422 ft
Distance
TiB Bank is a prominent financial institution located in Key West, Florida. As a trusted operator in the finance industry, TiB Bank offers a range of professional services to meet the banking needs of individuals and businesses alike. With its convenient location in Key West, TiB Bank provides a reliable and accessible option for local residents and visitors seeking financial solutions. Whether you require personal banking services or assistance with business finances, TiB Bank is the go-to destination in Key West, Florida.
| Address | Bed / Bath | Listing Price |
|---|---|---|
830 Caroline Street
Endless possibilities await with this mixed-use building perfectly positioned in the heart of Old Town's Historic Seaport neighborhood. This rare property blends residential and commercial flexibility in one of Key West's most sought-after locations.The second floor features a stylish studio apartme
Living Area:
1526 Sqft.
|
1
Bed,
3
Baths
|
$1,995,000 |
703 Elizabeth Street
Perched at the highest island elevation referred to as Solares Hill you will find this timeless Old Town gem. A perfect blend of style and charm welcome you to an open concept floor plan with cathedral ceilings and wall of French doors that overlooks a tropical backyard oasis with heated pool, deck
Living Area:
1404 Sqft.
|
3
Beds,
2
Baths
|
$2,299,000 |
1020 Fleming Street Street
Welcome to 1020 Fleming Street, an adorable Conch Cottage situated on the corner of prestigious Fleming Street and Nassau Lane. Built in 1918, this two (2) bedroom and one (1) bath charming and historic home is the perfect retreat in Old Town, Key West. Once a famous Old Town Grocery Store.Step insi
Living Area:
759 Sqft.
|
2
Beds,
1
Bath
|
$1,442,100 |
1311 Pine Street
Tucked away on one of The Meadows most charming and secluded streets, this storybook Key West cottage offers the perfect blend of island character and modern comfort. Featuring three bedrooms and two and a half baths, the flexible layout includes an expansive upstairs primary suite, a first-floor be
Living Area:
1368 Sqft.
|
3
Beds,
3
Baths
|
$1,595,000 |
1014 Southard Street
Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance. With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft.
Living Area:
3026 Sqft.
|
4
Beds,
4
Baths
|
$4,995,000 |
1324 Duncan Street
Exquisite newly built residence showcasing world class architecture and luxury in one of Key West's more idyllic Old Town neighborhoods.Located just a leisurely stroll from the iconic White St. Gallery District, where one can indulge in a local cuban coffee, dine in a Mediterranean restaurant or bro
Living Area:
1747 Sqft.
|
3
Beds,
4
Baths
|
$2,395,000 |
702 Florida Street
BRAND NEW ROOF with new Kitchen Skylights! This beautiful single-story CBS home is on a desirable corner lot within the highly sought-after Meadows neighborhood. Close to the Historic Seaport and the iconic Duval Street, this charming 2-bedroom, 2-bathroom home, built in 1972, offers a light and bri
Living Area:
1458 Sqft.
|
2
Beds,
2
Baths
|
$1,290,000 |
625 Whitehead Street
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, it's perfectly suited for continuing as a b
Living Area:
1660 Sqft.
|
4
Beds,
2
Baths
|
$1,345,000 |
1042 United Street
Discover your perfect Key West getaway at 1042 United Street -- a charming single-story cottage with two bedrooms, one bath, and all the island character you've been dreaming of. Relax on the inviting front porch with your morning coffee, then unwind on the private back patio after a day of sun and
Living Area:
612 Sqft.
|
2
Beds,
1
Bath
|
$699,500 |
411 Louisa Street
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 dining and entertainment.This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227
Living Area:
3663 Sqft.
|
5
Beds,
5
Baths
|
$6,750,000 |
1116 Elgin Lane
This quintessential two story, 3/2 Key West home is situated in the Historic Seaport District on a quiet lane with coveted off street parking.....The original structure can be traced back to the 1850s and has many beautiful historic features such as Dade County Pine walls and flooring. The home has
Living Area:
