President's Walk townhome in the Truman Annex. This is a two-bedroom, 2.5-bathroom unit that also includes a deeded carport. It is a great location close to the community pool and all the downtown attractions that Key West has to offer. It features an open floor plan with kitchen, half bath, dining and living areas that open to the rear and side yard! Upstairs are two-bedroom ensuites with vaulted ceilings and each with their own private bath and porches. The windows and doors are combination of wood and impact. It has a non-transient rental license that allows monthly or longer rentals.
Tucked away on a quiet private cul-de-sac in the highly sought-after Key West Golf Club community, 25 Kingfisher Lane offers a rare blend of privacy, convenience, and island charm. With easy parking and an exceptional setting, this light-filled residence stands out from the rest.This beautifully positioned home features an expansive wraparound deck, larger than most, along with additional windows that flood the interior with natural light. Located within a gated community, it perfectly captures the essence of relaxed island living. Enjoy tranquil golf course and lagoon views from the back porch, an ideal spot for morning coffee or unwinding in the evening breeze. The open-concept living and kitchen area flows seamlessly to the outdoor spaces, creating a perfect setting for entertaining or simply relaxing in peaceful surroundings.Offering 2 bedrooms and 2.5 baths, the upstairs layout includes two en-suite bedrooms, providing comfort and privacy for residents and guests alike. The oversized side yard adds valuable outdoor space that is ideal for lounging, gardening, or enjoying the Florida sunshine. Residents of the Key West Golf Club community enjoy resort-style amenities, including a lagoon-style pool, a second neighborhood pool, fitness center, on-site management, and 24-hour gated security.Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this home delivers the perfect combination of comfort, lifestyle, and classic Key West appeal.
Imagine beginning and ending your day on your private balcony overlooking the tennis courts, offering a peaceful and inviting setting. This second-floor condominium features a functional layout with a kitchen that offers modern appeal and a comfortable living space enhanced by tile flooring throughout. The bathroom has been thoughtfully maintained with updated finishes. Located within a well-kept, gated community, residents enjoy a variety of amenities including a heated pool, tennis court, laundry facilities on each floor, two elevators, backup generator, on-site management, and dedicated personal and bike storage. Conveniently situated near shopping, dining, and recreational facilities, this property presents a great opportunity as a primary residence, vacation getaway, or investment. No pets permitted. Tenant occupied until June 1. A minimum 24 hour notice is required for all showings. HOA includes building insurance, security, pest control, exterior building maintenance and security.
Seller financing available! Poolside, pool view townhome. First floor is an open floor plan with half bath, kitchen, dining area and living area that opens to a covered porch. The second floor has two bedrooms and a full bath. The Key West Golf Club features a fitness center and a large community pool. Seller is a Florida real estate broker.
Welcome to 3011 Riviera Drive, nestled in the sought-after Riviera Shores neighborhood of Key West! This delightful 4-bedroom, 2-bathroom home boasts versatility and space, featuring a fourth bedroom with private access and an en-suite bathroom--ideal for guests or an in-law suite. The property sits on a generous 6,000 sq ft lot with a large fenced backyard, perfect for adding a pool. Relish in the tranquility of mature banana and mango trees, complemented by tall Christmas palms enhancing the front yard's allure. Enjoy off-street parking, a concrete driveway, and the nearby public boat ramp for aquatic adventures. The home includes modern comforts such as a durable metal roof, impact windows and doors, a new electric panel, storm shutters, and a privacy fence. Relax on the covered back patio, and appreciate the proximity to Key West's Old Town, beaches, schools, shopping, and businesses--truly an inviting retreat!
