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$75,000
1 Baths ⋅ 619166 MLS
The Blue Cat & Red Dog Too! For over 30 years the Blue Cat has served the Key West fur community. Boasting loyal customers worldwide, the Blue Cat features must have Key West themed items for our furry kids: catnip cigars, catnip sushi, bathrobes, raincoats, doggles, Hawaiian shirts, motorcycle jackets and doggie t-shirts, etc. Also available is a variety of Key West themed doggie toys and treats such as lobsters, shrimps, sharks, beachballs, flip flops, squeaky beer bottles and soda cans. For humans there are shirts and nightshirts, purses, kitchen items and household goods all with a purrfect attitude. The Blue Cat is located in the historic Old Town section of Key West just off Mallory Square. It is easily accessible to foot traffic, cruise ship passengers and the sunset festivities. The Shops at Mallory Square are airconditioned and have public restrooms. The lease is affordable and renewable as the rent includes CAM charges such as restrooms and air conditioning, and all common area maintenance. Offering price includes inventory, all fixtures, shelving, cabinets, displays and cash register. Business has over 30 established vendor accounts and well thought out inventory items. This is a fun business for a fun person!

291 S Front St Unit 104, Key West
$1,350,000
2 Beds ⋅ 3 Baths ⋅ 619140 MLS
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.

564 Porter Ln, Key West
$780,000
2 Beds ⋅ 3 Baths ⋅ 619138 MLS
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.

25 Kingfisher Ln, Key West
$344,000
1 Beds ⋅ 1 Baths ⋅ 619131 MLS
Charming second-floor 1 bedroom, 1 bath condominium featuring a functional layout with a kitchen that offers modern appeal and a comfortable living space enhanced by tile flooring throughout. Large sliding doors open to a private balcony overlooking the tennis courts. The bathroom has been thoughtfully maintained with updated finishes. Located within the gated community of Santa Clara Condominiums, residents enjoy a variety of amenities including a heated pool, tennis court, laundry facilities on each floor, two elevators, secure building entry, 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. HOA fee includes building insurance, security, pest control, exterior & common area building maintenance.

3312 Northside Dr Unit 205, Key West
$569,000
2 Beds ⋅ 2 Baths ⋅ 619120 MLS
Poolside, pool view townhome. The home has just been re-freshed with an interior top to bottom paint job, exterior touch up, and new engineered vinyl plank floors have been installed on the main level. 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.

96 Golf Club Dr, Key West
$899,000
3 Beds ⋅ 2 Baths ⋅ 619102 MLS
Welcome to 3011 Riviera Drive, nestled in the sought-after Riviera Shores neighborhood of Key West! This delightful 3-bedroom, 2-bathroom home boasts versatility and space, featuring a spacious bonus room--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 nice comforts such as a durable metal roof, sound proof windows and doors, 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!

3011 Riviera Dr, Key West
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 619096 MLS
NEW PRICE!! 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!

1620 Jamaica Dr, Key West
$1,480,000
2 Beds ⋅ 4 Baths ⋅ 619087 MLS
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

709 Olivia St, Key West
$434,999
2 Beds ⋅ 2 Baths ⋅ 619027 MLS
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.

3312 Northside Dr Unit 202, Key West
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 619022 MLS
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.

1401 Simonton St Unit # 11, Key West
$2,999,500
2 Beds ⋅ 2 Baths ⋅ 618955 MLS
Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen all in easy access. The second story's primary bedroom and bath opens out to its own private balcony. This gem is in the highly desirable Old Town location Mill's Place condominiums in Truman Annex.

401 Emma St Unit APT H, Key West
$1,410,000
3 Beds ⋅ 3 Baths ⋅ 618947 MLS
Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living. A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can explore the Atlantic Ocean, Gulf waters, and the stunning backcountry of Key West. The home features a bright, open floor plan filled with natural light, a wet bar for entertaining, and spacious living areas that flow seamlessly to the outdoor pool space. The primary suite offers an ensuite bath and direct access to the pool area, creating the perfect indoor-outdoor lifestyle. Enjoy private poolside gatherings surrounded by tropical landscaping, or relax in the peaceful courtyard complete with a charming fountain. Additional features include a large covered carport with space for multiple vehicles, ample outdoor storage, and a separate laundry room. A wonderful opportunity to own a water-access pool home in one of Key West's most sought-after residential neighborhoods.

