Key West, FL Homes for Sale with Pool

Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout.

Richard Haskins Buy The Keys

Here is a rare opportunity to own a nightly vacation rental condo in Key West with a transient license, allowing for highly profitable short-term rentals. Rental history is available in the documents tab. Located in the sought-after Sunrise Suites Resort, this property offers a long history of consistent rental income. Investors can take over future bookings, ensuring a seamless transition and

Karol Marsden Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

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

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

Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness center. The modern

Kayley Arn Coldwell Banker Realty - Aventura

Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for

Jim Signor Ocean Sotheby's International Realty

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-renowned Duval Street. Behind its classic facade, an airy, open floor plan awaits, thoughtfully

Richard Patten Your Keys Real Estate LLC

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

Own a piece of paradise at Beachside Key West—where luxury meets flexibility. This turnkey condotel offers full-time living or vacation rental income. Enjoy a spacious 1-bed/1-bath suite with kitchen and open living area, plus a private 1-bed/1-bath lockout unit. Use separately or combine into a 2-bed/2-bath retreat. Step from your private balcony down a spiral staircase for direct access to the

Tracy Larson Century 21 BE3

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.

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

Desirable Oceanfront, third floor corner end unit, with panoramic ocean views located in the beautiful, gated condominium complex, Key West By The Sea. Enjoy the ocean views and warm tropical breezes while sitting on your private balcony. The living room/dining area is an open floor plan with direct ocean view. The unit has two large bedrooms, the main bedroom has windows with ocean views

Daniel Hampson Sutter & Nugent, Inc.

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 appliances, privacy fencing, and separate guest quarters with kitchenette and ensuite baths. A rare

Lisa Swanson Berkshire Hathaway Knight & Gardner Realty

X Flood Zone! This exquisite 3BD/3BA Old Town Key West retreat blends luxury, privacy, and strong rental income. Fully renovated in 2017, it features white oak floors, 14-ft ceilings, impact windows/doors, and light-filled living spaces. The gourmet kitchen features backlit onyx counters, Jenn Air appliances, and a wine bar. Each bedroom is en-suite, including a 2nd-floor suite with private

Lisa Swanson Berkshire Hathaway Knight & Gardner Realty

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 beautiful sand beaches , community resort style pool, fitness center, tennis courts , full service spa and a ocean front five star restaurant and bar. This exclusive community is dreamy and very secure. the ferry service to and

Marc Ulanowski Equestrian Sotheby's International Realty Inc.

Annual Use Timeshare Two-Bedroom Villa - Sleeps Up to 6 GuestsEnjoy the comfort and convenience of a spacious two-bedroom, two-bathroom villa at Beach House Resort, where every building includes elevator access from the ground-floor garage. The resort features over seventy well-appointed residences and offers a host of amenities, including a zero-entry lagoon-style pool, whirlpool spa,

Marla Sommers Coldwell Banker Realty

Exceptional opportunity to own one of the few 50' x 22' liveaboard boat slips in all of Key West, located in the prestigious Oceanside Marina at Ocean's Edge Resort. This premium, deeded deep-water slip offers direct access to the Atlantic Ocean with a 9' control depth ideal for accommodating larger vessels and luxury yachts. Enjoy spectacular open water views in a secure, full-service marina

Greg Dully RE/MAX All Keys Real Estate

Historic Bahama Village Gem on Premium Corner Lot located in the heart of Key West's iconic Bahama Village, this thoughtfully designed and impeccably maintained home offers the perfect blend of historic charm and modern convenience. Positioned on a rare, oversized corner lot, the property features original terrazzo flooring, storm doors, aluminum impact windows, a covered carport, and an exterior

Tanikki Jones Fathom Realty NC

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 across four outdoor decks. The open-concept design features a gourmet kitchen with Thermador appliances. Each

Steven Koleno Beycome of Florida, LLC

This charming 2-bedroom, 2-bath home offers an ideal opportunity to enjoy the laid-back Florida Keys lifestyle in a secure, affordable setting. Whether you're seeking a full-time residence or a vacation retreat, this fully furnished, turnkey property is ready for you to move in and start living the island dream. It comes complete with housewares, cookware, bedding, and an in-unit washer and dryer

Dawn McComish Lokation Real Estate

Tropical elegance meets island living! Heart of Key West's New Town. Built 1953 but Effective year 2012 per tax assessor. Beautifully designed 3-bedroom, 2-bath Spanish Revival-style home offers 1,528 sq ft of interior space on an oversized 6,600 sq ft lot. Soaring cathedral ceilings, a split-bedroom layout, and a chef's kitchen with solid mahogany cabinetry, natural stone tile, and custom