Courtesy: Truman & Co. Real Estate
305-292-2244
A-34 Week 19 is an incredible opportunity to own this deeded week timeshare at the Galleon Resort, third-floor end unit facing the Gulf of Mexico. You may access the Gulf by using the Galleon's own private beach. The property also has a swimming pool, a hot tub, and an elevator in the parking garage that takes you to your floor. These fully furnished units were all updated with brand-new furniture and furnishings in 2025. You have access to one unassigned parking space on the premises during your stay. There is a tiki bar on site with live music most nights; a wrap-around deck leads to the onsite marina and concierge in 2025; similar units rented for approx. $3,605-$5,775 per week. This unit sleeps 6 with 2 bedrooms and a sofa couch. Washer/Dryer in the unit. Located in the Historic Key West Seaport Village. There is also a deli, sauna, and workout room. Just 2 blocks from Iconic Duval Street and all the wonderfulness of Key West. Photos provided are of a like unit, not the exact unit
NEW LISTING! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key West. Nestled on a cul-de-sac, Jamaica Drive is the perfect island oasis--simply drop your paddleboard in from your backyard! The kitchen is chef-ready, offering plenty of cabinet space and a large island. The open floor plan is designed for entertaining, seamlessly flowing to the backyard area with tiki hut, canal views, and a beautiful swimming pool. The first floor includes a primary suite with a luxurious bath, walk-in closet, and pool access. There are three spacious bedrooms located on the second floor. Additional features include central AC, ductless units, a workshop, soundproof windows, impact-rated doors, and hurricane panels. Saltwater pool with chiller and heater. Perfect canal home with seawall without leaving KW!
Situated in the heart of Bahama Village, one of Key West's most historic and vibrant neighborhoods, 209 Olivia Street offers a rare chance to reimagine a classic island home. This three-bedroom, one-bath residence is ready for a renovation, presenting an exceptional opportunity to restore the charm and character of Old Town living. Located just moments from Duval Street, the Truman Waterfront, and Fort Zachary Taylor, the property offers both convenience and authentic Key West lifestyle. With vision and restoration, this historic home could become a truly special residence in one of Key West's most desirable locations.
Charming Old Town Duplex located in the heart of old town. Ideally located on Simonton Street this charming duplex places you just steps from Duval Street, along with world-class dining, boutique shopping, beaches, and neighborhood parks. This versatile property is the perfect Key West residence, second home, or income-producing investment. Live in one side and rent the other, or maximize its potential as a full rental property. The home welcomes you with a classic front porch and a private, fenced courtyard surrounded by tropical landscaping--complete with a relaxing hot tub, ideal for enjoying the Key West lifestyle. Inside, the property features updated kitchens, ductless A/C units, and an in-unit washer and dryer. Additional highlights include off-street parking and X Flood Zone. An additional lot (C-1) is included in the sale, featuring a converted storage for added flexibility. Whether you're looking for an island retreat or an investment opportunity in one of Key West's most desirable locations, this Simonton Street property captures the essence of Old Town living. Also available to be purchased separately as two half duplexes. See MLS #619050 and #619052
Ideally located on Simonton Street in the heart of Old Town, this charming half-duplex and lot is just steps from Duval Street and close to dining, shopping, beaches, and neighborhood parks. Perfect as a full-time island residence, second home, or investment property, this home offers the quintessential Key West lifestyle in one of the island's most desirable locations. The property features a welcoming front porch and a private patio surrounded by tropical landscaping--ideal for enjoying the island breeze and outdoor living that makes Key West so special. Inside, the home offers an updated kitchen and bath, ductless A/C units, and the convenience of an in-unit washer and dryer. An additional lot (C-1) is included in the sale, featuring a converted storage unit that provides flexibility. Additional highlights include off-street parking, X Flood Zone designation, and no HOA fees, offering both flexibility and low carrying costs. Whether you're seeking a peaceful island retreat or an investment opportunity in the heart of Old Town, this Simonton Street property captures the charm and lifestyle that define Key West living. Also available to be purchased with other half duplex. See MLS #619049