1507 19th St, Key West
$4,495,000
4 Beds ⋅ 5 Baths ⋅ 618937 MLS
There is a certain rhythm to life in Key West. Mornings begin outside, friends have a way of staying longer than planned, and some of the best evenings never make it past the backyard. 1614 Washington Street was designed for exactly that kind of life. Natural light, high ceilings, and an easy connection to the outdoors give the home an immediate sense of openness. The main living spaces flow naturally toward the pool and tropical garden, creating a setting that works just as well for a quiet morning at home as it does for dinner with friends that stretches late into the evening. The heated and chilled pool features two distinct levels--a shallow splash deck and a deeper swimming area--connected by cascading water features and surrounded by mature tropical landscaping that feels remarkably private. The floor plan understands that guests are part of island life, but privacy still matters. The first-floor primary suite creates a comfortable retreat for the owners, while upstairs, three en-suite bedrooms surround their own den and lounge. Family and friends can settle in, unpack, and have a space of their own rather than simply occupying yours. Behind that relaxed lifestyle is a house designed to make living here easier. Award-winning local architect Matthew Stratton brought together solid masonry construction, impact-rated windows and doors, solar power with Tesla battery storage, an EV charger, custom cabinetry, quartz surfaces, and thoughtful systems chosen for the realities of coastal living. The technology is there when you need it and nearly invisible when you don't. Morning walks, bike rides, the beach, neighborhood restaurants, galleries, and everything that makes Key West unlike anywhere else are simply part of the day. 1614 Washington invites you to open the doors, gather the people you love, jump in the pool, stay for dinner, and make yourself at home. Because ultimately, the best luxury isn't about having more. It's having a home that lets you live well.

1614 Washington St, Key West
$1,969,000
3 Beds ⋅ 3 Baths ⋅ 618929 MLS
Welcome to your ideal island escape at 1607 Sunshine Drive in vibrant Key West, FL! This newer-construction 2014 single-family home offers the modern coastal lifestyle you want - built to the latest building codes for improved insurance options- featuring impact glass windows and doors, metal roof, concrete siding, and an elevated structure above base flood for added peace of mind. Step inside to a bright, breezy layout with a full bedroom and bath on the first floor with a convenient Murphy bed for ultimate flexibility, plus two spacious en-suite bedrooms upstairs -- each opening to private decks where you can catch the island breeze and have a morning con leche or an evening Cuba Libre. You'll love the coastal finishes throughout, including plantation shutters, granite countertops, and stainless steel appliances, plus a beverage pantry that adds a fun, functional touch. Outside is where this home truly shines: the fully fenced lot includes privacy fencing around the backyard, composite decking on all deck surfaces, and tropical landscaping complete with lighting and irrigation--creating a polished, resort-like setting for relaxing or entertaining. A heated pool and two off-street parking spots round out the experience. The home may be offered furnished for a true turn-key opportunity, 1607 Sunshine Drive is ready for you to start living the Key West lifestyle from day one.

1607 Sunshine Dr, Key West
$675,000
3 Beds ⋅ 3 Baths ⋅ 618909 MLS
Two well kept condo units at Solana Village in Key West's New Town neighborhood represents a solid investment opportunity. Conveniently situated near local schools, government offices, retail centers, a movie theater, and marinas, the property offers both lifestyle and income potential. The second-floor unit (13) is a 2-bedroom, 2-bathroom with all-tile flooring and a private balcony currently rented for $2,975, while the first-floor unit (13A ) is a 1 bedroom, 1 bathroom both in move-in ready, rentable condition estimating $2,675 monthly rent. Investors can lease out both units for steady rental income, or choose to live in one while renting the other to help cover mortgage and ongoing expenses. Unit 13 is currently occupied by tenants, so a minimum of 24 hours' notice is required for showings.

