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$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
$575,000
1 Beds ⋅ 1 Baths ⋅ 618227 MLS
A little Key West retreat with a lot to love. Tucked away in the highly desirable Meadows neighborhood of Old Town, this charming ground-level one-bedroom, one-bath condo combines a peaceful residential setting with easy access to everything Key West has to offer. The thoughtfully arranged interior is filled with island character, featuring bamboo flooring, crown molding and a bright kitchen with stainless steel appliances and a large window bringing in plenty of natural light. The bedroom opens through French doors to the tropical rear courtyard and in-ground pool, shared with just one neighboring residence, creating an ideal outdoor setting for a morning coffee, afternoon swim or evening cocktail. The ensuite bath features a granite-topped double vanity and tiled shower. Outside, the home enjoys its own private front entrance and patio. There is also a washer and dryer designated exclusively for this unit. Perfectly suited as a Key West getaway, second home, or for those who embrace the simplicity of compact living, this inviting condo offers an easy-to-maintain island lifestyle in one of Key West's most loved neighborhoods. Just a short walk or bike ride from Bayview Park, the Historic Seaport, beaches, restaurants and Duval Street, it's a wonderful little slice of Key West to call your own.

815 Pearl St Unit 2, 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
$650,000
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
$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
$1,850,000
4 Beds ⋅ 3 Baths ⋅ 616978 MLS
**Key West Pool Home on a Double Lot -- 4 Bedroom, 3 Bathroom CBS, Parking for 4** ALL THE STUFF! 1719 Laird Street is a 4-bedroom, 3-full-bathroom CBS home with approximately 2,300 square feet of interior living space on a nearly 7,500 square foot double lot in Midtown Key West -- the square footage, parking, and privacy buyers look for and rarely find on the island. The open-concept floor plan brings in natural light and flows directly to the outdoor living areas. Wide hallways, generous room sizes, and real storage make the layout work for full-time living, seasonal use, or hosting guests. The major systems are current: new roof, new A/C system, impact windows and doors throughout, updated appliances, and a whole-house generator. Solid concrete block construction -- the kind of profile that makes insurance underwriting and inspection week far less eventful. Outside is a private backyard with a large heated salt water swimming pool, mature tropical landscaping, and a fully fenced yard -- room to entertain, room for a garden, room to simply be outside without an audience. Parking is a genuine advantage here: off-street and on-street capacity for up to four vehicles, a rarity in a market where most homes fight for one space. Rentals are permitted with a 30-day minimum -- well suited to a seasonal or monthly tenant, a snowbird schedule, or an owner who wants flexibility between visits. Location puts you minutes from Old Town Key West, Duval Street, Smathers Beach, dog Park, bocce courts, tennis & pickleball, boat ramps and marinas, Key West International Airport, dining, and shopping -- with the quiet of an established residential neighborhood. Double lot. Heated pool. New roof. Impact glass. Generator. Parking for four. A rare combination in the Key West real estate market. Schedule a private showing of 1719 Laird Street.

1719 Laird St, Key West
$1,100,000
4 Beds ⋅ 2 Baths ⋅ 617746 MLS
Nestled within lush tropical landscaping, this unique Key West home offers serene privacy and island charm just minutes from everything. A winding brick pathway leads you through mature palms and gardens to an inviting covered entryway. Inside, the home features spacious open living areas with exposed beam ceilings, a functional kitchen, and two classic tiled bathrooms, including a glass-block walk-in shower, large windows, and natural light throughout. This two-story property also includes a generous outdoor living deck, perfect for relaxing or entertaining, and a tranquil garden setting that feels like your own private retreat. With its solid structure, character-filled details, and endless potential to personalize, this home is an exceptional opportunity for buyers seeking charm, space, and the true island-living experience. A unique opportunity to own a character-filled home with endless potential in a desirable location.

2914 Fogarty Ave, Key West
$784,000
2 Beds ⋅ 1 Baths ⋅ 618592 MLS
Nestled in an X flood zone in Old Town , this lovely conch cottage has been well cared for, meticulously maintained and lightly used as a seasonal getaway. The two-bedroom, one-bath residence is fully furnished and move-in ready, offering a perfect blend of charm, comfort, and thoughtful design. Behind the private gate, the home immediately feels welcoming and serene, creating a true island escape. Interior features include bamboo flooring throughout, soaring cathedral ceilings, recessed lighting in every room, and efficient ductless air conditioning. The kitchen and bath are finished with custom wood cabinetry and striking black granite countertops, reflecting quality craftsmanship and timeless style. French doors open from the living area and both bedrooms to outdoor living spaces, seamlessly connecting indoor and outdoor living. Both the front porch and rear patio provide peaceful settings for morning coffee, evening gatherings, or simply enjoying the tropical surroundings. While quietly situated, the property is just a short distance from the vibrant heart of Key West, offering easy access to restaurants, nightlife, shopping, and cultural attractions. This turnkey pied-à-terre delivers the best of island living—privacy, convenience, and undeniable charm—all in one a special place to call home!

