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.
See the Newest 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:
Looking for commercial property or a business? Key West has the deepest commercial market in the Keys, with opportunities such as retail space, restaurants, lodging and waterfront properties. Browse current Florida Keys commercial listings.
Single-family inventory fell 14% to 107 homes. Closings rose 82% to 20, while new contracts dropped by half to 11. The $1,322,411 median, down 13%, is based on those 20 sales. Condo inventory held nearly level at 90 units, with 9 closings and a $700,000 median. These figures cover the City of Key West. Get the full breakdown in my Key West Real Estate Market Report for September 2026.
Key West prices vary widely by neighborhood and property type. In September 2026, the median sale price in the City of Key West was $1,322,411 for single-family homes and $700,000 for condos and townhouses, according to Florida Realtors SunStats. Old Town cottages and Casa Marina estates sit at the top of the market, while New Town, condos, and nearby islands offer more accessible entry points.
Old Town offers historic walkability and classic Conch architecture. Casa Marina is a quiet, upscale residential district near the beach. Mid Town is centrally located and favored by full-time residents. New Town has family-friendly homes, schools, and shopping. Nearby islands like Stock Island and Key Haven offer more waterfront opportunities and larger lots just outside city limits.
Key West is one of the most supply-constrained real estate markets in the United States. Finite island boundaries and strict building limitations restrict new construction, which historically supports strong property value retention and consistent 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.
Your opportunity to own an affordable townhome in Key West. Nestled in the back of the Solana Village complex, with no neighbors directly facing either side, this home of...
This stunning 3 bedroom penthouse condo overlooks the ocean, pool, and has a bird's eye view of the Gulf. Brilliant white, crisp kitchen with updated appliances and sma...
Exceptional waterfront living in prestigious Sugarloaf Shores! Built in 2020, this stunning 4-bedroom, 3-bath home offers breathtaking open water views, spectacular sunri...
Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-b...
Charming Home in the Meadows, Old Town, Key West. This beautiful completely renovated one bedroom cottage on Pearl Street is move in ready, and is being sold furnished. ...
This stunning 5-bedroom, 5-bathroom home, completely reimagined and rebuilt in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9-fo...
Fully restored historic 3BD/3BA with 1,600 sq ft of total living space in the heart of Old Town, with pool, private guest cottage, and off-street parking, located in X fl...
***Beautifully maintained, thoughtfully improved, and ready for its next chapter in Key West!*** Discover a home where quality, comfort, and island living come together ...
Welcome to 1320 Eliza Street, a beautiful historic Key West home filled with Old World charm and character. Once serving as a local schoolhouse, this unique property sits...
Stunning coastal architecture. Exceptional craftsmanship. Effortless waterfront luxury. This BRAND new home pairs classic Keys architecture with modern coastal elegance a...
NEW LISTING! The home is located just minutes away from Key West at MM10, offering a serene island oasis while remaining conveniently close to everything. The spacious lo...
Welcome to your private tropical retreat in the heart of Key West! Located on a quiet lane, just one block from Duval Street and a short walk to the Southernmost Point...
ASSUMABLE 5.625% VA LOAN! Discover your private Key West retreat at 1414 18th Street, where a beautifully renovated home, inviting tropical pool, and attractive financing...
Welcome to 3801 Flagler Avenue in beautiful Key West! A stunning home designed for luxury, comfort, and privacy, offering the perfect indoor/outdoor island lifestyle. ...
You must come see this beautiful two-bedroom, two-bath home in New Town, featuring an oversized lot of over 8,000 square feet, a beautiful pool, and a tropical outdoor oa...
Tropical outdoor living meets the comfort of newer construction at 1607 Sunshine Drive! Built in 2014 this 3 bedroom 3 bath home offers a wonderful combination of privacy...
WATERFRONT PARADISE IN THE MAKING! TROPICAL TREASURE & ENDLESS POSSIBILITIES! 17155 Hibiscus Lane | Sugarloaf Key, FL Some properties have potential. This one alread...
Discover the laid-back Florida Keys lifestyle in this spacious 2-bedroom, 2-bath waterfront mobile home offering 1,041 sq. ft. of living space on Geiger Key, with excepti...