Fred DeFalco EXP Realty LLC

Desirable Seaside Resort near Key West!This nicely refreshed 2BR/1BA mobile homes shines with upgrades! Fresh interior paint, brand-new flooring, new plumbing, water heater, and a stylish new vanity in the bathroom. The spacious Florida Room invites you to kick back, relax, and enjoy the Florida Keys lifestyle.Located in the highly sought-after Seaside Resort Key West -- a gated RV condominium

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Excellent investment! Own in Key West under 400k. 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 electrical panel, updated kitchen, new appliances, even

Karen Angle Coldwell Banker Schmitt Real Estate Co.

This mobile home is the perfect opportunity for anyone looking to embrace the laid-back Keys lifestyle in a charming, affordable setting. Whether you're searching for a full-time residence or a vacation getaway, this property is sure to capture your heart. This is a condominium community with 2 good-sized pools, laundry facilities, and a marina. This is a well-kept secret - gated for security

Donna Pezzi Keller Williams Key West Compass Realty

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

Lisa Swanson Berkshire Hathaway Knight & Gardner Realty

PRICE ADJUSTMENT!!!!!THIS UPDATED 3-BEDROOM HOME OFFERS THE PERFECT BLEND OF MODERN COMFORT AND STYLISH LIVING. FEATURING A SPACIOUS FAMILY ROOM IDEAL FOR GATHERINGS OR RELAXATION. THE SLEEK, UPDATED KITCHEN OFFERS VIKING APPLIANCES, QUARTZ COUNTERS AND CUSTOM MAPLE CABINETS.PRIMARY BEDROOM ENSUITE IS LOCATED ON UPPER LEVEL WITH FRENCH DOORS LEADING TO WRAP AROUND COVERED PORCH.THE BEAUTIFULLY

Kathleen Fitzsimmons Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

Beautiful Home with Sunset Views Located in a gated community with resort-quality amenities, this 2-bedroom, 2-bathroom home is a boater's dream, just minutes from both the Atlantic and the Gulf by boat. Situated on a canal with breathtaking, unobstructed sunset views, this property is in the beautiful community of Sunset Harbor at Cow Key Marina. No HOA Fees or Property Taxes. Dock your boat

Sean Crosier Homepie, Inc

Largest townhouse in award-winning Truman Annex! Located on private Admirals Lane, this 3-story home features 4BD/3.5BA, soaring 10’ ceilings, and an open floor plan filled with natural light. Enjoy a stunning kitchen with quartz counters and stainless appliances, impact windows/doors, and a lushly landscaped tiled patio. Two king suites on the 2nd floor, plus two large 3rd-floor guest rooms with

Lisa Swanson Berkshire Hathaway Knight & Gardner Realty

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 can walk everywhere. Inside, original Dade County Pine, hardwood floors, and a renovated kitchen

Kelli Johannesen American Caribbean Real Estate, Christie's International Real Estate

Own one of the finest and largest T-head slips in the Florida Keys at Ocean Edge Hotel and Marina.Located in a premier resort and marina, this exceptional 142' ownership includes the bay bottom beneath the slip, makes up the entire T-head. Offering direct ocean and deep-water access with a spacious 250 ft turning basin, this slip is truly one of the largest and most unique on the Eastern

Robert Prosek Coastal Realty of the Florida Keys

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

Marc Ulanowski Equestrian Sotheby's International Realty Inc.

UNIT AVAILABLE TO SEE DEC. 7TH-14TH. THIS IS A ONE WEEK TIMESHARE PROPERTY DEEDED FOR LIFE - Enjoy the Best Sunset Views from the Rooftop of This Building. Relax on the Large Balcony Facing the Water Where You Can Watch the Boats Coming and Going From Beautiful Key West. Unit Includes Everything You Could Ever Need to Enjoy One of the Best Vacation Destinations! Tastefully Furnished, Spacious

Angela Cichorz-Epstein EXIT Realty of Naples

AUCTION. This unique, spacious home offers 5 beds, 3.5 baths and has the perfect layout for relaxing and entertaining. Home features a separate living and dining area, family room, den/office, large kitchen with island and plenty of storage space. Enjoy your outdoor space with the in ground pool and ample yard space for all your outdoor activities. Home has an attached carport. Home will need

Andrea Butcher Thomas Realhome Service & Solutions I