1218 Packer St Unit REAR, Key West
$399,000
1 Beds ⋅ 1 Baths ⋅ 614786 MLS
Boutique commercial, ground floor office condo for sale in Old Town at Seafoam Condominiums. Only one of two Commercial units in the building. This 665 sf. office is turnkey and perfect for Professionals looking for a small office to own vs. paying rent every month. Great location and close to everything in Old town either by walking or biking. Exterior has several large pane windows for natural light inside. To enter off the sidewalk there are a set of gorgeous, hand made mahogany french doors. Also, there is an interior side door for private access. Interior has 12' ceilings and the layout includes front seating area with a receptionist window, administrators office and private office in rear. Half bath is ADA compliant. This unit has been totally renovated and ready to move in. Renovations include new Brazilian cherry wood floors & keystone flooring in the bathroom. upgraded electric and lighting, freshly painted, Central AC and wireless Security system. Seafoam building has coded entrance, atrium hallways and large in-ground concrete pool exclusively for Condo owners and guests. HOA fee of $1,286/mos. includes insurances and reserves. Includes Liability, Wind and Flood insurance. Building has never flooded and in X flood zone. Building is up to date with SIRS and milestone inspections. Additional $587/mos. special assessment for windstorm insurance. Same owner since 2008. Owner will consider lease with Option to Purchase. Asking rent is $4,000/mos.

812 Fleming St Unit 2, Key West
$1,899,000
7 Beds ⋅ 6 Baths ⋅ 615914 MLS
Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! Renovations in progress! Priced at less than $272K per unit! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime Old Town location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town attractions including world famous Duval St. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

909 Grinnell St, Key West
$1,949,000
2 Beds ⋅ 3 Baths ⋅ 616792 MLS
Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income. The Signature King Room (283 sq. ft.) is an intimate, elegantly furnished retreat ideal for up to two guests. The Resort View Suite (1,074 sq. ft.) features an open floor plan with a designer kitchen equipped with Sub-Zero, KitchenAid, GE, and Bosch appliances, dual stainless-steel sinks, and custom cabinetry. The primary suite offers a spa-inspired bath with a sunken jetted tub, tiled shower, and dual vanities. Throughout the unit, you'll find 16-inch marble tile flooring, crown molding, and high-end finishes that elevate every detail. Fully furnished and beautifully decorated, this residence is designed for year-round living or part-time ownership—with the convenience of optional on-site rental management when you're away. All doors and windows are engineered to exceed building codes, rated for up to 175 mph winds, ensuring both safety and peace of mind. Resort-style amenities include a private beach, heated waterfront pool and spa, poolside bar & grill, gourmet restaurant, fitness center, valet parking, concierge services, on-site management, and the island's largest conference center. Positioned on open Gulf waters, this condo presents an extraordinary opportunity to enjoy the best of Key West luxury living—a perfect combination of personal enjoyment and investment performance.

3841 N Roosevelt Blvd Unit 315, Key West
$749,000
1 Baths ⋅ 618665 MLS
Welcome to Flagler Center III, a brand-new mixed‑use development currently under construction, with groundbreaking already completed and anticipated completion by the end of 2026. This 1,491 ± sq. ft. commercial space, comprised of two combined units, presents an outstanding opportunity for businesses looking to establish or expand in one of Key West's most sought‑after commercial corridors. The project will feature 14 residential and 14 commercial units (with select units combined), creating built‑in foot traffic and long‑term value. The subject unit includes two separate parcel IDs, allowing it to be split into two individual units, offering exceptional flexibility and strong investment potential. The property offers ample parking and ADA‑compliant access. Delivered as a white box, the space allows buyers to design and build out the interior to suit their specific business needs. Ideal for professional services, medical offices, or retail use, this property benefits from strong rental demand driven by Key West's limited commercial inventory. The prime location provides excellent visibility, consistent foot traffic, and outstanding exposure, making it an excellent opportunity for both owner‑users and investors.

