 Bath Home, featuring a Tropical Landscaped community Pool creating ul...
Welcome to one of the most sought after gated communities in Key West Seaside Residences. This beautiful updated 2-bedroom 3.5 half bath offers 1824sq. ft of living space...
*** BEST PRICED 2/2 CONDO IN OLD TOWN *** Lionsgate community, heart of Old Town, one of Key West's most coveted small communities, known for its heated saltwater pool, l...
Tucked into the heart of Old Town, this beautifully restored residence pairs Key West's historic character with thoughtful modern updates--all just one block off Duval St...
*Seller Motivated, told us to bring all reasonable Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cott...
Prime Multi Unit property in Old Town. Six legal apartments with 6 off street parking spaces is rarely available. There is a total of 10 bedrooms and 6 baths, divided i...
Unpack and unwind at this gorgeous canal-front property nestled in peaceful Geiger Key! Tastefully renovated with quality finishes and thoughtful upgrades throughout, thi...
New Construction & Furnished in Key West. Experience timeless Key West charm blended with modern luxury in this stunning property, re-built completely to the historic st...
Stunning modern home in New Town offering 2,525 sq. ft. of beautifully designed living space on an 8,250 sq. ft. lot. This 3-bedroom, 2 full + 2 half bath home features a...
Improved $40,000 Lower Price for an Amazing Full Ocean View, Top Floor Unit! Presumably the best view in the preferred South Wing of La Brisa Condominiums, enjoy a panora...
With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two sep...
If you've been searching for a move-in ready slice of Key West in the heart of Midtown, 1825 Venetia Street delivers. This renovated 2-bedroom, 1-bath concrete block home...
1022 Washington is ideally located in the sought after Casa Maria area. The property includes a 4/3.5 main house plus two apartments in a separate building. The main hous...

Jim Signor: 305-394-4449