Ideally located on Simonton Street in the heart of Old Town, this charming half-duplex is just steps from Duval Street and close to dining, shopping, beaches, and neighborhood parks. Perfect as a full-time island residence, second home, or investment property, this home offers the quintessential Key West lifestyle in one of the island's most desirable locations. The property features a welcoming front porch and a private patio surrounded by tropical landscaping--complete with a relaxing jacuzzi, perfect for enjoying the island breeze. Inside, the home offers an updated kitchen, ductless A/C units, and the convenience of an in-unit washer and dryer. Additional highlights include off-street parking, X Flood Zone designation, and no association or HOA fees, providing flexibility and low carrying costs. Whether you're seeking a peaceful island retreat or a low-maintenance home in the heart of Old Town, this Simonton Street property captures the charm and lifestyle that make Key West so special. Also available to be purchased with other half duplex. See MLS #619049
Legal duplex in the heart of Old Town Key West offering flexibility for investors or owner-occupants alike. Each residence features a private entrance, in-unit laundry, electric meter, and thoughtful renovations that make the property truly turn-key. Classic Key West character shines throughout with vaulted ceilings, exposed beams, skylights, and beautiful wood floors creating a bright and airy feel. Updated kitchens, bathrooms, and high-end appliances add modern comfort while maintaining the home's historic charm. Perfect for living in one unit while renting the other, or as a full investment property. The home is fully fenced and includes an off-street parking space, just blocks from Duval Street
Situated along one of Old Town's most storied corridors, residence #6 at 616 Caroline Street offers a refined Keys lifestyle just steps from the Historic Seaport, Duval Street dining, galleries, and marinas. Tucked within a boutique setting, this private upstairs home balances character and comfort with a bright, welcoming living area and an efficient layout that makes everyday living—and easy lock-and-leave ownership—simple. Offered turnkey, the residence conveys fully furnished, allowing you to settle in immediately and enjoy the space from day one. The kitchen and downstairs bath are thoughtfully arranged to maximize storage and function, while the ensuite bedroom retreat provides a quiet place to unwind after a day on the water or in town. Large windows draw in natural light, and pleasant treetop views frame the Caroline Street streetscape. Within the intimate association, owners enjoy access to the community pool set amid well-kept common areas, adding a relaxed resort element to daily life. This rare Old Town offering delivers superb walkability to the waterfront, coffee shops, local markets, and sunset celebrations—whether you seek a full-time home base or an elegant pied-à-terre in the heart of Key West.
PERFECTION! Ideally positioned on coveted poolside setting of Spoonbill Way. Classic Conch-style residence captures refined elegance/island living w/in the gated Golf Club. Framed by tropical landscaping, traditional white picket fencing, reflecting an EXCEPTIONAL level of stewardship to an UNSURPASSED level where quintessential improvements, meticulous attention to detail defines the property. The exterior reveals an extraordinary level of craftsmanship rarely found. All impact-resistant windows provide security/peace of mind, while the fencing surrounding the property has been carefully reinforced w/countersunk stainless-steel hardware/ PVC baseboards to accommodate grade variations. Front deck/railing system/stairs utilized TREK & AZEK. Rear landing/treads are TREK. Front/rear deck boards are all new & freshly painted. PVC fascia boards. Custom latticework incorporates an innovative magnetic access system, allowing convenient storage access while maintaining a polished architectural finish. All the work completed to exemplary level. Outdoor living has been curated to create a tranquil tropical retreat. Expansive brick pavers surround the home, dramatic black rock gardens w/curated tropical plantings in the front/side/rear grounds. A custom irrigation system designed to service individual plantings so that landscape thrives w/minimal effort. Solar stainless steel fence post lights/uplighting w/in the rear garden adds subtle evening ambiance for a serene island courtyard. Upper-level primary veranda enjoys a beautiful vista overlooking the lagoon pool, waterfalls cascading, lush tropical foliage, evening lighting, atmosphere of quiet resort luxury. Comfort/refinement inside w/hardwood flooring throughout. ALL NEW: AC w/UV light for improved air quality, stainless dishwasher, washing machine/dryer, lighting, Zebra multi-level shades (max. light filtration). En-suite Bdrms. Front veranda upstairs. 24-hr. Resident Services, Clubhouse/Fitness Rm. SEEING is BELIEVING!
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, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys. Don't miss your chance to seize this investment gem in the heart of Old Town Key West. Schedule a viewing today and make your mark on the vibrant landscape of Key West real estate!
