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 here. Finite island boundaries and strict building limitations restrict new construction, which has historically supported strong value retention and consistent buyer demand.


Want the county-wide picture? Read my most recent Florida Keys Real Estate Market Report.
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.
Price Improvement, Family looking to relocate due to medical reasons, all offers welcome. Own a haven in the Keys. This multifamily duplex-style home with a bonus s...
Tucked away on a quiet lane just off Frances Street, this charming historic cottage offers the character and location that make Old Town Key West so special. This three-b...
Corner lot with over 120 feet of street frontage in a part of Stock Island seeing continued investment and redevelopment. You own the land with NO HOA or lot rent, plus a...
Welcome to your waterfront escape in Key West. Located within a gated community, Gulfview Pointe offers the perfect blend of island charm, comfort, and an exceptional wat...
Your Slice of Paradise -- 12 Miles from Key West Tucked at the end of a quiet cul-de-sac, this beautifully appointed 2020-built home puts you one house in from open wa...
Step back into timeless Key West soul, where leaf-stamped garden paths, sun-dappled outdoor showers, and the gentle trickle of private pool waterfalls create an unforgett...
Welcome to 14 Spoonbill Way, an exceptional single-family residence nestled within the sought-after golf club community offering a relaxed, resort-style lifestyle in Key ...
Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to t...
A TRANSIENT LICENSED vacation rental located in the heart of Old Town Key West, the X flood zone and just 2.5 blocks from world famous Duval Street. The transient licens...
If you are seeking a private tropical backyard oasis look no further. This charming 2 story home is situated on a corner parcel in a quiet and peaceful mid town neighborh...
Tucked along a wide, deep canal, this concrete 3 bedroom, 1 bath home offers a thoughtfully designed split floor plan that creates privacy and flexibility rarely found in...
NEW LISTING IN OLD TOWN WITH OFF STREET PARKING! This Old Town investment property comes fully furnished so you can move right in or start renting immediately. It is a l...
Set on a quiet, tree-lined block in one of Key West's most sought-after residential pockets, this thoughtfully reimagined 4BD/3BA residence offers just over 2,000 square ...
NEW LISTING IN OLD TOWN WITH OFF STREET PARKING! This Old Town investment property comes fully furnished so you can move right in or start renting immediately. It is a l...
Rarely available 3-bedroom residence in Solana Village, ideally situated in Key West's New Town neighborhood. This top-floor unit offers an excellent investment opportuni...
Welcome to island living at 141 Golf Club Drive, nestled within the gated Key West Golf Club community. This inviting two-bedroom, one-and-a-half-bath townhome offers the...
Exquisite, turnkey resort living awaits in this fully furnished 2-bedroom, 2-bathroom oceanfront condominium, offering an effortless transition into Key West luxury just ...
Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top di...
Here is your opportunity to own a piece of paradise in Key West! This inviting home offers a great opportunity to start living in one of the most unique destinations in ...
514 Emma is a wonderful single-family home located in Truman Annex. The first floor features a large, updated chef's kitchen with double wall ovens, double refrigerator/f...
Your place in Key West awaits. Located in Midtown, just minutes from the energy of Duval Street, this updated two-unit property offers the flexibility to live here, escap...
Oceanfront views, a private concrete dock, and turnkey renovations just 15 minutes from Key West. This elevated 2-bedroom, 2-bath home in the Saddlebunch Keys offers the ...
Positioned in the coveted X flood zone, this 2-bedroom, 2-bathroom townhome perfectly blends Old Town charm with modern convenience. As one of only two units in an exclus...
Rare Opportunity: The Only Home For Sale on Crescent Beach, Sunset Key Welcome to 11 Sunset Key Drive -- a fully renovated retreat on the most exclusive private island i...
Remodeled Key West Townhome in the Heart of New Town If you're looking for a move-in ready Key West address with low-maintenance living and room to breathe, this 2-bed...
