SELLER WANTS AN OFFER THIS WONT LAST Your DREAM home awaits! Located in Truman Annex, where luxury meets island living. This stunning 5-bedroom, 5-bathroom residence boas...

1212 Watson Street, aka Island Bliss, is a quintessential Old Town Key West home. This beautiful one-and-a-half-story home has been thoughtfully restored with a mix of mo...

**Cash buyers welcome, with potential owner financing options available** Welcome to your dream oasis in Old Town Key West! This recently updated home boasts a lush fence...

The Paradise Inn, with its subtle luxury and Bahamian charm, is situated in the center ofOld Town Key West only a short walk or bicycle ride from the shops at Mallory Squ...

Located on the northside of Old Town only two blocks from the historic Key West Port,NYAH is walking distance from the main strip of bars and restaurants on Duval andprox...

Located just a block from Duval Street, Cabana Inn is hidden amongst shady trees to create a tranquil paradise. The historic conch estate, with cottages that were meticul...

Located at 521 United Street, the Southernmost Inn was originally built in the 1800s as a Francisco Marrero cigar factory. With much of the old cigar factory features res...

Welcome to 610 Griffin Lane, a charming Key West style compound perfectly blending modern elegance with island character. Tucked away on a quiet lane in the coveted Old T...

This charming 1896 Conch house nestled within the lushly landscaped grounds of the Meadows in Old Town Key West offers a unique blend of character and modern comfort. Lov...

NEW LISTING! Fantastic high traffic and high visibility corner location on coveted Duval Street. Rare mixed-use opportunity just blocks from the Southernmost Point & th...

2 Separate houses on 2 Separate lots for 1 Great Price. 710 Ashe Front and 710 Ashe Rear are 2 homes, Front house is 3 BD/ 2 BA and the Rear house is 2 BD / 1 BA. Both h...

Discover this exquisite 4-bedroom, 4.5-bathroom home located on a picturesque tree-lined street, just steps away from art galleries and beautiful beaches.1409 White Stree...

Rare Multi-Family Investment Opportunity in Old Town Key West. This unique property is comprised of eight updated one-bedroom, one-bathroom units. 2 buildings situated on...

At 3,924 square feet, 2718 Harris Ave is one of the larger private residences in Key West. Now being offered at $635/sq ft! This impressive home offers an open and airy l...

Welcome to 329 William Street, where timeless island charm meets modern comfort in the heart of Old Town Key West. With six luxurious bedrooms, each boasting en suite bat...

Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, inclu...

This cool, calm and collected home, circa 2014, reflects synergy between architecture and interior design and is move in ready! Located on the perfect corner of White an...

Nestled in the heart of the coveted Meadows neighborhood, 1407 Olivia offers a perfect blend of historic charm and modern luxury. This fully renovated single-family home ...

Discover the epitome of Key West Quirk and versatility with this one-of-a-kind midcentury mansion/multi-family/cozy compound, i.e., whatever you decide to make of it. Whe...

Discover the epitome of Key West Quirk and versatility with this one-of-a-kind midcentury mansion/multi-family/cozy compound, i.e., whatever you decide to make of it. Whe...

This is the ultimate living experience. You get all Historic Key West has to offer, but are tucked away on your own private island paradise. Access to Sunset Key is by th...

Prime TRANSIENT Development Opportunity on Stock Island. Just over a half acre, this property features 4 ROGO exempt units with a letter of understanding from the county ...

This magnificent TRANSIENT rental property with two homes and a heated pool blends privacy with convenience. Nestled in historic Old Town and just steps from Duval Street...

Welcome to 522 Elizabeth Street, fully reconstructed and better than new! This 6 bedroom 6.5 bathroom home, with a pool and over 3,000 Sq Ft of luxurious living space is ...

Welcome to 1015 Eaton Street, nestled in the heart of the Historic Seaport neighborhood. This exquisite 2024 renovation comes fully furnished. This 4-bedroom, 3-bathroom ...

Tranquil well maintained home professionally decorated on a private island five minutes off of Key West. Sunset Key. Tropical island living at its finest. The island has ...

Live in the main house and lease the other two units, lease all three or convert to 3 bedroom for your family. Many options with this move in ready tri-plex offering isla...

This exquisite double lot property offers a harmonious blend of sophistication and comfort. The centerpiece, is a splendid 2250sf residence, meticulously renovated in 202...

**BEGINNING AUGUST 15TH, THE LARGEST COMMERCIAL UNIT IN THE BUILDING WILL BE AVAILABLE - GREAT OPPORTUNITY FOR AN OWNER/OCCUPIER OR INVESTOR!** A rare investment opportu...

Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic...

Tranquil Midtown Estate feels worlds away, while just minutes to delectable dining and nightlife in exciting Key West! Nestled on nearly a quarter-acre of gated, lush tro...

Welcome to Key West Beach Club. This top floor condo includes 2 bedrooms, 3 baths, large living/dining room and gorgeous views of the Atlantic Ocean. Upstairs is an eno...

Discover the epitome of unique luxury in the Florida Keys with the REAL Southernmost House of the Continental United States of America, a property that perfectly blends h...

Welcome to your dream oasis in the heart of Key West! This stunning 4-bedroom, 4-bathroom home embodies luxury and entertainment, offering an unparalleled lifestyle in a ...

Discover this hidden gem in Key West's vibrant Historic Seaport area. This beautiful and rare home stretches from Eaton Street to Thompson Lane, offering multiple off-str...

Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great renta...