Welcome to Las Salinas --one of Key West's most desirable condominium communities. This beautifully maintained second-floor, 2-bedroom, 2-bath residence offers comfort, style, and the relaxed charm of island living. Filled with natural light, the condo features an open and airy layout designed for easy living. The kitchen is thoughtfully appointed with granite countertops and stainless steel appliances, opening to a spacious living and dining area that's perfect for entertaining or relaxing after a day on the water. Step outside to your private balcony overlooking the pool, where you can enjoy peaceful mornings with coffee and beautiful island sunrises. Both bedrooms offer generous double closets, while the primary suite features its own private en-suite bath. An additional exterior storage locker provides convenient space for bikes and beach gear. Residents of Las Salinas enjoy resort-style amenities, including a large sun-drenched swimming pool, fitness center, bike storage, and lush tropical landscaping--all with one of the lowest HOA fees in Key West, including insurance. Ideally located on the east end of the island, the community is just minutes from Smathers Beach, shopping, restaurants, and Key West International Airport. The scenic beach promenade nearby is perfect for morning walks, biking, or simply enjoying the spectacular Keys sunrise. This condo is perfect as a primary residence, vacation getaway, or investment opportunity. At $499,000, this property represents exceptional value in the Key West market -- an opportunity to stop renting and start owning your piece of paradise.
Oceanfront corner location in the desirable A building of Key West By the Sea. Stunning panoramic ocean views. End unit provides windows on two sides and an oceanfront balcony. Upgraded interiors include a new kitchen, new floors, washer/dryer in unit with exterior vent, hurricane rated doors and windows, split system a/c. KWBTS features beautiful grounds, gated parking, tennis, two swimming pools, clubhouse and close proximity to old town Key West. Across the street from the promenade and Smather's Beach. Easy to see. Being sold furnished. Broker owner.
Own 2 Consecutive Weeks (5 & 6) at The Banyan Resort in the heart of Old Town Key West--one of the most desirable times of year to be in the Keys! Unit 508 is a one-bedroom loft suite that accommodates up to four, featuring a spiral staircase leading to a semi-private loft bedroom with a queen bed, plus a queen sleeper sofa in the living area. The unit offers a full kitchen, private bath, and spacious living/dining area. Tucked within a lush, tropical setting just steps from Duval Street, The Banyan Resort provides a peaceful retreat with convenient access to dining, shopping, and waterfront attractions. Week 5: January 31 - February 7 Week 6: February 7 - February 14
Enjoy the largest floor plan in the Santa Clara building with this spacious 2-bedroom, 2-bath condo in the heart of New Town Key West! Welcome to easy island living in tropical Key West, FL! This spacious 2-bedroom, 2-bath condo features the largest floor plan in the building and is conveniently located on the second floor with elevator access. The residence offers tile and laminate flooring, hurricane-resistant windows and doors, and a comfortable layout. Embrace a true resort-style lifestyle as residents enjoy outstanding amenities, including a large sparkling pool, tennis court, secure entry, on-site laundry facilities, and maintained common areas. The building has recently undergone extensive renovations with continued improvements, making this a wonderful opportunity to own in one of New Town's desirable communities. On top of that, this home is ideally located just minutes from some of Key West's finest dining, shopping, stunning beaches, downtown attractions, the airport, and medical facilities, ensuring that this property truly places the best of island living at your doorstep. Whether you're seeking a full-time residence, a smart investment, or the perfect vacation getaway, this condo delivers exceptional island lifestyle, comfort, and location. Don't miss your chance to own this slice of paradise. Schedule your private showing today and experience island living at its finest.
This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom suites. Located just steps from iconic Duval Street, the property provides convenient access to Old Town restaurants, shops, and nightlife while maintaining a quiet resort setting. Resort amenities include swimming pool, fitness center, and off-street parking. Planned improvements to the residences, pool, and fitness areas are scheduled for completion in 2027. The current owner has paid the majority of the special assessment associated with these upgrades. Owners may choose their own rental management company or participate in the on-site program. Suitable for buyers seeking an income-producing investment, second home, or a combination of both.
Welcome to your dream home in the heart of Key West's MidTown! This beautifully updated 3-bedroom, 2-bathroom residence blends modern comfort with island charm. Step inside to a spacious, open-concept living area designed for both relaxing and entertaining. The true highlight is the private backyard oasis — featuring a sparkling pool surrounded by fresh tropical landscaping, an expansive deck, and plenty of room for outdoor dining and lounging. Whether hosting guests or enjoying a quiet evening under the palms, this outdoor retreat feels like your own private paradise. Recent renovations provide peace of mind, including new impact windows and doors, Hardie board siding, and other thoughtful upgrades. Off-street parking adds everyday convenience. Perfectly located in the desirable MidTown neighborhood, this home keeps you close to shopping, dining, and all the best of Key West living. Don't miss this opportunity to own a beautifully updated slice of paradise in Key West — schedule your private showing today!