Welcome to 1422 Catherine Street in The Heart of Key West. Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bed...
Welcome First-Time Home Buyers! Completion date set for end of September 2026! This is your chance to own an affordable starter home just 15 minutes from Key West! Thi...
Not your cookie-cutter Key West townhome! This thoughtfully updated 2-bedroom, 2-bath home with 1,339 square feet of comfortable living, fantastic outdoor space, solid ...
WELCOME TO THE SANCTUARY-where privacy, tropical beauty, classic Key West style come together! Beyond the 2nd set of gates @ Key West Golf Club, this pristine courtyard s...
Welcome to a stunning transformation of a perfectly located Old Town home. Restored from the ground up to create a single level dream home totaling 3bd/2ba overlooking a...
This elegant historic Old Town cottage is a rare offering paired with a highly competitive price. Completely turnkey and perfectly suited as a winter home or seasonal Key...
Welcome to 1421 12th St, a stunning oasis nestled in the heart of Key West. This charming property perfectly combines island living with modern convenience, offering an e...
2809 Flagler Ave -2,274 Square Feet of Space, Priced to Move Rarely does a home this size come up in Key West at this price point. At 2,274 square feet, this...
Updated 2-Bedroom Golf Club Home with First Fairway Views Welcome to this beautifully updated 2-bedroom, 1.5-bath home in the gated Key West Golf Club community. This...
Room to gather, room to grow - 211 Shore Avenue is a beautifully built 2018 retreat offering the space, security, and peace of mind today's Keys families are searching fo...
This performing vacation rental sold as shown is an excellent property which exudes a sense of warmth and character from the moment you set eyes on it. As you approach th...
Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main lev...
Centrally located and well-built, this spacious Key West townhome offers generous off-street parking with plenty of room for golf carts, an RV and guests. Inside, y...
This is a single family detached, turn key home on the open water facing Sugarloaf Key. Featuring 3 bedrooms, 2 bathrooms, granite countertops, upgraded porcelain plank t...
There's a lot to love about this spacious waterfront home on Big Coppitt Key! Set on a large canalfront lot with peekaboo views of the open bay, you'll enjoy deep-water b...
Welcome to 1202 Royal Street, a beautifully reimagined and rebuilt Key West residence where thoughtful design, modern construction, and exceptional Old Town location come...
Located within the private Sanctuary enclave of the Key West Golf Club, this 4-bedroom, 3-bath residence offers rare privacy, coveted west-facing sunset exposure, and dir...
Opportunity in the desirable Lime Grove neighborhood of New Town Key West! Situated on an oversized corner lot, this CBS home offers 1,242 sq. ft. of living area, an expa...
Charming Historic Old Town Key West Home, Ready for Its Next Chapter! Here's an opportunity for the buyer who sees possibility where others see a project. This 3-bedro...
Awarded the Florida Keys Preservation Star, this meticulously restored single-family home offers an enchanting blend of historic Key West charm, modern luxury, and high-y...
Charming Key West living in a fantastic central location! This inviting end-unit condo offers an easy, low-maintenance opportunity to own a piece of the island, whether y...
NEW LISTING!!! This Key West estate townhome is ready for you to move in! This well-maintained, owner-occupied home is bright and features two bedrooms, centrally located...
Great opportunity to have your home in a charming neighborhood on Sugarloaf key, MM 19.5. Enjoy your 3-bedroom 2-bath single family home on a large 15000 sq ft lot with s...
This move in ready townhome is located within the Islander Village HOA, a Local's Only Workforce Community. Low insurances (approx. $4,200 a year) and low HOA dues (...
Get excited about this mid-town oasis. Behind the fence is a charming three-bedroom three bath residence with beautiful grounds, off-street parking, newer roof, impact g...
Endless Potential on Stock Island! Fantastic opportunity to own a 3,570 sq. ft. lot featuring an existing 1980 2-bed, 2-bath mobile home. Ideal for handymen, investors, o...