Build new in Old Town, steps from the Atlantic. 711 Waddell Street offers something Key West's Historic District seldom allows: the opportunity to remove the existing 195...
A CASA MARINA ORIGINAL. Some houses capture a moment in time. Others seem to have understood, from the beginning, what makes Key West such an extraordinary place to li...
Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly u...
Welcome to serene lane living in the heart of Old Town. Enjoy a beautifully updated 2bd/1ba with soaring vaulted ceilings throughout. This shotgun style floor plan has b...
Your private island retreat awaits. Discover the ultimate in low-maintenance living with this charming, turnkey 3-bedroom, 2-bath single-level home, perfectly positioned ...
Beautifully renovated 3-bedroom, 2.5-bath townhome offering a perfect blend of style, comfort, and outdoor living. The stunning chef's kitchen features custom wood cabine...
Steps From Duval. Worlds Away. Morning coffee on the wraparound porch. An afternoon swim beneath the waterfall. Dinner under the stars. At 813 Thomas Street, every day fe...
A rare find! Three bedrooms and three full bathrooms make this lovely golf course residence a standout opportunity. This home offers a comfortable and versatile layout wi...
Discover the charm of coastal living at Casa Caselles, an exclusive 19-residence gated community nestled along the Atlantic Ocean in Key West. This inviting two-bedroom, ...
Quiet Old Town lane living in this historic cottage with guest house and off street parking. The main home consists of a 1bd/1ba with an additional sleeping loft and a s...
Quiet Old Town lane living in this historic cottage with guest house and off street parking. The main home consists of a 1bd/1ba with an additional sleeping loft and a s...
Turnkey Key West Investment Property with Transient Rental License! Located in the heart of Old Town, just steps from Duval Street, this charming 1-bedroom, 1.5-bathroom ...
NEW LISTING! Waterfront Home Just Minutes from Old Town Key West! This beautiful residence offers over 2,400 square feet of living space and features three bedrooms and t...
Welcome to 1809 Seidenberg nestled in Mid Town Key West with one of the larger pools on the island. The open floor plan with an entire wall of pocket sliders provide the ...
View this property on Parade of Home Thursday 10/22 from 11am-3pm. Experience the charm of Key West living in this inviting two story residence offering three bedrooms an...
Experience waterfront living at its finest in this rare top-floor residence at Sunset Marina. Boasting breathtaking, unobstructed open-water views and spectacular year-ro...
3 BR, 2.5 BA townhouse, large secure garage with built in work benches & shelving, garage door opener, 2 parking spaces, hurricane windows and 2 doors leading to covered ...
BRAND NEW CONSTRUCTION MIDTOWN WEST Meticulously crafted by a local luxury builder, this exceptional new 4 bedroom 3 bath residence combines superior construction, th...
Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island l...
Nestled in a tranquil ,established neighborhood ,this property offers an opportunity for those looking to enjoy the charm of an existing home or envision something entire...
A RARE OLD TOWN FIND -- LOCATION, LIFESTYLE & INVESTMENT POTENTIAL! A MUST-SEE for the savvy investor, seasonal resident, or anyone dreaming of owning a piece of the K...
Welcome to Seaside Resort, a gated, waterfront community just 10 minutes from the heart of Key West! This bright, cheerful 2 bed, 2 bath home with 864 sq ft of updated li...
Discover the possibilities at 3711 Duck Avenue! Situated on an oversized 6,750-square-foot lot, this updated 3 bedroom, 1-bath home offers over 1200 square feet of invit...
Rarely does a waterfront setting capture the essence of the Florida Keys quite like this. Occupying a spectacular west-facing point lot with 270 feet of open-water fronta...
Welcome to easy island living in Big Coppitt Key! This 3 bedroom, 2 bath elevated home sits on a spacious 7,500 square foot corner lot offering plenty of room to enjoy th...
Welcome to your dream oasis, perfectly situated directly across from a beautiful park with rare dual-street accessibility. This exceptional property blends spacious desig...