3314 Northside Dr Unit 13 & 13A, Key West
$1,299,999
3 Beds ⋅ 2 Baths ⋅ 618878 MLS
LEGAL DUPLEX with INVESTMENT OPPORTUNITY. Located in the Old Town Key West neighborhood in the X Flood zone, this historic property presents many opportunities. Increase the square footage and/or covert to a single family home. Bring your creativity to this historic charmer. Currently set up as a Legal Duplex with 2 bedrooms/1 bath downstairs, and 1 bedroom/ 1 bath upstairs with separate electric and water meters. The attic can easily be converted to additional living space the same size as the upstairs unit. Adding approximately 700 sq ft. Park your car in your own private driveway. Add a pool to your backyard. The property is fenced in and very private. An aquifer exists on the property allowing you a water source for your irrigation and landscape. The amenities of this location offer a neighborhood grocery store, bakery, restaurants, art galleries and Bayview Park all with in walking distance. Now is your chance to bring your vision to reality in Old Town Key West. Schedule your private tour today!

1306 Virginia St, Key West
$559,000
3 Beds ⋅ 2 Baths ⋅ 618678 MLS
New lower price and now ready to occupy, you can enjoy the best priced 3 BR Property on Key West! Stop throwing away money on rent and step into Key West homeownership with this 3 BR and 2 BA value. Properties like this are rare in the Key West market when considering the value pricing and the affordable costs of ownership with low condo fees, insurance and taxes. Offering granite tile floors, an upgraded kitchen, and crown molding and trim details, the condo is ideally located in the South Wing with a southeasterly view not affected by the laser hot afternoon sun. Along with an inviting sun drenched swimming pool, perhaps the best community fitness center in all Key West is located at Las Salinas. It features private access to cardio and strength rooms, has high quality equipment, and is spotless. For your convenience, nearby is a small grocery store and bus stop for easy transportation on Key West. The popular 2 mile long Smathers Beach promenade is just outside the entrance and perfect for morning walks, biking, or just to enjoy sunrises and sunsets. Now competitively priced for only $559,000. Call for your private tour this weekend.

3930 S Roosevelt Blvd Unit S205, Key West
$619,000
1 Beds ⋅ 1 Baths ⋅ 618779 MLS
This is a must see unique and airy tropical second story condo in the Southpark Condominium Association. Lush vegetation surrounds the property and the private pool area located in the beautiful Casa Marina neighborhood. This upstairs one Bedroom/ one Bathroom condo offers relaxation on either the front covered porch or the rear private deck with a motorized awning for your comfort and convenience. Inside the condo has hardwood/travertine flooring, Surround Sound stereo, stainless steel appliances, granite counters, brand new AC and washer/dryer inside the unit. Included with the condo is an off street assigned parking space, a large indoor locked storage space and a lovely heated pool area in a peaceful and quiet tropical setting. Location is everything and this property is just a short walk to Duval St (South Beach), Higgs Beach, tennis, pickleball and bocce courts, White Street Pier and some great restaurants (Louie's Backyard, Salute on the Beach, Four Marlins, La Te Da and many more) . This truly is a hidden gem and ready for you to make it your own ''Piece of Paradise''. Call for a private showing!

804 South St Unit APT 3, Key West
$575,000
1 Beds ⋅ 1 Baths ⋅ 618227 MLS
Quaint Key West Condominium - Discover 815 Pearl Street Unit 2, a charming 1-bedroom, 1-bath residence in the heart of Old Town. Light fills the open-concept living area, which flows seamlessly to a lush brick-paved courtyard via French doors. The efficient kitchen offers modern appliances, while the bedroom is a comfortable retreat with an en-suite bath. Enjoy your private fenced yard with space for alfresco dining, plus access to a shared pool surrounded by tropical landscaping. Located just blocks from Duval Street, beaches, dining, and shopping, this turn-key condo balances tranquility and convenience. Off-street parking and a low HOA fee (about $375/month, buyer to verify) make this an excellent value. Schedule your private showing today and experience island living at its finest!