1516 Sqft.
|
3
Beds,
2
Baths
|
$2,299,000 |
512 Amelia Street
Charming, colorful, and unmistakably Key West--512 Amelia Street is where island life unfolds with ease. Enjoy your own private pool and the flexibility of a Transient License, allowing nightly rentals. Nestled in a serene pocket of Old Town, this home is surrounded by swaying palms, historic street
Living Area:
1120 Sqft.
|
2
Beds,
3
Baths
|
$3,199,000 |
103 Front Street
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A
Living Area:
4200 Sqft.
|
3
Beds,
3
Baths
|
$6,850,000 |
317 Whitehead Street
Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed,
Living Area:
3340 Sqft.
|
6
Beds,
7
Baths
|
$6,895,000 |
813 Thomas Street
Discover an extraordinary opportunity to own a luxurious sanctuary in the heart of Old Town Key West. Built in 2002 and a complete renovation in 2025, this impeccably 4BD/3BA home masterfully fuses island-contemporary style with timeless sophistication. Located on a rare double lot in the coveted X
Living Area:
2271 Sqft.
|
4
Beds,
3
Baths
|
$3,999,000 |
1503-1509 Seminary Street
Opportunity awaits in the heart of Midtown Key West! This rare double-lot offering includes two side-by-side parcels with endless potential for redevelopment or renovation.1503 Seminary Street features a 2-bedroom, 1-bathroom single-family home built in 1943 with 1,160 sq. ft. of living area. The ho
Living Area:
1640 Sqft.
|
2
Beds,
1
Bath
|
$1,275,000 |
1008 Fleming Street
Exceptional Old Town compound with pool, gardens, and two guest houses in the heart of Key West. This impeccable property blends timeless architecture with modern updates across three beautifully appointed structures. Behind a privacy wall and gate, the estate includes a grand main residence and two
Living Area:
3336 Sqft.
|
4
Beds,
5
Baths
|
$5,595,000 |
418 Olivia Street
Transient receiver site - Truly a diamond in the rough. Great location, behind the Hemingway House between Duval and Whitehead Street. Lot backs up to Whalton Lane (off Duval) with room for parking and a pool. Bring your contractor and a transient license to the property and she will truly shine l
Living Area:
920 Sqft.
|
3
Beds,
1
Bath
|
$1,200,000 |
1022 Fleming Street
Invest in Key West with this Duplex which can be also easily used as a single family home! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generate
Living Area:
2016 Sqft.
|
4
Beds,
2
Baths
|
$1,999,990 |
618 Mickens Lane
Opportunity awaits in the heart of Old Town Key West! Just steps from the legendary Green Parrot and only 1.5 blocks from world-famous Duval Street, 618 Mickens Lane offers the perfect blend of location, privacy, and potential. Tucked away on a quiet, brick-paved lane, this 2-bedroom, 2.5-bath home
Living Area:
1056 Sqft.
|
2
Beds,
3
Baths
|
$875,000 |
705 Chapman Lane
Charming Old Town gem with endless possibilitiesDiscover a rare opportunity in the heart of Old Town Key West! This property sits on an exceptionally large lot -- a true find in this historic neighborhood. With plenty of room to expand, you can create your own island oasis by adding a pool, enlargin
Living Area:
1231 Sqft.
|
3
Beds,
1
Bath
|
$1,350,000 |
1017 Angela Street
The perfect embodiment of Key West located on a quiet lane in Old Town just a stroll from Duval Street and Historic Seaport. This cozy newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of calm island style inside and out. From the moment you arrive, 1017 Angela Street welcomes you
Living Area:
1962 Sqft.
|
3
Beds,
4
Baths
|
$2,745,000 |
627 Caroline Street
5 Beds | 6 Baths | Pool & Spa | Prime Historic Location627 Caroline Street is a rare opportunity to own a turnkey masterpiece in one of Key West's most coveted neighborhoods. Just steps from vibrant Duval Street and the iconic Historic Seaport, this fully furnished home perfectly blends timeless isl
Living Area:
2230 Sqft.
|
5
Beds,
6
Baths
|
$5,000,000 |
1010 Olivia Street
Introducing The Twins on Olivia - a storied Key West treasure reborn. Once known locally as ''Olivia's Twins'' and documented on the 1892 Sanborn maps, this historic Old Town property has been meticulously reimagined and rebuilt to perfection after once being condemned by the City of Key West.Today,
Living Area:
2421 Sqft.
|
3
Beds,
4
Baths
|
$4,600,000 |
905 Grinnell Street
Located in the heart of Key West's Historic District, 905 Grinnell Street is a distinctive multi-unit property that blends architectural character with strong investment performance. Originally built as a church, the structure has been thoughtfully converted into four residential units totaling 3,38
Living Area:
3383 Sqft.
|
8
Beds,
4
Baths
|
$2,095,000 |
326 Caroline Street
GRAND KEY OASIS is the epitome of luxurious island living, featuring two separate homes connected by a covered pavilion. This fabulous compound is being offered fully furnished with the main house just completely redecorated at a cost of over $100,000. The interior design will leave you marveling at
Living Area:
4279 Sqft.
|
5
Beds,
6
Baths
|
$6,995,000 |
312 Margaret Street
Welcome to your perfect Island Escape! Nestled in the heart of old town, this beautiful home is one you're sure to fall in love with. Featuring two off-street parking spaces and a private pool, it blends luxury, comfort, and convenience, perfect for both vacation getaways and year-round living. Insi
Living Area:
1916 Sqft.
|
3
Beds,
3
Baths
|
$2,599,000 |
1231 Washington Street
Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking.
Living Area:
1818 Sqft.
|
3
Beds,
4
Baths
|
$2,550,000 |
1420 White Street
Stunning Grand Key West Historic Home Newly Renovated into a Gorgeous Single Family Home with High Ceilings, Architectural Moldings, and Imported Tiles . This Home has undergone a Massive Transformation with the current owners paying great attention to New Spaces and Natural Light. There are so man
Living Area:
2608 Sqft.
|
5
Beds,
3
Baths
|
$3,299,000 |
1320 Eliza Street
Welcome to the School House on Eliza!1320 Eliza Street is a stunning corner-lot property that exudes old-world charm and proudly served as a historic schoolhouse in Key West.This four (4) bedroom with two (2) full bathrooms with two (2) half bathrooms home sits on a tropically landscaped corner lot
Living Area:
1854 Sqft.
|
4
Beds,
4
Baths
|
$2,599,000 |
1224 Florida Street
Nestled in a quiet Old Town neighborhood, this elevated three-story home blends timeless craftsmanship with contemporary design. Thoughtfully constructed for style and strength, 1224 Florida features five spacious bedrooms--each with its own en-suite bath--and an open, light-filled layout that flow
Living Area:
2760 Sqft.
|
5
Beds,
6
Baths
|
$3,200,000 |
814 Ashe Street
Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home
Living Area:
2286 Sqft.
|
3
Beds,
4
Baths
|
$2,899,000 |
817 Terry Lane
This idyllic Old Town Key West home offers an extraordinary location and super-coveted parking. Light, Bright and in move-in condition, this furnished, turn-key oasis works well as an exceptional rental property and/or second home. Your own Key West pied a terre. Outstanding features include vaulted
Living Area:
420 Sqft.
|
1
Bed,
1
Bath
|
$1,100,000 |
709 Frances Street
This Conch home has been opened up to provide a large living room with high ceilings and a great sense of space. It features original Dade Pine walls and custom built-in bookcases. The Dade County pine looks to be in beautiful condition. The entire upstairs is the primary bedroom plus a half bath an
Living Area:
1095 Sqft.
|
1
Bed,
2
Baths
|
$1,050,000 |
626 Margaret Street
Welcome to this captivating historic Conch home, where the essence of Key West island luxury comes alive. This charming residence boasts a classic front porch that beckons you to sit back and enjoy the tropical breeze, making it an ideal space for leisurely mornings or cozy evenings. Upon entering,
Living Area:
1392 Sqft.
|
3
Beds,
2
Baths
|
$1,649,000 |
1126 Von Phister Street
Beautiful. Historic. Ideal for Entertaining When you walk through the beautiful front door of this stunning two-story historic home, you will be amazed by the high ceilings, large open concept living area with original hardwood floors. High arches separate the entryway and the two different seatin
Living Area:
2746 Sqft.
|
3
Beds,
4
Baths
|
$3,295,000 |
1109 Stump Lane
Nestled on a tranquil lane in Old Town Key West, this classic Conch home is designed for relaxed island living. The property offers multiple entertainment spaces both indoors and out, with the expansive living area and kitchen opening to a great covered patio . Enjoy a large pool surrounded by spaci
Living Area:
1724 Sqft.
|
3
Beds,
4
Baths
|
$2,400,000 |
628 William Street
Tucked away on one of the most desirable streets in Old Town, 628 William Street is a stunning blend of Key West history and contemporary sophistication. With over $900,000 in renovations since 2022, this home has been completely reimagined from top to bottom, offering the perfect balance of timeles
Living Area:
1524 Sqft.
|
3
Beds,
3
Baths
|
$2,950,000 |
1113 Stump Lane
Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Insid
Living Area:
2985 Sqft.
|
4
Beds,
5
Baths
|
$4,595,000 |
709 Chapman Lane
Refined Island Living with Authentic Key West Heritage.Nestled in the heart of Old Town Key West and located in the coveted X-flood zone, the highest elevation of the island, this impeccably renovated historic cottage combines timeless charm with modern elegance. Just three blocks from Duval St. and
Living Area:
1109 Sqft.
|
2
Beds,
2
Baths
|
$1,249,000 |
1019 Packer St
AUCTION. This affordable gem offers 3 beds, 2 baths, an attached carport and covered porch. Home is in close proximity to beaches, dining, and shops—walk or bike everywhere. Don't miss your opportunity to experience this Old Key West gem. Property is sold as-is with NO interior photos, NO lease
Living Area:
1760 Sqft.
|
3
Beds,
2
Baths
|
$998,700 |
606 Truman Avenue 10
This two bedroom, two bathroom single family home is located within the Windward Park Community located in Old Town Key West. The first floor features an open floor plan for the dining room, living room, kitchen and one full bath. There are also french doors that lead out to the the private outdoo
Living Area:
1152 Sqft.
|
2
Beds,
2
Baths
|
$1,250,000 |
711 Galveston Lane
Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining.Step into a beautifully landscaped backyard wit
Living Area:
866 Sqft.
|
3
Beds,
2
Baths
|
$1,250,000 |
908 Catherine Street
Welcome to 908 Catherine Street - a delightful blend of historic charm and modern comfort tucked in the heart of Old Town Key West. This beautifully renovated home boasts 3 bedrooms and 3.5 baths, offering a rare opportunity to enjoy relaxed island living in the coveted ''X'' flood zone of Key West.
Living Area:
1572 Sqft.
|
3
Beds,
4
Baths
|
$1,895,000 |
1115 Varela Street
**Investor Alert, reduced $180,000 from the original listed price. ** Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone lo
Living Area:
1292 Sqft.
|
3
Beds,
2
Baths
|
$799,000 |
1224 Seminary Street
Welcome to 1224 Seminary Street, a tranquil tropical retreat in one of Key West's most desirable neighborhoods--just moments from the White Street Arts District, Higgs Beach & the iconic White Street Pier. Set on an oversized 5400 sq. ft. lot, this unique property offers the best of island living w/
Living Area:
900 Sqft.
|
2
Beds,
2
Baths
|
$1,237,000 |
827 Eisenhower Drive
Waterfront Old Town Oasis.This exceptional Key West residence is a rare offering in the Heart of Old Town and the Meadows. Just steps from a vibrant selection of renowned restaurants, lively bars and world-class galleries, the home also delivers the ultimate waterfront lifestyle - complete with dee
Living Area:
2397 Sqft.
|
3
Beds,
3
Baths
|
$2,499,000 |
216 Fleming Street
Located in the coveted gated community of Truman Annex, this impeccably styled 2-bedroom, 2.5-bath single family home blends refined coastal elegance with effortless Old Town living, just steps from Duval Street and the Truman Waterfront. A private entrance opens to a turnkey interior highlighted by
Living Area:
1312 Sqft.
|
2
Beds,
3
Baths
|
$1,950,000 |
610 Griffin Lane
Tucked away on a quiet lane in the heart of Old Town Key West, this rare compound offers timeless island charm and ultimate privacy just steps from world-class dining, shopping, and entertainment. Three unique dwellings are thoughtfully arranged around a serene brick courtyard with a heated cocktail
Living Area:
1519 Sqft.
|
3
Beds,
3
Baths
|
$2,900,000 |
1501 White Street
Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly po
Living Area:
1734 Sqft.
|
4
Beds,
3
Baths
|
$3,399,000 |
1421 Reynolds Street
1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Higgs Beach, one of Key West's best beaches and the perfect spot to watch the sunset. You will see the ocean from your driveway. You can walk or bike to Duval street, but live just far enough away to enjoy peace
Living Area:
1928 Sqft.
|
4
Beds,
4
Baths
|
$1,750,000 |
1210 Virginia Street
Currently this is a two-story duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a total of three bedrooms and 2.5 baths. As currently configured, the first floor has 2 bedrooms,1.5 baths and features 9.5-foot ceiling
Living Area:
1740 Sqft.
|
3
Beds,
3
Baths
|
$1,149,000 |
1405-1409 United Street
Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Com
Living Area:
1872 Sqft.
|
3
Beds,
3
Baths
|
$3,499,000 |
1317 Newton Street
Step into island living with this beautifully updated home in one of Key West's most desirable neighborhoods. Recently painted inside and out, this cottage features stainless-steel appliances, gleaming granite countertops in the kitchen and bathrooms, and stylishly updated tile work. The sun-drenche
Living Area:
1386 Sqft.
|
2
Beds,
3
Baths
|
$1,399,900 |
915 Washington Street
Located in the highly sought-after Casa Marina neighborhood, 915 Washington Street offers a unique blend of privacy, style, and functional design. This newly renovated 2-bedroom, 2-bathroom residence sits on a 3,600 sq ft corner lot and features 1,193 sq ft of thoughtfully designed living space.A fu
Living Area:
1193 Sqft.
|
2
Beds,
2
Baths
|
$1,795,000 |
206 Truman Avenue
Step into timeless Key West charm at 206 Truman Avenue, a classic Conch cottage rooted in Key West's Bahama Village neighborhood soaked in tradition and nestled in the heart of Old Town. This historic residence effortlessly blends character and comfort, offering original architectural details, Dad
Living Area:
1343 Sqft.
|
4
Beds,
1
Bath
|
$1,199,000 |
723 Eaton Street
Private Compound on Eaton and Peacon Lane | Old Town Key WestAn extraordinary property in the heart of Old Town, this rare compound is a masterclass in island living. Spanning from Eaton Street to Peacon Lane, the property includes four beautifully reimagined residences set behind lush, professional
Living Area:
3000 Sqft.
|
7
Beds,
9
Baths
|
$7,500,000 |
1202 Whitehead Street
This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 b
Living Area:
1051 Sqft.
|
3
Beds,
2
Baths
|
$1,575,000 |
408 William Street
Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that
Living Area:
1943 Sqft.
|
4
Beds,
3
Baths
|
$1,800,000 |
1116 Eaton Street
Charming Key West Cottage with Pool, Rooftop Deck & Prime Old Town Location.Discover the ultimate island lifestyle in this lovely Key West cottage located in the vibrant heart of Old Town. Perfectly sized for effortless living, this beautifully maintained home offers all the charm, comfort, and conv
Living Area:
749 Sqft.
|
2
Beds,
1
Bath
|
$1,116,000 |
511 Tabby Lane
Unmatched Old Town Opportunity!Location, Location, Location! This is your chance to own one of the most coveted properties in Old Town Key West--a truly unique home and lot that must be seen to be fully appreciated. Tucked away and completely hidden from view, this remarkably private property is the
Living Area:
1368 Sqft.
|
3
Beds,
1
Bath
|
$1,900,000 |
1015 Eaton Street
Nestled in the highly desirable Historic Seaport neighborhood, 1015 Eaton Street is a thoughtfully renovated 4 bedroom, 3 bathroom Historic Eyebrow home that perfectly blends timeless Key West architecture with modern luxury. Behind the white picket fence, a welcoming front porch sets the tone for e
Living Area:
1738 Sqft.
|
4
Beds,
3
Baths
|
$1,999,000 |
1012 Howe Street
PRICE IMPROVEMENT!!! Bring your offers to this Historic Bahama Village Ranch Gem - Corner LotNestled in the heart of Key West's iconic Bahama Village, this thoughtfully maintained ranch-style home captures the essence of classic island living. Preserved with original features including terrazzo floo
Living Area:
1225 Sqft.
|
3
Beds,
2
Baths
|
$1,375,000 |
525 Simonton Street
A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compoun
Living Area:
3034 Sqft.
|
11
Beds,
11
Baths
|
$7,995,000 |
720-726 Emma Street
Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great locatio
Living Area:
2432 Sqft.
|
8
Beds,
10
Baths
|
$1,699,000 |
215 Whitehead Street
Welcome to 215 Whitehead Street, a captivating Mediterranean Revival home that artfully blends historic charm with sophisticated updates in one of Old Town Key West's most iconic locations. Once the beloved residence of Burt and Hazel Burnett, the property carries a rich legacy. Burt Burnett, a reno
Living Area:
1514 Sqft.
|
3
Beds,
3
Baths
|
$2,600,000 |
1114 Grinnell Street
Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity
Living Area:
2349 Sqft.
|
5
Beds,
4
Baths
|
$3,499,000 |
202 Admirals Lane
Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully
Living Area:
3148 Sqft.
|
5
Beds,
4
Baths
|
$4,850,000 |
212 Fleming Street
Nestled within the highly sought-after Truman Annex neighborhood, this exquisite 2 bedroom, 2.5 bathroom single-family home offers an unparalleled Key West living experience. Its prime location puts you within effortless walking distance to Old Town's most treasured restaurants, vibrant attractions,
Living Area:
1420 Sqft.
|
2
Beds,
3
Baths
|
$1,850,000 |
1110 Johnson Street
Blending the elegance of Danish modern architecture with the laid-back charm of island life in Key West is 1110 Johnson Street. The spacious 2000 sq ft, three-bedroom, two-bathroom home which also boasts a den and breakfast nook sits on a large, private 7500 sq ft land parcel located in the prestigi
Living Area:
2001 Sqft.
|
3
Beds,
2
Baths
|
$2,250,000 |
729 Windsor Lane
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 island's most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footpri
Living Area:
723 Sqft.
|
2
Beds,
1
Bath
|
$1,195,000 |
708 William Street
If you are looking for location and a historic home, this wonderful home is tucked away on one of Old Town Key West's most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testamen
Living Area:
1967 Sqft.
|
4
Beds,
4
Baths
|
$1,750,000 |
1118 Eaton Street
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. Surround
Living Area:
1300 Sqft.
|
3
Beds,
3
Baths
|
$1,250,000 |
522 William Street
Welcome to 522 William Street - a rare renovation opportunity nestled in the heart of Old Town Key West. This classic Conch - style home sits on a prized street just steps from the Historic Seaport, world-class dining, and the island's vibrant energy. With its original Dade County pine, soaring ce
Living Area:
2196 Sqft.
|
5
Beds,
2
Baths
|
$1,985,000 |
1121 Elgin Lane
NEW PRICE!!! Don't miss out on this incredible opportunity to own a historic Eyebrow home in Old Town Key West, available on the market for the first time since 1999! This charming two-story residence has been lovingly occupied by its owners but would also serve as an excellent rental property, seco
Living Area:
1226 Sqft.
|
4
Beds,
3
Baths
|
$975,000 |
806 Southard Street
Welcome to your private oasis in the heart of Old Town Key West, where modern luxury meets historic charm. This beautifully renovated home perfectly blends timeless island architecture with sleek, contemporary comforts, offering an unparalleled living experience just steps from the Seaport and world
Living Area:
1650 Sqft.
|
2
Beds,
3
Baths
|
$3,295,000 |
414 Virginia St
Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price.