3201 Flagler Ave Unit STE 507, Key West
$940,000
2 Beds ⋅ 2 Baths ⋅ 617688 MLS
Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. The Mitsubishi mini-split AC and heating system, upgraded electrical panel, water heater, and hurricane-impact soundproof doors and windows are all in pristine condition. Enjoy unobstructed views from the balcony overlooking Smathers Beach and the Atlantic Ocean, with paddleboard, kayak, sailboat, parasail, chair, and umbrella rentals just steps away. Key West By The Sea is a gated community offering two swimming pools, two tennis courts, a clubhouse, four laundry rooms, a car-wash station, bike racks, a pet-walking path, and lush fruit trees. This pet-friendly community includes building insurance, cable TV, Wi-Fi, and building/grounds maintenance in the condo fee.

2601 S Roosevelt Blvd Unit 406A, Key West
$2,790,000
3 Beds ⋅ 3 Baths ⋅ 616089 MLS
Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage. Come and explore these three (3) contiguous, separate lots that all have the City of Key West's, Building Permit Allocation System (BPAS). Total lot SQ FT is 11,968. If you're seeking an opportunity to either build/renovate your future home, or a lucrative development opportunity, or simply to own one of Key West's most unique properties, look no further! It's time to make the move! Come to 1405/1409 United and see that it has the best of all the locations that Key West has to offer. Walking to all the amenities that Key West has, but far enough away from all the noise of the downtown. Plenty of room to make your own mark here. Location, Location, Location is this property. Call today for your private showing!

1405-1409 United St, Key West
$1,700,000
2 Beds ⋅ 2 Baths ⋅ 616994 MLS
Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a seamless path to rental income and a refined retreat for personal enjoyment. Remodel completed in 2022, this turnkey residence underwent a full interior renovation. The open-plan kitchen showcases brand-new appliances, sleek cabinetry, and generous counter space, perfect for entertaining or everyday island living. The spacious living area flows seamlessly onto a large private balcony, where ocean breezes and tropical surroundings create an effortless connection to the outdoors. Both bedrooms provide balcony access and serene comfort, complemented by two beautifully finished bathrooms and an in-unit washer and dryer. Perfectly positioned on the coveted sunrise side of 1800 Atlantic, this residence delivers the quintessential resort lifestyle featuring an Olympic-size heated pool, jacuzzi spa, three lighted tennis courts (hard and clay), lush tropical gardens, private beach access, BBQ/picnic areas, and covered garage parking. Located just minutes from Old Town Key West and the airport, the property balances tranquil oceanfront living with exceptional convenience. Whether you're seeking an income-producing asset or a luxurious island getaway, Unit 327C at 1800 Atlantic Blvd stands as an exceptional choice for those desiring effortless ownership and elevated coastal living in Key West.

1800 Atlantic Blvd Unit 327C, Key West
$6,850,000
3 Beds ⋅ 3 Baths ⋅ 617136 MLS
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. This home is perfect for entertaining on a large scale or enjoying a quiet evening. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa plus an outdoor shower between the covered and open air loggia and parking. There's plenty of space for entertaining outdoors under the palm trees. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.

103 Front St, Key West
$1,899,000
6 Beds ⋅ 3 Baths ⋅ 611164 MLS
Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

1229 5th St, Key West
$1,249,000
2 Beds ⋅ 3 Baths ⋅ 617823 MLS
Discover relaxed coastal living in this three-level townhome located within the gated Seaside Residence community—an incredible opportunity to own in a sought-after resort-style setting. Designed for ease and functionality, the home features a private elevator serving all floors, a spacious garage, and an inviting layout well suited for full-time living or a seasonal retreat. The ground level includes the garage with a conveniently located laundry area and additional space ideal for storage or flexible use. From this level, step outside to a private outdoor area—perfect for enjoying ocean breezes and quiet moments. The second floor is dedicated to the bedrooms, featuring a primary suite with an ensuite bath and private balcony. A second bedroom also includes its own bath and balcony, providing comfortable accommodations for guests or family. The top floor opens to the main living and dining space, filled with natural light and extending to a balcony with Atlantic Ocean views. The kitchen offers ample cabinetry and counter space and flows naturally into the dining area, creating a welcoming setting for gatherings and everyday living. Residents enjoy the privacy of a gated community, access to a community pool and gym, and a convenient location close to the airport—offering the ideal balance of coastal tranquility and accessibility. Enjoy front-row views of the island's most beautiful sunrises and moonrises—nature's show, right from your new home. Don't miss this incredible opportunity - ocean view residences like this rarely come on the market. This home may also be offered fully furnished, including artwork throughout, with many original pieces created by our beloved local artists. A Very Special Thank You to Key West Art Center and Gallery for featuring their art.

