Stunning Midtown Retreat with Separate Mother in Law Cottage. Welcome to your beautifully, renovated midtown oasis, designed with comfort, convenience and versatility in mind. Elevated off the ground and boasting that Enviable one level living offering an excellent layout for a growing family or multigenerational living. 4BD/3.5 BA with the flexible floor plan and stunning updates throughout. At

Suzanne Moore Suzanne Moore Real Estate

This super cute historic Old Town Key West 2,205 sq. ft. Conch-style home is perfectly positioned just steps from famous Duval Street and one block from the ocean, South Beach, and the Southernmost Point. If you're seeking the best location in Key West--walkable, vibrant, and effortless--this property is unmatched. The sun-filled first floor showcases timeless Dade County pine, cherry floors, and

Timothy Swanson The Agency Florida Keys

Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street stands as one of Old Town Key West's most authentic restorations. Recognized with the Historic Florida Keys Foundation Star Award, this four-bedroom, two-bath residence blends historic craftsmanship with the comfort of modern island living. The layout flows easily with spacious living and dining areas, a

Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

Welcome to your island oasis... boasting an open floor plan with single-story living, this well-designed 3BR/2BA home is located in one of Key West's most desirable neighborhoods. Enter through a classic white picket fence and generous courtyard to the open-concept living area, featuring a chef's kitchen with beautiful granite countertops and a spacious dining room that flows seamlessly to the

Nancy Coward Keller Williams Key West Compass Realty

This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between

Rob Severin Rob Severin Real Estate Co

MODERN MIDTOWN RETREAT offers the perfect balance of privacy and proximity--just minutes from Key West's finest dining, beaches, and nightlife. The open-concept floor plan welcomes you with high ceilings, light-filled living spaces, designer finishes, and seamless indoor-outdoor flow through retractable impact glass doors. The updated kitchen features quartz countertops, tile backsplash, premium

Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

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. Inside, you'll find three spacious bedrooms and three modern bathrooms, designed to provide everything

Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

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 flows seamlessly from indoors to out. The recently renovated chef's kitchen is equipped with premium

Brenda Donnelly Brenda Donnelly Real Estate LLC

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 fully renovated kitchen anchors the open-concept layout, complemented by vaulted ceilings and ample

Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

Welcome to 3620 Sunrise Drive, an elegant waterfront sanctuary on Key West's coveted Riviera Canal. This exquisite 3-bedroom, 2-bath residence offers a seamless blend of luxury, comfort, and privacy - designed for those who appreciate refined coastal living.Inside, almost every room captures serene water views, filling the home with natural light and a sense of relaxed coastal elegance. With

Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

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 effortless island living. Open the front door, crowned with a stained-glass transom, and be welcomed

Brenda Donnelly Brenda Donnelly Real Estate LLC

The ultimate lock-and-leave Key West retreat awaits in the heart of Old Town! Perfect for those seeking a low-maintenance getaway without the upkeep of a large yard or pool, this residence offers effortless luxury living and the convenience of a fly-in, fly-out lifestyle.Located on exclusive Admirals Lane within the award-winning Truman Annex, this is the largest townhouse in the community. The

Lisa Swanson The Agency Florida Keys

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 flood zone, the 3/2 main house welcomes you with wrap-around porches, soaring ceilings,

Brenda Donnelly Brenda Donnelly Real Estate LLC

Welcome to 1014 17th Terrace in the highly desired neighborhood of Perlman Heights in Key West. This charming home offers a warm and welcoming atmosphere in one of the most sought-after areas of new town. Owned by only one owner, this property is waiting for you to make it your own.Located just two blocks from the Gulf and conveniently close to all local shopping centers, this home provides

Amber DeBevec LoKation Real Estate

1014 Truman Avenue - Modern Island Elegance in the Heart of Key WestWelcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condominium has been masterfully remodeled with designer finishes, offering a home that's as stylish as it is functional.Step inside to a sunlit, open-concept living space where clean lines and bamboo

Dominic Paolillo Jr. Truman & Co. (KW)

Welcome to Sunset Marina, a prestigious gated condominium community known for its breathtaking sunset views. This rare corner unit offers 1,558 sq. ft. of well-designed living space, featuring 2 bedrooms and 2 bathrooms with sweeping views of both the Gulf and marina.The expansive living and dining area is enhanced by a built-in bar with a mini-fridge and mirrored shelving, while sliding glass

Key West Luxury Finders Preferred Properties (KW)

Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining

Leah Jabour Keller Williams Key West Compass Realty

Welcome to 413 Emma Street, Unit A - a rare opportunity to own a piece of Key West history in the prestigious Truman Annex. This elegant two-story, 2-bedroom, 2.5-bath villa is located in the exclusive Mills Place Condominiums, a unique enclave of just 20 residences, thoughtfully designed within charming bungalows and the original 1844 hospital by architect Robert Mills. This beautifully

Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

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 footprint that's almost unheard of in Old Town, along with the luxury of coveted off-street parking.Step

Amber DeBevec LoKation Real Estate

Here's a classic Key West bungalow with an oversize lot located on a quiet treelined street. Interior features include a renovated kitchen and Energy Star stainless appliances, newly installed composite flooring, 3 bedrooms and a remodeled bathroom. A wall of French doors opens from the main living/dining are to a 450 sq ft covered deck/patio complete with a lounging TV area, bar, outdoor

Mike Caron Keller Williams Key West Compass Realty

Epitome of Paradise!There is an enveloping comfort, an ease and repose, that beckons one away from the world's cares and invites one to lounge, drift away, and dream in this gorgeous waterfront condominium.Enjoy a single level open floor plan with two bedrooms, two full baths and a convenient powder room.Exquisitely decorated to reflect the local island flavor with all new furniture and

The Behmke Group Keller Williams Key West Compass Realty

This is the one you've been waiting for! Unlike any other 2 bed listing available in Casa Caselles, this exceptional oceanfront home has been completely reimagined from the concrete up--over $500,000 in premium upgrades make it the standout unit in this exclusive 19-home gated community. Price reduced by $100,000 for a swift sale--don't miss out! This stunning three-story concrete residence

Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

Welcome to Casa Caselles, where contemporary elegance and coastal serenity harmonize in this spacious breathtaking residence. Located in an exclusive gated enclave of just 19 town homes,this 4 bedroom, plus office, 5.5-bath masterpiece blends modern luxury with timeless charm and boasts an oceanfront pool to elevate your lifestyle.Spanning three levels of artfully designed space, this home

Elizabeth Chamberlain Truman & Co. (KW)

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

Stephanie Muzzillo Serhant

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

Stephanie Muzzillo Serhant