Key West Transient-Licensed Vacation Rental for Sale. Own an active nightly vacation rental just minutes from Old Town Key West. This beautifully maintained 3-bedroom, 3-...
Historic Old Town Charm Meets Modern Luxury. Situated next to the iconic Key West Cemetery, this legal duplex sits proudly on the island's highest point, offering an unbe...
This lovely 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. It has 9' cei...
DUAL TRANSIENT LICENSES | A RARE DEPARTURE FROM THE ORDINARY While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands...
Enjoy beautiful open Atlantic Ocean views from this spacious 2-bedroom, 2-bath condo at 5960 Peninsular Avenue, Unit 210, on Stock Island. Offering 1,352 square feet of c...
Enjoy the largest floor plan in the Santa Clara building with this spacious 2-bedroom, 2-bath condo in the heart of New Town Key West! Welcome to easy island living in...
A TROPICAL OASIS IN NEW TOWN! Turnkey, fully furnished, and ready to enjoy, this private tropical retreat in Key West's Elamar Estates area of New Town makes island li...
Tucked away on nearly 3 acres of lush native landscape, this Sugarloaf Key home has incredible privacy, with non-buildable land surrounding the property. The 2-bedroom, 2...
Charming Old Town Key West Cottage with Private Pool & Rooftop Deck Welcome to 1116 Eaton Street, Key West, Florida 33040--a charming 2-bedroom, 1-bathroom single-fami...
Beach Living | 3-Bedroom End Unit | Salt Pond Views | Gated Community Cross the street to Smathers Beach, then come home to an open balcony over the salt ponds. This sec...
Rare DOUBLE SIZE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This property offers magnificent sunset views over the open water and has plenty ...
Discover a rare resort-style waterfront lifestyle in Key West--an offering seldom found elsewhere on the island. At Sunset Marina, tranquil marina views, spectacular suns...
Welcome to 49 Blue Water Drive, located in the beautiful and peaceful community of Saddlebunch Key! Built in 2022, this stunning three-bedroom, two-bathroom waterfront...
VALUE now is even SWEETER! Adjusted Price! Welcome to 138 GC Dr. in the highly sought-after Key West Golf Club residential community. Surrounded by acres of open space, R...
Close to Duval Street but away from the hubbub, this immaculately presented one bedroom condo is just a few blocks from Smathers Beach and vibrant White Street with its r...
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...
Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of wa...
Rare Old Town mixed-use opportunity at 1011 Whitehead Street, just steps from Duval Street, the Key West Lighthouse and the Hemingway Home. This historic property fea...
STOCK ISLAND INVESTMENT OPPORTUNITY - Rare opportunity to own an income-producing property in highly sought-after Stock Island, just minutes from downtown Key West. The...
Some Key West homes are historic because they are old. 1311 Truman Avenue is historic because of who built it, who gathered within its walls, and who saved it. Its fro...
Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of ...
This home has everything you need to enjoy the Key West lifestyle! With approximately 3,000 sq. ft. of living space and a 6-foot privacy fence surrounding the large prope...
BOAT SLIP INCLUDED WITH OWNERSHIP! A standout waterfront opportunity in Key West, 5 McCoy Cir #5 offers the coastal lifestyle you've been looking for: a townhome-style...
Where Casa Marina Charm Meets Modern Island Living. Set on an expansive 10,000 sq. ft corner lot in prestigious Casa Marina, one of Key West's most sought-after neighborh...
Updated CBS Duplex on Oversized Stock Island Lot - Ready Now Opportunity is knocking on Stock Island! This well-maintained CBS duplex offers 4 bedrooms and 2 bathrooms...
Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Street offers the perfect blend of comfort, privacy, and island living. The main residence feature...
Ideally located just two blocks from the beach, this beautifully renovated Key West residence blends island living, modern comfort, and plenty of space to make it your ow...
View this property on the Parade of Homes Thursday 10/22 from 11am-3pm. Enjoy Old Town Key West living just two blocks from Duval Street at 615 Amelia Street. This two-be...
KEY WEST LIFESTYLE !!!!!! Prime Old Town Duplex Just Two Blocks Off Duval. (each unit also available for sale ) Exceptional investment and island living opportunity in th...