815 Pearl St Unit 2, Key West
$1,346,000
618614 MLS
Discover an exceptional opportunity at the Key West Urgent Care location, situated at 1501 Government Rd, Key West. This strategically positioned building is not just a healthcare facility; it represents a cornerstone of community health services in a vibrant, bustling area. **Property Highlights:** - **Prime Location**: Nestled in a high-traffic area, this property benefits from excellent visibility and accessibility, attracting both local residents and tourists alike. - **Versatile Building**: The structure is designed to accommodate urgent care services, featuring multiple examination rooms, administrative offices, and patient waiting areas. Its layout allows for easy modification to suit various medical or commercial uses. - **Expansive Land**: The property sits on a generous plot which may provide space for expansion or additional facilities. This flexibility opens the door for a range of future developments, whether for healthcare or other commercial ventures. - **Community Focus**: As a well-established urgent care center, it has built a strong reputation within the Key West community, offering essential healthcare services and fostering loyalty among patients. - **Growth Potential**: The increasing demand for healthcare services in the area presents significant growth opportunities. Investing in this property means tapping into a vital market with a promising outlook. - **Scenic Surroundings**: Key West is renowned for its stunning landscapes and rich culture, making this location not only functional but also appealing to those who appreciate the unique charm of island life. This is more than just real estate; it's an investment in the health and well-being of the community. Whether you're looking to continue the legacy of urgent care or explore new ventures, 1501 Government Rd is a prime choice of a building for your next project.

1501 Government Road, Key West
$2,160,000
4 Beds ⋅ 4 Baths ⋅ 618235 MLS
Discover a seamless blend of historic character and modern refinement at 1209 Packer Street, a distinctive Old Town residence that quietly impresses from the moment you step inside. Drawing inspiration from the rich architectural tapestry of Key West, this home thoughtfully weaves together Old Key West charm, Cuban mosaic tile accents, and contemporary finishes to create an atmosphere that feels both timeless and current. LOCATED IN X Behind its unassuming facade lies a surprisingly expansive interior offering four bedrooms and four baths, including three bedrooms with three baths on the main level and a private upstairs bedroom with its own bath, ideal as a guest suite, apartment-style retreat, or income-producing space. An additional office or flex space off one of the bedroom suites allows work and relaxation to coexist effortlessly. The single-level main floor is designed with intention each bedroom enjoys privacy while remaining easily accessible. Interior details include travertine and Ipe Brazilian hardwood floors, wood-clad ceilings, and a gourmet kitchen outfitted with stainless steel appliances and a wrap-around peninsula that naturally becomes the heart of the home. Whether hosting friends or enjoying everyday living, the flow is intuitive and inviting. French doors throughout the home create a strong connection to the outdoors. One bedroom opens directly to the pool, while another enjoys a peaceful, tucked-away deck perfect for morning coffee or quiet reflection. The primary suite is a true sanctuary, featuring vaulted ceilings, a spacious marble bath with multi-jet shower, walk-in closet, and direct access to an expansive Ipe sundeck. Outside, a large heated pool anchors a lush, private oasis surrounded by tropical landscaping and a privacy fence ideal for entertaining or unwinding in complete tranquility. A shaded loggia adds yet another layer of livable outdoor space. Off-street parking, LOCATED IN X FLOOD ZONE provides rare Old Town convenience!

1209 Packer St, Key West
$859,000
2 Beds ⋅ 1 Baths ⋅ 618512 MLS
Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops, stainless steel appliances, an amazing view of the Key West Lighthouse perfectly framed from the kitchen sink, and a Spanish inspired tile feature brings warmth, texture, and color into the main living area. The bathroom continues the same design story with tile wrapping the glass enclosed shower, plus a quartz topped vanity and modern fixtures. Outside, an open-air rooftop deck is reserved exclusively for Unit #4. This signature feature is an elevated outdoor living space tucked away in the treetops for morning coffee, breezes at sunset, and stargazing at night. Separate stairs visible at the roofline serve another unit, while this deck space remains private to Unit #4. It's in the X Flood Zone, Pets are allowed with restrictions, and it's just a short walk to Ft. Zach Beach, Truman Waterfront Park & Duval Street for all the great restaurants, shopping, and live entertainment..