Beautiful ''Bungalow'' style townhome in the highly sought after Key West Golf Club. Professionally landscaped yard and new paver walkway with landscape lighting and irri...
Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and span...
Positioned directly across South Roosevelt Boulevard from Smathers Beach, it blends high-end modern finishes with expansive views of Key West's tranquil salt ponds. Inter...
Nestled along a peaceful canal in the highly desirable Key Haven neighborhood, just minutes from Key West, this beautifully updated waterfront home offers the perfect ble...
Completely remodeled to the studs in 2024, this exceptional Key West condo is truly turn-key and move in ready. The home has been meticulously maintained and shows beauti...
Getting out on the water is simple from this beautifully remodeled 4-bedroom, 4-bath home, and coming home feels just as inviting. Set along a wide canal, the property of...
Steeped in Key West history and unlike anything else available in Old Town, 511 Tabby Lane presents an opportunity to own one of the island's most extraordinary propertie...
Experience the best of waterfront living at 3206 Riviera Drive, a beautifully updated canal-front home offering 60 feet of waterfront, exceptional privacy, and direct acc...
Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Sm...
Presenting a stunning canal home with a boat lift, conveniently located just minutes from Key West. This owner-occupied residence has been meticulously maintained and tho...
Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemente...
This spacious townhome in the Islander Village Community is ready for its next local homeowner. The home is elevated and has a garage below for 2 cars. there are 9' ...
Set within the exclusive enclave of The Sanctuary at Key West Golf Club, this rare offering presents two distinct residences united as one extraordinary parcel -- a confi...
Turnkey Old Town Key West condo! 2 Bedrooms/2 Full Baths/ Fully Furnished/Pool-side/Rentals through March 2027! Welcome to your turnkey piece of Old Town Key West. This ...
Excellent investment opportunity. This condo unit comes with a 25 X 60 deep water slip. The unit has been divided into three separate rental spaces. one bedroom, full ba...
Welcome home to 101 Golf Club Drive, the key to your slice of paradise! This home is nestled mid-way in the gated Key West Golf Course Community and a short walk to pools...
Experience classic Florida Keys waterfront living in this spacious canal-front retreat on Sugarloaf Key, offering boating access, expansive indoor-outdoor living, and jus...
Tucked away in Big Coppitt Key is 27 Barcelona Drive - an amazing waterfront property where privacy and breathtaking views abound. With no neighbors across the canal, you...
There are homes that simply check the boxes--then there are homes that immediately feel like ''home.'' Tucked on a quiet, 1-way lane w/in Key West Golf Club, 19 Spoonbill...
In New Town, where island convenience meets everyday ease, this beautifully renovated home delivers the kind of low-maintenance, family-ready living that's increasingly h...
This one is a must see! Spacious FOUR bedroom, single family home in the 'Pearlman Heights' neighborhood of New Town KW that has undergone recent renovations-upgrades. Ne...
Incredible and meticulously maintained waterfront oasis! Situated on an expansive 17,000+ sq. ft. lot with 100+ feet of seawall, this exceptional property offers breathta...
A distinguished offering on one of Key West's most coveted private island enclaves, 32 Sunset Key Drive embodies the ease, elegance, and exclusivity of waterfront living....
Live on the water on one of the largest lots in Sugarloaf Shores, fronting a 70 ft wide crystal clear swimming canal with easy ocean access. Recent upgrades make this hom...
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. Freshly painted interio...
NEW PRICE.....Welcome to this beautifully updated condo at 3930 S. Roosevelt Blvd. #N108, offering the perfect blend of comfort, convenience, and island living. Overlooki...
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...
Fully furnished, 2b/2b designer-complete home is close to the heart of Old Town Key West, yet far enough from the maddening crowd. Late-1800s Conch house with detached g...
TRANSIENT LICENSE TRANSFER RECEIVER ZONE!!!! A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless po...
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, ...
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...
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...

Jim Signor: 305-394-4449