Living Area:
1344 Sqft.
|
3
Beds,
2
Baths
|
$1,299,000 |
1101 Casa Marina Court
Set against the backdrop of one of Key West's most prestigious streets, this extraordinary estate is a masterpiece of luxury and refinement, offering an unmatched blend of Palm Beach elegance and Key West historical charm. Moments away from waterfront dining, beaches and tennis and pickleball courts
Living Area:
4666 Sqft.
|
5
Beds,
5
Baths
|
$7,235,000 |
1124 Seminary Street
Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cottage is new construction. Main home has two bedrooms and two full bathrooms and one half bathroom , with one of the bedroom and bathroom located exclusively on the second floor. Living area and kitchen have va
Living Area:
1970 Sqft.
|
3
Beds,
4
Baths
|
$2,650,000 |
611 Simonton Street
NEW PRICE! 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. La
Living Area:
2080 Sqft.
|
3
Beds,
3
Baths
|
$1,249,000 |
1222 Florida Street
Tucked away in the tranquil heart of Mid Town, this spacious one-bedroom concrete home offers both comfort and privacy. The open floor plan is filled with natural light, accentuating the warmth with brand new floors throughout. Step outside to a tropical retreat, where a serene deck area is envelope
Living Area:
805 Sqft.
|
1
Bed,
1
Bath
|
$699,000 |
1332 Duncan Street
This one-of-a-kind Conch house effortlessly blends island charm with modern sophistication. Featuring three spacious bedrooms and four luxurious bathrooms, the home boasts stunning wall-to-wall Dade County pine that adds character and warmth throughout. The open floor plan is ideal for both entertai
Living Area:
1644 Sqft.
|
3
Beds,
3
Baths
|
$1,799,000 |
1119 Whitehead Street
This stunning Old Town residence offers the perfect blend of historic charm and modern elegance, just one block from Duval Street and three blocks from the world-famous Southernmost Point. This 3 bedroom, 2 bath home was fully renovated in 2018. and features a private gated courtyard, off-street par
Living Area:
1665 Sqft.
|
3
Beds,
2
Baths
|
$2,499,000 |
1413 Olivia Street
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 chef's dream, featuring new quartz countertops, sleek backsplash, remodeled cabinetry, and stainless
Living Area:
1276 Sqft.
|
3
Beds,
2
Baths
|
$1,490,000 |
719 Elizabeth Street
Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to
Living Area:
943 Sqft.
|
3
Beds,
1
Bath
|
$1,299,000 |
1332-1222 Duncan-Florida Street
Not a duplex! This beautiful property consists of two single family homes surrounded by tropical foliage. This one-of-a-kind compound blends island charm and character. Offering a 3 bedroom 4-bath Conch house with a large separate 1 bedroom 1 bath home with a full kitchen. The 3 bedrooms, 4 bath hom
Living Area:
2449 Sqft.
|
4
Beds,
4
Baths
|
$2,450,000 |
609 1/2 Margaret Street
Great location in the heart of Old Town, just off Southard Street. This updated single family home features an open floor plan with living area, dining area and kitchen. The full bath on the first floor is updated and features a shower and the washer/dryer. The open staircase has a high ceiling and
Living Area:
884 Sqft.
|
1
Bed,
2
Baths
|
$839,000 |
68 Sunset Key Drive
First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architect
Living Area:
1681 Sqft.
|
2
Beds,
3
Baths
|
$2,650,000 |
616 Eaton Street
Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like
Living Area:
4000 Sqft.
|
5
Beds,
7
Baths
|
$7,495,000 |
1020 Southard Street
This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, leading to an elegant living and dining area. Throughout, gorgeous pine floors and walls highlight the
Living Area:
2438 Sqft.
|
3
Beds,
4
Baths
|
$3,599,000 |
1104 South Street
ELEVATE YOUR QUALITY OF LIFE. Positioned within the highly sought-after Casa Marina district with unique design 1104 South St will appeal to those who demand the best in quality design, finishes, and lifestyle. The indoor-outdoor spaces are seamlessly connected by stack-away sliding-glass doors, pro
Living Area:
2110 Sqft.
|
3
Beds,
4
Baths
|
$2,100,000 |
508 Grinnell Street
Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home
Living Area:
2049 Sqft.
|
3
Beds,
3
Baths
|
$2,800,000 |
508 Grinnell Street
Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home
Living Area:
2049 Sqft.
|
3
Beds,
3
Baths
|
$2,800,000 |
612 Mickens Lane
Come check out the Magic on Mickens Lane!Nestled in the heart of Old Town Key West, 612 Mickens Lane offers a unique blend of historic charm and modern potential. This single-family home, built in 1901, encompasses 805 square feet of living space, featuring 2 bedrooms and 1.5 bathrooms, with a great
Living Area:
805 Sqft.
|
2
Beds,
2
Baths
|
$1,195,000 |
1211 Knowles Lane
Discover the timeless charm of this beautifully remodeled historic home located in Old Town, Key West. This fully furnished 3 bedroom, 2.5 bath property boasts lovingly restored Dade County Pine, and combines classic craftsmanship with modern comforts. 1211 Knowles Ln features a 300 sq.ft. loft curr
Living Area:
1284 Sqft.
|
3
Beds,
3
Baths
|
$1,595,000 |
1114 Packer Street
X FLOOD ZONE! Luxurious Old Town Key West Family Compound with separate Guest House! Nestled in the heart of Key West's historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from ico
Living Area:
2721 Sqft.
|
5
Beds,
5
Baths
|
$3,395,000 |
1114 Packer St
Flood Zone! Impeccably remodeled Old Town Key West oasis with 3BD main house + 2BD guest house. Chef's kitchen, vaulted ceilings, impact windows/doors, heated pool, lush tropical yard, and off-street parking. Just steps from Duval St, beaches, dining, and galleries. Includes Sonos sound, high-end ap
Living Area:
2721 Sqft.
|
5
Beds,
5
Baths
|
$3,595,000 |
1211 Catherine Street
This charming historic home is located just steps off vibrant White St and close to the beach, tennis courts, pickle ball and a short walk to famous Duval St. It's close to the action but in a tranquil area of the White St District.This property has many great features such as 10ft high ceilings t
Living Area:
1463 Sqft.
|
3
Beds,
2
Baths
|
$1,680,000 |
1311 Grinnell Street
Historic Casa Marina Gem - Fully Restored & Furnished! Experience timeless Key West charm blended with modern luxury in this stunning, fully restored historic home in the highly sought-after Casa Marina neighborhood. Perfectly located five blocks from Higgs Beach and six blocks from Duval Street, t
Living Area:
2681 Sqft.
|
5
Beds,
7
Baths
|
$4,250,000 |
1100 South Street
Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWEL
Living Area:
2880 Sqft.
|
4
Beds,
3
Baths
|
$2,850,000 |
816 Ashe Street
This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated/chill
Living Area:
1522 Sqft.
|
3
Beds,
4
Baths
|
$2,195,000 |
1115 Fleming Street
This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone else's overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 500
Living Area:
1760 Sqft.
|
4
Beds,
2
Baths
|
$2,175,000 |
923 Eaton Street
Price just reduced--arguably the best value in Old Town. Welcome to 923 Eaton Street, where Old Town charm meets laid-back island living. Just steps from the Historic Seaport and a short stroll to Duval, this beautifully updated home blends classic Key West architecture with modern comfort--and you
Living Area:
1440 Sqft.
|
3
Beds,
2
Baths
|
$1,675,000 |
1409 Truman Avenue
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 L
Living Area:
1932 Sqft.
|
3
Beds,
4
Baths
|
$1,299,000 |
1102 Whitehead Street
Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fence
Living Area:
1057 Sqft.
|
2
Beds,
1
Bath
|
$794,000 |
304 Amelia Street
Location! Location! in the Bahama Village district of Old Town Key West this property offers a wonderful opportunity to be renovated. This 3 bed 1 bath home sits on a 1996 square foot lot near shops, restaurants and the community pool. This is an historic contributing property allowing you to bri
Living Area:
936 Sqft.
|
3
Beds,
1
Bath
|
$749,000 |
1233 Washington Street
BRAND NEW CONSTRUCTION. Four bedrooms, 4.5 bathrooms including guest quarters and pool. High end trim package includes Thermador appliances with wet bar, 58 bottle dual temperature wine cooler, beverage center, ice maker, induction stovetop. Upstairs and downstairs laundry. Riva European white oak w
Living Area:
2585 Sqft.
|
4
Beds,
5
Baths
|
$3,750,000 |
1235 Washington Street
If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4be
Living Area:
1802 Sqft.
|
4
Beds,
4
Baths
|
$3,749,000 |