New construction, Elevated 3BD/3.5BA with heated pool and gated off-street parking on coveted Olivia Street. The Twins on Olivia is a Key West landmark reborn. The ori...
Welcome to your dream home in the heart of Key West's MidTown! This beautifully updated 3-bedroom, 2-bathroom residence blends modern comfort with island charm. Step insi...
LOCATION! Situated on Garrison Bight, across the canal from the Key West Yacht Club, 5 Hilton Haven Dr. provides the best boating access on Key West. Tremendous opportuni...
Your Old Town Key West dream can start now -- with income built in. This exceptional 2-bedroom, 2.5-bath, townhouse-style condo offers a rare combination of Old Town life...
Discover the perfect blend of transient investment potential and coastal charm on Atlantic Boulevard. Just steps from the beach, this exceptional property offers a truly ...
Ocean Views & Island Living at La Brisa - Key West. Wake up to ocean views and embrace the Key West lifestyle! Rarely available, this 3-bedroom, 2-bath condominium in...
Tucked behind the gates of Seaside Residences, this exceptional 4-floor Townhome delivers the kind of Atlantic views most people only dream about. With four generous bedr...
Welcome to 2506 Seidenberg Avenue, a spacious 3-bedroom, 3-bath home offering 1,922 square feet of living space in the heart of Midtown Key West. Framed by tropical lands...
The Autograph House is a newly built, architect-designed luxury property in the heart of Old Town Key West, ideally positioned just one block from Duval Street and the is...
There is a certain rhythm to life in Key West. Mornings begin outside, friends have a way of staying longer than planned, and some of the best evenings never make it past...
Discover the charm of what was once a carriage house and now a single-level home nestled in the highly desirable Meadows neighborhood of Old Town Key West. This inviting ...
Completed in 2025, this brand-new, elevated two-story home rises above the surrounding homes and is built above flood level. Excellent location close to the beach. Catego...
Breathtaking sunset views! Million-dollar views set the tone for this beautifully crafted 3-bedroom, 3-bath home in Saddlebunch Key, just minutes from Key West. Designed ...
A rare opportunity in the heart of Old Town Key West's coveted Seaport neighborhood, this exceptional multi-residence property combines the charm and architectural charac...
A Private Waterfront Sanctuary on Geiger Key, AKA ''The Backside of Paradise''. *** Just 15 minutes from Key West, this extraordinary waterfront retreat offers somethin...
Stunning Renovated 2-Bedroom Condo with Panoramic Ocean Views - Key West, FL Welcome to your slice of paradise! This beautifully renovated 2-bedroom, 2-bath condo on the ...
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...
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 and o...
Located in the quiet Indian Mounds neighborhood of Upper Sugarloaf Key, this elevated 3 bedroom, 2 bath home offers 1,296 square feet of comfortable living space. Impact-...
Up in the Air, Down to Earth: Your Escape on Big Coppitt! Built up on stilts, the way homes out here were meant to be built, this 3 bedroom, 2 bath home puts the living ...
Welcome to the Sanctuary! This UPDATED/REMODELED gated single family POOL home is located on the 18th hole of the world famous Rees Jones designed Key West Golf Course. ...
644 William Street The property being sold is 644 William Street. The current property record/card reflects both 644 and 646 William Street, although the property bein...
An exceptional opportunity for boaters, investors, and future homebuilders on Geiger Key! Rent the existing 2-bedroom, 1-bath manufactured home or take advantage of the p...
Life is BETTER at the Beach! Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo! This waterfront setting is simply serene, pea...
Welcome to 2519 Staples Avenue, a fully reimagined residence in the heart of Midtown Key West, set on a rare 10,000 sq ft corner lot along one of the area's most bicyclab...
Priced to sell and one of the most affordable opportunities in the popular Key West Estates! 3316 Harriet Avenue is an excellent option for a first-time homebuyer, invest...
Opportunity meets location in the heart of Key West's increasingly sought-after Bahama Village. Situated on a generously sized lot, 316 Virginia Street offers an exciting...

Jim Signor: 305-394-4449