Key West, FL Homes for Sale with Pool

Experience the ultimate Key West lifestyle in this new construction (2025) waterfront home in the exclusive Key Haven community. Situated on the coveted final canal, this 4BR+office/4BA entertainer's paradise offers 2,458 sqft of luxury living and 2,400 sqft of covered outdoor space. This home features a completely private top-floor guest quarters offering ultimate flexibility--perfect as a

Steven Koleno Beycome of Florida, LLC

Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property. Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

WATERFRONT & SUNSHINE!A rare opportunity with 50 feet of dockage--this waterfront mobile home is your perfect entry into the laid-back Keys lifestyle. Whether you're dreaming of a full-time coastal escape or a tropical vacation retreat, this charming home offers the ideal blend of comfort, convenience, and coastal charm.Located in a gated condominium community known for its relaxed atmosphere,

Donna Pezzi Keller Williams Key West Compass Realty

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

Lavender, purple, magenta, emerald, milky baby blue, gemlike aquamarine. These are a few of the breathtaking colors you will experience while slumbering on your balcony of this beautiful ocean front home. This home has a rare direct Ocean view and additional side windows to enjoy an expansive marina view as well. Fully furnished, turnkey 3 Bedroom 2 Bath one level condo on the Atlantic in a gated

Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

Welcome to 1800 Atlantic -- where winter feels like a vacation. This sought-after oceanfront condominium community offers the rare luxury of a private sandy beach right on the Atlantic, paired with the ease and convenience snowbirds love. Wake up to ocean breezes, enjoy morning walks along the shore, and spend afternoons soaking in sunshine by the resort-style pool.1800 Atlantic is known for its

Donna Pezzi Keller Williams Key West Compass Realty

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

Exceptional opportunity to own one of only 12 oversized 2-bedroom, 2-bath units at Las Salinas, offering the same square footage as the 3-bedroom layouts. This top-floor penthouse residence provides enhanced privacy and quiet living, with just three units of this type on the level.The spacious floor plan features the largest kitchen in the complex, an open living/dining area with abundant natural

Steven Koleno Beycome of Florida, LLC

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 has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

Marc Ulanowski Equestrian Sotheby's International Realty Inc.

PERCHED on the coveted top floor of La Brisa, this 4th-story condo offers an unbeatable vantage point where the horizon seems to melt into the turquoise waters of the Atlantic. As you step inside, your eyes are immediately drawn through the open-concept living space to the expansive balcony--a private outdoor sanctuary that feels like it's floating above the sea. Whether you sip your morning

Donna Pezzi Keller Williams Key West Compass Realty

Only steps away from our island's largest and most serene sandy beach, this top-floor unit offers an unbeatable location for swimming, snorkeling, bicycling and beach walks. Enjoy stunning ocean and pool views from your private balcony and soak in that coveted west-facing Key West sunset every day. The bright and airy open floor plan is move-in ready, featuring impact windows and doors, along

Sean Farrer Coldwell Banker Schmitt RE Co

Own in Key West under 400k. Excellent investment as primary residence, second home, or rental property. This one bed one bath condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West. You have ample parking, storage, pool, tennis courts, laundry, on site management, etc. The unit has new flooring, new AC unit, new

Karen Angle Coldwell Banker Schmitt Real Estate Co.

Quietly set within the gated Seaside Residences community, 97 Seaside Court North is a 2-bedroom, 3-full-bath, light-filled end-unit townhome offering privacy, volume, and a distinctly calm island feel. Built with solid masonry construction and impact-rated windows and doors, the home provides durability, security, and peace of mind. Solar panels paired with a Generac battery storage system

Richard Patten Your Keys Real Estate LLC

This is the one you’ve been waiting for! Unlike any other 2BD offering in Casa Caselles, this oceanfront gem has been upgraded. This 3-story concrete home offers 2BD/3BA, 4 private balconies, soaring ceilings, and direct Atlantic views. Luxury features include impact windows/doors, custom stainless railings, LED lighting, surround sound, and a chef’s kitchen with granite counters and wine

Will Langley Berkshire Hathaway Knight & Gardner Realty

Beautifully appointed home that offers a charming backyard with a covered patio and built in spa. Stunning 2 story home in the gated Sanctuary of the Key West Golf Course. 2 upstairs bedrooms both with en suite full bathrooms and a half bath on the main level. A private covered parking bay conveys. Gated community ,24 hr. security 2 fabulous pools, community center building/fitness room and more.

Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character

Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for

Jonathan Minerick Homecoin.com

Welcome to your dream home in paradise! This beautifully updated 3 bedroom, 2 bathroom residence with 1,200 sq. ft. of living space blends modern design with the ultimate Key West lifestyle.Inside, you’ll love the brand-new chef’s kitchen with a convection stovetop/oven, quartz countertops, stainless steel appliances, and an oversized island that flows seamlessly into the living room—ideal

Megan Lowe FANNIE HILLMAN & ASSOCIATES

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

Experience refined Florida Keys living in this fully renovated canal-front residence offering privacy, quality craftsmanship and effortless coastal elegance. Located just 15 minutes from Key West this ground- level home is set on an expansive 15,047 sq. ft. lot with a fully fenced yard creating a serene and private setting.Designed for the flats fisherman boating enthusiast the property features

Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

Rare Luxurious Atlantic Oceanfront Concrete 3 story home. 2 Bedrooms 2 1/2 bathrooms located in a private gated community. Ocean views from your balconies. This exquisite home has stainless steel appliances, custom cabinetry, vaulted ceilings, tiled carport, oversized well-manicured, private back yard. Huge storage room with built in shelving. This rare unit has the largest backyard in the

Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #411 & #412), these charming 1BR/1BA cottages are conveniently located near the pool and feature private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each unit is

Jonathan Minerick Homecoin.com

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

Embrace the enchantment of Old Key West Charm in this Beautifully Updated Historic Conch 3 Bedroom-2 Bath Home, featuring a Tropical Landscaped community Pool creating ultimate relaxation. This timeless Conch Cottage is nestled in a secure gated compound of six Key West Style Cottages. Low HOA Fee $288 Monthly includes Pool and Landscaping maintenance. This home is in an X500 Flood Zone, Banks do

Daniel Cloud Water Vista Realty, Inc.

Experience coastal living at its finest in this stunning oceanfront condominium, where luxury meets comfort. Nestled along the pristine shoreline, this rare 2 bedroom, 2.5-bath end unit residence offers breathtaking views of the Atlantic Ocean, creating a serene backdrop for your everyday life. The open concept living area invites natural light, seamlessly blending indoor and outdoor spaces.

Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

Escape to your own tropical paradise in Key West with this stunning turnkey family home and guest cottage, perfectly designed for relaxed island living or a savvy investment opportunity. Tucked behind private off-street parking, the lushly landscaped and fully fenced yard sets the tone for this serene retreat. The single-story ranch-style main home has been completely renovated and offers four

Dawn McComish Lokation Real Estate

Nice 2-bedroom, 2-bath condominium in the desirable Las Salinas community of Key West. Designed for comfort and style, this residence features a kitchen with granite countertops and stainless steel appliances. Floor-to-ceiling mirrors enhance the natural light, while oversized double closets in both bedrooms and an exterior storage locker provide ample storage. Enjoy your morning coffee with

Sean Farrer Coldwell Banker Schmitt RE Co

Discover resort-style living at Key West By The Sea! This ground-floor 1BR/1BA condo features a bright living space that opens to your private patio with pool views. The gated 8-acre community offers unbeatable amenities including two swimming pools (one heated), tennis courts, shuffleboard, a clubhouse, and tropical landscaped grounds. Perfectly located directly across from Smathers Beach, enjoy

Sean Farrer Coldwell Banker Schmitt RE Co

Excellent opportunity whether looking for a private residence or an investment. This condo will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private

Marc Ulanowski Equestrian Sotheby's International Realty Inc.

Charming remodeled 1929 Old Town Key West home on iconic Margaret Street, offering privacy, new impact windows & doors, flooring and timeless island feel. Set back from the street, this three-bedroom, two-bath residence feels like a peaceful retreat while remaining close to Duval Street and the historic seaport. The outdoor living space features a beautiful pool and spa area surrounded by a

Sean Farrer Coldwell Banker Schmitt RE Co