927 Thomas St Unit #4, Key West
$599,000
3 Beds ⋅ 2 Baths ⋅ 616633 MLS
Looking for a move-in condo in Key West that's high and dry, close to the airport and on the quiet side of the island? Want to wake up to the sunrise and nice sea breezes while enjoying a cup of coffee on your balcony? This 3 bedroom, 2 bath condo at Las Salinas Condominiums checks off all the boxes for Key West living. Whether this will be your easy-to-maintain Key West getaway home, permanent residence, or investment property Unit S303 is the perfect choice featuring granite counters in the kitchen, washer and dryer and tiled flooring throughout for easy maintenance. Las Salinas Condominiums features a large, heated pool, fitness center, lots of off-street parking and security.

3930 S 3930 Roosevelt Blvd Unit S303, Key West
$799,000
3 Beds ⋅ 1 Baths ⋅ 618808 MLS
3 bedroom single-family home offering the opportunity to add a second bathroom within the existing roofline. Relax on the covered front porch and enjoy the Key West lifestyle. The private backyard provides space for a pool or outdoor entertaining. A great chance to renovate and make this home your own.

1425 Eliza St, Key West
$1,300,000
7 Beds ⋅ 5 Baths ⋅ 618731 MLS
Builder/Contractors Dream ! Rare 4 unit new development opportunity, 7,000 square ft lot available in Midtown Key West.

2016 Roosevelt Dr, Key West
$799,900
2 Beds ⋅ 2 Baths ⋅ 618271 MLS
1014 Truman Avenue - Modern Island Elegance in the Heart of Key West Welcome 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 hardwood floors set a contemporary tone. The spacious chef's kitchen anchors the main floor with Samsung appliances, custom cabinetry, and a butcher block island that doubles as the perfect gathering spot for friends and neighbors. From morning coffee to evening cocktails, this is the heart of the home—where Key West stories begin. Upstairs, the airy loft-style second bedroom and bath create a private retreat with flexible space for guests or a home office. The primary suite is a sanctuary of calm, complete with a spa-like bathroom featuring HansGrohe fixtures and artistic touches that reflect the island's vibrant spirit. Every detail here is designed for comfort and ease: an HVAC system, Samsung washer/dryer, hot-water heater, and keyless entry make for effortless, low-maintenance living. A small private outdoor nook gives you a spot to soak up the island air—perfect for an afternoon read or greeting the day with sunshine and palm trees. The lifestyle at 1014 Truman Avenue is as compelling as the home itself. Just a short stroll brings you to Bayview Park for tennis, the Casa Marina District, white-sand beaches, and Old Town's world-class dining and nightlife. Tucked within the X-flood zone and in pristine condition, this home delivers both peace of mind and the ultimate in island convenience. Whether as a full-time residence or your tropical getaway, this condo is the definition of contemporary Key West living: vibrant, sophisticated, and unmistakably relaxed. Schedule your private showing today!

1014 Truman Ave Unit 202, Key West
$765,000
2 Beds ⋅ 1 Baths ⋅ 611075 MLS
Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden area, side walkways and plenty of room to add your favorite things to the yard spaces. An outside shower finishes off the exterior, a Key West ''must''. The interior has the sought after Dade County Pine on the walls, extremely high ceilings, and a large loft where you can stand up at the center. This home has everything you may want in a renovation project, not too big, not too small, just bring your ideas, toolbox and a paint can. Let's get to work on this home before the rest of the world finds out about it! Easy to see.