Updated home with a bright floor plan featuring quartz counter tops, stainless steel appliances, luxury vinyl flooring, and wraparound windows with remote control blinds. Spacious primary suite with walk-in closet, ductless zoned A/C, and French doors to wraparound screened patio that's 612 sq. ft. Heated 13x7 swim spa with outdoor seating. Concrete, elevated for lower insurance, insulated windows, central A/C and heat, backup generator, security system, central vacuum, retractable awning, extra storage, and a one car garage. Move in ready/
Charming 3 bedroom/2 bath single-family home ideally located just a half block from the Riviera Canal boat ramp, offering convenient boating access and a desirable Key West location. This well-maintained property features custom cabinetry and built-ins throughout, central air conditioning, and an en-suite primary bedroom. The kitchen showcases custom finishes, a stylish backsplash, and a distinctive copper sink, creating a warm and inviting space for everyday living and entertaining. Outdoor living is enhanced by a privacy fence and a brick patio great for a BBQ area or perfect for relaxing or hosting gatherings in the tropical Key West climate. The spacious yard provides ample room for a pool, offering the opportunity to design your own private backyard oasis. Conveniently located near schools, the Key West International Airport, shopping centers, and local amenities, the property is also just a short distance from world-famous Duval Street, known for its restaurants, nightlife, galleries, and vibrant island lifestyle.
Welcome to 3321 Harriet Ave! NO HOA or DUES and a PRIVATE POOL! An Adorable 3-bedroom, 2-bath home offering the perfect blend of comfort, charm, and Key West lifestyle--all for under 1 million at just 715K!! This thoughtfully designed 1,280 sq ft home features a comfortable living and dining layout with one bedroom conveniently located on the lower level, ideal for guests or multi-generational living. A dedicated home office provides flexibility for remote work or study. Step outside and enjoy a covered porch perfect for sipping your morning coffee while taking in the tropical breeze. The spacious outdoor entertaining area includes seating for grilling and dining al fresco with friends--while the kids enjoy the large concrete in-ground pool with a beautiful waterfall feature. It's the ultimate setting for relaxation and fun in the sun! Located close to beaches, shopping, downtown Key West, schools, and sports fields, this property offers unmatched convenience in a family-friendly neighborhood. With no HOA or condo fees, affordable insurance, and parking, this home is ideal for first-time buyers or families looking for quality living in Key West.✨ Don't wait--homes like this don't come around often. Schedule your showing today before it's gone!
Welcome to Las Salinas! This beautifully maintained end unit with extra windows and fully furnished 2-bedroom, 2-bathroom condo offers comfort, convenience, and island living at its finest. Located on the east end of Key West, this move-in ready unit features an open floor plan with a spacious living and dining area, a private balcony and a well-appointed kitchen. The primary bedroom includes an en-suite bathroom and closet space, while the second bedroom with an en-suite bathroom is perfect for guests or home office. Las Salinas offers residents access to a large swimming pool, fitness center, bike storage, and ample parking. Just minutes from Smathers Beach, shopping, dining, and the Key West International Airport, this is an excellent opportunity for full-time residents, seasonal owners, or investors. Offered fully furnished—just bring your suitcase and start enjoying the Key West lifestyle today!
The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) Program of the Space Coast Association of REALTORS®, Inc. Real estate listings held by brokerage firms other than the owner of this site are marked with the Space Coast Association of REALTORS®, Inc. logo and detailed information about them includes the name of the listing brokers. Copyright 2026 Space Coast Association of REALTORS®, Inc. All rights reserved.
Key West is located in Florida. Key West, Florida has a population of 26,776. Key West is more family-centric than the surrounding county with 23.73% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Key West, Florida is $75,638. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Key West is 44.2 years.
The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.6 degrees. The average rainfall is approximately 43.8 inches per year, with 0 inches of snow per year.