This charming two-story Old Town cottage in Key West is ideally located just a half block off of Duval Street. The interior was beautifully renovated throughout with new ...

400 Aronovitz Lane is a contemporary island estate that redefines luxury and sophistication right in the heart of Old Town, Key West. Step through the grand entryway into...

Ahoy, dreamers and visionaries! Step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on th...

Discover an exceptional investment opportunity in the heart of Key West, Florida. This prime commercial property is perfectly located in a bustling, high-traffic area, en...

Discover a perfect blend of brand new and historic charm in this exquisite compound, nestled in the heart of Old Town. This 5-bedroom estate spans a generous 6,547 SF lot...

Freshly renovated throughout and nestled on one of Old Town's most coveted streets, you'll discover this captivating home steeped in rich history. The kitchen has new gra...

Welcome to a piece of Key West's rich history, elegantly reimagined in this newly constructed 2-bedroom, 2.5-bathroom home only half a block off Duval Street. Designed as...

Rare Multi-Family Investment Opportunity in Old Town Key West. This unique property is comprised of nine units, including eight updated one-bedroom, one-bathroom units an...

AMAZING FIND!Gorgeous, solid concrete home with 2 bedrooms and 2 baths, a two car garage with half bath and laundry facilities, PLUS an 858 sq. ft. apartment, all spread ...

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 l...

Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedroom...

CANAL HOME IN KEY WEST with GARAGE & POOL! Spacious main house plus guest quarters with separate entrance. Expansive lot with a gated privacy fence Main house has 3 bed...

Welcome to 524 Frances Street, where sophisticated style meets Old Town charm. Rarely does an architectural gem such as this property become available for purchase. This ...

Exclusive opportunity to own one of the largest TRANSIENTLY licensed properties in Old Town Key West. 11 Br, 11Ba, 2 pools, 2 transient licenses, and off street parking f...

Exclusive opportunity to own one of the largest TRANSIENTLY licensed properties in Old Town Key West. 11 Br, 11Ba, 2 pools, 2 transient licenses, and off street parking f...

ROGO Exempt waterfront lot on prestigious Sunset Key Island. Ready to pull permits immediately! Living on Sunset Key Island is like taking a vacation from Key West. Four ...

Nestled within the sought-after Casa Marina neighborhood of Key West, this recently renovated home is a true tropical paradise. With 4 spacious bedrooms and 4.5 bathrooms...

New lower price! Gorgeous turnkey, 2,205 sq ft conch style home, where historic charm seamlessly blends with modern luxury situated in the best location in Old Town. Just...

Step into your own private tropical paradise as you pass through the gated entrance of this newly renovated 4-bedroom, 3.5-bathroom pool home. Set on an expansive double ...

Being kind to our planet was the inspration for award-winning local architect Matthew Stratton's newest custom home design. Combining energy efficiency and low maintenanc...

Development Opportunity. (4) townhouse unit complex situated on a heavily landscaped 10,000 sq ft parcel. Comprised of (2) side by side duplexes legally subdivided as ( 4...

Beautifully renovated mid-century home in the heart of Key West. This property is sited on a 9510 sq ft lot and offers a large in ground pool with 28 ft custom waterfall....

Welcome to your tropical oasis in one of Key West's most coveted neighborhoods! This stunning 4-bedroom, 3-bathroom fully furnished turn key home epitomizes luxury living...

Charmingly restored and updated historic home on a quiet street in the heart of Old Town, one of the best neighborhoods. This island oasis is spacious with plenty of ...

Perfectly situated in Old Town, this home is a true gem! Built in 2005 it's just two blocks from the Key West Seaport and all the vibrant shops, galleries, and dining spo...

Welcome to the epitome of luxurious waterfront living, where tranquility meets elegance on the serene waters of the Riviera Canal. Nestled in a premier location, this pro...

This home has the finest craftmanship with custom finishes though out. Starting with the high-end Brazilian cherry wood floors. The ceiling has been handcrafted with the ...

Discover the epitome of Key West living in this exceptional solar-powered mid-century modern home, setting a new standard in quality and value. Experience the rare opport...

Wonderful 3BD/3.5BA home with just over 3,000 sf of living space situated in the desirable Casa Marina neighborhood. Centrally located & just a short walk to Duval Street...

Welcome to the Seaport Inn, where timeless island charm meets modern comfort in the heart of Old Town Key West. With six luxurious bedrooms, each boasting en suite bathro...

Welcome to the Seaport Inn, where timeless island charm meets modern comfort in the heart of Old Town Key West. With six luxurious bedrooms, each boasting en suite bathro...

First time on the market in over 50 years! This property is a plant lovers paradise. The owner spent his entire life collecting plants and seeds from all over the world a...

DEVELOPERS DREAM! 4 parcels on the water with 11 ROGO's, 240' of water frontage, 10,000 sq. ft. of bay bottom. The properties are located on both sides of Hilton Haven R...

Indulge in the allure of Coastal living with this honored 2023 Historic Preservation Award winning home. Meticulously restored and updated in 2022, this residence epitomi...

This distinguished estate, erected in 1904, proudly stands as the revered historic landmark known as Building 11, 'The Smithery' within the esteemed confines of the Truma...

Wonderful Opportunity Awaits on 1100 Williams Lane. Large Spacious Single Family home, on Quiet Lane in the Heart of Historic Old Town. Walking Distance to Duval St., Whi...

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 ...

Welcome to 3615 Eagle Ave, A stunning Spacious Custom Built Residence Surrounded by it's own Private Botanical Garden.The Oversized Double Door Entryway indicates what aw...

Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, inclu...