1102 Whitehead St, Key West
$2,595,000
4 Beds ⋅ 3 Baths ⋅ 614088 MLS
Price Reduction. Excellent opportunity to purchase a luxurious, modern, and refined single-family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living space and situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact rated windows & doors, flood panels for all doors, and 25 KW Generac stand by whole house generator. There is an abundance of windows & doors allowing for plenty of natural light throughout the home. True chefs kitchen features gorgeous cabinets & counter tops with all stainless steel appliances. Dual ovens, gas stove top range, and wine cooler make your kitchen complete. The kitchen opens up to your amazing living & dining room areas. From there you will find this opens up to a super nice covered outdoor patio area, in ground, salt water, and heated 27L X 9W Jacuzzi & pool with water fall. Ready to kick back and relax. Outdoor areas have travertine tiles throughout and have lush native tropical landscaping with lighting & irrigation systems. Property has a 1 car covered carport and CBS privacy fencing around entire property. This home is located within walking distance to Higgs Beach, White St. Pier, and a short distance to Key West Best restaurants, beaches, museums, and art galleries. This is truly a home where modern luxury meets Key West paradise. Listing agents are related to the sellers.

1501 Florida St, Key West
$2,695,000
3 Beds ⋅ 3 Baths ⋅ 618608 MLS
A fantastic renovation of a classic Old Town Key West property, blending timeless charm with modern upgrades. First Impressions are made with a wonderful front porch greeting you as you step from your two off street parking spots--or arrive by bicycle & use the separate entrance with dedicated bike storage. Outdoor Living -A complete irrigation system with landscape lighting transforms the grounds into a tropical paradise, with quite the productive mango tree. Enter the privately fenced & gated yard and take a dip in the heated pool, kept sparkling clean & boasting new pool equipment. Rinse off in the outdoor shower, then unwind at the lighted grilling station or one of several spots to relax & dine under the stars. The Kitchen---It is fun, functional & done with the highest quality materials from Hanson & Bringle. A 15 foot impact glass wall opens to the beautifully landscaped yard & a pantry area with a bar sink adds extra prep space alongside the indoor dining area. Storage was thoughtfully designed for maximum efficiency, and an induction cooktop completes the space for those who love to cook. Bedrooms & Living Spaces----The first floor primary bedroom is classic Key West, featuring a Dade County Pine wall & a custom bedroom door. The Hanson & Bringle built-in dresser offers generous drawer space, & there's a walk-in closet. The primary bathroom includes a special shower built for two, with dual shower heads. The living room & hallway have the the original Dade County Pine walls. Upstairs there are two bedrooms, a bathroom & two additional storage closets. A Sonos sound system runs throughout the home. Move-In Ready-----This home is truly move-in ready: a new water heater was installed in late 2025 & a brand new HVAC system went in this past spring 2026. Both interior & exterior were both freshly painted. A storage shed & outdoor fridge round out the practical upgrades. Location-- This home is just a 1/2 block from some of the best shops & restaurants

525 Louisa St, Key West
$1,079,000
4 Beds ⋅ 2 Baths ⋅ 616878 MLS
Welcome to 2926 Flagler Avenue! This single-family home has four bedrooms and two baths, a swimming pool and is nestled on a 6,360 square foot lot located in a wonderful New Town central location. The spacious interior affords you the opportunity to entertain family, friends, and truly relax in comfort. Having been well maintained throughout the years, this CBS home has a v-crimp metal roof, impact rated windows and doors throughout plus accordion shutters providing an additional layer of peace of mind protection. The open layout features a flexible living atmosphere that leads to the possibility of one bedroom being a lockout with its own exterior entrance or an ideal multigenerational living arrangement. The low maintenance backyard is perfect for entertaining, and the swimming pool is sure to bring joy to those who yearn for living the Key West lifestyle. A fully fenced yard offers privacy and security. Located within minutes of shopping, the beaches, and many wonderful dining venues that Key West has to offer. This property is the one that checks off many of the boxes and is competitively price to sell. Please call me today to view your future home!

2926 Flagler Ave, Key West