77 Seaside North Ct, Key West
$3,750,000
8 Beds ⋅ 8 Baths ⋅ 618438 MLS
Rare Multi-Family Investment Opportunity in Old Town Key West. This unique property is comprised of eight updated one-bedroom, one-bathroom units. 2 buildings situated on a 5,575 SqFt lot. It offers an exceptional opportunity for employers seeking staff housing, investors interested in a 1031 Exchange, or those considering a condo conversion. Please note that advanced notice is required to arrange showings, and not all units may be available for viewing as they are currently rented.

818 Elizabeth St, Key West
$343,500
1 Beds ⋅ 1 Baths ⋅ 616493 MLS
IMPORTANT UPDATE TO NOTE: SELLER WILL PROVIDE A $5,000 CREDIT THAT CAN BE USED FOR CLOSING COSTS OR CONDO FEES!! Excellent as an investment, primary residence, second home, or rental property. This 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 with secure entry. You have ample parking, storage, pool, tennis court, laundry, on site management, etc. The unit has newer flooring, newer AC unit, updated electrical panel, updated kitchen, newer appliances, even impact rated hurricane windows & doors. Don't miss this opportunity.

3312 Northside Dr Unit 405, Key West
$949,000
3 Beds ⋅ 3 Baths ⋅ 618708 MLS
Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

818 Elizabeth St Unit Front, Key West
$1,799,000
3 Beds ⋅ 3 Baths ⋅ 610882 MLS
Excellent opportunity whether looking for a private residence or an investment. This home 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 residence. Assigned off street parking right in front of the unit. This property is being offered turnkey. Vacation Rental history available .This home has all hurricane impact windows and doors. making the unit noiseless. This condo is a freestanding building just like a single family home without the maintenance.

1011 Simonton St Unit R1, Key West
$3,100,000
3 Beds ⋅ 3 Baths ⋅ 617354 MLS
Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14' ceilings, expansive porcelain tile & luxury vinyl flooring, & thoughtfully curated lighting create an atmosphere of understated sophistication. The custom chef's kitchen is beautifully appointed with quartz countertops, premium appliances, a generous walk-in pantry, & sleek modern cabinetry. The flexible layout includes 3 bedrooms (1 used as a media room), 3 spa-inspired bathrooms, & a well-equipped laundry room. A separate office with its own off-street entry provides a true live/work advantage, delivering privacy & ease of access without entering the main residence. Outside, a private tropical oasis awaits with a heated and chilled pool, tranquil water feature, & lush landscaping, creating the perfect sanctuary for relaxation or entertaining. Zoned HCT (Historic Commercial Tourist), the property provides exceptional opportunities for luxury live/work use, rental investment, or commercial operation. It qualifies as a transient license receivership site & boasts a successful commercial history, adding value for those seeking income-producing potential in a prime location. Built with durability & efficiency in mind, the home includes impact-rated windows, doors, & skylights, a full fire sprinkler system, dual-zone cooling/heating, off-street parking for two, & a 25kW generator. Located in the desirable X-Flood zone and just moments from Key West's finest dining, galleries, and attractions, this property delivers an unmatched combination of luxury, quality, & opportunity in one of the island's most desirable neighborhoods.

524 Southard St, Key West
$629,900
618774 MLS
SELLER FINANCING AVAILABLE! Seller willing to negotiate terms for owner financing while you develop this parcel. Options are open as Seller wants to move this property. Development opportunity now even more affordable! This property includes the rights to build duplex or attached townhomes in prime midtown location. Live in one unit and collect rental income from the other. Great proximity to beaches, schools and shopping.

1610-1612 Dennis St, Key West
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 618863 MLS
Timeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades. 1211 Knowles Lane features a versatile 300 sq. ft. loft currently utilized as a third bedroom, office, and additional storage, perfect for flexible island living. Inviting front and side porches set the tone for relaxed Key West living, offering peaceful spaces to unwind and enjoy the tranquil neighborhood. Inside, you're welcomed by bright, spacious living areas highlighted by soaring ceilings and gorgeous flooring throughout the living and dining rooms. The thoughtfully updated kitchen boasts stainless steel appliances, custom cabinetry, and a generous pantry designed for both everyday living and entertaining.The bedrooms are comfortably sized, offering charm and privacy. Bathrooms have been tastefully renovated with contemporary fixtures while preserving the home's historic character. Step outside onto beautiful teak decking into your own private tropical oasis. The backyard retreat features an outdoor shower, hot tub, rooftop deck, and brick-paved driveways creating the ultimate indoor-outdoor island lifestyle. Located in a prime Old Town setting, you're just a leisurely walk or bike ride to Key West's beautiful beaches, renowned restaurants, and vibrant nightlife. *Bonus features: off street parking and located in the x-flood zone.

1211 Knowles Ln, Key West